TDR Targets

Basic information

Technical information

TDR Targets ID: 162532
Name: N-[2-(5-methoxy-1H-indol-2-yl)ethyl]acetamide
MW: 232.278 | Formula: C13H16N2O2
H donors: 2 H acceptors: 1 LogP: 1.63 Rotable bonds: 5
Rule of 5 violations (Lipinski): 1
SMILES: COc1ccc2c(c1)cc([nH]2)CCNC(=O)C
InChi: 1S/C13H16N2O2/c1-9(16)14-6-5-11-7-10-8-12(17-2)3-4-13(10)15-11/h3-4,7-8,15H,5-6H2,1-2H3,(H,14,16)
InChiKey: VEIIRBABRJKVLL-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-[2-(5-methoxy-1H-indol-2-yl)ethyl]ethanamide
PDSP1_000088
PDSP2_000088

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	melatonin receptor 1B	Starlite/ChEMBL	References
Homo sapiens	melatonin receptor 1A	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

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Brugia malayi	hypothetical protein	melatonin receptor 1B	362 aa	329 aa	18.8 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Onchocerca volvulus	Bile acid receptor homolog	0.0673	1	1
Schistosoma mansoni	retinoic acid receptor RXR	0.0042	0.0302	1
Brugia malayi	steroid hormone receptor	0.0042	0.0302	0.0302
Echinococcus multilocularis	Nuclear hormone receptor family member nhr 41	0.0042	0.0302	1
Schistosoma mansoni	coup transcription factor	0.0042	0.0302	1
Brugia malayi	Ligand-binding domain of nuclear hormone receptor family protein	0.0042	0.0302	0.0302
Brugia malayi	Nuclear hormone receptor family member nhr-14	0.0042	0.0302	0.0302
Echinococcus granulosus	COUP TF:Svp nuclear hormone receptor	0.0042	0.0302	1
Schistosoma mansoni	retinoid-x-receptor (RXR)	0.0042	0.0302	1
Brugia malayi	Ligand-binding domain of nuclear hormone receptor family protein	0.0042	0.0302	0.0302
Loa Loa (eye worm)	hypothetical protein	0.0042	0.0302	0.0302
Echinococcus multilocularis	FTZ F1 alpha	0.0042	0.0302	1
Schistosoma mansoni	RAR-like nuclear receptor	0.0042	0.0302	1
Schistosoma mansoni	steroid hormone receptor ad4bp	0.0042	0.0302	1
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-40	0.0042	0.0302	0.0302
Loa Loa (eye worm)	hypothetical protein	0.0042	0.0302	0.0302
Brugia malayi	Nuclear hormone receptor family member nhr-19	0.0042	0.0302	0.0302
Echinococcus granulosus	hepatocyte nuclear factor 4 alpha	0.0042	0.0302	1
Loa Loa (eye worm)	steroid hormone receptor	0.0042	0.0302	0.0302
Brugia malayi	nuclear hormone receptor	0.0042	0.0302	0.0302
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.0042	0.0302	1
Brugia malayi	Nuclear hormone receptor family member nhr-41	0.0042	0.0302	0.0302
Brugia malayi	nuclear receptor NHR-88	0.0042	0.0302	0.0302
Schistosoma mansoni	nuclear hormone receptor	0.0042	0.0302	1
Echinococcus multilocularis	hepatocyte nuclear factor 4 alpha	0.0042	0.0302	1
Brugia malayi	Nuclear hormone receptor family member nhr-31	0.0042	0.0302	0.0302
Schistosoma mansoni	nuclear receptor 2DBD-gamma	0.0042	0.0302	1
Schistosoma mansoni	nuclear hormone receptor nor-1/nor-2	0.0042	0.0302	1
Brugia malayi	Nuclear hormone receptor family member nhr-1	0.0042	0.0302	0.0302
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-14	0.0042	0.0302	0.0302
Loa Loa (eye worm)	nuclear Hormone Receptor family member	0.0042	0.0302	0.0302
Brugia malayi	Nuclear hormone receptor family member nhr-25	0.0042	0.0302	0.0302
Echinococcus multilocularis	thyroid hormone receptor alpha	0.0042	0.0302	1
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-49	0.0042	0.0302	0.0302
Echinococcus granulosus	ecdysone induced protein 78C	0.0042	0.0302	1
Schistosoma mansoni	FTZ-F1 nuclear receptor-like protein	0.0042	0.0302	1
Schistosoma mansoni	thyroid hormone receptor	0.0042	0.0302	1
Brugia malayi	Nuclear hormone receptor family member nhr-49	0.0042	0.0302	0.0302
Loa Loa (eye worm)	hypothetical protein	0.0042	0.0302	0.0302
Brugia malayi	photoreceptor-specific nuclear receptor	0.0042	0.0302	0.0302
Echinococcus granulosus	Nuclear hormone receptor family member nhr 41	0.0042	0.0302	1
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.0042	0.0302	1
Brugia malayi	Nuclear hormone receptor family member nhr-19	0.0042	0.0302	0.0302
Loa Loa (eye worm)	hypothetical protein	0.0042	0.0302	0.0302
Brugia malayi	Nuclear hormone receptor-like 1	0.0042	0.0302	0.0302
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-1	0.0042	0.0302	0.0302
Echinococcus multilocularis	FTZ F1 nuclear receptor protein	0.0042	0.0302	1
Echinococcus multilocularis	ecdysone induced protein 78C	0.0042	0.0302	1
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-31	0.0042	0.0302	0.0302
Loa Loa (eye worm)	hypothetical protein	0.0042	0.0302	0.0302
Brugia malayi	Steroid receptor seven-up type 2	0.0042	0.0302	0.0302
Brugia malayi	Nuclear hormone receptor family member nhr-3	0.0042	0.0302	0.0302
Echinococcus granulosus	FTZ F1 alpha	0.0042	0.0302	1
Loa Loa (eye worm)	hypothetical protein	0.0673	1	1
Schistosoma mansoni	Tr4/Tr2 (homologue)	0.0042	0.0302	1
Echinococcus granulosus	FTZ F1 nuclear receptor protein	0.0042	0.0302	1
Schistosoma mansoni	photoreceptor-specific nuclear receptor related	0.0042	0.0302	1
Brugia malayi	Nuclear hormone receptor family member nhr-40	0.0042	0.0302	0.0302
Brugia malayi	Nuclear hormone receptor family member nhr-25	0.0042	0.0302	0.0302
Loa Loa (eye worm)	hypothetical protein	0.0042	0.0302	0.0302
Schistosoma mansoni	thyroid hormone receptor	0.0042	0.0302	1
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.0042	0.0302	1
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.0042	0.0302	1
Echinococcus granulosus	retinoic acid receptor rxr beta a	0.0042	0.0302	1
Loa Loa (eye worm)	hypothetical protein	0.0042	0.0302	0.0302
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-41	0.0042	0.0302	0.0302
Echinococcus multilocularis	COUP TF:Svp nuclear hormone receptor	0.0042	0.0302	1

Activities

Activity type	Activity value	Assay description	Source	Reference
Activity (functional)		Inhibitory activity of the compound against human Melatonin receptor type 1A; antagonist	ChEMBL.	9733487
Activity (functional)	0	Inhibitory activity of the compound against human Melatonin receptor type 1A; antagonist	ChEMBL.	9733487
G-protein activation (functional)	= 97	Specific binding of [35S]-GTP-gammaS, to the alpha subunit of the G-protein-coupled Melatonin receptor type 1A was measured; expressed as % G-protein activation.	ChEMBL.	9733487
G-protein activation (functional)	= 97	Specific binding of [35S]-GTP-gammaS, to the alpha subunit of the G-protein-coupled Melatonin receptor type 1A was measured; expressed as % G-protein activation.	ChEMBL.	9733487
GTP-gammaS index (functional)	= 0.089	Basal binding activity towards Melatonin receptor type 1A was measured by incubating with [35S]-GTP-gammaS (100 uM) and NaCl (700 mM).	ChEMBL.	9733487
GTP-gammaS index (functional)	= 0.089	Basal binding activity towards Melatonin receptor type 1A was measured by incubating with [35S]-GTP-gammaS (100 uM) and NaCl (700 mM).	ChEMBL.	9733487
IAr (binding)	= -0.01	The relative intrinsic values (IAr) obtained by dividing the maximal analogue-induced G-protein activation by that of melatonin-1	ChEMBL.	11520198
IAr (binding)	= 0.18	The relative intrinsic values (IAr) of melatonin receptor type 1B obtained by dividing the maximal analogue-induced G-protein activation by that MLT.	ChEMBL.	11520198
IAr (binding)	= -0.01	The relative intrinsic values (IAr) obtained by dividing the maximal analogue-induced G-protein activation by that of melatonin-1	ChEMBL.	11520198
IAr (binding)	= 0.18	The relative intrinsic values (IAr) of melatonin receptor type 1B obtained by dividing the maximal analogue-induced G-protein activation by that MLT.	ChEMBL.	11520198
Ki (binding)	= -5.03	Binding affinity towards melatonin receptor type 1B stably expressed in NIH3T3 rat fibroblast cells using 2-[125I]-iodomelatonin	ChEMBL.	11520198
Ki (binding)	= -4.79	Binding affinity was measured against cloned human Melatonin receptor type 1A subtype stably expressed in rat fibroblasts NIH3T3 cells	ChEMBL.	9733487
Ki (binding)	= -4.79	Binding affinity towards melatonin receptor type 1A stably expressed in NIH3T3 rat fibroblast cells using 2-[125I]-iodomelatonin (100 pM) as radioligand	ChEMBL.	11520198
Log Ki (binding)	= 4.79	Binding affinity was measured against cloned human Melatonin receptor type 1A subtype stably expressed in rat fibroblasts NIH3T3 cells	ChEMBL.	9733487
Log Ki (binding)	= 4.79	Binding affinity towards melatonin receptor type 1A stably expressed in NIH3T3 rat fibroblast cells using 2-[125I]-iodomelatonin (100 pM) as radioligand	ChEMBL.	11520198
Log Ki (binding)	= 5.03	Binding affinity towards melatonin receptor type 1B stably expressed in NIH3T3 rat fibroblast cells using 2-[125I]-iodomelatonin	ChEMBL.	11520198
pKi1-pKi2 (binding)	= -0.24	The difference (pKi1-pKi2) represents selectivity towards the melatonin receptors MT1 (positive values ) or the MT2 (negative values) subtype	ChEMBL.	11520198
pKi1-pKi2 (binding)	= -0.24	The difference (pKi1-pKi2) represents selectivity towards the melatonin receptors MT1 (positive values ) or the MT2 (negative values) subtype	ChEMBL.	11520198
pRA (binding)	= -4.78	Negative logarithm of relative affinity against human Melatonin receptor type 1A	ChEMBL.	9733487
pRA (binding)	= -4.78	Negative logarithm of relative affinity against human Melatonin receptor type 1A	ChEMBL.	9733487
Relative affinity (binding)	= 59700	IC50 of the compound to IC50 of Melatonin(MLT)	ChEMBL.	9733487
Relative affinity (binding)	= 59700	IC50 of the compound to IC50 of Melatonin(MLT)	ChEMBL.	9733487

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: CHEMBL319970
PubChem: 10513752

Bibliographic References

2 literature references were 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 162532