Detailed information for compound 57133

Basic information

Technical information
  • TDR Targets ID: 57133
  • Name: 5-ethoxy-N-pyridin-3-yl-6-(trifluoromethyl)-2 ,3-dihydroindole-1-carboxamide
  • MW: 351.323 | Formula: C17H16F3N3O2
  • H donors: 1 H acceptors: 2 LogP: 2.85 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCOc1cc2CCN(c2cc1C(F)(F)F)C(=O)Nc1cccnc1
  • InChi: 1S/C17H16F3N3O2/c1-2-25-15-8-11-5-7-23(14(11)9-13(15)17(18,19)20)16(24)22-12-4-3-6-21-10-12/h3-4,6,8-10H,2,5,7H2,1H3,(H,22,24)
  • InChiKey: LVJUXRYTNUQELA-UHFFFAOYSA-N  

Network

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Synonyms

  • 5-ethoxy-N-(3-pyridyl)-6-(trifluoromethyl)indoline-1-carboxamide
  • 5-ethoxy-N-(3-pyridyl)-6-(trifluoromethyl)-1-indolinecarboxamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens 5-hydroxytryptamine (serotonin) receptor 2C, G protein-coupled Starlite/ChEMBL References
Homo sapiens 5-hydroxytryptamine (serotonin) receptor 2A, G protein-coupled Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Brugia malayi Serotonin receptor Get druggable targets OG5_135430 All targets in OG5_135430

By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.0954 0.9999 0.9999
Leishmania major adenine aminohydrolase 0.0268 0.2688 1
Loa Loa (eye worm) hypothetical protein 0.0181 0.1757 0.1757
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Trypanosoma cruzi AMP deaminase 2, putative 0.0087 0.0761 0.5
Onchocerca volvulus Peroxidase homolog 0.0954 0.9999 0.9999
Loa Loa (eye worm) animal heme peroxidase 0.0954 0.9999 0.9999
Onchocerca volvulus 0.0087 0.0761 0.0756
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Schistosoma mansoni lamin 0.003 0.0148 0.0142
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Onchocerca volvulus 0.0954 0.9999 0.9999
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Brugia malayi Dopamine receptor 0.0017 0.0005 0.0005
Brugia malayi hypothetical protein 0.0017 0.0005 0.0005
Schistosoma mansoni adenosine deaminase-related 0.0268 0.2688 0.2684
Mycobacterium leprae Probable adenosine deaminase Add (ADENOSINE AMINOHYDROLASE) 0.0268 0.2688 0.5
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Loa Loa (eye worm) melatonin receptor type 1A 0.0017 0.0005 0.0005
Brugia malayi G-protein coupled receptor 0.0017 0.0005 0.0005
Loa Loa (eye worm) hypothetical protein 0.0954 0.9999 0.9999
Loa Loa (eye worm) hypothetical protein 0.0954 0.9999 0.9999
Brugia malayi Animal haem peroxidase family protein 0.0954 0.9999 0.9999
Brugia malayi Unidentified vitellogenin-linked transcript protein 6, putative 0.0017 0.0005 0.0005
Trypanosoma brucei AMP deaminase, putative 0.0087 0.0761 0.5
Loa Loa (eye worm) AMP deaminase 0.0087 0.0761 0.0761
Loa Loa (eye worm) hypothetical protein 0.0268 0.2688 0.2688
Brugia malayi sulfakinin receptor protein 0.0017 0.0005 0.0005
Echinococcus multilocularis geminin 0.0188 0.1828 0.1824
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.004 0.0254 0.0249
Brugia malayi Animal haem peroxidase family protein 0.0954 0.9999 0.9999
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Echinococcus granulosus peroxidasin 0.0955 1 1
Plasmodium falciparum adenosine deaminase 0.0268 0.2688 1
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Schistosoma mansoni AMP deaminase 0.0087 0.0761 0.0756
Toxoplasma gondii Adenosine/AMP deaminase domain-containing protein 0.0268 0.2688 1
Brugia malayi hypothetical protein 0.0017 0.0005 0.0005
Brugia malayi G-protein coupled receptor 0.0017 0.0005 0.0005
Trichomonas vaginalis adenosine deaminase, putative 0.0268 0.2688 0.5
Loa Loa (eye worm) hypothetical protein 0.0954 0.9999 0.9999
Onchocerca volvulus Peroxidasin homolog 0.0954 0.9999 0.9999
Brugia malayi neuropeptide F receptor 0.0017 0.0005 0.0005
Trypanosoma cruzi adenosine monophosphate deaminase, putative 0.0087 0.0761 0.5
Onchocerca volvulus 0.003 0.0148 0.0142
Loa Loa (eye worm) 5-hydroxytryptamine 2C receptor 0.0017 0.0005 0.0005
Entamoeba histolytica adenosine deaminase, putative 0.0268 0.2688 1
Brugia malayi Adenosine/AMP deaminase family protein 0.0268 0.2688 0.2688
Brugia malayi RE15519p 0.0017 0.0005 0.0005
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Echinococcus granulosus hypothetical protein 0.085 0.8885 0.8884
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Trypanosoma brucei adenosine monophosphate deaminase, putative 0.0087 0.0761 0.5
Schistosoma mansoni transcription factor LCR-F1 0.004 0.0254 0.0249
Onchocerca volvulus 0.0954 0.9999 0.9999
Echinococcus multilocularis lamin 0.003 0.0148 0.0142
Brugia malayi G-protein-linked acetylcholine receptor protein 2, putative 0.0017 0.0005 0.0005
Mycobacterium tuberculosis Probable adenosine deaminase Add (adenosine aminohydrolase) 0.0268 0.2688 0.5
Brugia malayi adenosine monophosphate deaminase 0.0087 0.0761 0.0761
Brugia malayi neuropeptide F receptor 0.0017 0.0005 0.0005
Loa Loa (eye worm) neuropeptide F receptor 0.0017 0.0005 0.0005
Brugia malayi follicle stimulating hormone receptor 0.0017 0.0005 0.0005
Brugia malayi Intermediate filament tail domain containing protein 0.003 0.0148 0.0148
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Entamoeba histolytica AMP deaminase, putative 0.0087 0.0761 0.2082
Loa Loa (eye worm) hypothetical protein 0.003 0.0148 0.0148
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Trypanosoma brucei AMP deaminase, putative 0.0087 0.0761 0.5
Brugia malayi hypothetical protein 0.0954 0.9999 0.9999
Brugia malayi Dopamine receptor protein 2 0.0017 0.0005 0.0005
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Brugia malayi Tachykinin-like peptides receptor 99D 0.0017 0.0005 0.0005
Onchocerca volvulus 0.0954 0.9999 0.9999
Loa Loa (eye worm) gonadotropin-releasing hormone receptor 2 0.0017 0.0005 0.0005
Plasmodium vivax adenosine deaminase, putative 0.0268 0.2688 1
Brugia malayi Animal haem peroxidase family protein 0.0954 0.9999 0.9999
Entamoeba histolytica adenosine deaminase, putative 0.0268 0.2688 1
Schistosoma mansoni peroxidasin 0.0955 1 1
Loa Loa (eye worm) hypothetical protein 0.0087 0.0761 0.0761
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.004 0.0254 0.0249
Entamoeba histolytica AMP deaminase, putative 0.0087 0.0761 0.2082
Trypanosoma cruzi AMP deaminase, putative 0.0087 0.0761 0.5
Echinococcus granulosus geminin 0.0188 0.1828 0.1824
Echinococcus granulosus adenosine deaminase 0.0268 0.2688 0.2684
Brugia malayi hypothetical protein 0.004 0.0254 0.0254
Schistosoma mansoni amine GPCR 0.0383 0.3912 0.3909
Schistosoma mansoni hypothetical protein 0.0188 0.1828 0.1824
Loa Loa (eye worm) intermediate filament tail domain-containing protein 0.003 0.0148 0.0148
Schistosoma mansoni hypothetical protein 0.0057 0.044 0.0434
Treponema pallidum adenosine deaminase 0.0268 0.2688 0.5
Brugia malayi AKH receptor 0.0017 0.0005 0.0005
Loa Loa (eye worm) hypothetical protein 0.0181 0.1757 0.1757
Brugia malayi GnHR receptor homolog 0.0017 0.0005 0.0005
Brugia malayi hypothetical protein 0.0017 0.0005 0.0005
Loa Loa (eye worm) hypothetical protein 0.0181 0.1757 0.1757
Echinococcus multilocularis peroxidasin 0.0955 1 1
Brugia malayi putative neuropeptide receptor 0.0017 0.0005 0.0005
Loa Loa (eye worm) G-protein-linked acetylcholine receptor protein 2 0.0017 0.0005 0.0005
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Echinococcus multilocularis conserved hypothetical protein 0.0833 0.8709 0.8708
Brugia malayi ORL1-like opioid receptor 0.0017 0.0005 0.0005
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Onchocerca volvulus Dual oxidase homolog 0.0954 0.9999 0.9999
Brugia malayi Dopamine receptor protein 1, putative (partial) 0.0017 0.0005 0.0005
Brugia malayi Melatonin receptor type 1A 0.0017 0.0005 0.0005
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Mycobacterium ulcerans adenosine deaminase 0.0268 0.2688 0.5
Onchocerca volvulus AMP deaminase 2 homolog 0.0087 0.0761 0.0756
Echinococcus multilocularis adenosine deaminase 0.0268 0.2688 0.2684
Trypanosoma brucei AMP deaminase, putative 0.0087 0.0761 0.5
Loa Loa (eye worm) animal heme peroxidase 0.0954 0.9999 0.9999
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Brugia malayi hypothetical protein 0.0017 0.0005 0.0005
Loa Loa (eye worm) neuropeptide F receptor 0.0017 0.0005 0.0005
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Onchocerca volvulus Peroxidase homolog 0.0954 0.9999 0.9999
Brugia malayi Animal haem peroxidase family protein 0.0954 0.9999 0.9999
Loa Loa (eye worm) hypothetical protein 0.0955 1 1
Brugia malayi hypothetical protein 0.0017 0.0005 0.0005
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Loa Loa (eye worm) hypothetical protein 0.0954 0.9999 0.9999
Loa Loa (eye worm) G-protein coupled receptor 0.0017 0.0005 0.0005
Brugia malayi Serotonin receptor 0.0572 0.5925 0.5925
Schistosoma mansoni peroxidasin 0.0954 0.9999 0.9999
Loa Loa (eye worm) intermediate filament protein 0.003 0.0148 0.0148
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Trypanosoma cruzi AMP deaminase, putative 0.0087 0.0761 0.5
Brugia malayi hypothetical protein 0.0017 0.0005 0.0005
Brugia malayi G protein-coupled receptor F59B2.13 0.0017 0.0005 0.0005
Loa Loa (eye worm) unidentified vitellogenin-linked transcript protein 6 0.0017 0.0005 0.0005
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Loa Loa (eye worm) hypothetical protein 0.0954 0.9999 0.9999
Schistosoma mansoni hypothetical protein 0.004 0.0254 0.0249
Brugia malayi intermediate filament protein 0.003 0.0148 0.0148
Echinococcus multilocularis AMP deaminase 2 0.0087 0.0761 0.0756
Brugia malayi hypothetical protein 0.0017 0.0005 0.0005
Brugia malayi Blistered cuticle protein 3 0.0954 0.9999 0.9999
Brugia malayi larval opioid receptor 0.0017 0.0005 0.0005
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Loa Loa (eye worm) hypothetical protein 0.0954 0.9999 0.9999
Trypanosoma cruzi adenosine monophosphate deaminase-like protein, putative 0.0087 0.0761 0.5
Trypanosoma cruzi AMP deaminase, putative 0.0087 0.0761 0.5
Loa Loa (eye worm) TYRA-2 protein 0.0017 0.0005 0.0005
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Trichomonas vaginalis adenosine deaminase, putative 0.0268 0.2688 0.5
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Schistosoma mansoni adenosine deaminase 0.0268 0.2688 0.2684
Brugia malayi G protein-coupled receptor 0.0017 0.0005 0.0005
Loa Loa (eye worm) blistered cuticle protein 3 0.0954 0.9999 0.9999
Loa Loa (eye worm) hypothetical protein 0.0954 0.9999 0.9999
Brugia malayi Serotonin receptor 0.0017 0.0005 0.0005
Schistosoma mansoni lamin 0.003 0.0148 0.0142
Brugia malayi Serotonin/octopamine receptor family protein 7 0.0017 0.0005 0.0005
Brugia malayi hypothetical protein 0.0017 0.0005 0.0005
Trypanosoma cruzi AMP deaminase, putative 0.0087 0.0761 0.5
Loa Loa (eye worm) hypothetical protein 0.0954 0.9999 0.9999
Onchocerca volvulus Chorion peroxidase homolog 0.0954 0.9999 0.9999
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Onchocerca volvulus Peroxidasin homolog 0.0955 1 1
Loa Loa (eye worm) hypothetical protein 0.0029 0.0142 0.0142
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Brugia malayi Animal haem peroxidase family protein 0.0954 0.9999 0.9999
Loa Loa (eye worm) animal heme peroxidase 0.0954 0.9999 0.9999
Toxoplasma gondii Adenosine/AMP deaminase domain-containing protein 0.0268 0.2688 1
Echinococcus granulosus intermediate filament protein 0.003 0.0148 0.0142
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Echinococcus granulosus lamin 0.003 0.0148 0.0142
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Echinococcus granulosus lamin dm0 0.003 0.0148 0.0142
Brugia malayi Dopamine receptor protein 1 0.0017 0.0005 0.0005
Loa Loa (eye worm) follicle stimulating hormone receptor 0.0017 0.0005 0.0005
Loa Loa (eye worm) hypothetical protein 0.0954 0.9999 0.9999
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Loa Loa (eye worm) hypothetical protein 0.0954 0.9999 0.9999
Loa Loa (eye worm) hypothetical protein 0.0954 0.9999 0.9999
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Loa Loa (eye worm) G-protein coupled receptor 0.0017 0.0005 0.0005
Schistosoma mansoni hypothetical protein 0.0188 0.1828 0.1824
Onchocerca volvulus Adenosine deaminase homolog 0.0268 0.2688 0.2684
Trypanosoma cruzi AMP deaminase, putative 0.0087 0.0761 0.5
Echinococcus multilocularis musashi 0.003 0.0148 0.0142
Brugia malayi putative neuropeptide receptor NPR1 0.0017 0.0005 0.0005
Echinococcus multilocularis lamin dm0 0.003 0.0148 0.0142
Brugia malayi hypothetical protein 0.0017 0.0005 0.0005
Brugia malayi gonadotropin-releasing hormone receptor 2 0.0017 0.0005 0.0005
Onchocerca volvulus 0.003 0.0148 0.0142
Loa Loa (eye worm) hypothetical protein 0.0954 0.9999 0.9999
Brugia malayi hypothetical protein 0.0017 0.0005 0.0005
Loa Loa (eye worm) hypothetical protein 0.0181 0.1757 0.1757
Echinococcus granulosus AMP deaminase 2 0.0087 0.0761 0.0756
Schistosoma mansoni intermediate filament proteins 0.003 0.0148 0.0142
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Loa Loa (eye worm) hypothetical protein 0.0017 0.0005 0.0005
Loa Loa (eye worm) animal heme peroxidase 0.0954 0.9999 0.9999

Activities

Activity type Activity value Assay description Source Reference
Change (functional) = 0 % Percentage change unpunished lever presses from mean score on 6-8 rats at 5 mg/kg po1h pretest ChEMBL. 9572885
Change (functional) = 1 % Percentage change unpunished lever presses from mean score on 6-8 rats at 2 mg/kg po1h pretest ChEMBL. 9572885
Change (functional) = 3 % Percentage change unpunished lever presses from mean score on 6-8 rats at 0.2 mg/kg po1h pretest ChEMBL. 9572885
Change (functional) = 3 % Percentage change unpunished lever presses from mean score on 6-8 rats at 0.5 mg/kg po1h pretest ChEMBL. 9572885
Change (functional) = 4 % Percentage change unpunished lever presses from mean score on 6-8 rats at 1 mg/kg po1h pretest ChEMBL. 9572885
Change (functional) = 5 % Percentage change punished lever presses from mean score on 6-8 rats at 0.2 mg/kg po1h pretest ChEMBL. 9572885
Change (functional) = 24 % Percentage change punished lever presses from mean score on 6-8 rats(P<0.001) at 2 mg/kg po1h pretest ChEMBL. 9572885
Change (functional) = 31 % Percentage change punished lever presses from mean score on 6-8 rats(P<0.001) at 0.5 mg/kg po1h pretest ChEMBL. 9572885
Change (functional) = 31 % Percentage change punished lever presses from mean score on 6-8 rats(P<0.001) at 5 mg/kg po1h pretest ChEMBL. 9572885
Change (functional) = 33 % Percentage change punished lever presses from mean score on 6-8 rats(P<0.001) at 1 mg/kg po1h pretest ChEMBL. 9572885
ID50 (functional) = 1 mg kg-1 The dose required to reverse mCPP (7 mg/kg ip administration 30 min pretest)- induced hypolocomotion in rat by 50 % ChEMBL. 9572885
Ki (binding) = -8.2 Binding affinity towards cloned human 5-hydroxytryptamine 2C receptor expressed in HEK 293 cells using [3H]-mesulergine as radioligand ChEMBL. 9572885
Ki (binding) = -5.8 Binding affinity towards human 5-hydroxytryptamine 2A receptor expressed in HEK 293 cells using [3H]-ketanserin as radioligand ChEMBL. 9572885
Log Ki (binding) = 5.8 Binding affinity towards human 5-hydroxytryptamine 2A receptor expressed in HEK 293 cells using [3H]-ketanserin as radioligand ChEMBL. 9572885
Log Ki (binding) = 8.2 Binding affinity towards cloned human 5-hydroxytryptamine 2C receptor expressed in HEK 293 cells using [3H]-mesulergine as radioligand ChEMBL. 9572885
Selectivity (binding) = 275 Selectivity is the ratio of binding affinity against human 5-HT2C receptor to 5-HT2A receptor expressed in HEK 293 cells ChEMBL. 9572885

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

1 literature reference was collected for this gene.

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