clemastine   Click here for help

GtoPdb Ligand ID: 6063

Synonyms: HS-592 | meclastin | Tavegil® | Tavist®
Approved drug Immunopharmacology Ligand
clemastine is an approved drug (FDA (1977))
Compound class: Synthetic organic
Comment: Marketed formulations contain clemastine hydrogen fumarate (PubChem CID 5281069).
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View more information in the IUPHAR Pharmacology Education Project: clemastine

2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 6
Topological polar surface area 12.47
Molecular weight 343.17
XLogP 5.2
No. Lipinski's rules broken 1
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Canonical SMILES Clc1ccc(cc1)C(c1ccccc1)(OCCC1CCCN1C)C
Isomeric SMILES Clc1ccc(cc1)[C@@](c1ccccc1)(OCC[C@H]1CCCN1C)C
InChI InChI=1S/C21H26ClNO/c1-21(17-7-4-3-5-8-17,18-10-12-19(22)13-11-18)24-16-14-20-9-6-15-23(20)2/h3-5,7-8,10-13,20H,6,9,14-16H2,1-2H3/t20-,21-/m1/s1
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. Nörenberg W, Hempel C, Urban N, Sobottka H, Illes P, Schaefer M. (2011)
Clemastine potentiates the human P2X7 receptor by sensitizing it to lower ATP concentrations.
J Biol Chem, 286 (13): 11067-81. [PMID:21262970]