TDR Targets

Basic information

Technical information

TDR Targets ID: 439448
Name: 1-(1,3-benzodioxol-5-ylmethyl)-2-[(4-imidazol -1-ylphenoxy)methyl]piperidine
MW: 391.463 | Formula: C23H25N3O3
H donors: 0 H acceptors: 1 LogP: 3.9 Rotable bonds: 6
Rule of 5 violations (Lipinski): 1
SMILES: C1CCN(C(C1)COc1ccc(cc1)n1cncc1)Cc1ccc2c(c1)OCO2
InChi: 1S/C23H25N3O3/c1-2-11-25(14-18-4-9-22-23(13-18)29-17-28-22)20(3-1)15-27-21-7-5-19(6-8-21)26-12-10-24-16-26/h4-10,12-13,16,20H,1-3,11,14-15,17H2
InChiKey: OGIDTPKJWIUESB-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-(1,3-benzodioxol-5-ylmethyl)-2-[[4-(1-imidazolyl)phenoxy]methyl]piperidine
2-[(4-imidazol-1-ylphenoxy)methyl]-1-piperonyl-piperidine

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	nitric oxide synthase 2, inducible	Starlite/ChEMBL	References

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
Echinococcus granulosus	hypothetical protein	0.007	0.1798	1
Brugia malayi	FAD binding domain containing protein	0.0032	0.043	0.0554
Schistosoma mansoni	cytochrome P450 reductase	0.0032	0.043	0.2391
Mycobacterium tuberculosis	Probable transmembrane alkane 1-monooxygenase AlkB (alkane 1-hydroxylase) (lauric acid omega-hydroxylase) (omega-hydroxylase) (f	0.0062	0.151	0.8396
Brugia malayi	oxidoreductase, aldo/keto reductase family protein	0.007	0.1798	0.2318
Echinococcus multilocularis	aldehyde reductase	0.005	0.1065	0.5922
Trichomonas vaginalis	aldo-keto reductase, putative	0.007	0.1798	1
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.007	0.1798	1
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.007	0.1798	1
Onchocerca volvulus		0.007	0.1798	0.1798
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.007	0.1798	1
Echinococcus granulosus	Sphingolipid delta4 desaturase DES1	0.0062	0.151	0.8396
Leishmania major	delta-4 fatty acid desaturase	0.0062	0.151	0.151
Echinococcus granulosus	aldo keto reductase	0.007	0.1798	1
Trypanosoma brucei	NADPH--cytochrome P450 reductase, putative	0.0032	0.043	0.043
Trypanosoma brucei	aldo-keto reductase, putative	0.007	0.1798	0.1798
Onchocerca volvulus		0.007	0.1798	0.1798
Echinococcus granulosus	NADPH cytochrome P450 reductase	0.0032	0.043	0.2391
Leishmania major	delta-12 fatty acid desaturase	0.0062	0.151	0.151
Plasmodium falciparum	stearoyl-CoA desaturase	0.0236	0.7757	1
Trichomonas vaginalis	aldo-keto reductase, putative	0.007	0.1798	1
Mycobacterium ulcerans	hypothetical protein	0.0062	0.151	0.8396
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.007	0.1798	1
Leishmania major	fatty acid desaturase, putative,sphingolipid delta 4 desaturase, putative	0.0062	0.151	0.151
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.007	0.1798	1
Mycobacterium tuberculosis	Probable conserved membrane protein	0.0062	0.151	0.8396
Trichomonas vaginalis	dihydrodiol dehydrogenase, putative	0.007	0.1798	1
Trypanosoma cruzi	delta-4 fatty acid desaturase, putative	0.0062	0.151	0.151
Onchocerca volvulus		0.007	0.1798	0.1798
Trypanosoma brucei	NADPH--cytochrome P450 reductase, putative	0.0032	0.043	0.043
Onchocerca volvulus		0.007	0.1798	0.1798
Brugia malayi	oxidoreductase, aldo/keto reductase family protein	0.007	0.1798	0.2318
Mycobacterium leprae	Conserved hypothetical protein	0.005	0.1065	0.5922
Mycobacterium ulcerans	linoleoyl-CoA desaturase, DesA3_2	0.0062	0.151	0.8396
Loa Loa (eye worm)	hypothetical protein	0.0062	0.151	0.1947
Toxoplasma gondii	sphingolipid delta 4 desaturase/c-4 hydroxylase protein des2 family protein	0.0062	0.151	0.8396
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.007	0.1798	1
Entamoeba histolytica	aldose reductase, putative	0.007	0.1798	1
Echinococcus multilocularis	NADPH cytochrome P450 reductase	0.0032	0.043	0.2391
Trypanosoma brucei	prostaglandin f synthase	0.007	0.1798	0.1798
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.007	0.1798	1
Echinococcus granulosus	NADPH dependent diflavin oxidoreductase 1	0.0032	0.043	0.2391
Trypanosoma cruzi	aldo-keto reductase	0.007	0.1798	0.1798
Leishmania major	delta-6 fatty acid desaturase	0.0062	0.151	0.151
Echinococcus multilocularis	NADPH dependent diflavin oxidoreductase 1	0.0032	0.043	0.2391
Trichomonas vaginalis	aldo-keto reductase, putative	0.007	0.1798	1
Schistosoma mansoni	pol-related	0.007	0.1798	1
Schistosoma mansoni	aldo-keto reductase	0.007	0.1798	1
Trichomonas vaginalis	aldo/keto reductase, putative	0.007	0.1798	1
Brugia malayi	oxidoreductase, aldo/keto reductase family protein	0.007	0.1798	0.2318
Trypanosoma brucei	sphingolipid delta 4 desaturase, putative	0.0062	0.151	0.151
Echinococcus granulosus	Fatty acid desaturase type 1	0.0062	0.151	0.8396
Trichomonas vaginalis	dihydrodiol dehydrogenase, putative	0.007	0.1798	1
Mycobacterium ulcerans	hypothetical protein	0.0062	0.151	0.8396
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.007	0.1798	1
Leishmania major	fatty acid desaturase, putative	0.0062	0.151	0.151
Echinococcus granulosus	aldo keto reductase	0.007	0.1798	1
Trichomonas vaginalis	aldo/keto reductase, putative	0.007	0.1798	1
Mycobacterium ulcerans	electron transfer protein FdxB	0.0066	0.1642	0.9132
Trichomonas vaginalis	aldo-keto reductase, putative	0.007	0.1798	1
Brugia malayi	Delta5 fatty acid desaturase	0.0062	0.151	0.1947
Leishmania major	prostaglandin f2-alpha synthase/D-arabinose dehydrogenase	0.007	0.1798	0.1798
Echinococcus multilocularis	Peptidase M, neutral zinc metallopeptidases, zinc binding site	0.0062	0.151	0.8396
Trypanosoma brucei	NADPH-dependent diflavin oxidoreductase 1	0.0032	0.043	0.043
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.007	0.1798	1
Brugia malayi	oxidoreductase, aldo/keto reductase family protein	0.007	0.1798	0.2318
Plasmodium vivax	NADPH-cytochrome p450 reductase, putative	0.0032	0.043	0.0554
Trypanosoma cruzi	aldo/keto reductase, putative	0.007	0.1798	0.1798
Onchocerca volvulus		0.007	0.1798	0.1798
Trypanosoma brucei	cytochrome b5-dependent oleate desaturase	0.0062	0.151	0.151
Giardia lamblia	Aldose reductase	0.007	0.1798	1
Leishmania major	fatty acid desaturase, putative,sphingolipid delta 4 desaturase, putative	0.0062	0.151	0.151
Trypanosoma brucei	NADPH-cytochrome p450 reductase, putative	0.0032	0.043	0.043
Loa Loa (eye worm)	hypothetical protein	0.0032	0.043	0.0554
Leishmania major	p450 reductase, putative	0.0032	0.043	0.043
Trypanosoma cruzi	fatty acid desaturase, putative	0.0062	0.151	0.151
Schistosoma mansoni	fatty acid desaturase	0.0062	0.151	0.8396
Loa Loa (eye worm)	acyl-CoA desaturase	0.0236	0.7757	1
Loa Loa (eye worm)	FAT-3 protein	0.0062	0.151	0.1947
Echinococcus multilocularis	Peptidase M, neutral zinc metallopeptidases, zinc binding site	0.0062	0.151	0.8396
Trichomonas vaginalis	aldo-keto reductase, putative	0.007	0.1798	1
Leishmania major	cytochrome P450 reductase, putative	0.0029	0.0298	0.0298
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.007	0.1798	1
Brugia malayi	acyl-CoA desaturase	0.0236	0.7757	1
Trypanosoma cruzi	delta-4 fatty acid desaturase, putative	0.0062	0.151	0.151
Echinococcus multilocularis	aldo keto reductase	0.007	0.1798	1
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.007	0.1798	1
Trypanosoma cruzi	fatty acid desaturase, putative	0.0062	0.151	0.151
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.007	0.1798	1
Trypanosoma cruzi	NADPH-dependent FMN/FAD containing oxidoreductase, putative	0.0032	0.043	0.043
Trichomonas vaginalis	aldo-keto reductase, putative	0.007	0.1798	1
Trypanosoma brucei	delta-6 fatty acid desaturase, putative	0.0062	0.151	0.151
Brugia malayi	Fatty acid desaturase family protein	0.0062	0.151	0.1947
Mycobacterium tuberculosis	Possible electron transfer protein FdxB	0.0066	0.1642	0.9132
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.007	0.1798	1
Mycobacterium tuberculosis	Probable oxidoreductase	0.007	0.1798	1
Brugia malayi	flavodoxin family protein	0.0032	0.043	0.0554
Leishmania major	NADPH-cytochrome p450 reductase-like protein	0.0032	0.043	0.043
Trichomonas vaginalis	aldo-keto reductase, putative	0.007	0.1798	1
Trichomonas vaginalis	NADPH fad oxidoreductase, putative	0.0029	0.0298	0.1656
Trypanosoma cruzi	fatty acid desaturase, putative	0.0236	0.7757	0.7757
Leishmania major	fatty acid desaturase, putative,sphingolipid delta 4 desaturase, putative	0.0062	0.151	0.151
Trypanosoma brucei	delta-4 fatty acid desaturase	0.0062	0.151	0.151
Trypanosoma cruzi	cytochrome b5-dependent oleate desaturase	0.0062	0.151	0.151
Leishmania major	fatty acid desaturase, putative	0.0062	0.151	0.151
Loa Loa (eye worm)	FAD binding domain-containing protein	0.0032	0.043	0.0554
Loa Loa (eye worm)	oxidoreductase	0.007	0.1798	0.2318
Onchocerca volvulus		0.0298	1	1
Plasmodium vivax	flavodoxin domain containing protein	0.0029	0.0298	0.0384
Trypanosoma cruzi	fatty acid desaturase, putative	0.0236	0.7757	0.7757
Trypanosoma cruzi	fatty acid desaturase, putative	0.0298	1	1
Echinococcus multilocularis	aldo keto reductase	0.007	0.1798	1
Leishmania major	fatty-acid desaturase, putative	0.0298	1	1
Schistosoma mansoni	aldo-keto reductase	0.007	0.1798	1
Entamoeba histolytica	aldose reductase, putative	0.007	0.1798	1
Trichomonas vaginalis	aldo-keto reductase, putative	0.007	0.1798	1
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.007	0.1798	1
Toxoplasma gondii	aldose reductase, putative	0.007	0.1798	1
Trichomonas vaginalis	dihydrodiol dehydrogenase, putative	0.007	0.1798	1
Trichomonas vaginalis	sulfite reductase, putative	0.0032	0.043	0.2391
Mycobacterium ulcerans	linoleoyl-CoA desaturase, DesA3	0.0062	0.151	0.8396
Loa Loa (eye worm)	oxidoreductase	0.007	0.1798	0.2318
Leishmania major	aldehyde reductase, putative,oxidoreductase, putative	0.007	0.1798	0.1798
Trypanosoma brucei	fatty acid desaturase, putative	0.0298	1	1
Entamoeba histolytica	aldose reductase, putative	0.007	0.1798	1
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.007	0.1798	1
Mycobacterium leprae	PROBABLE OXIDOREDUCTASE	0.007	0.1798	1
Mycobacterium ulcerans	linoleoyl-CoA desaturase, DesA3	0.0062	0.151	0.8396
Echinococcus multilocularis	aldo keto reductase	0.007	0.1798	1
Leishmania major	prostaglandin f synthase, putative	0.007	0.1798	0.1798
Leishmania major	fatty acid desaturase, putative,sphingolipid delta 4 desaturase, putative	0.0062	0.151	0.151
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.007	0.1798	1
Onchocerca volvulus		0.0062	0.151	0.151
Echinococcus granulosus	aldo keto reductase	0.007	0.1798	1
Loa Loa (eye worm)	fatty acid desaturase	0.0062	0.151	0.1947
Leishmania major	delta-5 fatty acid desaturase	0.0062	0.151	0.151
Mycobacterium ulcerans	transmembrane alkane 1-monooxygenase AlkB	0.0062	0.151	0.8396
Echinococcus multilocularis	Fatty acid desaturase, type 1	0.0062	0.151	0.8396
Trypanosoma cruzi	p450 reductase, putative	0.0032	0.043	0.043
Leishmania major	aldo-keto reductase-like protein	0.007	0.1798	0.1798
Echinococcus multilocularis	aldo keto reductase	0.007	0.1798	1
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.007	0.1798	1
Loa Loa (eye worm)	oxidoreductase	0.007	0.1798	0.2318
Loa Loa (eye worm)	hypothetical protein	0.007	0.1798	0.2318
Loa Loa (eye worm)	oxidoreductase	0.007	0.1798	0.2318
Trypanosoma cruzi	sphingolipid delta 4 desaturase, putative	0.0062	0.151	0.151
Echinococcus granulosus	aldehyde reductase	0.005	0.1065	0.5922
Mycobacterium ulcerans	formate dehydrogenase H FdhF	0.0032	0.043	0.2391
Plasmodium vivax	stearoyl-CoA desaturase (acyl-CoA desaturase, faty acid desaturase), putative	0.0236	0.7757	1
Loa Loa (eye worm)	fatty acid desaturase	0.0062	0.151	0.1947
Brugia malayi	Fatty acid desaturase family protein	0.0062	0.151	0.1947
Plasmodium falciparum	nitric oxide synthase, putative	0.0032	0.043	0.0554
Trichomonas vaginalis	aldo/keto reductase, putative	0.007	0.1798	1
Trichomonas vaginalis	aldo-keto reductase, putative	0.007	0.1798	1
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.007	0.1798	1
Giardia lamblia	Aldose reductase	0.007	0.1798	1
Onchocerca volvulus		0.007	0.1798	0.1798
Trypanosoma cruzi	cytochrome P450 reductase, putative	0.0032	0.043	0.043
Onchocerca volvulus		0.0298	1	1
Trichomonas vaginalis	aldo-keto reductase, putative	0.007	0.1798	1
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.007	0.1798	1
Trichomonas vaginalis	aldo-keto reductase, putative	0.007	0.1798	1
Trypanosoma cruzi	cytochrome P450 reductase, putative	0.0032	0.043	0.043
Mycobacterium ulcerans	oxidoreductase	0.007	0.1798	1
Trichomonas vaginalis	aldo-keto reductase, putative	0.007	0.1798	1
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.007	0.1798	1
Loa Loa (eye worm)	oxidoreductase	0.007	0.1798	0.2318

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (functional)	= 100 nM	Inhibition of nitric oxide formation in human A172 cells	ChEMBL.	17368901
IC50 (binding)	= 2200 nM	Inhibition of tetracycline-induced iNOS expressed in SF9 cells	ChEMBL.	17368901
IC50 (binding)	= 2200 nM	Inhibition of tetracycline-induced iNOS expressed in SF9 cells	ChEMBL.	17368901
Ratio IC50 (binding)	> 46	Selectivity for iNOS over nNOS in tetracycline-induced system	ChEMBL.	17368901
Ratio IC50 (binding)	> 46	Selectivity for iNOS over eNOS in tetracycline-induced system	ChEMBL.	17368901

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: CHEMBL233236
PubChem: 10069033

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 439448