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

• ChemBase ID: 225614
• Molecular Formular: C12H14N2O6
• Molecular Mass: 282.24936
• Monoisotopic Mass: 282.08518618
• SMILES: [C@@H]([C@@H](c1cc([N+](=O)[O-])ccc1)O)(C(=O)OC)NC(=O)C
• Canonical SMILES: COC(=O)[C@@H]([C@@H](c1cccc(c1)[N+](=O)[O-])O)NC(=O)C
• InChI: InChI=1S/C12H14N2O6/c1-7(15)13-10(12(17)20-2)11(16)8-4-3-5-9(6-8)14(18)19/h3-6,10-11,16H,1-2H3,(H,13,15)/t10-,11-/m1/s1
• InChIKey: POUQACFHYAHDFU-GHMZBOCLSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164281524
• PubChem CID: 71753398

CALCULATED PROPERTIES

• Acid pKa: 11.121363
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.063342795
• LogD (pH = 7.4): 0.06327062
• Log P: 0.063343756
• Molar Refractivity: 67.8614 cm^3
• Polarizability: 26.003284 Å^3
• Polar Surface Area: 121.45 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds