(2S)-3-methyl-2-(2-oxo-1,3-diazinan-1-yl)butanoic acid

• ChemBase ID: 178381
• Molecular Formular: C9H16N2O3
• Molecular Mass: 200.23494
• Monoisotopic Mass: 200.11609238
• SMILES: N1CCCN(C1=O)[C@@H](C(C)C)C(=O)O
• Canonical SMILES: CC([C@H](N1CCCNC1=O)C(=O)O)C
• InChI: InChI=1S/C9H16N2O3/c1-6(2)7(8(12)13)11-5-3-4-10-9(11)14/h6-7H,3-5H2,1-2H3,(H,10,14)(H,12,13)/t7-/m0/s1
• InChIKey: AFGBRTKUTJQHIP-ZETCQYMHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-methyl-2-(2-oxo-1,3-diazinan-1-yl)butanoic acid
• IUPAC Traditional name: (2S)-3-methyl-2-(2-oxo-1,3-diazinan-1-yl)butanoic acid
• Synonyms: (αS)-Tetrahydro-α-(1-methylethyl)-2-oxo-1(2H)-pyrimidineacetic Acid; (S)-Tetrahydro-α-(1-methylethyl)-2-oxo-1(2H)-pyrimidineacetic Acid

Database IDs

• CAS Number: 192725-50-1
• PubChem SID: 164234291
• PubChem CID: 10910533

CALCULATED PROPERTIES

• Acid pKa: 4.0830593
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.3000486
• LogD (pH = 7.4): -2.9796395
• Log P: 0.1298719
• Molar Refractivity: 50.3032 cm^3
• Polarizability: 19.524504 Å^3
• Polar Surface Area: 69.64 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide; Dimethylformamide; Ethanol; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - T293900

Lopinavir (L469480) intermediate.

REFERENCES

• Sham, H., et al.: Antimicrob. Agents Chemother., 42, 3218 (1998)
• Hurst, M., et al.: Drugs, 60, 1371 (1998)
• Kempf, D., et al.: Antiviral Ther., 7, 165 (1998)