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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL646
CHEMBL646
Compound Name TRIAZOLAM
ChEMBL Synonyms TRIAZOLAM | HALCION | U-33,030 | KENTION
Max Phase 4 (Approved)
Withdrawn Yes
Trade Names HALCION | TRIAZOLAM | KENTION
Molecular Formula C17H12Cl2N4

Additional synonyms for CHEMBL646 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Cc1nnc2CN=C(c3ccccc3Cl)c4cc(Cl)ccc4n12
Standard InChI InChI=1S/C17H12Cl2N4/c1-10-21-22-16-9-20-17(12-4-2-3-5-14(12 ...
Download InChI
Standard InChI Key JOFWLTCLBGQGBO-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Gene Expression Atlas Compounds
  • Open TG-GATEs
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification
  • Withdrawn Drugs

Alternate Forms of Compound in ChEMBL


CHEMBL646

Molecule Features

CHEMBL646 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Prescription-only

Withdrawal Information

Year 1992
Country United Kingdom; France; Netherlands; Finland; Argentina
Reason Psychiatric reaction and amnesia
Class Neurotoxicity; Psychiatric toxicity

Mechanism of Action

Mechanism of Action ChEMBL Target References
GABA-A receptor; anion channel positive allosteric modulator GABA-A receptor; anion channel FDA ISBN

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
AnxietyD001007EFO:0005230anxiety3ClinicalTrials
DementiaD003704HP:0000726dementia3ClinicalTrials
Depressive DisorderD003866EFO:0003761unipolar depression3ClinicalTrials
Substance-Related DisordersD019966EFO:0003890drug dependence2ClinicalTrials
SchizophreniaD012559EFO:0000692schizophrenia3ClinicalTrials

Clinical Data

ClinicalTrials.gov TRIAZOLAM
The Cochrane Collaboration TRIAZOLAM

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 CHEMBL646. 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
CHEMBL250 Platelet activating factor receptor Homo sapiens 1.000
CHEMBL1962 GABA receptor alpha-1 subunit Homo sapiens 1.000
CHEMBL1889 Vasopressin V1a receptor Homo sapiens 1.000
CHEMBL2049 Oxytocin receptor Homo sapiens 0.776
CHEMBL1790 Vasopressin V2 receptor Homo sapiens 0.694
CHEMBL218 Cannabinoid CB1 receptor Homo sapiens 0.470



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL250 Platelet activating factor receptor Homo sapiens 1.000
CHEMBL1962 GABA receptor alpha-1 subunit Homo sapiens 1.000
CHEMBL1889 Vasopressin V1a receptor Homo sapiens 1.000
CHEMBL1790 Vasopressin V2 receptor Homo sapiens 0.990
CHEMBL218 Cannabinoid CB1 receptor Homo sapiens 0.692
CHEMBL2049 Oxytocin receptor Homo sapiens 0.563
CHEMBL4685 Indoleamine 2,3-dioxygenase Homo sapiens 0.312
CHEMBL253 Cannabinoid CB2 receptor Homo sapiens 0.223

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
343.2 342.0439 4.23 1 43.07 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 0 0 4 0 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 2.29 2.08 2.08 3 23 0.66

Structural Alerts

There are no structural alerts for CHEMBL646

Compound Cross References

ATC N - NERVOUS SYSTEM
N05 - PSYCHOLEPTICS
N05C - HYPNOTICS AND SEDATIVES
N05CD - Benzodiazepine derivatives
N05CD05 - triazolam

ChemSpider ChemSpider:JOFWLTCLBGQGBO-UHFFFAOYSA-N
DailyMed triazolam
PubChem SID: 144206170 SID: 50113071
Wikipedia Triazolam

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL646



ACToR 28911-01-5
Atlas triazolam
BindingDB 50001765
ChEBI 9674
DrugBank DB00897
DrugCentral 2729
eMolecules 595231
EPA CompTox Dashboard DTXSID6046763
FDA SRS 1HM943223R
Guide to Pharmacology 7313
Human Metabolome Database HMDB0015034
IBM Patent System 1375C9E09FE40588D87884980376CBA7
Nikkaji J9.291F
PharmGKB PA451753
PubChem 5556
PubChem: Drugs of the Future 12013397
PubChem: Thomson Pharma 14875826
SureChEMBL SCHEMBL29228
ZINC ZINC000000002212

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