2-amino-4-[(phosphonomethyl)carbamoyl]butanoic acid

• ChemBase ID: 132754
• Molecular Formular: C6H13N2O6P
• Molecular Mass: 240.150981
• Monoisotopic Mass: 240.05112278
• SMILES: C(CC(=O)NCP(=O)(O)O)C(C(=O)O)N
• Canonical SMILES: O=C(NCP(=O)(O)O)CCC(C(=O)O)N
• InChI: InChI=1S/C6H13N2O6P/c7-4(6(10)11)1-2-5(9)8-3-15(12,13)14/h4H,1-3,7H2,(H,8,9)(H,10,11)(H2,12,13,14)
• InChIKey: GWOPGJQZELPHHS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-4-[(phosphonomethyl)carbamoyl]butanoic acid
• IUPAC Traditional name: 2-amino-4-(phosphonomethylcarbamoyl)butanoic acid
• Synonyms: γ-D-Glutamylaminomethylphosphonic acid

Database IDs

• CAS Number: 90632-40-9
• MDL Number: MFCD00058427
• PubChem SID: 162227031
• PubChem CID: 500232

CALCULATED PROPERTIES

• Acid pKa: 1.4257027
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -6.913969
• LogD (pH = 7.4): -7.460186
• Log P: -4.0951934
• Molar Refractivity: 48.5833 cm^3
• Polarizability: 19.63072 Å^3
• Polar Surface Area: 149.95 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

DETAILS

Sigma Aldrich - G4019

Biochem/physiol Actions
NMDA glutamatergic receptor antagonist.