Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as 1,3-substituted cyclopentyl purine nucleosides. These are nucleoside analogues with a structure that consists of a cyclobutane that is substituted a the 1-position with a hydroxyl group and at the 3-position with either a purine base.

1,3-substituted cyclopentyl purine nucleosides

Organic compounds

Nucleosides, nucleotides, and analogues

Nucleoside and nucleotide analogues

Cyclopentyl nucleosides

Calculated Property

kind Value Source
logP -0.63 ALOGPS
logS -1.5 ALOGPS
Water Solubility 6.86e+00 g/l ALOGPS
logP -1.2 ChemAxon
IUPAC Name (1S,2S,5R)-5-(6-amino-9H-purin-9-yl)cyclopent-3-ene-1,2-diol ChemAxon
Traditional IUPAC Name (1S,2S,5R)-5-(6-aminopurin-9-yl)cyclopent-3-ene-1,2-diol ChemAxon
Molecular Weight 233.2266 ChemAxon
Monoisotopic Weight 233.091274621 ChemAxon
SMILES NC1=NC=NC2=C1N=CN2[C@@H]1C=C[C@H](O)[C@H]1O ChemAxon
Molecular Formula C10H11N5O2 ChemAxon
InChI InChI=1S/C10H11N5O2/c11-9-7-10(13-3-12-9)15(4-14-7)5-1-2-6(16)8(5)17/h1-6,8,16-17H,(H2,11,12,13)/t5-,6+,8+/m1/s1 ChemAxon
Polar Surface Area (PSA) 110.08 ChemAxon
Refractivity 61.44 ChemAxon
Polarizability 22.39 ChemAxon
Rotatable Bond Count 1 ChemAxon
H Bond Acceptor Count 6 ChemAxon
H Bond Donor Count 3 ChemAxon
pKa (strongest acidic) 13.19 ChemAxon
pKa (strongest basic) 5.09 ChemAxon
Physiological Charge 0 ChemAxon
Number of Rings 3 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 1 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • Adenosylhomocysteinase : in Human