2,2-dibromo-N-[(1R,2R)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide

• ChemBase ID: 5136
• Molecular Formular: C11H12Br2N2O5
• Molecular Mass: 412.03138
• Monoisotopic Mass: 409.91129549
• SMILES: O=C(N[C@H](CO)[C@H](O)c1ccc([N+](=O)[O-])cc1)C(Br)Br
• Canonical SMILES: OC[C@H]([C@@H](c1ccc(cc1)[N+](=O)[O-])O)NC(=O)C(Br)Br
• InChI: InChI=1S/C11H12Br2N2O5/c12-10(13)11(18)14-8(5-16)9(17)6-1-3-7(4-2-6)15(19)20/h1-4,8-10,16-17H,5H2,(H,14,18)/t8-,9-/m1/s1
• InChIKey: UWOHGNMWBGIRAQ-RKDXNWHRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,2-dibromo-N-[(1R,2R)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide
• IUPAC Traditional name: 2,2-dibromo-N-[(1R,2R)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide
• Synonyms: BROMAMPHENICOL

Database IDs

• PubChem SID: 160968566; 99443963
• PubChem CID: 25113101

CALCULATED PROPERTIES

JChem

• Acid pKa: 7.6674128
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.5571733
• LogD (pH = 7.4): 0.39202616
• Log P: 0.55986273
• Molar Refractivity: 78.8339 cm^3
• Polarizability: 29.928947 Å^3
• Polar Surface Area: 115.38 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.41
• LOG S: -3.08
• Solubility (Water): 3.44e-01 g/l

DETAILS

DrugBank - DB07492

Drug information: experimental