(2S)-2-amino-3-[5-tert-butyl-3-(phosphonomethoxy)-1,2-oxazol-4-yl]propanoic acid

• ChemBase ID: 2088
• Molecular Formular: C11H19N2O7P
• Molecular Mass: 322.251521
• Monoisotopic Mass: 322.09298759
• SMILES: CC(C)(C)c1c(C[C@H](N)C(=O)O)c(OCP(=O)(O)O)no1
• Canonical SMILES: OC(=O)[C@H](Cc1c(noc1C(C)(C)C)OCP(=O)(O)O)N
• InChI: InChI=1S/C11H19N2O7P/c1-11(2,3)8-6(4-7(12)10(14)15)9(13-20-8)19-5-21(16,17)18/h7H,4-5,12H2,1-3H3,(H,14,15)(H2,16,17,18)/t7-/m0/s1
• InChIKey: AGSOOCUNMTYPSE-ZETCQYMHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-[5-tert-butyl-3-(phosphonomethoxy)-1,2-oxazol-4-yl]propanoic acid
• IUPAC Traditional name: (2S)-2-amino-3-[5-tert-butyl-3-(phosphonomethoxy)-1,2-oxazol-4-yl]propanoic acid
• Synonyms: 2-Amino-3-(5-Tert-Butyl-3-(Phosphonomethoxy)-4-Isoxazolyl)Propionic Acid

Database IDs

• PubChem SID: 160965542; 46507382
• PubChem CID: 447249

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.271353
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -3.9557002
• LogD (pH = 7.4): -4.5734916
• Log P: -1.0965358
• Molar Refractivity: 72.4551 cm^3
• Polarizability: 28.205881 Å^3
• Polar Surface Area: 156.11 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.87
• LOG S: -2.69
• Solubility (Water): 6.57e-01 g/l

DETAILS

DrugBank - DB02347

Drug information: experimental