2-amino-9-[4-hydroxy-3-(hydroxymethyl)butyl]-8,9-dihydro-7H-purin-8-one

• ChemBase ID: 166179
• Molecular Formular: C10H15N5O3
• Molecular Mass: 253.2578
• Monoisotopic Mass: 253.11748937
• SMILES: n1c(nc2c(c1)[nH]c(=O)n2CCC(CO)CO)N
• Canonical SMILES: OCC(CCn1c(=O)[nH]c2c1nc(N)nc2)CO
• InChI: InChI=1S/C10H15N5O3/c11-9-12-3-7-8(14-9)15(10(18)13-7)2-1-6(4-16)5-17/h3,6,16-17H,1-2,4-5H2,(H,13,18)(H2,11,12,14)
• InChIKey: ONASPHSEDMUZNH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-9-[4-hydroxy-3-(hydroxymethyl)butyl]-8,9-dihydro-7H-purin-8-one
• IUPAC Traditional name: 2-amino-9-[4-hydroxy-3-(hydroxymethyl)butyl]-7H-purin-8-one
• Synonyms: 2-Amino-7,9-dihydro-9-[4-hydroxy-3-(hydroxymethyl)butyl]-8H-purin-8-one; BRL 48959; 8-Oxo-6-deoxypenciclovir; Desdiacetyl-8-oxo Famciclovir

Database IDs

• CAS Number: 166197-79-1
• PubChem SID: 162260312
• PubChem CID: 71315600

CALCULATED PROPERTIES

• Acid pKa: 12.10556
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -1.431932
• LogD (pH = 7.4): -1.4317236
• Log P: -1.4317126
• Molar Refractivity: 66.8387 cm^3
• Polarizability: 23.714708 Å^3
• Polar Surface Area: 124.6 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D288930

An oxidative metabolite of Famciclovir (F101125) in vitro.

REFERENCES

• Filer, C. W., et al.: Xenobiotica, 25, 477 (1995)
• Rashidi, M.R., et al.: Drug Metab. Dispos., 25, 805 (1995)