General
Preferred name
irinotecan
Synonyms
CPT 11 ()
CPT-11 hydrochloride ()
Camptothecin 11 hydrochloride ()
Irinotecan HCl Trihydrate ()
CPT-11 HCl Trihydrate ()
CPT-11 ()
Irinotecan hydrochloride trihydrate ()
Irinotecan (HCl) ()
Topotecin ()
CPT-11(+)-Irinotecan ()
IRINOTECAN HYDROCHLORIDE ()
Camptosar ()
Campto ()
Camptothecin 11 ()
[1,4'-Bipiperidine]-1'-carboxylic acid, 4,11-diethyl-3,4,12, 14-tetrahydro-4-hydroxy-3,14-dioxo-1H-pyrano[3',4':6,7] indolizino[1,2-b]quinolin-9-yl ester, monohydrochloride (S)- ()
Irinotecan HCl ()
Irinotecan (hydrochloride trihydrate) ()
Irinotecan (hydrochloride) ()
(+)-Irinotecan (hydrochloride trihydrate) ()
CPT-11 (hydrochloride trihydrate) ()
(+)-Irinotecan ()
VAL-413(free base) ()
(+)-Irinotecan (hydrochloride) ()
CPT-11 (hydrochloride) ()
VAL-413 ()
Irinotecan (CPT-11) HCl Trihydrate ()
Irinotecan (CPT-11) ()
(+)-Irinotecan,CPT-11 ()
CPT-11 hydrochloride, (+)-Irinotecan hydrochloride ()
NSC-759878 ()
Irinotecan hydrochloride hydrate ()
U-101,440E ()
Onivyde ()
Irinotecan monohydrochloride trihydrate ()
DQ-2805 ()
Irinotecan hydrochloride anhydrous ()
U-101440E ()
NSC-728073 ()
Biotecan ()
Irinotecan HCl ()
Irinotecan (hydrochloride hydrate) ()
Irinotecan-d10 (hydrochloride) ()
P&D ID
PD009733
CAS
136572-09-3
100286-90-6
97682-44-5
718612-62-5
Tags
prodrug
nuisance
natural product
drug
available
Approved by
PMDA
FDA
First approval
1996
Drug Status
investigational
approved
Drug indication
Antineoplastic (DNA topoisomerase I Inhibitor)
Colorectal cancer
Max Phase
Phase 4
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION Irinotecan is a semisynthetic analogue of the natural plant alkaloid camptothecin (PubChem CID 24360) which functions as a DNA replication inhibitor by binding to topoisomerase I/DNA complexes . 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. (GtoPdb)
DESCRIPTION Inhibitor of E-NTPDases (Tocris Bioactive Compound Library)
DESCRIPTION DNA topoisomerase I inhibitor; antitumor (Tocriscreen Plus)
DESCRIPTION DNA topoisomerase I inhibitor; antitumor (Tocriscreen Total)
Cell lines
61
Organisms
0
Compound Sets
39
AdooQ Bioactive Compound Library
A10479
Axon Medchem Screening Library
3370
Cayman Chemical Bioactives
14180
22566
CeMM library of unique drugs (CLOUD)
ChEMBL Approved Drugs
CHEMBL3989514
CHEMBL481
ChEMBL Drugs
CHEMBL3989514
CHEMBL481
Concise Guide to Pharmacology 2017/18
6823
Concise Guide to Pharmacology 2019/20
6823
Concise Guide to Pharmacology 2021/22
6823
Concise Guide to Pharmacology 2023/24
6823
Drug Repurposing Hub
DrugBank
DB00762
DrugBank Approved Drugs
DB00762
DrugCentral
1482
DrugCentral Approved Drugs
1482
DrugMAP
DMP6SC2
DrugMAP Approved Drugs
DMP6SC2
Enamine BioReference Compounds
EU-OPENSCREEN Bioactive Compound Library
EOS101097
Guide to Pharmacology
6823
LINCS compound set
10246-101
LSP-MoA library (Laboratory of Systems Pharmacology)
CHEMBL481
Mcule NIBR MoA Box Subset
MCULE-1702653278
MedChem Express Bioactive Compound Library
HY-16562A
HY-16568
HY-16562
NCATS Inxight Approved Drugs
7673326042
NIH Approved Oncology Drugs
487652
NIH Clinical Collections (NCC)
Novartis Chemogenetic Library (NIBR MoA Box)
NPC Screening Collection
Nuisance compounds in cellular assays
Prestwick Chemical Library
Reference compounds for characterizing cellular injury in high-content cellular morphology assays
ReFrame library
Selleckchem Bioactive Compound Library
irinotecan-hydrochloride
Irinotecan-Hcl-Trihydrate-Campto
Irinotecan-cpt-11
TargetMol Bioactive Compound Library
T0486
The Spectrum Collection
Tocris Bioactive Compound Library
2688
Tocriscreen Plus
2688
Tocriscreen Total
External IDs
110
Properties
(calculated by RDKit )
Molecular Weight
586.28
Hydrogen Bond Acceptors
9
Hydrogen Bond Donors
1
Rotatable Bonds
4
Ring Count
7
Aromatic Ring Count
3
cLogP
4.09
TPSA
114.2
Fraction CSP3
0.52
Chiral centers
1.0
Largest ring
6.0
QED
0.36
Structural alerts
3
aggregator (Aggregator Advisor)
Aggregators
aggregator (ZINC)
Aggregators
Genotoxic
Nuisance compounds in cellular assays
Related compounds
Custom attributes
(extracted from source data)
Target
DNA topoisomerase I, mitochondrial
DNA topoisomerase I
Topo I
TOP1, TOP1MT
Topo 1 inhibitor
Topoisomerase
Target Type
Enzymes
MOA
Topoisomerase inhibitor
Inhibitor
DNA Topoisomerase I Inhibitors
Pathway
DNA Damage/DNA Repair
Autophagy
Cell Cycle/DNA Damage
Primary Target
DNA Topoisomerases
Member status
member
Indication
colorectal cancer
Cellular injury category
Genotoxin
Therapeutic Class
Anticancer Agents
Source data