irinotecan

Ligand id: 6823

Name: irinotecan

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View more information in the IUPHAR Pharmacology Education Project: irinotecan

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

Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1996))
Is prodrug? Yes
Active form SN-38
International Nonproprietary Names
INN number INN
6694 irinotecan
Synonyms
(+)-irinotecan | biotecan | Campto® | Camptosar® | CPT-11 | irinotecan hydrochloride
Database Links
CAS Registry No. 97682-44-5
ChEMBL Ligand CHEMBL481
DrugBank Ligand DB00762
PubChem CID 60838
RCSB PDB Ligand CP0
Search Google for chemical match using the InChIKey UWKQSNNFCGGAFS-XIFFEERXSA-N
Search Google for chemicals with the same backbone UWKQSNNFCGGAFS
Search PubMed clinical trials irinotecan
Search PubMed titles irinotecan
Search PubMed titles/abstracts irinotecan
Search UniChem for chemical match using the InChIKey UWKQSNNFCGGAFS-XIFFEERXSA-N
Search UniChem for chemicals with the same backbone UWKQSNNFCGGAFS
Wikipedia Irinotecan
Comments
A semisynthetic analogue of the natural alkaloid camptothecin (PubChem CID 24360) which functions as a DNA replication inhibitor by binding to topoisomerase I/DNA complexes [5]. Camptothecin was first isolated from the bark and stem of Camptotheca acuminata, the Chinsese happy tree.
The PubChem CID linked here is the same isomer as recorded in irinotecan's INN record.