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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL476
CHEMBL476
Compound Name DACARBAZINE
ChEMBL Synonyms DACARBAZINE | DTIC | DIC | DTIC-DOME
Max Phase 4 (Approved)
Trade Names DTIC-DOME | DACARBAZINE
Molecular Formula C6H10N6O

Additional synonyms for CHEMBL476 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN(C)N=Nc1[nH]cnc1C(=O)N
Standard InChI InChI=1S/C6H10N6O/c1-12(2)11-10-6-4(5(7)13)8-3-9-6/h3H,1-2H3 ...
Download InChI
Standard InChI Key FDKXTQMXEQVLRF-ZHACJKMWSA-N

Sources

  • British National Formulary
  • DrugMatrix
  • 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


CHEMBL476

Molecule Features

CHEMBL476 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:N Parenteral:Y Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
DNA inhibitor DNA DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
LymphomaD008223EFO:0000574lymphoma3ClinicalTrials
MelanomaD008545EFO:0000389cutaneous melanoma4ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm3ClinicalTrials
NeuroblastomaD009447EFO:0000621neuroblastoma3ClinicalTrials
Thyroid NeoplasmsD013964EFO:0002892thyroid carcinoma1ClinicalTrials
NeoplasmsD009369EFO:0000311cancer3ClinicalTrials
MelanomaD008545EFO:0002617metastatic melanoma4ClinicalTrials
DailyMed
DailyMed
DailyMed
Hodgkin DiseaseD006689EFO:0000183Hodgkins lymphoma3ClinicalTrials
MelanomaD008545EFO:0000756melanoma4ClinicalTrials
SarcomaD012509EFO:0000691sarcoma3ClinicalTrials
SarcomaD012509EFO:1001968soft tissue sarcoma3ClinicalTrials

Clinical Data

ClinicalTrials.gov DACARBAZINE
The Cochrane Collaboration DACARBAZINE

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 CHEMBL476. 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
CHEMBL5857 Trace amine-associated receptor 1 Homo sapiens 0.839
CHEMBL4897 Serine/threonine-protein kinase PLK3 Homo sapiens 0.504
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.314

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1929 Xanthine dehydrogenase Homo sapiens 0.627
CHEMBL4897 Serine/threonine-protein kinase PLK3 Homo sapiens 0.303
CHEMBL4527 TRAF2- and NCK-interacting kinase Homo sapiens 0.237

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
182.2 182.0916 0.07 3 99.73 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 2 0 7 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
11.45 3.93 .03 .03 1 13 0.51

Structural Alerts

There are 6 structural alerts for CHEMBL476. To view alerts please click here.

Compound Cross References

ATC L - ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
L01 - ANTINEOPLASTIC AGENTS
L01A - ALKYLATING AGENTS
L01AX - Other alkylating agents
L01AX04 - dacarbazine

ChemSpider ChemSpider:FDKXTQMXEQVLRF-ZHACJKMWSA-N
DailyMed dacarbazine
PubChem SID: 17389952 SID: 26747399 SID: 99125
Wikipedia Dacarbazine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL476



ChemicalBook CB7710656
DrugBank DB00851
DrugCentral 773
eMolecules 537181
FDA SRS 7GR28W0FJI
IBM Patent System 5D1BDFF0935BF21047F21D8D43B80615
KEGG Ligand C06936
Mcule MCULE-2865817662
MolPort MolPort-003-666-153 MolPort-046-069-267
Nikkaji J2.212H
PubChem: Thomson Pharma 15147351
Selleck Dacarbazine
SureChEMBL SCHEMBL5560
ZINC ZINC000100019007

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