escitalopram

Ligand id: 7177

Name: escitalopram

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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 (FDA (2002))
IUPAC Name
(1S)-1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile
International Nonproprietary Names
INN number INN
7953 escitalopram
Synonyms
Cipralex® | Lexapro® | LU-26-054-0
Database Links
CAS Registry No. 59729-33-8
ChEMBL Ligand CHEMBL1508
DrugBank Ligand DB01175
PubChem CID 146570
RCSB PDB Ligand 68P
Search Google for chemical match using the InChIKey WSEQXVZVJXJVFP-FQEVSTJZSA-N
Search Google for chemicals with the same backbone WSEQXVZVJXJVFP
Search PubMed clinical trials escitalopram
Search PubMed titles escitalopram
Search PubMed titles/abstracts escitalopram
Search UniChem for chemical match using the InChIKey WSEQXVZVJXJVFP-FQEVSTJZSA-N
Search UniChem for chemicals with the same backbone WSEQXVZVJXJVFP
SynPHARM 79385 (in complex with SERT)
83551 (in complex with SERT)
Wikipedia escitalopram
Comments
Escitalopram is a selective serotonin-reuptake inhibitor (SSRI) drug. It is the S-enantiomer of citalopram.
Marketed formulations may contain escitalopram oxalate (PubChem CID 146571). An X-ray structure of SERT bound by escitalopram ((S)-citalopram) reveals two binding sites for the drug: one central site, and one allosteric site [1]. When (S)-citalopram binds the allosteric site, it prevents unbinding of ligand at the central site, thereby preventing further ligand transport.