HRP20151001T1 - Sredstva kao induktori apoptoze za lijeäśenje raka te imunih i autoimunih bolesti - Google Patents
Sredstva kao induktori apoptoze za lijeäśenje raka te imunih i autoimunih bolesti Download PDFInfo
- Publication number
- HRP20151001T1 HRP20151001T1 HRP20151001TT HRP20151001T HRP20151001T1 HR P20151001 T1 HRP20151001 T1 HR P20151001T1 HR P20151001T T HRP20151001T T HR P20151001TT HR P20151001 T HRP20151001 T HR P20151001T HR P20151001 T1 HRP20151001 T1 HR P20151001T1
- Authority
- HR
- Croatia
- Prior art keywords
- methyl
- pyridin
- yloxy
- sulfonyl
- pyrrolo
- Prior art date
Links
- 206010028980 Neoplasm Diseases 0.000 title claims 2
- 201000011510 cancer Diseases 0.000 title claims 2
- 208000023275 Autoimmune disease Diseases 0.000 title 1
- 230000006907 apoptotic process Effects 0.000 title 1
- 208000026278 immune system disease Diseases 0.000 title 1
- 230000001939 inductive effect Effects 0.000 title 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 118
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 108
- -1 C(O)N(R1)2 Proteins 0.000 claims 83
- 101150009274 nhr-1 gene Proteins 0.000 claims 41
- 150000002390 heteroarenes Chemical class 0.000 claims 39
- 150000001924 cycloalkanes Chemical class 0.000 claims 35
- 150000001925 cycloalkenes Chemical class 0.000 claims 35
- 102000003728 Peroxisome Proliferator-Activated Receptors Human genes 0.000 claims 32
- 108090000029 Peroxisome Proliferator-Activated Receptors Proteins 0.000 claims 32
- JCXJVPUVTGWSNB-UHFFFAOYSA-N Nitrogen dioxide Chemical compound O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 claims 30
- 125000000217 alkyl group Chemical group 0.000 claims 27
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 26
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 23
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 22
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims 21
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 21
- 125000000753 cycloalkyl group Chemical group 0.000 claims 21
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 21
- 229910006074 SO2NH2 Inorganic materials 0.000 claims 19
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims 19
- 125000001424 substituent group Chemical group 0.000 claims 19
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 15
- 125000000392 cycloalkenyl group Chemical group 0.000 claims 15
- 125000001072 heteroaryl group Chemical group 0.000 claims 15
- 125000000304 alkynyl group Chemical group 0.000 claims 14
- 101100294121 Caenorhabditis elegans nhr-57 gene Proteins 0.000 claims 12
- 125000004366 heterocycloalkenyl group Chemical group 0.000 claims 12
- 125000006340 pentafluoro ethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 claims 12
- 150000003839 salts Chemical class 0.000 claims 12
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 11
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 11
- 102220494498 Receptor of activated protein C kinase 1_R57A_mutation Human genes 0.000 claims 10
- 125000003342 alkenyl group Chemical group 0.000 claims 10
- 150000001875 compounds Chemical class 0.000 claims 10
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 10
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 10
- OTXBWGUYZNKPMG-UHFFFAOYSA-N isofulminic acid Chemical compound O[N+]#[C-] OTXBWGUYZNKPMG-UHFFFAOYSA-N 0.000 claims 9
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims 8
- 101100516568 Caenorhabditis elegans nhr-7 gene Proteins 0.000 claims 6
- 125000004122 cyclic group Chemical group 0.000 claims 6
- 101100240518 Caenorhabditis elegans nhr-12 gene Proteins 0.000 claims 5
- 101100240527 Caenorhabditis elegans nhr-22 gene Proteins 0.000 claims 5
- 101100516557 Caenorhabditis elegans nhr-62 gene Proteins 0.000 claims 5
- 101100516560 Caenorhabditis elegans nhr-67 gene Proteins 0.000 claims 5
- 101100516561 Caenorhabditis elegans nhr-68 gene Proteins 0.000 claims 5
- 102220599428 Serum amyloid A-1 protein_R37A_mutation Human genes 0.000 claims 4
- WKULGVVLSQGJTK-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-N-[4-[(4-hydroxy-4-methylcyclohexyl)methylamino]-3-nitrophenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NCC1CCC(C)(O)CC1 WKULGVVLSQGJTK-UHFFFAOYSA-N 0.000 claims 3
- 102220516986 Double homeobox protein 4_R23A_mutation Human genes 0.000 claims 3
- 102220642537 Gap junction alpha-8 protein_R28A_mutation Human genes 0.000 claims 3
- 102220595577 Major vault protein_R24A_mutation Human genes 0.000 claims 3
- 102220544927 Nuclear pore complex protein Nup133_R30A_mutation Human genes 0.000 claims 3
- 102220507254 Rab11 family-interacting protein 1_R38K_mutation Human genes 0.000 claims 3
- 102220507255 Rab11 family-interacting protein 1_R39K_mutation Human genes 0.000 claims 3
- 102220497337 14-3-3 protein zeta/delta_R59A_mutation Human genes 0.000 claims 2
- HGCQJSCVVNLDMQ-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-N-[4-[(4-ethyl-4-hydroxycyclohexyl)methylamino]-3-nitrophenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1CC(CC)(O)CCC1CNC1=CC=C(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CCC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)C=C1[N+]([O-])=O HGCQJSCVVNLDMQ-UHFFFAOYSA-N 0.000 claims 2
- CSBKUBOVPUXFLO-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-N-[4-[(4-methoxycyclohexyl)methylamino]-3-nitrophenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1CC(OC)CCC1CNC1=CC=C(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CCC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)C=C1[N+]([O-])=O CSBKUBOVPUXFLO-UHFFFAOYSA-N 0.000 claims 2
- RYUKEAYYUZJDNE-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-N-[6-[(4-hydroxy-4-methylcyclohexyl)methylamino]-5-nitropyridin-3-yl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CN=C1NCC1CCC(C)(O)CC1 RYUKEAYYUZJDNE-UHFFFAOYSA-N 0.000 claims 2
- ADTUYXRNYHDWMP-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-[(4-hydroxy-4-methylcyclohexyl)methoxy]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1OCC1CCC(C)(O)CC1 ADTUYXRNYHDWMP-UHFFFAOYSA-N 0.000 claims 2
- BEABEHQNCJQGIZ-UHFFFAOYSA-N 4-[4-[[4-(4-chlorophenyl)-6,6-dimethyl-2,5-dihydropyran-3-yl]methyl]piperazin-1-yl]-N-[4-[(4-morpholin-4-ylcyclohexyl)amino]-3-nitrophenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1OC(C)(C)CC(C=2C=CC(Cl)=CC=2)=C1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NC(CC1)CCC1N1CCOCC1 BEABEHQNCJQGIZ-UHFFFAOYSA-N 0.000 claims 2
- SVHMCCAITJLQTO-XXVZRKBMSA-N C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1OC[C@H]1CC[C@H](O)CC1 Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1OC[C@H]1CC[C@H](O)CC1 SVHMCCAITJLQTO-XXVZRKBMSA-N 0.000 claims 2
- 102220586234 Chemerin-like receptor 2_R18A_mutation Human genes 0.000 claims 2
- 102220586235 Chemerin-like receptor 2_R63A_mutation Human genes 0.000 claims 2
- 102220586050 Chemerin-like receptor 2_R64A_mutation Human genes 0.000 claims 2
- 102220586191 Chemerin-like receptor 2_R65A_mutation Human genes 0.000 claims 2
- 102220474817 Chemerin-like receptor 2_R69A_mutation Human genes 0.000 claims 2
- 102220586055 Chemerin-like receptor 2_R70A_mutation Human genes 0.000 claims 2
- 102220503849 Cortexin-1_R40A_mutation Human genes 0.000 claims 2
- 102220503974 Endogenous retrovirus group K member 6 Rec protein_R13A_mutation Human genes 0.000 claims 2
- 102220555063 Holliday junction recognition protein_R25A_mutation Human genes 0.000 claims 2
- 102220507264 Rab11 family-interacting protein 1_R29A_mutation Human genes 0.000 claims 2
- 102220521126 Ribosome biogenesis protein NSA2 homolog_R58A_mutation Human genes 0.000 claims 2
- 102220521661 Ribosome biogenesis protein NSA2 homolog_R71A_mutation Human genes 0.000 claims 2
- 125000002947 alkylene group Chemical group 0.000 claims 2
- 125000006588 heterocycloalkylene group Chemical group 0.000 claims 2
- UQJOQWQMMPNGKT-UHFFFAOYSA-N n-[5-chloro-6-[(4-methoxycyclohexyl)methoxy]pyridin-3-yl]sulfonyl-4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1CC(OC)CCC1COC1=NC=C(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CCC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)C=C1Cl UQJOQWQMMPNGKT-UHFFFAOYSA-N 0.000 claims 2
- 125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 claims 2
- 102200140336 rs786204767 Human genes 0.000 claims 2
- LQBVNQSMGBZMKD-UHFFFAOYSA-N venetoclax Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NCC1CCOCC1 LQBVNQSMGBZMKD-UHFFFAOYSA-N 0.000 claims 2
- SBKZSSGFTGHXNF-UHFFFAOYSA-N 2-[2-[[4-[[4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzoyl]sulfamoyl]-2-nitroanilino]methyl]morpholin-4-yl]acetic acid Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NCC1CN(CC(O)=O)CCO1 SBKZSSGFTGHXNF-UHFFFAOYSA-N 0.000 claims 1
- 125000004575 3-pyrrolidinyl group Chemical group [H]N1C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- NYUGGYOWSAFOBF-QQLMSYFVSA-N 4-[4-[[(1s,2r)-2-(4-chlorophenyl)-4,4-dimethylcyclohexyl]methyl]piperidin-1-yl]-n-[3-nitro-4-(oxan-4-ylmethylamino)phenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C([C@@H]1CCC(C[C@H]1C=1C=CC(Cl)=CC=1)(C)C)C(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NCC1CCOCC1 NYUGGYOWSAFOBF-QQLMSYFVSA-N 0.000 claims 1
- FGLBNVNJFBVRSE-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-3,3-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[3-nitro-4-(oxan-4-ylmethylamino)phenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1C(C)(C)CCCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NCC1CCOCC1 FGLBNVNJFBVRSE-UHFFFAOYSA-N 0.000 claims 1
- JGIWGFDASVPCTP-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-N-[3-nitro-4-[[4-(oxan-4-ylamino)cyclohexyl]amino]phenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NC(CC1)CCC1NC1CCOCC1 JGIWGFDASVPCTP-UHFFFAOYSA-N 0.000 claims 1
- LEHOPKMTNLSQEY-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-N-[3-nitro-4-[[4-[4-(oxan-4-yl)piperazin-1-yl]cyclohexyl]amino]phenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NC(CC1)CCC1N(CC1)CCN1C1CCOCC1 LEHOPKMTNLSQEY-UHFFFAOYSA-N 0.000 claims 1
- FUGPWHUMYNZEGE-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-N-[4-[(4-methoxycyclohexyl)methoxy]-3-nitrophenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1CC(OC)CCC1COC1=CC=C(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CCC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)C=C1[N+]([O-])=O FUGPWHUMYNZEGE-UHFFFAOYSA-N 0.000 claims 1
- NKITUFNNDFPWII-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-N-[4-[(4-morpholin-4-ylcyclohexyl)amino]-3-nitrophenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NC(CC1)CCC1N1CCOCC1 NKITUFNNDFPWII-UHFFFAOYSA-N 0.000 claims 1
- PBWXDNYODFLHSA-ZCXBXHLPSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-N-[4-[[(1R,4R,5R,6S)-5,6-dihydroxy-2-bicyclo[2.2.1]heptanyl]methoxy]-3-nitrophenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1C(C)(C)CCC(CN2CCN(CC2)C=2C=C(OC=3C=C4C=CNC4=NC=3)C(C(=O)NS(=O)(=O)C=3C=C(C(OCC4[C@H]5C[C@H]([C@H]([C@H]5O)O)C4)=CC=3)[N+]([O-])=O)=CC=2)=C1C1=CC=C(Cl)C=C1 PBWXDNYODFLHSA-ZCXBXHLPSA-N 0.000 claims 1
- KBHSDAPEAXKGRS-DHUJRADRSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-N-[4-[[(2S)-4,4-difluoro-1-(oxetan-3-yl)pyrrolidin-2-yl]methoxy]-3-nitrophenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C([C@H]1COC2=CC=C(C=C2[N+]([O-])=O)S(=O)(=O)NC(=O)C2=CC=C(C=C2OC=2C=C3C=CNC3=NC=2)N2CCN(CC2)CC=2CCC(CC=2C=2C=CC(Cl)=CC=2)(C)C)C(F)(F)CN1C1COC1 KBHSDAPEAXKGRS-DHUJRADRSA-N 0.000 claims 1
- FVNUQXJSDSXEBR-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-N-[4-[[1-(1,3-difluoropropan-2-yl)azetidin-3-yl]methylamino]-3-nitrophenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NCC1CN(C(CF)CF)C1 FVNUQXJSDSXEBR-UHFFFAOYSA-N 0.000 claims 1
- XWCZPKOOJKYCEC-KOHORPAVSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-N-[4-[[1-[(3R,4R)-3-fluorooxan-4-yl]piperidin-4-yl]amino]-3-nitrophenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NC(CC1)CCN1[C@@H]1CCOC[C@@H]1F XWCZPKOOJKYCEC-KOHORPAVSA-N 0.000 claims 1
- PKOJKTGPUOKMCZ-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-N-[4-[[4-(cyclopropylamino)cyclohexyl]amino]-3-nitrophenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NC(CC1)CCC1NC1CC1 PKOJKTGPUOKMCZ-UHFFFAOYSA-N 0.000 claims 1
- XCEYFIPGAZZSPS-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-N-[4-[[4-(dicyclopropylamino)cyclohexyl]amino]-3-nitrophenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NC(CC1)CCC1N(C1CC1)C1CC1 XCEYFIPGAZZSPS-UHFFFAOYSA-N 0.000 claims 1
- CZWPSARPAPGCSA-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-N-[4-[[4-(methanesulfonamido)cyclohexyl]amino]-3-nitrophenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NC1CCC(NS(C)(=O)=O)CC1 CZWPSARPAPGCSA-UHFFFAOYSA-N 0.000 claims 1
- KNVQPTSRJUELFP-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-N-[4-[[4-[2-cyanoethyl(cyclopropyl)amino]cyclohexyl]amino]-3-nitrophenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NC(CC1)CCC1N(CCC#N)C1CC1 KNVQPTSRJUELFP-UHFFFAOYSA-N 0.000 claims 1
- WXOWXNJJXWISMF-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[(4-oxo-1h-quinazolin-6-yl)sulfonyl]-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1C(C)(C)CCC(CN2CCN(CC2)C=2C=C(OC=3C=C4C=CNC4=NC=3)C(C(=O)NS(=O)(=O)C=3C=C4C(=O)NC=NC4=CC=3)=CC=2)=C1C1=CC=C(Cl)C=C1 WXOWXNJJXWISMF-UHFFFAOYSA-N 0.000 claims 1
- ZTSWUGGZENHBNL-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[3-cyano-4-(oxan-4-ylmethoxy)phenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1C#N)=CC=C1OCC1CCOCC1 ZTSWUGGZENHBNL-UHFFFAOYSA-N 0.000 claims 1
- RMUGSEJQYOHCKD-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[3-cyano-4-(oxan-4-ylmethylamino)phenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1C#N)=CC=C1NCC1CCOCC1 RMUGSEJQYOHCKD-UHFFFAOYSA-N 0.000 claims 1
- ZSQLLCORNIZPMI-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[3-cyano-4-[(4-fluorooxan-4-yl)methoxy]phenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1C#N)=CC=C1OCC1(F)CCOCC1 ZSQLLCORNIZPMI-UHFFFAOYSA-N 0.000 claims 1
- YGXOOIXZEQFHSN-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[3-nitro-4-(2,2,2-trifluoroethylamino)phenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C1=CC=C(NCC(F)(F)F)C([N+]([O-])=O)=C1 YGXOOIXZEQFHSN-UHFFFAOYSA-N 0.000 claims 1
- OVDFETFTUQPQFG-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[3-nitro-4-(2-oxaspiro[3.5]nonan-7-ylmethoxy)phenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1OCC(CC1)CCC21COC2 OVDFETFTUQPQFG-UHFFFAOYSA-N 0.000 claims 1
- KZFSLJUCIKSUAM-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[3-nitro-4-(2-oxaspiro[3.5]nonan-7-ylmethylamino)phenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NCC(CC1)CCC21COC2 KZFSLJUCIKSUAM-UHFFFAOYSA-N 0.000 claims 1
- MOSZSOAPGWWZGM-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[3-nitro-4-(3,3,3-trifluoropropylamino)phenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C1=CC=C(NCCC(F)(F)F)C([N+]([O-])=O)=C1 MOSZSOAPGWWZGM-UHFFFAOYSA-N 0.000 claims 1
- SWTUOVBEIYFQAW-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[3-nitro-4-(oxan-4-ylmethoxy)phenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1OCC1CCOCC1 SWTUOVBEIYFQAW-UHFFFAOYSA-N 0.000 claims 1
- CBXJUICVQCIXKO-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[3-nitro-4-(oxolan-3-ylmethylamino)phenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NCC1CCOC1 CBXJUICVQCIXKO-UHFFFAOYSA-N 0.000 claims 1
- IKEXGKFRVMUBDL-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[3-nitro-4-[(1-propan-2-ylpiperidin-4-yl)amino]phenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1CN(C(C)C)CCC1NC1=CC=C(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CCC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)C=C1[N+]([O-])=O IKEXGKFRVMUBDL-UHFFFAOYSA-N 0.000 claims 1
- LNWIKALYDRCZHA-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[3-nitro-4-[(3-oxocyclohexyl)methoxy]phenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1OCC1CCCC(=O)C1 LNWIKALYDRCZHA-UHFFFAOYSA-N 0.000 claims 1
- SMRFFBSYMPJNSJ-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[3-nitro-4-[2-(oxolan-3-yloxy)ethoxy]phenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1OCCOC1CCOC1 SMRFFBSYMPJNSJ-UHFFFAOYSA-N 0.000 claims 1
- LTQSONOIEBRYPY-JGCGQSQUSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[3-nitro-4-[[(3r)-oxolan-3-yl]amino]phenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1N[C@@H]1CCOC1 LTQSONOIEBRYPY-JGCGQSQUSA-N 0.000 claims 1
- IPJHSHPWOGVIPW-UMSFTDKQSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[3-nitro-4-[[(3s)-1-(oxetan-3-yl)pyrrolidin-3-yl]amino]phenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C([C@@H](C1)NC2=CC=C(C=C2[N+]([O-])=O)S(=O)(=O)NC(=O)C2=CC=C(C=C2OC=2C=C3C=CNC3=NC=2)N2CCN(CC2)CC=2CCC(CC=2C=2C=CC(Cl)=CC=2)(C)C)CN1C1COC1 IPJHSHPWOGVIPW-UMSFTDKQSA-N 0.000 claims 1
- MEKVNOOLCRQDHA-LHEWISCISA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[3-nitro-4-[[(3s)-2-oxopiperidin-3-yl]amino]phenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1N[C@H]1CCCNC1=O MEKVNOOLCRQDHA-LHEWISCISA-N 0.000 claims 1
- TZAYFMBZFWSUCQ-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[3-nitro-4-[[1-(oxan-4-yl)azetidin-3-yl]amino]phenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NC(C1)CN1C1CCOCC1 TZAYFMBZFWSUCQ-UHFFFAOYSA-N 0.000 claims 1
- DHEHLTGGZQAKJX-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[3-nitro-4-[[1-(oxetan-3-yl)azetidin-3-yl]amino]phenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NC(C1)CN1C1COC1 DHEHLTGGZQAKJX-UHFFFAOYSA-N 0.000 claims 1
- FBRFTCNKVCPAST-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[3-nitro-4-[[1-(oxetan-3-yl)azetidin-3-yl]methylamino]phenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NCC(C1)CN1C1COC1 FBRFTCNKVCPAST-UHFFFAOYSA-N 0.000 claims 1
- AZIUZWNRHASVGU-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[3-nitro-4-[[1-(oxetan-3-yl)piperidin-4-yl]amino]phenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NC(CC1)CCN1C1COC1 AZIUZWNRHASVGU-UHFFFAOYSA-N 0.000 claims 1
- ARDFMFLYKPWMQB-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[3-nitro-4-[[1-(oxetan-3-yl)piperidin-4-yl]methoxy]phenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1OCC(CC1)CCN1C1COC1 ARDFMFLYKPWMQB-UHFFFAOYSA-N 0.000 claims 1
- ZTSILJRQJRBECW-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[3-nitro-4-[[3-(trifluoromethoxy)phenyl]methylamino]phenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NCC1=CC=CC(OC(F)(F)F)=C1 ZTSILJRQJRBECW-UHFFFAOYSA-N 0.000 claims 1
- XKEXBWKWKBRKKV-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[3-nitro-4-[[4-(oxetan-3-yl)piperazin-1-yl]amino]phenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NN(CC1)CCN1C1COC1 XKEXBWKWKBRKKV-UHFFFAOYSA-N 0.000 claims 1
- UWFNVICMJXECTL-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-(1,4-dioxan-2-ylmethylamino)-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NCC1COCCO1 UWFNVICMJXECTL-UHFFFAOYSA-N 0.000 claims 1
- UMHANGCMNUIVTH-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-(1,4-dioxaspiro[4.5]decan-8-ylamino)-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NC(CC1)CCC21OCCO2 UMHANGCMNUIVTH-UHFFFAOYSA-N 0.000 claims 1
- ARVNTYAWJFCNBT-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-(2-cyanoethylamino)-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C1=CC=C(NCCC#N)C([N+]([O-])=O)=C1 ARVNTYAWJFCNBT-UHFFFAOYSA-N 0.000 claims 1
- SGFNZHPUMCITBS-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-(2-methoxyethylamino)-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1=C([N+]([O-])=O)C(NCCOC)=CC=C1S(=O)(=O)NC(=O)C1=CC=C(N2CCN(CC=3CCC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)C=C1OC1=CN=C(NC=C2)C2=C1 SGFNZHPUMCITBS-UHFFFAOYSA-N 0.000 claims 1
- XNTSJCOLINDAQV-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-(3-morpholin-4-ylpropylamino)-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NCCCN1CCOCC1 XNTSJCOLINDAQV-UHFFFAOYSA-N 0.000 claims 1
- WWIUIQXQLHMYBL-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-(4-morpholin-4-ylpiperidin-1-yl)-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1N(CC1)CCC1N1CCOCC1 WWIUIQXQLHMYBL-UHFFFAOYSA-N 0.000 claims 1
- UDFKZHVUMFTJKD-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-(furan-3-ylmethoxy)-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1OCC=1C=COC=1 UDFKZHVUMFTJKD-UHFFFAOYSA-N 0.000 claims 1
- LGHVXUGTPXYGCJ-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-(morpholin-2-ylmethylamino)-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NCC1CNCCO1 LGHVXUGTPXYGCJ-UHFFFAOYSA-N 0.000 claims 1
- WXLXUGGDJKYDGY-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-(morpholin-3-ylmethylamino)-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NCC1COCCN1 WXLXUGGDJKYDGY-UHFFFAOYSA-N 0.000 claims 1
- OSLAVZCRQFLYSE-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)amino]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NN1CCS(=O)(=O)CC1 OSLAVZCRQFLYSE-UHFFFAOYSA-N 0.000 claims 1
- JCBRSOXUSORGLN-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-[(1-cyclobutylpiperidin-4-yl)amino]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NC(CC1)CCN1C1CCC1 JCBRSOXUSORGLN-UHFFFAOYSA-N 0.000 claims 1
- SRHILRZQJUGSGX-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-[(1-cyclopropylpiperidin-4-yl)amino]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NC(CC1)CCN1C1CC1 SRHILRZQJUGSGX-UHFFFAOYSA-N 0.000 claims 1
- YNQNZAUOVAYQCE-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-[(1-methyl-5-oxopyrrolidin-3-yl)amino]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1C(=O)N(C)CC1NC1=CC=C(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CCC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)C=C1[N+]([O-])=O YNQNZAUOVAYQCE-UHFFFAOYSA-N 0.000 claims 1
- VWFUWKGATFWYJU-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-[(1-methylpiperidin-4-yl)amino]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1CN(C)CCC1NC1=CC=C(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CCC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)C=C1[N+]([O-])=O VWFUWKGATFWYJU-UHFFFAOYSA-N 0.000 claims 1
- YYCSXFRYHHWHHR-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-[(1-methylpiperidin-4-yl)methoxy]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1CN(C)CCC1COC1=CC=C(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CCC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)C=C1[N+]([O-])=O YYCSXFRYHHWHHR-UHFFFAOYSA-N 0.000 claims 1
- YIWCJRDYDWHTFY-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-[(1-methylpiperidin-4-yl)methylamino]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1CN(C)CCC1CNC1=CC=C(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CCC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)C=C1[N+]([O-])=O YIWCJRDYDWHTFY-UHFFFAOYSA-N 0.000 claims 1
- RSMQQIHISLSANF-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-[(1-methylsulfonylpiperidin-4-yl)amino]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NC1CCN(S(C)(=O)=O)CC1 RSMQQIHISLSANF-UHFFFAOYSA-N 0.000 claims 1
- VMTHNVBTTVZZPT-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-[(3-hydroxy-2,2-dimethylpropyl)amino]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1=C([N+]([O-])=O)C(NCC(C)(CO)C)=CC=C1S(=O)(=O)NC(=O)C1=CC=C(N2CCN(CC=3CCC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)C=C1OC1=CN=C(NC=C2)C2=C1 VMTHNVBTTVZZPT-UHFFFAOYSA-N 0.000 claims 1
- XSRSQZAQKMDUBK-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-[(3-hydroxyphenyl)methylamino]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NCC1=CC=CC(O)=C1 XSRSQZAQKMDUBK-UHFFFAOYSA-N 0.000 claims 1
- BFSOHRWRNSMSCH-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-[(3-methoxy-2,2-dimethylpropyl)amino]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1=C([N+]([O-])=O)C(NCC(C)(C)COC)=CC=C1S(=O)(=O)NC(=O)C1=CC=C(N2CCN(CC=3CCC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)C=C1OC1=CN=C(NC=C2)C2=C1 BFSOHRWRNSMSCH-UHFFFAOYSA-N 0.000 claims 1
- PZUVCBLQNXSUKA-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-[(3-methoxyphenyl)methylamino]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound COC1=CC=CC(CNC=2C(=CC(=CC=2)S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CCC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)[N+]([O-])=O)=C1 PZUVCBLQNXSUKA-UHFFFAOYSA-N 0.000 claims 1
- AIKCIHDUQPPUKD-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-[(4,4-difluorocyclohexyl)methylamino]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NCC1CCC(F)(F)CC1 AIKCIHDUQPPUKD-UHFFFAOYSA-N 0.000 claims 1
- QQUDAOFKIUQEOR-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-[(4-cyano-4-methylcyclohexyl)methylamino]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NCC1CCC(C)(C#N)CC1 QQUDAOFKIUQEOR-UHFFFAOYSA-N 0.000 claims 1
- LCOMZWJSJOFOEF-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-[(4-cyclopropylmorpholin-2-yl)methoxy]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1OCC(OCC1)CN1C1CC1 LCOMZWJSJOFOEF-UHFFFAOYSA-N 0.000 claims 1
- DLRQIPOBRIJXHA-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-[(4-ethylmorpholin-3-yl)methoxy]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound CCN1CCOCC1COC1=CC=C(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CCC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)C=C1[N+]([O-])=O DLRQIPOBRIJXHA-UHFFFAOYSA-N 0.000 claims 1
- MDUWKIAFAXTWRQ-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-[(4-fluoropiperidin-4-yl)methoxy]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1OCC1(F)CCNCC1 MDUWKIAFAXTWRQ-UHFFFAOYSA-N 0.000 claims 1
- BRQXNCXWHXCDPA-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-[(4-hydroxy-1-adamantyl)methylamino]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1C(C)(C)CCC(CN2CCN(CC2)C=2C=C(OC=3C=C4C=CNC4=NC=3)C(C(=O)NS(=O)(=O)C=3C=C(C(NCC45CC6CC(CC(C6O)C5)C4)=CC=3)[N+]([O-])=O)=CC=2)=C1C1=CC=C(Cl)C=C1 BRQXNCXWHXCDPA-UHFFFAOYSA-N 0.000 claims 1
- ZGMXABATFPPKSZ-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-[(4-hydroxyphenyl)methylamino]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NCC1=CC=C(O)C=C1 ZGMXABATFPPKSZ-UHFFFAOYSA-N 0.000 claims 1
- ZLPJPQQDLYGOTP-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-[(4-methoxyphenyl)methylamino]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1=CC(OC)=CC=C1CNC1=CC=C(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CCC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)C=C1[N+]([O-])=O ZLPJPQQDLYGOTP-UHFFFAOYSA-N 0.000 claims 1
- OYBAZZOEJSIHOL-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-[(4-methylmorpholin-2-yl)methylamino]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1N(C)CCOC1CNC1=CC=C(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CCC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)C=C1[N+]([O-])=O OYBAZZOEJSIHOL-UHFFFAOYSA-N 0.000 claims 1
- QANMVQFCTLIVEG-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-[(4-methylpiperazin-1-yl)amino]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1CN(C)CCN1NC1=CC=C(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CCC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)C=C1[N+]([O-])=O QANMVQFCTLIVEG-UHFFFAOYSA-N 0.000 claims 1
- MTYZNVLVSZYNFF-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-[2-(2-methoxyethoxy)ethylsulfonyl]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1=C([N+]([O-])=O)C(S(=O)(=O)CCOCCOC)=CC=C1S(=O)(=O)NC(=O)C1=CC=C(N2CCN(CC=3CCC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)C=C1OC1=CN=C(NC=C2)C2=C1 MTYZNVLVSZYNFF-UHFFFAOYSA-N 0.000 claims 1
- JWICLIKRPNQLLC-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-[3-(cyclopropylamino)propylamino]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NCCCNC1CC1 JWICLIKRPNQLLC-UHFFFAOYSA-N 0.000 claims 1
- UDUHXXIMBIIODO-UYHPJTEGSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-[[(1r,3s)-3-hydroxycyclopentyl]methylamino]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NC[C@@H]1CC[C@H](O)C1 UDUHXXIMBIIODO-UYHPJTEGSA-N 0.000 claims 1
- UDUHXXIMBIIODO-WHMAPKLYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-[[(1s,3r)-3-hydroxycyclopentyl]methylamino]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NC[C@H]1CC[C@@H](O)C1 UDUHXXIMBIIODO-WHMAPKLYSA-N 0.000 claims 1
- XPJQWWCHHLBCCH-PGUFJCEWSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-[[(2r)-1,4-dioxan-2-yl]methoxy]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1OC[C@H]1COCCO1 XPJQWWCHHLBCCH-PGUFJCEWSA-N 0.000 claims 1
- XPJQWWCHHLBCCH-DHUJRADRSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-[[(2s)-1,4-dioxan-2-yl]methoxy]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1OC[C@@H]1COCCO1 XPJQWWCHHLBCCH-DHUJRADRSA-N 0.000 claims 1
- DGGBOFMYLNQDIL-UUWRZZSWSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-[[(3r)-1-cyclopropylpyrrolidin-3-yl]amino]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C([C@H](C1)NC2=CC=C(C=C2[N+]([O-])=O)S(=O)(=O)NC(=O)C2=CC=C(C=C2OC=2C=C3C=CNC3=NC=2)N2CCN(CC2)CC=2CCC(CC=2C=2C=CC(Cl)=CC=2)(C)C)CN1C1CC1 DGGBOFMYLNQDIL-UUWRZZSWSA-N 0.000 claims 1
- GKIAOZKGAIQVBO-OIDHKYIRSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-[[(3r,4r)-4-(fluoromethyl)-1-(oxetan-3-yl)pyrrolidin-3-yl]methoxy]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C([C@@H]([C@H](C1)CF)COC2=CC=C(C=C2[N+]([O-])=O)S(=O)(=O)NC(=O)C2=CC=C(C=C2OC=2C=C3C=CNC3=NC=2)N2CCN(CC2)CC=2CCC(CC=2C=2C=CC(Cl)=CC=2)(C)C)N1C1COC1 GKIAOZKGAIQVBO-OIDHKYIRSA-N 0.000 claims 1
- DGGBOFMYLNQDIL-UMSFTDKQSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-[[(3s)-1-cyclopropylpyrrolidin-3-yl]amino]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C([C@@H](C1)NC2=CC=C(C=C2[N+]([O-])=O)S(=O)(=O)NC(=O)C2=CC=C(C=C2OC=2C=C3C=CNC3=NC=2)N2CCN(CC2)CC=2CCC(CC=2C=2C=CC(Cl)=CC=2)(C)C)CN1C1CC1 DGGBOFMYLNQDIL-UMSFTDKQSA-N 0.000 claims 1
- CPJKVMMOTLMSSY-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-[[3-(difluoromethoxy)phenyl]methylamino]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NCC1=CC=CC(OC(F)F)=C1 CPJKVMMOTLMSSY-UHFFFAOYSA-N 0.000 claims 1
- FYVUBEVHOYSEBP-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-[[4-(difluoromethoxy)phenyl]methylamino]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NCC1=CC=C(OC(F)F)C=C1 FYVUBEVHOYSEBP-UHFFFAOYSA-N 0.000 claims 1
- DJGJNASQRCUPCC-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[4-[[4-[3-(dimethylamino)propoxy]phenyl]methylamino]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1=CC(OCCCN(C)C)=CC=C1CNC1=CC=C(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CCC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)C=C1[N+]([O-])=O DJGJNASQRCUPCC-UHFFFAOYSA-N 0.000 claims 1
- YYYRZMJZVXGSKG-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[5-cyano-6-(1,4-dioxan-2-ylmethoxy)pyridin-3-yl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1C#N)=CN=C1OCC1COCCO1 YYYRZMJZVXGSKG-UHFFFAOYSA-N 0.000 claims 1
- IYJJTGJTNSOTQA-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[5-cyano-6-(oxan-4-ylmethoxy)pyridin-3-yl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1C#N)=CN=C1OCC1CCOCC1 IYJJTGJTNSOTQA-UHFFFAOYSA-N 0.000 claims 1
- QUEPNEUDQZDVFB-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[5-cyano-6-[(4-morpholin-4-ylcyclohexyl)amino]pyridin-3-yl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1C#N)=CN=C1NC(CC1)CCC1N1CCOCC1 QUEPNEUDQZDVFB-UHFFFAOYSA-N 0.000 claims 1
- LFYSIPPFXXVTSA-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[5-cyano-6-[2-(oxan-4-yl)ethoxy]pyridin-3-yl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1C#N)=CN=C1OCCC1CCOCC1 LFYSIPPFXXVTSA-UHFFFAOYSA-N 0.000 claims 1
- LPXYSNAJZKBWBC-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[5-ethynyl-6-(oxan-4-ylmethoxy)pyridin-3-yl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1C#C)=CN=C1OCC1CCOCC1 LPXYSNAJZKBWBC-UHFFFAOYSA-N 0.000 claims 1
- VPCQNTSGSDBEGN-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[5-fluoro-6-(oxan-4-ylmethoxy)pyridin-3-yl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1F)=CN=C1OCC1CCOCC1 VPCQNTSGSDBEGN-UHFFFAOYSA-N 0.000 claims 1
- LAXFJBRABSDHCS-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[6-(oxan-4-ylmethoxy)-5-propan-2-ylpyridin-3-yl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound CC(C)C1=CC(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CCC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)=CN=C1OCC1CCOCC1 LAXFJBRABSDHCS-UHFFFAOYSA-N 0.000 claims 1
- PDFGQOUGJMWTIA-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[6-[(4-fluorooxan-4-yl)methoxy]pyridin-3-yl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=N1)=CC=C1OCC1(F)CCOCC1 PDFGQOUGJMWTIA-UHFFFAOYSA-N 0.000 claims 1
- AEVKJILLYZBTBT-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-naphthalen-2-ylsulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1C(C)(C)CCC(CN2CCN(CC2)C=2C=C(OC=3C=C4C=CNC4=NC=3)C(C(=O)NS(=O)(=O)C=3C=C4C=CC=CC4=CC=3)=CC=2)=C1C1=CC=C(Cl)C=C1 AEVKJILLYZBTBT-UHFFFAOYSA-N 0.000 claims 1
- YXSRAWIUHWKKHX-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperidin-1-yl]-n-[3-nitro-4-(oxan-4-ylmethylamino)phenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CC(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NCC1CCOCC1 YXSRAWIUHWKKHX-UHFFFAOYSA-N 0.000 claims 1
- ORQVWASBAMIFHZ-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-5,5-difluorocyclohexen-1-yl]methyl]piperazin-1-yl]-n-[3-nitro-4-(oxan-4-ylmethylamino)phenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound [O-][N+](=O)C1=CC(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CC(F)(F)CCC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)=CC=C1NCC1CCOCC1 ORQVWASBAMIFHZ-UHFFFAOYSA-N 0.000 claims 1
- RTVNBRWRPBHVKL-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-5,5-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[3-nitro-4-(oxan-4-ylmethylamino)phenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1C(C)(C)CCC(C=2C=CC(Cl)=CC=2)=C1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NCC1CCOCC1 RTVNBRWRPBHVKL-UHFFFAOYSA-N 0.000 claims 1
- SIMDXFWGMPLGLA-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-5,5-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[5-cyano-6-(oxan-4-ylmethoxy)pyridin-3-yl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1C(C)(C)CCC(C=2C=CC(Cl)=CC=2)=C1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1C#N)=CN=C1OCC1CCOCC1 SIMDXFWGMPLGLA-UHFFFAOYSA-N 0.000 claims 1
- OUUANQIXKOTMKG-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-5-methoxy-5-methylcyclohexen-1-yl]methyl]piperazin-1-yl]-N-[4-[(4-hydroxy-4-methylcyclohexyl)methylamino]-3-nitrophenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1C(OC)(C)CCC(C=2C=CC(Cl)=CC=2)=C1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NCC1CCC(C)(O)CC1 OUUANQIXKOTMKG-UHFFFAOYSA-N 0.000 claims 1
- LXEAMSGDMHPGRJ-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)-6,6-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-n-[3-nitro-4-(oxan-4-ylmethylamino)phenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound CC1(C)CCCC(C=2C=CC(Cl)=CC=2)=C1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NCC1CCOCC1 LXEAMSGDMHPGRJ-UHFFFAOYSA-N 0.000 claims 1
- JTUKXKJWRQZHBJ-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)phenyl]methyl]-4-fluoropiperidin-1-yl]-n-[3-nitro-4-(oxan-4-ylmethylamino)phenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound [O-][N+](=O)C1=CC(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCC(F)(CC=3C(=CC=CC=3)C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)=CC=C1NCC1CCOCC1 JTUKXKJWRQZHBJ-UHFFFAOYSA-N 0.000 claims 1
- RPMQNDHUVHPJEJ-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)phenyl]methyl]-4-methoxypiperidin-1-yl]-n-[3-nitro-4-(oxan-4-ylmethylamino)phenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1CN(C=2C=C(OC=3C=C4C=CNC4=NC=3)C(C(=O)NS(=O)(=O)C=3C=C(C(NCC4CCOCC4)=CC=3)[N+]([O-])=O)=CC=2)CCC1(OC)CC1=CC=CC=C1C1=CC=C(Cl)C=C1 RPMQNDHUVHPJEJ-UHFFFAOYSA-N 0.000 claims 1
- YLFDOJBSBXUPPK-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)phenyl]methyl]piperazin-1-yl]-n-[3-nitro-4-(oxan-4-ylmethylamino)phenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound [O-][N+](=O)C1=CC(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3C(=CC=CC=3)C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)=CC=C1NCC1CCOCC1 YLFDOJBSBXUPPK-UHFFFAOYSA-N 0.000 claims 1
- HTGMQMQNQOJMDP-UHFFFAOYSA-N 4-[4-[[2-(4-chlorophenyl)phenyl]methyl]piperazin-1-yl]-n-[4-(3-morpholin-4-ylpropylamino)-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound [O-][N+](=O)C1=CC(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3C(=CC=CC=3)C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)=CC=C1NCCCN1CCOCC1 HTGMQMQNQOJMDP-UHFFFAOYSA-N 0.000 claims 1
- YTJIPEBOUNOIQY-UHFFFAOYSA-N 4-[4-[[4-(4-chlorophenyl)-6,6-dimethyl-2,5-dihydropyran-3-yl]methyl]piperazin-1-yl]-n-[4-(1,4-dioxan-2-ylmethoxy)-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1OC(C)(C)CC(C=2C=CC(Cl)=CC=2)=C1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1OCC1COCCO1 YTJIPEBOUNOIQY-UHFFFAOYSA-N 0.000 claims 1
- GFMKMTGNPITHHW-UHFFFAOYSA-N 4-[4-[[4-(4-chlorophenyl)-6,6-dimethyl-2,5-dihydropyran-3-yl]methyl]piperazin-1-yl]-n-[4-(1,4-dioxan-2-ylmethylamino)-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1OC(C)(C)CC(C=2C=CC(Cl)=CC=2)=C1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NCC1COCCO1 GFMKMTGNPITHHW-UHFFFAOYSA-N 0.000 claims 1
- HSIPILLOKFOTJP-UHFFFAOYSA-N 4-[4-[[4-(4-chlorophenyl)-6,6-dimethyl-2,5-dihydropyran-3-yl]methyl]piperazin-1-yl]-n-[4-[(4-methoxycyclohexyl)methylamino]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1CC(OC)CCC1CNC1=CC=C(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3COC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)C=C1[N+]([O-])=O HSIPILLOKFOTJP-UHFFFAOYSA-N 0.000 claims 1
- ITFBGCIOSFQLSO-UHFFFAOYSA-N 4-[4-[[4-(4-chlorophenyl)-6,6-dimethyl-2,5-dihydropyran-3-yl]methyl]piperazin-1-yl]-n-[4-[(4-methylpiperazin-1-yl)amino]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1CN(C)CCN1NC1=CC=C(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3COC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)C=C1[N+]([O-])=O ITFBGCIOSFQLSO-UHFFFAOYSA-N 0.000 claims 1
- RZBKSAZIPWCEIT-UHFFFAOYSA-N 4-[4-[[7-(4-chlorophenyl)spiro[2.5]oct-6-en-6-yl]methyl]piperazin-1-yl]-n-[3-nitro-4-(oxan-4-ylmethylamino)phenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound [O-][N+](=O)C1=CC(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CCC4(CC4)CC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)=CC=C1NCC1CCOCC1 RZBKSAZIPWCEIT-UHFFFAOYSA-N 0.000 claims 1
- FUGZXRLAUJHXHV-UHFFFAOYSA-N 4-[4-[[7-(4-chlorophenyl)spiro[2.5]oct-6-en-6-yl]methyl]piperazin-1-yl]-n-[4-[(4-cyclopropylmorpholin-2-yl)methylamino]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound [O-][N+](=O)C1=CC(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CCC4(CC4)CC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)=CC=C1NCC(OCC1)CN1C1CC1 FUGZXRLAUJHXHV-UHFFFAOYSA-N 0.000 claims 1
- OVDYVCQUVWIKBD-UHFFFAOYSA-N 4-[4-[[8-(4-chlorophenyl)spiro[4.5]dec-8-en-9-yl]methyl]piperazin-1-yl]-N-[4-[(4-methoxycyclohexyl)methylamino]-3-nitrophenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1CC(OC)CCC1CNC1=CC=C(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CC4(CCCC4)CCC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)C=C1[N+]([O-])=O OVDYVCQUVWIKBD-UHFFFAOYSA-N 0.000 claims 1
- NHLHWDQURAWPSF-UHFFFAOYSA-N 4-[4-[[8-(4-chlorophenyl)spiro[4.5]dec-8-en-9-yl]methyl]piperazin-1-yl]-n-[3-nitro-4-(oxan-4-ylmethylamino)phenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound [O-][N+](=O)C1=CC(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CC4(CCCC4)CCC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)=CC=C1NCC1CCOCC1 NHLHWDQURAWPSF-UHFFFAOYSA-N 0.000 claims 1
- IRLACFOOYCCBPL-UHFFFAOYSA-N 4-[4-[[8-(4-chlorophenyl)spiro[4.5]dec-8-en-9-yl]methyl]piperazin-1-yl]-n-[4-[(4-fluorooxan-4-yl)methoxy]-3-nitrophenyl]sulfonyl-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound [O-][N+](=O)C1=CC(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CC4(CCCC4)CCC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)=CC=C1OCC1(F)CCOCC1 IRLACFOOYCCBPL-UHFFFAOYSA-N 0.000 claims 1
- 125000004939 6-pyridyl group Chemical group N1=CC=CC=C1* 0.000 claims 1
- 102220544041 60S ribosomal protein L27_R10A_mutation Human genes 0.000 claims 1
- 102220542311 60S ribosomal protein L27_R19A_mutation Human genes 0.000 claims 1
- 208000010839 B-cell chronic lymphocytic leukemia Diseases 0.000 claims 1
- 206010005003 Bladder cancer Diseases 0.000 claims 1
- 208000003174 Brain Neoplasms Diseases 0.000 claims 1
- 206010006187 Breast cancer Diseases 0.000 claims 1
- 208000026310 Breast neoplasm Diseases 0.000 claims 1
- FUGPWHUMYNZEGE-KBMXFRJJSA-N C1C[C@H](OC)CC[C@@H]1COC1=CC=C(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CCC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)C=C1[N+]([O-])=O Chemical compound C1C[C@H](OC)CC[C@@H]1COC1=CC=C(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CCC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)C=C1[N+]([O-])=O FUGPWHUMYNZEGE-KBMXFRJJSA-N 0.000 claims 1
- ZJXQKAWLVOIGLM-XXVZRKBMSA-N C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1Cl)=CC=C1OC[C@H]1CC[C@H](O)CC1 Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1Cl)=CC=C1OC[C@H]1CC[C@H](O)CC1 ZJXQKAWLVOIGLM-XXVZRKBMSA-N 0.000 claims 1
- KMWVKROCNREHOD-MHVDQYQOSA-N C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1Cl)=CN=C1OC[C@H]1CC[C@H](O)CC1 Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1Cl)=CN=C1OC[C@H]1CC[C@H](O)CC1 KMWVKROCNREHOD-MHVDQYQOSA-N 0.000 claims 1
- CKEDDJRMVZKPDQ-UEOVJWFCSA-N C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NC[C@H]1CC[C@H](C#N)CC1 Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NC[C@H]1CC[C@H](C#N)CC1 CKEDDJRMVZKPDQ-UEOVJWFCSA-N 0.000 claims 1
- 102220518322 Casein kinase I isoform gamma-2_R60A_mutation Human genes 0.000 claims 1
- 206010008342 Cervix carcinoma Diseases 0.000 claims 1
- 102220473072 Chemerin-like receptor 2_R14Q_mutation Human genes 0.000 claims 1
- 206010009944 Colon cancer Diseases 0.000 claims 1
- 208000001333 Colorectal Neoplasms Diseases 0.000 claims 1
- 102220598877 DNA-directed RNA polymerases I, II, and III subunit RPABC4_R15A_mutation Human genes 0.000 claims 1
- 102220503968 Endogenous retrovirus group K member 6 Rec protein_R20A_mutation Human genes 0.000 claims 1
- 208000000461 Esophageal Neoplasms Diseases 0.000 claims 1
- 206010061523 Lip and/or oral cavity cancer Diseases 0.000 claims 1
- 206010058467 Lung neoplasm malignant Diseases 0.000 claims 1
- 208000031422 Lymphocytic Chronic B-Cell Leukemia Diseases 0.000 claims 1
- 208000003445 Mouth Neoplasms Diseases 0.000 claims 1
- LIZHBRQNCSPNPN-UHFFFAOYSA-N N-[4-[(4-acetamidocyclohexyl)amino]-3-nitrophenyl]sulfonyl-4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1CC(NC(=O)C)CCC1NC1=CC=C(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CCC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)C=C1[N+]([O-])=O LIZHBRQNCSPNPN-UHFFFAOYSA-N 0.000 claims 1
- GHGQHMWYLJSPHL-UHFFFAOYSA-N N-[4-[[4-[bis(cyclopropylmethyl)amino]cyclohexyl]amino]-3-nitrophenyl]sulfonyl-4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NC(CC1)CCC1N(CC1CC1)CC1CC1 GHGQHMWYLJSPHL-UHFFFAOYSA-N 0.000 claims 1
- HAPIOUDNCDBOIB-UHFFFAOYSA-N N-[5-chloro-6-[(1-fluoro-4-hydroxycyclohexyl)methoxy]pyridin-3-yl]sulfonyl-4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1Cl)=CN=C1OCC1(F)CCC(O)CC1 HAPIOUDNCDBOIB-UHFFFAOYSA-N 0.000 claims 1
- JHPHSPYSBGEZFM-UHFFFAOYSA-N N-[5-chloro-6-[(4-hydroxy-4-methylcyclohexyl)methoxy]pyridin-3-yl]sulfonyl-4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1Cl)=CN=C1OCC1CCC(C)(O)CC1 JHPHSPYSBGEZFM-UHFFFAOYSA-N 0.000 claims 1
- 108091008648 NR7C Proteins 0.000 claims 1
- 206010030155 Oesophageal carcinoma Diseases 0.000 claims 1
- 206010033128 Ovarian cancer Diseases 0.000 claims 1
- 206010061535 Ovarian neoplasm Diseases 0.000 claims 1
- 206010035226 Plasma cell myeloma Diseases 0.000 claims 1
- 208000006664 Precursor Cell Lymphoblastic Leukemia-Lymphoma Diseases 0.000 claims 1
- 206010060862 Prostate cancer Diseases 0.000 claims 1
- 208000000236 Prostatic Neoplasms Diseases 0.000 claims 1
- 101100212791 Saccharomyces cerevisiae (strain ATCC 204508 / S288c) YBL068W-A gene Proteins 0.000 claims 1
- 208000000277 Splenic Neoplasms Diseases 0.000 claims 1
- 210000001744 T-lymphocyte Anatomy 0.000 claims 1
- 208000007097 Urinary Bladder Neoplasms Diseases 0.000 claims 1
- 208000006105 Uterine Cervical Neoplasms Diseases 0.000 claims 1
- KQHBVBJHHZFRTR-UVATWBARSA-N [O-][N+](=O)c1cc(ccc1N[C@H]1CC[C@@H](CC1)N1CCOCC1)S(=O)(=O)NC(=O)c1ccc(cc1Oc1cnc2[nH]ccc2c1)N1CCN(CC2=C(CCC3(CCCC3)C2)c2ccc(Cl)cc2)CC1 Chemical compound [O-][N+](=O)c1cc(ccc1N[C@H]1CC[C@@H](CC1)N1CCOCC1)S(=O)(=O)NC(=O)c1ccc(cc1Oc1cnc2[nH]ccc2c1)N1CCN(CC2=C(CCC3(CCCC3)C2)c2ccc(Cl)cc2)CC1 KQHBVBJHHZFRTR-UVATWBARSA-N 0.000 claims 1
- 125000004450 alkenylene group Chemical group 0.000 claims 1
- 125000004419 alkynylene group Chemical group 0.000 claims 1
- MDFFNEOEWAXZRQ-UHFFFAOYSA-N aminyl Chemical compound [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 claims 1
- 101150117004 atg18 gene Proteins 0.000 claims 1
- 239000012752 auxiliary agent Substances 0.000 claims 1
- 210000003719 b-lymphocyte Anatomy 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 201000006491 bone marrow cancer Diseases 0.000 claims 1
- 210000004027 cell Anatomy 0.000 claims 1
- 201000010881 cervical cancer Diseases 0.000 claims 1
- 208000032852 chronic lymphocytic leukemia Diseases 0.000 claims 1
- 125000005724 cycloalkenylene group Chemical group 0.000 claims 1
- 125000002993 cycloalkylene group Chemical group 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 201000004101 esophageal cancer Diseases 0.000 claims 1
- PVSDCKZNCMWEBM-UHFFFAOYSA-N ethyl 4-[4-[[4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzoyl]sulfamoyl]-2-nitrophenyl]piperazine-1-carboxylate Chemical compound C1CN(C(=O)OCC)CCN1C1=CC=C(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CCC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)C=C1[N+]([O-])=O PVSDCKZNCMWEBM-UHFFFAOYSA-N 0.000 claims 1
- 201000003444 follicular lymphoma Diseases 0.000 claims 1
- 206010073071 hepatocellular carcinoma Diseases 0.000 claims 1
- 125000005549 heteroarylene group Chemical group 0.000 claims 1
- 208000014018 liver neoplasm Diseases 0.000 claims 1
- 210000004072 lung Anatomy 0.000 claims 1
- 201000005202 lung cancer Diseases 0.000 claims 1
- 208000020816 lung neoplasm Diseases 0.000 claims 1
- 208000003747 lymphoid leukemia Diseases 0.000 claims 1
- 230000036210 malignancy Effects 0.000 claims 1
- 201000001441 melanoma Diseases 0.000 claims 1
- 208000025113 myeloid leukemia Diseases 0.000 claims 1
- 201000000050 myeloid neoplasm Diseases 0.000 claims 1
- KWKXRVXKPGIIBP-UHFFFAOYSA-N n-(4-chloro-3-nitrophenyl)sulfonyl-4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C1=CC=C(Cl)C([N+]([O-])=O)=C1 KWKXRVXKPGIIBP-UHFFFAOYSA-N 0.000 claims 1
- WPBAGEORUIRGMF-UHFFFAOYSA-N n-[3-carbamoyl-4-(oxan-4-ylmethoxy)phenyl]sulfonyl-4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1C(N)=O)=CC=C1OCC1CCOCC1 WPBAGEORUIRGMF-UHFFFAOYSA-N 0.000 claims 1
- DTJMFKPTDKWWTE-UHFFFAOYSA-N n-[3-chloro-4-(oxan-4-ylmethoxy)phenyl]sulfonyl-4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperidin-1-yl]-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CC(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1Cl)=CC=C1OCC1CCOCC1 DTJMFKPTDKWWTE-UHFFFAOYSA-N 0.000 claims 1
- QFRVJWHHCKIPLD-UHFFFAOYSA-N n-[3-chloro-4-(oxan-4-ylmethylamino)phenyl]sulfonyl-4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1Cl)=CC=C1NCC1CCOCC1 QFRVJWHHCKIPLD-UHFFFAOYSA-N 0.000 claims 1
- SIQONKZGLLDYCT-UHFFFAOYSA-N n-[3-chloro-4-(oxolan-3-ylmethoxy)phenyl]sulfonyl-4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1Cl)=CC=C1OCC1CCOC1 SIQONKZGLLDYCT-UHFFFAOYSA-N 0.000 claims 1
- XBGZQNUPLNXBDI-UHFFFAOYSA-N n-[3-chloro-4-[(4-cyclopropylmorpholin-2-yl)methoxy]phenyl]sulfonyl-4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1Cl)=CC=C1OCC(OCC1)CN1C1CC1 XBGZQNUPLNXBDI-UHFFFAOYSA-N 0.000 claims 1
- DDMMWMQDMZMMMO-UHFFFAOYSA-N n-[3-chloro-4-[(4-fluoro-1-methylpiperidin-4-yl)methoxy]phenyl]sulfonyl-4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1CN(C)CCC1(F)COC1=CC=C(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CCC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)C=C1Cl DDMMWMQDMZMMMO-UHFFFAOYSA-N 0.000 claims 1
- IJRJSPSMXYYCDR-UHFFFAOYSA-N n-[3-chloro-4-[2-(2-methoxyethoxy)ethylsulfonyl]phenyl]sulfonyl-4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1=C(Cl)C(S(=O)(=O)CCOCCOC)=CC=C1S(=O)(=O)NC(=O)C1=CC=C(N2CCN(CC=3CCC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)C=C1OC1=CN=C(NC=C2)C2=C1 IJRJSPSMXYYCDR-UHFFFAOYSA-N 0.000 claims 1
- WJLXRPRGWNCTHK-UHFFFAOYSA-N n-[3-chloro-4-[[1-(2-methoxyacetyl)piperidin-4-yl]methoxy]phenyl]sulfonyl-4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1CN(C(=O)COC)CCC1COC1=CC=C(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CCC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)C=C1Cl WJLXRPRGWNCTHK-UHFFFAOYSA-N 0.000 claims 1
- MONFKNTWTDORSO-UHFFFAOYSA-N n-[3-chloro-4-[[1-(oxetan-3-yl)piperidin-4-yl]methoxy]phenyl]sulfonyl-4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1Cl)=CC=C1OCC(CC1)CCN1C1COC1 MONFKNTWTDORSO-UHFFFAOYSA-N 0.000 claims 1
- OUOACBSTPFLIPY-UHFFFAOYSA-N n-[4-[(1-acetylpiperidin-3-yl)methylamino]-3-nitrophenyl]sulfonyl-4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1N(C(=O)C)CCCC1CNC1=CC=C(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CCC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)C=C1[N+]([O-])=O OUOACBSTPFLIPY-UHFFFAOYSA-N 0.000 claims 1
- CXPKOPQMDKGHBE-UHFFFAOYSA-N n-[4-[(1-acetylpiperidin-4-yl)amino]-3-nitrophenyl]sulfonyl-4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1CN(C(=O)C)CCC1NC1=CC=C(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CCC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)C=C1[N+]([O-])=O CXPKOPQMDKGHBE-UHFFFAOYSA-N 0.000 claims 1
- LIUHPDJIEFPSBJ-UHFFFAOYSA-N n-[4-[(1-acetylpyrrolidin-3-yl)methylamino]-3-nitrophenyl]sulfonyl-4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1N(C(=O)C)CCC1CNC1=CC=C(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CCC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)C=C1[N+]([O-])=O LIUHPDJIEFPSBJ-UHFFFAOYSA-N 0.000 claims 1
- RPCVRDXNWINENN-UHFFFAOYSA-N n-[4-[(1-tert-butylpiperidin-4-yl)amino]-3-nitrophenyl]sulfonyl-4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1CN(C(C)(C)C)CCC1NC1=CC=C(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CCC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)C=C1[N+]([O-])=O RPCVRDXNWINENN-UHFFFAOYSA-N 0.000 claims 1
- AWQBEZQZXIAGFK-UHFFFAOYSA-N n-[4-[(4-acetylmorpholin-2-yl)methylamino]-3-nitrophenyl]sulfonyl-4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1N(C(=O)C)CCOC1CNC1=CC=C(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CCC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)C=C1[N+]([O-])=O AWQBEZQZXIAGFK-UHFFFAOYSA-N 0.000 claims 1
- KWHHZWYNCFXJQW-UUWRZZSWSA-N n-[4-[[(3r)-1-acetylpyrrolidin-3-yl]amino]-3-nitrophenyl]sulfonyl-4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1N(C(=O)C)CC[C@H]1NC1=CC=C(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CCC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)C=C1[N+]([O-])=O KWHHZWYNCFXJQW-UUWRZZSWSA-N 0.000 claims 1
- RAZGFHDBOJFDAQ-UHFFFAOYSA-N n-[4-[[4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzoyl]sulfamoyl]-2-nitrophenyl]morpholine-4-carboxamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1[N+]([O-])=O)=CC=C1NC(=O)N1CCOCC1 RAZGFHDBOJFDAQ-UHFFFAOYSA-N 0.000 claims 1
- AZHPLHNIJVULGG-UHFFFAOYSA-N n-[5-bromo-6-(1,4-dioxan-2-ylmethoxy)pyridin-3-yl]sulfonyl-4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1Br)=CN=C1OCC1COCCO1 AZHPLHNIJVULGG-UHFFFAOYSA-N 0.000 claims 1
- UPMGBEHMGMQOBT-UHFFFAOYSA-N n-[5-bromo-6-[(1-methylpiperidin-4-yl)methoxy]pyridin-3-yl]sulfonyl-4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1CN(C)CCC1COC1=NC=C(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CCC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)C=C1Br UPMGBEHMGMQOBT-UHFFFAOYSA-N 0.000 claims 1
- SUXRJZQNKLFVRB-UHFFFAOYSA-N n-[5-bromo-6-[(4-ethylmorpholin-3-yl)methoxy]pyridin-3-yl]sulfonyl-4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound CCN1CCOCC1COC1=NC=C(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CCC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)C=C1Br SUXRJZQNKLFVRB-UHFFFAOYSA-N 0.000 claims 1
- BZPZAQWGHAYPQB-UHFFFAOYSA-N n-[5-chloro-6-(2-methoxyethoxy)pyridin-3-yl]sulfonyl-4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1=C(Cl)C(OCCOC)=NC=C1S(=O)(=O)NC(=O)C1=CC=C(N2CCN(CC=3CCC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)C=C1OC1=CN=C(NC=C2)C2=C1 BZPZAQWGHAYPQB-UHFFFAOYSA-N 0.000 claims 1
- CPETXTUMYSFBBH-UHFFFAOYSA-N n-[5-chloro-6-(oxan-4-ylmethoxy)pyridin-3-yl]sulfonyl-4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1Cl)=CN=C1OCC1CCOCC1 CPETXTUMYSFBBH-UHFFFAOYSA-N 0.000 claims 1
- WIDCZWVIUSTQBA-UHFFFAOYSA-N n-[5-chloro-6-[(1-cyclopropylpiperidin-4-yl)amino]pyridin-3-yl]sulfonyl-4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1Cl)=CN=C1NC(CC1)CCN1C1CC1 WIDCZWVIUSTQBA-UHFFFAOYSA-N 0.000 claims 1
- BFGCVKAZAMXHIQ-UHFFFAOYSA-N n-[5-chloro-6-[(4,4-difluorocyclohexyl)methoxy]pyridin-3-yl]sulfonyl-4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1Cl)=CN=C1OCC1CCC(F)(F)CC1 BFGCVKAZAMXHIQ-UHFFFAOYSA-N 0.000 claims 1
- KRNRKSAICMJQAD-UHFFFAOYSA-N n-[5-chloro-6-[(4-fluorooxan-4-yl)methoxy]pyridin-3-yl]sulfonyl-4-[4-[[2-(4-chlorophenyl)phenyl]methyl]-4-fluoropiperidin-1-yl]-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound N=1C=C(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCC(F)(CC=3C(=CC=CC=3)C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)C=C(Cl)C=1OCC1(F)CCOCC1 KRNRKSAICMJQAD-UHFFFAOYSA-N 0.000 claims 1
- OVPZUSGECFEJGT-UHFFFAOYSA-N n-[5-chloro-6-[(4-fluorooxan-4-yl)methoxy]pyridin-3-yl]sulfonyl-4-[4-[[2-(4-chlorophenyl)phenyl]methyl]-4-methoxypiperidin-1-yl]-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1CN(C=2C=C(OC=3C=C4C=CNC4=NC=3)C(C(=O)NS(=O)(=O)C=3C=C(Cl)C(OCC4(F)CCOCC4)=NC=3)=CC=2)CCC1(OC)CC1=CC=CC=C1C1=CC=C(Cl)C=C1 OVPZUSGECFEJGT-UHFFFAOYSA-N 0.000 claims 1
- GCHGWBYYMDDACZ-UHFFFAOYSA-N n-[5-chloro-6-[(4-hydroxy-4-methylcyclohexyl)methoxy]pyridin-3-yl]sulfonyl-4-[4-[[7-(4-chlorophenyl)spiro[2.5]oct-6-en-6-yl]methyl]piperazin-1-yl]-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1CC(C)(O)CCC1COC1=NC=C(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CCC4(CC4)CC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)C=C1Cl GCHGWBYYMDDACZ-UHFFFAOYSA-N 0.000 claims 1
- KTYDJXQVTRGLLH-UHFFFAOYSA-N n-[5-chloro-6-[2-(oxolan-2-yl)ethoxy]pyridin-3-yl]sulfonyl-4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C=1C=C(Cl)C=CC=1C=1CC(C)(C)CCC=1CN(CC1)CCN1C(C=C1OC=2C=C3C=CNC3=NC=2)=CC=C1C(=O)NS(=O)(=O)C(C=C1Cl)=CN=C1OCCC1CCCO1 KTYDJXQVTRGLLH-UHFFFAOYSA-N 0.000 claims 1
- BESVQSQTRRTQCW-JTXHSZDZSA-N n-[5-chloro-6-[[(1r,2r,4r,5r)-2-hydroxy-2-methyl-5-bicyclo[2.2.1]heptanyl]methoxy]pyridin-3-yl]sulfonyl-4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C([C@@H]1C[C@H]2C[C@@H]1C[C@]2(O)C)OC(C(=C1)Cl)=NC=C1S(=O)(=O)NC(=O)C(C(=C1)OC=2C=C3C=CNC3=NC=2)=CC=C1N(CC1)CCN1CC(CCC(C)(C)C1)=C1C1=CC=C(Cl)C=C1 BESVQSQTRRTQCW-JTXHSZDZSA-N 0.000 claims 1
- 208000002154 non-small cell lung carcinoma Diseases 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims 1
- 125000004194 piperazin-1-yl group Chemical group [H]N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 208000000649 small cell carcinoma Diseases 0.000 claims 1
- 201000002471 spleen cancer Diseases 0.000 claims 1
- TWDKINPGGOUWBF-UHFFFAOYSA-N tert-butyl 4-[4-[[4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-2-(1h-pyrrolo[2,3-b]pyridin-5-yloxy)benzoyl]sulfamoyl]-2-nitroanilino]piperazine-1-carboxylate Chemical compound C1CN(C(=O)OC(C)(C)C)CCN1NC1=CC=C(S(=O)(=O)NC(=O)C=2C(=CC(=CC=2)N2CCN(CC=3CCC(C)(C)CC=3C=3C=CC(Cl)=CC=3)CC2)OC=2C=C3C=CNC3=NC=2)C=C1[N+]([O-])=O TWDKINPGGOUWBF-UHFFFAOYSA-N 0.000 claims 1
- 208000029729 tumor suppressor gene on chromosome 11 Diseases 0.000 claims 1
- 201000005112 urinary bladder cancer Diseases 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/4353—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems
- A61K31/437—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a five-membered ring having nitrogen as a ring hetero atom, e.g. indolizine, beta-carboline
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/496—Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
- A61P31/18—Antivirals for RNA viruses for HIV
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
- C07D491/044—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring
- C07D491/052—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring the oxygen-containing ring being six-membered
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D519/00—Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Immunology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Virology (AREA)
- Oncology (AREA)
- Epidemiology (AREA)
- Molecular Biology (AREA)
- Communicable Diseases (AREA)
- Tropical Medicine & Parasitology (AREA)
- Hematology (AREA)
- AIDS & HIV (AREA)
- Transplantation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Indole Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pyridine Compounds (AREA)
- Peptides Or Proteins (AREA)
Claims (9)
1. Spoj, naznačen time, da ima formulu (II)
[image]
ili njegova terapeutski prihvatljiva sol, gdje
R100 je R57A, R57, OR57, SR57, S(O)R57, SO2R57, C(O)R57, CO(O)R57, OC(O)R57, OC(O)OR57, NH2, NHR57, N(R57)2, NHC(O)R57, NR57C(O)R57, NHS(O)2R57, NR57(O)2R57, NHC(O)OR57, NR57C(O)OR57, NHC(O)NH2, NHC(O)NHR57, NHC(O)N(R57)2, NR57C(O)NHR57, NR57C(O)N(R57)2, C(O)NH2, C(O)NHR57, C(O)N(R57)2, C(O)NHOH, C(O)NHOR57, C(O)NHSO2R57, C(O)NR57SO2R57, SO2NH2, SO2NHR57, SO2N(R57)2, C(O)H, C(O)OH, C(N)NH2, C(N)NHR57, C(N)N(R57)2, CNOH, CNOCH3, OH, (O), CN, N3, NO2, CF3, CF2CF3, OCF3, OCF2CF3, F, Cl, Br ili I;
n je 0, 1, 2, ili 3;
A1 je N ili C(A2);
A2 je H, R1, OR1, SR1, S(O)R1, SO2R1, C(O)R1, C(O)OR1, OC(O)R1, NHR1, N(R1)2, C(O)NHR1, C(O)N(R1)2, NHC(O)R1, NR1C(O)R1, NHC(O)OR1, NR1C(O)OR1, NHC(O)NH2, NHC(O)NHR1, NHC(O)N(R1)2, NR1C(O)NHR1, NR1C(O)N(R1)2, SO2NH2, SO2NHR1, SO2N(R1)2, NHSO2R1, NR1SO2R1, NHSO2NHR1, NHSO2N(R1)2, NR1SO2NHR1, NR1SO2N(R1)2, C(O)NHNOH, C(O)NHNOR1, C(O)NHSO2R1, C(NH)NH2, C(NH)NHR1, C(NH)N(R1)2 NHSO2NHR1, NHSO2N(CH3)R1, N(CH3)SO2N(CH3)R1, F, Cl, Br, I, CN, NO2, N3, OH, C(O)H, CHNOH, CH(NOCH3), CF3, C(O)OH, C(O)NH2 ili C(O)OR1A;
B1 je H, R1, OR1, SR1, S(O)R1, SO2R1, C(O)R1, C(O)OR1, OC(O)R1, NMR1, N(R1)2, C(O)NHR1, C(O)N(R1)2, NHC(O)R1, NR1C(O)R1, NHC(O)OR1, NR1C(O)OR1, NHC(O)NH2, NHC(O)NHR1, NHC(O)N(R1)2, NR1C(O)NHR1, NR1C(O)N(R1)2, SO2NH2, SO2NHR1, SO2N(R1)2, NHSO2R1, NR1SO2R1, NHSO2NHR1, NHSO2N(R1)2, NR1SO2NHR1, NR1SO2N(R1)2, C(O)NHNOH, C(O)NHNOR1, C(O)NHSO2R1, C(NH)NH2, C(NH)NHR1, C(NH)N(R1)2 NHSO2NHR1, NHSO2N(CH3)R1, N(CH3)SO2N(CH3)R1, F, Cl, Br, I, CN, NO2, N3, OH, C(O)H, CHNOH, CH(NOCH3), CF3, C(O)OH, C(O)NH2 ili C(O)OR1A;
D1 je H, R1, OR1, SR1, S(O)R1, SO2R1, C(O)R1, C(O)OR1, OC(O)R1, NHR1, N(R1)2, C(O)NHR1, C(O)N(R1)2, NHC(O)R1, NR1C(O)R1, NHC(O)OR1, NR1C(O)OR1, NHC(O)NH2, NHC(O)NHR1, NHC(O)N(R1)2, NR1C(O)NHR1, NR1C(O)N(R1)2, SO2NH2, SO2NHR1, SO2N(R1)2, NHSO2R1, NR1SO2R1, NHSO2NHR1, NHSO2N(R1)2, NR1SO2NHR1, NR1SO2N(R1)2, C(O)NHNOH, C(O)NHNOR1, C(O)NHSO2R1, C(NH)NH2, C(NH)NHR1, C(NH)N(R1)2 NHSO2NHR1, NHSO2N(CH3)R1, N(CH3)SO2N(CH3)R1, F, Cl, Br, I, CN, NO2, N3, OH, C(O)H, CHNOH, CH(NOCH3), CF3, C(O)OH, C(O)NH2 ili C(O)OR1A;
E1 je H, R1, OR1, SR1, S(O)R1, SO2R1, C(O)R1, C(O)OR1, OC(O)R1, NHR1, N(R1)2, C(O)NHR1, C(O)N(R1)2, NHC(O)R1, NR1C(O)R1, NHC(O)OR1, NR1C(O)OR1, NHC(O)NH2, NHC(O)NHR1, NHC(O)N(R1)2, NR1C(O)NHR1, NR1C(O)N(R1)2, SO2NH2, SO2NHR1, SO2N(R1)2, NHSO2R1, NR1SO2R1, NHSO2NHR1, NHSO2N(R1)2, NR1SO2NHR1, NR1SO2N(R1)2, C(O)NHNOH, C(O)NHNOR1, C(O)NHSO2R1, C(NH)NH2, C(NH)NHR1, C(NH)N(R1)2 NHSO2NHR1, NHSO2N(CH3)R1, N(CH3)SO2N(CH3)R1, F, Cl, Br, I, CN, NO2, N3, OH, C(O)H, CHNOH, CH(NOCH3), CF3, C(O)OH, C(O)NH2 ili C(O)OR1A; i
Y1 je H, CN, NO2, C(O)OH, F, Cl, Br, I, CF3, OCF3, CF2CF3, OCF2CF3, R17, OR17, C(O)R17, C(O)OR17, SR17, SO2R17, NH2, NHR17, N(R17)2, NHC(O)R17, C(O)NH2, C(O)NHR17, C(O)N(R17)2, NHS(O)R17 ili NHSO2R17; ili
E1 i Y1 zajedno s atomima na koje su priključeni, čine benzen, naftalen, heteroaren, cikloalkan, cikloalken, heterocikloalkan ili heterocikloalken; i
A2, B1 i D1 su neovisno odabrani od sljedećih: H, R1, OR1, SR1, S(O)R1, SO2R1, C(O)R1, C(O)OR1, OC(O)R1, NHR1, N(R1)2, C(O)NHR1, C(O)N(R1)2, NHC(O)R1, NR1C(O)R1, NHC(O)OR1, NR1C(O)OR1, NHC(O)NH2, NHC(O)NHR1, NHC(O)N(R1)2, NR1C(O)NHR1, NR1C(O)N(R1)2, SO2NH2, SO2NHR1, SO2N(R1)2, NHSO2R1, NR1SO2R1, NHSO2NHR1, NHSO2N(R1)2, NR1SO2NHR1, NR1SO2N(R1)2, C(O)NHNOH, C(O)NHNOR1, C(O)NHSO2R1, C(NH)NH2, C(NH)NHR1, C(NH)N(R1)2 NHSO2NHR1, NHSO2N(CH3)R1, N(CH3)SO2N(CH3)R1, F, Cl, Br, I, CN, NO2, N3, OH, C(O)H, CHNOH, CH(NOCH3), CF3, C(O)OH, C(O)NH2 ili C(O)OR1A; ili
Y1 i B1 zajedno s atomima na koje su priključeni, čine benzen, naftalen, heteroaren, cikloalkan, cikloalken, heterocikloalkan ili heterocikloalken; i
A2, D1 i E1 su neovisno odabrani od sljedećih: H, R1, OR1, SR1, S(O)R1, SO2R1, C(O)R1, C(O)OR1, OC(O)R1, NHR1, N(R1)2, C(O)NHR1, C(O)N(R1)2, NHC(O)R1, NR1C(O)R1, NHC(O)OR1, NR1C(O)OR1, NHC(O)NH2, NHC(O)NHR1, NHC(O)N(R1)2, NR1C(O)NHR1, NR1C(O)N(R1)2, SO2NH2, SO2NHR1, SO2N(R1)2, NHSO2R1, NR1SO2R1, NHSO2NHR1, NHSO2N(R1)2, NR1SO2NHR1, NR1SO2N(R1)2, C(O)NHNOH, C(O)NHNOR1, C(O)NHSO2R1, C(NH)NH2, C(NH)NHR1, C(NH)N(R1)2 NHSO2NHR1, NHSO2N(CH3)R1, N(CH3)SO2N(CH3)R1, F, Cl, Br, I, CN, NO2, N3, OH, C(O)H, CHNOH, CH(NOCH3), CF3, C(O)OH, C(O)NH2ili C(O)OR1A; ili
A2 i B1 zajedno s atomima na koje su priključeni, čine benzen, naftalen, heteroaren, cikloalkan, cikloalken, heterocikloalkan ili heterocikloalken; i
D1, E1 i Y1 su neovisno odabrani od sljedećih: H, R1, OR1, SR1, S(O)R1, SO2R1, C(O)R1, C(O)OR1, OC(O)R1, NHR1, N(R1)2, C(O)NHR1, C(O)N(R1)2, NHC(O)R1, NR1C(O)R1, NHC(O)OR1, NR1C(O)OR1, NHC(O)NH2, NHC(O)NHR1, NHC(O)N(R1)2, NR1C(O)NHR1, NR1C(O)N(R1)2, SO2NH2, SO2NHR1, SO2N(R1)2, NHSO2R1, NR1SO2R1, NHSO2NHR1, NHSO2N(R1)2, NR1SO2NHR1, NR1SO2N(R1)2, C(O)NHNOH, C(O)NHNOR1, C(O)NHSO2R1, C(NH)NH2, C(NH)NHR1, C(NH)N(R1)2 NHSO2NHR1, NHSO2N(CH3)R1, N(CH3)SO2N(CH3)R1, F, Cl, Br, I, CN, NO2, N3, OH, C(O)H, CHNOH, CH(NOCH3), CF3, C(O)OH, C(O)NH2 ili C(O)OR1A; ili
A2 i D1 zajedno s atomima na koje su priključeni, čine benzen, naftalen, heteroaren, cikloalkan, cikloalken, heterocikloalkan ili heterocikloalken; i
B1, E1 i Y1 su neovisno odabrani od sljedećih: H, R1, OR1, SR1, S(O)R1, SO2R1, C(O)R1, C(O)OR1, OCCCOR1, NHR1, N(R1)2, C(O)NHR1, C(O)N(R1)2, NHC(O)R1, NR1C(O)R1, NHC(O)OR1, NR1C(O)OR1, NHC(O)NH2, NHC(O)NHR1, NHC(O)N(R1)2, NR1C(O)NHR1, NR1C(O)N(R1)2, SO2NH2, SO2NHR1, SO2N(R1)2, NHSO2R1, NR1SO2R1, NHSO2NHR1, NHSO2N(R1)2, NR1SO2NHR1, NR1SO2N(R1)2, C(O)NHNOH, C(O)NHNOR1, C(O)NHSO2R1, C(NH)NH2, C(NH)NHR1, C(NH)N(R1)2 NHSO2NHR1, NHSO2N(CH3)R1, N(CH3)SO2N(CH3)R1, F, Cl, Br, I, CN, NO2, N3, OH, C(O)H, CHNOH, CH(NOCH3), CF3, C(O)OH, C(O)NH2 ili C(O)OR1A;
R1 je R2, R3, R4 ili R5;
R1A je cikloalkil, cikloalkenil ili cikloalkinil;
R2 je fenil koji je nestaljen ili staljen s R2A;
R2A je benzen, heteroaren, cikloalkan, cikloalken, heterocikloalkan ili heterocikloalken;
R3 je heteroaril koji je nestaljen ili staljen s R3A;
R3A je benzen, heteroaren, cikloalkan, cikloalken, heterocikloalkan ili heterocikloalken;
R4 je cikloalkil, cikloalkenil, heterocikloalkil ili heterocikloalkenil, od kojih je svaki nestaljen ili staljen s R4A;
R4A je benzen, heteroaren, cikloalkan, cikloalken, heterocikloalkan ili heterocikloalken;
R5 je alkil, alkenil ili alkinil, od kojih je svaki nesupstituiran ili supstituiran s jednim ili dva ili tri supstituenta neovisno odabrana od sljedećih: R6, NC(R6A)(R6B), R7, OR7, SR7, S(O)R7, SO2R7, NHR7, N(R7)2, C(O)R7, C(O)NH2, C(O)NHR7, C(O)N(R7)2, NHC(O)R7, NR7C(O)R7, NHSO2R7, NHC(O)OR7, SO2NH2, SO2NHR7, SO2N(R7)2, NHC(O)NH2, NHC(O)NHR7, NHC(O)CH(CH3)NHC(O)CH(CH3)NH2, NHC(O)CH(CH3)NHC(O)CH(CH3)NHR7, OH, (O), C(O)OH, N3, CN, NH2, CF3, CF2CF3, F, Cl, Br i I;
R6 je C2-C5-spiroalkil od kojih je svaki nesupstituiran ili supstituiran s OH, (O), N3, CN, CF3, CF2CF3, F, Cl, Br, I, NH2, NH(CH3) ili N(CH3)2;
R6A i R6B su neovisno odabrani od alkila;
R7 je R8, R9, R10 ili R11;
R8 je fenil koji je nestaljen ili staljen s R8A;
R8A je benzen, heteroaren, cikloalkan, cikloalken, heterocikloalkan ili heterocikloalken;
R9 je heteroaril koji je nestaljen ili staljen s R9A;
R9A je benzen, heteroaren, cikloalkan, cikloalken, heterocikloalkan ili heterocikloalken;
R10 je cikloalkil, cikloalkenil, heterocikloalkil ili heterocikloalkenil, od kojih je svaki nestaljen ili staljen s R10A;
R10A je benzen, heteroaren, cikloalkan, cikloalken, heterocikloalkan ili heterocikloalken;
R11 je alkil, alkenil ili alkinil, od kojih je svaki nesupstituiran ili supstituiran s jednim ili dva ili tri supstituenta neovisno odabrana od sljedećih: R12, OR12, SR12, S(O)R12, SO2R12, C(O)R12, CO(O)R12, OC(O)R12, OC(O)OR12, NH2, NHR12, N(R12)2, NHC(O)R12, NR12C(O)R12, NHS(O)2R12, NR12S(O)2R12, NHC(O)OR12, NR12C(O)OR12, NHC(O)NH2, NHC(O)NHR12, NHC(O)N(R12)2, NR12C(O)NHR12, NR12C(O)N(R12)2, C(O)NH2, C(O)NHR12, C(O)N(R12)2, C(O)NHOH, C(O)NHOR12, C(O)NHSO2R12, C(O)NR12SO2R12, SO2NH2, SO2NHR12, SO2N(R12)2, C(O)H, C(O)OH, C(N)NH2, C(N)NHR12, C(N)N(R12)2, CNOH, CNOCH3, OH, (O), CN, N3, NO2, CF3, CF2CF3, OCF3, OCF2CF3, F, Cl, Br i I;
R12 je R13, R14, R15 ili R16;
R13 je fenil koji je nestaljen ili staljen s R13A;
R13A je benzen, heteroaren, cikloalkan, cikloalken, heterocikloalkan ili heterocikloalken;
R14 je heteroaril koji je nestaljen ili staljen s R14A;
R14A je benzen, heteroaren, cikloalkan, cikloalken, heterocikloalkan ili heterocikloalken;
R15 je cikloalkan, cikloalken, heterocikloalkan ili heterocikloalken, od kojih je svaki nestaljen ili staljen s R15A;
R15A je benzen, heteroaren, cikloalkan, cikloalken, heterocikloalkan ili heterocikloalken;
R16 je alkil, alkenil ili alkinil;
R17 je R18, R19, R20 ili R21;
R18 je fenil koji je nestaljen ili staljen s R18A;
R18A je benzen, heteroaren, cikloalkan, cikloalken, heterocikloalkan ili heterocikloalken;
R19 je heteroaril koji je nestaljen ili staljen s R19A;
R19A je benzen, heteroaren, cikloalkan, cikloalken, heterocikloalkan ili heterocikloalken;
R20 je cikloalkil, cikloalkenil, heterocikloalkil ili heterocikloalkenil, od kojih je svaki nestaljen ili staljen s R20A;
R20A je benzen, heteroaren, cikloalkan, cikloalken, heterocikloalkan ili heterocikloalken;
R21 je alkil, alkenil ili alkinil, od kojih je svaki nesupstituiran ili supstituiran s jednim ili dva ili tri supstituenta neovisno odabrana od sljedećih: R22, OR22, SR22, S(O)R22, SO2R22, C(O)R22, CO(O)R22, OC(O)R22, OC(O)OR22, NH2, NHR22, N(R22)2, NHC(O)R22, NR22C(O)R22, NHS(O)2R22, NR22S(O)2R22, NHC(O)OR22, NR22C(O)OR22, NHC(O)NH2, NHC(O)NHR22, NHC(O)N(R22)2, NR22C(O)NHR22, NR22C(O)N(R22)2, C(O)NH2, C(O)NHR22, C(O)N(R22)2, C(O)NHOH, C(O)NHOR22, C(O)NHSO2R22, C(O)NR22SO2R22, SO2NH2, SO2NHR22, SO2N(R22)2, C(O)H, C(O)OH, C(N)NH2, C(N)NHR22, C(N)N(R22)2, CNOH, CNOCH3, OH, (O), CN, N3, NO2, CF3, CF2CF3, OCF3, OCF2CF3, F, Cl, Br i I;
R22 je R23, R24 ili R25;
R23 je fenil koji je nestaljen ili staljen s R23A;
R23A je benzen, heteroaren, cikloalkan, cikloalken, heterocikloalkan ili heterocikloalken;
R24 je heteroaren koji je nestaljen ili staljen s R24A;
R24A je benzen, heteroaren, cikloalkan, cikloalken, heterocikloalkan ili heterocikloalken;
R25 je cikloalkil, cikloalkenil, heterocikloalkil ili heterocikloalkenil, od kojih je svaki nestaljen ili staljen s R25A;
R25A je benzen, heteroaren, cikloalkan, cikloalken, heterocikloalkan ili heterocikloalken;
Z2 je R28, R29 ili R30;
L1 je R37, OR37, SR37, S(O)R37, SO2R37, C(O)R37, CO(O)R37, OC(O)R37, OC(O)OR37, NHR37, C(O)NH, C(O)NR37, C(O)NHOR37, C(O)NHSO2R37, SO2NH, SO2NHR37, C(N)NH ili C(N)NHR37;
R28 je fenilen koji je nestaljen ili staljen s R28A;
R28A je benzen, heteroaren, cikloalkan, cikloalken, heterocikloalkan ili heterocikloalken;
R29 je heteroarilen koji je nestaljen ili staljen s R29A;
R29A je benzen, heteroaren, cikloalkan, cikloalken, heterocikloalkan ili heterocikloalken;
R30 je cikloalkilen, cikloalkenilen, heterocikloalkilen ili heterocikloalkenilen, od kojih je svaki nestaljen ili staljen s R30A;
R30A je benzen, heteroaren, cikloalkan, cikloalken, heterocikloalkan ili heterocikloalken;
R37 je veza ili R37A;
R37A je alkilen, alkenilen ili alkinilen, od kojih je svaki nesupstituiran ili supstituiran s jednim ili dva ili tri supstituenta neovisno odabrana od sljedećih: R37B, OR37B, SR37B, S(O)R37B, SO2R37B, C(O)R37B, CO(O)R37B, OC(O)R37B, OC(O)OR37B, NH2, NHR37B, N(R37B)2, NHC(O)R37B, NR37BC(O)R37B, NHS(O)2R37B, NR37BS(O)2R37B, NHC(O)OR37B, NR37BC(O)OR37B, NHC(O)NH2, NHC(O)NHR37B, NHC(O)N(R37B)2, NR37BC(O)NHR37B, NR37BC(O)N(R37B)2, C(O)NH2, C(O)NHR37B, C(O)N(R37B)2, C(O)NHOH, C(O)NHOR37B, C(O)NHSO2R37B, C(O)NR37BSO2R37B, SO2NH2, SO2NHR37B, SO2N(R37B)2, C(O)H, C(O)OH, C(N)NH2, C(N)NHR37B, C(N)N(R37B)2, CNOH, CNOCH3, OH, (O), CN, N3, NO2, CF3, CF2CF3, OCF3, OCF2CF3, F, Cl, Br i I;
R37B je alkil, alkenil, alkinil ili R37C;
R37C je fenil, heteroaril, cikloalkil, cikloalkenil, heterocikloalkil ili heterocikloalkenil;
Z3 je R38, R39 ili R40;
R38 je fenil koji je nestaljen ili staljen s R38A;
R38A je benzen, heteroaren, cikloalkan, cikloalken, heterocikloalkan ili heterocikloalken;
R39 je heteroaril koji je nestaljen ili staljen s R39A;
R39A je benzen, heteroaren, cikloalkan, cikloalken, heterocikloalkan ili heterocikloalken;
R40 je cikloalkil, cikloalkenil, heterocikloalkil ili heterocikloalkenil, od kojih je svaki nestaljen ili staljen s R40A;
R40A je benzen, heteroaren, cikloalkan, cikloalken, heterocikloalkan ili heterocikloalken;
pri čemu su ciklički dijelovi molekula, koji su predstavljeni preko E1 i Y1 zajedno, Y1 i B1 zajedno, A2 i B1 zajedno, A2 i D1 zajedno, R1A, R2, R2A, R3, R3A, R4, R4A, R6, R8, R8A, R9, R9A,R10, R10A, R13, R13A, R14, R14A, R15, R15A, R18, R18A, R19, R19A, R20, R20A, R23, R23A, R24, R24A, R25, R25A, R28, R28A, R29, R29A, R30, R30A, R38, R38A, R39, R39A, R40 i R40A, neovisno nesupstituirani, supstituirani ili dodatno supstituirani s jednim ili dva ili tri ili četiri ili pet supstituenata neovisno odabranih od sljedećih: R57A, R57, OR57, SR57, S(O)R57, SO2R57, C(O)R57, CO(O)R57, OC(O)R57, OC(O)OR57, NH2, NHR57, N(R57)2, NHC(O)R57, NR57C(O)R57, NHS(O)2R57, NR57S(O)2R57, NHC(O)OR57, NR57C(O)OR57, NHC(O)NH2, NHC(O)NHR57, NHC(O)N(R57)2, NR57C(O)NHR57, NR57C(O)N(R57)2, C(O)NH2, C(O)NHR57, C(O)N(R57)2, C(O)NHOH, C(O)NHOR57, C(O)NHSO2R57, C(O)NR57SO2R57, SO2NH2, SO2NHR57, SO2N(R57)2, C(O)H, C(O)OH, C(N)NH2, C(N)NHR57, C(N)N(R57)2, CNOH, CNOCH3, OH, (O), CN, N3, NO2, CF3, CF2CF3, OCF3, OCF2CF3, F, Cl, Br i I;
R57A je spiroalkil ili heterospiroalkil;
R57 je R58, R59, R60 ili R61;
R58 je fenil koji je nestaljen ili staljen s R58A;
R58A je benzen, heteroaren, cikloalkan, cikloalken, heterocikloalkan ili heterocikloalken;
R59 je heteroaril koji je nestaljen ili staljen s R59A;
R59A je benzen, heteroaren, cikloalkan, cikloalken, heterocikloalkan ili heterocikloalken;
R60 je cikloalkil, cikloalkenil, heterocikloalkil ili heterocikloalkenil, od kojih je svaki nestaljen ili staljen s R60A;
R60A je benzen, heteroaren, cikloalkan, cikloalken, heterocikloalkan ili heterocikloalken;
R61 je alkil, alkenil ili alkinil, od kojih je svaki nesupstituiran ili supstituiran s jednim ili dva ili tri supstituenta neovisno odabrana od sljedećih: R62, OR62, SR62, S(O)R62, SO2R62, C(O)R62, CO(O)R62, OC(O)R62, OC(O)OR62, NH2, NHR62, N(R62)2, NHC(O)R62, NR62C(O)R62, NHS(O)2R62, NR62S(O)2R62, NHC(O)OR62, NR62C(O)OR62, NHC(O)NH2, NHC(O)NHR62, NHC(O)N(R62)2, NR62C(O)NHR62, NR62C(O)N(R62)2, C(O)NH2, C(O)NHR62, C(O)N(R62)2, C(O)NHOH, C(O)NHOR62, C(O)NHSO2R62, C(O)NR62SO2R62, SO2NH2, SO2NHR62, SO2N(R62)2, C(O)H, C(O)OH, C(N)NH2, C(N)NHR62, C(N)N(R62)2, CNOH, CNOCH3, OH, (O), CN, N3, NO2, CF3, CF2CF3, OCF3, OCF2CF3, F, Cl, Br i I;
R62 je R63, R64, R65 ili R66;
R63 je fenil koji je nestaljen ili staljen s R63A;
R63A je benzen, heteroaren, cikloalkan, cikloalken, heterocikloalkan ili heterocikloalken;
R64 je heteroaril koji je nestaljen ili staljen s R64A;
R64A je benzen, heteroaren, cikloalkan, cikloalken, heterocikloalkan ili heterocikloalken;
R65 je cikloalkil, cikloalkenil, heterocikloalkil ili heterocikloalkenil, od kojih je svaki nestaljen ili staljen s R65A;
R65A je benzen, heteroaren, cikloalkan, cikloalken, heterocikloalkan ili heterocikloalken;
R66 je alkil, alkenil ili alkinil, od kojih je svaki nesupstituiran ili supstituiran s jednim ili dva ili tri supstituenta neovisno odabrana od sljedećih: R67, OR67, SR67, S(O)R67, SO2R67, C(O)R67, CO(O)R67, OC(O)R67, OC(O)OR67, NH2, NHR67, N(R67)2, NHC(O)R67, NR67C(O)R67, NHS(O)2R67, NR67S(O)2R67, NHC(O)OR67, NR67C(O)OR67, NHC(O)NH2, NHC(O)NHR67, NHC(O)N(R67)2, NR67C(O)NHR67, NR67C(O)N(R67)2, C(O)NH2, C(O)NHR67, C(O)N(R67)2, C(O)NHOH, C(O)NHOR67, C(O)NHSO2R67, C(O)NR67SO2R67, SO2NH2, SO2NHR67, SO2N(R67)2, C(O)H, C(O)OH, C(N)NH2, C(N)NHR67, C(N)N(R67)2, CNOH, CNOCH3, OH, (O), CN, N3, NO2, CF3, CF2CF3, OCF3, OCF2CF3, F, Cl, Br i I;
R67 je alkil, alkenil, alkinil, fenil, heteroaril, cikloalkil, cikloalkenil, heterocikloalkil ili heterocikloalkenil;
pri čemu su ciklički dijelovi molekula, koji su predstavljeni s R57A, R58, R59, R60, R63, R64,
R65 i R67, nesupstituirani ili supstituirani s jednim ili dva ili tri ili četiri supstituenta neovisno odabrana od sljedećih: R68, OR68, SR68, S(O)R68, SO2R68, C(O)R68, CO(O)R68, OC(O)R68, OC(O)OR68, NH2, NHR68, N(R68)2, NHC(O)R68, NR68C(O)R68, NHS(O)2R68, NR68S(O)2R68, NHC(O)OR68, NR68C(O)OR68, NHC(O)NH2, NHC(O)NHR68, NHC(O)N(R68)2, NR68C(O)NHR68, NR68C(O)N(R68)2, C(O)NH2, C(O)NHR68, C(O)N(R68)2, C(O)NHOH, C(O)NHOR68, C(O)NHSO2R68, C(O)NR68SO2R68, SO2NH2, SO2NHR68, SO2N(R68)2, C(O)H, C(O)OH, C(N)NH2, C(N)NHR68, C(N)N(R68)2, CNOH, CNOCH3, OH, (O), CN, N3, NO2, CF3, CF2CF3, OCF3, OCF2CF3, F, Cl, Br i I;
R68 je R69, R70, R71 ili R72;
R69 je fenil koji je nestaljen ili staljen s R69A;
R69A je benzen, heteroaren, cikloalkan, cikloalken, heterocikloalkan ili heterocikloalken;
R70 je heteroaril koji je nestaljen ili staljen s R70A;
R70A je benzen, heteroaren, cikloalkan, cikloalken, heterocikloalkan ili heterocikloalken;
R71 je cikloalkil, cikloalkenil, heterocikloalkil ili heterocikloalkenil, od kojih je svaki nestaljen ili staljen s R71A;
R71A je benzen, heteroaren, cikloalkan, cikloalken, heterocikloalkan ili heterocikloalken;
R72 je alkil, alkenil ili alkinil, od kojih je svaki nesupstituiran ili supstituiran s jednim ili dva ili tri supstituenta neovisno odabrana od sljedećih: R73, OR73, SR73, S(O)R73, SO2R73 C(O)R73, CO(O)R73, OC(O)R73, OC(O)OR73, NH2, NHR73, N(R73)2, NHC(O)R73, NR73C(O)R73, NHS(O)2R73, NR73S(O)2R73, NHC(O)OR73, NR73C(O)OR73, NHC(O)NH2, NHC(O)NHR73, NHC(O)N(R73)2, NR73C(O)NHR73, NR73C(O)N(R73)2, C(O)NH2, C(O)NHR73, C(O)N(R73)2, C(O)NHOH, C(O)NHOR73, C(O)NHSO2R73, C(O)NR73SO2R73, SO2NH2, SO2NHR73, SO2N(R73)2, C(O)H, C(O)OH, C(N)NH2, C(N)NHR73, C(N)N(R73)2, CNOH, CNOCH3, OH, (O), CN, N3, NO2, CF3, CF2CF3, OCF3, OCF2CF3, F, Cl, Br i I;
R73 je alkil, alkenil ili alkinil, fenil, heteroaril, cikloalkil, cikloalkenil, heterocikloalkil ili heterocikloalkenil; i
pri čemu su dijelovi molekula, koji su predstavljeni s R69, R70, i R71, nesupstituirani ili supstituirani s jednim ili dva ili tri ili četiri supstituenta neovisno odabrana od sljedećih:
NH2, C(O)NH2, C(O)NHOH, SO2NH2, CF3, CF2CF3, C(O)H, C(O)OH, C(N)NH2, OH, (O), CN, N3, NO2, OCF3, OCF2CF3, F, Cl, Br i I.
2. Spoj ili terapeutski prihvatljiva sol prema zahtjevu 1, naznačen/a time, da
n je 0;
A1 je N ili C(A2);
A2 je H, F, Br, I ili Cl;
B1 je R1, OR1, NHR1, NHC(O)R1, F, Br, I ili Cl;
D1 je H, F, Br, I ili Cl;
E1 je H; i
Y1 je H, CN, NO2, F, Cl, Br, I, CF3, R17, OR17, SR17, SO2R17 ili C(O)NH2; ili
Y1 i B1 zajedno s atomima na koje su priključeni, čine benzen, heteroaren ili heterocikloalken; i
svaki od A2, D1 i E1 je H;
R1 je R4 ili R5;
R4 je cikloalkil ili heterocikloalkil;
R5 je alkil ili alkinil, od kojih je svaki nesupstituiran ili supstituiran s jednim ili dva ili tri neovisno odabrana sljedeća: R7, OR7, NHR7, N(R7)2, CN, OH, F, Cl, Br ili I;
R7 je R8, R9, R10 ili R11.
R8 je fenil;
R9 je heteroaril;
R10 je cikloalkil, cikloalkenil ili heterocikloalkil, od kojih je svaki nestaljen ili staljen s R10A;
R10A je heteroaren;
R11 je alkil koji je nesupstituiran ili supstituiran s jednim ili dva ili tri neovisno odabrana sljedeća: R12, OR12 ili CF3;
R12 je R14 ili R16;
R14 je heteroaril;
R16 je alkil;
R17 je R21;
R21 je alkil ili alkinil, od kojih je svaki nesupstituiran ili supstituiran s jednim ili dva ili tri neovisno odabrana sljedeća: R22, F, Cl, Br ili I;
R22 je R25;
R25 je heterocikloalkil;
Z2 je R30;
L1 je R37;
R30 je heterocikloalkilen;
R37 je R37A;
R37A je alkilen;
Z3 je R38 ili R40;
R38 je fenil;
R40 je cikloalkil, cikloalkenil ili heterocikloalkenil;
pri čemu su ciklički dijelovi molekula, koji su predstavljeni s Y1 i B1 zajedno, R4, R8, R10, R25, R30, R38 i R40, neovisno nesupstituirani, supstituirani ili dodatno supstituirani s jednim ili dva ili tri ili četiri ili pet supstituenata neovisno odabranih od sljedećih: R57A, R57, OR57, SO2R57, C(O)R57, CO(O)R57, C(O)N(R57)2, NH2, NHR57, N(R57)2, NHC(O)R57, NHS(O)2R57, OH, CN, (O), F, Cl, Br i I;
R57A je spiroalkil ili spiroheteroalkil;
R57 je R58, R60 ili R61;
R58 je fenil;
R60 je cikloalkil ili heterocikloalkil;
R61 je alkil koji je nesupstituiran ili supstituiran s jednim ili dva ili tri supstituenta neovisno odabrana od sljedećih: R62, OR62, N(R62)2, C(O)OH, CN, F, Cl, Br i I;
R62 je R65 ili R66;
R65 je cikloalkil ili heterocikloalkil;
R66 je alkil koji je nesupstituiran ili supstituiran s OR67;
R67 je alkil;
pri čemu su ciklički dijelovi molekula, koji su predstavljeni s R57A, R58i R60, nesupstituirani ili supstituirani s jednim ili dva ili tri ili četiri supstituenta neovisno odabrana od sljedećih: R68, F, Cl, Br i I;
R68 je R71 ili R72;
R71 je heterocikloalkil; i
R72 je alkil koji je nesupstituiran ili supstituiran s jednim ili dva F.
3. Spoj ili terapeutski prihvatljiva sol prema zahtjevu 1, naznačen/a time, da spoj ima formulu (III)
[image]
gdje
svaki od n, p, r, i q je 0, a svaki od R100, R101, R102 i R103 je odsutan;
A1 je N ili C(A2);
A2 je H, F, Br, I ili Cl;
B1 je R1, OR1, NHR1, NHC(O)R1, F, Br, I ili Cl;
D1 je H, F, Br, I ili Cl;
E1 je H; i
Y1 je H, CN, NO2, F, Cl, Br, I, CF3, R17, OR17, SR17, SO2R17 ili C(O)NH2; ili
Y1 i B1 zajedno s atomima na koje su priključeni, čine benzen, heteroaren ili heterocikloalken; i
svaki od A2, D1 i E1 je H;
R1 je R4 ili R5;
R4 je cikloalkil ili heterocikloalkil;
R5 je alkil ili alkinil, od kojih je svaki nesupstituiran ili supstituiran s jednim ili dva ili tri supstituenta neovisno odabrana od sljedećih: R7, OR7, NHR7, N(R7)2, CN, OH, F, Cl, Br i I;
R7 je R8, R9, R10 ili R11;
R8 je fenil;
R9 je heteroaril;
R10 je cikloalkil, cikloalkenil ili heterocikloalkil, od kojih je svaki nestaljen ili staljen s R10A;
R10A je heteroaren;
R11 je alkil koji je nesupstituiran ili supstituiran s jednim ili dva ili tri supstituenta neovisno odabrana od sljedećih: R12, OR12 i CF3;
R12 je R14 ili R16;
R14 je heteroaril;
R16 je alkil;
R17 je R21;
R21 je alkil ili alkinil, od kojih je svaki nesupstituiran ili supstituiran s jednim ili dva ili tri supstituenta neovisno odabrana od sljedećih: R22, F, Cl, Br i I;
R22 je R25;
R25je heterocikloalkil;
pri čemu su ciklički dijelovi molekula, koji su predstavljeni s Y1 i B1 zajedno, R4, R8, R10 i R25, neovisno nesupstituirani, supstituirani ili dodatno supstituirani s jednim ili dva ili tri ili četiri ili pet supstituenata neovisno odabranih od sljedećih: R57A, R57, OR57, SO2R57, C(O)R57, CO(O)R57, C(O)N(R57)2, NH2, NHR57, N(R57)2, NHC(O)R57, NHS(O)2R57, OH, CN, (O), F, Cl, Br i I;
R57A je spiroalkil ili spiroheteroalkil;
R57 je R58, R60ili R61;
R58 je fenil;
R60 je cikloalkil ili heterocikloalkil;
R61 je alkil koji je nesupstituiran ili supstituiran s jednim ili dva ili tri supstituenta neovisno odabrana od sljedećih: R62, OR62, N(R62)2, C(O)OH, CN, F, Cl, Br i I;
R62 je R65 ili R66;
R65 je cikloalkil ili heterocikloalkil;
R66 je alkil koji je nesupstituiran ili supstituiran s R67;
R67 je alkil;
pri čemu su ciklički dijelovi molekula, koji su predstavljeni s R57A, R58 i R60, nesupstituirani ili supstituirani s jednim ili dva ili tri ili četiri supstituenta neovisno odabrana od sljedećih:
R68, F, Cl, Br i I;
R68 je R71 ili R72;
R71 je heterocikloalkil; i
R72 je alkil koji je nesupstituiran ili supstituiran s jednim ili dva F.
4. Spoj ili terapeutski prihvatljiva sol prema zahtjevu 1, naznačen/a time, da je to:
4-{4-[(4’-kloro-1,1’-bifenil-2-il)metil]piperazin-1-il}-N-({3-nitro-4-[(tetrahidro-2H-piran-4-ilmetil)amino]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-{4-[(4’-kloro-1,1’-bifenil-2-il)metil]piperazin-1-il}-N-({4-[(3-morfolin-4-ilpropil)amino]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({3-nitro-4-[(1-tetrahidro-2H-piran-4-ilpiperidin-4-il)amino]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(1-metilpiperidin-4-il)amino]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({3-nitro-4-[(tetrahidro-2H-piran-4-ilmetil)amino]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(4-metilpiperazin-1-il)amino]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
trans-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(4-morfolin-4-ilcikloheksil)amino]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(2-metoksietil)amino]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(3-nitro-4-{[(3S)-tetrahidro-2H-piran-3-ilmetil]amino}fenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-(1,4-dioksan-2-ilmetoksi)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(3-nitro-4-{[(3R)-tetrahidro-2H-piran-3-ilmetil]amino}fenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-(2-naftilsulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[4-(4-klorofenil)-6,6-dimetil-5,6-dihidro-2H-piran-3-il]metil}piperazin-1-il)-N-({3-nitro-4-[(tetrahidro-2H-piran-4-ilmetil)amino]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(2-metoksietil)amino]-3-[(trifluorometil)sulfonil]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)-N-({4-[(tetrahidro-2H-piran-4-ilmetil)amino]-3-[(trifluorometil)sulfonil]fenil}sulfonil)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[3-nitro-4-(tetrahidro-2H-piran-4-ilmetoksi)fenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(1,4-dioksan-2-ilmetil)amino]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({3-nitro-4-[(2,2,2-trifluoroetil)amino]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({3-nitro-4-[(3,3,3-trifluoropropil)amino]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(2S)-1,4-dioksan-2-il-metoksi]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
cis-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[(4-metoksi-cikloheksil)metil]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(2R)-1,4-dioksan-2-il-metoksi]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[4-(4-klorofenil)-6,6-dimetil-5,6-dihidro-2H-piran-3-il]metil}piperazin-1-il)-N-({4-[(1,4-dioksan-2-ilmetil)amino]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[4-(4-klorofenil)-6,6-dimetil-5,6-dihidro-2H-piran-3-il]metil}piperazin-1-il)-N-{[4-(1,4-dioksan-2-ilmetoksi)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
trans-4-(4-{[4-(4-klorofenil)-6,6-dimetil-5,6-dihidro-2H-piran-3-il]metil}piperazin-1-il)-N-({4-[(4-morfolin-4-ilcikloheksil)amino]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
trans-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[(4-metoksicikloheksil)metil]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[4-(4-klorofenil)-6,6-dimetil-5,6-dihidro-2H-piran-3-il]metil}piperazin-1-il)-N-{[5-cijano-6-(tetrahidro-2H-piran-4-ilmetoksi)piridin-3-il]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[5-cijano-6-(tetrahidro-2H-piran-4-ilmetoksi)piridin-3-il]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(4-fluorotetrahidro-2H-piran-4-il)metoksi]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-{[3-(aminokarbonil)-4-(tetrahidro-2H-piran-4-ilmetoksi)fenil]sulfonil}-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
cis-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(4-morfolin-4-il-cikloheksil)amino]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[5-kloro-6-(tetrahidro-2H-piran-4-ilmetoksi)piridin-3-il]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[4-(4-klorofenil)-6,6-dimetil-5,6-dihidro-2H-piran-3-il]metil}piperazin-1-il)-N-{[5-kloro-6-(tetrahidro-2H-piran-4-ilmetoksi)piridin-3-il]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[4-(4-klorofenil)-6,6-dimetil-5,6-dihidro-2H-piran-3-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)-N-{[4-[(tetrahidro-2H-piran-4-ilmetil)amino]-3-(trifluorometil)fenil]sulfonil}benzamid;
4-(4-{[4-(4-klorofenil)-6,6-dimetil-5,6-dihidro-2H-piran-3-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)-N-({4-[(tetrahidro-2H-piran-4-ilmetil)amino]-3-[(trifluorometil)sulfonil]fenil}sulfonil)benzamid;
trans-4-(4-{[4-(4-klorofenil)-6,6-dimetil-5,6-dihidro-2H-piran-3-il]metil{piperazin-1-il)-N-({4-[(4-morfolin-4-ilcikloheksil)amino]-3-[(trifluorometil)sulfonil]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[4-(4-klorofenil)-6,6-dimetil-5,6-dihidro-2H-piran-3-il]metil}piperazin-1-il)-N-({4-[(1-metilpiperidin-4-il)amino]-3-[(trifluorometil)sulfonil]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
5-({[4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzoil]amino}sulfonil)-2-(tetrahidro-2H-piran-4-ilmetoksi)nikotinamid;
N-({5-bromo-6-[(1-metilpiperidin-4-il)metoksi]piridin-3-il}sulfonil)-4-(4-{[2-(4-klorofenil)-4,4-dimetil-cikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(1-metilpiperidin-4-il)metoksi]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[5-cijano-6-(1,4-dioksan-2-ilmetoksi)piridin-3-il]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-{[5-bromo-6-(1,4-dioksan-2-ilmetoksi)piridin-3-il]sulfonil}-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(2,2-dimetiltetrahidro-2H-piran-4-il)metoksi]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-({3-kloro-5-cijano-4-[(tetrahidro-2H-piran-4-ilmetil)amino]fenil}sulfonil)-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-({4-[(1-acetilpiperidin-4-il)amino]-3-nitrofenil}sulfonil)-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-({2-kloro-5-fluoro-4-[(tetrahidro-2H-piran-4-ilmetil)amino]fenil}sulfonil)-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(3-morfolin-4-ilpropil)amino]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({5-cijano-6-[(4-fluorotetrahidro-2H-piran-4-il)metoksi]piridin-3-il}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[5-cijano-6-(2-morfolin-4-iletoksi)piridin-3-il]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-[(3-kloro-4-{[2-(2-metoksietoksi)etil]sulfonil}fenil)sulfonil]-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[2-(2-metoksietoksi)etil]sulfonil}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
trans-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(4-morfolin-4-ilcikloheksil)oksi]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-({5-bromo-6-[(1-tetrahidro-2H-piran-4-ilpiperidin-4-il)amino]piridin-3-il}sulfonil)-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil{piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(2-cijanoetil)amino]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
cis-4-(4-{[4-(4-klorofenil)-6,6-dimetil-5,6-dihidro-2H-piran-3-il]metil}piperazin-1-il)-N-({4-[(4-morfolin-4-ilcikloheksil)amino]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
trans-N-{[4-({4-[bis(ciklopropilmetil)amino]cikloheksil}amino)-3-nitrofenil]sulfonil}-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[(1-metilpiperidin-4-il)metil]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(morfolin-3-ilmetil)amino]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[4-(4-klorofenil)-6,6-dimetil-5,6-dihidro-2H-piran-3-il]metil}piperazin-1-il)-N-({4-[(4-metil- piperazin-1-il)ammo]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(4-morfolin-4-ilbut-2-inil)oksi]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[5-etinil-6-(tetrahidro- 2H-piran-4-ilmetoksi)piridin-3-il]sufonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-okso-3,4-dihidrokinazolin-6-il)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
trans-4-(4-{[8-(4-klorofenil)spiro[4.5]dek-7-en-7-il]metil}piperazin-1-il)-N-({4-[(4-morfolin-4-ilcikloheksil)amino]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
cis-4-(4-{[4-(4-klorofenil)-6,6-dimetil-5,6-dihidro-2H-piran-3-il]metil}piperazin-1-il)-N-[(4-{[(4-metoksicikloheksil)metil]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[8-(4-klorofenil)spiro[4.5]dek-7-en-7-il]metil}piperazin-1-il)-N-({4-[(4-fluorotetrahidro-2H-piran-4-il)metoksi]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
trans-4-(4-{[8-(4-klorofenil)spiro[4.5]dek-7-en-7-il]metil}piperazin-1-il)-N-[(4-{[(4-metoksicikloheksil)metil]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-5,5-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({3-nitro-4-[(tetrahidro-2H-piran-4-ilmetil)amino]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-5,5-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[5-cijano-6-(tetrahidro-2H-piran-4-ilmetoksi)piridin-3-il]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
tert-butil-3-{[4-({[4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzoil]amino}sulfonil)-2-nitrofenoksi]metil}morfolin-4-karboksilat;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-(morfolin-3-ilmetoksi)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[8-(4-klorofenil)spiro[4.5]dek-7-en-7-il]metil}piperazin-1-il)-N-({3-nitro-4-[(tetrahidro-2H-piran-4-ilmetil)amino]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[1-(metilsulfonil)piperidin-4-il]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(1,1-dioksidotetrahidro-2H-tiopiran-4-il)amino]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-[(4-kloro-3-nitrofenil)sulfonil]-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(3-nitro-4-{[1-(2,2,2-trifluoroetil)piperidin-4-il]amino}fenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({5-cijano-6-[(1-tetrahidro-2H-piran-4-ilpiperidin-4-il)oksi]piridin-3-il}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[5-izopropil-6-(tetrahidro-2H-piran-4-ilmetoksi)piridin-3-il]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-({3-kloro-5-fluoro-4-[(tetrahidro-2H-piran-4-ilmetil)amino]fenil}sulfonil)-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({1-[2-fluoro-1-(fluorometil)etil]piperidin-4-il}amino)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-({5-kloro-6-[(4-fluorotetrahidro-2H-piran-4-il)metoksi]piridin-3-il}sulfonil)-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[1-(2,2-difluoroetil)piperidin-4-il]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(1-ciklopropilpiperidin-4-il)amino]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[(1-morfolin-4-ilcikloheksil)metil]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
trans-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[4-(diciklopropilamino)cikloheksil]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-6,6-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({3-nitro-4-[(tetrahidro-2H-piran-4-ilmetil)amino]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-({5-bromo-6-[(4-etilmorfolin-3-il)metoksi]piridin-3-il}sulfonil)-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(4-etilmorfolin-3-il)metoksi]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({3-nitro-4-[(4-tetrahidro-2H-piran-4-ilmorfolin-3-il)metoksi]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(3-nitro-4-{[(3S)-1-tetrahidro-2H-piran-4-ilpiperidin-3-il]amino}fenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({5-cijano-6-[(tetrahidro-2H-piran-4-ilmetil)amino]piridin-3-il}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(1,1-dioksidotiomorfolin-4-il)amino]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-[(4-{[(4-aminotetrahidro-2H-piran-4-il)metil]amino{-3-nitrofenil)sulfonil]-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
trans-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({5-cijano-6-[(4-morfolin-4-ilcikloheksil)amino]piridin-3-il}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({3-cijano-4-[(tetrahidro-2H-piran-4-ilmetil)amino]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-[(1S,3R)-3-morfolin-4-ilciklopentil]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[(1R,3S)-3-morfolin-4-ilciklopentil]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(morfolin-2-ilmetil)amino]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({3-nitro-4-[(tetrahidro-furan-3-ilmetil)amino]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({1-[cis-3-fluorotetrahidro-2H-piran-4-il]piperidin-4-il}amino)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({3-nitro-4-[(1-tetrahidro-2H-piran-4-ilazetidin-3-il)amino]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({3-nitro-4-[(1-tetrahidro-furan-3-ilazetidin-3-il)amino]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[3-nitro-4-({[(3R)-1-tetrahidro-2H-piran-4-ilpirolidin-3-il]metil}amino)fenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-5,5-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(4-fluorotetrahidro-2H-piran-4-il)metoksi]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
2-(1H-pirolo[2,3-b]piridin-5-iloksi)-4-(4-((2-(4-klorofenil)-4,4-dimetilcikloheks-1-enil)metil)piperazin-1-il)-N-(4-((trans-4-hidroksicikloheksil)metoksi)-3-nitrofenilsulfonil)benzamid;
2-(1H-pirolo[2,3-b]piridin-5-iloksi)-4-(4-((2-(4-klorofenil)-4,4-dimetilcikloheks-1-enil)metil)piperazin-1-il)-N-(4-((cis-4-metoksicikloheksil)metoksi)-3-nitrofenilsulfonil)benzamid;
cis-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[4-(ciklopropilamino)cikloheksil]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
trans-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(3-nitro-4-{[4-(tetrahidro-2H-piran-4-ilamino)cikloheksil]amino}fenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
trans-N-({5-bromo-6-[(4-morfolin-4-ilcikloheksil)oksi]piridin-3-il}sulfonil)-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
trans-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(4-metoksicikloheksil)metoksi]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
tert-butil-4-{[4-({[4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzoil]amino}sulfonil)-2-nitrofenoksi]metil}-4-fluoropiperidin-1-karboksilat;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(4-fluoropiperidin-4-il)metoksi]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
trans-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(3-nitro-4-{[4-(4-tetrahidro-2H-piran-4-ilpiperazin-1-il)cikloheksil]amino}fenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({1-[2-fluoro-1-(fluorometil)etil]piperidin-4-il}metoksi)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(3-nitro-4-{[(3R)-1-tetrahidro-2H-piran-4-ilpirolidin-3-il]amino}fenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[(3R)-1-(2,2-dimetil-tetrahidro-2H-piran-4-il)pirolidin-3-il]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(3-nitro-4-{[(3S)-1-tetrahidro-2H-piran-4-ilpirolidin-3-il]amino}fenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[(3S)-1-(2,2-dimetil-tetrahidro-2H-piran-4-il)pirolidin-3-il]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[(4-metilmorfolin-2-il)metil]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({[4-(2-metoksietil)morfolin-2-il]metil}amino)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-[(4-{[(4-acetilmorfolin-2-il)metil]amino}-3-nitrofenil)sulfonil]-4-(4-{[2-(4-klorofenil)-4,4-dimetil-cikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[trans-4-(fluorometil)-1-oksetan-3-ilpirolidin-3-il]metoksi}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[(4-fluorotetrahidro-2H-piran-4-il)metil]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({3-nitro-4-[(1-oksetan-3-il-piperidin-4-il)amino]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(1-ciklobutilpiperidin-4-il)amino]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[1-(2,2-dimetiltetrahidro-2H-piran-4-il)piperidin-4-il]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[(3S)-1-ciklopropilpirolidin-3-il]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({3-nitro-4-[(1-tetrahidro-furan-3-ilpiperidin-4-il)amino]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[(3R)-1-ciklopropilpirolidin-3-il]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[3-nitro-4-({[(3S)-
1-tetrahidro-2H-piran-4-ilpirolidin-3-il]metil}amino)fenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(3-hidroksi-2,2-dimetilpropil)amino]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({[1-(metilsulfonil)piperidin-3-il]metil}amino)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-[(4-{[(1-acetilpiperidin-3-il)metil]amino}-3-nitrofenil)sulfonil]-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[(3R)-1-(metilsulfonil)pirolidin-3-il]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-3,3-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({3-nitro-4-[(tetrahidro-2H-piran-4-ilmetil)amino]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({1-[2-fluoro-1-(fluorometil)etil]azetidin-3-il}amino)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({[1-(metilsulfonil)pirolidin-3-il]metil}amino)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-[(4-{[(1-acetilpirolidin-3-il)metil]amino}-3-nitrofenil)sulfonil]-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-[(4-{[(3R)-1-acetilpirolidin-3-il]amino}-3-nitrofenil)sulfonil]-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(3-metoksi-2,2-dimetilpropil)amino]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({[(1R,3R)-3-hidroksiciklopentil]metil}amino)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({[(1S,3S)-3-hidroksiciklopentil]metil}amino)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({[(1S,3R)-3-hidroksiciklopentil]metil}amino)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({[(1R,3S)-3-hidroksiciklopentil]metil}amino)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(3-nitro-4-{[(3S)-2-oksopiperidin-3-il]amino}fenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[({1-[2-fluoro-1-(fluorometil)etil]azetidin-3-il}metil)amino]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(3-nitro-4-{[(1-oksetan-3-ilazetidin-3-il)metil]amino}fenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(3-nitro-4-{[(1-oksetan-3-il-piperidin-4-il)metil]amino}fenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[(1-ciklopropilpiperidin-4-il)metil]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({[4-(2-fluoroetil)morfolin-2-il]metil}amino)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({[4-(2,2-difluoroetil)morfolin-2-il]metil}amino)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(4-fluoro-1-oksetan-3-il-piperidin-4-il)metoksi]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[(2S)-4,4-difluoro-1-oksetan-3-ilpirolidin-2-il]metoksi}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(3-nitro-4-{[(4-tetrahidro-2H-piran-4-ilmorfolin-3-il)metil]amino}fenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[(4-ciklobutilmorfolin-3-il)metil]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(3-nitro-4-{[(4-tetrahidro-furan-3-ilmorfolin-3-il)metil]amino}fenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[({1-[2-fluoro-1-(fluorometil)etil]piperidin-4-il}metil)amino]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(1-ciklopropil-4-fluoro-piperidin-4-il)metoksi]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(4-metoksibenzil)amino]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(3-nitro-4-{[3-(trifluorometoksi)benzil]amino}fenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(3-metoksibenzil)amino]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[4-(difluorometoksi)benzil]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-(1,4-dioksaspiro[4.5]dek-8-ilamino)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
trans-N-[(4-{[4-(acetilamino)cikloheksil]amino}-3-nitrofenil)sulfonil]-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[(3R)-1-(2,2-difluoroetil)pirolidin-3-il]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[[(3S)-1-(2-fluoroetil)pirolidin-3-il]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[(3S)-1-(2,2-difluoroetil)pirolidin-3-il]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[(3R)-1-(2-fluoroetil)pirolidin-3-il]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(3-nitro-4-{[(3S)-1-oksetan-3-ilpirolidin-3-il]metoksi}fenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(4-hidroksibenzil)amino]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(3-hidroksibenzil)amino]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[3-(difluorometoksi)benzil]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({[cis-3-morfolin-4-il-ciklopentil]metil}amino)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
trans-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({4-[(metilsulfonil)amino]cikloheksil}amino)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(1-ciklopropilpiperidin-4-il)amino]-3-[(trifluorometil)sulfonil]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({3-nitro-4-[(1-oksetan-3-il-piperidin-4-il)metoksi]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(4-fluoro-1-tetrahidro-2H-piran-4-ilpiperidin-4-il)metoksi]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(4-fluoro-1-tetrahidro-furan-3-ilpiperidin-4-il)metoksi]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[4-fluoro-1-(metilsulfonil)piperidin-4-il]metoksi}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[3-nitro-4-({[(3R)-1-oksetan-3-ilpirolidin-3-il]metil}amino)fenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
trans-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(4-hidroksicikloheksil)metoksi]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({4-[3-(dimetilamino)propoksi]benzil}amino)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[4-(2-morfolin-4-iletoksi)benzil]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({[(E)-4-hidroksi-1-adamantil]metil}amino)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({[(Z)-4-hidroksi-1-adamantil]metil}amino)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-({4-[(1S,4S)-biciklo[2.2.1]hept-5-en-2-ilmetoksi]-3-nitrofenil}sulfonil)-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(1-metil-5-oksopirolidin-3-il)amino]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[(1R,4R,5R,6S)-5,6-dihidroksibiciklo[2.2.1]hept-2-il]metoksi}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[(1R,4R,5S,6R)-5,6-di-hidroksibiciklo[2.2.1]hept-2-il]metoksi}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({3-nitro-4-[(3-oksocikloheksil)metoksi]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-5,5-dimetilcikloheksa-1,3-dien-1-il]metil}piperazin-1-il)-N-({3-nitro-4-[(tetrahidro-2H-piran-4-ilmetil)amino]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({(3R)-1-[2-fluoro-1-(fluorometil)etil]pirolidin-3-il}amino)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[6-[(4-fluorotetrahidro-2H-piran-4-il)metoksi]-5-(trifluorometil)piridin-3-il]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[3-nitro-4-({[(3S)-1-oksetan-3-ilpirolidin-3-il]metil}amino)fenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
trans-N-({5-kloro-6-[(4-metoksicikloheksil)metoksi]piridin-3-il}sulfonil)-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
cis-N-({5-kloro-6-[(4-metoksicikloheksil)metoksi]piridin-3-il}sulfonil)-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(3-nitro-4-{[(3S)-1-oksetan-3-ilpirolidin-3-il]amino}fenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[({4-[2-(2-metoksietoksi)etil]morfolin-2-il}metil)amino]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({[4-(cijanometil)morfolin-2-il]metil}amino)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({[4-(N,N-dimetilglicil)morfolin-2-il]metil}amino)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
(2-{[(4-{[4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzoil]sulfamoil}-2-nitrofenil)amino]metil}morfolin-4-il)octena kiselina;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[3-nitro-4-({[4-(oksetan-3-il)morfolin-2-il]metil}amino)fenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[(4-ciklopropilmorfolin-2-il)metil]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[5-(metilsulfonil)-6-(tetrahidro-2H-piran-4-ilmetoksi)piridin-3-il]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(4-fluorotetrahidro-2H-piran-4-il)metoksi]-3-[(trifluorometil)sulfonil]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(4-metiltetrahidro-2H-piran-4-il)metoksi]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
etil-4-(4-{[4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzoil]sulfamoil}-2-nitrofenil)piperazin-1-karboksilat;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[4-(morfolin-4-il)piperidin-1-il]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(3-nitro-4-{[(3R)-1-(oksetan-3-il)pirolidin-3-il]amino}fenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[(3R)-1-(1,3-difluoro-propan-2-il)pirolidin-3-il]amino}-3-[(trifluorometil)sulfonil]fenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(1-izopropilpiperidin-4-il)amino]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-({4-[(1-tert-butilpiperidin-4-il)amino]-3-nitrofenil}sulfonil)-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({[1-(2-metoksietil)piperidin-3-il]metil}amino)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({[1-(cijanometil)piperidin-3-il]metil}amino)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(4-fluoro-1-metilpiperidin-4-il)metoksi]-3-[(trifluorometil)sulfonil]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-[(5-kloro-6-{[(3R)-1-(1,3-difluoropropan-2-il)pirolidin-3-il]amino}piridin-3-il)sulfonil]-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
tert-butil-4-[(4-{[4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzoil]sulfamoil}-2-nitrofenil)amino]piperazin-1-karboksilat;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({3-(pentafluoro--sulfanil)-4-[(tetrahidro-2H-piran-4-ilmetil)amino]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(4-metoksitetrahidro-2H-piran-4-il)metoksi]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[(3R)-1-(1,3-difluoro-propan-2-il)pirolidin-3-il]oksi}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(3-nitro-4-{[4-(oksetan-3-il)piperazin-1-il]amino}fenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(3-nitro-4-{[4-(tetrahidro-2H-piran-4-il)piperazin-1-il]amino}fenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({3-nitro-4-[(3R)-tetrahidro-furan-3-ilamino]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[(4,4-difluorocikloheksil)metil]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-({4-[(-tert-butilpiperidin-4-il)amino]-3-[(trifluorometil)sulfonil]fenil}sulfonil)-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-({[4-(oksetan-3-il)morfolin-2-il]metil}amino)-3-[(trifluorometil)sulfonil]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-[(5-kloro-6-{[(4-fluorotetrahidro-2H-piran-4-il)metil]amino}piridin-3-il)sulfonil]-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-({5-kloro-6-[(1-ciklopropilpiperidin-4-il)amino]piridin-3-il}sulfonil)-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-[(5-kloro-6-{[(2S)-4-(cijanometil)morfolin-2-il]metoksi}piridin-3-il)sulfonil]-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-[(5-kloro-6-{[(2S)-4-(N,N-dimetilglicil)morfolin-2-il]metoksi}piridin-3-il)sulfonil]-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-[(5-kloro-6-{[(2R)-4-(cijanometil)morfolin-2-il]metoksi}piridin-3-il)sulfonil]-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-[(5-kloro-6-{[(2R)-4-(N,N-dimetilglicil)morfolin-2-il]metoksi}piridin-3-il)sulfonil]-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({5-nuoro-6-[(4-fluorotetrahidro-2H-piran-4-il)metoksi]piridin-3-il}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-({5-kloro-6-[3-hidroksi-2-(hidroksimetil)-2-metilpropoksi]piridin-3-il}sulfonil)-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({6-[(4-fluorotetrahidro-2H-piran-4-il)metoksi]piridin-3-il}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({[4-(1,3-dinuoropropan-2-il)morfolin-2-il]metil}ammo)-3-nitrofenil]sulfonil-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-[(5-kloro-6-{[1-(cijanometil)piperidin-4-il]metoksi}piridin-3-il)sulfonil]-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({(3R)-1-[2-(2-metoksietoksi)etil]pirolidin-3-il}amino)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[(3R)-1-(N,N-dimetil-glicil)pirolidin-3-il]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(3-nitro-4-{[1-(oksetan-3-il)azetidin-3-il]amino}fenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-[(5-kloro-6-{[1-(cijanometil)-4-fluoropiperidin-4-il]metoksi}piridin-3-il)sulfonil]-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({[(2R)-4-(N,N-dimetil-glicil)morfolin-2-il]metil}amino)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({[(2S)-4-(N,N-dimetil-glicil)morfolin-2-il]metil}amino)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-[(5-kloro-6-{[1-(N,N-dimetilglicil)piperidin-4-il]metoksi}piridin-3-il)sulfonil]-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-[(5-kloro-6-{[(3R)-1-(2,2-difluoroetil)pirolidin-3-il]oksi}piridin-3-il)sulfonil]-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[(3R)-1-(cijanometil)pirolidin-3-il]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-{4-[(4’-klorobifenil-2-il)metil]-4-metoksipiperidin-1-il}-N-({5-kloro-6-[(4-fluorotetrahidro-2H-piran-4-il)metoksi]piridin-3-il}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-{4-[(4’-klorobifenil-2-il)metil]-4-metoksipiperidin-1-il}-N-({3-nitro-4-[(tetrahidro-2H-piran-4-ilmetil)amino]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[9-(4-klorofenil)-3-(1,3-difluoropropan-2-il)-3-azaspiro[5.5]undek-8-en-8-il]metil}piperazin-1-il)-N-({3-nitro-4-[(tetrahidro-2H-piran-4-ilmetil)amino]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[9-(4-klorofenil)-3-izopropil-3-azaspiro[5.5]undek-8-en-8-il]metil}piperazin-1-il)-N-({3-nitro-4-[(tetrahidro-2H-piran-4-ilmetil)amino]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[9-(4-klorofenil)-3-(1,3-difluoropropan-2-il)-3-azaspiro[5.5]undek-8-en-8-il]metil}piperazin-1-il)-N-{[5-kloro-6-(tetrahidro-2H-piran-4-ilmetoksi)piridin-3-il]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[9-(4-klorofenil)-3-izopropil-3-azaspiro[5.5]undek-8-en-8-il]metil}piperazin-1-il)-N-{[5-kloro-6-(tetrahidro-2H-piran-4-ilmetoksi)piridin-3-il]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-({5-kloro-6-[(4-fluoro-1-metilpiperidin-4-il)metoksi]piridin-3-il}sulfonil)-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-[(5-kloro-6-{[1-(N,N-dimetilglicil)-4-fluoropiperidin-4-il]metoksi}piridin-3-il)sulfonil]-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-{4-[(4’-klorobifenil-2-il)metil]-4-fluoropiperidin-1-il}-N-({3-nitro-4-[(tetrahidro-2H-piran-4-ilmetil)amino]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-{4-[(4’-klorobifenil-2-il)metil]-4-fluoropiperidin-1-il}-N-({5-kloro-6-[(4-fluorotetrahidro-2H-piran-4-il)metoksi]piridin-3-il}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[9-(4-klorofenil)-3-izopropil-3-azaspiro[5.5]undek-8-en-8-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)-N-({4-[(tetrahidro-2H-piran-4-ilmetil)amino]-3-(trifluorometil)fenil}sulfonil)benzamid;
N-[(5-kloro-6-{[(3R)-1-(1,3-difluoropropan-2-il)pirolidin-3-il]oksi}piridin-3-il)sulfonil]-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({3-nitro-4-[2-(tetrahidro-furan-3-iloksi)etoksi]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[(trans-4-cijanocikloheksil)metil]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-[(5-kloro-6-{[4-fluoro-1-(oksetan-3-il)piperidin-4-il]metoksi}piridin-3-il)sulfonil]-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({5-cijano-6-[2-(tetrahidro-2H-piran-4-il)etoksi]piridin-3-il}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-(3-furilmetoksi)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-[(5-kloro-6-{[(3R)-1-(1,3-difluoropropan-2-il)pirolidin-3-il]metoksi}piridin-3-il)sulfonil]-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-[(5-kloro-6-{[(3R)-1-(2,2-difluoroetil)pirolidin-3-il]metoksi}piridin-3-il)sulfonil]-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-[(5-kloro-6-{[1-(1,3-difluoropropan-2-il)-4-fluoropiperidin-4-il]metoksi}piridin-3-il)sulfonil]-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-({3-kloro-4-[(4-fluoro-1-metilpiperidin-4-il)metoksi]fenil}sulfonil)-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[3-cijano-4-(tetrahidro-2H-piran-4-ilmetoksi)fenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-[(5-kloro-6-{[1-(2,2-difluoroetil)-4-fluoropiperidin-4-il]metoksi}piridin-3-il)sulfonil]-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-({3-kloro-4-[(4-fluorotetrahidro-2H-piran-4-il)metoksi]fenil}sulfonil)-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-({5-kloro-6-[(4,4-difluorocikloheksil)metoksi]piridin-3-il}sulfonil)-4-(4-{[2-(4-klorofenil)-4,4-dimetil-cikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[6-{[1-(1,3-difluoropropan-2-il)-4-fluoropiperidin-4-il]metoksi}-5-(trifluorometil)piridin-3-il]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({5-kloro-6-[2-(tetrahidro-furan-2-il)etoksi]piridin-3-il}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}-3-metilpiperazin-1-il)-N-({3-nitro-4-[(tetrahidro-2H-piran-4-ilmetil)amino]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[3-(ciklopropilamino)propil]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-{[5-kloro-6-(2-metoksietoksi)piridin-3-il]sulfonil}-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[5-fluoro-6-(tetrahidro-2H-piran-4-ilmetoksi)piridin-3-il]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-[(3-kloro-4-{[1-(metoksiacetil)piperidin-4-il]metoksi}fenil)sulfonil]-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-[(3-kloro-4-{[1-(N,N-dimetilglicil)piperidin-4-il]metoksi}fenil)sulfonil]-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
trans-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheksil]metil}piperidin-1-il)-N-({3-nitro-4-[(tetrahidro-2H-piran-4-ilmetil)amino]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)-N-{[6-(tetrahidro-2H-piran-4-ilmetoksi)-5-(trifluorometil)piridin-3-il]sulfonil}benzamid;
N-({5-kloro-6-[(trans-4-hidroksicikloheksil)metoksi]piridin-3-il}sulfonil)-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({3-cijano-4-[(4-fluorotetrahidro-2H-piran-4-il)metoksi]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({6-[(trans-4-metoksicikloheksil)metoksi]-5-(trifluorometil)piridin-3-il}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({6-[(cis-4-metoksicikloheksil)metoksi]-5-(trifluorometil)piridin-3-il}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-({5-kloro-6-[(4,4-difluoro-1-hidroksicikloheksil)metoksi]piridin-3-il}sulfonil)-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperidin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-[(3-kloro-4-{[trans-4-(morfolin-4-il)cikloheksil]metoksi}fenil)sulfonil]-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({3-[ciklopropil(1,3-tiazol-5-ilmetil)amino]propil}amino)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-({3-kloro-4-[(trans-4-hidroksicikloheksil)metoksi]fenil}sulfonil)-4-(4-{[2-(4-klorofenil)-4,4-dimetil-cikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({3-kloro-4-[(tetrahidro-2H-piran-4-ilmetil)amino]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(4-fluorotetrahidro-2H-piran-4-il)metoksi]-3-(trifluorometil)fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({3-[ciklopropil(2,2,2-trifluoroetil)amino]propil}amino)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-[(3-kloro-4-{[1-(oksetan-3-il)piperidin-4-il]metoksi}fenil)sulfonil]-4-(4-{[2-(4-klorofenil)-4,4-dimetil-cikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({3,5-difluoro-4-[(4-fluorotetrahidro-2H-piran-4-il)metoksi]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({3-[ciklopropil(oksetan-3-il)amino]propil}amino)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-[(3-kloro-4-{[1-(1-metil-1-prolil)piperidin-4-il]metoksi}fenil)sulfonil]-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({3,4-difluoro-5-[(4-fluorotetrahidro-2H-piran-4-il)metoksi]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-[(5-kloro-6-{[(2S)-4-ciklopropilmorfolin-2-il]metoksi}piridin-3-il)sulfonil]-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperidin-1-il)-N-({3-nitro-4-[(tetrahidro-2H-piran-4-ilmetil)amino]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperidin-1-il)-N-{[3-kloro-4-(tetrahidro-2H-piran-4-ilmetoksi)fenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
metil-2-{[(4-{[4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzoil]sulfamoil}-2-nitrofenil)amino]metil}morfolin-4-karboksilat;
2-{[(4-{[4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzoil]sulfamoil}-2-nitrofenil)amino]metil}-N-etil-N-metilmorfolin-4-karboksamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({[4-(metilsulfonil)morfolin-2-il]metil}amino)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({3-[ciklobutil(ciklopropil)amino]propil}amino)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-5,5-difluorocikloheks-1-en-1-il]metil}piperazin-1-il)-N-({3-nitro-4-[(tetrahidro-2H-piran-4-ilmetil)amino]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-[(3-kloro-4-{[4-fluoro-1-(oksetan-3-il)piperidin-4-il]metoksi}fenil)sulfonil]-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[3-kloro-4-(tetrahidro-furan-3-ilmetoksi)fenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-5,5-difluorocikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[(trans-4-hidroksicikloheksil)metil]amino}-3-nitrofenil)sulfonil]-2-1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-({3-kloro-4-[(4-fluorotetrahidro-2H-piran-4-il)metoksi]fenil}sulfonil)-4-(4-{[9-(4-klorofenil)-3-(oksetan-3-il)-3-azaspiro[5.5]undek-8-en-8-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({[(2R)-4-ciklopropil-morfolin-2-il]metil}amino)-3-nitrofenil]sulfonil{-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({[(2S)-4-ciklopropil- morfolin-2-il]metil}amino)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[5-(4-klorofenil)spiro[2.5]okt-5-en-6-il]metil}piperazin-1-il)-N-({3-nitro-4-[(tetrahidro-2H-piran-4-ilmetil)amino]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-{[5-kloro-6-({4-[ciklopropil(oksetan-3-il)amino]cikloheksil}metoksi)piridin-3-il]sulfonil}-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[5-(4-klorofenil)spiro[2.5]okt-5-en-6-il]metil}piperazin-1-il)-N-[(4-{[(4-ciklopropilmorfolin-2-il)metil]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-({3-kloro-4-[(4-ciklopropilmorfolin-2-il)metoksi]fenil}sulfonil)-4-(4-{[2-(4-klorofenil)-4,4-dimetil-cikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-[(3-kloro-4-{[(4-ciklopropilmorfolin-2-il)metil]amino}fenil)sulfonil]-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
2-{[(2-kloro-4-{[4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzoil]sulfamoil}fenil)amino]metil}-N-etil-N-metilmorfolin-4-karboksamid;
(2S)-2-{[(3-kloro-5-{[4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzoil]sulfamoil}piridin-2-il)oksi]metil}-N-etil-N-metilmorfolin-4-karboksamid;
N-[(5-kloro-6-{[(4-ciklopropilmorfolin-2-il)metil]amino}piridin-3-il)sulfonil]-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
2-1[(3-kloro-5-{[4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzoil]sulfamoil}piridin-2-il)amino]metil}-N-etil-N-metilmorfolin-4-karboksamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[(trans-4-hidroksi-4-metilcikloheksil)metil]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[(cis-4-hidroksi-4-metilcikloheksil)metil]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-[(5-kloro-6-{[(1R,2R,4R,5R)-5-hidroksi-5-metilbiciklo[2.2.1]hept-2-il]metoksi}piridin-3-il)sulfonil]-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({4-[(2-cijanoetil)(ciklopropil)amino]cikloheksil}amino)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-({5-kloro-6-[(trans-4-hidroksi-4-metilcikloheksil)metoksi]piridin-3-il}sulfonil)-4-(4-{[5-(4-klorofenil)spiro[2.5]okt-5-en-6-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[5-kloro-6-(5,6,7,8-tetrahidroimidazo[1,2-a]piridin-6-ilmetoksi)piridin-3-il]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-[(5-kloro-6-{[(1R,2S,4R,5R)-5-hidroksi-5-metilbiciklo[2.2.1]hept-2-il]metoksi{piridin-3-il)sulfonil]-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(cis-4-hidroksi-4-metilcikloheksil)metoksi]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-[(5-kloro-6-{[4-fluoro-1-(oksetan-3-il)piperidin-4-il]metoksi}piridin-3-il)sulfonil]-4-(4-{[5-(4-klorofenil)spiro[2.5]okt-5-en-6-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[4-(3,3-difluoropirolidin-1-il)cikloheksil]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-({5-kloro-6-[(trans-4-hidroksi-4-metilcikloheksil)metoksi]piridin-3-il}sulfonil)-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-({5-kloro-6-[(cis-4-hidroksi-4-metilcikloheksil)metoksi]piridin-3-il}sulfonil)-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({4-[(2,2-difluorociklo-propil)amino]cikloheksil}amino)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-({5-kloro-6-[(cis-1-fluoro-4-hidroksicikloheksil)metoksi]piridin-3-il}sulfonil)-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[3-nitro-4-(2-oksaspiro[3.5]non-7-ilmetoksi)fenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(trans-4-hidroksi-4-metilcikloheksil)metoksi]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-5,5-bis(fluorometil)cikloheks-1-en-1-il]metil}piperazin-1-il)-N-({3-nitro-4-[(tetrahidro-2H-piran-4-ilmetil)amino]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({4-[(4-ciklopropilmorfolin-2-il)metoksi]-3-nitrofenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-({5-kloro-6-[(trans-1-fluoro-4-hidroksi-4-metilcikloheksil)metoksi]piridin-3-il}sulfonil)-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-({5-kloro-6-[(cis-1-fluoro-4-hidroksi-4-metilcikloheksil)metoksi]piridin-3-il}sulfonil)-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(3-cijano-4-{[4-fluoro-1-(oksetan-3-il)piperidin-4-il]metoksi{fenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[(trans-4-etil-4-hidroksicikloheksil)metil]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[(cis-4-etil-4-hidroksi-cikloheksil)metil]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-5-(metoksimetil)-5-metilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({3-nitro-4-[(tetrahidro-2H-piran-4-ilmetil)amino]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[3-nitro-4-({[(2S)-4-(oksetan-3-il)morfolin-2-il]metil}amino)fenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-({3-kloro-4-[(trans-4-hidroksi-4-metilcikloheksil)metoksi]fenil{sulfonil)-4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({4-[(2-cijanoetil)(ciklopropil)amino]-1-fluorocikloheksil}metoksi)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({5-nitro-6-[(tetrahidro-2H-piran-4-ilmetil)amino]piridin-3-il}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({3-nitro-4-[(2-oksaspiro[3.5]non-7-ilmetil)amino]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[(4-cijano-4-metilcikloheksil)metil]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)-N-{[3-(tetrahidro-2H-piran-4-ilmetil)-3H-[1,2,3]triazolo[4,5-b]piridin-6-il]sulfonil}benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(6-{[(trans-4-hidroksi-4-metilcikloheksil)metil]amino}-5-nitropiridin-3-il)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(5-cijano-6-{[4-fluoro-1-(oksetan-3-il)piperidin-4-il]metoksi}piridin-3-il)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
N-(4-{[4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzoil]sulfamoil}-2-nitrofenil)morfolin-4-karboksamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-{[4-({[4-(metoksimetil)cikloheksil]metil}amino)-3-nitrofenil]sulfonil}-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(5-kloro-6-{[1-(1,3-tiazol-2-il)piperidin-4-il]metoksi}piridin-3-il)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(6-{[(cis-4-hidroksi-4-metilcikloheksil)metil]amino}-5-nitropiridin-3-il)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-5-metoksi-5-metilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[(trans-4-hidroksi-4-metilcikloheksil)metil]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
4-(4-{[2-(4-klorofenil)-5-metoksi-5-metilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({3-nitro-4-[(tetrahidro-2H-piran-4-ilmetil)amino]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid;
ili
njihova terapeutski prihvatljiva sol.
5. Spoj ili terapeutski prihvatljiva sol prema zahtjevu 1, naznačen/a time, da je to
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-({3-nitro-4-[(tetrahidro-2H-piran-4-ilmetil)amino]fenil}sulfonil)-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid ili njegova terapeutski prihvatljiva sol.
6. Spoj ili terapeutski prihvatljiva sol prema zahtjevu 1, naznačen/a time, da je to
4-(4-{[2-(4-klorofenil)-4,4-dimetilcikloheks-1-en-1-il]metil}piperazin-1-il)-N-[(4-{[(trans-4-hidroksi-4-metilcikloheksil)metil]amino}-3-nitrofenil)sulfonil]-2-(1H-pirolo[2,3-b]piridin-5-iloksi)benzamid ili njegova terapeutski prihvatljiva sol.
7. Spoj ili terapeutski prihvatljiva sol prema bilo kojem od zahtjeva 1 do 6, naznačen/a time, da se upotrebljava u liječenju pacijenta od raka mjehura, raka mozga, raka dojke, raka koštane srži, raka grlića maternice, kronične limfocitne leukemije, kolorektalnog raka, raka jednjaka, hepatocelularnog raka, limfoblastične leukemije, folikularnog limfoma, limfoidne malignosti s izvorištem u T-stanici ili B-stanici, melanoma, mijelogenske leukemije, raka usta, raka jajnika, raka nemalih stanica pluća, mijeloma, raka prostate, raka malih stanica pluća ili raka slezene.
8. Farmaceutski sastav, naznačen time, da obuhvaća pomoćno sredstvo te spoj ili terapeutski prihvatljivu sol prema bilo kojem od zahtjeva 1 do 6.
9. Spoj ili terapeutski prihvatljiva sol prema bilo kojem od zahtjeva 1 do 6, naznačen/a time, da se upotrebljava kao lijek.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US18120309P | 2009-05-26 | 2009-05-26 | |
PCT/US2010/036198 WO2010138588A2 (en) | 2009-05-26 | 2010-05-26 | Apoptosis-inducing agents for the treatment of cancer and immune and autoimmune diseases |
EP10721246.6A EP2435432B3 (en) | 2009-05-26 | 2010-05-26 | Apoptosis-inducing agents for the treatment of cancer and immune and autoimmune diseases |
Publications (2)
Publication Number | Publication Date |
---|---|
HRP20151001T1 true HRP20151001T1 (hr) | 2015-10-23 |
HRP20151001T4 HRP20151001T4 (hr) | 2024-02-16 |
Family
ID=42677657
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HRP20151001TT HRP20151001T4 (hr) | 2009-05-26 | 2010-05-26 | Sredstva kao induktori apoptoze za liječenje raka te imunih i autoimunih bolesti |
Country Status (43)
Families Citing this family (111)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20100160322A1 (en) | 2008-12-04 | 2010-06-24 | Abbott Laboratories | Apoptosis-inducing agents for the treatment of cancer and immune and autoimmune diseases |
US8557983B2 (en) | 2008-12-04 | 2013-10-15 | Abbvie Inc. | Apoptosis-inducing agents for the treatment of cancer and immune and autoimmune diseases |
US8563735B2 (en) | 2008-12-05 | 2013-10-22 | Abbvie Inc. | Bcl-2-selective apoptosis-inducing agents for the treatment of cancer and immune diseases |
US8586754B2 (en) | 2008-12-05 | 2013-11-19 | Abbvie Inc. | BCL-2-selective apoptosis-inducing agents for the treatment of cancer and immune diseases |
NZ592801A (en) * | 2008-12-05 | 2013-08-30 | Abbvie Inc | Sulfonamide derivatives as bcl-2-selective apoptosis-inducing agents for the treatment of cancer and immune diseases |
CA2747835A1 (en) * | 2009-01-19 | 2010-07-22 | Abbott Laboratories | Apoptosis-inducing agents for the treatment of cancer and immune and autoimmune diseases |
US20220315555A1 (en) | 2009-05-26 | 2022-10-06 | Abbvie Inc. | Apoptosis inducing agents for the treatment of cancer and immune and autoimmune diseases |
US9034875B2 (en) | 2009-05-26 | 2015-05-19 | Abbvie Inc. | Apoptosis-inducing agents for the treatment of cancer and immune and autoimmune diseases |
US8546399B2 (en) * | 2009-05-26 | 2013-10-01 | Abbvie Inc. | Apoptosis inducing agents for the treatment of cancer and immune and autoimmune diseases |
UA106079C2 (uk) * | 2009-05-26 | 2014-07-25 | Еббві Бахамаз Лтд. | Індукуючі апоптоз засоби для лікування злоякісної пухлини і імунних і аутоімунних захворювань |
TWI520960B (zh) | 2010-05-26 | 2016-02-11 | 艾伯維有限公司 | 用於治療癌症及免疫及自體免疫疾病之細胞凋亡誘導劑 |
KR101580714B1 (ko) | 2010-06-03 | 2016-01-04 | 파마싸이클릭스 엘엘씨 | 브루톤 티로신 인산화효소(btk)의 억제제의 용도 |
TWI535712B (zh) | 2010-08-06 | 2016-06-01 | 阿斯特捷利康公司 | 化合物 |
EP2632436B1 (en) * | 2010-10-29 | 2018-08-29 | Abbvie Inc. | Solid dispersions containing an apoptosis-inducing agent |
UA113500C2 (xx) * | 2010-10-29 | 2017-02-10 | Одержані екструзією розплаву тверді дисперсії, що містять індукуючий апоптоз засіб | |
CN103328474A (zh) | 2010-11-23 | 2013-09-25 | Abbvie公司 | 细胞凋亡诱导剂的盐和晶形 |
KR101841084B1 (ko) | 2010-11-23 | 2018-03-23 | 애브비 아일랜드 언리미티드 컴퍼니 | 선택적인 bcl2 억제제를 사용하는 치료 방법 |
EP2675785B1 (en) | 2011-02-15 | 2018-04-11 | Ube Industries, Ltd. | Industrial methods for producing arylsulfur pentafluorides |
CN102241649A (zh) * | 2011-07-08 | 2011-11-16 | 陈飞 | 3-四氢呋喃甲醇的制备方法 |
CN103958508B (zh) | 2011-10-14 | 2019-02-12 | 艾伯维公司 | 用于治疗癌症以及免疫与自身免疫性疾病的细胞凋亡诱导剂 |
WO2013185202A1 (en) * | 2012-06-14 | 2013-12-19 | Beta Pharma Canada Inc | Apoptosis inducers |
BR112015001690A2 (pt) | 2012-07-24 | 2017-11-07 | Pharmacyclics Inc | mutações associadas com a resistência a inibidores da tirosina quinase de bruton (btk) |
WO2014028381A1 (en) * | 2012-08-13 | 2014-02-20 | Abbvie Inc. | Apoptosis-inducing agents |
MX2015002947A (es) | 2012-09-07 | 2015-09-23 | Genentech Inc | Terapia de combinacion de un anticuerpo ant-cd20 tipo ii con un inhibidor blc-2 selectivo. |
LT6064B (lt) | 2012-10-15 | 2014-08-25 | Vilniaus Universitetas | Fluorinti benzensulfonamidai kaip karboanhidrazės inhibitoriai |
PT2914296T (pt) * | 2012-11-01 | 2018-10-30 | Infinity Pharmaceuticals Inc | Tratamento de cancros utilizando moduladores de isoformas de pi3-quinase |
US20150283142A1 (en) * | 2013-03-15 | 2015-10-08 | Infinity Pharmaceuticals, Inc. | Treatment of cancers using pi3 kinase isoform modulators |
US9006438B2 (en) | 2013-03-13 | 2015-04-14 | Abbvie Inc. | Processes for the preparation of an apoptosis-inducing agent |
US20140275082A1 (en) * | 2013-03-14 | 2014-09-18 | Abbvie Inc. | Apoptosis-inducing agents for the treatment of cancer and immune and autoimmune diseases |
EA201591656A1 (ru) * | 2013-04-08 | 2016-05-31 | Фармасайкликс Элэлси | Комбинированная терапия с ибрутинибом |
TWI594975B (zh) | 2013-04-24 | 2017-08-11 | 第一三共股份有限公司 | 二羧酸化合物 |
US9238652B2 (en) | 2014-03-04 | 2016-01-19 | Abbvie Inc. | Processes for the preparation of an apoptosis-inducing agent |
WO2015171591A1 (en) | 2014-05-05 | 2015-11-12 | Board Of Trustees Of The University Of Arkansas | COMPOSITIONS AND METHODS FOR INHIBITING ANTIAPOPTOTIC Bcl-2 PROTEINS AS ANTI-AGING AGENTS |
EP3177144A4 (en) | 2014-07-22 | 2018-01-24 | Bioventures, LLC. | Compositions and methods for selectively depleting senescent cells |
CN104163798A (zh) * | 2014-07-29 | 2014-11-26 | 苏州康润医药有限公司 | 3-氨基-8-三氟甲基喹啉的合成方法 |
RS62713B1 (sr) | 2014-08-11 | 2022-01-31 | Acerta Pharma Bv | Terapeutske kombinacije btk inhibitora i bcl-2 inhibitora |
CN112279808B (zh) | 2014-10-06 | 2024-03-08 | 弗特克斯药品有限公司 | 囊性纤维化跨膜转导调节因子调节剂 |
US10195213B2 (en) | 2015-03-13 | 2019-02-05 | Unity Biotechnology, Inc. | Chemical entities that kill senescent cells for use in treating age-related disease |
CN107922504B (zh) | 2015-07-07 | 2021-07-30 | 豪夫迈·罗氏有限公司 | 抗HER2抗体-药物缀合物和Bcl-2抑制剂的组合疗法 |
WO2017063572A1 (zh) * | 2015-10-13 | 2017-04-20 | 苏州晶云药物科技有限公司 | 细胞凋亡诱导剂的新晶型及其制备方法 |
US10736895B2 (en) | 2015-12-04 | 2020-08-11 | Portola Pharmaceuticals, Inc. | Cerdulatinib for treating hematological cancers |
EP3426655A1 (en) | 2016-03-10 | 2019-01-16 | Assia Chemical Industries Ltd. | Solid state forms of venetoclax and processes for preparation of venetoclax |
WO2017160954A1 (en) | 2016-03-15 | 2017-09-21 | Seattle Genetics, Inc. | Combinations of pbd-based antibody drug conjugates with bcl-2 inhibitors |
CN114377137A (zh) | 2016-03-15 | 2022-04-22 | 奥莱松基因组股份有限公司 | 用于治疗血液恶性肿瘤的lsd1抑制剂的组合 |
IL261721B (en) | 2016-03-15 | 2022-07-01 | Oryzon Genomics Sa | Combinations of lsd1 inhibitors for use in the treatment of solid tumors |
PL3436446T3 (pl) | 2016-03-31 | 2023-09-11 | Vertex Pharmaceuticals Incorporated | Modulatory mukowiscydozowego przezbłonowego regulatora przewodnictwa |
AU2017254687B2 (en) * | 2016-04-21 | 2021-09-30 | Bioventures, Llc. | Compounds that induce degradation of anti-apoptotic Bcl-2 family proteins and the uses thereof |
EP3569601B1 (en) * | 2016-08-05 | 2022-06-22 | The Regents of The University of Michigan | N-(phenylsulfonyl)benzamides and related compounds as bcl-2 inhibitors |
CN109641897B (zh) * | 2016-09-01 | 2021-12-07 | 北京赛林泰医药技术有限公司 | Bcl-2选择性抑制剂及其制备和用途 |
PT3519401T (pt) | 2016-09-30 | 2021-12-27 | Vertex Pharma | Modulador de regulador de condutância transmembranar de fibrose quística, composições farmacêuticas, métodos de tratamento e processo para fazer o modulador |
CN106749233B (zh) * | 2016-11-24 | 2020-04-21 | 中山大学 | 一类磺酰胺衍生物及其应用 |
MX2021013639A (es) | 2016-12-09 | 2022-09-30 | Vertex Pharma | Forma cristalina del compuesto 1, un modulador del regulador de conductancia transmembrana de fibrosis quística, procesos para su preparación, composiciones farmacéuticas del compuesto 1, y su uso en el tratamiento de fibrosis quística. |
WO2018127130A1 (en) * | 2017-01-07 | 2018-07-12 | Shanghai Fochon Pharmaceutical Co., Ltd. | Compounds as bcl-2-selective apoptosis-inducing agents |
JOP20190191A1 (ar) | 2017-02-22 | 2019-08-08 | Astrazeneca Ab | وحدات شجرية علاجية |
WO2018167652A1 (en) * | 2017-03-13 | 2018-09-20 | Laurus Labs Limited | Process for preparation of amorphous form of venetoclax |
PT3612531T (pt) * | 2017-04-18 | 2022-10-04 | Shanghai Fochon Pharmaceutical Co Ltd | Agentes indutores de apoptose |
CN107089981A (zh) * | 2017-04-24 | 2017-08-25 | 杭州科耀医药科技有限公司 | 一种BCL‑2抑制剂Venetoclax的合成方法 |
BR112019025801A2 (pt) | 2017-06-08 | 2020-07-07 | Vertex Pharmaceuticals Incorporated | métodos de tratamento para fibrose cística |
EP3626241A4 (en) * | 2017-06-26 | 2020-05-27 | Shenzhen Targetrx, Inc. | N-BENZOLSULFONYLBENZAMIDE COMPOUND FOR INHIBITING BCL-2 PROTEIN AND COMPOSITION AND USE THEREOF |
AU2018304168B2 (en) | 2017-07-17 | 2023-05-04 | Vertex Pharmaceuticals Incorporated | Methods of treatment for cystic fibrosis |
EP3658584A1 (en) | 2017-07-26 | 2020-06-03 | H. Hoffnabb-La Roche Ag | Combination therapy with a bet inhibitor, a bcl-2 inhibitor and an anti-cd20 antibody |
WO2019020610A1 (en) | 2017-07-26 | 2019-01-31 | F. Hoffmann-La Roche Ag | POLYTHERAPY USING BET INHIBITOR AND BCL-2 INHIBITOR |
JP7121794B2 (ja) | 2017-08-02 | 2022-08-18 | バーテックス ファーマシューティカルズ インコーポレイテッド | ピロリジン化合物を調製するためのプロセス |
ES2948287T3 (es) | 2017-08-23 | 2023-09-07 | Guangzhou Lupeng Pharmaceutical Company Ltd | Derivados heterocíclicos condensados como inhibidores de Bcl-2 para el tratamiento de enfermedades neoplásicas |
TWI719349B (zh) | 2017-10-19 | 2021-02-21 | 美商維泰克斯製藥公司 | Cftr調節劑之結晶形式及組合物 |
CN108037196B (zh) * | 2017-11-23 | 2020-06-23 | 中山奕安泰医药科技有限公司 | 一种3-硝基-4-[[(四氢-2h-吡喃-4-基)甲基]氨基]苯磺酰胺的检测方法 |
WO2019113476A2 (en) | 2017-12-08 | 2019-06-13 | Vertex Pharmaceuticals Incorporated | Processes for making modulators of cystic fibrosis transmembrane conductance regulator |
CA3087261A1 (en) | 2018-01-10 | 2019-07-18 | Recurium Ip Holdings, Llc | Benzamide compounds |
US12118414B2 (en) | 2018-01-22 | 2024-10-15 | Bioventures, Llc | BCL-2 proteins degraders for cancer treatment |
TWI810243B (zh) | 2018-02-05 | 2023-08-01 | 美商維泰克斯製藥公司 | 用於治療囊腫纖化症之醫藥組合物 |
MX2020008569A (es) | 2018-02-16 | 2020-09-21 | Abbvie Inc | Inhibidores selectivos de bcl-2 en combinacion con un anticuerpo anti-pd-1 o anti-pd-l1 para el tratamiento de tipos de cancer. |
TW202002952A (zh) | 2018-03-15 | 2020-01-16 | 美商艾伯維有限公司 | 用於治療胰臟癌之abbv-621與抗癌劑之組合 |
CN111868059B (zh) * | 2018-03-30 | 2021-12-03 | 正大天晴药业集团股份有限公司 | 三氟甲基取代的磺酰胺类选择性bcl-2抑制剂 |
WO2019200246A1 (en) | 2018-04-13 | 2019-10-17 | Alexander Russell Abela | Modulators of cystic fibrosis transmembrane conductance regulator, pharmaceutical compositions, methods of treatment, and process for making the modulator |
AU2019264475B2 (en) * | 2018-04-29 | 2024-09-26 | Beigene, Ltd. | Bcl-2 inhibitors |
US10865198B2 (en) | 2018-05-04 | 2020-12-15 | Alexion Pharmaceuticals, Inc. | Solid forms of cerdulatinib |
US12084423B2 (en) | 2018-05-18 | 2024-09-10 | Bioventures, Llc | Piperlongumine analogues and uses thereof |
WO2020023435A1 (en) | 2018-07-24 | 2020-01-30 | Albany Molecular Research, Inc. | Venetoclax basic salts and processes for the purification of venetoclax |
TW202023568A (zh) | 2018-07-30 | 2020-07-01 | 瑞典商阿斯特捷利康公司 | 用於治療癌症之組合療法 |
WO2020024834A1 (en) | 2018-07-31 | 2020-02-06 | Ascentage Pharma (Suzhou) Co., Ltd. | Combination product of bcl-2 inhibitor and chemotherapeutic agent and use thereof in the prevention and/or treatment of diseases |
KR20210003731A (ko) | 2018-07-31 | 2021-01-12 | 어센테지 파마 (쑤저우) 컴퍼니 리미티드 | Bcl-2 억제제와 MDM2 억제제의 병용 제품 및 질환의 예방 및/또는 치료에 있어서 이의 용도 |
CN110772521A (zh) | 2018-07-31 | 2020-02-11 | 苏州亚盛药业有限公司 | Bcl-2抑制剂或Bcl-2/Bcl-xL抑制剂与BTK抑制剂的组合产品及其用途 |
AU2019315466B2 (en) * | 2018-07-31 | 2022-05-19 | Ascentage Pharma (Suzhou) Co., Ltd. | Synergistic antitumor effect of Bcl-2 inhibitor combined with rituximab and/or bendamustine or Bcl-2 inhibitor combined with CHOP |
WO2020041406A1 (en) | 2018-08-22 | 2020-02-27 | Newave Pharmaceutical Inc. | Bcl-2 inhibitors |
CA3117849A1 (en) * | 2018-10-29 | 2020-05-07 | Chia Tai Tianqing Pharmaceutical Group Co., Ltd. | Trifluoromethyl-substituted sulfonamide as bcl-2-selective inhibitor |
CN109438441A (zh) * | 2018-11-30 | 2019-03-08 | 重庆三圣实业股份有限公司 | 一种维奈妥拉的制备方法及其产品 |
CN109320516A (zh) * | 2018-11-30 | 2019-02-12 | 重庆三圣实业股份有限公司 | 一种维奈妥拉中间体的制备方法及其产品 |
WO2020232214A1 (en) | 2019-05-14 | 2020-11-19 | Abbvie Inc. | Treating acute myeloid leukemia (aml) with mivebresib, a bromodomain inhibitor |
WO2020234445A1 (en) | 2019-05-23 | 2020-11-26 | F. Hoffmann-La Roche Ag | Combination therapy with a bet inhibitor and a bcl-2 inhibitor |
WO2020238785A1 (zh) | 2019-05-24 | 2020-12-03 | 正大天晴药业集团股份有限公司 | 包括甲基和三氟甲基的双取代磺酰胺类选择性bcl-2抑制剂 |
WO2021037933A1 (en) | 2019-08-28 | 2021-03-04 | Astrazeneca Ab | Combination of azd2811 nanoparticles, 5-azacitidine and venetoclax for use in the treatment of cancer |
CN112661751B (zh) * | 2019-10-16 | 2024-06-14 | 南京天印健华医药科技有限公司 | 作为bcl-2抑制剂的杂环化合物 |
US20230002369A1 (en) * | 2019-10-28 | 2023-01-05 | Beigene, Ltd. | Bcl-2 INHIBITORS |
WO2021110102A1 (en) * | 2019-12-02 | 2021-06-10 | Beigene, Ltd. | Methods of cancer treatment using bcl-2 inhibitor |
CN115397825A (zh) * | 2020-04-29 | 2022-11-25 | 正大天晴药业集团股份有限公司 | 三氟甲基和氯双取代的磺酰胺类选择性bcl-2抑制剂的晶体 |
CN111848607B (zh) * | 2020-07-22 | 2023-03-17 | 长沙创新药物工业技术研究院有限公司 | 一种新型bcl-2/bcl-xl抑制剂、药物组合物及用途 |
CN114057728A (zh) * | 2020-08-06 | 2022-02-18 | 北京诺诚健华医药科技有限公司 | 作为bcl-2抑制剂的杂环化合物 |
US20230398110A1 (en) * | 2020-08-21 | 2023-12-14 | Ascentage Pharma (Suzhou) Co., Ltd. | Compositions and methods for treating non-alcoholic steatohepatitis |
CN114478520A (zh) * | 2020-10-28 | 2022-05-13 | 杭州和正医药有限公司 | Bcl-2蛋白凋亡诱导剂及应用 |
CN114736203A (zh) * | 2021-01-07 | 2022-07-12 | 南京天印健华医药科技有限公司 | 作为bcl-2抑制剂的杂环化合物 |
US11834450B2 (en) * | 2021-03-19 | 2023-12-05 | Eil Therapeutics, Inc. | Compounds having ((3-nitrophenyl)sulfonyl)acetamide as BCL-2 inhibitors |
CN117616023A (zh) * | 2021-04-13 | 2024-02-27 | 爱新医药科技(香港)有限公司 | Bcl-2或bcl-2/bcl-xl调节剂及其用途 |
EP4353722A1 (en) | 2021-06-04 | 2024-04-17 | Chia Tai Tianqing Pharmaceutical Group Co., Ltd. | Phosphate of trifluoromethyl-substituted sulfonamide compound |
WO2023030363A1 (en) * | 2021-08-31 | 2023-03-09 | Beigene, Ltd. | Solid forms of bcl-2 inhibitors, method of preparation, and use thereof |
IT202100025976A1 (it) | 2021-10-06 | 2023-04-06 | Univ Degli Studi Di Perugia | Combinazione di principi attivi per il trattamento della leucemia acuta mieloide (LAM) con mutazione della nucleofosmina (NPM1) |
KR20240118146A (ko) | 2021-12-09 | 2024-08-02 | 유니버시티 오브 플로리다 리서치 파운데이션, 아이엔씨. | 암 치료용 bcl-xl/bcl-2 이중 분해제 |
WO2024012557A1 (en) * | 2022-07-15 | 2024-01-18 | Berrybio (Hong Kong) Limited | Anti-apoptotic bcl-2 family protein degraders, pharmaceutical compositions, and therapeutic applications |
WO2024017354A1 (en) * | 2022-07-21 | 2024-01-25 | Beigene, Ltd. | Methods of treating multiple myeloma using bcl-2 inhibitor |
CN115260191B (zh) * | 2022-09-29 | 2022-12-27 | 上海睿跃生物科技有限公司 | 哌啶类化合物及其制备方法和应用 |
KR102598137B1 (ko) | 2022-11-24 | 2023-11-06 | 율촌화학 주식회사 | 고차단성 생분해 필름 및 이의 제조방법 |
EP4421075A1 (en) | 2023-02-27 | 2024-08-28 | KRKA, d.d., Novo mesto | Process for the preparation of venetoclax and intermediates used therein |
Family Cites Families (71)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2579596B1 (fr) * | 1985-03-26 | 1987-11-20 | Inst Nat Sante Rech Med | (imidazolyl-4) piperidines, leur preparation et leur application en therapeutique |
CA1338238C (en) * | 1988-01-07 | 1996-04-09 | David John Carini | Angiotensin ii receptor blocking imidazoles and combinations thereof with diuretics and nsaids |
CA2016710A1 (en) * | 1989-05-15 | 1990-11-15 | Prasun K. Chakravarty | Substituted benzimidazoles as angiotensin ii antagonists |
GB9110625D0 (en) * | 1991-05-16 | 1991-07-03 | Glaxo Group Ltd | Chemical compounds |
CA2400368A1 (en) * | 1992-12-02 | 1994-06-09 | Allen J. Duplantier | Catechol diethers as selective pde iv inhibitors |
MY115155A (en) | 1993-09-09 | 2003-04-30 | Upjohn Co | Substituted oxazine and thiazine oxazolidinone antimicrobials. |
PT1019385E (pt) | 1995-09-15 | 2004-06-30 | Upjohn Co | N-oxidos de aminoaril-oxazolidinona |
JP3409029B2 (ja) * | 1997-10-03 | 2003-05-19 | メルク フロスト カナダ アンド カンパニー | Pdeiv阻害剤としてのアリールチオフェン誘導体 |
US20030220234A1 (en) | 1998-11-02 | 2003-11-27 | Selvaraj Naicker | Deuterated cyclosporine analogs and their use as immunodulating agents |
CZ200172A3 (cs) | 1998-07-06 | 2001-08-15 | Bristol-Myers Squibb Company | Bifenylsulfonamidy jako duální antagonisty receptoru angiotensinového a endothelinového receptoru |
DE19830430A1 (de) * | 1998-07-08 | 2000-01-13 | Hoechst Marion Roussel De Gmbh | Schwefelsubstituierte Sulfonylamino-carbonsäure-N-arylamide, ihre Herstellung, ihre Verwendung und sie enthaltende pharmazeutische Präparate |
GB9918037D0 (en) | 1999-07-30 | 1999-09-29 | Biochemie Gmbh | Organic compounds |
MXPA02006474A (es) | 1999-12-28 | 2002-11-29 | Eisai Co Ltd | Compuestos heterociclicos que contienen sulfonamida. |
GB2361003A (en) * | 2000-04-07 | 2001-10-10 | Astrazeneca Ab | Novel compounds |
US20020055631A1 (en) | 2000-09-20 | 2002-05-09 | Augeri David J. | N-acylsulfonamide apoptosis promoters |
AR031130A1 (es) * | 2000-09-20 | 2003-09-10 | Abbott Lab | N-acilsulfonamidas promotoras de la apoptosis |
US6720338B2 (en) | 2000-09-20 | 2004-04-13 | Abbott Laboratories | N-acylsulfonamide apoptosis promoters |
US6995162B2 (en) | 2001-01-12 | 2006-02-07 | Amgen Inc. | Substituted alkylamine derivatives and methods of use |
SK14642003A3 (sk) | 2001-06-06 | 2004-12-01 | Eli Lilly And Company | Benzoylsulfónamidy a sulfonylbenzamidíny ako protinádorové činidlá |
US20030059489A1 (en) | 2001-09-24 | 2003-03-27 | Canolio Inc. | Genital lubricating compositions and uses thereof |
US20030134853A1 (en) * | 2001-09-26 | 2003-07-17 | Priestley Eldon Scott | Compounds useful for treating hepatitis C virus |
FR2836914B1 (fr) * | 2002-03-11 | 2008-03-14 | Aventis Pharma Sa | Indazoles substitues, compositions les contenant, procede de fabrication et utilisation |
GB0215650D0 (en) * | 2002-07-05 | 2002-08-14 | Cyclacel Ltd | Bisarylsufonamide compounds |
US6995787B2 (en) | 2002-08-21 | 2006-02-07 | Adams Steven L | Sports projectile and camera apparatus |
WO2005024636A1 (ja) | 2003-09-04 | 2005-03-17 | Hitachi Ulsi Systems Co., Ltd. | 半導体装置 |
WO2005049593A2 (en) | 2003-11-13 | 2005-06-02 | Abbott Laboratories | N-acylsulfonamide apoptosis promoters |
US7973161B2 (en) * | 2003-11-13 | 2011-07-05 | Abbott Laboratories | Apoptosis promoters |
US7767684B2 (en) | 2003-11-13 | 2010-08-03 | Abbott Laboratories | Apoptosis promoters |
US7642260B2 (en) | 2003-11-13 | 2010-01-05 | Abbott Laboratories, Inc. | Apoptosis promoters |
US8614318B2 (en) | 2003-11-13 | 2013-12-24 | Abbvie Inc. | Apoptosis promoters |
DE602004009344T2 (de) | 2004-04-19 | 2008-07-10 | Symed Labs Ltd., Hyderabad | Neues verfahren zur herstellung von linezolid und verwandten verbindungen |
BRPI0511070A (pt) * | 2004-06-17 | 2007-11-27 | Infinity Pharmaceuticals Inc | compostos e processos para inibição da interação de proteìnas bcl com parceiros de ligação |
ATE429423T1 (de) | 2004-07-20 | 2009-05-15 | Symed Labs Ltd | Neue zwischenprodukte für linezolid und verwandte verbindungen |
US7361764B2 (en) * | 2004-07-27 | 2008-04-22 | Sgx Pharmaceuticals, Inc. | Pyrrolo-pyridine kinase modulators |
EP1804823A4 (en) | 2004-09-29 | 2010-06-09 | Amr Technology Inc | NEW CYCLOSPORIN ANALOGUE AND ITS PHARMACEUTICAL APPLICATIONS |
US8624027B2 (en) | 2005-05-12 | 2014-01-07 | Abbvie Inc. | Combination therapy for treating cancer and diagnostic assays for use therein |
TWI337182B (en) * | 2005-05-12 | 2011-02-11 | Abbott Lab | Apoptosis promoters |
US20080300267A1 (en) | 2005-05-16 | 2008-12-04 | Barun Okram | Compounds and Compositions as Protein Kinase Inhibitors |
TW200716636A (en) | 2005-05-31 | 2007-05-01 | Speedel Experimenta Ag | Heterocyclic spiro-compounds |
TWI473808B (zh) | 2005-06-22 | 2015-02-21 | Plexxikon Inc | 用於激酶調節的化合物及方法及其適應症 |
US7514068B2 (en) | 2005-09-14 | 2009-04-07 | Concert Pharmaceuticals Inc. | Biphenyl-pyrazolecarboxamide compounds |
US20070115787A1 (en) * | 2005-11-23 | 2007-05-24 | Seagate Technology Llc | Planar optical device for generating optical nanojets |
JP5277168B2 (ja) | 2006-09-05 | 2013-08-28 | アボット・ラボラトリーズ | 血小板過剰を治療するbclインヒビター |
US8796267B2 (en) | 2006-10-23 | 2014-08-05 | Concert Pharmaceuticals, Inc. | Oxazolidinone derivatives and methods of use |
US20080182845A1 (en) | 2006-11-16 | 2008-07-31 | Abbott Laboratories | Method of preventing or treating organ, hematopoietic stem cell or bone marrow transplant rejection |
WO2008098857A1 (en) | 2007-02-15 | 2008-08-21 | F. Hoffmann-La Roche Ag | 2-aminooxazolines as taar1 ligands |
WO2008124878A1 (en) | 2007-04-13 | 2008-10-23 | Cryptopharma Pty Ltd | Non-steroidal compounds |
KR20100012031A (ko) | 2007-04-19 | 2010-02-04 | 콘서트 파마슈티컬즈, 인크. | 중수소화된 모르폴리닐 화합물 |
US7531685B2 (en) | 2007-06-01 | 2009-05-12 | Protia, Llc | Deuterium-enriched oxybutynin |
WO2009035598A1 (en) | 2007-09-10 | 2009-03-19 | Concert Pharmaceuticals, Inc. | Deuterated pirfenidone |
US20090118238A1 (en) | 2007-09-17 | 2009-05-07 | Protia, Llc | Deuterium-enriched alendronate |
US20090082471A1 (en) | 2007-09-26 | 2009-03-26 | Protia, Llc | Deuterium-enriched fingolimod |
US20090088416A1 (en) | 2007-09-26 | 2009-04-02 | Protia, Llc | Deuterium-enriched lapaquistat |
WO2009045476A1 (en) | 2007-10-02 | 2009-04-09 | Concert Pharmaceuticals, Inc. | Pyrimidinedione derivatives |
US20090098118A1 (en) * | 2007-10-15 | 2009-04-16 | Thomas Friess | Combination therapy of a type ii anti-cd20 antibody with an anti-bcl-2 active agent |
US20090105338A1 (en) | 2007-10-18 | 2009-04-23 | Protia, Llc | Deuterium-enriched gabexate mesylate |
US8410124B2 (en) | 2007-10-18 | 2013-04-02 | Concert Pharmaceuticals Inc. | Deuterated etravirine |
AU2008317375B2 (en) | 2007-10-26 | 2013-02-28 | Concert Pharmaceuticals, Inc. | Deuterated darunavir |
US8168784B2 (en) * | 2008-06-20 | 2012-05-01 | Abbott Laboratories | Processes to make apoptosis promoters |
US8557983B2 (en) | 2008-12-04 | 2013-10-15 | Abbvie Inc. | Apoptosis-inducing agents for the treatment of cancer and immune and autoimmune diseases |
UA108193C2 (uk) * | 2008-12-04 | 2015-04-10 | Апоптозіндукуючий засіб для лікування раку і імунних і аутоімунних захворювань | |
US20100160322A1 (en) | 2008-12-04 | 2010-06-24 | Abbott Laboratories | Apoptosis-inducing agents for the treatment of cancer and immune and autoimmune diseases |
US8563735B2 (en) | 2008-12-05 | 2013-10-22 | Abbvie Inc. | Bcl-2-selective apoptosis-inducing agents for the treatment of cancer and immune diseases |
NZ592801A (en) | 2008-12-05 | 2013-08-30 | Abbvie Inc | Sulfonamide derivatives as bcl-2-selective apoptosis-inducing agents for the treatment of cancer and immune diseases |
US8586754B2 (en) | 2008-12-05 | 2013-11-19 | Abbvie Inc. | BCL-2-selective apoptosis-inducing agents for the treatment of cancer and immune diseases |
US20110245156A1 (en) | 2008-12-09 | 2011-10-06 | Cytokine Pharmasciences, Inc. | Novel antiviral compounds, compositions, and methods of use |
WO2010072734A2 (en) | 2008-12-23 | 2010-07-01 | The Provost Fellows And Scholars Of The College Of The Holy And Undivided Trinity Of Queen Elizabeth Near Dublin | Targeting prodrugs and compositions for the treatment of gastrointestinal diseases |
CA2747835A1 (en) * | 2009-01-19 | 2010-07-22 | Abbott Laboratories | Apoptosis-inducing agents for the treatment of cancer and immune and autoimmune diseases |
AU2010204555B2 (en) | 2009-01-19 | 2013-03-07 | Abbvie Inc. | Apoptosis-inducing agents for the treatment of cancer and immune and autoimmune diseases |
US8546399B2 (en) | 2009-05-26 | 2013-10-01 | Abbvie Inc. | Apoptosis inducing agents for the treatment of cancer and immune and autoimmune diseases |
UA106079C2 (uk) * | 2009-05-26 | 2014-07-25 | Еббві Бахамаз Лтд. | Індукуючі апоптоз засоби для лікування злоякісної пухлини і імунних і аутоімунних захворювань |
-
2010
- 2010-05-26 UA UAA201115309A patent/UA106079C2/uk unknown
- 2010-05-26 TW TW103138402A patent/TWI537269B/zh active
- 2010-05-26 KR KR1020237028352A patent/KR20230128571A/ko active Search and Examination
- 2010-05-26 HU HUE10721246A patent/HUE027698T2/en unknown
- 2010-05-26 EP EP10721246.6A patent/EP2435432B3/en active Active
- 2010-05-26 KR KR1020157014221A patent/KR101723378B1/ko active IP Right Review Request
- 2010-05-26 CN CN201510215766.6A patent/CN104906100A/zh active Pending
- 2010-05-26 CR CR20170019A patent/CR20170019A/es unknown
- 2010-05-26 KR KR1020187011857A patent/KR101920202B1/ko active IP Right Grant
- 2010-05-26 MX MX2011012257A patent/MX339469B/es active IP Right Grant
- 2010-05-26 TW TW104138114A patent/TWI561523B/zh active
- 2010-05-26 IL IL299019A patent/IL299019A/en unknown
- 2010-05-26 RU RU2014132884/04A patent/RU2573832C2/ru active
- 2010-05-26 NZ NZ595708A patent/NZ595708A/en unknown
- 2010-05-26 CN CN201080023068.1A patent/CN102448959B/zh active Active
- 2010-05-26 HR HRP20151001TT patent/HRP20151001T4/hr unknown
- 2010-05-26 EP EP19195104.5A patent/EP3656771A1/en not_active Withdrawn
- 2010-05-26 UY UY0001032668A patent/UY32668A/es active IP Right Grant
- 2010-05-26 EP EP15167892.7A patent/EP2944638A1/en not_active Withdrawn
- 2010-05-26 TW TW099116922A patent/TWI476195B/zh active
- 2010-05-26 CN CN201510165051.4A patent/CN104876927B/zh active Active
- 2010-05-26 KR KR1020187032920A patent/KR102001418B1/ko active IP Right Grant
- 2010-05-26 JP JP2012513209A patent/JP5747025B2/ja active Active
- 2010-05-26 BR BRPI1014359-9A patent/BRPI1014359B1/pt active IP Right Grant
- 2010-05-26 PL PL10721246.6T patent/PL2435432T6/pl unknown
- 2010-05-26 PT PT107212466T patent/PT2435432E/pt unknown
- 2010-05-26 SG SG10201704742YA patent/SG10201704742YA/en unknown
- 2010-05-26 CN CN201910270919.5A patent/CN109966294A/zh active Pending
- 2010-05-26 CA CA2929347A patent/CA2929347A1/en not_active Abandoned
- 2010-05-26 AR ARP100101806A patent/AR076705A1/es active IP Right Grant
- 2010-05-26 AU AU2010254160A patent/AU2010254160C1/en active Active
- 2010-05-26 DK DK10721246.6T patent/DK2435432T6/da active
- 2010-05-26 WO PCT/US2010/036198 patent/WO2010138588A2/en active Application Filing
- 2010-05-26 KR KR1020197033737A patent/KR20190130676A/ko active Application Filing
- 2010-05-26 SI SI201031011T patent/SI2435432T2/sl unknown
- 2010-05-26 MY MYPI2011005633A patent/MY155645A/en unknown
- 2010-05-26 CA CA3052016A patent/CA3052016A1/en not_active Abandoned
- 2010-05-26 SG SG2011075843A patent/SG175253A1/en unknown
- 2010-05-26 BR BR122019016429-0A patent/BR122019016429B1/pt active IP Right Grant
- 2010-05-26 KR KR1020197020313A patent/KR20190086591A/ko active IP Right Grant
- 2010-05-26 CA CA3206963A patent/CA3206963A1/en active Pending
- 2010-05-26 KR KR1020117030916A patent/KR101659583B1/ko active Protection Beyond IP Right Term
- 2010-05-26 ME MEP-2015-124A patent/ME02205B/me unknown
- 2010-05-26 RS RS20150592A patent/RS54234B2/sr unknown
- 2010-05-26 ES ES10721246T patent/ES2546294T7/es active Active
- 2010-05-26 CN CN201910261444.3A patent/CN109897038B/zh active Active
- 2010-05-26 CA CA2759182A patent/CA2759182C/en active Active
- 2010-05-26 RU RU2011152973A patent/RU2535347C3/ru active Protection Beyond IP Right Term
- 2010-05-26 KR KR1020177008201A patent/KR20170037683A/ko active Application Filing
- 2010-05-26 PE PE2011002025A patent/PE20120345A1/es active IP Right Grant
- 2010-11-22 US US12/951,344 patent/US8580794B2/en active Active
- 2010-11-23 UY UY0001033047A patent/UY33047A/es not_active Application Discontinuation
-
2011
- 2011-10-09 IL IL215644A patent/IL215644A/en active IP Right Grant
- 2011-11-17 MX MX2019012154A patent/MX2019012154A/es unknown
- 2011-11-22 CL CL2011002949A patent/CL2011002949A1/es unknown
- 2011-11-23 ZA ZA2011/08616A patent/ZA201108616B/en unknown
- 2011-11-25 DO DO2011000367A patent/DOP2011000367A/es unknown
- 2011-11-25 CR CR20110632A patent/CR20110632A/es unknown
- 2011-12-26 CO CO11178424A patent/CO6480950A2/es not_active Application Discontinuation
- 2011-12-26 EC EC2011011554A patent/ECSP11011554A/es unknown
-
2012
- 2012-04-19 HK HK12103892.9A patent/HK1163099A1/xx unknown
-
2015
- 2015-01-09 JP JP2015003098A patent/JP6038195B2/ja active Active
- 2015-02-10 PH PH12015500297A patent/PH12015500297A1/en unknown
- 2015-09-23 CY CY20151100832T patent/CY1117423T1/el unknown
- 2015-09-24 SM SM201500225T patent/SMT201500225B/xx unknown
- 2015-12-18 RU RU2015154494A patent/RU2628885C2/ru active
-
2016
- 2016-03-25 HK HK16103532.1A patent/HK1215576A1/zh unknown
- 2016-10-31 JP JP2016212548A patent/JP6353506B2/ja active Active
-
2017
- 2017-05-16 HU HUS1700021C patent/HUS1700021I1/hu unknown
- 2017-05-16 NL NL300873C patent/NL300873I2/nl unknown
- 2017-05-18 LT LTPA2017015C patent/LTC2435432I2/lt unknown
- 2017-05-25 CY CY2017019C patent/CY2017019I1/el unknown
- 2017-05-29 FI FIEP10721246.6T patent/FI2435432T6/fi active
- 2017-05-29 NO NO2017023C patent/NO2017023I2/no unknown
- 2017-08-07 IL IL253891A patent/IL253891A0/en unknown
- 2017-10-18 AR ARP170102895A patent/AR109974A2/es active IP Right Grant
-
2018
- 2018-04-18 JP JP2018079598A patent/JP2018138577A/ja not_active Ceased
- 2018-07-31 UY UY0001037825A patent/UY37825A/es active IP Right Grant
-
2019
- 2019-09-03 IL IL26909219A patent/IL269092A/en unknown
- 2019-10-17 JP JP2019189974A patent/JP2020023545A/ja not_active Ceased
-
2021
- 2021-09-01 IL IL286036A patent/IL286036A/en unknown
- 2021-12-09 JP JP2021199837A patent/JP2022033939A/ja not_active Ceased
-
2023
- 2023-01-10 JP JP2023001499A patent/JP2023040165A/ja active Pending
Also Published As
Similar Documents
Publication | Publication Date | Title |
---|---|---|
HRP20151001T1 (hr) | Sredstva kao induktori apoptoze za lijeäśenje raka te imunih i autoimunih bolesti | |
JP2019038820A5 (hr) | ||
JP2012528178A5 (hr) | ||
JP2017048219A5 (hr) | ||
RU2497822C2 (ru) | Селективные к bcl-2 агенты, вызывающие апоптоз, для лечения рака и иммунных заболеваний | |
JP2016517406A5 (hr) | ||
RU2012127760A (ru) | Bcl-2-селективные апоптоз-индуцирующие средства для лечения рака и иммунных заболеваний | |
RU2015143917A (ru) | Индуцирующие апоптоз средства для лечения злокачественной опухоли и иммунологических и аутоиммунных заболеваний | |
US10195213B2 (en) | Chemical entities that kill senescent cells for use in treating age-related disease | |
RU2347777C2 (ru) | Двойные агонисты nk1/nk3 для лечения шизофрении | |
JP2013540823A5 (hr) | ||
TWI637752B (zh) | 可注射製劑 | |
JP2015526441A5 (hr) | ||
JP2013512900A5 (hr) | ||
RU2013124824A (ru) | Твердые дисперсии, содержащие средства, вызывающие апоптоз | |
JP2013528204A5 (hr) | ||
JP2013532727A5 (hr) | ||
CA2735400A1 (en) | Piperazine d3 and 5-ht2a receptor modulators | |
RU2015108894A (ru) | СОЕДИНЕНИЯ 4-ГЕТЕРОАРИЛЗАМЕЩЕННОЙ БЕНЗОЙНОЙ КИСЛОТЫ В КАЧЕСТВЕ ИНГИБИТОРОВ RORгаммаТ И ИХ ПРИМЕНЕНИЯ | |
JP2015520752A5 (hr) | ||
BR112012017713A2 (pt) | Aminopiridina, formulação farmacêutica, processo para a preparação de um derivado de aminopiridina, intermediário, e, uso de uma aminopiridina ou de uma formulação farmacêutica | |
CA2628844A1 (en) | Pyrazole derivatives and their medical use | |
JP2017504631A5 (hr) | ||
JP3221880B2 (ja) | 抗うつ作用を有する医薬組成物としての2‐アミノ‐6‐n‐プロピル‐アミノ‐4,5,6,7‐テトラヒドロベンゾチアゾールの使用 | |
TW200948359A (en) | Pharmaceutical dosage form for oral administration of tyrosine kinase inhibitor |