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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL2028663
CHEMBL2028663
Compound Name DABRAFENIB
ChEMBL Synonyms DABRAFENIB MESYLATE | GSK2118436A | GSK2118436B | TAFINLAR | METHANE SULFONATE SALT | DABRAFENIB
Max Phase 4 (Approved)
Trade Names TAFINLAR
Molecular Formula C23H20F3N5O2S2

Additional synonyms for CHEMBL2028663 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(C)(C)c1nc(c2cccc(NS(=O)(=O)c3c(F)cccc3F)c2F)c(s1)c4ccnc(N ...
Download SMILES
Standard InChI InChI=1S/C23H20F3N5O2S2/c1-23(2,3)21-30-18(19(34-21)16-10-11 ...
Download InChI
Standard InChI Key BFSMGDJOXZAERB-UHFFFAOYSA-N

Sources

  • 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


CHEMBL2028663

Molecule Features

CHEMBL2028663 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Serine/threonine-protein kinase B-raf inhibitor Serine/threonine-protein kinase B-raf DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Thyroid NeoplasmsD013964EFO:0000641papillary thyroid carcinoma2ClinicalTrials
Carcinoma, Non-Small-Cell LungD002289EFO:0003060non-small cell lung carcinoma2ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm4ATC
ClinicalTrials
MelanomaD008545EFO:0000756melanoma4ClinicalTrials
DailyMed
Multiple MyelomaD009101EFO:0001378multiple myeloma1ClinicalTrials
NeoplasmsD009369EFO:0000311cancer4ClinicalTrials
Erdheim-Chester DiseaseD031249EFO:1000926Erdheim-Chester disease2ClinicalTrials
Thyroid NeoplasmsD013964EFO:0002892thyroid carcinoma2ClinicalTrials
Brain NeoplasmsD001932EFO:0003833brain neoplasm1ClinicalTrials
Liver DiseasesD008107EFO:0001421liver disease1ClinicalTrials
Adenocarcinoma, FollicularD018263EFO:0000501follicular thyroid carcinoma2ClinicalTrials
MelanomaD008545EFO:0000389cutaneous melanoma3ClinicalTrials
MelanomaD008545EFO:0002617metastatic melanoma4DailyMed
ClinicalTrials

Clinical Data

ClinicalTrials.gov DABRAFENIB
The Cochrane Collaboration DABRAFENIB

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 CHEMBL2028663. 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
CHEMBL1169596 Serine/threonine-protein kinase A-Raf Homo sapiens 1.000
CHEMBL5145 Serine/threonine-protein kinase B-raf Homo sapiens 0.999

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1169596 Serine/threonine-protein kinase A-Raf Homo sapiens 1.000
CHEMBL5145 Serine/threonine-protein kinase B-raf Homo sapiens 1.000
CHEMBL1075165 Phosphatidylinositol 3-kinase catalytic subunit type 3 Homo sapiens 0.988

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
519.6 519.1011 5.36 5 110.86 NEUTRAL


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
6.62 2.24 2.94 2.05 4 35 0.37

Structural Alerts

There are 2 structural alerts for CHEMBL2028663. To view alerts please click here.

Compound Cross References

ATC L - ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
L01 - ANTINEOPLASTIC AGENTS
L01X - OTHER ANTINEOPLASTIC AGENTS
L01XE - Protein kinase inhibitors
L01XE23 - dabrafenib

ChemSpider ChemSpider:BFSMGDJOXZAERB-UHFFFAOYSA-N
DailyMed dabrafenib mesylate

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL2028663



BindingDB 50428286
ChEBI 75045
ChemicalBook CB32604230
DrugBank DB08912
DrugCentral 4801
eMolecules 36008941
EPA CompTox Dashboard DTXSID20152499
FDA SRS QGP4HA4G1B
Guide to Pharmacology 6494
IBM Patent System 30F389ED6AD6A851BA963D042FBFF5FC
LINCS LSM-6303
MolPort MolPort-028-720-422
Nikkaji J3.135.454D
PDBe P06
PubChem 44462760
PubChem: Thomson Pharma 85742096
Selleck dabrafenib-gsk2118436a
SureChEMBL SCHEMBL806377
ZINC ZINC000068153186

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