Detailed information for compound 171925

Basic information

Technical information
  • TDR Targets ID: 171925
  • Name: 3-[1-[2-(2,3-dihydro-1,4-benzodioxin-8-yloxy) ethyl]-3,6-dihydro-2H-pyridin-4-yl]-5-fluoro- 1H-indole
  • MW: 394.439 | Formula: C23H23FN2O3
  • H donors: 1 H acceptors: 0 LogP: 3.74 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: Fc1ccc2c(c1)c(c[nH]2)C1=CCN(CC1)CCOc1cccc2c1OCCO2
  • InChi: 1S/C23H23FN2O3/c24-17-4-5-20-18(14-17)19(15-25-20)16-6-8-26(9-7-16)10-11-27-21-2-1-3-22-23(21)29-13-12-28-22/h1-6,14-15,25H,7-13H2
  • InChiKey: ZNNDRZJROWILKJ-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens 5-hydroxytryptamine (serotonin) receptor 1A, G protein-coupled Starlite/ChEMBL References
Homo sapiens solute carrier family 6 (neurotransmitter transporter), member 4 Starlite/ChEMBL References
Rattus norvegicus Serotonin transporter Starlite/ChEMBL References
Rattus norvegicus Adrenergic receptor alpha-1 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma japonicum Sodium-dependent dopamine transporter, putative Get druggable targets OG5_128364 All targets in OG5_128364
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_133249 All targets in OG5_133249
Onchocerca volvulus Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma mansoni sodium/chloride dependent transporter Get druggable targets OG5_128364 All targets in OG5_128364
Loa Loa (eye worm) serotonin transporter b Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum Sodium-dependent noradrenaline transporter, putative Get druggable targets OG5_128364 All targets in OG5_128364
Loa Loa (eye worm) norepinephrine transporter Get druggable targets OG5_128364 All targets in OG5_128364
Echinococcus granulosus serotonin transporter Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum Sodium-dependent dopamine transporter, putative Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum Sodium-dependent dopamine transporter, putative Get druggable targets OG5_128364 All targets in OG5_128364
Brugia malayi Sodium:neurotransmitter symporter family protein Get druggable targets OG5_128364 All targets in OG5_128364
Loa Loa (eye worm) solute carrier family 6 member 4 Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum IPR000175,Sodium:neurotransmitter symporter,domain-containing Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum ko:K05336 solute carrier family 6 (neurotransmitter transporter), invertebrate, putative Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum Sodium-dependent dopamine transporter, putative Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma mansoni norepinephrine/norepinephrine transporter Get druggable targets OG5_128364 All targets in OG5_128364
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum Sodium-dependent dopamine transporter, putative Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum expressed protein Get druggable targets OG5_133249 All targets in OG5_133249
Schistosoma japonicum Sodium-dependent dopamine transporter, putative Get druggable targets OG5_128364 All targets in OG5_128364
Treponema pallidum sodium- and chloride- dependent transporter Get druggable targets OG5_128364 All targets in OG5_128364
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum Octopamine receptor, putative Get druggable targets OG5_133249 All targets in OG5_133249
Schistosoma japonicum ko:K04153 5-hydroxytryptamine (serotonin) receptor 1A, putative Get druggable targets OG5_133249 All targets in OG5_133249
Echinococcus multilocularis serotonin receptor Get druggable targets OG5_133249 All targets in OG5_133249
Schistosoma mansoni biogenic amine (5HT) receptor Get druggable targets OG5_133249 All targets in OG5_133249
Echinococcus multilocularis serotonin receptor Get druggable targets OG5_133249 All targets in OG5_133249
Echinococcus multilocularis serotonin transporter Get druggable targets OG5_128364 All targets in OG5_128364
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_133249 All targets in OG5_133249
Echinococcus granulosus biogenic amine 5HT receptor Get druggable targets OG5_133249 All targets in OG5_133249
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128364 All targets in OG5_128364
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Echinococcus granulosus sodium and chloride dependent glycine Serotonin transporter   630 aa 617 aa 39.4 %
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein Serotonin transporter   630 aa 576 aa 31.8 %
Schistosoma japonicum ko:K05046 solute carrier family 6 (neurotransmitter transporter, GABA), member, putative Serotonin transporter   630 aa 581 aa 40.1 %
Plasmodium knowlesi transporter, putative Serotonin transporter   630 aa 514 aa 20.2 %
Brugia malayi Sodium:neurotransmitter symporter family protein Serotonin transporter   630 aa 576 aa 30.9 %
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein Serotonin transporter   630 aa 582 aa 35.2 %
Echinococcus multilocularis sodium and chloride dependent glycine Serotonin transporter   630 aa 617 aa 39.4 %
Schistosoma mansoni sodium/chloride dependent transporter Serotonin transporter   630 aa 605 aa 37.7 %
Toxoplasma gondii Sodium:neurotransmitter symporter family protein Serotonin transporter   630 aa 509 aa 28.3 %
Onchocerca volvulus High affinity copper uptake protein 1 homolog Serotonin transporter   630 aa 629 aa 47.1 %
Onchocerca volvulus Transmembrane protein 120 homolog Serotonin transporter   630 aa 571 aa 31.2 %
Onchocerca volvulus Serotonin transporter   630 aa 611 aa 26.4 %
Drosophila melanogaster CG13796 gene product from transcript CG13796-RD Serotonin transporter   630 aa 638 aa 25.1 %
Schistosoma japonicum ko:K05042 solute carrier family 6 (neurotransmitter transporter, glycine),, putative Serotonin transporter   630 aa 520 aa 36.2 %
Drosophila melanogaster CG1698 gene product from transcript CG1698-RA Serotonin transporter   630 aa 585 aa 34.2 %
Schistosoma mansoni sodium/chloride dependent transporter Serotonin transporter   630 aa 552 aa 41.5 %
Brugia malayi Sodium:neurotransmitter symporter family protein solute carrier family 6 (neurotransmitter transporter), member 4 630 aa 574 aa 31.5 %
Plasmodium vivax hypothetical protein, conserved Serotonin transporter   630 aa 528 aa 21.2 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.0385 0.0761 0.0761
Trypanosoma cruzi isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.317 1 0.5
Brugia malayi Isocitrate dehydrogenase 0.317 1 1
Plasmodium falciparum isocitrate dehydrogenase [NADP], mitochondrial 0.317 1 0.5
Mycobacterium tuberculosis Probable isocitrate dehydrogenase [NADP] Icd1 (oxalosuccinate decarboxylase) (IDH) (NADP+-specific ICDH) (IDP) 0.317 1 1
Echinococcus multilocularis isocitrate dehydrogenase 0.317 1 1
Schistosoma mansoni NADP-specific isocitrate dehydrogenase 0.317 1 1
Toxoplasma gondii isocitrate dehydrogenase 0.317 1 0.5
Echinococcus multilocularis isocitrate dehydrogenase (NAD) subunit 0.0385 0.0761 0.0761
Loa Loa (eye worm) isocitrate dehydrogenase 0.317 1 1
Trypanosoma brucei isocitrate dehydrogenase, putative 0.317 1 0.5
Wolbachia endosymbiont of Brugia malayi isocitrate dehydrogenase 0.0385 0.0761 0.5
Schistosoma mansoni isocitrate dehydrogenase 0.0385 0.0761 0.0761
Echinococcus multilocularis isocitrate dehydrogenase (NAD+) 0.0385 0.0761 0.0761
Trichomonas vaginalis isocitrate dehydrogenase, putative 0.0385 0.0761 0.5
Echinococcus granulosus isocitrate dehydrogenase NAD 0.0385 0.0761 0.0761
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.317 1 1
Echinococcus granulosus isocitrate dehydrogenase NAD subunit 0.0385 0.0761 0.0761
Leishmania major isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.317 1 1
Trypanosoma brucei isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.317 1 0.5
Entamoeba histolytica tartrate dehydrogenase, putative 0.0385 0.0761 0.5
Loa Loa (eye worm) isocitrate dehydrogenase gamma subunit 0.0385 0.0761 0.0761
Mycobacterium leprae PROBABLE 3-ISOPROPYLMALATE DEHYDROGENASE LEUB (BETA-IPM DEHYDROGENASE) (IMDH) (3-IPM-DH) 0.0385 0.0761 0.5
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.317 1 1
Mycobacterium ulcerans 3-isopropylmalate dehydrogenase 0.0385 0.0761 0.5
Schistosoma mansoni unc-13 (munc13) 0.0385 0.0761 0.0761
Toxoplasma gondii isocitrate dehydrogenase 0.317 1 0.5
Schistosoma mansoni Isocitrate dehydrogenase [NAD] subunit gamma mitochondrial 0.0385 0.0761 0.0761
Plasmodium vivax isocitrate dehydrogenase [NADP], mitochondrial, putative 0.317 1 0.5
Trypanosoma cruzi isocitrate dehydrogenase, putative 0.317 1 0.5
Echinococcus granulosus NADP dependent isocitrate dehydrogenase 0.317 1 1
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.317 1 1
Echinococcus multilocularis isocitrate dehydrogenase 2 (NADP+) 0.317 1 1

Activities

Activity type Activity value Assay description Source Reference
Emax (functional) = 0 In vitro agonist activity at the 5-hydroxytryptamine 1A receptor ChEMBL. 11814784
Emax (functional) = 11 Agonist activity at the 5-hydroxytryptamine 1A receptor was determined in vitro using a [35S]-GTP-gammaS, ChEMBL. 11814784
Emax (functional) = 0 In vitro agonist activity at the 5-hydroxytryptamine 1A receptor ChEMBL. 11814784
Emax (functional) = 11 Agonist activity at the 5-hydroxytryptamine 1A receptor was determined in vitro using a [35S]-GTP-gammaS, ChEMBL. 11814784
IC50 (functional) = 684 nM Antagonism of 5-hydroxytryptamine 1A receptor was determined in vitro using a [35S]-GTP-gammaS, ChEMBL. 11814784
IC50 (functional) = 684 nM Antagonism of 5-hydroxytryptamine 1A receptor was determined in vitro using a [35S]-GTP-gammaS, ChEMBL. 11814784
IC50 (functional) = 1036 nM Antagonism of 5-hydroxytryptamine 1A receptor determined in vitro ChEMBL. 11814784
IC50 (functional) = 1036 nM Antagonism of 5-hydroxytryptamine 1A receptor determined in vitro ChEMBL. 11814784
Ki (binding) = 1.17 nM Affinity of the compound for RB Serotonin transporter was determined in vitro by incubating compound ChEMBL. 11814784
Ki (binding) = 1.17 nM Affinity of the compound for RB Serotonin transporter was determined in vitro by incubating compound ChEMBL. 11814784
Ki (binding) = 30 nM In vitro binding affinity towards Alpha-1 adrenergic receptor was determined by the displacement of [3H]-prazosin ChEMBL. 11814784
Ki (binding) = 30 nM In vitro binding affinity towards Alpha-1 adrenergic receptor was determined by the displacement of [3H]-prazosin ChEMBL. 11814784
Ki (binding) = 46.9 nM Affinity for HC Serotonin transporter determined in vitro by incubating compound and [3H]-5-HT with human carcinoma (Jar cells), previously treated with staurosporine ChEMBL. 11814784
Ki (binding) = 46.9 nM Affinity for HC Serotonin transporter determined in vitro by incubating compound and [3H]-5-HT with human carcinoma (Jar cells), previously treated with staurosporine ChEMBL. 11814784
Ki (binding) = 83.3 nM In vitro binding affinity towards Human 5-hydroxytryptamine 1A receptor by the displacement of [3H]-8-OH-DPAT ChEMBL. 11814784
Ki (binding) = 83.3 nM In vitro binding affinity towards Human 5-hydroxytryptamine 1A receptor by the displacement of [3H]-8-OH-DPAT ChEMBL. 11814784

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.

If you have references for this compound, please enter them in a user comment (below) or Contact us.