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Literature summary for 1.4.3.3 extracted from

  • Hondo, T.; Warizaya, M.; Niimi, T.; Namatame, I.; Yamaguchi, T.; Nakanishi, K.; Hamajima, T.; Harada, K.; Sakashita, H.; Matsumoto, Y.; Orita, M.; Takeuchi, M.
    4-Hydroxypyridazin-3(2H)-one derivatives as novel D-amino acid oxidase inhibitors (2013), J. Med. Chem., 56, 3582-3592.
    View publication on PubMed

Crystallization (Commentary)

Crystallization (Comment) Organism
sitting drop vapor diffusion method, using 10-15% (w/v) PEG 4000, 0.1 M sodium citrate, pH 8.0, 0.2 M ammonium dihydrogen phosphate, and 10% (v/v) glycerol Homo sapiens

Inhibitors

Inhibitors Comment Organism Structure
3-hydroxy-5-(2-phenylethyl)pyridin-2(1H)-one
-
Homo sapiens
3-hydroxy-5-methylpyridin-2(1H)-one
-
Homo sapiens
3-hydroxypyridin-2(1H)-one
-
Homo sapiens
3-hydroxyquinolin-2(1H)-one
-
Homo sapiens
4,6-difluoro-1-hydroxy-1H-benzo[d]imidazol-2(3H)-one
-
Homo sapiens
4-hydroxy-6-(1-phenylethyl)pyridazin-3(2H)-one
-
Homo sapiens
4-hydroxy-6-(2-phenylethyl)pyridazin-3(2H)-one
-
Homo sapiens
4-hydroxy-6-(3-phenylpropyl)pyridazin-3(2H)-one
-
Homo sapiens
4-hydroxy-6-(phenoxymethyl)pyridazin-3(2H)-one
-
Homo sapiens
4-hydroxy-6-[2-(3-methoxyphenyl)ethyl]pyridazin-3(2H)-one
-
Homo sapiens
4-hydroxy-6-[2-(4-methoxyphenyl)ethyl]pyridazin-3(2H)-one
-
Homo sapiens
4-hydroxy-6-[2-[2-(trifluoromethyl)phenyl]ethyl]pyridazin-3(2H)-one
-
Homo sapiens
4-hydroxy-6-[2-[3-(trifluoromethyl)phenyl]ethyl]pyridazin-3(2H)-one
-
Homo sapiens
4-hydroxy-6-[2-[4-(trifluoromethyl)phenyl]ethyl]pyridazin-3(2H)-one
-
Homo sapiens
4H-furo[3,2-b]pyrrole-5-carboxylic acid
-
Homo sapiens
4H-thieno[3,2-b]-pyrrole-5-carboxylic acid
-
Homo sapiens
5-chloro-3-hydroxypyridin-2(1H)-one
-
Homo sapiens
5-methylpyrazole-3-carboxylic acid
-
Homo sapiens
6-(2-cyclohexylethyl)-4-hydroxypyridazin-3(2H)-one
-
Homo sapiens
6-(3,3-dimethylbutyl)-4-hydroxypyridazin-3(2H)-one
-
Homo sapiens
6-chlorobenzo[d]isoxazole-3-ol
-
Homo sapiens
6-cyclohexyl-4-hydroxypyridazin-3(2H)-one
-
Homo sapiens
6-[(E)-2-(4-chlorophenyl)vinyl]-4-hydroxypyridazin-3(2H)-one
-
Homo sapiens
6-[2-(2-fluorophenyl)ethyl]-4-hydroxypyridazin-3(2H)-one
-
Homo sapiens
6-[2-(3,5-difluorophenyl)ethyl]-4-hydroxypyridazin-3(2H)-one
-
Homo sapiens
6-[2-(3,5-dimethoxyphenyl)ethyl]-4-hydroxypyridazin-3(2H)-one
-
Homo sapiens
6-[2-(3-fluorophenyl)ethyl]-4-hydroxypyridazin-3(2H)-one
-
Homo sapiens
6-[2-(4-chlorophenyl)ethyl]-4-hydroxypyridazin-3(2H)-one
-
Homo sapiens
6-[2-(4-fluorophenyl)ethyl]-4-hydroxypyridazin-3(2H)-one
-
Homo sapiens
6-[2-[3,5-bis(trifluoromethyl)phenyl]ethyl]-4-hydroxypyridazin-3(2H)-one
-
Homo sapiens
benzoate
-
Homo sapiens

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
D-amino acid + H2O + O2 Homo sapiens
-
2-oxocarboxylate + NH3 + H2O2
-
?

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
D-alanine + H2O + O2
-
Homo sapiens pyruvate + NH3 + H2O2
-
?
D-amino acid + H2O + O2
-
Homo sapiens 2-oxocarboxylate + NH3 + H2O2
-
?
D-serine + H2O + O2
-
Homo sapiens 2-oxo-3-hydroxypropionic acid + NH3 + H2O2
-
?

Synonyms

Synonyms Comment Organism
D-amino acid oxidase
-
Homo sapiens
DAAO
-
Homo sapiens

Cofactor

Cofactor Comment Organism Structure
FAD
-
Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0000014
-
in 50 mM potassium phosphate buffer (pH 7.5), at 22°C Homo sapiens 4H-furo[3,2-b]pyrrole-5-carboxylic acid
0.0000014
-
in 50 mM potassium phosphate buffer (pH 7.5), at 22°C Homo sapiens 6-[2-(3-fluorophenyl)ethyl]-4-hydroxypyridazin-3(2H)-one
0.0000015
-
in 50 mM potassium phosphate buffer (pH 7.5), at 22°C Homo sapiens 6-[2-(3,5-difluorophenyl)ethyl]-4-hydroxypyridazin-3(2H)-one
0.000002
-
in 50 mM potassium phosphate buffer (pH 7.5), at 22°C Homo sapiens 6-[2-(2-fluorophenyl)ethyl]-4-hydroxypyridazin-3(2H)-one
0.0000021
-
in 50 mM potassium phosphate buffer (pH 7.5), at 22°C Homo sapiens 4-hydroxy-6-[2-(3-methoxyphenyl)ethyl]pyridazin-3(2H)-one
0.0000022
-
in 50 mM potassium phosphate buffer (pH 7.5), at 22°C Homo sapiens 4-hydroxy-6-(phenoxymethyl)pyridazin-3(2H)-one
0.0000024
-
in 50 mM potassium phosphate buffer (pH 7.5), at 22°C Homo sapiens 4-hydroxy-6-[2-[3-(trifluoromethyl)phenyl]ethyl]pyridazin-3(2H)-one
0.0000027
-
in 50 mM potassium phosphate buffer (pH 7.5), at 22°C Homo sapiens 6-[2-(4-chlorophenyl)ethyl]-4-hydroxypyridazin-3(2H)-one
0.0000029
-
in 50 mM potassium phosphate buffer (pH 7.5), at 22°C Homo sapiens 4-hydroxy-6-[2-(4-methoxyphenyl)ethyl]pyridazin-3(2H)-one
0.0000031
-
in 50 mM potassium phosphate buffer (pH 7.5), at 22°C Homo sapiens 6-[2-(4-fluorophenyl)ethyl]-4-hydroxypyridazin-3(2H)-one
0.0000038
-
in 50 mM potassium phosphate buffer (pH 7.5), at 22°C Homo sapiens 4-hydroxy-6-(2-phenylethyl)pyridazin-3(2H)-one
0.0000039
-
in 50 mM potassium phosphate buffer (pH 7.5), at 22°C Homo sapiens 3-hydroxy-5-(2-phenylethyl)pyridin-2(1H)-one
0.0000047
-
in 50 mM potassium phosphate buffer (pH 7.5), at 22°C Homo sapiens 6-(2-cyclohexylethyl)-4-hydroxypyridazin-3(2H)-one
0.0000049
-
in 50 mM potassium phosphate buffer (pH 7.5), at 22°C Homo sapiens 4-hydroxy-6-(1-phenylethyl)pyridazin-3(2H)-one
0.0000069
-
in 50 mM potassium phosphate buffer (pH 7.5), at 22°C Homo sapiens 3-hydroxyquinolin-2(1H)-one
0.0000084
-
in 50 mM potassium phosphate buffer (pH 7.5), at 22°C Homo sapiens 4-hydroxy-6-[2-[2-(trifluoromethyl)phenyl]ethyl]pyridazin-3(2H)-one
0.000012
-
in 50 mM potassium phosphate buffer (pH 7.5), at 22°C Homo sapiens 4-hydroxy-6-[2-[4-(trifluoromethyl)phenyl]ethyl]pyridazin-3(2H)-one
0.000013
-
in 50 mM potassium phosphate buffer (pH 7.5), at 22°C Homo sapiens 4-hydroxy-6-(3-phenylpropyl)pyridazin-3(2H)-one
0.000013
-
in 50 mM potassium phosphate buffer (pH 7.5), at 22°C Homo sapiens 6-[2-(3,5-dimethoxyphenyl)ethyl]-4-hydroxypyridazin-3(2H)-one
0.000047
-
in 50 mM potassium phosphate buffer (pH 7.5), at 22°C Homo sapiens 5-chloro-3-hydroxypyridin-2(1H)-one
0.000063
-
in 50 mM potassium phosphate buffer (pH 7.5), at 22°C Homo sapiens 6-[2-[3,5-bis(trifluoromethyl)phenyl]ethyl]-4-hydroxypyridazin-3(2H)-one
0.00012
-
in 50 mM potassium phosphate buffer (pH 7.5), at 22°C Homo sapiens 6-[(E)-2-(4-chlorophenyl)vinyl]-4-hydroxypyridazin-3(2H)-one
0.00014
-
in 50 mM potassium phosphate buffer (pH 7.5), at 22°C Homo sapiens 3-hydroxy-5-methylpyridin-2(1H)-one
0.0003
-
in 50 mM potassium phosphate buffer (pH 7.5), at 22°C Homo sapiens 6-cyclohexyl-4-hydroxypyridazin-3(2H)-one
0.00067
-
in 50 mM potassium phosphate buffer (pH 7.5), at 22°C Homo sapiens 6-(3,3-dimethylbutyl)-4-hydroxypyridazin-3(2H)-one
0.0015
-
in 50 mM potassium phosphate buffer (pH 7.5), at 22°C Homo sapiens 3-hydroxypyridin-2(1H)-one