TDR Targets

Basic information

Technical information

Name: Unnamed compound
MW: 299.368 | Formula: C17H21N3O2
H donors: 1 H acceptors: 3 LogP: 3.34 Rotable bonds: 2
Rule of 5 violations (Lipinski): 1
SMILES: COC(=O)c1cc2c(nc1C)nc1c(c2N)CCCCCC1
InChi: 1S/C17H21N3O2/c1-10-12(17(21)22-2)9-13-15(18)11-7-5-3-4-6-8-14(11)20-16(13)19-10/h9H,3-8H2,1-2H3,(H2,18,19,20)
InChiKey: MJNRKJNEVQCSGU-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
Equus caballus	Cholinesterase	Starlite/ChEMBL	References
Bos taurus	Acetylcholinesterase	Starlite/ChEMBL	References
Homo sapiens	acetylcholinesterase (Yt blood group)	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
Loa Loa (eye worm)	carboxylesterase	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
Echinococcus multilocularis	acetylcholinesterase	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
Loa Loa (eye worm)	acetylcholinesterase 1	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
Brugia malayi	Carboxylesterase family 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
Loa Loa (eye worm)	hypothetical 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
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	Galectin homolog	Cholinesterase	574 aa	531 aa	39.7 %
Echinococcus multilocularis	BC026374 protein (S09 family)	Acetylcholinesterase	633 aa	690 aa	32.3 %
Onchocerca volvulus		Acetylcholinesterase	613 aa	613 aa	26.8 %
Onchocerca volvulus	Putative nuclear protein	Acetylcholinesterase	613 aa	572 aa	41.6 %
Brugia malayi	Carboxylesterase family protein	Acetylcholinesterase	633 aa	517 aa	25.1 %
Brugia malayi	Carboxylesterase family protein	Acetylcholinesterase	633 aa	620 aa	28.4 %
Schistosoma japonicum	ko:K01050 cholinesterase [EC3.1.1.8], putative	Cholinesterase	574 aa	577 aa	36.9 %
Loa Loa (eye worm)	hypothetical protein	Acetylcholinesterase	633 aa	597 aa	25.1 %
Echinococcus granulosus	neuroligin	Cholinesterase	574 aa	492 aa	24.4 %
Onchocerca volvulus		Acetylcholinesterase	613 aa	552 aa	31.3 %
Schistosoma mansoni	gliotactin	Cholinesterase	574 aa	587 aa	27.9 %
Onchocerca volvulus	Molybdopterin synthase catalytic subunit homolog	Acetylcholinesterase	633 aa	576 aa	28.8 %
Drosophila melanogaster	CG10175 gene product from transcript CG10175-RE	Acetylcholinesterase	633 aa	549 aa	30.4 %
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	Acetylcholinesterase	633 aa	622 aa	24.9 %
Loa Loa (eye worm)	hypothetical protein	Acetylcholinesterase	633 aa	576 aa	23.4 %
Echinococcus multilocularis	neuroligin	Acetylcholinesterase	633 aa	507 aa	23.9 %
Echinococcus granulosus	BC026374 protein S09 family	Acetylcholinesterase	633 aa	690 aa	31.7 %
Brugia malayi	Carboxylesterase family protein	Cholinesterase	574 aa	538 aa	31.4 %
Onchocerca volvulus	Carnitine O-palmitoyltransferase 2, mitochondrial homolog	Acetylcholinesterase	613 aa	511 aa	39.9 %
Onchocerca volvulus		Acetylcholinesterase	633 aa	648 aa	25.3 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Loa Loa (eye worm)	hypothetical protein	0.0005	0.0027	0.0027
Brugia malayi	Low-density lipoprotein receptor domain class A containing protein	0.0005	0.0027	0.0027
Schistosoma mansoni	neuroligin 3 (S09 family)	0.0055	0.1588	0.1566
Mycobacterium tuberculosis	POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT)	0.0055	0.1588	1
Brugia malayi	Low-density lipoprotein receptor-related protein, putative	0.0005	0.0027	0.0027
Loa Loa (eye worm)	hypothetical protein	0.0005	0.0027	0.0027
Loa Loa (eye worm)	calcium binding EGF domain-containing protein	0.0005	0.0027	0.0027
Echinococcus granulosus	carboxylesterase 5A	0.0327	1	1
Loa Loa (eye worm)	carboxylesterase	0.0327	1	1
Echinococcus granulosus	BC026374 protein S09 family	0.0055	0.1588	0.1566
Trypanosoma brucei	apurinic/apyrimidinic endonuclease, putative	0.0019	0.0463	0.5
Echinococcus granulosus	neuroligin	0.0055	0.1588	0.1566
Echinococcus multilocularis	neuroligin	0.0055	0.1588	0.1566
Loa Loa (eye worm)	exodeoxyribonuclease III family protein	0.0019	0.0463	0.0463
Echinococcus granulosus	acetylcholinesterase	0.0327	1	1
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0055	0.1588	0.1566
Entamoeba histolytica	exodeoxyribonuclease III, putative	0.0019	0.0463	0.5
Echinococcus multilocularis	BC026374 protein (S09 family)	0.0055	0.1588	0.1566
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0327	1	1
Loa Loa (eye worm)	hypothetical protein	0.0005	0.0027	0.0027
Onchocerca volvulus		0.0055	0.1588	1
Echinococcus multilocularis	muscleblind protein	0.015	0.4525	0.451
Loa Loa (eye worm)	hypothetical protein	0.0005	0.0027	0.0027
Mycobacterium tuberculosis	POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT)	0.0055	0.1588	1
Loa Loa (eye worm)	carboxylesterase	0.0055	0.1588	0.1588
Echinococcus granulosus	muscleblind protein	0.015	0.4525	0.451
Brugia malayi	Low-density lipoprotein receptor repeat class B containing protein	0.0005	0.0027	0.0027
Echinococcus multilocularis	acetylcholinesterase	0.0327	1	1
Echinococcus granulosus	family S9 non peptidase ue S09 family	0.0055	0.1588	0.1566
Loa Loa (eye worm)	hypothetical protein	0.0005	0.0027	0.0027
Brugia malayi	Carboxylesterase family protein	0.0055	0.1588	0.1588
Brugia malayi	Low-density lipoprotein receptor domain class A containing protein	0.0005	0.0027	0.0027
Loa Loa (eye worm)	low-density lipoprotein receptor domain class A containing protein	0.0005	0.0027	0.0027
Loa Loa (eye worm)	hypothetical protein	0.0005	0.0027	0.0027
Loa Loa (eye worm)	hypothetical protein	0.0055	0.1588	0.1588
Wolbachia endosymbiont of Brugia malayi	exonuclease III	0.0019	0.0463	0.5
Loa Loa (eye worm)	hypothetical protein	0.0005	0.0027	0.0027
Trypanosoma cruzi	apurinic/apyrimidinic endonuclease	0.0019	0.0463	0.5
Echinococcus multilocularis	DNA (apurinic or apyrimidinic site) lyase	0.0019	0.0463	0.0438
Onchocerca volvulus		0.0055	0.1588	1
Trichomonas vaginalis	ap endonuclease, putative	0.0019	0.0463	0.2916
Loa Loa (eye worm)	hypothetical protein	0.0055	0.1588	0.1588
Loa Loa (eye worm)	hypothetical protein	0.0327	1	1
Brugia malayi	Low-density lipoprotein receptor domain class A containing protein	0.0005	0.0027	0.0027
Loa Loa (eye worm)	hypothetical protein	0.0327	1	1
Loa Loa (eye worm)	hypothetical protein	0.0005	0.0027	0.0027
Onchocerca volvulus		0.0055	0.1588	1
Mycobacterium ulcerans	carboxylesterase, LipT	0.0055	0.1588	1
Echinococcus multilocularis	muscleblind protein 1	0.015	0.4525	0.451
Onchocerca volvulus		0.0055	0.1588	1
Loa Loa (eye worm)	low-density lipoprotein receptor domain class A containing protein	0.0005	0.0027	0.0027
Onchocerca volvulus		0.0055	0.1588	1
Plasmodium falciparum	AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative	0.0019	0.0463	0.5
Trichomonas vaginalis	carboxylesterase domain containing protein, putative	0.0055	0.1588	1
Echinococcus granulosus	acetylcholinesterase	0.0327	1	1
Echinococcus granulosus	para nitrobenzyl esterase	0.0055	0.1588	0.1566
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0055	0.1588	0.1566
Echinococcus multilocularis	carboxylesterase 5A	0.0327	1	1
Toxoplasma gondii	exonuclease III APE	0.0019	0.0463	0.5
Loa Loa (eye worm)	hypothetical protein	0.0055	0.1588	0.1588
Treponema pallidum	exodeoxyribonuclease (exoA)	0.0019	0.0463	0.5
Loa Loa (eye worm)	hypothetical protein	0.0005	0.0027	0.0027
Brugia malayi	Carboxylesterase family protein	0.0055	0.1588	0.1588
Trichomonas vaginalis	ap endonuclease, putative	0.0019	0.0463	0.2916
Loa Loa (eye worm)	acetylcholinesterase 1	0.0327	1	1
Loa Loa (eye worm)	hypothetical protein	0.0055	0.1588	0.1588
Loa Loa (eye worm)	hypothetical protein	0.015	0.4525	0.4525
Loa Loa (eye worm)	low-density lipoprotein receptor repeat class B containing protein	0.0005	0.0027	0.0027
Brugia malayi	Low-density lipoprotein receptor domain class A containing protein	0.0005	0.0027	0.0027
Schistosoma mansoni	gliotactin	0.0055	0.1588	0.1566
Loa Loa (eye worm)	low-density lipoprotein receptor domain class A containing protein	0.0005	0.0027	0.0027
Echinococcus granulosus	DNA apurinic or apyrimidinic site lyase	0.0019	0.0463	0.0438
Loa Loa (eye worm)	hypothetical protein	0.0055	0.1588	0.1588
Brugia malayi	enteropeptidase precursor	0.0005	0.0027	0.0027
Trichomonas vaginalis	spcc417.12 protein, putative	0.0055	0.1588	1
Loa Loa (eye worm)	hypothetical protein	0.0005	0.0027	0.0027
Schistosoma mansoni	BC026374 protein (S09 family)	0.0055	0.1588	0.1566
Brugia malayi	basement membrane proteoglycan precursor	0.0005	0.0027	0.0027
Brugia malayi	exodeoxyribonuclease III family protein	0.0019	0.0463	0.0463
Brugia malayi	Calcium binding EGF domain containing protein	0.0005	0.0027	0.0027
Loa Loa (eye worm)	hypothetical protein	0.015	0.4525	0.4525
Trypanosoma cruzi	apurinic/apyrimidinic endonuclease, putative	0.0019	0.0463	0.5
Loa Loa (eye worm)	hypothetical protein	0.0055	0.1588	0.1588
Brugia malayi	Low-density lipoprotein receptor domain class A containing protein	0.0005	0.0027	0.0027
Echinococcus multilocularis	para nitrobenzyl esterase	0.0055	0.1588	0.1566
Loa Loa (eye worm)	hypothetical protein	0.0005	0.0027	0.0027
Brugia malayi	Low-density lipoprotein receptor domain class A containing protein	0.0005	0.0027	0.0027
Schistosoma mansoni	ap endonuclease	0.0019	0.0463	0.0438
Brugia malayi	CUB domain containing protein	0.0005	0.0027	0.0027
Loa Loa (eye worm)	hypothetical protein	0.0005	0.0027	0.0027
Brugia malayi	Carboxylesterase family protein	0.0327	1	1
Brugia malayi	hypothetical protein	0.0055	0.1588	0.1588
Schistosoma mansoni	ap endonuclease	0.0019	0.0463	0.0438
Echinococcus multilocularis	acetylcholinesterase	0.0327	1	1
Schistosoma mansoni	acetylcholinesterase	0.0055	0.1588	0.1566
Echinococcus multilocularis	family S9 non peptidase ue (S09 family)	0.0055	0.1588	0.1566
Brugia malayi	Low-density lipoprotein receptor domain class A containing protein	0.0005	0.0027	0.0027
Loa Loa (eye worm)	hypothetical protein	0.0005	0.0027	0.0027
Leishmania major	apurinic/apyrimidinic endonuclease-redox protein	0.0019	0.0463	0.5
Brugia malayi	Carboxylesterase family protein	0.0055	0.1588	0.1588
Brugia malayi	Carboxylesterase family protein	0.0055	0.1588	0.1588
Loa Loa (eye worm)	hypothetical protein	0.0005	0.0027	0.0027
Plasmodium vivax	AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative	0.0019	0.0463	0.5
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0055	0.1588	0.1566
Loa Loa (eye worm)	hypothetical protein	0.0055	0.1588	0.1588
Brugia malayi	Muscleblind-like protein	0.015	0.4525	0.4525
Loa Loa (eye worm)	carboxylesterase	0.0055	0.1588	0.1588
Mycobacterium tuberculosis	Carboxylesterase LipT	0.0055	0.1588	1
Giardia lamblia	Endonuclease/Exonuclease/phosphatase	0.0019	0.0463	0.5

Activities

Activity type	Activity value	Assay description	Source	Reference
Activity (ADMET)	= 21.6 %	Cytotoxicity against human SH-SY5Y cells assessed as LDH release at 1 uM after 24 hrs by spectrophotometry (Rvb = 17.7%)	ChEMBL.	20575555
Activity (functional)	= 26.2 %	Neuroprotective activity in human SH-SY5Y cells assessed as protection against okadaic acid-induced cell death at 1 uM after 24 hrs by MTT assay	ChEMBL.	20575555
Activity (functional)	= 42.3 %	Neuroprotective activity in human SH-SY5Y cells assessed as protection against rotenone/oligomycin A-induced cell death at 1 uM after 24 hrs by LDH release assay	ChEMBL.	20575555
IC50 (binding)	= 0.25 uM	Displacement of propidium iodide from AChE in bovine erythrocytes after 15 mins by fluorescence plate reader	ChEMBL.	20575555
IC50 (binding)	= 0.25 uM	Inhibition of electric eel AChE by Ellman's method	ChEMBL.	20575555
IC50 (binding)	= 1.8 uM	Inhibition of AChE in human erythrocytes by Ellman's method	ChEMBL.	20575555
IC50 (binding)	= 4.07 uM	Inhibition of equine serum BuChE by Ellman's method	ChEMBL.	20575555
Inhibition (binding)	= 16 %	Displacement of propidium iodide from AChE in bovine erythrocytes at 10 uM after 15 mins by fluorescence plate reader	ChEMBL.	20575555
Inhibition (binding)	= 18 %	Displacement of propidium iodide from AChE in bovine erythrocytes at 1 uM after 15 mins by fluorescence plate reader	ChEMBL.	20575555
Inhibition (functional)	= 19.5 %	Inhibition of K(+)-induced intracellular Ca2+ uptake in human SH-SY5Y cells after 1 hr by Flou/AM fluorescence assay relative to control	ChEMBL.	20575555

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: CHEMBL1084517

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 1111167