astemizole

Ligand id: 2603

Name: astemizole

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 8
Topological polar surface area 42.32
Molecular weight 458.25
XLogP 6.61
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes
Withdrawn drug? Yes
IUPAC Name
1-[(4-fluorophenyl)methyl]-N-[1-[2-(4-methoxyphenyl)ethyl]piperidin-4-yl]benzimidazol-2-amine
International Nonproprietary Names
INN number INN
4755 astemizole
Synonyms
Hismanal®
Database Links
BindingDB Ligand 24226
CAS Registry No. 68844-77-9
ChEBI CHEBI:2896
ChEMBL Ligand CHEMBL296419
DrugBank Ligand DB00637
PharmGKB Drug PA448498
PubChem CID 2247
Search Google for chemical match using the InChIKey GXDALQBWZGODGZ-UHFFFAOYSA-N
Search Google for chemicals with the same backbone GXDALQBWZGODGZ
Search PubMed clinical trials astemizole
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Wikipedia Astemizole
Comments
Astemizole was withdrawn from the US market in 1999 as it caused arrhythmias, probably due to interaction with the hERG channel.