PATENT CLAIM ANALYSIS

Application Number: 16301875
Application Type: Utility
Filing Date: 2018-11
Publication Date: 2019-05
Patent Classification: ["514", "397000"]

Abstract:
The present invention relates to imidazole derivatives of Formula (I), wherein A, R, R 1 , and R 2  are as defined in the specification, pharmaceutical compositions containing such compounds and to their use in therapy.

Claim (Index 5):
The compound of  claim 1  selected from the group consisting of:\n 4-methyl-5-(4-phenyl-1H-imidazol-2-yl)thieno[3,2-b]pyrrole; \n 5 -(4-ethyl-1H-imidazol-2-yl)-4-methyl-thieno[3,2-b]pyrrole; \n 4-methyl-5-(4-methyl-1H-imidazol-2-yl)thieno[3,2-b]pyrrole; \n 5-(4-isopropyl-1H-imidazol-2-yl)-4-methyl-thieno[3,2-b]pyrrole; \n 5-(4-cyclopropyl-1H-imidazol-2-yl)-4-methyl-thieno[3,2-b]pyrrole; \n 4-methyl-5-(4-propyl-1H-imidazol-2-yl)thieno[3,2-b]pyrrole; \n 5-(4-cyclobutyl-1H-imidazol-2-yl)-4-methyl-thieno[3,2-b]pyrrole; \n 4-methyl-5-(5-methyl-4-phenyl-1H-imidazol-2-yl)thieno[3,2-b]pyrrole; \n 5-(5-ethyl-4-phenyl-1H-imidazol-2-yl)-4-methyl-thieno[3,2-b]pyrrole; \n 5-(5-isopropyl-4-phenyl-1H-imidazol-2-yl)-4-methyl-thieno[3,2-b]pyrrole; \n 4-ethyl-5-(4-ethyl-1H-imidazol-2-yl)thieno[3,2-b]pyrrole; \n 5-(4-cyclobutyl-1H-imidazol-2-yl)-4-ethyl-thieno[3,2-b]pyrrole; \n 4-methyl-5-(4-phenyl-5-propyl-1H-imidazol-2-yl)thieno[3,2-b]pyrrole; \n 5-(4-ethyl-1H-imidazol-2-yl)-6-methyl-thieno[2,3-b]pyrrole; \n 5-(5-ethyl-4-phenyl-1H-imidazol-2-yl)-6-methyl-thieno[2,3-b]pyrrole; \n 4-methyl-5-(4,5,6,7-tetrahydro-1H-benzimidazol-2-yl)thieno[3,2-b]pyrrole; \n 5-[4-ethyl-1-[2-[3-(4-piperidyloxy)phenoxy]ethyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[5-ethyl-1-[2-[3-(4-piperidyloxy)phenoxy]ethyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[4-ethyl-1-[2-[4-(4-piperidyloxy)phenoxy]ethyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[5-ethyl-1-[2-[4-(4-piperidyloxy)phenoxy]ethyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[4-ethyl-1-[2-[4-(pyrrolidin-3 -ylmethoxy)phenoxy]ethyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[4-ethyl-1-[2-[4-(4-piperidylmethoxy)phenoxy]ethyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[5-ethyl-1-[2-[4-(4-piperidylmethoxy)phenoxy]ethyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[1-[2-[4-(azepan-4-yloxy)phenoxy]ethyl]-4-ethyl-imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[1-[2-[4-(azepan-4-yloxy)phenoxy]ethyl]-5-ethyl-imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[4-ethyl-1-[3-[4-(4-piperidyloxy)phenyl]propyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[5-ethyl-1-[3-[4-(4-piperidyloxy)phenyl]propyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[4-cyclobutyl-1-[2-[4-(4-piperidyloxy)phenoxy]ethyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[5-cyclobutyl-1-[2-[4-(4-piperidyloxy)phenoxy]ethyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[5-ethyl-4-phenyl-1-[2-[4-(4-piperidyloxy)phenoxy]ethyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[5-ethyl-4-phenyl-1-[2-[3 -(4-piperidyloxy)phenoxy]ethyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[4-ethyl-5-phenyl-1-[2-[3-(4-piperidyloxy)phenoxy]ethyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[1-[2-[3-(azepan-4-yloxy)phenoxy]ethyl]-4-ethyl-imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[1-[2-[3-(azepan-4-yloxy)phenoxy]ethyl]-5-ethyl-imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[1-[2-[4-(azepan-4-yloxy)phenoxy]ethyl]-4-cyclobutyl-imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[1-[2-[4-(azepan-4-yloxy)phenoxy]ethyl]-5 -cyclobutyl-imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[4-ethyl-1-[3-[4-(pyrrolidin-3-ylmethoxy)phenyl]propyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[4-ethyl-1-[2-[4-(4-piperidyloxy)phenoxy]ethyl]imidazol-2-yl]-6-methyl-thieno[2,3-b]pyrrole; \n 4-methyl-5-[5-phenyl-1-[2-[4-(4-piperidyloxy)phenoxy]ethyl]-4-propyl-imidazol-2-yl]thieno[3,2-b]pyrrole; \n 4-methyl-5-[4-phenyl-1-[2-[4-(4-piperidyloxy)phenoxy]ethyl]-5-propyl-imidazol-2-yl]thieno[3,2-b]pyrrole; \n 5-[4-ethyl-1-[3-[4-(4-piperidylmethoxy)phenyl]propyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[5-ethyl-1-[3-[4-(4-piperidylmethoxy)phenyl]propyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[1-[3-[4-(azepan-4-yloxy)phenyl]propyl]-4-ethyl-imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[1-[3-[4-(azepan-4-yloxy)phenyl]propyl]-5-ethyl-imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[5-ethyl-4-phenyl-1-[3-[4-(4-piperidyloxy)phenyl]propyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[4-ethyl-5-phenyl-1-[3-[4-(4-piperidyloxy)phenyl]propyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[4-isopropyl-5-phenyl-1-[2-[4-(4-piperidyloxy)phenoxy]ethyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[4-cyclobutyl-1-[3-[4-(4-piperidyloxy)phenyl]propyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[5-cyclobutyl-1-[3-[4-(4-piperidyloxy)phenyl]propyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 4-methyl-5-[4-phenyl-1-[3-[4-(4-piperidyloxy)phenyl]propyl]imidazol-2-yl]thieno[3,2-b]pyrrole; \n 5-[1-[3-[3,4-bis(4-piperidylmethoxy)phenyl]propyl]-4-ethyl-imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 4-methyl-5-[1-[2-[4-(4-piperidyloxy)phenoxy]ethyl]-4-propyl-imidazol-2-yl]thieno[3,2-b]pyrrole; \n 4-methyl-5-[1-[2-[4-(4-piperidyloxy)phenoxy]ethyl]-5-propyl-imidazol-2-yl]thieno[3,2-b]pyrrole; \n 5-[1-[3-[4-(azepan-4-yloxy)phenyl]propyl]-4-propyl-imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[1-[3 -[4-(azepan-4-yloxy)phenyl]propyl]-5-propyl-imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[1-[3-[3,4-bis(4-piperidylmethoxy)phenyl]propyl]-5-ethyl-imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[4-ethyl-1-[2-[4-(4-piperidyloxy)pheny]ethyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[4-cyclobutyl-1-[3-[4-(pyrrolidin-3-ylmethoxy)phenyl]propyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[5-cyclobutyl-1-[3-[4-(pyrrolidin-3-ylmethoxy)phenyl]propyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[1-[3-[4-(azepan-4-yloxy)phenyl]propyl]-4-cyclobutyl-imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[1-[3-[4-(azepan-4-yloxy)phenyl]propyl]-5-cyclobutyl-imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 4-methyl-5-[1-[3-[4-(4-piperidyloxy)phenyl]propyl]-4-propyl-imidazol-2-yl]thieno[3,2-b]pyrrole; \n 4-methyl-5-[1-[3-[4-(4-piperidyloxy)phenyl]propyl]-5-propyl-imidazol-2-yl]thieno[3,2-b]pyrrole; \n 5-[4-cyclobutyl-1-[3-[4-(4-piperidylmethoxy)phenyl]propyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[5-cyclobutyl-1-[3-[4-(4-piperidylmethoxy)phenyl]propyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 4-methyl-5-[4-propyl-1[3-[4-(pyrrolidin-3-ylmethoxy)phenyl]propyl]imidazol-2-yl]thieno[3,2-b]pyrrole; \n 4-methyl-5-[5-propyl-1-[3-[4-(pyrrolidin-3-ylmethoxy)phenyl]propyl]imidazol-2-yl]thieno[3,2-b]pyrrole; \n 5-[4-cyclobutyl-1-[2-[4-(4-piperidyloxy)phenyl]ethyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[4-ethyl-1-[3-[3-(4-piperidyloxy)phenyl]propyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[5-ethyl-1-[3-[3-(4-piperidyloxy)phenyl]propyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 4-methyl-5-[1-[2-[4-(4-piperidyloxy)phenyl]ethyl]-4-propyl-imidazol-2-yl]thieno[3,2-b]pyrrole; \n 4-methyl-5-[1-[2-[4-(4-piperidyloxy)phenyl]ethyl]-5-propyl-imidazol-2-yl]thieno[3,2-b]pyrrole; \n 4-methyl-5-[1-[3-[4-(4-piperidyloxymethyl)phenyl]propyl]-4-propyl-imidazol-2-yl]thieno[3,2-b]pyrrole; \n 4-methyl-5-[1-[3-[4-(4-piperidyloxymethyl)phenyl]propyl]-5-propyl-imidazol-2-yl]thieno[3,2-b]pyrrole; \n 5-[1-[2-[4-(azepan-4-yloxy)phenoxy]ethyl]-4-propyl-imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[1-[2-[4-(azepan-4-yloxy)phenoxy]ethyl]-5-propyl-imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[5-ethyl-1-(2-methoxyethyl)imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[4-ethyl-1-(2-methoxyethyl)imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[5-ethyl-1-(2-phenoxyethyl)imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[4-ethyl-1-(2-phenoxyethyl)imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-(1-benzyl-5-ethyl-imidazol-2-yl)-4-methyl-thieno[3,2-b]pyrrole; \n 4-methyl-5-[4-(4-pyridyl)-1H-imidazol-2-yl]thieno[3,2-b]pyrrole; \n 5-(1H-benzimidazol-2-yl)-4-methyl-thieno[3,2-b]pyrrole; \n 4-methyl-5-[1-[3-[4-(4-piperidyloxy)phenyl]propyl]benzimidazol-2-yl]thieno[3,2-b]pyrrole; \n 5-[4-cyclobutyl-1-[3-[4-(4-piperidyloxy)phenyl]propyl]imidazol-2-yl]-6-methyl-thieno[2,3-b]pyrrole; \n 5-[5-cyclobutyl-1-[3-[4-(4-piperidyloxy)phenyl]propyl]imidazol-2-yl]-6-methyl-thieno[2,3-b]pyrrole; \n 5-[4-cyclobutyl-1-[3-[4-[[(3R)-pyrrolidin-3-yl]methoxy]phenyl]propyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrol; \n 5-[5-cyclobutyl-1-[3-[4-[[(3R)-pyrrolidin-3-yl]methoxy]phenyl]propyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrol; \n 5-[4-cyclobutyl-1-[3-[4-[[(3S)-pyrrolidin-3-yl]methoxy]phenyl]propyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrol; \n 5-[5-cyclobutyl-1-[3-[4-[[(3S)-pyrrolidin-3-yl]methoxy]phenyl]propyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrol; \n 5-[4-cyclobutyl-1-[2-[4-(4-piperidylmethoxy)phenoxy]ethyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[4-cyclobutyl-1-[3-[3-(4-piperidyloxy)phenyl]propyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[5-cyclobutyl-1-[3-[3-(4-piperidyloxy)phenyl]propyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[4-cyclobutyl-1-[2-[3-(4-piperidyloxy)phenoxy]ethyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[5-cyclobutyl-1-[2-[3-(4-piperidyloxy)phenoxy]ethyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 4-methyl-5-[4-methyl-1-[3-[4-(4-piperidyloxy)phenyl]propyl]imidazol-2-yl]thieno[3,2-b]pyrrole; \n 4-methyl-5-[5-methyl-1-[3-[4-(4-piperidyloxy)phenyl]propyl]imidazol-2-yl]thieno[3,2-b]pyrrole; \n 5-[4-cyclobutyl-1-[2-[4-(4-piperidylmethoxy)phenyl]ethyl]imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 4-methyl-5-[1-[3-[3-(4-piperidyloxy)phenyl]propyl]-4-propyl-imidazol-2-yl]thieno[3,2-b]pyrrole; \n 4-methyl-5-[1-[3-[3-(4-piperidyloxy)phenyl]propyl]-5-propyl-imidazol-2-yl]thieno[3,2-b]pyrrole; \n 4-methyl-5-[1-[2-[3-(4-piperidyloxy)phenoxy]ethyl]-4-propyl-imidazol-2-yl]thieno[3,2-b]pyrrole; \n 4-methyl-5-[1-[3-[4-(4-piperidyloxy)phenoxy]ethyl]-5-propyl-imidazol-2-yl]thieno[3,2-b]pyrrole; \n 4-methyl-5-[1-[3-[4-(4-piperidylmethoxy)phenyl]propyl]-4-propyl-imidazol-2-yl]thieno[3,2-b]pyrrole; \n 4-methyl-5-[1-[3-[4-(4-piperidylmethoxy)phenyl]propyl]-5-propyl-imidazol-2-yl]thieno[3,2-b]pyrrole; \n 5-[1-[2-[4-(azepan-4-yloxy)phenoxy]ethyl]-4-propyl-imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 5-[1-[2-[4-(azepan-4-yloxy)phenoxy]ethyl]-5-propyl-imidazol-2-yl]-4-methyl-thieno[3,2-b]pyrrole; \n 4-methyl-5-[4-(3,3,3-trifluoropropyl)-1H-imidazol-2-yl]thieno[3,2-b]pyrrole; \n 4-methyl-5-[1-[3-[4-(4-piperidyloxy)phenyl]propyl]-4-(3,3,3-trifluoropropyl)imidazol-2-yl]thieno[3,2-b]pyrrole; and a stereoisomer or a pharmaceutically acceptable salt thereof.

Metadata:
- Claim Count in Document: 36.0
- Percentile: 98.0
- Lexical Diversity: 1.26471
- Patent Class: 514.0
- Transitional Phrase Type: closed
- Component Type: 1
- Foreign Priority: True
- Related Applications: ['15508816', '14650292', '15314851', '15613361', '15610015']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.8110704417744228
- 35 USC 102 Novelty (BERT): 0.600825716291413
- Combined Prediction Score: 0.7900459692261218
- Mean Citation Score: 353.024622
- Max Citation Score: 540.6397
- Similarity Product: 471.847382196629

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