N-{6-hydroxy-9-[(2-hydroxyethoxy)methyl]-9H-purin-2-yl}acetamide

• ChemBase ID: 159065
• Molecular Formular: C10H13N5O4
• Molecular Mass: 267.24132
• Monoisotopic Mass: 267.09675392
• SMILES: n1c(nc2c(c1O)ncn2COCCO)NC(=O)C
• Canonical SMILES: OCCOCn1cnc2c1nc(NC(=O)C)nc2O
• InChI: InChI=1S/C10H13N5O4/c1-6(17)12-10-13-8-7(9(18)14-10)11-4-15(8)5-19-3-2-16/h4,16H,2-3,5H2,1H3,(H2,12,13,14,17,18)
• InChIKey: DJMINGJGFGSDDB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{6-hydroxy-9-[(2-hydroxyethoxy)methyl]-9H-purin-2-yl}acetamide
• IUPAC Traditional name: N-{6-hydroxy-9-[(2-hydroxyethoxy)methyl]purin-2-yl}acetamide
• Synonyms: N-[6,9-Dihydro-9-[(2-hydroxyethoxy)methyl]-6-oxo-1H-purin-2-yl]acetamide; 9-[(2-Hydroxyethoxy)methyl]-N2-acetylguanine; N2-Acetyl Acyclovir

Database IDs

• CAS Number: 110104-37-5
• PubChem SID: 162253200
• PubChem CID: 3109164

CALCULATED PROPERTIES

• Acid pKa: 11.006948
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -0.4924583
• LogD (pH = 7.4): -0.4925616
• Log P: -0.49245623
• Molar Refractivity: 65.7308 cm^3
• Polarizability: 24.702835 Å^3
• Polar Surface Area: 122.39 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A168015

Acyclovir (A192400) impurity.

REFERENCES

• Balon, K., et al.: Pharm. Res., 16, 882 (1999)