compound 5a [PMID: 27536893]

Ligand id: 9300

Name: compound 5a [PMID: 27536893]

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 119.67
Molecular weight 405.14
XLogP 3.11
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
IUPAC Name
2-(4-ethoxyphenyl)-9-(2-methoxyphenyl)-8-oxo-7H-purine-6-carboxamide
Database Links
GtoPdb PubChem SID 318164819
PubChem CID 7196946
Search Google for chemical match using the InChIKey FFKCRLSRMMVTAN-UHFFFAOYSA-N
Search Google for chemicals with the same backbone FFKCRLSRMMVTAN
Search UniChem for chemical match using the InChIKey FFKCRLSRMMVTAN-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone FFKCRLSRMMVTAN
Comments
Compound 5a causes microtubule fragmentation via modulation of the hydrolase activity of katanin [1]. The precise binding site has not been determined, but could reside within catalytic site of KATNA1 (p60 subunit) due to the purine scaffold of 5a. A docking model suggests that 5a may bind in a position which stabilizes the p60 structure and enhances the microtubule severing activity of katanin.
Katanin-modulating compounds could provide an alternative to vinca alkaloid and taxane microtubule targeting agents (MTAs), which suffer from issues of drug-induced resistance developing in clinical use.