(2R)-3-{[(1S)-1-amino-2-carboxyethyl](hydroxy)phosphoryl}-2-methylpropanoic acid

• ChemBase ID: 3028
• Molecular Formular: C7H14NO6P
• Molecular Mass: 239.162921
• Monoisotopic Mass: 239.0558738
• SMILES: C[C@@H](C[P@](=O)(O)[C@H](N)CC(=O)O)C(=O)O
• Canonical SMILES: OC(=O)C[C@H]([P@](=O)(C[C@@H](C(=O)O)C)O)N
• InChI: InChI=1S/C7H14NO6P/c1-4(7(11)12)3-15(13,14)5(8)2-6(9)10/h4-5H,2-3,8H2,1H3,(H,9,10)(H,11,12)(H,13,14)/t4-,5-/m0/s1
• InChIKey: NJOTXUMMTTYQMQ-WHFBIAKZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-3-{[(1S)-1-amino-2-carboxyethyl](hydroxy)phosphoryl}-2-methylpropanoic acid
• IUPAC Traditional name: (2R)-3-[(1S)-1-amino-2-carboxyethyl(hydroxy)phosphoryl]-2-methylpropanoic acid
• Synonyms: 3-[(1-Amino-2-Carboxy-Ethyl)-Hydroxy-Phosphinoyl]-2-Methyl-Propionic Acid

Database IDs

• PubChem SID: 46507034; 160966475
• PubChem CID: 46936646

CALCULATED PROPERTIES

JChem

• Acid pKa: -0.06999786
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -5.08877
• LogD (pH = 7.4): -8.636084
• Log P: -2.6200635
• Molar Refractivity: 49.6902 cm^3
• Polarizability: 20.248096 Å^3
• Polar Surface Area: 137.92 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.43
• LOG S: -0.92
• Solubility (Water): 2.90e+01 g/l

DETAILS

DrugBank - DB03340

Drug information: experimental