JP2004532886A5

JP2004532886A5 -

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Publication number: JP2004532886A5
Authority: JP; Japan
Prior art keywords: aminocarbonyl; ethoxycarbonyl; piperazin; carbonyl; quinoline
Prior art date: 2002-06-06
Legal status : Granted

Application number

JP2003501845A

Other languages

English (en)

Japanese (ja)

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JP2004532886A (ja

JP4409936B2 (ja

Filing date

2002-06-06

Publication date

2009-08-20

2002-06-05 Priority claimed from US10/163,742 external-priority patent/US6861424B2/en

2002-06-06 Application filed filed Critical

2004-10-28 Publication of JP2004532886A publication Critical patent/JP2004532886A/ja

2009-08-20 Publication of JP2004532886A5 publication Critical patent/JP2004532886A5/ja

2010-02-03 Application granted granted Critical

2010-02-03 Publication of JP4409936B2 publication Critical patent/JP4409936B2/ja

2022-06-06 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

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150000001875 compounds Chemical class 0.000 claims 91
125000000217 alkyl group Chemical group 0.000 claims 77
229910052739 hydrogen Inorganic materials 0.000 claims 55
239000001257 hydrogen Substances 0.000 claims 55
125000003545 alkoxy group Chemical group 0.000 claims 48
125000004453 alkoxycarbonyl group Chemical group 0.000 claims 42
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 41
-1 tetrahydrofuranyl nonyl Chemical group 0.000 claims 41
125000004181 carboxyalkyl group Chemical group 0.000 claims 38
150000002431 hydrogen Chemical class 0.000 claims 38
125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 34
125000005078 alkoxycarbonylalkyl group Chemical group 0.000 claims 28
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 26
125000002768 hydroxyalkyl group Chemical group 0.000 claims 24
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 17
125000005085 alkoxycarbonylalkoxy group Chemical group 0.000 claims 15
125000004448 alkyl carbonyl group Chemical group 0.000 claims 15
125000005111 carboxyalkoxy group Chemical group 0.000 claims 15
125000001475 halogen functional group Chemical group 0.000 claims 15
125000004356 hydroxy functional group Chemical group O* 0.000 claims 15
239000000203 mixture Substances 0.000 claims 14
125000005121 aminocarbonylalkoxy group Chemical group 0.000 claims 13
125000004438 haloalkoxy group Chemical group 0.000 claims 13
125000004414 alkyl thio group Chemical group 0.000 claims 12
125000004985 dialkyl amino alkyl group Chemical group 0.000 claims 12
125000004663 dialkyl amino group Chemical group 0.000 claims 12
SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims 10
125000005097 aminocarbonylalkyl group Chemical group 0.000 claims 10
125000003710 aryl alkyl group Chemical group 0.000 claims 10
125000000753 cycloalkyl group Chemical group 0.000 claims 10
125000001188 haloalkyl group Chemical group 0.000 claims 8
125000004984 dialkylaminoalkoxy group Chemical group 0.000 claims 7
150000003839 salts Chemical class 0.000 claims 7
125000003806 alkyl carbonyl amino group Chemical group 0.000 claims 6
125000003118 aryl group Chemical group 0.000 claims 6
125000004093 cyano group Chemical group *C#N 0.000 claims 6
125000003282 alkyl amino group Chemical group 0.000 claims 5
125000005019 carboxyalkenyl group Chemical group 0.000 claims 5
125000005159 cyanoalkoxy group Chemical group 0.000 claims 5
125000005291 haloalkenyloxy group Chemical group 0.000 claims 5
125000005113 hydroxyalkoxy group Chemical group 0.000 claims 5
IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 5
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 5
PNGRJGDDWPXRRQ-UHFFFAOYSA-N 4-methoxyquinoline-2-carboxamide Chemical compound C1=CC=C2C(OC)=CC(C(N)=O)=NC2=C1 PNGRJGDDWPXRRQ-UHFFFAOYSA-N 0.000 claims 4
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 4
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 4
125000004432 carbon atom Chemical group C* 0.000 claims 4
125000005842 heteroatom Chemical group 0.000 claims 4
125000000623 heterocyclic group Chemical group 0.000 claims 4
229910052757 nitrogen Inorganic materials 0.000 claims 4
229910052760 oxygen Inorganic materials 0.000 claims 4
239000001301 oxygen Chemical group 0.000 claims 4
229910052717 sulfur Chemical group 0.000 claims 4
239000011593 sulfur Chemical group 0.000 claims 4
239000004593 Epoxy Substances 0.000 claims 3
125000004688 alkyl sulfonyl alkyl group Chemical group 0.000 claims 3
125000004103 aminoalkyl group Chemical group 0.000 claims 3
125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 claims 3
BXENRKOPBKKALE-UHFFFAOYSA-N ethyl 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)-5-oxo-5-phenylmethoxypentanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OCC1=CC=CC=C1)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC BXENRKOPBKKALE-UHFFFAOYSA-N 0.000 claims 3
125000004415 heterocyclylalkyl group Chemical group 0.000 claims 3
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 3
LFFGQQLVAXRWBZ-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-7-hydroxyquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)O LFFGQQLVAXRWBZ-UHFFFAOYSA-N 0.000 claims 2
125000004743 1-methylethoxycarbonyl group Chemical group CC(C)OC(=O)* 0.000 claims 2
QJHQGADZQQJNKV-UHFFFAOYSA-N 4-(4-ethoxycarbonylpiperazin-1-yl)-3-[(4-methoxyquinoline-2-carbonyl)amino]-4-oxobutanoic acid Chemical compound C1CN(C(=O)OCC)CCN1C(=O)C(CC(O)=O)NC(=O)C1=CC(OC)=C(C=CC=C2)C2=N1 QJHQGADZQQJNKV-UHFFFAOYSA-N 0.000 claims 2
CQMQGVNTLOCYEV-UHFFFAOYSA-N 4-[3-carbamoyl-4-(1-carboxyethoxy)quinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC(C)C(=O)O CQMQGVNTLOCYEV-UHFFFAOYSA-N 0.000 claims 2
YHZWLQUCSGHPAX-UHFFFAOYSA-N 5-(4-ethoxycarbonylpiperazin-1-yl)-4-[(4-methoxyquinoline-2-carbonyl)amino]-5-oxopentanoic acid Chemical compound C1CN(C(=O)OCC)CCN1C(=O)C(CCC(O)=O)NC(=O)C1=CC(OC)=C(C=CC=C2)C2=N1 YHZWLQUCSGHPAX-UHFFFAOYSA-N 0.000 claims 2
125000005129 aryl carbonyl group Chemical group 0.000 claims 2
125000005161 aryl oxy carbonyl group Chemical group 0.000 claims 2
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 2
125000000000 cycloalkoxy group Chemical group 0.000 claims 2
125000006254 cycloalkyl carbonyl group Chemical group 0.000 claims 2
BFDNEIPPKHHUTK-UHFFFAOYSA-N ethyl 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)-4-oxo-4-phenylmethoxybutanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CC(=O)OCC1=CC=CC=C1)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC BFDNEIPPKHHUTK-UHFFFAOYSA-N 0.000 claims 2
IGANOLYYXZBEMI-UHFFFAOYSA-N ethyl 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)acetyl]-3-methylpiperazine-1-carboxylate Chemical compound CC1N(CCN(C1)C(=O)OCC)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC IGANOLYYXZBEMI-UHFFFAOYSA-N 0.000 claims 2
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
125000004993 haloalkoxycarbonyl group Chemical group 0.000 claims 2
125000006517 heterocyclyl carbonyl group Chemical group 0.000 claims 2
HIRDRRUFVHQEPG-UHFFFAOYSA-N methyl 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)acetyl]piperazine-1-carboxylate Chemical compound COC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC HIRDRRUFVHQEPG-UHFFFAOYSA-N 0.000 claims 2
BSMBRDSRYVZTBO-UHFFFAOYSA-N 1-(2-aminoquinolin-3-yl)ethanone Chemical compound C1=CC=C2N=C(N)C(C(=O)C)=CC2=C1 BSMBRDSRYVZTBO-UHFFFAOYSA-N 0.000 claims 1
GMWCARCHXBROLG-UHFFFAOYSA-N 1-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)acetyl]-4-ethoxycarbonylpiperazine-2-carboxylic acid Chemical compound C(=O)(O)C1N(CCN(C1)C(=O)OCC)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC GMWCARCHXBROLG-UHFFFAOYSA-N 0.000 claims 1
SZIHGBJPOCATFS-UHFFFAOYSA-N 1-[2-[[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]carbamoyl]-7-methylquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C1CN(C(=O)OCC)CCN1C(=O)C(CCC(O)=O)NC(=O)C1=CC(OC2(CCC2)C(O)=O)=C(C=CC(C)=C2)C2=N1 SZIHGBJPOCATFS-UHFFFAOYSA-N 0.000 claims 1
CYKRMMGIFIFAQU-UHFFFAOYSA-N 1-[3-carbamoyl-2-[1-(4-ethoxycarbonylpiperazin-1-yl)-1,5-dioxo-5-propan-2-yloxypentan-2-yl]-6,7-dimethylquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OC(C)C)C1=NC2=CC(=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)C)C CYKRMMGIFIFAQU-UHFFFAOYSA-N 0.000 claims 1
FRTVFVCAULSFHA-UHFFFAOYSA-N 1-[3-carbamoyl-2-[1-(4-ethoxycarbonylpiperazin-1-yl)-1,5-dioxo-5-propan-2-yloxypentan-2-yl]-7-methylquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OC(C)C)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)C FRTVFVCAULSFHA-UHFFFAOYSA-N 0.000 claims 1
NRRNKTUTMHEFSD-UHFFFAOYSA-N 1-[3-carbamoyl-2-[1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxo-3-(2H-tetrazol-5-yl)propan-2-yl]-7-methylquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CC1=NN=NN1)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)C NRRNKTUTMHEFSD-UHFFFAOYSA-N 0.000 claims 1
YXHSBIWADUARNZ-UHFFFAOYSA-N 1-[3-carbamoyl-2-[1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxo-4-(tetrazol-1-yl)butan-2-yl]-7-methylquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCN1N=NN=C1)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)C YXHSBIWADUARNZ-UHFFFAOYSA-N 0.000 claims 1
KWVXAKVJDWRWEQ-UHFFFAOYSA-N 1-[3-carbamoyl-2-[1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxo-4-(tetrazol-1-yl)butan-2-yl]quinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCN1N=NN=C1)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O KWVXAKVJDWRWEQ-UHFFFAOYSA-N 0.000 claims 1
CQJVLYKOXMJYHA-UHFFFAOYSA-N 1-[3-carbamoyl-2-[1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxo-4-(trifluoromethylsulfonylamino)butan-2-yl]-7-methylquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCNS(=O)(=O)C(F)(F)F)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)C CQJVLYKOXMJYHA-UHFFFAOYSA-N 0.000 claims 1
YATQVQRWHZTQGP-UHFFFAOYSA-N 1-[3-carbamoyl-2-[2-(4-ethoxycarbonylpiperazin-1-yl)-2-oxoethyl]quinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O YATQVQRWHZTQGP-UHFFFAOYSA-N 0.000 claims 1
UOIUKXZAKNKASX-UHFFFAOYSA-N 1-[3-carbamoyl-2-[3-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxopropan-2-yl]quinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O UOIUKXZAKNKASX-UHFFFAOYSA-N 0.000 claims 1
GEEOITWGTASWPP-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-5,7-dichloroquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC(=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)Cl)Cl GEEOITWGTASWPP-UHFFFAOYSA-N 0.000 claims 1
XUEPIDOPRXWXCY-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-5-cyanoquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC(=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)C#N XUEPIDOPRXWXCY-UHFFFAOYSA-N 0.000 claims 1
JKETYULLAJVRKL-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-5-ethoxycarbonylquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC(=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)C(=O)OCC JKETYULLAJVRKL-UHFFFAOYSA-N 0.000 claims 1
WUBDWPZYLUWNFI-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-5-fluoro-6-methylquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=C(C(=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)F)C WUBDWPZYLUWNFI-UHFFFAOYSA-N 0.000 claims 1
WOJCCKPJOVWFHQ-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-5-methylquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC(=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)C WOJCCKPJOVWFHQ-UHFFFAOYSA-N 0.000 claims 1
LMGKRBOSHFIDMH-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-6,7-dichloroquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)Cl)Cl LMGKRBOSHFIDMH-UHFFFAOYSA-N 0.000 claims 1
DNCYIFXFNVDDKI-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-6,7-difluoroquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)F)F DNCYIFXFNVDDKI-UHFFFAOYSA-N 0.000 claims 1
XXWYIJIHZXBAFB-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-6,7-dimethoxyquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)OC)OC XXWYIJIHZXBAFB-UHFFFAOYSA-N 0.000 claims 1
ZVHSDDNBKGMXNL-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-6,7-dimethylquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)C)C ZVHSDDNBKGMXNL-UHFFFAOYSA-N 0.000 claims 1
SDJDASRNFPVSHN-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-6-(trifluoromethoxy)quinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)OC(F)(F)F SDJDASRNFPVSHN-UHFFFAOYSA-N 0.000 claims 1
VYXMGRKBLFLYBZ-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-6-chloro-7-methylquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)Cl)C VYXMGRKBLFLYBZ-UHFFFAOYSA-N 0.000 claims 1
IXYQHOGYSPOUCS-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-6-chloroquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)Cl IXYQHOGYSPOUCS-UHFFFAOYSA-N 0.000 claims 1
AWZXZCJDCHPWKH-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-6-ethoxyquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)OCC AWZXZCJDCHPWKH-UHFFFAOYSA-N 0.000 claims 1
ZOALZOPIPDOBBX-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-6-ethylquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)CC ZOALZOPIPDOBBX-UHFFFAOYSA-N 0.000 claims 1
VQBNCYRONJYSHN-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-6-fluoro-7-methylquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)F)C VQBNCYRONJYSHN-UHFFFAOYSA-N 0.000 claims 1
ITEADZKBQVPLQA-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-6-fluoroquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)F ITEADZKBQVPLQA-UHFFFAOYSA-N 0.000 claims 1
GLCGLXJFFVYSSR-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-6-hydroxyquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)O GLCGLXJFFVYSSR-UHFFFAOYSA-N 0.000 claims 1
ZDTBLQFLGLPQRK-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-6-methoxyquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)OC ZDTBLQFLGLPQRK-UHFFFAOYSA-N 0.000 claims 1
LAIMMRCCYMRATD-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-6-methylquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)C LAIMMRCCYMRATD-UHFFFAOYSA-N 0.000 claims 1
IBGNETSDIHCXRC-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-6-nitroquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)[N+](=O)[O-] IBGNETSDIHCXRC-UHFFFAOYSA-N 0.000 claims 1
LDMJEYOCGDPAFA-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-6-phenylmethoxyquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)OCC1=CC=CC=C1 LDMJEYOCGDPAFA-UHFFFAOYSA-N 0.000 claims 1
VKXGJOKSXOLTOJ-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-6-propan-2-yloxyquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)OC(C)C VKXGJOKSXOLTOJ-UHFFFAOYSA-N 0.000 claims 1
AAXAUSPVBMLFLA-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-7-(hydroxymethyl)quinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)CO AAXAUSPVBMLFLA-UHFFFAOYSA-N 0.000 claims 1
HPAVOXYOYZFWQW-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-7-(trifluoromethoxy)quinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)OC(F)(F)F HPAVOXYOYZFWQW-UHFFFAOYSA-N 0.000 claims 1
OKAKCXOYJBVRTA-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-7-(trifluoromethyl)quinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)C(F)(F)F OKAKCXOYJBVRTA-UHFFFAOYSA-N 0.000 claims 1
BNWRZLMLZICUJE-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-7-chloro-6-fluoroquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)F)Cl BNWRZLMLZICUJE-UHFFFAOYSA-N 0.000 claims 1
WKZNCFMRKWWKIF-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-7-chloro-6-methoxyquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)OC)Cl WKZNCFMRKWWKIF-UHFFFAOYSA-N 0.000 claims 1
OAPKHTPINKNLRP-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-7-chloro-6-methylquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)C)Cl OAPKHTPINKNLRP-UHFFFAOYSA-N 0.000 claims 1
JWZNCDLBGYIFHY-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-7-chloroquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)Cl JWZNCDLBGYIFHY-UHFFFAOYSA-N 0.000 claims 1
JGCZMJSSXGMCPY-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-7-cyanoquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)C#N JGCZMJSSXGMCPY-UHFFFAOYSA-N 0.000 claims 1
ZQNGVASVOWXEFY-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-7-ethylquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)CC ZQNGVASVOWXEFY-UHFFFAOYSA-N 0.000 claims 1
FFTODSKWEZGEES-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-7-fluoroquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)F FFTODSKWEZGEES-UHFFFAOYSA-N 0.000 claims 1
XDBCBSYKVNCGQX-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-7-methoxyquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)OC XDBCBSYKVNCGQX-UHFFFAOYSA-N 0.000 claims 1
XBYSXROKTXVUQK-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-7-phenylmethoxyquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)OCC1=CC=CC=C1 XBYSXROKTXVUQK-UHFFFAOYSA-N 0.000 claims 1
RAYMDLYLFJXXKU-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-8-methylquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=C(C=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)C RAYMDLYLFJXXKU-UHFFFAOYSA-N 0.000 claims 1
HLTTWKYWSMMKHN-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]quinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O HLTTWKYWSMMKHN-UHFFFAOYSA-N 0.000 claims 1
DTUHDQZSAWFGND-UHFFFAOYSA-N 1-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]quinolin-4-yl]piperidine-3-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)N1CC(CCC1)C(=O)O DTUHDQZSAWFGND-UHFFFAOYSA-N 0.000 claims 1
CLJXLYIMSCJUOH-UHFFFAOYSA-N 1-[3-carbamoyl-2-[5-ethoxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1,5-dioxopentan-2-yl]-6,7-dimethylquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OCC)C1=NC2=CC(=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)C)C CLJXLYIMSCJUOH-UHFFFAOYSA-N 0.000 claims 1
NDWJUSZLDZYPDL-UHFFFAOYSA-N 1-[3-carbamoyl-2-[5-ethoxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1,5-dioxopentan-2-yl]-7-methylquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OCC)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)C NDWJUSZLDZYPDL-UHFFFAOYSA-N 0.000 claims 1
OOSHYQXVBLSKDX-UHFFFAOYSA-N 1-[3-carbamoyl-6,7-dichloro-2-[1-(4-ethoxycarbonylpiperazin-1-yl)-1,5-dioxo-5-propan-2-yloxypentan-2-yl]quinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OC(C)C)C1=NC2=CC(=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)Cl)Cl OOSHYQXVBLSKDX-UHFFFAOYSA-N 0.000 claims 1
UOMGKTCSXNURIE-UHFFFAOYSA-N 1-[3-carbamoyl-6,7-dichloro-2-[5-ethoxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1,5-dioxopentan-2-yl]quinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OCC)C1=NC2=CC(=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)Cl)Cl UOMGKTCSXNURIE-UHFFFAOYSA-N 0.000 claims 1
MNSAMBRBIYEATL-UHFFFAOYSA-N 1-[3-carbamoyl-6-chloro-2-[5-ethoxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1,5-dioxopentan-2-yl]-7-methylquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OCC)C1=NC2=CC(=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)Cl)C MNSAMBRBIYEATL-UHFFFAOYSA-N 0.000 claims 1
USKPPTVLHDZRRI-UHFFFAOYSA-N 1-[3-carbamoyl-7-chloro-2-[1-(4-ethoxycarbonylpiperazin-1-yl)-1,5-dioxo-5-propan-2-yloxypentan-2-yl]quinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OC(C)C)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)Cl USKPPTVLHDZRRI-UHFFFAOYSA-N 0.000 claims 1
ILKXPNFUANOGFF-UHFFFAOYSA-N 1-[3-carbamoyl-7-chloro-2-[5-ethoxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1,5-dioxopentan-2-yl]quinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OCC)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)Cl ILKXPNFUANOGFF-UHFFFAOYSA-N 0.000 claims 1
QAJQVSGICDQPIN-UHFFFAOYSA-N 1-[5-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-6-(diethylamino)-3-methylquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=C(C(=C2C(=C1C)OC1(CCC1)C(=O)O)C(=O)N)N(CC)CC QAJQVSGICDQPIN-UHFFFAOYSA-N 0.000 claims 1
KFLYARGEGNKNQV-UHFFFAOYSA-N 1-[5-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-7-(diethylamino)-3-methylquinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC(=C2C(=C1C)OC1(CCC1)C(=O)O)C(=O)N)N(CC)CC KFLYARGEGNKNQV-UHFFFAOYSA-N 0.000 claims 1
QPSITDWGMXKABG-UHFFFAOYSA-N 1-[6-acetyl-3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]quinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)C(C)=O QPSITDWGMXKABG-UHFFFAOYSA-N 0.000 claims 1
ONKCGNYLHKVWHC-UHFFFAOYSA-N 1-[6-amino-3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]quinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)N ONKCGNYLHKVWHC-UHFFFAOYSA-N 0.000 claims 1
LSDFVSAFAJLCGC-UHFFFAOYSA-N 1-[7-acetyl-3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]quinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)C(C)=O LSDFVSAFAJLCGC-UHFFFAOYSA-N 0.000 claims 1
KWSMCFOVIRWJRJ-UHFFFAOYSA-N 1-[7-bromo-3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]quinolin-4-yl]oxycyclobutane-1-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)Br KWSMCFOVIRWJRJ-UHFFFAOYSA-N 0.000 claims 1
YRKLVZATNNHXNH-UHFFFAOYSA-N 1-chloroethyl 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)acetyl]piperazine-1-carboxylate Chemical compound ClC(C)OC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC YRKLVZATNNHXNH-UHFFFAOYSA-N 0.000 claims 1
JAESNSBPHUMYFZ-UHFFFAOYSA-N 2-(4-aminonaphthalen-1-yl)oxyacetic acid Chemical compound C1=CC=C2C(N)=CC=C(OCC(O)=O)C2=C1 JAESNSBPHUMYFZ-UHFFFAOYSA-N 0.000 claims 1
IYXVEMCPULSJPW-UHFFFAOYSA-N 2-O-benzyl 1-O-ethyl 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)acetyl]piperazine-1,2-dicarboxylate Chemical compound C(C1=CC=CC=C1)OC(=O)C1CN(CCN1C(=O)OCC)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC IYXVEMCPULSJPW-UHFFFAOYSA-N 0.000 claims 1
KBRDUGAUJOPHIY-UHFFFAOYSA-N 2-[1-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)acetyl]-4-ethoxycarbonylpiperazin-2-yl]acetic acid Chemical compound C(=O)(O)CC1N(CCN(C1)C(=O)OCC)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC KBRDUGAUJOPHIY-UHFFFAOYSA-N 0.000 claims 1
JXMCESJIYYFVTI-UHFFFAOYSA-N 2-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)-3-(4-ethoxycarbonylpiperazin-1-yl)-3-oxopropoxy]acetic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(COCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC JXMCESJIYYFVTI-UHFFFAOYSA-N 0.000 claims 1
SWECRVUGLFRCSC-UHFFFAOYSA-N 2-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)-3-(4-ethoxycarbonylpiperazin-1-yl)-3-oxopropyl]sulfanylacetic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CSCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC SWECRVUGLFRCSC-UHFFFAOYSA-N 0.000 claims 1
IDAHGPOHYZOPFS-UHFFFAOYSA-N 2-[2-(4-benzyl-2-methylpiperazin-1-yl)-2-oxoethyl]-4-methoxyquinoline-3-carboxamide Chemical compound CC1N(CCN(C1)CC1=CC=CC=C1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC IDAHGPOHYZOPFS-UHFFFAOYSA-N 0.000 claims 1
NZGMLBILJZKZPL-UHFFFAOYSA-N 2-[2-(4-benzylpiperazin-1-yl)-2-oxoethyl]-4-methoxyquinoline-3-carboxamide Chemical compound C(C1=CC=CC=C1)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC NZGMLBILJZKZPL-UHFFFAOYSA-N 0.000 claims 1
NCWKGHJRHBMZMN-UHFFFAOYSA-N 2-[2-(4-butanoylpiperazin-1-yl)-2-oxoethyl]-4-methoxyquinoline-3-carboxamide Chemical compound C(CC)C(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC NCWKGHJRHBMZMN-UHFFFAOYSA-N 0.000 claims 1
AIDNSTBNLAGVOA-UHFFFAOYSA-N 2-[2-(4-ethylpiperazin-1-yl)-2-oxoethyl]-4-methoxyquinoline-3-carboxamide Chemical compound C(C)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC AIDNSTBNLAGVOA-UHFFFAOYSA-N 0.000 claims 1
FMOIHJNUTQYJMJ-UHFFFAOYSA-N 2-[2-(4-hexanoylpiperazin-1-yl)-2-oxoethyl]-4-methoxyquinoline-3-carboxamide Chemical compound C(CCCC)C(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC FMOIHJNUTQYJMJ-UHFFFAOYSA-N 0.000 claims 1
OSLVMIRGLYYALB-UHFFFAOYSA-N 2-[2-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)-3-(4-ethoxycarbonylpiperazin-1-yl)-3-oxopropyl]phenoxy]acetic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CC1=C(C=CC=C1)OCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC OSLVMIRGLYYALB-UHFFFAOYSA-N 0.000 claims 1
RWDSIMGRVPIBGT-UHFFFAOYSA-N 2-[2-[4-(2,5-dibromophenyl)sulfonylpiperazin-1-yl]-2-oxoethyl]-4-methoxyquinoline-3-carboxamide Chemical compound BrC1=C(C=C(C=C1)Br)S(=O)(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC RWDSIMGRVPIBGT-UHFFFAOYSA-N 0.000 claims 1
SSCOIJKCFJWZEL-UHFFFAOYSA-N 2-[2-[4-(2,6-difluorophenyl)sulfonylpiperazin-1-yl]-2-oxoethyl]-4-methoxyquinoline-3-carboxamide Chemical compound FC1=C(C(=CC=C1)F)S(=O)(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC SSCOIJKCFJWZEL-UHFFFAOYSA-N 0.000 claims 1
OJHPYEIUZNLFQN-UHFFFAOYSA-N 2-[2-[4-(2-bromo-5-methoxybenzoyl)piperazin-1-yl]-2-oxoethyl]-4-methoxyquinoline-3-carboxamide Chemical compound BrC1=C(C=C(C=C1)OC)C(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC OJHPYEIUZNLFQN-UHFFFAOYSA-N 0.000 claims 1
HASNALHKPCJKOU-UHFFFAOYSA-N 2-[2-[4-(3,3-dimethylbutanoyl)piperazin-1-yl]-2-oxoethyl]-4-methoxyquinoline-3-carboxamide Chemical compound CC(CC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC)(C)C HASNALHKPCJKOU-UHFFFAOYSA-N 0.000 claims 1
MTXQBVRBKRPMEM-UHFFFAOYSA-N 2-[2-[4-(3-bromobenzoyl)piperazin-1-yl]-2-oxoethyl]-4-methoxyquinoline-3-carboxamide Chemical compound BrC=1C=C(C=CC1)C(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC MTXQBVRBKRPMEM-UHFFFAOYSA-N 0.000 claims 1
SLZATCFHXASSMY-UHFFFAOYSA-N 2-[2-[4-(3-chlorophenyl)piperazin-1-yl]-2-oxoethyl]-4-methoxyquinoline-3-carboxamide Chemical compound ClC=1C=C(C=CC1)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC SLZATCFHXASSMY-UHFFFAOYSA-N 0.000 claims 1
GNVTVBAUIKDGAL-UHFFFAOYSA-N 2-[2-[4-(4-acetamidobenzoyl)piperazin-1-yl]-2-oxoethyl]-4-methoxyquinoline-3-carboxamide Chemical compound C(C)(=O)NC1=CC=C(C=C1)C(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC GNVTVBAUIKDGAL-UHFFFAOYSA-N 0.000 claims 1
RAXLQKXFLXNIRR-UHFFFAOYSA-N 2-[2-[4-(4-butylbenzoyl)piperazin-1-yl]-2-oxoethyl]-4-methoxyquinoline-3-carboxamide Chemical compound C(CCC)C1=CC=C(C=C1)C(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC RAXLQKXFLXNIRR-UHFFFAOYSA-N 0.000 claims 1
JGOORALIEMJCLL-UHFFFAOYSA-N 2-[2-[4-(4-ethylbenzoyl)piperazin-1-yl]-2-oxoethyl]-4-methoxyquinoline-3-carboxamide Chemical compound C(C)C1=CC=C(C=C1)C(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC JGOORALIEMJCLL-UHFFFAOYSA-N 0.000 claims 1
KVWASGJPADJFAT-UHFFFAOYSA-N 2-[2-[4-(5-chloro-2-methylphenyl)piperazin-1-yl]-2-oxoethyl]-4-methoxyquinoline-3-carboxamide Chemical compound CC1=C(C=C(C=C1)Cl)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC KVWASGJPADJFAT-UHFFFAOYSA-N 0.000 claims 1
ZIEMKWNSZPPGBW-UHFFFAOYSA-N 2-[2-[4-(butylcarbamoyl)piperazin-1-yl]-2-oxoethyl]-4-methoxyquinoline-3-carboxamide Chemical compound C(CCC)NC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC ZIEMKWNSZPPGBW-UHFFFAOYSA-N 0.000 claims 1
ATEKVELHSXYLRT-UHFFFAOYSA-N 2-[2-[4-(furan-2-carbonyl)piperazin-1-yl]-2-oxoethyl]-4-methoxyquinoline-3-carboxamide Chemical compound O1C(=CC=C1)C(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC ATEKVELHSXYLRT-UHFFFAOYSA-N 0.000 claims 1
WCSLPKPBDKOWEZ-UHFFFAOYSA-N 2-[2-[4-(hexylcarbamoyl)piperazin-1-yl]-2-oxoethyl]-4-methoxyquinoline-3-carboxamide Chemical compound C(CCCCC)NC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC WCSLPKPBDKOWEZ-UHFFFAOYSA-N 0.000 claims 1
DOZLENCPLHLHGM-UHFFFAOYSA-N 2-[2-[4-(tert-butylcarbamoyl)piperazin-1-yl]-2-oxoethyl]-4-methoxyquinoline-3-carboxamide Chemical compound CC(C)(C)NC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC DOZLENCPLHLHGM-UHFFFAOYSA-N 0.000 claims 1
DZVBUFRKYMSWAM-UHFFFAOYSA-N 2-[2-[4-[(4-fluorophenyl)methyl]-2-methylpiperazin-1-yl]-2-oxoethyl]-4-methoxyquinoline-3-carboxamide Chemical compound CC1N(CCN(C1)CC1=CC=C(C=C1)F)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC DZVBUFRKYMSWAM-UHFFFAOYSA-N 0.000 claims 1
ZJYRWLBHGFAXHH-UHFFFAOYSA-N 2-[2-[[5-(carboxymethoxy)-1-(4-ethoxycarbonylpiperazin-1-yl)-1,5-dioxopentan-2-yl]carbamoyl]quinolin-4-yl]oxyacetic acid Chemical compound C1CN(C(=O)OCC)CCN1C(=O)C(CCC(=O)OCC(O)=O)NC(=O)C1=CC(OCC(O)=O)=C(C=CC=C2)C2=N1 ZJYRWLBHGFAXHH-UHFFFAOYSA-N 0.000 claims 1
CKDVXCZACVYSCX-UHFFFAOYSA-N 2-[3,5-dicarbamoyl-2-[1-(4-ethoxycarbonylpiperazin-1-yl)-5-[(2-methylpropan-2-yl)oxy]-1,5-dioxopentan-2-yl]quinolin-4-yl]acetic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OC(C)(C)C)C1=NC2=CC=CC(=C2C(=C1C(=O)N)CC(=O)O)C(=O)N CKDVXCZACVYSCX-UHFFFAOYSA-N 0.000 claims 1
CWMAOKBQTPLWLZ-UHFFFAOYSA-N 2-[3-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)-3-(4-ethoxycarbonylpiperazin-1-yl)-3-oxopropyl]phenoxy]acetic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CC1=CC(=CC=C1)OCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC CWMAOKBQTPLWLZ-UHFFFAOYSA-N 0.000 claims 1
GNTCDDYDQXPFMH-UHFFFAOYSA-N 2-[3-carbamoyl-2-[2-(4-ethoxycarbonylpiperazin-1-yl)-2-oxoethyl]quinolin-4-yl]oxy-2-methylpropanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC(C)(C(=O)O)C GNTCDDYDQXPFMH-UHFFFAOYSA-N 0.000 claims 1
KURQZIWJXTYKSL-UHFFFAOYSA-N 2-[3-carbamoyl-2-[2-(4-ethoxycarbonylpiperazin-1-yl)-2-oxoethyl]quinolin-4-yl]oxybutanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC(CC)C(=O)O KURQZIWJXTYKSL-UHFFFAOYSA-N 0.000 claims 1
RFXNUVUJOGIMQE-UHFFFAOYSA-N 2-[3-carbamoyl-2-[2-(4-ethoxycarbonylpiperazin-1-yl)-2-oxoethyl]quinolin-4-yl]oxypropanedioic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC(C(=O)O)C(=O)O RFXNUVUJOGIMQE-UHFFFAOYSA-N 0.000 claims 1
DMKWEJVBWSQJFF-UHFFFAOYSA-N 2-[3-carbamoyl-2-[2-(4-ethoxycarbonylpiperazin-1-yl)-2-oxoethyl]quinolin-4-yl]oxypropanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC(C)C(=O)O DMKWEJVBWSQJFF-UHFFFAOYSA-N 0.000 claims 1
PXYVUBYJAQMSFW-UHFFFAOYSA-N 2-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]quinolin-4-yl]oxy-3,3-dimethylbutanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC(C(C)(C)C)C(=O)O PXYVUBYJAQMSFW-UHFFFAOYSA-N 0.000 claims 1
KEEMDXYKBAIXKI-UHFFFAOYSA-N 2-[3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]quinolin-4-yl]oxypropanedioic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC(C(=O)O)C(=O)O KEEMDXYKBAIXKI-UHFFFAOYSA-N 0.000 claims 1
RVOXTYSGSLHDCO-UHFFFAOYSA-N 2-[3-carbamoyl-2-[5-ethoxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1,5-dioxopentan-2-yl]-7-methylquinolin-4-yl]oxy-2-methylpropanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OCC)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC(C)(C(=O)O)C)C RVOXTYSGSLHDCO-UHFFFAOYSA-N 0.000 claims 1
MMYGPFKFTNWVMQ-UHFFFAOYSA-N 2-[4-[1-(3-carbamoyl-4-methoxyquinolin-2-yl)-2-(4-ethoxycarbonylpiperazin-1-yl)-2-oxoethyl]phenoxy]acetic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(C1=CC=C(C=C1)OCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC MMYGPFKFTNWVMQ-UHFFFAOYSA-N 0.000 claims 1
MPMQJPCSYPWBNI-UHFFFAOYSA-N 2-[4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)acetyl]-1-ethoxycarbonylpiperazin-2-yl]acetic acid Chemical compound C(=O)(O)CC1CN(CCN1C(=O)OCC)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC MPMQJPCSYPWBNI-UHFFFAOYSA-N 0.000 claims 1
JXXIPWCBCIWCDS-UHFFFAOYSA-N 2-[4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)acetyl]piperazin-1-yl]acetic acid Chemical compound C(=O)(O)CN1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC JXXIPWCBCIWCDS-UHFFFAOYSA-N 0.000 claims 1
MBYOBTQZHNRUMC-UHFFFAOYSA-N 2-[4-amino-3-[3-(4-ethoxycarbonylpiperazin-1-yl)-3-oxopropanoyl]-1-methoxynaphthalen-2-yl]acetic acid Chemical compound C1CN(C(=O)OCC)CCN1C(=O)CC(=O)C1=C(N)C2=CC=CC=C2C(OC)=C1CC(O)=O MBYOBTQZHNRUMC-UHFFFAOYSA-N 0.000 claims 1
XDMPSDJHLUFUCP-UHFFFAOYSA-N 2-[5-amino-6-[3-(4-ethoxycarbonylpiperazin-1-yl)-3-oxopropanoyl]naphthalen-1-yl]oxyacetic acid Chemical compound C1CN(C(=O)OCC)CCN1C(=O)CC(=O)C1=CC=C(C(OCC(O)=O)=CC=C2)C2=C1N XDMPSDJHLUFUCP-UHFFFAOYSA-N 0.000 claims 1
BPVZWGGQMPSEOV-UHFFFAOYSA-N 2-[[2-[2-(4-ethoxycarbonylpiperazin-1-yl)-2-oxoethyl]-4-methoxyquinoline-3-carbonyl]amino]acetic acid Chemical compound C1CN(C(=O)OCC)CCN1C(=O)CC1=NC2=CC=CC=C2C(OC)=C1C(=O)NCC(O)=O BPVZWGGQMPSEOV-UHFFFAOYSA-N 0.000 claims 1
NYBAYDXTOQXQLH-UHFFFAOYSA-N 2-[[2-[3-(4-ethoxycarbonylpiperazin-1-yl)-3-oxopropanoyl]naphthalen-1-yl]amino]acetic acid Chemical compound C1CN(C(=O)OCC)CCN1C(=O)CC(=O)C1=CC=C(C=CC=C2)C2=C1NCC(O)=O NYBAYDXTOQXQLH-UHFFFAOYSA-N 0.000 claims 1
RAHFYDINSJHVPB-UHFFFAOYSA-N 2-[[2-[[1-(4-ethoxycarbonylpiperazin-1-yl)-5-[(2-methylpropan-2-yl)oxy]-1,5-dioxopentan-2-yl]carbamoyl]quinoline-4-carbonyl]amino]-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoic acid Chemical compound C1CN(C(=O)OCC)CCN1C(=O)C(CCC(=O)OC(C)(C)C)NC(=O)C1=CC(C(=O)NC(CCC(=O)OC(C)(C)C)C(O)=O)=C(C=CC=C2)C2=N1 RAHFYDINSJHVPB-UHFFFAOYSA-N 0.000 claims 1
WYEWWHDWYAENCR-UHFFFAOYSA-N 2-[[2-[[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]carbamoyl]quinoline-4-carbonyl]amino]pentanedioic acid Chemical compound C1CN(C(=O)OCC)CCN1C(=O)C(CCC(O)=O)NC(=O)C1=CC(C(=O)NC(CCC(O)=O)C(O)=O)=C(C=CC=C2)C2=N1 WYEWWHDWYAENCR-UHFFFAOYSA-N 0.000 claims 1
GSOZKRVOFBZWBE-UHFFFAOYSA-N 2-[[3-(3-carbamoyl-4-methoxyquinolin-2-yl)-4-(4-ethoxycarbonylpiperazin-1-yl)-4-oxobutanoyl]-methylamino]acetic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CC(=O)N(C)CC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC GSOZKRVOFBZWBE-UHFFFAOYSA-N 0.000 claims 1
XJZWGDPWFJSQIQ-UHFFFAOYSA-N 2-[[4-(3-carbamoyl-4-methoxyquinolin-2-yl)-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoyl]amino]acetic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)NCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC XJZWGDPWFJSQIQ-UHFFFAOYSA-N 0.000 claims 1
NSXZLZRJTFVSDW-UHFFFAOYSA-N 2-[[4-(4-ethoxycarbonylpiperazin-1-yl)-3-[(4-methoxyquinoline-2-carbonyl)amino]-4-oxobutanoyl]amino]acetic acid Chemical compound C1CN(C(=O)OCC)CCN1C(=O)C(CC(=O)NCC(O)=O)NC(=O)C1=CC(OC)=C(C=CC=C2)C2=N1 NSXZLZRJTFVSDW-UHFFFAOYSA-N 0.000 claims 1
NUIQYSABWSHZOB-UHFFFAOYSA-N 3-(1-aminonaphthalene-2-carbonyl)-4-(4-ethoxycarbonylpiperazin-1-yl)-2-(2-hydroxyethyl)-4-oxobutanoic acid Chemical compound C1CN(C(=O)OCC)CCN1C(=O)C(C(CCO)C(O)=O)C(=O)C1=CC=C(C=CC=C2)C2=C1N NUIQYSABWSHZOB-UHFFFAOYSA-N 0.000 claims 1
QEDWIJHDTBRRSG-UHFFFAOYSA-N 3-(1-aminonaphthalene-2-carbonyl)-4-(4-ethoxycarbonylpiperazin-1-yl)-4-oxobutanoic acid Chemical compound C1CN(C(=O)OCC)CCN1C(=O)C(CC(O)=O)C(=O)C1=CC=C(C=CC=C2)C2=C1N QEDWIJHDTBRRSG-UHFFFAOYSA-N 0.000 claims 1
MFVQDPSDIKKQIW-UHFFFAOYSA-N 3-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)-3-(4-ethoxycarbonylpiperazin-1-yl)-3-oxopropyl]benzoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CC1=CC(=CC=C1)C(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC MFVQDPSDIKKQIW-UHFFFAOYSA-N 0.000 claims 1
CITBVAFDDTZDTM-UHFFFAOYSA-N 3-[2-(4-ethoxycarbonylpiperazine-1-carbonyl)-3-(naphthalen-2-ylamino)-3-oxopropyl]benzoic acid Chemical compound C1CN(C(=O)OCC)CCN1C(=O)C(C(=O)NC=1C=C2C=CC=CC2=CC=1)CC1=CC=CC(C(O)=O)=C1 CITBVAFDDTZDTM-UHFFFAOYSA-N 0.000 claims 1
YJLCFPIAKZTDOY-UHFFFAOYSA-N 3-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]quinoline-4-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)C(=O)O YJLCFPIAKZTDOY-UHFFFAOYSA-N 0.000 claims 1
CVPDJSKFHCVQSZ-UHFFFAOYSA-N 3-carbamoyl-4-(1-carboxycyclobutyl)oxy-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]quinoline-6-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)C(=O)O CVPDJSKFHCVQSZ-UHFFFAOYSA-N 0.000 claims 1
LZDHVHAFSBUKPO-UHFFFAOYSA-N 3-carbamoyl-4-(1-carboxycyclobutyl)oxy-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]quinoline-7-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)C(=O)O LZDHVHAFSBUKPO-UHFFFAOYSA-N 0.000 claims 1
VGHQPWPWVMFXNN-UHFFFAOYSA-N 4-(1-carbamoylnaphthalen-2-yl)-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=C(C2=CC=CC=C2C=C1)C(=O)N VGHQPWPWVMFXNN-UHFFFAOYSA-N 0.000 claims 1
BWVFPDREUGYFIQ-UHFFFAOYSA-N 4-(3-carbamoyl-4-ethoxyquinolin-2-yl)-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OCC BWVFPDREUGYFIQ-UHFFFAOYSA-N 0.000 claims 1
GNNJCUUDRPIXMA-UHFFFAOYSA-N 4-(3-carbamoyl-4-methoxy-5-methylquinolin-2-yl)-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC(=C2C(=C1C(=O)N)OC)C GNNJCUUDRPIXMA-UHFFFAOYSA-N 0.000 claims 1
FSUAHCWINSFVJD-UHFFFAOYSA-N 4-(3-carbamoyl-4-methoxycarbonylquinolin-2-yl)-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)C(=O)OC FSUAHCWINSFVJD-UHFFFAOYSA-N 0.000 claims 1
CMZAFFMSRDYUIW-UHFFFAOYSA-N 4-(3-carbamoyl-4-methoxyquinolin-2-yl)-5-(4-carbamoylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound NC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC CMZAFFMSRDYUIW-UHFFFAOYSA-N 0.000 claims 1
MOYHAJRZNLAYME-UHFFFAOYSA-N 4-(3-carbamoyl-4-methoxyquinolin-2-yl)-5-(4-ethoxycarbonyl-2-methylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound CC1N(CCN(C1)C(=O)OCC)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC MOYHAJRZNLAYME-UHFFFAOYSA-N 0.000 claims 1
YDVZNOPNVUDGAI-UHFFFAOYSA-N 4-(3-carbamoyl-4-methoxyquinolin-2-yl)-5-(4-ethoxycarbonyl-3-propan-2-ylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound CC(C)C1CN(CCN1C(=O)OCC)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC YDVZNOPNVUDGAI-UHFFFAOYSA-N 0.000 claims 1
IKTYGAJNHPMYJK-UHFFFAOYSA-N 4-(3-carbamoyl-4-methoxyquinolin-2-yl)-5-[3-methyl-4-(3-methylphenyl)piperazin-1-yl]-5-oxopentanoic acid Chemical compound CC1CN(CCN1C1=CC(=CC=C1)C)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC IKTYGAJNHPMYJK-UHFFFAOYSA-N 0.000 claims 1
DZNCETDHWSCDAL-UHFFFAOYSA-N 4-(3-carbamoyl-4-methoxyquinolin-2-yl)-5-[4-(3-chlorophenyl)piperazin-1-yl]-5-oxopentanoic acid Chemical compound ClC=1C=C(C=CC=1)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC DZNCETDHWSCDAL-UHFFFAOYSA-N 0.000 claims 1
BVWPPTQOUYGJCF-UHFFFAOYSA-N 4-(3-carbamoyl-4-methoxyquinolin-2-yl)-5-[4-(3-methylphenyl)piperazin-1-yl]-5-oxopentanoic acid Chemical compound CC=1C=C(C=CC=1)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC BVWPPTQOUYGJCF-UHFFFAOYSA-N 0.000 claims 1
UYVZFMVLKUZBRA-UHFFFAOYSA-N 4-(3-carbamoyl-4-methoxyquinolin-2-yl)-5-[4-(furan-2-carbonyl)-3-(2-methylpropyl)piperazin-1-yl]-5-oxopentanoic acid Chemical compound CC(CC1CN(CCN1C(=O)C=1OC=CC=1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC)C UYVZFMVLKUZBRA-UHFFFAOYSA-N 0.000 claims 1
XTFHJJAACILTBU-UHFFFAOYSA-N 4-(3-carbamoyl-4-methoxyquinolin-2-yl)-5-[4-(furan-2-carbonyl)-3-[(4-hydroxyphenyl)methyl]piperazin-1-yl]-5-oxopentanoic acid Chemical compound OC1=CC=C(CC2CN(CCN2C(=O)C=2OC=CC=2)C(=O)C(CCC(=O)O)C2=NC3=CC=CC=C3C(=C2C(=O)N)OC)C=C1 XTFHJJAACILTBU-UHFFFAOYSA-N 0.000 claims 1
WIJOGMVPMIGBDQ-UHFFFAOYSA-N 4-(3-carbamoyl-4-methoxyquinolin-2-yl)-5-[4-(furan-2-carbonyl)-3-propan-2-ylpiperazin-1-yl]-5-oxopentanoic acid Chemical compound CC(C)C1CN(CCN1C(=O)C=1OC=CC=1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC WIJOGMVPMIGBDQ-UHFFFAOYSA-N 0.000 claims 1
XSRRSUQMFVXJNT-UHFFFAOYSA-N 4-(3-carbamoyl-4-methoxyquinolin-2-yl)-5-[4-(furan-2-carbonyl)piperazin-1-yl]-5-oxopentanoic acid Chemical compound O1C(=CC=C1)C(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC XSRRSUQMFVXJNT-UHFFFAOYSA-N 0.000 claims 1
IDNSUHXLAJBKAC-UHFFFAOYSA-N 4-(3-carbamoyl-4-methoxyquinolin-2-yl)-5-[4-ethoxycarbonyl-2-(2-methylpropyl)piperazin-1-yl]-5-oxopentanoic acid Chemical compound CC(CC1N(CCN(C1)C(=O)OCC)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC)C IDNSUHXLAJBKAC-UHFFFAOYSA-N 0.000 claims 1
FMAUIDWKBLTDCH-UHFFFAOYSA-N 4-(3-carbamoyl-4-methoxyquinolin-2-yl)-5-[4-ethoxycarbonyl-3-(2-methylpropyl)piperazin-1-yl]-5-oxopentanoic acid Chemical compound CC(CC1CN(CCN1C(=O)OCC)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC)C FMAUIDWKBLTDCH-UHFFFAOYSA-N 0.000 claims 1
DPKRGMPAWVDUFE-UHFFFAOYSA-N 4-(3-carbamoyl-4-methoxyquinolin-2-yl)-5-oxo-5-(4-pyridin-2-ylpiperazin-1-yl)pentanoic acid Chemical compound N1=C(C=CC=C1)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC DPKRGMPAWVDUFE-UHFFFAOYSA-N 0.000 claims 1
GPTKXICPSIVPKE-UHFFFAOYSA-N 4-(3-carbamoyl-4-methoxyquinolin-2-yl)-5-oxo-5-piperazin-1-ylpentanoic acid Chemical compound N1(CCNCC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC GPTKXICPSIVPKE-UHFFFAOYSA-N 0.000 claims 1
MWMOINORXBEHRU-UHFFFAOYSA-N 4-(3-carbamoyl-4-morpholin-4-ylquinolin-2-yl)-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)N1CCOCC1 MWMOINORXBEHRU-UHFFFAOYSA-N 0.000 claims 1
YAGUUQPPOHKJIL-UHFFFAOYSA-N 4-(3-carbamoyl-4-oxo-1H-quinolin-2-yl)-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)O YAGUUQPPOHKJIL-UHFFFAOYSA-N 0.000 claims 1
KOSWMYQQDWRTQK-UHFFFAOYSA-N 4-(3-carbamoyl-5,7-dichloro-4-methoxyquinolin-2-yl)-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC(=C2C(=C1C(=O)N)OC)Cl)Cl KOSWMYQQDWRTQK-UHFFFAOYSA-N 0.000 claims 1
CHEBMDFHRJKQPK-UHFFFAOYSA-N 4-(3-carbamoyl-5,7-dichloro-4-methylsulfanylquinolin-2-yl)-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC(=C2C(=C1C(=O)N)SC)Cl)Cl CHEBMDFHRJKQPK-UHFFFAOYSA-N 0.000 claims 1
BCJAUEQPYIRENL-UHFFFAOYSA-N 4-(3-carbamoyl-7-chloro-4-methoxyquinolin-2-yl)-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC)Cl BCJAUEQPYIRENL-UHFFFAOYSA-N 0.000 claims 1
YQKXMCFXYAWWOE-UHFFFAOYSA-N 4-(3-carbamoyl-8-methoxy-4-oxo-1H-quinolin-2-yl)-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=C(C=CC=C2C(=C1C(=O)N)O)OC YQKXMCFXYAWWOE-UHFFFAOYSA-N 0.000 claims 1
QOQHSPHWIRNMNR-UHFFFAOYSA-N 4-(5-acetamido-3-carbamoylquinolin-2-yl)-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC(=C2C=C1C(=O)N)NC(C)=O QOQHSPHWIRNMNR-UHFFFAOYSA-N 0.000 claims 1
NRMKXXIEMRCLFH-UHFFFAOYSA-N 4-[(4-methoxyquinoline-2-carbonyl)amino]-5-oxo-5-(4-pyrimidin-2-ylpiperazin-1-yl)pentanoic acid Chemical compound N=1C2=CC=CC=C2C(OC)=CC=1C(=O)NC(CCC(O)=O)C(=O)N(CC1)CCN1C1=NC=CC=N1 NRMKXXIEMRCLFH-UHFFFAOYSA-N 0.000 claims 1
MANLFLDNLLGXQH-UHFFFAOYSA-N 4-[(7-chloro-4-methylsulfanylquinoline-2-carbonyl)amino]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C1CN(C(=O)OCC)CCN1C(=O)C(CCC(O)=O)NC(=O)C1=CC(SC)=C(C=CC(Cl)=C2)C2=N1 MANLFLDNLLGXQH-UHFFFAOYSA-N 0.000 claims 1
PAQJRHXMWQHGBG-UHFFFAOYSA-N 4-[1-(3-carbamoyl-4-methoxyquinolin-2-yl)-2-(4-ethoxycarbonylpiperazin-1-yl)-2-oxoethyl]benzoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(C1=CC=C(C=C1)C(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC PAQJRHXMWQHGBG-UHFFFAOYSA-N 0.000 claims 1
LPPXEBOHOOWACO-UHFFFAOYSA-N 4-[2-(1-aminonaphthalene-2-carbonyl)-3-(4-ethoxycarbonylpiperazin-1-yl)-3-oxopropyl]benzoic acid Chemical compound C1CN(C(=O)OCC)CCN1C(=O)C(C(=O)C=1C(=C2C=CC=CC2=CC=1)N)CC1=CC=C(C(O)=O)C=C1 LPPXEBOHOOWACO-UHFFFAOYSA-N 0.000 claims 1
MGBDZEHEJVQABT-UHFFFAOYSA-N 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)-3-(4-ethoxycarbonylpiperazin-1-yl)-3-oxopropyl]benzoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CC1=CC=C(C=C1)C(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC MGBDZEHEJVQABT-UHFFFAOYSA-N 0.000 claims 1
IBYTYNXFTOCIDK-UHFFFAOYSA-N 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)acetyl]-1-ethoxycarbonylpiperazine-2-carboxylic acid Chemical compound C(=O)(O)C1CN(CCN1C(=O)OCC)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC IBYTYNXFTOCIDK-UHFFFAOYSA-N 0.000 claims 1
JVGPCXUNEJCSHG-UHFFFAOYSA-N 4-[3,5-dicarbamoyl-4-(carboxymethyl)quinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC(=C2C(=C1C(=O)N)CC(=O)O)C(=O)N JVGPCXUNEJCSHG-UHFFFAOYSA-N 0.000 claims 1
CZJQQRAALQUEPQ-UHFFFAOYSA-N 4-[3-amino-4-carbamoyl-5-(carboxymethyl)quinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC(=C2C(=C1N)C(=O)N)CC(=O)O CZJQQRAALQUEPQ-UHFFFAOYSA-N 0.000 claims 1
AEKCYPQKJLWWMT-UHFFFAOYSA-N 4-[3-amino-5-carbamoyl-4-(carboxymethyl)quinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC(=C2C(=C1N)CC(=O)O)C(=O)N AEKCYPQKJLWWMT-UHFFFAOYSA-N 0.000 claims 1
JPYTVPBESKJRBK-UHFFFAOYSA-N 4-[3-amino-6-carbamoyl-4-(carboxymethyl)-5-methylquinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=C(C(=C2C(=C1N)CC(=O)O)C)C(=O)N JPYTVPBESKJRBK-UHFFFAOYSA-N 0.000 claims 1
QWUUDLSWMUCQSA-UHFFFAOYSA-N 4-[3-amino-6-carbamoyl-5-(2-hydroxyethyl)-4-methylquinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=C(C(=C2C(=C1N)C)CCO)C(=O)N QWUUDLSWMUCQSA-UHFFFAOYSA-N 0.000 claims 1
GVJOQUCIAQNFIE-UHFFFAOYSA-N 4-[3-amino-6-carbamoyl-5-[2-(dimethylamino)ethyl]-4-methylquinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=C(C(=C2C(=C1N)C)CCN(C)C)C(=O)N GVJOQUCIAQNFIE-UHFFFAOYSA-N 0.000 claims 1
JRLFEAUUDCXSJW-UHFFFAOYSA-N 4-[3-carbamoyl-2-[2-(4-ethoxycarbonylpiperazin-1-yl)-2-oxoethyl]quinolin-4-yl]oxybut-3-enoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC=CCC(=O)O JRLFEAUUDCXSJW-UHFFFAOYSA-N 0.000 claims 1
MLHDLJOMFNDICK-UHFFFAOYSA-N 4-[3-carbamoyl-4-(1-carboxy-2-methylpropoxy)-7-methylquinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC(C(C)C)C(=O)O)C MLHDLJOMFNDICK-UHFFFAOYSA-N 0.000 claims 1
RIBHOTZEWMLFMB-UHFFFAOYSA-N 4-[3-carbamoyl-4-(1-carboxy-3-hydroxypropoxy)quinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC(CCO)C(=O)O RIBHOTZEWMLFMB-UHFFFAOYSA-N 0.000 claims 1
BSVFCLDBNZGNPB-UHFFFAOYSA-N 4-[3-carbamoyl-4-(1-carboxyethoxy)-7-methylquinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC(C)C(=O)O)C BSVFCLDBNZGNPB-UHFFFAOYSA-N 0.000 claims 1
DUFAOPCASLULLY-UHFFFAOYSA-N 4-[3-carbamoyl-4-(1-carboxypropoxy)-7-methylquinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC(CC)C(=O)O)C DUFAOPCASLULLY-UHFFFAOYSA-N 0.000 claims 1
PSMXQWUTMLEXMR-UHFFFAOYSA-N 4-[3-carbamoyl-4-(1-cyclohexyl-2-methoxy-2-oxoethoxy)-7-methylquinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC(C(=O)OC)C1CCCCC1)C PSMXQWUTMLEXMR-UHFFFAOYSA-N 0.000 claims 1
BBLRRARCPLYRQY-UHFFFAOYSA-N 4-[3-carbamoyl-4-(1-ethoxy-1-oxobutan-2-yl)oxy-7-methylquinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC(CC)C(=O)OCC)C BBLRRARCPLYRQY-UHFFFAOYSA-N 0.000 claims 1
QEPAYEIYWIVZPI-UHFFFAOYSA-N 4-[3-carbamoyl-4-(1-ethoxy-1-oxopropan-2-yl)oxyquinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC(C)C(=O)OCC QEPAYEIYWIVZPI-UHFFFAOYSA-N 0.000 claims 1
AXYQXZMIVWNQIB-UHFFFAOYSA-N 4-[3-carbamoyl-4-(1-ethoxy-2-methyl-1-oxopropan-2-yl)oxy-7-methylquinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC(C)(C(=O)OCC)C)C AXYQXZMIVWNQIB-UHFFFAOYSA-N 0.000 claims 1
HHGNJBXCXWJSRO-UHFFFAOYSA-N 4-[3-carbamoyl-4-(1-ethoxy-3-methyl-1-oxobutan-2-yl)oxy-7-methylquinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC(C(C)C)C(=O)OCC)C HHGNJBXCXWJSRO-UHFFFAOYSA-N 0.000 claims 1
FNHNJURPLVHJQZ-UHFFFAOYSA-N 4-[3-carbamoyl-4-(1-ethoxycarbonylcyclobutyl)oxy-5-fluoro-6-methylquinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=C(C(=C2C(=C1C(=O)N)OC1(CCC1)C(=O)OCC)F)C FNHNJURPLVHJQZ-UHFFFAOYSA-N 0.000 claims 1
AGCQBRDMLQZWPS-UHFFFAOYSA-N 4-[3-carbamoyl-4-(1-ethoxycarbonylcyclobutyl)oxy-6,7-dimethoxyquinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)OCC)OC)OC AGCQBRDMLQZWPS-UHFFFAOYSA-N 0.000 claims 1
NYTRTSVGCVQMPU-UHFFFAOYSA-N 4-[3-carbamoyl-4-(1-ethoxycarbonylcyclobutyl)oxy-6,7-dimethylquinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)OCC)C)C NYTRTSVGCVQMPU-UHFFFAOYSA-N 0.000 claims 1
UYVFYENQELEIOK-UHFFFAOYSA-N 4-[3-carbamoyl-4-(1-ethoxycarbonylcyclobutyl)oxy-6-fluoro-7-methylquinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)OCC)F)C UYVFYENQELEIOK-UHFFFAOYSA-N 0.000 claims 1
XFOQICOKKVWCOK-UHFFFAOYSA-N 4-[3-carbamoyl-4-(1-ethoxycarbonylcyclobutyl)oxy-6-methylsulfanylquinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)OCC)SC XFOQICOKKVWCOK-UHFFFAOYSA-N 0.000 claims 1
OXSCYCRPDQIQKT-UHFFFAOYSA-N 4-[3-carbamoyl-4-(1-ethoxycarbonylcyclobutyl)oxy-7-hydroxyquinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)OCC)O OXSCYCRPDQIQKT-UHFFFAOYSA-N 0.000 claims 1
ABHSNCQXCCZDKJ-UHFFFAOYSA-N 4-[3-carbamoyl-4-(1-ethoxycarbonylcyclobutyl)oxy-7-methoxyquinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)OCC)OC ABHSNCQXCCZDKJ-UHFFFAOYSA-N 0.000 claims 1
UXXAEENHXVERMO-UHFFFAOYSA-N 4-[3-carbamoyl-4-(1-ethoxycarbonylcyclobutyl)oxyquinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)OCC UXXAEENHXVERMO-UHFFFAOYSA-N 0.000 claims 1
KACXJAIWFNLBHT-UHFFFAOYSA-N 4-[3-carbamoyl-4-(1-methoxy-2-methyl-1-oxopropan-2-yl)oxyquinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC(C)(C(=O)OC)C KACXJAIWFNLBHT-UHFFFAOYSA-N 0.000 claims 1
GAMWMOWCEDEANJ-UHFFFAOYSA-N 4-[3-carbamoyl-4-(1-methoxycarbonylcyclobutyl)oxy-7-methylquinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)OC)C GAMWMOWCEDEANJ-UHFFFAOYSA-N 0.000 claims 1
OUPVTXYZSNDGBY-UHFFFAOYSA-N 4-[3-carbamoyl-4-(2-carboxyethenyl)quinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)C=CC(=O)O OUPVTXYZSNDGBY-UHFFFAOYSA-N 0.000 claims 1
DFTSFUZCZXYSCF-UHFFFAOYSA-N 4-[3-carbamoyl-4-(2-carboxypropan-2-yloxy)-6-chloro-7-methylquinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=C(C=C2C(=C1C(=O)N)OC(C)(C(=O)O)C)Cl)C DFTSFUZCZXYSCF-UHFFFAOYSA-N 0.000 claims 1
YKSUXPDETYGJPH-UHFFFAOYSA-N 4-[3-carbamoyl-4-(2-carboxypropan-2-yloxy)-7-methylquinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC(C)(C(=O)O)C)C YKSUXPDETYGJPH-UHFFFAOYSA-N 0.000 claims 1
NDHMASYFLDGSFY-UHFFFAOYSA-N 4-[3-carbamoyl-4-(2-carboxypropan-2-yloxy)quinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC(C)(C(=O)O)C NDHMASYFLDGSFY-UHFFFAOYSA-N 0.000 claims 1
MYWGKVHEQYTPAS-UHFFFAOYSA-N 4-[3-carbamoyl-4-(2-hydroxyethoxy)quinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OCCO MYWGKVHEQYTPAS-UHFFFAOYSA-N 0.000 claims 1
CUSCUDNYZARZCV-UHFFFAOYSA-N 4-[3-carbamoyl-4-(3,3,3-trifluoropropoxy)quinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OCCC(F)(F)F CUSCUDNYZARZCV-UHFFFAOYSA-N 0.000 claims 1
CIAVNWBFGLLZCK-UHFFFAOYSA-N 4-[3-carbamoyl-4-(3,4,4-trifluorobut-3-enoxy)quinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OCCC(=C(F)F)F CIAVNWBFGLLZCK-UHFFFAOYSA-N 0.000 claims 1
DPISKUOFQMDGJV-UHFFFAOYSA-N 4-[3-carbamoyl-4-(3-ethoxycarbonylpiperidin-1-yl)quinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)N1CC(CCC1)C(=O)OCC DPISKUOFQMDGJV-UHFFFAOYSA-N 0.000 claims 1
LCNNEERSEYGIDU-UHFFFAOYSA-N 4-[3-carbamoyl-4-(4-carbamoylpiperidin-1-yl)quinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)N1CCC(CC1)C(=O)N LCNNEERSEYGIDU-UHFFFAOYSA-N 0.000 claims 1
QOBMXRGUAPWVNG-UHFFFAOYSA-N 4-[3-carbamoyl-4-(4-hydroxypiperidin-1-yl)quinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)N1CCC(CC1)O QOBMXRGUAPWVNG-UHFFFAOYSA-N 0.000 claims 1
GCQINXHOIYQLNW-UHFFFAOYSA-N 4-[3-carbamoyl-4-(4-methylpiperazin-1-yl)quinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)N1CCN(CC1)C GCQINXHOIYQLNW-UHFFFAOYSA-N 0.000 claims 1
ITIVQIDFHFWGHM-UHFFFAOYSA-N 4-[3-carbamoyl-4-[1-(2h-tetrazol-5-yl)ethoxy]quinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C1CN(C(=O)OCC)CCN1C(=O)C(CCC(O)=O)C1=NC2=CC=CC=C2C(OC(C)C2=NNN=N2)=C1C(N)=O ITIVQIDFHFWGHM-UHFFFAOYSA-N 0.000 claims 1
RYDPQYLLXGYISX-UHFFFAOYSA-N 4-[3-carbamoyl-4-[2-(carboxymethylamino)-2-oxoethoxy]quinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OCC(=O)NCC(=O)O RYDPQYLLXGYISX-UHFFFAOYSA-N 0.000 claims 1
KXSFMIWJZSBZNP-UHFFFAOYSA-N 4-[3-carbamoyl-4-[3-(carboxymethyl)piperazin-1-yl]quinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)N1CC(NCC1)CC(=O)O KXSFMIWJZSBZNP-UHFFFAOYSA-N 0.000 claims 1
MEXTZUKECIHHND-UHFFFAOYSA-N 4-[3-carbamoyl-4-[carboxy(cyclohexyl)methoxy]-7-methylquinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC(C(=O)O)C1CCCCC1)C MEXTZUKECIHHND-UHFFFAOYSA-N 0.000 claims 1
KHUIEQIUVLILSV-UHFFFAOYSA-N 4-[3-carbamoyl-6,7-dichloro-4-(1-ethoxycarbonylcyclobutyl)oxyquinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)OCC)Cl)Cl KHUIEQIUVLILSV-UHFFFAOYSA-N 0.000 claims 1
ZNVKZQNHLQHFEL-UHFFFAOYSA-N 4-[3-carbamoyl-6-chloro-4-(1-ethoxy-2-methyl-1-oxopropan-2-yl)oxy-7-methylquinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=C(C=C2C(=C1C(=O)N)OC(C)(C(=O)OCC)C)Cl)C ZNVKZQNHLQHFEL-UHFFFAOYSA-N 0.000 claims 1
MVAJIEKVWQDUOZ-UHFFFAOYSA-N 4-[3-carbamoyl-6-chloro-4-(1-ethoxycarbonylcyclobutyl)oxy-7-methylquinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)OCC)Cl)C MVAJIEKVWQDUOZ-UHFFFAOYSA-N 0.000 claims 1
ICPWBRUKSAMMIN-UHFFFAOYSA-N 4-[3-carbamoyl-7-chloro-4-(1-ethoxycarbonylcyclobutyl)oxy-6-fluoroquinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)OCC)F)Cl ICPWBRUKSAMMIN-UHFFFAOYSA-N 0.000 claims 1
AXBJLSVTHPRFQA-UHFFFAOYSA-N 4-[3-carbamoyl-7-chloro-4-(1-ethoxycarbonylcyclobutyl)oxy-6-methoxyquinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)OCC)OC)Cl AXBJLSVTHPRFQA-UHFFFAOYSA-N 0.000 claims 1
SJDBWSHWMZZBOK-UHFFFAOYSA-N 4-[3-carbamoyl-7-chloro-4-(1-ethoxycarbonylcyclobutyl)oxy-6-methylquinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)OCC)C)Cl SJDBWSHWMZZBOK-UHFFFAOYSA-N 0.000 claims 1
UCGKWYBMENMFTE-UHFFFAOYSA-N 4-[3-carbamoyl-7-chloro-4-(1-ethoxycarbonylcyclobutyl)oxyquinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)OCC)Cl UCGKWYBMENMFTE-UHFFFAOYSA-N 0.000 claims 1
BEBAZUKXIQIZSZ-UHFFFAOYSA-N 4-[3-carbamoyl-7-methyl-4-(1-propan-2-yloxycarbonylcyclobutyl)oxyquinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)OC(C)C)C BEBAZUKXIQIZSZ-UHFFFAOYSA-N 0.000 claims 1
ASMJXNMINHRJKY-UHFFFAOYSA-N 4-[3-carbamoyl-7-methyl-4-[1-(2H-tetrazol-5-yl)ethoxy]quinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC(C)C1=NN=NN1)C ASMJXNMINHRJKY-UHFFFAOYSA-N 0.000 claims 1
RRLQEJJYRGMXKI-UHFFFAOYSA-N 4-[4-(benzylcarbamoyl)-5-carbamoyl-3-methoxyquinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC(=C2C(=C1OC)C(=O)NCC1=CC=CC=C1)C(=O)N RRLQEJJYRGMXKI-UHFFFAOYSA-N 0.000 claims 1
MLXKBUDBUFWJII-UHFFFAOYSA-N 4-[4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)acetyl]piperazin-1-yl]-4-oxobutanoic acid Chemical compound C(=O)(O)CCC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC MLXKBUDBUFWJII-UHFFFAOYSA-N 0.000 claims 1
LMARGLXLCVWBLV-UHFFFAOYSA-N 4-[5-carbamoyl-3-methoxy-4-(2H-tetrazol-5-yl)quinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC(=C2C(=C1OC)C1=NN=NN1)C(=O)N LMARGLXLCVWBLV-UHFFFAOYSA-N 0.000 claims 1
QUBFWZCSQYSYSN-UHFFFAOYSA-N 4-[5-carbamoyl-3-methoxy-4-(oxiran-2-yl)quinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC(=C2C(=C1OC)C1OC1)C(=O)N QUBFWZCSQYSYSN-UHFFFAOYSA-N 0.000 claims 1
HLIKARSQEZJXEF-UHFFFAOYSA-N 4-[5-carbamoyl-3-methoxy-7-methyl-4-(2H-tetrazol-5-yl)quinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC(=C2C(=C1OC)C1=NN=NN1)C(=O)N)C HLIKARSQEZJXEF-UHFFFAOYSA-N 0.000 claims 1
PDCHKQWTZQVYCJ-UHFFFAOYSA-N 4-[5-carbamoyl-4-(dimethylcarbamoyl)-3-methoxyquinolin-2-yl]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC(=C2C(=C1OC)C(=O)N(C)C)C(=O)N PDCHKQWTZQVYCJ-UHFFFAOYSA-N 0.000 claims 1
ROLIZERXYRFLNI-UHFFFAOYSA-N 4-[[4-(1-ethoxycarbonylcyclobutyl)oxy-7-methylquinoline-2-carbonyl]amino]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C1CN(C(=O)OCC)CCN1C(=O)C(CCC(O)=O)NC(=O)C1=CC(OC2(CCC2)C(=O)OCC)=C(C=CC(C)=C2)C2=N1 ROLIZERXYRFLNI-UHFFFAOYSA-N 0.000 claims 1
DCGSWDWAJTZAFY-UHFFFAOYSA-N 4-[[4-[(4-carboxy-1-methoxy-1-oxobutan-2-yl)carbamoyl]quinoline-2-carbonyl]amino]-5-(4-ethoxycarbonylpiperazin-1-yl)-5-oxopentanoic acid Chemical compound C1CN(C(=O)OCC)CCN1C(=O)C(CCC(O)=O)NC(=O)C1=CC(C(=O)NC(CCC(O)=O)C(=O)OC)=C(C=CC=C2)C2=N1 DCGSWDWAJTZAFY-UHFFFAOYSA-N 0.000 claims 1
HSDPFSCLXBCENT-UHFFFAOYSA-N 4-methoxy-2-(2-oxo-2-piperazin-1-ylethyl)quinoline-3-carboxamide Chemical compound N1(CCNCC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC HSDPFSCLXBCENT-UHFFFAOYSA-N 0.000 claims 1
GCQXCQMQRAWQRU-UHFFFAOYSA-N 4-methoxy-2-[2-(4-methylpiperazin-1-yl)-2-oxoethyl]quinoline-3-carboxamide Chemical compound CN1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC GCQXCQMQRAWQRU-UHFFFAOYSA-N 0.000 claims 1
NGQSOZPRRSNONS-UHFFFAOYSA-N 4-methoxy-2-[2-[4-(morpholine-4-carbonyl)piperazin-1-yl]-2-oxoethyl]quinoline-3-carboxamide Chemical compound N1(CCOCC1)C(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC NGQSOZPRRSNONS-UHFFFAOYSA-N 0.000 claims 1
HTYGGDDNBGZVLV-UHFFFAOYSA-N 4-methoxy-2-[2-[4-[2-(2-methoxyethoxy)acetyl]piperazin-1-yl]-2-oxoethyl]quinoline-3-carboxamide Chemical compound COCCOCC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC HTYGGDDNBGZVLV-UHFFFAOYSA-N 0.000 claims 1
PNAIMVXMKQSPFI-UHFFFAOYSA-N 4-methoxy-2-[2-oxo-2-(4-pentanoylpiperazin-1-yl)ethyl]quinoline-3-carboxamide Chemical compound C(CCC)C(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC PNAIMVXMKQSPFI-UHFFFAOYSA-N 0.000 claims 1
BUNDONCBKQBIOK-UHFFFAOYSA-N 4-methoxy-2-[2-oxo-2-(4-propylsulfonylpiperazin-1-yl)ethyl]quinoline-3-carboxamide Chemical compound C(CC)S(=O)(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC BUNDONCBKQBIOK-UHFFFAOYSA-N 0.000 claims 1
OEDVZJCUPBYKIH-UHFFFAOYSA-N 4-methoxy-2-[2-oxo-2-[4-(2-phenoxyacetyl)piperazin-1-yl]ethyl]quinoline-3-carboxamide Chemical compound O(C1=CC=CC=C1)CC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC OEDVZJCUPBYKIH-UHFFFAOYSA-N 0.000 claims 1
WCIRWPHOXAOQTP-UHFFFAOYSA-N 4-methoxy-2-[2-oxo-2-[4-(2-phenylcyclopropanecarbonyl)piperazin-1-yl]ethyl]quinoline-3-carboxamide Chemical compound C1(=CC=CC=C1)C1C(C1)C(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC WCIRWPHOXAOQTP-UHFFFAOYSA-N 0.000 claims 1
GAVIYPOHRWGBEV-UHFFFAOYSA-N 4-methoxy-2-[2-oxo-2-[4-(4-propylbenzoyl)piperazin-1-yl]ethyl]quinoline-3-carboxamide Chemical compound C(CC)C1=CC=C(C=C1)C(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC GAVIYPOHRWGBEV-UHFFFAOYSA-N 0.000 claims 1
XDEDZEVIKJFSHS-UHFFFAOYSA-N 4-methoxy-2-[2-oxo-2-[4-(pentylcarbamoyl)piperazin-1-yl]ethyl]quinoline-3-carboxamide Chemical compound C(CCCC)NC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC XDEDZEVIKJFSHS-UHFFFAOYSA-N 0.000 claims 1
ROBBYGHCLDKFFR-UHFFFAOYSA-N 4-methoxy-2-[2-oxo-2-[4-(propan-2-ylcarbamoyl)piperazin-1-yl]ethyl]quinoline-3-carboxamide Chemical compound CC(C)NC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC ROBBYGHCLDKFFR-UHFFFAOYSA-N 0.000 claims 1
GXNQEPLLXJDXQG-UHFFFAOYSA-N 4-methoxy-2-[2-oxo-2-[4-(propylcarbamoyl)piperazin-1-yl]ethyl]quinoline-3-carboxamide Chemical compound C(CC)NC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC GXNQEPLLXJDXQG-UHFFFAOYSA-N 0.000 claims 1
JBOYNMFDGCDAHL-UHFFFAOYSA-N 4-methoxy-2-[2-oxo-2-[4-(thiophene-2-carbonyl)piperazin-1-yl]ethyl]quinoline-3-carboxamide Chemical compound S1C(=CC=C1)C(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC JBOYNMFDGCDAHL-UHFFFAOYSA-N 0.000 claims 1
LRMNFFRHIXAPMX-UHFFFAOYSA-N 4-methoxyquinolin-2-amine Chemical compound C1=CC=C2C(OC)=CC(N)=NC2=C1 LRMNFFRHIXAPMX-UHFFFAOYSA-N 0.000 claims 1
RCPHMXCJHSDLDB-UHFFFAOYSA-N 5-(3-carbamoyl-4-methoxyquinolin-2-yl)-6-(4-ethoxycarbonylpiperazin-1-yl)-6-oxohexanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC RCPHMXCJHSDLDB-UHFFFAOYSA-N 0.000 claims 1
VECJSRWGDPUFEI-UHFFFAOYSA-N 5-(4-ethoxycarbonylpiperazin-1-yl)-4-[[4-(3-hydroxypyrrolidin-1-yl)quinoline-2-carbonyl]amino]-5-oxopentanoic acid Chemical compound C1CN(C(=O)OCC)CCN1C(=O)C(CCC(O)=O)NC(=O)C1=CC(N2CC(O)CC2)=C(C=CC=C2)C2=N1 VECJSRWGDPUFEI-UHFFFAOYSA-N 0.000 claims 1
BYFBNCLVSRTGJJ-UHFFFAOYSA-N 5-[3-benzyl-4-(furan-2-carbonyl)piperazin-1-yl]-4-(3-carbamoyl-4-methoxyquinolin-2-yl)-5-oxopentanoic acid Chemical compound C(C1=CC=CC=C1)C1CN(CCN1C(=O)C=1OC=CC=1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC BYFBNCLVSRTGJJ-UHFFFAOYSA-N 0.000 claims 1
TUSKCXCMHZDRDI-UHFFFAOYSA-N 5-[4-(1,3-benzothiazol-2-yl)piperazin-1-yl]-4-(3-carbamoyl-4-methoxyquinolin-2-yl)-5-oxopentanoic acid Chemical compound S1C(=NC2=C1C=CC=C2)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC TUSKCXCMHZDRDI-UHFFFAOYSA-N 0.000 claims 1
XDQMORBSOCOXKP-UHFFFAOYSA-N 5-[4-(1,3-benzoxazol-2-yl)piperazin-1-yl]-4-[(4-methoxyquinoline-2-carbonyl)amino]-5-oxopentanoic acid Chemical compound C1=CC=C2OC(N3CCN(CC3)C(=O)C(CCC(O)=O)NC(=O)C=3C=C(C4=CC=CC=C4N=3)OC)=NC2=C1 XDQMORBSOCOXKP-UHFFFAOYSA-N 0.000 claims 1
NMKKUAYJGSSFIZ-UHFFFAOYSA-N 5-[4-(tert-butylcarbamoyl)piperazin-1-yl]-4-(3-carbamoyl-4-methoxyquinolin-2-yl)-5-oxopentanoic acid Chemical compound CC(C)(C)NC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC NMKKUAYJGSSFIZ-UHFFFAOYSA-N 0.000 claims 1
HVXAONYFGCKTMY-UHFFFAOYSA-N 5-carbamoyl-2-[1-(4-ethoxycarbonylpiperazin-1-yl)-5-methoxy-1,5-dioxopentan-2-yl]-3-methoxyquinoline-4-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OC)C1=NC2=CC=CC(=C2C(=C1OC)C(=O)O)C(=O)N HVXAONYFGCKTMY-UHFFFAOYSA-N 0.000 claims 1
GXRUXGNSSMPNPR-UHFFFAOYSA-N 5-carbamoyl-2-[2-(4-ethoxycarbonylpiperazin-1-yl)-2-oxoethyl]-3-methoxyquinoline-4-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC(=C2C(=C1OC)C(=O)O)C(=O)N GXRUXGNSSMPNPR-UHFFFAOYSA-N 0.000 claims 1
NGFWLJBENURPMS-UHFFFAOYSA-N 5-carbamoyl-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-3-methoxyquinoline-4-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC(=C2C(=C1OC)C(=O)O)C(=O)N NGFWLJBENURPMS-UHFFFAOYSA-N 0.000 claims 1
BFFLINBZTLUWQD-UHFFFAOYSA-N 5-carbamoyl-4-(1-carboxycyclobutyl)oxy-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-3-methoxyquinoline-6-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=C(C(=C2C(=C1OC)OC1(CCC1)C(=O)O)C(=O)N)C(=O)O BFFLINBZTLUWQD-UHFFFAOYSA-N 0.000 claims 1
JPBDIAJGNDQJNX-UHFFFAOYSA-N 5-carbamoyl-4-(1-carboxycyclobutyl)oxy-2-[4-carboxy-1-(4-ethoxycarbonylpiperazin-1-yl)-1-oxobutan-2-yl]-3-methoxyquinoline-7-carboxylic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC(=C2C(=C1OC)OC1(CCC1)C(=O)O)C(=O)N)C(=O)O JPBDIAJGNDQJNX-UHFFFAOYSA-N 0.000 claims 1
HICFGLWBLYXNGH-UHFFFAOYSA-N 6-(3-carbamoyl-4-methoxyquinolin-2-yl)-7-(4-ethoxycarbonylpiperazin-1-yl)-7-oxoheptanoic acid Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCCCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC HICFGLWBLYXNGH-UHFFFAOYSA-N 0.000 claims 1
LMQVSPHMOAEDPR-UHFFFAOYSA-N 7-[4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)acetyl]piperazin-1-yl]-7-oxoheptanoic acid Chemical compound C(=O)(O)CCCCCC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC LMQVSPHMOAEDPR-UHFFFAOYSA-N 0.000 claims 1
NTONPPNZRRAWDL-UHFFFAOYSA-N C(C)OC(=O)N1CCN(CC1)C(=O)C(CC(=O)N(C)CC(=O)OC(C)(C)C)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CC(=O)N(C)CC(=O)OC(C)(C)C)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC NTONPPNZRRAWDL-UHFFFAOYSA-N 0.000 claims 1
SJQAQBDBVKBOGY-UHFFFAOYSA-N C(C)OC(=O)N1CCN(CC1)C(=O)C(CC(C)C(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CC(C)C(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O SJQAQBDBVKBOGY-UHFFFAOYSA-N 0.000 claims 1
QGZKSRPWCCERMG-UHFFFAOYSA-N C(C)OC(=O)N1CCN(CC1)C(=O)C(CC1C(C=CC=C1)=C=O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CC1C(C=CC=C1)=C=O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC QGZKSRPWCCERMG-UHFFFAOYSA-N 0.000 claims 1
IFOMWQJHJIVQIW-UHFFFAOYSA-N C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC(=C2C(=C1OCC)OC1(CCC1)C(=O)O)C(=O)N)N(CC)CC Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC(=C2C(=C1OCC)OC1(CCC1)C(=O)O)C(=O)N)N(CC)CC IFOMWQJHJIVQIW-UHFFFAOYSA-N 0.000 claims 1
WDJHOQQZPBWPDU-UHFFFAOYSA-N C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC(=C2C(=C1OCC)OC1(CCC1)C(=O)O)C(=O)N)N1C(CC(C1)O)C(=O)O Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC(=C2C(=C1OCC)OC1(CCC1)C(=O)O)C(=O)N)N1C(CC(C1)O)C(=O)O WDJHOQQZPBWPDU-UHFFFAOYSA-N 0.000 claims 1
PWIXPQISUCLUOQ-UHFFFAOYSA-N C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)N)Cl Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)N)Cl PWIXPQISUCLUOQ-UHFFFAOYSA-N 0.000 claims 1
BEPQPIFKPLDKJD-UHFFFAOYSA-N C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)[N+](=O)[O-] Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)O)[N+](=O)[O-] BEPQPIFKPLDKJD-UHFFFAOYSA-N 0.000 claims 1
XQABDQIZMAWLNI-UHFFFAOYSA-N C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=C(C(=C2C(=C1N)CC(=O)N(C)C)C)C(=O)N Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=C(C(=C2C(=C1N)CC(=O)N(C)C)C)C(=O)N XQABDQIZMAWLNI-UHFFFAOYSA-N 0.000 claims 1
YSBIUSDZWVLWBY-UHFFFAOYSA-N C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)N1CCN(CC1)CC(=O)O Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)N1CCN(CC1)CC(=O)O YSBIUSDZWVLWBY-UHFFFAOYSA-N 0.000 claims 1
USWMMJTZDNVKEJ-UHFFFAOYSA-N C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC(CCN(CC)CC)C(=O)O Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC(CCN(CC)CC)C(=O)O USWMMJTZDNVKEJ-UHFFFAOYSA-N 0.000 claims 1
ZPGZDYVANWUQKJ-UHFFFAOYSA-N C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C=1C(=NC2=CC(=CC=C2C1OC1(CCC1)C(=O)O)N)C(=O)N Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C=1C(=NC2=CC(=CC=C2C1OC1(CCC1)C(=O)O)N)C(=O)N ZPGZDYVANWUQKJ-UHFFFAOYSA-N 0.000 claims 1
CRUMXGKPHSYOQR-UHFFFAOYSA-N C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C=1C(=NC2=CC=C(C=C2C1OC1(CCC1)C(=O)O)C(=O)N)C(=O)N Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C=1C(=NC2=CC=C(C=C2C1OC1(CCC1)C(=O)O)C(=O)N)C(=O)N CRUMXGKPHSYOQR-UHFFFAOYSA-N 0.000 claims 1
TZUMSULUHUPRAX-UHFFFAOYSA-N C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C=1C(=NC2=CC=C(C=C2C1OC1(CCC1)C(=O)O)SC)C(=O)N Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C=1C(=NC2=CC=C(C=C2C1OC1(CCC1)C(=O)O)SC)C(=O)N TZUMSULUHUPRAX-UHFFFAOYSA-N 0.000 claims 1
UAWIEHVEYBRBSA-UHFFFAOYSA-N C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OC)C1=NC2=CC=CC(=C2C(=C1OC)C1OCCC1)C(=O)N Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OC)C1=NC2=CC=CC(=C2C(=C1OC)C1OCCC1)C(=O)N UAWIEHVEYBRBSA-UHFFFAOYSA-N 0.000 claims 1
YXBPHCHJKBJQKH-UHFFFAOYSA-N C(C)OC(=O)N1CCN(CC1)C(=O)CC(=O)C1=C(C2=CC=CC(=C2C=C1)OCCCC(=O)O)N Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)CC(=O)C1=C(C2=CC=CC(=C2C=C1)OCCCC(=O)O)N YXBPHCHJKBJQKH-UHFFFAOYSA-N 0.000 claims 1
BPIIXOQRNUFJSG-UHFFFAOYSA-N C(C)OC(=O)N1CCN(CC1)C(=O)CC(=O)C1=C(C2=CC=CC=C2C(=C1)OC)N Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)CC(=O)C1=C(C2=CC=CC=C2C(=C1)OC)N BPIIXOQRNUFJSG-UHFFFAOYSA-N 0.000 claims 1
STXCUZWXXSYICM-UHFFFAOYSA-N C(C)OC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)CCCC(=O)O Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)CCCC(=O)O STXCUZWXXSYICM-UHFFFAOYSA-N 0.000 claims 1
HRUSTQSTNFLYFV-UHFFFAOYSA-N N1C(CCCC1)C(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC Chemical compound N1C(CCCC1)C(=O)N1CCN(CC1)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC HRUSTQSTNFLYFV-UHFFFAOYSA-N 0.000 claims 1
FHOXVSKHPNJLLU-UHFFFAOYSA-N OC(C)C1CN(CCN1C(=O)OCC)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC Chemical compound OC(C)C1CN(CCN1C(=O)OCC)C(=O)C(CCC(=O)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC FHOXVSKHPNJLLU-UHFFFAOYSA-N 0.000 claims 1
125000004390 alkyl sulfonyl group Chemical group 0.000 claims 1
125000004391 aryl sulfonyl group Chemical group 0.000 claims 1
PXTWMXLPDHXKOH-UHFFFAOYSA-N benzyl 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)acetyl]piperazine-1-carboxylate Chemical compound C(C1=CC=CC=C1)OC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC PXTWMXLPDHXKOH-UHFFFAOYSA-N 0.000 claims 1
125000004122 cyclic group Chemical group 0.000 claims 1
VERMQNOEPBUJJU-UHFFFAOYSA-N diethyl 2-[3-carbamoyl-2-[1-(4-ethoxycarbonylpiperazin-1-yl)-5-methoxy-1,5-dioxopentan-2-yl]quinolin-4-yl]oxypropanedioate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OC)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC(C(=O)OCC)C(=O)OCC VERMQNOEPBUJJU-UHFFFAOYSA-N 0.000 claims 1
JQHVOTGFSCVKTD-UHFFFAOYSA-N diethyl 2-[3-carbamoyl-2-[2-(4-ethoxycarbonylpiperazin-1-yl)-2-oxoethyl]quinolin-4-yl]oxypropanedioate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC(C(=O)OCC)C(=O)OCC JQHVOTGFSCVKTD-UHFFFAOYSA-N 0.000 claims 1
FPCIUZDBHBAFNA-UHFFFAOYSA-N diethyl 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)acetyl]piperazine-1,3-dicarboxylate Chemical compound C(C)OC(=O)C1N(CCN(C1)C(=O)OCC)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC FPCIUZDBHBAFNA-UHFFFAOYSA-N 0.000 claims 1
DBRAIFUODZCBEO-UHFFFAOYSA-N ethyl 1-(2-carbamoyl-7-methylquinolin-4-yl)oxycyclobutane-1-carboxylate Chemical compound NC(=O)C1=NC2=CC(=CC=C2C(=C1)OC1(CCC1)C(=O)OCC)C DBRAIFUODZCBEO-UHFFFAOYSA-N 0.000 claims 1
LDHDPSAIFPBZCG-UHFFFAOYSA-N ethyl 2-(2-carbamoylquinolin-4-yl)oxypropanoate Chemical compound NC(=O)C1=NC2=CC=CC=C2C(=C1)OC(C)C(=O)OCC LDHDPSAIFPBZCG-UHFFFAOYSA-N 0.000 claims 1
XGYRSLLPDSMEHP-UHFFFAOYSA-N ethyl 4-[2-(1-aminonaphthalene-2-carbonyl)-4-ethoxy-4-oxobutanoyl]piperazine-1-carboxylate Chemical compound C=1C=C2C=CC=CC2=C(N)C=1C(=O)C(CC(=O)OCC)C(=O)N1CCN(C(=O)OCC)CC1 XGYRSLLPDSMEHP-UHFFFAOYSA-N 0.000 claims 1
QWHGKNNUEHAAJM-UHFFFAOYSA-N ethyl 4-[2-(1-carbamoylnaphthalen-2-yl)-5-oxo-5-phenylmethoxypentanoyl]piperazine-1-carboxylate Chemical compound C1CN(C(=O)OCC)CCN1C(=O)C(C=1C(=C2C=CC=CC2=CC=1)C(N)=O)CCC(=O)OCC1=CC=CC=C1 QWHGKNNUEHAAJM-UHFFFAOYSA-N 0.000 claims 1
OXYPLPRBYDRBHX-UHFFFAOYSA-N ethyl 4-[2-(1-carbamoylnaphthalen-2-yl)acetyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)CC1=C(C2=CC=CC=C2C=C1)C(=O)N OXYPLPRBYDRBHX-UHFFFAOYSA-N 0.000 claims 1
RWMJFXFUQFTGGB-UHFFFAOYSA-N ethyl 4-[2-(3-carbamoyl-4-ethoxyquinolin-2-yl)-5-oxo-5-phenylmethoxypentanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OCC1=CC=CC=C1)C1=NC2=CC=CC=C2C(=C1C(=O)N)OCC RWMJFXFUQFTGGB-UHFFFAOYSA-N 0.000 claims 1
AOBWEFDIHPQZNU-UHFFFAOYSA-N ethyl 4-[2-(3-carbamoyl-4-ethoxyquinolin-2-yl)acetyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OCC AOBWEFDIHPQZNU-UHFFFAOYSA-N 0.000 claims 1
RTDPOAQSCUEZSV-UHFFFAOYSA-N ethyl 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)-2-(4-hydroxyphenyl)acetyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(C1=CC=C(C=C1)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC RTDPOAQSCUEZSV-UHFFFAOYSA-N 0.000 claims 1
UHEDMJAMLYXJCV-UHFFFAOYSA-N ethyl 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)-3-(1H-1,2,4-triazol-5-yl)propanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CC1=NNC=N1)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC UHEDMJAMLYXJCV-UHFFFAOYSA-N 0.000 claims 1
ZXLSYBFFFPFQOR-UHFFFAOYSA-N ethyl 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)-3-(1H-indol-3-yl)propanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CC1=CNC2=CC=CC=C12)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC ZXLSYBFFFPFQOR-UHFFFAOYSA-N 0.000 claims 1
ZOECKLZKVLMWTB-UHFFFAOYSA-N ethyl 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)-3-(2-methoxy-2-oxoethyl)sulfanylpropanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CSCC(=O)OC)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC ZOECKLZKVLMWTB-UHFFFAOYSA-N 0.000 claims 1
XDUBKUJGLUWIAB-UHFFFAOYSA-N ethyl 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)-3-(3-hydroxyphenyl)propanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CC1=CC(=CC=C1)O)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC XDUBKUJGLUWIAB-UHFFFAOYSA-N 0.000 claims 1
LDTUMYXSIVHGKF-UHFFFAOYSA-N ethyl 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)-3-[4-[(2-methylpropan-2-yl)oxycarbonyl]phenyl]propanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CC1=CC=C(C=C1)C(=O)OC(C)(C)C)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC LDTUMYXSIVHGKF-UHFFFAOYSA-N 0.000 claims 1
YLZHXGLMRTUGBF-UHFFFAOYSA-N ethyl 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)-3-hydroxypropanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CO)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC YLZHXGLMRTUGBF-UHFFFAOYSA-N 0.000 claims 1
YDELKPSOCOQBCF-UHFFFAOYSA-N ethyl 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)-3-methylbutanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(C(C)C)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC YDELKPSOCOQBCF-UHFFFAOYSA-N 0.000 claims 1
WUIVQXVOKWXKKV-UHFFFAOYSA-N ethyl 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)-3-phenylmethoxypropanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(COCC1=CC=CC=C1)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC WUIVQXVOKWXKKV-UHFFFAOYSA-N 0.000 claims 1
PHOUFJWIGSLLLO-UHFFFAOYSA-N ethyl 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)-3-phenylpropanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CC1=CC=CC=C1)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC PHOUFJWIGSLLLO-UHFFFAOYSA-N 0.000 claims 1
UVKMCNUKEBFISY-UHFFFAOYSA-N ethyl 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)-4-[(2-methylpropan-2-yl)oxy]-4-oxobutanoyl]piperazine-1-carboxylate Chemical compound C1CN(C(=O)OCC)CCN1C(=O)C(CC(=O)OC(C)(C)C)C1=NC2=CC=CC=C2C(OC)=C1C(N)=O UVKMCNUKEBFISY-UHFFFAOYSA-N 0.000 claims 1
FIWRDLCWTBWZES-UHFFFAOYSA-N ethyl 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)-4-methylsulfonylbutanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCS(=O)(=O)C)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC FIWRDLCWTBWZES-UHFFFAOYSA-N 0.000 claims 1
ASESOZXDRAHYKI-UHFFFAOYSA-N ethyl 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoyl]-2-(1-hydroxyethyl)piperazine-1-carboxylate Chemical compound OC(C)C1CN(CCN1C(=O)OCC)C(=O)C(CCC(=O)OC(C)(C)C)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC ASESOZXDRAHYKI-UHFFFAOYSA-N 0.000 claims 1
FQVPJJIFEMJXBQ-UHFFFAOYSA-N ethyl 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoyl]-2-propan-2-ylpiperazine-1-carboxylate Chemical compound CC(C)C1CN(CCN1C(=O)OCC)C(=O)C(CCC(=O)OC(C)(C)C)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC FQVPJJIFEMJXBQ-UHFFFAOYSA-N 0.000 claims 1
BNCJTGSFKHJLIM-UHFFFAOYSA-N ethyl 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoyl]-3-(2-methylpropyl)piperazine-1-carboxylate Chemical compound CC(CC1N(CCN(C1)C(=O)OCC)C(=O)C(CCC(=O)OC(C)(C)C)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC)C BNCJTGSFKHJLIM-UHFFFAOYSA-N 0.000 claims 1
QMBBIOPGQVQTBB-UHFFFAOYSA-N ethyl 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)-5-methoxy-5-oxopentanoyl]-3-methylpiperazine-1-carboxylate Chemical compound CC1N(CCN(C1)C(=O)OCC)C(=O)C(CCC(=O)OC)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC QMBBIOPGQVQTBB-UHFFFAOYSA-N 0.000 claims 1
RALUVUWSDXUUTP-UHFFFAOYSA-N ethyl 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)-5-methoxy-5-oxopentanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OC)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC RALUVUWSDXUUTP-UHFFFAOYSA-N 0.000 claims 1
BEVYWVRWFWYNBC-UHFFFAOYSA-N ethyl 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)-6-[(2-chlorophenyl)methoxycarbonylamino]hexanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCCCNC(=O)OCC1=C(C=CC=C1)Cl)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC BEVYWVRWFWYNBC-UHFFFAOYSA-N 0.000 claims 1
VKPABIAPVZHTRW-UHFFFAOYSA-N ethyl 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)-6-[(2-methylpropan-2-yl)oxy]-6-oxohexanoyl]piperazine-1-carboxylate Chemical compound C1CN(C(=O)OCC)CCN1C(=O)C(CCCC(=O)OC(C)(C)C)C1=NC2=CC=CC=C2C(OC)=C1C(N)=O VKPABIAPVZHTRW-UHFFFAOYSA-N 0.000 claims 1
LZJXHJUQTSSIAH-UHFFFAOYSA-N ethyl 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)-7-methoxy-7-oxoheptanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCCCC(=O)OC)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC LZJXHJUQTSSIAH-UHFFFAOYSA-N 0.000 claims 1
FLFPUOJOTBLPMZ-UHFFFAOYSA-N ethyl 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)acetyl]-2-(2-methoxy-2-oxoethyl)piperazine-1-carboxylate Chemical compound COC(=O)CC1CN(CCN1C(=O)OCC)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC FLFPUOJOTBLPMZ-UHFFFAOYSA-N 0.000 claims 1
BNAMGEUSKIPDRZ-UHFFFAOYSA-N ethyl 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)acetyl]-2-methylpiperazine-1-carboxylate Chemical compound CC1CN(CCN1C(=O)OCC)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC BNAMGEUSKIPDRZ-UHFFFAOYSA-N 0.000 claims 1
BPIOEGWNJKZGRW-UHFFFAOYSA-N ethyl 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)acetyl]-3-(2-methoxy-2-oxoethyl)piperazine-1-carboxylate Chemical compound COC(=O)CC1N(CCN(C1)C(=O)OCC)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC BPIOEGWNJKZGRW-UHFFFAOYSA-N 0.000 claims 1
FAPZRTMKONAFQT-UHFFFAOYSA-N ethyl 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)acetyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC FAPZRTMKONAFQT-UHFFFAOYSA-N 0.000 claims 1
DUKOMSNXJJEXOB-UHFFFAOYSA-N ethyl 4-[2-(3-carbamoyl-4-oxo-1H-quinolin-2-yl)acetyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)O DUKOMSNXJJEXOB-UHFFFAOYSA-N 0.000 claims 1
KMCYJJYIKYCCPJ-UHFFFAOYSA-N ethyl 4-[2-(3-carbamoyl-4-propoxyquinolin-2-yl)acetyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OCCC KMCYJJYIKYCCPJ-UHFFFAOYSA-N 0.000 claims 1
WNRILOBJSYWIPD-UHFFFAOYSA-N ethyl 4-[2-(3-carbamoyl-5-nitroquinolin-2-yl)-5-oxo-5-phenylmethoxypentanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OCC1=CC=CC=C1)C1=NC2=CC=CC(=C2C=C1C(=O)N)[N+](=O)[O-] WNRILOBJSYWIPD-UHFFFAOYSA-N 0.000 claims 1
FWCXIHSRIMPJIH-UHFFFAOYSA-N ethyl 4-[2-(3-carbamoyl-7-chloro-4-methoxyquinolin-2-yl)-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OC(C)(C)C)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC)Cl FWCXIHSRIMPJIH-UHFFFAOYSA-N 0.000 claims 1
OIKULSHPVQAZSA-UHFFFAOYSA-N ethyl 4-[2-(3-carbamoylquinolin-2-yl)acetyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C=C1C(=O)N OIKULSHPVQAZSA-UHFFFAOYSA-N 0.000 claims 1
UBPXKJGYMFARNO-UHFFFAOYSA-N ethyl 4-[2-(4,5-dicarbamoyl-3-methoxyquinolin-2-yl)acetyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC(=C2C(=C1OC)C(=O)N)C(=O)N UBPXKJGYMFARNO-UHFFFAOYSA-N 0.000 claims 1
ASDCFLYAQWWOMU-UHFFFAOYSA-N ethyl 4-[2-(5-amino-3-carbamoylquinolin-2-yl)-5-(2-ethoxy-2-oxoethoxy)-5-oxopentanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OCC(=O)OCC)C1=NC2=CC=CC(=C2C=C1C(=O)N)N ASDCFLYAQWWOMU-UHFFFAOYSA-N 0.000 claims 1
DXWOWIURPDXYKM-UHFFFAOYSA-N ethyl 4-[2-[(3-methoxycarbonylphenyl)methyl]-3-(naphthalen-2-ylamino)-3-oxopropanoyl]piperazine-1-carboxylate Chemical compound C1CN(C(=O)OCC)CCN1C(=O)C(C(=O)NC=1C=C2C=CC=CC2=CC=1)CC1=CC=CC(C(=O)OC)=C1 DXWOWIURPDXYKM-UHFFFAOYSA-N 0.000 claims 1
PQFFZGHIEIEWOM-UHFFFAOYSA-N ethyl 4-[2-[(4-methoxyquinoline-2-carbonyl)amino]-5-[[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]amino]-5-oxopentanoyl]piperazine-1-carboxylate Chemical compound C1CN(C(=O)OCC)CCN1C(=O)C(CCC(=O)NCC(=O)OC(C)(C)C)NC(=O)C1=CC(OC)=C(C=CC=C2)C2=N1 PQFFZGHIEIEWOM-UHFFFAOYSA-N 0.000 claims 1
PBVZQBBWIKTZPA-UHFFFAOYSA-N ethyl 4-[2-[3,5-dicarbamoyl-4-(2-methoxy-2-oxoethyl)quinolin-2-yl]-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OC(C)(C)C)C1=NC2=CC=CC(=C2C(=C1C(=O)N)CC(=O)OC)C(=O)N PBVZQBBWIKTZPA-UHFFFAOYSA-N 0.000 claims 1
QUHZPWWNJDVRDI-UHFFFAOYSA-N ethyl 4-[2-[3-carbamoyl-4-(1-cyanoethoxy)quinolin-2-yl]-5-methoxy-5-oxopentanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OC)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC(C)C#N QUHZPWWNJDVRDI-UHFFFAOYSA-N 0.000 claims 1
CNTDZHSRORNSNP-UHFFFAOYSA-N ethyl 4-[2-[3-carbamoyl-4-(1-ethoxy-1-oxopropan-2-yl)oxyquinolin-2-yl]-5-methoxy-5-oxopentanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OC)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC(C)C(=O)OCC CNTDZHSRORNSNP-UHFFFAOYSA-N 0.000 claims 1
LVXQQYLFMLNYGA-UHFFFAOYSA-N ethyl 4-[2-[3-carbamoyl-4-(1-ethoxy-1-oxopropan-2-yl)oxyquinolin-2-yl]acetyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC(C)C(=O)OCC LVXQQYLFMLNYGA-UHFFFAOYSA-N 0.000 claims 1
VTVHIBUSBMGPMG-UHFFFAOYSA-N ethyl 4-[2-[3-carbamoyl-4-(1-ethoxy-2-methyl-1-oxopropan-2-yl)oxyquinolin-2-yl]acetyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC(C)(C(=O)OCC)C VTVHIBUSBMGPMG-UHFFFAOYSA-N 0.000 claims 1
BXDNYQXXIJQWSY-UHFFFAOYSA-N ethyl 4-[2-[3-carbamoyl-4-(1-ethoxycarbonylcyclobutyl)oxy-6,7-dimethylquinolin-2-yl]-5-ethoxy-5-oxopentanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OCC)C1=NC2=CC(=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)OCC)C)C BXDNYQXXIJQWSY-UHFFFAOYSA-N 0.000 claims 1
IDCWFFJMGKQJJI-UHFFFAOYSA-N ethyl 4-[2-[3-carbamoyl-4-(1-ethoxycarbonylcyclobutyl)oxy-6-fluoro-7-methylquinolin-2-yl]-5-ethoxy-5-oxopentanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OCC)C1=NC2=CC(=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)OCC)F)C IDCWFFJMGKQJJI-UHFFFAOYSA-N 0.000 claims 1
IQIZJHCJOTXLGL-UHFFFAOYSA-N ethyl 4-[2-[3-carbamoyl-4-(1-ethoxycarbonylcyclobutyl)oxy-7-hydroxyquinolin-2-yl]-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OC(C)(C)C)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)OCC)O IQIZJHCJOTXLGL-UHFFFAOYSA-N 0.000 claims 1
OJJSQVXIWNKKNF-UHFFFAOYSA-N ethyl 4-[2-[3-carbamoyl-4-(1-ethoxycarbonylcyclobutyl)oxy-7-methylquinolin-2-yl]-4-(trifluoromethylsulfonylamino)butanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCNS(=O)(=O)C(F)(F)F)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)OCC)C OJJSQVXIWNKKNF-UHFFFAOYSA-N 0.000 claims 1
FYRKNYYCSFNREX-UHFFFAOYSA-N ethyl 4-[2-[3-carbamoyl-4-(1-ethoxycarbonylcyclobutyl)oxy-7-methylquinolin-2-yl]-5-oxo-5-propan-2-yloxypentanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OC(C)C)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)OCC)C FYRKNYYCSFNREX-UHFFFAOYSA-N 0.000 claims 1
GTXKQNIBQFBGOI-UHFFFAOYSA-N ethyl 4-[2-[3-carbamoyl-4-(1-ethoxycarbonylcyclobutyl)oxy-7-phenylmethoxyquinolin-2-yl]-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OC(C)(C)C)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)OCC)OCC1=CC=CC=C1 GTXKQNIBQFBGOI-UHFFFAOYSA-N 0.000 claims 1
KUXMUSOZVQEIRK-UHFFFAOYSA-N ethyl 4-[2-[3-carbamoyl-4-(1-ethoxycarbonylcyclobutyl)oxyquinolin-2-yl]-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OC(C)(C)C)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)OCC KUXMUSOZVQEIRK-UHFFFAOYSA-N 0.000 claims 1
IMRRERILWFWPNI-UHFFFAOYSA-N ethyl 4-[2-[3-carbamoyl-4-(1-ethoxycarbonylcyclobutyl)oxyquinolin-2-yl]-5-ethoxy-5-oxopentanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OCC)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)OCC IMRRERILWFWPNI-UHFFFAOYSA-N 0.000 claims 1
OAYDAZKNVXORRW-UHFFFAOYSA-N ethyl 4-[2-[3-carbamoyl-4-(1-ethoxycarbonylcyclobutyl)oxyquinolin-2-yl]-5-methoxy-5-oxopentanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OC)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)OCC OAYDAZKNVXORRW-UHFFFAOYSA-N 0.000 claims 1
AHULVGNFEKRDNC-UHFFFAOYSA-N ethyl 4-[2-[3-carbamoyl-4-(1-ethoxycarbonylcyclobutyl)oxyquinolin-2-yl]acetyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)OCC AHULVGNFEKRDNC-UHFFFAOYSA-N 0.000 claims 1
UXZKOIVAYUGAFK-UHFFFAOYSA-N ethyl 4-[2-[3-carbamoyl-4-(1-methoxy-1-oxobutan-2-yl)oxyquinolin-2-yl]acetyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC(CC)C(=O)OC UXZKOIVAYUGAFK-UHFFFAOYSA-N 0.000 claims 1
SPUFODKLZCYGHM-UHFFFAOYSA-N ethyl 4-[2-[3-carbamoyl-4-(1-methoxy-1-oxopropan-2-yl)oxyquinolin-2-yl]-5-methoxy-5-oxopentanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OC)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC(C)C(=O)OC SPUFODKLZCYGHM-UHFFFAOYSA-N 0.000 claims 1
DJTFKNBFQCUGKY-UHFFFAOYSA-N ethyl 4-[2-[3-carbamoyl-4-(1-methoxy-2-methyl-1-oxopropan-2-yl)oxyquinolin-2-yl]-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OC(C)(C)C)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC(C)(C(=O)OC)C DJTFKNBFQCUGKY-UHFFFAOYSA-N 0.000 claims 1
WUZMBWSNXUPAML-UHFFFAOYSA-N ethyl 4-[2-[3-carbamoyl-4-(1-methoxy-2-methyl-1-oxopropan-2-yl)oxyquinolin-2-yl]-5-methoxy-5-oxopentanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OC)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC(C)(C(=O)OC)C WUZMBWSNXUPAML-UHFFFAOYSA-N 0.000 claims 1
UMSOILAZPDBTBE-UHFFFAOYSA-N ethyl 4-[2-[3-carbamoyl-4-(2,2,2-trifluoroethoxy)quinolin-2-yl]-5-methoxy-5-oxopentanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OC)C1=NC2=CC=CC=C2C(=C1C(=O)N)OCC(F)(F)F UMSOILAZPDBTBE-UHFFFAOYSA-N 0.000 claims 1
LQXKWICGMWVGOW-UHFFFAOYSA-N ethyl 4-[2-[3-carbamoyl-4-(2-oxooxolan-3-yl)oxyquinolin-2-yl]-5-methoxy-5-oxopentanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OC)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC1C(OCC1)=O LQXKWICGMWVGOW-UHFFFAOYSA-N 0.000 claims 1
OXKQDQXTHZSVOZ-UHFFFAOYSA-N ethyl 4-[2-[3-carbamoyl-4-(2-oxooxolan-3-yl)oxyquinolin-2-yl]acetyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC1C(OCC1)=O OXKQDQXTHZSVOZ-UHFFFAOYSA-N 0.000 claims 1
OOFULXFIWPANMG-UHFFFAOYSA-N ethyl 4-[2-[3-carbamoyl-4-(3,3,3-trifluoropropoxy)quinolin-2-yl]-5-methoxy-5-oxopentanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OC)C1=NC2=CC=CC=C2C(=C1C(=O)N)OCCC(F)(F)F OOFULXFIWPANMG-UHFFFAOYSA-N 0.000 claims 1
PAIRCARJPIEHHW-UHFFFAOYSA-N ethyl 4-[2-[3-carbamoyl-4-(3,4,4-trifluorobut-3-enoxy)quinolin-2-yl]-5-methoxy-5-oxopentanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OC)C1=NC2=CC=CC=C2C(=C1C(=O)N)OCCC(=C(F)F)F PAIRCARJPIEHHW-UHFFFAOYSA-N 0.000 claims 1
JJRRDIKUSLGECQ-UHFFFAOYSA-N ethyl 4-[2-[3-carbamoyl-4-(3-ethoxycarbonylpiperidin-1-yl)quinolin-2-yl]-5-methoxy-5-oxopentanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OC)C1=NC2=CC=CC=C2C(=C1C(=O)N)N1CC(CCC1)C(=O)OCC JJRRDIKUSLGECQ-UHFFFAOYSA-N 0.000 claims 1
RFEPXYPOMAEHAT-UHFFFAOYSA-N ethyl 4-[2-[3-carbamoyl-4-(4-ethoxy-4-oxobut-2-enoxy)quinolin-2-yl]acetyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OCC=CC(=O)OCC RFEPXYPOMAEHAT-UHFFFAOYSA-N 0.000 claims 1
NPHSOHKZZLKAMR-UHFFFAOYSA-N ethyl 4-[2-[3-carbamoyl-4-(4-ethoxy-4-oxobutoxy)quinolin-2-yl]acetyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OCCCC(=O)OCC NPHSOHKZZLKAMR-UHFFFAOYSA-N 0.000 claims 1
FKJDTYXKUBRVII-UHFFFAOYSA-N ethyl 4-[2-[3-carbamoyl-4-(cyanomethoxy)quinolin-2-yl]-5-methoxy-5-oxopentanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OC)C1=NC2=CC=CC=C2C(=C1C(=O)N)OCC#N FKJDTYXKUBRVII-UHFFFAOYSA-N 0.000 claims 1
JSRBVYQMFOOANF-UHFFFAOYSA-N ethyl 4-[2-[3-carbamoyl-4-[1-(2H-tetrazol-5-yl)ethoxy]quinolin-2-yl]-5-ethoxy-5-oxopentanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OCC)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC(C)C1=NN=NN1 JSRBVYQMFOOANF-UHFFFAOYSA-N 0.000 claims 1
LFULSLBRKITFGM-UHFFFAOYSA-N ethyl 4-[2-[3-carbamoyl-6,7-dichloro-4-(1-ethoxycarbonylcyclobutyl)oxyquinolin-2-yl]-5-ethoxy-5-oxopentanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OCC)C1=NC2=CC(=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)OCC)Cl)Cl LFULSLBRKITFGM-UHFFFAOYSA-N 0.000 claims 1
SWRAZALNYPCNKD-UHFFFAOYSA-N ethyl 4-[2-[3-carbamoyl-6-chloro-4-(1-ethoxycarbonylcyclobutyl)oxy-7-methylquinolin-2-yl]-5-ethoxy-5-oxopentanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OCC)C1=NC2=CC(=C(C=C2C(=C1C(=O)N)OC1(CCC1)C(=O)OCC)Cl)C SWRAZALNYPCNKD-UHFFFAOYSA-N 0.000 claims 1
RXFXZGLZUSPPAN-UHFFFAOYSA-N ethyl 4-[2-[3-carbamoyl-7-chloro-4-(1-ethoxycarbonylcyclobutyl)oxyquinolin-2-yl]-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OC(C)(C)C)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)OCC)Cl RXFXZGLZUSPPAN-UHFFFAOYSA-N 0.000 claims 1
XFPXOCFLMJEAHV-UHFFFAOYSA-N ethyl 4-[2-[3-carbamoyl-7-chloro-4-(1-ethoxycarbonylcyclobutyl)oxyquinolin-2-yl]-5-ethoxy-5-oxopentanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OCC)C1=NC2=CC(=CC=C2C(=C1C(=O)N)OC1(CCC1)C(=O)OCC)Cl XFPXOCFLMJEAHV-UHFFFAOYSA-N 0.000 claims 1
GIQFYGKEMILSQR-UHFFFAOYSA-N ethyl 4-[2-[4-(benzylcarbamoyl)-5-carbamoyl-3-methoxyquinolin-2-yl]-5-methoxy-5-oxopentanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OC)C1=NC2=CC=CC(=C2C(=C1OC)C(=O)NCC1=CC=CC=C1)C(=O)N GIQFYGKEMILSQR-UHFFFAOYSA-N 0.000 claims 1
FAWMGNMIJVYZIT-UHFFFAOYSA-N ethyl 4-[2-[5-carbamoyl-4-(dimethylcarbamoyl)-3-methoxyquinolin-2-yl]-5-methoxy-5-oxopentanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OC)C1=NC2=CC=CC(=C2C(=C1OC)C(=O)N(C)C)C(=O)N FAWMGNMIJVYZIT-UHFFFAOYSA-N 0.000 claims 1
KVOGLFPSPMUTML-UHFFFAOYSA-N ethyl 4-[2-[5-carbamoyl-4-[(2-ethoxy-2-oxoethyl)carbamoyl]-3-methoxyquinolin-2-yl]-5-methoxy-5-oxopentanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OC)C1=NC2=CC=CC(=C2C(=C1OC)C(=O)NCC(=O)OCC)C(=O)N KVOGLFPSPMUTML-UHFFFAOYSA-N 0.000 claims 1
AQMHXXBDYJPKHY-UHFFFAOYSA-N ethyl 4-[3-(1-amino-5-hydroxynaphthalen-2-yl)-3-oxopropanoyl]piperazine-1-carboxylate Chemical compound CCOC(=O)N1CCN(CC1)C(=O)CC(=O)c1ccc2c(O)cccc2c1N AQMHXXBDYJPKHY-UHFFFAOYSA-N 0.000 claims 1
SXTAZQGAFKAMOY-UHFFFAOYSA-N ethyl 4-[3-(1-aminonaphthalen-2-yl)-2-[(4-methoxycarbonylphenyl)methyl]-3-oxopropanoyl]piperazine-1-carboxylate Chemical compound C1CN(C(=O)OCC)CCN1C(=O)C(C(=O)C=1C(=C2C=CC=CC2=CC=1)N)CC1=CC=C(C(=O)OC)C=C1 SXTAZQGAFKAMOY-UHFFFAOYSA-N 0.000 claims 1
DMEAZGXKEKWKJU-UHFFFAOYSA-N ethyl 4-[3-(1-aminonaphthalen-2-yl)-3-oxo-2-(2-oxooxolan-3-yl)propanoyl]piperazine-1-carboxylate Chemical compound C1CN(C(=O)OCC)CCN1C(=O)C(C(=O)C=1C(=C2C=CC=CC2=CC=1)N)C1C(=O)OCC1 DMEAZGXKEKWKJU-UHFFFAOYSA-N 0.000 claims 1
JBJFNWSFEDMGRM-UHFFFAOYSA-N ethyl 4-[3-(1h-imidazol-5-yl)-2-[(4-methoxyquinoline-2-carbonyl)amino]propanoyl]piperazine-1-carboxylate Chemical compound C1CN(C(=O)OCC)CCN1C(=O)C(NC(=O)C=1N=C2C=CC=CC2=C(OC)C=1)CC1=CNC=N1 JBJFNWSFEDMGRM-UHFFFAOYSA-N 0.000 claims 1
BNIXUUJQSREARJ-UHFFFAOYSA-N ethyl 4-[3-(2-hydroxyphenyl)-2-[(4-methoxyquinoline-2-carbonyl)amino]propanoyl]piperazine-1-carboxylate Chemical compound C1CN(C(=O)OCC)CCN1C(=O)C(NC(=O)C=1N=C2C=CC=CC2=C(OC)C=1)CC1=CC=CC=C1O BNIXUUJQSREARJ-UHFFFAOYSA-N 0.000 claims 1
JGXZHQZRYLKOOG-UHFFFAOYSA-N ethyl 4-[3-(naphthalen-2-ylamino)-3-oxopropanoyl]piperazine-1-carboxylate Chemical compound C1CN(C(=O)OCC)CCN1C(=O)CC(=O)NC1=CC=C(C=CC=C2)C2=C1 JGXZHQZRYLKOOG-UHFFFAOYSA-N 0.000 claims 1
CDGCLVXEGHYGPN-UHFFFAOYSA-N ethyl 4-[3-[1-amino-5-(4-ethoxy-4-oxobutoxy)naphthalen-2-yl]-3-oxopropanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)CC(=O)C1=C(C2=CC=CC(=C2C=C1)OCCCC(=O)OCC)N CDGCLVXEGHYGPN-UHFFFAOYSA-N 0.000 claims 1
AKWPTLWBPOQSDH-UHFFFAOYSA-N ethyl 4-[3-[2-(2-ethoxy-2-oxoethoxy)phenyl]-2-[(4-methoxyquinoline-2-carbonyl)amino]propanoyl]piperazine-1-carboxylate Chemical compound CCOC(=O)COC1=CC=CC=C1CC(C(=O)N1CCN(CC1)C(=O)OCC)NC(=O)C1=CC(OC)=C(C=CC=C2)C2=N1 AKWPTLWBPOQSDH-UHFFFAOYSA-N 0.000 claims 1
ZNPVINQJSIXVGO-UHFFFAOYSA-N ethyl 4-[4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)acetyl]piperazin-1-yl]-4-oxobutanoate Chemical compound C(C)OC(=O)CCC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC ZNPVINQJSIXVGO-UHFFFAOYSA-N 0.000 claims 1
AAFIDGJAYCSPAY-UHFFFAOYSA-N ethyl 4-[4-amino-2-(3-carbamoyl-4-methoxyquinolin-2-yl)-4-oxobutanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CC(=O)N)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC AAFIDGJAYCSPAY-UHFFFAOYSA-N 0.000 claims 1
UQBXJDYNZKOTHE-UHFFFAOYSA-N ethyl 4-[5-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethoxy]-2-[[4-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethoxy]quinoline-2-carbonyl]amino]-5-oxopentanoyl]piperazine-1-carboxylate Chemical compound C1CN(C(=O)OCC)CCN1C(=O)C(CCC(=O)OCC(=O)OC(C)(C)C)NC(=O)C1=CC(OCC(=O)OC(C)(C)C)=C(C=CC=C2)C2=N1 UQBXJDYNZKOTHE-UHFFFAOYSA-N 0.000 claims 1
ZMKVZOPMPIZKCF-UHFFFAOYSA-N ethyl 4-[5-amino-2-(3-carbamoyl-4-methoxyquinolin-2-yl)-5-oxopentanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)N)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC ZMKVZOPMPIZKCF-UHFFFAOYSA-N 0.000 claims 1
NKUBSBXZIRYYJH-UHFFFAOYSA-N ethyl 4-[6-amino-2-(3-carbamoyl-4-methoxyquinolin-2-yl)hexanoyl]piperazine-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCCCN)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC NKUBSBXZIRYYJH-UHFFFAOYSA-N 0.000 claims 1
UNBVEHORNHYXIT-UHFFFAOYSA-N ethyl 5-carbamoyl-2-[2-(4-ethoxycarbonylpiperazin-1-yl)-2-oxoethyl]-3-methoxyquinoline-4-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC(=C2C(=C1OC)C(=O)OCC)C(=O)N UNBVEHORNHYXIT-UHFFFAOYSA-N 0.000 claims 1
YTFYBHGCGYVSNM-UHFFFAOYSA-N ethyl 7-[4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)acetyl]piperazin-1-yl]-7-oxoheptanoate Chemical compound C(C)OC(=O)CCCCCC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC YTFYBHGCGYVSNM-UHFFFAOYSA-N 0.000 claims 1
XVWDLPVHWTVUOW-UHFFFAOYSA-N ethyl N-[4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)acetyl]piperazine-1-carbonyl]carbamate Chemical compound C(C)OC(=O)NC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC XVWDLPVHWTVUOW-UHFFFAOYSA-N 0.000 claims 1
125000002140 imidazol-4-yl group Chemical group [H]N1C([H])=NC([*])=C1[H] 0.000 claims 1
125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 claims 1
QFGYDEWSIRZDDW-UHFFFAOYSA-N methyl 2-[4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)acetyl]piperazine-1-carbonyl]benzoate Chemical compound COC(=O)C1=C(C=CC=C1)C(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC QFGYDEWSIRZDDW-UHFFFAOYSA-N 0.000 claims 1
PFMYUDYISAYRAR-UHFFFAOYSA-N methyl 2-[[1-(4-ethoxycarbonylpiperazin-1-yl)-5-[(2-methylpropan-2-yl)oxy]-1,5-dioxopentan-2-yl]carbamoyl]quinoline-4-carboxylate Chemical compound C1CN(C(=O)OCC)CCN1C(=O)C(CCC(=O)OC(C)(C)C)NC(=O)C1=CC(C(=O)OC)=C(C=CC=C2)C2=N1 PFMYUDYISAYRAR-UHFFFAOYSA-N 0.000 claims 1
ZTYINCIOBNIFMW-UHFFFAOYSA-N methyl 4-(3-carbamoyl-4-methoxyquinolin-2-yl)-5-(4-carbamoylpiperazin-1-yl)-5-oxopentanoate Chemical compound NC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OC)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC ZTYINCIOBNIFMW-UHFFFAOYSA-N 0.000 claims 1
PHUNDCGKJYBOBI-UHFFFAOYSA-N methyl 4-(3-carbamoyl-4-methoxyquinolin-2-yl)-5-oxo-5-(4-pyrimidin-2-ylpiperazin-1-yl)pentanoate Chemical compound N1=C(N=CC=C1)N1CCN(CC1)C(=O)C(CCC(=O)OC)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC PHUNDCGKJYBOBI-UHFFFAOYSA-N 0.000 claims 1
VGJDPPDTAGAAKM-UHFFFAOYSA-N methyl 4-(3-carbamoyl-4-methoxyquinolin-2-yl)-5-oxo-5-piperazin-1-ylpentanoate Chemical compound N1(CCNCC1)C(=O)C(CCC(=O)OC)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC VGJDPPDTAGAAKM-UHFFFAOYSA-N 0.000 claims 1
RFSJEDKYAIZGEL-UHFFFAOYSA-N methyl 5-[4-(1,3-benzothiazol-2-yl)piperazin-1-yl]-4-(3-carbamoyl-4-methoxyquinolin-2-yl)-5-oxopentanoate Chemical compound S1C(=NC2=C1C=CC=C2)N1CCN(CC1)C(=O)C(CCC(=O)OC)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC RFSJEDKYAIZGEL-UHFFFAOYSA-N 0.000 claims 1
GTCJZIMLSPOYJV-UHFFFAOYSA-N methyl 5-[4-(1,3-benzoxazol-2-yl)piperazin-1-yl]-4-(3-carbamoyl-4-methoxyquinolin-2-yl)-5-oxopentanoate Chemical compound O1C(=NC2=C1C=CC=C2)N1CCN(CC1)C(=O)C(CCC(=O)OC)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC GTCJZIMLSPOYJV-UHFFFAOYSA-N 0.000 claims 1
HDXAAEFYMWZMML-UHFFFAOYSA-N methyl 5-[4-(tert-butylcarbamoyl)piperazin-1-yl]-4-(3-carbamoyl-4-methoxyquinolin-2-yl)-5-oxopentanoate Chemical compound CC(C)(C)NC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OC)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC HDXAAEFYMWZMML-UHFFFAOYSA-N 0.000 claims 1
ALKNVXFQVPRMTD-UHFFFAOYSA-N methyl 5-carbamoyl-2-[1-(4-ethoxycarbonylpiperazin-1-yl)-5-methoxy-1,5-dioxopentan-2-yl]-3-methoxyquinoline-4-carboxylate Chemical compound C(C)OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OC)C1=NC2=CC=CC(=C2C(=C1OC)C(=O)OC)C(=O)N ALKNVXFQVPRMTD-UHFFFAOYSA-N 0.000 claims 1
KEHKTHCBFKVUKV-UHFFFAOYSA-N n-[2-[4-(5-chloro-6-oxo-1h-pyridine-3-carbonyl)piperazin-1-yl]-2-oxoethyl]-4-methoxyquinoline-2-carboxamide Chemical compound N=1C2=CC=CC=C2C(OC)=CC=1C(=O)NCC(=O)N(CC1)CCN1C(=O)C1=CN=C(O)C(Cl)=C1 KEHKTHCBFKVUKV-UHFFFAOYSA-N 0.000 claims 1
HHSMPRGFBRIJPP-UHFFFAOYSA-N phenyl 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)acetyl]piperazine-1-carboxylate Chemical compound O(C1=CC=CC=C1)C(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC HHSMPRGFBRIJPP-UHFFFAOYSA-N 0.000 claims 1
125000004194 piperazin-1-yl group Chemical group [H]N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims 1
ADHAFMYVJQWYGX-UHFFFAOYSA-N tert-butyl 2-[4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)acetyl]piperazin-1-yl]acetate Chemical compound CC(C)(OC(=O)CN1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC)C ADHAFMYVJQWYGX-UHFFFAOYSA-N 0.000 claims 1
AWLWUHIFMNHTLN-UHFFFAOYSA-N tert-butyl 4-(3-carbamoyl-4-methoxyquinolin-2-yl)-5-[3-methyl-4-(3-methylphenyl)piperazin-1-yl]-5-oxopentanoate Chemical compound CC=1C=C(C=CC=1)N1C(CN(CC1)C(=O)C(CCC(=O)OC(C)(C)C)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC)C AWLWUHIFMNHTLN-UHFFFAOYSA-N 0.000 claims 1
ZAPNLKVLZDOBDV-UHFFFAOYSA-N tert-butyl 4-(3-carbamoyl-4-methoxyquinolin-2-yl)-5-[4-(3-chlorophenyl)piperazin-1-yl]-5-oxopentanoate Chemical compound ClC=1C=C(C=CC=1)N1CCN(CC1)C(=O)C(CCC(=O)OC(C)(C)C)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC ZAPNLKVLZDOBDV-UHFFFAOYSA-N 0.000 claims 1
HHCHRTBQMBMWKL-UHFFFAOYSA-N tert-butyl 4-(3-carbamoyl-4-methoxyquinolin-2-yl)-5-[4-(3-methylphenyl)piperazin-1-yl]-5-oxopentanoate Chemical compound CC=1C=C(C=CC=1)N1CCN(CC1)C(=O)C(CCC(=O)OC(C)(C)C)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC HHCHRTBQMBMWKL-UHFFFAOYSA-N 0.000 claims 1
ZYCCMRUGLZZJNR-UHFFFAOYSA-N tert-butyl 4-(3-carbamoyl-4-methoxyquinolin-2-yl)-5-oxo-5-(4-pyridin-2-ylpiperazin-1-yl)pentanoate Chemical compound N1=C(C=CC=C1)N1CCN(CC1)C(=O)C(CCC(=O)OC(C)(C)C)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC ZYCCMRUGLZZJNR-UHFFFAOYSA-N 0.000 claims 1
NYUWIGLIOBXMHA-UHFFFAOYSA-N tert-butyl 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)-5-methoxy-5-oxopentanoyl]piperazine-1-carboxylate Chemical compound CC(C)(OC(=O)N1CCN(CC1)C(=O)C(CCC(=O)OC)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC)C NYUWIGLIOBXMHA-UHFFFAOYSA-N 0.000 claims 1
WZHBEFJZUXICQN-UHFFFAOYSA-N tert-butyl 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)acetyl]piperazine-1-carboxylate Chemical compound CC(C)(OC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC)C WZHBEFJZUXICQN-UHFFFAOYSA-N 0.000 claims 1
ZDTSVUHTDAYVAT-UHFFFAOYSA-N tert-butyl 5-(4-benzyl-2-methylpiperazin-1-yl)-4-(3-carbamoyl-4-methoxyquinolin-2-yl)-5-oxopentanoate Chemical compound CC1N(CCN(C1)CC1=CC=CC=C1)C(=O)C(CCC(=O)OC(C)(C)C)C1=NC2=CC=CC=C2C(=C1C(=O)N)OC ZDTSVUHTDAYVAT-UHFFFAOYSA-N 0.000 claims 1
125000003718 tetrahydrofuranyl group Chemical group 0.000 claims 1
125000004523 tetrazol-1-yl group Chemical group N1(N=NN=C1)* 0.000 claims 1
BIHUKTRJWSOKSI-UHFFFAOYSA-N trichloromethyl 4-[2-(3-carbamoyl-4-methoxyquinolin-2-yl)acetyl]piperazine-1-carboxylate Chemical compound ClC(OC(=O)N1CCN(CC1)C(=O)CC1=NC2=CC=CC=C2C(=C1C(=O)N)OC)(Cl)Cl BIHUKTRJWSOKSI-UHFFFAOYSA-N 0.000 claims 1

JP2003501845A 2001-06-06 2002-06-06 血小板アデノシン二リン酸受容体アンタゴニスト Expired - Fee Related JP4409936B2 (ja)