Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary for 2.2.1.6 extracted from

  • Lu, W.; Baig, I.A.; Sun, H.J.; Cui, C.J.; Guo, R.; Jung, I.P.; Wang, D.; Dong, M.; Yoon, M.Y.; Wang, J.G.
    Synthesis, crystal structure and biological evaluation of substituted quinazolinone benzoates as novel antituberculosis agents targeting acetohydroxyacid synthase (2015), Eur. J. Med. Chem., 94, 298-305 .
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
2-(3-fluorophenyl)-4-oxoquinazolin-3(4H)-yl 3-(trifluoromethyl)benzoate 30% inhibition at 0.1 mM Mycobacterium tuberculosis
2-(3-fluorophenyl)-4-oxoquinazolin-3(4H)-yl 3-chlorobenzoate 42.5% inhibition at 0.1 mM Mycobacterium tuberculosis
2-(3-fluorophenyl)-4-oxoquinazolin-3(4H)-yl 3-fluorobenzoate 72% inhibition at 0.1 mM Mycobacterium tuberculosis
2-(3-fluorophenyl)-4-oxoquinazolin-3(4H)-yl 3-methoxybenzoate 28% inhibition at 0.1 mM Mycobacterium tuberculosis
2-(3-fluorophenyl)-4-oxoquinazolin-3(4H)-yl benzoate 26% inhibition at 0.1 mM Mycobacterium tuberculosis
2-(3-methoxyphenyl)-4-oxoquinazolin-3(4H)-yl 3-(trifluoromethyl)benzoate 73.2% inhibition at 0.1 mM Mycobacterium tuberculosis
2-(3-methoxyphenyl)-4-oxoquinazolin-3(4H)-yl 3-chlorobenzoate 23.5% inhibition at 0.1 mM Mycobacterium tuberculosis
2-(3-methoxyphenyl)-4-oxoquinazolin-3(4H)-yl 3-nitrobenzoate 94% inhibition at 0.1 mM Mycobacterium tuberculosis
4-oxo-2-m-tolylquinazolin-3(4H)-yl 3-fluorobenzoate 9.5% inhibition at 0.1 mM Mycobacterium tuberculosis
4-oxo-2-m-tolylquinazolin-3(4H)-yl 3-methylbenzoate 10.5% inhibition at 0.1 mM Mycobacterium tuberculosis
4-oxo-2-m-tolylquinazolin-3(4H)-yl 4-chlorobenzoate no inhibition at 0.1 mM Mycobacterium tuberculosis
4-oxo-2-m-tolylquinazolin-3(4H)-yl 4-methylbenzoate 33% inhibition at 0.1 mM Mycobacterium tuberculosis
4-oxo-2-m-tolylquinazolin-3(4H)-yl benzoate 40.5% inhibition at 0.1 mM Mycobacterium tuberculosis
4-oxo-2-m-tolylquinazolin-3(4H)-yl-3-(trifluoromethyl)benzoate 9.5% inhibition at 0.1 mM Mycobacterium tuberculosis
4-oxo-2-o-tolylquinazolin-3(4H)-yl 3-fluorobenzoate 30% inhibition at 0.1 mM Mycobacterium tuberculosis
4-oxo-2-phenylquinazolin-3(4H)-yl 2-methylbenzoate 16.5% inhibition at 0.1 mM Mycobacterium tuberculosis
4-oxo-2-phenylquinazolin-3(4H)-yl 3-chlorobenzoate 80.5% inhibition at 0.1 mM Mycobacterium tuberculosis
4-oxo-2-phenylquinazolin-3(4H)-yl 3-fluorobenzoate 26% inhibition at 0.1 mM Mycobacterium tuberculosis
4-oxo-2-phenylquinazolin-3(4H)-yl 3-methoxybenzoate 27% inhibition at 0.1 mM Mycobacterium tuberculosis
4-oxo-2-phenylquinazolin-3(4H)-yl 3-methylbenzoate 4% inhibition at 0.1 mM Mycobacterium tuberculosis
4-oxo-2-phenylquinazolin-3(4H)-yl 3-nitrobenzoate 91.5% inhibition at 0.1 mM Mycobacterium tuberculosis
4-oxo-2-phenylquinazolin-3(4H)-yl 4-chlorobenzoate 7.5% inhibition at 0.1 mM Mycobacterium tuberculosis
4-oxo-2-phenylquinazolin-3(4H)-yl 4-methylbenzoate 18% inhibition at 0.1 mM Mycobacterium tuberculosis
4-oxo-2-phenylquinazolin-3(4H)-yl benzoate 20.5% inhibition at 0.1 mM Mycobacterium tuberculosis
isoniazid
-
Mycobacterium tuberculosis
Rifampin
-
Mycobacterium tuberculosis
sulfometuron methyl
-
Mycobacterium tuberculosis

Metals/Ions

Metals/Ions Comment Organism Structure
Mg2+ 10 mM used in assay conditions Mycobacterium tuberculosis

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2 pyruvate Mycobacterium tuberculosis
-
2-acetolactate + CO2
-
?
2 pyruvate Mycobacterium tuberculosis H37Rv
-
2-acetolactate + CO2
-
?

Organism

Organism UniProt Comment Textmining
Mycobacterium tuberculosis
-
-
-
Mycobacterium tuberculosis H37Rv
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2 pyruvate
-
Mycobacterium tuberculosis 2-acetolactate + CO2
-
?
2 pyruvate
-
Mycobacterium tuberculosis H37Rv 2-acetolactate + CO2
-
?

Synonyms

Synonyms Comment Organism
acetohydroxyacid synthase
-
Mycobacterium tuberculosis
acetolactate synthase
-
Mycobacterium tuberculosis
AHAS
-
Mycobacterium tuberculosis
ALS
-
Mycobacterium tuberculosis

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.00479
-
at pH 7.5 and 37°C Mycobacterium tuberculosis sulfometuron methyl
0.0065
-
at pH 7.5 and 37°C Mycobacterium tuberculosis 2-(3-fluorophenyl)-4-oxoquinazolin-3(4H)-yl 3-fluorobenzoate
0.00874
-
at pH 7.5 and 37°C Mycobacterium tuberculosis 2-(3-methoxyphenyl)-4-oxoquinazolin-3(4H)-yl 3-nitrobenzoate
0.00957
-
at pH 7.5 and 37°C Mycobacterium tuberculosis 2-(3-methoxyphenyl)-4-oxoquinazolin-3(4H)-yl 3-(trifluoromethyl)benzoate
0.00968
-
at pH 7.5 and 37°C Mycobacterium tuberculosis 4-oxo-2-phenylquinazolin-3(4H)-yl 3-nitrobenzoate
0.01208
-
at pH 7.5 and 37°C Mycobacterium tuberculosis 4-oxo-2-phenylquinazolin-3(4H)-yl 3-chlorobenzoate
0.1
-
IC50 above 0.1 mM, at pH 7.5 and 37°C Mycobacterium tuberculosis 2-(3-fluorophenyl)-4-oxoquinazolin-3(4H)-yl 3-(trifluoromethyl)benzoate
0.1
-
IC50 above 0.1 mM, at pH 7.5 and 37°C Mycobacterium tuberculosis 2-(3-fluorophenyl)-4-oxoquinazolin-3(4H)-yl 3-chlorobenzoate
0.1
-
IC50 above 0.1 mM, at pH 7.5 and 37°C Mycobacterium tuberculosis 2-(3-fluorophenyl)-4-oxoquinazolin-3(4H)-yl 3-methoxybenzoate
0.1
-
IC50 above 0.1 mM, at pH 7.5 and 37°C Mycobacterium tuberculosis 2-(3-fluorophenyl)-4-oxoquinazolin-3(4H)-yl benzoate
0.1
-
IC50 above 0.1 mM, at pH 7.5 and 37°C Mycobacterium tuberculosis 2-(3-methoxyphenyl)-4-oxoquinazolin-3(4H)-yl 3-chlorobenzoate
0.1
-
IC50 above 0.1 mM, at pH 7.5 and 37°C Mycobacterium tuberculosis 4-oxo-2-m-tolylquinazolin-3(4H)-yl 3-fluorobenzoate
0.1
-
IC50 above 0.1 mM, at pH 7.5 and 37°C Mycobacterium tuberculosis 4-oxo-2-m-tolylquinazolin-3(4H)-yl 3-methylbenzoate
0.1
-
IC50 above 0.1 mM, at pH 7.5 and 37°C Mycobacterium tuberculosis 4-oxo-2-m-tolylquinazolin-3(4H)-yl 4-chlorobenzoate
0.1
-
IC50 above 0.1 mM, at pH 7.5 and 37°C Mycobacterium tuberculosis 4-oxo-2-m-tolylquinazolin-3(4H)-yl 4-methylbenzoate
0.1
-
IC50 above 0.1 mM, at pH 7.5 and 37°C Mycobacterium tuberculosis 4-oxo-2-m-tolylquinazolin-3(4H)-yl benzoate
0.1
-
IC50 above 0.1 mM, at pH 7.5 and 37°C Mycobacterium tuberculosis 4-oxo-2-m-tolylquinazolin-3(4H)-yl-3-(trifluoromethyl)benzoate
0.1
-
IC50 above 0.1 mM, at pH 7.5 and 37°C Mycobacterium tuberculosis 4-oxo-2-o-tolylquinazolin-3(4H)-yl 3-fluorobenzoate
0.1
-
IC50 above 0.1 mM, at pH 7.5 and 37°C Mycobacterium tuberculosis 4-oxo-2-phenylquinazolin-3(4H)-yl 2-methylbenzoate
0.1
-
IC50 above 0.1 mM, at pH 7.5 and 37°C Mycobacterium tuberculosis 4-oxo-2-phenylquinazolin-3(4H)-yl 3-fluorobenzoate
0.1
-
IC50 above 0.1 mM, at pH 7.5 and 37°C Mycobacterium tuberculosis 4-oxo-2-phenylquinazolin-3(4H)-yl 3-methoxybenzoate
0.1
-
IC50 above 0.1 mM, at pH 7.5 and 37°C Mycobacterium tuberculosis 4-oxo-2-phenylquinazolin-3(4H)-yl 3-methylbenzoate
0.1
-
IC50 above 0.1 mM, at pH 7.5 and 37°C Mycobacterium tuberculosis 4-oxo-2-phenylquinazolin-3(4H)-yl 4-chlorobenzoate
0.1
-
IC50 above 0.1 mM, at pH 7.5 and 37°C Mycobacterium tuberculosis 4-oxo-2-phenylquinazolin-3(4H)-yl 4-methylbenzoate
0.1
-
IC50 above 0.1 mM, at pH 7.5 and 37°C Mycobacterium tuberculosis 4-oxo-2-phenylquinazolin-3(4H)-yl benzoate