ethyl (2R,3R)-2-acetamido-3-hydroxy-3-(3-nitrophenyl)propanoate

• ChemBase ID: 185080
• Molecular Formular: C13H16N2O6
• Molecular Mass: 296.27594
• Monoisotopic Mass: 296.10083624
• SMILES: [C@@H]([C@@H](c1cc([N+](=O)[O-])ccc1)O)(C(=O)OCC)NC(=O)C
• Canonical SMILES: CCOC(=O)[C@@H]([C@@H](c1cccc(c1)[N+](=O)[O-])O)NC(=O)C
• InChI: InChI=1S/C13H16N2O6/c1-3-21-13(18)11(14-8(2)16)12(17)9-5-4-6-10(7-9)15(19)20/h4-7,11-12,17H,3H2,1-2H3,(H,14,16)/t11-,12-/m1/s1
• InChIKey: NSNOEMJKFMGTDG-VXGBXAGGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (2R,3R)-2-acetamido-3-hydroxy-3-(3-nitrophenyl)propanoate
• IUPAC Traditional name: ethyl (2R,3R)-2-acetamido-3-hydroxy-3-(3-nitrophenyl)propanoate

Database IDs

• PubChem SID: 164240990
• PubChem CID: 1551418

CALCULATED PROPERTIES

• Acid pKa: 11.219127
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.42015094
• LogD (pH = 7.4): 0.4200933
• Log P: 0.4201517
• Molar Refractivity: 72.61 cm^3
• Polarizability: 27.821774 Å^3
• Polar Surface Area: 121.45 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds