General
Preferred name
LUCANTHONE
Synonyms
Lucanthonum ()
Lucantona ()
LUCANTHONE HYDROCHLORIDE ()
Miracil d ()
79 T61 ()
Lucanthone hcl ()
Miracol ()
79-T61 ()
MS-752 ()
NSC-14574 ()
RP-3735 ()
Tixantone ()
Nilodin ()
P&D ID
PD009341
CAS
479-50-5
Tags
available
drug candidate
drug
Drug indication
Antischistosomal
Solid tumour/cancer
Drug Status
investigational
approved
Max Phase
Phase 2
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
MOA Recent data suggests that lucanthone inhibits post-radiation DNA repair in tumor cells. The ability of lucanthone to inhibit AP endonuclease and topoisomerase II probably account for the specific DNA repair inhibition in irradiated cells.; ;
DESCRIPTION Lucanthone is orally available thioxanthone-based DNA intercalator and inhibitor of the DNA repair enzyme apurinic-apyrimidinic endonuclease 1 (APEX1 or APE1), with anti-schistosomal and potential antineoplastic activity. Lucanthone intercalates DNA and interferes with the activity of topoisomerases I and II during replication and transcription, thereby inhibiting the synthesis of macromolecules. In addition, this agent specifically inhibits the endonuclease activity of APE1, without affecting its redox activity, resulting in unrepaired DNA strand breaks which may induce apoptosis. Therefore, lucanthone may sensitize tumor cells to radiation and chemotherapy. Furthermore, lucanthone inhibits autophagy through the disruption of lysosomal function. The multifunctional nuclease APE1 is a key component for DNA repair; its expression is often correlated with tumor cell resistance to radio- and chemotherapy. (BOC Sciences Bioactive Compounds)
Cell lines
5
Organisms
0
Compound Sets
14
BOC Sciences Bioactive Compounds
lucanthone-cas-479-50-5-item-84-92909
ChEMBL Drugs
CHEMBL2007389
CHEMBL279014
Drug Repurposing Hub
DrugBank
DB04967
DrugCentral
1616
DrugCentral Approved Drugs
1616
DrugMAP
DMZLBUO
DrugMAP Approved Drugs
DMZLBUO
LSP-MoA library (Laboratory of Systems Pharmacology)
CHEMBL279014
MedChem Express Bioactive Compound Library
HY-B2098
NIH Mechanistic Set
ReFrame library
Selleckchem Bioactive Compound Library
lucanthone
TargetMol Bioactive Compound Library
T4569
External IDs
42
Properties
(calculated by RDKit )
Molecular Weight
340.16
Hydrogen Bond Acceptors
4
Hydrogen Bond Donors
1
Rotatable Bonds
6
Ring Count
3
Aromatic Ring Count
3
cLogP
4.48
TPSA
32.34
Fraction CSP3
0.35
Chiral centers
0.0
Largest ring
6.0
QED
0.67
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Pathway
DNA Damage/DNA Repair
Anti-infection
Autophagy
Target
APE1
APEX1, TOP1, TOP2A
Parasite
MOA
DNA/RNA Synthesis
endonuclease inhibitor
Therapeutic Class
Anticancer Agents
Source data