Details of the Drug

General Information of Drug (ID: DMZLBUO)

Drug Name
Lucanthone
Synonyms
Lucanthon; Lucanthonum; Lucantona; Miracol; Nilodin; Scapuren; Tixantone; LUCANTHONE HYDROCHLORIDE; Lucanthone monohydrochloride; Miracil D; BW 57223; CBC 900139; DR-15771; Lucanthone [INN:BAN]; Lucanthonum [INN-Latin]; Lucantona [INN-Spanish]; 1-((2-(Diethylamino)ethyl)amino)-4-methylthioxanthen-9-one; 1-(2-diethylaminoethylamino)-4-methylthioxanthen-9-one; 1-[[2-(Diethylamino)ethyl]amino]-4-methylthioxanthone; 1-{[2-(Diethylamino)ethyl]amino}-4-methyl-9H-thioxanthen-9-one; 9H-Thioxanthen-9-one, 1-((2-(diethylamino)ethyl)amino)-4-methyl-(9CI)
Indication
Disease Entry ICD 11 Status REF
Solid tumour/cancer 2A00-2F9Z Approved [1]
Therapeutic Class
Anticancer Agents
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 340.5
Logarithm of the Partition Coefficient (xlogp) 4
Rotatable Bond Count (rotbonds) 6
Hydrogen Bond Donor Count (hbonddonor) 1
Hydrogen Bond Acceptor Count (hbondacc) 4
ADMET Property
Absorption
The drug is orally available []
Chemical Identifiers
Formula
C20H24N2OS
IUPAC Name
1-[2-(diethylamino)ethylamino]-4-methylthioxanthen-9-one
Canonical SMILES
CCN(CC)CCNC1=C2C(=C(C=C1)C)SC3=CC=CC=C3C2=O
InChI
InChI=1S/C20H24N2OS/c1-4-22(5-2)13-12-21-16-11-10-14(3)20-18(16)19(23)15-8-6-7-9-17(15)24-20/h6-11,21H,4-5,12-13H2,1-3H3
InChIKey
FBQPGGIHOFZRGH-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
10180
ChEBI ID
CHEBI:51052
CAS Number
479-50-5
DrugBank ID
DB04967
TTD ID
D09OZC
Combinatorial Drugs (CBD) Click to Jump to the Detailed CBD Information of This Drug

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
DNA topoisomerase II (TOP2) TT0IHXV TOP2A_HUMAN ; TOP2B_HUMAN Inhibitor [2]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Abnormal spindle-like microcephaly-associated protein (ASPM) OTKXQMNA ASPM_HUMAN Gene/Protein Processing [3]
Actin, aortic smooth muscle (ACTA2) OTEDLG8E ACTA_HUMAN Gene/Protein Processing [3]
Anillin (ANLN) OTXJY54C ANLN_HUMAN Gene/Protein Processing [3]
Annexin A3 (ANXA3) OTDD8OI7 ANXA3_HUMAN Gene/Protein Processing [3]
Aquaporin-3 (AQP3) OT2J7JPD AQP3_HUMAN Gene/Protein Processing [3]
Asparagine synthetase (ASNS) OT8R922G ASNS_HUMAN Gene/Protein Processing [3]
ATPase family AAA domain-containing protein 2 (ATAD2) OT8MCRNY ATAD2_HUMAN Gene/Protein Processing [3]
Aurora kinase A (AURKA) OTMX0HYT AURKA_HUMAN Gene/Protein Processing [3]
Aurora kinase B (AURKB) OTIY4VHU AURKB_HUMAN Gene/Protein Processing [3]
Baculoviral IAP repeat-containing protein 5 (BIRC5) OTILXZYL BIRC5_HUMAN Gene/Protein Processing [3]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 Drug information of Lucanthone, 2008. eduDrugs.
2 Clonogenicity of human leukemic cells protected from cell-lethal agents by heat shock protein 70. Cell Stress Chaperones. 2005 Spring;10(1):37-45.
3 Lucanthone is a novel inhibitor of autophagy that induces cathepsin D-mediated apoptosis. J Biol Chem. 2011 Feb 25;286(8):6602-13.