(2S)-2-{[(benzyloxy)carbonyl]amino}-4-hydroxybutanoic acid

• ChemBase ID: 163652
• Molecular Formular: C12H15NO5
• Molecular Mass: 253.2512
• Monoisotopic Mass: 253.09502259
• SMILES: C(=O)([C@@H](NC(=O)OCc1ccccc1)CCO)O
• Canonical SMILES: OCC[C@@H](C(=O)O)NC(=O)OCc1ccccc1
• InChI: InChI=1S/C12H15NO5/c14-7-6-10(11(15)16)13-12(17)18-8-9-4-2-1-3-5-9/h1-5,10,14H,6-8H2,(H,13,17)(H,15,16)/t10-/m0/s1
• InChIKey: UBXPAGGJJMSWLC-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(benzyloxy)carbonyl]amino}-4-hydroxybutanoic acid
• IUPAC Traditional name: (2S)-2-{[(benzyloxy)carbonyl]amino}-4-hydroxybutanoic acid
• Synonyms: 2-Carboxyamino-4-hydroxybutyric acid, N-benzyl Ester; Cbz-hse-oh; N-(Benzyloxycarbonyl)-L-homoserine; N-Carbobenzoxy-L-homoserine; N-Carbobenzoxy-L-homoserine

Database IDs

• CAS Number: 35677-88-4
• PubChem SID: 162257787
• PubChem CID: 489187

CALCULATED PROPERTIES

• Acid pKa: 3.6986802
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.2031326
• LogD (pH = 7.4): -2.7090554
• Log P: 0.59694934
• Molar Refractivity: 62.5864 cm^3
• Polarizability: 24.499193 Å^3
• Polar Surface Area: 95.86 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true