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
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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
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1998))
IUPAC Name Click here for help
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
DrugBank Ligand DB00215
DrugCentral Ligand 663
GtoPdb PubChem SID 223365883
PubChem CID 2771
Search Google for chemical match using the InChIKey WSEQXVZVJXJVFP-UHFFFAOYSA-N
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UniChem Compound Search for chemical match using the InChIKey WSEQXVZVJXJVFP-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey WSEQXVZVJXJVFP-UHFFFAOYSA-N
Wikipedia Citalopram