TDR Targets

Basic information

Technical information

TDR Targets ID: 415678
Name: N-(1,3-benzodioxol-5-ylmethyl)-2-[1-(2-imidaz ol-1-ylpyrimidin-4-yl)-4-(naphthalen-1-ylmeth yl)piperazin-2-yl]acetamide
MW: 561.634 | Formula: C32H31N7O3
H donors: 1 H acceptors: 4 LogP: 3.92 Rotable bonds: 9
Rule of 5 violations (Lipinski): 2
SMILES: O=C(CC1CN(CCN1c1ccnc(n1)n1ccnc1)Cc1cccc2c1cccc2)NCc1ccc2c(c1)OCO2
InChi: 1S/C32H31N7O3/c40-31(35-18-23-8-9-28-29(16-23)42-22-41-28)17-26-20-37(19-25-6-3-5-24-4-1-2-7-27(24)25)14-15-39(26)30-10-11-34-32(36-30)38-13-12-33-21-38/h1-13,16,21,26H,14-15,17-20,22H2,(H,35,40)
InChiKey: HSHZHZBGDQDOAU-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

N-(1,3-benzodioxol-5-ylmethyl)-2-[1-(2-imidazol-1-ylpyrimidin-4-yl)-4-(1-naphthylmethyl)piperazin-2-yl]acetamide
N-(1,3-benzodioxol-5-ylmethyl)-2-[1-[2-(1-imidazolyl)-4-pyrimidinyl]-4-(1-naphthalenylmethyl)-2-piperazinyl]acetamide
N-(1,3-benzodioxol-5-ylmethyl)-2-[1-(2-imidazol-1-ylpyrimidin-4-yl)-4-(naphthalen-1-ylmethyl)piperazin-2-yl]ethanamide
2-[1-(2-imidazol-1-ylpyrimidin-4-yl)-4-(1-naphthylmethyl)piperazin-2-yl]-N-piperonyl-acetamide
N-(1,3-benzodioxol-5-ylmethyl)-2-[1-[2-(1-imidazolyl)-4-pyrimidinyl]-4-(1-naphthylmethyl)-2-piperazinyl]acetamide

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
Loa Loa (eye worm)	amiloride-sensitive sodium channel family protein	0.011	1	1
Trypanosoma brucei	NADPH-cytochrome p450 reductase, putative	0.0032	0.1715	0.5
Loa Loa (eye worm)	amiloride-sensitive sodium channel	0.011	1	1
Echinococcus granulosus	amiloride sensitive cation channel 4 A	0.011	1	1
Echinococcus granulosus	Na channel amiloride sensitive	0.011	1	1
Echinococcus multilocularis	FMRFamide activated amiloride sensitive sodium	0.011	1	1
Schistosoma mansoni	amiloride-sensitive sodium channel-related	0.011	1	1
Loa Loa (eye worm)	hypothetical protein	0.011	1	1
Schistosoma mansoni	hypothetical protein	0.011	1	1
Chlamydia trachomatis	sulfite reductase	0.002	0.0393	0.5
Echinococcus multilocularis	sodium channel nonvoltage gated 1 alpha	0.011	1	1
Trypanosoma cruzi	NADPH-dependent FMN/FAD containing oxidoreductase, putative	0.0032	0.1715	0.5
Echinococcus multilocularis	FMRFamide activated amiloride sensitive sodium	0.011	1	1
Plasmodium falciparum	nitric oxide synthase, putative	0.0032	0.1715	0.5
Echinococcus multilocularis	FMRFamide activated amiloride sensitive sodium	0.011	1	1
Brugia malayi	Amiloride-sensitive sodium channel family protein	0.011	1	1
Echinococcus multilocularis	amiloride sensitive cation channel 4 A	0.011	1	1
Echinococcus multilocularis	FMRFamide activated amiloride sensitive sodium	0.011	1	1
Leishmania major	NADPH-cytochrome p450 reductase-like protein	0.0032	0.1715	1
Trypanosoma brucei	NADPH--cytochrome P450 reductase, putative	0.0032	0.1715	0.5
Echinococcus multilocularis	amiloride sensitive cation channel acid sensing ion channel pituitary	0.011	1	1
Schistosoma mansoni	hypothetical protein	0.011	1	1
Onchocerca volvulus		0.011	1	0.5
Brugia malayi	flavodoxin family protein	0.0032	0.1715	0.1376
Schistosoma mansoni	5-methyl tetrahydrofolate-homocysteine methyltransferase reductase	0.002	0.0393	0.0393
Loa Loa (eye worm)	FAD binding domain-containing protein	0.0032	0.1715	0.1376
Brugia malayi	Degenerin unc-8	0.011	1	1
Giardia lamblia	Hypothetical protein	0.0029	0.1322	0.5
Loa Loa (eye worm)	hypothetical protein	0.011	1	1
Echinococcus multilocularis	NADPH dependent diflavin oxidoreductase 1	0.0032	0.1715	0.1376
Trypanosoma brucei	NADPH-dependent diflavin oxidoreductase 1	0.0032	0.1715	0.5
Schistosoma mansoni	hypothetical protein	0.011	1	1
Schistosoma mansoni	hypothetical protein	0.011	1	1
Schistosoma mansoni	hypothetical protein	0.011	1	1
Echinococcus multilocularis	FMRFamide activated amiloride sensitive sodium	0.011	1	1
Echinococcus granulosus	sodium channel nonvoltage gated 1 alpha	0.011	1	1
Schistosoma mansoni	acid sensing ion channel 4 pituitary	0.011	1	1
Loa Loa (eye worm)	amiloride-sensitive sodium channel family protein	0.011	1	1
Trypanosoma cruzi	p450 reductase, putative	0.0032	0.1715	0.5
Trichomonas vaginalis	sulfite reductase, putative	0.0032	0.1715	1
Trypanosoma brucei	NADPH--cytochrome P450 reductase, putative	0.0032	0.1715	0.5
Trypanosoma cruzi	cytochrome P450 reductase, putative	0.0032	0.1715	0.5
Loa Loa (eye worm)	hypothetical protein	0.011	1	1
Echinococcus granulosus	NADPH dependent diflavin oxidoreductase 1	0.0032	0.1715	0.1376
Schistosoma mansoni	hypothetical protein	0.011	1	1
Echinococcus granulosus	FMRFamide activated amiloride sensitive sodium	0.011	1	1
Brugia malayi	Amiloride-sensitive sodium channel family protein	0.011	1	1
Loa Loa (eye worm)	hypothetical protein	0.011	1	1
Giardia lamblia	Nitric oxide synthase, inducible	0.0029	0.1322	0.5
Echinococcus multilocularis	protein vprbp	0.011	1	1
Echinococcus granulosus	FMRFamide activated amiloride sensitive sodium	0.011	1	1
Brugia malayi	Degenerin mec-4	0.011	1	1
Plasmodium vivax	NADPH-cytochrome p450 reductase, putative	0.0032	0.1715	1
Schistosoma mansoni	amiloride-sensitive sodium channel-related	0.011	1	1
Brugia malayi	Degenerin-like protein C41C4.5 in chromosome II, putative	0.011	1	1
Echinococcus granulosus	protein vprbp	0.011	1	1
Mycobacterium ulcerans	formate dehydrogenase H FdhF	0.0032	0.1715	0.5
Loa Loa (eye worm)	hypothetical protein	0.011	1	1
Loa Loa (eye worm)	hypothetical protein	0.0032	0.1715	0.1376
Echinococcus granulosus	Na channel amiloride sensitive	0.011	1	1
Brugia malayi	amiloride-sensitive sodium channel alpha-subunit, putative	0.011	1	1
Echinococcus multilocularis	Na+ channel, amiloride sensitive	0.011	1	1
Schistosoma mansoni	cytochrome P450 reductase	0.0032	0.1715	0.1715
Echinococcus granulosus	amiloride sensitive cation channel	0.011	1	1
Loa Loa (eye worm)	degenerin unc-8	0.011	1	1
Loa Loa (eye worm)	hypothetical protein	0.011	1	1
Echinococcus multilocularis	FMRFamide activated amiloride sensitive sodium	0.011	1	1
Echinococcus multilocularis	amiloride sensitive cation channel 4 A	0.011	1	1
Schistosoma mansoni	amiloride-sensitive sodium channel-related	0.011	1	1
Echinococcus multilocularis	FMRFamide activated amiloride sensitive sodium	0.011	1	1
Schistosoma mansoni	FMRFamide-gated Na+ channel	0.011	1	1
Trypanosoma cruzi	cytochrome P450 reductase, putative	0.0032	0.1715	0.5
Echinococcus granulosus	NADPH cytochrome P450 reductase	0.0032	0.1715	0.1376
Loa Loa (eye worm)	hypothetical protein	0.011	1	1
Echinococcus multilocularis	FMRFamide activated amiloride sensitive sodium	0.011	1	1
Schistosoma mansoni	amiloride-sensitive sodium channel-related	0.011	1	1
Echinococcus granulosus	FMRFamide activated amiloride sensitive sodium	0.011	1	1
Echinococcus granulosus	amiloride sensitive sodium channel	0.011	1	1
Onchocerca volvulus		0.011	1	0.5
Echinococcus multilocularis	Na+ channel, amiloride sensitive	0.011	1	1
Brugia malayi	FAD binding domain containing protein	0.0032	0.1715	0.1376
Echinococcus multilocularis	NADPH cytochrome P450 reductase	0.0032	0.1715	0.1376
Echinococcus granulosus	FMRFamide activated amiloride sensitive sodium	0.011	1	1
Schistosoma mansoni	hypothetical protein	0.011	1	1
Schistosoma mansoni	hypothetical protein	0.011	1	1
Leishmania major	p450 reductase, putative	0.0032	0.1715	1
Echinococcus granulosus	amiloride sensitive cation channel 4 A	0.011	1	1

Activities

Activity type	Activity value	Assay description	Source	Reference
Activity (binding)		Activity against rat cerebellum iNOS upto 1 uM	ChEMBL.	17315988
Activity (binding)	0	Activity against rat cerebellum iNOS upto 1 uM	ChEMBL.	17315988
IC50 (binding)	= 69 nM	Inhibition of cytokine-induced iNOS expressed in human A172 cells assessed as inhibition of NO formation	ChEMBL.	17315988
IC50 (binding)	= 69 nM	Inhibition of cytokine-induced iNOS expressed in human A172 cells assessed as inhibition of NO formation	ChEMBL.	17315988
IC50 (binding)	= 120 nM	Inhibition of vaccinia virus system-induced human NOS expressed in BSC1 cells	ChEMBL.	17315988
Ratio IC50 (binding)	= 7	Selectivity ratio, IC50 for bcNOS/IC50 for iNOS using vaccinia virus-induced system in BSC1 cells	ChEMBL.	17315988
Ratio IC50 (binding)	= 40	Selectivity ratio, IC50 for ecNOS/IC50 for iNOS using vaccinia virus-induced system in BSC1 cells	ChEMBL.	17315988

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: CHEMBL373919
PubChem: 16114994

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 415678