compound 27 [PMID: 22142545]   

GtoPdb Ligand ID: 8757

Synonyms: SCH-1518291
Compound class: Synthetic organic
Comment: Compound 27 was developed in a SAR study to identify PDE10 inhibitors as potential schizophrenia pharmaceuticals [1]. This was the lead compound selected for further in vivo studies.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 63.27
Molecular weight 340.19
XLogP 2.74
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES COc1cc(C)c2c(c1)c(CN1CCOCCC1)c1c(n2)n[nH]c1C
Isomeric SMILES COc1cc(C)c2c(c1)c(CN1CCOCCC1)c1c(n2)n[nH]c1C
InChI InChI=1S/C19H24N4O2/c1-12-9-14(24-3)10-15-16(11-23-5-4-7-25-8-6-23)17-13(2)21-22-19(17)20-18(12)15/h9-10H,4-8,11H2,1-3H3,(H,20,21,22)
InChI Key IPHACPSYWWYGQN-UHFFFAOYSA-N
References
1. Yang SW, Smotryski J, McElroy WT, Tan Z, Ho G, Tulshian D, Greenlee WJ, Guzzi M, Zhang X, Mullins D et al.. (2012)
Discovery of orally active pyrazoloquinolines as potent PDE10 inhibitors for the management of schizophrenia.
Bioorg. Med. Chem. Lett., 22 (1): 235-9. [PMID:22142545]