5-ethyl-1-hydroxy-5-(3-methylbutyl)-1,3-diazinane-2,4,6-trione

• ChemBase ID: 170107
• Molecular Formular: C11H18N2O4
• Molecular Mass: 242.27162
• Monoisotopic Mass: 242.12665707
• SMILES: C1(=O)N(C(=O)C(C(=O)N1)(CCC(C)C)CC)O
• Canonical SMILES: CCC1(CCC(C)C)C(=O)NC(=O)N(C1=O)O
• InChI: InChI=1S/C11H18N2O4/c1-4-11(6-5-7(2)3)8(14)12-10(16)13(17)9(11)15/h7,17H,4-6H2,1-3H3,(H,12,14,16)
• InChIKey: YEUMGUWIUSGGRU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-ethyl-1-hydroxy-5-(3-methylbutyl)-1,3-diazinane-2,4,6-trione
• IUPAC Traditional name: 5-ethyl-1-hydroxy-5-(3-methylbutyl)-1,3-diazinane-2,4,6-trione
• Synonyms: 5-Ethyl-1-hydroxy-5-(3-methylbutyl)-2,4,6(1H,3H,5H)-pyrimidinetrione; N-Hydroxy Amylobarbitone; N-Hydroxy Amobarbital

Database IDs

• CAS Number: 58359-49-2
• PubChem SID: 164226017
• PubChem CID: 181178

CALCULATED PROPERTIES

• Acid pKa: 7.26065
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.8826346
• LogD (pH = 7.4): 1.5166696
• Log P: 1.8900695
• Molar Refractivity: 59.7675 cm^3
• Polarizability: 23.48295 Å^3
• Polar Surface Area: 86.71 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H797500

A metabolite of Amobarbital (A634100).

REFERENCES

• Tang, B.K., et al.: Drug Metab. Dispos., 3, 479 (1975)