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Literature summary for 6.3.2.8 extracted from

  • Hameed P, S.; Manjrekar, P.; Chinnapattu, M.; Humnabadkar, V.; Shanbhag, G.; Kedari, C.; Mudugal, N.V.; Ambady, A.; de Jonge, B.L.; Sadler, C.; Paul, B.; Sriram, S.; Kaur, P.; Guptha, S.; Raichurkar, A.; Fleming, P.; Eyermann, C.J.; McKinney, D.C.; Sambandamurthy, V.K.; Panda, M.; Ravishankar, S.
    Pyrazolopyrimidines establish MurC as a vulnerable target in Pseudomonas aeruginosa and Escherichia coli (2014), ACS Chem. Biol., 9, 2274-2282 .
    View publication on PubMed

Protein Variants

Protein Variants Comment Organism
R151W site-directed mutagenesis Pseudomonas aeruginosa
Y246C site-directed mutagenesis Pseudomonas aeruginosa

Inhibitors

Inhibitors Comment Organism Structure
(1-[4-[(5-cyclopropyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]piperidin-2-yl)methanol
-
Escherichia coli
(1-[4-[(5-cyclopropyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]piperidin-2-yl)methanol
-
Pseudomonas aeruginosa
(1R,2S)-1-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2,3-dihydro-1H-inden-2-ol
-
Escherichia coli
(1R,2S)-1-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2,3-dihydro-1H-inden-2-ol
-
Pseudomonas aeruginosa
(2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-(2-methoxypyridin-4-yl)ethan-1-ol
-
Escherichia coli
(2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-(2-methoxypyridin-4-yl)ethan-1-ol
-
Pseudomonas aeruginosa
(2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-(3-chloropyridin-4-yl)ethan-1-ol
-
Escherichia coli
(2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-(3-chloropyridin-4-yl)ethan-1-ol
-
Pseudomonas aeruginosa
(2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-(3-fluorophenyl)ethan-1-ol
-
Escherichia coli
(2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-(3-fluorophenyl)ethan-1-ol
-
Pseudomonas aeruginosa
(2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-(3-methyl-1,2-oxazol-5-yl)ethan-1-ol
-
Escherichia coli
(2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-(3-methyl-1,2-oxazol-5-yl)ethan-1-ol
-
Pseudomonas aeruginosa
(2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-(4-methoxyphenyl)ethan-1-ol
-
Escherichia coli
(2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-(4-methoxyphenyl)ethan-1-ol
-
Pseudomonas aeruginosa
(2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-(pyridin-2-yl)ethan-1-ol
-
Escherichia coli
(2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-(pyridin-2-yl)ethan-1-ol
-
Pseudomonas aeruginosa
(2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-(pyridin-3-yl)ethan-1-ol
-
Escherichia coli
(2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-(pyridin-3-yl)ethan-1-ol
-
Pseudomonas aeruginosa
(2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-cyclohexylethan-1-ol
-
Escherichia coli
(2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-cyclohexylethan-1-ol
-
Pseudomonas aeruginosa
(2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-phenylethan-1-ol
-
Escherichia coli
(2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-phenylethan-1-ol
-
Pseudomonas aeruginosa
(2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-phenylethyl (2-aminoethyl)carbamate
-
Escherichia coli
(2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-phenylethyl (2-aminoethyl)carbamate
-
Pseudomonas aeruginosa
(2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-phenylethyl (2-hydroxyethyl)carbamate
-
Escherichia coli
(2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-phenylethyl (2-hydroxyethyl)carbamate
-
Pseudomonas aeruginosa
(2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-phenylethyl (2R)-2-(aminomethyl)morpholine-4-carboxylate
-
Escherichia coli
(2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-phenylethyl (2R)-2-(aminomethyl)morpholine-4-carboxylate
-
Pseudomonas aeruginosa
(2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-phenylethyl hydroxycarbamate
-
Escherichia coli
(2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-phenylethyl hydroxycarbamate
-
Pseudomonas aeruginosa
(2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-phenylethyl [(1,5-dihydroxy-4-oxo-1,4-dihydropyridin-2-yl)methyl]carbamate
-
Escherichia coli
(2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-phenylethyl [(1,5-dihydroxy-4-oxo-1,4-dihydropyridin-2-yl)methyl]carbamate
-
Pseudomonas aeruginosa
(2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-phenylethyl [2-(3-oxopyrazolidin-1-yl)ethyl]carbamate
-
Escherichia coli
(2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-phenylethyl [2-(3-oxopyrazolidin-1-yl)ethyl]carbamate
-
Pseudomonas aeruginosa
(2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-phenylethyl [[(4S)-3-methyl-2-oxoimidazolidin-4-yl]methyl]carbamate
-
Escherichia coli
(2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-phenylethyl [[(4S)-3-methyl-2-oxoimidazolidin-4-yl]methyl]carbamate
-
Pseudomonas aeruginosa
(2R)-2-([4-[(5-tert-butyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-cyclohexylethan-1-ol
-
Escherichia coli
(2R)-2-([4-[(5-tert-butyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-cyclohexylethan-1-ol
-
Pseudomonas aeruginosa
(2R)-2-cyclohexyl-2-[(4-[[5-(propan-2-yl)-1H-pyrazol-3-yl]amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl)amino]ethan-1-ol
-
Escherichia coli
(2R)-2-cyclohexyl-2-[(4-[[5-(propan-2-yl)-1H-pyrazol-3-yl]amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl)amino]ethan-1-ol
-
Pseudomonas aeruginosa
(2S)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-cyclohexylethan-1-ol
-
Escherichia coli
(2S)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-cyclohexylethan-1-ol
-
Pseudomonas aeruginosa
(2S)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-phenylethan-1-ol
-
Escherichia coli
(2S)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-phenylethan-1-ol
-
Pseudomonas aeruginosa
(2S)-2-cyclohexyl-2-([4-[(5-cyclopropyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)ethan-1-ol
-
Escherichia coli
(2S)-2-cyclohexyl-2-([4-[(5-cyclopropyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)ethan-1-ol
-
Pseudomonas aeruginosa
(2S)-2-cyclohexyl-2-[(4-[[5-(propan-2-yl)-1H-pyrazol-3-yl]amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl)amino]ethan-1-ol
-
Escherichia coli
(2S)-2-cyclohexyl-2-[(4-[[5-(propan-2-yl)-1H-pyrazol-3-yl]amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl)amino]ethan-1-ol
-
Pseudomonas aeruginosa
2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-(oxan-4-yl)ethan-1-ol
-
Escherichia coli
2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-(oxan-4-yl)ethan-1-ol
-
Pseudomonas aeruginosa
2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-3-methylbutan-1-ol
-
Escherichia coli
2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-3-methylbutan-1-ol
-
Pseudomonas aeruginosa
additional information a class of pyrazolopyrimidines with subnanomolar potency against both Escherichia coli and Pseudomonas aeruginosa MurC enzymes is constructed, which demonstrate a concomitant bactericidal activity against efflux-deficient strains. The compounds selectively inhibit peptidoglycan biosynthesis. In the presence of permeability enhancers such as colistin, pyrazolopyrimidines exhibit low micromolar MIC against the wild-type bacteria, thereby, indicating permeability and efflux as major challenges for this chemical series. Inhibitors evaluation and binding mode of pyrazolopyrimidines, docking study, overview Escherichia coli
additional information a class of pyrazolopyrimidines with subnanomolar potency against both Escherichia coli and Pseudomonas aeruginosa MurC enzymes is constructed, which demonstrate a concomitant bactericidal activity against efflux-deficient strains. The compounds selectively inhibit peptidoglycan biosynthesis. In the presence of permeability enhancers such as colistin, pyrazolopyrimidines exhibit low micromolar MIC against the wild-type bacteria, thereby, indicating permeability and efflux as major challenges for this chemical series. Inhibitors evaluation and binding mode of pyrazolopyrimidines, docking study, overview. The antibiotics linezolid, erythromycin, meropenem, ampicillin, and ofloxacin modulate the MIC values of pyrazolopyrimidine compounds in strain Pae546 Pseudomonas aeruginosa

Metals/Ions

Metals/Ions Comment Organism Structure
Mg2+ required Escherichia coli
Mg2+ required Pseudomonas aeruginosa

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
ATP + UDP-N-acetyl-alpha-D-muramate + L-alanine Escherichia coli
-
ADP + phosphate + UDP-N-acetyl-alpha-D-muramoyl-L-alanine
-
?
ATP + UDP-N-acetyl-alpha-D-muramate + L-alanine Pseudomonas aeruginosa
-
ADP + phosphate + UDP-N-acetyl-alpha-D-muramoyl-L-alanine
-
?
ATP + UDP-N-acetyl-alpha-D-muramate + L-alanine Pseudomonas aeruginosa Pae546
-
ADP + phosphate + UDP-N-acetyl-alpha-D-muramoyl-L-alanine
-
?

Organism

Organism UniProt Comment Textmining
Escherichia coli
-
-
-
Pseudomonas aeruginosa
-
-
-
Pseudomonas aeruginosa Pae546
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
ATP + UDP-N-acetyl-alpha-D-muramate + L-alanine
-
Escherichia coli ADP + phosphate + UDP-N-acetyl-alpha-D-muramoyl-L-alanine
-
?
ATP + UDP-N-acetyl-alpha-D-muramate + L-alanine
-
Pseudomonas aeruginosa ADP + phosphate + UDP-N-acetyl-alpha-D-muramoyl-L-alanine
-
?
ATP + UDP-N-acetyl-alpha-D-muramate + L-alanine
-
Pseudomonas aeruginosa Pae546 ADP + phosphate + UDP-N-acetyl-alpha-D-muramoyl-L-alanine
-
?

Synonyms

Synonyms Comment Organism
MurC
-
Escherichia coli
MurC
-
Pseudomonas aeruginosa

Cofactor

Cofactor Comment Organism Structure
ATP
-
Escherichia coli
ATP
-
Pseudomonas aeruginosa

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0000005
-
below, pH and temperature not specified in the publication Pseudomonas aeruginosa (1R,2S)-1-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2,3-dihydro-1H-inden-2-ol
0.0000005
-
below, pH and temperature not specified in the publication Pseudomonas aeruginosa (2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-(3-fluorophenyl)ethan-1-ol
0.0000005
-
below, pH and temperature not specified in the publication Pseudomonas aeruginosa (2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-phenylethyl [[(4S)-3-methyl-2-oxoimidazolidin-4-yl]methyl]carbamate
0.0000006
-
pH and temperature not specified in the publication Pseudomonas aeruginosa (2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-cyclohexylethan-1-ol
0.0000006
-
pH and temperature not specified in the publication Pseudomonas aeruginosa (2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-phenylethyl (2R)-2-(aminomethyl)morpholine-4-carboxylate
0.0000007
-
pH and temperature not specified in the publication Pseudomonas aeruginosa (2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-phenylethyl (2-aminoethyl)carbamate
0.000001
-
pH and temperature not specified in the publication Pseudomonas aeruginosa (2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-phenylethan-1-ol
0.000001
-
pH and temperature not specified in the publication Escherichia coli (2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-phenylethyl [(1,5-dihydroxy-4-oxo-1,4-dihydropyridin-2-yl)methyl]carbamate
0.0000012
-
pH and temperature not specified in the publication Pseudomonas aeruginosa (2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-(2-methoxypyridin-4-yl)ethan-1-ol
0.0000013
-
pH and temperature not specified in the publication Pseudomonas aeruginosa (2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-phenylethyl [(1,5-dihydroxy-4-oxo-1,4-dihydropyridin-2-yl)methyl]carbamate
0.000002
-
pH and temperature not specified in the publication Escherichia coli (1R,2S)-1-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2,3-dihydro-1H-inden-2-ol
0.000002
-
pH and temperature not specified in the publication Pseudomonas aeruginosa (2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-phenylethyl (2-hydroxyethyl)carbamate
0.000003
-
pH and temperature not specified in the publication Escherichia coli (2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-phenylethyl (2-hydroxyethyl)carbamate
0.000003
-
pH and temperature not specified in the publication Escherichia coli (2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-phenylethyl [[(4S)-3-methyl-2-oxoimidazolidin-4-yl]methyl]carbamate
0.000004
-
pH and temperature not specified in the publication Escherichia coli (2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-(3-fluorophenyl)ethan-1-ol
0.000004
-
pH and temperature not specified in the publication Pseudomonas aeruginosa (2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-(4-methoxyphenyl)ethan-1-ol
0.000004
-
pH and temperature not specified in the publication Escherichia coli (2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-phenylethyl (2-aminoethyl)carbamate
0.000005
-
pH and temperature not specified in the publication Escherichia coli (2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-phenylethan-1-ol
0.000005
-
pH and temperature not specified in the publication Escherichia coli (2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-phenylethyl (2R)-2-(aminomethyl)morpholine-4-carboxylate
0.000005
-
pH and temperature not specified in the publication Pseudomonas aeruginosa (2S)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-cyclohexylethan-1-ol
0.000006
-
pH and temperature not specified in the publication Pseudomonas aeruginosa (2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-phenylethyl hydroxycarbamate
0.000007
-
pH and temperature not specified in the publication Pseudomonas aeruginosa (2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-(3-methyl-1,2-oxazol-5-yl)ethan-1-ol
0.000007
-
pH and temperature not specified in the publication Pseudomonas aeruginosa (2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-phenylethyl [2-(3-oxopyrazolidin-1-yl)ethyl]carbamate
0.000008
-
pH and temperature not specified in the publication Pseudomonas aeruginosa (2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-(3-chloropyridin-4-yl)ethan-1-ol
0.000008
-
pH and temperature not specified in the publication Pseudomonas aeruginosa (2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-(pyridin-2-yl)ethan-1-ol
0.000008
-
pH and temperature not specified in the publication Pseudomonas aeruginosa (2R)-2-cyclohexyl-2-[(4-[[5-(propan-2-yl)-1H-pyrazol-3-yl]amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl)amino]ethan-1-ol
0.000008
-
pH and temperature not specified in the publication Pseudomonas aeruginosa (2S)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-phenylethan-1-ol
0.000009
-
pH and temperature not specified in the publication Pseudomonas aeruginosa (2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-(pyridin-3-yl)ethan-1-ol
0.00001
-
pH and temperature not specified in the publication Pseudomonas aeruginosa (2R)-2-([4-[(5-tert-butyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-cyclohexylethan-1-ol
0.000011
-
pH and temperature not specified in the publication Escherichia coli (2S)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-phenylethan-1-ol
0.000011
-
pH and temperature not specified in the publication Pseudomonas aeruginosa 2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-(oxan-4-yl)ethan-1-ol
0.000013
-
pH and temperature not specified in the publication Pseudomonas aeruginosa 2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-3-methylbutan-1-ol
0.000015
-
pH and temperature not specified in the publication Escherichia coli (2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-(2-methoxypyridin-4-yl)ethan-1-ol
0.000021
-
pH and temperature not specified in the publication Escherichia coli (2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-(4-methoxyphenyl)ethan-1-ol
0.00004
-
pH and temperature not specified in the publication Escherichia coli (2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-(pyridin-2-yl)ethan-1-ol
0.00005
-
pH and temperature not specified in the publication Pseudomonas aeruginosa (2S)-2-cyclohexyl-2-([4-[(5-cyclopropyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)ethan-1-ol
0.000052
-
pH and temperature not specified in the publication Escherichia coli (2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-phenylethyl hydroxycarbamate
0.000057
-
pH and temperature not specified in the publication Escherichia coli (2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-(3-chloropyridin-4-yl)ethan-1-ol
0.00006
-
pH and temperature not specified in the publication Escherichia coli (2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-(3-methyl-1,2-oxazol-5-yl)ethan-1-ol
0.00006
-
pH and temperature not specified in the publication Escherichia coli (2R)-2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-phenylethyl [2-(3-oxopyrazolidin-1-yl)ethyl]carbamate
0.0001
-
pH and temperature not specified in the publication Pseudomonas aeruginosa (2S)-2-cyclohexyl-2-[(4-[[5-(propan-2-yl)-1H-pyrazol-3-yl]amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl)amino]ethan-1-ol
0.000101
-
pH and temperature not specified in the publication Escherichia coli 2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-2-(oxan-4-yl)ethan-1-ol
0.000188
-
pH and temperature not specified in the publication Escherichia coli 2-([4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]amino)-3-methylbutan-1-ol
0.001
-
pH and temperature not specified in the publication Pseudomonas aeruginosa (1-[4-[(5-cyclopropyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl]piperidin-2-yl)methanol

General Information

General Information Comment Organism
metabolism the enzyme is essentially involved in the bacterial peptidoglycan biosynthesis pathway. MurC, the first of four Mur ligases, ligates L-alanine to UDP-N-acetylmuramic acid, initiating the synthesis of pentapeptide precursor Escherichia coli
metabolism the enzyme is essentially involved in the bacterial peptidoglycan biosynthesis pathway. MurC, the first of four Mur ligases, ligates L-alanine to UDP-N-acetylmuramic acid, initiating the synthesis of pentapeptide precursor Pseudomonas aeruginosa
physiological function the enzyme is essential for peptidoglycan biosynthesis. Peptidoglycan is an essential cell wall component of both gram-positive and gram-negative bacteria that protects the cytoplasmic membrane from osmotic stress Escherichia coli
physiological function the enzyme is essential for peptidoglycan biosynthesis. Peptidoglycan is an essential cell wall component of both gram-positive and gram-negative bacteria that protects the cytoplasmic membrane from osmotic stress Pseudomonas aeruginosa