TDR Targets

Basic information

Technical information

TDR Targets ID: 225176
Name: N-(6,8-dichloro-1,2,3,4-tetrahydroacridin-9-y l)-N'-methyl-N'-[3-(1,2,3,4-tetrahydroacridin -9-ylamino)propyl]propane-1,3-diamine
MW: 576.602 | Formula: C33H39Cl2N5
H donors: 2 H acceptors: 2 LogP: 8.59 Rotable bonds: 10
Rule of 5 violations (Lipinski): 2
SMILES: CN(CCCNc1c2CCCCc2nc2c1cccc2)CCCNc1c2CCCCc2nc2c1c(Cl)cc(c2)Cl
InChi: 1S/C33H39Cl2N5/c1-40(18-8-16-36-32-23-10-2-5-13-27(23)38-28-14-6-3-11-24(28)32)19-9-17-37-33-25-12-4-7-15-29(25)39-30-21-22(34)20-26(35)31(30)33/h2,5,10,13,20-21H,3-4,6-9,11-12,14-19H2,1H3,(H,36,38)(H,37,39)
InChiKey: UBICYFGZMQMCLZ-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

3-[(6,8-dichloro-1,2,3,4-tetrahydroacridin-9-yl)amino]propyl-methyl-[3-(1,2,3,4-tetrahydroacridin-9-ylamino)propyl]amine
(6,8-dichloro-1,2,3,4-tetrahydroacridin-9-yl)-[3-[methyl-[3-(1,2,3,4-tetrahydroacridin-9-ylamino)propyl]amino]propyl]amine

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Equus caballus	Butyrylcholinesterase	Starlite/ChEMBL	References
Bos taurus	Acetylcholinesterase	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_126875	All targets in OG5_126875
Echinococcus multilocularis	acetylcholinesterase	Get druggable targets OG5_126875	All targets in OG5_126875
Echinococcus granulosus	acetylcholinesterase	Get druggable targets OG5_126875	All targets in OG5_126875
Echinococcus multilocularis	carboxylesterase 5A	Get druggable targets OG5_126875	All targets in OG5_126875
Schistosoma japonicum	ko:K01049 acetylcholinesterase [EC3.1.1.7], putative	Get druggable targets OG5_126875	All targets in OG5_126875
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	Get druggable targets OG5_126875	All targets in OG5_126875
Loa Loa (eye worm)	acetylcholinesterase 1	Get druggable targets OG5_126875	All targets in OG5_126875
Brugia malayi	Carboxylesterase family protein	Get druggable targets OG5_126875	All targets in OG5_126875
Brugia malayi	Carboxylesterase family protein	Get druggable targets OG5_126875	All targets in OG5_126875
Schistosoma japonicum	Acetylcholinesterase 1 precursor, putative	Get druggable targets OG5_126875	All targets in OG5_126875
Echinococcus granulosus	carboxylesterase 5A	Get druggable targets OG5_126875	All targets in OG5_126875
Echinococcus multilocularis	acetylcholinesterase	Get druggable targets OG5_126875	All targets in OG5_126875
Loa Loa (eye worm)	carboxylesterase	Get druggable targets OG5_126875	All targets in OG5_126875
Echinococcus granulosus	acetylcholinesterase	Get druggable targets OG5_126875	All targets in OG5_126875
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_126875	All targets in OG5_126875

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Onchocerca volvulus		Acetylcholinesterase	613 aa	552 aa	31.3 %
Brugia malayi	Carboxylesterase family protein	Acetylcholinesterase	613 aa	491 aa	26.7 %
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	Acetylcholinesterase	613 aa	601 aa	23.6 %
Echinococcus multilocularis	neuroligin	Acetylcholinesterase	613 aa	534 aa	23.2 %
Onchocerca volvulus	Putative nuclear protein	Acetylcholinesterase	613 aa	572 aa	41.6 %
Echinococcus granulosus	neuroligin	Butyrylcholinesterase	602 aa	492 aa	24.2 %
Onchocerca volvulus		Acetylcholinesterase	613 aa	613 aa	26.8 %
Echinococcus granulosus	BC026374 protein S09 family	Acetylcholinesterase	613 aa	627 aa	34.0 %
Onchocerca volvulus		Acetylcholinesterase	613 aa	565 aa	26.0 %
Brugia malayi	Carboxylesterase family protein	Acetylcholinesterase	613 aa	569 aa	31.3 %
Drosophila melanogaster	CG10175 gene product from transcript CG10175-RE	Acetylcholinesterase	613 aa	527 aa	32.3 %
Loa Loa (eye worm)	hypothetical protein	Acetylcholinesterase	613 aa	573 aa	26.5 %
Onchocerca volvulus	Carnitine O-palmitoyltransferase 2, mitochondrial homolog	Acetylcholinesterase	613 aa	511 aa	39.9 %
Loa Loa (eye worm)	hypothetical protein	Acetylcholinesterase	613 aa	561 aa	24.6 %
Echinococcus multilocularis	BC026374 protein (S09 family)	Acetylcholinesterase	613 aa	627 aa	33.8 %
Schistosoma mansoni	gliotactin	Butyrylcholinesterase	602 aa	587 aa	28.1 %
Onchocerca volvulus	Molybdopterin synthase catalytic subunit homolog	Acetylcholinesterase	613 aa	564 aa	30.3 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Echinococcus granulosus	family S9 non peptidase ue S09 family	0.0028	0.0636	0.0636
Schistosoma mansoni	thyroid hormone receptor	0.0082	0.4368	0.4368
Plasmodium vivax	bifunctional dihydrofolate reductase-thymidylate synthase, putative	0.004	0.1505	0.5
Entamoeba histolytica	hypothetical protein	0.0018	0	0.5
Brugia malayi	Pre-SET motif family protein	0.0107	0.6068	0.6068
Echinococcus granulosus	acetylcholinesterase	0.0164	1	1
Loa Loa (eye worm)	pre-SET domain-containing protein family protein	0.0107	0.6068	0.5801
Brugia malayi	hypothetical protein	0.0028	0.0636	0.0636
Plasmodium falciparum	bifunctional dihydrofolate reductase-thymidylate synthase	0.004	0.1505	0.5
Echinococcus multilocularis	BC026374 protein (S09 family)	0.0028	0.0636	0.0636
Trypanosoma brucei	dihydrofolate reductase-thymidylate synthase	0.004	0.1505	0.5
Loa Loa (eye worm)	runx1	0.0029	0.0744	0.0116
Entamoeba histolytica	hypothetical protein	0.0018	0	0.5
Echinococcus multilocularis	Mitotic checkpoint protein PRCC, C terminal	0.0064	0.3169	0.3169
Echinococcus multilocularis	acetylcholinesterase	0.0164	1	1
Echinococcus granulosus	arachidonate 5 lipoxygenase	0.003	0.0813	0.0813
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0164	1	1
Echinococcus granulosus	Mitotic checkpoint protein PRCC C terminal	0.0064	0.3169	0.3169
Schistosoma mansoni	hypothetical protein	0.0026	0.055	0.055
Echinococcus granulosus	para nitrobenzyl esterase	0.0028	0.0636	0.0636
Schistosoma mansoni	lipoxygenase	0.003	0.0813	0.0813
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0028	0.0636	0.0636
Echinococcus multilocularis	arachidonate 5 lipoxygenase	0.003	0.0813	0.0813
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0028	0.0636	0.0636
Mycobacterium tuberculosis	Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase)	0.0105	0.5986	1
Echinococcus granulosus	BC026374 protein S09 family	0.0028	0.0636	0.0636
Echinococcus multilocularis	family S9 non peptidase ue (S09 family)	0.0028	0.0636	0.0636
Schistosoma mansoni	neuroligin 3 (S09 family)	0.0028	0.0636	0.0636
Echinococcus granulosus	acetylcholinesterase	0.0164	1	1
Mycobacterium leprae	DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE)	0.0105	0.5986	0.5
Echinococcus multilocularis	para nitrobenzyl esterase	0.0028	0.0636	0.0636
Echinococcus multilocularis	neuroligin	0.0028	0.0636	0.0636
Brugia malayi	Carboxylesterase family protein	0.0028	0.0636	0.0636
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0028	0.0636	0.0636
Mycobacterium ulcerans	dihydrofolate reductase DfrA	0.0105	0.5986	1
Schistosoma mansoni	lozenge	0.0029	0.0744	0.0744
Onchocerca volvulus		0.0121	0.7081	1
Loa Loa (eye worm)	acetylcholinesterase 1	0.0164	1	1
Schistosoma mansoni	hypothetical protein	0.0064	0.3169	0.3169
Echinococcus multilocularis	thyroid hormone receptor alpha	0.0082	0.4368	0.4368
Leishmania major	dihydrofolate reductase-thymidylate synthase	0.004	0.1505	0.5
Echinococcus multilocularis	acetylcholinesterase	0.0164	1	1
Echinococcus multilocularis	dihydrofolate reductase	0.0105	0.5986	0.5986
Entamoeba histolytica	hypothetical protein	0.0018	0	0.5
Schistosoma mansoni	dihydrofolate reductase	0.0105	0.5986	0.5986
Toxoplasma gondii	bifunctional dihydrofolate reductase-thymidylate synthase	0.004	0.1505	0.5
Onchocerca volvulus		0.0028	0.0636	0.0132
Brugia malayi	Carboxylesterase family protein	0.0028	0.0636	0.0636
Brugia malayi	Carboxylesterase family protein	0.0028	0.0636	0.0636
Echinococcus granulosus	neuroligin	0.0028	0.0636	0.0636
Schistosoma mansoni	BC026374 protein (S09 family)	0.0028	0.0636	0.0636
Schistosoma mansoni	survival motor neuron protein	0.0026	0.055	0.055
Loa Loa (eye worm)	hypothetical protein	0.0164	1	1
Echinococcus granulosus	carboxylesterase 5A	0.0164	1	1
Chlamydia trachomatis	dihydrofolate reductase	0.0105	0.5986	0.5
Trypanosoma cruzi	dihydrofolate reductase-thymidylate synthase	0.004	0.1505	0.5
Echinococcus granulosus	survival motor neuron protein 1	0.0129	0.7645	0.7645
Loa Loa (eye worm)	hypothetical protein	0.0129	0.7645	0.7485
Echinococcus multilocularis	survival motor neuron protein 1	0.0129	0.7645	0.7645
Brugia malayi	Carboxylesterase family protein	0.0164	1	1
Onchocerca volvulus		0.0028	0.0636	0.0132
Schistosoma mansoni	gliotactin	0.0028	0.0636	0.0636
Loa Loa (eye worm)	carboxylesterase	0.0164	1	1
Onchocerca volvulus		0.0028	0.0636	0.0132
Onchocerca volvulus		0.0028	0.0636	0.0132
Onchocerca volvulus		0.0028	0.0636	0.0132
Loa Loa (eye worm)	dihydrofolate reductase	0.0105	0.5986	0.5713
Brugia malayi	dihydrofolate reductase family protein	0.0105	0.5986	0.5986
Brugia malayi	Carboxylesterase family protein	0.0028	0.0636	0.0636
Echinococcus granulosus	dihydrofolate reductase	0.0105	0.5986	0.5986
Loa Loa (eye worm)	hypothetical protein	0.0164	1	1
Brugia malayi	Iron-sulfur cluster assembly accessory protein	0.0026	0.055	0.055
Brugia malayi	Dihydrofolate reductase	0.0105	0.5986	0.5986
Echinococcus multilocularis	carboxylesterase 5A	0.0164	1	1
Trichomonas vaginalis	set domain proteins, putative	0.0121	0.7081	1
Entamoeba histolytica	hypothetical protein	0.0018	0	0.5
Schistosoma mansoni	thyroid hormone receptor	0.0082	0.4368	0.4368
Echinococcus multilocularis	Protein lozenge	0.0029	0.0744	0.0744
Schistosoma mansoni	acetylcholinesterase	0.0028	0.0636	0.0636
Brugia malayi	hypothetical protein	0.0129	0.7645	0.7645

Activities

Activity type	Activity value	Assay description	Source	Reference
Ki (binding)	= 3.7 nM	Inhibition of fetal Bovine serum AChE	ChEMBL.	12502352
Ki (binding)	= 3.7 nM	Inhibition of fetal Bovine serum AChE	ChEMBL.	12502352
Ki (binding)	= 11 nM	Inhibition of Equine Butyrylcholinesterase	ChEMBL.	12502352
Ki (binding)	= 11 nM	Inhibition of Equine Butyrylcholinesterase	ChEMBL.	12502352

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

ChEMBL: CHEMBL131386
PubChem: 11124688

Bibliographic References

1 literature reference was collected for this gene.

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Detailed information for compound 225176