(2S)-2-amino-3-(phenylmethanesulfonyloxy)propanoic acid

• ChemBase ID: 1740
• Molecular Formular: C10H13NO5S
• Molecular Mass: 259.27892
• Monoisotopic Mass: 259.05144352
• SMILES: N[C@@H](COS(=O)(=O)Cc1ccccc1)C(=O)O
• Canonical SMILES: N[C@H](C(=O)O)COS(=O)(=O)Cc1ccccc1
• InChI: InChI=1S/C10H13NO5S/c11-9(10(12)13)6-16-17(14,15)7-8-4-2-1-3-5-8/h1-5,9H,6-7,11H2,(H,12,13)/t9-/m0/s1
• InChIKey: GCZVEKLTOLTWLM-VIFPVBQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-(phenylmethanesulfonyloxy)propanoic acid
• IUPAC Traditional name: (2S)-2-amino-3-(phenylmethanesulfonyloxy)propanoic acid
• Synonyms: O-Benzylsulfonyl-Serine

Database IDs

• PubChem SID: 160965196; 46506745
• PubChem CID: 17754162

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.5307609
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -2.0751092
• LogD (pH = 7.4): -2.1017709
• Log P: -2.0749521
• Molar Refractivity: 59.5299 cm^3
• Polarizability: 24.70096 Å^3
• Polar Surface Area: 106.69 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.4
• LOG S: -2.05
• Solubility (Water): 2.30e+00 g/l

DETAILS

DrugBank - DB01973

Drug information: experimental