N-[(1R,2S)-3-fluoro-1-hydroxy-1-(4-methanesulfonylphenyl)propan-2-yl]acetamide

• ChemBase ID: 167211
• Molecular Formular: C12H16FNO4S
• Molecular Mass: 289.3231432
• Monoisotopic Mass: 289.07840722
• SMILES: c1cc(ccc1[C@H]([C@H](NC(=O)C)CF)O)S(=O)(=O)C
• Canonical SMILES: FC[C@H]([C@@H](c1ccc(cc1)S(=O)(=O)C)O)NC(=O)C
• InChI: InChI=1S/C12H16FNO4S/c1-8(15)14-11(7-13)12(16)9-3-5-10(6-4-9)19(2,17)18/h3-6,11-12,16H,7H2,1-2H3,(H,14,15)/t11-,12-/m1/s1
• InChIKey: SMWQTDMSXSQXOI-VXGBXAGGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(1R,2S)-3-fluoro-1-hydroxy-1-(4-methanesulfonylphenyl)propan-2-yl]acetamide
• IUPAC Traditional name: N-[(1R,2S)-3-fluoro-1-hydroxy-1-(4-methanesulfonylphenyl)propan-2-yl]acetamide
• Synonyms: [R-(R*,S*)]-N-[1-(Fluoromethyl)-2-hydroxy-2-[4-(methylsulfonyl)phenyl]ethyl]acetamide; Dideschloro Florfenicol

Database IDs

• CAS Number: 138872-76-1
• PubChem SID: 162261344
• PubChem CID: 29978205

CALCULATED PROPERTIES

• Acid pKa: 11.664329
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.6114091
• LogD (pH = 7.4): -0.6114297
• Log P: -0.6114087
• Molar Refractivity: 68.2117 cm^3
• Polarizability: 27.164114 Å^3
• Polar Surface Area: 83.47 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D440500

Florfenicol (F405750) derivative. Used as herbicides.