compound 19 [PMID: 22142545]   

GtoPdb Ligand ID: 8758

Compound class: Synthetic organic
Comment: Compound 19 is one of the most potent phosphodiesterase 10A inhibitors developed in a SAR study to identify PDE10 inhibitors as potential schizophrenia pharmaceuticals [1]
2D Structure
Click here for structure editor
Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 63.27
Molecular weight 326.17
XLogP 2.38
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES COc1cc(C)c2c(c1)c(CN1CCOCC1)c1c(n2)n[nH]c1C
Isomeric SMILES COc1cc(C)c2c(c1)c(CN1CCOCC1)c1c(n2)n[nH]c1C
InChI InChI=1S/C18H22N4O2/c1-11-8-13(23-3)9-14-15(10-22-4-6-24-7-5-22)16-12(2)20-21-18(16)19-17(11)14/h8-9H,4-7,10H2,1-3H3,(H,19,20,21)
InChI Key UBGXXNXAPLUDQK-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]