PATENT CLAIM ANALYSIS

Application Number: 16315800
Application Type: Utility
Filing Date: 2019-01
Publication Date: 2019-06
Patent Classification: ["546", "255000"]

Abstract:
The present disclosure generally relates to compounds of formula (I), wherein R 2  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.

Claim (Index 1):
A compound of formula (I): or a pharmaceutically acceptable salt thereof, wherein: m is 0, 1, or 2; R 1  is selected from hydrogen, haloC 1 -C 4 alkyl, hydroxyC 1 -C 4 alkyl, \u2014(CH 2 ) n X, and \u2014(CH 2 ) n Ar; wherein\n n is 1, 2, 3, or 4; \n X is selected from hydrogen, \u2014CH 3 , \u2014CF 3 , C 1 -C 4 alkoxy, \u2014N(CH 3 ) 2 , C 3 -C 6 cycloalkyl, CN, \u2014CO 2 R g , \u2014C(O)NH 2 , \n morpholinyl, tetrahydropyranyl, pyrrolidonyl optionally substituted with a hydroxy group, and piperidinyl optionally substituted with one or two groups independently selected from C 1 -C 4 alkyl, carboxy, hydroxy, and C 1 -C 4 alkoxycarbonyl; wherein R g  is selected from hydrogen and C 1 -C 4 alkyl;\n 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 C 1 -C 4 alkoxy, C 1 -C 4 alkoxycarbonyl, C 1 -C 4 alkoxycarbonylamino, C 1 -C 4 alkyl, C 1 -C 4 alkylcarbonyl, C 1 -C 4 alkylsulfonyl, amido, amidoC 1 -C 4 alkyl, \u2014(CH 2 ) q CO 2 C 1 -C 4 alkyl, \u2014(CH 2 ) q OH, carboxy, cyano, formyl, halo, haloC 1 -C 4 alkyl, haloC 1 -C 4 alkoxy, 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; \n R 2  is selected from \u2003wherein\n R n  is selected from hydrogen, C 1 -C 3 alkyl, halo, and haloC 1 -C 3 alkyl; \n Y is selected from hydrogen, C 1 -C 3 alkoxy, C 1 -C 3 alkyl, cyano, and halo; \n R 5  is phenyl or a monocyclic or bicyclic 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 C 1 -C 3 alkyl, cyano, formyl, halo, haloC 1 -C 3 alkoxy, haloC 1 -C 3 alkyl, hydroxy, oxo, -L-(CH 2 ) m\u2032 NR c R d , -L-(CH 2 ) m\u2032 OH, \u2003wherein\n L is selected from a bond, \u2014CH 2 , \u2014NHC(O)\u2014, \u2014C(O)NH\u2014, and \u2014O\u2014; provided that L is \u2014CH 2 \u2014 when it is attached to the parent molecular moiety through a nitrogen atom in the heterocycle; \n m\u2032 is 1, 2, 3, or 4; provided that when m\u2032 is 1, L is a bond that is attached to the parent molecular moiety through a carbon atom; \n t is 0, 1, 2, or 3; \n z is 1, 2, or 3; \n each R z  is independently selected from C 1 -C 4 alkoxy, C 1 -C 4 alkoxycarbonyl, C 1 -C 4 alkoxycarbonylC 1 -C 4 alkyl, C 1 -C 4 alkyl, C 1 -C 4 alkylamido, C 1 -C 4 alkylamino, C 1 -C 4 alkylcarbonyl, amido, carboxy, carboxyC 1 -C 4 alkyl, cyano, di(C 1 -C 4 alkyl)amido, di(C 1 -C 4 alkyl)amino, halo, haloC 1 -C 4 alkoxy, haloC 1 -C 4 alkyl, hydroxy, hydroxyC 1 -C 4 alkyl, \u2014NR c R d , (NR c R d )C 1 -C 4 alkyl, \u2014NR e R f , (NR e R f )C 1 -C 4 alkyl, phenyl, and phenylC 1 -C 4 alkyl; wherein R e  and R f , together with the atom to which they are attached, form a ring selected from morpholine and \n R c  and R d  are independently selected from hydrogen, C 2 -C 4 alkenylcarbonyl, C 1 -C 4 alkoxycarbonyl, C 1 -C 6 alkyl, C 1 -C 4 alkylcarbonyl, amidoC 1 -C 4 alkyl, aminoC 1 -C 4 alkyl, arylC 1 -C 4 alkyl, C 3 -C 10 cycloalkyl, (C 3 -C 10 cycloalkyl)C 1 -C 4 alkyl, haloC 1 -C 4 alkylcarbonyl, heteroarylC 1 -C 4 alkyl, and hydroxyC 1 -C 4 alkyl; wherein the alkyl part of the amidoC 1 -C 4 alkyl, the aminoC 1 -C 4 alkyl, the arylC 1 -C 4 alkyl, the (C 3 -C 10 cycloalkyl)C 1 -C 4 alkyl, and the heteroarylC 1 -C 4 alkyl is optionally substituted with one or two groups independently selected from carboxy and hydroxy; wherein the alkyl part of the hydroxyC 1 -C 4 alkyl is optionally substituted with one or two groups independently selected from carboxy and hydroxy; and wherein the aryl part of the arylC 1 -C 4 alkyl, the C 3 -C 10 cycloalkyl, the cycloalkyl part of the (C 3 -C 10 cycloalkyl)C 1 -C 4 alkyl and the heteroaryl part of the heteroarylC 1 -C 4 alkyl are each optionally substituted with one, two, or three groups independently selected from C 1 -C 4 alkoxycarbonyl, C 1 -C 4 alkyl, and halo;\n Q is selected from S, O, and \u2014NR p ; wherein R P  is selected from hydrogen, C 1 -C 4 alkyl, C 1 -C 4 alkylamidoC 1 -C 4 alkyl, C 1 -C 4 alkylaminoC 1 -C 4 alkyl, amidoC 1 -C 4 alkyl, aminoC 1 -C 4 alkyl, di(C 1 -C 4 alkyl)amidoC 1 -C 4 alkyl, di(C 1 -C 4 alkyl)aminoC 1 -C 3 alkyl, hydroxyC 1 -C 4 alkyl, pyridinyl, and phenyl optionally substituted with methoxy; \n provided that when R 2  is \u2003then R 5  is other than phenyl; and\n R 6  is hydrogen, or, R 5  and R 6 , 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 C 1 -C 3 alkyl, cyano, formyl, halo, haloC 1 -C 3 alkyl, hydroxy, oxo, -L-(CH 2 ) n NR c R d , -L-(CH 2 ) n OH; \n each R 3  is independently selected from C 2 -C 4 alkenyl, C 1 -C 4 alkoxy, C 1 -C 4 alkyl, cyano, halo, and haloC 1 -C 4 alkyl; and R 4  is selected from \u2014(CH 2 ) p CHO, \u2014(CH 2 ) n\u2032 OH, and \u2014(CH 2 ) n\u2032 NR q R 8 , wherein\n p is 0, 1, 2, or 3; \n n\u2032 is 1, 2, 3, or 4; \n R q  is selected from hydrogen, C 1 -C 4 alkyl, and benzyl; and \n R 8  is selected from \n \u2003wherein\n s is 0, 1, or 2; \n z is 1, 2, or 3; \n R j  is selected from C 1 -C 3 alkyl, C 1 -C 3 alkylsulfonylC 1 -C 3 alkyl, C 1 -C 3 alkylsulfoxylC 1 -C 3 alkyl, and C 1 -C 3 alkylsulfanylC 1 -C 3 alkyl; \n R w  is \u2014CO 2 H or \u2014CONH 2 , \n R 9  is selected from hydrogen, benzyl, and methyl; \n each R 9\u2032  is independently selected from hydrogen, ethyl, and methyl; \n R 10  is selected from hydrogen, C 1 -C 3 alkyl, and benzyl; and \n R 11  is selected from C 2 -C 4 alkenyl and C 1 -C 4 alkyl; \n or R 8  and R q , together with the nitrogen atom to which they are attached, form a ring selected from \u2003wherein\n s is 0, 1, or 2; \n z is 1, 2, or 3; \n Q\u2032 is selected from CHR 13\u2032 , S, O, \u2014N(CH 2 ) 2 OH, and NCH 3 ; \n R 12  is selected from hydrogen, \u2014CO 2 H, hydroxyC 1 -C 4 alkyl, and \u2014C(O)NHSO 2 R 16 ; wherein R 16  is selected from trifluoromethyl, cyclopropyl, C 1 -C 4 alkyl, dimethylamino, 4-methylpiperazinyl, and imidazolyl substituted with a methyl group; \n R 13  is selected from hydrogen, hydroxyC 1 -C 4 alkyl, and \u2014CO 2 H; \n R 13\u2032  is selected from hydrogen, hydroxyC 1 -C 3 alkyl, and \u2014CO 2 H; and \n R 14  is selected from C 1 -C 4 alkoxycarbonyl, C 1 -C 3 alkyl, carboxy, halo, hydroxy, hydroxyC 1 -C 4 alkyl, and \u2014NR c\u2032 R d\u2032 ; wherein R c\u2032  and R d\u2032  are independently selected from hydrogen, C 1 -C 4 alkoxycarbonyl, and C 1 -C 4 alkylcarbonyl.

Metadata:
- Claim Count in Document: 13.0
- Percentile: 99.0
- Lexical Diversity: 1.41509
- Patent Class: 546.0
- Transitional Phrase Type: none
- Component Type: 0
- Foreign Priority: False
- Related Applications: ['14681772', '15689115', '14915782', '15465218', '15563697']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.820115905654655
- 35 USC 102 Novelty (BERT): 0.5679628431965092
- Combined Prediction Score: 0.7949005994088404
- Mean Citation Score: 371.860384
- Max Citation Score: 468.0484
- Similarity Product: 392.7490387188673

Labels:
- Claim Label 101: 1
- Claim Label 102: 0
- Claim Label 103: 1
- Claim Label 112: 0
- Combined Label: 0
- Label 101 Adjusted: 1

Dataset: test