(2R,4R,5R)-2-[6-chloro-2-(phenylamino)-9H-purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol

• ChemBase ID: 176519
• Molecular Formular: C16H16ClN5O4
• Molecular Mass: 377.78234
• Monoisotopic Mass: 377.0890817
• SMILES: [C@H]1(C([C@@H](O[C@@H]1CO)n1c2c(nc1)c(nc(n2)Nc1ccccc1)Cl)O)O
• Canonical SMILES: OC[C@H]1O[C@H](C([C@H]1O)O)n1cnc2c1nc(Nc1ccccc1)nc2Cl
• InChI: InChI=1S/C16H16ClN5O4/c17-13-10-14(21-16(20-13)19-8-4-2-1-3-5-8)22(7-18-10)15-12(25)11(24)9(6-23)26-15/h1-5,7,9,11-12,15,23-25H,6H2,(H,19,20,21)/t9-,11+,12?,15-/m1/s1
• InChIKey: MUBPAQWELOLQEV-WABSSEDKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,4R,5R)-2-[6-chloro-2-(phenylamino)-9H-purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol
• IUPAC Traditional name: (2R,4R,5R)-2-[6-chloro-2-(phenylamino)purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol
• Synonyms: 6-Chloro-N-phenyl-9-β-D-ribofuranosyl-9H-purin-2-amine; 2-Phenylamino-6-chloropurine-9-β-D-riboside

Database IDs

• CAS Number: 117325-41-4
• PubChem SID: 164232429
• PubChem CID: 71751599

CALCULATED PROPERTIES

• Acid pKa: 12.376453
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): 1.0864347
• LogD (pH = 7.4): 1.0864336
• Log P: 1.0864382
• Molar Refractivity: 92.48 cm^3
• Polarizability: 36.047634 Å^3
• Polar Surface Area: 125.55 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - P319535

A C2,C6-disubstituted adenosine as purinergic receptor.

REFERENCES

• Trivedi, B.K., et al.: J. Med. Chem., 32, 1667 (1989)