PATENT CLAIM ANALYSIS

Application Number: 16045358
Application Type: Utility
Filing Date: 2018-07
Publication Date: 2019-02
Patent Classification: ["544", "281000"]

Abstract:
This application relates to compounds of Formula (I): or pharmaceutically acceptable salts or stereoisomers thereof, which are inhibitors of PI3K-γ which are useful for the treatment of disorders such as autoimmune diseases, cancer, cardiovascular diseases, and neurodegenerative diseases.

Claim (Index 1):
A compound of Formula (II): or a pharmaceutically acceptable salt thereof; wherein:\n X 1  and X 2  are each independently C or N, provided X 1  and X 2  are not simultaneously N; \n X 3  is N, NR 3a , or CR 3 ; \n X 4  is N, NR 4a , or CR 4 ; \n X 5  is N, NR 5a , or CR 5 ; \n W is CH or N; \n  is a single bond or a double bond to maintain ring A being aromatic; \n R 1  is H, C 1-6  alkyl, C 2-6  alkenyl, C 2-6  alkynyl, C 1-6  haloalkyl, C 3-6  cycloalkyl or 4-10 membered heterocycloalkyl, wherein C 1-6  alkyl, C 2-6  alkenyl, C 2-6  alkynyl, C 1-6  haloalkyl, C 3-6  cycloalkyl, and 4-10 membered heterocycloalkyl are each optionally substituted with 1, 2 or 3 independently selected R j  substituents; \n R 2  is OR 13 , C 3-6  cycloalkyl, 4-10 membered heterocycloalkyl, C 6-10  aryl, or 5-10 membered heteroaryl, wherein the C 3-6  cycloalkyl, 4-10 membered heterocycloalkyl, C 6-10  aryl, and 5-10 membered heteroaryl of R 2  are each optionally substituted with 1, 2, 3, 4, or 5 independently selected R substituents; \n R 3 , R 4 , R 5  and R 6  are each independently selected from H, halo, C 1-6  alkyl, C 2-6  alkenyl, C 2-6  alkynyl, C 1-6  haloalkyl, C 1-6  haloalkoxy, C 6-10  aryl, C 3-10  cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C 6-10  aryl-C 1-4  alkyl-, C 3-10  cycloalkyl-C 1-4  alkyl-, (5-10 membered heteroaryl)-C 1-4  alkyl-, (4-10 membered heterocycloalkyl)-C 1-4  alkyl-, CN, NO 2 , OR a , SR a , NHOR a , C(O)R a , C(O)NR a R a , C(O)OR a , OC(O)R a , OC(O)NR a R a , NHR a , NR a R a , NR a C(O)R a , NR a C(O)OR a , NR a C(O)NR a R a , C(\u2550NR a )R a , C(\u2550NR a )NR a R a , NR a C(\u2550NR a )NR a R a , NR a S(O)R a , NR a S(O) 2 R a , NR a S(O) 2 NR a R a , S(O)R a , S(O)NR a R a , S(O) 2 R a , and S(O) 2 NR a R a , wherein the C 1-6  alkyl, C 2-6  alkenyl, C 2-6  alkynyl, C 6-10  aryl, C 3-10  cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C 6-10  aryl-C 1-4  alkyl-, C 3-10  cycloalkyl-C 1-4  alkyl-, (5-10 membered heteroaryl)-C 1-4  alkyl-, and (4-10 membered heterocycloalkyl)-C 1-4  alkyl- of R 3 , R 4 , R 5 , and R 6  are each optionally substituted with 1, 2, 3, or 4 independently selected R b  substituents; \n R 3a , R 4a , and R 5a  are each independently selected from H, C 1-6  alkyl, C 2-6  alkenyl, C 2-6  alkynyl, C 1-6  haloalkyl, C 6-10  aryl, C 3-10  cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C 6-10  aryl-C 1-4  alkyl-, C 3-10  cycloalkyl-C 1-4  alkyl-, (5-10 membered heteroaryl)-C 1-4  alkyl-, (4-10 membered heterocycloalkyl)-C 1-4  alkyl-, C(O)R a , C(O)NR a R a , C(O)OR a , C(\u2550NR a )R a , C(\u2550NR a )NR a R a , S(O)R a , S(O)NR a R a , S(O) 2 R a , and S(O) 2 NR a R a , wherein the C 1-6  alkyl, C 2-6  alkenyl, C 2-6  alkynyl, C 6-10  aryl, C 3-10  cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C 6-10  aryl-C 1-4  alkyl-, C 3-10  cycloalkyl-C 1-4  alkyl-, (5-10 membered heteroaryl)-C 1-4  alkyl-, and (4-10 membered heterocycloalkyl)-C 1-4  alkyl- of R 3a , R 4a , and R 5a  are each optionally substituted with 1, 2, 3, or 4 independently selected R b  substituents; \n R 7  is selected from H, halo, CN, \u2014OH, \u2014C(O)O(C 1-4  alkyl), \u2014C(O)NH 2 , \u2014C(O)NH(C 1-4 alkyl), \u2014C(O)N(C 1-4  alkyl) 2 , (C 1-4  alkyl)C(O)NH\u2014, (C 1-4  alkyl)C(O)\u2014, C 1-4  alkylthio, \u2014NH(C 1-4  alkyl), \u2014N(C 1-4  alkyl) 2 , C 1-4  alkyl, C 1-4  alkoxy, C 1-4  haloalkyl, C 1-4  haloalkoxy, \u2014SO 2 (C 1-4  alkyl), \u2014SO 2 NH(C 1-4  alkyl), \u2014SO 2 N(C 1-4  alkyl) 2 , (C 1-4  alkyl)SO 2 NH\u2014, 4-10 membered heterocycloalkyl, and 5-10 membered heteroaryl, wherein the \u2014C(O)O(C 1-4  alkyl), \u2014C(O)NH(C 1-4  alkyl), \u2014C(O)N(C 1-4  alkyl) 2 , (C 1-4  alkyl)C(O)NH\u2014, (C 1-4  alkyl)C(O)\u2014, C 1-4  alkylthio, \u2014NH(C 1-4  alkyl), \u2014N(C 1-4  alkyl) 2 , C 1-4  alkyl, C 1-4  alkoxy, C 1-4  haloalkyl, C 1-4  haloalkoxy, \u2014SO 2 (C 1-4  alkyl), \u2014SO 2 NH(C 1-4  alkyl), \u2014SO 2 N(C 1-4  alkyl) 2 , (C 1-4  alkyl)SO 2 NH\u2014, 4-10 membered heterocycloalkyl, and 5-10 membered heteroaryl groups of R 7  are each optionally substituted with 1 or 2 independently selected R q  substituents; \n R 8  and R 9  are each independently H, halo, CN, \u2014OH, \u2014C(O)O(C 1-4  alkyl), \u2014C(O)NH 2 , \u2014C(O)NH(C 1-4  alkyl), \u2014C(O)N(C 1-4  alkyl) 2 , (C 1-4  alkyl)C(O)NH\u2014, (C 1-4  alkyl)C(O)\u2014, C 1-4  alkylthio, \u2014NH(C 1-4  alkyl), \u2014N(C 1-4  alkyl) 2 , C 1-4  alkyl, C 1-4  alkoxy, C 1-4  haloalkyl, C 1-4  haloalkoxy, \u2014SO 2 (C 1-4  alkyl), \u2014SO 2 NH(C 1-4  alkyl), \u2014SO 2 N(C 1-4  alkyl) 2 , and (C 1-4  alkyl)SO 2 NH\u2014, wherein the \u2014C(O)O(C 1-4  alkyl), \u2014C(O)NH(C 1-4  alkyl), \u2014C(O)N(C 1-4  alkyl) 2 , (C 1-4  alkyl)C(O)NH\u2014, (C 1-4  alkyl)C(O)\u2014, C 1-4  alkylthio, \u2014NH(C 1-4  alkyl), \u2014N(C 1-4  alkyl) 2 , C 1-4  alkyl, C 1-4  alkoxy, C 1-4  haloalkyl, C 1-4  haloalkoxy, \u2014SO 2 (C 1-4  alkyl), \u2014SO 2 NH(C 1-4  alkyl), \u2014SO 2 N(C 1-4  alkyl) 2  and (C 1-4  alkyl)SO 2 NH\u2014 groups of R 8  and R 9  are each optionally substituted with 1 or 2 independently selected R q  substituents; \n each R 12  is an independently selected C 1-6  alkyl group; \n R 13  is H or C 1-6  alkyl optionally substituted with 1, 2 or 3 independently selected R q  substituents; \n each R a  is independently selected from H, C 1-6  alkyl, C 1-4  haloalkyl, C 2-6  alkenyl, C 2-6  alkynyl, C 6-10  aryl, C 3-10  cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C 6-10  aryl-C 1-4  alkyl-, C 3-10  cycloalkyl-C 1-4  alkyl-, (5-10 membered heteroaryl)-C 1-4  alkyl-, and (4-10 membered heterocycloalkyl)-C 1-4  alkyl-, wherein the C 1-6  alkyl, C 2-6  alkenyl, C 2-6  alkynyl, C 6-10  aryl, C 3-10  cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C 6-10  aryl-C 1-4  alkyl-, C 3-10  cycloalkyl-C 1-4  alkyl-, (5-10 membered heteroaryl)-C 1-4  alkyl- and (4-10 membered heterocycloalkyl)-C 1-4  alkyl- of R a  are each optionally substituted with 1, 2, 3, 4, or 5 independently selected R d  substituents; \n or any two R a  substituents together with the nitrogen atom to which they are attached form a 4-, 5-, 6-, 7-, 8-, 9- or 10-membered heterocycloalkyl group optionally substituted with 1, 2 or 3 R h  substituents; \n each R b  is independently selected from halo, C 1-4  alkyl, C 1-4  haloalkyl, C 1-4  haloalkoxy, C 6-10  aryl, C 3-10  cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C 6-10  aryl-C 1-4  alkyl-, C 3-10  cycloalkyl-C 1-4  alkyl-, (5-10 membered heteroaryl)-C 1-4  alkyl-, (4-10 membered heterocycloalkyl)-C 1-4  alkyl-, CN, OH, NH 2 , NO 2 , NHOR c , OR c , SR c , C(O)R c , C(O)NR c R c , C(O)OR c , OC(O)R c , OC(O)NR c R c , C(\u2550NR c )NR c R c , NR c C(\u2550NR c )NR c R c , NHR c , NR c R c , NR c C(O)R c , NR c C(O)OR c , NR c C(O)NR c R c , NR c S(O)R c , NR c S(O) 2 R c , NR c S(O) 2 NR c R c , S(O)R c , S(O)NR c R c , S(O) 2 R c  and S(O) 2 NR c R c ; wherein the C 1-4  alkyl, C 1-4  haloalkyl, C 1-4  haloalkoxy, C 6-10  aryl, C 3-10  cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C 6-10  aryl-C 1-4  alkyl-, C 3-10  cycloalkyl-C 1-4  alkyl-, (5-10 membered heteroaryl)-C 1-4  alkyl- and (4-10 membered heterocycloalkyl)-C 1-4  alkyl- of R b  are each further optionally substituted with 1, 2, or 3 independently selected R d  substituents; \n each R c  is independently selected from H, C 1-6  alkyl, C 1-4  haloalkyl, C 2-6  alkenyl, C 2-6  alkynyl, C 6-10  aryl, C 3-10  cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C 6-10  aryl-C 1-4  alkyl-, C 3-10  cycloalkyl-C 1-4  alkyl-, (5-10 membered heteroaryl)-C 1-4  alkyl-, and (4-10 membered heterocycloalkyl)-C 1-4  alkyl-, wherein the C 1-6  alkyl, C 2-6  alkenyl, C 2-6  alkynyl, C 6-10  aryl, C 3-10  cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C 6-10  aryl-C 1-4  alkyl-, C 3-10  cycloalkyl-C 1-4  alkyl-, (5-10 membered heteroaryl)-C 1-4  alkyl- and (4-10 membered heterocycloalkyl)-C 1-4  alkyl- of R c  are each optionally substituted with 1, 2, 3, 4, or 5 independently selected R f  substituents; \n or any two R c  substituents together with the nitrogen atom to which they are attached form a 4-, 5-, 6-, or 7-membered heterocycloalkyl group optionally substituted with 1, 2, or 3 independently selected R h  substituents; \n each R d  is independently selected from halo, C 1-4  alkyl, C 1-4  haloalkyl, C 3-10  cycloalkyl, 4-10 membered heterocycloalkyl, CN, NH 2 , NHOR e , OR e , SR e , C(O)R e , C(O)NR e R e , C(O)OR e , OC(O)R e , OC(O)NR e R e , NHR e , NR e R e , NR e C(O)R e , NR e C(O)NR e R e , NR e C(O)OR e , C(\u2550NR e )NR e R e , NR e C(\u2550NR e )NR e R e , S(O)R e , S(O)NR e R e , S(O) 2 R e , NR e S(O) 2 R e , NR e S(O) 2 NR e R e , and S(O) 2 NR e R e , wherein the C 1-4  alkyl, C 3-10  cycloalkyl and 4-10 membered heterocycloalkyl of R d  are each further optionally substituted with 1, 2, or 3 independently selected R q  substituents; \n each R f  is independently selected from C 1-4  alkyl, C 1-4  haloalkyl, C 2-6  alkenyl, C 2-6  alkynyl, C 6-10  aryl, C 3-10  cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C 6-10  aryl-C 1-4  alkyl-, C 3-10  cycloalkyl-C 1-4  alkyl-, (5-10 membered heteroaryl)-C 1-4  alkyl-, and (4-10 membered heterocycloalkyl)-C 1-4  alkyl-, halo, CN, NHOR g , OR g , SR g , C(O)R, C(O)NR g R g , C(O)OR g , OC(O)R g , OC(O)NR g R g , NHR g , NR g R g , NR g C(O)R g , NR g C(O)NR g R g , NR g C(O)OR g , C(\u2550NR g )NR g R g , NR g C(\u2550NR g )NR g R g , S(O)R g , S(O)NR g R g , S(O) 2 R, NR g S(O) 2 R g , NR g S(O) 2 NR g R g , and S(O) 2 NR g R g ; wherein the C 1-4  alkyl, C 1-4  haloalkyl, C 2-6  alkenyl, C 2-6  alkynyl, C 6-10  aryl, C 3-10  cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C 6-10  aryl-C 1-4  alkyl-, C 3-10  cycloalkyl-C 1-4  alkyl-, (5-10 membered heteroaryl)-C 1-4  alkyl-, and (4-10 membered heterocycloalkyl)-C 1-4  alkyl- of R f  are each optionally substituted with 1, 2, 3, 4, or 5 independently selected R n  substituents; \n each R g  is independently selected from H, C 1-6  alkyl, C 1-4  haloalkyl, C 2-6  alkenyl, C 2-6  alkynyl, C 6-10  aryl, C 3-10  cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C 6-10  aryl-C 1-4  alkyl-, C 3-10  cycloalkyl-C 1-4  alkyl-, (5-10 membered heteroaryl)-C 1-4  alkyl-, and (4-10 membered heterocycloalkyl)-C 1-4  alkyl-, wherein the C 1-6  alkyl, C 2-6  alkenyl, C 2-6  alkynyl, C 6-10  aryl, C 3-10  cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C 6-10  aryl-C 1-4  alkyl-, C 3-10  cycloalkyl-C 1-4  alkyl-, (5-10 membered heteroaryl)-C 1-4  alkyl- and (4-10 membered heterocycloalkyl)-C 1-4  alkyl- of R g  are each optionally substituted with 1, 2, or 3 independently selected R p  substituents; \n each R h  is selected from C 1-6  alkyl, C 3-10  cycloalkyl, 4-7 membered heterocycloalkyl, C 6 -10 aryl, 5-6 membered heteroaryl, C 3-10  cycloalkyl-C 1-4  alkyl-, (5-6 membered heteroaryl)-C 1-4  alkyl-, (4-7 membered heterocycloalkyl)-C 1-4  alkyl-, C 1-6  haloalkyl, C 2-6  alkenyl, C 2-6  alkynyl, halo, CN, OR i , SR i , NHOR i , C(O)R i , C(O)NR i R i , C(O)OR i , OC(O)R i , OC(O)NR i R i , NHR i , NR i R i , NR i C(O)R i , NR i C(O)NR i R i , NR i C(O)OR i , C(\u2550NR i )NR i R i , NR i C(\u2550NR i )NR i R i , S(O)R i , S(O)NR i R i , S(O) 2 R i , NR i S(O) 2 R i , NR i S(O) 2 NR i R i , and S(O) 2 NR i R i , wherein the C 1-6  alkyl, C 3-10  cycloalkyl, 4-7 membered heterocycloalkyl, C 6-10  aryl, 5-6 membered heteroaryl, C 3-10  cycloalkyl-C 1-4  alkyl-, (5-6 membered heteroaryl)-C 1-4  alkyl-, (4-7 membered heterocycloalkyl)-C 1-4  alkyl- of R h  are each further optionally substituted with 1, 2, or 3 independently selected R 3  substituents; \n or two R h  groups attached to the same carbon atom of the 4- to 10-membered heterocycloalkyl taken together with the carbon atom to which they attach form a C 3-6  cycloalkyl or 4- to 6-membered heterocycloalkyl having 1-2 heteroatoms as ring members selected from O, N or S; \n each R j  substituent is independently selected from C 3-6  cycloalkyl, C 6-10  aryl, 5 or 6-membered heteroaryl, C 2-4  alkenyl, C 2-4  alkynyl, halo, C 1-4  alkyl, C 1-4  haloalkyl, CN, NHOR k , OR k , SR k , C(O)R k , C(O)NR k R k , C(O)OR k , OC(O)R k , OC(O)NR k R k , NHR k , NR k R k , NR k C(O)R k , NR k C(O)NR k R k , NR k C(O)OR k , C(\u2550NR k )NR k R k , NR k C(\u2550NR k )NR k R k , S(O)R k , S(O)NR k R k , S(O) 2 R k , NR k S(O) 2 R k , NR k S(O) 2 NR k R k , and S(O) 2 NR k R k ; \n each R n  is independently selected from C 1-4  alkyl, C 1-4  haloalkyl, halo, CN, R o , NHOR o , OR o , SR o , C(O)R o , C(O)NR o R o , C(O)OR o , OC(O)R o , OC(O)NR o R o , NHR o , NR o R o , NR o C(O)R o , NR o C(O)NR o R o , NR o C(O)OR o , C(\u2550NR o )NR o R o , NR o C(\u2550NR)NR o R o , S(O)R o , S(O)NR o R o , S(O) 2 R o , NR o S(O) 2 R o , NR o S(O) 2 NR o R o , and S(O) 2 NR o R o ; and \n each R e , R i , R k , R o  or R p  is independently selected from H, C 1-4  alkyl, C 1-4  haloalkyl, C 2-4  alkenyl, C 2-4  alkynyl, C 3-6  cycloalkyl, C 6-10  aryl, and 5 or 6-membered heteroaryl; wherein the C 1-4  alkyl, C 1-4  haloalkyl, C 2-4  alkenyl, C 2-4  alkynyl, C 3-6  cycloalkyl, C 6-10  aryl, 5 or 6-membered heteroaryl of R e , R i , R k , R o  or R p  are each optionally substituted with 1, 2 or 3 independently selected R q  substituents; \n or any two R e  substituents together with the nitrogen atom to which they are attached form a 4-, 5-, 6-, or 7-membered heterocycloalkyl group optionally substituted with 1, 2, or 3 independently selected R h  substituents; \n or any two R g  substituents together with the nitrogen atom to which they are attached form a 4-, 5-, 6-, or 7-membered heterocycloalkyl group optionally substituted with 1, 2, or 3 independently selected R h  substituents; \n or any two R i  substituents together with the nitrogen atom to which they are attached form a 4-, 5-, 6-, or 7-membered heterocycloalkyl group optionally substituted with 1, 2, or 3 independently selected R h  substituents; \n or any two R k  substituents together with the nitrogen atom to which they are attached form a 4-, 5-, 6-, or 7-membered heterocycloalkyl group optionally substituted with 1, 2, or 3 independently selected R h  substituents; \n or any two R o  substituents together with the nitrogen atom to which they are attached form a 4-, 5-, 6-, or 7-membered heterocycloalkyl group optionally substituted with 1, 2, or 3 independently selected R h  substituents; and \n each R q  is independently selected from OH, CN, \u2014COOH, NH 2 , halo, C 1-4  alkyl, C 1-4  alkoxy, C 1-4  alkylthio, phenyl, 5-6 membered heteroaryl, C 3-6  cycloalkyl, NHR 12 , NR 12 R 12 , and C 1-4  haloalkoxy, wherein the C 1-4  alkyl, phenyl and 5-6 membered heteroaryl of R are each optionally substituted with OH, CN, \u2014COOH, NH 2 , C 1-4  alkoxy, C 3-10  cycloalkyl, and 4-6 membered heterocycloalkyl.

Metadata:
- Claim Count in Document: 2.0
- Percentile: 95.0
- Lexical Diversity: 1.27778
- Patent Class: 544.0
- Transitional Phrase Type: none
- Component Type: 0
- Foreign Priority: False
- Related Applications: ['15343375', '15631417', '13085643', '13329532', '14872881']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.8272098782635361
- 35 USC 102 Novelty (BERT): 0.5972621806676135
- Combined Prediction Score: 0.8042151085039438
- Mean Citation Score: 421.74511
- Max Citation Score: 495.84445
- Similarity Product: 372.7378505838664

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

Dataset: test