TWI855062B - Bcl-2抑制劑 - Google Patents

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Publication number

TWI855062B

TWI855062B TW109114185A TW109114185A TWI855062B TW I855062 B TWI855062 B TW I855062B TW 109114185 A TW109114185 A TW 109114185A TW 109114185 A TW109114185 A TW 109114185A TW I855062 B TWI855062 B TW I855062B

Authority

TW

Taiwan

Prior art keywords

methyl

amino

oxy

azaspiro

benzamide

Prior art date

2018-04-29

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• 229940123711 Bcl2 inhibitor Drugs 0.000 title description 5
• 239000012664 BCL-2-inhibitor Substances 0.000 title description 4
• 150000001875 compounds Chemical class 0.000 claims abstract description 205
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 40
• 201000010099 disease Diseases 0.000 claims abstract description 27
• 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 12
• KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims description 419
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 169
• -1 3-nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)phenyl Chemical group 0.000 claims description 89
• 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 71
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 34
• 150000003839 salts Chemical class 0.000 claims description 25
• ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical group C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 21
• 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 20
• 230000006907 apoptotic process Effects 0.000 claims description 16
• UJZVNRFOZNBQGL-VQOCUYOESA-N N-[4-[[(2R)-1,4-dioxan-2-yl]methylamino]-3-nitrophenyl]sulfonyl-4-[2-[(2S)-2-(2-ethylphenyl)pyrrolidin-1-yl]-7-azaspiro[3.5]nonan-7-yl]-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C(C1=C(C=CC=C1)[C@H]1N(C2CC3(C2)CCN(CC3)C2=CC(OC3=CN=C4C(C=CN4)=C3)=C(C(=O)NS(=O)(=O)C3=CC(N(=O)=O)=C(NC[C@H]4OCCOC4)C=C3)C=C2)CCC1)C UJZVNRFOZNBQGL-VQOCUYOESA-N 0.000 claims description 4
• UJZVNRFOZNBQGL-HQLCXMBOSA-N N-[4-[[(2S)-1,4-dioxan-2-yl]methylamino]-3-nitrophenyl]sulfonyl-4-[2-[(2S)-2-(2-ethylphenyl)pyrrolidin-1-yl]-7-azaspiro[3.5]nonan-7-yl]-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1(=CC=CC=C1[C@H]1N(C2CC3(C2)CCN(CC3)C2=CC(OC3=CN=C4C(C=CN4)=C3)=C(C(=O)NS(=O)(=O)C3=CC(N(=O)=O)=C(NC[C@H]4COCCO4)C=C3)C=C2)CCC1)CC UJZVNRFOZNBQGL-HQLCXMBOSA-N 0.000 claims description 4
• 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
• 239000003814 drug Substances 0.000 claims description 4
• 230000003331 prothrombotic effect Effects 0.000 claims description 4
• 125000004400 (C1-C12) alkyl group Chemical group 0.000 claims description 3
• KYCGDQCURKVJHT-FAIXQHPJSA-N 2-(6-amino-5-chloropyridin-3-yl)oxy-4-[2-[(2S)-2-(2-cyclopropylphenyl)pyrrolidin-1-yl]-7-azaspiro[3.5]nonan-7-yl]-N-[3-nitro-4-(oxan-4-ylmethylamino)phenyl]sulfonylbenzamide Chemical compound C1(=CC=CC=C1[C@H]1N(C2CC3(C2)CCN(C2=CC=C(C(OC4=CN=C(C(Cl)=C4)N)=C2)C(=O)NS(=O)(=O)C2=CC(N(=O)=O)=C(NCC4CCOCC4)C=C2)CC3)CCC1)C1CC1 KYCGDQCURKVJHT-FAIXQHPJSA-N 0.000 claims description 3
• ORZUFNOOMDCXOS-LDLOPFEMSA-N 4-[2-[(2R)-2-(2-chlorophenyl)pyrrolidin-1-yl]-7-azaspiro[3.5]nonan-7-yl]-N-[3-nitro-4-(oxan-4-ylmethylamino)phenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1(=CC=CC=C1[C@H]1CCCN1C1CC2(C1)CCN(CC2)C1=CC(OC2=CN=C3C(=C2)C=CN3)=C(C(=O)NS(=O)(=O)C2=CC(N(=O)=O)=C(NCC3CCOCC3)C=C2)C=C1)Cl ORZUFNOOMDCXOS-LDLOPFEMSA-N 0.000 claims description 3
• IVXFXSGHRVGVIZ-HUESYALOSA-N 4-[2-[(2R)-2-(2-cyclopropylphenyl)pyrrolidin-1-yl]-7-azaspiro[3.5]nonan-7-yl]-N-[3-nitro-4-(oxan-4-ylmethylamino)phenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1(C2=C([C@H]3CCCN3C3CC4(C3)CCN(CC4)C3=CC(OC4=CN=C5C(=C4)C=CN5)=C(C(=O)NS(=O)(=O)C4=CC(N(=O)=O)=C(NCC5CCOCC5)C=C4)C=C3)C=CC=C2)CC1 IVXFXSGHRVGVIZ-HUESYALOSA-N 0.000 claims description 3
• USLQMSCWXYWOMC-LDLOPFEMSA-N 4-[2-[(2R)-2-(3-chlorophenyl)pyrrolidin-1-yl]-7-azaspiro[3.5]nonan-7-yl]-N-[3-nitro-4-(oxan-4-ylmethylamino)phenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1=C(C=CC=C1[C@H]1CCCN1C1CC2(C1)CCN(CC2)C1=CC(OC2=CN=C3C(=C2)C=CN3)=C(C(=O)NS(=O)(=O)C2=CC(N(=O)=O)=C(NCC3CCOCC3)C=C2)C=C1)Cl USLQMSCWXYWOMC-LDLOPFEMSA-N 0.000 claims description 3
• ORZUFNOOMDCXOS-KDXMTYKHSA-N 4-[2-[(2S)-2-(2-chlorophenyl)pyrrolidin-1-yl]-7-azaspiro[3.5]nonan-7-yl]-N-[3-nitro-4-(oxan-4-ylmethylamino)phenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound ClC1=C(C=CC=C1)[C@H]1N(C2CC3(C2)CCN(C2=CC(OC4=CN=C5C(C=CN5)=C4)=C(C(=O)NS(=O)(=O)C4=CC(N(=O)=O)=C(NCC5CCOCC5)C=C4)C=C2)CC3)CCC1 ORZUFNOOMDCXOS-KDXMTYKHSA-N 0.000 claims description 3
• IVXFXSGHRVGVIZ-WBCKFURZSA-N 4-[2-[(2S)-2-(2-cyclopropylphenyl)pyrrolidin-1-yl]-7-azaspiro[3.5]nonan-7-yl]-N-[3-nitro-4-(oxan-4-ylmethylamino)phenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1(=CC=CC=C1[C@H]1N(C2CC3(C2)CCN(CC3)C2=CC(OC3=CN=C4C(=C3)C=CN4)=C(C(=O)NS(=O)(=O)C3=CC(N(=O)=O)=C(NCC4CCOCC4)C=C3)C=C2)CCC1)C1CC1 IVXFXSGHRVGVIZ-WBCKFURZSA-N 0.000 claims description 3
• ZOCXBGYQWZTRCP-OCUJDILZSA-N 4-[2-[(2S)-2-(2-cyclopropylphenyl)pyrrolidin-1-yl]-7-azaspiro[3.5]nonan-7-yl]-N-[4-[[(2R)-1,4-dioxan-2-yl]methylamino]-3-nitrophenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1(C2=C(C=CC=C2)[C@H]2N(C3CC4(C3)CCN(CC4)C3=CC(OC4=CN=C5C(=C4)C=CN5)=C(C(=O)NS(=O)(=O)C4=CC(N(=O)=O)=C(NC[C@H]5OCCOC5)C=C4)C=C3)CCC2)CC1 ZOCXBGYQWZTRCP-OCUJDILZSA-N 0.000 claims description 3
• ZOCXBGYQWZTRCP-HXOSKORISA-N 4-[2-[(2S)-2-(2-cyclopropylphenyl)pyrrolidin-1-yl]-7-azaspiro[3.5]nonan-7-yl]-N-[4-[[(2S)-1,4-dioxan-2-yl]methylamino]-3-nitrophenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1(C2=C(C=CC=C2)[C@H]2N(C3CC4(C3)CCN(CC4)C3=CC(OC4=CN=C5C(=C4)C=CN5)=C(C(=O)NS(=O)(=O)C4=CC(N(=O)=O)=C(NC[C@H]5COCCO5)C=C4)C=C3)CCC2)CC1 ZOCXBGYQWZTRCP-HXOSKORISA-N 0.000 claims description 3
• JQQLQJPCXNPDNY-RWYGWLOXSA-N 4-[2-[(2S)-2-(2-ethylphenyl)pyrrolidin-1-yl]-7-azaspiro[3.5]nonan-7-yl]-N-[3-nitro-4-(oxan-4-ylmethylamino)phenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound CCC1=C(C=CC=C1)[C@H]1N(C2CC3(C2)CCN(CC3)C2=CC(OC3=CN=C4C(C=CN4)=C3)=C(C(=O)NS(=O)(=O)C3=CC(N(=O)=O)=C(NCC4CCOCC4)C=C3)C=C2)CCC1 JQQLQJPCXNPDNY-RWYGWLOXSA-N 0.000 claims description 3
• PQZMBEHPDXZWSS-FAIXQHPJSA-N 4-[2-[(2S)-2-(2-ethylphenyl)pyrrolidin-1-yl]-7-azaspiro[3.5]nonan-7-yl]-N-[4-[(4-fluorooxan-4-yl)methylamino]-3-nitrophenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1(=CC=CC=C1[C@H]1N(C2CC3(C2)CCN(CC3)C2=CC(OC3=CN=C4C(C=CN4)=C3)=C(C(=O)NS(=O)(=O)C3=CC=C(NCC4(F)CCOCC4)C(N(=O)=O)=C3)C=C2)CCC1)CC PQZMBEHPDXZWSS-FAIXQHPJSA-N 0.000 claims description 3
• REJCPQNUOGQCEV-KDXMTYKHSA-N 4-[2-[(2S)-2-(2-methoxyphenyl)pyrrolidin-1-yl]-7-azaspiro[3.5]nonan-7-yl]-N-[3-nitro-4-(oxan-4-ylmethylamino)phenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound O(C1=C(C=CC=C1)[C@H]1N(C2CC3(C2)CCN(C2=CC(OC4=CN=C5C(=C4)C=CN5)=C(C(=O)NS(=O)(=O)C4=CC(N(=O)=O)=C(NCC5CCOCC5)C=C4)C=C2)CC3)CCC1)C REJCPQNUOGQCEV-KDXMTYKHSA-N 0.000 claims description 3
• CTLLNNXPQIOPNO-UHFFFAOYSA-N 4-[2-[2-(2,4-dicyclopropylphenyl)pyrrolidin-1-yl]-7-azaspiro[3.5]nonan-7-yl]-N-[3-nitro-4-(oxan-4-ylmethylamino)phenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1C(C2=CC(C3CC3)=C(C3CCCN3C3CC4(C3)CCN(CC4)C3=CC(OC4=CN=C5C(=C4)C=CN5)=C(C(=O)NS(=O)(=O)C4=CC(N(=O)=O)=C(NCC5CCOCC5)C=C4)C=C3)C=C2)C1 CTLLNNXPQIOPNO-UHFFFAOYSA-N 0.000 claims description 3
• UUEGDMLOVHHQPJ-UHFFFAOYSA-N 4-[2-[2-(2,5-dicyclopropylphenyl)pyrrolidin-1-yl]-7-azaspiro[3.5]nonan-7-yl]-N-[3-nitro-4-(oxan-4-ylmethylamino)phenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1(=CC=C(C2CC2)C(C2CCCN2C2CC3(C2)CCN(CC3)C2=CC=C(C(OC3=CN=C4C(=C3)C=CN4)=C2)C(=O)NS(=O)(=O)C2=CC(N(=O)=O)=C(NCC3CCOCC3)C=C2)=C1)C1CC1 UUEGDMLOVHHQPJ-UHFFFAOYSA-N 0.000 claims description 3
• NEONUEYLWRESRU-UHFFFAOYSA-N 4-[2-[2-(2-cyclobutylphenyl)pyrrolidin-1-yl]-7-azaspiro[3.5]nonan-7-yl]-N-[3-nitro-4-(oxan-4-ylmethylamino)phenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1=C(C2CCC2)C(C2CCCN2C2CC3(C2)CCN(CC3)C2=CC(OC3=CN=C4C(=C3)C=CN4)=C(C(=O)NS(=O)(=O)C3=CC=C(NCC4CCOCC4)C(N(=O)=O)=C3)C=C2)=CC=C1 NEONUEYLWRESRU-UHFFFAOYSA-N 0.000 claims description 3
• VBNZMOFPLXNRMP-UHFFFAOYSA-N 4-[2-[2-(2-cyclopropylphenyl)pyrazolidin-1-yl]-7-azaspiro[3.5]nonan-7-yl]-N-[3-nitro-4-(oxan-4-ylmethylamino)phenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1(C2=C(N3N(C4CC5(C4)CCN(CC5)C4=CC(OC5=CN=C6C(C=CN6)=C5)=C(C(=O)NS(=O)(=O)C5=CC(N(=O)=O)=C(NCC6CCOCC6)C=C5)C=C4)CCC3)C=CC=C2)CC1 VBNZMOFPLXNRMP-UHFFFAOYSA-N 0.000 claims description 3
• FAOIUULSYDNOKF-UHFFFAOYSA-N 4-[2-[2-(2-methylphenyl)azepan-1-yl]-7-azaspiro[3.5]nonan-7-yl]-N-[3-nitro-4-(oxan-4-ylmethylamino)phenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound CC1=C(C2CCCCCN2C2CC3(C2)CCN(CC3)C2=CC(OC3=CN=C4C(C=CN4)=C3)=C(C(=O)NS(=O)(=O)C3=CC(N(=O)=O)=C(NCC4CCOCC4)C=C3)C=C2)C=CC=C1 FAOIUULSYDNOKF-UHFFFAOYSA-N 0.000 claims description 3
• FAXURESTHLBJIT-UHFFFAOYSA-N 4-[2-[2-(3-cyclopropylphenyl)pyrrolidin-1-yl]-7-azaspiro[3.5]nonan-7-yl]-N-[3-nitro-4-(oxan-4-ylmethylamino)phenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1=C(C=CC=C1C1CCCN1C1CC2(C1)CCN(CC2)C1=CC(OC2=CN=C3C(C=CN3)=C2)=C(C(=O)NS(=O)(=O)C2=CC(N(=O)=O)=C(NCC3CCOCC3)C=C2)C=C1)C1CC1 FAXURESTHLBJIT-UHFFFAOYSA-N 0.000 claims description 3
• VWSDVBINKMQJOV-UHFFFAOYSA-N 4-[2-[2-[2-(hydroxymethyl)phenyl]pyrrolidin-1-yl]-7-azaspiro[3.5]nonan-7-yl]-N-[3-nitro-4-(oxan-4-ylmethylamino)phenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C(C1=C(C2CCCN2C2CC3(C2)CCN(CC3)C2=CC(OC3=CN=C4C(C=CN4)=C3)=C(C(=O)NS(=O)(=O)C3=CC=C(NCC4CCOCC4)C(N(=O)=O)=C3)C=C2)C=CC=C1)O VWSDVBINKMQJOV-UHFFFAOYSA-N 0.000 claims description 3
• YYSRLCAYZIFUDC-UHFFFAOYSA-N 4-[2-[2-[2-(methoxymethyl)phenyl]pyrrolidin-1-yl]-7-azaspiro[3.5]nonan-7-yl]-N-[3-nitro-4-(oxan-4-ylmethylamino)phenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1(=CC=CC=C1C1CCCN1C1CC2(C1)CCN(CC2)C1=CC=C(C(=C1)OC1=CN=C2C(=C1)C=CN2)C(=O)NS(=O)(=O)C1=CC(N(=O)=O)=C(NCC2CCOCC2)C=C1)COC YYSRLCAYZIFUDC-UHFFFAOYSA-N 0.000 claims description 3
• DDXWENJWPRLEEY-DWHZGCDXSA-N 4-[3-[(2S)-2-(2-cyclopropylphenyl)pyrrolidin-1-yl]-8-azaspiro[4.5]decan-8-yl]-N-[3-nitro-4-(oxan-4-ylmethylamino)phenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1C[C@H](N(C1)C2CCC3(C2)CCN(CC3)C4=CC(=C(C=C4)C(=O)NS(=O)(=O)C5=CC(=C(C=C5)NCC6CCOCC6)[N+](=O)[O-])OC7=CN=C8C(=C7)C=CN8)C9=CC=CC=C9C1CC1 DDXWENJWPRLEEY-DWHZGCDXSA-N 0.000 claims description 3
• FXZNVBFTWMCAIT-RRHRGVEJSA-N 4-[6-[(2R)-2-(2-cyclopropylphenyl)pyrrolidin-1-yl]-2-azaspiro[3.3]heptan-2-yl]-N-[3-nitro-4-(oxan-4-ylmethylamino)phenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1C[C@@H](N(C1)C2CC3(C2)CN(C3)C4=CC(=C(C=C4)C(=O)NS(=O)(=O)C5=CC(=C(C=C5)NCC6CCOCC6)[N+](=O)[O-])OC7=CN=C8C(=C7)C=CN8)C9=CC=CC=C9C1CC1 FXZNVBFTWMCAIT-RRHRGVEJSA-N 0.000 claims description 3
• FXZNVBFTWMCAIT-FAIXQHPJSA-N 4-[6-[(2S)-2-(2-cyclopropylphenyl)pyrrolidin-1-yl]-2-azaspiro[3.3]heptan-2-yl]-N-[3-nitro-4-(oxan-4-ylmethylamino)phenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1C[C@H](N(C1)C2CC3(C2)CN(C3)C4=CC(=C(C=C4)C(=O)NS(=O)(=O)C5=CC(=C(C=C5)NCC6CCOCC6)[N+](=O)[O-])OC7=CN=C8C(=C7)C=CN8)C9=CC=CC=C9C1CC1 FXZNVBFTWMCAIT-FAIXQHPJSA-N 0.000 claims description 3
• YMCOURHGLLHPCL-HUESYALOSA-N 4-[7-[(2R)-2-(2-cyclopropylphenyl)pyrrolidin-1-yl]-2-azaspiro[3.5]nonan-2-yl]-N-[3-nitro-4-(oxan-4-ylmethylamino)phenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1(C2=C([C@H]3CCCN3C3CCC4(CN(C4)C4=CC(OC5=CN=C6NC=CC6=C5)=C(C(=O)NS(=O)(=O)C5=CC(N(=O)=O)=C(NCC6CCOCC6)C=C5)C=C4)CC3)C=CC=C2)CC1 YMCOURHGLLHPCL-HUESYALOSA-N 0.000 claims description 3
• YMCOURHGLLHPCL-WBCKFURZSA-N 4-[7-[(2S)-2-(2-cyclopropylphenyl)pyrrolidin-1-yl]-2-azaspiro[3.5]nonan-2-yl]-N-[3-nitro-4-(oxan-4-ylmethylamino)phenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1(C2=C(C=CC=C2)[C@H]2N(C3CCC4(CN(C4)C4=CC(OC5=CN=C6C(=C5)C=CN6)=C(C(=O)NS(=O)(=O)C5=CC(N(=O)=O)=C(NCC6CCOCC6)C=C5)C=C4)CC3)CCC2)CC1 YMCOURHGLLHPCL-WBCKFURZSA-N 0.000 claims description 3
• WAMJLKSAPBGJIG-YAJDJDSMSA-N 4-[8-[(2S)-2-(2-cyclopropylphenyl)pyrrolidin-1-yl]-2-azaspiro[4.5]decan-2-yl]-N-[3-nitro-4-(oxan-4-ylmethylamino)phenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound N1(C2=CC(OC3=CN=C4C(C=CN4)=C3)=C(C(=O)NS(=O)(=O)C3=CC(N(=O)=O)=C(NCC4CCOCC4)C=C3)C=C2)CC2(CCC(N3CCC[C@H]3C3=C(C=CC=C3)C3CC3)CC2)CC1 WAMJLKSAPBGJIG-YAJDJDSMSA-N 0.000 claims description 3
• BVKNFXYTUWGSKJ-USYZEHPZSA-N 4-[9-[(2R)-2-(2-cyclopropylphenyl)pyrrolidin-1-yl]-3-azaspiro[5.5]undecan-3-yl]-N-[3-nitro-4-(oxan-4-ylmethylamino)phenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1(=CC=CC=C1[C@H]1CCCN1C1CCC2(CCN(CC2)C2=CC(OC3=CN=C4C(=C3)C=CN4)=C(C(=O)NS(=O)(=O)C3=CC(N(=O)=O)=C(NCC4CCOCC4)C=C3)C=C2)CC1)C1CC1 BVKNFXYTUWGSKJ-USYZEHPZSA-N 0.000 claims description 3
• BVKNFXYTUWGSKJ-SJARJILFSA-N 4-[9-[(2S)-2-(2-cyclopropylphenyl)pyrrolidin-1-yl]-3-azaspiro[5.5]undecan-3-yl]-N-[3-nitro-4-(oxan-4-ylmethylamino)phenyl]sulfonyl-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C1(CC1)C1=C(C=CC=C1)[C@H]1N(C2CCC3(CCN(CC3)C3=CC=C(C(OC4=CN=C5C(=C4)C=CN5)=C3)C(=O)NS(=O)(=O)C3=CC(N(=O)=O)=C(NCC4CCOCC4)C=C3)CC2)CCC1 BVKNFXYTUWGSKJ-SJARJILFSA-N 0.000 claims description 3
• CLRIOMZLSLAWHG-WBCKFURZSA-N N-[3-nitro-4-(oxan-4-ylmethylamino)phenyl]sulfonyl-4-[2-[(2S)-2-(2-propan-2-ylphenyl)pyrrolidin-1-yl]-7-azaspiro[3.5]nonan-7-yl]-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide Chemical compound C(C)(C)C1=C(C=CC=C1)[C@H]1N(C2CC3(C2)CCN(CC3)C2=CC(OC3=CN=C4C(=C3)C=CN4)=C(C(=O)NS(=O)(=O)C3=CC(N(=O)=O)=C(NCC4CCOCC4)C=C3)C=C2)CCC1 CLRIOMZLSLAWHG-WBCKFURZSA-N 0.000 claims description 3
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