Literature summary for 1.4.3.3 extracted from

Duplantier, A.J.; Becker, S.L.; Bohanon, M.J.; Borzilleri, K.A.; Chrunyk, B.A.; Downs, J.T.; Hu, L.Y.; El-Kattan, A.; James, L.C.; Liu, S.; Lu, J.; Maklad, N.; Mansour, M.N.; Mente, S.; Piotrowski, M.A.; Sakya, S.M.; Sheehan, S.; Steyn, S.J.; Strick, C.A.; Williams, V.A.; Zhang, L.
Discovery, SAR, and pharmacokinetics of a novel 3-hydroxyquinolin-2(1H)-one series of potent D-amino acid oxidase (DAAO) inhibitors (2009), J. Med. Chem., 52, 3576-3585.

Cloned(Commentary)

Cloned (Comment)	Organism
expression of DAAO in Spodoptera frugiperda Sf9 cells	Rattus norvegicus
expression of DAAO in Spodoptera frugiperda Sf9 cells	Homo sapiens

Crystallization (Commentary)

Crystallization (Comment)	Organism
enzyme with bound inhibitor 3-hydroxyquinolin-2(1H)-one, X-ray diffraction structure determination and analysis	Rattus norvegicus
enzyme with bound inhibitor 3-hydroxyquinolin-2(1H)-one, X-ray diffraction structure determination and analysis	Homo sapiens

Inhibitors

Inhibitors	Comment	Organism
3,3-dibromo-4-chloro-5-fluoro-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine	-	Homo sapiens
3,3-dibromo-4-chloro-5-fluoro-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine	-	Rattus norvegicus
3-hydroxy-1,5-naphthyridin-2(1H)-one hydrobromide	-	Homo sapiens
3-hydroxy-1,5-naphthyridin-2(1H)-one hydrobromide	-	Rattus norvegicus
3-hydroxy-1,6-naphthyridin-2(1H)-one hydrobromide	-	Homo sapiens
3-hydroxy-1,6-naphthyridin-2(1H)-one hydrobromide	-	Rattus norvegicus
3-hydroxy-1,7-naphthyridin-2(1H)-one hydrobromide	-	Homo sapiens
3-hydroxy-1,7-naphthyridin-2(1H)-one hydrobromide	-	Rattus norvegicus
3-hydroxy-1,8-naphthyridin-2(1H)-one	-	Rattus norvegicus
3-hydroxy-1,8-naphthyridin-2(1H)-one hydrobromide	-	Homo sapiens
3-hydroxy-1,8-naphthyridin-2(1H)-one hydrobromide	-	Rattus norvegicus
3-hydroxy-4-methylquinolin-2(1H)-one	-	Homo sapiens
3-hydroxy-4-methylquinolin-2(1H)-one	-	Rattus norvegicus
3-hydroxy-5-methylquinolin-2(1H)-one	-	Homo sapiens
3-hydroxy-5-methylquinolin-2(1H)-one	-	Rattus norvegicus
3-hydroxy-6-methylquinolin-2(1H)-one	-	Homo sapiens
3-hydroxy-6-methylquinolin-2(1H)-one	-	Rattus norvegicus
3-hydroxy-7-methylquinolin-2(1H)-one	-	Homo sapiens
3-hydroxy-7-methylquinolin-2(1H)-one	-	Rattus norvegicus
3-hydroxy-8-methylquinolin-2(1H)-one	-	Homo sapiens
3-hydroxy-8-methylquinolin-2(1H)-one	-	Rattus norvegicus
3-hydroxyquinolin-2(1H)-one	-	Homo sapiens
3-hydroxyquinolin-2(1H)-one	-	Rattus norvegicus
4-chloro-5-fluoro-1H-pyrrolo[2,3-b]pyridine-2,3-dione	-	Homo sapiens
4-chloro-5-fluoro-1H-pyrrolo[2,3-b]pyridine-2,3-dione	-	Rattus norvegicus
5-chloro-3-hydroxyquinolin-2(1H)-one	-	Homo sapiens
5-chloro-3-hydroxyquinolin-2(1H)-one	-	Rattus norvegicus
5-chloro-6-fluoro-3-hydroxy-1,8-naphthyridin-2(1H)-one hydrobromide	-	Homo sapiens
5-chloro-6-fluoro-3-hydroxy-1,8-naphthyridin-2(1H)-one hydrobromide	-	Rattus norvegicus
5-chloro-6-fluoro-3-hydroxyquinolin-2(1H)-one	-	Homo sapiens
5-chloro-6-fluoro-3-hydroxyquinolin-2(1H)-one	-	Rattus norvegicus
5-ethyl-3-hydroxyquinolin-2(1H)-one	-	Homo sapiens
5-ethyl-3-hydroxyquinolin-2(1H)-one	-	Rattus norvegicus
5-fluoro-3-hydroxyquinolin-2(1H)-one	-	Homo sapiens
5-fluoro-3-hydroxyquinolin-2(1H)-one	-	Rattus norvegicus
6-chloro-3-hydroxyquinolin-2(1H)-one	-	Homo sapiens
6-chloro-3-hydroxyquinolin-2(1H)-one	-	Rattus norvegicus
6-fluoro-3-hydroxyquinolin-2(1H)-one	-	Homo sapiens
6-fluoro-3-hydroxyquinolin-2(1H)-one	-	Rattus norvegicus
7-chloro-3-hydroxyquinolin-2(1H)-one	-	Homo sapiens
7-chloro-3-hydroxyquinolin-2(1H)-one	-	Rattus norvegicus
7-ethyl-3-hydroxyquinolin-2(1H)-one	-	Homo sapiens
7-ethyl-3-hydroxyquinolin-2(1H)-one	-	Rattus norvegicus
7-fluoro-3-hydroxyquinolin-2(1H)-one	-	Homo sapiens
7-fluoro-3-hydroxyquinolin-2(1H)-one	-	Rattus norvegicus
7-hydroxypyrido[2,3-b]pyrazin-6(5H)-one	-	Homo sapiens
7-hydroxypyrido[2,3-b]pyrazin-6(5H)-one	-	Rattus norvegicus
8-chloro-3-hydroxyquinolin-2(1H)-one	-	Homo sapiens
8-chloro-3-hydroxyquinolin-2(1H)-one	-	Rattus norvegicus
8-ethyl-3-hydroxyquinolin-2(1H)-one	-	Homo sapiens
8-ethyl-3-hydroxyquinolin-2(1H)-one	-	Rattus norvegicus
8-fluoro-3-hydroxyquinolin-2(1H)-one	-	Homo sapiens
8-fluoro-3-hydroxyquinolin-2(1H)-one	-	Rattus norvegicus

Organism

Organism	UniProt	Comment	Textmining
Homo sapiens	P14920	-	-
Rattus norvegicus	-	male sprague-dawley rats	-

Purification (Commentary)

Purification (Comment)	Organism
recombinant DAAO from Spodoptera frugiperda Sf9 cells	Rattus norvegicus
recombinant DAAO from Spodoptera frugiperda Sf9 cells	Homo sapiens

Substrates and Products (Substrate)

Substrates	Comment Substrates	Organism	Products	Comment (Products)	Rev.
D-aspartate + H2O + O2	-	Homo sapiens	?	-	?
D-serine + H2O + O2	-	Rattus norvegicus	2-oxo-3-hydroxypropionate + NH3 + H2O2	-	?
D-serine + H2O + O2	-	Homo sapiens	?	-	?

Synonyms

Synonyms	Comment	Organism
DAAO	-	Rattus norvegicus
DAAO	-	Homo sapiens

pH Optimum

pH Optimum Minimum	pH Optimum Maximum	Comment	Organism
8.5	-	assay at	Rattus norvegicus
8.5	-	assay at	Homo sapiens

IC50 Value

IC50 Value	IC50 Value Maximum	Comment	Organism	Inhibitor
additional information	-	IC50 with substrate D-aspartate, overview	Homo sapiens	additional information
0.000003	-	pH 8.5, recombinant enzyme, with substrate D-serine	Homo sapiens	8-fluoro-3-hydroxyquinolin-2(1H)-one
0.000003	-	pH 8.5, recombinant enzyme, with substrate D-serine	Homo sapiens	5-chloro-6-fluoro-3-hydroxy-1,8-naphthyridin-2(1H)-one hydrobromide
0.000004	-	pH 8.5, recombinant enzyme, with substrate D-serine	Homo sapiens	3-hydroxyquinolin-2(1H)-one
0.000004	-	pH 8.5, recombinant enzyme, with substrate D-serine	Homo sapiens	5-chloro-3-hydroxyquinolin-2(1H)-one
0.000004	-	pH 8.5, recombinant enzyme, with substrate D-serine	Rattus norvegicus	5-chloro-6-fluoro-3-hydroxy-1,8-naphthyridin-2(1H)-one hydrobromide
0.000005	-	pH 8.5, recombinant enzyme, with substrate D-serine	Homo sapiens	5-chloro-6-fluoro-3-hydroxyquinolin-2(1H)-one
0.000008	-	pH 8.5, recombinant enzyme, with substrate D-serine	Homo sapiens	3-hydroxy-1,8-naphthyridin-2(1H)-one hydrobromide
0.000008	-	pH 8.5, recombinant enzyme, with substrate D-serine	Homo sapiens	5-fluoro-3-hydroxyquinolin-2(1H)-one
0.000008	-	pH 8.5, recombinant enzyme, with substrate D-serine	Homo sapiens	5-ethyl-3-hydroxyquinolin-2(1H)-one
0.000009	-	pH 8.5, recombinant enzyme, with substrate D-serine	Homo sapiens	3-hydroxy-1,8-naphthyridin-2(1H)-one hydrobromide
0.000009	-	pH 8.5, recombinant enzyme, with substrate D-serine	Homo sapiens	6-fluoro-3-hydroxyquinolin-2(1H)-one
0.00001	-	pH 8.5, recombinant enzyme, with substrate D-serine	Homo sapiens	7-fluoro-3-hydroxyquinolin-2(1H)-one
0.000016	-	pH 8.5, recombinant enzyme, with substrate D-serine	Homo sapiens	3-hydroxy-5-methylquinolin-2(1H)-one
0.000032	-	pH 8.5, recombinant enzyme, with substrate D-serine	Homo sapiens	3-hydroxy-1,6-naphthyridin-2(1H)-one hydrobromide
0.000033	-	pH 8.5, recombinant enzyme, with substrate D-serine	Homo sapiens	8-chloro-3-hydroxyquinolin-2(1H)-one
0.000038	-	pH 8.5, recombinant enzyme, with substrate D-serine	Homo sapiens	3-hydroxy-8-methylquinolin-2(1H)-one
0.00004	-	pH 8.5, recombinant enzyme, with substrate D-serine	Rattus norvegicus	5-chloro-3-hydroxyquinolin-2(1H)-one
0.00005	-	pH 8.5, recombinant enzyme, with substrate D-serine	Rattus norvegicus	5-chloro-6-fluoro-3-hydroxyquinolin-2(1H)-one
0.0001	-	pH 8.5, recombinant enzyme, with substrate D-serine	Homo sapiens	7-chloro-3-hydroxyquinolin-2(1H)-one
0.000128	-	pH 8.5, recombinant enzyme, with substrate D-serine	Homo sapiens	3-hydroxy-1,5-naphthyridin-2(1H)-one hydrobromide
0.000155	-	pH 8.5, recombinant enzyme, with substrate D-serine	Homo sapiens	6-chloro-3-hydroxyquinolin-2(1H)-one
0.00018	-	pH 8.5, recombinant enzyme, with substrate D-serine	Rattus norvegicus	8-fluoro-3-hydroxyquinolin-2(1H)-one
0.000196	-	pH 8.5, recombinant enzyme, with substrate D-serine	Rattus norvegicus	5-fluoro-3-hydroxyquinolin-2(1H)-one
0.000197	-	pH 8.5, recombinant enzyme, with substrate D-serine	Homo sapiens	3-hydroxy-7-methylquinolin-2(1H)-one
0.0002	-	pH 8.5, recombinant enzyme, with substrate D-serine	Rattus norvegicus	3-hydroxy-1,8-naphthyridin-2(1H)-one hydrobromide
0.000215	-	pH 8.5, recombinant enzyme, with substrate D-serine	Rattus norvegicus	3-hydroxyquinolin-2(1H)-one
0.000308	-	pH 8.5, recombinant enzyme, with substrate D-serine	Rattus norvegicus	6-fluoro-3-hydroxyquinolin-2(1H)-one
0.000424	-	pH 8.5, recombinant enzyme, with substrate D-serine	Rattus norvegicus	3-hydroxy-1,8-naphthyridin-2(1H)-one hydrobromide
0.000784	-	pH 8.5, recombinant enzyme, with substrate D-serine	Homo sapiens	3-hydroxy-1,7-naphthyridin-2(1H)-one hydrobromide
0.001445	-	pH 8.5, recombinant enzyme, with substrate D-serine	Rattus norvegicus	7-fluoro-3-hydroxyquinolin-2(1H)-one
0.00275	-	pH 8.5, recombinant enzyme, with substrate D-serine	Homo sapiens	3-hydroxy-6-methylquinolin-2(1H)-one
0.003081	-	pH 8.5, recombinant enzyme, with substrate D-serine	Rattus norvegicus	3-hydroxy-1,6-naphthyridin-2(1H)-one hydrobromide
0.003665	-	pH 8.5, recombinant enzyme, with substrate D-serine	Rattus norvegicus	5-ethyl-3-hydroxyquinolin-2(1H)-one
0.00847	-	pH 8.5, recombinant enzyme, with substrate D-serine	Rattus norvegicus	3-hydroxy-5-methylquinolin-2(1H)-one
0.00872	-	pH 8.5, recombinant enzyme, with substrate D-serine	Rattus norvegicus	8-chloro-3-hydroxyquinolin-2(1H)-one
0.0144	-	pH 8.5, recombinant enzyme, with substrate D-serine	Homo sapiens	8-ethyl-3-hydroxyquinolin-2(1H)-one
0.0173	-	pH 8.5, recombinant enzyme, with substrate D-serine	Homo sapiens	3-hydroxy-4-methylquinolin-2(1H)-one
0.0226	-	pH 8.5, recombinant enzyme, with substrate D-serine	Homo sapiens	7-ethyl-3-hydroxyquinolin-2(1H)-one
0.05	-	pH 8.5, recombinant enzyme, with substrate D-serine	Homo sapiens	7-hydroxypyrido[2,3-b]pyrazin-6(5H)-one