2-(hydroxymethyl)-5-(6-{[(4-nitrophenyl)methyl]sulfanyl}-9H-purin-9-yl)oxolane-3,4-diol

• ChemBase ID: 104425
• Molecular Formular: C17H17N5O6S
• Molecular Mass: 419.41178
• Monoisotopic Mass: 419.08995429
• SMILES: OCC1OC(C(O)C1O)n1cnc2c1ncnc2SCc1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: OCC1OC(C(C1O)O)n1cnc2c1ncnc2SCc1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C17H17N5O6S/c23-5-11-13(24)14(25)17(28-11)21-8-20-12-15(21)18-7-19-16(12)29-6-9-1-3-10(4-2-9)22(26)27/h1-4,7-8,11,13-14,17,23-25H,5-6H2
• InChIKey: DYCJFJRCWPVDHY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(hydroxymethyl)-5-(6-{[(4-nitrophenyl)methyl]sulfanyl}-9H-purin-9-yl)oxolane-3,4-diol
• IUPAC Traditional name: nitrobenzylthioinosine
• Synonyms: S-(4-Nitrobenzyl)-6-thioinosine; 6-[(4-nitrobenzyl)thio]-9-β-D-ribofuranosylpurine; NBMPR; S-(p-NITROBENZYL)-6-THIOINOSINE

Database IDs

• CAS Number: 38048-32-7
• EC Number: 253-753-4
• PubChem SID: 162092185
• PubChem CID: 5129

CALCULATED PROPERTIES

• Acid pKa: 12.454004
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): 0.88715285
• LogD (pH = 7.4): 0.9263306
• Log P: 0.92685854
• Molar Refractivity: 103.2406 cm^3
• Polarizability: 39.756 Å^3
• Polar Surface Area: 159.34 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: 2-8°C
• RTECS: UO9025000

DETAILS

MP Biomedicals - 02155873

(S-(4-Nitrobenzyl)-6-thioinosine; 6-[(4-nitrobenzyl)thio]-9-β-D-ribofuranosylpurine; NBMPR) Crystalline Useful tool in cancer research as a very strong inhibitor for the transport of nucleosides.

REFERENCES

• Cancer Res.