General
Preferred name
escitalopram
Synonyms
ESCITALOPRAM OXALATE ()
S-(+)-Citalopram ()
(S)-(+)Citalopram oxalate ()
Cipralex ()
(S)-Citalopram ()
Seroplex ()
Escitalopram (oxalate) ()
(S)-(+)-Citalopram ()
(S)-Citalopram (oxalate) ()
(S)-(+)-Citalopram (oxalate) ()
Citalopram oxalate, (s)- ()
NSC-758934 ()
LU-26-054-O ()
Escitalopram (as oxalate) ()
LU 26-054-0 ()
LU-26-054-0 ()
Lexapro ()
LU-26-054 ()
Esitol ()
Esertia ()
P&D ID
PD009760
CAS
128196-01-0
219861-08-2
Tags
probe
natural product
drug
available
Approved by
FDA
First approval
2002
Drug Status
approved
Drug indication
Major depressive disorder
Max Phase
Phase 4
Probe info
Probe selectivity
protein-selective
Probe type
P&D approved
experimental probe
Probe sources
Chemical Probes.org
High-quality chemical probes
Probe targets
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION Escitalopram is a selective serotonin-reuptake inhibitor (SSRI) drug. It is the S-enantiomer of .
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 . When (S)-citalopram binds the allosteric site, it prevents unbinding of ligand at the central site, thereby preventing further ligand transport. (GtoPdb)
MOA Inhibitor (Chemical Probes.org)
DESCRIPTION Selective serotonin reuptake inhibitor (SSRI) (Tocriscreen Plus)
DESCRIPTION Potent 5-HT and NA reuptake inhibitor (SNRI); also blocks dopamine reuptake (Tocris Bioactive Compound Library)
Compound Sets
29
Axon Medchem Screening Library
3315
Cayman Chemical Bioactives
22405
ChEMBL Approved Drugs
CHEMBL1200322
CHEMBL1508
ChEMBL Drugs
CHEMBL1200322
CHEMBL1508
Chemical Probes.org
escitalopram
Concise Guide to Pharmacology 2017/18
7177
Concise Guide to Pharmacology 2019/20
7177
Concise Guide to Pharmacology 2021/22
7177
Concise Guide to Pharmacology 2023/24
7177
Drug Repurposing Hub
DrugBank
DB01175
DrugBank Approved Drugs
DB01175
DrugCentral
1053
DrugCentral Approved Drugs
1053
DrugMAP
DMFK9HG
DrugMAP Approved Drugs
DMFK9HG
Guide to Pharmacology
7177
High-quality chemical probes
PD009760
LSP-MoA library (Laboratory of Systems Pharmacology)
CHEMBL1200322
CHEMBL1508
MedChem Express Bioactive Compound Library
HY-14258A
HY-14258
NCATS Inxight Approved Drugs
4O4S742ANY
NIH Clinical Collections (NCC)
NPC Screening Collection
Prestwick Chemical Library
TargetMol Bioactive Compound Library
T6493
The Spectrum Collection
Tocris Bioactive Compound Library
4796
Tocriscreen Plus
4796
ZINC Tool Compounds
ZINC000003800706
External IDs
62
Properties
(calculated by RDKit )
Molecular Weight
324.16
Hydrogen Bond Acceptors
3
Hydrogen Bond Donors
0
Rotatable Bonds
5
Ring Count
3
Aromatic Ring Count
2
cLogP
3.81
TPSA
36.26
Fraction CSP3
0.35
Chiral centers
1.0
Largest ring
6.0
QED
0.84
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Target Type
Transporters
Target
Endogenous Metabolite
SSRI
5-HT
Sert (Sodium-dependent)
mAChR
¦Á-adrenergic receptor
DA transporter
H1 receptor
Noradrenaline transporter (Sodium-dependent)
ADRA1A, CHRM1, HRH1, SLC6A2, SLC6A3, SLC6A4
SLC6A4
Pathway
Metabolic Enzyme/Protease
Neuroscience
GPCR/G protein
Immunology/Inflammation
Neuronal Signaling
Primary Target
5-HT Transporters
MOA
Serotonin Transporter
5-HT Receptor inhibitor
AChR antagonist
Adrenergic Receptor agonist
Dopamine Receptor antagonist
Histamine Receptor antagonist
Norepinephrine antagonist
Inhibitor
selective serotonin reuptake inhibitor (SSRI)
Indication
depression, generalized anxiety disorder (GAD)
depression
Therapeutic Class
Antidepressants
Target class
Transporter
Target subclass
Serotonin transporter
Source data