2-[2-(2-amino-9H-purin-9-yl)ethyl]-3-hydroxypropyl acetate

• ChemBase ID: 166125
• Molecular Formular: C12H17N5O3
• Molecular Mass: 279.29508
• Monoisotopic Mass: 279.13313943
• SMILES: n1c(nc2c(c1)ncn2CCC(COC(=O)C)CO)N
• Canonical SMILES: OCC(CCn1cnc2c1nc(N)nc2)COC(=O)C
• InChI: InChI=1S/C12H17N5O3/c1-8(19)20-6-9(5-18)2-3-17-7-15-10-4-14-12(13)16-11(10)17/h4,7,9,18H,2-3,5-6H2,1H3,(H2,13,14,16)
• InChIKey: OUMGIMAEASXOJH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-(2-amino-9H-purin-9-yl)ethyl]-3-hydroxypropyl acetate
• IUPAC Traditional name: 2-[2-(2-aminopurin-9-yl)ethyl]-3-hydroxypropyl acetate
• Synonyms: 2-[2-(2-Amino-9H-purin-9-yl)ethyl]-1,3-propanediol 1-Acetate; BRL 43594; Desacetyl Famciclovir

Database IDs

• CAS Number: 104227-88-5
• PubChem SID: 162260258
• PubChem CID: 10039252

CALCULATED PROPERTIES

• Acid pKa: 15.374063
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -1.0511457
• LogD (pH = 7.4): -0.9266751
• Log P: -0.9248114
• Molar Refractivity: 72.3838 cm^3
• Polarizability: 27.607548 Å^3
• Polar Surface Area: 116.15 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D288725

A metabolite of Famciclovir (F101125).

REFERENCES

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