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US 10,590,105 B2Granted
1,3-dihydroxy-phenyl derivatives useful as immunomodulators
AssigneeBristol-Meyers Squibb Company
InventorsKap-Sun Yeung, Katharine A. Grant-Young, Juliang Zhu, Mark G. Saulnier, David B. Frennesson, Zhaoxing Meng, Paul Michael Scola
Life of this patent
Estimating the term…
Abstract
The present disclosure generally relates to compounds of formula (I), wherein R2 is a phenyl or pyridinyl moiety, useful as immunomodulators. Provided herein are compounds, compositions comprising such compounds, and methods of their use. The disclosure further pertains to pharmaceutical compositions comprising at least one compound according to the disclosure that are useful for the treatment of various diseases, including cancer and infectious diseases.
Claims8
A compound of formula (I):
- or a pharmaceutically acceptable salt thereof, wherein:
- m is 0, 1, or 2;
- R1 is —(CH2)nAr;
- wherein
- n is 1, 2, 3, or 4;
- Ar is selected from benzodioxanyl, indazolyl, isoquinolinyl, isoxazolyl, naphthyl, oxadiazolyl, phenyl, pyridinyl, pyrimidinyl, and quinolinyl;
- wherein each ring is optionally substituted with 1, 2, 3, or 4 substituents independently selected from C1-C4alkoxy, C1-C4alkoxycarbonyl, C1-C4alkoxycarbonylamino, C1-C4alkyl, C1-C4alkylcarbonyl, C1-C4alkylsulfonyl, amido, amidoC1-C4alkyl, —(CH2)qCO2C1-C4alkyl, —(CH2)qOH, carboxy, cyano, formyl, halo, haloC1-C4alkyl, haloC1-C4alkoxy, nitro, phenyl optionally substituted with one cyano group, phenyloxy optionally substituted with one halo group, phenylcarbonyl, pyrrole, and tetrahydropyran, wherein q is 0, 1, 2, 3, or 4;
- R2 is selected from
- wherein
- Rn is selected from hydrogen, C1-C3alkyl, halo, and haloC1-C3alkyl;
- Y is selected from hydrogen, C1-C3alkoxy, C1-C3alkyl, cyano, and halo;
- R5 is phenyl or a monocyclic or bicyclic fully-unsaturated heterocycle containing five to ten atoms wherein one to four of those atoms are independently selected from nitrogen, oxygen and sulfur;
- and wherein the phenyl and the monocyclic or bicyclic group is optionally substituted with one, two, three, four, or five substituents independently selected from C1-C3alkyl, cyano, formyl, halo, haloC1-C3alkoxy, haloC1-C3alkyl, hydroxy, oxo, -L-(CH2)m′NRcRd, -L-(CH2)m′OH,
- wherein
- L is selected from a bond, —CH2, —NHC(O)—, —C(O)NH—, and —O—;
- provided that L is —CH2— when it is attached to the parent molecular moiety through a nitrogen atom in the heterocycle;
- m′ is 1, 2, 3, or 4;
- provided that when m′ is 1, L is a bond that is attached to the parent molecular moiety through a carbon atom;
- t is 0, 1, 2, or 3;
- z is 1, 2, or 3;
- each Rz is independently selected from C1-C4alkoxy, C1-C4alkoxycarbonyl, C1-C4alkoxycarbonylC1-C4alkyl, C1-C4alkyl, C1-C4alkylamido, C1-C4alkylamino, C1-C4alkylcarbonyl, amido, carboxy, carboxyC1-C4alkyl, cyano, di(C1-C4alkyl)amido, di(C1-C4alkyl)amino, halo, haloC1-C4alkoxy, haloC1-C4alkyl, hydroxy, hydroxyC1-C4alkyl, —NRcRd, (NRcRd)C1-C4alkyl, —NReRf (NReRf)C1-C4alkyl, phenyl, and phenylC1-C4alkyl;
- wherein Re and Rf, together with the atom to which they are attached, form a ring selected from morpholine and
- Rc and Rd are independently selected from hydrogen, C2-C4alkenylcarbonyl, C1-C4alkoxycarbonyl, C1-C6alkyl, C1-C4alkylcarbonyl, amidoC1-C4alkyl, aminoC1-C4alkyl, arylC1-C4alkyl, C3-C10cycloalkyl, (C3-C10cycloalkyl)C1-C4alkyl, haloC1-C4alkylcarbonyl, heteroarylC1-C4alkyl, and hydroxyC1-C4alkyl;
- wherein the alkyl part of the amidoC1-C4alkyl, the aminoC1-C4alkyl, the arylC1-C4alkyl, the (C3-C10cycloalkyl)C1-C4alkyl, and the heteroarylC1-C4alkyl is optionally substituted with one or two groups independently selected from carboxy and hydroxy;
- wherein the alkyl part of the hydroxyC1-C4alkyl is optionally substituted with one or two groups independently selected from carboxy and hydroxy;
- and wherein the aryl part of the arylC1-C4alkyl, the C3-C10cycloalkyl, the cycloalkyl part of the (C3-C10cycloalkyl)C1-C4alkyl and the heteroaryl part of the heteroarylC1-C4alkyl are each optionally substituted with one, two, or three groups independently selected from C1-C4alkoxycarbonyl, C1-C4alkyl, and halo;
- Q is selected from S, O, and —NRp;
- wherein Rp is selected from hydrogen, C1-C4alkyl, C1-C4alkylamidoC1-C4alkyl, C1-C4alkylaminoC1-C4alkyl, amidoC1-C4alkyl, aminoC1-C4alkyl, di(C1-C4alkyl)amidoC1-C4alkyl, di(C1-C4alkyl)aminoC1-C3alkyl, hydroxyC1-C4alkyl, pyridinyl, and phenyl optionally substituted with methoxy;
- provided that when R2 is
- then R5 is other than phenyl;
- and
- R6 is hydrogen, or, R5 and R6, together with the atoms to which they are attached, form a five- or six-membered unsaturated ring containing one or two heteroatoms independently selected from nitrogen, oxygen, and sulfur;
- wherein the ring is optionally substituted with one or two substituents independently selected from C1-C3alkyl, cyano, formyl, halo, haloC1-C3alkyl, hydroxy, oxo, -L-(CH2)nNRcRd, -L-(CH2)nOH;
- each R3 is independently selected from C2-C4alkenyl, C1-C4alkoxy, C1-C4alkyl, cyano, halo, and haloC1-C4alkyl;
- and
- R4 is —(CH2)n′NRqR8, wherein
- n′ is 1, 2, 3, or 4;
- Rq is selected from hydrogen, C1-C4alkyl, and benzyl;
- and
- R8 is selected from
- wherein
- s is 0, 1, or 2;
- z is 1, 2, or 3;
- Rj is selected from C1-C3alkyl, C1-C3alkylsulfonylC1-C3alkyl, C1-C3alkylsulfoxylC1-C3alkyl, and C1-C3alkylsulfanylC1-C3alkyl;
- Rw is —CO2H or —CONH2,
- R9 is selected from hydrogen, benzyl, and methyl;
- each R9′ is independently selected from hydrogen, ethyl, and methyl;
- R10 is selected from hydrogen, C1-C3alkyl, and benzyl;
- and
- R11 is selected from C2-C4alkenyl and C1-C4alkyl;
- or
- R8 and Rq, together with the nitrogen atom to which they are attached, form a ring selected from
- wherein
- s is 0, 1, or 2;
- z is 1, 2, or 3;
- Q′ is selected from CHR13′, S, O, —N(CH2)2OH, and NCH3;
- R12 is selected from hydrogen, —CO2H, hydroxyC1-C4alkyl,
- and —C(O)NHSO2R16;
- wherein R16 is selected from trifluoromethyl, cyclopropyl, C1-C4alkyl, dimethylamino, 4-methylpiperazinyl, and imidazolyl substituted with a methyl group;
- R13 is selected from hydrogen, hydroxyC1-C4alkyl, and —CO2H;
- R13′ is selected from hydrogen, hydroxyC1-C3alkyl, and —CO2H;
- and
- R14 is selected from C1-C4alkoxycarbonyl, C1-C3alkyl, carboxy, halo, hydroxy, hydroxyC1-C4alkyl, and —NRc′Rd′;
- wherein Rc′ and Rd′ are independently selected from hydrogen, C1-C4alkoxycarbonyl, and C1-C4alkylcarbonyl.
61 more elements
A compound of formula (I),
- or a pharmaceutically acceptable salt thereof, wherein:
- m is 1;
- R1 is —(CH2)nAr;
- wherein
- n is 1,
- Ar is pyridinyl optionally substituted with cyano;
- R2 is selected from
- wherein
- Rn is hydrogen;
- Y is C1-C3alkyl;
- R5 is phenyl or a monocyclic or bicyclic fully-unsaturated heterocycle containing five to ten atoms wherein one to four of those atoms are independently selected from nitrogen, oxygen and sulfur;
- and wherein the phenyl and the monocyclic or bicyclic group is optionally substituted with one, two, three, four, or five substituents independently selected from C1-C3alkyl, cyano, formyl, halo, haloC1-C3alkoxy, haloC1-C3alkyl, hydroxy, oxo, -L-(CH2)m′OH,
- wherein
- L is selected from a bond, —CH2—, and —O—;
- provided that L is —CH2— when it is attached to the parent molecular moiety through a nitrogen atom in the heterocycle;
- m′ is 1, 2, 3, or 4;
- provided that when m′ is 1, L is a bond that is attached to the parent molecular moiety through a carbon atom;
- t is 0, 1, 2, or 3;
- z is 1, 2, or 3;
- Rz is hydroxy;
- Rc and Rd are C1-C6alkyl;
- provided that when R2 is
- then R5 is other than phenyl;
- R6 is hydrogen,
- R3 is halo;
- and
- R4 is —(CH2)n′NRqR8, wherein
- n′ is 1;
- Rq is hydrogen;
- and
- R8 is selected from
- wherein
- s is 1;
- z is 2;
- R9 is selected from hydrogen, benzyl, and methyl;
- each R9′ is independently selected from hydrogen, ethyl, and methyl;
- and
- R10 is selected from hydrogen, C1-C3alkyl, and benzyl;
- or
- R8 and Rq, together with the nitrogen atom to which they are attached, form a ring which is
- wherein
- s is 1 or 2;
- z is 2 or 3;
- and
- R14 is selected from C1-C4alkoxycarbonyl, C1-C3alkyl, carboxy, halo, and hydroxy.
42 more elements
A compound selected from
- (R)-2-((5-chloro-2-((5-cyanopyridin-3-yl)methoxy)-4-((2-methyl-3-(quinolin-7-yl)benzyl)oxy)benzyl)amino)-3-hydroxy-2-methylpropanoic acid;
- (R)-2-((5-chloro-2-((5-cyanopyridin-3-yl)methoxy)-4-((2-methyl-3-(quinolin-3-yl)benzyl)oxy)benzyl)amino)-3-hydroxy-2-methylpropanoic acid;
- (S)-1-(5-chloro-2-((5-cyanopyridin-3-yl)methoxy)-4-((2-methyl-3-(quinolin-3-yl)benzyl)oxy)benzyl) piperidine-2-carboxylic acid;
- (R)-2-((5-chloro-2-((5-cyanopyridin-3-yl)methoxy)-4-((2-methyl-3-(quinolin-2-yl)benzyl)oxy)benzyl)amino)-3-hydroxy-2-methylpropanoic acid;
- (R)-2-((5-chloro-2-((5-cyanopyridin-3-yl)methoxy)-4-((2-methyl-3-(quinolin-6-yl)benzyl)oxy)benzyl) amino)-3-hydroxy-2-methylpropanoic acid;
- (R)-2-((5-chloro-2-((5-cyanopyridin-3-yl)methoxy)-4-((2-methyl-3-(quinoxalin-2-yl)benzyl)oxy) benzyl)amino)-3-hydroxy-2-methylpropanoic acid;
- (R)-2-((5-chloro-2-((5-cyanopyridin-3-yl)methoxy)-4-((3-(isoquinolin-3-yl)-2-methylbenzyl)oxy) benzyl)amino)-3-hydroxy-2-methylpropanoic acid;
- (R)-2-((5-chloro-2-((5-cyanopyridin-3-yl)methoxy)-4-((3-(isoquinolin-7-yl)-2-methylbenzyl)oxy) benzyl)amino)-3-hydroxy-2-methylpropanoic acid;
- (R)-2-((5-chloro-2-((5-cyanopyridin-3-yl)methoxy)-4-((3-(isoquinolin-6-yl)-2-methylbenzyl)oxy) benzyl)amino)-3-hydroxy-2-methylpropanoic acid;
- (R)-2-((4-((3-(7-bromoquinoxalin-2-yl)-2-methylbenzyl)oxy)-5-chloro-2-((5-cyanopyridin-3-yl) methoxy)benzyl)amino)-3-hydroxy-2-methylpropanoic acid;
- (R)-2-((4-((3-(benzo[d]thiazol-6-yl)-2-methylbenzyl)oxy)-5-chloro-2-((5-cyanopyridin-3-yl)methoxy) benzyl)amino)-3-hydroxy-2-methylpropanoic acid;
- (R)-2-((4-((3-(benzo[d]oxazol-5-yl)-2-methylbenzyl)oxy)-5-chloro-2-((5-cyanopyridin-3-yl)methoxy) benzyl)amino)-3-hydroxy-2-methylpropanoic acid;
- (R)-2-((4-((3-(benzofuran-5-yl)-2-methylbenzyl)oxy)-5-chloro-2-((5-cyanopyridin-3-yl)methoxy) benzyl)amino)-3-hydroxy-2-methylpropanoic acid;
- (S)-2-((4-((3-(benzofuran-5-yl)-2-methylbenzyl)oxy)-5-chloro-2-((5-cyanopyridin-3-yl)methoxy) benzyl)amino)-5-guanidinopentanoic acid;
- 2-((4-((3-(benzofuran-5-yl)-2-methylbenzyl)oxy)-5-chloro-2-((5-cyanopyridin-3-yl)methoxy)benzyl) amino)-2-methylpropanoic acid;
- 2-((4-((3-(benzo[d]oxazol-6-yl)-2-methylbenzyl)oxy)-5-chloro-2-((5-cyanopyridin-3-yl)methoxy) benzyl)amino)-2-methylpropanoic acid;
- (R)-2-((4-((3-(benzo[d]oxazol-6-yl)-2-methylbenzyl)oxy)-5-chloro-2-((5-cyanopyridin-3-yl)methoxy) benzyl)amino)-3-hydroxy-2-methylpropanoic acid;
- 2-((4-((3-(benzofuran-6-yl)-2-methylbenzyl)oxy)-5-chloro-2-((5-cyanopyridin-3-yl)methoxy)benzyl) amino)-2-methylpropanoic acid;
- (R)-2-((4-((3-(benzofuran-6-yl)-2-methylbenzyl)oxy)-5-chloro-2-((5-cyanopyridin-3-yl)methoxy) benzyl)amino)-3-hydroxy-2-methylpropanoic acid;
- (S)-1-(4-((3-(benzofuran-6-yl)-2-methylbenzyl)oxy)-5-chloro-2-((5-cyanopyridin-3-yl)methoxy) benzyl)-2-methylpyrrolidine-2-carboxylic acid;
- (R)-2-((4-((3-(benzo[d]thiazol-5-yl)-2-methylbenzyl)oxy)-5-chloro-2-((5-cyanopyridin-3-yl)methoxy) benzyl)amino)-3-hydroxy-2-methylpropanoic acid;
- 2-((4-((3-(benzo[d]thiazol-5-yl)-2-methylbenzyl)oxy)-5-chloro-2-((5-cyanopyridin-3-yl)methoxy) benzyl)amino)-2-methylpropanoic acid;
- (S)-1-(4-((3-(benzo[d]thiazol-5-yl)-2-methylbenzyl)oxy)-5-chloro-2-((5-cyanopyridin-3-yl)methoxy) benzyl)-2-methylpyrrolidine-2-carboxylic acid;
- (R)-2-((4-((3-(1H-benzo[d]imidazol-5-yl)-2-methylbenzyl)oxy)-5-chloro-2-((5-cyanopyridin-3-yl) methoxy)benzyl)amino)-3-hydroxy-2-methylpropanoic acid;
- (R)-2-((5-chloro-2-((5-cyanopyridin-3-yl)methoxy)-4-((3-(1-(2-(dimethylamino)ethyl)-1H-benzo[d]imidazol-6-yl)-2-methylbenzyl)oxy)benzyl)amino)-3-hydroxypropanoic acid;
- (R)-2-((5-chloro-2-((5-cyanopyridin-3-yl)methoxy)-4-((3-(1-(2-(dimethylamino)ethyl)-1H-benzo[d]imidazol-5-yl)-2-methylbenzyl)oxy)benzyl)amino)-3-hydroxypropanoic acid;
- 2-((5-chloro-2-((5-cyanopyridin-3-yl)methoxy)-4-((3-(1-(2-(dimethylamino)ethyl)-1H-benzo[d]imidazol-6-yl)-2-methylbenzyl)oxy)benzyl)amino)-2-methylpropanoic acid;
- 2-((5-chloro-2-((5-cyanopyridin-3-yl)methoxy)-4-((3-(1-(2-(dimethylamino)ethyl)-1H-benzo[d]imidazol-5-yl)-2-methylbenzyl)oxy)benzyl)amino)-2-methylpropanoic acid;
- (R)-5-((4-chloro-2-formyl-5-((3-(2-(2-(3-hydroxypyrrolidin-1-yl)ethyl)benzo[d]oxazol-5-yl)-2-methylbenzyl)oxy) phenoxy)methyl)nicotinonitrile;
- (R)-2-((5-chloro-2-((5-cyanopyridin-3-yl)methoxy)-4-((3-(2-(2-((R)-3-hydroxypyrrolidin-1-yl)ethyl)benzo[d]oxazol-5-yl)-2-methylbenzyl)oxy)benzyl)amino)-3-hydroxy-2-methylpropanoic acid;
- (S)-1-(5-chloro-2-((5-cyanopyridin-3-yl)methoxy)-4-((3-(2-(2-((R)-3-hydroxypyrrolidin-1-yl)ethyl)benzo[d]oxazol-5-yl)-2-methylbenzyl)oxy)benzyl)piperidine-2-carboxylic acid;
- (S)-1-(5-chloro-2-((5-cyanopyridin-3-yl)methoxy)-4-((3-(6-(3-((R)-3-hydroxypyrrolidin-1-yl) propoxy)pyridin-2-yl)-2-methylbenzyl)oxy)benzyl)piperidine-2-carboxylic acid;
- (R)-5-((4-chloro-2-(hydroxymethyl)-5-((3-(6-(3-(3-hydroxypyrrolidin-1-yl)propoxy)pyridin-2-yl)-2-methylbenzyl)oxy)phenoxy)methyl)nicotinonitrile;
- (S)-1-(5-chloro-2-((5-cyanopyridin-3-yl)methoxy)-4-((2-methyl-3-(quinoxalin-6-yl)benzyl)oxy)benzyl)piperidine-2-carboxylic acid;
- (R)-1-(5-chloro-2-((5-cyanopyridin-3-yl)methoxy)-4-((2-methyl-3-(quinoxalin-6-yl)benzyl)oxy)benzyl)piperidine-2-carboxylic acid;
- (R)-2-((5-chloro-2-((5-cyanopyridin-3-yl)methoxy)-4-((2-methyl-3-(quinoxalin-6-yl)benzyl)oxy)benzyl)amino)-3-hydroxypropanoic acid;
- (R)-2-((5-chloro-2-((5-cyanopyridin-3-yl)methoxy)-4-((2-methyl-3-(quinoxalin-6-yl)benzyl)oxy)benzyl)amino)-3-hydroxy-2-methylpropanoic acid;
- (S)-2-((5-chloro-2-((5-cyanopyridin-3-yl)methoxy)-4-((2-methyl-3-(quinoxalin-6-yl)benzyl)oxy)benzyl)amino)-3-hydroxy-2-methylpropanoic acid;
- (S)-2-((5-chloro-2-((5-cyanopyridin-3-yl)methoxy)-4-((3-(1-(3-((R)-3-hydroxypyrrolidin-1-yl)propyl)-2-oxo-1,2-dihydropyridin-3-yl)-2-methylbenzyl)oxy)benzyl)amino)-3-hydroxy-2-methylpropanoic acid;
- (R)-2-((5-chloro-2-((5-cyanopyridin-3-yl)methoxy)-4-((3-(1-(3-((R)-3-hydroxypyrrolidin-1-yl)propyl)-2-oxo-1,2-dihydropyridin-3-yl)-2-methylbenzyl)oxy)benzyl)amino)-3-hydroxy-2-methylpropanoic acid;
- (S)-1-(5-chloro-2-((5-cyanopyridin-3-yl)methoxy)-4-((3-(1-(3-((R)-3-hydroxypyrrolidin-1-yl)propyl)-2-oxo-1,2-dihydropyridin-3-yl)-2-methylbenzyl)oxy)benzyl)piperidine-2-carboxylic acid;
- (S)-2-((5-chloro-2-((5-cyanopyridin-3-yl)methoxy)-4-((3-(1-(3-((R)-3-hydroxypyrrolidin-1-yl)propyl)-2-oxo-1,2-dihydropyridin-3-yl)-2-methylbenzyl)oxy)benzyl)amino)-3-hydroxypropanoic acid;
- 5-((4-chloro-5-((3-(3-chloro-2-(3-(piperidin-1-yl)propoxy)pyridin-4-yl)-2-methylbenzyl)oxy)-2-(((1,3-dihydroxy-2-methylpropan-2-yl)amino)methyl)phenoxy)methyl)nicotinonitrile;
- (R)-5-((4-chloro-5-((3-(3-chloro-4-(3-(3-hydroxypyrrolidin-1-yl)propoxy)pyridin-2-yl)-2-methylbenzyl)oxy)-2-(((1,3-dihydroxy-2-methylpropan-2-yl)amino)methyl)phenoxy)methyl)nicotinonitrile;
- (R)-2-((5-chloro-2-((5-cyanopyridin-3-yl)methoxy)-4-((3-(1-(4-((S)-3-hydroxypyrrolidin-1-yl)butyl)-3,5-dimethyl-1H-pyrazol-4-yl)-2-methylbenzyl)oxy)benzyl)amino)-3-hydroxy-2-methylpropanoic acid;
- 5-((4-chloro-5-((3-(3-chloro-4-(3-hydroxypropoxy)pyridin-2-yl)-2-methylbenzyl)oxy)-2-(((1,3-dihydroxy-2-methylpropan-2-yl)amino)methyl)phenoxy)methyl)nicotinonitrile;
- (S)-1-(5-chloro-2-((5-cyanopyridin-3-yl)methoxy)-4-((5-(3-(3-((R)-3-hydroxypyrrolidin-1-yl)propoxy)-2-methylphenyl)-4-methylpyridin-3-yl)methoxy)benzyl)piperidine-2-carboxylic acid;
- 5-((4-chloro-2-(((2-((R)-3-hydroxypyrrolidin-1-yl)ethyl)amino)methyl)-5-((3-(4-(((2-((R)-3-hydroxypyrrolidin-1-yl)ethyl)amino)methyl)-3,5-dimethyl-1H-pyrazol-1-yl)-2-methylbenzyl)oxy)phenoxy)methyl)nicotinonitrile;
- 5-((4-chloro-2-(((R)-3-hydroxypyrrolidin-1-yl)methyl)-5-((3-(4-(((R)-3-hydroxypyrrolidin-1-yl)methyl)-3,5-dimethyl-1H-pyrazol-1-yl)-2-methylbenzyl)oxy)phenoxy)methyl)nicotinonitrile;
- (R)-5-((4-chloro-2-(((1,3-dihydroxy-2-methylpropan-2-yl)amino)methyl)-5-((5-(3-(3-(3-hydroxypyrrolidin-1-yl)propoxy)-2-methylphenyl)-4-methylpyridin-3-yl)methoxy)phenoxy)methyl)nicotinonitrile;
- (R)-2-((5-chloro-2-((5-cyanopyridin-3-yl)methoxy)-4-((3-(4-(((R)-3-hydroxypyrrolidin-1-yl)methyl)-3,5-dimethyl-1H-pyrazol-1-yl)-2-methylbenzyl)oxy)benzyl)amino)-3-hydroxy-2-methylpropanoic acid;
- (R)-2-((5-chloro-2-((5-cyanopyridin-3-yl)methoxy)-4-((3-(4-formyl-3,5-dimethyl-1H-pyrazol-1-yl)-2-methylbenzyl)oxy)benzyl)amino)-3-hydroxy-2-methylpropanoic acid
- (S)-1-(5-chloro-2-((5-cyanopyridin-3-yl)methoxy)-4-((4-(3-(3-((R)-3-hydroxypyrrolidin-1-yl)propoxy)-2-methylphenyl)-3-methylpyridin-2-yl)methoxy)benzyl)piperidine-2-carboxylic acid;
- (S)-2-((5-chloro-2-((5-cyanopyridin-3-yl)methoxy)-4-((4-(3-(3-((R)-3-hydroxypyrrolidin-1-yl)propoxy)-2-methylphenyl)-3-methylpyridin-2-yl)methoxy)benzyl)amino)-3-hydroxy-2-methylpropanoic acid;
- (R)-5-((4-chloro-2-(((1-hydroxy-2-(hydroxymethyl)butan-2-yl)amino)methyl)-5-((4-(3-(3-(3-hydroxypyrrolidin-1-yl)propoxy)-2-methylphenyl)-3-methylpyridin-2-yl)methoxy)phenoxy)methyl)nicotinonitrile;
- (S)-1-(5-chloro-2-((5-cyanopyridin-3-yl)methoxy)-4-((3-methyl-4-(2-methyl-3-(3-(piperidin-1-yl)propoxy)phenyl)pyridin-2-yl)methoxy)benzyl)piperidine-2-carboxylic acid;
- (S)-1-(4-((3-(benzo[d]oxazol-5-yl)-2-methylbenzyl)oxy)-5-chloro-2-((5-cyanopyridin-3-yl) methoxy)benzyl)piperidine-2-carboxylic acid;
- (S)-2-((5-chloro-2-((5-cyanopyridin-3-yl)methoxy)-4-((3-methyl-4-(2-methyl-3-(3-(piperidin-1-yl)propoxy)phenyl)pyridin-2-yl)methoxy)benzyl)amino)-3-hydroxy-2-methylpropanoic acid;
- and
- 5-((4-chloro-2-(((1-hydroxy-2-(hydroxymethyl)butan-2-yl)amino)methyl)-5-((3-methyl-4-(2-methyl-3-(3-(piperidin-1-yl)propoxy)phenyl)pyridin-2-yl)methoxy)phenoxy)methyl)nicotinonitrile;
- or a pharmaceutically acceptable salt thereof.
58 more elements
Dependencies are inferred from the claim text.