TDR Targets

Basic information

Technical information

TDR Targets ID: 66039
Name: 1,4-dichloro-5-(2-dimethylaminoethylamino)-8- hydroxyanthracene-9,10-dione
MW: 379.237 | Formula: C18H16Cl2N2O3
H donors: 2 H acceptors: 3 LogP: 4.89 Rotable bonds: 4
Rule of 5 violations (Lipinski): 1
SMILES: CN(CCNc1ccc(c2c1C(=O)c1c(C2=O)c(Cl)ccc1Cl)O)C
InChi: 1S/C18H16Cl2N2O3/c1-22(2)8-7-21-11-5-6-12(23)16-15(11)17(24)13-9(19)3-4-10(20)14(13)18(16)25/h3-6,21,23H,7-8H2,1-2H3
InChiKey: PLLMHOCPHOQRBD-UHFFFAOYSA-N

Network

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Target Layer

Model Organisms

Species	Viewmode
Arabidopsis thaliana
Caenorhabditis elegans
Dictyostelium discoideum
Drosophila melanogaster
Escherichia coli
Homo sapiens
Mus musculus
Oryza sativa
Saccharomyces cerevisiae
Schmidtea mediterranea
Other organisms

TDR Pathogens:

Species	Viewmode
Brugia malayi
Chlamydia trachomatis
Echinococcus granulosus
Entamoeba histolytica
Echinococcus multilocularis
Giardia lamblia
Leishmania major
Loa Loa (eye worm)
Mycobacterium leprae
Mycobacterium tuberculosis
Mycobacterium ulcerans
Onchocerca volvulus
Plasmodium falciparum
Plasmodium vivax
Schistosoma mansoni
Trypanosoma brucei
Trypanosoma cruzi
Toxoplasma gondii
Treponema pallidum
Trichomonas vaginalis
Wolbachia endosymbiont of Brugia malayi

Other Pathogens:

Species	Viewmode
Babesia bovis
Candida albicans
Cryptosporidium hominis
Cryptosporidium parvum
Leishmania braziliensis
Leishmania donovani
Leishmania infantum
Leishmania mexicana
Neospora caninum
Plasmodium berghei
Plasmodium knowlesi
Plasmodium yoelii
Schistosoma japonicum
Trypanosoma brucei gambiense
Trypanosoma congolense
Theileria parva

Compound Layer

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Clustering layers

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Synonyms

1,4-dichloro-5-(2-dimethylaminoethylamino)-8-hydroxy-anthracene-9,10-dione
1,4-dichloro-5-(2-dimethylaminoethylamino)-8-hydroxy-9,10-anthraquinone

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology

No druggable targets predicted by orthology data

By sequence similarity to non orthologous known druggable targets

No druggable targets predicted by sequence similarity

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Trichomonas vaginalis	modulator of drug activity B, putative	0.002	0.0234	0.0228
Echinococcus granulosus	lamin dm0	0.0026	0.046	0.0592
Echinococcus granulosus	puromycin sensitive aminopeptidase	0.0013	0.0006	0.0008
Trichomonas vaginalis	conserved hypothetical protein	0.002	0.0234	0.0228
Trichomonas vaginalis	modulator of drug activity B, putative	0.002	0.0234	0.0228
Trichomonas vaginalis	conserved hypothetical protein	0.002	0.0234	0.0228
Trypanosoma cruzi	metallo-peptidase, clan MA(E), family M1, putative	0.0013	0.0006	0.5
Schistosoma mansoni	lamin	0.0026	0.046	0.0584
Loa Loa (eye worm)	intermediate filament tail domain-containing protein	0.0026	0.046	0.0592
Plasmodium vivax	M1-family alanyl aminopeptidase, putative	0.0013	0.0006	0.5
Trichomonas vaginalis	conserved hypothetical protein	0.002	0.0234	0.0228
Mycobacterium ulcerans	aminopeptidase N PepN	0.0013	0.0006	0.5
Trichomonas vaginalis	modulator of drug activity B, putative	0.002	0.0234	0.0228
Leishmania major	aminopeptidase, putative,metallo-peptidase, Clan MA(E), Family M1	0.0013	0.0006	0.5
Echinococcus multilocularis	lamin dm0	0.0026	0.046	0.0592
Trichomonas vaginalis	modulator of drug activity B, putative	0.002	0.0234	0.0228
Plasmodium falciparum	M1-family alanyl aminopeptidase	0.0013	0.0006	0.5
Echinococcus granulosus	puromycin sensitive aminopeptidase	0.0013	0.0006	0.0008
Giardia lamblia	NADPH oxidoreductase, putative	0.002	0.0234	0.5
Echinococcus multilocularis	aminopeptidase N	0.0013	0.0006	0.0008
Echinococcus multilocularis	puromycin sensitive aminopeptidase	0.0013	0.0006	0.0008
Trichomonas vaginalis	modulator of drug activity B, putative	0.002	0.0234	0.0228
Echinococcus granulosus	puromycin sensitive aminopeptidase	0.0013	0.0006	0.0008
Entamoeba histolytica	modulator of drug activity B homolog, putative	0.002	0.0234	1
Loa Loa (eye worm)	leukotriene A4 hydrolase	0.0244	0.7762	1
Echinococcus granulosus	puromycin sensitive aminopeptidase	0.0013	0.0006	0.0008
Trichomonas vaginalis	modulator of drug activity B, putative	0.002	0.0234	0.0228
Trichomonas vaginalis	conserved hypothetical protein	0.002	0.0234	0.0228
Leishmania major	puromycin-sensitive aminopeptidase-like protein,metallo-peptidase, Clan MA(E), Family M1	0.0013	0.0006	0.5
Brugia malayi	intermediate filament protein	0.0026	0.046	0.136
Trichomonas vaginalis	modulator of drug activity B, putative	0.002	0.0234	0.0228
Plasmodium falciparum	M1-family alanyl aminopeptidase, putative	0.0013	0.0006	0.5
Onchocerca volvulus		0.0026	0.046	1
Trichomonas vaginalis	NAD(P)H dehydrogenase, putative	0.002	0.0234	0.0228
Trichomonas vaginalis	modulator of drug activity B, putative	0.002	0.0234	0.0228
Echinococcus granulosus	leukotriene A 4 hydrolase	0.0244	0.7762	1
Trypanosoma cruzi	Aminopeptidase M1, putative	0.0013	0.0006	0.5
Echinococcus multilocularis	puromycin sensitive aminopeptidase	0.0013	0.0006	0.0008
Trypanosoma brucei	metallo-peptidase, Clan MA(E) Family M1	0.0013	0.0006	0.5
Echinococcus multilocularis	puromycin sensitive aminopeptidase	0.0013	0.0006	0.0008
Brugia malayi	hypothetical protein	0.0112	0.3337	1
Trypanosoma cruzi	puromycin-sensitive aminopeptidase-like protein, putative	0.0013	0.0006	0.5
Trichomonas vaginalis	NAD(P)H dehydrogenase, putative	0.0311	1	1
Trichomonas vaginalis	modulator of drug activity B, putative	0.002	0.0234	0.0228
Trichomonas vaginalis	conserved hypothetical protein	0.002	0.0234	0.0228
Trypanosoma cruzi	metallo-peptidase, clan MA(E), family M1, putative	0.0013	0.0006	0.5
Trichomonas vaginalis	FMN-dependent NADH-azoreductase, putative	0.002	0.0234	0.0228
Echinococcus granulosus	puromycin sensitive aminopeptidase	0.0013	0.0006	0.0008
Echinococcus multilocularis	puromycin sensitive aminopeptidase	0.0013	0.0006	0.0008
Loa Loa (eye worm)	hypothetical protein	0.0026	0.0443	0.0571
Trichomonas vaginalis	modulator of drug activity B, putative	0.002	0.0234	0.0228
Toxoplasma gondii	aminopeptidase N, putative	0.0013	0.0006	0.5
Trichomonas vaginalis	modulator of drug activity B, putative	0.002	0.0234	0.0228
Echinococcus multilocularis	Peptidase M1, membrane alanine aminopeptidase, N terminal	0.0013	0.0006	0.0008
Echinococcus multilocularis	puromycin sensitive aminopeptidase	0.0013	0.0006	0.0008
Schistosoma mansoni	intermediate filament proteins	0.0026	0.046	0.0584
Onchocerca volvulus		0.0026	0.046	1
Toxoplasma gondii	aminopeptidase n, putative	0.0013	0.0006	0.5
Leishmania major	aminopeptidase, putative,metallo-peptidase, Clan MA(E), Family M1	0.0013	0.0006	0.5
Entamoeba histolytica	hypothetical protein	0.002	0.0234	1
Loa Loa (eye worm)	hypothetical protein	0.0013	0.0006	0.0008
Trichomonas vaginalis	conserved hypothetical protein	0.002	0.0234	0.0228
Echinococcus granulosus	intermediate filament protein	0.0026	0.046	0.0592
Trichomonas vaginalis	modulator of drug activity B, putative	0.002	0.0234	0.0228
Plasmodium vivax	M1-family alanyl aminopeptidase, putative	0.0013	0.0006	0.5
Entamoeba histolytica	iron-sulfur flavoprotein, putative	0.002	0.0234	1
Trypanosoma cruzi	aminopeptidase, putative	0.0013	0.0006	0.5
Trypanosoma cruzi	aminopeptidase, putative	0.0013	0.0006	0.5
Trichomonas vaginalis	conserved hypothetical protein	0.002	0.0234	0.0228
Trypanosoma cruzi	metallo-peptidase, Clan MA(E) Family M1	0.0013	0.0006	0.5
Trichomonas vaginalis	conserved hypothetical protein	0.002	0.0234	0.0228
Schistosoma mansoni	leukotriene A4 hydrolase (M01 family)	0.0244	0.7762	1
Loa Loa (eye worm)	hypothetical protein	0.0013	0.0006	0.0008
Trichomonas vaginalis	conserved hypothetical protein	0.002	0.0234	0.0228
Trichomonas vaginalis	conserved hypothetical protein	0.002	0.0234	0.0228
Leishmania major	aminopeptidase-like protein,metallo-peptidase, Clan MA(E), Family M1	0.0013	0.0006	0.5
Trichomonas vaginalis	modulator of drug activity B, putative	0.002	0.0234	0.0228
Echinococcus granulosus	puromycin sensitive aminopeptidase	0.0013	0.0006	0.0008
Trichomonas vaginalis	conserved hypothetical protein	0.002	0.0234	0.0228
Loa Loa (eye worm)	aminopeptidase N	0.0013	0.0006	0.0008
Trypanosoma brucei	Aminopeptidase M1, putative	0.0013	0.0006	0.5
Loa Loa (eye worm)	hypothetical protein	0.0026	0.046	0.0592
Trypanosoma brucei	Aminopeptidase M1, putative	0.0013	0.0006	0.5
Trichomonas vaginalis	modulator of drug activity B, putative	0.002	0.0234	0.0228
Trichomonas vaginalis	NAD(P)H dehydrogenase, putative	0.002	0.0234	0.0228
Loa Loa (eye worm)	hypothetical protein	0.0013	0.0006	0.0008
Mycobacterium ulcerans	aminopeptidase N PepN	0.0013	0.0006	0.5
Trichomonas vaginalis	conserved hypothetical protein	0.002	0.0234	0.0228
Trichomonas vaginalis	modulator of drug activity B, putative	0.002	0.0234	0.0228
Echinococcus granulosus	aminopeptidase N	0.0013	0.0006	0.0008
Trichomonas vaginalis	conserved hypothetical protein	0.002	0.0234	0.0228
Trichomonas vaginalis	conserved hypothetical protein	0.002	0.0234	0.0228
Brugia malayi	cytoplasmic intermediate filament protein	0.0014	0.0047	0.0122
Trypanosoma cruzi	puromycin-sensitive aminopeptidase-like protein, putative	0.0013	0.0006	0.5
Loa Loa (eye worm)	TATA binding protein associated factor	0.0013	0.0006	0.0008
Echinococcus multilocularis	musashi	0.0026	0.046	0.0592
Trichomonas vaginalis	modulator of drug activity B, putative	0.002	0.0234	0.0228
Trichomonas vaginalis	conserved hypothetical protein	0.002	0.0234	0.0228
Trichomonas vaginalis	modulator of drug activity B, putative	0.002	0.0234	0.0228
Trichomonas vaginalis	conserved hypothetical protein	0.002	0.0234	0.0228
Echinococcus multilocularis	leukotriene A 4 hydrolase	0.0244	0.7762	1
Echinococcus multilocularis	lamin	0.0026	0.046	0.0592
Trichomonas vaginalis	conserved hypothetical protein	0.002	0.0234	0.0228
Loa Loa (eye worm)	cytoplasmic intermediate filament protein	0.0014	0.0047	0.0061
Brugia malayi	Intermediate filament tail domain containing protein	0.0026	0.046	0.136
Trichomonas vaginalis	conserved hypothetical protein	0.002	0.0234	0.0228
Schistosoma mansoni	lamin	0.0026	0.046	0.0584
Loa Loa (eye worm)	intermediate filament protein	0.0026	0.046	0.0592
Trichomonas vaginalis	conserved hypothetical protein	0.002	0.0234	0.0228
Trichomonas vaginalis	conserved hypothetical protein	0.002	0.0234	0.0228
Trichomonas vaginalis	NAD(P)H dehydrogenase, putative	0.002	0.0234	0.0228
Trichomonas vaginalis	conserved hypothetical protein	0.002	0.0234	0.0228
Echinococcus granulosus	lamin	0.0026	0.046	0.0592
Toxoplasma gondii	aminopeptidase N protein	0.0013	0.0006	0.5
Trichomonas vaginalis	conserved hypothetical protein	0.002	0.0234	0.0228
Trypanosoma brucei	aminopeptidase, putative	0.0013	0.0006	0.5
Loa Loa (eye worm)	peptidase family M1 containing protein	0.0013	0.0006	0.0008
Giardia lamblia	NADPH oxidoreductase, putative	0.002	0.0234	0.5
Giardia lamblia	NADPH oxidoreductase, putative	0.002	0.0234	0.5
Trichomonas vaginalis	modulator of drug activity B, putative	0.002	0.0234	0.0228
Trichomonas vaginalis	modulator of drug activity B, putative	0.002	0.0234	0.0228
Trichomonas vaginalis	modulator of drug activity B, putative	0.002	0.0234	0.0228

Activities

Activity type	Activity value	Assay description	Source	Reference
CC50 (functional)	= 0.0000000869 M	In vitro cytotoxicity against L1210 leukemia cells was determined	ChEMBL.	3625713
CC50 (functional)	= 0.000000522 M	In vitro cytotoxicity against Human colon adenocarcinoma cells was determined	ChEMBL.	3625713
CC50 (functional)	= 5.22 M	In vitro cytotoxicity against Human colon adenocarcinoma cells was determined	ChEMBL.	3625713
CC50 (functional)	= 8.69 M	In vitro cytotoxicity against L1210 leukemia cells was determined	ChEMBL.	3625713
T/C (functional)	= 136	In vivo antineoplastic activity was determined in BDF1 mice implanted with P388 leukemia and activity is expressed as T/C at 30 mg/kg ip dose (Q4dx5 treatment)	ChEMBL.	3625713
T/C (functional)	= 150	In vivo antineoplastic activity was determined in BDF1 mice implanted with P388 leukemia and activity is expressed as T/C at 60 mg/kg ip dose (Q4dx5 treatment)	ChEMBL.	3625713
T/C (functional)	= 176	In vivo antineoplastic activity was determined in BDF1 mice implanted with P388 leukemia and activity is expressed as T/C at 120 mg/kg ip dose (Q4dx5 treatment)	ChEMBL.	3625713

Phenotypes

Whole-cell/tissue/organism interactions

We have no records of whole-cell/tissue assays done with this compound What does this mean?

Many chemical entities in TDR Targets come from high-throughput screenings with whole cells or tissue samples, and not all assayed compounds have been tested against a single a single target protein, probably because they get ruled out during screening process. Even if these compounds may have not been of interest in the original screening, they may come as interesting leads for other screening assays. Furthermore, we may be able to propose drug-target associations using chemical similarities and network patterns.

Annotated phenotypes:

We have no manually annotated phenotypes for this drug. What does this mean? / Care to help?

In TDR Targets, information about phenotypes that are caused by drugs, or by genetic manipulation of cells (e.g. gene knockouts or knockdowns) is manually curated from the literature. These descriptions help to describe the potential of the target for drug development. If no information is available for this gene or if the information is incomplete, this may mean that i) the papers containing this information either appeared after the curation effort for this organism was carried out or they were inadvertently missed by curators; or that ii) the curation effort for this organism has not yet started.

In any case, if you have information about papers containing relevant validation data for this target, please log in using your TDR Targets username and password and send them to us using the corresponding form in this page (only visible to registered users) or contact us.

External resources for this compound

PubChem: 13905025

Bibliographic References

1 literature reference was collected for this gene.

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Detailed information for compound 66039