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

• ChemBase ID: 2389
• Molecular Formular: C5H12NO4P
• Molecular Mass: 181.126841
• Monoisotopic Mass: 181.0503945
• SMILES: C[P@](=O)(O)CC[C@@H](N)C(=O)O
• Canonical SMILES: OC(=O)[C@@H](CC[P@@](=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)/t4-/m1/s1
• InChIKey: IAJOBQBIJHVGMQ-SCSAIBSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid
• IUPAC Traditional name: (2R)-2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid
• Synonyms: 2-Amino-4-(Hydroxymethyl-Phosphinyl)Butanoic Acid

Database IDs

• CAS Number: 51276-47-2
• PubChem SID: 160965840; 46506119
• PubChem CID: 6971307

CALCULATED PROPERTIES

JChem

• 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

ALOGPS 2.1

• Log P: -2.48
• LOG S: -0.59
• Solubility (Water): 4.63e+01 g/l

DETAILS

DrugBank - DB02663

Drug information: experimental