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

• ChemBase ID: 168968
• Molecular Formular: C18H14F4N2O4S
• Molecular Mass: 430.3733728
• Monoisotopic Mass: 430.06104082
• SMILES: c1c(c(ccc1NC(=O)C(CS(=O)(=O)c1ccccc1F)(O)C)C#N)C(F)(F)F
• Canonical SMILES: N#Cc1ccc(cc1C(F)(F)F)NC(=O)C(CS(=O)(=O)c1ccccc1F)(O)C
• InChI: InChI=1S/C18H14F4N2O4S/c1-17(26,10-29(27,28)15-5-3-2-4-14(15)19)16(25)24-12-7-6-11(9-23)13(8-12)18(20,21)22/h2-8,26H,10H2,1H3,(H,24,25)
• InChIKey: YIUWHKCCUUFPGY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 1159977-36-2
• PubChem SID: 162263100
• PubChem CID: 42604834

CALCULATED PROPERTIES

• Acid pKa: 11.947017
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.7092955
• LogD (pH = 7.4): 2.7092834
• Log P: 2.7092955
• Molar Refractivity: 96.5895 cm^3
• Polarizability: 36.136913 Å^3
• Polar Surface Area: 107.26 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - F590850

Bicalutamide impurity. Bicalutamide derivative.

REFERENCES

• Tucker, H., et al.: J. Med. Chem., 31, 954 (1988)