4-[4-({[4-chloro-3-(trifluoromethyl)phenyl]carbamoyl}amino)phenoxy]-N-(2H3)methylpyridine-2-carboxamide

• ChemBase ID: 177832
• Molecular Formular: C21H16ClF3N4O3
• Molecular Mass: 464.8249496
• Monoisotopic Mass: 464.08630273
• SMILES: c1(c(cc(cc1)NC(=O)Nc1ccc(cc1)Oc1cc(ncc1)C(=O)NC)C(F)(F)F)Cl
• Canonical 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)
• InChIKey: MLDQJTXFUGDVEO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[4-({[4-chloro-3-(trifluoromethyl)phenyl]carbamoyl}amino)phenoxy]-N-(^2H₃)methylpyridine-2-carboxamide
• IUPAC Traditional name: 4-[4-({[4-chloro-3-(trifluoromethyl)phenyl]carbamoyl}amino)phenoxy]-N-(^2H₃)methylpyridine-2-carboxamide
• Synonyms: 4-[4-[[[[4-Chloro-3-(trifluoromethyl)phenyl]amino]carbonyl]amino]phenoxy]-N-(methyl-d3)-2-pyridinecarboxamide; BAY-43-9006-d3; Sorafenib-d3

Database IDs

• CAS Number: 1130115-44-4
• PubChem SID: 164233742
• PubChem CID: 25191001

CALCULATED PROPERTIES

• Acid pKa: 11.549798
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 4.3431873
• LogD (pH = 7.4): 4.343299
• Log P: 4.34333
• Molar Refractivity: 114.5183 cm^3
• Polarizability: 41.290176 Å^3
• Polar Surface Area: 92.35 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol (Sparingly)
• Apperance: Off-White to Light Pink Solid
• Melting Point: 202-204°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - S676852

Labelled Sorafenib, a potent RAF kinase inhibitor. Antineoplastic.

REFERENCES

• Richly, H., et al.: Int. J. Clin. Pharmacol. Ther., 41, 620 (2003)
• Khire, U.R., et al.: Bioorg. Med. Chem. Lett., 14, 783 (2003)
• Wilhelm, S.M., et al.: Cancer Res., 64, 7099 (2003)
• Rini, B.I., et al.: Expert Opin. Pharmacother., 7, 453 (2003)