citalopram

Ligand id: 7547

Name: citalopram

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Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 5
Topological polar surface area 36.26
Molecular weight 324.16
XLogP 3.96
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (source: FDA (1998))
IUPAC Name
1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-3H-2-benzofuran-5-carbonitrile
International Nonproprietary Names
INN number INN
4138 citalopram
Synonyms
Celexa® | Cipramil® | LU-10171B
Database Links
CAS Registry No. 59729-33-8
ChEBI CHEBI:3723
ChEMBL Ligand CHEMBL549
DrugBank Ligand DB00215
PubChem CID 2771
Search Google for chemical match using the InChIKey WSEQXVZVJXJVFP-UHFFFAOYSA-N
Search Google for chemicals with the same backbone WSEQXVZVJXJVFP
Search PubMed clinical trials citalopram
Search PubMed titles citalopram
Search PubMed titles/abstracts citalopram
Search UniChem for chemical match using the InChIKey WSEQXVZVJXJVFP-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone WSEQXVZVJXJVFP
Wikipedia Citalopram
Comments
The marketed formulation is a racemic mixture of stereo-isomers. We show the non-isomeric molecule to represent this mixture. The S enantiomer is known as escitalopram. R-citalopram has PubChem CID 6101829.
Marketed formulations may contain citalopram hydrobromide (PubChem CID 77995).