benzquinamide   Click here for help

GtoPdb Ligand ID: 7124

Synonyms: P-2647 | Quantril®
Approved drug
benzquinamide is an approved drug
Compound class: Synthetic organic
Comment: Benzquinamide is a largely discontinued antiemetic drug.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 0
Rotatable bonds 8
Topological polar surface area 68.31
Molecular weight 404.23
XLogP 1.69
No. Lipinski's rules broken 0
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Canonical SMILES CCN(C(=O)C1CN2CCc3c(C2CC1OC(=O)C)cc(c(c3)OC)OC)CC
Isomeric SMILES CCN(C(=O)C1CN2CCc3c(C2CC1OC(=O)C)cc(c(c3)OC)OC)CC
InChI InChI=1S/C22H32N2O5/c1-6-23(7-2)22(26)17-13-24-9-8-15-10-20(27-4)21(28-5)11-16(15)18(24)12-19(17)29-14(3)25/h10-11,17-19H,6-9,12-13H2,1-5H3
1. Auerbach SS, DrugMatrix® and ToxFX® Coordinator National Toxicology Program. 
National Toxicology Program: Dept of Health and Human Services.
Accessed on 02/05/2014. Modified on 02/05/2014. DrugMatrix,
2. Gregori-Puigjané E, Setola V, Hert J, Crews BA, Irwin JJ, Lounkine E, Marnett L, Roth BL, Shoichet BK. (2012)
Identifying mechanism-of-action targets for drugs and probes.
Proc Natl Acad Sci USA, 109 (28): 11178-83. [PMID:22711801]