JPWO2019089664A5 - - Google Patents
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- Publication number
- JPWO2019089664A5 JPWO2019089664A5 JP2020544331A JP2020544331A JPWO2019089664A5 JP WO2019089664 A5 JPWO2019089664 A5 JP WO2019089664A5 JP 2020544331 A JP2020544331 A JP 2020544331A JP 2020544331 A JP2020544331 A JP 2020544331A JP WO2019089664 A5 JPWO2019089664 A5 JP WO2019089664A5
- Authority
- JP
- Japan
- Prior art keywords
- azaspiro
- nonane
- isoxazole
- cyclopropyl
- carboxylic acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- -1 cyano, hydroxyl Chemical group 0.000 claims 56
- 125000000217 alkyl group Chemical group 0.000 claims 20
- 229910052760 oxygen Inorganic materials 0.000 claims 18
- 125000000623 heterocyclic group Chemical group 0.000 claims 16
- LOAUVZALPPNFOQ-UHFFFAOYSA-N quinaldic acid Chemical compound C1=CC=CC2=NC(C(=O)O)=CC=C21 LOAUVZALPPNFOQ-UHFFFAOYSA-N 0.000 claims 16
- 229910052717 sulfur Inorganic materials 0.000 claims 15
- 150000001875 compounds Chemical class 0.000 claims 14
- 150000003839 salts Chemical class 0.000 claims 14
- 125000004452 carbocyclyl group Chemical group 0.000 claims 13
- 125000005842 heteroatom Chemical group 0.000 claims 13
- 239000012453 solvate Substances 0.000 claims 13
- 125000003545 alkoxy group Chemical group 0.000 claims 12
- 125000005843 halogen group Chemical group 0.000 claims 12
- 125000001072 heteroaryl group Chemical group 0.000 claims 10
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 10
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 10
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims 9
- 125000003118 aryl group Chemical group 0.000 claims 9
- 125000004994 halo alkoxy alkyl group Chemical group 0.000 claims 9
- 125000001188 haloalkyl group Chemical group 0.000 claims 9
- 229910052739 hydrogen Inorganic materials 0.000 claims 9
- 239000001257 hydrogen Substances 0.000 claims 9
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 9
- 125000002947 alkylene group Chemical group 0.000 claims 8
- 125000004103 aminoalkyl group Chemical group 0.000 claims 8
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 8
- CTAPFRYPJLPFDF-UHFFFAOYSA-N isoxazole Chemical compound C=1C=NOC=1 CTAPFRYPJLPFDF-UHFFFAOYSA-N 0.000 claims 8
- 125000003282 alkyl amino group Chemical group 0.000 claims 7
- PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 claims 6
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims 6
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 6
- 125000004474 heteroalkylene group Chemical group 0.000 claims 6
- 229910052757 nitrogen Inorganic materials 0.000 claims 6
- 125000004438 haloalkoxy group Chemical group 0.000 claims 5
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims 4
- 206010016654 Fibrosis Diseases 0.000 claims 4
- 230000004761 fibrosis Effects 0.000 claims 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
- 208000008338 non-alcoholic fatty liver disease Diseases 0.000 claims 4
- 125000004043 oxo group Chemical group O=* 0.000 claims 4
- 239000008194 pharmaceutical composition Substances 0.000 claims 4
- 125000004076 pyridyl group Chemical group 0.000 claims 4
- ZEXKKIXCRDTKBF-UHFFFAOYSA-N quinoline-2-carboxamide Chemical compound C1=CC=CC2=NC(C(=O)N)=CC=C21 ZEXKKIXCRDTKBF-UHFFFAOYSA-N 0.000 claims 4
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 3
- 125000001313 C5-C10 heteroaryl group Chemical group 0.000 claims 3
- 229910052799 carbon Inorganic materials 0.000 claims 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims 3
- 206010053219 non-alcoholic steatohepatitis Diseases 0.000 claims 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 3
- QUWRHQMNXTWGOP-UHFFFAOYSA-N 1-[4-[2-[[5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]phenyl]cyclobutane-1-carboxylic acid Chemical compound OC(C1(CCC1)C(C=C1)=CC=C1N1CCC(C2)(CC2=CC2=C(C3CC3)ON=C2C(C(Cl)=CC=C2)=C2Cl)CC1)=O QUWRHQMNXTWGOP-UHFFFAOYSA-N 0.000 claims 2
- XANPNCVTYBUSSV-UHFFFAOYSA-N 2-[2-[[3-(2,6-dichlorophenyl)-5-(trifluoromethyl)-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-4-fluoro-1,3-benzothiazole-6-carboxylic acid Chemical compound OC(C(C=C1F)=CC2=C1N=C(N1CCC(C3)(CC3=CC3=C(C(F)(F)F)ON=C3C(C(Cl)=CC=C3)=C3Cl)CC1)S2)=O XANPNCVTYBUSSV-UHFFFAOYSA-N 0.000 claims 2
- JDCWNZDEHGIWTE-UHFFFAOYSA-N 2-[2-[[3-(2-chloro-6-methylphenyl)-5-cyclopropyl-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-4-fluoro-1,3-benzothiazole-6-carboxylic acid Chemical compound CC1=CC=CC(Cl)=C1C1=NOC(C2CC2)=C1C=C(C1)CC1(CC1)CCN1C1=NC(C(F)=CC(C(O)=O)=C2)=C2S1 JDCWNZDEHGIWTE-UHFFFAOYSA-N 0.000 claims 2
- CECQRCRXBYNGQD-UHFFFAOYSA-N 2-[2-[[3-(3,5-dichloropyridin-4-yl)-5-(methoxymethyl)-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-4-fluoro-1,3-benzothiazole-6-carboxylic acid Chemical compound COCC1=C(C=C(C2)CC2(CC2)CCN2C2=NC(C(F)=CC(C(O)=O)=C3)=C3S2)C(C(C(Cl)=CN=C2)=C2Cl)=NO1 CECQRCRXBYNGQD-UHFFFAOYSA-N 0.000 claims 2
- FRMSEZZPKWKZHG-UHFFFAOYSA-N 2-[2-[[3-[3,5-bis(ethenyl)pyridin-4-yl]-5-cyclopropyl-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-4-fluoro-1,3-benzothiazole-6-carboxylic acid Chemical compound C=CC1=C(C2=NOC(C3CC3)=C2C=C(C2)CC2(CC2)CCN2C2=NC(C(F)=CC(C(O)=O)=C3)=C3S2)C(C=C)=CN=C1 FRMSEZZPKWKZHG-UHFFFAOYSA-N 0.000 claims 2
- WBYUDYHYFNDKJR-UHFFFAOYSA-N 2-[2-[[4-cyclopropyl-2-(2,6-dichlorophenyl)pyrazol-3-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-4-fluoro-1,3-benzothiazole-6-carboxylic acid Chemical compound C1(CC1)C=1C=NN(C=1C=C1CC2(C1)CCN(CC2)C=1SC2=C(N=1)C(=CC(=C2)C(=O)O)F)C1=C(C=CC=C1Cl)Cl WBYUDYHYFNDKJR-UHFFFAOYSA-N 0.000 claims 2
- KEMSXKLGTAYPMX-UHFFFAOYSA-N 2-[2-[[5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazol-4-yl]amino]-7-azaspiro[3.5]nonan-7-yl]-7-methylpyrrolo[2,3-d]pyrimidine-5-carboxylic acid Chemical compound CN1C(N=C(N2CCC(C3)(CC3NC3=C(C4CC4)ON=C3C(C(Cl)=CC=C3)=C3Cl)CC2)N=C2)=C2C(C(O)=O)=C1 KEMSXKLGTAYPMX-UHFFFAOYSA-N 0.000 claims 2
- DWJADGIYIMKVRT-UHFFFAOYSA-N 2-[2-[[5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazol-4-yl]methyl]-7-azaspiro[3.5]nonan-7-yl]-1,3-thiazole-5-carbonitrile Chemical compound N#CC1=CN=C(N2CCC3(CC(CC4=C(C5CC5)ON=C4C(C(Cl)=CC=C4)=C4Cl)C3)CC2)S1 DWJADGIYIMKVRT-UHFFFAOYSA-N 0.000 claims 2
- SJGSKVIQRQMABS-UHFFFAOYSA-N 2-[2-[[5-cyclopropyl-3-(3,5-dichloropyridin-4-yl)-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-1,3-benzothiazole-5-carboxylic acid Chemical compound OC(C(C=C1)=CC2=C1SC(N1CCC(C3)(CC3=CC3=C(C4CC4)ON=C3C(C(Cl)=CN=C3)=C3Cl)CC1)=N2)=O SJGSKVIQRQMABS-UHFFFAOYSA-N 0.000 claims 2
- SYYKPZNQAYFRJV-UHFFFAOYSA-N 2-[2-[[5-cyclopropyl-3-(3,5-dichloropyridin-4-yl)-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-4-(trifluoromethoxy)-1,3-benzothiazole-6-carboxylic acid Chemical compound C1CC1C2=C(C(=NO2)C3=C(C=NC=C3Cl)Cl)C=C4CC5(C4)CCN(CC5)C6=NC7=C(C=C(C=C7S6)C(=O)O)OC(F)(F)F SYYKPZNQAYFRJV-UHFFFAOYSA-N 0.000 claims 2
- GSBCCBILINQSKS-UHFFFAOYSA-N 2-[2-[[5-cyclopropyl-3-(3,5-dichloropyridin-4-yl)-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-4-fluoro-1,3-benzothiazole-6-carboxylic acid Chemical compound OC(C(C=C1F)=CC2=C1N=C(N1CCC(C3)(CC3=CC3=C(C4CC4)ON=C3C(C(Cl)=CN=C3)=C3Cl)CC1)S2)=O GSBCCBILINQSKS-UHFFFAOYSA-N 0.000 claims 2
- AAZZMWJLCHSQHX-UHFFFAOYSA-N 2-[2-[[5-cyclopropyl-3-(3,5-dichloropyridin-4-yl)-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-4-methyl-1,3-benzothiazole-6-carboxylic acid Chemical compound CC1=CC(C(O)=O)=CC2=C1N=C(N1CCC(C3)(CC3=CC3=C(C4CC4)ON=C3C(C(Cl)=CN=C3)=C3Cl)CC1)S2 AAZZMWJLCHSQHX-UHFFFAOYSA-N 0.000 claims 2
- KWZMRRRKNSRDRU-UHFFFAOYSA-N 2-[2-[[5-cyclopropyl-3-(3,5-dichloropyridin-4-yl)-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-5-methoxy-1,3-benzothiazole-6-carboxylic acid Chemical compound COC(C(C(O)=O)=C1)=CC2=C1SC(N1CCC(C3)(CC3=CC3=C(C4CC4)ON=C3C(C(Cl)=CN=C3)=C3Cl)CC1)=N2 KWZMRRRKNSRDRU-UHFFFAOYSA-N 0.000 claims 2
- POEIPGBZIHGSOH-UHFFFAOYSA-N 2-[2-[[5-cyclopropyl-3-(3,5-dichloropyridin-4-yl)-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-8-methoxyquinoline-5-carboxylic acid Chemical compound COC1=CC=C(C(O)=O)C(C=C2)=C1N=C2N1CCC(C2)(CC2=CC2=C(C3CC3)ON=C2C(C(Cl)=CN=C2)=C2Cl)CC1 POEIPGBZIHGSOH-UHFFFAOYSA-N 0.000 claims 2
- KQRPJCCLMOAZMA-UHFFFAOYSA-N 2-[2-[[5-cyclopropyl-3-[2-(trifluoromethoxy)phenyl]-1,2-oxazol-4-yl]amino]-7-azaspiro[3.5]nonan-7-yl]-4-fluoro-1,3-benzothiazole-6-carboxylic acid Chemical compound OC(C(C=C1F)=CC2=C1N=C(N1CCC(C3)(CC3NC3=C(C4CC4)ON=C3C(C=CC=C3)=C3OC(F)(F)F)CC1)S2)=O KQRPJCCLMOAZMA-UHFFFAOYSA-N 0.000 claims 2
- QUEXIYPNMXGFFF-UHFFFAOYSA-N 2-[2-[[5-cyclopropyl-3-[2-(trifluoromethoxy)phenyl]-1,2-oxazol-4-yl]methyl]-7-azaspiro[3.5]nonan-7-yl]-4-fluoro-1,3-benzothiazole-6-carboxylic acid Chemical compound OC(C(C=C1F)=CC2=C1N=C(N1CCC3(CC(CC4=C(C5CC5)ON=C4C(C=CC=C4)=C4OC(F)(F)F)C3)CC1)S2)=O QUEXIYPNMXGFFF-UHFFFAOYSA-N 0.000 claims 2
- JWWRKHGSXNBBHC-UHFFFAOYSA-N 2-[2-[[5-cyclopropyl-3-[2-(trifluoromethoxy)phenyl]-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-4-fluoro-1,3-benzothiazole-6-carboxylic acid Chemical compound OC(C(C=C1F)=CC2=C1N=C(N1CCC(C3)(CC3=CC3=C(C4CC4)ON=C3C(C=CC=C3)=C3OC(F)(F)F)CC1)S2)=O JWWRKHGSXNBBHC-UHFFFAOYSA-N 0.000 claims 2
- QITLXFBQPGEGQQ-UHFFFAOYSA-N 2-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methyl]-7-azaspiro[3.5]nonan-7-yl]-4-fluoro-1,3-benzothiazole-6-carboxylic acid Chemical compound C1(CC1)C1=C(C(=NO1)C1=C(C=CC=C1)C(F)(F)F)CC1CC2(C1)CCN(CC2)C=1SC2=C(N=1)C(=CC(=C2)C(=O)O)F QITLXFBQPGEGQQ-UHFFFAOYSA-N 0.000 claims 2
- WQQNQSKEMBFNNJ-UHFFFAOYSA-N 2-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methyl]-7-azaspiro[3.5]nonan-7-yl]-5-methoxy-1,3-benzothiazole-6-carboxylic acid Chemical compound COC(C(C(O)=O)=C1)=CC2=C1SC(N1CCC3(CC(CC4=C(C5CC5)ON=C4C4=C(C(F)(F)F)C=CC=C4)C3)CC1)=N2 WQQNQSKEMBFNNJ-UHFFFAOYSA-N 0.000 claims 2
- VBHUQLDIIOSSRX-UHFFFAOYSA-N 2-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methyl]-7-azaspiro[3.5]nonan-7-yl]-8-methoxyquinoline-5-carboxylic acid Chemical compound COC1=C2C(=C(C=C1)C(=O)O)C=CC(=N2)N3CCC4(CC3)CC(C4)CC5=C(ON=C5C6=CC=CC=C6C(F)(F)F)C7CC7 VBHUQLDIIOSSRX-UHFFFAOYSA-N 0.000 claims 2
- SIWFVUVCKPEHIP-UHFFFAOYSA-N 2-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methyl]-7-azaspiro[3.5]nonan-7-yl]-[1,3]thiazolo[5,4-b]pyridine-5-carboxylic acid Chemical compound OC(C1=CC=C2N=C(N3CCC4(CC(CC5=C(C6CC6)ON=C5C5=C(C(F)(F)F)C=CC=C5)C4)CC3)SC2=N1)=O SIWFVUVCKPEHIP-UHFFFAOYSA-N 0.000 claims 2
- SNXAYCIIAYWCDW-UHFFFAOYSA-N 2-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-4-fluoro-1,3-benzothiazole-6-carboxylic acid Chemical compound OC(C(C=C1F)=CC2=C1N=C(N1CCC(C3)(CC3=CC3=C(C4CC4)ON=C3C3=C(C(F)(F)F)C=CC=C3)CC1)S2)=O SNXAYCIIAYWCDW-UHFFFAOYSA-N 0.000 claims 2
- QRHHMZYTUAOZKU-UHFFFAOYSA-N 2-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-5-methoxy-1,3-benzothiazole-6-carboxylic acid Chemical compound COC(C(C(O)=O)=C1)=CC2=C1SC(N1CCC(C3)(CC3=CC3=C(C4CC4)ON=C3C3=C(C(F)(F)F)C=CC=C3)CC1)=N2 QRHHMZYTUAOZKU-UHFFFAOYSA-N 0.000 claims 2
- YNJBEQWXJIZZIW-UHFFFAOYSA-N 2-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-8-methoxyquinoline-5-carboxylic acid Chemical compound COC1=CC=C(C(O)=O)C(C=C2)=C1N=C2N1CCC(C2)(CC2=CC2=C(C3CC3)ON=C2C2=C(C(F)(F)F)C=CC=C2)CC1 YNJBEQWXJIZZIW-UHFFFAOYSA-N 0.000 claims 2
- NWIHQQPWDAWDNF-UHFFFAOYSA-N 2-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-[1,3]thiazolo[5,4-b]pyridine-5-carboxylic acid Chemical compound OC(C1=CC=C2N=C(N3CCC(C4)(CC4=CC4=C(C5CC5)ON=C4C4=C(C(F)(F)F)C=CC=C4)CC3)SC2=N1)=O NWIHQQPWDAWDNF-UHFFFAOYSA-N 0.000 claims 2
- QDFKWSRXVNRNKQ-UHFFFAOYSA-N 2-[3'-[[5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazol-4-yl]amino]spiro[8-azabicyclo[3.2.1]octane-3,1'-cyclobutane]-8-yl]-4-fluoro-1,3-benzothiazole-6-carboxylic acid Chemical compound OC(C(C=C1F)=CC2=C1N=C(N1C3CC(C4)(CC4NC4=C(C5CC5)ON=C4C(C(Cl)=CC=C4)=C4Cl)CC1CC3)S2)=O QDFKWSRXVNRNKQ-UHFFFAOYSA-N 0.000 claims 2
- SONZJLDTRYRKRE-UHFFFAOYSA-N 2-[4-[2-[[5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazol-4-yl]methyl]-7-azaspiro[3.5]nonan-7-yl]-2-ethylphenoxy]acetic acid Chemical compound CCC(C=C(C=C1)N2CCC3(CC(CC4=C(C5CC5)ON=C4C(C(Cl)=CC=C4)=C4Cl)C3)CC2)=C1OCC(O)=O SONZJLDTRYRKRE-UHFFFAOYSA-N 0.000 claims 2
- VCJMDLBLQOJNNM-UHFFFAOYSA-N 2-[4-[2-[[5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazol-4-yl]methyl]-7-azaspiro[3.5]nonan-7-yl]-2-methoxyphenoxy]acetic acid Chemical compound COC1=C(C=CC(=C1)N2CCC3(CC2)CC(C3)CC4=C(ON=C4C5=C(C=CC=C5Cl)Cl)C6CC6)OCC(=O)O VCJMDLBLQOJNNM-UHFFFAOYSA-N 0.000 claims 2
- OTGRWFWYEYZZQG-UHFFFAOYSA-N 2-[4-[2-[[5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]phenoxy]acetic acid Chemical compound OC(COC(C=C1)=CC=C1N1CCC(C2)(CC2=CC2=C(C3CC3)ON=C2C(C(Cl)=CC=C2)=C2Cl)CC1)=O OTGRWFWYEYZZQG-UHFFFAOYSA-N 0.000 claims 2
- UCAZQLBRRRFFFD-UHFFFAOYSA-N 2-[4-[2-[[5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]phenyl]acetic acid Chemical compound OC(CC(C=C1)=CC=C1N1CCC(C2)(CC2=CC2=C(C3CC3)ON=C2C(C(Cl)=CC=C2)=C2Cl)CC1)=O UCAZQLBRRRFFFD-UHFFFAOYSA-N 0.000 claims 2
- WMKYKQWKLILFBM-UHFFFAOYSA-N 2h-pyridine-1-carboxylic acid Chemical compound OC(=O)N1CC=CC=C1 WMKYKQWKLILFBM-UHFFFAOYSA-N 0.000 claims 2
- LESPWXCSGHLGKI-UHFFFAOYSA-N 3-[2-[[5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]benzoic acid Chemical compound C1CC1C2=C(C(=NO2)C3=C(C=CC=C3Cl)Cl)C=C4CC5(C4)CCN(CC5)C6=CC=CC(=C6)C(=O)O LESPWXCSGHLGKI-UHFFFAOYSA-N 0.000 claims 2
- LTHCVGKALQGRGH-UHFFFAOYSA-N 3-[2-[[5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]benzonitrile Chemical compound N#CC1=CC(N2CCC(C3)(CC3=CC3=C(C4CC4)ON=C3C(C(Cl)=CC=C3)=C3Cl)CC2)=CC=C1 LTHCVGKALQGRGH-UHFFFAOYSA-N 0.000 claims 2
- NHLGWDWFIUNPRR-UHFFFAOYSA-N 3-[[2-[[5-cyclopropyl-3-[2-(trifluoromethoxy)phenyl]-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]sulfonyl]benzoic acid Chemical compound OC(C1=CC(S(N2CCC(C3)(CC3=CC3=C(C4CC4)ON=C3C(C=CC=C3)=C3OC(F)(F)F)CC2)(=O)=O)=CC=C1)=O NHLGWDWFIUNPRR-UHFFFAOYSA-N 0.000 claims 2
- NXIVYNZNOLPVTH-UHFFFAOYSA-N 4-(cyclopropylmethoxy)-6-[2-[[5-cyclopropyl-3-[2-(trifluoromethoxy)phenyl]-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]quinoline-2-carboxylic acid Chemical compound OC(C(C=C(C1=C2)OCC3CC3)=NC1=CC=C2N1CCC(C2)(CC2=CC2=C(C3CC3)ON=C2C(C=CC=C2)=C2OC(F)(F)F)CC1)=O NXIVYNZNOLPVTH-UHFFFAOYSA-N 0.000 claims 2
- XYBBACGEZFVEOX-UHFFFAOYSA-N 4-[2-[[5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]benzoic acid Chemical compound OC(C(C=C1)=CC=C1N1CCC(C2)(CC2=CC2=C(C3CC3)ON=C2C(C(Cl)=CC=C2)=C2Cl)CC1)=O XYBBACGEZFVEOX-UHFFFAOYSA-N 0.000 claims 2
- INWGTCKGURSQCI-UHFFFAOYSA-N 4-[2-[[5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]benzonitrile Chemical compound C1(CC1)C1=C(C(=NO1)C1=C(C=CC=C1Cl)Cl)C=C1CC2(C1)CCN(CC2)C1=CC=C(C#N)C=C1 INWGTCKGURSQCI-UHFFFAOYSA-N 0.000 claims 2
- OAZCTJYSTXLLNT-UHFFFAOYSA-N 4-[[2-[[5-cyclopropyl-3-[2-(trifluoromethoxy)phenyl]-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]sulfonyl]benzoic acid Chemical compound OC(C(C=C1)=CC=C1S(N1CCC(C2)(CC2=CC2=C(C3CC3)ON=C2C(C=CC=C2)=C2OC(F)(F)F)CC1)(=O)=O)=O OAZCTJYSTXLLNT-UHFFFAOYSA-N 0.000 claims 2
- BFRFAOLCHXXJFZ-UHFFFAOYSA-N 4-cyclobutyloxy-6-[2-[[3-(3,5-dichloropyridin-4-yl)-5-(trifluoromethyl)-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]quinoline-2-carboxylic acid Chemical compound C1CC(C1)OC2=CC(=NC3=C2C=C(C=C3)N4CCC5(CC4)CC(=CC6=C(ON=C6C7=C(C=NC=C7Cl)Cl)C(F)(F)F)C5)C(=O)O BFRFAOLCHXXJFZ-UHFFFAOYSA-N 0.000 claims 2
- JBISIGJBRMYLME-UHFFFAOYSA-N 4-cyclobutyloxy-6-[2-[[5-cyclopropyl-3-(3,5-dichloropyridin-4-yl)-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]quinoline-2-carboxylic acid Chemical compound C1CC(C1)OC2=CC(=NC3=C2C=C(C=C3)N4CCC5(CC4)CC(=CC6=C(ON=C6C7=C(C=NC=C7Cl)Cl)C8CC8)C5)C(=O)O JBISIGJBRMYLME-UHFFFAOYSA-N 0.000 claims 2
- PZOVSUBKGYDJLV-UHFFFAOYSA-N 4-cyclopentyloxy-6-[2-[[5-cyclopropyl-3-(3,5-dichloropyridin-4-yl)-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]quinoline-2-carboxylic acid Chemical compound OC(C(C=C(C1=C2)OC3CCCC3)=NC1=CC=C2N1CCC(C2)(CC2=CC2=C(C3CC3)ON=C2C(C(Cl)=CN=C2)=C2Cl)CC1)=O PZOVSUBKGYDJLV-UHFFFAOYSA-N 0.000 claims 2
- JIDFUBSCVHIMGJ-UHFFFAOYSA-N 4-cyclopentyloxy-6-[2-[[5-cyclopropyl-3-[2-(trifluoromethoxy)phenyl]-1,2-oxazol-4-yl]methyl]-7-azaspiro[3.5]nonan-7-yl]quinoline-2-carboxylic acid Chemical compound OC(C(C=C(C1=C2)OC3CCCC3)=NC1=CC=C2N1CCC2(CC(CC3=C(C4CC4)ON=C3C(C=CC=C3)=C3OC(F)(F)F)C2)CC1)=O JIDFUBSCVHIMGJ-UHFFFAOYSA-N 0.000 claims 2
- FMWZKTQSMUFRQV-UHFFFAOYSA-N 4-cyclopentyloxy-6-[2-[[5-cyclopropyl-3-[2-(trifluoromethoxy)phenyl]-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]quinoline-2-carboxylic acid Chemical compound OC(C(C=C(C1=C2)OC3CCCC3)=NC1=CC=C2N1CCC(C2)(CC2=CC2=C(C3CC3)ON=C2C(C=CC=C2)=C2OC(F)(F)F)CC1)=O FMWZKTQSMUFRQV-UHFFFAOYSA-N 0.000 claims 2
- QRKLAHMDVHMPMG-UHFFFAOYSA-N 4-cyclopentyloxy-6-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methyl]-7-azaspiro[3.5]nonan-7-yl]quinoline-2-carboxylic acid Chemical compound C1CCC(OC2=C3C=C(N4CCC5(CC(C5)CC=5C(C6=C(C=CC=C6)C(F)(F)F)=NOC=5C5CC5)CC4)C=CC3=NC(=C2)C(=O)O)C1 QRKLAHMDVHMPMG-UHFFFAOYSA-N 0.000 claims 2
- DQUVTBUTNGOGJQ-UHFFFAOYSA-N 4-cyclopentyloxy-6-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]quinoline-2-carboxylic acid Chemical compound OC(C(C=C(C1=C2)OC3CCCC3)=NC1=CC=C2N1CCC(C2)(CC2=CC2=C(C3CC3)ON=C2C2=C(C(F)(F)F)C=CC=C2)CC1)=O DQUVTBUTNGOGJQ-UHFFFAOYSA-N 0.000 claims 2
- YQAXQOWZCMJLRT-UHFFFAOYSA-N 4-fluoro-2-[2-[[5-(trifluoromethyl)-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-1,3-benzothiazole-6-carboxylic acid Chemical compound OC(C(C=C1F)=CC2=C1N=C(N1CCC(C3)(CC3=CC3=C(C(F)(F)F)ON=C3C3=C(C(F)(F)F)C=CC=C3)CC1)S2)=O YQAXQOWZCMJLRT-UHFFFAOYSA-N 0.000 claims 2
- FMKRUJAYEWUSPK-UHFFFAOYSA-N 4-methoxy-6-[2-[[5-(trifluoromethyl)-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]quinoline-2-carboxylic acid Chemical compound COC(C1=C2)=CC(C(O)=O)=NC1=CC=C2N1CCC(C2)(CC2=CC2=C(C(F)(F)F)ON=C2C2=C(C(F)(F)F)C=CC=C2)CC1 FMKRUJAYEWUSPK-UHFFFAOYSA-N 0.000 claims 2
- AGMQJEAGJJOKRP-UHFFFAOYSA-N 5-[2-[[5-cyclopropyl-3-(3,5-dichloropyridin-4-yl)-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-4-ethoxypyridine-2-carboxamide Chemical compound CCOC1=CC(=NC=C1N2CCC3(CC2)CC(=CC4=C(ON=C4C5=C(C=NC=C5Cl)Cl)C6CC6)C3)C(=O)N AGMQJEAGJJOKRP-UHFFFAOYSA-N 0.000 claims 2
- ZTCHMCSZWUYSEB-UHFFFAOYSA-N 5-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methyl]-7-azaspiro[3.5]nonan-7-yl]-3-(trifluoromethyl)pyridine-2-carboxylic acid Chemical compound OC(C(C(C(F)(F)F)=C1)=NC=C1N1CCC2(CC(CC3=C(C4CC4)ON=C3C3=C(C(F)(F)F)C=CC=C3)C2)CC1)=O ZTCHMCSZWUYSEB-UHFFFAOYSA-N 0.000 claims 2
- KBPVYCGQPAILMN-UHFFFAOYSA-N 5-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methyl]-7-azaspiro[3.5]nonan-7-yl]-4-ethoxypyridine-2-carboxylic acid Chemical compound CCOC1=CC(C(O)=O)=NC=C1N1CCC2(CC(CC3=C(C4CC4)ON=C3C3=C(C(F)(F)F)C=CC=C3)C2)CC1 KBPVYCGQPAILMN-UHFFFAOYSA-N 0.000 claims 2
- RRUYKEYKLPKHQD-UHFFFAOYSA-N 5-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-3-(trifluoromethyl)pyridine-2-carboxylic acid Chemical compound C1CC1C2=C(C(=NO2)C3=CC=CC=C3C(F)(F)F)C=C4CC5(C4)CCN(CC5)C6=CC(=C(N=C6)C(=O)O)C(F)(F)F RRUYKEYKLPKHQD-UHFFFAOYSA-N 0.000 claims 2
- REHNNWGDRUYHNI-UHFFFAOYSA-N 5-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-4-ethoxypyridine-2-carboxamide Chemical compound CCOC1=CC(C(N)=O)=NC=C1N1CCC(C2)(CC2=CC2=C(C3CC3)ON=C2C2=C(C(F)(F)F)C=CC=C2)CC1 REHNNWGDRUYHNI-UHFFFAOYSA-N 0.000 claims 2
- VBOHRKPWQFMCJN-UHFFFAOYSA-N 5-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-4-ethoxypyridine-2-carboxylic acid Chemical compound CCOC1=CC(C(O)=O)=NC=C1N1CCC(C2)(CC2=CC2=C(C3CC3)ON=C2C2=C(C(F)(F)F)C=CC=C2)CC1 VBOHRKPWQFMCJN-UHFFFAOYSA-N 0.000 claims 2
- GBEGZZGUXIIHBH-UHFFFAOYSA-N 6-[2-[[3-(2,6-dichlorophenyl)-5-(trifluoromethyl)-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-4-(trifluoromethyl)quinoline-2-carboxylic acid Chemical compound C1CN(CCC12CC(=CC3=C(ON=C3C4=C(C=CC=C4Cl)Cl)C(F)(F)F)C2)C5=CC6=C(C=C5)N=C(C=C6C(F)(F)F)C(=O)O GBEGZZGUXIIHBH-UHFFFAOYSA-N 0.000 claims 2
- MJNWRXBITJZBOE-UHFFFAOYSA-N 6-[2-[[3-(2,6-dichlorophenyl)-5-(trifluoromethyl)-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-4-methoxyquinoline-2-carboxylic acid Chemical compound COC(C1=C2)=CC(C(O)=O)=NC1=CC=C2N1CCC(C2)(CC2=CC2=C(C(F)(F)F)ON=C2C(C(Cl)=CC=C2)=C2Cl)CC1 MJNWRXBITJZBOE-UHFFFAOYSA-N 0.000 claims 2
- DXAXZPSNTBZBMI-UHFFFAOYSA-N 6-[2-[[3-(2-chloro-6-methylphenyl)-5-cyclopropyl-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-1-methylindole-3-carboxylic acid Chemical compound CC1=CC=CC(Cl)=C1C1=NOC(C2CC2)=C1C=C(C1)CC1(CC1)CCN1C1=CC=C(C(C(O)=O)=CN2C)C2=C1 DXAXZPSNTBZBMI-UHFFFAOYSA-N 0.000 claims 2
- FCZIPLWGQCCZTL-UHFFFAOYSA-N 6-[2-[[3-(2-chloro-6-methylphenyl)-5-cyclopropyl-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-4-(trifluoromethyl)quinoline-2-carboxylic acid Chemical compound CC1=C(C(=CC=C1)Cl)C2=NOC(=C2C=C3CC4(C3)CCN(CC4)C5=CC6=C(C=C5)N=C(C=C6C(F)(F)F)C(=O)O)C7CC7 FCZIPLWGQCCZTL-UHFFFAOYSA-N 0.000 claims 2
- CJKCBQLQTMYXOW-UHFFFAOYSA-N 6-[2-[[3-(2-chloro-6-methylphenyl)-5-cyclopropyl-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]naphthalene-2-carboxylic acid Chemical compound CC1=CC=CC(Cl)=C1C1=NOC(C2CC2)=C1C=C(C1)CC1(CC1)CCN1C1=CC=C(C=C(C=C2)C(O)=O)C2=C1 CJKCBQLQTMYXOW-UHFFFAOYSA-N 0.000 claims 2
- UNFPQJKYLAWDEO-UHFFFAOYSA-N 6-[2-[[3-(2-chloro-6-methylphenyl)-5-cyclopropyl-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]quinoline-2-carboxylic acid Chemical compound CC1=CC=CC(Cl)=C1C1=NOC(C2CC2)=C1C=C(C1)CC1(CC1)CCN1C(C=C1C=C2)=CC=C1N=C2C(O)=O UNFPQJKYLAWDEO-UHFFFAOYSA-N 0.000 claims 2
- CLFDLQFZUQIPCF-UHFFFAOYSA-N 6-[2-[[5-(trifluoromethyl)-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]quinoline-2-carboxylic acid Chemical compound OC(C(C=CC1=C2)=NC1=CC=C2N1CCC(C2)(CC2=CC2=C(C(F)(F)F)ON=C2C2=C(C(F)(F)F)C=CC=C2)CC1)=O CLFDLQFZUQIPCF-UHFFFAOYSA-N 0.000 claims 2
- DTSVMUYTWXMPBD-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazol-4-yl]amino]-7-azaspiro[3.5]nonan-7-yl]pyridazine-3-carboxylic acid Chemical compound OC(C1=CC=C(N2CCC(C3)(CC3NC3=C(C4CC4)ON=C3C(C(Cl)=CC=C3)=C3Cl)CC2)N=N1)=O DTSVMUYTWXMPBD-UHFFFAOYSA-N 0.000 claims 2
- WVKQFWKIAGTINO-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazol-4-yl]amino]-7-azaspiro[3.5]nonan-7-yl]pyridine-2-carboxylic acid Chemical compound OC(C1=NC(N2CCC(C3)(CC3NC3=C(C4CC4)ON=C3C(C(Cl)=CC=C3)=C3Cl)CC2)=CC=C1)=O WVKQFWKIAGTINO-UHFFFAOYSA-N 0.000 claims 2
- MGFBTVRFQVOYIT-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazol-4-yl]amino]-7-azaspiro[3.5]nonan-7-yl]pyridine-3-carboxylic acid Chemical compound C1CC1C2=C(C(=NO2)C3=C(C=CC=C3Cl)Cl)NC4CC5(C4)CCN(CC5)C6=NC=C(C=C6)C(=O)O MGFBTVRFQVOYIT-UHFFFAOYSA-N 0.000 claims 2
- FQVRVAJABFDYPE-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazol-4-yl]methyl]-7-azaspiro[3.5]nonan-7-yl]pyridine-2-carboxylic acid Chemical compound C1CC1C2=C(C(=NO2)C3=C(C=CC=C3Cl)Cl)CC4CC5(C4)CCN(CC5)C6=CC=CC(=N6)C(=O)O FQVRVAJABFDYPE-UHFFFAOYSA-N 0.000 claims 2
- UJVBHGRYYMKMON-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazol-4-yl]methyl]-7-azaspiro[3.5]nonan-7-yl]quinoline-2-carboxylic acid Chemical compound OC(C(C=CC1=C2)=NC1=CC=C2N1CCC2(CC(CC3=C(C4CC4)ON=C3C(C(Cl)=CC=C3)=C3Cl)C2)CC1)=O UJVBHGRYYMKMON-UHFFFAOYSA-N 0.000 claims 2
- ZDNOIMFBRFJUSB-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazol-4-yl]methylidene]-6-azaspiro[3.4]octan-6-yl]-1-methylindole-3-carboxylic acid Chemical compound CN1C=C(C2=C1C=C(C=C2)N3CCC4(C3)CC(=CC5=C(ON=C5C6=C(C=CC=C6Cl)Cl)C7CC7)C4)C(=O)O ZDNOIMFBRFJUSB-UHFFFAOYSA-N 0.000 claims 2
- NXYOPCRMBWKFQF-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazol-4-yl]methylidene]-6-azaspiro[3.4]octan-6-yl]pyridine-3-carboxylic acid Chemical compound OC(C(C=C1)=CN=C1N1CC(C2)(CC2=CC2=C(C3CC3)ON=C2C(C(Cl)=CC=C2)=C2Cl)CC1)=O NXYOPCRMBWKFQF-UHFFFAOYSA-N 0.000 claims 2
- FRSAMXMSHBCLOA-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazol-4-yl]methylidene]-6-azaspiro[3.4]octan-6-yl]quinoline-2-carboxylic acid Chemical compound C1CC1C2=C(C(=NO2)C3=C(C=CC=C3Cl)Cl)C=C4CC5(C4)CCN(C5)C6=CC7=C(C=C6)N=C(C=C7)C(=O)O FRSAMXMSHBCLOA-UHFFFAOYSA-N 0.000 claims 2
- GQYNTTFISCQZIK-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-1-methylindole-3-carboxylic acid Chemical compound C1=CC(Cl)=C(C2=NOC(=C2/C=C/2\CC3(CCN(CC3)C3=CC=4N(C=C(C(=O)O)C=4C=C3)C)C\2)C2CC2)C(Cl)=C1 GQYNTTFISCQZIK-UHFFFAOYSA-N 0.000 claims 2
- INSRUSNHZKCHKM-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-3-methylquinoline-2-carboxylic acid Chemical compound CC1=CC2=C(C=CC(=C2)N3CCC4(CC3)CC(=CC5=C(ON=C5C6=C(C=CC=C6Cl)Cl)C7CC7)C4)N=C1C(=O)O INSRUSNHZKCHKM-UHFFFAOYSA-N 0.000 claims 2
- KSTGHHAXAVJKMA-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]quinoline-2-carboxylic acid Chemical compound C1(CC1)C1=C(C(=NO1)C1=C(C=CC=C1Cl)Cl)C=C1CC2(C1)CCN(CC2)C=1C=C2C=CC(=NC2=CC=1)C(=O)O KSTGHHAXAVJKMA-UHFFFAOYSA-N 0.000 claims 2
- DZPFPWWNYMDNGY-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-(3,5-dichloropyridin-4-yl)-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-1-(difluoromethyl)indole-3-carboxylic acid Chemical compound C1CC1C2=C(C(=NO2)C3=C(C=NC=C3Cl)Cl)C=C4CC5(C4)CCN(CC5)C6=CC7=C(C=C6)C(=CN7C(F)F)C(=O)O DZPFPWWNYMDNGY-UHFFFAOYSA-N 0.000 claims 2
- KLYRPWDRVLTEOD-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-(3,5-dichloropyridin-4-yl)-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-4-(2-hydroxyethoxy)quinoline-2-carboxylic acid Chemical compound OCCOC(C1=C2)=CC(C(O)=O)=NC1=CC=C2N1CCC(C2)(CC2=CC2=C(C3CC3)ON=C2C(C(Cl)=CN=C2)=C2Cl)CC1 KLYRPWDRVLTEOD-UHFFFAOYSA-N 0.000 claims 2
- KYZHLTYWVCFDLP-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-(3,5-dichloropyridin-4-yl)-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-4-(difluoromethoxy)quinoline-2-carboxylic acid Chemical compound C(F)(OC1=C2C=C(N3CCC4(C/C(=C\C=5C(C6=C(C=NC=C6Cl)Cl)=NOC=5C5CC5)/C4)CC3)C=CC2=NC(C(=O)O)=C1)F KYZHLTYWVCFDLP-UHFFFAOYSA-N 0.000 claims 2
- BEKJNXDTWZTWOE-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-(3,5-dichloropyridin-4-yl)-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-4-(oxetan-3-yloxy)quinoline-2-carboxylic acid Chemical compound C1CC1C2=C(C(=NO2)C3=C(C=NC=C3Cl)Cl)C=C4CC5(C4)CCN(CC5)C6=CC7=C(C=C6)N=C(C=C7OC8COC8)C(=O)O BEKJNXDTWZTWOE-UHFFFAOYSA-N 0.000 claims 2
- GUCBCUYZXALLEE-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-(3,5-dichloropyridin-4-yl)-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-4-(trifluoromethyl)quinoline-2-carboxylic acid Chemical compound C1CC1C2=C(C(=NO2)C3=C(C=NC=C3Cl)Cl)C=C4CC5(C4)CCN(CC5)C6=CC7=C(C=C6)N=C(C=C7C(F)(F)F)C(=O)O GUCBCUYZXALLEE-UHFFFAOYSA-N 0.000 claims 2
- HUIZIUIYSYMOTC-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-(3,5-dichloropyridin-4-yl)-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-4-methoxyquinoline-2-carboxylic acid Chemical compound COC(C1=C2)=CC(C(O)=O)=NC1=CC=C2N1CCC(C2)(CC2=CC2=C(C3CC3)ON=C2C(C(Cl)=CN=C2)=C2Cl)CC1 HUIZIUIYSYMOTC-UHFFFAOYSA-N 0.000 claims 2
- SNJYOUSKVSGGHP-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-(3,5-dichloropyridin-4-yl)-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-4-propan-2-yloxyquinoline-2-carboxylic acid Chemical compound CC(C)OC1=CC(=NC2=C1C=C(C=C2)N3CCC4(CC3)CC(=CC5=C(ON=C5C6=C(C=NC=C6Cl)Cl)C7CC7)C4)C(=O)O SNJYOUSKVSGGHP-UHFFFAOYSA-N 0.000 claims 2
- HPRAGCKKNJRCLR-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-(dicyclopropylmethyl)-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-4-methoxyquinoline-2-carboxylic acid Chemical compound COC(C1=C2)=CC(C(O)=O)=NC1=CC=C2N1CCC(C2)(CC2=CC2=C(C3CC3)ON=C2C(C2CC2)C2CC2)CC1 HPRAGCKKNJRCLR-UHFFFAOYSA-N 0.000 claims 2
- AMWQPGOWJBLBGO-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethoxy)phenyl]-1,2-oxazol-4-yl]methyl]-7-azaspiro[3.5]nonan-7-yl]-4-methoxyquinoline-2-carboxylic acid Chemical compound COC(C1=C2)=CC(C(O)=O)=NC1=CC=C2N1CCC2(CC(CC3=C(C4CC4)ON=C3C(C=CC=C3)=C3OC(F)(F)F)C2)CC1 AMWQPGOWJBLBGO-UHFFFAOYSA-N 0.000 claims 2
- LTANWUNWQIYMNL-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethoxy)phenyl]-1,2-oxazol-4-yl]methyl]-7-azaspiro[3.5]nonan-7-yl]-4-propan-2-yloxyquinoline-2-carboxylic acid Chemical compound CC(C)OC1=CC(=NC2=C1C=C(C=C2)N3CCC4(CC3)CC(C4)CC5=C(ON=C5C6=CC=CC=C6OC(F)(F)F)C7CC7)C(=O)O LTANWUNWQIYMNL-UHFFFAOYSA-N 0.000 claims 2
- WDMMETRTKAYTBR-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethoxy)phenyl]-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-1,2,3,4-tetrahydroquinoline-2-carboxylic acid Chemical compound OC(C(CCC1=C2)NC1=CC=C2N1CCC(C2)(CC2=CC2=C(C3CC3)ON=C2C(C=CC=C2)=C2OC(F)(F)F)CC1)=O WDMMETRTKAYTBR-UHFFFAOYSA-N 0.000 claims 2
- FSJFTQWTSKNMJX-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethoxy)phenyl]-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-1-[(2-methylpropan-2-yl)oxycarbonyl]-3,4-dihydro-2H-quinoline-2-carboxylic acid Chemical compound CC(C)(C)OC(N(C(CCC1=C2)C(O)=O)C1=CC=C2N1CCC(C2)(CC2=CC2=C(C3CC3)ON=C2C(C=CC=C2)=C2OC(F)(F)F)CC1)=O FSJFTQWTSKNMJX-UHFFFAOYSA-N 0.000 claims 2
- AWMBTJLCGPIZPG-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethoxy)phenyl]-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-1-methylindole-3-carboxylic acid Chemical compound CN1C2=CC(N3CCC(C4)(CC4=CC4=C(C5CC5)ON=C4C(C=CC=C4)=C4OC(F)(F)F)CC3)=CC=C2C(C(O)=O)=C1 AWMBTJLCGPIZPG-UHFFFAOYSA-N 0.000 claims 2
- BWANEOPFUPUBEN-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethoxy)phenyl]-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-1-methylpyrrolo[2,3-b]pyridine-3-carboxylic acid Chemical compound CN1C2=NC(N3CCC(C4)(CC4=CC4=C(C5CC5)ON=C4C(C=CC=C4)=C4OC(F)(F)F)CC3)=CC=C2C(C(O)=O)=C1 BWANEOPFUPUBEN-UHFFFAOYSA-N 0.000 claims 2
- QAAUDPYRMMWXBZ-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethoxy)phenyl]-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-3,4-dihydro-1H-isoquinoline-2-carboxamide Chemical compound NC(=O)N1CCC2=C(C1)C=CC(=C2)N1CCC2(CC(C2)=CC2=C(ON=C2C2=C(OC(F)(F)F)C=CC=C2)C2CC2)CC1 QAAUDPYRMMWXBZ-UHFFFAOYSA-N 0.000 claims 2
- RPCLWDYICDHBBQ-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethoxy)phenyl]-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-4-(2-methoxyethoxy)quinoline-2-carboxylic acid Chemical compound COCCOC(C1=C2)=CC(C(O)=O)=NC1=CC=C2N1CCC(C2)(CC2=CC2=C(C3CC3)ON=C2C(C=CC=C2)=C2OC(F)(F)F)CC1 RPCLWDYICDHBBQ-UHFFFAOYSA-N 0.000 claims 2
- IYDZOTZYDPRWIH-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethoxy)phenyl]-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-4-(trifluoromethyl)quinoline-2-carboxylic acid Chemical compound C1=2C(=CC(=NC=2C=CC(=C1)N1CCC2(C/C(=C\C=3C(C4=C(C=CC=C4)OC(F)(F)F)=NOC=3C3CC3)/C2)CC1)C(=O)O)C(F)(F)F IYDZOTZYDPRWIH-UHFFFAOYSA-N 0.000 claims 2
- JKTJAMGXAWYGDO-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethoxy)phenyl]-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-4-methoxyquinoline-2-carboxylic acid Chemical compound COC(C1=C2)=CC(C(O)=O)=NC1=CC=C2N1CCC(C2)(CC2=CC2=C(C3CC3)ON=C2C(C=CC=C2)=C2OC(F)(F)F)CC1 JKTJAMGXAWYGDO-UHFFFAOYSA-N 0.000 claims 2
- KWRYAEHKTNCAQR-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethoxy)phenyl]-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-4-propan-2-yloxyquinoline-2-carboxylic acid Chemical compound CC(C)OC1=CC(=NC2=C1C=C(C=C2)N3CCC4(CC3)CC(=CC5=C(ON=C5C6=CC=CC=C6OC(F)(F)F)C7CC7)C4)C(=O)O KWRYAEHKTNCAQR-UHFFFAOYSA-N 0.000 claims 2
- VNZFTRXMJTYPIV-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methyl]-7-azaspiro[3.5]nonan-7-yl]-1-methylindole-3-carboxylic acid Chemical compound CN1C2=CC(N3CCC4(CC(CC5=C(C6CC6)ON=C5C5=C(C(F)(F)F)C=CC=C5)C4)CC3)=CC=C2C(C(O)=O)=C1 VNZFTRXMJTYPIV-UHFFFAOYSA-N 0.000 claims 2
- OABAFCFYUPKHFE-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methyl]-7-azaspiro[3.5]nonan-7-yl]-3-methylimidazo[1,5-a]pyridine-1-carboxylic acid Chemical compound CC1=NC(C(O)=O)=C(C=C2)N1C=C2N1CCC2(CC(CC3=C(C4CC4)ON=C3C3=C(C(F)(F)F)C=CC=C3)C2)CC1 OABAFCFYUPKHFE-UHFFFAOYSA-N 0.000 claims 2
- QBPRYRZTWGOJCX-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methyl]-7-azaspiro[3.5]nonan-7-yl]-4-(2,2-difluoroethoxy)quinoline-2-carboxylic acid Chemical compound C1CC1C2=C(C(=NO2)C3=CC=CC=C3C(F)(F)F)CC4CC5(C4)CCN(CC5)C6=CC7=C(C=C6)N=C(C=C7OCC(F)F)C(=O)O QBPRYRZTWGOJCX-UHFFFAOYSA-N 0.000 claims 2
- YYVHSWNLFCZTPU-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methyl]-7-azaspiro[3.5]nonan-7-yl]-4-(2-hydroxyethoxy)quinoline-2-carboxylic acid Chemical compound C1CC1C2=C(C(=NO2)C3=CC=CC=C3C(F)(F)F)CC4CC5(C4)CCN(CC5)C6=CC7=C(C=C6)N=C(C=C7OCCO)C(=O)O YYVHSWNLFCZTPU-UHFFFAOYSA-N 0.000 claims 2
- DYLUCOKGXSUWOU-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methyl]-7-azaspiro[3.5]nonan-7-yl]-4-(2-hydroxypropyl)quinoline-2-carboxylic acid Chemical compound CC(CC(C1=C2)=CC(C(O)=O)=NC1=CC=C2N1CCC2(CC(CC3=C(C4CC4)ON=C3C3=C(C(F)(F)F)C=CC=C3)C2)CC1)O DYLUCOKGXSUWOU-UHFFFAOYSA-N 0.000 claims 2
- HRXNUVRCGAATGF-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methyl]-7-azaspiro[3.5]nonan-7-yl]-4-(2-methoxyethoxy)quinoline-2-carboxylic acid Chemical compound COCCOC(C1=C2)=CC(C(O)=O)=NC1=CC=C2N1CCC2(CC(CC3=C(C4CC4)ON=C3C3=C(C(F)(F)F)C=CC=C3)C2)CC1 HRXNUVRCGAATGF-UHFFFAOYSA-N 0.000 claims 2
- JOKWNFUOQTXBNI-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methyl]-7-azaspiro[3.5]nonan-7-yl]-4-(difluoromethoxy)quinoline-2-carboxylic acid Chemical compound OC(C(C=C(C1=C2)OC(F)F)=NC1=CC=C2N1CCC2(CC(CC3=C(C4CC4)ON=C3C3=C(C(F)(F)F)C=CC=C3)C2)CC1)=O JOKWNFUOQTXBNI-UHFFFAOYSA-N 0.000 claims 2
- JRWQWQDCOZGFQZ-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methyl]-7-azaspiro[3.5]nonan-7-yl]-4-(hydroxymethyl)quinoline-2-carboxylic acid Chemical compound OCC(C1=C2)=CC(C(O)=O)=NC1=CC=C2N1CCC2(CC(CC3=C(C4CC4)ON=C3C3=C(C(F)(F)F)C=CC=C3)C2)CC1 JRWQWQDCOZGFQZ-UHFFFAOYSA-N 0.000 claims 2
- XZOSZPMPLZDKOE-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methyl]-7-azaspiro[3.5]nonan-7-yl]-4-(oxetan-3-yloxy)quinoline-2-carboxylic acid Chemical compound OC(C(C=C(C1=C2)OC3COC3)=NC1=CC=C2N1CCC2(CC(CC3=C(C4CC4)ON=C3C3=C(C(F)(F)F)C=CC=C3)C2)CC1)=O XZOSZPMPLZDKOE-UHFFFAOYSA-N 0.000 claims 2
- RCDZCDYNFGHHAM-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methyl]-7-azaspiro[3.5]nonan-7-yl]-4-(oxolan-3-yloxy)quinoline-2-carboxylic acid Chemical compound OC(C(C=C(C1=C2)OC3COCC3)=NC1=CC=C2N1CCC2(CC(CC3=C(C4CC4)ON=C3C3=C(C(F)(F)F)C=CC=C3)C2)CC1)=O RCDZCDYNFGHHAM-UHFFFAOYSA-N 0.000 claims 2
- PEWKUKAZSUCGRP-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methyl]-7-azaspiro[3.5]nonan-7-yl]-4-(trifluoromethyl)pyridine-2-carboxylic acid Chemical compound OC(C1=NC(N2CCC3(CC(CC4=C(C5CC5)ON=C4C4=C(C(F)(F)F)C=CC=C4)C3)CC2)=CC(C(F)(F)F)=C1)=O PEWKUKAZSUCGRP-UHFFFAOYSA-N 0.000 claims 2
- BWCBREVTCMANSH-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methyl]-7-azaspiro[3.5]nonan-7-yl]-4-(trifluoromethyl)quinoline-2-carboxylic acid Chemical compound C1(CC1)C1=C(C(=NO1)C1=C(C=CC=C1)C(F)(F)F)CC1CC2(C1)CCN(CC2)C=1C=C2C(=CC(=NC2=CC=1)C(=O)O)C(F)(F)F BWCBREVTCMANSH-UHFFFAOYSA-N 0.000 claims 2
- KDXLGMKBUWULCK-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methyl]-7-azaspiro[3.5]nonan-7-yl]-4-ethoxyquinoline-2-carboxylic acid Chemical compound CCOC(C1=C2)=CC(C(O)=O)=NC1=CC=C2N1CCC2(CC(CC3=C(C4CC4)ON=C3C3=C(C(F)(F)F)C=CC=C3)C2)CC1 KDXLGMKBUWULCK-UHFFFAOYSA-N 0.000 claims 2
- CDURDXRGOGWJTL-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methyl]-7-azaspiro[3.5]nonan-7-yl]-4-methoxyquinoline-2-carboxylic acid Chemical compound COC(C1=C2)=CC(C(O)=O)=NC1=CC=C2N1CCC2(CC(CC3=C(C4CC4)ON=C3C3=C(C(F)(F)F)C=CC=C3)C2)CC1 CDURDXRGOGWJTL-UHFFFAOYSA-N 0.000 claims 2
- IIBFCNDLWCBHHK-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methyl]-7-azaspiro[3.5]nonan-7-yl]-4-methylquinoline-2-carboxylic acid Chemical compound CC(C1=C2)=CC(C(O)=O)=NC1=CC=C2N1CCC2(CC(CC3=C(C4CC4)ON=C3C3=C(C(F)(F)F)C=CC=C3)C2)CC1 IIBFCNDLWCBHHK-UHFFFAOYSA-N 0.000 claims 2
- WGJLUMAAUGLJSV-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methyl]-7-azaspiro[3.5]nonan-7-yl]-4-propan-2-yloxyquinoline-2-carboxylic acid Chemical compound CC(C)OC(C1=C2)=CC(C(O)=O)=NC1=CC=C2N1CCC2(CC(CC3=C(C4CC4)ON=C3C3=C(C(F)(F)F)C=CC=C3)C2)CC1 WGJLUMAAUGLJSV-UHFFFAOYSA-N 0.000 claims 2
- KEPXOFKBBLZPBO-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methyl]-7-azaspiro[3.5]nonan-7-yl]quinoline-2-carboxylic acid Chemical compound OC(C(C=CC1=C2)=NC1=CC=C2N1CCC2(CC(CC3=C(C4CC4)ON=C3C3=C(C(F)(F)F)C=CC=C3)C2)CC1)=O KEPXOFKBBLZPBO-UHFFFAOYSA-N 0.000 claims 2
- GWHIKPIIHKPHOD-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-1-methylindole-3-carboxylic acid Chemical compound CN1C2=CC(N3CCC(C4)(CC4=CC4=C(C5CC5)ON=C4C4=C(C(F)(F)F)C=CC=C4)CC3)=CC=C2C(C(O)=O)=C1 GWHIKPIIHKPHOD-UHFFFAOYSA-N 0.000 claims 2
- HXWVCXFRMLKEQK-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-3-(trifluoromethyl)imidazo[1,5-a]pyridine-1-carboxylic acid Chemical compound C1CC1C2=C(C(=NO2)C3=CC=CC=C3C(F)(F)F)C=C4CC5(C4)CCN(CC5)C6=CN7C(=C(N=C7C(F)(F)F)C(=O)O)C=C6 HXWVCXFRMLKEQK-UHFFFAOYSA-N 0.000 claims 2
- CHVXRFZOLYDEEW-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-4-(2,2-difluoroethoxy)quinoline-2-carboxylic acid Chemical compound OC(C(C=C(C1=C2)OCC(F)F)=NC1=CC=C2N1CCC(C2)(CC2=CC2=C(C3CC3)ON=C2C2=C(C(F)(F)F)C=CC=C2)CC1)=O CHVXRFZOLYDEEW-UHFFFAOYSA-N 0.000 claims 2
- JGXUKZYTNZSDBP-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-4-(2-hydroxyethoxy)quinoline-2-carboxylic acid Chemical compound OCCOC(C1=C2)=CC(C(O)=O)=NC1=CC=C2N1CCC(C2)(CC2=CC2=C(C3CC3)ON=C2C2=C(C(F)(F)F)C=CC=C2)CC1 JGXUKZYTNZSDBP-UHFFFAOYSA-N 0.000 claims 2
- UTWIRDMNCOZIQE-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-4-(2-methoxyethoxy)quinoline-2-carboxylic acid Chemical compound COCCOC(C1=C2)=CC(C(O)=O)=NC1=CC=C2N1CCC(C2)(CC2=CC2=C(C3CC3)ON=C2C2=C(C(F)(F)F)C=CC=C2)CC1 UTWIRDMNCOZIQE-UHFFFAOYSA-N 0.000 claims 2
- GAJGMSJYWXIUAX-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-4-(difluoromethoxy)quinoline-2-carboxylic acid Chemical compound OC(C(C=C(C1=C2)OC(F)F)=NC1=CC=C2N1CCC(C2)(CC2=CC2=C(C3CC3)ON=C2C2=C(C(F)(F)F)C=CC=C2)CC1)=O GAJGMSJYWXIUAX-UHFFFAOYSA-N 0.000 claims 2
- SVWSMGBMQDHBRJ-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-4-(oxetan-3-yloxy)quinoline-2-carboxylic acid Chemical compound OC(C(C=C(C1=C2)OC3COC3)=NC1=CC=C2N1CCC(C2)(CC2=CC2=C(C3CC3)ON=C2C2=C(C(F)(F)F)C=CC=C2)CC1)=O SVWSMGBMQDHBRJ-UHFFFAOYSA-N 0.000 claims 2
- HQYLBCDLCPTLEO-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-4-(trifluoromethyl)quinoline-2-carboxylic acid Chemical compound C1=2C(=CC(=NC=2C=CC(=C1)N1CCC2(C/C(=C\C=3C(=NOC=3C3CC3)C3=C(C=CC=C3)C(F)(F)F)/C2)CC1)C(=O)O)C(F)(F)F HQYLBCDLCPTLEO-UHFFFAOYSA-N 0.000 claims 2
- BSMFLIUOATVPFT-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-4-ethoxyquinoline-2-carboxylic acid Chemical compound CCOC(C1=C2)=CC(C(O)=O)=NC1=CC=C2N1CCC(C2)(CC2=CC2=C(C3CC3)ON=C2C2=C(C(F)(F)F)C=CC=C2)CC1 BSMFLIUOATVPFT-UHFFFAOYSA-N 0.000 claims 2
- IDHIYYLANQRWHJ-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-4-methoxyquinoline-2-carboxylic acid Chemical compound COC1=CC(=NC2=C1C=C(C=C2)N3CCC4(CC3)CC(=CC5=C(ON=C5C6=CC=CC=C6C(F)(F)F)C7CC7)C4)C(=O)O IDHIYYLANQRWHJ-UHFFFAOYSA-N 0.000 claims 2
- MUZPEERAQKNHTI-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]-4-propan-2-yloxyquinoline-2-carboxylic acid Chemical compound CC(C)OC1=CC(=NC2=C1C=C(C=C2)N3CCC4(CC3)CC(=CC5=C(ON=C5C6=CC=CC=C6C(F)(F)F)C7CC7)C4)C(=O)O MUZPEERAQKNHTI-UHFFFAOYSA-N 0.000 claims 2
- BXCHUQKUYSBZJG-UHFFFAOYSA-N 6-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methylidene]-7-azaspiro[3.5]nonan-7-yl]quinoline-2-carboxylic acid Chemical compound OC(C(C=CC1=C2)=NC1=CC=C2N1CCC(C2)(CC2=CC2=C(C3CC3)ON=C2C2=C(C(F)(F)F)C=CC=C2)CC1)=O BXCHUQKUYSBZJG-UHFFFAOYSA-N 0.000 claims 2
- ZVBBNKRVIXCHOF-UHFFFAOYSA-N 6-[3'-[[5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazol-4-yl]amino]spiro[8-azabicyclo[3.2.1]octane-3,1'-cyclobutane]-8-yl]pyridine-3-carboxylic acid Chemical compound OC(C(C=C1)=CN=C1N1C2CC(C3)(CC3NC3=C(C4CC4)ON=C3C(C(Cl)=CC=C3)=C3Cl)CC1CC2)=O ZVBBNKRVIXCHOF-UHFFFAOYSA-N 0.000 claims 2
- HPEHJZWVGMHXGJ-UHFFFAOYSA-N 7-[2-[[5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazol-4-yl]methyl]-7-azaspiro[3.5]nonan-7-yl]cinnoline-3-carboxylic acid Chemical compound OC(C(N=NC1=C2)=CC1=CC=C2N1CCC2(CC(CC3=C(C4CC4)ON=C3C(C(Cl)=CC=C3)=C3Cl)C2)CC1)=O HPEHJZWVGMHXGJ-UHFFFAOYSA-N 0.000 claims 2
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- UBRYJPQAMJWXLZ-UHFFFAOYSA-N 7-[2-[[5-cyclopropyl-3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-4-yl]methyl]-7-azaspiro[3.5]nonan-7-yl]cinnoline-3-carboxylic acid Chemical compound OC(C(N=NC1=C2)=CC1=CC=C2N1CCC2(CC(CC3=C(C4CC4)ON=C3C3=C(C(F)(F)F)C=CC=C3)C2)CC1)=O UBRYJPQAMJWXLZ-UHFFFAOYSA-N 0.000 claims 2
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