N-[4-cyano-3-(trifluoromethyl)phenyl]-3-(4-fluorobenzenesulfonyl)-2-methylpropanamide

• ChemBase ID: 166283
• Molecular Formular: C18H14F4N2O3S
• Molecular Mass: 414.3739728
• Monoisotopic Mass: 414.0661262
• SMILES: c1c(c(ccc1NC(=O)C(CS(=O)(=O)c1ccc(cc1)F)C)C#N)C(F)(F)F
• Canonical SMILES: N#Cc1ccc(cc1C(F)(F)F)NC(=O)C(CS(=O)(=O)c1ccc(cc1)F)C
• InChI: InChI=1S/C18H14F4N2O3S/c1-11(10-28(26,27)15-6-3-13(19)4-7-15)17(25)24-14-5-2-12(9-23)16(8-14)18(20,21)22/h2-8,11H,10H2,1H3,(H,24,25)
• InChIKey: CLQOAZDMLVMGKV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[4-cyano-3-(trifluoromethyl)phenyl]-3-(4-fluorobenzenesulfonyl)-2-methylpropanamide
• IUPAC Traditional name: N-[4-cyano-3-(trifluoromethyl)phenyl]-3-(4-fluorobenzenesulfonyl)-2-methylpropanamide
• Synonyms: N-[4-Cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfonyl]-2-methylpropanamide; Deshydroxy Bicalutamide

Database IDs

• CAS Number: 906008-94-4
• PubChem SID: 162260416
• PubChem CID: 23134402

CALCULATED PROPERTIES

• Acid pKa: 13.531184
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.5346744
• LogD (pH = 7.4): 3.5346742
• Log P: 3.5346744
• Molar Refractivity: 95.5261 cm^3
• Polarizability: 35.42571 Å^3
• Polar Surface Area: 87.03 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D289990

Bicalutamide impurity. Bicalutamide intermediate.

REFERENCES

• Lysiak, V., et al.: Bioorg. Med. Chem., 13, 671 (2005)