PATENT CLAIM ANALYSIS

Application Number: 16042271
Application Type: Utility
Filing Date: 2018-07
Publication Date: 2019-06
Patent Classification: ["540", "100000"]

Abstract:
The present invention provides an agent for the prophylactic or treatment of diabetes, diabetic complications, insulin resistance syndrome, metabolic syndrome, hyperglycemia, dyslipidemia, atherosclerosis, cardiac failure, cardiomyopathy, myocardial ischemia, brain ischemia, cerebral apoplexy, pulmonary hypertension, hyperlactacidemia, mitochondrial disease, mitochondrial encephalomyopathy or cancer, namely, a PDHK inhibitor and the like. A compound represented by the following formula [I] or a pharmaceutically acceptable salt thereof, or a solvate thereof: wherein each symbol is as defined in the specification.

Claim (Index 2):
A method of making a compound of formula [Vd] by reacting a compound of formula [Vb] and a compound of formula [Vc]: wherein: Hal 1  is a halogen atom; Rx is a hydrogen atom or an alkyl group; R a  is: (1) a hydrogen atom; or (2) a halogen atom; R b0  is a substituent that can be converted to R b , wherein R b  is: (1) a hydrogen atom; (2) a halogen atom; (3) a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from group A; (4) a C 2-6  alkenyl group optionally substituted by 1 to 5 substituents independently selected from group C; (5) a C 2-6  alkynyl group optionally substituted by 1 to 5 substituents independently selected from the group C; (6) a cyano group; (7) \u2014C(\u2550O)\u2014R b1 , wherein R b1  is a hydrogen atom or a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from group B; (8) \u2014C(\u2550O)\u2014OR b2 , wherein R b2  is a hydrogen atom or a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group B; (9) \u2014C(\u2550O)\u2014NR b3 R b4 , wherein each of R b3  and R b4  is independently selected from a hydrogen atom and a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group B; (10) \u2014C(\u2550O)\u2014NR b5 \u2014OR b6 , wherein each of R b5  and R b6  is independently selected from a hydrogen atom and a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group B; (11) \u2014OR b7 , wherein R b7  is a hydrogen atom or a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group B; (12) \u2014NR b8 R b9 , wherein each of R b8  and R b9  is independently selected from a hydrogen atom and a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group B; (13) \u2014NR b10 \u2014C(\u2550O)\u2014R b11 , wherein each of R b10  and R b11  is independently selected from a hydrogen atom and a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group B; (14) \u2014NR b12 \u2014C(\u2550O)\u2014OR b13 , wherein R b12  is a hydrogen atom or a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the Group B, and R b13  is a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group B; (15) \u2014O\u2014C(\u2550O)\u2014NR b14 R b15 , wherein each of R b14  and R b15  is a hydrogen atom or a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group B; or (16) a group represented by the following formula: wherein: Y b  is: (i) a single bond; (ii) a C 1-6  alkylene; (iii) a C 2-6  alkenylene; (iv) \u2014O\u2014(CH 2 ) n1 \u2014, wherein n1 is an integer of 0 to 4; (v) \u2014O\u2014(CH 2 ) n2 \u2014C(\u2550O)\u2014, wherein n2 is an integer of 0 to 4; (vi) \u2014C(\u2550O)\u2014; or (vii) \u2014NR b16 , wherein R b16  is a hydrogen atom or a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group B; ring T is: (i) a C 6-10  aryl group; (ii) a C 3-10  cycloalkyl group; (iii) a C 5-10  bridged cycloalkyl group; (iv) a monocyclic aromatic heterocyclic group, which contains 1 to 4 hetero atoms selected from a nitrogen atom, an oxygen atom and a sulfur atom, and has 3 to 7 ring-constituting atoms; or (v) a monocyclic non-aromatic heterocyclic group, which contains 1 to 4 hetero atoms selected from a nitrogen atom, an oxygen atom and a sulfur atom, and has 3 to 7 ring-constituting atoms; each R is independently a substituent selected from group D; and p is an integer of 0 to 4; R c  is: (1) a hydrogen atom; (2) a halogen atom; (3) a C 1-6  alkyl group; (4) \u2014C(\u2550O)\u2014OR c1 , wherein R c1  is a hydrogen atom or a C 1-6  alkyl group; (5) \u2014OR c2 , wherein R c2  is a hydrogen atom or a C 1-6  alkyl group; (6) \u2014NR c3 R c4 , wherein each of R c3  and R c4  is independently selected from a hydrogen atom and a C 1-6  alkyl group; or (7) \u2014NR c5 \u2014C(\u2550O)\u2014R c6 , wherein each of R c5  and R c6  is independently selected from a hydrogen atom and a C 1-6  alkyl group; each R e  is independently selected from: (1) a halogen atom; and (2) a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group C; and n is an integer of 0 to 3; wherein the group A is: (a) a halogen atom; (b) a cyano group; (c) \u2014C(\u2550O)\u2014R A1 , wherein R A1  is a hydrogen atom or a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group B; (d) \u2014C(\u2550O)\u2014OR A2 , wherein R A2  is a hydrogen atom or a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group B; (e) \u2014C(\u2550O)\u2014NR A3 R A4 , wherein each of R A3  and R A4  is independently selected from a hydrogen atom and a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group B; (f) \u2014C(\u2550O)\u2014NR A5 \u2014OR A6 , wherein each of R A5  and R A6  is independently selected from a hydrogen atom and a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group B; (g) \u2014OR A7 , wherein R A7  is a hydrogen atom or a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group B; (h) \u2014NR A8 R A9 , wherein each of R A8  and R A9  is independently selected from a hydrogen atom and a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group B; (i) \u2014NR A10 \u2014C(\u2550O)\u2014R A11  wherein each of R A10  and R A11  is independently selected from a hydrogen atom and a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group B; (j) \u2014NR A12 \u2014C(\u2550O)\u2014OR A13 , wherein R A12  is a hydrogen atom or a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group B, and R A13  is a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group B; (k) \u2014S(\u2550O) 2 \u2014R A14 , wherein R A14  is a hydrogen atom or a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group B; (l) \u2014S(\u2550O) 2 \u2014OR A15 , wherein R A15  is a hydrogen atom or a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group B; or (m) \u2014Si\u2014(CH 2 \u2014CH 3 ) 3 ; wherein the group B is: (a) a halogen atom; (b) a cyano group; (c) \u2014C(\u2550O)\u2014R B1 , wherein R B1  is a hydrogen atom or a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group C; (d) \u2014C(\u2550O)\u2014OR B2 , wherein R B2  is a hydrogen atom or a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group C; (e) \u2014C(\u2550O)\u2014NR B3 R B4 , wherein each of R B3  and R B4  is independently selected from a hydrogen atom and a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group C; (f) \u2014C(\u2550O)\u2014NR B5 \u2014OR B6 , wherein each of R B5  and R B6  is independently selected from a hydrogen atom and a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group C; (g) \u2014OR B7 , wherein R B7  is a hydrogen atom or a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group C; (h) \u2014NR B8 R B9 , wherein each of R B8  and R B9  is independently selected from a hydrogen atom and a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group C; (i) \u2014NR B10 \u2014C(\u2550O)\u2014R B11 , wherein each of R B10  and R B11  is independently selected from a hydrogen atom and a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group C; (j) \u2014NR B12 \u2014S(\u2550O) 2 R B13 , wherein each of R B12  and R B13  is independently selected from a hydrogen atom and a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group C; (k) \u2014NR B14 \u2014C(\u2550O)\u2014OR B15 , wherein R B14  is a hydrogen atom or a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group C, and R B15  is a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group C; (l) \u2014S(\u2550O) 2 \u2014R B16 , wherein R B16  is a hydrogen atom or a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group C, or (m) \u2014S(\u2550O) 2 \u2014OR B17 , wherein R B17  is a hydrogen atom or a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group C;\n wherein the group C is: \n (a) a halogen atom; \n (b) \u2014C(\u2550O)\u2014R C1 , wherein R C1  is a hydrogen atom or a C 1-6  alkyl group optionally substituted by 1 to 5 halogen atoms; \n (c) \u2014C(\u2550O)\u2014OR C2 , wherein R C2  is a hydrogen atom or a C 1-6  alkyl group; and \n (d) \u2014OR C3 , wherein R C3  is a hydrogen atom or a C 1-6  alkyl group; \n wherein the group D is: \n (a) a halogen atom; \n (b) a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from group E; \n (c) a C 1-6  alkyl group substituted by a C 6-10  aryl group optionally substituted by 1 to 5 substituents independently selected from group F; \n (d) a C 1-6  alkyl group substituted by a C 3-10  cycloalkyl optionally substituted by 1 to 5 substituents independently selected from the group F; \n (e) a C 1-6  alkyl group substituted by a C 5-10  bridged cycloalkyl optionally substituted by 1 to substituents independently selected from the group F; \n (f) a C 1-6  alkyl group substituted by a monocyclic aromatic heterocyclic group optionally substituted by 1 to 5 C 1-6  alkyl groups, where the monocyclic aromatic heterocyclic group contains 1 to 4 hetero atoms selected from a nitrogen atom, an oxygen atom and a sulfur atom, and has 3 to 7 ring-constituting atoms; \n (g) a C 3-10  cycloalkyl group optionally substituted by 1 to 5 substituents independently selected from the group F; \n (h) a C 5-10  bridged cycloalkyl group optionally substituted by 1 to 5 substituents independently selected from the group F; \n (i) a cyano group; \n (j) \u2014C(\u2550O)\u2014R D1 , wherein R D1  is a hydrogen atom, a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group E, or a monocyclic non-aromatic heterocyclic group optionally substituted by 1 to 5 substituents independently selected from the group F, where the monocyclic non-aromatic heterocyclic group contains 1 to 4 hetero atoms selected from a nitrogen atom, an oxygen atom and a sulfur atom, and has 3 to 7 ring-constituting atoms; \n (k) \u2014C(\u2550O)\u2014OR D2 , wherein R D2  is a hydrogen atom, or a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group E; \n (l) \u2014C(\u2550O)\u2014NR D3 R D4 , wherein each of R D3  and R D4  is independently selected from a hydrogen atom and a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group E; \n (m) \u2014C(\u2550O)\u2014NR D5 \u2014OR D6 , wherein each of R D5  and R D6  is independently selected from a hydrogen atom and a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group E; \n (n) \u2014OR D7 , wherein R D7  is a hydrogen atom, or a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group E; \n (o) \u2014NR D8 R D9 , wherein each of R D8  and R D9  is independently selected from a hydrogen atom and a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group E; \n (p) \u2014NR D10 \u2014C(\u2550O)\u2014R D11 , wherein each of R D10  and R D11  is independently selected from a hydrogen atom and a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group E; \n (q) \u2014NR D12 \u2014C(\u2550O)\u2014OR D13 , wherein R D12  is a hydrogen atom, or a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group E, and R D13  is a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group E; \n (r) \u2014S(\u2550O) 2 \u2014R D14 , wherein R D14  is a hydrogen atom, or a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group E; or \n (s) \u2014S(\u2550O) 2 \u2014OR D15 , wherein R D15  is a hydrogen atom, or a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group E, \n wherein the group E is: \n (a) a halogen atom; \n (b) a cyano group; \n (c) \u2014C(\u2550O)\u2014R E1 , wherein R E1  is a hydrogen atom or a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group F; \n (d) \u2014C(\u2550O)\u2014OR E2 , wherein R E2  is a hydrogen atom or a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group F; \n (e) \u2014C(\u2550O)\u2014NR E3 R E4 , wherein each of R E3  and R E4  is independently selected from a hydrogen atom and a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group F; \n (f) \u2014C(\u2550O)\u2014NR E5 \u2014OR E6 , wherein each of R E5  and R E6  is independently selected from a hydrogen atom and a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group F; \n (g) \u2014OR E7 , wherein R E7  is a hydrogen atom or a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group F; \n (h) \u2014NR E8 R E9 , wherein each of R E8  and R E9  is independently selected from a hydrogen atom and a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group F; \n (i) \u2014NR E10 \u2014C(\u2550O)\u2014R E11 , wherein each of R E10  and R E11  is independently selected from a hydrogen atom and a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group F; \n (j) \u2014NR E12 \u2014C(\u2550O)\u2014OR E13 , wherein R E12  is a hydrogen atom or a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group F, and R E13  is a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group F; \n (k) \u2014S(\u2550O) 2 \u2014R E14 , wherein R E14  is a hydrogen atom or a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group F; \n (l) \u2014S(\u2550O) 2 \u2014OR E5 , wherein R E15  is a hydrogen atom or a C 1-6  alkyl group optionally substituted by 1 to 5 substituents independently selected from the group F; or \n (m) \u2014NR E16 \u2014S(\u2550O) 2 \u2014R E17 , wherein each of R E16  and R E17  are is a hydrogen atom or a C 1-6  alkyl group; and \n wherein the group F is: \n (a) \u2014(CH 2 ) nF1 \u2014C(\u2550O)\u2014OR F1 , wherein R F1  is a hydrogen atom or a C 1-6  alkyl group, and nF1 is an integer of 0 to 4; or \n (b) \u2014(CH 2 ) nF2 \u2014OR F2 , wherein R F2  is a hydrogen atom or a C 1-6  alkyl group, and nF2 is an integer of 0 to 4.

Metadata:
- Claim Count in Document: 1.0
- Percentile: 95.0
- Lexical Diversity: 1.44118
- Patent Class: 540.0
- Transitional Phrase Type: none
- Component Type: 0
- Foreign Priority: True
- Related Applications: ['13668919', '12576605', '11962622', '11767021', '10524281']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.7359996851522779
- 35 USC 102 Novelty (BERT): 0.5711210585130766
- Combined Prediction Score: 0.7195118224883578
- Mean Citation Score: 395.05858000000006
- Max Citation Score: 435.81665
- Similarity Product: 393.8251121156335

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