PATENT CLAIM ANALYSIS

Application Number: 16047544
Application Type: Utility
Filing Date: 2018-07
Publication Date: 2019-05
Patent Classification: ["544", "280000"]

Abstract:
The present invention provides cyclobutyl substituted pyrrolopyrimidines and pyrrolopyridines of Formula I: wherein X, Y, Z, L, A, R 5 , n and m are defined above, as well as their compositions and methods of use, that modulate the activity of Janus kinases (JAKs) and are useful in the treatment of diseases related to the activity of JAKs including, for example, inflammatory disorders, autoimmune disorders, cancer, and other diseases.

Claim (Index 1):
A compound of Formula I: or a pharmaceutically acceptable salt thereof; wherein:\n X is N; \n Y is H, cyano, halo, C 1-3  alkyl, or C 1-3  haloalkyl; \n Z is CR 4 ; \n W is N; \n L is C(R 6 ) 2 , C(\u2550O), C(\u2550O)O, C(\u2550O)N(R 7 ), C(\u2550O)C(R 6 ) 2 , S(\u2550O), S(\u2550O) 2 , S(\u2550O)N(R 7 ), S(\u2550O) 2 N(R 7 ), or C(\u2550NR 7a )N(R 7 ); \n R 1 , R 2 , R 3 , and R 4  are each independently H, hydroxy, halo, C 1-3  alkyl, or C 1-3  haloalkyl; \n each R 5  is independently hydroxy, C 1-4  alkoxy, fluorine, C 1-4  alkyl, hydroxy-C 1-4 -alkyl, C 1-4  alkoxy-C 1-4 -alkyl, or C 1-4  fluoroalkyl; \n each R 6  is, independently, H or C 1-4  alkyl; or \n two R 6  groups, together with the carbon atom to which they are attached, form a 3-, 4-, 5-, or 6-membered cycloalkyl ring; \n R 7  is H or C 1-4  alkyl; \n R 7 a is H, OH, CN, C 1-4  alkoxy, or C 1-4  alkyl; \n or R 7  and R 7a , taken together with the C(\u2550N)N moiety to which they are attached, form a 4-, 5-, 6-, or 7-membered heterocycloalkyl ring or a 5- or 6-membered heteroaryl ring; \n A is H, C 1-6  alkyl, C 3-10  cycloalkyl, C 2-10  heterocycloalkyl, C 6-10  aryl, or C 1-10  heteroaryl; wherein said C 1-6  alkyl, C 3-10  cycloalkyl, C 2-10  heterocycloalkyl, C 6-10  aryl, and C 1-10  heteroaryl are each optionally substituted with p independently selected R 8  substituents; wherein p is 1, 2, 3, 4, or 5; provided when L is O, S, C(\u2550O), C(\u2550O)O, S(\u2550O), or S(\u2550O) 2 , then A is not H; \n each R 8  is independently selected from halo, cyano, nitro, C 1-6  alkyl, C 1-6  haloalkyl, C 2-6  alkenyl, C 2-6  alkynyl, C 3-10  cycloalkyl, C 3-10  cycloalkyl-C 1-4  alkyl, C 2-10  heterocycloalkyl, C 2-10  heterocycloalkyl-C 1-4 -alkyl, C 6-10  aryl, C 6-10  aryl-C 1-4 -alkyl, C 1-10  heteroaryl, C 1-10  heteroaryl-C 1-4 -alkyl, \u2014OR a , \u2014SR a , \u2014S(\u2550O)R b , \u2014S(\u2550O) 2 R b , \u2014S(\u2550O) 2 NR e R f , \u2014C(\u2550O)R b , \u2014C(\u2550O)OR a , \u2014C(\u2550O)NR e R f , \u2014OC(\u2550O)R b , \u2014OC(\u2550O)NR e R f , \u2014NR e R f , \u2014NR c C(\u2550O)R d , \u2014NR c C(\u2550O)OR d , \u2014NR c C(\u2550O)NR d , \u2014NR e S(\u2550O) 2 R d , and \u2014NR c S(\u2550O) 2 NR e R f ; wherein said C 1-6  alkyl, C 2-6  alkenyl, C 2-6  alkynyl, C 3-10  cycloalkyl, C 3-10  cycloalkyl-C 1-4 -alkyl, C 2-10  heterocycloalkyl, C 2-10  heterocycloalkyl-C 1-4 -alkyl, C 6-10  aryl, C 6-10  aryl-C 1-4 -alkyl, C 1-10  heteroaryl, and C 1-10  heteroaryl-C 1-4 -alkyl are each optionally substituted by 1, 2, 3, or 4 independently selected R g  groups; \n each R a , R c , R d , R e , and R f  is independently selected from H, C 1-6  alkyl, C 1-6  haloalkyl, C 2-6  alkenyl, C 2-6  alkynyl, C 3-10  cycloalkyl, C 3-10  cycloalkyl-C 1-4 -alkyl, C 2-10  heterocycloalkyl, C 2-10  heterocycloalkyl-C 1-4 -alkyl, C 6-10  aryl, C 6-10  aryl-C 1-4 -alkyl, C 1-10  heteroaryl, and C 1-10  heteroaryl-C 1-4 -alkyl; wherein said C 1-6  alkyl, C 2-6  alkenyl, C 2-6  alkynyl, C 3-10  cycloalkyl, C 3-10  cycloalkyl-C 1-4 -alkyl, C 2-10  heterocycloalkyl, C 2-10  heterocycloalkyl-C 1-4 -alkyl, C 6-10  aryl, C 6-10  aryl-C 1-4 -alkyl, C 1-10  heteroaryl, and C 1-10  heteroaryl-C 1-4 -alkyl are each optionally substituted by 1, 2, 3, or 4 independently selected R g  groups; \n each R b  is independently selected from C 1-6  alkyl, C 1-6  haloalkyl, C 2-6  alkenyl, C 2-6  alkynyl, C 3-10  cycloalkyl, C 3-10  cycloalkyl-C 1-4 -alkyl, C 2-10  heterocycloalkyl, C 2-10  heterocycloalkyl-C 1-4 -alkyl, C 6-10  aryl, C 6-10  aryl-C 1-4 -alkyl, C 1-10  heteroaryl, and C 1-10  heteroaryl-C 1-4 -alkyl; wherein said C 1-6  alkyl, C 2-6  alkenyl, C 2-6  alkynyl, C 3-10  cycloalkyl, C 3-10  cycloalkyl-C 1-4 -alkyl, C 2-10  heterocycloalkyl, C 2-10  heterocycloalkyl-C 1-4 -alkyl, C 6-10  aryl, C 6-10  aryl-C 1-4 -alkyl, C 1-10  heteroaryl, and C 1-10  heteroaryl-C 1-4 -alkyl are each optionally substituted by 1, 2, 3, or 4 independently selected R g  groups; \n each R g  is independently selected from halo, cyano, nitro, C 1-6  alkyl, C 1-6  haloalkyl, C 2-6  alkenyl, C 2-6  alkynyl, C 3-7  cycloalkyl, C 3-7  cycloalkyl-C 1-3 -alkyl, C 2-7  heterocycloalkyl, C 2-7  heterocycloalkyl-C 1-3 -alkyl, phenyl, phenyl-C 1-3 -alkyl, C 1-7  heteroaryl, C 1-7  heteroaryl-C 1-3 -alkyl, \u2014OR a1 , \u2014SR a1 , \u2014S(\u2550O)R b1 , \u2014S(\u2550O) 2 R b1 , \u2014S(\u2550O) 2 NR e1 R f1 , \u2014C(\u2550O)R b1 , \u2014C(\u2550O)OR al , \u2014C(\u2550O)N R e1 R f1 , \u2014OC(\u2550O)R b1 , \u2014OC(\u2550O)NR e1 R f1 , \u2014NR e1 R f1 , \u2014NR c1 C(\u2550O)R d1 , \u2014NR c1 C(\u2550O)OR d1 , \u2014NR c1 C(\u2550O)NR d1 , \u2014NR c1 S(\u2550) 2 R d1 , and \u2014NR c1 S(\u2550O) 2 NR el R f1 ; wherein said C 1-6  alkyl, C 2-6  alkenyl, C 2-6  alkynyl, C 3-7  cycloalkyl, C 3-7  cycloalkyl-C 1-3 -alkyl, C 2-7  heterocycloalkyl, C 2-7  heterocycloalkyl-C 1-3 -alkyl, phenyl, phenyl-C 1-3 -alkyl, C 1-7  heteroaryl, and C 1-7  heteroaryl-C 1-3 -alkyl are each optionally substituted with 1, 2, 3, or 4 independently selected R h  groups; \n each R a1 , R c1 , R d1 , R e1 , and R f1  is independently selected from H, C 1-6  alkyl, C 1-6  haloalkyl, C 2-6  alkenyl, C 2-6  alkynyl, C 3-7  cycloalkyl, C 3-7  cycloalkyl-C 1-3 -alkyl, C 2-7  heterocycloalkyl, C 2-7  heterocycloalkyl-C 1-3 -alkyl, phenyl, phenyl-C 1-3 -alkyl, C 1-7  heteroaryl, and C 1-7  heteroaryl-C 1-3 -alkyl; wherein said C 1-6  alkyl, C 2-6  alkenyl, C 2-6  alkynyl, C 3-7  cycloalkyl, C 3-7  cycloalkyl-C 1-3 -alkyl, C 2-7  heterocycloalkyl, C 2-7  heterocycloalkyl-C 1-3 -alkyl, phenyl, phenyl-C 1-3 -alkyl, C 1-7  heteroaryl, and C 1-7  heteroaryl-C 1-3 -alkyl are each optionally substituted by 1, 2, 3, or 4 independently selected R h  groups; \n each R bl  is independently selected from C 1-6  alkyl, C 1-6  haloalkyl, C 2-6  alkenyl, C 2-6  alkynyl, C 3-7  cycloalkyl, C 3-7  cycloalkyl-C 1-3 -alkyl, C 2-7  heterocycloalkyl, C 2-7  heterocycloalkyl-C 1-3 -alkyl, phenyl, phenyl-C 1-3 -alkyl, C 1-7  heteroaryl, and C 1-7  heteroaryl-C 1-3 -alkyl; wherein said C 1-6  alkyl, C 2-6  alkenyl, C 2-6  alkynyl, C 3-7  cycloalkyl, C 3-7  cycloalkyl-C 1-3 -alkyl, C 2-7  heterocycloalkyl, C 2-7  heterocycloalkyl-C 1-3 -alkyl, phenyl, phenyl-C 1-3 -alkyl, C 1-7  heteroaryl, and C 1-7  heteroaryl-C 1-3 -alkyl are each optionally substituted by 1, 2, 3, or 4 independently selected R h  groups; \n each R h  is independently selected from cyano, halo, hydroxy, C 1-4  alkyl, C 1-4  haloalkyl, C 1-4  alkoxy, C 1-4  haloalkoxy, amino, C 1-4  alkylamino, di-C 1-4 -alkylamino, hydroxy-C 1-4  alkyl, C 1-4  alkoxy-C 1-4  alkyl, cyano-C 1-4  alkyl, thio, C 1-6  alkylthio, C 1-6 alkylsulfinyl, C 1-6  alkylsulfonyl, carbamyl, C 1-6  alkylcarbamyl, di(C 1-6 alkyl)carbamyl, carboxy, C 1-6  alkylcarbonyl, C 1-6  alkoxycarbonyl, C 1-6  alkylcarbonylamino, C 1-6  alkylsulfonylamino, aminosulfonyl, C 1-6  alkylaminosulfonyl, di(C 1-6  alkyl)aminosulfonyl, aminosulfonylamino, C 1-6  alkylaminosulfonylamino, di(C 1-6  alkyl)aminosulfonylamino, aminocarbonylamino, C 1-6  alkylaminocarbonylamino, and di(C 1-6  alkyl)aminocarbonylamino; \n m is 0, 1, or 2; and \n n is 0, 1, 2, 3, or 4.

Metadata:
- Claim Count in Document: 2.0
- Percentile: 95.0
- Lexical Diversity: 1.49123
- Patent Class: 544.0
- Transitional Phrase Type: none
- Component Type: 0
- Foreign Priority: False
- Related Applications: ['13300094', '13300137', '12872925', '13896802', '13588776']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.7865802650303337
- 35 USC 102 Novelty (BERT): 0.650458686651111
- Combined Prediction Score: 0.7729681071924115
- Mean Citation Score: 523.41831
- Max Citation Score: 591.9107
- Similarity Product: 542.6049300509393

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