(2S,3R)-2-amino-3-hydroxy-4-(phosphonooxy)butanoic acid

• ChemBase ID: 2337
• Molecular Formular: C4H10NO7P
• Molecular Mass: 215.098461
• Monoisotopic Mass: 215.0194883
• SMILES: N[C@@H]([C@@H](O)COP(=O)(O)O)C(=O)O
• Canonical SMILES: O[C@H]([C@@H](C(=O)O)N)COP(=O)(O)O
• InChI: InChI=1S/C4H10NO7P/c5-3(4(7)8)2(6)1-12-13(9,10)11/h2-3,6H,1,5H2,(H,7,8)(H2,9,10,11)/t2-,3-/m0/s1
• InChIKey: FKHAKIJOKDGEII-HRFVKAFMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R)-2-amino-3-hydroxy-4-(phosphonooxy)butanoic acid
• IUPAC Traditional name: (2S,3R)-2-amino-3-hydroxy-4-(phosphonooxy)butanoic acid
• Synonyms: 4-Hydroxy-L-Threonine-5-Monophosphate

Database IDs

• PubChem SID: 160965788; 46505076
• PubChem CID: 46936437

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.3137864
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -6.7333593
• LogD (pH = 7.4): -7.8329296
• Log P: -3.8761642
• Molar Refractivity: 38.8764 cm^3
• Polarizability: 16.213865 Å^3
• Polar Surface Area: 150.31 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.4
• LOG S: -0.98
• Solubility (Water): 2.27e+01 g/l

DETAILS

DrugBank - DB02609

Drug information: experimental