2-(6-amino-7H-purin-7-yl)(2H4)ethan-1-ol

• ChemBase ID: 170568
• Molecular Formular: C7H9N5O
• Molecular Mass: 179.17926
• Monoisotopic Mass: 179.08070993
• SMILES: c12c(ncnc1N)ncn2CCO
• Canonical SMILES: OCCn1cnc2c1c(N)ncn2
• InChI: InChI=1S/C7H9N5O/c8-6-5-7(10-3-9-6)11-4-12(5)1-2-13/h3-4,13H,1-2H2,(H2,8,9,10)
• InChIKey: XOMKQMGJBJAMCE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(6-amino-7H-purin-7-yl)(^2H₄)ethan-1-ol
• IUPAC Traditional name: 2-(6-aminopurin-7-yl)(^2H₄)ethanol
• Synonyms: 6-Amino-7H-purine-7-ethanol-d4; N7-(2-Hydroxyethyl-d4)adenine

Database IDs

• PubChem SID: 164226478
• PubChem CID: 71749039

CALCULATED PROPERTIES

• Acid pKa: 15.452698
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.2453763
• LogD (pH = 7.4): -1.0432124
• Log P: -1.0398961
• Molar Refractivity: 49.4085 cm^3
• Polarizability: 17.683722 Å^3
• Polar Surface Area: 89.85 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H942192

A labelled DNA adduct ethylene oxide hydroxyethylnitrosourea. It is also used in the preparation of acyclic nucleosides and nucleotides as antiviral agents.

REFERENCES

• Snoeck, R., et al.: Antimicrob. Agents Chemother., 32, 1839 (1988)
• Bronson, J., et al.: J .Med. Chem., 32, 1457 (1988)
• Balzarini, J., et al.: J. Biol. Chem., 266, 8686 (1988)