(2S)-2-amino-4-oxo-4-(phosphonooxy)butanoic acid

• ChemBase ID: 1627
• Molecular Formular: C4H8NO7P
• Molecular Mass: 213.082581
• Monoisotopic Mass: 213.00383823
• SMILES: N[C@@H](CC(=O)OP(=O)(O)O)C(=O)O
• Canonical SMILES: O=C(OP(=O)(O)O)C[C@@H](C(=O)O)N
• InChI: InChI=1S/C4H8NO7P/c5-2(4(7)8)1-3(6)12-13(9,10)11/h2H,1,5H2,(H,7,8)(H2,9,10,11)/t2-/m0/s1
• InChIKey: IXZNKTPIYKDIGG-REOHCLBHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-oxo-4-(phosphonooxy)butanoic acid
• IUPAC Traditional name: phosphorylated aspartate
• Synonyms: Phosphorylated Aspartate; Phosphoaspartate; Aspartyl Phosphate

Database IDs

• PubChem SID: 46506289; 160965084
• PubChem CID: 152441

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.082817
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -6.320085
• LogD (pH = 7.4): -7.5680666
• Log P: -3.3837395
• Molar Refractivity: 37.6924 cm^3
• Polarizability: 15.700612 Å^3
• Polar Surface Area: 147.15 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.91
• LOG S: -1.21
• Solubility (Water): 1.32e+01 g/l

DETAILS

DrugBank - DB01857

Drug information: experimental

DrugBank - DB03713

Drug information: experimental

DrugBank - DB04247

Drug information: experimental