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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL481
CHEMBL481
Compound Name IRINOTECAN
ChEMBL Synonyms Campto | irinotecan hydrochloride | IRINOTECAN | IRINOTECAN HYDROCHLORIDE | Camptosar | CAMPTOSAR | U-101440E | U-101,440E
Max Phase 4 (Approved)
Trade Names IRINOTECAN HYDROCHLORIDE | CAMPTOSAR | Campto
Molecular Formula C33H38N4O6

Additional synonyms for CHEMBL481 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCc1c2CN3C(=O)C4=C(C=C3c2nc5ccc(OC(=O)N6CCC(CC6)N7CCCCC7)cc1 ...
Download SMILES
Standard InChI InChI=1S/C33H38N4O6/c1-3-22-23-16-21(43-32(40)36-14-10-20(11 ...
Download InChI
Standard InChI Key UWKQSNNFCGGAFS-XIFFEERXSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL481

Molecule Features

CHEMBL481 compound icon
Drug Type:Natural Product-derived Rule of Five:N First In Class:N Chirality:Single Stereoisomer Prodrug:Y Oral:N Parenteral:Y Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
DNA topoisomerase I inhibitor DNA topoisomerase I DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
GLIOBLASTOMAD005909EFO:0000519GLIOBLASTOMA MULTIFORME2ClinicalTrials
NEOPLASMSD009369EFO:0000616NEOPLASM1ClinicalTrials
GLIOMAD005910EFO:0000326CENTRAL NERVOUS SYSTEM CANCER2ClinicalTrials
NEOPLASMSD009369EFO:0000311CANCER1ClinicalTrials
BREAST NEOPLASMSD001943EFO:0000305BREAST CARCINOMA2ClinicalTrials
COLORECTAL NEOPLASMSD015179EFO:0000365COLORECTAL ADENOCARCINOMA2ClinicalTrials

Clinical Data

ClinicalTrials.gov IRINOTECAN
The Cochrane Collaboration IRINOTECAN

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
586.7 586.2791 3.69 5 112.51 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
8 1 1 10 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
11.2 9.33 3.73 2.08 2 43 0.53

Structural Alerts

There are 3 structural alerts for CHEMBL481. To view alerts please click here.

Compound Cross References

ATC L - ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
L01 - ANTINEOPLASTIC AGENTS
L01X - OTHER ANTINEOPLASTIC AGENTS
L01XX - Other antineoplastic agents
L01XX19 - irinotecan

ChemSpider ChemSpider:UWKQSNNFCGGAFS-XIFFEERXSA-N
DailyMed irinotecan hydrochloride
PubChem SID: 124893595
Wikipedia Irinotecan

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL481



ACToR 97682-44-5
BindingDB 50128267
Brenda 161387 159474 31924 25961 17312 139378 14217 4670 20080
ChEBI 80630
DrugBank DB00762
DrugCentral 1482
eMolecules 901988 31588824
EPA CompTox Dashboard DTXSID1041051
FDA SRS 7673326042
Guide to Pharmacology 6823
Human Metabolome Database HMDB0014900
IBM Patent System 9D5D7AFCAE213A6642D9AD402410F75B
KEGG Ligand C16641
LINCS LSM-2167
Mcule MCULE-1702653278
Nikkaji J261.801J
PDBe CP0
PharmGKB PA450085
PubChem 60838
PubChem: Thomson Pharma 14911520 14764625
Selleck Irinotecan
SureChEMBL SCHEMBL4034
ZINC ZINC000001612996

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/UWKQSNNFCGGAFS-XIFFEERXSA-N spacer
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