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Literature summary 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

EC Number Inhibitors Comment Organism Structure
6.3.2.8 (5Z)-5-([2-[(4-chlorobenzyl)sulfanyl]-5-nitrophenyl]methylidene)-2-thioxo-1,3-thiazolidin-4-one
-
 Escherichia coli
6.3.2.8 (5Z)-5-([4-[(E)-2-phenylethenyl]phenyl]methylidene)-2-thioxo-1,3-thiazolidin-4-one
-
 Escherichia coli
6.3.2.8 2-([2-(2-naphthylsulfonyl)hydrazono)methyl]phenyl 2-nitrobenzenesulfonate 55% inhibition at 0.05 mM Escherichia coli
6.3.2.8 2-([2-(2-naphthylsulfonyl)hydrazono)methyl]phenyl 3-nitrobenzenesulfonate 65% inhibition at 0.05 mM Escherichia coli
6.3.2.8 2-([2-(2-naphthylsulfonyl)hydrazono)methyl]phenyl 4-nitrobenzenesulfonate 75% inhibition at 0.10 mM Escherichia coli
6.3.2.8 2-([2-(naphthalen-2-ylsulfonyl)hydrazono]methyl)phenyl 2-(benzo[d][1,3]dioxol-5-yl)acetate 57% inhibition at 0.10 mM Escherichia coli
6.3.2.8 2-bromo-N-(4-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)benzamide 41% inhibition at 0.10 mM Escherichia coli
6.3.2.8 3-bromo-N-(4-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)benzamide
-
 Escherichia coli
6.3.2.8 4-cyano-N-(4-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)benzamide 91% inhibition at 0.05 mM Escherichia coli
6.3.2.8 benzylidene rhodanines possess MurC inhibitory activity in the low micromolar range Escherichia coli
6.3.2.8 additional information design and synthesis of N-benzylidenesulfonohydrazide inhibitors of MurC as antibacterial agents Escherichia coli
6.3.2.8 N'-((2-[(2-nitrobenzyl)oxy]phenyl)methylidene)-2-naphthalenesulfonohydrazide 30% inhibition at 0.10 mM Escherichia coli
6.3.2.8 N'-((2-[(3-nitrobenzyl)oxy]phenyl)methylidene)-2-naphthalenesulfonohydrazide 36% inhibition at 0.05 mM Escherichia coli
6.3.2.8 N'-((2-[(4-cyanobenzyl)oxy]phenyl)methylidene)(2-fluorophenyl)methanesulfonohydrazide 59% inhibition at 0.10 mM Escherichia coli
6.3.2.8 N'-((2-[(4-cyanobenzyl)oxy]phenyl)methylidene)(phenyl)methanesulfonohydrazide complete inhibition at 0.10 mM Escherichia coli
6.3.2.8 N'-((2-[(4-cyanobenzyl)oxy]phenyl)methylidene)-2-naphthalenesulfonohydrazide 36% inhibition at 0.10 mM Escherichia coli
6.3.2.8 N'-((2-[(4-cyanobenzyl)oxy]phenyl)methylidene)-2-nitrobenzenesulfonohydrazide 95% inhibition at 0.01 mM Escherichia coli
6.3.2.8 N'-((2-[(4-cyanobenzyl)oxy]phenyl)methylidene)-3-nitrobenzenesulfonohydrazide
-
 Escherichia coli
6.3.2.8 N'-((2-[(4-cyanobenzyl)oxy]phenyl)methylidene)[4-(trifluoromethyl)phenyl]methanesulfonohydrazide
-
 Escherichia coli
6.3.2.8 N'-((3-[(3-nitrobenzyl)oxy]phenyl)methylidene)-2-naphthalenesulfonohydrazide 58% inhibition at 0.05 mM Escherichia coli
6.3.2.8 N-(2-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)-3,5-dinitrobenzamide 51% inhibition at 0.10 mM Escherichia coli
6.3.2.8 N-(2-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)-4-nitrobenzamide
-
 Escherichia coli
6.3.2.8 N-(4-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)-2-naphthamide
-
 Escherichia coli
6.3.2.8 N-(4-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)-2-nitrobenzamide
-
 Escherichia coli
6.3.2.8 N-(4-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)-3,5-dinitrobenzamide 72% inhibition at 0.10 mM Escherichia coli
6.3.2.8 N-(4-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)-4-nitrobenzamide 71% inhibition at 0.05 mM Escherichia coli
6.3.2.8 N-(4-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)benzamide 97% inhibition at 0.10 mM Escherichia coli
6.3.2.9 2-([2-(2-naphthylsulfonyl)hydrazono)methyl]phenyl 2-nitrobenzenesulfonate 71% inhibition at 0.05 mM Escherichia coli
6.3.2.9 2-([2-(2-naphthylsulfonyl)hydrazono)methyl]phenyl 3-nitrobenzenesulfonate 70% inhibition at 0.05 mM Escherichia coli
6.3.2.9 2-([2-(2-naphthylsulfonyl)hydrazono)methyl]phenyl 4-nitrobenzenesulfonate
-
 Escherichia coli
6.3.2.9 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
6.3.2.9 2-bromo-N-(4-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)benzamide
-
 Escherichia coli
6.3.2.9 3-bromo-N-(4-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)benzamide
-
 Escherichia coli
6.3.2.9 4-cyano-N-(4-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)benzamide 78% inhibition at 0.05 mM Escherichia coli
6.3.2.9 benzylidene rhodanines possess MurC inhibitory activity in the low micromolar range Escherichia coli
6.3.2.9 additional information design and synthesis of N-benzylidenesulfonohydrazide inhibitors of MurC as antibacterial agents Escherichia coli
6.3.2.9 N'-((2-[(2-nitrobenzyl)oxy]phenyl)methylidene)-2-naphthalenesulfonohydrazide
-
 Escherichia coli
6.3.2.9 N'-((2-[(3-nitrobenzyl)oxy]phenyl)methylidene)-2-naphthalenesulfonohydrazide 70% inhibition at 0.05 mM Escherichia coli
6.3.2.9 N'-((2-[(4-cyanobenzyl)oxy]phenyl)methylidene)(2-fluorophenyl)methanesulfonohydrazide 39% inhibition at 0.10 mM Escherichia coli
6.3.2.9 N'-((2-[(4-cyanobenzyl)oxy]phenyl)methylidene)(phenyl)methanesulfonohydrazide 58% inhibition at 0.10 mM Escherichia coli
6.3.2.9 N'-((2-[(4-cyanobenzyl)oxy]phenyl)methylidene)-2-naphthalenesulfonohydrazide
-
 Escherichia coli
6.3.2.9 N'-((2-[(4-cyanobenzyl)oxy]phenyl)methylidene)-2-nitrobenzenesulfonohydrazide 86% inhibition at 0.10 mM Escherichia coli
6.3.2.9 N'-((2-[(4-cyanobenzyl)oxy]phenyl)methylidene)-3-nitrobenzenesulfonohydrazide 74% inhibition at 0.10 mM Escherichia coli
6.3.2.9 N'-((2-[(4-cyanobenzyl)oxy]phenyl)methylidene)[4-(trifluoromethyl)phenyl]methanesulfonohydrazide 57% inhibition at 0.10 mM Escherichia coli
6.3.2.9 N'-((3-[(3-nitrobenzyl)oxy]phenyl)methylidene)-2-naphthalenesulfonohydrazide 61% inhibition at 0.05 mM Escherichia coli
6.3.2.9 N-(2-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)-3,5-dinitrobenzamide
-
 Escherichia coli
6.3.2.9 N-(2-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)-4-nitrobenzamide
-
 Escherichia coli
6.3.2.9 N-(4-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)-2-naphthamide 19% inhibition at 0.01 mM Escherichia coli
6.3.2.9 N-(4-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)-2-nitrobenzamide
-
 Escherichia coli
6.3.2.9 N-(4-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)-3,5-dinitrobenzamide 78% inhibition at 0.10 mM Escherichia coli
6.3.2.9 N-(4-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)-4-nitrobenzamide 81% inhibition at 0.05 mM Escherichia coli
6.3.2.9 N-(4-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)benzamide 56% inhibition at 0.10 mM Escherichia coli

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
6.3.2.8 Mg2+
-
 Escherichia coli
6.3.2.9 Mg2+
-
 Escherichia coli

Natural Substrates/ Products (Substrates)

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

Organism

EC Number Organism UniProt Comment Textmining
6.3.2.8 Escherichia coli
-
-
-
6.3.2.9 Escherichia coli
-
-
-

Substrates and Products (Substrate)

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

Synonyms

EC Number Synonyms Comment Organism
6.3.2.8 MurC
-
 Escherichia coli
6.3.2.8 UDP-MurNAc:L-Ala ligase
-
 Escherichia coli
6.3.2.9 MurD
-
 Escherichia coli
6.3.2.9 UDP-N-acetylmuramoyl-L-alanine:D-glutamate ligase
-
 Escherichia coli

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
6.3.2.8 37
-
 assay at Escherichia coli
6.3.2.9 37
-
 assay at Escherichia coli

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
6.3.2.8 8
-
 assay at Escherichia coli
6.3.2.9 8
-
 assay at Escherichia coli

Cofactor

EC Number Cofactor Comment Organism Structure
6.3.2.8 ATP
-
 Escherichia coli
6.3.2.9 ATP
-
 Escherichia coli

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
6.3.2.8 0.018
-
 pH 8.0, 37°C Escherichia coli (5Z)-5-([4-[(E)-2-phenylethenyl]phenyl]methylidene)-2-thioxo-1,3-thiazolidin-4-one
6.3.2.8 0.027
-
 pH 8.0, 37°C Escherichia coli N-(2-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)-4-nitrobenzamide
6.3.2.8 0.027
-
 pH 8.0, 37°C Escherichia coli (5Z)-5-([2-[(4-chlorobenzyl)sulfanyl]-5-nitrophenyl]methylidene)-2-thioxo-1,3-thiazolidin-4-one
6.3.2.8 0.03
-
 pH 8.0, 37°C Escherichia coli 3-bromo-N-(4-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)benzamide
6.3.2.8 0.031
-
 pH 8.0, 37°C Escherichia coli N-(4-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)-2-naphthamide
6.3.2.8 0.051
-
 pH 8.0, 37°C Escherichia coli N-(4-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)-2-nitrobenzamide
6.3.2.9 0.03
-
 pH 8.0, 37°C Escherichia coli 3-bromo-N-(4-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)benzamide
6.3.2.9 0.045
-
 pH 8.0, 37°C Escherichia coli N-(4-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)-2-nitrobenzamide
6.3.2.9 0.055
-
 pH 8.0, 37°C Escherichia coli 2-bromo-N-(4-([2-(2-naphthylsulfonyl)hydrazono]methyl)phenyl)benzamide
6.3.2.9 0.062
-
 pH 8.0, 37°C Escherichia coli N'-((2-[(4-cyanobenzyl)oxy]phenyl)methylidene)-2-naphthalenesulfonohydrazide
6.3.2.9 0.07
-
 pH 8.0, 37°C Escherichia coli N'-((2-[(2-nitrobenzyl)oxy]phenyl)methylidene)-2-naphthalenesulfonohydrazide
6.3.2.9 0.074
-
 pH 8.0, 37°C Escherichia coli 2-([2-(2-naphthylsulfonyl)hydrazono)methyl]phenyl 4-nitrobenzenesulfonate