QHM

hycanthone

Created:	2019-11-04
Last modified:	2020-06-05

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2 entries where QHM is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	49
Chiral Atom Count	0
Bond Count	51
Aromatic Bond Count	12

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Chemical Component Summary
Name	hycanthone
Synonyms	1-{[2-(diethylamino)ethyl]amino}-4-(hydroxymethyl)-9H-thioxanthen-9-one
Systematic Name (OpenEye OEToolkits)	1-[2-(diethylamino)ethylamino]-4-(hydroxymethyl)thioxanthen-9-one
Formula	C₂₀ H₂₄ N₂ O₂ S
Molecular Weight	356.482
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	12.01	N(CCN(CC)CC)c2c3C(c1ccccc1Sc3c(cc2)CO)=O
SMILES	CACTVS	3.385	CCN(CC)CCNc1ccc(CO)c2Sc3ccccc3C(=O)c12
SMILES	OpenEye OEToolkits	2.0.7	CCN(CC)CCNc1ccc(c2c1C(=O)c3ccccc3S2)CO
Canonical SMILES	CACTVS	3.385	CCN(CC)CCNc1ccc(CO)c2Sc3ccccc3C(=O)c12
Canonical SMILES	OpenEye OEToolkits	2.0.7	CCN(CC)CCNc1ccc(c2c1C(=O)c3ccccc3S2)CO
InChI	InChI	1.03	InChI=1S/C20H24N2O2S/c1-3-22(4-2)12-11-21-16-10-9-14(13-23)20-18(16)19(24)15-7-5-6-8-17(15)25-20/h5-10,21,23H,3-4,11-13H2,1-2H3
InChIKey	InChI	1.03	MFZWMTSUNYWVBU-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank ID	DB14061
Name	Hycanthone
Groups	experimental
Description	Potentially toxic, but effective antischistosomal agent, it is a metabolite of LUCANTHONE. Hycanthone was approved by the FDA in 1975 but is no longer used.
Synonyms	Hycanthone mesylate Hycanthone Hicantona 1-((2-(Diethylamino)ethyl)amino)-4-(hydroxymethyl)-9H-thioxanthen-9-one Hycanthon 1-((2-(Diethylamino)ethyl)amino)-4-(hydroxymethyl)thioxanthen-9-one Lucanthone metabolite Hycanthonum
Categories	Anthelmintics Anti-Infective Agents Antiparasitic Agents Antiplatyhelmintic Agents Heterocyclic Compounds, Fused-Ring P-glycoprotein inhibitors Schistosomicides Sulfur Compounds Thioxanthenes Xanthenes
CAS number	3105-97-3

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
P-glycoprotein 1	MDLEGDRNGGAKKKNFFKLNNKSEKDKKEKKPTVSVFSMFRYSNWLDKLY...	unknown	inhibitor
P-glycoprotein 1	MDLEGDRNGGAKKKNFFKLNNKSEKDKKEKKPTVSVFSMFRYSNWLDKLY...	unknown	inhibitor

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682