NZ550774A - Selected CGRP antagonists, method for the production thereof and their use as medicaments - Google Patents
Selected CGRP antagonists, method for the production thereof and their use as medicamentsInfo
- Publication number
- NZ550774A NZ550774A NZ550774A NZ55077405A NZ550774A NZ 550774 A NZ550774 A NZ 550774A NZ 550774 A NZ550774 A NZ 550774A NZ 55077405 A NZ55077405 A NZ 55077405A NZ 550774 A NZ550774 A NZ 550774A
- Authority
- NZ
- New Zealand
- Prior art keywords
- alkyl
- group
- amino
- oxo
- denotes
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 119
- 229940127597 CGRP antagonist Drugs 0.000 title claims description 28
- 238000004519 manufacturing process Methods 0.000 title claims description 5
- 239000003814 drug Substances 0.000 title description 2
- -1 1,3,4,5-tetrahydro-1,3-benzodiazepin-2-one-3-yl Chemical group 0.000 claims abstract description 622
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 187
- 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 152
- 150000001875 compounds Chemical class 0.000 claims abstract description 119
- 125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 claims abstract description 111
- 125000001424 substituent group Chemical group 0.000 claims abstract description 56
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 23
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 19
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 19
- 239000001301 oxygen Substances 0.000 claims abstract description 19
- 230000001154 acute effect Effects 0.000 claims abstract description 9
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 9
- 238000011321 prophylaxis Methods 0.000 claims abstract description 7
- 206010047141 Vasodilatation Diseases 0.000 claims abstract description 6
- BQJCRHHNABKAKU-KBQPJGBKSA-N morphine Chemical compound O([C@H]1[C@H](C=C[C@H]23)O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O BQJCRHHNABKAKU-KBQPJGBKSA-N 0.000 claims abstract description 6
- 238000011282 treatment Methods 0.000 claims abstract description 6
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- 150000003839 salts Chemical class 0.000 claims description 112
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 88
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 87
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 80
- 238000006243 chemical reaction Methods 0.000 claims description 79
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- 125000001153 fluoro group Chemical group F* 0.000 claims description 76
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 69
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 66
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 63
- 125000004076 pyridyl group Chemical group 0.000 claims description 63
- 229910052739 hydrogen Inorganic materials 0.000 claims description 62
- 125000000623 heterocyclic group Chemical group 0.000 claims description 56
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- 125000000217 alkyl group Chemical group 0.000 claims description 49
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 48
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- 125000005843 halogen group Chemical group 0.000 claims description 43
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- ORTFAQDWJHRMNX-UHFFFAOYSA-N hydroxidooxidocarbon(.) Chemical group O[C]=O ORTFAQDWJHRMNX-UHFFFAOYSA-N 0.000 claims description 43
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- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims description 36
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 33
- 125000003342 alkenyl group Chemical group 0.000 claims description 32
- 239000003574 free electron Substances 0.000 claims description 32
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 32
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 32
- 125000002618 bicyclic heterocycle group Chemical group 0.000 claims description 31
- 125000002911 monocyclic heterocycle group Chemical group 0.000 claims description 31
- 125000006239 protecting group Chemical group 0.000 claims description 29
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- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 claims description 25
- 150000001412 amines Chemical class 0.000 claims description 24
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- 125000005331 diazinyl group Chemical group N1=NC(=CC=C1)* 0.000 claims description 24
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 23
- 229910052794 bromium Inorganic materials 0.000 claims description 23
- 229910052740 iodine Inorganic materials 0.000 claims description 23
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 21
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 21
- 239000011737 fluorine Substances 0.000 claims description 21
- 150000007522 mineralic acids Chemical class 0.000 claims description 19
- 125000003118 aryl group Chemical group 0.000 claims description 18
- 125000001072 heteroaryl group Chemical group 0.000 claims description 18
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 18
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- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 17
- 125000000304 alkynyl group Chemical group 0.000 claims description 17
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims description 16
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 16
- 125000006650 (C2-C4) alkynyl group Chemical group 0.000 claims description 15
- 125000006656 (C2-C4) alkenyl group Chemical group 0.000 claims description 14
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims description 14
- 125000006529 (C3-C6) alkyl group Chemical group 0.000 claims description 13
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 13
- 238000001816 cooling Methods 0.000 claims description 13
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims description 13
- 125000006598 aminocarbonylamino group Chemical group 0.000 claims description 12
- 229910052701 rubidium Inorganic materials 0.000 claims description 12
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 claims description 10
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- 229910052705 radium Inorganic materials 0.000 claims description 10
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- 229920002554 vinyl polymer Polymers 0.000 claims description 10
- 125000006592 (C2-C3) alkenyl group Chemical group 0.000 claims description 9
- 239000013543 active substance Substances 0.000 claims description 9
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- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 claims description 9
- 125000005842 heteroatom Chemical group 0.000 claims description 9
- 125000004484 1-methylpiperidin-4-yl group Chemical group CN1CCC(CC1)* 0.000 claims description 8
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 8
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 8
- 125000004429 atom Chemical group 0.000 claims description 8
- 125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 claims description 8
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- DYTJDGVMTRZAKQ-JGCGQSQUSA-N [(2r)-3-(4-hydroxy-3,5-dimethylphenyl)-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(C)C(O)=C(C)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 DYTJDGVMTRZAKQ-JGCGQSQUSA-N 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- 150000001340 alkali metals Chemical class 0.000 description 3
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- 230000027455 binding Effects 0.000 description 3
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- 125000001309 chloro group Chemical group Cl* 0.000 description 3
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- KKOIZINMLZXJKJ-UHFFFAOYSA-N ethyl 2-(4-piperidin-4-ylpiperidin-1-yl)acetate Chemical compound C1CN(CC(=O)OCC)CCC1C1CCNCC1 KKOIZINMLZXJKJ-UHFFFAOYSA-N 0.000 description 3
- VNGAMKUTWIFQJL-UHFFFAOYSA-N ethyl 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C(=O)OCC)CCC1N1C(=O)NC2=CC=CC=C2CC1 VNGAMKUTWIFQJL-UHFFFAOYSA-N 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
- 238000011534 incubation Methods 0.000 description 3
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- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 239000001632 sodium acetate Substances 0.000 description 3
- 235000017281 sodium acetate Nutrition 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 238000001228 spectrum Methods 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
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- ADSWRBHRVYPUSF-MGBGTMOVSA-N [(2r)-1-(4-cycloheptylpiperazin-1-yl)-3-(4-hydroxy-3,5-dimethylphenyl)-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound CC1=C(O)C(C)=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCN(CC2)C2CCCCCC2)=C1 ADSWRBHRVYPUSF-MGBGTMOVSA-N 0.000 description 2
- TXNJSSZUQPSLBJ-JGCGQSQUSA-N [(2r)-1-(4-cyclohexylpiperazin-1-yl)-3-(4-hydroxy-3,5-dimethylphenyl)-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound CC1=C(O)C(C)=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCN(CC2)C2CCCCC2)=C1 TXNJSSZUQPSLBJ-JGCGQSQUSA-N 0.000 description 2
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- UOKXFASBGSHJHQ-WJOKGBTCSA-N [(2r)-1-[4-(1,4-diazepan-1-yl)piperidin-1-yl]-3-(3,5-dibromophenyl)-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound BrC1=CC(Br)=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCC(CC2)N2CCNCCC2)=C1 UOKXFASBGSHJHQ-WJOKGBTCSA-N 0.000 description 2
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- UNCXCQWLBRSYAB-JGCGQSQUSA-N [(2r)-1-[4-(1-methylpiperidin-4-yl)piperidin-1-yl]-1-oxo-3-[3-(trifluoromethyl)phenyl]propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(C=CC=2)C(F)(F)F)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 UNCXCQWLBRSYAB-JGCGQSQUSA-N 0.000 description 2
- SYYQXHZRKXEVRP-MGBGTMOVSA-N [(2r)-1-[4-(4,4-dimethylpiperidin-1-yl)piperidin-1-yl]-3-(4-hydroxy-3,5-dimethylphenyl)-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound CC1=C(O)C(C)=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCC(CC2)N2CCC(C)(C)CC2)=C1 SYYQXHZRKXEVRP-MGBGTMOVSA-N 0.000 description 2
- ZUKYKNJEUVBMPD-SSEXGKCCSA-N [(2r)-1-[4-(4-amino-4-methylpiperidin-1-yl)piperidin-1-yl]-3-(3,5-dichloro-4-hydroxyphenyl)-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CC(C)(N)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Cl)C(O)=C(Cl)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 ZUKYKNJEUVBMPD-SSEXGKCCSA-N 0.000 description 2
- TYHNCYOTAFEPNP-WJOKGBTCSA-N [(2r)-1-[4-(4-amino-4-methylpiperidin-1-yl)piperidin-1-yl]-3-(3-bromo-4-hydroxyphenyl)-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CC(C)(N)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 TYHNCYOTAFEPNP-WJOKGBTCSA-N 0.000 description 2
- YTBUSFWMJKHEHE-JGCGQSQUSA-N [(2r)-1-[4-(4-amino-4-methylpiperidin-1-yl)piperidin-1-yl]-3-(4-hydroxy-3,5-dimethylphenyl)-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound CC1=C(O)C(C)=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCC(CC2)N2CCC(C)(N)CC2)=C1 YTBUSFWMJKHEHE-JGCGQSQUSA-N 0.000 description 2
- URPIQZCSCRAYEW-WJOKGBTCSA-N [(2r)-1-[4-(4-amino-4-methylpiperidin-1-yl)piperidin-1-yl]-3-[3,5-bis(trifluoromethyl)phenyl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CC(C)(N)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(C=C(C=2)C(F)(F)F)C(F)(F)F)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 URPIQZCSCRAYEW-WJOKGBTCSA-N 0.000 description 2
- LRNJCGDGPUKBTD-MGBGTMOVSA-N [(2r)-1-[4-(4-cyclopropylpiperazin-1-yl)piperidin-1-yl]-3-(3,4-dibromophenyl)-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Br)C(Br)=CC=C1C[C@H](C(=O)N1CCC(CC1)N1CCN(CC1)C1CC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 LRNJCGDGPUKBTD-MGBGTMOVSA-N 0.000 description 2
- KOHGGZOQUUBTLW-JGCGQSQUSA-N [(2r)-1-[4-(4-hydroxypiperidin-1-yl)piperidin-1-yl]-3-(3-methylphenyl)-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound CC1=CC=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCC(CC2)N2CCC(O)CC2)=C1 KOHGGZOQUUBTLW-JGCGQSQUSA-N 0.000 description 2
- ADVJSIFLUXPXRJ-GDLZYMKVSA-N [(2r)-1-[4-(dimethylamino)piperidin-1-yl]-3-(4,5-dimethylpyridin-2-yl)-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CC(N(C)C)CCN1C(=O)[C@H](OC(=O)N1CCC(CC1)N1C(NC2=CC=CC=C2CC1)=O)CC1=CC(C)=C(C)C=N1 ADVJSIFLUXPXRJ-GDLZYMKVSA-N 0.000 description 2
- DETXUWNNRZHHKR-PGUFJCEWSA-N [(2r)-1-[4-[1-(2-ethoxy-2-oxoethyl)piperidin-4-yl]piperidin-1-yl]-3-(4-hydroxy-3,5-dimethylphenyl)-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(CC(=O)OCC)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(C)C(O)=C(C)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 DETXUWNNRZHHKR-PGUFJCEWSA-N 0.000 description 2
- JMQOKIUZDSPFFY-PSXMRANNSA-N [(2r)-1-[4-[1-(3-ethoxy-3-oxopropyl)piperidin-4-yl]piperidin-1-yl]-3-(4-hydroxy-3,5-dimethylphenyl)-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(CCC(=O)OCC)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(C)C(O)=C(C)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 JMQOKIUZDSPFFY-PSXMRANNSA-N 0.000 description 2
- NSCXTVXJOKCRFO-PGUFJCEWSA-N [(2r)-1-[4-[1-(4-ethoxy-4-oxobutanoyl)piperidin-4-yl]piperazin-1-yl]-3-(4-hydroxy-3,5-dimethylphenyl)-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C(=O)CCC(=O)OCC)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(C)C(O)=C(C)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 NSCXTVXJOKCRFO-PGUFJCEWSA-N 0.000 description 2
- RZNASSCFBSDBRT-PSXMRANNSA-N [(2r)-1-[4-[1-(4-ethoxy-4-oxobutanoyl)piperidin-4-yl]piperidin-1-yl]-3-(4-hydroxy-3,5-dimethylphenyl)-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C(=O)CCC(=O)OCC)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(C)C(O)=C(C)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 RZNASSCFBSDBRT-PSXMRANNSA-N 0.000 description 2
- QGVRSRUFRHCEIY-UUWRZZSWSA-N [(2r)-1-[4-[1-(dimethylsulfamoyl)piperidin-4-yl]piperidin-1-yl]-3-(4-hydroxy-3,5-dimethylphenyl)-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(S(=O)(=O)N(C)C)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(C)C(O)=C(C)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 QGVRSRUFRHCEIY-UUWRZZSWSA-N 0.000 description 2
- UQYVBEYJAPRFJR-JGCGQSQUSA-N [(2r)-1-[4-[1-[2-(hydroxyamino)-2-oxoethyl]piperidin-4-yl]piperazin-1-yl]-3-(4-hydroxy-3,5-dimethylphenyl)-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound CC1=C(O)C(C)=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCN(CC2)C2CCN(CC(=O)NO)CC2)=C1 UQYVBEYJAPRFJR-JGCGQSQUSA-N 0.000 description 2
- UWAJMPNHNFBKNA-MGBGTMOVSA-N [(2r)-1-[4-[1-[2-(hydroxyamino)-2-oxoethyl]piperidin-4-yl]piperidin-1-yl]-3-(4-hydroxy-3,5-dimethylphenyl)-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound CC1=C(O)C(C)=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCC(CC2)C2CCN(CC(=O)NO)CC2)=C1 UWAJMPNHNFBKNA-MGBGTMOVSA-N 0.000 description 2
- FEXRMAALMJOUQO-PGUFJCEWSA-N [(2r)-1-[4-[4-(2-ethoxy-2-oxoethyl)piperidin-1-yl]piperidin-1-yl]-3-(4-hydroxy-3,5-dimethylphenyl)-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CC(CC(=O)OCC)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(C)C(O)=C(C)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 FEXRMAALMJOUQO-PGUFJCEWSA-N 0.000 description 2
- UUJRQWPQTFMGNM-PGUFJCEWSA-N [(2r)-1-[4-[4-(3-ethoxy-3-oxopropyl)piperazin-1-yl]piperidin-1-yl]-3-(4-hydroxy-3,5-dimethylphenyl)-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(CCC(=O)OCC)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(C)C(O)=C(C)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 UUJRQWPQTFMGNM-PGUFJCEWSA-N 0.000 description 2
- SBDLPZMBXQFPBJ-UUWRZZSWSA-N [(2r)-1-[4-[4-(cyclopropylmethyl)piperazin-1-yl]piperidin-1-yl]-3-(3,4-dichlorophenyl)-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Cl)C(Cl)=CC=C1C[C@H](C(=O)N1CCC(CC1)N1CCN(CC2CC2)CC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 SBDLPZMBXQFPBJ-UUWRZZSWSA-N 0.000 description 2
- KBSXVABMNWVBLI-MGBGTMOVSA-N [(2r)-1-[4-[4-(dimethylsulfamoyl)piperazin-1-yl]piperidin-1-yl]-3-(4-hydroxy-3,5-dimethylphenyl)-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(S(=O)(=O)N(C)C)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(C)C(O)=C(C)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 KBSXVABMNWVBLI-MGBGTMOVSA-N 0.000 description 2
- CGUGOEGUWAAPJI-JGCGQSQUSA-N [(2r)-1-[4-[4-[2-(hydroxyamino)-2-oxoethyl]piperazin-1-yl]piperidin-1-yl]-3-(4-hydroxy-3,5-dimethylphenyl)-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound CC1=C(O)C(C)=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCC(CC2)N2CCN(CC(=O)NO)CC2)=C1 CGUGOEGUWAAPJI-JGCGQSQUSA-N 0.000 description 2
- HNZCXVDSTVQRCD-SSEXGKCCSA-N [(2r)-1-oxo-1-(4-piperazin-1-ylpiperidin-1-yl)-3-[3-(trifluoromethyl)phenyl]propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound FC(F)(F)C1=CC=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCC(CC2)N2CCNCC2)=C1 HNZCXVDSTVQRCD-SSEXGKCCSA-N 0.000 description 2
- MFYXFNIHKOLAKT-UUWRZZSWSA-N [(2r)-1-oxo-1-(4-piperidin-1-ylpiperidin-1-yl)-3-(3,4,5-trimethylphenyl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound CC1=C(C)C(C)=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCC(CC2)N2CCCCC2)=C1 MFYXFNIHKOLAKT-UUWRZZSWSA-N 0.000 description 2
- AKTZRPOTGJHYNE-WJOKGBTCSA-N [(2r)-3-(3,4-dibromophenyl)-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-1h-imidazo[4,5-c]quinolin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(Br)C(Br)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=C4C=CC=CC4=NC=C32)=O)CC1 AKTZRPOTGJHYNE-WJOKGBTCSA-N 0.000 description 2
- RMZIEMKWDXRILW-WJOKGBTCSA-N [(2r)-3-(3,4-dibromophenyl)-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(Br)C(Br)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 RMZIEMKWDXRILW-WJOKGBTCSA-N 0.000 description 2
- CARKOWOCZPVBPN-JGCGQSQUSA-N [(2r)-3-(3,4-dibromophenyl)-1-[4-(1-methylpiperidin-4-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(Br)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 CARKOWOCZPVBPN-JGCGQSQUSA-N 0.000 description 2
- DJOWEJYCLKZWIJ-JGCGQSQUSA-N [(2r)-3-(3,4-dibromophenyl)-1-[4-(4-ethylpiperazin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(CC)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(Br)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 DJOWEJYCLKZWIJ-JGCGQSQUSA-N 0.000 description 2
- QLOCQPKLEFQBCY-JGCGQSQUSA-N [(2r)-3-(3,4-dibromophenyl)-1-[4-(4-fluorophenyl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=CC(F)=CC=C1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(Br)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 QLOCQPKLEFQBCY-JGCGQSQUSA-N 0.000 description 2
- XLKXHJTZFRJKOF-JGCGQSQUSA-N [(2r)-3-(3,4-dibromophenyl)-1-[4-(4-methyl-1,4-diazepan-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(Br)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 XLKXHJTZFRJKOF-JGCGQSQUSA-N 0.000 description 2
- GETSPAVVCMUSIM-WJOKGBTCSA-N [(2r)-3-(3,4-dibromophenyl)-1-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-1h-imidazo[4,5-c]quinolin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(Br)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=C4C=CC=CC4=NC=C32)=O)CC1 GETSPAVVCMUSIM-WJOKGBTCSA-N 0.000 description 2
- YSIJLNARNGTXKG-WJOKGBTCSA-N [(2r)-3-(3,4-dibromophenyl)-1-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(Br)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 YSIJLNARNGTXKG-WJOKGBTCSA-N 0.000 description 2
- WVNKRSBGTJXNLC-HHHXNRCGSA-N [(2r)-3-(3,4-dibromophenyl)-1-[4-(methylamino)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CC(NC)CCN1C(=O)[C@H](OC(=O)N1CCC(CC1)N1C(NC2=CC=CC=C2CC1)=O)CC1=CC=C(Br)C(Br)=C1 WVNKRSBGTJXNLC-HHHXNRCGSA-N 0.000 description 2
- KNDQTXBQPGUZLH-WJOKGBTCSA-N [(2r)-3-(3,4-dibromophenyl)-1-oxo-1-(4-piperidin-1-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Br)C(Br)=CC=C1C[C@H](C(=O)N1CCC(CC1)N1CCCCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 KNDQTXBQPGUZLH-WJOKGBTCSA-N 0.000 description 2
- PADQYYLTBGRQQY-SSEXGKCCSA-N [(2r)-3-(3,4-dibromophenyl)-1-oxo-1-(4-piperidin-4-ylpiperazin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Br)C(Br)=CC=C1C[C@H](C(=O)N1CCN(CC1)C1CCNCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 PADQYYLTBGRQQY-SSEXGKCCSA-N 0.000 description 2
- SVZWAWIYYLHCPP-WJOKGBTCSA-N [(2r)-3-(3,4-dibromophenyl)-1-oxo-1-(4-piperidin-4-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Br)C(Br)=CC=C1C[C@H](C(=O)N1CCC(CC1)C1CCNCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 SVZWAWIYYLHCPP-WJOKGBTCSA-N 0.000 description 2
- PSHAHVMMTVKFMU-JGCGQSQUSA-N [(2r)-3-(3,4-dichlorophenyl)-1-[4-(1-methylpiperidin-4-yl)-1,4-diazepan-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(Cl)C(Cl)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CCC1 PSHAHVMMTVKFMU-JGCGQSQUSA-N 0.000 description 2
- HDNOWWWHJHPWRG-SSEXGKCCSA-N [(2r)-3-(3,4-dichlorophenyl)-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-1,4-dihydroquinazolin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(Cl)C(Cl)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3C2)=O)CC1 HDNOWWWHJHPWRG-SSEXGKCCSA-N 0.000 description 2
- NYVKFWPLDHYMAS-WJOKGBTCSA-N [(2r)-3-(3,4-dichlorophenyl)-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(Cl)C(Cl)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 NYVKFWPLDHYMAS-WJOKGBTCSA-N 0.000 description 2
- LLFBYKCFQJNPQY-JGCGQSQUSA-N [(2r)-3-(3,4-dichlorophenyl)-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]-1-oxopropan-2-yl] 4-(7-methoxy-2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C([C@@H](OC(=O)N1CCC(CC1)N1C(=O)NC2=CC=C(C=C2CC1)OC)C(=O)N1CCN(CC1)C1CCN(C)CC1)C1=CC=C(Cl)C(Cl)=C1 LLFBYKCFQJNPQY-JGCGQSQUSA-N 0.000 description 2
- WOPPASPQSQSNGS-SSEXGKCCSA-N [(2r)-3-(3,4-dichlorophenyl)-1-[4-(1-methylpiperidin-4-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(3-oxo-5-phenyl-1h-1,2,4-triazol-2-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(Cl)C(Cl)=CC=2)OC(=O)N2CCC(CC2)N2C(NC(=N2)C=2C=CC=CC=2)=O)CC1 WOPPASPQSQSNGS-SSEXGKCCSA-N 0.000 description 2
- APNIYOJPAUFUBU-MGBGTMOVSA-N [(2r)-3-(3,4-dichlorophenyl)-1-[4-(1-methylpiperidin-4-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(7-methoxy-2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C([C@@H](OC(=O)N1CCC(CC1)N1C(=O)NC2=CC=C(C=C2CC1)OC)C(=O)N1CCC(CC1)C1CCN(C)CC1)C1=CC=C(Cl)C(Cl)=C1 APNIYOJPAUFUBU-MGBGTMOVSA-N 0.000 description 2
- HKXVCYOJAWMKOJ-WJOKGBTCSA-N [(2r)-3-(3,4-dichlorophenyl)-1-[4-(4-fluorophenyl)piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=CC(F)=CC=C1N1CCN(C(=O)[C@@H](CC=2C=C(Cl)C(Cl)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 HKXVCYOJAWMKOJ-WJOKGBTCSA-N 0.000 description 2
- HKOQSBQIXDUNLC-JGCGQSQUSA-N [(2r)-3-(3,4-dichlorophenyl)-1-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-1h-benzo[e]benzimidazol-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Cl)C(Cl)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=C4C=CC=CC4=CC=C32)=O)CC1 HKOQSBQIXDUNLC-JGCGQSQUSA-N 0.000 description 2
- XEDRYMOLMRYBAK-WJOKGBTCSA-N [(2r)-3-(3,4-dichlorophenyl)-1-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-1h-imidazo[4,5-c]quinolin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Cl)C(Cl)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=C4C=CC=CC4=NC=C32)=O)CC1 XEDRYMOLMRYBAK-WJOKGBTCSA-N 0.000 description 2
- GYDGECZHHRDYEZ-WJOKGBTCSA-N [(2r)-3-(3,4-dichlorophenyl)-1-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Cl)C(Cl)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 GYDGECZHHRDYEZ-WJOKGBTCSA-N 0.000 description 2
- OIDUMOPNOMDOFF-JGCGQSQUSA-N [(2r)-3-(3,4-dichlorophenyl)-1-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(7-methoxy-2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C([C@@H](OC(=O)N1CCC(CC1)N1C(=O)NC2=CC=C(C=C2CC1)OC)C(=O)N1CCC(CC1)N1CCN(C)CC1)C1=CC=C(Cl)C(Cl)=C1 OIDUMOPNOMDOFF-JGCGQSQUSA-N 0.000 description 2
- VHJTVZCLAGXVFB-JGCGQSQUSA-N [(2r)-3-(3,4-dichlorophenyl)-1-[4-[2-(diethylamino)ethyl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CC(CCN(CC)CC)CCN1C(=O)[C@H](OC(=O)N1CCC(CC1)N1C(NC2=CC=CC=C2CC1)=O)CC1=CC=C(Cl)C(Cl)=C1 VHJTVZCLAGXVFB-JGCGQSQUSA-N 0.000 description 2
- PRAMLFOBBUSDMQ-SSEXGKCCSA-N [(2r)-3-(3,4-dichlorophenyl)-1-[4-[3-(dimethylamino)propyl]piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(CCCN(C)C)CCN1C(=O)[C@H](OC(=O)N1CCC(CC1)N1C(NC2=CC=CC=C2CC1)=O)CC1=CC=C(Cl)C(Cl)=C1 PRAMLFOBBUSDMQ-SSEXGKCCSA-N 0.000 description 2
- VVKQPDOIMDVJNI-SSEXGKCCSA-N [(2r)-3-(3,4-dichlorophenyl)-1-oxo-1-(4-piperazin-1-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Cl)C(Cl)=CC=C1C[C@H](C(=O)N1CCC(CC1)N1CCNCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 VVKQPDOIMDVJNI-SSEXGKCCSA-N 0.000 description 2
- DOZZBNCWNXMASZ-SSEXGKCCSA-N [(2r)-3-(3,4-dichlorophenyl)-1-oxo-1-(4-piperidin-4-ylpiperazin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Cl)C(Cl)=CC=C1C[C@H](C(=O)N1CCN(CC1)C1CCNCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 DOZZBNCWNXMASZ-SSEXGKCCSA-N 0.000 description 2
- GOPJDZLSRRYKDH-WJOKGBTCSA-N [(2r)-3-(3,4-dichlorophenyl)-1-oxo-1-(4-pyridin-4-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Cl)C(Cl)=CC=C1C[C@H](C(=O)N1CCC(CC1)C=1C=CN=CC=1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 GOPJDZLSRRYKDH-WJOKGBTCSA-N 0.000 description 2
- HLRLYVYOVJSQNU-WJOKGBTCSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-[4-(1-methylpiperidin-4-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 HLRLYVYOVJSQNU-WJOKGBTCSA-N 0.000 description 2
- ZJQPARFWASKBEO-SSEXGKCCSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-[4-(1-methylsulfonylpiperidin-4-yl)piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(S(=O)(=O)C)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 ZJQPARFWASKBEO-SSEXGKCCSA-N 0.000 description 2
- AWANYXNWQYNRQP-WJOKGBTCSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-[4-(1-methylsulfonylpiperidin-4-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(S(=O)(=O)C)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 AWANYXNWQYNRQP-WJOKGBTCSA-N 0.000 description 2
- DUXVRVGVSGCWJH-WJOKGBTCSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-[4-(4,4-dimethylpiperidin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CC(C)(C)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 DUXVRVGVSGCWJH-WJOKGBTCSA-N 0.000 description 2
- WRKQVHWXPTVOJS-WJOKGBTCSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-[4-(4-ethyl-4-hydroxypiperidin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CC(CC)(O)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 WRKQVHWXPTVOJS-WJOKGBTCSA-N 0.000 description 2
- FZDRBTIMHLFSTA-SSEXGKCCSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-[4-(4-hydroxy-4-methylpiperidin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CC(C)(O)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 FZDRBTIMHLFSTA-SSEXGKCCSA-N 0.000 description 2
- WFKOFQVYQCKMAZ-SSEXGKCCSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-[4-(4-hydroxypiperidin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CC(O)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 WFKOFQVYQCKMAZ-SSEXGKCCSA-N 0.000 description 2
- LHEGBNDITZBFII-WJOKGBTCSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-[4-(4-methyl-1,4-diazepan-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 LHEGBNDITZBFII-WJOKGBTCSA-N 0.000 description 2
- NLRQLALRPMSFRX-SSEXGKCCSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 NLRQLALRPMSFRX-SSEXGKCCSA-N 0.000 description 2
- JJGNYPIFCZCIGD-GDLZYMKVSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-[4-(oxan-4-yl)piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Br)C(O)=C(Br)C=C1C[C@H](C(=O)N1CCN(CC1)C1CCOCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 JJGNYPIFCZCIGD-GDLZYMKVSA-N 0.000 description 2
- IALUJLZGMSOPIY-XZWHSSHBSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-[4-[(2s)-2-methoxycarbonylpyrrolidin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound COC(=O)[C@@H]1CCCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 IALUJLZGMSOPIY-XZWHSSHBSA-N 0.000 description 2
- DKGNFZBHGQMCLC-PDDLMNHVSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-[4-[(3r)-3-hydroxypiperidin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1[C@H](O)CCCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 DKGNFZBHGQMCLC-PDDLMNHVSA-N 0.000 description 2
- DJSOWCWNWKBEKV-JGCGQSQUSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-[4-[1-(2-hydroxyethyl)piperidin-4-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(CCO)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 DJSOWCWNWKBEKV-JGCGQSQUSA-N 0.000 description 2
- LFLBFOKHDFJSIG-MGBGTMOVSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-[4-[1-(3-ethoxy-3-oxopropyl)piperidin-4-yl]piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(CCC(=O)OCC)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 LFLBFOKHDFJSIG-MGBGTMOVSA-N 0.000 description 2
- GNAXTUMUURRZIH-UUWRZZSWSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-[4-[1-(3-ethoxy-3-oxopropyl)piperidin-4-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(CCC(=O)OCC)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 GNAXTUMUURRZIH-UUWRZZSWSA-N 0.000 description 2
- XPHYILKDRMYOIY-MGBGTMOVSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-[4-[1-(4-ethoxy-4-oxobutanoyl)piperidin-4-yl]piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C(=O)CCC(=O)OCC)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 XPHYILKDRMYOIY-MGBGTMOVSA-N 0.000 description 2
- HKOVMNDUTZQMDZ-JGCGQSQUSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-[4-[1-(dimethylsulfamoyl)piperidin-4-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(S(=O)(=O)N(C)C)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 HKOVMNDUTZQMDZ-JGCGQSQUSA-N 0.000 description 2
- XRPXWRBDWBRNLW-SSEXGKCCSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-[4-[1-(methylsulfamoyl)piperidin-4-yl]piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(S(=O)(=O)NC)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 XRPXWRBDWBRNLW-SSEXGKCCSA-N 0.000 description 2
- WBDJZKQZBWXAKD-WJOKGBTCSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-[4-[1-[2-(hydroxyamino)-2-oxoethyl]piperidin-4-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(CC(=O)NO)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 WBDJZKQZBWXAKD-WJOKGBTCSA-N 0.000 description 2
- FOKKVMDTQNVGHY-WJOKGBTCSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-[4-[1-[2-(methoxyamino)-2-oxoethyl]piperidin-4-yl]piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(CC(=O)NOC)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 FOKKVMDTQNVGHY-WJOKGBTCSA-N 0.000 description 2
- RWAZNXXRBKOFMZ-JGCGQSQUSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-[4-[1-[2-(methoxyamino)-2-oxoethyl]piperidin-4-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(CC(=O)NOC)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 RWAZNXXRBKOFMZ-JGCGQSQUSA-N 0.000 description 2
- NNJBOHFRXOGICE-JGCGQSQUSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-[4-[4-(1-hydroxycyclopropyl)piperidin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Br)C(O)=C(Br)C=C1C[C@H](C(=O)N1CCC(CC1)N1CCC(CC1)C1(O)CC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 NNJBOHFRXOGICE-JGCGQSQUSA-N 0.000 description 2
- HMWZCHDMDDLALA-JGCGQSQUSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-[4-[4-(2-ethoxy-2-oxoethyl)piperazin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(CC(=O)OCC)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 HMWZCHDMDDLALA-JGCGQSQUSA-N 0.000 description 2
- TUOCKODQPBWJTA-WJOKGBTCSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-[4-[4-(2-hydroxyethyl)piperazin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(CCO)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 TUOCKODQPBWJTA-WJOKGBTCSA-N 0.000 description 2
- CJZDLHFZGNJQOK-MGBGTMOVSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-[4-[4-(4-ethoxy-4-oxobutanoyl)piperazin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C(=O)CCC(=O)OCC)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 CJZDLHFZGNJQOK-MGBGTMOVSA-N 0.000 description 2
- HJXRGIXMWGYERU-WJOKGBTCSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-[4-[4-(dimethylsulfamoyl)piperazin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(S(=O)(=O)N(C)C)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 HJXRGIXMWGYERU-WJOKGBTCSA-N 0.000 description 2
- DTSPQDQZZWDQRM-WJOKGBTCSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-[4-[4-(hydroxymethyl)piperidin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CC(CO)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 DTSPQDQZZWDQRM-WJOKGBTCSA-N 0.000 description 2
- JPVIGPCQYTXXGI-SSEXGKCCSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-[4-[4-(methylsulfamoyl)piperazin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(S(=O)(=O)NC)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 JPVIGPCQYTXXGI-SSEXGKCCSA-N 0.000 description 2
- ZLTSYUNJFGNYMW-SSEXGKCCSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-[4-[4-[2-(hydroxyamino)-2-oxoethyl]piperazin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(CC(=O)NO)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 ZLTSYUNJFGNYMW-SSEXGKCCSA-N 0.000 description 2
- ROVSQJHFZNADHZ-WJOKGBTCSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-[4-[4-[2-(methoxyamino)-2-oxoethyl]piperazin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(CC(=O)NOC)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 ROVSQJHFZNADHZ-WJOKGBTCSA-N 0.000 description 2
- KWTLFWAOVWMLHK-SSEXGKCCSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-[4-[4-hydroxy-4-(hydroxymethyl)piperidin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CC(CO)(O)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 KWTLFWAOVWMLHK-SSEXGKCCSA-N 0.000 description 2
- OHPSQOIUWBEABT-GDLZYMKVSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-[4-[4-hydroxy-4-(trifluoromethyl)piperidin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Br)C(O)=C(Br)C=C1C[C@H](C(=O)N1CCC(CC1)N1CCC(O)(CC1)C(F)(F)F)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 OHPSQOIUWBEABT-GDLZYMKVSA-N 0.000 description 2
- HWMMHXHTMQSGMK-SSEXGKCCSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-oxo-1-(4-piperidin-1-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Br)C(O)=C(Br)C=C1C[C@H](C(=O)N1CCC(CC1)N1CCCCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 HWMMHXHTMQSGMK-SSEXGKCCSA-N 0.000 description 2
- BXEVRXGWCFSPDL-GDLZYMKVSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-oxo-1-[4-(1-sulfamoylpiperidin-4-yl)piperazin-1-yl]propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(S(=O)(=O)N)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 BXEVRXGWCFSPDL-GDLZYMKVSA-N 0.000 description 2
- WADFOYDQNMCICY-SSEXGKCCSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-oxo-1-[4-(1-sulfamoylpiperidin-4-yl)piperidin-1-yl]propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(S(=O)(=O)N)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 WADFOYDQNMCICY-SSEXGKCCSA-N 0.000 description 2
- GBZWBPNAIUKLIV-WJOKGBTCSA-N [(2r)-3-(3,5-dibromo-4-methoxyphenyl)-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Br)C(OC)=C(Br)C=C1C[C@H](C(=O)N1CCN(CC1)C1CCN(C)CC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 GBZWBPNAIUKLIV-WJOKGBTCSA-N 0.000 description 2
- UDELVWHLJBLSHI-SSEXGKCCSA-N [(2r)-3-(3,5-dibromo-4-methoxyphenyl)-1-oxo-1-(4-piperazin-1-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Br)C(OC)=C(Br)C=C1C[C@H](C(=O)N1CCC(CC1)N1CCNCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 UDELVWHLJBLSHI-SSEXGKCCSA-N 0.000 description 2
- IIEVAAOAVRVIFN-WJOKGBTCSA-N [(2r)-3-(3,5-dibromo-4-methoxyphenyl)-1-oxo-1-(4-piperidin-1-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Br)C(OC)=C(Br)C=C1C[C@H](C(=O)N1CCC(CC1)N1CCCCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 IIEVAAOAVRVIFN-WJOKGBTCSA-N 0.000 description 2
- MHXFOQBLIAOWFU-SSEXGKCCSA-N [(2r)-3-(3,5-dibromo-4-methoxyphenyl)-1-oxo-1-(4-piperidin-4-ylpiperazin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Br)C(OC)=C(Br)C=C1C[C@H](C(=O)N1CCN(CC1)C1CCNCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 MHXFOQBLIAOWFU-SSEXGKCCSA-N 0.000 description 2
- VBBAPFYPVZODOB-WJOKGBTCSA-N [(2r)-3-(3,5-dibromo-4-methoxyphenyl)-1-oxo-1-(4-piperidin-4-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Br)C(OC)=C(Br)C=C1C[C@H](C(=O)N1CCC(CC1)C1CCNCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 VBBAPFYPVZODOB-WJOKGBTCSA-N 0.000 description 2
- RIOWFTGSSQPKFY-MGBGTMOVSA-N [(2r)-3-(3,5-dibromo-4-methylphenyl)-1-[4-(4-methyl-1,4-diazepan-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(C)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 RIOWFTGSSQPKFY-MGBGTMOVSA-N 0.000 description 2
- MJCRKZNNVWXVIU-WJOKGBTCSA-N [(2r)-3-(3,5-dibromo-4-methylphenyl)-1-oxo-1-(4-piperazin-1-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Br)C(C)=C(Br)C=C1C[C@H](C(=O)N1CCC(CC1)N1CCNCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 MJCRKZNNVWXVIU-WJOKGBTCSA-N 0.000 description 2
- WUQOQSFFLDHTCT-JGCGQSQUSA-N [(2r)-3-(3,5-dibromo-4-methylphenyl)-1-oxo-1-(4-piperidin-4-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Br)C(C)=C(Br)C=C1C[C@H](C(=O)N1CCC(CC1)C1CCNCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 WUQOQSFFLDHTCT-JGCGQSQUSA-N 0.000 description 2
- DGOBBTMMQALBSO-WJOKGBTCSA-N [(2r)-3-(3,5-dibromophenyl)-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(Br)C=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 DGOBBTMMQALBSO-WJOKGBTCSA-N 0.000 description 2
- RBZNVZWKCNCDFZ-JGCGQSQUSA-N [(2r)-3-(3,5-dibromophenyl)-1-[4-(1-methylpiperidin-4-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 RBZNVZWKCNCDFZ-JGCGQSQUSA-N 0.000 description 2
- FIOHQPGGBKHQQL-JGCGQSQUSA-N [(2r)-3-(3,5-dibromophenyl)-1-[4-(4-methyl-1,4-diazepan-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 FIOHQPGGBKHQQL-JGCGQSQUSA-N 0.000 description 2
- VDVVIHIWSBKEGL-WJOKGBTCSA-N [(2r)-3-(3,5-dibromophenyl)-1-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 VDVVIHIWSBKEGL-WJOKGBTCSA-N 0.000 description 2
- SMWOXPZFFPTHFY-MUUNZHRXSA-N [(2r)-3-(3,5-dibromophenyl)-1-[4-(dimethylamino)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CC(N(C)C)CCN1C(=O)[C@H](OC(=O)N1CCC(CC1)N1C(NC2=CC=CC=C2CC1)=O)CC1=CC(Br)=CC(Br)=C1 SMWOXPZFFPTHFY-MUUNZHRXSA-N 0.000 description 2
- AOTJSJQDFXGQSU-SSEXGKCCSA-N [(2r)-3-(3,5-dibromophenyl)-1-oxo-1-(4-piperazin-1-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound BrC1=CC(Br)=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCC(CC2)N2CCNCC2)=C1 AOTJSJQDFXGQSU-SSEXGKCCSA-N 0.000 description 2
- YSFBMMNESDLQTJ-GDLZYMKVSA-N [(2r)-3-(3,5-dichloro-4-hydroxyphenyl)-1-(4-morpholin-4-ylpiperidin-1-yl)-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Cl)C(O)=C(Cl)C=C1C[C@H](C(=O)N1CCC(CC1)N1CCOCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 YSFBMMNESDLQTJ-GDLZYMKVSA-N 0.000 description 2
- IKSSXELBPROIPJ-SSEXGKCCSA-N [(2r)-3-(3,5-dichloro-4-hydroxyphenyl)-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(Cl)C(O)=C(Cl)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 IKSSXELBPROIPJ-SSEXGKCCSA-N 0.000 description 2
- IVZKWKIENKLYNA-SSEXGKCCSA-N [(2r)-3-(3,5-dichloro-4-hydroxyphenyl)-1-[4-(1-methylsulfonylpiperidin-4-yl)piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(S(=O)(=O)C)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(Cl)C(O)=C(Cl)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 IVZKWKIENKLYNA-SSEXGKCCSA-N 0.000 description 2
- XLYWDIUTYPYZTK-WJOKGBTCSA-N [(2r)-3-(3,5-dichloro-4-hydroxyphenyl)-1-[4-(4,4-dimethylpiperidin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CC(C)(C)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Cl)C(O)=C(Cl)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 XLYWDIUTYPYZTK-WJOKGBTCSA-N 0.000 description 2
- TYZFKKBYUAZTEW-SSEXGKCCSA-N [(2r)-3-(3,5-dichloro-4-hydroxyphenyl)-1-[4-(4-hydroxy-4-methylpiperidin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CC(C)(O)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Cl)C(O)=C(Cl)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 TYZFKKBYUAZTEW-SSEXGKCCSA-N 0.000 description 2
- ZSMLILHAYHOYMY-MGBGTMOVSA-N [(2r)-3-(3,5-dichloro-4-hydroxyphenyl)-1-[4-[1-(2-ethoxy-2-oxoethyl)piperidin-4-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(CC(=O)OCC)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(Cl)C(O)=C(Cl)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 ZSMLILHAYHOYMY-MGBGTMOVSA-N 0.000 description 2
- RCRKOJFWRCFOSI-GDLZYMKVSA-N [(2r)-3-(3,5-dichloro-4-hydroxyphenyl)-1-oxo-1-(4-piperazin-1-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Cl)C(O)=C(Cl)C=C1C[C@H](C(=O)N1CCC(CC1)N1CCNCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 RCRKOJFWRCFOSI-GDLZYMKVSA-N 0.000 description 2
- BHJYMJVIBHNWDI-GDLZYMKVSA-N [(2r)-3-(3,5-dichloro-4-hydroxyphenyl)-1-oxo-1-(4-piperidin-4-ylpiperazin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Cl)C(O)=C(Cl)C=C1C[C@H](C(=O)N1CCN(CC1)C1CCNCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 BHJYMJVIBHNWDI-GDLZYMKVSA-N 0.000 description 2
- JHRMIXAVLZCLAO-MGBGTMOVSA-N [(2r)-3-(3,5-dichloro-4-methylphenyl)-1-[4-(4-methyl-1,4-diazepan-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCCN1C1CCN(C(=O)[C@@H](CC=2C=C(Cl)C(C)=C(Cl)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 JHRMIXAVLZCLAO-MGBGTMOVSA-N 0.000 description 2
- HYZUVGURKGAQFH-JGCGQSQUSA-N [(2r)-3-(3,5-dichloro-4-methylphenyl)-1-oxo-1-(4-piperidin-1-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Cl)C(C)=C(Cl)C=C1C[C@H](C(=O)N1CCC(CC1)N1CCCCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 HYZUVGURKGAQFH-JGCGQSQUSA-N 0.000 description 2
- GYVMRCWXIGARST-WJOKGBTCSA-N [(2r)-3-(3,5-dichlorophenyl)-1-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Cl)C=C(Cl)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 GYVMRCWXIGARST-WJOKGBTCSA-N 0.000 description 2
- JYAVTZOQOSQJKD-MGBGTMOVSA-N [(2r)-3-(3,5-dimethylphenyl)-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(C)C=C(C)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 JYAVTZOQOSQJKD-MGBGTMOVSA-N 0.000 description 2
- HBLAHWBRNQYEPJ-JGCGQSQUSA-N [(2r)-3-(3,5-dimethylphenyl)-1-oxo-1-(4-piperazin-1-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound CC1=CC(C)=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCC(CC2)N2CCNCC2)=C1 HBLAHWBRNQYEPJ-JGCGQSQUSA-N 0.000 description 2
- VGHNARVSEGUENU-JGCGQSQUSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-(4-cycloheptylpiperazin-1-yl)-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Br)C(O)=CC=C1C[C@H](C(=O)N1CCN(CC1)C1CCCCCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 VGHNARVSEGUENU-JGCGQSQUSA-N 0.000 description 2
- NOCVAIACMXJROM-WJOKGBTCSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-(4-cyclohexylpiperazin-1-yl)-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Br)C(O)=CC=C1C[C@H](C(=O)N1CCN(CC1)C1CCCCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 NOCVAIACMXJROM-WJOKGBTCSA-N 0.000 description 2
- LOWZCFQJQSKDAR-SSEXGKCCSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-(4-cyclopentylpiperazin-1-yl)-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Br)C(O)=CC=C1C[C@H](C(=O)N1CCN(CC1)C1CCCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 LOWZCFQJQSKDAR-SSEXGKCCSA-N 0.000 description 2
- HBDVXSKOFAGOBF-WJOKGBTCSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-(1,4-diazepan-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Br)C(O)=CC=C1C[C@H](C(=O)N1CCC(CC1)N1CCNCCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 HBDVXSKOFAGOBF-WJOKGBTCSA-N 0.000 description 2
- MDLHFOIGXYZODQ-UUWRZZSWSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-(1-cyclopropylsulfonylpiperidin-4-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Br)C(O)=CC=C1C[C@H](C(=O)N1CCC(CC1)C1CCN(CC1)S(=O)(=O)C1CC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 MDLHFOIGXYZODQ-UUWRZZSWSA-N 0.000 description 2
- RELUPHGBJDZKKO-MGBGTMOVSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-(1-ethylsulfonylpiperidin-4-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(S(=O)(=O)CC)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 RELUPHGBJDZKKO-MGBGTMOVSA-N 0.000 description 2
- HJRUTRRIVLPQMX-WJOKGBTCSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-(1-methylsulfonylpiperidin-4-yl)piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(S(=O)(=O)C)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 HJRUTRRIVLPQMX-WJOKGBTCSA-N 0.000 description 2
- CVEWUYNAENZEKC-JGCGQSQUSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-(4,4-dimethylpiperidin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CC(C)(C)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 CVEWUYNAENZEKC-JGCGQSQUSA-N 0.000 description 2
- AHTCEWOMFDKTRQ-JGCGQSQUSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-(4-ethyl-4-hydroxypiperidin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CC(CC)(O)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 AHTCEWOMFDKTRQ-JGCGQSQUSA-N 0.000 description 2
- NEYCCPGLLSLDTQ-WJOKGBTCSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-(4-hydroxypiperidin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CC(O)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 NEYCCPGLLSLDTQ-WJOKGBTCSA-N 0.000 description 2
- IZQRGEWJHSVGHU-WJOKGBTCSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 IZQRGEWJHSVGHU-WJOKGBTCSA-N 0.000 description 2
- CBAQLEIOWSCRHS-WJOKGBTCSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-(4-methylsulfonylpiperazin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(S(=O)(=O)C)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 CBAQLEIOWSCRHS-WJOKGBTCSA-N 0.000 description 2
- OLAQEMKRSFCQQA-MUUNZHRXSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-(dimethylamino)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CC(N(C)C)CCN1C(=O)[C@H](OC(=O)N1CCC(CC1)N1C(NC2=CC=CC=C2CC1)=O)CC1=CC=C(O)C(Br)=C1 OLAQEMKRSFCQQA-MUUNZHRXSA-N 0.000 description 2
- OCXHSSOLPVDXRE-SSEXGKCCSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-(oxan-4-yl)piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Br)C(O)=CC=C1C[C@H](C(=O)N1CCN(CC1)C1CCOCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 OCXHSSOLPVDXRE-SSEXGKCCSA-N 0.000 description 2
- OJHGYLYCZNLPPS-BVRKHOPBSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-[(2r)-2-methoxycarbonylpyrrolidin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound COC(=O)[C@H]1CCCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 OJHGYLYCZNLPPS-BVRKHOPBSA-N 0.000 description 2
- OJHGYLYCZNLPPS-IGYGKHONSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-[(2s)-2-methoxycarbonylpyrrolidin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound COC(=O)[C@@H]1CCCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 OJHGYLYCZNLPPS-IGYGKHONSA-N 0.000 description 2
- LPQYABDKXLYRQM-DLFZDVPBSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-[(3r)-3-hydroxypiperidin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1[C@H](O)CCCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 LPQYABDKXLYRQM-DLFZDVPBSA-N 0.000 description 2
- HNNVEQYCZXWYQA-PDDLMNHVSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-[(3r)-3-hydroxypyrrolidin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1[C@H](O)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 HNNVEQYCZXWYQA-PDDLMNHVSA-N 0.000 description 2
- LPQYABDKXLYRQM-JTSJOTPCSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-[(3s)-3-hydroxypiperidin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1[C@@H](O)CCCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 LPQYABDKXLYRQM-JTSJOTPCSA-N 0.000 description 2
- DRBVHSBRXFDPGB-MGBGTMOVSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-[1-(2-ethoxy-2-oxoethyl)piperidin-4-yl]piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(CC(=O)OCC)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 DRBVHSBRXFDPGB-MGBGTMOVSA-N 0.000 description 2
- QULTTYMRJNYJOT-JGCGQSQUSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-[1-(2-hydroxyethyl)piperidin-4-yl]piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(CCO)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 QULTTYMRJNYJOT-JGCGQSQUSA-N 0.000 description 2
- UNSWDCUPHDPHOO-MGBGTMOVSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-[1-(2-hydroxyethyl)piperidin-4-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(CCO)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 UNSWDCUPHDPHOO-MGBGTMOVSA-N 0.000 description 2
- SMUZEZVARCRABC-UUWRZZSWSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-[1-(3-ethoxy-3-oxopropyl)piperidin-4-yl]piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(CCC(=O)OCC)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 SMUZEZVARCRABC-UUWRZZSWSA-N 0.000 description 2
- NYUXBSQATHIMHS-UUWRZZSWSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-[1-(4-ethoxy-4-oxobutanoyl)piperidin-4-yl]piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C(=O)CCC(=O)OCC)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 NYUXBSQATHIMHS-UUWRZZSWSA-N 0.000 description 2
- YUEWTRUKBDJZEI-PGUFJCEWSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-[1-(4-ethoxy-4-oxobutanoyl)piperidin-4-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C(=O)CCC(=O)OCC)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 YUEWTRUKBDJZEI-PGUFJCEWSA-N 0.000 description 2
- DWNXWGWDMPXOBW-JGCGQSQUSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-[1-(dimethylsulfamoyl)piperidin-4-yl]piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(S(=O)(=O)N(C)C)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 DWNXWGWDMPXOBW-JGCGQSQUSA-N 0.000 description 2
- KQIZAOPAPHKQCV-MGBGTMOVSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-[1-(dimethylsulfamoyl)piperidin-4-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(S(=O)(=O)N(C)C)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 KQIZAOPAPHKQCV-MGBGTMOVSA-N 0.000 description 2
- LZIDQVZFSSFYLH-WJOKGBTCSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-[1-(methylsulfamoyl)piperidin-4-yl]piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(S(=O)(=O)NC)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 LZIDQVZFSSFYLH-WJOKGBTCSA-N 0.000 description 2
- OGSUOVCGVXARCK-JGCGQSQUSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-[1-(methylsulfamoyl)piperidin-4-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(S(=O)(=O)NC)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 OGSUOVCGVXARCK-JGCGQSQUSA-N 0.000 description 2
- SLWHYACQWRBOOR-WJOKGBTCSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-[1-[2-(hydroxyamino)-2-oxoethyl]piperidin-4-yl]piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(CC(=O)NO)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 SLWHYACQWRBOOR-WJOKGBTCSA-N 0.000 description 2
- DDYDLLFOELLJMD-JGCGQSQUSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-[1-[2-(methoxyamino)-2-oxoethyl]piperidin-4-yl]piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(CC(=O)NOC)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 DDYDLLFOELLJMD-JGCGQSQUSA-N 0.000 description 2
- RDFYWJWYOQZXAA-MGBGTMOVSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-[1-[2-(methoxyamino)-2-oxoethyl]piperidin-4-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(CC(=O)NOC)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 RDFYWJWYOQZXAA-MGBGTMOVSA-N 0.000 description 2
- QIHXRNWEVMUKQS-MGBGTMOVSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-[1-[2-[hydroxy(methyl)amino]-2-oxoethyl]piperidin-4-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(CC(=O)N(O)C)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 QIHXRNWEVMUKQS-MGBGTMOVSA-N 0.000 description 2
- OPLZPCGILOBJRD-MGBGTMOVSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-[4-(1-hydroxycyclopropyl)piperidin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Br)C(O)=CC=C1C[C@H](C(=O)N1CCC(CC1)N1CCC(CC1)C1(O)CC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 OPLZPCGILOBJRD-MGBGTMOVSA-N 0.000 description 2
- BBEKXBRXNQSJRC-MGBGTMOVSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-[4-(2-ethoxy-2-oxoethyl)piperazin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(CC(=O)OCC)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 BBEKXBRXNQSJRC-MGBGTMOVSA-N 0.000 description 2
- AAIUVKYQNJGXFD-UUWRZZSWSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-[4-(2-ethoxy-2-oxoethyl)piperidin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CC(CC(=O)OCC)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 AAIUVKYQNJGXFD-UUWRZZSWSA-N 0.000 description 2
- COTHZTOAAFYQLE-JGCGQSQUSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-[4-(2-hydroxyethyl)piperazin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(CCO)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 COTHZTOAAFYQLE-JGCGQSQUSA-N 0.000 description 2
- LMFIOAFCQIQIPB-JGCGQSQUSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-[4-(dimethylsulfamoyl)piperazin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(S(=O)(=O)N(C)C)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 LMFIOAFCQIQIPB-JGCGQSQUSA-N 0.000 description 2
- VESNWIHTHRFFMS-JGCGQSQUSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-[4-(hydroxymethyl)piperidin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CC(CO)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 VESNWIHTHRFFMS-JGCGQSQUSA-N 0.000 description 2
- POFDJPIEHCUYEA-WJOKGBTCSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-[4-[2-(hydroxyamino)-2-oxoethyl]piperazin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(CC(=O)NO)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 POFDJPIEHCUYEA-WJOKGBTCSA-N 0.000 description 2
- VBANWZUVAZAYLB-JGCGQSQUSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-[4-[2-[hydroxy(methyl)amino]-2-oxoethyl]piperazin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(CC(=O)N(O)C)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 VBANWZUVAZAYLB-JGCGQSQUSA-N 0.000 description 2
- UCBDYZWSPCZJLZ-SSEXGKCCSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-oxo-1-(4-piperazin-1-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Br)C(O)=CC=C1C[C@H](C(=O)N1CCC(CC1)N1CCNCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 UCBDYZWSPCZJLZ-SSEXGKCCSA-N 0.000 description 2
- ZYXGTCZYLAUXRA-WJOKGBTCSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-oxo-1-(4-piperidin-1-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Br)C(O)=CC=C1C[C@H](C(=O)N1CCC(CC1)N1CCCCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 ZYXGTCZYLAUXRA-WJOKGBTCSA-N 0.000 description 2
- JGAKKFFDQLXDQN-WJOKGBTCSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-oxo-1-(4-piperidin-4-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Br)C(O)=CC=C1C[C@H](C(=O)N1CCC(CC1)C1CCNCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 JGAKKFFDQLXDQN-WJOKGBTCSA-N 0.000 description 2
- ICZWMVITFYLWKG-SSEXGKCCSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-oxo-1-[4-(1-sulfamoylpiperidin-4-yl)piperazin-1-yl]propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(S(=O)(=O)N)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 ICZWMVITFYLWKG-SSEXGKCCSA-N 0.000 description 2
- MUZWEIURUXQLRB-WJOKGBTCSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-oxo-1-[4-[4-(3,3,3-trifluoro-2-oxopropyl)piperazin-1-yl]piperidin-1-yl]propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Br)C(O)=CC=C1C[C@H](C(=O)N1CCC(CC1)N1CCN(CC(=O)C(F)(F)F)CC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 MUZWEIURUXQLRB-WJOKGBTCSA-N 0.000 description 2
- LZGSTJHTNZPMFI-JGCGQSQUSA-N [(2r)-3-(3-bromo-4-methylphenyl)-1-[4-(1,4-diazepan-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Br)C(C)=CC=C1C[C@H](C(=O)N1CCC(CC1)N1CCNCCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 LZGSTJHTNZPMFI-JGCGQSQUSA-N 0.000 description 2
- IYHOPKPHPLJHOF-MGBGTMOVSA-N [(2r)-3-(3-bromo-4-methylphenyl)-1-[4-(4-methyl-1,4-diazepan-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(C)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 IYHOPKPHPLJHOF-MGBGTMOVSA-N 0.000 description 2
- QMJFIJQFIDZJGH-SSEXGKCCSA-N [(2r)-3-(3-chloro-4-hydroxyphenyl)-1-(4-morpholin-4-ylpiperidin-1-yl)-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Cl)C(O)=CC=C1C[C@H](C(=O)N1CCC(CC1)N1CCOCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 QMJFIJQFIDZJGH-SSEXGKCCSA-N 0.000 description 2
- VXBISINLPVCMRQ-WJOKGBTCSA-N [(2r)-3-(3-chloro-4-hydroxyphenyl)-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(Cl)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 VXBISINLPVCMRQ-WJOKGBTCSA-N 0.000 description 2
- XQSNGOPEAJMGGR-JGCGQSQUSA-N [(2r)-3-(3-chloro-4-hydroxyphenyl)-1-[4-(1-methylpiperidin-4-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(Cl)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 XQSNGOPEAJMGGR-JGCGQSQUSA-N 0.000 description 2
- XLWSORRJYMGZJV-WJOKGBTCSA-N [(2r)-3-(3-chloro-4-hydroxyphenyl)-1-[4-(1-methylsulfonylpiperidin-4-yl)piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(S(=O)(=O)C)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(Cl)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 XLWSORRJYMGZJV-WJOKGBTCSA-N 0.000 description 2
- IBOUAQUTXOOTSO-JGCGQSQUSA-N [(2r)-3-(3-chloro-4-hydroxyphenyl)-1-[4-(4,4-dimethylpiperidin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CC(C)(C)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Cl)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 IBOUAQUTXOOTSO-JGCGQSQUSA-N 0.000 description 2
- RUKXIDMLINQBIK-WJOKGBTCSA-N [(2r)-3-(3-chloro-4-hydroxyphenyl)-1-[4-(4-hydroxy-4-methylpiperidin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CC(C)(O)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Cl)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 RUKXIDMLINQBIK-WJOKGBTCSA-N 0.000 description 2
- WVBUWCYPIWQIHC-WJOKGBTCSA-N [(2r)-3-(3-chloro-4-hydroxyphenyl)-1-[4-(4-hydroxypiperidin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CC(O)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Cl)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 WVBUWCYPIWQIHC-WJOKGBTCSA-N 0.000 description 2
- IZJFHFAATCMCPD-SSEXGKCCSA-N [(2r)-3-(3-chloro-4-hydroxyphenyl)-1-[4-(oxan-4-yl)piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Cl)C(O)=CC=C1C[C@H](C(=O)N1CCN(CC1)C1CCOCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 IZJFHFAATCMCPD-SSEXGKCCSA-N 0.000 description 2
- QDLWPZPWCBEGEJ-WJOKGBTCSA-N [(2r)-3-(3-chloro-4-hydroxyphenyl)-1-[4-[4-hydroxy-4-(hydroxymethyl)piperidin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CC(CO)(O)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Cl)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 QDLWPZPWCBEGEJ-WJOKGBTCSA-N 0.000 description 2
- DSKJMLGZVFYVHJ-WJOKGBTCSA-N [(2r)-3-(3-chloro-4-hydroxyphenyl)-1-oxo-1-(4-piperidin-1-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Cl)C(O)=CC=C1C[C@H](C(=O)N1CCC(CC1)N1CCCCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 DSKJMLGZVFYVHJ-WJOKGBTCSA-N 0.000 description 2
- HIKRFIHFNVROOF-SSEXGKCCSA-N [(2r)-3-(3-chloro-4-hydroxyphenyl)-1-oxo-1-(4-piperidin-4-ylpiperazin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Cl)C(O)=CC=C1C[C@H](C(=O)N1CCN(CC1)C1CCNCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 HIKRFIHFNVROOF-SSEXGKCCSA-N 0.000 description 2
- ANVACFLJUWSBHE-JGCGQSQUSA-N [(2r)-3-(3-chloro-4-methylphenyl)-1-[4-(1,4-diazepan-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Cl)C(C)=CC=C1C[C@H](C(=O)N1CCC(CC1)N1CCNCCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 ANVACFLJUWSBHE-JGCGQSQUSA-N 0.000 description 2
- PBCXJNGRYVUAGL-MGBGTMOVSA-N [(2r)-3-(3-chloro-4-methylphenyl)-1-[4-(4-methyl-1,4-diazepan-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCCN1C1CCN(C(=O)[C@@H](CC=2C=C(Cl)C(C)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 PBCXJNGRYVUAGL-MGBGTMOVSA-N 0.000 description 2
- QOGQYHCCLRESLX-JGCGQSQUSA-N [(2r)-3-(3-methylphenyl)-1-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(C)C=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 QOGQYHCCLRESLX-JGCGQSQUSA-N 0.000 description 2
- BNBZGQDEHVPNDE-WJOKGBTCSA-N [(2r)-3-(3-methylphenyl)-1-oxo-1-(4-piperazin-1-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound CC1=CC=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCC(CC2)N2CCNCC2)=C1 BNBZGQDEHVPNDE-WJOKGBTCSA-N 0.000 description 2
- ALKMAJSCVAVEPZ-WJOKGBTCSA-N [(2r)-3-(3-methylphenyl)-1-oxo-1-(4-piperidin-4-ylpiperazin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound CC1=CC=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCN(CC2)C2CCNCC2)=C1 ALKMAJSCVAVEPZ-WJOKGBTCSA-N 0.000 description 2
- DQMNJYPRUGCAAU-JGCGQSQUSA-N [(2r)-3-(3-methylphenyl)-1-oxo-1-(4-piperidin-4-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound CC1=CC=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCC(CC2)C2CCNCC2)=C1 DQMNJYPRUGCAAU-JGCGQSQUSA-N 0.000 description 2
- QEHWQPHZLSMYTG-MGBGTMOVSA-N [(2r)-3-(4,5-dimethylpyridin-2-yl)-1-[4-(1-methylpiperidin-4-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCC1C1CCN(C(=O)[C@@H](CC=2N=CC(C)=C(C)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 QEHWQPHZLSMYTG-MGBGTMOVSA-N 0.000 description 2
- OGFYYUPBLHYWEY-WJOKGBTCSA-N [(2r)-3-(4,5-dimethylpyridin-2-yl)-1-oxo-1-(4-piperazin-1-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(C)C(C)=CN=C1C[C@H](C(=O)N1CCC(CC1)N1CCNCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 OGFYYUPBLHYWEY-WJOKGBTCSA-N 0.000 description 2
- SGHICGBNYSUCAR-WJOKGBTCSA-N [(2r)-3-(4,5-dimethylpyridin-2-yl)-1-oxo-1-(4-piperidin-4-ylpiperazin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(C)C(C)=CN=C1C[C@H](C(=O)N1CCN(CC1)C1CCNCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 SGHICGBNYSUCAR-WJOKGBTCSA-N 0.000 description 2
- VASZOEXTWGDNRZ-SSEXGKCCSA-N [(2r)-3-(4-amino-3,5-dibromophenyl)-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(Br)C(N)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 VASZOEXTWGDNRZ-SSEXGKCCSA-N 0.000 description 2
- IKRGPWCVEPUGRH-WJOKGBTCSA-N [(2r)-3-(4-amino-3,5-dibromophenyl)-1-[4-(1-methylpiperidin-4-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(N)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 IKRGPWCVEPUGRH-WJOKGBTCSA-N 0.000 description 2
- ZAQIVEJIWFAPAW-GDLZYMKVSA-N [(2r)-3-(4-amino-3,5-dibromophenyl)-1-oxo-1-(4-piperazin-1-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Br)C(N)=C(Br)C=C1C[C@H](C(=O)N1CCC(CC1)N1CCNCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 ZAQIVEJIWFAPAW-GDLZYMKVSA-N 0.000 description 2
- ONUJFFJKSLAIIA-GDLZYMKVSA-N [(2r)-3-(4-amino-3,5-dibromophenyl)-1-oxo-1-(4-piperidin-4-ylpiperazin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Br)C(N)=C(Br)C=C1C[C@H](C(=O)N1CCN(CC1)C1CCNCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 ONUJFFJKSLAIIA-GDLZYMKVSA-N 0.000 description 2
- DEDLTMODKPMMBO-JGCGQSQUSA-N [(2r)-3-(4-amino-3,5-dimethylphenyl)-1-[4-(1,4-diazepan-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound CC1=C(N)C(C)=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCC(CC2)N2CCNCCC2)=C1 DEDLTMODKPMMBO-JGCGQSQUSA-N 0.000 description 2
- AQUBCWILFYJEOG-JGCGQSQUSA-N [(2r)-3-(4-amino-3,5-dimethylphenyl)-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(C)C(N)=C(C)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 AQUBCWILFYJEOG-JGCGQSQUSA-N 0.000 description 2
- YGQRXADVMTXPNR-MGBGTMOVSA-N [(2r)-3-(4-amino-3,5-dimethylphenyl)-1-[4-(1-methylpiperidin-4-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(C)C(N)=C(C)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 YGQRXADVMTXPNR-MGBGTMOVSA-N 0.000 description 2
- KUKLMKURBOIBIC-JGCGQSQUSA-N [(2r)-3-(4-amino-3,5-dimethylphenyl)-1-[4-(4-amino-4-methylpiperidin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound CC1=C(N)C(C)=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCC(CC2)N2CCC(C)(N)CC2)=C1 KUKLMKURBOIBIC-JGCGQSQUSA-N 0.000 description 2
- OVJHSWPUWWCMJM-MGBGTMOVSA-N [(2r)-3-(4-amino-3,5-dimethylphenyl)-1-[4-(4-methyl-1,4-diazepan-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCCN1C1CCN(C(=O)[C@@H](CC=2C=C(C)C(N)=C(C)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 OVJHSWPUWWCMJM-MGBGTMOVSA-N 0.000 description 2
- LHZUUQBDCNPREA-WJOKGBTCSA-N [(2r)-3-(4-amino-3,5-dimethylphenyl)-1-oxo-1-(4-piperazin-1-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound CC1=C(N)C(C)=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCC(CC2)N2CCNCC2)=C1 LHZUUQBDCNPREA-WJOKGBTCSA-N 0.000 description 2
- BXKJEQOSYVFTMS-JGCGQSQUSA-N [(2r)-3-(4-amino-3,5-dimethylphenyl)-1-oxo-1-(4-piperidin-1-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound CC1=C(N)C(C)=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCC(CC2)N2CCCCC2)=C1 BXKJEQOSYVFTMS-JGCGQSQUSA-N 0.000 description 2
- PFRHUEFXUINTDB-SSEXGKCCSA-N [(2r)-3-(4-amino-3-bromophenyl)-1-oxo-1-(4-piperidin-4-ylpiperazin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Br)C(N)=CC=C1C[C@H](C(=O)N1CCN(CC1)C1CCNCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 PFRHUEFXUINTDB-SSEXGKCCSA-N 0.000 description 2
- LIVQCELZPCDSDV-MUUNZHRXSA-N [(2r)-3-(4-aminophenyl)-1-[4-(dimethylamino)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CC(N(C)C)CCN1C(=O)[C@H](OC(=O)N1CCC(CC1)N1C(NC2=CC=CC=C2CC1)=O)CC1=CC=C(N)C=C1 LIVQCELZPCDSDV-MUUNZHRXSA-N 0.000 description 2
- UMSMDWNWCSNXKV-WJOKGBTCSA-N [(2r)-3-(4-aminophenyl)-1-oxo-1-(4-piperidin-1-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=CC(N)=CC=C1C[C@H](C(=O)N1CCC(CC1)N1CCCCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 UMSMDWNWCSNXKV-WJOKGBTCSA-N 0.000 description 2
- OUHYMAJYQLFBKE-MGBGTMOVSA-N [(2r)-3-(4-bromo-3,5-dimethylphenyl)-1-[4-(1-methylpiperidin-4-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(C)C(Br)=C(C)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 OUHYMAJYQLFBKE-MGBGTMOVSA-N 0.000 description 2
- XQDFBTVPBYVXCU-JGCGQSQUSA-N [(2r)-3-(4-bromo-3,5-dimethylphenyl)-1-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(C)C(Br)=C(C)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 XQDFBTVPBYVXCU-JGCGQSQUSA-N 0.000 description 2
- MEBVPQUEIRSVSZ-GDLZYMKVSA-N [(2r)-3-(4-bromo-3,5-dimethylphenyl)-1-[4-(dimethylamino)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CC(N(C)C)CCN1C(=O)[C@H](OC(=O)N1CCC(CC1)N1C(NC2=CC=CC=C2CC1)=O)CC1=CC(C)=C(Br)C(C)=C1 MEBVPQUEIRSVSZ-GDLZYMKVSA-N 0.000 description 2
- SFEXLNDRSXKZPE-WJOKGBTCSA-N [(2r)-3-(4-bromo-3,5-dimethylphenyl)-1-oxo-1-(4-piperidin-4-ylpiperazin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound CC1=C(Br)C(C)=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCN(CC2)C2CCNCC2)=C1 SFEXLNDRSXKZPE-WJOKGBTCSA-N 0.000 description 2
- KXXQADGWENHUCA-JGCGQSQUSA-N [(2r)-3-(4-chloro-3,5-dimethylphenyl)-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(C)C(Cl)=C(C)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 KXXQADGWENHUCA-JGCGQSQUSA-N 0.000 description 2
- ZXDFXOKDJRUDOO-JGCGQSQUSA-N [(2r)-3-(4-chloro-3,5-dimethylphenyl)-1-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(C)C(Cl)=C(C)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 ZXDFXOKDJRUDOO-JGCGQSQUSA-N 0.000 description 2
- VNLKNTNJFDIXCU-JGCGQSQUSA-N [(2r)-3-(4-chloro-3,5-dimethylphenyl)-1-oxo-1-(4-piperidin-1-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound CC1=C(Cl)C(C)=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCC(CC2)N2CCCCC2)=C1 VNLKNTNJFDIXCU-JGCGQSQUSA-N 0.000 description 2
- UMKMTFHHRBBUQE-WJOKGBTCSA-N [(2r)-3-(4-chloro-3,5-dimethylphenyl)-1-oxo-1-(4-piperidin-4-ylpiperazin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound CC1=C(Cl)C(C)=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCN(CC2)C2CCNCC2)=C1 UMKMTFHHRBBUQE-WJOKGBTCSA-N 0.000 description 2
- HWFSBULEKYYKOW-JGCGQSQUSA-N [(2r)-3-(4-chloro-3,5-dimethylphenyl)-1-oxo-1-(4-piperidin-4-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound CC1=C(Cl)C(C)=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCC(CC2)C2CCNCC2)=C1 HWFSBULEKYYKOW-JGCGQSQUSA-N 0.000 description 2
- LQNBDEBOXCRBBN-MGBGTMOVSA-N [(2r)-3-(4-hydroxy-3,5-dimethylphenyl)-1-[4-(1-methylpiperidin-4-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(C)C(O)=C(C)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 LQNBDEBOXCRBBN-MGBGTMOVSA-N 0.000 description 2
- LWGBPQMBWWKQAK-JGCGQSQUSA-N [(2r)-3-(4-hydroxy-3,5-dimethylphenyl)-1-[4-(1-methylsulfonylpiperidin-4-yl)piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound CC1=C(O)C(C)=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCN(CC2)C2CCN(CC2)S(C)(=O)=O)=C1 LWGBPQMBWWKQAK-JGCGQSQUSA-N 0.000 description 2
- LKXTVCSGKJTHCO-JGCGQSQUSA-N [(2r)-3-(4-hydroxy-3,5-dimethylphenyl)-1-[4-(4-hydroxy-1-methylsulfonylpiperidin-4-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound CC1=C(O)C(C)=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCC(CC2)C2(O)CCN(CC2)S(C)(=O)=O)=C1 LKXTVCSGKJTHCO-JGCGQSQUSA-N 0.000 description 2
- NDLVSGOKPPDGRP-JGCGQSQUSA-N [(2r)-3-(4-hydroxy-3,5-dimethylphenyl)-1-[4-(4-hydroxypiperidin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound CC1=C(O)C(C)=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCC(CC2)N2CCC(O)CC2)=C1 NDLVSGOKPPDGRP-JGCGQSQUSA-N 0.000 description 2
- UKAMREZDQHDNJE-MGBGTMOVSA-N [(2r)-3-(4-hydroxy-3,5-dimethylphenyl)-1-[4-(4-methyl-1,4-diazepan-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCCN1C1CCN(C(=O)[C@@H](CC=2C=C(C)C(O)=C(C)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 UKAMREZDQHDNJE-MGBGTMOVSA-N 0.000 description 2
- WJIPSCJAASNZPP-JGCGQSQUSA-N [(2r)-3-(4-hydroxy-3,5-dimethylphenyl)-1-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(C)C(O)=C(C)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 WJIPSCJAASNZPP-JGCGQSQUSA-N 0.000 description 2
- BYNNUMCOXRGYNE-JGCGQSQUSA-N [(2r)-3-(4-hydroxy-3,5-dimethylphenyl)-1-[4-(4-methylsulfonylpiperazin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound CC1=C(O)C(C)=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCC(CC2)N2CCN(CC2)S(C)(=O)=O)=C1 BYNNUMCOXRGYNE-JGCGQSQUSA-N 0.000 description 2
- UQLBAHOLZZPYPV-WJOKGBTCSA-N [(2r)-3-(4-hydroxy-3,5-dimethylphenyl)-1-[4-(oxan-4-yl)piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound CC1=C(O)C(C)=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCN(CC2)C2CCOCC2)=C1 UQLBAHOLZZPYPV-WJOKGBTCSA-N 0.000 description 2
- QDYWZBNWSIAQDG-ROJLCIKYSA-N [(2r)-3-(4-hydroxy-3,5-dimethylphenyl)-1-[4-[(2r)-2-methoxycarbonylpyrrolidin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound COC(=O)[C@H]1CCCN1C1CCN(C(=O)[C@@H](CC=2C=C(C)C(O)=C(C)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 QDYWZBNWSIAQDG-ROJLCIKYSA-N 0.000 description 2
- UIOSZGZVEUHLRY-XLJNKUFUSA-N [(2r)-3-(4-hydroxy-3,5-dimethylphenyl)-1-[4-[(3r)-3-hydroxypiperidin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound CC1=C(O)C(C)=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCC(CC2)N2C[C@H](O)CCC2)=C1 UIOSZGZVEUHLRY-XLJNKUFUSA-N 0.000 description 2
- FHBCXIRSFUBTME-BVRKHOPBSA-N [(2r)-3-(4-hydroxy-3,5-dimethylphenyl)-1-[4-[(3r)-3-hydroxypyrrolidin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound CC1=C(O)C(C)=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCC(CC2)N2C[C@H](O)CC2)=C1 FHBCXIRSFUBTME-BVRKHOPBSA-N 0.000 description 2
- FHBCXIRSFUBTME-IGYGKHONSA-N [(2r)-3-(4-hydroxy-3,5-dimethylphenyl)-1-[4-[(3s)-3-hydroxypyrrolidin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound CC1=C(O)C(C)=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCC(CC2)N2C[C@@H](O)CC2)=C1 FHBCXIRSFUBTME-IGYGKHONSA-N 0.000 description 2
- CGENFMMZZSCYFK-UUWRZZSWSA-N [(2r)-3-(4-hydroxy-3,5-dimethylphenyl)-1-[4-[1-(2-hydroxyethyl)piperidin-4-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound CC1=C(O)C(C)=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCC(CC2)C2CCN(CCO)CC2)=C1 CGENFMMZZSCYFK-UUWRZZSWSA-N 0.000 description 2
- SSCRJIXTMNDFRR-JGCGQSQUSA-N [(2r)-3-(4-hydroxy-3,5-dimethylphenyl)-1-[4-[1-(methylsulfamoyl)piperidin-4-yl]piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(S(=O)(=O)NC)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(C)C(O)=C(C)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 SSCRJIXTMNDFRR-JGCGQSQUSA-N 0.000 description 2
- PBZPQUCBWXKTBE-MGBGTMOVSA-N [(2r)-3-(4-hydroxy-3,5-dimethylphenyl)-1-[4-[1-(methylsulfamoyl)piperidin-4-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(S(=O)(=O)NC)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(C)C(O)=C(C)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 PBZPQUCBWXKTBE-MGBGTMOVSA-N 0.000 description 2
- ICBNWSSWSHNZMF-MGBGTMOVSA-N [(2r)-3-(4-hydroxy-3,5-dimethylphenyl)-1-[4-[4-(2-hydroxyethyl)piperazin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound CC1=C(O)C(C)=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCC(CC2)N2CCN(CCO)CC2)=C1 ICBNWSSWSHNZMF-MGBGTMOVSA-N 0.000 description 2
- WUXFRSGHYDAJDI-JGCGQSQUSA-N [(2r)-3-(4-hydroxy-3,5-dimethylphenyl)-1-oxo-1-(4-piperidin-1-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound CC1=C(O)C(C)=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCC(CC2)N2CCCCC2)=C1 WUXFRSGHYDAJDI-JGCGQSQUSA-N 0.000 description 2
- COBFUXMQQSLDQD-WJOKGBTCSA-N [(2r)-3-(4-hydroxy-3,5-dimethylphenyl)-1-oxo-1-(4-piperidin-4-ylpiperazin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound CC1=C(O)C(C)=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCN(CC2)C2CCNCC2)=C1 COBFUXMQQSLDQD-WJOKGBTCSA-N 0.000 description 2
- JOUAUAGOYGTXNU-JGCGQSQUSA-N [(2r)-3-(4-hydroxy-3,5-dimethylphenyl)-1-oxo-1-(4-piperidin-4-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound CC1=C(O)C(C)=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCC(CC2)C2CCNCC2)=C1 JOUAUAGOYGTXNU-JGCGQSQUSA-N 0.000 description 2
- BHDGMWZHMYRAOE-WJOKGBTCSA-N [(2r)-3-(4-hydroxy-3,5-dimethylphenyl)-1-oxo-1-[4-(1-sulfamoylpiperidin-4-yl)piperazin-1-yl]propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound CC1=C(O)C(C)=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCN(CC2)C2CCN(CC2)S(N)(=O)=O)=C1 BHDGMWZHMYRAOE-WJOKGBTCSA-N 0.000 description 2
- VDXJMLPKKLIBRM-JGCGQSQUSA-N [(2r)-3-(4-hydroxy-3,5-dimethylphenyl)-1-oxo-1-[4-[4-(3,3,3-trifluoro-2-oxopropyl)piperazin-1-yl]piperidin-1-yl]propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound CC1=C(O)C(C)=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCC(CC2)N2CCN(CC(=O)C(F)(F)F)CC2)=C1 VDXJMLPKKLIBRM-JGCGQSQUSA-N 0.000 description 2
- CWJUFPMIYQRJCY-JGCGQSQUSA-N [(2r)-3-(4-hydroxyphenyl)-1-[4-(1-methylpiperidin-4-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCC1C1CCN(C(=O)[C@@H](CC=2C=CC(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 CWJUFPMIYQRJCY-JGCGQSQUSA-N 0.000 description 2
- NHWOZBVQFSBGMO-WJOKGBTCSA-N [(2r)-3-(4-hydroxyphenyl)-1-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCN1C1CCN(C(=O)[C@@H](CC=2C=CC(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 NHWOZBVQFSBGMO-WJOKGBTCSA-N 0.000 description 2
- AISQMYCMHKTHHN-SSEXGKCCSA-N [(2r)-3-(4-hydroxyphenyl)-1-oxo-1-(4-piperazin-1-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=CC(O)=CC=C1C[C@H](C(=O)N1CCC(CC1)N1CCNCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 AISQMYCMHKTHHN-SSEXGKCCSA-N 0.000 description 2
- XGWUSBMPVHLFIV-WJOKGBTCSA-N [(2r)-3-(4-hydroxyphenyl)-1-oxo-1-(4-piperidin-1-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=CC(O)=CC=C1C[C@H](C(=O)N1CCC(CC1)N1CCCCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 XGWUSBMPVHLFIV-WJOKGBTCSA-N 0.000 description 2
- YVBXQLXOGWRGTK-WJOKGBTCSA-N [(2r)-3-(4-hydroxyphenyl)-1-oxo-1-(4-piperidin-4-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=CC(O)=CC=C1C[C@H](C(=O)N1CCC(CC1)C1CCNCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 YVBXQLXOGWRGTK-WJOKGBTCSA-N 0.000 description 2
- PMBNWMKPDAHJSZ-UUWRZZSWSA-N [(2r)-3-(4-methoxy-3,5-dimethylphenyl)-1-[4-(1-methylpiperidin-4-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(C)C(OC)=C(C)C=C1C[C@H](C(=O)N1CCC(CC1)C1CCN(C)CC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 PMBNWMKPDAHJSZ-UUWRZZSWSA-N 0.000 description 2
- IKNVJVKFOLWYQO-UUWRZZSWSA-N [(2r)-3-(4-methoxy-3,5-dimethylphenyl)-1-[4-(4-methyl-1,4-diazepan-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(C)C(OC)=C(C)C=C1C[C@H](C(=O)N1CCC(CC1)N1CCN(C)CCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 IKNVJVKFOLWYQO-UUWRZZSWSA-N 0.000 description 2
- LQKOPYUYZQBPJO-JGCGQSQUSA-N [(2r)-3-(4-methoxy-3,5-dimethylphenyl)-1-oxo-1-(4-piperazin-1-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(C)C(OC)=C(C)C=C1C[C@H](C(=O)N1CCC(CC1)N1CCNCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 LQKOPYUYZQBPJO-JGCGQSQUSA-N 0.000 description 2
- MQNWGIVYNZOTGV-SSEXGKCCSA-N [(2r)-3-(6-amino-5-methylpyridin-3-yl)-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(C)C(N)=NC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 MQNWGIVYNZOTGV-SSEXGKCCSA-N 0.000 description 2
- QEBDWZVGDWKPDX-WJOKGBTCSA-N [(2r)-3-(6-amino-5-methylpyridin-3-yl)-1-[4-(1-methylpiperidin-4-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(C)C(N)=NC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 QEBDWZVGDWKPDX-WJOKGBTCSA-N 0.000 description 2
- WDRMGWXYWWMTCL-WJOKGBTCSA-N [(2r)-3-(6-amino-5-methylpyridin-3-yl)-1-[4-(4-methyl-1,4-diazepan-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCCN1C1CCN(C(=O)[C@@H](CC=2C=C(C)C(N)=NC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 WDRMGWXYWWMTCL-WJOKGBTCSA-N 0.000 description 2
- FQIVLQPMIICIGC-SSEXGKCCSA-N [(2r)-3-(6-amino-5-methylpyridin-3-yl)-1-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(C)C(N)=NC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 FQIVLQPMIICIGC-SSEXGKCCSA-N 0.000 description 2
- WOTLVAWJFXLEEX-SSEXGKCCSA-N [(2r)-3-[3,5-bis(trifluoromethyl)phenyl]-1-(4-morpholin-4-ylpiperidin-1-yl)-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound FC(F)(F)C1=CC(C(F)(F)F)=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCC(CC2)N2CCOCC2)=C1 WOTLVAWJFXLEEX-SSEXGKCCSA-N 0.000 description 2
- KPMNDLSRIKTYHC-JGCGQSQUSA-N [(2r)-3-[3,5-bis(trifluoromethyl)phenyl]-1-[4-(4,4-dimethylpiperidin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CC(C)(C)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(C=C(C=2)C(F)(F)F)C(F)(F)F)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 KPMNDLSRIKTYHC-JGCGQSQUSA-N 0.000 description 2
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- AUWDVMIQDCBRAJ-SSEXGKCCSA-N [(2r)-3-[3,5-bis(trifluoromethyl)phenyl]-1-oxo-1-(4-piperidin-4-ylpiperazin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound FC(F)(F)C1=CC(C(F)(F)F)=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCN(CC2)C2CCNCC2)=C1 AUWDVMIQDCBRAJ-SSEXGKCCSA-N 0.000 description 2
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- HECCPFZYSKLZKK-JGCGQSQUSA-N [(2r)-3-[3-chloro-4-(trifluoromethyl)phenyl]-1-[4-(1-methylpiperidin-4-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(Cl)C(=CC=2)C(F)(F)F)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 HECCPFZYSKLZKK-JGCGQSQUSA-N 0.000 description 2
- DRTLHXICUCETJB-MUUNZHRXSA-N [(2r)-3-[3-chloro-4-(trifluoromethyl)phenyl]-1-[4-(dimethylamino)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CC(N(C)C)CCN1C(=O)[C@H](OC(=O)N1CCC(CC1)N1C(NC2=CC=CC=C2CC1)=O)CC1=CC=C(C(F)(F)F)C(Cl)=C1 DRTLHXICUCETJB-MUUNZHRXSA-N 0.000 description 2
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- WXTUTDMSCVMZEO-SSEXGKCCSA-N [(2r)-3-[3-chloro-4-(trifluoromethyl)phenyl]-1-oxo-1-(4-piperidin-4-ylpiperazin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Cl)C(C(F)(F)F)=CC=C1C[C@H](C(=O)N1CCN(CC1)C1CCNCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 WXTUTDMSCVMZEO-SSEXGKCCSA-N 0.000 description 2
- CVZKYNHTRNOZDV-WJOKGBTCSA-N [(2r)-3-[3-chloro-4-(trifluoromethyl)phenyl]-1-oxo-1-(4-piperidin-4-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Cl)C(C(F)(F)F)=CC=C1C[C@H](C(=O)N1CCC(CC1)C1CCNCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 CVZKYNHTRNOZDV-WJOKGBTCSA-N 0.000 description 2
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- 229910000288 alkali metal carbonate Inorganic materials 0.000 description 2
- 150000008041 alkali metal carbonates Chemical class 0.000 description 2
- 229910000272 alkali metal oxide Inorganic materials 0.000 description 2
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 description 2
- 239000002333 angiotensin II receptor antagonist Substances 0.000 description 2
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- QARVLSVVCXYDNA-UHFFFAOYSA-N bromobenzene Chemical compound BrC1=CC=CC=C1 QARVLSVVCXYDNA-UHFFFAOYSA-N 0.000 description 2
- FJDQFPXHSGXQBY-UHFFFAOYSA-L caesium carbonate Chemical compound [Cs+].[Cs+].[O-]C([O-])=O FJDQFPXHSGXQBY-UHFFFAOYSA-L 0.000 description 2
- 102000008323 calcitonin gene-related peptide receptor activity proteins Human genes 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 2
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- 238000011097 chromatography purification Methods 0.000 description 2
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- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 2
- BGRWYRAHAFMIBJ-UHFFFAOYSA-N diisopropylcarbodiimide Natural products CC(C)NC(=O)NC(C)C BGRWYRAHAFMIBJ-UHFFFAOYSA-N 0.000 description 2
- SQNZJJAZBFDUTD-UHFFFAOYSA-N durene Chemical compound CC1=CC(C)=C(C)C=C1C SQNZJJAZBFDUTD-UHFFFAOYSA-N 0.000 description 2
- 230000008030 elimination Effects 0.000 description 2
- 238000003379 elimination reaction Methods 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 150000004675 formic acid derivatives Chemical class 0.000 description 2
- 125000002541 furyl group Chemical group 0.000 description 2
- NPZTUJOABDZTLV-UHFFFAOYSA-N hydroxybenzotriazole Substances O=C1C=CC=C2NNN=C12 NPZTUJOABDZTLV-UHFFFAOYSA-N 0.000 description 2
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- 239000003112 inhibitor Substances 0.000 description 2
- 239000000543 intermediate Substances 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- LWDXNEDWGSJWKT-FIRIVFDPSA-N methyl (2r)-1-[1-[(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-2-[4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carbonyl]oxypropanoyl]piperidin-4-yl]piperidine-2-carboxylate Chemical compound COC(=O)[C@H]1CCCCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 LWDXNEDWGSJWKT-FIRIVFDPSA-N 0.000 description 2
- KVXCALANLDFFNF-XLJNKUFUSA-N methyl (2r)-1-[1-[(2r)-3-(3-bromo-4-hydroxyphenyl)-2-[4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carbonyl]oxypropanoyl]piperidin-4-yl]piperidine-2-carboxylate Chemical compound COC(=O)[C@H]1CCCCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 KVXCALANLDFFNF-XLJNKUFUSA-N 0.000 description 2
- RCRJRCREKJMINP-CZNDPXEESA-N methyl (2r)-1-[1-[(2r)-3-(4-hydroxy-3,5-dimethylphenyl)-2-[4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carbonyl]oxypropanoyl]piperidin-4-yl]piperidine-2-carboxylate Chemical compound COC(=O)[C@H]1CCCCN1C1CCN(C(=O)[C@@H](CC=2C=C(C)C(O)=C(C)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 RCRJRCREKJMINP-CZNDPXEESA-N 0.000 description 2
- LWDXNEDWGSJWKT-IOWSJCHKSA-N methyl (2s)-1-[1-[(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-2-[4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carbonyl]oxypropanoyl]piperidin-4-yl]piperidine-2-carboxylate Chemical compound COC(=O)[C@@H]1CCCCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 LWDXNEDWGSJWKT-IOWSJCHKSA-N 0.000 description 2
- KVXCALANLDFFNF-XDFJSJKPSA-N methyl (2s)-1-[1-[(2r)-3-(3-bromo-4-hydroxyphenyl)-2-[4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carbonyl]oxypropanoyl]piperidin-4-yl]piperidine-2-carboxylate Chemical compound COC(=O)[C@@H]1CCCCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 KVXCALANLDFFNF-XDFJSJKPSA-N 0.000 description 2
- RCRJRCREKJMINP-JHOUSYSJSA-N methyl (2s)-1-[1-[(2r)-3-(4-hydroxy-3,5-dimethylphenyl)-2-[4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carbonyl]oxypropanoyl]piperidin-4-yl]piperidine-2-carboxylate Chemical compound COC(=O)[C@@H]1CCCCN1C1CCN(C(=O)[C@@H](CC=2C=C(C)C(O)=C(C)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 RCRJRCREKJMINP-JHOUSYSJSA-N 0.000 description 2
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- DNUTZBZXLPWRJG-UHFFFAOYSA-M piperidine-1-carboxylate Chemical compound [O-]C(=O)N1CCCCC1 DNUTZBZXLPWRJG-UHFFFAOYSA-M 0.000 description 2
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- AQHHHDLHHXJYJD-UHFFFAOYSA-N propranolol Chemical compound C1=CC=C2C(OCC(O)CNC(C)C)=CC=CC2=C1 AQHHHDLHHXJYJD-UHFFFAOYSA-N 0.000 description 2
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- INQAQYGOGFJJGJ-GDLZYMKVSA-N [(2r)-3-(3,4-dibromophenyl)-1-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-3h-benzimidazol-1-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(Br)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C32)=O)CC1 INQAQYGOGFJJGJ-GDLZYMKVSA-N 0.000 description 1
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- GCRGHADNPHRFII-JGCGQSQUSA-N [(2r)-3-(3,4-dibromophenyl)-1-[4-[4-(2-methoxy-2-oxoethyl)piperazin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(CC(=O)OC)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(Br)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 GCRGHADNPHRFII-JGCGQSQUSA-N 0.000 description 1
- BVLVCWHHNMWYPW-HSZRJFAPSA-N [(2r)-3-(3,4-dibromophenyl)-1-ethoxy-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C([C@H](C(=O)OCC)OC(=O)N1CCC(CC1)N1C(NC2=CC=CC=C2CC1)=O)C1=CC=C(Br)C(Br)=C1 BVLVCWHHNMWYPW-HSZRJFAPSA-N 0.000 description 1
- JQJNBXVCVWAAIU-SSEXGKCCSA-N [(2r)-3-(3,4-dibromophenyl)-1-oxo-1-(4-piperazin-1-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Br)C(Br)=CC=C1C[C@H](C(=O)N1CCC(CC1)N1CCNCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 JQJNBXVCVWAAIU-SSEXGKCCSA-N 0.000 description 1
- UMLKVBNTTNZSEO-SSEXGKCCSA-N [(2r)-3-(3,4-dibromophenyl)-1-oxo-1-(4-pyridin-4-ylpiperazin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Br)C(Br)=CC=C1C[C@H](C(=O)N1CCN(CC1)C=1C=CN=CC=1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 UMLKVBNTTNZSEO-SSEXGKCCSA-N 0.000 description 1
- ZKUXRZXAZDFVOR-SSEXGKCCSA-N [(2r)-3-(3,4-dibromophenyl)-1-oxo-1-(4-pyrrolidin-1-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Br)C(Br)=CC=C1C[C@H](C(=O)N1CCC(CC1)N1CCCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 ZKUXRZXAZDFVOR-SSEXGKCCSA-N 0.000 description 1
- MIGUCJSHOCDDQO-GDLZYMKVSA-N [(2r)-3-(3,4-dichlorophenyl)-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-3h-benzimidazol-1-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(Cl)C(Cl)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C32)=O)CC1 MIGUCJSHOCDDQO-GDLZYMKVSA-N 0.000 description 1
- MBXYCCQUAHZMAX-GDLZYMKVSA-N [(2r)-3-(3,4-dichlorophenyl)-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]-1-oxopropan-2-yl] 4-(3-oxo-5-phenyl-1h-1,2,4-triazol-2-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(Cl)C(Cl)=CC=2)OC(=O)N2CCC(CC2)N2C(NC(=N2)C=2C=CC=CC=2)=O)CC1 MBXYCCQUAHZMAX-GDLZYMKVSA-N 0.000 description 1
- WXRVOWLOXAYMHV-JGCGQSQUSA-N [(2r)-3-(3,4-dichlorophenyl)-1-[4-(1-methylpiperidin-4-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-1h-imidazo[4,5-c]quinolin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(Cl)C(Cl)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=C4C=CC=CC4=NC=C32)=O)CC1 WXRVOWLOXAYMHV-JGCGQSQUSA-N 0.000 description 1
- AQNYVHUWWDJYIE-SSEXGKCCSA-N [(2r)-3-(3,4-dichlorophenyl)-1-[4-(1-methylpiperidin-4-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-3h-benzimidazol-1-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(Cl)C(Cl)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C32)=O)CC1 AQNYVHUWWDJYIE-SSEXGKCCSA-N 0.000 description 1
- BZPQYLJGRKJQRU-JGCGQSQUSA-N [(2r)-3-(3,4-dichlorophenyl)-1-[4-(1-methylpiperidin-4-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(Cl)C(Cl)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 BZPQYLJGRKJQRU-JGCGQSQUSA-N 0.000 description 1
- IQCODCXTAZXKBI-JGCGQSQUSA-N [(2r)-3-(3,4-dichlorophenyl)-1-[4-(4-fluorophenyl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=CC(F)=CC=C1C1CCN(C(=O)[C@@H](CC=2C=C(Cl)C(Cl)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 IQCODCXTAZXKBI-JGCGQSQUSA-N 0.000 description 1
- PPKUSMOJVICEIA-GDLZYMKVSA-N [(2r)-3-(3,4-dichlorophenyl)-1-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-3h-benzimidazol-1-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Cl)C(Cl)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C32)=O)CC1 PPKUSMOJVICEIA-GDLZYMKVSA-N 0.000 description 1
- RWSZOOFRDGHYHT-GDLZYMKVSA-N [(2r)-3-(3,4-dichlorophenyl)-1-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(3-oxo-5-phenyl-1h-1,2,4-triazol-2-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Cl)C(Cl)=CC=2)OC(=O)N2CCC(CC2)N2C(NC(=N2)C=2C=CC=CC=2)=O)CC1 RWSZOOFRDGHYHT-GDLZYMKVSA-N 0.000 description 1
- OIORCKBDSSNMRS-HHHXNRCGSA-N [(2r)-3-(3,4-dichlorophenyl)-1-[4-(methylamino)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CC(NC)CCN1C(=O)[C@H](OC(=O)N1CCC(CC1)N1C(NC2=CC=CC=C2CC1)=O)CC1=CC=C(Cl)C(Cl)=C1 OIORCKBDSSNMRS-HHHXNRCGSA-N 0.000 description 1
- LUBZXQLLKSYNHC-VAVYLYDRSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-[4-[(3r)-3-hydroxypyrrolidin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1[C@H](O)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 LUBZXQLLKSYNHC-VAVYLYDRSA-N 0.000 description 1
- LROXYZUEQDLOHT-WJOKGBTCSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-[4-[1-(2-hydroxyethyl)piperidin-4-yl]piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(CCO)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 LROXYZUEQDLOHT-WJOKGBTCSA-N 0.000 description 1
- DOQHCTRSJYNOIP-SSEXGKCCSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-[4-[1-[2-(hydroxyamino)-2-oxoethyl]piperidin-4-yl]piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(CC(=O)NO)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 DOQHCTRSJYNOIP-SSEXGKCCSA-N 0.000 description 1
- HGVICPUGKPQWCP-JGCGQSQUSA-N [(2r)-3-(3,5-dibromo-4-hydroxyphenyl)-1-[4-[1-[2-[hydroxy(methyl)amino]-2-oxoethyl]piperidin-4-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(CC(=O)N(O)C)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 HGVICPUGKPQWCP-JGCGQSQUSA-N 0.000 description 1
- BBCVOWOICJQSRM-JGCGQSQUSA-N [(2r)-3-(3,5-dibromo-4-methoxyphenyl)-1-[4-(1-methylpiperidin-4-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Br)C(OC)=C(Br)C=C1C[C@H](C(=O)N1CCC(CC1)C1CCN(C)CC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 BBCVOWOICJQSRM-JGCGQSQUSA-N 0.000 description 1
- PKXSIFXMKRCSBK-MUUNZHRXSA-N [(2r)-3-(3,5-dibromo-4-methoxyphenyl)-1-[4-(dimethylamino)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Br)C(OC)=C(Br)C=C1C[C@H](C(=O)N1CCC(CC1)N(C)C)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 PKXSIFXMKRCSBK-MUUNZHRXSA-N 0.000 description 1
- FFGRFJIBFWUUHL-JGCGQSQUSA-N [(2r)-3-(3,5-dibromo-4-methylphenyl)-1-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(C)=C(Br)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 FFGRFJIBFWUUHL-JGCGQSQUSA-N 0.000 description 1
- GHPZFNLBDSDCPH-GDLZYMKVSA-N [(2r)-3-(3,5-dibromo-4-methylphenyl)-1-[4-(dimethylamino)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CC(N(C)C)CCN1C(=O)[C@H](OC(=O)N1CCC(CC1)N1C(NC2=CC=CC=C2CC1)=O)CC1=CC(Br)=C(C)C(Br)=C1 GHPZFNLBDSDCPH-GDLZYMKVSA-N 0.000 description 1
- SCQQNMLXYDIEDT-JOCHJYFZSA-N [(2r)-3-(3,5-dibromophenyl)-1-methoxy-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C([C@H](C(=O)OC)OC(=O)N1CCC(CC1)N1C(NC2=CC=CC=C2CC1)=O)C1=CC(Br)=CC(Br)=C1 SCQQNMLXYDIEDT-JOCHJYFZSA-N 0.000 description 1
- CIWUTCCALACGRJ-SSEXGKCCSA-N [(2r)-3-(3,5-dichloro-4-hydroxyphenyl)-1-[4-[4-hydroxy-4-(hydroxymethyl)piperidin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CC(CO)(O)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Cl)C(O)=C(Cl)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 CIWUTCCALACGRJ-SSEXGKCCSA-N 0.000 description 1
- AINKLJGNLADCQU-MGBGTMOVSA-N [(2r)-3-(3,5-dichloro-4-methylphenyl)-1-[4-(1-methylpiperidin-4-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(Cl)C(C)=C(Cl)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 AINKLJGNLADCQU-MGBGTMOVSA-N 0.000 description 1
- HGDPAEIKXOEFJX-JGCGQSQUSA-N [(2r)-3-(3,5-dichloro-4-methylphenyl)-1-oxo-1-(4-piperidin-4-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Cl)C(C)=C(Cl)C=C1C[C@H](C(=O)N1CCC(CC1)C1CCNCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 HGDPAEIKXOEFJX-JGCGQSQUSA-N 0.000 description 1
- XHPGDYLMXWFVNF-WJOKGBTCSA-N [(2r)-3-(3,5-dichlorophenyl)-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(Cl)C=C(Cl)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 XHPGDYLMXWFVNF-WJOKGBTCSA-N 0.000 description 1
- UYOKDSSJWVGZNY-SSEXGKCCSA-N [(2r)-3-(3,5-dichlorophenyl)-1-oxo-1-(4-piperazin-1-ylpiperidin-1-yl)propan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound ClC1=CC(Cl)=CC(C[C@@H](OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)C(=O)N2CCC(CC2)N2CCNCC2)=C1 UYOKDSSJWVGZNY-SSEXGKCCSA-N 0.000 description 1
- KKMKLEKDGTUOMI-SSEXGKCCSA-N [(2r)-3-(3,5-dimethyl-4-phenylmethoxyphenyl)-1-methoxy-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C([C@H](C(=O)OC)OC(=O)N1CCC(CC1)N1C(NC2=CC=CC=C2CC1)=O)C(C=C1C)=CC(C)=C1OCC1=CC=CC=C1 KKMKLEKDGTUOMI-SSEXGKCCSA-N 0.000 description 1
- LVAMSOMMRIDCHM-MGBGTMOVSA-N [(2r)-3-(3,5-dimethylphenyl)-1-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(C)C=C(C)C=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 LVAMSOMMRIDCHM-MGBGTMOVSA-N 0.000 description 1
- VJGAIGLHTMZAQZ-SSEXGKCCSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-(4-morpholin-4-ylpiperidin-1-yl)-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1=C(Br)C(O)=CC=C1C[C@H](C(=O)N1CCC(CC1)N1CCOCC1)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 VJGAIGLHTMZAQZ-SSEXGKCCSA-N 0.000 description 1
- NWNPNIHKHJYURO-WJOKGBTCSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(C)CCC1N1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 NWNPNIHKHJYURO-WJOKGBTCSA-N 0.000 description 1
- XZRJCWRXCJIILP-JGCGQSQUSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-(1-methylsulfonylpiperidin-4-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(S(=O)(=O)C)CCC1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 XZRJCWRXCJIILP-JGCGQSQUSA-N 0.000 description 1
- HTTPCBBSKNIUQR-WJOKGBTCSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-(4-hydroxy-4-methylpiperidin-1-yl)piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CC(C)(O)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 HTTPCBBSKNIUQR-WJOKGBTCSA-N 0.000 description 1
- FWNNDIFMCDEFSQ-WJOKGBTCSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-[4-(methylsulfamoyl)piperazin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(S(=O)(=O)NC)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 FWNNDIFMCDEFSQ-WJOKGBTCSA-N 0.000 description 1
- RKLVZSODSKKXHF-JGCGQSQUSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-[4-[2-(methoxyamino)-2-oxoethyl]piperazin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CN(CC(=O)NOC)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 RKLVZSODSKKXHF-JGCGQSQUSA-N 0.000 description 1
- YOQUINPHDJJZEZ-WJOKGBTCSA-N [(2r)-3-(3-bromo-4-hydroxyphenyl)-1-[4-[4-hydroxy-4-(hydroxymethyl)piperidin-1-yl]piperidin-1-yl]-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C1CC(CO)(O)CCN1C1CCN(C(=O)[C@@H](CC=2C=C(Br)C(O)=CC=2)OC(=O)N2CCC(CC2)N2C(NC3=CC=CC=C3CC2)=O)CC1 YOQUINPHDJJZEZ-WJOKGBTCSA-N 0.000 description 1
- KSTAVULORXQGMK-HSZRJFAPSA-N [(2r)-3-(3-bromo-4-methylphenyl)-1-methoxy-1-oxopropan-2-yl] 4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carboxylate Chemical compound C([C@H](C(=O)OC)OC(=O)N1CCC(CC1)N1C(NC2=CC=CC=C2CC1)=O)C1=CC=C(C)C(Br)=C1 KSTAVULORXQGMK-HSZRJFAPSA-N 0.000 description 1
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- QEGZYZXLEQXOJD-UUWRZZSWSA-N tert-butyl 4-[1-[(2r)-3-(3-chloro-4-methylphenyl)-2-[4-(2-oxo-4,5-dihydro-1h-1,3-benzodiazepin-3-yl)piperidine-1-carbonyl]oxypropanoyl]piperidin-4-yl]piperazine-1-carboxylate Chemical compound C1=C(Cl)C(C)=CC=C1C[C@H](C(=O)N1CCC(CC1)N1CCN(CC1)C(=O)OC(C)(C)C)OC(=O)N1CCC(N2C(NC3=CC=CC=C3CC2)=O)CC1 QEGZYZXLEQXOJD-UUWRZZSWSA-N 0.000 description 1
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- ILMRJRBKQSSXGY-UHFFFAOYSA-N tert-butyl(dimethyl)silicon Chemical group C[Si](C)C(C)(C)C ILMRJRBKQSSXGY-UHFFFAOYSA-N 0.000 description 1
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- 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
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Landscapes
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Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102004015723A DE102004015723A1 (de) | 2004-03-29 | 2004-03-29 | Ausgewählte CGRP-Antagonisten, Verfahren zu deren Herstellung sowie deren Verwendung als Arzneimittel |
| PCT/EP2005/003094 WO2005092880A1 (de) | 2004-03-29 | 2005-03-23 | Ausgewählte cgrp-antagonisten, verfahren zu deren herstellung sowie deren verwendung als arzneimittel |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NZ550774A true NZ550774A (en) | 2010-10-29 |
Family
ID=34967621
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NZ550774A NZ550774A (en) | 2004-03-29 | 2005-03-23 | Selected CGRP antagonists, method for the production thereof and their use as medicaments |
| NZ562537A NZ562537A (en) | 2004-03-29 | 2006-03-21 | 2-Oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl-piperidines used as CGRP antagonists |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NZ562537A NZ562537A (en) | 2004-03-29 | 2006-03-21 | 2-Oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl-piperidines used as CGRP antagonists |
Country Status (32)
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| US (3) | US7479488B2 (https=) |
| EP (2) | EP2108648A1 (https=) |
| JP (2) | JP4796567B2 (https=) |
| KR (1) | KR20070007867A (https=) |
| CN (1) | CN1976916A (https=) |
| AR (2) | AR049625A1 (https=) |
| AT (2) | ATE437868T1 (https=) |
| AU (1) | AU2005225539A1 (https=) |
| BR (2) | BRPI0509368A (https=) |
| CA (1) | CA2558889A1 (https=) |
| CY (2) | CY1108744T1 (https=) |
| DE (2) | DE102004015723A1 (https=) |
| DK (1) | DK1732917T3 (https=) |
| EA (1) | EA012111B1 (https=) |
| EC (1) | ECSP066898A (https=) |
| ES (1) | ES2330865T3 (https=) |
| HR (1) | HRP20090457T1 (https=) |
| IL (2) | IL178334A0 (https=) |
| MX (1) | MX2007011526A (https=) |
| MY (1) | MY141754A (https=) |
| NO (1) | NO20064166L (https=) |
| NZ (2) | NZ550774A (https=) |
| PE (2) | PE20091884A1 (https=) |
| PL (1) | PL1732917T3 (https=) |
| PT (1) | PT1732917E (https=) |
| RS (1) | RS51150B (https=) |
| SI (1) | SI1732917T1 (https=) |
| TW (1) | TW200602338A (https=) |
| UA (1) | UA88163C2 (https=) |
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| WO (1) | WO2005092880A1 (https=) |
| ZA (2) | ZA200606056B (https=) |
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