2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid

• ChemBase ID: 127578
• Molecular Formular: C5H12NO4P
• Molecular Mass: 181.126841
• Monoisotopic Mass: 181.0503945
• SMILES: O=P(O)(CCC(C(=O)O)N)C
• Canonical SMILES: OC(=O)C(CCP(=O)(O)C)N
• InChI: InChI=1S/C5H12NO4P/c1-11(9,10)3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)(H,9,10)
• InChIKey: IAJOBQBIJHVGMQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid
• IUPAC Traditional name: basta
• Synonyms: Phosphinothricin; Glufosinate

Database IDs

• CAS Number: 51276-47-2
• EC Number: 257-102-5
• PubChem SID: 162221897
• PubChem CID: 4794
• CHEBI ID: 52136
• CHEMBL: 450298
• Chemspider ID: 4630
• KEGG ID: C05042
• Wikipedia Title: Glufosinate

CALCULATED PROPERTIES

• Acid pKa: 1.8575279
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -6.220079
• LogD (pH = 7.4): -7.120854
• Log P: -3.7824583
• Molar Refractivity: 39.661 cm^3
• Polarizability: 15.907188 Å^3
• Polar Surface Area: 100.62 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true