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Literature summary extracted from

  • Khan, M.T.; Khan, R.; Wuxiuer, Y.; Arfan, M.; Ahmed, M.; Sylte, I.
    Identification of novel quinazolin-4(3H)-ones as inhibitors of thermolysin, the prototype of the M4 family of proteinases (2010), Bioorg. Med. Chem., 18, 4317-4327.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
3.4.24.27 (E)-N-(naphthalen-1-yl)-N'-(4-oxo-2-phenylquinazolin-3(4H)-yl)acetimidamide low inhibitory activity Bacillus thermoproteolyticus
3.4.24.27 2-(4-chlorophenyl) quinazolin-4(3H)-one low inhibitory activity Bacillus thermoproteolyticus
3.4.24.27 2-(4-methylphenyl) quinazolin-4(3H)-one low inhibitory activity Bacillus thermoproteolyticus
3.4.24.27 2-(4-methylphenyl)-3-(1,3-thiazol-2-yl) quinazolin-4(3H)-one
-
 Bacillus thermoproteolyticus
3.4.24.27 2-(4-oxo-2-methylquinazolin-3(4H)-yl) guanidine low inhibitory activity Bacillus thermoproteolyticus
3.4.24.27 2-benzamido-N-(3-(4-oxo-2-phenylquinazolin-3(4H)-yl)propyl)benzamide low inhibitory activity Bacillus thermoproteolyticus
3.4.24.27 2-chloro-N-(2-methyl-4-oxoquinazolin-3(4H)-yl)acetamide low inhibitory activity Bacillus thermoproteolyticus
3.4.24.27 2-ethylquinazolin-4(3H)-one
-
 Bacillus thermoproteolyticus
3.4.24.27 2-phenyl-3-(1, 3-thiazol-2-yl) quinazolin-4(3H)-one low inhibitory activity Bacillus thermoproteolyticus
3.4.24.27 2-phenyl-3-[[(1E)-phenylmethylene] amino]-2,3-dihydroquinazolin-4(1H)-one low inhibitory activity Bacillus thermoproteolyticus
3.4.24.27 3-(2-aminoethyl)-2-(4-methylphenyl) quinazolin-4(3H)-one low inhibitory activity Bacillus thermoproteolyticus
3.4.24.27 3-(2-hydroxyethyl) quinazolin-4(3H)-one low inhibitory activity Bacillus thermoproteolyticus
3.4.24.27 3-(3-aminopropyl)-2-(4-methylphenyl) quinazolin-4(3H)-one low inhibitory activity Bacillus thermoproteolyticus
3.4.24.27 3-(4-iodophenyl)-2-phenylquinazolin-4(3H)-one low inhibitory activity Bacillus thermoproteolyticus
3.4.24.27 3-(isopropylideneamino)-2,2-dimethyl-2,3-dihydroquinazolin-4(1H)-one potent inhibitor Bacillus thermoproteolyticus
3.4.24.27 3-([(1E)-[4-(dimethylamino) phenyl]methylene]amino)-2-methylquinazolin-4(3H)-one
-
 Bacillus thermoproteolyticus
3.4.24.27 3-([(1E)-[4-(dimethylamino) phenyl]methylene]amino)-2-phenylquinazolin-4(3H)-one
-
 Bacillus thermoproteolyticus
3.4.24.27 3-amino-2-(4-chlorophenyl)quinazolin-4(3H)-one
-
 Bacillus thermoproteolyticus
3.4.24.27 3-amino-2-(4-nitrophenyl)quinazolin-4(3H)-one
-
 Bacillus thermoproteolyticus
3.4.24.27 3-amino-2-(hydrazinomethyl) quinazolin-4(3H)-one low inhibitory activity Bacillus thermoproteolyticus
3.4.24.27 3-amino-2-(trifluoromethyl) quinazolin-4(3H)-one
-
 Bacillus thermoproteolyticus
3.4.24.27 3-amino-2-methylquinazolin-4(3H)-one
-
 Bacillus thermoproteolyticus
3.4.24.27 3-phenyl-2-(trifluoromethyl) quinazolin-4(3H)-one potent inhibitor Bacillus thermoproteolyticus
3.4.24.27 3-[[(1E)-(2-hydroxynaphthalen-1-yl)methylene]amino]-2-phenylquinazolin-4(3H)-one low inhibitory activity Bacillus thermoproteolyticus
3.4.24.27 3-[[(1E)-(3-chlorophenyl)methylene]amino]-2-phenylquinazolin-4(3H)-one
-
 Bacillus thermoproteolyticus
3.4.24.27 3-[[(1E)-(4-fluorophenyl)methylene]amino]-2-phenylquinazolin-4(3H)-one low inhibitory activity Bacillus thermoproteolyticus
3.4.24.27 4-methyl-N-(2-methyl-4-oxoquinazolin-3(4H)-yl)benzamide low inhibitory activity Bacillus thermoproteolyticus
3.4.24.27 ethanimidic acid N-[4-oxo-2-phenyl-3(4H)-quinazolinyl]-ethyl ester
-
 Bacillus thermoproteolyticus
3.4.24.27 ethyl (4-oxo-3,4-dihydroquinazolin-2-yl)acetate low inhibitory activity Bacillus thermoproteolyticus
3.4.24.27 methyl 2-[(trifluoroacetyl) amino] benzoate low inhibitory activity Bacillus thermoproteolyticus
3.4.24.27 additional information not inhibited by 2-phenyl-3-[(E)-phenyldiazenyl]-1,2,3,4-tetrahydro-10H[1,2,4]triazino[6,1b]-quinazolin-10-one, 3-mesityl-2-phenylquinazolin-4(3H)-one, 3-(2-hydroxyethyl)-2-methylquinazolin-4(3H)-one, and 3-amino-2-phenylquinazolin-4(3H)-one Bacillus thermoproteolyticus
3.4.24.27 N-(2-methyl-4-oxoquinazolin-3(4H)-yl)acetamide low inhibitory activity Bacillus thermoproteolyticus
3.4.24.27 N-(2-methyl-4-oxoquinazolin-3(4H)-yl)benzamide low inhibitory activity Bacillus thermoproteolyticus
3.4.24.27 N-(2-phenyl-4-oxoquinazolin-3(4H)-yl)acetamide low inhibitory activity Bacillus thermoproteolyticus

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
3.4.24.27 Ca2+ four Ca2+ ions are required for thermostability Bacillus thermoproteolyticus
3.4.24.27 Zn2+ a single catalytic Zn2+ ion is essential for hydrolytic activity Bacillus thermoproteolyticus

Organism

EC Number Organism UniProt Comment Textmining
3.4.24.27 Bacillus thermoproteolyticus
-
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3.4.24.27 N'-[3-(2-furyl)acryloyl]glycyl-L-leucinamide + H2O
-
 Bacillus thermoproteolyticus ?
-
 ?

Synonyms

EC Number Synonyms Comment Organism
3.4.24.27 TLN
-
 Bacillus thermoproteolyticus

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
3.4.24.27 0.0000115
-
 3-phenyl-2-(trifluoromethyl) quinazolin-4(3H)-one at pH 7.0 and 25°C Bacillus thermoproteolyticus
3.4.24.27 0.000243
-
 3-(isopropylideneamino)-2,2-dimethyl-2,3-dihydroquinazolin-4(1H)-one at pH 7.0 and 25°C Bacillus thermoproteolyticus
3.4.24.27 0.00125
-
 2-ethylquinazolin-4(3H)-one at pH 7.0 and 25°C Bacillus thermoproteolyticus
3.4.24.27 0.0183
-
 3-([(1E)-[4-(dimethylamino) phenyl]methylene]amino)-2-methylquinazolin-4(3H)-one at pH 7.0 and 25°C Bacillus thermoproteolyticus
3.4.24.27 0.0379
-
 3-amino-2-(trifluoromethyl) quinazolin-4(3H)-one at pH 7.0 and 25°C Bacillus thermoproteolyticus
3.4.24.27 0.042
-
 3-([(1E)-[4-(dimethylamino) phenyl]methylene]amino)-2-phenylquinazolin-4(3H)-one at pH 7.0 and 25°C Bacillus thermoproteolyticus
3.4.24.27 0.0549
-
 3-amino-2-methylquinazolin-4(3H)-one at pH 7.0 and 25°C Bacillus thermoproteolyticus
3.4.24.27 0.0593
-
 2-(4-methylphenyl)-3-(1,3-thiazol-2-yl) quinazolin-4(3H)-one at pH 7.0 and 25°C Bacillus thermoproteolyticus
3.4.24.27 3.12
-
 3-amino-2-(4-nitrophenyl)quinazolin-4(3H)-one at pH 7.0 and 25°C Bacillus thermoproteolyticus
3.4.24.27 4
-
 3-[[(1E)-(3-chlorophenyl)methylene]amino]-2-phenylquinazolin-4(3H)-one at pH 7.0 and 25°C Bacillus thermoproteolyticus
3.4.24.27 106
-
 ethanimidic acid N-[4-oxo-2-phenyl-3(4H)-quinazolinyl]-ethyl ester at pH 7.0 and 25°C Bacillus thermoproteolyticus
3.4.24.27 10100
-
 3-amino-2-(4-chlorophenyl)quinazolin-4(3H)-one at pH 7.0 and 25°C Bacillus thermoproteolyticus

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
3.4.24.27 0.0000115
-
 at pH 7.0 and 25°C Bacillus thermoproteolyticus 3-phenyl-2-(trifluoromethyl) quinazolin-4(3H)-one
3.4.24.27 0.0002477
-
 at pH 7.0 and 25°C Bacillus thermoproteolyticus 3-(isopropylideneamino)-2,2-dimethyl-2,3-dihydroquinazolin-4(1H)-one
3.4.24.27 0.00125
-
 at pH 7.0 and 25°C Bacillus thermoproteolyticus 2-ethylquinazolin-4(3H)-one
3.4.24.27 0.01832
-
 at pH 7.0 and 25°C Bacillus thermoproteolyticus 3-([(1E)-[4-(dimethylamino) phenyl]methylene]amino)-2-methylquinazolin-4(3H)-one
3.4.24.27 0.03786
-
 at pH 7.0 and 25°C Bacillus thermoproteolyticus 3-amino-2-(trifluoromethyl) quinazolin-4(3H)-one
3.4.24.27 0.04203
-
 at pH 7.0 and 25°C Bacillus thermoproteolyticus 3-([(1E)-[4-(dimethylamino) phenyl]methylene]amino)-2-phenylquinazolin-4(3H)-one
3.4.24.27 0.05489
-
 at pH 7.0 and 25°C Bacillus thermoproteolyticus 3-amino-2-methylquinazolin-4(3H)-one
3.4.24.27 0.07685
-
 at pH 7.0 and 25°C Bacillus thermoproteolyticus 2-(4-methylphenyl)-3-(1,3-thiazol-2-yl) quinazolin-4(3H)-one
3.4.24.27 3.118
-
 at pH 7.0 and 25°C Bacillus thermoproteolyticus 3-amino-2-(4-nitrophenyl)quinazolin-4(3H)-one
3.4.24.27 4.002
-
 at pH 7.0 and 25°C Bacillus thermoproteolyticus 3-[[(1E)-(3-chlorophenyl)methylene]amino]-2-phenylquinazolin-4(3H)-one
3.4.24.27 12.74
-
 at pH 7.0 and 25°C Bacillus thermoproteolyticus 3-amino-2-(4-chlorophenyl)quinazolin-4(3H)-one
3.4.24.27 122.6
-
 at pH 7.0 and 25°C Bacillus thermoproteolyticus ethanimidic acid N-[4-oxo-2-phenyl-3(4H)-quinazolinyl]-ethyl ester