citalopram   Click here for help

GtoPdb Ligand ID: 7547

Synonyms: Celexa® | Cipramil® | LU-10171B
Approved drug
citalopram is an approved drug (FDA (1998))
Compound class: Synthetic organic
Comment: 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).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 5
Topological polar surface area 36.26
Molecular weight 324.16
XLogP 3.54
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES N#Cc1ccc2c(c1)COC2(CCCN(C)C)c1ccc(cc1)F
Isomeric SMILES N#Cc1ccc2c(c1)COC2(CCCN(C)C)c1ccc(cc1)F
InChI InChI=1S/C20H21FN2O/c1-23(2)11-3-10-20(17-5-7-18(21)8-6-17)19-9-4-15(13-22)12-16(19)14-24-20/h4-9,12H,3,10-11,14H2,1-2H3
InChI Key WSEQXVZVJXJVFP-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1998))
IUPAC Name Click here for help
1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-3H-2-benzofuran-5-carbonitrile
International Nonproprietary Names Click here for help
INN number INN
4138 citalopram
Synonyms Click here for help
Celexa® | Cipramil® | LU-10171B
Database Links Click here for help
CAS Registry No. 59729-33-8
ChEBI CHEBI:3723
ChEMBL Ligand CHEMBL549
DrugBank Ligand DB00215
DrugCentral Ligand 663
GtoPdb PubChem SID 223365883
PubChem CID 2771
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Wikipedia Citalopram