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).
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: clemastine

2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
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
SMILES / InChI / InChIKey
Click here for help
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
InChI Key YNNUSGIPVFPVBX-NHCUHLMSSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1977))
IUPAC Name Click here for help
(2R)-2-[2-[(1R)-1-(4-chlorophenyl)-1-phenylethoxy]ethyl]-1-methylpyrrolidine
International Nonproprietary Names Click here for help
INN number INN
2231 clemastine
Synonyms Click here for help
HS-592 | meclastin | Tavegil® | Tavist®
Database Links Click here for help
Specialist databases
GPCRdb Ligand clemastine
Other databases
CAS Registry No. 15686-51-8
ChEMBL Ligand CHEMBL1626
DrugBank Ligand DB00283
DrugCentral Ligand 671
GtoPdb PubChem SID 178102684
PubChem CID 26987
Search Google for chemical match using the InChIKey YNNUSGIPVFPVBX-NHCUHLMSSA-N
Search Google for chemicals with the same backbone YNNUSGIPVFPVBX
Search PubMed clinical trials clemastine
Search PubMed titles clemastine
Search PubMed titles/abstracts clemastine
UniChem Compound Search for chemical match using the InChIKey YNNUSGIPVFPVBX-NHCUHLMSSA-N
UniChem Connectivity Search for chemical match using the InChIKey YNNUSGIPVFPVBX-NHCUHLMSSA-N
Wikipedia Clemastine