(2-aminoethoxy)[(2S)-2,3-dihydroxypropoxy]phosphinic acid

• ChemBase ID: 3160
• Molecular Formular: C5H14NO6P
• Molecular Mass: 215.141521
• Monoisotopic Mass: 215.0558738
• SMILES: NCCO[P@](=O)(O)OC[C@@H](O)CO
• Canonical SMILES: NCCO[P@@](=O)(OC[C@H](CO)O)O
• InChI: InChI=1S/C5H14NO6P/c6-1-2-11-13(9,10)12-4-5(8)3-7/h5,7-8H,1-4,6H2,(H,9,10)/t5-/m0/s1
• InChIKey: JZNWSCPGTDBMEW-YFKPBYRVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-aminoethoxy)[(2S)-2,3-dihydroxypropoxy]phosphinic acid
• IUPAC Traditional name: glycerophosphoethanolamine
• Synonyms: L-Alpha-Glycerophosphorylethanolamine

Database IDs

• PubChem SID: 160966604; 46505577
• PubChem CID: 5459861

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8690883
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -3.3912327
• LogD (pH = 7.4): -3.3921635
• Log P: -3.3911924
• Molar Refractivity: 43.8211 cm^3
• Polarizability: 18.155298 Å^3
• Polar Surface Area: 122.24 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.31
• LOG S: -0.77
• Solubility (Water): 3.65e+01 g/l

DETAILS

DrugBank - DB03484

Drug information: experimental