General
Preferred name
DOXORUBICIN
Synonyms
DOXORUBICIN HYDROCHLORIDE ()
Doxil,Rubex ()
Hydroxydaunorubicin hydrochloride ()
Adriamycin ()
Doxorubicin (Adriamycin) HCl ()
NSC 123127 ()
Doxorubicin (HCl) ()
Doxorubicin HCl ()
Doxorubicin (hydrochloride) ()
Hydroxydaunorubicin (hydrochloride) ()
NSC 123127, DOX, Doxorubicin hydrochloride, Hydroxydaunorubicin HCl,Adriamycin HCl ()
Adriamycin,Hydroxydaunorubicin ()
Valrubicin impurity, doxorubicin ()
NSC-759155 ()
Epirubicin hydrochloride impurity, doxorubicin- ()
NSC-123127 ()
Rubex ()
Doxil ()
Adriblastina ()
Adriablastin ()
Hydroxydaunorubicin ()
Adriamycin Rdf ()
Doxorubicin HCl ()
Myocet ()
Doxorubicin citric acid salt ()
Caelyx ()
Liposomal doxorubicin hydrochloride ()
Doxorubicini hydrochloridum ()
Hydroxydaunomycin hydrochloride ()
Adriablastina cs ()
Doxorubicin citrate ()
Doxorubicin liposomal complex of the hydrochloride ()
Doxil (liposomal) ()
Adriamycin Pfs ()
Adriamycin, hydrochloride ()
Doxorubicin hydrochloride (liposomal) ()
P&D ID
PD003620
CAS
25316-40-9
111266-55-8
23214-92-8
Tags
obsolete probe
nuisance
natural product
drug
available
Approved by
PMDA
EMA
FDA
First approval
1974
Drug Status
investigational
approved
Drug indication
Hepatocellular carcinoma
Antineoplastic
Tumour
Breast cancer
Solid tumour/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 Doxorubicin is an anthracycline type anti-neoplastic drug. (GtoPdb)
DESCRIPTION inhibitor of topoisomerase II (Informer Set)
DESCRIPTION Inhibits NGF binding to p75NTR and TrkA (Tocris Bioactive Compound Library)
DESCRIPTION Antitumor antibiotic agent. Inhibits DNA topoisomerase II (Tocriscreen Plus)
DESCRIPTION Antitumor antibiotic agent. Inhibits DNA topoisomerase II (Tocriscreen Total)
Cell lines
851
Organisms
9
Compound Sets
35
AdooQ Bioactive Compound Library
A10041
Cayman Chemical Bioactives
15007
CeMM library of unique drugs (CLOUD)
ChEMBL Approved Drugs
CHEMBL53463
CHEMBL359744
ChEMBL Drugs
CHEMBL53463
CHEMBL359744
Drug Repurposing Hub
DrugBank
DB00997
DrugBank Approved Drugs
DB00997
DrugCentral
960
DrugCentral Approved Drugs
960
DrugMAP
DMVP5YE
DrugMAP Approved Drugs
DMVP5YE
Enamine BioReference Compounds
Guide to Pharmacology
7069
Informer Set
36599
LINCS compound set
10248-101
10248-102
LSP-MoA library (Laboratory of Systems Pharmacology)
CHEMBL53463
CHEMBL359744
LSP-OptimalKinase library (Laboratory of Systems Pharmacology)
CHEMBL53463
MedChem Express Bioactive Compound Library
HY-15142
NCATS Inxight Approved Drugs
80168379AG
NIH Clinical Collections (NCC)
Novartis Chemogenetic Library (NIBR MoA Box)
NPC Screening Collection
Nuisance compounds in cellular assays
Obsolete Compounds
doxorubicin
Prestwick Chemical Library
Reference compounds for characterizing cellular injury in high-content cellular morphology assays
ReFrame library
Selleckchem Bioactive Compound Library
doxorubicin
Adriamycin
TargetMol Bioactive Compound Library
T1020
Tocris Bioactive Compound Library
2252
Tocriscreen Plus
2252
Tocriscreen Total
Welcome Trust Cancer Drugs
133
ZINC Tool Compounds
ZINC000003918087
External IDs
85
Properties
(calculated by RDKit )
Molecular Weight
543.17
Hydrogen Bond Acceptors
12
Hydrogen Bond Donors
6
Rotatable Bonds
5
Ring Count
5
Aromatic Ring Count
2
cLogP
0.0
TPSA
206.07
Fraction CSP3
0.44
Chiral centers
6.0
Largest ring
6.0
QED
0.24
Structural alerts
6
quinone_A(370)
[!#6&!#1]=[#6]-1-[#6]=,:[#6]-[#6](=[!#6&!#1])-[#6]=,:[#6]-1
PAINS Family A
aggregator (Aggregator Advisor)
Aggregators
aggregator (ZINC)
Aggregators
Intercalation
Nuisance compounds in cellular assays
Optical interference
Fluorescence
Nuisance compounds in cellular assays
historic compounds (Chemical Probes.org)
Obsolete
Related compounds
Custom attributes
(extracted from source data)
Target
TOP2A
DNA intercalating
ADC Cytotoxin
Autophagy
AMPK
Mitophagy
DNA topoisomerase II alpha
DNA
Topo II
HCV
HBV
HIV
antibiotic
Bacterial
ADC Cytotoxin,AMPK,Antibiotics,Antineoplastic and Immunosuppressive Antibiotics,Apoptosis related,HIV,Mitophagy,Topoisomerase
Compound status
FDA
Pathway
DNA replication
Cell Cycle/DNA Damage
Antibody-drug Conjugate/ADC Related
Epigenetics
PI3K/Akt/mTOR
DNA Damage/DNA Repair
Anti-infection
Apoptosis
Target Type
Enzymes
MOA
DNA intercalator
Topoisomerase inhibitor
Topoisomerase
Inhibitor
Topoisomerase II modulator
Primary Target
DNA Topoisomerases
Member status
member
Indication
acute lymphoblastic leukemia (ALL), acute myeloid leukemia (AML), Wilm's tumor, breast cancer, ovarian cancer, Hodgkin's lymphoma, bladder cancer, multiple myeloma
Disease Area
hematologic malignancy, oncology
Cellular injury category
Genotoxin
Therapeutic Class
Anticancer Agents
Source data