(2R)-2-(2-phosphonoacetamido)butanedioic acid

• ChemBase ID: 3136
• Molecular Formular: C6H10NO8P
• Molecular Mass: 255.119261
• Monoisotopic Mass: 255.01440292
• SMILES: OC(=O)C[C@@H](NC(=O)CP(=O)(O)O)C(=O)O
• Canonical SMILES: O=C(CP(=O)(O)O)N[C@@H](C(=O)O)CC(=O)O
• InChI: InChI=1S/C6H10NO8P/c8-4(2-16(13,14)15)7-3(6(11)12)1-5(9)10/h3H,1-2H2,(H,7,8)(H,9,10)(H,11,12)(H2,13,14,15)/t3-/m1/s1
• InChIKey: ZZKNRXZVGOYGJT-GSVOUGTGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-(2-phosphonoacetamido)butanedioic acid
• IUPAC Traditional name: (2R)-2-(2-phosphonoacetamido)butanedioic acid
• Synonyms: N-(Phosphonacetyl)-L-Aspartic Acid

Database IDs

• PubChem SID: 160966580; 46507931
• PubChem CID: 46936683

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.6507487
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -7.4591775
• LogD (pH = 7.4): -10.582107
• Log P: -2.7410827
• Molar Refractivity: 46.9668 cm^3
• Polarizability: 18.924246 Å^3
• Polar Surface Area: 161.23 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.11
• LOG S: -1.58
• Solubility (Water): 6.73e+00 g/l

DETAILS

DrugBank - DB03459

Drug information: experimental