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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL742
CHEMBL742
Compound Name KETAMINE
ChEMBL Synonyms KETAMINE | KETALAR | CI-581 | CL 369 | CL-369 | CN-52,372-2 | CN-52372-2 | Ketanest | Vetalar | Ketavet | Anaket-V | KETAMINE HYDROCHLORIDE
Max Phase 4 (Approved)
Trade Names KETALAR | Anaket-V | Ketavet | Ketanest | Vetalar | Ketamine hydrochloride
Molecular Formula C13H16ClNO

Additional synonyms for CHEMBL742 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CNC1(CCCCC1=O)c2ccccc2Cl
Standard InChI InChI=1S/C13H16ClNO/c1-15-13(9-5-4-8-12(13)16)10-6-2-3-7-11( ...
Download InChI
Standard InChI Key YQEZLKZALYSWHR-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Curated Drug Metabolism Pathways
  • DrugMatrix
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL742

Molecule Features

CHEMBL742 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:N Parenteral:Y Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Glutamate [NMDA] receptor negative allosteric modulator Glutamate [NMDA] receptor DailyMed PubMed PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
ANEMIA, SICKLE CELLD000755Orphanet:232SICKLE CELL ANEMIA3ClinicalTrials
MENTAL DISORDERSD001523EFO:0000677MENTAL OR BEHAVIOURAL DISORDER1ClinicalTrials
OBESITY, MORBIDD009767EFO:0001074MORBID OBESITY3ClinicalTrials
POSTOPERATIVE COMPLICATIONSD011183EFO:0005323POST-OPERATIVE SIGN OR SYMPTOM3ClinicalTrials
STRESS DISORDERS, POST-TRAUMATICD013313EFO:0001358POST-TRAUMATIC STRESS DISORDER2ClinicalTrials
SUBARACHNOID HEMORRHAGED013345EFO:0000713SUBARACHNOID HEMORRHAGE2ClinicalTrials
BIPOLAR DISORDERD001714EFO:0000289BIPOLAR DISORDER2ClinicalTrials
ClinicalTrials
DEPRESSIVE DISORDERD003866EFO:0003761UNIPOLAR DEPRESSION3ClinicalTrials
WOUNDS AND INJURIESD014947EFO:0000546INJURY3ClinicalTrials
ClinicalTrials
COCAINE-RELATED DISORDERSD019970EFO:0002610COCAINE DEPENDENCE2ClinicalTrials
ClinicalTrials
EPILEPSYD004827EFO:0000474EPILEPSY3ClinicalTrials
HEART SEPTAL DEFECTS, VENTRICULARD006345Orphanet:1480VENTRICULAR SEPTAL DEFECT2ClinicalTrials
NEURALGIAD009437EFO:0005762NEUROPATHIC PAIN2ClinicalTrials
OBSESSIVE-COMPULSIVE DISORDERD009771EFO:0004242OBSESSIVE-COMPULSIVE DISORDER2ClinicalTrials
REFLEX SYMPATHETIC DYSTROPHYD012019EFO:1001147REFLEX SYMPATHETIC DYSTROPHY2ClinicalTrials
RESPIRATORY DISTRESS SYNDROME, ADULTD012128EFO:1000637ACUTE RESPIRATORY DISTRESS SYNDROME3ClinicalTrials
SCHIZOPHRENIAD012559EFO:0000692SCHIZOPHRENIA1ClinicalTrials
SUICIDAL IDEATIOND059020EFO:0004320SUICIDAL IDEATION3ClinicalTrials
ClinicalTrials
CHILD DEVELOPMENT DISORDERS, PERVASIVED002659EFO:0003756AUTISM SPECTRUM DISORDER1ClinicalTrials
PAIND010146EFO:0003843PAIN3ClinicalTrials
SUBSTANCE-RELATED DISORDERSD019966EFO:0003890DRUG DEPENDENCE1ClinicalTrials
FRACTURES, BONED050723EFO:0003931BONE FRACTURE3ClinicalTrials
LUNG NEOPLASMSD008175EFO:0001071LUNG CARCINOMA2ClinicalTrials
NEOPLASMSD009369EFO:0000311CANCER3ClinicalTrials
OPIOID-RELATED DISORDERSD009293EFO:0005611OPIOID DEPENDENCE1ClinicalTrials
SEPSISD018805EFO:0001420SEPSIS1ClinicalTrials
STROKED020521EFO:0000712STROKE1ClinicalTrials

Clinical Data

ClinicalTrials.gov KETAMINE
The Cochrane Collaboration KETAMINE

Metabolites for CHEMBL742

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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 CHEMBL742. 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
CHEMBL233 Mu opioid receptor Homo sapiens 0.584
CHEMBL2014 Nociceptin receptor Homo sapiens 0.279

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL233 Mu opioid receptor Homo sapiens 0.456
CHEMBL2014 Nociceptin receptor Homo sapiens 0.230

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
237.7 237.092 2.88 2 29.1 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 1 0 2 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 6.46 3.01 2.97 1 16 0.86

Structural Alerts

There are 1 structural alerts for CHEMBL742. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N01 - ANESTHETICS
N01A - ANESTHETICS, GENERAL
N01AX - Other general anesthetics
N01AX03 - ketamine

ChemSpider ChemSpider:YQEZLKZALYSWHR-UHFFFAOYSA-N
DailyMed ketamine hydrochloride
PubChem SID: 144205256 SID: 29215438 SID: 56424156
Wikipedia Esketamine Ketamine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL742



ACToR 100477-72-3 6740-88-1
BindingDB 50044140
Brenda 9191
ChEBI 6121
DrugBank DB01221
DrugCentral 1523
EPA CompTox Dashboard DTXSID8023187
Guide to Pharmacology 4233
Human Metabolome Database HMDB0015352
IBM Patent System 01656D33855A07692733DCD673F78BD7
KEGG Ligand C07525
Mcule MCULE-4905246871
Nikkaji J466.592I J343.931C
PharmGKB PA450144
PubChem 3821
PubChem: Thomson Pharma 15220836
SureChEMBL SCHEMBL17084881 SCHEMBL16103

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