TDR Targets

Basic information

Technical information

TDR Targets ID: 349855
Name: 6-[(8-chloro-1,2,3,4-tetrahydroacridin-9-yl)a mino]-N-[2-(1H-indol-3-yl)ethyl]hexanamide
MW: 489.052 | Formula: C29H33ClN4O
H donors: 3 H acceptors: 2 LogP: 6.43 Rotable bonds: 11
Rule of 5 violations (Lipinski): 1
SMILES: O=C(NCCc1c[nH]c2c1cccc2)CCCCCNc1c2CCCCc2nc2c1c(Cl)ccc2
InChi: 1S/C29H33ClN4O/c30-23-11-8-14-26-28(23)29(22-10-4-6-13-25(22)34-26)32-17-7-1-2-15-27(35)31-18-16-20-19-33-24-12-5-3-9-21(20)24/h3,5,8-9,11-12,14,19,33H,1-2,4,6-7,10,13,15-18H2,(H,31,35)(H,32,34)
InChiKey: SZRNKXYBFFECAE-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

No synonyms found for this compound

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	butyrylcholinesterase	Starlite/ChEMBL	References
Equus caballus	Butyrylcholinesterase	Starlite/ChEMBL	References
Homo sapiens	acetylcholinesterase (Yt blood group)	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
Echinococcus granulosus	carboxylesterase 5A	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
Schistosoma japonicum	ko:K01049 acetylcholinesterase [EC3.1.1.7], putative	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
Schistosoma japonicum	Acetylcholinesterase 1 precursor, putative	Get druggable targets OG5_126875	All targets in OG5_126875
Echinococcus multilocularis	acetylcholinesterase	Get druggable targets OG5_126875	All targets in OG5_126875
Echinococcus multilocularis	acetylcholinesterase	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
Loa Loa (eye worm)	carboxylesterase	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
Echinococcus granulosus	acetylcholinesterase	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
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
Echinococcus multilocularis	carboxylesterase 5A	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	Putative nuclear protein	Acetylcholinesterase	613 aa	572 aa	41.6 %
Loa Loa (eye worm)	hypothetical protein	Acetylcholinesterase	613 aa	561 aa	24.6 %
Loa Loa (eye worm)	hypothetical protein	Acetylcholinesterase	613 aa	573 aa	26.5 %
Schistosoma mansoni	gliotactin	Butyrylcholinesterase	602 aa	587 aa	28.1 %
Brugia malayi	Carboxylesterase family protein	butyrylcholinesterase	602 aa	546 aa	30.2 %
Onchocerca volvulus	Molybdopterin synthase catalytic subunit homolog	Acetylcholinesterase	613 aa	564 aa	30.3 %
Echinococcus granulosus	BC026374 protein S09 family	Acetylcholinesterase	613 aa	627 aa	34.0 %
Echinococcus multilocularis	BC026374 protein (S09 family)	Acetylcholinesterase	613 aa	627 aa	33.8 %
Echinococcus granulosus	neuroligin	Butyrylcholinesterase	602 aa	492 aa	24.2 %
Echinococcus multilocularis	neuroligin	Acetylcholinesterase	613 aa	534 aa	23.2 %
Onchocerca volvulus	Carnitine O-palmitoyltransferase 2, mitochondrial homolog	Acetylcholinesterase	613 aa	511 aa	39.9 %
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	Acetylcholinesterase	613 aa	601 aa	23.6 %
Onchocerca volvulus		Acetylcholinesterase	613 aa	552 aa	31.3 %
Onchocerca volvulus		Acetylcholinesterase	613 aa	565 aa	26.0 %
Brugia malayi	Carboxylesterase family protein	Acetylcholinesterase	613 aa	569 aa	31.3 %
Brugia malayi	Carboxylesterase family protein	acetylcholinesterase (Yt blood group)	614 aa	510 aa	26.5 %
Onchocerca volvulus		Acetylcholinesterase	613 aa	613 aa	26.8 %
Brugia malayi	Carboxylesterase family protein	Acetylcholinesterase	613 aa	491 aa	26.7 %
Drosophila melanogaster	CG10175 gene product from transcript CG10175-RE	Acetylcholinesterase	613 aa	527 aa	32.3 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Plasmodium vivax	ataxin-2 like protein, putative	0.0025	0.0211	0.5
Loa Loa (eye worm)	hypothetical protein	0.0327	0.7014	1
Echinococcus granulosus	neuropeptide receptor A26	0.046	1	1
Echinococcus granulosus	Basic leucine zipper bZIP transcription	0.0036	0.0452	0.0452
Echinococcus multilocularis	neuropeptide s receptor	0.046	1	1
Brugia malayi	hypothetical protein	0.0055	0.0892	0.1271
Brugia malayi	Cytochrome P450 family protein	0.003	0.0316	0.045
Brugia malayi	hypothetical protein	0.0016	0.0011	0.0016
Echinococcus multilocularis	neuroligin	0.0055	0.0892	0.0892
Entamoeba histolytica	hypothetical protein	0.0036	0.0452	0.5
Mycobacterium ulcerans	carboxylesterase, LipT	0.0055	0.0892	1
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0327	0.7014	1
Echinococcus multilocularis	acetylcholinesterase	0.0327	0.7014	0.7014
Brugia malayi	latrophilin 2 splice variant baaae	0.0034	0.041	0.0584
Loa Loa (eye worm)	CYP4Cod1	0.002	0.0094	0.0135
Brugia malayi	Carboxylesterase family protein	0.0055	0.0892	0.1271
Entamoeba histolytica	hypothetical protein	0.0036	0.0452	0.5
Trichomonas vaginalis	spcc417.12 protein, putative	0.0055	0.0892	0.5
Loa Loa (eye worm)	hypothetical protein	0.0055	0.0892	0.1271
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0055	0.0892	0.1271
Brugia malayi	Cytochrome P450 family protein	0.002	0.0094	0.0135
Loa Loa (eye worm)	hypothetical protein	0.0034	0.041	0.0584
Schistosoma mansoni	hypothetical protein	0.0169	0.3441	0.4905
Plasmodium falciparum	ataxin-2 like protein, putative	0.0025	0.0211	0.5
Schistosoma mansoni	gliotactin	0.0055	0.0892	0.1271
Loa Loa (eye worm)	hypothetical protein	0.0301	0.6413	0.9143
Schistosoma mansoni	BC026374 protein (S09 family)	0.0055	0.0892	0.1271
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0046	0.0671	0.0957
Echinococcus multilocularis	Basic leucine zipper (bZIP) transcription	0.0036	0.0452	0.0452
Echinococcus multilocularis	para nitrobenzyl esterase	0.0055	0.0892	0.0892
Loa Loa (eye worm)	hypothetical protein	0.0327	0.7014	1
Loa Loa (eye worm)	cytochrome P450 family protein	0.002	0.0094	0.0135
Loa Loa (eye worm)	hypothetical protein	0.0055	0.0892	0.1271
Schistosoma mansoni	jumonji domain containing protein	0.0059	0.0964	0.1374
Echinococcus granulosus	Transcription factor JmjC domain containing protein	0.0059	0.0964	0.0964
Echinococcus granulosus	acetylcholinesterase	0.0327	0.7014	0.7014
Brugia malayi	Carboxylesterase family protein	0.0055	0.0892	0.1271
Echinococcus multilocularis	neuropeptide receptor A26	0.046	1	1
Loa Loa (eye worm)	pigment dispersing factor receptor c	0.005	0.0763	0.1088
Schistosoma mansoni	hypothetical protein	0.0034	0.041	0.0584
Loa Loa (eye worm)	jmjC domain-containing protein	0.0059	0.0964	0.1374
Brugia malayi	Cytochrome P450 family protein	0.002	0.0094	0.0135
Echinococcus multilocularis	lysine specific demethylase 5A	0.0059	0.0964	0.0964
Schistosoma mansoni	transcription factor LCR-F1	0.0036	0.0452	0.0645
Loa Loa (eye worm)	hypothetical protein	0.0055	0.0892	0.1271
Echinococcus granulosus	geminin	0.0169	0.3441	0.3441
Mycobacterium tuberculosis	Carboxylesterase LipT	0.0055	0.0892	0.5
Brugia malayi	hypothetical protein	0.0036	0.0452	0.0645
Echinococcus granulosus	acetylcholinesterase	0.0327	0.7014	0.7014
Schistosoma mansoni	hypothetical protein	0.0169	0.3441	0.4905
Schistosoma mansoni	jumonji/arid domain-containing protein	0.0059	0.0964	0.1374
Brugia malayi	hypothetical protein	0.0025	0.0211	0.0301
Trypanosoma brucei	PAB1-binding protein , putative	0.0025	0.0211	1
Mycobacterium tuberculosis	POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT)	0.0055	0.0892	0.5
Loa Loa (eye worm)	hypothetical protein	0.0025	0.0211	0.0301
Brugia malayi	GTP-binding regulatory protein Gs alpha-S chain, putative	0.0046	0.0671	0.0957
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0046	0.0671	0.0671
Mycobacterium tuberculosis	POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT)	0.0055	0.0892	0.5
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0046	0.0671	0.0957
Onchocerca volvulus		0.0301	0.6413	1
Brugia malayi	Carboxylesterase family protein	0.0327	0.7014	1
Brugia malayi	Carboxylesterase family protein	0.0327	0.7014	1
Loa Loa (eye worm)	cytochrome P450 family protein	0.002	0.0094	0.0135
Brugia malayi	Corticotropin releasing factor receptor 2 precursor, putative	0.005	0.0763	0.1088
Loa Loa (eye worm)	GTP-binding regulatory protein Gs alpha-S chain	0.0046	0.0671	0.0957
Echinococcus granulosus	BC026374 protein S09 family	0.0055	0.0892	0.0892
Echinococcus multilocularis	geminin	0.0169	0.3441	0.3441
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0046	0.0671	0.0671
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0046	0.0671	0.0671
Brugia malayi	jmjC domain containing protein	0.0059	0.0964	0.1374
Loa Loa (eye worm)	cytochrome P450 family protein	0.003	0.0316	0.045
Echinococcus multilocularis	family S9 non peptidase ue (S09 family)	0.0055	0.0892	0.0892
Loa Loa (eye worm)	carboxylesterase	0.0327	0.7014	1
Brugia malayi	Calcitonin receptor-like protein seb-1	0.005	0.0763	0.1088
Brugia malayi	jmjC domain containing protein	0.0059	0.0964	0.1374
Trypanosoma cruzi	PAB1-binding protein , putative	0.0025	0.0211	1
Schistosoma mansoni	neuroligin 3 (S09 family)	0.0055	0.0892	0.1271
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0055	0.0892	0.1271
Schistosoma mansoni	acetylcholinesterase	0.0055	0.0892	0.1271
Loa Loa (eye worm)	carboxylesterase	0.0055	0.0892	0.1271
Trichomonas vaginalis	carboxylesterase domain containing protein, putative	0.0055	0.0892	0.5
Loa Loa (eye worm)	acetylcholinesterase 1	0.0327	0.7014	1
Loa Loa (eye worm)	hypothetical protein	0.0055	0.0892	0.1271
Brugia malayi	hypothetical protein	0.0301	0.6413	0.9143
Loa Loa (eye worm)	hypothetical protein	0.005	0.0763	0.1088
Echinococcus granulosus	family S9 non peptidase ue S09 family	0.0055	0.0892	0.0892
Echinococcus granulosus	carboxylesterase 5A	0.0327	0.7014	0.7014
Entamoeba histolytica	hypothetical protein	0.0036	0.0452	0.5
Echinococcus granulosus	neuroligin	0.0055	0.0892	0.0892
Loa Loa (eye worm)	carboxylesterase	0.0055	0.0892	0.1271
Trypanosoma cruzi	PAB1-binding protein , putative	0.0025	0.0211	1
Echinococcus granulosus	lysine specific demethylase 5A	0.0059	0.0964	0.0964
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0046	0.0671	0.0957
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0055	0.0892	0.1271
Schistosoma mansoni	hypothetical protein	0.0036	0.0452	0.0645
Echinococcus multilocularis	acetylcholinesterase	0.0327	0.7014	0.7014
Schistosoma mansoni	jumonji/arid domain-containing protein	0.0059	0.0964	0.1374
Loa Loa (eye worm)	hypothetical protein	0.0055	0.0892	0.1271
Entamoeba histolytica	hypothetical protein	0.0036	0.0452	0.5
Toxoplasma gondii	LsmAD domain-containing protein	0.0025	0.0211	0.5
Brugia malayi	Carboxylesterase family protein	0.0055	0.0892	0.1271
Echinococcus granulosus	para nitrobenzyl esterase	0.0055	0.0892	0.0892
Loa Loa (eye worm)	hypothetical protein	0.0055	0.0892	0.1271
Leishmania major	hypothetical protein, conserved	0.0025	0.0211	1
Loa Loa (eye worm)	hypothetical protein	0.0055	0.0892	0.1271
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0046	0.0671	0.0671
Echinococcus multilocularis	BC026374 protein (S09 family)	0.0055	0.0892	0.0892
Brugia malayi	Carboxylesterase family protein	0.0055	0.0892	0.1271
Echinococcus multilocularis	Transcription factor, JmjC domain containing protein	0.0059	0.0964	0.0964
Plasmodium falciparum	ataxin-2 like protein, putative	0.0025	0.0211	0.5
Echinococcus multilocularis	carboxylesterase 5A	0.0327	0.7014	0.7014

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 0.87 nM	Inhibition of human AChE	ChEMBL.	16420031
IC50 (binding)	= 0.87 nM	Inhibition of human AChE	ChEMBL.	16420031
IC50 (binding)	= 15 nM	Inhibition of BuChE from horse serum	ChEMBL.	16420031
IC50 (binding)	= 15 nM	Inhibition of BuChE from horse serum	ChEMBL.	16420031
IC50 (binding)	= 23 nM	Inhibition of human BuChE	ChEMBL.	16420031
IC50 (binding)	= 23 nM	Inhibition of human BuChE	ChEMBL.	16420031
IC50 (binding)	= 65 nM	Inhibition of AchE from bovine erythrocytes	ChEMBL.	16420031
IC50 (binding)	= 65 nM	Inhibition of AchE from bovine erythrocytes	ChEMBL.	16420031
permeability (ADMET)	= 5.2 ucm/s	Permeability in BBB by PAMPA using a lipid extract of porcine brain	ChEMBL.	16420031
Ratio IC50 (binding)	= 26	Selectivity for human AChE over human BuChE	ChEMBL.	16420031

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: CHEMBL202661
PubChem: 11606144

Bibliographic References

1 literature reference was collected for this gene.

If you have references for this compound, please enter them in a user comment (below) or Contact us.

Detailed information for compound 349855