(2R,3S)-3-hydroxy-2-[2-(4-nitrophenyl)acetamido]-3-phenylpropanoic acid

• ChemBase ID: 183819
• Molecular Formular: C17H16N2O6
• Molecular Mass: 344.31874
• Monoisotopic Mass: 344.10083624
• SMILES: [C@H](NC(=O)Cc1ccc([N+](=O)[O-])cc1)(C(=O)O)[C@H](c1ccccc1)O
• Canonical SMILES: O=C(N[C@H]([C@H](c1ccccc1)O)C(=O)O)Cc1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C17H16N2O6/c20-14(10-11-6-8-13(9-7-11)19(24)25)18-15(17(22)23)16(21)12-4-2-1-3-5-12/h1-9,15-16,21H,10H2,(H,18,20)(H,22,23)/t15-,16+/m1/s1
• InChIKey: AQHQHTFJMUOGRK-CVEARBPZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S)-3-hydroxy-2-[2-(4-nitrophenyl)acetamido]-3-phenylpropanoic acid
• IUPAC Traditional name: (2R,3S)-3-hydroxy-2-[2-(4-nitrophenyl)acetamido]-3-phenylpropanoic acid

Database IDs

• PubChem SID: 164239729
• PubChem CID: 928476

CALCULATED PROPERTIES

• Acid pKa: 3.3155472
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -0.41630182
• LogD (pH = 7.4): -1.6709776
• Log P: 1.7517896
• Molar Refractivity: 87.8142 cm^3
• Polarizability: 33.416 Å^3
• Polar Surface Area: 132.45 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds