sorafenib   Click here for help

GtoPdb Ligand ID: 5711

Synonyms: BAY 43-9006 | BAY-439006 | Nexavar®
Approved drug PDB Ligand
sorafenib is an approved drug (FDA (2005), EMA (2006))
Compound class: Synthetic organic
Comment: Sorafenib is a broad spectrum Type-2 kinase inhibitor targeting VEGFR2, VEGFR3, PDGFRβ, Flt3, and KIT and non-receptor kinases RAF1 and BRAF [8].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 9
Topological polar surface area 92.35
Molecular weight 464.09
XLogP 3.75
No. Lipinski's rules broken 0
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Canonical SMILES CNC(=O)c1nccc(c1)Oc1ccc(cc1)NC(=O)Nc1ccc(c(c1)C(F)(F)F)Cl
Isomeric SMILES CNC(=O)c1nccc(c1)Oc1ccc(cc1)NC(=O)Nc1ccc(c(c1)C(F)(F)F)Cl
InChI InChI=1S/C21H16ClF3N4O3/c1-26-19(30)18-11-15(8-9-27-18)32-14-5-2-12(3-6-14)28-20(31)29-13-4-7-17(22)16(10-13)21(23,24)25/h2-11H,1H3,(H,26,30)(H2,28,29,31)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2005), EMA (2006))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
8234 sorafenib
Synonyms Click here for help
BAY 43-9006 | BAY-439006 | Nexavar®
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9657029
Reactome Reaction Reactome logo R-HSA-9695831, R-HSA-6802938, R-HSA-9669854, R-HSA-9669900, R-HSA-9674430, R-HSA-9674095, R-HSA-9693978, R-HSA-9702623, R-HSA-9669874, R-HSA-9674414, R-HSA-9702510
Other databases
CAS Registry No. 284461-73-0
ChEMBL Ligand CHEMBL1336
DrugBank Ligand DB00398
DrugCentral Ligand 2459
GtoPdb PubChem SID 178102337
PubChem CID 216239
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Search PubMed titles/abstracts sorafenib
SynPHARM 81311 (in complex with B-Raf proto-oncogene, serine/threonine kinase)
81175 (in complex with kinase insert domain receptor)
81305 (in complex with kinase insert domain receptor)
UniChem Compound Search for chemical match using the InChIKey MLDQJTXFUGDVEO-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey MLDQJTXFUGDVEO-UHFFFAOYSA-N
Wikipedia Sorafenib

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Sorafenib (links to external site)
Cat. No. 6814