[(2S,5R)-5-[6-amino(4,8-13C2,7-15N)-9H-purin-9-yl]oxolan-2-yl]methanol

• ChemBase ID: 167209
• Molecular Formular: C10H13N5O2
• Molecular Mass: 238.22123857
• Monoisotopic Mass: 238.11066925
• SMILES: n1cn[13c]2c(c1N)[15n][13cH]n2[C@H]1CC[C@H](O1)CO
• Canonical SMILES: OC[C@@H]1CC[C@@H](O1)n1[13cH][15n]c2[13c]1ncnc2N
• InChI: InChI=1S/C10H13N5O2/c11-9-8-10(13-4-12-9)15(5-14-8)7-2-1-6(3-16)17-7/h4-7,16H,1-3H2,(H2,11,12,13)/t6-,7+/m0/s1/i5+1,10+1,14+1
• InChIKey: WVXRAFOPTSTNLL-YKNKYURXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2S,5R)-5-[6-amino(4,8-^1^3C₂,7-^1^5N)-9H-purin-9-yl]oxolan-2-yl]methanol
• IUPAC Traditional name: [(2S,5R)-5-[6-amino(4,8-^1^3C₂,7-^1^5N)purin-9-yl]oxolan-2-yl]methanol
• Synonyms: 2',3'-Dideoxyadenosine-13C2,15N; NSC 98700-13C2,15N; Dideoxy Adenosine-13C2,15N

Database IDs

• PubChem SID: 162261342
• PubChem CID: 71316009

CALCULATED PROPERTIES

• Acid pKa: 14.672701
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -0.5999503
• LogD (pH = 7.4): -0.48338678
• Log P: -0.48167303
• Molar Refractivity: 60.891 cm^3
• Polarizability: 23.18721 Å^3
• Polar Surface Area: 99.08 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D439852

A potent labelled anti-HIV agent.

REFERENCES

• Pearlman, D., et al.: J. Mol. Biol., 220, 457 (1991)
• Cappellacci, L., et al.: J. Med. Chem., 45, 1196 (1991)