Detailed information for compound 44943

Basic information

Technical information
  • TDR Targets ID: 44943
  • Name: N-[(4-methoxy-1H-indol-2-yl)methyl]propanamid e
  • MW: 232.278 | Formula: C13H16N2O2
  • H donors: 2 H acceptors: 1 LogP: 1.64 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCC(=O)NCc1cc2c([nH]1)cccc2OC
  • InChi: 1S/C13H16N2O2/c1-3-13(16)14-8-9-7-10-11(15-9)5-4-6-12(10)17-2/h4-7,15H,3,8H2,1-2H3,(H,14,16)
  • InChiKey: YWPADYLLRUQSKO-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N-[(4-methoxy-1H-indol-2-yl)methyl]propionamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens melatonin receptor 1A Starlite/ChEMBL References
Homo sapiens melatonin receptor 1B 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 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni retinoic acid receptor RXR 0.0086 1 1
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0086 1 1
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0086 1 1
Loa Loa (eye worm) hypothetical protein 0.0086 1 1
Schistosoma mansoni RAR-like nuclear receptor 0.0086 1 1
Schistosoma mansoni retinoid-x-receptor (RXR) 0.0086 1 1
Echinococcus multilocularis ecdysone induced protein 78C 0.0086 1 1
Loa Loa (eye worm) hypothetical protein 0.0086 1 1
Loa Loa (eye worm) hypothetical protein 0.0086 1 1
Echinococcus multilocularis hepatocyte nuclear factor 4 alpha 0.0086 1 1
Schistosoma mansoni coup transcription factor 0.0086 1 1
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0086 1 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.0086 1 1
Brugia malayi Nuclear hormone receptor family member nhr-49 0.0086 1 1
Brugia malayi photoreceptor-specific nuclear receptor 0.0086 1 1
Echinococcus multilocularis thyroid hormone receptor alpha 0.0086 1 1
Schistosoma mansoni nuclear hormone receptor 0.0086 1 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.0086 1 1
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0086 1 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.0086 1 1
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0086 1 1
Echinococcus multilocularis FTZ F1 nuclear receptor protein 0.0086 1 1
Loa Loa (eye worm) hypothetical protein 0.0086 1 1
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.0086 1 1
Brugia malayi steroid hormone receptor 0.0086 1 1
Loa Loa (eye worm) steroid hormone receptor 0.0086 1 1
Echinococcus granulosus FTZ F1 alpha 0.0086 1 1
Brugia malayi nuclear receptor NHR-88 0.0086 1 1
Echinococcus granulosus retinoic acid receptor rxr beta a 0.0086 1 1
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0086 1 1
Brugia malayi Nuclear hormone receptor family member nhr-14 0.0086 1 1
Brugia malayi Nuclear hormone receptor family member nhr-40 0.0086 1 1
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.0086 1 1
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0086 1 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.0086 1 1
Loa Loa (eye worm) hypothetical protein 0.0086 1 1
Brugia malayi Steroid receptor seven-up type 2 0.0086 1 1
Schistosoma mansoni Tr4/Tr2 (homologue) 0.0086 1 1
Onchocerca volvulus Bile acid receptor homolog 0.0086 1 0.5
Onchocerca volvulus 0.0086 1 0.5
Brugia malayi Nuclear hormone receptor-like 1 0.0086 1 1
Echinococcus granulosus hepatocyte nuclear factor 4 alpha 0.0086 1 1
Echinococcus granulosus Nuclear hormone receptor family member nhr 41 0.0086 1 1
Brugia malayi Nuclear hormone receptor family member nhr-41 0.0086 1 1
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0086 1 1
Echinococcus granulosus COUP TF:Svp nuclear hormone receptor 0.0086 1 1
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.0086 1 1
Onchocerca volvulus Protein ultraspiracle homolog 0.0086 1 0.5
Schistosoma mansoni thyroid hormone receptor 0.0086 1 1
Echinococcus multilocularis FTZ F1 alpha 0.0086 1 1
Loa Loa (eye worm) hypothetical protein 0.0086 1 1
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog 0.0086 1 0.5
Schistosoma mansoni steroid hormone receptor ad4bp 0.0086 1 1
Brugia malayi Nuclear hormone receptor family member nhr-1 0.0086 1 1
Loa Loa (eye worm) hypothetical protein 0.0086 1 1
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.0086 1 1
Echinococcus granulosus ecdysone induced protein 78C 0.0086 1 1
Loa Loa (eye worm) hypothetical protein 0.0086 1 1
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.0086 1 1
Echinococcus multilocularis COUP TF:Svp nuclear hormone receptor 0.0086 1 1
Echinococcus multilocularis Nuclear hormone receptor family member nhr 41 0.0086 1 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.0086 1 1
Schistosoma mansoni thyroid hormone receptor 0.0086 1 1
Brugia malayi Nuclear hormone receptor family member nhr-3 0.0086 1 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.0086 1 1
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0086 1 1
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0086 1 1
Echinococcus granulosus FTZ F1 nuclear receptor protein 0.0086 1 1
Brugia malayi nuclear hormone receptor 0.0086 1 1
Brugia malayi Nuclear hormone receptor family member nhr-31 0.0086 1 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) = 113 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) = 113 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) = 0.024 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) = 0.024 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) = 0.05 The relative intrinsic values (IAr) obtained by dividing the maximal analogue-induced G-protein activation by that of melatonin-1 ChEMBL. 11520198
IAr (binding) = 0.3 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) = 0.05 The relative intrinsic values (IAr) obtained by dividing the maximal analogue-induced G-protein activation by that of melatonin-1 ChEMBL. 11520198
IAr (binding) = 0.3 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
Intrinsic activity (functional) = 0.05 Relative Intrinsic activity evaluated on [35S]-GTP-gammaS, binding in NIH3T3 cells stably transfected with human Melatonin receptor type 1A ChEMBL. 12672242
Intrinsic activity (functional) = 0.3 Relative Intrinsic activity evaluated on [35S]-GTP-gammaS, binding in NIH3T3 cells stably transfected with human Melatonin receptor type 1B ChEMBL. 12672242
Intrinsic activity (functional) = 0.05 Relative Intrinsic activity evaluated on [35S]-GTP-gammaS, binding in NIH3T3 cells stably transfected with human Melatonin receptor type 1A ChEMBL. 12672242
Intrinsic activity (functional) = 0.3 Relative Intrinsic activity evaluated on [35S]-GTP-gammaS, binding in NIH3T3 cells stably transfected with human Melatonin receptor type 1B ChEMBL. 12672242
Ki (binding) = -6.54 Binding affinity towards melatonin receptor type 1B stably expressed in NIH3T3 rat fibroblast cells using 2-[125I]-iodomelatonin ChEMBL. 11520198
Ki (binding) = -6.39 Binding affinity was measured against cloned human Melatonin receptor type 1A subtype stably expressed in rat fibroblasts NIH3T3 cells ChEMBL. 9733487
Ki (binding) = -6.39 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) = 6.39 Binding affinity was measured against cloned human Melatonin receptor type 1A subtype stably expressed in rat fibroblasts NIH3T3 cells ChEMBL. 9733487
Log Ki (binding) = 6.39 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) = 6.54 Binding affinity towards melatonin receptor type 1B stably expressed in NIH3T3 rat fibroblast cells using 2-[125I]-iodomelatonin ChEMBL. 11520198
pKi1-pKi2 (binding) = 0.15 The difference (pKi1-pKi2) represents selectivity towards the melatonin receptors MT1 (positive values ) or the MT2 (negative values) subtype ChEMBL. 11520198
pKi1-pKi2 (binding) = 0.15 The difference (pKi1-pKi2) represents selectivity towards the melatonin receptors MT1 (positive values ) or the MT2 (negative values) subtype ChEMBL. 11520198
pRA (binding) = -3.44 Negative logarithm of relative affinity against human Melatonin receptor type 1A ChEMBL. 9733487
pRA (binding) = -3.44 Negative logarithm of relative affinity against human Melatonin receptor type 1A ChEMBL. 9733487
pRA1 (binding) = -3.15 Relative Binding Affinity (pRA1) to cloned human Melatonin receptor type 1A, stably expressed in NIH3T3 rat fibroblast cells, determined using 2-[125I]-iodomelatonin ChEMBL. 12672242
pRA1 (binding) = -3.15 Relative Binding Affinity (pRA1) to cloned human Melatonin receptor type 1A, stably expressed in NIH3T3 rat fibroblast cells, determined using 2-[125I]-iodomelatonin ChEMBL. 12672242
pRA2 (binding) = -3.01 Relative Binding Affinity (pRA1) to cloned human Melatonin receptor type 1B, stably expressed in NIH3T3 rat fibroblast cells, determined using 2-[125I]-iodomelatonin ChEMBL. 12672242
pRA2 (binding) = -3.01 Relative Binding Affinity (pRA1) to cloned human Melatonin receptor type 1B, stably expressed in NIH3T3 rat fibroblast cells, determined using 2-[125I]-iodomelatonin ChEMBL. 12672242
Relative affinity (binding) = 2700 IC50 of the compound to IC50 of Melatonin(MLT) ChEMBL. 9733487
Relative affinity (binding) = 2700 IC50 of the compound to IC50 of Melatonin(MLT) ChEMBL. 9733487
Relative intrinsic activity (functional) = 0.05 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 expressed as relative intrinsic activity with respect to MLT ChEMBL. 9733487
Relative intrinsic activity (functional) = 0.05 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 expressed as relative intrinsic activity with respect to 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

Bibliographic References

3 literature references were collected for this gene.

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