TDR Targets

Basic information

Technical information

TDR Targets ID: 409658
Name: 3,4,5-trimethoxy-N-[6-oxo-6-[2-(1,2,3,4-tetra hydroacridin-9-yl)hydrazinyl]hexyl]benzamide
MW: 520.62 | Formula: C29H36N4O5
H donors: 3 H acceptors: 3 LogP: 4.8 Rotable bonds: 14
Rule of 5 violations (Lipinski): 2
SMILES: COc1c(OC)cc(cc1OC)C(=O)NCCCCCC(=O)NNc1c2CCCCc2nc2c1cccc2
InChi: 1S/C29H36N4O5/c1-36-24-17-19(18-25(37-2)28(24)38-3)29(35)30-16-10-4-5-15-26(34)32-33-27-20-11-6-8-13-22(20)31-23-14-9-7-12-21(23)27/h6,8,11,13,17-18H,4-5,7,9-10,12,14-16H2,1-3H3,(H,30,35)(H,31,33)(H,32,34)
InChiKey: JYTGRKGSBZXXDK-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

3,4,5-trimethoxy-N-[6-oxo-6-[N'-(1,2,3,4-tetrahydroacridin-9-yl)hydrazino]hexyl]benzamide
N-[6-keto-6-[N'-(1,2,3,4-tetrahydroacridin-9-yl)hydrazino]hexyl]-3,4,5-trimethoxy-benzamide
3,4,5-trimethoxy-N-[6-oxo-6-(2-(1,2,3,4-tetrahydroacridin-9-yl)hydrazinyl)hexyl]benzamide
3,4,5-trimethoxy-N-[6-oxo-6-(N'-(1,2,3,4-tetrahydroacridin-9-yl)hydrazino)hexyl]benzamide
N-[6-keto-6-(N'-(1,2,3,4-tetrahydroacridin-9-yl)hydrazino)hexyl]-3,4,5-trimethoxy-benzamide

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	acetylcholinesterase (Yt blood group)	Starlite/ChEMBL	References
Homo sapiens	butyrylcholinesterase	Starlite/ChEMBL	References
Torpedo californica	Acetylcholinesterase	Starlite/ChEMBL	References
Electrophorus electricus	Acetylcholinesterase	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Echinococcus granulosus	acetylcholinesterase	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)	hypothetical protein	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
Echinococcus multilocularis	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	Acetylcholinesterase 1 precursor, putative	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
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	carboxylesterase 5A	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 granulosus	acetylcholinesterase	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
Brugia malayi	Carboxylesterase family protein	acetylcholinesterase (Yt blood group)	614 aa	510 aa	26.5 %
Onchocerca volvulus		Acetylcholinesterase	586 aa	612 aa	25.5 %
Onchocerca volvulus	Carnitine O-palmitoyltransferase 2, mitochondrial homolog	Acetylcholinesterase	586 aa	552 aa	37.7 %
Echinococcus multilocularis	BC026374 protein (S09 family)	Acetylcholinesterase	586 aa	643 aa	32.2 %
Drosophila melanogaster	CG10175 gene product from transcript CG10175-RE	Acetylcholinesterase	586 aa	535 aa	31.4 %
Brugia malayi	Carboxylesterase family protein	Acetylcholinesterase	586 aa	546 aa	29.3 %
Echinococcus granulosus	BC026374 protein S09 family	Acetylcholinesterase	586 aa	648 aa	32.6 %
Brugia malayi	Carboxylesterase family protein	Acetylcholinesterase	586 aa	480 aa	24.6 %
Onchocerca volvulus		Acetylcholinesterase	586 aa	564 aa	29.4 %
Echinococcus multilocularis	neuroligin	Acetylcholinesterase	586 aa	487 aa	23.0 %
Schistosoma japonicum	ko:K01050 cholinesterase [EC3.1.1.8], putative	Acetylcholinesterase	586 aa	577 aa	33.6 %
Echinococcus granulosus	neuroligin	Acetylcholinesterase	586 aa	493 aa	21.5 %
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	Acetylcholinesterase	586 aa	602 aa	24.4 %
Brugia malayi	Carboxylesterase family protein	butyrylcholinesterase	602 aa	546 aa	30.2 %
Brugia malayi	Carboxylesterase family protein	Acetylcholinesterase	586 aa	592 aa	28.0 %
Onchocerca volvulus	Putative nuclear protein	Acetylcholinesterase	586 aa	551 aa	40.7 %
Loa Loa (eye worm)	hypothetical protein	Acetylcholinesterase	586 aa	509 aa	24.8 %
Onchocerca volvulus	Molybdopterin synthase catalytic subunit homolog	Acetylcholinesterase	586 aa	588 aa	28.1 %
Loa Loa (eye worm)	hypothetical protein	Acetylcholinesterase	586 aa	571 aa	25.0 %
Onchocerca volvulus		Acetylcholinesterase	586 aa	562 aa	25.1 %
Schistosoma mansoni	gliotactin	Acetylcholinesterase	586 aa	474 aa	31.6 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Brugia malayi	Carboxylesterase family protein	0.0368	0.2007	0.2007
Onchocerca volvulus		0.0684	1	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0684	1	1
Leishmania major	cathepsin L-like protease	0.0684	1	0.5
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0684	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0455	0.4203	0.2912
Leishmania major	cathepsin L-like protease	0.0684	1	0.5
Leishmania major	cathepsin L-like protease	0.0684	1	0.5
Brugia malayi	Cathepsin L-like precursor	0.0684	1	1
Echinococcus granulosus	acetylcholinesterase	0.0368	0.2007	0.2007
Loa Loa (eye worm)	hypothetical protein	0.0368	0.2007	0.2007
Onchocerca volvulus	Cathepsin L homolog	0.0684	1	1
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.0684	1	1
Brugia malayi	Papain family cysteine protease containing protein	0.0361	0.1821	0.1821
Echinococcus granulosus	acetylcholinesterase	0.0368	0.2007	0.2007
Schistosoma mansoni	SmCL2-like peptidase (C01 family)	0.0361	0.1821	0.1821
Echinococcus granulosus	cathepsin L cysteine proteinase	0.0684	1	1
Schistosoma mansoni	cathepsin F (C01 family)	0.0684	1	1
Trypanosoma cruzi	cysteine protease, putative	0.0361	0.1821	0.1821
Loa Loa (eye worm)	acetylcholinesterase 1	0.0368	0.2007	0.2007
Onchocerca volvulus	Cathepsin L homolog	0.0684	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0684	1	1
Trypanosoma cruzi	cysteine peptidase (N-terminal), putative	0.0361	0.1821	0.1821
Loa Loa (eye worm)	hypothetical protein	0.0368	0.2007	0.2007
Onchocerca volvulus		0.0684	1	1
Echinococcus multilocularis	carboxylesterase 5A	0.0368	0.2007	0.2007
Echinococcus granulosus	carboxylesterase 5A	0.0368	0.2007	0.2007
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0684	1	1
Loa Loa (eye worm)	ctsf protein	0.0684	1	1
Loa Loa (eye worm)	Papain cysteine protease/cathepsin propeptide inhibitor-containing protein	0.0684	1	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0684	1	1
Brugia malayi	Cathepsin L-like precursor	0.0684	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.0684	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0684	1	1
Entamoeba histolytica	cysteine proteinase, putative	0.0684	1	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0684	1	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0684	1	1
Brugia malayi	Papain family cysteine protease containing protein	0.0684	1	1
Loa Loa (eye worm)	hypothetical protein	0.0455	0.4203	0.4203
Echinococcus multilocularis	cathepsin L cysteine protease	0.0684	1	1
Echinococcus multilocularis	acetylcholinesterase	0.0368	0.2007	0.2007
Plasmodium vivax	vivapain-2	0.0684	1	1
Brugia malayi	cathepsin L-like precursor	0.0455	0.4203	0.4203
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0684	1	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0684	1	1
Leishmania major	cysteine peptidase A (CPA)	0.0684	1	0.5
Schistosoma mansoni	SmCL2-like peptidase (C01 family)	0.0361	0.1821	0.1821
Brugia malayi	Cathepsin L-like precursor	0.0684	1	1
Echinococcus multilocularis	cathepsin L	0.0361	0.1821	0.1821
Echinococcus granulosus	cysteine protease	0.0361	0.1821	0.1821
Brugia malayi	Papain family cysteine protease containing protein	0.0361	0.1821	0.1821
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0684	1	1
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0368	0.2007	0.2007
Onchocerca volvulus		0.0684	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.0684	1	1
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.0684	1	1
Schistosoma mansoni	SmCL2-like peptidase (C01 family)	0.0361	0.1821	0.1821
Onchocerca volvulus		0.0684	1	1
Echinococcus granulosus	cathepsin l cysteine peptidase	0.0684	1	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0684	1	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0684	1	1
Plasmodium falciparum	cysteine proteinase falcipain 2b	0.0684	1	1
Loa Loa (eye worm)	hypothetical protein	0.0455	0.4203	0.4203
Schistosoma mansoni	cathepsin F (C01 family)	0.0455	0.4203	0.4203
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0684	1	1
Echinococcus granulosus	cathepsin L cysteine protease	0.0361	0.1821	0.1821
Trypanosoma cruzi	cysteine peptidase, putative	0.0684	1	1
Trypanosoma cruzi	cruzipain precursor, putative	0.0684	1	1
Echinococcus multilocularis	cysteine protease	0.0684	1	1
Schistosoma mansoni	cathepsin F (C01 family)	0.0684	1	1
Leishmania major	cathepsin L-like protease	0.0684	1	0.5
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0684	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0684	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0684	1	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0684	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0684	1	1
Leishmania major	cathepsin L-like protease	0.0684	1	0.5
Plasmodium falciparum	cysteine proteinase falcipain 3	0.0684	1	1
Entamoeba histolytica	cysteine proteinase, putative	0.0455	0.4203	0.2912
Brugia malayi	Cathepsin L-like precursor	0.0684	1	1
Echinococcus multilocularis	cathepsin L cysteine protease	0.0684	1	1
Brugia malayi	Cathepsin L-like cysteine proteinase	0.0455	0.4203	0.4203
Echinococcus multilocularis	cysteine protease	0.0684	1	1
Echinococcus granulosus	cathepsin L	0.0361	0.1821	0.1821
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0684	1	1
Loa Loa (eye worm)	hypothetical protein	0.0455	0.4203	0.4203
Loa Loa (eye worm)	cysteine protease	0.0684	1	1
Brugia malayi	Carboxylesterase family protein	0.0368	0.2007	0.2007
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0684	1	1
Leishmania major	cathepsin L-like protease	0.0684	1	0.5
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0455	0.4203	0.2912
Trypanosoma cruzi	cysteine proteinase, putative	0.0361	0.1821	0.1821
Brugia malayi	Cathepsin L-like precursor	0.0455	0.4203	0.4203
Plasmodium falciparum	cysteine proteinase falcipain 2a	0.0684	1	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0684	1	1
Echinococcus granulosus	cathepsin l1	0.0455	0.4203	0.4203
Brugia malayi	Cathepsin L-like precursor	0.0684	1	1
Loa Loa (eye worm)	fibroinase	0.0684	1	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0684	1	1
Onchocerca volvulus		0.0684	1	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0361	0.1821	0.1821
Onchocerca volvulus		0.0684	1	1
Trypanosoma cruzi	cysteine peptidase, clan CA, family C1, cathepsin L-like, putative	0.0455	0.4203	0.4203
Leishmania major	cathepsin L-like protease	0.0684	1	0.5
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0684	1	1
Toxoplasma gondii	cathepsin CPL	0.0684	1	0.5
Loa Loa (eye worm)	papain family cysteine protease containing protein	0.0684	1	1
Onchocerca volvulus	Cathepsin F homolog	0.0684	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0684	1	1
Entamoeba histolytica	cysteine proteinase, putative	0.0684	1	1
Echinococcus granulosus	cathepsin l1	0.0684	1	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0684	1	1
Plasmodium vivax	vivapain-2	0.0684	1	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0684	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0684	1	1
Brugia malayi	Cathepsin L-like precursor	0.0455	0.4203	0.4203
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0684	1	1
Loa Loa (eye worm)	hypothetical protein	0.0684	1	1
Loa Loa (eye worm)	carboxylesterase	0.0368	0.2007	0.2007
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0684	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0684	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0684	1	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0684	1	1
Leishmania major	cathepsin L-like protease	0.0684	1	0.5
Onchocerca volvulus		0.0684	1	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0684	1	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0684	1	1
Echinococcus multilocularis	acetylcholinesterase	0.0368	0.2007	0.2007
Trypanosoma cruzi	cysteine proteinase, putative	0.0361	0.1821	0.1821
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0684	1	1
Entamoeba histolytica	cysteine protease, putative	0.0684	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0684	1	1

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 0.969 nM	Inhibition of human plasma BChE	ChEMBL.	17149883
IC50 (binding)	= 0.969 nM	Inhibition of human plasma BChE	ChEMBL.	17149883
IC50 (binding)	= 18.2 nM	Inhibition of human AChE	ChEMBL.	17149883
IC50 (binding)	= 18.2 nM	Inhibition of human AChE	ChEMBL.	17149883
IC50 (binding)	= 20.1 nM	Inhibition of Electrophorus electricus AChE	ChEMBL.	17149883
IC50 (binding)	= 20.1 nM	Inhibition of Electrophorus electricus AChE	ChEMBL.	17149883
IC50 (binding)	= 55.7 nM	Inhibition of Torpedo californica AChE	ChEMBL.	17149883
IC50 (binding)	= 55.7 nM	Inhibition of Torpedo californica AChE	ChEMBL.	17149883
Ratio IC50 (binding)	= 18.8	Selectivity for human BChE over human AChE	ChEMBL.	17149883

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: CHEMBL434378
PubChem: 16094856

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 409658