irinotecan

Ligand id: 6823

Name: irinotecan

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Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 9
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 112.51
Molecular weight 586.28
XLogP 4.12
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

View interactive charts of activity data from ChEMBL and GtoPdb across species (New!)

Bioactivity Comments
Preclinical studies of irinotecan focussed on its anti-tumour effects [3-4,8], and we have been unable to find affinity data to substantiate its molecular mechanism of action. We map the primary target as DNA topoisomerase I (TOP1) for data metrics purposes, based on irinotecan's similarity to camptothecin and topotecan, which have both been reported in crystal structures with TOP1/DNA complexes (see Protein Data Bank entries 1RRJ [1] and 1K4T [6]).
Selectivity at bovine enzymes
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Target Type Action Affinity Units Concentration range (M) Reference
DNA topoisomerase I Inhibitor Inhibition - - - 2,7
[2,7]
Description: Effect of irinotecan on topoisomerase I-mediated DNA cleavage