PATENT CLAIM ANALYSIS

Application Number: 15766183
Application Type: Utility
Filing Date: 2018-04
Publication Date: 2018-10
Patent Classification: ["514", "192000"]

Abstract:
Compounds of Formula (I) or a stereoisomer or a pharmaceutically acceptable salt thereof, their preparation, and use in treating a bacterial infection are disclosed.

Claim (Index 12):
The compound according to  claim 1 , selected from:\n (2S,5R)-7-oxo-6-(sulfooxy)-N\u2032-(H-tetrazol-5-ylcarbonyl)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-(1H-imidazol-1-yl-acetyl)-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-7-oxo-6-(sulfooxy)-N\u2032-(1H-tetrazol-1-ylacetyl)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-7-oxo-6-(sulfooxy)-N\u2032-(2H-tetrazol-2-ylacetyl)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[5-(ethoxycarbonyl)-1H-tetrazol-1-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-7-oxo-6-(sulfooxy)-N\u2032-(2H-1,2,3-triazol-2-ylacetyl)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-7-oxo-6-(sulfooxy)-N\u2032-(1H-1,2,3-triazol-1-ylacetyl)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-7-oxo-6-(sulfooxy)-N\u2032-(1H-1,2,4-triazol-1-ylacetyl)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[5-methyl-1H-tetrazol-1-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[4-methyl-1H-tetrazol-1-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-7-oxo-N\u2032-(1H-pyrazol-1-ylacetyl)-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-[(5-amino-1H-tetrazol-1-yl)acetyl]-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[5-(aminomethyl)-1H-tetrazol-1-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[5-(aminomethyl)-2H-tetrazol-2-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-[(3-amino-1H-1,2,4-triazol-1-yl)acetyl]-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-7-oxo-6-(sulfooxy)-N\u2032-(H-tetrazol-5-ylacetyl)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-[(5-carbamoyl-1H-tetrazol-1-yl)acetyl]-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-[(5-carbamoyl-2H-tetrazol-2-yl)acetyl]-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-[(5-cyano-1H-tetrazol-1-yl)acetyl]-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-[(5-cyano-2H-tetrazol-2-yl)acetyl]-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-7-oxo-6-(sulfooxy)-N\u2032-[(2S)-2-(1H-tetrazol-1-yl)propanoyl]-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-7-oxo-6-(sulfooxy)-N\u2032-[(2R)-2-(1H-tetrazol-1-yl)propanoyl]-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[5-(2-ethoxy-2-oxoethyl)-1H-tetrazol-1-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[5-(2-ethoxy-2-oxoethyl)-2H-tetrazol-2-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[5-(2-amino-2-oxoethyl)-1H-tetrazol-1-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[5-(2-amino-2-oxoethyl)-2H-tetrazol-2-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[5-(cyanomethyl)-1H-tetrazol-1-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[5-(cyanomethyl)-2H-tetrazol-2-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[5-(2-hydroxyethyl)-1H-tetrazol-1-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[5-(2-hydroxyethyl)-2H-tetrazol-1-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[2-(2-aminoethyl)-2H-tetrazol-5-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[1-(2-aminoethyl)-1H-tetrazol-5-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[4-(aminomethyl)-2H-1,2,3-triazol-2-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[4-(aminomethyl)-1H-1,2,3-triazol-1-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[4-(hydroxymethyl)-1H-1,2,3-triazol-1-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[4-(1-methoxy-1-oxomethyl)-1H-1,2,3-triazol-1-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[4-carbamoyl-1H-1,2,3-triazol-1-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-[(4-cyano-1H-1,2,3-triazol-1-yl)acetyl]-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[5-(2-aminoethoxy)-1H-tetrazol-1-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[5-(2-amino-1-oxo-ethoxy)-1H-tetrazol-1-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-[(2-methyl-1H-imidazol-1-yl)acetyl]-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-[(2,4-dimethyl-1H-imidazol-1-yl)acetyl]-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-[(2,5-dimethyl-1H-imidazol-1-yl)acetyl]-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[2-(1-methoxy-1-oxomethyl)-1H-imidazol-1-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[2-(1-methoxy-1-oxomethyl)-5-methyl-1H-imidazol-1-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[2-phenyl-5-methyl-1H-imidazol-1-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-(1H-benzimidazol-1-ylacetyl)-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[5-(2-aminoethyl)-2H-tetrazol-2-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[5-(2-aminoethyl)-1H-tetrazol-1-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[543-aminopropyl)-2H-tetrazol-2-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[5-(3-aminopropyl)-1H-tetrazol-1-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[5-(4-aminobutyl)-2H-tetrazol-2-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[5-(4-aminobutyl)-1H-tetrazol-1-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-[(2-methyl-1H-imidazol-1-yl)acetyl]-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-[(2S)-2-(1H-imidazol-1-yl)propanoyl]-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[2-(1[(2S)-pyrrolidin-2-ylcarbonyl]oxy}methyl)-1H-imidazol-1-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[2-({[(2S)-2-aminopropanoyl]oxy}methyl)-1H-imidazol-1-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[5-(2-oxo-2-oxyethyl)-1H-tetrazol-1-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[5-(2-oxo-2-oxyethyl)-2H-tetrazol-2-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[5-(2-amino-2-oxoethyl)-2H-tetrazol-2-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[5-(2-amino-2-oxoethyl)-1H-tetrazol-1-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[5-(carbamoyl)-2H-tetrazol-2-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[5-(carbamoyl)-1H-tetrazol-1-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-7-oxo-N\u2032-(1H-pyrrol-1-ylacetyl)-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[5-(2-hydroxyethyl)-2H-tetrazol-2-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[5-(2-hydroxyethyl)-1H-tetrazol-l-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[2-(2-hydroxyethyl)-1H-imidazol-1-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S, 5R)-N\u2032-{[4-amino-1H-imidazol-1-yl]-acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S, 5R)-N\u2032-{[4-amino-2-oxopyrimidin-1(2H)-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[4-(hydroxymethyl)-2H-1,2,3-triazol-2-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; Mixture of (2S,5R)-N\u2032-{[4-(hydroxymethyl)-1H-1,2,3-triazol-1-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide and (2S,5R)-N\u2032-{[5-(hydroxymethyl)-1H-1,2,3-triazol-1-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-{[2-(hydroxymethyl)-1H-imidazol-1-yl]acetyl}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-[2-(ethoxycarbonyl)-1H-imidazol-1-ylacetyl]-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-[2-(carbamoyl)-1H-imidazol-1-ylacetyl]-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N\u2032-[2-(methoxycarbonyl)-1H-imidazol-1-ylacetyl]-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide; (2S,5R)-N-{2-[5-(aminomethyl)-2H-tetrazol-2-yl]ethoxy}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide; (2S,5R)-N-(2-(2H-1,2,3-triazol-2-yl)ethoxy)-6-(sulfooxy)-7-oxo-1,6-diaza-bicyclo[3.2.1]octane-2-carboxamide; (2S,5R)-N-(2-(1H-1,2,3-triazol-1-yl)ethoxy)-6-(sulfooxy)-7-oxo-1,6-diaza-bicyclo[3.2.1]octane-2-carboxamide; (2S,5R)-7-oxo-6-(sulfooxy)-N-[2-(1H-1,2,4-triazol-1-yl)ethoxy]-1,6-diazabicyclo[3.2.1]octane-2-carboxamide; (2S,5R)-N-{2-[5-(ethoxycarbonyl)-1H-tetrazol-1-yl]ethoxy}-6-sulfooxy-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide; (2S,5R)-7-oxo-6-(sulfooxy)-N-[2-(2H-tetrazol-2-yl)ethoxy]-1,6-diazabicyclo[3.2.1]octane-2-carboxamide; (2S,5R)-7-oxo-6-(sulfooxy)-N-[2-(1H-tetrazol-1-yl)ethoxy]-1,6-diazabicyclo[3.2.1]octane-2-carboxamide; (2S,5R)-N-[2-(5-methyl-1H-tetrazol-1-yl)ethoxy]-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide; (2S,5R)-N-[2-(5-methyl-2H-tetrazol-2-yl)ethoxy]-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide; (2S,5R)-N-[2-(3-amino-1H-1,2,4-triazol-1-yl)ethoxy]-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide; (2S,5R)-N-[2-(5-amino-1H-tetrazol-1-yl)ethoxy]-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide; (2S,5R)-N-[2-(5-amino-2H-tetrazol-2-yl)ethoxy]-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide; (2S,5R)-N-[2-(5-carbamoyl-1H-tetrazol-1-yl)ethoxy]-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide; (2S,5R)-N-{2-[5-(2-ethoxy-2-oxoethyl)-2H-tetrazol-2-yl]ethoxy}-6-sulfooxy-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide; (2S,5R)-N-{2-[5-(2-ethoxy-2-oxoethyl)-1H-tetrazol-1-yl]ethoxy}-6-(sulfooxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide; (2S,5R)-N-{2-[5-(2-amino-2-oxoethyl)-2H-tetrazol-2-yl]ethoxy}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide; (2S,5R)-N-{2-[5-(2-amino-2-oxoethyl)-1H-tetrazol-1-yl]ethoxy}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide; (2S,5R)-N-{2-[5-(aminomethoxy)-1H-tetrazol-1-yl]ethoxy}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide; (2S,5R)-N-{2-[5-(2-aminoethoxy)-1H-tetrazol-1-yl]ethoxy}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide; (2S,5R)-N-{2-[5-(3-aminopropoxy)-1H-tetrazol-1-yl]ethoxy}-6-(sulfooxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide; (2S,5R)-N-{2-[5-(2-amino-1-oxo-ethoxy)-1H-tetrazol-1-yl]ethoxy}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide; (2S,5R)-N-{2-[5-(2-aminoethyl)-2H-tetrazol-2-yl]ethoxy}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide; (2S,5R)-N-{2-[4-(hydroxymethyl)-2H-1,2,3-triazol-2-yl]ethoxy}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide; (2S,5R)-N-{2-[5-(2-hydroxyethyl)-2H-tetrazol-2-yl]ethoxy}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide; (2S,5R)-N-{2-[5-(2-hydroxyethyl)-1H-tetrazol-1-yl]ethoxy}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide; (2S,5R)-N-{2-[5-(2-oxo-2-ethoxyethyl)-2H-tetrazol-2-yl]ethoxy}-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide; or a stereoisomer or a pharmaceutically acceptable salt thereof.

Metadata:
- Claim Count in Document: 44.0
- Percentile: 91.0
- Lexical Diversity: 1.16
- Patent Class: 514.0
- Transitional Phrase Type: none
- Component Type: 0
- Foreign Priority: True
- Related Applications: ['15781121', '15171237', '15547487', '14113980', '14808804']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.8034070863856667
- 35 USC 102 Novelty (BERT): 0.631049133177467
- Combined Prediction Score: 0.7861712910648467
- Mean Citation Score: 462.09563800000006
- Max Citation Score: 588.6308
- Similarity Product: 530.8688878479004

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

Dataset: test