TDR Targets

Basic information

Technical information

TDR Targets ID: 376352
Name: N-[1-(1,3-benzodioxol-5-ylmethyl)piperidin-4- yl]-6-fluoro-7-methoxy-4-oxochromene-2-carbox amide
MW: 454.448 | Formula: C24H23FN2O6
H donors: 1 H acceptors: 2 LogP: 3 Rotable bonds: 6
Rule of 5 violations (Lipinski): 1
SMILES: COc1cc2oc(cc(=O)c2cc1F)C(=O)NC1CCN(CC1)Cc1ccc2c(c1)OCO2
InChi: 1S/C24H23FN2O6/c1-30-21-11-20-16(9-17(21)25)18(28)10-23(33-20)24(29)26-15-4-6-27(7-5-15)12-14-2-3-19-22(8-14)32-13-31-19/h2-3,8-11,15H,4-7,12-13H2,1H3,(H,26,29)
InChiKey: KESABOVUGAHUQM-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-(1,3-benzodioxol-5-ylmethyl)-4-piperidyl]-6-fluoro-7-methoxy-4-oxo-chromene-2-carboxamide
N-[1-(1,3-benzodioxol-5-ylmethyl)-4-piperidinyl]-6-fluoro-7-methoxy-4-oxo-1-benzopyran-2-carboxamide
N-[1-(1,3-benzodioxol-5-ylmethyl)piperidin-4-yl]-6-fluoro-7-methoxy-4-oxo-chromene-2-carboxamide
6-fluoro-4-keto-7-methoxy-N-(1-piperonyl-4-piperidyl)chromene-2-carboxamide
N-[1-(1,3-benzodioxol-5-ylmethyl)-4-piperidinyl]-6-fluoro-7-methoxy-4-oxo-2-chromenecarboxamide
N-[1-(1,3-benzodioxol-5-ylmethyl)-4-piperidyl]-6-fluoro-4-keto-7-methoxy-chromene-2-carboxamide

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	potassium voltage-gated channel, subfamily H (eag-related), member 2	Starlite/ChEMBL	References
Homo sapiens	melanin-concentrating hormone receptor 1	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Brugia malayi	Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog	Get druggable targets OG5_128858	All targets in OG5_128858
Echinococcus granulosus	potassium voltage gated channel subfamily H	Get druggable targets OG5_128858	All targets in OG5_128858
Schistosoma mansoni	voltage-gated potassium channel	Get druggable targets OG5_128858	All targets in OG5_128858
Echinococcus multilocularis	potassium voltage gated channel subfamily H	Get druggable targets OG5_128858	All targets in OG5_128858
Loa Loa (eye worm)	voltage and ligand gated potassium channel	Get druggable targets OG5_128858	All targets in OG5_128858
Schistosoma japonicum	ko:K04910 potassium voltage-gated channel, Eag-related subfamily H, member 7, putative	Get druggable targets OG5_128858	All targets in OG5_128858
Schistosoma mansoni	voltage-gated potassium channel	Get druggable targets OG5_128858	All targets in OG5_128858
Trichomonas vaginalis	voltage and ligand gated potassium channel, putative	Get druggable targets OG5_128858	All targets in OG5_128858
Schistosoma japonicum	ko:K04910 potassium voltage-gated channel, Eag-related subfamily H, member 7, putative	Get druggable targets OG5_128858	All targets in OG5_128858
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_128858	All targets in OG5_128858
Trichomonas vaginalis	voltage and ligand gated potassium channel, putative	Get druggable targets OG5_128858	All targets in OG5_128858
Schistosoma japonicum	Potassium voltage-gated channel subfamily H member 2, putative	Get druggable targets OG5_128858	All targets in OG5_128858

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)	hypothetical protein	0.01	0.4488	0.4488
Brugia malayi	Nuclear hormone receptor family member nhr-3	0.0212	1	1
Echinococcus granulosus	voltage gated potassium channel	0.0013	0.0201	0.0201
Loa Loa (eye worm)	hypothetical protein	0.0212	1	1
Brugia malayi	Nuclear hormone receptor family member nhr-19	0.0212	1	1
Echinococcus granulosus	retinoic acid receptor rxr beta a	0.0212	1	1
Loa Loa (eye worm)	steroid hormone receptor	0.0212	1	1
Onchocerca volvulus	Protein ultraspiracle homolog	0.0212	1	1
Brugia malayi	nuclear receptor RXR	0.0112	0.5078	0.5078
Loa Loa (eye worm)	hypothetical protein	0.01	0.4488	0.4488
Loa Loa (eye worm)	hypothetical protein	0.0212	1	1
Brugia malayi	hypothetical protein	0.01	0.4488	0.4488
Brugia malayi	nuclear hormone receptor	0.01	0.4488	0.4488
Brugia malayi	Steroid receptor seven-up type 2	0.0212	1	1
Loa Loa (eye worm)	voltage and ligand gated potassium channel	0.0045	0.1759	0.1759
Brugia malayi	photoreceptor-specific nuclear receptor	0.0212	1	1
Loa Loa (eye worm)	hypothetical protein	0.0039	0.1469	0.1469
Echinococcus multilocularis	hepatocyte nuclear factor 4 alpha	0.0212	1	1
Brugia malayi	nuclear hormone receptor	0.0212	1	1
Loa Loa (eye worm)	nuclear receptor NHR-67	0.01	0.4488	0.4488
Echinococcus multilocularis	potassium voltage gated channel subfamily H	0.0013	0.0201	0.0201
Onchocerca volvulus		0.0212	1	1
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.0212	1	1
Echinococcus granulosus	COUP TF:Svp nuclear hormone receptor	0.0212	1	1
Loa Loa (eye worm)	hypothetical protein	0.0112	0.5078	0.5078
Schistosoma mansoni	FTZ-F1 nuclear receptor-like protein	0.0212	1	1
Echinococcus multilocularis	FTZ F1 nuclear receptor protein	0.0212	1	1
Brugia malayi	Nuclear hormone receptor family member nhr-40	0.0212	1	1
Loa Loa (eye worm)	hypothetical protein	0.0212	1	1
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-31	0.0212	1	1
Loa Loa (eye worm)	hypothetical protein	0.01	0.4488	0.4488
Brugia malayi	conserved hypotetical protein	0.01	0.4488	0.4488
Echinococcus granulosus	FTZ F1 nuclear receptor protein	0.0212	1	1
Schistosoma mansoni	hepatocyte nuclear factor 4-alpha (hnf-4-alpha)	0.01	0.4488	0.4488
Echinococcus granulosus	nuclear receptor subfamily 1 group D	0.0112	0.5078	0.5078
Loa Loa (eye worm)	nuclear receptor nhr-7B	0.01	0.4488	0.4488
Schistosoma mansoni	retinoid-x-receptor (RXR)	0.0212	1	1
Schistosoma mansoni	thyroid hormone receptor	0.0212	1	1
Brugia malayi	nuclear receptor NHR-88	0.0212	1	1
Brugia malayi	Nuclear hormone receptor family member nhr-19	0.0212	1	1
Loa Loa (eye worm)	hypothetical protein	0.0212	1	1
Brugia malayi	hypothetical protein	0.01	0.4488	0.4488
Brugia malayi	Nuclear hormone receptor family member nhr-31	0.0212	1	1
Echinococcus multilocularis	ecdysone induced protein 78C	0.0212	1	1
Loa Loa (eye worm)	DR-78	0.01	0.4488	0.4488
Brugia malayi	hypothetical protein	0.0112	0.5078	0.5078
Loa Loa (eye worm)	hypothetical protein	0.0112	0.5078	0.5078
Brugia malayi	Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog	0.0045	0.1759	0.1759
Brugia malayi	Ligand-binding domain of nuclear hormone receptor family protein	0.0212	1	1
Echinococcus granulosus	thyroid hormone receptor alpha	0.01	0.4488	0.4488
Echinococcus multilocularis	voltage gated potassium channel	0.0013	0.0201	0.0201
Schistosoma mansoni	voltage-gated potassium channel	0.0013	0.0201	0.0201
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.0212	1	1
Brugia malayi	Nuclear hormone receptor E75	0.01	0.4488	0.4488
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-14	0.0212	1	1
Brugia malayi	nuclear receptor subfamily 1, group D, member 1, putative	0.01	0.4488	0.4488
Brugia malayi	Nuclear hormone receptor family member nhr-1	0.0212	1	1
Echinococcus multilocularis	nuclear receptor subfamily 4 group A	0.01	0.4488	0.4488
Echinococcus multilocularis	nuclear receptor subfamily 1 group D	0.0112	0.5078	0.5078
Echinococcus multilocularis	retinoic acid receptor rxr beta a retinoic acid receptor rxr alpha a retinoic acid receptor rxr alpha	0.01	0.4488	0.4488
Schistosoma mansoni	voltage-gated potassium channel	0.0049	0.1961	0.1961
Trichomonas vaginalis	voltage and ligand gated potassium channel, putative	0.0042	0.1615	1
Brugia malayi	nuclear receptor NHR-67	0.01	0.4488	0.4488
Schistosoma mansoni	zinc finger protein	0.01	0.4488	0.4488
Brugia malayi	Nuclear hormone receptor family member nhr-41	0.0212	1	1
Onchocerca volvulus	Steroid hormone receptor family member cnr14 homolog	0.0212	1	1
Brugia malayi	Nuclear hormone receptor-like 1	0.0112	0.5078	0.5078
Brugia malayi	nuclear receptor NHR-88	0.01	0.4488	0.4488
Schistosoma mansoni	voltage-gated potassium channel	0.0013	0.0201	0.0201
Schistosoma mansoni	retinoic acid receptor RXR	0.0212	1	1
Loa Loa (eye worm)	hypothetical protein	0.01	0.4488	0.4488
Brugia malayi	hypothetical protein	0.0112	0.5078	0.5078
Echinococcus granulosus	potassium voltage gated channel subfamily H	0.0045	0.1759	0.1759
Echinococcus multilocularis	thyroid hormone receptor alpha	0.0212	1	1
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.01	0.4488	0.4488
Echinococcus multilocularis	Nuclear hormone receptor family member nhr 41	0.0212	1	1
Brugia malayi	Nuclear hormone receptor family member nhr-25	0.0212	1	1
Brugia malayi	Nuclear hormone receptor E75	0.01	0.4488	0.4488
Loa Loa (eye worm)	hypothetical protein	0.0112	0.5078	0.5078
Schistosoma mansoni	RAR-like nuclear receptor	0.0212	1	1
Echinococcus multilocularis	potassium voltage gated channel subfamily H	0.0045	0.1759	0.1759
Schistosoma mansoni	nuclear hormone receptor	0.0212	1	1
Brugia malayi	Voltage-gated potassium channel, EAG (KCNH1)-related. C. elegans egl-2 ortholog	0.0013	0.0201	0.0201
Schistosoma mansoni	photoreceptor-specific nuclear receptor related	0.0212	1	1
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-49	0.0212	1	1
Brugia malayi	ecdysone receptor	0.01	0.4488	0.4488
Loa Loa (eye worm)	nuclear hormone receptor-like 1	0.0112	0.5078	0.5078
Echinococcus granulosus	hepatocyte nuclear factor 4 alpha	0.0212	1	1
Echinococcus granulosus	FTZ F1 alpha	0.0212	1	1
Schistosoma mansoni	nuclear receptor 2DBD-gamma	0.0212	1	1
Loa Loa (eye worm)	hypothetical protein	0.0013	0.0201	0.0201
Brugia malayi	tailless protein	0.01	0.4488	0.4488
Echinococcus multilocularis	nuclear receptor nhr 48	0.01	0.4488	0.4488
Loa Loa (eye worm)	hypothetical protein	0.01	0.4488	0.4488
Loa Loa (eye worm)	hypothetical protein	0.01	0.4488	0.4488
Trichomonas vaginalis	voltage and ligand gated potassium channel, putative	0.0042	0.1615	1
Loa Loa (eye worm)	hypothetical protein	0.01	0.4488	0.4488
Loa Loa (eye worm)	hypothetical protein	0.01	0.4488	0.4488
Schistosoma mansoni	thyroid hormone receptor	0.0212	1	1
Brugia malayi	steroid hormone receptor	0.0212	1	1
Schistosoma mansoni	retinoid-x-receptor (RXR)	0.0112	0.5078	0.5078
Brugia malayi	Nuclear hormone receptor-like 1	0.0112	0.5078	0.5078
Echinococcus granulosus	Nuclear hormone receptor HR96	0.01	0.4488	0.4488
Brugia malayi	Nuclear hormone receptor-like 1	0.0212	1	1
Schistosoma mansoni	ecdysone-induced protein 78c (dr-78)	0.0112	0.5078	0.5078
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.01	0.4488	0.4488
Onchocerca volvulus	Bile acid receptor homolog	0.0212	1	1
Schistosoma mansoni	nuclear hormone receptor nor-1/nor-2	0.0212	1	1
Loa Loa (eye worm)	hypothetical protein	0.0212	1	1
Echinococcus granulosus	nuclear receptor subfamily 4 group A	0.01	0.4488	0.4488
Echinococcus multilocularis	COUP TF:Svp nuclear hormone receptor	0.0212	1	1
Schistosoma mansoni	steroid hormone receptor ad4bp	0.0212	1	1
Loa Loa (eye worm)	hypothetical protein	0.0212	1	1
Brugia malayi	Ligand-binding domain of nuclear hormone receptor family protein	0.0212	1	1
Loa Loa (eye worm)	hypothetical protein	0.01	0.4488	0.4488
Loa Loa (eye worm)	hypothetical protein	0.0212	1	1
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.0212	1	1
Echinococcus multilocularis	Nuclear hormone receptor HR96	0.01	0.4488	0.4488
Brugia malayi	orphan nuclear receptor NR2E1	0.01	0.4488	0.4488
Brugia malayi	Nuclear hormone receptor family member nhr-14	0.0212	1	1
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-1	0.0212	1	1
Brugia malayi	Nuclear hormone receptor family member nhr-25	0.0212	1	1
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-41	0.0212	1	1
Loa Loa (eye worm)	hypothetical protein	0.01	0.4488	0.4488
Schistosoma mansoni	coup transcription factor	0.0212	1	1
Brugia malayi	nuclear hormone receptor family member odr-7	0.01	0.4488	0.4488
Loa Loa (eye worm)	hypothetical protein	0.0112	0.5078	0.5078
Loa Loa (eye worm)	hypothetical protein	0.01	0.4488	0.4488
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-40	0.0212	1	1
Loa Loa (eye worm)	hypothetical protein	0.0112	0.5078	0.5078
Loa Loa (eye worm)	hypothetical protein	0.0212	1	1
Schistosoma mansoni	nuclear receptor nhr-48	0.01	0.4488	0.4488
Schistosoma mansoni	nuclear hormone receptor	0.01	0.4488	0.4488
Schistosoma mansoni	nuclear receptor	0.01	0.4488	0.4488
Loa Loa (eye worm)	hypothetical protein	0.01	0.4488	0.4488
Echinococcus granulosus	potassium voltage gated channel subfamily H	0.0013	0.0201	0.0201
Brugia malayi	nuclear hormone receptor family member nhr-6	0.01	0.4488	0.4488
Echinococcus granulosus	ecdysone induced protein 78C	0.0212	1	1
Schistosoma mansoni	nuclear receptor	0.01	0.4488	0.4488
Loa Loa (eye worm)	nuclear Hormone Receptor family member	0.0212	1	1
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.0212	1	1
Loa Loa (eye worm)	hypothetical protein	0.01	0.4488	0.4488
Brugia malayi	nuclear receptor RXR	0.01	0.4488	0.4488
Brugia malayi	Nuclear hormone receptor family member nhr-49	0.0212	1	1
Schistosoma mansoni	Tr4/Tr2 (homologue)	0.0212	1	1
Schistosoma mansoni	nuclear hormone receptor superfamily protein-related	0.01	0.4488	0.4488
Echinococcus granulosus	Nuclear hormone receptor family member nhr 41	0.0212	1	1
Echinococcus granulosus	Nuclear hormone receptor HR96	0.01	0.4488	0.4488
Echinococcus granulosus	nuclear receptor nhr 48	0.01	0.4488	0.4488
Schistosoma mansoni	voltage-gated potassium channel	0.0049	0.1961	0.1961
Loa Loa (eye worm)	nuclear hormone receptor	0.01	0.4488	0.4488
Schistosoma mansoni	nuclear hormone receptor	0.01	0.4488	0.4488
Echinococcus multilocularis	Nuclear hormone receptor HR96	0.01	0.4488	0.4488
Echinococcus multilocularis	FTZ F1 alpha	0.0212	1	1

Activities

Activity type	Activity value	Assay description	Source	Reference
Activity (functional)	< 15 %	Decrease in heart rate in anesthetized Sprague-Dawley rat at 60 mg/kg	ChEMBL.	17064075
Activity (functional)	= 15.3 %	Decrease in mean arterial pressure in anesthetized Sprague-Dawley rat at 60 mg/kg	ChEMBL.	17064075
Cp (ADMET)	= 105 mg/ml	Drug level in anesthetized Sprague-Dawley rat plasma	ChEMBL.	17064075
Drug uptake (ADMET)	= 149 mg/g	Drug level in anesthetized Sprague-Dawley rat brain	ChEMBL.	17064075
IC50 (binding)	= 2 nM	Displacement of [125I]MCH from MCHr1 expressed in IMR32 cells	ChEMBL.	17064075
IC50 (binding)	= 2 nM	Displacement of [125I]MCH from MCHr1 expressed in IMR32 cells	ChEMBL.	17064075
IC50 (binding)	= 15.9 nM	Displacement of [3H]dofetilide from hERG	ChEMBL.	17064075
IC50 (binding)	= 15.9 nM	Displacement of [3H]dofetilide from hERG	ChEMBL.	17064075
IC50 (functional)	= 16 nM	Antagonist activity at MCHr1 assessed as inhibition of MCH-mediated calcium ion release in intact IMR32 cells by FLIPR assay	ChEMBL.	17064075
IC50 (functional)	= 16 nM	Antagonist activity at MCHr1 assessed as inhibition of MCH-mediated calcium ion release in intact IMR32 cells by FLIPR assay	ChEMBL.	17064075

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: CHEMBL217442
PubChem: 11683903

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 376352