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Discovery, SAR, and Pharmacokinetics of a Novel 3-Hydroxyquinolin-2(1H)-one Series of Potent d-Amino Acid Oxidase (DAAO) Inhibitors

Journal Article · · J. Med. Chem.
DOI:https://doi.org/10.1021/jm900128w· OSTI ID:1006152

3-Hydroxyquinolin-2(1H)-one (2) was discovered by high throughput screening in a functional assay to be a potent inhibitor of human DAAO, and its binding affinity was confirmed in a Biacore assay. Cocrystallization of 2 with the human DAAO enzyme defined the binding site and guided the design of new analogues. The SAR, pharmacokinetics, brain exposure, and effects on cerebellum D-serine are described. Subsequent evaluation against the rat DAAO enzyme revealed a divergent SAR versus the human enzyme and may explain the high exposures of drug necessary to achieve significant changes in rat or mouse cerebellum D-serine.

Research Organization:
Argonne National Laboratory (ANL)
Sponsoring Organization:
USDOE
OSTI ID:
1006152
Journal Information:
J. Med. Chem., Journal Name: J. Med. Chem. Journal Issue: (11) ; 06, 2009 Vol. 52; ISSN JMCMAR; ISSN 0022-2623
Country of Publication:
United States
Language:
ENGLISH

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