Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL1200322

ESCITALOPRAM OXALATE
💊 Approved Drug
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
💊 Approved Drug
CN(C)CCC[C@@]1(c2ccc(F)cc2)OCc2cc(C#N)ccc21.O=C(O)C(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1200322
Name ESCITALOPRAM OXALATE
Phase Approved
Structure Type MOL
InChI Key KTGRHKOEFSJQNS-BDQAORGHSA-N
Therapeutic ✓ Yes
Parent Compound CHEMBL1508
Active Moiety CHEMBL1508

Known Names

Citalopram oxalate, (s)- Escitalopram (as oxalate) Escitalopram oxalate Lexapro LU 26-054-0 LU-26-054-0 LU-26-054-O NSC-758934
2
Targets
3
Activities
2
Assay Types
0
PK Parameters
20
Publications
8
Known Names
9
Indications
1
Mechanisms

Molecular Properties

324.4
MW (Da)
3.81
ALogP
3
HBA
0
HBD
36.3
PSA (Ų)
0.84
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2002
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Black Box Warning
USAN Year 2000

Extended Properties

Molecular Formula C22H23FN2O5
MW 414.43
Aromatic Rings 2
Heavy Atoms 24
NP-Likeness -0.47

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Serotonin transporter inhibitor INHIBITOR Sodium-dependent serotonin transporter ✓ ✓

Indications

Anxiety Anxiety Disorders Anxiety Disorders Depression Depressive Disorder, Major Depressive Disorder Irritable Bowel Syndrome Panic Disorder Spinal Cord Injuries

Drug Warnings

Black Box Warning
psychiatric toxicity
Country: United States
Black Box Warning
cardiotoxicity
Country: United States
Black Box Warning
gastrointestinal toxicity
Country: United States

Activity Summary

IC50 2 meas. best 5.26
Ki 1 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium-dependent serotonin transporter
CHEMBL228
 Ki 9.0 9.0 1.0 1
Unchecked
CHEMBL612545
 IC50 5.26 4.745 5446.6 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sodium-dependent serotonin transporter Ki = 1.0 nM 9.0 Displacement of [3H](R,S)-citalopram HBr from human SERT 20597489
Unchecked IC50 = 5446.64 nM 5.26 PubChem BioAssay. insulin secretion from INS-1E cells in the presence of 5 mM gl... -
Unchecked IC50 = 58950.02 nM 4.23 PubChem BioAssay. tonic K+ channel activity under 0.1 mM glucose conditions in I... -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
- 10.6019/CHEMBL4513141 Staphylococcus aureus 1
- 10.6019/CHEMBL4513141 Acinetobacter baumannii 1
- 10.6019/CHEMBL4513141 Pseudomonas aeruginosa 1
- 10.6019/CHEMBL4513141 Klebsiella pneumoniae 1
- 10.6019/CHEMBL4513141 Escherichia coli 1
- 10.6019/CHEMBL4513141 Cryptococcus neoformans 1
- 10.6019/CHEMBL4513141 Candida albicans 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
20597489 10.1021/jm100269c Sodium-dependent dopamine transporter 1
- 10.1101/2020.04.03.023846 SARS-CoV-2 1
23956101 10.1093/toxsci/kft176 ATP-binding cassette sub-family C member 4 1
23956101 10.1093/toxsci/kft176 ATP-binding cassette sub-family C member 3 1
23956101 10.1093/toxsci/kft176 ATP-binding cassette sub-family C member 2 1
23956101 10.1093/toxsci/kft176 Bile salt export pump 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B3 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B1 1
20597489 10.1021/jm100269c Sodium-dependent noradrenaline transporter 1
20597489 10.1021/jm100269c Sodium-dependent serotonin transporter 1

Data from ChEMBL 36 via Core Engine