5-(2H5)phenyl-5-(prop-2-en-1-yl)-1,3-diazinane-2,4,6-trione

• ChemBase ID: 159739
• Molecular Formular: C13H12N2O3
• Molecular Mass: 244.24598
• Monoisotopic Mass: 244.08479225
• SMILES: N1C(=O)NC(=O)C(C1=O)(c1ccccc1)CC=C
• Canonical SMILES: C=CCC1(C(=O)NC(=O)NC1=O)c1ccccc1
• InChI: InChI=1S/C13H12N2O3/c1-2-8-13(9-6-4-3-5-7-9)10(16)14-12(18)15-11(13)17/h2-7H,1,8H2,(H2,14,15,16,17,18)
• InChIKey: WOIGZSBYKGQJGL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(^2H₅)phenyl-5-(prop-2-en-1-yl)-1,3-diazinane-2,4,6-trione
• IUPAC Traditional name: 5-(^2H₅)phenyl-5-(prop-2-en-1-yl)-1,3-diazinane-2,4,6-trione
• Synonyms: 5-(Phenyl-d5)-5-(2-propenyl)-2,4,6(1H,3H,5H)-pyrimidinetrione; 5-Allyl-5-(phenyl-d5)barbituric Acid; 5-(Phenyl-d5)-5-allylbarbituric acid; Allofenyl-d5; Allophenylum-d5; Alphasem-d5; Alpheba-d5; Alphenate-d5; Dorlotin-d5; Fenallymal-d5; Luxomnin-d5; Phenallymal-d5; Phenallymalum-d5; Prophenal-d5; Alphenal-d5

Database IDs

• PubChem SID: 162253874
• PubChem CID: 71313118

CALCULATED PROPERTIES

• Acid pKa: 8.133427
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.5459135
• LogD (pH = 7.4): 1.4741971
• Log P: 1.5469108
• Molar Refractivity: 64.3914 cm^3
• Polarizability: 24.782318 Å^3
• Polar Surface Area: 75.27 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A575542

A labelled Barbituric Acid (B118650) derivative with anti-convulsive properties. Controlled Substance.

REFERENCES

• Carissime, M. et al.: Farmac. Edi. Sci., 17, 390 (1962)
• Harvey, D.J. et al.: Drug. Metab. Disp., 5, 527 (1962)