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Literature summary for 2.3.1.180 extracted from

  • Song, X.; Yang, Y.; Zhao, J.; Chen, Y.
    Synthesis and antibacterial activity of cinnamaldehyde acylhydrazone with a 1,4-benzodioxan fragment as a novel class of potent beta-ketoacyl-acyl carrier protein synthase III (FabH) inhibitor (2014), Chem. Pharm. Bull., 62, 1110-1118.
    View publication on PubMed

Application

Application Comment Organism
drug development the enzyme is a promising target for the development of therapeutic agents Staphylococcus aureus
drug development the enzyme is a promising target for the development of therapeutic agents Escherichia coli
drug development the enzyme is a promising target for the development of therapeutic agents Pseudomonas aeruginosa
drug development the enzyme is a promising target for the development of therapeutic agents Bacillus subtilis

Inhibitors

Inhibitors Comment Organism Structure
(E) -N'-((E)-3-(2-methoxyphenyl)al lyl idene)-2,3-dihydrobenzo[b][1,4]dioxine-2-carbohydrazide
-
Escherichia coli
(E) -N'-((E)-3-(2-Ni trophenyl)allylidene)-2,3-dihydrobenzo[b][1,4]dioxine-2-carbohydrazide
-
Escherichia coli
(E) -N'-((E)-3-(2-Ni trophenyl)allylidene)-2,3-dihydrobenzo[b][1,4]dioxine-2-carbohydrazide
-
Staphylococcus aureus
(E) -N'-((E)-3-(4-bromophenyl)al lyl idene)-2,3-dihydrobenzo[b][1,4]dioxine-2-carbohydrazide
-
Escherichia coli
(E)-N'-((E)-3-(2-fluorophenyl)allyl-idene)-2,3-dihydrobenzo[b][1,4]dioxine-2-carbohydrazide
-
Staphylococcus aureus
(E)-N'-((E)-3-(2-methoxyphenyl)allyl-idene)-2,3-dihydrobenzo[b][1,4]dioxine-2-carbohydrazide
-
Staphylococcus aureus
(E)-N'-((E)-3-(2-methoxyphenyl)allylidene)-2,3-dihydrobenzo[b][1,4]dioxine-2-carbohydrazide
-
Bacillus subtilis
(E)-N'-((E)-3-(2-methoxyphenyl)allylidene)-2,3-dihydrobenzo[b][1,4]dioxine-2-carbohydrazide
-
Pseudomonas aeruginosa
(E)-N'-((E)-3-(2-ni trophenyl)allyl-idene)-2,3-dihydrobenzo[b][1,4]dioxine-2-carbohydrazide
-
Pseudomonas aeruginosa
(E)-N'-((E)-3-(2-nitrophenyl)allylidene)-2,3-dihydrobenzo[b][1,4]dioxine-2-carbohydrazide
-
Bacillus subtilis
(E)-N'-((E)-3-(2-nitrophenyl)allylidene)-2,3-dihydrobenzo[b][1,4]dioxine-2-carbohydrazide
-
Pseudomonas aeruginosa
(E)-N'-((E)-3-(4-bromophenyl)allylidene)-2,3-dihydrobenzo[b][1,4]dioxine-2-carbohydrazide
-
Bacillus subtilis
(E)-N'-((E)-3-(4-bromophenyl)allylidene)-2,3-dihydrobenzo[b][1,4]dioxine-2-carbohydrazide
-
Pseudomonas aeruginosa
(E)-N'-((E)-3-(4-bromophenyl)allylidene)-2,3-dihydrobenzo[b][1,4]dioxine-2-carbohydrazide
-
Staphylococcus aureus
(E)-N'-((E)-3-phenylallylidene)-2,3-dihydrobenzo[b][1,4]-dioxine-2-carbohydrazide
-
Bacillus subtilis
(E)-N'-((E)-3-phenylallylidene)-2,3-dihydrobenzo[b][1,4]-dioxine-2-carbohydrazide
-
Escherichia coli
(E)-N'-((E)-3-phenylallylidene)-2,3-dihydrobenzo[b][1,4]-dioxine-2-carbohydrazide
-
Pseudomonas aeruginosa
(E)-N'-((E)-3-phenylallylidene)-2,3-dihydrobenzo[b][1,4]-dioxine-2-carbohydrazide
-
Staphylococcus aureus
1-[5-(4-fluorophenyl)-3-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl]ethanone
-
Escherichia coli
2-[5-(furan-2-yl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl]-1,3-thiazol-4(5H)-one
-
Escherichia coli
4-bromo-2-[(E)-[2-[4-(4-chlorophenyl)-1,3-thiazol-2-yl]hydrazinylidene]methyl]phenol
-
Escherichia coli
4-fluoro-2-[(E)-[[2-(4-hydroxyphenyl)ethyl]imino]methyl]phenol
-
Escherichia coli
4-[(1Z)-N,2-bis(4-chlorophenyl)ethanimidoyl]benzene-1,3-diol
-
Escherichia coli
4-[(E)-(cyclohexylimino)methyl]benzene-1,3-diol
-
Escherichia coli
4-[(E)-[2-[5-(trifluoromethyl)pyridin-2-yl]hydrazinylidene]methyl]benzene-1,3-diol
-
Escherichia coli
additional information synthesis and evaluation of three series of 21 cinnamaldehyde acylhydrazone derivatives for FabH-inhibitory activity, active site docking simulation and binding model, based on the Escherichia ccoli FabH-CoA complex structure, PDB ID 1HNJ. Antibacterial activity of the synthesized 1,4-benzodioxan derivatives compounds, MIC values, overview Bacillus subtilis
additional information synthesis and evaluation of three series of 21 cinnamaldehyde acylhydrazone derivatives for FabH-inhibitory activity, active site docking simulation and binding model, based on the Escherichia coli FabH-CoA complex structure, PDB ID 1HNJ. Antibacterial activity of the synthesized 1,4-benzodioxan derivatives compounds, MIC values, overview Escherichia coli
additional information synthesis and evaluation of three series of 21 cinnamaldehyde acylhydrazone derivatives for FabH-inhibitory activity, active site docking simulation and binding model, based on the Escherichia ccoli FabH-CoA complex structure, PDB ID 1HNJ. Antibacterial activity of the synthesized 1,4-benzodioxan derivatives compounds, MIC values, overview Pseudomonas aeruginosa
additional information synthesis and evaluation of three series of 21 cinnamaldehyde acylhydrazone derivatives for FabH-inhibitory activity, active site docking simulation and binding model, based on the Escherichia ccoli FabH-CoA complex structure, PDB ID 1HNJ. Antibacterial activity of the synthesized 1,4-benzodioxan derivatives compounds, MIC values, overview Staphylococcus aureus
N'-[(1E,2E)-3-(2-fluorophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine 2-carbohydrazide
-
Escherichia coli
N'-[(1E,2E)-3-(2-fluorophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-2-carbohydrazide
-
Escherichia coli
N'-[(1E,2E)-3-(2-fluorophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-5-carbohydrazide
-
Bacillus subtilis
N'-[(1E,2E)-3-(2-fluorophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-5-carbohydrazide
-
Escherichia coli
N'-[(1E,2E)-3-(2-fluorophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-5-carbohydrazide
-
Pseudomonas aeruginosa
N'-[(1E,2E)-3-(2-fluorophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-5-carbohydrazide
-
Staphylococcus aureus
N'-[(1E,2E)-3-(2-fluorophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-6-carbohydrazide
-
Bacillus subtilis
N'-[(1E,2E)-3-(2-fluorophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-6-carbohydrazide
-
Escherichia coli
N'-[(1E,2E)-3-(2-fluorophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-6-carbohydrazide
-
Pseudomonas aeruginosa
N'-[(1E,2E)-3-(2-fluorophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-6-carbohydrazide
-
Staphylococcus aureus
N'-[(1E,2E)-3-(2-methoxyphenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-2-carbohydrazide
-
Escherichia coli
N'-[(1E,2E)-3-(2-methoxyphenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-5-carbohydrazide
-
Bacillus subtilis
N'-[(1E,2E)-3-(2-methoxyphenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-5-carbohydrazide
-
Escherichia coli
N'-[(1E,2E)-3-(2-methoxyphenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-5-carbohydrazide
-
Pseudomonas aeruginosa
N'-[(1E,2E)-3-(2-methoxyphenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-5-carbohydrazide
-
Staphylococcus aureus
N'-[(1E,2E)-3-(2-methoxyphenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-6-carbohydrazide
-
Bacillus subtilis
N'-[(1E,2E)-3-(2-methoxyphenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-6-carbohydrazide
-
Escherichia coli
N'-[(1E,2E)-3-(2-methoxyphenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-6-carbohydrazide
-
Pseudomonas aeruginosa
N'-[(1E,2E)-3-(2-methoxyphenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-6-carbohydrazide
-
Staphylococcus aureus
N'-[(1E,2E)-3-(2-nitrophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-2-carbohydrazide
-
Escherichia coli
N'-[(1E,2E)-3-(2-nitrophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-5-carbohydrazide
-
Bacillus subtilis
N'-[(1E,2E)-3-(2-nitrophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-5-carbohydrazide
-
Escherichia coli
N'-[(1E,2E)-3-(2-nitrophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-5-carbohydrazide
-
Pseudomonas aeruginosa
N'-[(1E,2E)-3-(2-nitrophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-5-carbohydrazide
-
Staphylococcus aureus
N'-[(1E,2E)-3-(2-nitrophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-6-carbohydrazide
-
Bacillus subtilis
N'-[(1E,2E)-3-(2-nitrophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-6-carbohydrazide
-
Escherichia coli
N'-[(1E,2E)-3-(2-nitrophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-6-carbohydrazide
-
Pseudomonas aeruginosa
N'-[(1E,2E)-3-(2-nitrophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-6-carbohydrazide
-
Staphylococcus aureus
N'-[(1E,2E)-3-(4-bromophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-2-carbohydrazide
-
Escherichia coli
N'-[(1E,2E)-3-(4-bromophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-5-carbohydrazide
-
Bacillus subtilis
N'-[(1E,2E)-3-(4-bromophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-5-carbohydrazide
-
Escherichia coli
N'-[(1E,2E)-3-(4-bromophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-5-carbohydrazide
-
Pseudomonas aeruginosa
N'-[(1E,2E)-3-(4-bromophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-5-carbohydrazide
-
Staphylococcus aureus
N'-[(1E,2E)-3-(4-bromophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-6-carbohydrazide
-
Bacillus subtilis
N'-[(1E,2E)-3-(4-bromophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-6-carbohydrazide
-
Escherichia coli
N'-[(1E,2E)-3-(4-bromophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-6-carbohydrazide
-
Pseudomonas aeruginosa
N'-[(1E,2E)-3-(4-bromophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-6-carbohydrazide
-
Staphylococcus aureus
N'-[(1E,2E)-3-(4-methoxyphenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-2-carbohydrazide
-
Bacillus subtilis
N'-[(1E,2E)-3-(4-methoxyphenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-2-carbohydrazide
-
Escherichia coli
N'-[(1E,2E)-3-(4-methoxyphenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-2-carbohydrazide
-
Pseudomonas aeruginosa
N'-[(1E,2E)-3-(4-methoxyphenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-2-carbohydrazide
-
Staphylococcus aureus
N'-[(1E,2E)-3-(4-methoxyphenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-5-carbohydrazide
-
Bacillus subtilis
N'-[(1E,2E)-3-(4-methoxyphenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-5-carbohydrazide
-
Escherichia coli
N'-[(1E,2E)-3-(4-methoxyphenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-5-carbohydrazide
-
Pseudomonas aeruginosa
N'-[(1E,2E)-3-(4-methoxyphenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-5-carbohydrazide
-
Staphylococcus aureus
N'-[(1E,2E)-3-(4-methoxyphenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-6-carbohydrazide
-
Bacillus subtilis
N'-[(1E,2E)-3-(4-methoxyphenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-6-carbohydrazide
-
Escherichia coli
N'-[(1E,2E)-3-(4-methoxyphenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-6-carbohydrazide
-
Pseudomonas aeruginosa
N'-[(1E,2E)-3-(4-methoxyphenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-6-carbohydrazide
-
Staphylococcus aureus
N'-[(1E,2E)-3-(4-nitrophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-2-carbohydrazide
-
Bacillus subtilis
N'-[(1E,2E)-3-(4-nitrophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-2-carbohydrazide
-
Escherichia coli
N'-[(1E,2E)-3-(4-nitrophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-2-carbohydrazide
-
Pseudomonas aeruginosa
N'-[(1E,2E)-3-(4-nitrophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-2-carbohydrazide
-
Staphylococcus aureus
N'-[(1E,2E)-3-(4-nitrophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-5-carbohydrazide
-
Bacillus subtilis
N'-[(1E,2E)-3-(4-nitrophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-5-carbohydrazide
-
Escherichia coli
N'-[(1E,2E)-3-(4-nitrophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-5-carbohydrazide
-
Pseudomonas aeruginosa
N'-[(1E,2E)-3-(4-nitrophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-5-carbohydrazide
-
Staphylococcus aureus
N'-[(1E,2E)-3-(4-nitrophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-6-carbohydrazide
-
Bacillus subtilis
N'-[(1E,2E)-3-(4-nitrophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-6-carbohydrazide
-
Escherichia coli
N'-[(1E,2E)-3-(4-nitrophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-6-carbohydrazide
-
Pseudomonas aeruginosa
N'-[(1E,2E)-3-(4-nitrophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-6-carbohydrazide
-
Staphylococcus aureus
N'-[(1E,2E)-3-phenylprop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-2-carbohydrazide
-
Escherichia coli
N'-[(1E,2E)-3-phenylprop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-5-carbohydrazide
-
Bacillus subtilis
N'-[(1E,2E)-3-phenylprop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-5-carbohydrazide
-
Escherichia coli
N'-[(1E,2E)-3-phenylprop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-5-carbohydrazide
-
Pseudomonas aeruginosa
N'-[(1E,2E)-3-phenylprop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-5-carbohydrazide
-
Staphylococcus aureus
N'-[(1E,2E)-3-phenylprop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-6-carbohydrazide
-
Bacillus subtilis
N'-[(1E,2E)-3-phenylprop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-6-carbohydrazide
-
Escherichia coli
N'-[(1E,2E)-3-phenylprop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-6-carbohydrazide
-
Pseudomonas aeruginosa
N'-[(1E,2E)-3-phenylprop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-6-carbohydrazide
-
Staphylococcus aureus
N-(4-phenyl-1,3-thiazol-2-yl)benzamide
-
Bacillus subtilis
N-(4-phenyl-1,3-thiazol-2-yl)benzamide
-
Pseudomonas aeruginosa
N-(4-phenyl-1,3-thiazol-2-yl)benzamide
-
Staphylococcus aureus
N-[3-[(E)-(5-bromo-2-hydroxybenzylidene)amino]propyl]-2-hydroxybenzamide
-
Escherichia coli

Organism

Organism UniProt Comment Textmining
Bacillus subtilis O07600 gene fabH
-
Bacillus subtilis 168 O07600 gene fabH
-
Escherichia coli P0A6R0 gene fabH
-
Pseudomonas aeruginosa Q9HYR2 gene fabH
-
Staphylococcus aureus
-
gene fabH
-
Staphylococcus aureus ATCC 6538
-
gene fabH
-

Synonyms

Synonyms Comment Organism
beta-ketoacyl-(ACP) synthase III
-
Staphylococcus aureus
beta-ketoacyl-(ACP) synthase III
-
Escherichia coli
beta-ketoacyl-(ACP) synthase III
-
Pseudomonas aeruginosa
beta-ketoacyl-(ACP) synthase III
-
Bacillus subtilis
beta-ketoacyl-acyl carrier protein synthase III
-
Staphylococcus aureus
beta-ketoacyl-acyl carrier protein synthase III
-
Escherichia coli
beta-ketoacyl-acyl carrier protein synthase III
-
Pseudomonas aeruginosa
beta-ketoacyl-acyl carrier protein synthase III
-
Bacillus subtilis
FabH
-
Staphylococcus aureus
FabH
-
Escherichia coli
FabH
-
Pseudomonas aeruginosa
FabH
-
Bacillus subtilis

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0035
-
pH 7.4, 37°C Escherichia coli N'-[(1E,2E)-3-(2-nitrophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-5-carbohydrazide
0.0066
-
pH 7.4, 37°C Escherichia coli N'-[(1E,2E)-3-(4-methoxyphenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-6-carbohydrazide
0.009
-
pH 7.4, 37°C Escherichia coli N'-[(1E,2E)-3-(4-nitrophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-2-carbohydrazide
0.0094
-
pH 7.4, 37°C Escherichia coli N'-[(1E,2E)-3-(4-nitrophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-5-carbohydrazide
0.0113
-
pH 7.4, 37°C Escherichia coli N'-[(1E,2E)-3-(4-bromophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-5-carbohydrazide
0.0147
-
pH 7.4, 37°C Escherichia coli N'-[(1E,2E)-3-(2-nitrophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-6-carbohydrazide
0.0148
-
pH 7.4, 37°C Escherichia coli N'-[(1E,2E)-3-(4-bromophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-6-carbohydrazide
0.0591
-
pH 7.4, 37°C Escherichia coli N'-[(1E,2E)-3-(4-methoxyphenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-5-carbohydrazide
0.0857
-
pH 7.4, 37°C Escherichia coli (E)-N'-((E)-3-phenylallylidene)-2,3-dihydrobenzo[b][1,4]-dioxine-2-carbohydrazide
0.1
-
above, pH 7.4, 37°C Escherichia coli N'-[(1E,2E)-3-(2-fluorophenyl)prop-2-en-1-ylidene]-2,3-dihydro-1,4-benzodioxine-5-carbohydrazide