compound 48 [PMID: 25815140]   Click here for help

GtoPdb Ligand ID: 8485

Compound class: Synthetic organic
Comment: Compound 48 is an 8-aminoadenosine derivative reported as a novel inhibitor of the human sodium/nucleoside cotransporter 2 (CNT2, gene symbol SLC28A2) [1]. As 'Example 54' this compound is protected by patent US20070179115 [2].
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 9
Hydrogen bond donors 5
Rotatable bonds 6
Topological polar surface area 151.57
Molecular weight 448.19
XLogP 2.37
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES OCC1OC(C(C1O)O)n1c(NCc2ccc(cc2)c2ccccc2)nc2c1ncnc2N
Isomeric SMILES OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1c(NCc2ccc(cc2)c2ccccc2)nc2c1ncnc2N
InChI InChI=1S/C23H24N6O4/c24-20-17-21(27-12-26-20)29(22-19(32)18(31)16(11-30)33-22)23(28-17)25-10-13-6-8-15(9-7-13)14-4-2-1-3-5-14/h1-9,12,16,18-19,22,30-32H,10-11H2,(H,25,28)(H2,24,26,27)/t16-,18-,19-,22-/m1/s1
Bioactivity Comments
The IC50 value in the table below refers to the concentration of compound 48 required to inhibit inosine uptake by 50% [1].
Selectivity at transporters
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
Sodium/nucleoside cotransporter 2 Hs Inhibitor Inhibition 6.2 pIC50 - 1
pIC50 6.2 (IC50 6.4x10-7 M) [1]