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Literature summary for 1.1.98.3 extracted from

  • Naik, M.; Humnabadkar, V.; Tantry, S.J.; Panda, M.; Narayan, A.; Guptha, S.; Panduga, V.; Manjrekar, P.; Jena, L.K.; Koushik, K.; Shanbhag, G.; Jatheendranath, S.; Manjunatha, M.R.; Gorai, G.; Bathula, C.; Rudrapatna, S.; Achar, V.; Sharma, S.; Ambady, A.; Hegde, N.; Mahadevaswamy, J.; Kaur, P.; Samb, S.a.m.b.a.
    4-aminoquinolone piperidine amides: noncovalent inhibitors of DprE1 with long residence time and potent antimycobacterial activity (2014), J. Med. Chem., 57, 5419-5434.
    View publication on PubMed
Search for more literature for 1.1.98.3

Inhibitors

Inhibitors Comment Organism Structure
(5-chloro-1-methyl-1H-pyrazol-4-yl)(3-endo-3-((5-fluoro-1H-indazol-3-yl)amino)-8-azabicyclo[3.2.1]oct-8-yl)methanone
-
 Mycobacterium tuberculosis
(5-chloro-1-methyl-1H-pyrazol-4-yl)(4-((2-methoxyquinolin-4-yl)amino)piperidin-1-yl)methanone
-
 Mycobacterium tuberculosis
(5-chloro-1-methyl-1H-pyrazol-4-yl)(4-((5-fluoro-1H-indazol-3-yl)amino)piperidin-1-yl)methanone
-
 Mycobacterium tuberculosis
(5-chloro-1-methyl-1H-pyrazol-4-yl)(4-(cinnolin-4-ylamino)-piperidin-1-yl)methanone
-
 Mycobacterium tuberculosis
4-(((1R,3R,5S)-8-((4,5-dimethylisoxazol-3-yl)carbonyl)-8-azabicyclo[3.2.1]octan-3-yl)amino)-6,7-difluoroquinolin-2(1H)-one
-
 Mycobacterium tuberculosis
4-(((1R,3R,5S)-8-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)-8-azabicyclo[3.2.1]octan-3-yl)amino)-1-methyl-1,8-naphthyridin-2(1H)-one
-
 Mycobacterium tuberculosis
4-(((1R,3R,5S)-8-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)-8-azabicyclo[3.2.1]octan-3-yl)amino)-6,7-difluoro-1-methylquinolin-2(1H)-one
-
 Mycobacterium tuberculosis
4-(((1R,3R,5S)-8-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)-8-azabicyclo[3.2.1]octan-3-yl)amino)-6-fluoro-1-methylquinolin-2(1H)-one
-
 Mycobacterium tuberculosis
4-(((1R,3R,5S)-8-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)-8-azabicyclo[3.2.1]octan-3-yl)amino)-6-fluoroquinolin-2(1H)-one
-
 Mycobacterium tuberculosis
4-(((1R,3R,5S)-8-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)-8-azabicyclo[3.2.1]octan-3-yl)amino)-6-phenylpyridin-2(1H)-one
-
 Mycobacterium tuberculosis
4-(((1R,3S,5S)-8-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)-8-azabicyclo[3.2.1]octan-3-yl)amino)-6-fluoroquinolin-2(1H)-one
-
 Mycobacterium tuberculosis
4-(((2S,4R)-1-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)-2-methylpiperidin-4-yl)amino)-6,7-difluoroquinolin-2(1H)-one
-
 Mycobacterium tuberculosis
4-(((2S,4R)-1-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)-2-methylpiperidin-4-yl)amino)quinolin-2(1H)-one
-
 Mycobacterium tuberculosis
4-(((2S,4S)-1-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)-2-methylpiperidin-4-yl)amino)quinolin-2(1H)-one
-
 Mycobacterium tuberculosis
4-((1-((1,5-dimethyl-1H-1,2,3-triazol-4-yl)carbonyl)piperidin-4-yl)amino)-6-fluoroquinolin-2(1H)-one
-
 Mycobacterium tuberculosis
4-((1-((1,5-dimethyl-1H-pyrazol-4-yl)carbonyl)piperidin-4-yl)-amino)quinolin-2(1H)-one
-
 Mycobacterium tuberculosis
4-((1-((1-methyl-1H-pyrazol-4-yl)carbonyl)piperidin-4-yl)amino)-quinolin-2(1H)-one
-
 Mycobacterium tuberculosis
4-((1-((4,5-dimethyl-1,2-oxazol-3-yl)carbonyl)piperidin-4-yl)-amino)-6,7-difluoroquinolin-2(1H)-one
-
 Mycobacterium tuberculosis
4-((1-((4,5-dimethylisoxazol-3-yl)carbonyl)piperidin-4-yl)amino)-6,7-difluoro-1-methylquinolin-2(1H)-one
-
 Mycobacterium tuberculosis
4-((1-((4,5-dimethylisoxazol-3-yl)carbonyl)piperidin-4-yl)amino)-6-fluoroquinolin-2(1H)-one
-
 Mycobacterium tuberculosis
4-((1-((5-chloro-1-ethyl-1H-pyrazol-4-yl)carbonyl)piperidin-4-yl)-amino)-6-fluoroquinolin-2(1H)-one
-
 Mycobacterium tuberculosis
4-((1-((5-chloro-1-isopropyl-1H-pyrazol-4-yl)carbonyl)piperidin-4-yl)amino)quinolin-2(1H)-one
-
 Mycobacterium tuberculosis
4-((1-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)azetidin-3-yl)amino)quinolin-2(1H)-one
-
 Mycobacterium tuberculosis
4-((1-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)piperidin-4-yl)amino)-1-ethylquinolin-2(1H)-one
-
 Mycobacterium tuberculosis
4-((1-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)piperidin-4-yl)amino)-1-methylquinolin-2(1H)-one
-
 Mycobacterium tuberculosis
4-((1-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)piperidin-4-yl)amino)-6,7-difluoro-1-methylquinolin-2(1H)-one
-
 Mycobacterium tuberculosis
4-((1-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)piperidin-4-yl)amino)-6,7-difluoroquinolin-2(1H)-one
-
 Mycobacterium tuberculosis
4-((1-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)piperidin-4-yl)amino)-6-fluoroquinolin-2(1H)-one
-
 Mycobacterium tuberculosis
4-((1-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)piperidin-4-yl)amino)-6-phenylpyridin-2(1H)-one
-
 Mycobacterium tuberculosis
4-((1-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)piperidin-4-yl)amino)-7,8-difluoroquinolin-2(1H)-one
-
 Mycobacterium tuberculosis
4-((1-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)piperidin-4-yl)amino)-7-fluoroquinolin-2(1H)-one
-
 Mycobacterium tuberculosis
4-((1-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)piperidin-4-yl)amino)-8-fluoroquinolin-2(1H)-one
-
 Mycobacterium tuberculosis
4-((1-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)piperidin-4-yl)amino)quinolin-2(1H)-one
-
 Mycobacterium tuberculosis
4-((1-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)piperidin-4-yl)methylamino)quinolin-2(1H)-one
-
 Mycobacterium tuberculosis
4-((1-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)piperidin-4-yl)oxy)quinolin-2(1H)-one
-
 Mycobacterium tuberculosis
4-((1-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)pyrrolidin-3-yl)amino)quinolin-2(1H)-one
-
 Mycobacterium tuberculosis
4-((3-endo-8-((4,5-Dimethyl-1,2-oxazol-3-yl)carbonyl)-8-azabicyclo[3.2.1]oct-3-yl)amino)-6,7-difluoro-1-methylquinolin-2(1H)-one
-
 Mycobacterium tuberculosis
4-((3-endo-8-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)-8-azabicyclo[3.2.1]oct-3-yl)amino)-6,7-difluoroquinolin-2(1H)-one
-
 Mycobacterium tuberculosis
6-fluoro-4-((1-((1-methyl-5-(trifluoromethyl)-1H-pyrazol-4-yl)-carbonyl)piperidin-4-yl)amino)quinolin-2(1H)-one
-
 Mycobacterium tuberculosis
8-((3-endo-8-((4,5-dimethyl-1,2-oxazol-3-yl)carbonyl)-8-azabicyclo[3.2.1]oct-3-yl)amino)-5-methylpyrido[2,3-b]pyrazin-6(5H)-one
-
 Mycobacterium tuberculosis
BTZ043
-
 Mycobacterium tuberculosis
isoniazid
-
 Mycobacterium tuberculosis
moxifloxacin
-
 Mycobacterium tuberculosis
N-(2-fluoroethyl)-1-((6-methoxy-5-methylpyrimidin-4-yl)methyl)-1H-pyrrolo[3,2-b]pyridine-3-carboxamide
-
 Mycobacterium tuberculosis
PBTZ169
-
 Mycobacterium tuberculosis
rifampicin
-
 Mycobacterium tuberculosis
TCA1
-
 Mycobacterium tuberculosis
TMC207
-
 Mycobacterium tuberculosis

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
trans,octacis-decaprenylphospho-beta-D-ribofuranose + FAD Mycobacterium tuberculosis
-
 trans,octacis-decaprenylphospho-beta-D-erythro-pentofuranosid-2-ulose + FADH2
-
 ?

Organism

Organism UniProt Comment Textmining
Mycobacterium tuberculosis P9WJF1
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
trans,octacis-decaprenylphospho-beta-D-ribofuranose + FAD
-
 Mycobacterium tuberculosis trans,octacis-decaprenylphospho-beta-D-erythro-pentofuranosid-2-ulose + FADH2
-
 ?

Synonyms

Synonyms Comment Organism
decaprenylphosphoryl-beta-D-ribose 2'-epimerase
-
 Mycobacterium tuberculosis
DprE1
-
 Mycobacterium tuberculosis

Cofactor

Cofactor Comment Organism Structure
FAD
-
 Mycobacterium tuberculosis

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.000005
-
 at pH 8.5 and 25°C Mycobacterium tuberculosis 4-((1-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)piperidin-4-yl)amino)-6-fluoroquinolin-2(1H)-one
0.000006
-
 at pH 8.5 and 25°C Mycobacterium tuberculosis 4-((1-((4,5-dimethylisoxazol-3-yl)carbonyl)piperidin-4-yl)amino)-6-fluoroquinolin-2(1H)-one
0.000006
-
 at pH 8.5 and 25°C Mycobacterium tuberculosis 4-((1-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)piperidin-4-yl)amino)-6,7-difluoroquinolin-2(1H)-one
0.000007
-
 at pH 8.5 and 25°C Mycobacterium tuberculosis 4-(((1R,3R,5S)-8-((4,5-dimethylisoxazol-3-yl)carbonyl)-8-azabicyclo[3.2.1]octan-3-yl)amino)-6,7-difluoroquinolin-2(1H)-one
0.000007
-
 at pH 8.5 and 25°C Mycobacterium tuberculosis 4-((1-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)piperidin-4-yl)amino)-7-fluoroquinolin-2(1H)-one
0.000008
-
 at pH 8.5 and 25°C Mycobacterium tuberculosis 4-(((1R,3R,5S)-8-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)-8-azabicyclo[3.2.1]octan-3-yl)amino)-6,7-difluoro-1-methylquinolin-2(1H)-one
0.000009
-
 at pH 8.5 and 25°C Mycobacterium tuberculosis 4-((1-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)piperidin-4-yl)amino)-7,8-difluoroquinolin-2(1H)-one
0.000009
-
 at pH 8.5 and 25°C Mycobacterium tuberculosis 4-((3-endo-8-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)-8-azabicyclo[3.2.1]oct-3-yl)amino)-6,7-difluoroquinolin-2(1H)-one
0.000011
-
 at pH 8.5 and 25°C Mycobacterium tuberculosis 4-((1-((1,5-dimethyl-1H-1,2,3-triazol-4-yl)carbonyl)piperidin-4-yl)amino)-6-fluoroquinolin-2(1H)-one
0.000011
-
 at pH 8.5 and 25°C Mycobacterium tuberculosis 4-((1-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)piperidin-4-yl)amino)-8-fluoroquinolin-2(1H)-one
0.000012
-
 at pH 8.5 and 25°C Mycobacterium tuberculosis 4-(((1R,3R,5S)-8-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)-8-azabicyclo[3.2.1]octan-3-yl)amino)-6-fluoro-1-methylquinolin-2(1H)-one
0.000017
-
 at pH 8.5 and 25°C Mycobacterium tuberculosis 4-((3-endo-8-((4,5-Dimethyl-1,2-oxazol-3-yl)carbonyl)-8-azabicyclo[3.2.1]oct-3-yl)amino)-6,7-difluoro-1-methylquinolin-2(1H)-one
0.000018
-
 at pH 8.5 and 25°C Mycobacterium tuberculosis 4-((1-((4,5-dimethyl-1,2-oxazol-3-yl)carbonyl)piperidin-4-yl)-amino)-6,7-difluoroquinolin-2(1H)-one
0.00002
-
 at pH 8.5 and 25°C Mycobacterium tuberculosis 4-((1-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)piperidin-4-yl)amino)-6,7-difluoro-1-methylquinolin-2(1H)-one
0.000021
-
 at pH 8.5 and 25°C Mycobacterium tuberculosis 4-(((2S,4R)-1-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)-2-methylpiperidin-4-yl)amino)-6,7-difluoroquinolin-2(1H)-one
0.000021
-
 at pH 8.5 and 25°C Mycobacterium tuberculosis 6-fluoro-4-((1-((1-methyl-5-(trifluoromethyl)-1H-pyrazol-4-yl)-carbonyl)piperidin-4-yl)amino)quinolin-2(1H)-one
0.000026
-
 at pH 8.5 and 25°C Mycobacterium tuberculosis 4-(((1R,3R,5S)-8-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)-8-azabicyclo[3.2.1]octan-3-yl)amino)-1-methyl-1,8-naphthyridin-2(1H)-one
0.000026
-
 at pH 8.5 and 25°C Mycobacterium tuberculosis 4-(((2S,4R)-1-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)-2-methylpiperidin-4-yl)amino)quinolin-2(1H)-one
0.00003
-
 at pH 8.5 and 25°C Mycobacterium tuberculosis 4-(((1R,3R,5S)-8-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)-8-azabicyclo[3.2.1]octan-3-yl)amino)-6-fluoroquinolin-2(1H)-one
0.000038
-
 at pH 8.5 and 25°C Mycobacterium tuberculosis 4-((1-((4,5-dimethylisoxazol-3-yl)carbonyl)piperidin-4-yl)amino)-6,7-difluoro-1-methylquinolin-2(1H)-one
0.000045
-
 at pH 8.5 and 25°C Mycobacterium tuberculosis 4-((1-((5-chloro-1-ethyl-1H-pyrazol-4-yl)carbonyl)piperidin-4-yl)-amino)-6-fluoroquinolin-2(1H)-one
0.000053
-
 at pH 8.5 and 25°C Mycobacterium tuberculosis 4-(((1R,3R,5S)-8-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)-8-azabicyclo[3.2.1]octan-3-yl)amino)-6-phenylpyridin-2(1H)-one
0.00012
-
 at pH 8.5 and 25°C Mycobacterium tuberculosis (5-chloro-1-methyl-1H-pyrazol-4-yl)(3-endo-3-((5-fluoro-1H-indazol-3-yl)amino)-8-azabicyclo[3.2.1]oct-8-yl)methanone
0.00013
-
 at pH 8.5 and 25°C Mycobacterium tuberculosis (5-chloro-1-methyl-1H-pyrazol-4-yl)(4-((5-fluoro-1H-indazol-3-yl)amino)piperidin-1-yl)methanone
0.00014
-
 at pH 8.5 and 25°C Mycobacterium tuberculosis 4-((1-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)piperidin-4-yl)amino)-1-methylquinolin-2(1H)-one
0.000183
-
 at pH 8.5 and 25°C Mycobacterium tuberculosis 8-((3-endo-8-((4,5-dimethyl-1,2-oxazol-3-yl)carbonyl)-8-azabicyclo[3.2.1]oct-3-yl)amino)-5-methylpyrido[2,3-b]pyrazin-6(5H)-one
0.00021
-
 at pH 8.5 and 25°C Mycobacterium tuberculosis 4-((1-((1,5-dimethyl-1H-pyrazol-4-yl)carbonyl)piperidin-4-yl)-amino)quinolin-2(1H)-one
0.0018
-
 at pH 8.5 and 25°C Mycobacterium tuberculosis 4-((1-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)azetidin-3-yl)amino)quinolin-2(1H)-one
0.0022
-
 at pH 8.5 and 25°C Mycobacterium tuberculosis 4-((1-((1-methyl-1H-pyrazol-4-yl)carbonyl)piperidin-4-yl)amino)-quinolin-2(1H)-one
0.003
-
 at pH 8.5 and 25°C Mycobacterium tuberculosis 4-((1-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)piperidin-4-yl)amino)-6-phenylpyridin-2(1H)-one
0.0047
-
 at pH 8.5 and 25°C Mycobacterium tuberculosis 4-((1-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)pyrrolidin-3-yl)amino)quinolin-2(1H)-one
0.007
-
 at pH 8.5 and 25°C Mycobacterium tuberculosis 4-((1-((5-chloro-1-isopropyl-1H-pyrazol-4-yl)carbonyl)piperidin-4-yl)amino)quinolin-2(1H)-one
0.008
-
 at pH 8.5 and 25°C Mycobacterium tuberculosis 4-((1-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)piperidin-4-yl)oxy)quinolin-2(1H)-one
0.01
-
 IC50 above 0.01 mM, at pH 8.5 and 25°C Mycobacterium tuberculosis (5-chloro-1-methyl-1H-pyrazol-4-yl)(4-(cinnolin-4-ylamino)-piperidin-1-yl)methanone
0.01
-
 IC50 above 0.01 mM, at pH 8.5 and 25°C Mycobacterium tuberculosis 4-(((2S,4S)-1-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)-2-methylpiperidin-4-yl)amino)quinolin-2(1H)-one
0.018
-
 at pH 8.5 and 25°C Mycobacterium tuberculosis 4-((1-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)piperidin-4-yl)methylamino)quinolin-2(1H)-one
0.043
-
 at pH 8.5 and 25°C Mycobacterium tuberculosis 4-(((1R,3S,5S)-8-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)-8-azabicyclo[3.2.1]octan-3-yl)amino)-6-fluoroquinolin-2(1H)-one
0.078
-
 at pH 8.5 and 25°C Mycobacterium tuberculosis (5-chloro-1-methyl-1H-pyrazol-4-yl)(4-((2-methoxyquinolin-4-yl)amino)piperidin-1-yl)methanone
0.1
-
 IC50 above 0.1 mM, at pH 8.5 and 25°C Mycobacterium tuberculosis 4-((1-((5-chloro-1-methyl-1H-pyrazol-4-yl)carbonyl)piperidin-4-yl)amino)-1-ethylquinolin-2(1H)-one