4-[4-({[4-chloro-3-(trifluoromethyl)phenyl]carbamoyl}amino)phenoxy]-2-(methylcarbamoyl)pyridin-1-ium-1-olate

• ChemBase ID: 177834
• Molecular Formular: C21H16ClF3N4O4
• Molecular Mass: 480.8243496
• Monoisotopic Mass: 480.08121735
• SMILES: c1(c(cc(cc1)NC(=O)Nc1ccc(cc1)Oc1cc([n+](cc1)[O-])C(=O)NC)C(F)(F)F)Cl
• Canonical SMILES: CNC(=O)c1cc(cc[n+]1[O-])Oc1ccc(cc1)NC(=O)Nc1ccc(c(c1)C(F)(F)F)Cl
• InChI: InChI=1S/C21H16ClF3N4O4/c1-26-19(30)18-11-15(8-9-29(18)32)33-14-5-2-12(3-6-14)27-20(31)28-13-4-7-17(22)16(10-13)21(23,24)25/h2-11H,1H3,(H,26,30)(H2,27,28,31)
• InChIKey: BQAZCCVUZDIZDC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[4-({[4-chloro-3-(trifluoromethyl)phenyl]carbamoyl}amino)phenoxy]-2-(methylcarbamoyl)pyridin-1-ium-1-olate
• IUPAC Traditional name: 4-[4-({[4-chloro-3-(trifluoromethyl)phenyl]carbamoyl}amino)phenoxy]-2-(methylcarbamoyl)pyridin-1-ium-1-olate
• Synonyms: 4-[4-[[[[4-Chloro-3-(trifluoromethyl)phenyl]amino]carbonyl]amino]phenoxy]-N-methyl-2-pyridinecarboxamide 1-Oxide; Sorafenib N-Oxide

Database IDs

• CAS Number: 583840-03-3
• PubChem SID: 164233744
• PubChem CID: 9826472

CALCULATED PROPERTIES

• Acid pKa: 9.761267
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 3.1348894
• LogD (pH = 7.4): 3.1332378
• Log P: 3.1349106
• Molar Refractivity: 118.4258 cm^3
• Polarizability: 41.84408 Å^3
• Polar Surface Area: 104.92 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol (Sparingly)
• Apperance: Pale Yellow Solid
• Melting Point: 220-222°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - S676870

A metabolite of Sorafenib, a potent Raf kinase inhibitor.