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

• ChemBase ID: 2336
• Molecular Formular: C11H14N2O5
• Molecular Mass: 254.23926
• Monoisotopic Mass: 254.09027156
• SMILES: CC(=O)N[C@@H](CO)[C@@H](O)c1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: OC[C@@H]([C@H](c1ccc(cc1)[N+](=O)[O-])O)NC(=O)C
• InChI: InChI=1S/C11H14N2O5/c1-7(15)12-10(6-14)11(16)8-2-4-9(5-3-8)13(17)18/h2-5,10-11,14,16H,6H2,1H3,(H,12,15)/t10-,11-/m0/s1
• InChIKey: PIVQDUYOEIAFDM-QWRGUYRKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(1S,2S)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide
• IUPAC Traditional name: @N-acetyl-P-nitrophenylserinol
• Synonyms: N-Acetyl-P-Nitrophenylserinol

Database IDs

• CAS Number: 15376-53-1
• PubChem SID: 46507211; 160965787
• PubChem CID: 6934735

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.445776
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.40282503
• LogD (pH = 7.4): -0.40282834
• Log P: -0.40282485
• Molar Refractivity: 63.2249 cm^3
• Polarizability: 23.964779 Å^3
• Polar Surface Area: 115.38 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.13
• LOG S: -1.93
• Solubility (Water): 2.97e+00 g/l

DETAILS

DrugBank - DB02608

Drug information: experimental