NZ589084A - Glucokinase activators - Google Patents

Info

Publication number

NZ589084A

NZ589084A NZ589084A NZ58908409A NZ589084A NZ 589084 A NZ589084 A NZ 589084A NZ 589084 A NZ589084 A NZ 589084A NZ 58908409 A NZ58908409 A NZ 58908409A NZ 589084 A NZ589084 A NZ 589084A

Authority

NZ

New Zealand

Prior art keywords

alkyl

hetero

cycloalkyl

bicycloaryl

pyran

Prior art date

2008-05-16

Links

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• 102000030595 Glucokinase Human genes 0.000 title claims description 88
• 108010021582 Glucokinase Proteins 0.000 title claims description 88
• 239000012190 activator Substances 0.000 title description 49
• 150000001875 compounds Chemical class 0.000 claims abstract description 130
• 206010012601 diabetes mellitus Diseases 0.000 claims abstract description 5
• 208000001072 type 2 diabetes mellitus Diseases 0.000 claims abstract description 5
• 201000001421 hyperglycemia Diseases 0.000 claims abstract description 4
• LYMBHJTVTFRHIJ-INIZCTEOSA-N (2s)-2-(3-cyclopropylsulfonylpyrazol-1-yl)-n-(5-methoxy-[1,3]thiazolo[5,4-b]pyridin-2-yl)-3-(oxan-4-yl)propanamide Chemical compound C([C@@H](C(=O)NC1=NC2=CC=C(N=C2S1)OC)N1N=C(C=C1)S(=O)(=O)C1CC1)C1CCOCC1 LYMBHJTVTFRHIJ-INIZCTEOSA-N 0.000 claims abstract 2
• LYMBHJTVTFRHIJ-UHFFFAOYSA-N 2-(3-cyclopropylsulfonylpyrazol-1-yl)-n-(5-methoxy-[1,3]thiazolo[5,4-b]pyridin-2-yl)-3-(oxan-4-yl)propanamide Chemical compound S1C2=NC(OC)=CC=C2N=C1NC(=O)C(N1N=C(C=C1)S(=O)(=O)C1CC1)CC1CCOCC1 LYMBHJTVTFRHIJ-UHFFFAOYSA-N 0.000 claims abstract 2
• 208000024172 Cardiovascular disease Diseases 0.000 claims abstract 2
• 208000032928 Dyslipidaemia Diseases 0.000 claims abstract 2
• 208000002705 Glucose Intolerance Diseases 0.000 claims abstract 2
• 206010022489 Insulin Resistance Diseases 0.000 claims abstract 2
• 208000001145 Metabolic Syndrome Diseases 0.000 claims abstract 2
• 208000008589 Obesity Diseases 0.000 claims abstract 2
• 235000020824 obesity Nutrition 0.000 claims abstract 2
• 201000010065 polycystic ovary syndrome Diseases 0.000 claims abstract 2
• 201000009104 prediabetes syndrome Diseases 0.000 claims abstract 2
• 125000000217 alkyl group Chemical group 0.000 claims description 2048
• 125000005842 heteroatom Chemical group 0.000 claims description 904
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 579
• 125000003118 aryl group Chemical group 0.000 claims description 381
• -1 cyano, thio, oxy, hydroxy, carbonyloxy Chemical group 0.000 claims description 344
• 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 274
• 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 claims description 270
• 150000001602 bicycloalkyls Chemical group 0.000 claims description 257
• 125000005843 halogen group Chemical group 0.000 claims description 249
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 234
• 125000001072 heteroaryl group Chemical group 0.000 claims description 223
• 229910052739 hydrogen Inorganic materials 0.000 claims description 179
• 239000001257 hydrogen Substances 0.000 claims description 179
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 167
• 125000004104 aryloxy group Chemical group 0.000 claims description 164
• 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 146
• 125000002813 thiocarbonyl group Chemical group *C(*)=S 0.000 claims description 138
• 125000001841 imino group Chemical group [H]N=* 0.000 claims description 137
• 125000003545 alkoxy group Chemical group 0.000 claims description 132
• 125000003282 alkyl amino group Chemical group 0.000 claims description 129
• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 107
• 125000005553 heteroaryloxy group Chemical group 0.000 claims description 96
• 125000004429 atom Chemical group 0.000 claims description 70
• 125000004356 hydroxy functional group Chemical group O* 0.000 claims description 52
• 125000005144 cycloalkylsulfonyl group Chemical group 0.000 claims description 38
• 125000005740 oxycarbonyl group Chemical group [*:1]OC([*:2])=O 0.000 claims description 36
• 125000003368 amide group Chemical group 0.000 claims description 29
• 125000005188 oxoalkyl group Chemical group 0.000 claims description 29
• 229910052760 oxygen Inorganic materials 0.000 claims description 27
• 229910052717 sulfur Inorganic materials 0.000 claims description 26
• 125000005420 sulfonamido group Chemical group S(=O)(=O)(N*)* 0.000 claims description 25
• 125000005518 carboxamido group Chemical group 0.000 claims description 22
• 238000004519 manufacturing process Methods 0.000 claims description 21
• 229910002091 carbon monoxide Inorganic materials 0.000 claims description 15
• 239000003814 drug Substances 0.000 claims description 14
• 150000003839 salts Chemical class 0.000 claims description 14
• 239000008194 pharmaceutical composition Substances 0.000 claims description 8
• 230000003213 activating effect Effects 0.000 claims description 7
• 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 3
• QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical compound CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 claims 20
• DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical compound NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 claims 4
• 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 2
• 229960003966 nicotinamide Drugs 0.000 claims 2
• 235000005152 nicotinamide Nutrition 0.000 claims 2
• 239000011570 nicotinamide Substances 0.000 claims 2
• UKFJOAZAZSQUJZ-QGZVFWFLSA-N (2R)-2-(4-cyclopropylsulfonyl-6-hydroxyindazol-1-yl)-N-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound C([C@@H](N1N=CC2=C(C=C(C=C21)O)S(=O)(=O)C1CC1)C(=O)NC=1SC(F)=CN=1)C1CCOCC1 UKFJOAZAZSQUJZ-QGZVFWFLSA-N 0.000 claims 1
• UKFJOAZAZSQUJZ-KRWDZBQOSA-N (2S)-2-(4-cyclopropylsulfonyl-6-hydroxyindazol-1-yl)-N-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound C([C@H](N1N=CC2=C(C=C(C=C21)O)S(=O)(=O)C1CC1)C(=O)NC=1SC(F)=CN=1)C1CCOCC1 UKFJOAZAZSQUJZ-KRWDZBQOSA-N 0.000 claims 1
• KCADKUALFIGJHV-MRXNPFEDSA-N (2r)-2-(4-cyclopentylsulfonylpyrazol-1-yl)-n-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound S1C(F)=CN=C1NC(=O)[C@H](N1N=CC(=C1)S(=O)(=O)C1CCCC1)CC1CCOCC1 KCADKUALFIGJHV-MRXNPFEDSA-N 0.000 claims 1
• WWSWNVIZJZADCC-LJQANCHMSA-N (2r)-2-(4-cyclopropylsulfonyl-5-fluoroindazol-1-yl)-n-(1-methylpyrazol-3-yl)-3-(oxan-4-yl)propanamide Chemical compound CN1C=CC(NC(=O)[C@@H](CC2CCOCC2)N2C3=CC=C(F)C(=C3C=N2)S(=O)(=O)C2CC2)=N1 WWSWNVIZJZADCC-LJQANCHMSA-N 0.000 claims 1
• XYQFUCIVUHMUDH-LJQANCHMSA-N (2r)-2-(4-cyclopropylsulfonyl-5-methoxyindazol-1-yl)-3-(oxan-4-yl)-n-pyrazin-2-ylpropanamide Chemical compound COC1=CC=C2N([C@H](CC3CCOCC3)C(=O)NC=3N=CC=NC=3)N=CC2=C1S(=O)(=O)C1CC1 XYQFUCIVUHMUDH-LJQANCHMSA-N 0.000 claims 1
• ABOUYICYKNTUHD-LJQANCHMSA-N (2r)-2-(4-cyclopropylsulfonyl-5-methoxyindazol-1-yl)-n-(1-methylpyrazol-3-yl)-3-(oxan-4-yl)propanamide Chemical compound COC1=CC=C2N([C@H](CC3CCOCC3)C(=O)NC3=NN(C)C=C3)N=CC2=C1S(=O)(=O)C1CC1 ABOUYICYKNTUHD-LJQANCHMSA-N 0.000 claims 1
• BVZJAMCFKWGLNJ-QGZVFWFLSA-N (2r)-2-(4-cyclopropylsulfonyl-5-methoxyindazol-1-yl)-n-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound COC1=CC=C2N([C@H](CC3CCOCC3)C(=O)NC=3SC(F)=CN=3)N=CC2=C1S(=O)(=O)C1CC1 BVZJAMCFKWGLNJ-QGZVFWFLSA-N 0.000 claims 1
• GHELKQXDVLJGBS-LJQANCHMSA-N (2r)-2-(4-cyclopropylsulfonylindazol-1-yl)-3-(oxan-4-yl)-n-pyrazin-2-ylpropanamide Chemical compound O=C([C@@H](CC1CCOCC1)N1C2=CC=CC(=C2C=N1)S(=O)(=O)C1CC1)NC1=CN=CC=N1 GHELKQXDVLJGBS-LJQANCHMSA-N 0.000 claims 1
• KSQIDLKRSFWITH-LJQANCHMSA-N (2r)-2-(4-cyclopropylsulfonylindazol-1-yl)-n-(1-methylpyrazol-3-yl)-3-(oxan-4-yl)propanamide Chemical compound CN1C=CC(NC(=O)[C@@H](CC2CCOCC2)N2C3=CC=CC(=C3C=N2)S(=O)(=O)C2CC2)=N1 KSQIDLKRSFWITH-LJQANCHMSA-N 0.000 claims 1
• VFUKAAVEACENGY-QGZVFWFLSA-N (2r)-2-(4-cyclopropylsulfonylindazol-1-yl)-n-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound S1C(F)=CN=C1NC(=O)[C@H](N1C2=CC=CC(=C2C=N1)S(=O)(=O)C1CC1)CC1CCOCC1 VFUKAAVEACENGY-QGZVFWFLSA-N 0.000 claims 1
• CKDRXQFLSZIDBI-CQSZACIVSA-N (2r)-2-(4-cyclopropylsulfonylpyrazol-1-yl)-n-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound S1C(F)=CN=C1NC(=O)[C@H](N1N=CC(=C1)S(=O)(=O)C1CC1)CC1CCOCC1 CKDRXQFLSZIDBI-CQSZACIVSA-N 0.000 claims 1
• JYZIVUSLCKNWPM-QGZVFWFLSA-N (2r)-2-(4-cyclopropylsulfonylpyrazol-1-yl)-n-(5-methoxy-[1,3]thiazolo[5,4-b]pyridin-2-yl)-3-(oxan-4-yl)propanamide Chemical compound C([C@H](C(=O)NC1=NC2=CC=C(N=C2S1)OC)N1N=CC(=C1)S(=O)(=O)C1CC1)C1CCOCC1 JYZIVUSLCKNWPM-QGZVFWFLSA-N 0.000 claims 1
• ICASRZHGWZSLKA-QGZVFWFLSA-N (2r)-2-(4-cyclopropylsulfonylpyrazolo[3,4-b]pyridin-1-yl)-3-(oxan-4-yl)-n-pyrazin-2-ylpropanamide Chemical compound O=C([C@@H](CC1CCOCC1)N1C2=NC=CC(=C2C=N1)S(=O)(=O)C1CC1)NC1=CN=CC=N1 ICASRZHGWZSLKA-QGZVFWFLSA-N 0.000 claims 1
• ARYWWKQGSXXOMW-QGZVFWFLSA-N (2r)-2-(4-cyclopropylsulfonylpyrazolo[3,4-b]pyridin-1-yl)-n-(1-methylpyrazol-3-yl)-3-(oxan-4-yl)propanamide Chemical compound CN1C=CC(NC(=O)[C@@H](CC2CCOCC2)N2C3=NC=CC(=C3C=N2)S(=O)(=O)C2CC2)=N1 ARYWWKQGSXXOMW-QGZVFWFLSA-N 0.000 claims 1
• YKBDFPILEUOTGX-OAHLLOKOSA-N (2r)-2-(4-cyclopropylsulfonylpyrazolo[3,4-b]pyridin-1-yl)-n-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound S1C(F)=CN=C1NC(=O)[C@H](N1C2=NC=CC(=C2C=N1)S(=O)(=O)C1CC1)CC1CCOCC1 YKBDFPILEUOTGX-OAHLLOKOSA-N 0.000 claims 1
• DISGNCPYSOHNKL-QGZVFWFLSA-N (2r)-2-(4-cyclopropylsulfonylpyrazolo[3,4-c]pyridin-1-yl)-3-(oxan-4-yl)-n-pyrazin-2-ylpropanamide Chemical compound O=C([C@@H](CC1CCOCC1)N1C2=CN=CC(=C2C=N1)S(=O)(=O)C1CC1)NC1=CN=CC=N1 DISGNCPYSOHNKL-QGZVFWFLSA-N 0.000 claims 1
• KUFXUEYIWPFSHN-OAHLLOKOSA-N (2r)-2-(4-cyclopropylsulfonylpyrazolo[3,4-c]pyridin-1-yl)-n-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound S1C(F)=CN=C1NC(=O)[C@H](N1C2=CN=CC(=C2C=N1)S(=O)(=O)C1CC1)CC1CCOCC1 KUFXUEYIWPFSHN-OAHLLOKOSA-N 0.000 claims 1
• IVRYXUUZXGHGFF-MRXNPFEDSA-N (2r)-2-(6-amino-4-cyclopropylsulfonylpyrazolo[3,4-b]pyridin-1-yl)-3-(oxan-4-yl)-n-pyrazin-2-ylpropanamide Chemical compound C([C@@H](N1N=CC2=C(C=C(N=C21)N)S(=O)(=O)C1CC1)C(=O)NC=1N=CC=NC=1)C1CCOCC1 IVRYXUUZXGHGFF-MRXNPFEDSA-N 0.000 claims 1
• UCVQDAARHGLGBM-CQSZACIVSA-N (2r)-2-(6-amino-4-cyclopropylsulfonylpyrazolo[3,4-b]pyridin-1-yl)-n-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound C([C@@H](N1N=CC2=C(C=C(N=C21)N)S(=O)(=O)C1CC1)C(=O)NC=1SC(F)=CN=1)C1CCOCC1 UCVQDAARHGLGBM-CQSZACIVSA-N 0.000 claims 1
• YILOROXHYKMRCS-QGZVFWFLSA-N (2r)-2-(6-chloro-4-cyclopropylsulfonylindazol-1-yl)-n-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound S1C(F)=CN=C1NC(=O)[C@H](N1C2=CC(Cl)=CC(=C2C=N1)S(=O)(=O)C1CC1)CC1CCOCC1 YILOROXHYKMRCS-QGZVFWFLSA-N 0.000 claims 1
• XLQHBYCHEWPRHA-GOSISDBHSA-N (2r)-2-(6-cyano-4-cyclopropylsulfonylindazol-1-yl)-n-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound S1C(F)=CN=C1NC(=O)[C@H](N1C2=CC(=CC(=C2C=N1)S(=O)(=O)C1CC1)C#N)CC1CCOCC1 XLQHBYCHEWPRHA-GOSISDBHSA-N 0.000 claims 1
• BQSWORVDGGEXBI-MRXNPFEDSA-N (2r)-n-(5-chloro-1,3-thiazol-2-yl)-2-(4-cyclopentylsulfonylpyrazol-1-yl)-3-(oxan-4-yl)propanamide Chemical compound S1C(Cl)=CN=C1NC(=O)[C@H](N1N=CC(=C1)S(=O)(=O)C1CCCC1)CC1CCOCC1 BQSWORVDGGEXBI-MRXNPFEDSA-N 0.000 claims 1
• AMNCFZVGAPBFJS-QGZVFWFLSA-N (2r)-n-(5-chloro-1,3-thiazol-2-yl)-2-(4-cyclopropylsulfonylindazol-1-yl)-3-(oxan-4-yl)propanamide Chemical compound S1C(Cl)=CN=C1NC(=O)[C@H](N1C2=CC=CC(=C2C=N1)S(=O)(=O)C1CC1)CC1CCOCC1 AMNCFZVGAPBFJS-QGZVFWFLSA-N 0.000 claims 1
• CFAZNSRHYWJWBC-CQSZACIVSA-N (2r)-n-(5-chloro-1,3-thiazol-2-yl)-2-(4-cyclopropylsulfonylpyrazol-1-yl)-3-(oxan-4-yl)propanamide Chemical compound S1C(Cl)=CN=C1NC(=O)[C@H](N1N=CC(=C1)S(=O)(=O)C1CC1)CC1CCOCC1 CFAZNSRHYWJWBC-CQSZACIVSA-N 0.000 claims 1
• ONNFBMFRNCTCOG-GOSISDBHSA-N (2r)-n-(5-chloro-1,3-thiazol-2-yl)-2-(5-cyclopropylsulfonylindazol-1-yl)-3-(oxan-4-yl)propanamide Chemical compound S1C(Cl)=CN=C1NC(=O)[C@H](N1C2=CC=C(C=C2C=N1)S(=O)(=O)C1CC1)CC1CCOCC1 ONNFBMFRNCTCOG-GOSISDBHSA-N 0.000 claims 1
• WWSWNVIZJZADCC-IBGZPJMESA-N (2s)-2-(4-cyclopropylsulfonyl-5-fluoroindazol-1-yl)-n-(1-methylpyrazol-3-yl)-3-(oxan-4-yl)propanamide Chemical compound CN1C=CC(NC(=O)[C@H](CC2CCOCC2)N2C3=CC=C(F)C(=C3C=N2)S(=O)(=O)C2CC2)=N1 WWSWNVIZJZADCC-IBGZPJMESA-N 0.000 claims 1
• XYQFUCIVUHMUDH-IBGZPJMESA-N (2s)-2-(4-cyclopropylsulfonyl-5-methoxyindazol-1-yl)-3-(oxan-4-yl)-n-pyrazin-2-ylpropanamide Chemical compound COC1=CC=C2N([C@@H](CC3CCOCC3)C(=O)NC=3N=CC=NC=3)N=CC2=C1S(=O)(=O)C1CC1 XYQFUCIVUHMUDH-IBGZPJMESA-N 0.000 claims 1
• ABOUYICYKNTUHD-IBGZPJMESA-N (2s)-2-(4-cyclopropylsulfonyl-5-methoxyindazol-1-yl)-n-(1-methylpyrazol-3-yl)-3-(oxan-4-yl)propanamide Chemical compound COC1=CC=C2N([C@@H](CC3CCOCC3)C(=O)NC3=NN(C)C=C3)N=CC2=C1S(=O)(=O)C1CC1 ABOUYICYKNTUHD-IBGZPJMESA-N 0.000 claims 1
• BTBPVWQJZDELHN-KRWDZBQOSA-N (2s)-2-(4-cyclopropylsulfonyl-6-fluoroindazol-1-yl)-n-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound S1C(F)=CN=C1NC(=O)[C@@H](N1C2=CC(F)=CC(=C2C=N1)S(=O)(=O)C1CC1)CC1CCOCC1 BTBPVWQJZDELHN-KRWDZBQOSA-N 0.000 claims 1
• GHELKQXDVLJGBS-IBGZPJMESA-N (2s)-2-(4-cyclopropylsulfonylindazol-1-yl)-3-(oxan-4-yl)-n-pyrazin-2-ylpropanamide Chemical compound O=C([C@H](CC1CCOCC1)N1C2=CC=CC(=C2C=N1)S(=O)(=O)C1CC1)NC1=CN=CC=N1 GHELKQXDVLJGBS-IBGZPJMESA-N 0.000 claims 1
• KSQIDLKRSFWITH-IBGZPJMESA-N (2s)-2-(4-cyclopropylsulfonylindazol-1-yl)-n-(1-methylpyrazol-3-yl)-3-(oxan-4-yl)propanamide Chemical compound CN1C=CC(NC(=O)[C@H](CC2CCOCC2)N2C3=CC=CC(=C3C=N2)S(=O)(=O)C2CC2)=N1 KSQIDLKRSFWITH-IBGZPJMESA-N 0.000 claims 1
• CKDRXQFLSZIDBI-AWEZNQCLSA-N (2s)-2-(4-cyclopropylsulfonylpyrazol-1-yl)-n-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound S1C(F)=CN=C1NC(=O)[C@@H](N1N=CC(=C1)S(=O)(=O)C1CC1)CC1CCOCC1 CKDRXQFLSZIDBI-AWEZNQCLSA-N 0.000 claims 1
• JYZIVUSLCKNWPM-KRWDZBQOSA-N (2s)-2-(4-cyclopropylsulfonylpyrazol-1-yl)-n-(5-methoxy-[1,3]thiazolo[5,4-b]pyridin-2-yl)-3-(oxan-4-yl)propanamide Chemical compound C([C@@H](C(=O)NC1=NC2=CC=C(N=C2S1)OC)N1N=CC(=C1)S(=O)(=O)C1CC1)C1CCOCC1 JYZIVUSLCKNWPM-KRWDZBQOSA-N 0.000 claims 1
• ICASRZHGWZSLKA-KRWDZBQOSA-N (2s)-2-(4-cyclopropylsulfonylpyrazolo[3,4-b]pyridin-1-yl)-3-(oxan-4-yl)-n-pyrazin-2-ylpropanamide Chemical compound O=C([C@H](CC1CCOCC1)N1C2=NC=CC(=C2C=N1)S(=O)(=O)C1CC1)NC1=CN=CC=N1 ICASRZHGWZSLKA-KRWDZBQOSA-N 0.000 claims 1
• ARYWWKQGSXXOMW-KRWDZBQOSA-N (2s)-2-(4-cyclopropylsulfonylpyrazolo[3,4-b]pyridin-1-yl)-n-(1-methylpyrazol-3-yl)-3-(oxan-4-yl)propanamide Chemical compound CN1C=CC(NC(=O)[C@H](CC2CCOCC2)N2C3=NC=CC(=C3C=N2)S(=O)(=O)C2CC2)=N1 ARYWWKQGSXXOMW-KRWDZBQOSA-N 0.000 claims 1
• YKBDFPILEUOTGX-HNNXBMFYSA-N (2s)-2-(4-cyclopropylsulfonylpyrazolo[3,4-b]pyridin-1-yl)-n-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound S1C(F)=CN=C1NC(=O)[C@@H](N1C2=NC=CC(=C2C=N1)S(=O)(=O)C1CC1)CC1CCOCC1 YKBDFPILEUOTGX-HNNXBMFYSA-N 0.000 claims 1
• DISGNCPYSOHNKL-KRWDZBQOSA-N (2s)-2-(4-cyclopropylsulfonylpyrazolo[3,4-c]pyridin-1-yl)-3-(oxan-4-yl)-n-pyrazin-2-ylpropanamide Chemical compound O=C([C@H](CC1CCOCC1)N1C2=CN=CC(=C2C=N1)S(=O)(=O)C1CC1)NC1=CN=CC=N1 DISGNCPYSOHNKL-KRWDZBQOSA-N 0.000 claims 1
• RYFMDZKJPZKOAK-KRWDZBQOSA-N (2s)-2-(4-cyclopropylsulfonylpyrazolo[3,4-c]pyridin-1-yl)-n-(1-methylpyrazol-3-yl)-3-(oxan-4-yl)propanamide Chemical compound CN1C=CC(NC(=O)[C@H](CC2CCOCC2)N2C3=CN=CC(=C3C=N2)S(=O)(=O)C2CC2)=N1 RYFMDZKJPZKOAK-KRWDZBQOSA-N 0.000 claims 1
• KUFXUEYIWPFSHN-HNNXBMFYSA-N (2s)-2-(4-cyclopropylsulfonylpyrazolo[3,4-c]pyridin-1-yl)-n-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound S1C(F)=CN=C1NC(=O)[C@@H](N1C2=CN=CC(=C2C=N1)S(=O)(=O)C1CC1)CC1CCOCC1 KUFXUEYIWPFSHN-HNNXBMFYSA-N 0.000 claims 1
• DSXYFRHBEHZZQH-AWEZNQCLSA-N (2s)-2-(4-tert-butylsulfonylpyrazol-1-yl)-n-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound C1=C(S(=O)(=O)C(C)(C)C)C=NN1[C@H](C(=O)NC=1SC(F)=CN=1)CC1CCOCC1 DSXYFRHBEHZZQH-AWEZNQCLSA-N 0.000 claims 1
• IVRYXUUZXGHGFF-INIZCTEOSA-N (2s)-2-(6-amino-4-cyclopropylsulfonylpyrazolo[3,4-b]pyridin-1-yl)-3-(oxan-4-yl)-n-pyrazin-2-ylpropanamide Chemical compound C([C@H](N1N=CC2=C(C=C(N=C21)N)S(=O)(=O)C1CC1)C(=O)NC=1N=CC=NC=1)C1CCOCC1 IVRYXUUZXGHGFF-INIZCTEOSA-N 0.000 claims 1
• UCVQDAARHGLGBM-AWEZNQCLSA-N (2s)-2-(6-amino-4-cyclopropylsulfonylpyrazolo[3,4-b]pyridin-1-yl)-n-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound C([C@H](N1N=CC2=C(C=C(N=C21)N)S(=O)(=O)C1CC1)C(=O)NC=1SC(F)=CN=1)C1CCOCC1 UCVQDAARHGLGBM-AWEZNQCLSA-N 0.000 claims 1
• XLQHBYCHEWPRHA-SFHVURJKSA-N (2s)-2-(6-cyano-4-cyclopropylsulfonylindazol-1-yl)-n-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound S1C(F)=CN=C1NC(=O)[C@@H](N1C2=CC(=CC(=C2C=N1)S(=O)(=O)C1CC1)C#N)CC1CCOCC1 XLQHBYCHEWPRHA-SFHVURJKSA-N 0.000 claims 1
• AMNCFZVGAPBFJS-KRWDZBQOSA-N (2s)-n-(5-chloro-1,3-thiazol-2-yl)-2-(4-cyclopropylsulfonylindazol-1-yl)-3-(oxan-4-yl)propanamide Chemical compound S1C(Cl)=CN=C1NC(=O)[C@@H](N1C2=CC=CC(=C2C=N1)S(=O)(=O)C1CC1)CC1CCOCC1 AMNCFZVGAPBFJS-KRWDZBQOSA-N 0.000 claims 1
• CFAZNSRHYWJWBC-AWEZNQCLSA-N (2s)-n-(5-chloro-1,3-thiazol-2-yl)-2-(4-cyclopropylsulfonylpyrazol-1-yl)-3-(oxan-4-yl)propanamide Chemical compound S1C(Cl)=CN=C1NC(=O)[C@@H](N1N=CC(=C1)S(=O)(=O)C1CC1)CC1CCOCC1 CFAZNSRHYWJWBC-AWEZNQCLSA-N 0.000 claims 1
• ONNFBMFRNCTCOG-SFHVURJKSA-N (2s)-n-(5-chloro-1,3-thiazol-2-yl)-2-(5-cyclopropylsulfonylindazol-1-yl)-3-(oxan-4-yl)propanamide Chemical compound S1C(Cl)=CN=C1NC(=O)[C@@H](N1C2=CC=C(C=C2C=N1)S(=O)(=O)C1CC1)CC1CCOCC1 ONNFBMFRNCTCOG-SFHVURJKSA-N 0.000 claims 1
• KCADKUALFIGJHV-UHFFFAOYSA-N 2-(4-cyclopentylsulfonylpyrazol-1-yl)-n-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound S1C(F)=CN=C1NC(=O)C(N1N=CC(=C1)S(=O)(=O)C1CCCC1)CC1CCOCC1 KCADKUALFIGJHV-UHFFFAOYSA-N 0.000 claims 1
• UYYCRVULRCEENV-UHFFFAOYSA-N 2-(4-cyclopropylsulfonyl-3,5-dimethylpyrazol-1-yl)-n-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound CC1=C(S(=O)(=O)C2CC2)C(C)=NN1C(C(=O)NC=1SC(F)=CN=1)CC1CCOCC1 UYYCRVULRCEENV-UHFFFAOYSA-N 0.000 claims 1
• TUPGTQLXJWRMGX-UHFFFAOYSA-N 2-(4-cyclopropylsulfonyl-5-fluoroindazol-1-yl)-3-(oxan-4-yl)-n-pyrazin-2-ylpropanamide Chemical compound FC1=CC=C2N(C(CC3CCOCC3)C(=O)NC=3N=CC=NC=3)N=CC2=C1S(=O)(=O)C1CC1 TUPGTQLXJWRMGX-UHFFFAOYSA-N 0.000 claims 1
• BGIVDRATWYMFPE-UHFFFAOYSA-N 2-(4-cyclopropylsulfonyl-5-fluoroindazol-1-yl)-n-(1-ethylpyrazol-3-yl)-3-(oxan-4-yl)propanamide Chemical compound CCN1C=CC(NC(=O)C(CC2CCOCC2)N2C3=CC=C(F)C(=C3C=N2)S(=O)(=O)C2CC2)=N1 BGIVDRATWYMFPE-UHFFFAOYSA-N 0.000 claims 1
• WWSWNVIZJZADCC-UHFFFAOYSA-N 2-(4-cyclopropylsulfonyl-5-fluoroindazol-1-yl)-n-(1-methylpyrazol-3-yl)-3-(oxan-4-yl)propanamide Chemical compound CN1C=CC(NC(=O)C(CC2CCOCC2)N2C3=CC=C(F)C(=C3C=N2)S(=O)(=O)C2CC2)=N1 WWSWNVIZJZADCC-UHFFFAOYSA-N 0.000 claims 1
• REFCAUYDZIRZFX-UHFFFAOYSA-N 2-(4-cyclopropylsulfonyl-5-fluoroindazol-1-yl)-n-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound S1C(F)=CN=C1NC(=O)C(N1C2=CC=C(F)C(=C2C=N1)S(=O)(=O)C1CC1)CC1CCOCC1 REFCAUYDZIRZFX-UHFFFAOYSA-N 0.000 claims 1
• KFWJWVYKUAFUBU-UHFFFAOYSA-N 2-(4-cyclopropylsulfonyl-5-hydroxyindazol-1-yl)-n-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound OC1=CC=C2N(C(CC3CCOCC3)C(=O)NC=3SC(F)=CN=3)N=CC2=C1S(=O)(=O)C1CC1 KFWJWVYKUAFUBU-UHFFFAOYSA-N 0.000 claims 1
• XYQFUCIVUHMUDH-UHFFFAOYSA-N 2-(4-cyclopropylsulfonyl-5-methoxyindazol-1-yl)-3-(oxan-4-yl)-n-pyrazin-2-ylpropanamide Chemical compound COC1=CC=C2N(C(CC3CCOCC3)C(=O)NC=3N=CC=NC=3)N=CC2=C1S(=O)(=O)C1CC1 XYQFUCIVUHMUDH-UHFFFAOYSA-N 0.000 claims 1
• ABOUYICYKNTUHD-UHFFFAOYSA-N 2-(4-cyclopropylsulfonyl-5-methoxyindazol-1-yl)-n-(1-methylpyrazol-3-yl)-3-(oxan-4-yl)propanamide Chemical compound COC1=CC=C2N(C(CC3CCOCC3)C(=O)NC3=NN(C)C=C3)N=CC2=C1S(=O)(=O)C1CC1 ABOUYICYKNTUHD-UHFFFAOYSA-N 0.000 claims 1
• BVZJAMCFKWGLNJ-UHFFFAOYSA-N 2-(4-cyclopropylsulfonyl-5-methoxyindazol-1-yl)-n-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound COC1=CC=C2N(C(CC3CCOCC3)C(=O)NC=3SC(F)=CN=3)N=CC2=C1S(=O)(=O)C1CC1 BVZJAMCFKWGLNJ-UHFFFAOYSA-N 0.000 claims 1
• VEKNFKDPXNRBMS-UHFFFAOYSA-N 2-(4-cyclopropylsulfonyl-5-methylindazol-1-yl)-3-(oxan-4-yl)-n-pyrazin-2-ylpropanamide Chemical compound CC1=CC=C2N(C(CC3CCOCC3)C(=O)NC=3N=CC=NC=3)N=CC2=C1S(=O)(=O)C1CC1 VEKNFKDPXNRBMS-UHFFFAOYSA-N 0.000 claims 1
• SCOXNBXHANFRTH-UHFFFAOYSA-N 2-(4-cyclopropylsulfonyl-5-methylindazol-1-yl)-n-(1-methylpyrazol-3-yl)-3-(oxan-4-yl)propanamide Chemical compound CC1=CC=C2N(C(CC3CCOCC3)C(=O)NC3=NN(C)C=C3)N=CC2=C1S(=O)(=O)C1CC1 SCOXNBXHANFRTH-UHFFFAOYSA-N 0.000 claims 1
• BSPWAZZHMBUSNA-UHFFFAOYSA-N 2-(4-cyclopropylsulfonyl-6-fluoroindazol-1-yl)-3-(oxan-4-yl)-n-pyrazin-2-ylpropanamide Chemical compound C12=CC(F)=CC(S(=O)(=O)C3CC3)=C2C=NN1C(C(=O)NC=1N=CC=NC=1)CC1CCOCC1 BSPWAZZHMBUSNA-UHFFFAOYSA-N 0.000 claims 1
• XUEBBRQEFRPJPO-UHFFFAOYSA-N 2-(4-cyclopropylsulfonyl-6-fluoroindazol-1-yl)-n-(1-methylpyrazol-3-yl)-3-(oxan-4-yl)propanamide Chemical compound CN1C=CC(NC(=O)C(CC2CCOCC2)N2C3=CC(F)=CC(=C3C=N2)S(=O)(=O)C2CC2)=N1 XUEBBRQEFRPJPO-UHFFFAOYSA-N 0.000 claims 1
• BTBPVWQJZDELHN-UHFFFAOYSA-N 2-(4-cyclopropylsulfonyl-6-fluoroindazol-1-yl)-n-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound S1C(F)=CN=C1NC(=O)C(N1C2=CC(F)=CC(=C2C=N1)S(=O)(=O)C1CC1)CC1CCOCC1 BTBPVWQJZDELHN-UHFFFAOYSA-N 0.000 claims 1
• UKFJOAZAZSQUJZ-UHFFFAOYSA-N 2-(4-cyclopropylsulfonyl-6-hydroxyindazol-1-yl)-N-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound C12=CC(O)=CC(S(=O)(=O)C3CC3)=C2C=NN1C(C(=O)NC=1SC(F)=CN=1)CC1CCOCC1 UKFJOAZAZSQUJZ-UHFFFAOYSA-N 0.000 claims 1
• KIHRPYDSDMFBJT-UHFFFAOYSA-N 2-(4-cyclopropylsulfonyl-6-methoxyindazol-1-yl)-n-(1-methylpyrazol-3-yl)-3-(oxan-4-yl)propanamide Chemical compound C12=CC(OC)=CC(S(=O)(=O)C3CC3)=C2C=NN1C(C(=O)NC1=NN(C)C=C1)CC1CCOCC1 KIHRPYDSDMFBJT-UHFFFAOYSA-N 0.000 claims 1
• DHHJSNCNVAZFJD-UHFFFAOYSA-N 2-(4-cyclopropylsulfonyl-6-methoxyindazol-1-yl)-n-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound C12=CC(OC)=CC(S(=O)(=O)C3CC3)=C2C=NN1C(C(=O)NC=1SC(F)=CN=1)CC1CCOCC1 DHHJSNCNVAZFJD-UHFFFAOYSA-N 0.000 claims 1
• XALYPPVXWPKDPG-UHFFFAOYSA-N 2-(4-cyclopropylsulfonyl-6-methylindazol-1-yl)-n-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound C12=CC(C)=CC(S(=O)(=O)C3CC3)=C2C=NN1C(C(=O)NC=1SC(F)=CN=1)CC1CCOCC1 XALYPPVXWPKDPG-UHFFFAOYSA-N 0.000 claims 1
• GHELKQXDVLJGBS-UHFFFAOYSA-N 2-(4-cyclopropylsulfonylindazol-1-yl)-3-(oxan-4-yl)-n-pyrazin-2-ylpropanamide Chemical compound C1COCCC1CC(N1C2=CC=CC(=C2C=N1)S(=O)(=O)C1CC1)C(=O)NC1=CN=CC=N1 GHELKQXDVLJGBS-UHFFFAOYSA-N 0.000 claims 1
• JELVQTZUMCGEDL-UHFFFAOYSA-N 2-(4-cyclopropylsulfonylindazol-1-yl)-3-(oxan-4-yl)-n-pyrimidin-4-ylpropanamide Chemical compound C1COCCC1CC(N1C2=CC=CC(=C2C=N1)S(=O)(=O)C1CC1)C(=O)NC1=CC=NC=N1 JELVQTZUMCGEDL-UHFFFAOYSA-N 0.000 claims 1
• ZYSPDRWRYRMUPF-UHFFFAOYSA-N 2-(4-cyclopropylsulfonylindazol-1-yl)-n-(1,5-dimethylpyrazol-3-yl)-3-(oxan-4-yl)propanamide Chemical compound CN1C(C)=CC(NC(=O)C(CC2CCOCC2)N2C3=CC=CC(=C3C=N2)S(=O)(=O)C2CC2)=N1 ZYSPDRWRYRMUPF-UHFFFAOYSA-N 0.000 claims 1
• WGUMMPKGYSSUMR-UHFFFAOYSA-N 2-(4-cyclopropylsulfonylindazol-1-yl)-n-(3,5-difluoropyridin-2-yl)-3-(oxan-4-yl)propanamide Chemical compound FC1=CC(F)=CN=C1NC(=O)C(N1C2=CC=CC(=C2C=N1)S(=O)(=O)C1CC1)CC1CCOCC1 WGUMMPKGYSSUMR-UHFFFAOYSA-N 0.000 claims 1
• VFUKAAVEACENGY-UHFFFAOYSA-N 2-(4-cyclopropylsulfonylindazol-1-yl)-n-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound S1C(F)=CN=C1NC(=O)C(N1C2=CC=CC(=C2C=N1)S(=O)(=O)C1CC1)CC1CCOCC1 VFUKAAVEACENGY-UHFFFAOYSA-N 0.000 claims 1
• KPRQPTJCLNSJOG-UHFFFAOYSA-N 2-(4-cyclopropylsulfonylindazol-1-yl)-n-(6-methylpyridazin-3-yl)-3-(oxan-4-yl)propanamide Chemical compound N1=NC(C)=CC=C1NC(=O)C(N1C2=CC=CC(=C2C=N1)S(=O)(=O)C1CC1)CC1CCOCC1 KPRQPTJCLNSJOG-UHFFFAOYSA-N 0.000 claims 1
• CKDRXQFLSZIDBI-UHFFFAOYSA-N 2-(4-cyclopropylsulfonylpyrazol-1-yl)-n-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound S1C(F)=CN=C1NC(=O)C(N1N=CC(=C1)S(=O)(=O)C1CC1)CC1CCOCC1 CKDRXQFLSZIDBI-UHFFFAOYSA-N 0.000 claims 1
• JYZIVUSLCKNWPM-UHFFFAOYSA-N 2-(4-cyclopropylsulfonylpyrazol-1-yl)-n-(5-methoxy-[1,3]thiazolo[5,4-b]pyridin-2-yl)-3-(oxan-4-yl)propanamide Chemical compound S1C2=NC(OC)=CC=C2N=C1NC(=O)C(N1N=CC(=C1)S(=O)(=O)C1CC1)CC1CCOCC1 JYZIVUSLCKNWPM-UHFFFAOYSA-N 0.000 claims 1
• ICASRZHGWZSLKA-UHFFFAOYSA-N 2-(4-cyclopropylsulfonylpyrazolo[3,4-b]pyridin-1-yl)-3-(oxan-4-yl)-n-pyrazin-2-ylpropanamide Chemical compound C1COCCC1CC(N1C2=NC=CC(=C2C=N1)S(=O)(=O)C1CC1)C(=O)NC1=CN=CC=N1 ICASRZHGWZSLKA-UHFFFAOYSA-N 0.000 claims 1
• ARYWWKQGSXXOMW-UHFFFAOYSA-N 2-(4-cyclopropylsulfonylpyrazolo[3,4-b]pyridin-1-yl)-n-(1-methylpyrazol-3-yl)-3-(oxan-4-yl)propanamide Chemical compound CN1C=CC(NC(=O)C(CC2CCOCC2)N2C3=NC=CC(=C3C=N2)S(=O)(=O)C2CC2)=N1 ARYWWKQGSXXOMW-UHFFFAOYSA-N 0.000 claims 1
• YKBDFPILEUOTGX-UHFFFAOYSA-N 2-(4-cyclopropylsulfonylpyrazolo[3,4-b]pyridin-1-yl)-n-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound S1C(F)=CN=C1NC(=O)C(N1C2=NC=CC(=C2C=N1)S(=O)(=O)C1CC1)CC1CCOCC1 YKBDFPILEUOTGX-UHFFFAOYSA-N 0.000 claims 1
• DISGNCPYSOHNKL-UHFFFAOYSA-N 2-(4-cyclopropylsulfonylpyrazolo[3,4-c]pyridin-1-yl)-3-(oxan-4-yl)-n-pyrazin-2-ylpropanamide Chemical compound C1COCCC1CC(N1C2=CN=CC(=C2C=N1)S(=O)(=O)C1CC1)C(=O)NC1=CN=CC=N1 DISGNCPYSOHNKL-UHFFFAOYSA-N 0.000 claims 1
• RYFMDZKJPZKOAK-UHFFFAOYSA-N 2-(4-cyclopropylsulfonylpyrazolo[3,4-c]pyridin-1-yl)-n-(1-methylpyrazol-3-yl)-3-(oxan-4-yl)propanamide Chemical compound CN1C=CC(NC(=O)C(CC2CCOCC2)N2C3=CN=CC(=C3C=N2)S(=O)(=O)C2CC2)=N1 RYFMDZKJPZKOAK-UHFFFAOYSA-N 0.000 claims 1
• KUFXUEYIWPFSHN-UHFFFAOYSA-N 2-(4-cyclopropylsulfonylpyrazolo[3,4-c]pyridin-1-yl)-n-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound S1C(F)=CN=C1NC(=O)C(N1C2=CN=CC(=C2C=N1)S(=O)(=O)C1CC1)CC1CCOCC1 KUFXUEYIWPFSHN-UHFFFAOYSA-N 0.000 claims 1
• DSXYFRHBEHZZQH-UHFFFAOYSA-N 2-(4-tert-butylsulfonylpyrazol-1-yl)-n-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound C1=C(S(=O)(=O)C(C)(C)C)C=NN1C(C(=O)NC=1SC(F)=CN=1)CC1CCOCC1 DSXYFRHBEHZZQH-UHFFFAOYSA-N 0.000 claims 1
• PAGQQIDOMGYXDP-UHFFFAOYSA-N 2-(5-bromo-4-cyclopropylsulfonylindazol-1-yl)-n-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound S1C(F)=CN=C1NC(=O)C(N1C2=CC=C(Br)C(=C2C=N1)S(=O)(=O)C1CC1)CC1CCOCC1 PAGQQIDOMGYXDP-UHFFFAOYSA-N 0.000 claims 1
• LHLXLDHLVGXFIB-UHFFFAOYSA-N 2-(6-amino-4-cyclopropylsulfonylindazol-1-yl)-n-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound C12=CC(N)=CC(S(=O)(=O)C3CC3)=C2C=NN1C(C(=O)NC=1SC(F)=CN=1)CC1CCOCC1 LHLXLDHLVGXFIB-UHFFFAOYSA-N 0.000 claims 1
• IVRYXUUZXGHGFF-UHFFFAOYSA-N 2-(6-amino-4-cyclopropylsulfonylpyrazolo[3,4-b]pyridin-1-yl)-3-(oxan-4-yl)-n-pyrazin-2-ylpropanamide Chemical compound C12=NC(N)=CC(S(=O)(=O)C3CC3)=C2C=NN1C(C(=O)NC=1N=CC=NC=1)CC1CCOCC1 IVRYXUUZXGHGFF-UHFFFAOYSA-N 0.000 claims 1
• OBGVCTJLPZNXIW-UHFFFAOYSA-N 2-(6-amino-4-cyclopropylsulfonylpyrazolo[3,4-b]pyridin-1-yl)-n-(1-methylpyrazol-3-yl)-3-(oxan-4-yl)propanamide Chemical compound CN1C=CC(NC(=O)C(CC2CCOCC2)N2C3=NC(N)=CC(=C3C=N2)S(=O)(=O)C2CC2)=N1 OBGVCTJLPZNXIW-UHFFFAOYSA-N 0.000 claims 1
• UKOHLYFBEQVKRW-UHFFFAOYSA-N 2-(6-chloro-4-cyclopropylsulfonylindazol-1-yl)-3-(oxan-4-yl)-n-pyrazin-2-ylpropanamide Chemical compound C12=CC(Cl)=CC(S(=O)(=O)C3CC3)=C2C=NN1C(C(=O)NC=1N=CC=NC=1)CC1CCOCC1 UKOHLYFBEQVKRW-UHFFFAOYSA-N 0.000 claims 1
• SQLBLEQZFKLJDH-UHFFFAOYSA-N 2-(6-chloro-4-cyclopropylsulfonylindazol-1-yl)-n-(1-methylpyrazol-3-yl)-3-(oxan-4-yl)propanamide Chemical compound CN1C=CC(NC(=O)C(CC2CCOCC2)N2C3=CC(Cl)=CC(=C3C=N2)S(=O)(=O)C2CC2)=N1 SQLBLEQZFKLJDH-UHFFFAOYSA-N 0.000 claims 1
• YILOROXHYKMRCS-UHFFFAOYSA-N 2-(6-chloro-4-cyclopropylsulfonylindazol-1-yl)-n-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound S1C(F)=CN=C1NC(=O)C(N1C2=CC(Cl)=CC(=C2C=N1)S(=O)(=O)C1CC1)CC1CCOCC1 YILOROXHYKMRCS-UHFFFAOYSA-N 0.000 claims 1
• SLJARFDWGUAKRU-UHFFFAOYSA-N 2-(6-cyano-4-cyclopropylsulfonylindazol-1-yl)-3-(oxan-4-yl)-n-pyrazin-2-ylpropanamide Chemical compound C1COCCC1CC(N1C2=CC(=CC(=C2C=N1)S(=O)(=O)C1CC1)C#N)C(=O)NC1=CN=CC=N1 SLJARFDWGUAKRU-UHFFFAOYSA-N 0.000 claims 1
• XLQHBYCHEWPRHA-UHFFFAOYSA-N 2-(6-cyano-4-cyclopropylsulfonylindazol-1-yl)-n-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound S1C(F)=CN=C1NC(=O)C(N1C2=CC(=CC(=C2C=N1)S(=O)(=O)C1CC1)C#N)CC1CCOCC1 XLQHBYCHEWPRHA-UHFFFAOYSA-N 0.000 claims 1
• HHMLIFYECSOCDL-UHFFFAOYSA-N 2-(7-chloro-4-cyclopropylsulfonylindazol-1-yl)-n-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound S1C(F)=CN=C1NC(=O)C(N1C2=C(Cl)C=CC(=C2C=N1)S(=O)(=O)C1CC1)CC1CCOCC1 HHMLIFYECSOCDL-UHFFFAOYSA-N 0.000 claims 1
• XZUPKYAWZRPHSJ-UHFFFAOYSA-N 2-[4-(4-chlorophenyl)sulfonylpyrazol-1-yl]-n-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound S1C(F)=CN=C1NC(=O)C(N1N=CC(=C1)S(=O)(=O)C=1C=CC(Cl)=CC=1)CC1CCOCC1 XZUPKYAWZRPHSJ-UHFFFAOYSA-N 0.000 claims 1
• FYMSKXUOYCTAIF-UHFFFAOYSA-N 2-[4-cyclopropylsulfonyl-5-(difluoromethoxy)indazol-1-yl]-n-(5-fluoro-1,3-thiazol-2-yl)-3-(oxan-4-yl)propanamide Chemical compound FC(F)OC1=CC=C2N(C(CC3CCOCC3)C(=O)NC=3SC(F)=CN=3)N=CC2=C1S(=O)(=O)C1CC1 FYMSKXUOYCTAIF-UHFFFAOYSA-N 0.000 claims 1
• ANRNYESBSXLHOJ-UHFFFAOYSA-N 2-[4-cyclopropylsulfonyl-6-(difluoromethoxy)indazol-1-yl]-n-(1-methylpyrazol-3-yl)-3-(oxan-4-yl)propanamide Chemical compound CN1C=CC(NC(=O)C(CC2CCOCC2)N2C3=CC(OC(F)F)=CC(=C3C=N2)S(=O)(=O)C2CC2)=N1 ANRNYESBSXLHOJ-UHFFFAOYSA-N 0.000 claims 1
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