9-[(2R,5S)-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro(4,5-13C2,7-15N)-1H-purin-6-one

• ChemBase ID: 167223
• Molecular Formular: C10H12N4O3
• Molecular Mass: 239.20599857
• Monoisotopic Mass: 239.09468483
• SMILES: C1C[C@H](O[C@H]1n1[13c]2[13c]([15n]c1)c(=O)[nH]cn2)CO
• Canonical SMILES: OC[C@@H]1CC[C@@H](O1)n1c[15n][13c]2[13c]1nc[nH]c2=O
• InChI: InChI=1S/C10H12N4O3/c15-3-6-1-2-7(17-6)14-5-13-8-9(14)11-4-12-10(8)16/h4-7,15H,1-3H2,(H,11,12,16)/t6-,7+/m0/s1/i8+1,9+1,13+1
• InChIKey: BXZVVICBKDXVGW-XGXVVXCKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9-[(2R,5S)-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro(4,5-^1^3C₂,7-^1^5N)-1H-purin-6-one
• IUPAC Traditional name: 9-[(2R,5S)-5-(hydroxymethyl)oxolan-2-yl](4,5-^1^3C₂,7-^1^5N)-1H-purin-6-one
• Synonyms: DDI-13C2,15N, Didanosine-13C2,15N; 2',3'-Dideoxyinosine-13C2,15N

Database IDs

• PubChem SID: 162261356
• PubChem CID: 71316020

CALCULATED PROPERTIES

• Acid pKa: 8.934663
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.86939377
• LogD (pH = 7.4): -0.88030183
• Log P: -0.8692472
• Molar Refractivity: 59.0272 cm^3
• Polarizability: 21.754555 Å^3
• Polar Surface Area: 88.74 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White Solid
• Melting Point: >300°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - D440952

Labelled Didanosine, which is used as an antiviral.

REFERENCES

• Dahlberg, J.E., et al.: Proc. Nat. Acad. Sci. U.S.A., 83, 1911 (1986)