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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 | CN-52,372-2 | Ketanest | Vetalar | Ketavet | Anaket-V | KETAMINE HYDROCHLORIDE
Max Phase 4 (Approved)
Trade Names KETALAR | Anaket-V | KETAMINE HYDROCHLORIDE | Ketavet | Ketanest | Vetalar
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
Depressive DisorderD003866EFO:0003761unipolar depression3ClinicalTrials
ClinicalTrials
MucositisD052016EFO:1001898mucositis3ClinicalTrials
NeuralgiaD009437EFO:0005762neuropathic pain3ClinicalTrials
PainD010146EFO:0003843pain3ClinicalTrials
Shock, SepticD012772EFO:0006834septic shock3ClinicalTrials
StrabismusD0132852ClinicalTrials
StrokeD020521EFO:0000712stroke1ClinicalTrials
Suicidal IdeationD059020EFO:0004320suicidal ideation3ClinicalTrials
ScoliosisD012600EFO:0004273scoliosis2ClinicalTrials
AsthmaD001249EFO:0000270asthma3ClinicalTrials
Fractures, BoneD050723EFO:0003931bone fracture3ClinicalTrials
Heart Septal Defects, VentricularD006345Orphanet:1480Ventricular septal defect2ClinicalTrials
Wounds and InjuriesD014947EFO:0000546injury3ClinicalTrials
ClinicalTrials
Obesity, MorbidD009767EFO:0001074morbid obesity3ClinicalTrials
Phobia, SocialD000072861EFO:1001917social anxiety disorder0ClinicalTrials
SepsisD018805HP:0100806sepsis1ClinicalTrials
Substance-Related DisordersD019966EFO:0003890drug dependence1ClinicalTrials
PruritusD011537HP:0000989Pruritus2ClinicalTrials
TinnitusD0140122ClinicalTrials
Breast NeoplasmsD001943EFO:0000305breast carcinoma2ClinicalTrials
Cocaine-Related DisordersD019970EFO:0002610cocaine dependence2ClinicalTrials
ClinicalTrials
HeadacheD006261HP:0002315Headache3ClinicalTrials
Lung NeoplasmsD008175EFO:0001071lung carcinoma2ClinicalTrials
Paget Disease, ExtramammaryD010145EFO:0000512reproductive system disease2ClinicalTrials
Bipolar DisorderD001714EFO:0000289bipolar disorder2ClinicalTrials
ClinicalTrials
Borderline Personality DisorderD001883HP:0012076Borderline personality disorder2ClinicalTrials
Anemia, Sickle CellD000755Orphanet:232Sickle cell anemia3ClinicalTrials
Opioid-Related DisordersD009293EFO:0005611opioid dependence3ClinicalTrials
ClinicalTrials
SchizophreniaD012559EFO:0000692schizophrenia1ClinicalTrials
Subarachnoid HemorrhageD013345EFO:0000713subarachnoid hemorrhage2ClinicalTrials
Child Development Disorders, PervasiveD002659EFO:0003756autism spectrum disorder2ClinicalTrials
Cognitive DysfunctionD060825HP:0100543cognitive impairment1ClinicalTrials
ClinicalTrials
EpilepsyD004827EFO:0000474epilepsy3ClinicalTrials
Obsessive-Compulsive DisorderD009771EFO:0004242obsessive-compulsive disorder2ClinicalTrials
Postoperative ComplicationsD011183EFO:0005323post-operative sign or symptom3ClinicalTrials
Stress Disorders, Post-TraumaticD013313EFO:0001358post-traumatic stress disorder2ClinicalTrials
AlcoholismD000437EFO:0003829alcohol dependence3ClinicalTrials
Mental DisordersD001523EFO:0000677mental or behavioural disorder1ClinicalTrials
NeoplasmsD009369EFO:0000311cancer3ClinicalTrials
ClinicalTrials
AggressionD000374EFO:0003015aggressive behavior2ClinicalTrials

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
CHEMBL2014 Nociceptin receptor Homo sapiens 0.703
CHEMBL233 Mu opioid receptor Homo sapiens 0.542

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2014 Nociceptin receptor Homo sapiens 0.663
CHEMBL233 Mu opioid receptor Homo sapiens 0.485

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
237.7 237.092 2.9 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 2.96 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 SCHEMBL16103 SCHEMBL17084881

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