3-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)cyclopentane-1,2-diol

• ChemBase ID: 104118
• Molecular Formular: C11H15N5O3
• Molecular Mass: 265.2685
• Monoisotopic Mass: 265.11748937
• SMILES: Nc1ncnc2c1ncn2C1CC(CO)C(O)C1O
• Canonical SMILES: OCC1CC(C(C1O)O)n1cnc2c1ncnc2N
• InChI: InChI=1S/C11H15N5O3/c12-10-7-11(14-3-13-10)16(4-15-7)6-1-5(2-17)8(18)9(6)19/h3-6,8-9,17-19H,1-2H2,(H2,12,13,14)
• InChIKey: UGRNVLGKAGREKS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)cyclopentane-1,2-diol
• IUPAC Traditional name: 3-(6-aminopurin-9-yl)-5-(hydroxymethyl)cyclopentane-1,2-diol
• Synonyms: (1R,2S,3R,5R)-3-(6-Amino-9H-purin-9-yl)-5-(hydroxymethyl)-1,2-cyclopentanediol; Cycloadenosine; ARISTEROMYCIN

Database IDs

• CAS Number: 19186-33-5
• PubChem SID: 162091656
• PubChem CID: 2235

CALCULATED PROPERTIES

• Acid pKa: 13.336654
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -2.3277476
• LogD (pH = 7.4): -2.1357553
• Log P: -2.132591
• Molar Refractivity: 66.9337 cm^3
• Polarizability: 25.541426 Å^3
• Polar Surface Area: 130.31 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 213-215°C (dec.)

Safety Information

• Storage Condition: 0°C
• RTECS: GY4250000

Product Information

• Purity: 95%

DETAILS

MP Biomedicals - 02154795

Purity: 95% Inhibitor of purine biosynthesis

REFERENCES

• Bennett, L.L.Jr., et al., Mol. Pharmacol., 4: 208, (1968).