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Literature summary for 1.3.1.9 extracted from

  • Tipparaju, S.K.; Mulhearn, D.C.; Klein, G.M.; Chen, Y.; Tapadar, S.; Bishop, M.H.; Yang, S.; Chen, J.; Ghassemi, M.; Santarsiero, B.D.; Cook, J.L.; Johlfs, M.; Mesecar, A.D.; Johnson, M.E.; Kozikowski, A.P.
    Design and synthesis of aryl ether inhibitors of the Bacillus anthracis enoyl-ACP reductase (2008), ChemMedChem, 3, 1250-1268.
    View publication on PubMedView publication on EuropePMC

Application

Application Comment Organism
medicine targeting enoyl-ACP reductase is a viable approach to new antimicrobial agents Bacillus anthracis

Inhibitors

Inhibitors Comment Organism Structure
1-[4-(2-hydroxy-4-propylphenoxy)phenyl]ethanone
-
Bacillus anthracis
2-(2,4-dinitrophenoxy)-5-propylphenol
-
Bacillus anthracis
2-(2-chloro-4-nitrophenoxy)-5-propylphenol
-
Bacillus anthracis
2-(3-dimethylaminophenoxy)-5-propylphenol
-
Bacillus anthracis
2-(3-hydroxymethyl-phenoxy)-5-propylphenol
-
Bacillus anthracis
2-(3-nitrophenoxy)-5-propylphenol
-
Bacillus anthracis
2-(4-aminophenoxy)-5-chlorophenol
-
Bacillus anthracis
2-(4-aminophenoxy)-5-propylphenol
-
Bacillus anthracis
2-(4-methanesulfinylphenoxy)-5-propylphenol
-
Bacillus anthracis
2-(4-methanesulfonylphenoxy)-5-propylphenol
-
Bacillus anthracis
2-(4-methylsulfanylphenoxy)-5-propylphenol
-
Bacillus anthracis
2-(4-nitrophenoxy)-5-propylphenol
-
Bacillus anthracis
2-(biphenyl-3-yloxy)-5-propylphenol
-
Bacillus anthracis
2-(biphenyl-4-yloxy)-5-chlorophenol
-
Bacillus anthracis
2-phenoxy-5-propylphenol
-
Bacillus anthracis
2-[3-(2-hydroxy-4-chlorophenoxy)phenoxy]-5-chlorophenol
-
Bacillus anthracis
2-[3-(2-hydroxy-4-propylphenoxy)phenoxy]-5-propylphenol
-
Bacillus anthracis
2-[3-(2-hydroxy-ethyl)phenoxy]-5-propylphenol
-
Bacillus anthracis
2-[4-(1-hydroxyethyl)phenoxy]-5-propylphenol
-
Bacillus anthracis
2-[4-(2-hydroxy-4-chlorophenoxy)phenoxy]-5-chlorophenol
-
Bacillus anthracis
2-[4-(2-hydroxy-4-propylphenoxy)phenoxy]-5-propylphenol
-
Bacillus anthracis
3-(2-hydroxy-4-propylphenoxy)benzoic acid
-
Bacillus anthracis
3-(2-hydroxy-4-propylphenoxy)benzoic acid methylester
-
Bacillus anthracis
3-(3-hydroxy-4-phenoxyphenyl)propane-1,2-diol
-
Bacillus anthracis
3-chloro-4-(2-hydroxy-4-propylphenoxy)benzamide
-
Bacillus anthracis
3-chloro-4-(2-hydroxy-4-propylphenoxy)benzonitrile
-
Bacillus anthracis
3-[3-(2-hydroxy-4-propylphenoxy)phenyl]acrylic acid methylester
-
Bacillus anthracis
3-[3-(2-hydroxy-4-propylphenoxy)phenyl]propionic acid
-
Bacillus anthracis
3-[3-(2-hydroxy-4-propylphenoxy)phenyl]propionic acid methylester
-
Bacillus anthracis
3-[5-chloro-2-(2,4-dichlorophenoxy)phenoxy]pyridine
-
Bacillus anthracis
4-(4-chloro-2-hydroxyphenoxy)-1-(4-methylphenylsulphonamido)benzene
-
Bacillus anthracis
4-phenoxybenzene-1,3-diol
-
Bacillus anthracis
5-(benzylaminomethyl)-2-phenoxyphenol
-
Bacillus anthracis
5-chloro-2-(2-chloro-4-nitrophenoxy)phenol
-
Bacillus anthracis
5-chloro-2-(2-nitrophenoxy)phenol
-
Bacillus anthracis
5-chloro-2-(4-hydroxyphenoxy)phenol
-
Bacillus anthracis
5-chloro-2-(4-nitrophenoxy)phenol
-
Bacillus anthracis
5-chloro-2-phenoxyaniline
-
Bacillus anthracis
5-chloro-2-phenoxyphenol
-
Bacillus anthracis
5-chloro-2-phenoxyphenylmethanol
-
Bacillus anthracis
5-hydroxymethyl-2-phenoxyphenol
-
Bacillus anthracis
5-nitro-2-phenoxyphenol
-
Bacillus anthracis
5-propyl-2-(3-trifluoromethylphenoxy)phenol
-
Bacillus anthracis
isoniazid
-
Bacillus anthracis
N-[4-(4-chloro-2-hydroxyphenoxy)phenyl]acetamide
-
Bacillus anthracis
triclosan
-
Bacillus anthracis

Organism

Organism UniProt Comment Textmining
Bacillus anthracis A0A348A0U3
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
crotonyl-CoA + NAD+ activity assay Bacillus anthracis butyryl-CoA + NADH + H+
-
?

Synonyms

Synonyms Comment Organism
BaENR
-
Bacillus anthracis
enoyl-ACP reductase
-
Bacillus anthracis
ENR
-
Bacillus anthracis

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
30
-
activity assay Bacillus anthracis

Cofactor

Cofactor Comment Organism Structure
NADH
-
Bacillus anthracis

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
additional information
-
0.5% inhibition at 1 microM Bacillus anthracis 3-[5-chloro-2-(2,4-dichlorophenoxy)phenoxy]pyridine
additional information
-
1.6% inhibition at 1 microM Bacillus anthracis N-[4-(4-chloro-2-hydroxyphenoxy)phenyl]acetamide
additional information
-
1.8% inhibition at 1 microM Bacillus anthracis 5-chloro-2-phenoxyphenylmethanol
additional information
-
10.0% inhibition at 1 microM Bacillus anthracis 2-[4-(2-hydroxy-4-propylphenoxy)phenoxy]-5-propylphenol
additional information
-
12.6% inhibition at 1 microM Bacillus anthracis 2-(3-dimethylaminophenoxy)-5-propylphenol
additional information
-
15.5% inhibition at 1 microM Bacillus anthracis 2-[4-(2-hydroxy-4-chlorophenoxy)phenoxy]-5-chlorophenol
additional information
-
17.1% inhibition at 1 microM Bacillus anthracis 2-[4-(1-hydroxyethyl)phenoxy]-5-propylphenol
additional information
-
17.6% inhibition at 1 microM Bacillus anthracis 3-[3-(2-hydroxy-4-propylphenoxy)phenyl]propionic acid
additional information
-
17.9% inhibition at 1 microM Bacillus anthracis 3-[3-(2-hydroxy-4-propylphenoxy)phenyl]propionic acid
additional information
-
2.6% inhibition at 1 microM Bacillus anthracis 5-chloro-2-(4-hydroxyphenoxy)phenol
additional information
-
20.6% inhibition at 1 microM Bacillus anthracis 2-[3-(2-hydroxy-4-propylphenoxy)phenoxy]-5-propylphenol
additional information
-
4.4% inhibition at 1 microM Bacillus anthracis 5-chloro-2-phenoxyaniline
additional information
-
5.0% inhibition at 1 microM Bacillus anthracis 5-hydroxymethyl-2-phenoxyphenol
additional information
-
7.2% inhibition at 1 microM Bacillus anthracis 5-chloro-2-(4-nitrophenoxy)phenol
additional information
-
7.9% inhibition at 1 microM Bacillus anthracis 5-(benzylaminomethyl)-2-phenoxyphenol
additional information
-
9.2% inhibition at 1 microM Bacillus anthracis 3-(2-hydroxy-4-propylphenoxy)benzoic acid
additional information
-
9.8% inhibition at 1 microM Bacillus anthracis 3-(3-hydroxy-4-phenoxyphenyl)propane-1,2-diol
additional information
-
9.9% inhibition at 1 microM Bacillus anthracis 2-[3-(2-hydroxy-4-chlorophenoxy)phenoxy]-5-chlorophenol
0.0003
-
-
Bacillus anthracis 5-chloro-2-(2-chloro-4-nitrophenoxy)phenol
0.0005
-
-
Bacillus anthracis 5-chloro-2-phenoxyphenol
0.0005
-
-
Bacillus anthracis 2-(2-chloro-4-nitrophenoxy)-5-propylphenol
0.0005
-
-
Bacillus anthracis 2-(biphenyl-3-yloxy)-5-propylphenol
0.0006
-
-
Bacillus anthracis triclosan
0.0006
-
-
Bacillus anthracis 2-(4-methylsulfanylphenoxy)-5-propylphenol
0.0008
-
-
Bacillus anthracis 1-[4-(2-hydroxy-4-propylphenoxy)phenyl]ethanone
0.0008
-
larger than 0.0008 mM Bacillus anthracis 2-phenoxy-5-propylphenol
0.0008
-
larger than 0.008 mM Bacillus anthracis 3-chloro-4-(2-hydroxy-4-propylphenoxy)benzonitrile
0.0011
-
-
Bacillus anthracis 2-(4-nitrophenoxy)-5-propylphenol
0.0011
-
-
Bacillus anthracis 3-chloro-4-(2-hydroxy-4-propylphenoxy)benzamide
0.00124
-
-
Bacillus anthracis 5-propyl-2-(3-trifluoromethylphenoxy)phenol
0.002
-
-
Bacillus anthracis 3-(2-hydroxy-4-propylphenoxy)benzoic acid methylester
0.0022
-
-
Bacillus anthracis 2-(4-methanesulfonylphenoxy)-5-propylphenol
0.0036
-
-
Bacillus anthracis 2-(2,4-dinitrophenoxy)-5-propylphenol
0.0036
-
-
Bacillus anthracis 2-(4-methanesulfinylphenoxy)-5-propylphenol
0.006
-
-
Bacillus anthracis 2-[3-(2-hydroxy-ethyl)phenoxy]-5-propylphenol
0.00625
-
larger than 0.00625 mM Bacillus anthracis 2-(biphenyl-4-yloxy)-5-chlorophenol
0.00625
-
larger than 0.00625 mM Bacillus anthracis 3-[3-(2-hydroxy-4-propylphenoxy)phenyl]acrylic acid methylester
0.0063
-
-
Bacillus anthracis 4-phenoxybenzene-1,3-diol
0.0071
-
-
Bacillus anthracis 2-(4-aminophenoxy)-5-chlorophenol
0.0075
-
-
Bacillus anthracis 3-[3-(2-hydroxy-4-propylphenoxy)phenyl]propionic acid methylester
0.0077
-
-
Bacillus anthracis 5-chloro-2-(2-nitrophenoxy)phenol
0.008
-
larger than 0.008 mM Bacillus anthracis 2-(3-nitrophenoxy)-5-propylphenol
0.0088
-
-
Bacillus anthracis 2-(4-aminophenoxy)-5-propylphenol
0.012
-
larger than 0.012 mM Bacillus anthracis 4-(4-chloro-2-hydroxyphenoxy)-1-(4-methylphenylsulphonamido)benzene
0.0203
-
-
Bacillus anthracis 2-(3-hydroxymethyl-phenoxy)-5-propylphenol
0.05
-
larger than 0.050 mM Bacillus anthracis 5-nitro-2-phenoxyphenol