PF-05180999   Click here for help

GtoPdb Ligand ID: 11626

Synonyms: compound 30 [PMID: 29293004] | PF 05180999 | PF-999 | PF05180999
Compound class: Synthetic organic
Comment: PF-05180999 is a selective and brain-penetrant inhibitor of phosphodiesterase 2A (PDE2A) [1-2]. Its intended clinical utility was to target cognitive impairment associated with schizophrenia.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 0
Rotatable bonds 4
Topological polar surface area 77.03
Molecular weight 414.15
XLogP 3.73
No. Lipinski's rules broken 0
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Canonical SMILES Cn1ncc(c1c1ccc(cn1)C(F)(F)F)c1nc(n2c1c(ncn2)N1CCC1)C
Isomeric SMILES Cn1ncc(c1c1ccc(cn1)C(F)(F)F)c1nc(n2c1c(ncn2)N1CCC1)C
InChI InChI=1S/C19H17F3N8/c1-11-27-15(17-18(29-6-3-7-29)24-10-26-30(11)17)13-9-25-28(2)16(13)14-5-4-12(8-23-14)19(20,21)22/h4-5,8-10H,3,6-7H2,1-2H3
1. Helal CJ, Arnold E, Boyden T, Chang C, Chappie TA, Fisher E, Hajos M, Harms JF, Hoffman WE, Humphrey JM et al.. (2018)
Identification of a Potent, Highly Selective, and Brain Penetrant Phosphodiesterase 2A Inhibitor Clinical Candidate.
J Med Chem, 61 (3): 1001-1018. [PMID:29293004]
2. Mikami S, Sasaki S, Asano Y, Ujikawa O, Fukumoto S, Nakashima K, Oki H, Kamiguchi N, Imada H, Iwashita H et al.. (2017)
Discovery of an Orally Bioavailable, Brain-Penetrating, in Vivo Active Phosphodiesterase 2A Inhibitor Lead Series for the Treatment of Cognitive Disorders.
J Med Chem, 60 (18): 7658-7676. [PMID:28759228]