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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1508
CHEMBL1508
Compound Name ESCITALOPRAM
ChEMBL Synonyms LEXAPRO | CIPRALEX | ESCITALOPRAM OXALATE | ESCITALOPRAM | LU-26-054-0
Max Phase 4 (Approved)
Trade Names LEXAPRO | CIPRALEX | ESCITALOPRAM OXALATE
Molecular Formula C20H21FN2O

Additional synonyms for CHEMBL1508 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN(C)CCC[C@]1(OCc2cc(ccc12)C#N)c3ccc(F)cc3
Standard InChI InChI=1S/C20H21FN2O/c1-23(2)11-3-10-20(17-5-7-18(21)8-6-17)1 ...
Download InChI
Standard InChI Key WSEQXVZVJXJVFP-FQEVSTJZSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1508

Molecule Features

CHEMBL1508 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Serotonin transporter inhibitor Serotonin transporter DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Depressive DisorderD003866EFO:0003761unipolar depression4ATC
ClinicalTrials
ClinicalTrials
Stress Disorders, Post-TraumaticD013313EFO:0001358post-traumatic stress disorder2ClinicalTrials
Alzheimer DiseaseD000544EFO:0000249Alzheimers disease1ClinicalTrials
Cocaine-Related DisordersD019970EFO:0002610cocaine dependence2ClinicalTrials
DementiaD003704HP:0000726dementia3ClinicalTrials
Hypertension, PulmonaryD006976EFO:0001361pulmonary hypertension3ClinicalTrials
Borderline Personality DisorderD001883HP:0012076Borderline personality disorder2ClinicalTrials
Hepatitis CD006526EFO:0003047hepatitis C infection1ClinicalTrials
Obsessive-Compulsive DisorderD009771EFO:0004242obsessive-compulsive disorder3ClinicalTrials
Anxiety DisordersD001008EFO:0006788anxiety disorder4DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
AnxietyD001007EFO:0005230anxiety3ClinicalTrials
Phobic DisordersD010698EFO:1001908phobic disorder2ClinicalTrials
Premature EjaculationD0616860ClinicalTrials
NeoplasmsD009369EFO:0000311cancer3ClinicalTrials
Phobia, SocialD000072861EFO:1001917social anxiety disorder2ClinicalTrials
Renal Insufficiency, ChronicD051436EFO:0003884chronic kidney disease2ClinicalTrials
StrokeD020521EFO:0000712stroke2ClinicalTrials
Bipolar DisorderD001714EFO:0000289bipolar disorder3ClinicalTrials
Depressive Disorder, MajorD003865EFO:0003761unipolar depression4DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
CarcinomaD002277EFO:0000313carcinoma3ClinicalTrials
Digestive System DiseasesD004066EFO:0000405digestive system disease2ClinicalTrials
Panic DisorderD016584EFO:0004262panic disorder2ClinicalTrials
ClinicalTrials
SchizophreniaD012559EFO:0000692schizophrenia3ClinicalTrials
Substance-Related DisordersD019966EFO:0003890drug dependence2ClinicalTrials
Spinal Cord InjuriesD013119EFO:1001919Spinal cord injury1ClinicalTrials

Clinical Data

ClinicalTrials.gov ESCITALOPRAM
The Cochrane Collaboration ESCITALOPRAM

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL1508. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL313 Serotonin transporter Rattus norvegicus 1.000
CHEMBL228 Serotonin transporter Homo sapiens 1.000
CHEMBL231 Histamine H1 receptor Homo sapiens 0.997
CHEMBL240 HERG Homo sapiens 0.993
CHEMBL208 Progesterone receptor Homo sapiens 0.992
CHEMBL4822 Beta-secretase 1 Homo sapiens 0.611
CHEMBL1994 Mineralocorticoid receptor Homo sapiens 0.586
CHEMBL222 Norepinephrine transporter Homo sapiens 0.322



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL6184 Transporter Rattus norvegicus 1.000
CHEMBL313 Serotonin transporter Rattus norvegicus 1.000
CHEMBL228 Serotonin transporter Homo sapiens 1.000
CHEMBL240 HERG Homo sapiens 0.999
CHEMBL231 Histamine H1 receptor Homo sapiens 0.998
CHEMBL208 Progesterone receptor Homo sapiens 0.998
CHEMBL222 Norepinephrine transporter Homo sapiens 0.958
CHEMBL4822 Beta-secretase 1 Homo sapiens 0.861
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.823
CHEMBL1994 Mineralocorticoid receptor Homo sapiens 0.691
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.520
CHEMBL338 Dopamine transporter Rattus norvegicus 0.283
CHEMBL2799 Dopamine transporter Mus musculus 0.282
CHEMBL344 Melanin-concentrating hormone receptor 1 Homo sapiens 0.260

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
324.4 324.1638 3.81 5 36.26 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 0 0 3 0 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 9.57 3.48 1.35 2 24 0.84

Structural Alerts

There are no structural alerts for CHEMBL1508

Compound Cross References

ATC N - NERVOUS SYSTEM
N06 - PSYCHOANALEPTICS
N06A - ANTIDEPRESSANTS
N06AB - Selective serotonin reuptake inhibitors
N06AB10 - escitalopram

ChemSpider ChemSpider:WSEQXVZVJXJVFP-FQEVSTJZSA-N
DailyMed escitalopram oxalate
PubChem SID: 11110983 SID: 11114081 SID: 124879737 SID: 50100207
Wikipedia Escitalopram

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1508



ACToR 128196-01-0
BindingDB 50302225
Brenda 167770 145962 18641 145048
ChEBI 36791
DrugBank DB01175
DrugCentral 1053
EPA CompTox Dashboard DTXSID8048440
FDA SRS 4O4S742ANY
Guide to Pharmacology 7177
Human Metabolome Database HMDB0005028
IBM Patent System 3E2FE162600E30CA2ECD12B6B6B3C589
LINCS LSM-3569
Mcule MCULE-3600224873
MolPort MolPort-006-167-729
Nikkaji J819.065H
PDBe 68P
PharmGKB PA10074
PubChem 146570
PubChem: Thomson Pharma 14777200 14826334
SureChEMBL SCHEMBL34948
ZINC ZINC000003800706

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/WSEQXVZVJXJVFP-FQEVSTJZSA-N spacer
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