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UDP-N-acetyl-3-O-(1-carboxyvinyl)-alpha-D-glucosamine + NADPH + H+
UDP-N-acetyl-alpha-D-muramate + NADP+
UDP-N-acetyl-3-O-(1-carboxyvinyl)-D-glucosamine + NADPH
UDP-N-acetyl-3-D-muramate + NADP+
UDP-N-acetyl-3-O-(1-carboxyvinyl)-D-glucosamine + NADPH
UDP-N-acetylmuramate + NADP+
UDP-N-acetylenolpyruvylglucosamine + NADPH
UDP-N-acetylmuramic acid + NADP+
UDP-N-acetylenolpyruvylglucosamine + NADPH + H+
UDP-N-acetylmuramate + NADP+
UDP-N-acetylenolpyruvylglucosamine + NADPH + H+
UDP-N-acetylmuramic acid + NADP+
additional information
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UDP-N-acetyl-3-O-(1-carboxyvinyl)-alpha-D-glucosamine + NADPH + H+
UDP-N-acetyl-alpha-D-muramate + NADP+
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UDP-N-acetyl-3-O-(1-carboxyvinyl)-alpha-D-glucosamine + NADPH + H+
UDP-N-acetyl-alpha-D-muramate + NADP+
structural analysis of the first half-reaction, hydride transfer from NADPH to FAD using the crystal structure of the enzyme in ternary complex with FAD and NADP+, overview. Enzyme MurB is a type I UNAGEP reductase
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UDP-N-acetyl-3-O-(1-carboxyvinyl)-alpha-D-glucosamine + NADPH + H+
UDP-N-acetyl-alpha-D-muramate + NADP+
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UDP-N-acetyl-3-O-(1-carboxyvinyl)-alpha-D-glucosamine + NADPH + H+
UDP-N-acetyl-alpha-D-muramate + NADP+
-
the enzyme MurB catalyzes the reduction of the enolpyruvyl moiety of UDP-GlcNAc-enolpyruvate to lactyl ether to produce UDP-N-acetylmuramic acid
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UDP-N-acetyl-3-O-(1-carboxyvinyl)-alpha-D-glucosamine + NADPH + H+
UDP-N-acetyl-alpha-D-muramate + NADP+
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UDP-N-acetyl-3-O-(1-carboxyvinyl)-D-glucosamine + NADPH
UDP-N-acetyl-3-D-muramate + NADP+
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UDP-N-acetyl-3-O-(1-carboxyvinyl)-D-glucosamine + NADPH
UDP-N-acetyl-3-D-muramate + NADP+
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UDP-N-acetyl-3-O-(1-carboxyvinyl)-D-glucosamine + NADPH
UDP-N-acetyl-3-D-muramate + NADP+
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UDP-N-acetyl-3-O-(1-carboxyvinyl)-D-glucosamine + NADPH
UDP-N-acetyl-3-D-muramate + NADP+
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UDP-N-acetyl-3-O-(1-carboxyvinyl)-D-glucosamine + NADPH
UDP-N-acetyl-3-D-muramate + NADP+
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UDP-N-acetyl-3-O-(1-carboxyvinyl)-D-glucosamine + NADPH
UDP-N-acetyl-3-D-muramate + NADP+
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UDP-N-acetyl-3-O-(1-carboxyvinyl)-D-glucosamine + NADPH
UDP-N-acetyl-3-D-muramate + NADP+
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UDP-N-acetyl-3-O-(1-carboxyvinyl)-D-glucosamine + NADPH
UDP-N-acetyl-3-D-muramate + NADP+
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UDP-N-acetyl-3-O-(1-carboxyvinyl)-D-glucosamine + NADPH
UDP-N-acetyl-3-D-muramate + NADP+
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UDP-N-acetyl-3-O-(1-carboxyvinyl)-D-glucosamine + NADPH
UDP-N-acetyl-3-D-muramate + NADP+
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UDP-N-acetyl-3-O-(1-carboxyvinyl)-D-glucosamine + NADPH
UDP-N-acetyl-3-D-muramate + NADP+
essential for cell growth, functions in bacterial peptidoglycan biosynthesis
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UDP-N-acetyl-3-O-(1-carboxyvinyl)-D-glucosamine + NADPH
UDP-N-acetyl-3-D-muramate + NADP+
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UDP-N-acetyl-3-O-(1-carboxyvinyl)-D-glucosamine + NADPH
UDP-N-acetyl-3-D-muramate + NADP+
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UDP-N-acetyl-3-O-(1-carboxyvinyl)-D-glucosamine + NADPH
UDP-N-acetyl-3-D-muramate + NADP+
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UDP-N-acetyl-3-O-(1-carboxyvinyl)-D-glucosamine + NADPH
UDP-N-acetylmuramate + NADP+
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r
UDP-N-acetyl-3-O-(1-carboxyvinyl)-D-glucosamine + NADPH
UDP-N-acetylmuramate + NADP+
i.e. enolpyruvyl-UDP-N-acetylglucosamine
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r
UDP-N-acetylenolpyruvylglucosamine + NADPH
UDP-N-acetylmuramic acid + NADP+
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UDP-N-acetylenolpyruvylglucosamine + NADPH
UDP-N-acetylmuramic acid + NADP+
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UDP-N-acetylenolpyruvylglucosamine + NADPH
UDP-N-acetylmuramic acid + NADP+
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UDP-N-acetylenolpyruvylglucosamine + NADPH
UDP-N-acetylmuramic acid + NADP+
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UDP-N-acetylenolpyruvylglucosamine + NADPH
UDP-N-acetylmuramic acid + NADP+
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UDP-N-acetylenolpyruvylglucosamine + NADPH
UDP-N-acetylmuramic acid + NADP+
complex of MurB and substrate forms strong hydrogen bond with Arg176, Ser257 and Glu361. The secondary structure of MurB consists of 13 helices, 6 beta sheets, 6 beta hairpins, 5 beta bluges, 19 stands, 52 beta turns and 4 inverse gamma turns
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UDP-N-acetylenolpyruvylglucosamine + NADPH
UDP-N-acetylmuramic acid + NADP+
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UDP-N-acetylenolpyruvylglucosamine + NADPH
UDP-N-acetylmuramic acid + NADP+
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UDP-N-acetylenolpyruvylglucosamine + NADPH
UDP-N-acetylmuramic acid + NADP+
-
biosynthetic MurB pathway, overview
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UDP-N-acetylenolpyruvylglucosamine + NADPH
UDP-N-acetylmuramic acid + NADP+
residues Arg213, Arg176, His259, Asn71, Tyr175, Ser226, and Glu296 are involved in catalysis
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UDP-N-acetylenolpyruvylglucosamine + NADPH
UDP-N-acetylmuramic acid + NADP+
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UDP-N-acetylenolpyruvylglucosamine + NADPH
UDP-N-acetylmuramic acid + NADP+
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?
UDP-N-acetylenolpyruvylglucosamine + NADPH
UDP-N-acetylmuramic acid + NADP+
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UDP-N-acetylenolpyruvylglucosamine + NADPH + H+
UDP-N-acetylmuramate + NADP+
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UDP-N-acetylenolpyruvylglucosamine + NADPH + H+
UDP-N-acetylmuramate + NADP+
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?
UDP-N-acetylenolpyruvylglucosamine + NADPH + H+
UDP-N-acetylmuramate + NADP+
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?
UDP-N-acetylenolpyruvylglucosamine + NADPH + H+
UDP-N-acetylmuramate + NADP+
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?
UDP-N-acetylenolpyruvylglucosamine + NADPH + H+
UDP-N-acetylmuramate + NADP+
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?
UDP-N-acetylenolpyruvylglucosamine + NADPH + H+
UDP-N-acetylmuramic acid + NADP+
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UDP-N-acetylenolpyruvylglucosamine + NADPH + H+
UDP-N-acetylmuramic acid + NADP+
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additional information
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enzyme catalyzes one of the cytoplasmic steps of E. coli peptidoglycan synthesis
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additional information
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enzyme catalyzes one of the cytoplasmic steps of E. coli peptidoglycan synthesis
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(4S)-1,2-bis(4-chlorophenyl)-5-[2-(2,4-difluorophenyl)-2-oxoethoxy]-4-methylpyrazolidin-3-one
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1,2-bis(3,4-dichlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (3,4-dichlorophenyl)amide
1,2-bis(3,4-dichlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid 4-tolylamide
1,2-bis(3,4-dichlorophenyl)pyrazolidine-3,5-dione
1,2-bis(3-chlorophenyl)-3,5-dioxopyrazolidine-4-carboxylic acid (4-chlorophenyl)amide
1,2-bis(3-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-trifluoromethylphenyl)amide
1,2-bis(3-chlorophenyl)pyrazolidine-3,5-dione
1,2-bis(4-chlorophenyl)-3,5-dioxo-N-phenylpyrazolidine-4-carboxamide
1,2-bis(4-chlorophenyl)-4,4-bis(6-phenylhexyl)pyrazolidine-3,5-dione
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1,2-bis(4-chlorophenyl)-4,4-bis[2-(2,4-difluorophenyl)-2-oxoethyl]pyrazolidine-3,5-dione
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1,2-bis(4-chlorophenyl)-4-(2,4-dichlorobenzyl)pyrazolidine-3,5-dione
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1,2-bis(4-chlorophenyl)-4-(2-ethylbutyl)pyrazolidine-3,5-dione
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1,2-bis(4-chlorophenyl)-4-(2-phenylethyl)pyrazolidine-3,5-dione
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1,2-bis(4-chlorophenyl)-4-(3,4-dichlorobenzoyl)-5-hydroxy-1,2-dihydropyrazol-3-one
1,2-bis(4-chlorophenyl)-4-(3-methoxybenzyl)pyrazolidine-3,5-dione
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1,2-bis(4-chlorophenyl)-4-(3-oxo-3-phenylpropyl)pyrazolidine-3,5-dione
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1,2-bis(4-chlorophenyl)-4-(3-phenylpropyl)pyrazolidine-3,5-dione
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1,2-bis(4-chlorophenyl)-4-(4-oxo-4-phenylbutyl)pyrazolidine-3,5-dione
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1,2-bis(4-chlorophenyl)-4-(4-phenylbutyl)pyrazolidine-3,5-dione
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1,2-bis(4-chlorophenyl)-4-(5-phenylpentyl)pyrazolidine-3,5-dione
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1,2-bis(4-chlorophenyl)-4-(6-phenylhexyl)pyrazolidine-3,5-dione
-
1,2-bis(4-chlorophenyl)-4-cyclohexanecarbonyl-5-hydroxy-1,2-dihydropyrazol-3-one
1,2-bis(4-chlorophenyl)-4-heptylpyrazolidine-3,5-dione
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1,2-bis(4-chlorophenyl)-4-[2-(2,4-difluorophenyl)-2-oxoethyl]-4-methylpyrazolidine-3,5-dione
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1,2-bis(4-chlorophenyl)-4-[2-(4-fluorophenyl)-2-oxoethyl]pyrazolidine-3,5-dione
-
1,2-bis(4-chlorophenyl)-4-[2-(diethylamino)ethyl]pyrazolidine-3,5-dione
-
1,2-bis(4-chlorophenyl)-4-[3-(trifluoromethyl)benzyl]pyrazolidine-3,5-dione
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (1-naphthalen-2-ylethyl)amide
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (2-chlorophenyl)amide
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (3-chlorophenyl)amide
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (3-trifluoromethylphenyl)amide
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-chlorophenyl)amide
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-cyanophenyl)amide
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-hydroxyphenyl)amide
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-methoxyphenyl)amide
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-trifluoromethylphenyl)amide
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid 2,4-dichlorobenzylamide
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid 2-chlorobenzylamide
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid 3,4-dichlorobenzylamide
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid cyclohexylamide
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid phenethylamide
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid [1-(4-bromophenyl)ethyl]amide
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid [4(3-(dimethylamino)propylcarbamoyl)-phenyl]amide
1,2-bis(4-chlorophenyl)-5-hydroxy-4-(4-methoxybenzoyl)-1,2-dihydropyrazol-3-one
1,2-bis(4-chlorophenyl)-5-hydroxy-4-(4-trifluoromethoxybenzoyl)-1,2-dihydropyrazol-3-one
1,2-bis(4-chlorophenyl)-5-hydroxy-4-(4-trifluoromethylbenzoyl)-1,2-dihydropyrazol-3-one
1,2-bis(4-chlorophenyl)-5-hydroxy-4-(thiophene-2-carbonyl)-1,2-dihydropyrazol-3-one
1,2-bis(4-chlorophenyl)-5-hydroxy-4-[2-(4-methoxyphenyl)acetyl]-1,2-dihydropyrazol-3-one
1,2-bis(4-chlorophenyl)pyrazolidine-3,5-dione
1,2-bis(4-fluorophenyl)pyrazolidine-3,5-dione
1,2-diphenylpyrazolidine-3,5-dione
3'-NADP+
-
noncompetitive with respect to NADPH
3-acetylpyridine adenine dinucleotide phosphate
-
oxidized form, competitive with respect to NADPH
4'-[[1,2-bis(4-chlorophenyl)-3,5-dioxopyrazolidin-4-yl]methyl]biphenyl-2-carbonitrile
-
4,4-bis[2-(benzyloxy)ethyl]-1,2-bis(4-chlorophenyl)pyrazolidine-3,5-dione
-
4-(2-chlorobenzyl)-1,2-bis(4-chlorophenyl)pyrazolidine-3,5-dione
-
4-(4-butoxybenzoyl)-1,2-bis(4-chlorophenyl)-5-hydroxy-1,2-dihydropyrazol-3-one
4-(4-chlorobenzoyl)1,2-bis(4-chlorophenyl)-5-hydroxy-1,2-dihydropyrazol-3-one
4-(biphenylyl-4-carbonyl)-1,2-bis(4-chlorophenyl)-5-hydroxy-1,2-dihydropyrazol-3-one
4-benzyl-1,2-bis(4-chlorophenyl)pyrazolidine-3,5-dione
-
4-[1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carbonyl]aminobenzoic acid
4-[1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carbonyl]aminobenzoic acid ethyl ester
4-[2-(benzyloxy)ethyl]-1,2-bis(4-chlorophenyl)-4-methylpyrazolidine-3,5-dione
-
4-[2-(benzyloxy)ethyl]-1,2-bis(4-chlorophenyl)pyrazolidine-3,5-dione
-
4-[2-(benzylsulfanyl)ethyl]-1,2-bis(4-chlorophenyl)pyrazolidine-3,5-dione
-
4-[2-[benzyl(ethyl)amino]ethyl]-1,2-bis(4-chlorophenyl)pyrazolidine-3,5-dione
-
4-[3,5-bis(trifluoromethyl)benzyl]-1,2-bis(4-chlorophenyl)pyrazolidine-3,5-dione
-
5-hydroxy-3-oxo-1,2-diphenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-bromophenyl)amide
5-hydroxy-3-oxo-1,2-diphenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-chlorophenyl)amide
5-hydroxy-3-oxo-1,2-diphenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid phenylamide
ADP
-
at high concentration, competitive with respect to NADPH
ADP-ribose
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at high concentration, competitive with respect to NADPH
Ca2+
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complete inhibition at 10 mM
guanidine hydrochloride
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an exponential decrease in enzymatic activity from 100% to 20% is observed between 0 and 0.05 M, no activity is observed above 0.5 M
Li+
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slight, in presence of K+
Mg2+
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markedly inhibits stimulatory effect of K+
Mn2+
-
markedly inhibits stimulatory effect of K+
Na+
-
slight, in presence of K+
NADPH
-
substrate inhibition at pH 7.0, Ki: 1.6 mM
nicotinamide 1,N6-ethenoadenine dinucleotide phosphate
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oxidized form, noncompetitive with respect to NADPH
nicotinamide hypoxanthine dinucleotide phosphate
-
oxidized form, noncompetitive with respect to NADPH
UDP
-
at high concentration, noncompetitive with respect to NADPH
UDP-N-acetyl-3-O-(1-carboxyvinyl)-D-glucosamine
-
substrate inhibition at pH 6, Ki 0.01 mM with 0.15 mM NADPH, weaker at more basic pH
Urea
-
no activity at 2.5 M
uridine diphospho-N-acetylglucosamine
-
at very high concentration, noncompetitive with respect to NADPH
uridine diphospho-N-acetylmuramic acid
-
uncompetitive with respect to NADPH
1,2-bis(3,4-dichlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (3,4-dichlorophenyl)amide
-
-
1,2-bis(3,4-dichlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (3,4-dichlorophenyl)amide
-
-
1,2-bis(3,4-dichlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (3,4-dichlorophenyl)amide
-
-
1,2-bis(3,4-dichlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (3,4-dichlorophenyl)amide
-
-
1,2-bis(3,4-dichlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (3,4-dichlorophenyl)amide
-
-
1,2-bis(3,4-dichlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid 4-tolylamide
-
-
1,2-bis(3,4-dichlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid 4-tolylamide
-
-
1,2-bis(3,4-dichlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid 4-tolylamide
-
-
1,2-bis(3,4-dichlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid 4-tolylamide
-
-
1,2-bis(3,4-dichlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid 4-tolylamide
-
-
1,2-bis(3,4-dichlorophenyl)pyrazolidine-3,5-dione
-
-
1,2-bis(3,4-dichlorophenyl)pyrazolidine-3,5-dione
-
-
1,2-bis(3,4-dichlorophenyl)pyrazolidine-3,5-dione
-
-
1,2-bis(3,4-dichlorophenyl)pyrazolidine-3,5-dione
-
-
1,2-bis(3,4-dichlorophenyl)pyrazolidine-3,5-dione
-
-
1,2-bis(3-chlorophenyl)-3,5-dioxopyrazolidine-4-carboxylic acid (4-chlorophenyl)amide
-
-
1,2-bis(3-chlorophenyl)-3,5-dioxopyrazolidine-4-carboxylic acid (4-chlorophenyl)amide
-
-
1,2-bis(3-chlorophenyl)-3,5-dioxopyrazolidine-4-carboxylic acid (4-chlorophenyl)amide
-
-
1,2-bis(3-chlorophenyl)-3,5-dioxopyrazolidine-4-carboxylic acid (4-chlorophenyl)amide
-
-
1,2-bis(3-chlorophenyl)-3,5-dioxopyrazolidine-4-carboxylic acid (4-chlorophenyl)amide
-
-
1,2-bis(3-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-trifluoromethylphenyl)amide
-
-
1,2-bis(3-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-trifluoromethylphenyl)amide
-
-
1,2-bis(3-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-trifluoromethylphenyl)amide
-
-
1,2-bis(3-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-trifluoromethylphenyl)amide
-
-
1,2-bis(3-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-trifluoromethylphenyl)amide
-
-
1,2-bis(3-chlorophenyl)pyrazolidine-3,5-dione
-
-
1,2-bis(3-chlorophenyl)pyrazolidine-3,5-dione
-
-
1,2-bis(3-chlorophenyl)pyrazolidine-3,5-dione
-
-
1,2-bis(3-chlorophenyl)pyrazolidine-3,5-dione
-
-
1,2-bis(3-chlorophenyl)pyrazolidine-3,5-dione
-
-
1,2-bis(4-chlorophenyl)-3,5-dioxo-N-phenylpyrazolidine-4-carboxamide
-
-
1,2-bis(4-chlorophenyl)-3,5-dioxo-N-phenylpyrazolidine-4-carboxamide
-
-
1,2-bis(4-chlorophenyl)-3,5-dioxo-N-phenylpyrazolidine-4-carboxamide
-
-
1,2-bis(4-chlorophenyl)-3,5-dioxo-N-phenylpyrazolidine-4-carboxamide
-
-
1,2-bis(4-chlorophenyl)-3,5-dioxo-N-phenylpyrazolidine-4-carboxamide
-
-
1,2-bis(4-chlorophenyl)-4-(3,4-dichlorobenzoyl)-5-hydroxy-1,2-dihydropyrazol-3-one
-
-
1,2-bis(4-chlorophenyl)-4-(3,4-dichlorobenzoyl)-5-hydroxy-1,2-dihydropyrazol-3-one
-
-
1,2-bis(4-chlorophenyl)-4-(3,4-dichlorobenzoyl)-5-hydroxy-1,2-dihydropyrazol-3-one
-
-
1,2-bis(4-chlorophenyl)-4-(3,4-dichlorobenzoyl)-5-hydroxy-1,2-dihydropyrazol-3-one
-
-
1,2-bis(4-chlorophenyl)-4-(3,4-dichlorobenzoyl)-5-hydroxy-1,2-dihydropyrazol-3-one
-
-
1,2-bis(4-chlorophenyl)-4-cyclohexanecarbonyl-5-hydroxy-1,2-dihydropyrazol-3-one
-
-
1,2-bis(4-chlorophenyl)-4-cyclohexanecarbonyl-5-hydroxy-1,2-dihydropyrazol-3-one
-
-
1,2-bis(4-chlorophenyl)-4-cyclohexanecarbonyl-5-hydroxy-1,2-dihydropyrazol-3-one
-
-
1,2-bis(4-chlorophenyl)-4-cyclohexanecarbonyl-5-hydroxy-1,2-dihydropyrazol-3-one
-
-
1,2-bis(4-chlorophenyl)-4-cyclohexanecarbonyl-5-hydroxy-1,2-dihydropyrazol-3-one
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (1-naphthalen-2-ylethyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (1-naphthalen-2-ylethyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (1-naphthalen-2-ylethyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (1-naphthalen-2-ylethyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (1-naphthalen-2-ylethyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (2-chlorophenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (2-chlorophenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (2-chlorophenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (2-chlorophenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (2-chlorophenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (3-chlorophenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (3-chlorophenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (3-chlorophenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (3-chlorophenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (3-chlorophenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (3-trifluoromethylphenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (3-trifluoromethylphenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (3-trifluoromethylphenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (3-trifluoromethylphenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (3-trifluoromethylphenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-chlorophenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-chlorophenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-chlorophenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-chlorophenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-chlorophenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-cyanophenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-cyanophenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-cyanophenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-cyanophenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-cyanophenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-hydroxyphenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-hydroxyphenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-hydroxyphenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-hydroxyphenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-hydroxyphenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-methoxyphenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-methoxyphenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-methoxyphenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-methoxyphenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-methoxyphenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-trifluoromethylphenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-trifluoromethylphenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-trifluoromethylphenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-trifluoromethylphenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-trifluoromethylphenyl)amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid 2,4-dichlorobenzylamide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid 2,4-dichlorobenzylamide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid 2,4-dichlorobenzylamide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid 2,4-dichlorobenzylamide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid 2,4-dichlorobenzylamide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid 2-chlorobenzylamide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid 2-chlorobenzylamide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid 2-chlorobenzylamide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid 2-chlorobenzylamide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid 2-chlorobenzylamide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid 3,4-dichlorobenzylamide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid 3,4-dichlorobenzylamide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid 3,4-dichlorobenzylamide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid 3,4-dichlorobenzylamide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid 3,4-dichlorobenzylamide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid cyclohexylamide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid cyclohexylamide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid cyclohexylamide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid cyclohexylamide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid cyclohexylamide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid phenethylamide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid phenethylamide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid phenethylamide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid phenethylamide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid phenethylamide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid [1-(4-bromophenyl)ethyl]amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid [1-(4-bromophenyl)ethyl]amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid [1-(4-bromophenyl)ethyl]amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid [1-(4-bromophenyl)ethyl]amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid [1-(4-bromophenyl)ethyl]amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid [4(3-(dimethylamino)propylcarbamoyl)-phenyl]amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid [4(3-(dimethylamino)propylcarbamoyl)-phenyl]amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid [4(3-(dimethylamino)propylcarbamoyl)-phenyl]amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid [4(3-(dimethylamino)propylcarbamoyl)-phenyl]amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid [4(3-(dimethylamino)propylcarbamoyl)-phenyl]amide
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-4-(4-methoxybenzoyl)-1,2-dihydropyrazol-3-one
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-4-(4-methoxybenzoyl)-1,2-dihydropyrazol-3-one
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-4-(4-methoxybenzoyl)-1,2-dihydropyrazol-3-one
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-4-(4-methoxybenzoyl)-1,2-dihydropyrazol-3-one
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-4-(4-methoxybenzoyl)-1,2-dihydropyrazol-3-one
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-4-(4-trifluoromethoxybenzoyl)-1,2-dihydropyrazol-3-one
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-4-(4-trifluoromethoxybenzoyl)-1,2-dihydropyrazol-3-one
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-4-(4-trifluoromethoxybenzoyl)-1,2-dihydropyrazol-3-one
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-4-(4-trifluoromethoxybenzoyl)-1,2-dihydropyrazol-3-one
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-4-(4-trifluoromethoxybenzoyl)-1,2-dihydropyrazol-3-one
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-4-(4-trifluoromethylbenzoyl)-1,2-dihydropyrazol-3-one
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-4-(4-trifluoromethylbenzoyl)-1,2-dihydropyrazol-3-one
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-4-(4-trifluoromethylbenzoyl)-1,2-dihydropyrazol-3-one
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-4-(4-trifluoromethylbenzoyl)-1,2-dihydropyrazol-3-one
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-4-(4-trifluoromethylbenzoyl)-1,2-dihydropyrazol-3-one
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-4-(thiophene-2-carbonyl)-1,2-dihydropyrazol-3-one
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-4-(thiophene-2-carbonyl)-1,2-dihydropyrazol-3-one
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-4-(thiophene-2-carbonyl)-1,2-dihydropyrazol-3-one
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-4-(thiophene-2-carbonyl)-1,2-dihydropyrazol-3-one
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-4-(thiophene-2-carbonyl)-1,2-dihydropyrazol-3-one
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-4-[2-(4-methoxyphenyl)acetyl]-1,2-dihydropyrazol-3-one
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-4-[2-(4-methoxyphenyl)acetyl]-1,2-dihydropyrazol-3-one
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-4-[2-(4-methoxyphenyl)acetyl]-1,2-dihydropyrazol-3-one
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-4-[2-(4-methoxyphenyl)acetyl]-1,2-dihydropyrazol-3-one
-
-
1,2-bis(4-chlorophenyl)-5-hydroxy-4-[2-(4-methoxyphenyl)acetyl]-1,2-dihydropyrazol-3-one
-
-
1,2-bis(4-chlorophenyl)pyrazolidine-3,5-dione
-
-
1,2-bis(4-chlorophenyl)pyrazolidine-3,5-dione
-
-
1,2-bis(4-chlorophenyl)pyrazolidine-3,5-dione
-
-
1,2-bis(4-chlorophenyl)pyrazolidine-3,5-dione
-
-
1,2-bis(4-chlorophenyl)pyrazolidine-3,5-dione
-
-
1,2-bis(4-fluorophenyl)pyrazolidine-3,5-dione
-
-
1,2-bis(4-fluorophenyl)pyrazolidine-3,5-dione
-
-
1,2-bis(4-fluorophenyl)pyrazolidine-3,5-dione
-
-
1,2-bis(4-fluorophenyl)pyrazolidine-3,5-dione
-
-
1,2-bis(4-fluorophenyl)pyrazolidine-3,5-dione
-
-
1,2-diphenylpyrazolidine-3,5-dione
-
slight inhibition
1,2-diphenylpyrazolidine-3,5-dione
-
slight inhibition
1,2-diphenylpyrazolidine-3,5-dione
-
slight inhibition
1,2-diphenylpyrazolidine-3,5-dione
-
slight inhibition
1,2-diphenylpyrazolidine-3,5-dione
-
slight inhibition
4-(4-butoxybenzoyl)-1,2-bis(4-chlorophenyl)-5-hydroxy-1,2-dihydropyrazol-3-one
-
-
4-(4-butoxybenzoyl)-1,2-bis(4-chlorophenyl)-5-hydroxy-1,2-dihydropyrazol-3-one
-
-
4-(4-butoxybenzoyl)-1,2-bis(4-chlorophenyl)-5-hydroxy-1,2-dihydropyrazol-3-one
-
-
4-(4-butoxybenzoyl)-1,2-bis(4-chlorophenyl)-5-hydroxy-1,2-dihydropyrazol-3-one
-
-
4-(4-butoxybenzoyl)-1,2-bis(4-chlorophenyl)-5-hydroxy-1,2-dihydropyrazol-3-one
-
-
4-(4-chlorobenzoyl)1,2-bis(4-chlorophenyl)-5-hydroxy-1,2-dihydropyrazol-3-one
-
-
4-(4-chlorobenzoyl)1,2-bis(4-chlorophenyl)-5-hydroxy-1,2-dihydropyrazol-3-one
-
-
4-(4-chlorobenzoyl)1,2-bis(4-chlorophenyl)-5-hydroxy-1,2-dihydropyrazol-3-one
-
-
4-(4-chlorobenzoyl)1,2-bis(4-chlorophenyl)-5-hydroxy-1,2-dihydropyrazol-3-one
-
-
4-(4-chlorobenzoyl)1,2-bis(4-chlorophenyl)-5-hydroxy-1,2-dihydropyrazol-3-one
-
-
4-(biphenylyl-4-carbonyl)-1,2-bis(4-chlorophenyl)-5-hydroxy-1,2-dihydropyrazol-3-one
-
-
4-(biphenylyl-4-carbonyl)-1,2-bis(4-chlorophenyl)-5-hydroxy-1,2-dihydropyrazol-3-one
-
-
4-(biphenylyl-4-carbonyl)-1,2-bis(4-chlorophenyl)-5-hydroxy-1,2-dihydropyrazol-3-one
-
-
4-(biphenylyl-4-carbonyl)-1,2-bis(4-chlorophenyl)-5-hydroxy-1,2-dihydropyrazol-3-one
-
-
4-(biphenylyl-4-carbonyl)-1,2-bis(4-chlorophenyl)-5-hydroxy-1,2-dihydropyrazol-3-one
-
-
4-[1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carbonyl]aminobenzoic acid
-
-
4-[1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carbonyl]aminobenzoic acid
-
-
4-[1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carbonyl]aminobenzoic acid
-
-
4-[1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carbonyl]aminobenzoic acid
-
-
4-[1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carbonyl]aminobenzoic acid
-
-
4-[1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carbonyl]aminobenzoic acid ethyl ester
-
-
4-[1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carbonyl]aminobenzoic acid ethyl ester
-
-
4-[1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carbonyl]aminobenzoic acid ethyl ester
-
-
4-[1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carbonyl]aminobenzoic acid ethyl ester
-
-
4-[1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carbonyl]aminobenzoic acid ethyl ester
-
-
5-hydroxy-3-oxo-1,2-diphenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-bromophenyl)amide
-
-
5-hydroxy-3-oxo-1,2-diphenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-bromophenyl)amide
-
-
5-hydroxy-3-oxo-1,2-diphenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-bromophenyl)amide
-
-
5-hydroxy-3-oxo-1,2-diphenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-bromophenyl)amide
-
-
5-hydroxy-3-oxo-1,2-diphenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-bromophenyl)amide
-
-
5-hydroxy-3-oxo-1,2-diphenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-chlorophenyl)amide
-
-
5-hydroxy-3-oxo-1,2-diphenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-chlorophenyl)amide
-
-
5-hydroxy-3-oxo-1,2-diphenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-chlorophenyl)amide
-
-
5-hydroxy-3-oxo-1,2-diphenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-chlorophenyl)amide
-
-
5-hydroxy-3-oxo-1,2-diphenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-chlorophenyl)amide
-
-
5-hydroxy-3-oxo-1,2-diphenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid phenylamide
-
-
5-hydroxy-3-oxo-1,2-diphenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid phenylamide
-
-
5-hydroxy-3-oxo-1,2-diphenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid phenylamide
-
-
5-hydroxy-3-oxo-1,2-diphenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid phenylamide
-
-
5-hydroxy-3-oxo-1,2-diphenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid phenylamide
-
-
N-ethylmaleimide
-
-
N-ethylmaleimide
-
Na+ and K+ provide small but definite protection against inactivation by N-ethylmaleimide
NADP+
-
noncompetitive with respect to NADPH
NADP+
-
about 78% inhibition at 0.06 mM
p-chloromercuribenzoate
-
-
p-chloromercuribenzoate
-
-
thio-NADP+
-
noncompetitive with respect to NADPH
thio-NADP+
-
about 80% inhibition at 0.06 mM
additional information
-
maximal inhibition concentration, i.e. MIC, values, overview
-
additional information
-
maximal inhibition concentration, i.e. MIC, values, overview
-
additional information
-
maximal inhibition concentration, i.e. MIC, values, overview
-
additional information
-
not influenced by DMSO
-
additional information
-
maximal inhibition concentration, i.e. MIC, values, overview
-
additional information
-
maximal inhibition concentration, i.e. MIC, values, overview
-
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0.05
(4S)-1,2-bis(4-chlorophenyl)-5-[2-(2,4-difluorophenyl)-2-oxoethoxy]-4-methylpyrazolidin-3-one
Mycobacterium tuberculosis
pH and temperature not specified in the publication
0.0072
1,2-bis(4-chlorophenyl)-4,4-bis(6-phenylhexyl)pyrazolidine-3,5-dione
Mycobacterium tuberculosis
pH and temperature not specified in the publication
0.0058
1,2-bis(4-chlorophenyl)-4,4-bis[2-(2,4-difluorophenyl)-2-oxoethyl]pyrazolidine-3,5-dione
Mycobacterium tuberculosis
pH and temperature not specified in the publication
0.011
1,2-bis(4-chlorophenyl)-4-(2,4-dichlorobenzyl)pyrazolidine-3,5-dione
Mycobacterium tuberculosis
pH and temperature not specified in the publication
0.05
1,2-bis(4-chlorophenyl)-4-(2-ethylbutyl)pyrazolidine-3,5-dione
Mycobacterium tuberculosis
pH and temperature not specified in the publication
0.035 - 0.05
1,2-bis(4-chlorophenyl)-4-(2-phenylethyl)pyrazolidine-3,5-dione
0.05
1,2-bis(4-chlorophenyl)-4-(3-methoxybenzyl)pyrazolidine-3,5-dione
Mycobacterium tuberculosis
pH and temperature not specified in the publication
0.013
1,2-bis(4-chlorophenyl)-4-(3-oxo-3-phenylpropyl)pyrazolidine-3,5-dione
Mycobacterium tuberculosis
pH and temperature not specified in the publication
0.01
1,2-bis(4-chlorophenyl)-4-(3-phenylpropyl)pyrazolidine-3,5-dione
Mycobacterium tuberculosis
pH and temperature not specified in the publication
0.01
1,2-bis(4-chlorophenyl)-4-(4-oxo-4-phenylbutyl)pyrazolidine-3,5-dione
Mycobacterium tuberculosis
pH and temperature not specified in the publication
0.0056
1,2-bis(4-chlorophenyl)-4-(4-phenylbutyl)pyrazolidine-3,5-dione
Mycobacterium tuberculosis
pH and temperature not specified in the publication
0.01
1,2-bis(4-chlorophenyl)-4-(5-phenylpentyl)pyrazolidine-3,5-dione
Mycobacterium tuberculosis
pH and temperature not specified in the publication
0.0089
1,2-bis(4-chlorophenyl)-4-(6-phenylhexyl)pyrazolidine-3,5-dione
Mycobacterium tuberculosis
pH and temperature not specified in the publication
0.042
1,2-bis(4-chlorophenyl)-4-heptylpyrazolidine-3,5-dione
Mycobacterium tuberculosis
pH and temperature not specified in the publication
0.049
1,2-bis(4-chlorophenyl)-4-[2-(2,4-difluorophenyl)-2-oxoethyl]-4-methylpyrazolidine-3,5-dione
Mycobacterium tuberculosis
pH and temperature not specified in the publication
0.0054
1,2-bis(4-chlorophenyl)-4-[2-(4-fluorophenyl)-2-oxoethyl]pyrazolidine-3,5-dione
Mycobacterium tuberculosis
pH and temperature not specified in the publication
0.05
1,2-bis(4-chlorophenyl)-4-[2-(diethylamino)ethyl]pyrazolidine-3,5-dione
Mycobacterium tuberculosis
pH and temperature not specified in the publication
0.018
1,2-bis(4-chlorophenyl)-4-[3-(trifluoromethyl)benzyl]pyrazolidine-3,5-dione
Mycobacterium tuberculosis
pH and temperature not specified in the publication
0.011
4'-[[1,2-bis(4-chlorophenyl)-3,5-dioxopyrazolidin-4-yl]methyl]biphenyl-2-carbonitrile
Mycobacterium tuberculosis
pH and temperature not specified in the publication
0.0072
4,4-bis[2-(benzyloxy)ethyl]-1,2-bis(4-chlorophenyl)pyrazolidine-3,5-dione
Mycobacterium tuberculosis
pH and temperature not specified in the publication
0.05
4-(2-chlorobenzyl)-1,2-bis(4-chlorophenyl)pyrazolidine-3,5-dione
Mycobacterium tuberculosis
pH and temperature not specified in the publication
0.05
4-benzyl-1,2-bis(4-chlorophenyl)pyrazolidine-3,5-dione
Mycobacterium tuberculosis
pH and temperature not specified in the publication
0.02
4-[2-(benzyloxy)ethyl]-1,2-bis(4-chlorophenyl)-4-methylpyrazolidine-3,5-dione
Mycobacterium tuberculosis
pH and temperature not specified in the publication
0.011
4-[2-(benzyloxy)ethyl]-1,2-bis(4-chlorophenyl)pyrazolidine-3,5-dione
Mycobacterium tuberculosis
pH and temperature not specified in the publication
0.0052
4-[2-(benzylsulfanyl)ethyl]-1,2-bis(4-chlorophenyl)pyrazolidine-3,5-dione
Mycobacterium tuberculosis
pH and temperature not specified in the publication
0.05
4-[2-[benzyl(ethyl)amino]ethyl]-1,2-bis(4-chlorophenyl)pyrazolidine-3,5-dione
Mycobacterium tuberculosis
pH and temperature not specified in the publication
0.012
4-[3,5-bis(trifluoromethyl)benzyl]-1,2-bis(4-chlorophenyl)pyrazolidine-3,5-dione
Mycobacterium tuberculosis
pH and temperature not specified in the publication
0.035
1,2-bis(4-chlorophenyl)-4-(2-phenylethyl)pyrazolidine-3,5-dione
Mycobacterium tuberculosis
pH and temperature not specified in the publication
0.05
1,2-bis(4-chlorophenyl)-4-(2-phenylethyl)pyrazolidine-3,5-dione
Mycobacterium tuberculosis
pH and temperature not specified in the publication
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Anwar, R.A.; Vlaovic, M.
Purification of UDP-N-acetylenolpyruvoylglucosamine reductase from Escherichia coli by affinity chromatography, its subunit structure and the absence of flavin as the prosthetic group
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57
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1979
Escherichia coli
brenda
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1973
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brenda
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1983
Escherichia coli
brenda
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1970
Enterobacter cloacae, Enterobacter cloacae NRC 492
brenda
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Biosynthesis of uridine diphospho-N-acetylmuramic acid. IV. Activation of uridine diphospho-N-acetylenolpyruvylglucosamine reductase by monovalent cations
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1973
Enterobacter cloacae, Enterobacter cloacae NRC 492
brenda
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Steady-state kinetic mechanism of Escherichia coli UDP-N-acetylenolpyruvylglucosamine reductase
Biochemistry
34
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1995
Escherichia coli
brenda
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Overexpression, purification, and mechanistic study of UDP-N-acetylenolpyruvylglucosamine reductase
Biochemistry
32
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1993
Escherichia coli
brenda
Benson, T.E.; Walsh, C.T.; Massey, V.
Kinetic characterization of wild-type and S229A mutant MurB: evidence of the role of Ser 229 as a general acid
Biochemistry
36
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1997
Escherichia coli
brenda
Sylvester, D.R.; Alvarez, E.; Patel, A.; Ratnam, K.; Kallender, H.; Wallis, N.G.
Identification and characterization of UDP-N-acetylenolpyruvylglucosamine reductase (MurB) from the gram-positive pathogen Streptococcus pneumoniae
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355
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2001
Streptococcus pneumoniae, Streptococcus pneumoniae 100993
brenda
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X-ray crystal structure of the S299A mutant and wild-type MurB in the presence of the substrate enolpyruvyl-UDP-N-acetylglucosamine at 1.8-A resolution
Biochemistry
36
806-811
1997
Escherichia coli
brenda
Benson, T.E.; Walsh, C.T.; Hogle, J.M.
Crystallisation and preliminary X-ray crystallographic studies of UDP-N-acetylenolpyruvylglucosamine reductase
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3
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1994
Escherichia coli
brenda
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Crystallisation and preliminary X-ray analysis of UDP-N-acetylenolpyruvylglucosamine reductase (MurB) from Staphylococcus aureus
Acta Crystallogr. Sect. D
57
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2001
Staphylococcus aureus
brenda
Matsuo, M.; Kurokawa, K.; Nishida, S.; Li, Y.; Takimura, H.; Kaito, C.; Fukuhara, N.; Maki, H.; Miura, K.; Murakami, K.; Sekimizu, K.
Isolation and mutation site determination of the temperature-sensitive murB mutants of Staphylococcus aureus
FEMS Microbiol. Lett.
222
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2003
Staphylococcus aureus (Q54A20), Staphylococcus aureus
brenda
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Identification and characterization of amino acid residues essential for the active site of UDP-N-acetylenolpyruvylglucosamine reductase (MurB) from Staphylococcus aureus
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281
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2006
Staphylococcus aureus (P61431), Staphylococcus aureus
brenda
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Pyrazolidine-3,5-diones and 5-hydroxy-1H-pyrazol-3(2H)-ones, inhibitors of UDP-N-acetylenolpyruvyl glucosamine reductase
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49
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2006
Candida albicans, Streptococcus pneumoniae, Escherichia coli, Enterococcus faecalis, Staphylococcus aureus, Staphylococcus aureus GC 1131, Escherichia coli GC 4560 imp, Streptococcus pneumoniae GC 1894, Enterococcus faecalis GC 2242
brenda
Kim, M.; Cho, M.K.; Song, H.; Kim, D.; Park, B.; Lee, J.H.; Kang, G.B.; Kim, S.H.; Im, Y.J.; Lee, D.; Eom, S.H.
Crystal structure of UDP-N-acetylenolpyruvylglucosamine reductase (MurB) from Thermus caldophilus
Proteins
66
751-754
2007
Thermus caldophilus (Q5SJC8), Thermus caldophilus
brenda
Babajan, B.; Anuradha, C.; Chaitanya, M.; Gowsia, D.; Kumar, C.
In silico structural characterization of Mycobacterium tuberculosis H37Rv UDP-N-acetylmuramate dehydrogenase
Int. J. Integr. Biol.
6
12-16
2009
Mycobacterium tuberculosis, Mycobacterium tuberculosis (B5AFK3), Mycobacterium tuberculosis H37Rv (B5AFK3)
-
brenda
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Structural and functional features of UDP-N-acetylenolpyruvylglucosamine reductase of Mycobacterium tuberculosis H37Rv
Int. J. Integr. Biol.
10
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2010
Mycobacterium tuberculosis, Mycobacterium tuberculosis H37Rv
-
brenda
Shapiro, A.B.; Livchak, S.; Gao, N.; Whiteaker, J.; Thresher, J.; Jahic, H.; Huang, J.; Gu, R.F.
A homogeneous, high-throughput-compatible, fluorescence intensity-based assay for UDP-N-acetylenolpyruvylglucosamine reductase (MurB) with nanomolar product detection
J. Biomol. Screen.
17
327-338
2012
Escherichia coli
brenda
Kumar, V.; Saravanan, P.; Arvind, A.; Mohan, C.G.
Identification of hotspot regions of MurB oxidoreductase enzyme using homology modeling, molecular dynamics and molecular docking techniques
J. Mol. Model.
17
939-953
2011
Mycobacterium tuberculosis (P9WJL9), Mycobacterium tuberculosis H37Rv (P9WJL9)
brenda
Naqvi, K.F.; Patin, D.; Wheatley, M.S.; Savka, M.A.; Dobson, R.C.; Gan, H.M.; Barreteau, H.; Blanot, D.; Mengin-Lecreulx, D.; Hudson, A.O.
Identification and partial characterization of a novel UDP-N-acetylenolpyruvoylglucosamine reductase/UDP-N-acetylmuramate L-alanine ligase fusion enzyme from Verrucomicrobium spinosum DSM 4136(T)
Front. Microbiol.
7
362
2016
Verrucomicrobium spinosum, Verrucomicrobium spinosum DSM 4136
brenda
Videau, P.; Rivers, O.S.; Ushijima, B.; Oshiro, R.T.; Kim, M.J.; Philmus, B.; Cozy, L.M.
Mutation of the murC and murB genes impairs heterocyst differentiation in Anabaena sp. strain PCC 7120
J. Bacteriol.
198
1196-1206
2016
Anabaena sp. (Q8YM74), Anabaena sp. PCC 7120 (Q8YM74)
brenda
Chen, M.W.; Lohkamp, B.; Schnell, R.; Lescar, J.; Schneider, G.
Substrate channel flexibility in Pseudomonas aeruginosa MurB accommodates Two distinct substrates
PLoS ONE
8
e66936
2013
Pseudomonas aeruginosa (Q9HZM7)
brenda
Isa, M.; Mohammed, M.
Molecular docking and dynamic simulation of UDP-N-acetylenolpyruvoylglucosamine reductase (MurB) obtained from Mycobacterium tuberculosis using in silico approach
Netw. Model. Anal. Health Inform. Bioinform.
10
40
2021
Mycobacterium tuberculosis (P9WJL9), Mycobacterium tuberculosis H37Rv (P9WJL9)
-
brenda