clemastine   

GtoPdb Ligand ID: 6063

Synonyms: HS-592 | meclastin | Tavegil® | Tavist®
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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2D Structure
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Physico-chemical Properties
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
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
Compound class Synthetic organic
Approved drug? Yes (FDA (1977))
IUPAC Name
(2R)-2-[2-[(1R)-1-(4-chlorophenyl)-1-phenylethoxy]ethyl]-1-methylpyrrolidine
International Nonproprietary Names
INN number INN
2231 clemastine
Synonyms
HS-592 | meclastin | Tavegil® | Tavist®
Database Links
CAS Registry No. 15686-51-8
ChEMBL Ligand CHEMBL1626
DrugBank Ligand DB00283
DrugCentral Ligand 671
GtoPdb PubChem SID 178102684
PubChem CID 26987
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Wikipedia Clemastine