(5S)-5-ethyl-5-(4-hydroxyphenyl)imidazolidine-2,4-dione

• ChemBase ID: 171068
• Molecular Formular: C11H12N2O3
• Molecular Mass: 220.22458
• Monoisotopic Mass: 220.08479225
• SMILES: N1C(=O)[C@@](NC1=O)(c1ccc(cc1)O)CC
• Canonical SMILES: CC[C@]1(NC(=O)NC1=O)c1ccc(cc1)O
• InChI: InChI=1S/C11H12N2O3/c1-2-11(9(15)12-10(16)13-11)7-3-5-8(14)6-4-7/h3-6,14H,2H2,1H3,(H2,12,13,15,16)/t11-/m0/s1
• InChIKey: LZFIVJCLUUNXKT-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5S)-5-ethyl-5-(4-hydroxyphenyl)imidazolidine-2,4-dione
• IUPAC Traditional name: (5S)-5-ethyl-5-(4-hydroxyphenyl)imidazolidine-2,4-dione
• Synonyms: (S)-5-Ethyl-5-(4-hydroxyphenyl)-2,4-imidazolidinedione; (S)-5-(4-Hydroxyphenyl)-5-ethylhydantoin

Database IDs

• CAS Number: 65567-35-3
• PubChem SID: 164226978
• PubChem CID: 38989244

CALCULATED PROPERTIES

• Acid pKa: 9.306163
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 1.1378646
• LogD (pH = 7.4): 1.1326022
• Log P: 1.137932
• Molar Refractivity: 56.6222 cm^3
• Polarizability: 21.868656 Å^3
• Polar Surface Area: 78.43 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethanol; Methanol,
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - H949226

Nirvanol (D292060) metabolite.

REFERENCES

• Maguire, J., et al.: Drug Metab. Disposition, 9, 393 (1981)
• Fritz, S., et al.: J. Pharmacol. Exper. Ther., 241, 615 (1981)