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

• ChemBase ID: 173732
• Molecular Formular: C13H16Cl2FNO4S
• Molecular Mass: 372.2398432
• Monoisotopic Mass: 371.01611258
• SMILES: c1cc(ccc1[C@H]([C@H](N(C(=O)C(Cl)Cl)C)CF)O)S(=O)(=O)C
• Canonical SMILES: FC[C@H]([C@@H](c1ccc(cc1)S(=O)(=O)C)O)N(C(=O)C(Cl)Cl)C
• InChI: InChI=1S/C13H16Cl2FNO4S/c1-17(13(19)12(14)15)10(7-16)11(18)8-3-5-9(6-4-8)22(2,20)21/h3-6,10-12,18H,7H2,1-2H3/t10-,11-/m1/s1
• InChIKey: JXROSMHZVVOKBH-GHMZBOCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,2-dichloro-N-[(1R,2S)-3-fluoro-1-hydroxy-1-(4-methanesulfonylphenyl)propan-2-yl]-N-methylacetamide
• IUPAC Traditional name: 2,2-dichloro-N-[(1R,2S)-3-fluoro-1-hydroxy-1-(4-methanesulfonylphenyl)propan-2-yl]-N-methylacetamide
• Synonyms: 2,2-Dichloro-N-[(1R,2S)-1-(fluoromethyl)-2-hydroxy-2-[4-(methylsulfonyl)phenyl]ethyl]-N-methylacetamide; N-Methyl Florfenicol

Database IDs

• PubChem SID: 164229642
• PubChem CID: 71750359

CALCULATED PROPERTIES

• Acid pKa: 13.607097
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.89379567
• LogD (pH = 7.4): 0.89379543
• Log P: 0.89379567
• Molar Refractivity: 83.0842 cm^3
• Polarizability: 32.82438 Å^3
• Polar Surface Area: 74.68 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M305330

Florfenicol (F405750) derivative.