2-[2-(2-amino-9H-purin-9-yl)ethyl]propane-1,3-diol

• ChemBase ID: 165998
• Molecular Formular: C10H15N5O2
• Molecular Mass: 237.2584
• Monoisotopic Mass: 237.12257475
• SMILES: n1c(nc2c(c1)ncn2CCC(CO)CO)N
• Canonical SMILES: OCC(CCn1cnc2c1nc(N)nc2)CO
• InChI: InChI=1S/C10H15N5O2/c11-10-12-3-8-9(14-10)15(6-13-8)2-1-7(4-16)5-17/h3,6-7,16-17H,1-2,4-5H2,(H2,11,12,14)
• InChIKey: WJOWACPJSFGNRM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-(2-amino-9H-purin-9-yl)ethyl]propane-1,3-diol
• IUPAC Traditional name: 2-[2-(2-aminopurin-9-yl)ethyl]propane-1,3-diol
• Synonyms: 2-[2-(2-Amino-9H-purin-9-yl)ethyl]-1,3-propanediol; Di-desacetyl Famciclovir, BRL 42359; 6-Deoxypenciclovir

Database IDs

• CAS Number: 104227-86-3
• PubChem SID: 162260131
• PubChem CID: 128517

CALCULATED PROPERTIES

• Acid pKa: 15.08493
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.4922711
• LogD (pH = 7.4): -1.3678005
• Log P: -1.3659369
• Molar Refractivity: 63.2323 cm^3
• Polarizability: 23.754715 Å^3
• Polar Surface Area: 110.08 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 156-158°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D247650

A metabolite of Famciclovir, an antiviral.

REFERENCES

• Harnden, M.R., et al.: J. Med. Chem., 32, 1738 (1989)