(2S)-2-amino-3-({[(2S)-2,3-dihydroxypropoxy](hydroxy)phosphoryl}oxy)propanoic acid

• ChemBase ID: 2229
• Molecular Formular: C6H14NO8P
• Molecular Mass: 259.151021
• Monoisotopic Mass: 259.04570304
• SMILES: N[C@@H](CO[P@@](=O)(O)OC[C@@H](O)CO)C(=O)O
• Canonical SMILES: OC[C@@H](CO[P@@](=O)(OC[C@@H](C(=O)O)N)O)O
• InChI: InChI=1S/C6H14NO8P/c7-5(6(10)11)3-15-16(12,13)14-2-4(9)1-8/h4-5,8-9H,1-3,7H2,(H,10,11)(H,12,13)/t4-,5-/m0/s1
• InChIKey: ZWZWYGMENQVNFU-WHFBIAKZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-({[(2S)-2,3-dihydroxypropoxy](hydroxy)phosphoryl}oxy)propanoic acid
• IUPAC Traditional name: L-α-glycerophosphorylserine
• Synonyms: L-Alpha-Glycerophosphorylserine

Database IDs

• PubChem SID: 46505969; 160965682
• PubChem CID: 46936407

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.5080084
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -7.0202026
• LogD (pH = 7.4): -7.329075
• Log P: -4.308619
• Molar Refractivity: 49.651 cm^3
• Polarizability: 20.718372 Å^3
• Polar Surface Area: 159.54 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.8
• LOG S: -1.12
• Solubility (Water): 1.96e+01 g/l

DETAILS

DrugBank - DB02497

Drug information: experimental