Detailed information for compound 14114

Basic information

Technical information
  • TDR Targets ID: 14114
  • Name: 5-methoxy-N-[3-(4-methylpyridin-3-yl)phenyl]- 6-(trifluoromethyl)-2,3-dihydroindole-1-carbo xamide
  • MW: 427.419 | Formula: C23H20F3N3O2
  • H donors: 1 H acceptors: 2 LogP: 4.48 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1cc2CCN(c2cc1C(F)(F)F)C(=O)Nc1cccc(c1)c1cnccc1C
  • InChi: 1S/C23H20F3N3O2/c1-14-6-8-27-13-18(14)15-4-3-5-17(10-15)28-22(30)29-9-7-16-11-21(31-2)19(12-20(16)29)23(24,25)26/h3-6,8,10-13H,7,9H2,1-2H3,(H,28,30)
  • InChiKey: VSGPZSVKVXFLOY-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 5-methoxy-N-[3-(4-methyl-3-pyridyl)phenyl]-6-(trifluoromethyl)indoline-1-carboxamide
  • 5-methoxy-N-[3-(4-methyl-3-pyridyl)phenyl]-6-(trifluoromethyl)-1-indolinecarboxamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens 5-hydroxytryptamine (serotonin) receptor 2A, G protein-coupled Starlite/ChEMBL References
Homo sapiens cytochrome P450, family 1, subfamily A, polypeptide 2 Starlite/ChEMBL References
Homo sapiens 5-hydroxytryptamine (serotonin) receptor 2C, 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
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi Cytochrome P450 family protein cytochrome P450, family 1, subfamily A, polypeptide 2 516 aa 470 aa 26.2 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Entamoeba histolytica beta-N-acetylhexosaminidase, putative 0.0178 0.2658 0.5
Brugia malayi Glycosyl hydrolase family 20, catalytic domain containing protein 0.0178 0.2658 0.2629
Plasmodium falciparum telomerase reverse transcriptase 0.0085 0.0868 1
Schistosoma mansoni beta-hexosaminidase B 0.0178 0.2658 0.5
Trichomonas vaginalis beta-hexosaminidase, putative 0.0111 0.1378 1
Chlamydia trachomatis DNA polymerase I 0.0055 0.0307 0.5
Giardia lamblia Telomerase catalytic subunit 0.0085 0.0868 0.5
Loa Loa (eye worm) glycosyl hydrolase family 20 0.0178 0.2658 1
Mycobacterium ulcerans DNA polymerase I 0.0055 0.0307 1
Mycobacterium tuberculosis Probable DNA polymerase I PolA 0.0055 0.0307 1
Mycobacterium leprae PROBABLE DNA POLYMERASE I POLA 0.0055 0.0307 0.5
Trichomonas vaginalis beta-hexosaminidase, putative 0.0111 0.1378 1
Echinococcus multilocularis beta hexosaminidase subunit beta 0.0178 0.2658 1
Toxoplasma gondii RNA-directed DNA polymerase 0.0085 0.0868 0.5
Echinococcus granulosus beta hexosaminidase subunit beta 0.0178 0.2658 1
Leishmania major telomerase reverse transcriptase, putative 0.0085 0.0868 1
Schistosoma mansoni beta-hexosaminidase B 0.0178 0.2658 0.5
Trypanosoma cruzi telomerase reverse transcriptase, putative 0.0085 0.0868 1
Treponema pallidum DNA polymerase I (polA) 0.0055 0.0307 0.5
Trichomonas vaginalis beta-hexosaminidase, putative 0.0111 0.1378 1
Wolbachia endosymbiont of Brugia malayi DNA polymerase I 0.0055 0.0307 0.5
Trypanosoma brucei telomerase reverse transcriptase 0.0085 0.0868 1
Brugia malayi Telomerase reverse transcriptase 0.0225 0.3559 0.3534
Plasmodium vivax telomerase reverse transcriptase, putative 0.0085 0.0868 1
Entamoeba histolytica beta-N-acetylhexosaminidase, beta subunit 0.0178 0.2658 0.5
Trichomonas vaginalis beta-hexosaminidase B, putative 0.0111 0.1378 1
Onchocerca volvulus Telomerase reverse transcriptase homolog 0.031 0.5179 1
Entamoeba histolytica beta-N-acetylhexosaminidase, alpha subunit 0.0178 0.2658 0.5
Trypanosoma cruzi telomerase reverse transcriptase, putative 0.0085 0.0868 1
Entamoeba histolytica beta-N-acetylhexosaminidase, putative 0.0178 0.2658 0.5

Activities

Activity type Activity value Assay description Source Reference
Binding affinity (binding) Displacement of [3H]-ketanserin from human 5-hydroxytryptamine 2B receptor expressed in HEK293 cells; ND means no data ChEMBL. 10737744
Binding affinity (binding) 0 Displacement of [3H]-ketanserin from human 5-hydroxytryptamine 2B receptor expressed in HEK293 cells; ND means no data ChEMBL. 10737744
IC50 (ADMET) = 8 uM Inhibition of heterologously expressed human cytochrome P450 1A2. ChEMBL. 10737744
IC50 (ADMET) = 8 uM Inhibition of heterologously expressed human cytochrome P450 1A2. ChEMBL. 10737744
ID50 (functional) = 5 mg kg-1 Dose required to reverse mCPP induced hypolocomotion in rat after oral administration. ChEMBL. 10737744
Ki (binding) = -9.2 Binding affinity towards human cloned 5-hydroxytryptamine receptor 2C in HEK293 cells, using [3H]-mesulergine as radioligand. ChEMBL. 10737744
Ki (binding) = -6.6 Binding affinity towards human cloned 5-hydroxytryptamine receptor 2A in HEK293 cells, using [3H]-ketanserin as radioligand. ChEMBL. 10737744
Log Ki (binding) = 6.6 Binding affinity towards human cloned 5-hydroxytryptamine receptor 2A in HEK293 cells, using [3H]-ketanserin as radioligand. ChEMBL. 10737744
Log Ki (binding) = 9.2 Binding affinity towards human cloned 5-hydroxytryptamine receptor 2C in HEK293 cells, using [3H]-mesulergine as radioligand. ChEMBL. 10737744
ND (binding) 0 Selectivity index for binding affinities for 5-HT2C and 5-HT2B receptors; ND=no data ChEMBL. 10737744
Selectivity (binding) = 400 Selectivity index determined from binding affinities of 5-HT2C and 5-HT2A. ChEMBL. 10737744

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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