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Literature summary for 1.3.1.9 extracted from

  • 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
Search for more literature for 1.3.1.9

Application

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

Inhibitors

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

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
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

Organism UniProt Comment Textmining
Bacillus anthracis
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
acyl-[acyl-carrier protein] + NAD+
-
 Bacillus anthracis trans-2,3-dehydroacyl-[acyl-carrier protein] + NADH + H+
-
 ?
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

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

Cofactor

Cofactor Comment Organism Structure
NAD+
-
 Bacillus anthracis

IC50 Value

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