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Literature summary for 6.3.4.18 extracted from

  • Firestine, S.M.; Paritala, H.; McDonnell, J.E.; Thoden, J.B.; Holden, H.M.
    Identification of inhibitors of N5-carboxyaminoimidazole ribonucleotide synthetase by high-throughput screening (2009), Bioorg. Med. Chem., 17, 3317-3323.
    View publication on PubMedView publication on EuropePMC
Search for more literature for 6.3.4.18

Application

Application Comment Organism
medicine target for antimicrobial agents Escherichia coli

Inhibitors

Inhibitors Comment Organism Structure
1,1'-(imidazolidine-1,3-diyldimethanediyl)bis(1H-indole-2,3-dione) class II inhibitor Escherichia coli
1-deoxy-1-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)pentitol noncompetitive, class III inhibitor Escherichia coli
1-[(4-methylpiperazin-1-yl)methyl]-1H-indole-2,3-dione class II inhibitor Escherichia coli
2-(2,3-dioxo-2,3-dihydro-1H-indol-1-yl)-N,N-diethylacetamide noncompetitive, class II inhibitor Escherichia coli
2-hydroxy-2-[(4-methyl-1,2,5-oxadiazol-3-yl)amino]-1H-indene-1,3(2H)-dione class I inhibitor Escherichia coli
5-(trifluoromethoxy)-1H-indole-2,3-dione class II inhibitor Escherichia coli
5-bromo-1-(morpholin-4-ylmethyl)-1H-indole-2,3-dione class II inhibitor Escherichia coli
5-bromo-1-([3-[(2,3-dioxo-2,3-dihydro-1H-indol-1-yl)methyl]imidazolidin-1-yl]methyl)-1H-indole-2,3-dione
-
 Escherichia coli
5-[(2-hydroxy-1,3-dioxo-2,3-dihydro-1H-inden-2-yl)carbamoyl]-4-(trifluoromethyl)pyridin-2-olate class I inhibitor Escherichia coli
ethyl 1-[(2,3-dioxo-2,3-dihydro-1H-indol-1-yl)methyl]piperidine-4-carboxylate class II inhibitor Escherichia coli
ethyl 4-(2-[[(4-chlorophenyl)sulfonyl]methyl]-1,3-thiazol-4-yl)-1,2-oxazole-3-carboxylate
-
 Escherichia coli
ethyl 4-(2-[[(4-chlorophenyl)sulfonyl]methyl]-1,3-thiazol-4-yl)-5-methyl-1,2-oxazole-3-carboxylate class III inhibitor Escherichia coli
additional information high-throughput screening for enzyme inhibitors, identification of inhibitor separated into three classes: class I contains compounds with an indenedione core. Class II contains an indolinedione group, and class III contains compounds that are structurally unrelated to other inhibitors in the group, overview Escherichia coli
N-(2-hydroxy-1,3-dioxo-2,3-dihydro-1H-inden-2-yl)-1,3-dimethyl-1H-pyrazole-5-carboxamide
-
 Escherichia coli
N-(2-hydroxy-1,3-dioxo-2,3-dihydro-1H-inden-2-yl)-1-methyl-1H-pyrazole-5-carboxamide class I inhibitor Escherichia coli
N-(2-hydroxy-1,3-dioxo-2,3-dihydro-1H-inden-2-yl)-2-methyl-1,3-thiazole-4-carboxamide class I inhibitor Escherichia coli
N-(2-hydroxy-1,3-dioxo-2,3-dihydro-1H-inden-2-yl)-4-methoxythiophene-3-carboxamide class I inhibitor Escherichia coli
N-(2-hydroxy-1,3-dioxo-2,3-dihydro-1H-inden-2-yl)-6-methoxy-4-(trifluoromethyl)pyridine-3-carboxamide
-
 Escherichia coli
N-(2-hydroxy-1,3-dioxo-2,3-dihydro-1H-inden-2-yl)-9-oxo-9H-fluorene-4-carboxamide class I inhibitor Escherichia coli
riboflavin
-
 Escherichia coli

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
ATP + 5-amino-1(5-phospho-D-ribosyl)imidazole + HCO3- Escherichia coli
-
 ADP + phosphate + 5-carboxyamino-1-(5-phospho-D-ribosyl)imidazole
-
 ?

Organism

Organism UniProt Comment Textmining
Escherichia coli
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
ATP + 5-amino-1(5-phospho-D-ribosyl)imidazole + HCO3-
-
 Escherichia coli ADP + phosphate + 5-carboxyamino-1-(5-phospho-D-ribosyl)imidazole
-
 ?
ATP + 5-amino-1-(5-phospho-D-ribosyl)imidazole + HCO3-
-
 Escherichia coli ADP + phosphate + 5-carboxyamino-1-(5-phospho-D-ribosyl)imidazole
-
 ?
ATP + 5-amino-1-(5-phospho-D-ribosyl)imidazole + HCO3- assay at pH 7.5, 37°C Escherichia coli ADP + 5-carboxyamino-1-(5-phospho-D-ribosyl)imidazole + phosphate
-
 ?

Synonyms

Synonyms Comment Organism
N5-CAIR synthetase
-
 Escherichia coli
N5-carboxyaminoimidazole ribonucleotide synthetase
-
 Escherichia coli
N5CAIR synthetase
-
 Escherichia coli

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
22
-
 assay at room temperature Escherichia coli
37
-
 assay at Escherichia coli

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.5
-
 assay at Escherichia coli

Cofactor

Cofactor Comment Organism Structure
ATP
-
 Escherichia coli

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
additional information
-
 2-(2,3-dioxo-2,3-dihydro-1H-indol-1-yl)-N,N-diethylacetamide 0.029 mM with fixed ATP and bicarbonate concentrations, 0.04 mM with fixed aminoimidazole ribonucleotide and bicarbonate concentrations Escherichia coli
additional information
-
 ethyl 4-(2-[[(4-chlorophenyl)sulfonyl]methyl]-1,3-thiazol-4-yl)-1,2-oxazole-3-carboxylate 0.062 mM with fixed ATP and bicarbonate concentrations, 0.043 mM with fixed aminoimidazole ribonucleotide and bicarbonate concentrations Escherichia coli
additional information
-
 1-deoxy-1-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)pentitol 0.081 mM with fixed ATP and bicarbonate concentrations, 0.122 mM with fixed aminoimidazole ribonucleotide and bicarbonate concentrations Escherichia coli

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0023
-
-
 Escherichia coli 2-hydroxy-2-[(4-methyl-1,2,5-oxadiazol-3-yl)amino]-1H-indene-1,3(2H)-dione
0.0056
-
-
 Escherichia coli N-(2-hydroxy-1,3-dioxo-2,3-dihydro-1H-inden-2-yl)-2-methyl-1,3-thiazole-4-carboxamide
0.0078
-
-
 Escherichia coli N-(2-hydroxy-1,3-dioxo-2,3-dihydro-1H-inden-2-yl)-1,3-dimethyl-1H-pyrazole-5-carboxamide
0.0087
-
-
 Escherichia coli N-(2-hydroxy-1,3-dioxo-2,3-dihydro-1H-inden-2-yl)-9-oxo-9H-fluorene-4-carboxamide
0.01
-
-
 Escherichia coli ethyl 4-(2-[[(4-chlorophenyl)sulfonyl]methyl]-1,3-thiazol-4-yl)-1,2-oxazole-3-carboxylate
0.0105
-
-
 Escherichia coli 2-(2,3-dioxo-2,3-dihydro-1H-indol-1-yl)-N,N-diethylacetamide
0.017
-
-
 Escherichia coli N-(2-hydroxy-1,3-dioxo-2,3-dihydro-1H-inden-2-yl)-4-methoxythiophene-3-carboxamide
0.017
-
-
 Escherichia coli N-(2-hydroxy-1,3-dioxo-2,3-dihydro-1H-inden-2-yl)-6-methoxy-4-(trifluoromethyl)pyridine-3-carboxamide
0.019
-
-
 Escherichia coli 5-(trifluoromethoxy)-1H-indole-2,3-dione
0.02
-
-
 Escherichia coli 1-deoxy-1-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)pentitol
0.022
-
-
 Escherichia coli ethyl 1-[(2,3-dioxo-2,3-dihydro-1H-indol-1-yl)methyl]piperidine-4-carboxylate
0.023
-
-
 Escherichia coli 5-bromo-1-(morpholin-4-ylmethyl)-1H-indole-2,3-dione
0.037
-
-
 Escherichia coli 1-[(4-methylpiperazin-1-yl)methyl]-1H-indole-2,3-dione
0.069
-
-
 Escherichia coli 1,1'-(imidazolidine-1,3-diyldimethanediyl)bis(1H-indole-2,3-dione)

General Information

General Information Comment Organism
metabolism purine biosynthesis Escherichia coli