PATENT CLAIM ANALYSIS

Application Number: 15744448
Application Type: Utility
Filing Date: 2018-01
Publication Date: 2018-07
Patent Classification: ["514", "234500"]

Abstract:
The present invention provides indazole and aza indazole compounds of formula (I) or (II) and pharmaceutically acceptable salts thereof, and their use to inhibit IRAK-4 and/or for the treatment of diseases or disorders induced by IRAK-4.

Claim (Index 25):
A compound selected from Example IUPAC Name 1 2-(2-aminopyridin-3-yl)-N-(6-(4-hydroxypiperidin-1-yl)-1-methyl-1H- indazol-5-yl)oxazole-4-carboxamide hydrochloride; 2 N-(1-(2-(dimethylamino)ethyl)-6-(4-hydroxypiperidin-1-yl)-1H-indazol-5- yl)-2-(2-methylpyridin-4-yl)oxazole-4-carboxamide; 3 N-(6-(4-hydroxypiperidin-1-yl)-1-(2-morpholinoethyl)-1H-indazol-5-yl)-2- (2-methylpyridin-4-yl)oxazole-4-carboxamide; 4 N-(6-(4-hydroxypiperidin-1-yl)-1-(3-methoxypropyl)-1H-indazol-5-yl)-2- (2-methylpyridin-4-yl)oxazole-4-carboxamide hydrochloride; 5 N-(6-(4-hydroxypiperidin-1-yl)-1-(3-morpholinopropyl)-1H-indazol-5-yl)- 2-(2-methylpyridin-4-yl)oxazole-4-carboxamide; 6 N-(6-(4-hydroxypiperidin-1-yl)-1-(2-(4-methylpiperazin-1-yl)ethyl)-1H- indazol-5-yl)-2-(2-methylpyridin-4-yl)oxazole-4-carboxamide; 7 2-(2-aminopyridin-4-yl)-N-(6-(4-hydroxypiperidin-1-yl)-1-(2- methoxyethyl)-1H-indazol-5-yl)oxazole-4-carboxamide hydrochloride; 8 N-(6-(4-(hydroxymethyl)piperidin-1-yl)-1,3-dimethyl-1H-indazol-5- yl)pyrazolo[1,5-a]pyrimidine-3-carboxamide hydrochloride; 9 2-(2-aminopyridin-4-yl)-N-(6-(4-hydroxypiperidin-1-yl)-1-(2- methoxyethyl)-3-methyl-1H-indazol-5-yl)oxazole-4-carboxamide; 10 2-(2-aminopyridin-4-yl)-N-(6-(4-(hydroxymethyl)piperidin-1-yl)-1-(2- methoxyethyl)-3-methyl-1H-indazol-5-yl)oxazole-4-carboxamide hydrochloride; 11 2-(5-fluoro-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-N-(6-(4- (hydroxymethyl)piperidin-1-yl)-1,3-dimethyl-1H-indazol-5-yl)oxazole-4- carboxamide hydrochloride; 12 N-(6-(4-((allyloxy)methyl)piperidin-1-yl)-1,3-dimethyl-1H-indazol-5-yl)-2- (2-aminopyridin-4-yl)oxazole-4-carboxamide; 13 N-(2-methyl-6-(piperidin-1-yl)-2H-pyrazolo[3,4-b]pyridin-5-yl)-2-(2- methylpyridin-4-yl)oxazole-4-carboxamide hydrochloride; 14 (S)-6-(3-hydroxypyrrolidin-1-yl)-N-(2-methyl-6-(piperidin-1-yl)-2H- pyrazolo[3,4-b]pyridin-5-yl)picolinamide; 15 (S)-6-(3-aminopyrrolidin-1-yl)-N-(2-methyl-6-(piperidin-1-yl)-2H- pyrazolo[3,4-b]pyridin-5-yl)picolinamide; 16 N-(1-methyl-6-(piperidin-1-yl)-1H-pyrazolo[3,4-b]pyridin-5-yl)-2-(2- methylpyridin-4-yl)oxazole-4-carboxamide; 17 (S)-2-(3-aminopyrrolidin-1-yl)-N-(2-methyl-6-(piperidin-1-yl)-2H- pyrazolo[3,4-b]pyridin-5-yl)oxazole-4-carboxamide; 18 (S)-2-(3-hydroxypyrrolidin-1-yl)-N-(2-methyl-6-(piperidin-1-yl)-2H- pyrazolo[3,4-b]pyridin-5-yl)oxazole-4-carboxamide; 19 (S)-6-(1-(2-hydroxypropyl)-1H-pyrazol-4-yl)-N-(2-methyl-6-(piperidin-1- yl)-2H-pyrazolo [3,4-b]pyridin-5-yl)picolinamide; 20 (S)\u2014N-(6-(3-hydroxypyrrolidin-1-yl)-2-methyl-2H-pyrazolo[3,4-b]pyridin- 5-yl)-2-(3-methylpyridin-4-yl)oxazole-4-carboxamide; 21 (S)\u2014N-(6-(3-hydroxypyrrolidin-1-yl)-2-methyl-2H-pyrazolo[3,4-b]pyridin- 5-yl)-2-(2-methylpyridin-4-yl)oxazole-4-carboxamide; 22 (S)\u2014N-(6-cyclopropyl-2-methyl-2H-pyrazolo[3,4-b]pyridin-5-yl)-2-(3- hydroxypyrrolidin-1-yl)oxazole-4-carboxamide; 23 (S)\u2014N-(6-(3-hydroxypyrrolidin-1-yl)-1-methyl-1H-pyrazolo[3,4-b]pyridin- 5-yl)-2-(2-methylpyridin-4-yl)oxazole-4-carboxamide; 24 2-(2-aminopyridin-4-yl)-N-(2,3-dimethyl-6-(piperidin-1-yl)-2H- pyrazolo[3,4-b]pyridin-5-yl)oxazole-4-carboxamide; 25 N-(6-(4-hydroxypiperidin-1-yl)-1-(2-methoxyethyl)-1H-pyrazolo[3,4- b]pyridin-5-yl)-2-(2-methylpyridin-4-yl)oxazole-4-carboxamide; 26 N-(2,3-dimethyl-6-(piperidin-1-yl)-2H-pyrazolo[3,4-b]pyridin-5-yl)-2-(2- methylpyridin-4-yl)oxazole-4-carboxamide; 27 2-(2-aminopyridin-4-yl)-N-(2,3-dimethyl-6-(piperidin-1-yl)-2H- pyrazolo[3,4-b]pyridin-5-yl)oxazole-4-carboxamide; 28 N-(6-(4-(hydroxymethyl)piperidin-1-yl)-1,3-dimethyl-1H-pyrazolo[3,4- b]pyridin-5-yl)-2-(2-methylpyridin-4-yl)oxazole-4-carboxamide; 29 2-(2-aminopyridin-4-yl)-N-(6-(4-(hydroxymethyl)piperidin-1-yl)-1,3- dimethyl-1H-pyrazolo[3,4-b]pyridin-5-yl)oxazole-4-carboxamide; 30 2-(2-aminopyridin-4-yl)-N-(6-(4-(hydroxymethyl)piperidin-1-yl)-1-(2- methoxyethyl)-3-methyl-1H-pyrazolo[3,4-b]pyridin-5-yl)oxazole-4- carboxamide; 31 2-(2-aminopyridin-4-yl)-N-(6-(4-hydroxypiperidin-1-yl)-1-(2-(4- methylpiperazin-1-yl)ethyl)-1H-indazol-5-yl)oxazole-4-carboxamide; hydrochloride; 32 N-(6-cyclopropyl-1-(piperidin-4-yl)-1H-indazol-5-yl)-6-(3- hydroxypyrrolidin-1-yl)picolinamide hydrochloride; 33 6-(3-hydroxypyrrolidin-1-yl)-N-(1-methy-6-(piperidin-1-yl)-1H-indazol-5- yl)picolinamide; 34 N-(6-(4-((allyloxy)methyl)piperidin-1-yl)-1,3-dimethyl-1H-indazol-5-yl)-2- (6-aminopyridin-2-yl)oxazole-4-carboxamide; 35 2-(2-aminopyridin-4-yl)-N-(6-(4-(ethoxymethyl)piperidin-1-yl)-1,3- dimethyl-1H-indazol-5-yl)oxazole-4-carboxamide; 36 2-(2-aminopyridin-4-yl)-N-(6-(4-((cyclopropylmethoxy)methyl)piperidin-1- yl)-1,3-dimethyl-1H-indazol-5-yl)oxazole-4-carboxamide; 37 6\u2032-amino-N-(6-(4-(hydroxymethyl)piperidin-1-yl)-1,3-dimethyl-1H-indazol- 5-yl)-[2,3\u2032-bipyridine]-6-carboxamide hydrochloride; 38 2-(2-amino-5-chlorpyridin-4-yl)-N-(6-(4-(hydroxymethyl)piperidin-1-yl)- 1,3-dimethyl-1H-indazol-5-yl)oxazole-4-carboxamide hydrochloride; 39 (Z)-51,53-dimethyl-51H-8-oxa-4,12-diaza-2(2,4)-oxazola-(5,6)-indazola- 1(4,2)-pyridina-6(1,4)-piperidinacyclododecaphan-3-one; 40 5-(3-hydroxypyrrolidin-1-yl)-N-(2-methyl-6-(piperidin-1-yl)-2H- pyrazolo[3,4-b]pyridin-5-yl)picolinamide; 41 2-(6-aminopyridin-2-yl)-N-(2-methyl-6-(piperidin-1-yl)-2H-indazol-5- yl)oxazole-4-carboxamide; 42 2-(6-aminopyridin-2-yl)-N-(2-methyl-6-(morpholin-1-yl)-2H-indazol-5- yl)oxazole-4-carboxamide; 43 2\u2032-amino-N-(2-methyl-6-(piperidin-1-yl)-2H-indazol-5-yl)-[2,4\u2032-bipyridine]- 6-carboxamide hydrochloride; 44 6\u2032-amino-N-(2-methyl-6-(piperidin-1-yl)-2H-indazol-5-yl)-[2,3\u2032-bipyridine]- 6-carboxamide; 45 2\u2032-amino-3-methoxy-N-(2-methyl-6-(piperidin-1-yl)-2H-indazol-5-yl)-[2,4\u2032- bipyridine]-6-carboxamide; 46 6\u2032-amino-N-(2-methyl-6-(piperidin-1-yl)-2H-indazol-5-yl)-[2,2\u2032-bipyridine]- 6-carboxamide; 47 6-(2-aminopyrimidin-4-yl)-N-(6-cyclopropyl-2-methyl-2H-indazol-5- yl)picolinamide; 48 6\u2032-amino-N-(6-cyclopropyl-2-methyl-2H-indazol-5-yl)-[2,3\u2032-bipyridine]-6- carboxamide; 49 6\u2032-amino-N-(2-methyl-6-morpholino-2H-indazol-5-yl)-[2,3\u2032-bipyridine]-6- carboxamide; 50 2\u2032-amino-N-(2-methyl-6-morpholino-2H-indazol-5-yl)-[2,4\u2032-bipyridine]-6- carboxamide hydrochloride; 51 6\u2032-amino-N-(6-cyclopropyl-2-methyl-2H-indazol-5-yl)-[2,2\u2032-bipyridine]-6- carboxamide hydrochloride; 52 2\u2032-amino-N-(6-cyclopropyl-2-methyl-2H-indazol-5-yl)-[2,4\u2032-bipyridine]-6- carboxamide; 53 6-amino-N-(2-methyl-6-(piperidin-1-yl)-2H-indazol-5-yl)-[3,4\u2032-bipyridine]- 2\u2032-carboxamide hydrochloride; 54 N-(6-cyclopropyl-2-(piperidin-4-yl)-2H-indazol-5-yl)-6-(3- hydroxypyrrolidin-1-yl)picolinamide hydrochloride; 55 N-(6-cyclopropyl-2-(2-morpholinoethyl)-2H-indazol-5-yl)-6-(3- hydroxypyrrolidin-1-yl)picolinamide; 56 N-(6-cyclopropyl-2-(1-methylpiperidin-4-yl)-2H-indazol-5-yl-6-(3- hydroxypyrrolidin-1-yl)picolinamide hydrochloride; 57 (R)-6-(3-hydroxypyrrolidin-1-yl)-N-(2-methyl-6-(piperidin-1-yl)-2H- indazol-5-yl)picolinamide; 58 (R)-1-(6-((2-methyl-6-(piperidin-1-yl)-2H-indazol-5-yl)carbamoyl)pyridin- 2-yl)pyrrolidin-3-yl glycinate 2,2,2-trifluoroacetate; 59 6-(3-hydroxypyrrolidin-1-yl)-5-methyl-N-(2-methyl-6-(piperidin-1-yl-)-2H- indazol-5-yl)picolinamide; 60 6-(4-hydroxypiperidin-1-yl)-5-methyl-N-(2-methyl-6-(piperidin-1-yl)-2H- indazol-5-yl)picolinamide; 61 6-(3-hydroxypyrrolidin-1-yl)-N-(2-(2-methoxyethyl)-6-(piperidin-1-yl)-2H- indazol-5-yl)picolinamide; 62 6-(3-hydroxypyrrolidin-1-yl)-5-methoxy-N-(2-methyl-6-(piperidin-1-yl)- 2H-indazol-5-yl)picolinamide; 63 2-(3-hydroxypyrrolidin-1-yl)-N-(2-methyl-6-(piperidin-1-yl)-2-indazol-5- yl)pyrimidine-4-carboxamide; 64 6-(3-hydroxypyrrolidin-1-yl)-N-(2-(2-morpholinoethyl)-6-(piperidin-1-yl)- 2H-indazol-5-yl)picolinamide; 65 6-(3-hydroxypyrrolidin-1-yl)-N-(2-methyl-6-(piperidin-1-yl)-2H-indazol-5- yl)pyrazine-2-carboxamide; 66 N-(6-cyclopropyl-2-methyl-2H-indazol-5-yl)-6-(3-hydroxypyrrolidin-1- yl)pyrazine-2-carboxamide hydrochloride; 67 6-(3-hydroxypyrrolidin-1-yl)-N-(2-methyl-6-(piperidin-1-yl)-2H-indazol-5- yl)pyrazine-2-carboxamide hydrochloride; 68 6-(3-hydroxypyrrolidin-1-yl)-N-(2-methyl-6-morpholino-2H-indazol-5- yl)picolinamide; 69 4-(3-hydroxypyrrolidin-1-yl)-N-(2-methyl-6-(piperidin-1-yl)-2H-indazol-5- yl)picolinamide; 70 N-(2,6-dimethyl-2H-indazol-5-yl)-6-(3-hydroxypyrrolidin-1- yl)picolinamide; 71 N-(6-cyclopropyl-2-methyl-2H-indazol-5-yl)-4-(3-hydroxypyrrolidin-1- yl)picolinamide hydrochloride; 72 N-(6-cyclopropyl-2-methyl-2H-indazol-5-yl)-2-(3-hydroxypyrrolidin-1- yl)pyrimidine-4-carboxamide; or 73 5-(3-hydroxypyrrolidin-1-yl)-N-(2-methyl-6-(piperidin-1-yl)-2H-indazol-5- yl)picolinamide; or a pharmaceutically acceptable salt or a stereoisomer thereof.

Metadata:
- Claim Count in Document: 71.0
- Percentile: 86.0
- Lexical Diversity: 1.23529
- Patent Class: 514.0
- Transitional Phrase Type: none
- Component Type: 0
- Foreign Priority: True
- Related Applications: ['15110309', '15667173', '15111000', '15106073', '13696601']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.8092761637799601
- 35 USC 102 Novelty (BERT): 0.5856141566850501
- Combined Prediction Score: 0.7869099630704692
- Mean Citation Score: 436.33996800000006
- Max Citation Score: 504.22797
- Similarity Product: 428.244645381301

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

Dataset: test