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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1229517
CHEMBL1229517
Compound Name VEMURAFENIB
ChEMBL Synonyms ZELBORAF | VEMURAFENIB | RG 7204 | PLX-4032 | RO 5185426
Max Phase 4 (Approved)
Trade Names ZELBORAF
Molecular Formula C23H18ClF2N3O3S

Additional synonyms for CHEMBL1229517 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCCS(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncc(cc23)c4ccc(Cl)cc4)c ...
Download SMILES
Standard InChI InChI=1S/C23H18ClF2N3O3S/c1-2-9-33(31,32)29-19-8-7-18(25)20( ...
Download InChI
Standard InChI Key GPXBXXGIAQBQNI-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • 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


CHEMBL1229517

Molecule Features

CHEMBL1229517 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: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 FDA

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
GLIOMAD005910EFO:0000326CENTRAL NERVOUS SYSTEM CANCER0ClinicalTrials
NEOPLASMSD009369EFO:0000311CANCER4ClinicalTrials
MELANOMAD008545EFO:0002617METASTATIC MELANOMA4DailyMed
ClinicalTrials
NEOPLASMSD009369EFO:0000616NEOPLASM4ATC
ClinicalTrials
MELANOMAD008545EFO:0000756MELANOMA4DailyMed
ClinicalTrials
THYROID NEOPLASMSD013964EFO:0002892THYROID CARCINOMA2ClinicalTrials
CARCINOMA, NON-SMALL-CELL LUNGD002289EFO:0003060NON-SMALL CELL LUNG CARCINOMA2ClinicalTrials
MULTIPLE MYELOMAD009101EFO:0001378MULTIPLE MYELOMA2ClinicalTrials

Clinical Data

ClinicalTrials.gov VEMURAFENIB
The Cochrane Collaboration VEMURAFENIB

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 CHEMBL1229517. 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
CHEMBL4600 Serine/threonine-protein kinase PAK 1 Homo sapiens 1.000
CHEMBL2343 Serine/threonine-protein kinase Sgk1 Homo sapiens 0.999
CHEMBL4525 Serine/threonine-protein kinase 17A Homo sapiens 0.988
CHEMBL2468 Death-associated protein kinase 3 Homo sapiens 0.663
CHEMBL4575 Dual-specificity tyrosine-phosphorylation regulated kinase 3 Homo sapiens 0.522
CHEMBL3032 Protein kinase N2 Homo sapiens 0.496
CHEMBL4036 Cyclin-dependent kinase 5 Homo sapiens 0.351
CHEMBL2595 Protein kinase C nu Homo sapiens 0.266
CHEMBL5794 Serine/threonine-protein kinase Sgk2 Homo sapiens 0.215



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4600 Serine/threonine-protein kinase PAK 1 Homo sapiens 1.000
CHEMBL5464 Receptor-interacting serine/threonine-protein kinase 1 Homo sapiens 1.000
CHEMBL5683 Serine/threonine-protein kinase DCLK1 Homo sapiens 1.000
CHEMBL2343 Serine/threonine-protein kinase Sgk1 Homo sapiens 1.000
CHEMBL5719 Cell division protein kinase 8 Homo sapiens 1.000
CHEMBL5455 Tyrosine-protein kinase FES Homo sapiens 1.000
CHEMBL4525 Serine/threonine-protein kinase 17A Homo sapiens 0.999
CHEMBL4225 Dual specificity protein kinase CLK2 Homo sapiens 0.997
CHEMBL3032 Protein kinase N2 Homo sapiens 0.995
CHEMBL4816 Serine/threonine-protein kinase AKT3 Homo sapiens 0.995
CHEMBL1075167 Homeodomain-interacting protein kinase 4 Homo sapiens 0.995
CHEMBL5518 Misshapen-like kinase 1 Homo sapiens 0.993
CHEMBL4575 Dual-specificity tyrosine-phosphorylation regulated kinase 3 Homo sapiens 0.989
CHEMBL4852 Mitogen-activated protein kinase kinase kinase kinase 5 Homo sapiens 0.970
CHEMBL4202 Serine/threonine-protein kinase 2 Homo sapiens 0.948
CHEMBL4576 Homeodomain-interacting protein kinase 2 Homo sapiens 0.948
CHEMBL4036 Cyclin-dependent kinase 5 Homo sapiens 0.913
CHEMBL2426 Casein kinase I gamma 1 Homo sapiens 0.899
CHEMBL3829 CaM kinase II gamma Homo sapiens 0.872
CHEMBL3836 LIM domain kinase 1 Homo sapiens 0.867

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
489.9 489.0725 4.95 7 100.29 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 2 0 6 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
6.26 1.63 4.1 3.03 4 33 0.36

Structural Alerts

There are 2 structural alerts for CHEMBL1229517. 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
L01XE15 - vemurafenib

ChemSpider ChemSpider:GPXBXXGIAQBQNI-UHFFFAOYSA-N
DailyMed vemurafenib
Wikipedia Vemurafenib

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1229517



BindingDB 50396483
ChEBI 63637
DrugBank DB08881
DrugCentral 4185
eMolecules 32176418
EPA CompTox Dashboard DTXSID50238710
FDA SRS 207SMY3FQT
Guide to Pharmacology 5893
IBM Patent System 288B08A5D2C2CB36C8EA9CF3F220C6E7
LINCS LSM-1068
Mcule MCULE-7244406627
MolPort MolPort-009-200-481
Nikkaji J2.870.988I
PDBe 032
PharmGKB PA165946873
PubChem 42611257
PubChem: Drugs of the Future 123055406
PubChem: Thomson Pharma 99207986
Selleck PLX-4032
SureChEMBL SCHEMBL298931
ZINC ZINC000052509366

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