sorafenib   

GtoPdb Ligand ID: 5711

Synonyms: BAY 43-9006 | Nexavar®
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 [6].
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2D Structure
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Physico-chemical Properties
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
SMILES / InChI / InChIKey
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)
InChI Key MLDQJTXFUGDVEO-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (2005), EMA (2006))
IUPAC Name
4-[4-({[4-chloro-3-(trifluoromethyl)phenyl]carbamoyl}amino)phenoxy]-N-methylpyridine-2-carboxamide
International Nonproprietary Names
INN number INN
8234 sorafenib
Synonyms
BAY 43-9006 | Nexavar®
Database Links
CAS Registry No. 284461-73-0
ChEMBL Ligand CHEMBL1336
DrugBank Ligand DB00398
DrugCentral Ligand 2459
GtoPdb PubChem SID 178102337
PubChem CID 216239
RCSB PDB Ligand BAX
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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)
Wikipedia Sorafenib

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Tocris
Sorafenib
Cat. No. 6814