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

• ChemBase ID: 169008
• Molecular Formular: C12H14Cl3NO4S
• Molecular Mass: 374.66786
• Monoisotopic Mass: 372.97091197
• SMILES: c1cc(ccc1[C@H]([C@H](NC(=O)C(Cl)Cl)CCl)O)S(=O)(=O)C
• Canonical SMILES: ClC[C@H]([C@@H](c1ccc(cc1)S(=O)(=O)C)O)NC(=O)C(Cl)Cl
• InChI: InChI=1S/C12H14Cl3NO4S/c1-21(19,20)8-4-2-7(3-5-8)10(17)9(6-13)16-12(18)11(14)15/h2-5,9-11,17H,6H2,1H3,(H,16,18)/t9-,10-/m1/s1
• InChIKey: JDISIWJQLYRKTJ-NXEZZACHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,2-dichloro-N-[(1R,2S)-3-chloro-1-hydroxy-1-(4-methanesulfonylphenyl)propan-2-yl]acetamide
• IUPAC Traditional name: 2,2-dichloro-N-[(1R,2S)-3-chloro-1-hydroxy-1-(4-methanesulfonylphenyl)propan-2-yl]acetamide
• Synonyms: 2,2-Dchloro-N-[(1R,2S)-1-(chloromethyl)-2-hydroxy-2-[4-(methylsulfonyl)phenyl]ethyl]acetamide; Florfenicol Chloro Analogue

Database IDs

• PubChem SID: 162263140
• PubChem CID: 71316773

CALCULATED PROPERTIES

• Acid pKa: 7.0919595
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.1239121
• LogD (pH = 7.4): 0.74234897
• Log P: 1.1336197
• Molar Refractivity: 82.9306 cm^3
• Polarizability: 33.093826 Å^3
• Polar Surface Area: 83.47 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - F405775

An analog of Florfenicol (F405750).