Detailed information for compound 278199

Basic information

Technical information
  • TDR Targets ID: 278199
  • Name: 6-[[4-[2-[bis(4-fluorophenyl)methoxy]ethyl]pi perazin-1-yl]methyl]quinoline
  • MW: 473.557 | Formula: C29H29F2N3O
  • H donors: 0 H acceptors: 1 LogP: 5.08 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: Fc1ccc(cc1)C(c1ccc(cc1)F)OCCN1CCN(CC1)Cc1ccc2c(c1)cccn2
  • InChi: 1S/C29H29F2N3O/c30-26-8-4-23(5-9-26)29(24-6-10-27(31)11-7-24)35-19-18-33-14-16-34(17-15-33)21-22-3-12-28-25(20-22)2-1-13-32-28/h1-13,20,29H,14-19,21H2
  • InChiKey: XFEZGNQTHVDGQK-UHFFFAOYSA-N  

Network

Hover on a compound node to display the structore

Synonyms

  • 6-[[4-[2-[bis(4-fluorophenyl)methoxy]ethyl]-1-piperazinyl]methyl]quinoline
  • 6-[[4-[2-[bis(4-fluorophenyl)methoxy]ethyl]piperazino]methyl]quinoline

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Dopamine transporter Starlite/ChEMBL References
Rattus norvegicus Serotonin transporter Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Loa Loa (eye worm) hypothetical protein 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 dopamine transporter, putative 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 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
Schistosoma mansoni sodium/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 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_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 noradrenaline transporter, putative Get druggable targets OG5_128364 All targets in OG5_128364
Onchocerca volvulus Get druggable targets OG5_128364 All targets in OG5_128364
Echinococcus multilocularis serotonin transporter 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
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
Loa Loa (eye worm) solute carrier family 6 member 4 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 ko:K05336 solute carrier family 6 (neurotransmitter transporter), invertebrate, 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
Treponema pallidum sodium- and chloride- dependent transporter 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 %
Onchocerca volvulus Transmembrane protein 120 homolog Serotonin transporter   630 aa 571 aa 31.2 %
Drosophila melanogaster CG13796 gene product from transcript CG13796-RD Serotonin transporter   630 aa 638 aa 25.1 %
Toxoplasma gondii Sodium:neurotransmitter symporter family protein Serotonin transporter   630 aa 509 aa 28.3 %
Schistosoma japonicum ko:K05046 solute carrier family 6 (neurotransmitter transporter, GABA), member, putative Serotonin transporter   630 aa 581 aa 40.1 %
Schistosoma japonicum ko:K05042 solute carrier family 6 (neurotransmitter transporter, glycine),, putative Serotonin transporter   630 aa 520 aa 36.2 %
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter Dopamine transporter   619 aa 604 aa 37.9 %
Schistosoma mansoni sodium/chloride dependent transporter Serotonin transporter   630 aa 552 aa 41.5 %
Brugia malayi Sodium:neurotransmitter symporter family protein Serotonin transporter   630 aa 576 aa 30.9 %
Echinococcus multilocularis 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 %
Plasmodium knowlesi transporter, putative Serotonin transporter   630 aa 514 aa 20.2 %
Onchocerca volvulus High affinity copper uptake protein 1 homolog Serotonin transporter   630 aa 629 aa 47.1 %
Schistosoma mansoni sodium/chloride dependent transporter Serotonin transporter   630 aa 605 aa 37.7 %
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein Serotonin transporter   630 aa 582 aa 35.2 %
Drosophila melanogaster CG1698 gene product from transcript CG1698-RA Serotonin transporter   630 aa 585 aa 34.2 %
Plasmodium vivax hypothetical protein, conserved Serotonin transporter   630 aa 528 aa 21.2 %
Neospora caninum sodium-dependent transporter, putative Dopamine transporter   619 aa 498 aa 32.3 %
Onchocerca volvulus Serotonin transporter   630 aa 611 aa 26.4 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Chlamydia trachomatis dihydrofolate reductase 0.9396 1 0.5
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.9396 1 1
Schistosoma mansoni dihydrofolate reductase 0.9396 1 1
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.7096 0.716 0.5
Trichomonas vaginalis conserved hypothetical protein 0.1297 0 0.5
Echinococcus granulosus dihydrofolate reductase 0.9396 1 1
Loa Loa (eye worm) dihydrofolate reductase 0.9396 1 1
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.7096 0.716 0.5
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.7096 0.716 0.5
Brugia malayi thymidylate synthase 0.2727 0.1766 0.1766
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.9396 1 1
Onchocerca volvulus 0.2727 0.1766 0.5
Leishmania major dihydrofolate reductase-thymidylate synthase 0.7096 0.716 0.5
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.9396 1 1
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.2727 0.1766 0.1766
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.7096 0.716 1
Brugia malayi Dihydrofolate reductase 0.9396 1 1
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.7096 0.716 0.5
Echinococcus multilocularis dihydrofolate reductase 0.9396 1 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 62 nM Binding affinity at the dopamine transporter using [125I]-RTI-55 in rat caudate membranes. ChEMBL. 9057857
IC50 (binding) = 62 nM Binding affinity at the dopamine transporter using [125I]-RTI-55 in rat caudate membranes. ChEMBL. 9057857
IC50 (functional) = 73 nM Reuptake inhibition at the dopamine transporter labeled with radioligand [3H]-dopamine on synaptosomes obtained from rat caudate. ChEMBL. 9057857
IC50 (functional) = 73 nM Reuptake inhibition at the dopamine transporter labeled with radioligand [3H]-dopamine on synaptosomes obtained from rat caudate. ChEMBL. 9057857
IC50 (binding) = 551 nM Binding affinity at the serotonin transporter using [125I]-RTI-55 in rat caudate membranes. ChEMBL. 9057857
IC50 (binding) = 551 nM Binding affinity at the serotonin transporter using [125I]-RTI-55 in rat caudate membranes. ChEMBL. 9057857
IC50 (functional) = 10470 nM Reuptake inhibition at the dopamine transporter labeled with radioligand [3H]-5-HT on synaptosomes obtained from whole rat brain minus cerebellum. ChEMBL. 9057857
IC50 (functional) = 10470 nM Reuptake inhibition at the dopamine transporter labeled with radioligand [3H]-5-HT on synaptosomes obtained from whole rat brain minus cerebellum. ChEMBL. 9057857
Ki (binding) = 61.8 nM Displacement of [125I]RTI55 from DAT in rat brain synaptosomes ChEMBL. 17127069
Ki (binding) = 61.8 nM Displacement of [125I]RTI55 from DAT in rat brain synaptosomes ChEMBL. 17127069
Ki (binding) = 550.5 nM Displacement of [125I]RTI55 from SERT in rat brain synaptosomes ChEMBL. 17127069
Ki (binding) = 550.5 nM Displacement of [125I]RTI55 from SERT in rat brain synaptosomes ChEMBL. 17127069
Ratio (functional) = 1.2 Ratio of reuptake inhibition on DA with respect to binding affinity of DA ChEMBL. 9057857
Ratio (functional) = 1.2 Ratio of reuptake inhibition on DA with respect to binding affinity of DA ChEMBL. 9057857
Ratio (binding) = 9 Ratio of binding affinity on SERT with respect to DA ChEMBL. 9057857
Ratio (functional) = 14 Ratio of reuptake inhibition of 5-HT with respect to DA ChEMBL. 9057857
Ratio pKi (binding) = 0.95 Selectivity for rat DAT over rat SERT ChEMBL. 17127069

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

2 literature references were collected for this gene.

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