vemurafenib   Click here for help

GtoPdb Ligand ID: 5893

Synonyms: PLX4032 | RG7204 | Zelboraf®
Approved drug PDB Ligand Immunopharmacology Ligand
vemurafenib is an approved drug (FDA (2011), EMA (2012))
Compound class: Synthetic organic
Comment: Vemurafenib is a Type-2 kinase inhibitor and was first approved by the FDA in 2011.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 100.3
Molecular weight 489.07
XLogP 6.39
No. Lipinski's rules broken 1
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Canonical SMILES CCCS(=O)(=O)Nc1ccc(c(c1F)C(=O)c1c[nH]c2c1cc(cn2)c1ccc(cc1)Cl)F
Isomeric SMILES CCCS(=O)(=O)Nc1ccc(c(c1F)C(=O)c1c[nH]c2c1cc(cn2)c1ccc(cc1)Cl)F
InChI InChI=1S/C23H18ClF2N3O3S/c1-2-9-33(31,32)29-19-8-7-18(25)20(21(19)26)22(30)17-12-28-23-16(17)10-14(11-27-23)13-3-5-15(24)6-4-13/h3-8,10-12,29H,2,9H2,1H3,(H,27,28)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2011), EMA (2012))
Prodrug compound 2 [PMID: 26061392]
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
9286 vemurafenib
Synonyms Click here for help
PLX4032 | RG7204 | Zelboraf®
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-6802253
Reactome Reaction Reactome logo R-HSA-6802938
Other databases
CAS Registry No. 918504-65-1 (source: SciFinder)
ChEMBL Ligand CHEMBL1229517
DrugBank Ligand DB08881
DrugCentral Ligand 4185
GtoPdb PubChem SID 178102516
PubChem CID 42611257
RCSB PDB Ligand 032
Search Google for chemical match using the InChIKey GPXBXXGIAQBQNI-UHFFFAOYSA-N
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Search PubMed clinical trials vemurafenib
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Search PubMed titles/abstracts vemurafenib
SynPHARM 79553 (in complex with B-Raf proto-oncogene, serine/threonine kinase)
UniChem Compound Search for chemical match using the InChIKey GPXBXXGIAQBQNI-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey GPXBXXGIAQBQNI-UHFFFAOYSA-N
Wikipedia Vemurafenib