Lucanthone hydrochlorideProduct ingredient for Lucanthone

Name
Lucanthone hydrochloride
Drug Entry
Lucanthone

One of the schistosomicides, it has been replaced largely by hycanthone and more recently praziquantel. (From Martindale The Extrapharmacopoeia, 30th ed., p46). It is currently being tested as a radiation sensitizer.

Accession Number
DBSALT000826
Structure
Synonyms
Lucanthone HCl
UNII
918K9N56QZ
CAS Number
548-57-2
Weight
Average: 376.94
Monoisotopic: 376.1376123
Chemical Formula
C20H25ClN2OS
InChI Key
LAOOXBLMIJHMFO-UHFFFAOYSA-N
InChI
InChI=1S/C20H24N2OS.ClH/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;1H
IUPAC Name
1-{[2-(diethylamino)ethyl]amino}-4-methyl-9H-thioxanthen-9-one hydrochloride
SMILES
Cl.CCN(CC)CCNC1=CC=C(C)C2=C1C(=O)C1=C(S2)C=CC=C1
Human Metabolome Database
HMDB0015607
KEGG Compound
C11715
PubChem Compound
10180
ChemSpider
10585
BindingDB
50030282
ChEBI
51052
ChEMBL
CHEMBL2007389
PharmGKB
PA164748783
Predicted Properties
PropertyValueSource
Water Solubility0.00315 mg/mLALOGPS
logP4.72ALOGPS
logP5.02Chemaxon
logS-5ALOGPS
pKa (Strongest Acidic)18.84Chemaxon
pKa (Strongest Basic)8.69Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area32.34 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity106.01 m3·mol-1Chemaxon
Polarizability39.59 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterYesChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleYesChemaxon