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Literature summary for 6.3.2.9 extracted from

  • Frlan, R.; Kovac, A.; Blanot, D.; Gobec, S.; Pecar, S.; Obreza, A.
    Design and synthesis of novel N-benzylidenesulfonohydrazide inhibitors of MurC and MurD as potential antibacterial agents (2008), Molecules, 13, 11-30.
    View publication on PubMedView publication on EuropePMC

Inhibitors

Inhibitors Comment Organism Structure
2-([2-(2-naphthylsulfonyl)hydrazono)methyl]phenyl 2-nitrobenzenesulfonate 71% inhibition at 0.05 mM Escherichia coli
2-([2-(2-naphthylsulfonyl)hydrazono)methyl]phenyl 3-nitrobenzenesulfonate 70% inhibition at 0.05 mM Escherichia coli
2-([2-(2-naphthylsulfonyl)hydrazono)methyl]phenyl 4-nitrobenzenesulfonate
-
Escherichia coli
2-([2-(naphthalen-2-ylsulfonyl)hydrazono]methyl)phenyl 2-(benzo[d][1,3]dioxol-5-yl)acetate 49% inhibition at 0.10 mM Escherichia coli
2-bromo-N-(4-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)benzamide
-
Escherichia coli
3-bromo-N-(4-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)benzamide
-
Escherichia coli
4-cyano-N-(4-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)benzamide 78% inhibition at 0.05 mM Escherichia coli
benzylidene rhodanines possess MurC inhibitory activity in the low micromolar range Escherichia coli
additional information design and synthesis of N-benzylidenesulfonohydrazide inhibitors of MurC as antibacterial agents Escherichia coli
N'-((2-[(2-nitrobenzyl)oxy]phenyl)methylidene)-2-naphthalenesulfonohydrazide
-
Escherichia coli
N'-((2-[(3-nitrobenzyl)oxy]phenyl)methylidene)-2-naphthalenesulfonohydrazide 70% inhibition at 0.05 mM Escherichia coli
N'-((2-[(4-cyanobenzyl)oxy]phenyl)methylidene)(2-fluorophenyl)methanesulfonohydrazide 39% inhibition at 0.10 mM Escherichia coli
N'-((2-[(4-cyanobenzyl)oxy]phenyl)methylidene)(phenyl)methanesulfonohydrazide 58% inhibition at 0.10 mM Escherichia coli
N'-((2-[(4-cyanobenzyl)oxy]phenyl)methylidene)-2-naphthalenesulfonohydrazide
-
Escherichia coli
N'-((2-[(4-cyanobenzyl)oxy]phenyl)methylidene)-2-nitrobenzenesulfonohydrazide 86% inhibition at 0.10 mM Escherichia coli
N'-((2-[(4-cyanobenzyl)oxy]phenyl)methylidene)-3-nitrobenzenesulfonohydrazide 74% inhibition at 0.10 mM Escherichia coli
N'-((2-[(4-cyanobenzyl)oxy]phenyl)methylidene)[4-(trifluoromethyl)phenyl]methanesulfonohydrazide 57% inhibition at 0.10 mM Escherichia coli
N'-((3-[(3-nitrobenzyl)oxy]phenyl)methylidene)-2-naphthalenesulfonohydrazide 61% inhibition at 0.05 mM Escherichia coli
N-(2-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)-3,5-dinitrobenzamide
-
Escherichia coli
N-(2-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)-4-nitrobenzamide
-
Escherichia coli
N-(4-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)-2-naphthamide 19% inhibition at 0.01 mM Escherichia coli
N-(4-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)-2-nitrobenzamide
-
Escherichia coli
N-(4-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)-3,5-dinitrobenzamide 78% inhibition at 0.10 mM Escherichia coli
N-(4-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)-4-nitrobenzamide 81% inhibition at 0.05 mM Escherichia coli
N-(4-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)benzamide 56% inhibition at 0.10 mM Escherichia coli

Metals/Ions

Metals/Ions Comment Organism Structure
Mg2+
-
Escherichia coli

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
ATP + UDP-N-acetylmuramyl-L-alanine + D-glutamate Escherichia coli
-
ADP + phosphate + UDP-N-acetylmuramoyl-L-alanyl-D-glutamate
-
?

Organism

Organism UniProt Comment Textmining
Escherichia coli
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
ATP + UDP-N-acetylmuramyl-L-alanine + D-glutamate
-
Escherichia coli ADP + phosphate + UDP-N-acetylmuramoyl-L-alanyl-D-glutamate
-
?

Synonyms

Synonyms Comment Organism
MurD
-
Escherichia coli
UDP-N-acetylmuramoyl-L-alanine:D-glutamate ligase
-
Escherichia coli

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
37
-
assay at Escherichia coli

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
8
-
assay at Escherichia coli

Cofactor

Cofactor Comment Organism Structure
ATP
-
Escherichia coli

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.03
-
pH 8.0, 37°C Escherichia coli 3-bromo-N-(4-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)benzamide
0.045
-
pH 8.0, 37°C Escherichia coli N-(4-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)-2-nitrobenzamide
0.055
-
pH 8.0, 37°C Escherichia coli 2-bromo-N-(4-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)benzamide
0.062
-
pH 8.0, 37°C Escherichia coli N'-((2-[(4-cyanobenzyl)oxy]phenyl)methylidene)-2-naphthalenesulfonohydrazide
0.07
-
pH 8.0, 37°C Escherichia coli N'-((2-[(2-nitrobenzyl)oxy]phenyl)methylidene)-2-naphthalenesulfonohydrazide
0.074
-
pH 8.0, 37°C Escherichia coli 2-([2-(2-naphthylsulfonyl)hydrazono)methyl]phenyl 4-nitrobenzenesulfonate