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  • Tipparaju, S.K.; Joyasawal, S.; Forrester, S.; Mulhearn, D.C.; Pegan, S.; Johnson, M.E.; Mesecar, A.D.; Kozikowski, A.P.
    Design and synthesis of 2-pyridones as novel inhibitors of the Bacillus anthracis enoyl-ACP reductase (2008), Bioorg. Med. Chem. Lett., 18, 3565-3569.
    View publication on PubMedView publication on EuropePMC

Application

EC Number Application Comment Organism
1.3.1.9 medicine targeting enoyl-ACP reductase is an attractive approach for the development of novel antibacterials Bacillus anthracis

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.3.1.9 1-(2-chlorobenzyl)-4-(naphthalen-1-ylmethoxy)pyridin-2(1H)-one
-
 Bacillus anthracis
1.3.1.9 1-(2-chlorobenzyl)-4-(naphthalen-2-ylmethoxy)pyridin-2(1H)-one
-
 Bacillus anthracis
1.3.1.9 1-(2-chlorobenzyl)-4-[3-(1H-imidazol-1-yl)propoxy]pyridin-2(1H)-one
-
 Bacillus anthracis
1.3.1.9 1-(2-chlorobenzyl)-4-[3-(1H-indol-1-yl)propoxy]pyridin-2(1H)-one
-
 Bacillus anthracis
1.3.1.9 1-(4-amino-2-chlorobenzyl)-4-(benzyloxy)pyridin-2(1H)-one
-
 Bacillus anthracis
1.3.1.9 1-benzyl-4-(benzyloxy)pyridin-2(1H)-one
-
 Bacillus anthracis
1.3.1.9 1-benzyl-4-hydroxypyridin-2(1H)-one less than 30% inhibition at 0.1 mM Bacillus anthracis
1.3.1.9 1-benzyl-4-[3-(9H-carbazol-9-yl)propoxy]pyridin-2(1H)-one less than 30% inhibition at 0.1 mM Bacillus anthracis
1.3.1.9 3-(2,4-dichlorophenoxy)-6-methoxypyridin-2(1H)-one
-
 Bacillus anthracis
1.3.1.9 3-(2-chlorophenoxy)-6-methoxypyridin-2(1H)-one
-
 Bacillus anthracis
1.3.1.9 3-benzyl-6-(benzyloxy)pyridin-2(1H)-one
-
 Bacillus anthracis
1.3.1.9 4-(benzyloxy)-1-(2-chloro-4-nitrobenzyl)pyridin-2(1H)-one
-
 Bacillus anthracis
1.3.1.9 4-(benzyloxy)-1-(2-chlorobenzyl)pyridin-2(1H)-one
-
 Bacillus anthracis
1.3.1.9 4-([[1-(2-chlorobenzyl)-2-oxo-1,2-dihydropyridin-4-yl]oxy]methyl)benzonitrile
-
 Bacillus anthracis
1.3.1.9 4-hydroxy-1-(4-hydroxybenzyl)pyridin-2(1H)-one less than 30% inhibition at 0.1 mM Bacillus anthracis
1.3.1.9 4-hydroxy-1-(4-methoxybenzyl)pyridin-2(1H)-one less than 30% inhibition at 0.1 mM Bacillus anthracis
1.3.1.9 4-[3-(1H-benzotriazol-1-yl)propoxy]-1-(2-chlorobenzyl)pyridin-2(1H)-one
-
 Bacillus anthracis
1.3.1.9 4-[3-(9H-carbazol-9-yl)propoxy]-1-(2-chlorobenzyl)pyridin-2(1H)-one
-
 Bacillus anthracis
1.3.1.9 4-[3-(9H-carbazol-9-yl)propoxy]-1-(4-methoxybenzyl)pyridin-2(1H)-one
-
 Bacillus anthracis
1.3.1.9 4-[[4-(benzyloxy)-2-oxopyridin-1(2H)-yl]methyl]-3-chlorobenzamide
-
 Bacillus anthracis
1.3.1.9 4-[[4-(benzyloxy)-2-oxopyridin-1(2H)-yl]methyl]-3-chlorobenzoic acid
-
 Bacillus anthracis
1.3.1.9 4-[[4-(benzyloxy)-2-oxopyridin-1(2H)-yl]methyl]-3-chlorobenzonitrile
-
 Bacillus anthracis
1.3.1.9 5-(2-chlorophenoxy)-2-methoxypyridine 1-oxide less than 30% inhibition at 0.1 mM Bacillus anthracis
1.3.1.9 5-chloro-2-(2,4-dichlorophenoxy)pyridine 1-oxide
-
 Bacillus anthracis
1.3.1.9 6-(benzyloxy)-3-phenoxypyridin-2(1H)-one
-
 Bacillus anthracis
1.3.1.9 ethyl 5-[[4-(benzyloxy)-2-oxopyridin-1(2H)-yl]methyl]isoxazole-3-carboxylate less than 30% inhibition at 0.1 mM Bacillus anthracis
1.3.1.9 isoniazid
-
 Bacillus anthracis
1.3.1.9 N-(4-[[4-(benzyloxy)-2-oxopyridin-1(2H)-yl]methyl]-3-chlorophenyl)acetamide
-
 Bacillus anthracis
1.3.1.9 triclosan potent inhibitor Bacillus anthracis
1.3.1.9 [4-(benzyloxy)-2-oxopyridin-1(2H)-yl]acetonitrile less than 30% inhibition at 0.1 mM Bacillus anthracis

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.3.1.9 additional information Bacillus anthracis the final step of chain elongation in the bacterial fatty acid biosynthesis is the reduction of enoyl-ACP to an acyl-ACP, catalyzed by enoyl-ACP reductase ?
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.3.1.9 Bacillus anthracis
-
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.3.1.9 acyl-[acyl-carrier protein] + NAD+
-
 Bacillus anthracis trans-2,3-dehydroacyl-[acyl-carrier protein] + NADH + H+
-
 ?
1.3.1.9 additional information the final step of chain elongation in the bacterial fatty acid biosynthesis is the reduction of enoyl-ACP to an acyl-ACP, catalyzed by enoyl-ACP reductase Bacillus anthracis ?
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.3.1.9 BaENR
-
 Bacillus anthracis
1.3.1.9 enoyl-ACP reductase
-
 Bacillus anthracis
1.3.1.9 enoyl-acyl carrier protein reductase
-
 Bacillus anthracis
1.3.1.9 ENR
-
 Bacillus anthracis

Cofactor

EC Number Cofactor Comment Organism Structure
1.3.1.9 NAD+
-
 Bacillus anthracis

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
1.3.1.9 0.0005
-
-
 Bacillus anthracis triclosan
1.3.1.9 0.0007
-
-
 Bacillus anthracis 6-(benzyloxy)-3-phenoxypyridin-2(1H)-one
1.3.1.9 0.0007
-
-
 Bacillus anthracis 3-benzyl-6-(benzyloxy)pyridin-2(1H)-one
1.3.1.9 0.0008
-
-
 Bacillus anthracis 1-(4-amino-2-chlorobenzyl)-4-(benzyloxy)pyridin-2(1H)-one
1.3.1.9 0.0008
-
-
 Bacillus anthracis 1-(2-chlorobenzyl)-4-[3-(1H-indol-1-yl)propoxy]pyridin-2(1H)-one
1.3.1.9 0.0011
-
-
 Bacillus anthracis 1-(2-chlorobenzyl)-4-(naphthalen-2-ylmethoxy)pyridin-2(1H)-one
1.3.1.9 0.0015
-
-
 Bacillus anthracis 4-(benzyloxy)-1-(2-chlorobenzyl)pyridin-2(1H)-one
1.3.1.9 0.0015
-
-
 Bacillus anthracis 1-(2-chlorobenzyl)-4-(naphthalen-1-ylmethoxy)pyridin-2(1H)-one
1.3.1.9 0.0016
-
-
 Bacillus anthracis 4-[3-(1H-benzotriazol-1-yl)propoxy]-1-(2-chlorobenzyl)pyridin-2(1H)-one
1.3.1.9 0.0018
-
-
 Bacillus anthracis N-(4-[[4-(benzyloxy)-2-oxopyridin-1(2H)-yl]methyl]-3-chlorophenyl)acetamide
1.3.1.9 0.0027
-
-
 Bacillus anthracis 4-([[1-(2-chlorobenzyl)-2-oxo-1,2-dihydropyridin-4-yl]oxy]methyl)benzonitrile
1.3.1.9 0.003
-
 the inhibitor precipitates at concentrations above 0.003 mM Bacillus anthracis 4-[3-(9H-carbazol-9-yl)propoxy]-1-(4-methoxybenzyl)pyridin-2(1H)-one
1.3.1.9 0.003
-
 larger than 0.003, inhibitor precipitates at concentrations larger 0.003 mM Bacillus anthracis 4-[3-(9H-carbazol-9-yl)propoxy]-1-(4-methoxybenzyl)pyridin-2(1H)-one
1.3.1.9 0.0036
-
-
 Bacillus anthracis 4-[[4-(benzyloxy)-2-oxopyridin-1(2H)-yl]methyl]-3-chlorobenzamide
1.3.1.9 0.0037
-
-
 Bacillus anthracis 4-(benzyloxy)-1-(2-chloro-4-nitrobenzyl)pyridin-2(1H)-one
1.3.1.9 0.006
-
 the inhibitor precipitates at concentrations above 0.006 mM Bacillus anthracis 4-[3-(9H-carbazol-9-yl)propoxy]-1-(2-chlorobenzyl)pyridin-2(1H)-one
1.3.1.9 0.006
-
 larger than 0.006, inhibitor precipitates at concentrations larger 0.006 mM Bacillus anthracis 4-[3-(9H-carbazol-9-yl)propoxy]-1-(2-chlorobenzyl)pyridin-2(1H)-one
1.3.1.9 0.0068
-
-
 Bacillus anthracis 1-benzyl-4-(benzyloxy)pyridin-2(1H)-one
1.3.1.9 0.007
-
-
 Bacillus anthracis 4-[[4-(benzyloxy)-2-oxopyridin-1(2H)-yl]methyl]-3-chlorobenzonitrile
1.3.1.9 0.0188
-
-
 Bacillus anthracis 3-(2-chlorophenoxy)-6-methoxypyridin-2(1H)-one
1.3.1.9 0.0214
-
-
 Bacillus anthracis 5-chloro-2-(2,4-dichlorophenoxy)pyridine 1-oxide
1.3.1.9 0.023
-
-
 Bacillus anthracis 4-[[4-(benzyloxy)-2-oxopyridin-1(2H)-yl]methyl]-3-chlorobenzoic acid
1.3.1.9 0.0237
-
-
 Bacillus anthracis 3-(2,4-dichlorophenoxy)-6-methoxypyridin-2(1H)-one
1.3.1.9 0.0238
-
-
 Bacillus anthracis 4-[[4-(benzyloxy)-2-oxopyridin-1(2H)-yl]methyl]-3-chlorobenzoic acid
1.3.1.9 0.028
-
-
 Bacillus anthracis 1-(2-chlorobenzyl)-4-[3-(1H-imidazol-1-yl)propoxy]pyridin-2(1H)-one
1.3.1.9 0.1
-
 IC50 above 0.1 mM Bacillus anthracis 5-(2-chlorophenoxy)-2-methoxypyridine 1-oxide
1.3.1.9 0.1
-
 IC50 above 0.1 mM Bacillus anthracis 4-hydroxy-1-(4-hydroxybenzyl)pyridin-2(1H)-one
1.3.1.9 0.1
-
 IC50 above 0.1 mM Bacillus anthracis 4-hydroxy-1-(4-methoxybenzyl)pyridin-2(1H)-one
1.3.1.9 0.1
-
 IC50 above 0.1 mM Bacillus anthracis 1-benzyl-4-[3-(9H-carbazol-9-yl)propoxy]pyridin-2(1H)-one
1.3.1.9 0.1
-
 IC50 above 0.1 mM Bacillus anthracis 1-benzyl-4-hydroxypyridin-2(1H)-one
1.3.1.9 0.1
-
 IC50 above 0.1 mM Bacillus anthracis [4-(benzyloxy)-2-oxopyridin-1(2H)-yl]acetonitrile
1.3.1.9 0.1
-
 IC50 above 0.1 mM Bacillus anthracis ethyl 5-[[4-(benzyloxy)-2-oxopyridin-1(2H)-yl]methyl]isoxazole-3-carboxylate
1.3.1.9 0.1
-
 larger than 0.1, inhibition is less than 30% at 0.1 mM Bacillus anthracis 5-(2-chlorophenoxy)-2-methoxypyridine 1-oxide
1.3.1.9 0.1
-
 larger than 0.1, inhibition is less than 30% at 0.1 mM Bacillus anthracis 4-hydroxy-1-(4-hydroxybenzyl)pyridin-2(1H)-one
1.3.1.9 0.1
-
 larger than 0.1, inhibition is less than 30% at 0.1 mM Bacillus anthracis 4-hydroxy-1-(4-methoxybenzyl)pyridin-2(1H)-one
1.3.1.9 0.1
-
 larger than 0.1, inhibition is less than 30% at 0.1 mM Bacillus anthracis 1-benzyl-4-[3-(9H-carbazol-9-yl)propoxy]pyridin-2(1H)-one
1.3.1.9 0.1
-
 larger than 0.1, inhibition is less than 30% at 0.1 mM Bacillus anthracis 1-benzyl-4-hydroxypyridin-2(1H)-one
1.3.1.9 0.1
-
 larger than 0.1, inhibition is less than 30% at 0.1 mM Bacillus anthracis [4-(benzyloxy)-2-oxopyridin-1(2H)-yl]acetonitrile
1.3.1.9 0.1
-
 larger than 0.1, inhibition is less than 30% at 0.1 mM Bacillus anthracis ethyl 5-[[4-(benzyloxy)-2-oxopyridin-1(2H)-yl]methyl]isoxazole-3-carboxylate