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

• ChemBase ID: 3464
• Molecular Formular: C3H8NO7P
• Molecular Mass: 201.071881
• Monoisotopic Mass: 201.00383823
• SMILES: N[C@@H]([C@H](O)OP(=O)(O)O)C(=O)O
• Canonical SMILES: OC(=O)[C@H]([C@@H](OP(=O)(O)O)O)N
• InChI: InChI=1S/C3H8NO7P/c4-1(2(5)6)3(7)11-12(8,9)10/h1,3,7H,4H2,(H,5,6)(H2,8,9,10)/t1-,3-/m1/s1
• InChIKey: JVLKWZAWYDOHCD-NPKIIWCNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R)-2-amino-3-hydroxy-3-(phosphonooxy)propanoic acid
• IUPAC Traditional name: (2S,3R)-2-amino-3-hydroxy-3-(phosphonooxy)propanoic acid
• Synonyms: 2-Amino-3-Hydroxy-3-Phosphonooxy-Propionic Acid

Database IDs

• PubChem SID: 160966903; 46505746
• PubChem CID: 46936798

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.90736544
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -6.5849643
• LogD (pH = 7.4): -7.962945
• Log P: -3.4972966
• Molar Refractivity: 33.9438 cm^3
• Polarizability: 14.453009 Å^3
• Polar Surface Area: 150.31 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.9
• LOG S: -0.92
• Solubility (Water): 2.41e+01 g/l

DETAILS

DrugBank - DB03821

Drug information: experimental