4-(5-ethyl-2,4,6-trioxo-5-phenyl-1,3-diazinan-1-yl)butanoic acid

• ChemBase ID: 176481
• Molecular Formular: C16H18N2O5
• Molecular Mass: 318.32452
• Monoisotopic Mass: 318.12157169
• SMILES: C1(=O)C(C(=O)NC(=O)N1CCCC(=O)O)(CC)c1ccccc1
• Canonical SMILES: CCC1(C(=O)NC(=O)N(C1=O)CCCC(=O)O)c1ccccc1
• InChI: InChI=1S/C16H18N2O5/c1-2-16(11-7-4-3-5-8-11)13(21)17-15(23)18(14(16)22)10-6-9-12(19)20/h3-5,7-8H,2,6,9-10H2,1H3,(H,19,20)(H,17,21,23)
• InChIKey: CAKKYRPAEHEPKD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(5-ethyl-2,4,6-trioxo-5-phenyl-1,3-diazinan-1-yl)butanoic acid
• IUPAC Traditional name: 4-(5-ethyl-2,4,6-trioxo-5-phenyl-1,3-diazinan-1-yl)butanoic acid
• Synonyms: 5-Ethyltetrahydro-2,4,6-trioxo-5-phenyl-1(2H)pyrimidinebutanoic Acid; Phenobarbital 1-Butyric Acid

Database IDs

• CAS Number: 73211-20-8
• PubChem SID: 164232391
• PubChem CID: 23354888

CALCULATED PROPERTIES

• Acid pKa: 4.0753064
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.1960685
• LogD (pH = 7.4): -1.501984
• Log P: 1.6336634
• Molar Refractivity: 80.182 cm^3
• Polarizability: 31.108896 Å^3
• Polar Surface Area: 103.78 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P316750

Phenobarbital derivative.

REFERENCES

• Deleide, G., et al.: Clin. Chimica Acta, 99, 195 (1979)
• Sayo, H., et al.: Chem. Pharma. Bull., 32, 3706 (1979)