Sorafenib tosylateProduct ingredient for Sorafenib

Name
Sorafenib tosylate
Drug Entry
Sorafenib

Sorafenib (rINN), marketed as Nexavar by Bayer, is a drug approved for the treatment of advanced renal cell carcinoma (primary kidney cancer). It has also received "Fast Track" designation by the FDA for the treatment of advanced hepatocellular carcinoma (primary liver cancer), and has since performed well in Phase III trials. Sorafenib is a small molecular inhibitor of Raf kinase, PDGF (platelet-derived growth factor), VEGF receptor 2 & 3 kinases and c Kit the receptor for Stem cell factor. A growing number of drugs target most of these pathways. The originality of Sorafenib lays in its simultaneous targeting of the Raf/Mek/Erk pathway.

Accession Number
DBSALT000165
Structure
Thumb
Synonyms
Not Available
UNII
5T62Q3B36J
CAS Number
475207-59-1
Weight
Average: 637.027
Monoisotopic: 636.105717532
Chemical Formula
C28H24ClF3N4O6S
InChI Key
IVDHYUQIDRJSTI-UHFFFAOYSA-N
InChI
InChI=1S/C21H16ClF3N4O3.C7H8O3S/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;1-6-2-4-7(5-3-6)11(8,9)10/h2-11H,1H3,(H,26,30)(H2,28,29,31);2-5H,1H3,(H,8,9,10)
IUPAC Name
4-[4-({[4-chloro-3-(trifluoromethyl)phenyl]-C-hydroxycarbonimidoyl}amino)phenoxy]-N-methylpyridine-2-carboxamide; 4-methylbenzene-1-sulfonic acid
SMILES
CC1=CC=C(C=C1)S(O)(=O)=O.CNC(=O)C1=NC=CC(OC2=CC=C(NC(O)=NC3=CC(=C(Cl)C=C3)C(F)(F)F)C=C2)=C1
External Links
Human Metabolome Database
HMDB0062345
PubChem Compound
406563
ChemSpider
359744
ChEBI
50928
ChEMBL
CHEMBL1200485
Wikipedia
Sorafenib
Predicted Properties
PropertyValueSource
Water Solubility0.00152 mg/mLALOGPS
logP4.54ALOGPS
logP4.97ChemAxon
logS-5.5ALOGPS
pKa (Strongest Acidic)7.1ChemAxon
pKa (Strongest Basic)4.95ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area95.84 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity115.27 m3·mol-1ChemAxon
Polarizability42.13 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon