PATENT CLAIM ANALYSIS

Application Number: 15971156
Application Type: Utility
Filing Date: 2018-05
Publication Date: 2018-11
Patent Classification: ["514", "230200"]

Abstract:
This invention is in the field of medicinal chemistry and relates to compounds, and pharmaceutical compositions thereof that are useful as antibacterial agents. The compounds are useful as inhibitors of bacterial gyrase activity and of bacterial infections, and have the structure of Formula (I): as further described herein. The invention further provides pharmaceutical compositions comprising a compound of Formula (I) and methods of using the compounds and compositions to treat bacterial infections.

Claim (Index 1):
A compound of formula (I): wherein: Z 1  is selected from the group consisting of O, S, NR 1 , and C(R 1 ) 2 ; Z 2  is selected from C(R 1 ) 2 , O, \u2014C(R 1 ) 2 \u2014C(R 1 ) 2 \u2014, and a bond connecting Z 1  to Z 3 , provided that when Z 2  is O, Z 1  is C(R 1 ) 2 ; Z 3  is C(R 1 ) 2 ; wherein R 1  is independently selected at each occurrence from H and C 1 -C 3  alkyl that is optionally substituted with up to three groups selected from halo, hydroxyl, C 1 -C 3 -alkoxy, and CN; R 3  is selected from the group consisting of H, -L 1 -OR 2 , -L 1 -CN, -L 1 -N(R 2 ) 2 , -L 1 -COOR 2 , -L 1 -CON(R 2 ) 2 , -L 1 -N(R 2 )C(O)R 2 , -L 1 -N(R 2 )C(O)OR, -L 1 -SO 2 R, -L 1 -N(R 2 )-SO 2 -R, and -L 1 -SO 2 -N(R 2 ) 2 ; wherein each L 1  is a bond, or a C 1 -C 4  straight or branched chain alkylene linker; each R is independently C 1 -C 4  alkyl optionally substituted with one to three groups selected from halogen, \u2014OH, alkoxy, CN, \u2014NH 2 , \u2014NH(C 1 -C 4  alkyl), \u2014N(C 1 -C 4  alkyl) 2 , \u2014SO 2 (C 1 -C 4  alkyl), and oxo; each R 2  is independently H or C 1 -C 4  alkyl optionally substituted with up to three groups selected from halogen, \u2014OH, alkoxy, CN, \u2014NR 12 R 13 , \u2014SO 2 R and oxo; or two R 2  on the same nitrogen can be taken together to form a 4-6 membered heterocyclic ring optionally containing an additional heteroatom selected from N, O and S as a ring member and optionally substituted with up to three groups selected from halogen, \u2014OH, C 1 -C 4  alkyl, C 1 -C 4  alkoxy, CN, \u2014NR 12 R 13 , and oxo; R 4  is selected from the group consisting of H, halo, C 1 -C 6  alkyl, C 1 -C 4  haloalkyl, -L 2 -OR 2 , -L 2 -CN, -L 2 -N(R 2 ) 2 , and -L 2 -NR 2 C(O)\u2014R 2 ; each L 2  is independently selected from a bond and a divalent straight chain or branched C 1 -C 6  alkyl; R 5  is selected from the group consisting of H, halo, amino, CN, C 1 -C 4  alkyl, C 1 -C 4  alkoxy, and C 1 -C 4  haloalkyl; R 6  is selected from the group consisting of H, halo, CN, C 1 -C 4  alkyl, C 1 -C 4  alkoxy, and C 1 -C 4  haloalkyl; Y is a group of the formula \u2014NR 7A R 7B , wherein R 7A  is selected from the group consisting of H, \u2014C(O)R 2 , \u2014C(O)OR 2 , and C 1 -C 6  alkyl optionally substituted with up to two groups independently selected from halogen, \u2014OH, C 1 -C 4  haloalkyl, C 1 -C 4  alkoxy, oxo, \u2550N\u2014OR 2 , \u2014N(R 2 ) 2 , C 3 -C 7  cycloalkyl, \u2014COOR 2 , \u2014C(O)N(R 2 ) 2 , \u2014NR 2 C(O)R 2 , \u2014NR 2 C(O)OR, and a 4-6 membered heteroaryl or heterocyclyl group that contains up to two heteroatoms selected from N, O and S as ring members and is optionally substituted with up to two groups selected from hydroxy, amino, halogen, C 1 -C 4  alkyl, C 1 -C 4  haloalkyl, and C 1 -C 4  alkoxy; R 7B  is -L 3 -Q 3  or C 1 -C 6  alkyl optionally substituted with up to two groups independently selected from halogen, \u2014OH, C 1 -C 4  haloalkyl, C 1 -C 4  alkoxy, oxo, \u2014N(R 2 ) 2 , C 3 -C 7  cycloalkyl, \u2014COOR 2 , \u2014C(O)N(R 2 ) 2 , \u2014NR 2 C(O)R 2 , \u2014NR 2 C(O)OR, and a 4-6 membered heteroaryl or heterocyclyl group that contains up to two heteroatoms selected from N, O and S as ring members and is optionally substituted with up to two groups selected from hydroxy, amino, halogen, C 1 -C 4  alkyl, C 1 -C 4  haloalkyl, and C 1 -C 4  alkoxy, wherein L 3  is a bond or a straight or branched chain C 1 -C 6  alkyl linker, and Q 3  is selected from pyridinyl and a 4-7 membered heterocyclyl containing one or two heteroatoms selected from N, O and S as ring members, and wherein Q 3  is optionally substituted with up to three groups selected from halogen, CN, \u2014OH, C 1 -C 4  alkyl, C 1 -C 4  haloalkyl, C 1 -C 4  alkoxy, oxo,=N\u2014OR 2 , \u2014N(R 2 ) 2 , \u2014COOR 2 , \u2014C(O)N(R 2 ) 2 , \u2014NR 2 C(O)R 2 , \u2014NR 2 C(O)OR; or R 7A  and R 7B  together with the nitrogen atom to which they are attached form a 4- to 7-membered monocyclic group optionally including one additional heteroatom selected from N, O and S as a ring member, or a 6-10 membered bicyclic heterocyclic group optionally including one or two additional heteroatoms selected from N, O and S as ring members, wherein the monocyclic or bicyclic heterocyclic group formed by R 7A  and R 7B  together with the nitrogen atom to which they are attached is optionally substituted by up to four groups selected from halogen, \u2014CN, hydroxy, phenyl, oxo, \u2014OR 9 , \u2014N(R 9 ) 2 , \u2014COOR 9 , \u2014C(O)N(R 9 ) 2 , C 1 -C 4  alkyl, \u2550C(R 8 ) 2 , C 1 -C 4  haloalkyl, C 1 -C 4  alkoxy, oxo, C 3 -C 6  cycloalkyl, and a 4-6 membered heteroaryl or heterocyclyl group that contains up to two heteroatoms selected from N, O and S as ring members, wherein the C 1 -C 4  alkyl, C 3 -C 6  cycloalkyl, phenyl, and 4-6 membered heteroaryl or heterocyclyl are each optionally substituted by up to three groups independently selected from halogen, \u2014CN, hydroxy, oxo, \u2014OR 10 , \u2550N\u2014OR 10 , \u2014N(R 10 ) 2 , \u2014COOR 10 , \u2014N(R 10 )\u2014C(O)\u2014O\u2014(C 1 -C 4  alkyl), \u2014C(O)N(R 10 ) 2 , C 1 -C 4  alkyl, C 1 -C 4  haloalkyl, and C 1 -C 4  alkoxy; R 8  is selected independently at each occurrence from the group consisting of H, halo, CN, C 1 -C 4  alkoxy, C 1 -C 4  haloalkyl, and C 1 -C 4  alkyl optionally substituted with hydroxy or amino; R 9  and R 10  are each independently selected from H and C 1 -C 4  alkyl optionally substituted with up to three groups selected from halogen, \u2014OH, C 1 -C 4  alkoxy, CN, \u2014NR 12 R 13 , \u2014SO 2 R and oxo; or two R 9  or two R 10  on the same nitrogen can be taken together to form a 4-6 membered heterocyclic ring optionally containing an additional heteroatom selected from N, O and S as a ring member and optionally substituted with up to three groups selected from halogen, \u2014OH, C 1 -C 4  alkyl, C 1 -C 4  alkoxy, CN, \u2014NR 12 R 13 , and oxo; each R 11  is independently hydrogen or C 1 -C 4  alkyl optionally substituted with one or two groups selected from halogen, \u2014OH, C 1 -C 4  alkoxy, CN, \u2014NH 2 , \u2014NH(C 1 -C 4  alkyl), \u2014N(C 1 -C 4  alkyl) 2 , \u2014SO 2 (C 1 -C 4  alkyl), and oxo; each R 12  and R 13  is independently hydrogen or C 1 -C 4  alkyl optionally substituted with one or two groups selected from halogen, \u2014OH, C 1 -C 4  alkoxy, CN, \u2014NH 2 , \u2014NH(C 1 -C 4  alkyl), \u2014N(C 1 -C 4  alkyl) 2 , \u2014SO 2 (C 1 -C 4  alkyl), and oxo; or each R 12  and R 13  together with the nitrogen atom to which they are both attached can form a 4- to 6-membered heterocyclyl optionally including an additional heteroatom selected from N, O and S as a ring member and optionally substituted by one to three substituents selected from OH, halogen, oxo, \u2550N\u2014OR 11 , C 1 -C 6  alkyl optionally substituted by one to three halogen atoms or NH 2 , C 1 -C 6  alkoxy optionally substituted by one or more OH or C 1 -C 6  alkoxy groups, and \u2014C(O)O\u2014C 1 -C 6  alkyl; or a pharmaceutically acceptable salt thereof.

Metadata:
- Claim Count in Document: 5.0
- Percentile: 93.0
- Lexical Diversity: 1.74468
- Patent Class: 514.0
- Transitional Phrase Type: closed
- Component Type: 1
- Foreign Priority: False
- Related Applications: ['15500870', '14527328', '15965172', '12678120', '13902589']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.8097394884870059
- 35 USC 102 Novelty (BERT): 0.562740194058172
- Combined Prediction Score: 0.7850395590441226
- Mean Citation Score: 381.500244
- Max Citation Score: 455.14496
- Similarity Product: 325.4065787866212

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