Inhibitor Report for: DB07148 General
Type Pyrrolidine Chemical_Nomenclature (6S)-1-chloro-3-[(4-fluorophenyl)methoxy]-6-(pyrrolidine-1-carbonyl)-6H-pyrrolo[1,2-a]pyrazin-4-one Canonical SMILES C1CCN(C1)C(=O)C2C=CC3=C(N=C(C(=O)N23)OCC4=CC=C(C=C4)F)Cl InChI InChI=1S/C19H17ClFN3O3/c20-16-14-7-8-15(18(25)23-9-1-2-10-23)24(14)19(26)17(22-16)27-11-12-3-5-13(21)6-4-12/h3-8,15H,1-2,9-11H2/t15-/m0/s1 InChIKey HPAFVLDARQIHPU-HNNXBMFYSA-N Other name(s) (6S)-1-chloro-3-[(4-fluorophenyl)methoxy]-6-(pyrrolidine-1-carbonyl)-6H-pyrrolo[1,2-a]pyrazin-4-one ; 552
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DB07148
Title: Pyrrolidinyl pyridone and pyrazinone analogues as potent inhibitors of prolyl oligopeptidase (POP)Haffner CD , Diaz CJ , Miller AB , Reid RA , Madauss KP , Hassell A , Hanlon MH , Porter DJ , Becherer JD , Carter LH Ref: Bioorganic & Medicinal Chemistry Lett, 18 :4360, 2008 : PubMed Abstract ESTHER: Haffner_2008_Bioorg.Med.Chem.Lett_18_4360 PubMedSearch: Haffner 2008 Bioorg.Med.Chem.Lett 18 4360 PubMedID: 18606544 Gene_locus related to this paper: human-PREPL Inhibitor(s) related to this paper: DB07148 Abstract
We report the synthesis and in vitro activity of a series of novel pyrrolidinyl pyridones and pyrazinones as potent inhibitors of prolyl oligopeptidase (POP). Within this series, compound 39 was co-crystallized within the catalytic site of a human chimeric POP protein which provided a more detailed understanding of how these inhibitors interacted with the key residues within the catalytic pocket.
