Detailed information for compound 277324

Basic information

Technical information
  • TDR Targets ID: 277324
  • Name: 1-[2-[bis(4-fluorophenyl)methoxy]ethyl]-4-(2- naphthalen-1-ylethyl)piperazine
  • MW: 486.595 | Formula: C31H32F2N2O
  • H donors: 0 H acceptors: 0 LogP: 6.52 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: Fc1ccc(cc1)C(c1ccc(cc1)F)OCCN1CCN(CC1)CCc1cccc2c1cccc2
  • InChi: 1S/C31H32F2N2O/c32-28-12-8-26(9-13-28)31(27-10-14-29(33)15-11-27)36-23-22-35-20-18-34(19-21-35)17-16-25-6-3-5-24-4-1-2-7-30(24)25/h1-15,31H,16-23H2
  • InChiKey: PDIYHRCAHJQIGF-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 1-[2-[bis(4-fluorophenyl)methoxy]ethyl]-4-[2-(1-naphthyl)ethyl]piperazine
  • 1-[2-[bis(4-fluorophenyl)methoxy]ethyl]-4-[2-(1-naphthalenyl)ethyl]piperazine

Targets

Known targets for this compound

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

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Onchocerca volvulus 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 IPR000175,Sodium:neurotransmitter symporter,domain-containing 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
Treponema pallidum sodium- and chloride- dependent transporter 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) 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 noradrenaline 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
Loa Loa (eye worm) hypothetical protein 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) solute carrier family 6 member 4 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 ko:K05336 solute carrier family 6 (neurotransmitter transporter), invertebrate, 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
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 %
Drosophila melanogaster CG13796 gene product from transcript CG13796-RD Serotonin transporter   630 aa 638 aa 25.1 %
Onchocerca volvulus Transmembrane protein 120 homolog Serotonin transporter   630 aa 571 aa 31.2 %
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 605 aa 37.7 %
Onchocerca volvulus High affinity copper uptake protein 1 homolog Serotonin transporter   630 aa 629 aa 47.1 %
Plasmodium knowlesi transporter, putative Serotonin transporter   630 aa 514 aa 20.2 %
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein Serotonin transporter   630 aa 576 aa 31.8 %
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 582 aa 35.2 %
Onchocerca volvulus Serotonin transporter   630 aa 611 aa 26.4 %
Drosophila melanogaster CG1698 gene product from transcript CG1698-RA Serotonin transporter   630 aa 585 aa 34.2 %
Neospora caninum sodium-dependent transporter, putative Dopamine transporter   619 aa 498 aa 32.3 %
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
Echinococcus granulosus lysosomal alpha glucosidase 0.0162 0.1255 0.1727
Loa Loa (eye worm) glycosyl hydrolase family 31 protein 0.0162 0.1255 0.1216
Brugia malayi Matrixin family protein 0.0126 0.0863 0.0822
Echinococcus multilocularis nmda type glutamate receptor 0.0087 0.0432 0.0594
Schistosoma mansoni integrin alpha-ps 0.0141 0.1025 0.1608
Mycobacterium leprae PROBABLE HYDROLASE 0.0064 0.017 0.5
Onchocerca volvulus 0.0182 0.1484 1
Loa Loa (eye worm) hypothetical protein 0.0333 0.3149 0.3119
Onchocerca volvulus Matrilysin homolog 0.0116 0.0748 0.4887
Echinococcus multilocularis glutamate receptor NMDA 0.008 0.0347 0.0478
Brugia malayi Matrix metalloprotease, N-terminal domain containing protein 0.0064 0.017 0.0126
Echinococcus multilocularis integrin alpha ps 0.0271 0.2459 0.3383
Loa Loa (eye worm) matrixin family protein 0.0126 0.0863 0.0822
Loa Loa (eye worm) serotonin transporter b 0.0182 0.1484 0.1446
Onchocerca volvulus Matrix metalloproteinase homolog 0.0116 0.0748 0.4887
Brugia malayi Kelch motif family protein 0.0145 0.1068 0.1028
Onchocerca volvulus 0.0094 0.0501 0.3174
Schistosoma mansoni integrin alpha 0.0604 0.6142 1
Loa Loa (eye worm) matrixin family protein 0.0116 0.0748 0.0706
Loa Loa (eye worm) integrin beta-2 0.0953 1 1
Echinococcus granulosus integrin alpha ps 0.0271 0.2459 0.3383
Echinococcus multilocularis glutamate (NMDA) receptor subunit 0.0096 0.0531 0.073
Schistosoma mansoni hypothetical protein 0.0074 0.0286 0.0396
Loa Loa (eye worm) hypothetical protein 0.0474 0.4707 0.4684
Mycobacterium tuberculosis Probable peptidoglycan hydrolase 0.0064 0.017 0.5
Loa Loa (eye worm) kelch domain-containing protein family protein 0.0145 0.1068 0.1028
Brugia malayi Glycosyl hydrolases family 31 protein 0.0162 0.1255 0.1216
Mycobacterium ulcerans hydrolase 0.0064 0.017 0.5
Loa Loa (eye worm) norepinephrine transporter 0.0182 0.1484 0.1446
Treponema pallidum sodium- and chloride- dependent transporter 0.0182 0.1484 0.5
Loa Loa (eye worm) hypothetical protein 0.0182 0.1484 0.1446
Echinococcus granulosus glutamate NMDA receptor subunit 0.0096 0.0531 0.073
Loa Loa (eye worm) hypothetical protein 0.0064 0.017 0.0126
Schistosoma mansoni alpha-glucosidase 0.0139 0.1006 0.1577
Schistosoma mansoni glutamate receptor NMDA 0.0128 0.088 0.137
Loa Loa (eye worm) hypothetical protein 0.0145 0.1068 0.1028
Echinococcus granulosus integrin alpha 3 0.0463 0.4584 0.6305
Schistosoma mansoni hypothetical protein 0.013 0.0901 0.1405
Echinococcus multilocularis integrin alpha ps 0.0271 0.2459 0.3383
Echinococcus multilocularis integrin alpha ps 0.013 0.0901 0.124
Echinococcus granulosus nmda type glutamate receptor 0.0087 0.0432 0.0594
Brugia malayi Integrin alpha cytoplasmic region family protein 0.0457 0.4516 0.4491
Echinococcus granulosus matrix metallopeptidase 7 M10 family 0.019 0.1567 0.2155
Echinococcus granulosus integrin beta 2 0.0706 0.727 1
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0182 0.1484 0.1446
Loa Loa (eye worm) hypothetical protein 0.0182 0.1484 0.1446
Echinococcus granulosus glutamate receptor NMDA 0.008 0.0347 0.0478
Brugia malayi Hemopexin family protein 0.0074 0.0286 0.0242
Schistosoma mansoni integrin beta subunit 0.0561 0.5669 0.9226
Schistosoma mansoni sodium/chloride dependent transporter 0.0182 0.1484 0.236
Loa Loa (eye worm) hypothetical protein 0.0141 0.1025 0.0985
Echinococcus granulosus nmda type glutamate receptor 0.0095 0.0513 0.0705
Echinococcus multilocularis integrin alpha 3 0.0463 0.4584 0.6305
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0182 0.1484 0.236
Schistosoma mansoni glutamate receptor NMDA 0.0096 0.0531 0.0798
Echinococcus multilocularis matrix metallopeptidase 7 (M10 family) 0.019 0.1567 0.2155
Loa Loa (eye worm) hypothetical protein 0.0182 0.1484 0.1446
Echinococcus multilocularis lysosomal alpha glucosidase 0.0162 0.1255 0.1727
Echinococcus multilocularis integrin beta 2 0.0706 0.727 1
Onchocerca volvulus 0.0074 0.0286 0.1677
Loa Loa (eye worm) solute carrier family 6 member 4 0.0182 0.1484 0.1446
Loa Loa (eye worm) hypothetical protein 0.013 0.0901 0.0861
Schistosoma mansoni matrix metallopeptidase-9 (M10 family) 0.0124 0.0839 0.1302
Schistosoma mansoni integrin alpha-ps 0.0271 0.2459 0.3961
Schistosoma mansoni alpha-glucosidase 0.0139 0.1006 0.1577
Echinococcus granulosus integrin alpha ps 0.013 0.0901 0.124
Echinococcus multilocularis lysosomal alpha glucosidase 0.0162 0.1255 0.1727
Echinococcus multilocularis serotonin transporter 0.0182 0.1484 0.2041
Brugia malayi Integrin alpha pat-2 precursor 0.0604 0.6142 0.6124
Brugia malayi hypothetical protein 0.0145 0.1068 0.1028
Echinococcus multilocularis nmda type glutamate receptor 0.0095 0.0513 0.0705
Loa Loa (eye worm) integrin alpha pat-2 0.0931 0.9756 0.9755
Loa Loa (eye worm) hypothetical protein 0.0457 0.4516 0.4491
Echinococcus granulosus serotonin transporter 0.0182 0.1484 0.2041

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 7.8 nM Binding affinity at the dopamine transporter using [125I]-RTI-55 in rat caudate membranes. ChEMBL. 9057857
IC50 (binding) = 7.8 nM Binding affinity at the dopamine transporter using [125I]-RTI-55 in rat caudate membranes. ChEMBL. 9057857
IC50 (functional) = 25 nM Reuptake inhibition at the dopamine transporter labeled with radioligand [3H]-dopamine on synaptosomes obtained from rat caudate. ChEMBL. 9057857
IC50 (functional) = 25 nM Reuptake inhibition at the dopamine transporter labeled with radioligand [3H]-dopamine on synaptosomes obtained from rat caudate. ChEMBL. 9057857
IC50 (binding) = 46 nM Binding affinity at the serotonin transporter using [125I]-RTI-55 in rat caudate membranes. ChEMBL. 9057857
IC50 (binding) = 46 nM Binding affinity at the serotonin transporter using [125I]-RTI-55 in rat caudate membranes. ChEMBL. 9057857
IC50 (functional) = 119 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) = 119 nM Reuptake inhibition at the dopamine transporter labeled with radioligand [3H]-5-HT on synaptosomes obtained from whole rat brain minus cerebellum. ChEMBL. 9057857
Ratio (functional) = 3.2 Ratio of reuptake inhibition on DA with respect to binding affinity of DA ChEMBL. 9057857
Ratio (functional) = 3.2 Ratio of reuptake inhibition on DA with respect to binding affinity of DA ChEMBL. 9057857
Ratio (functional) = 5 Ratio of reuptake inhibition of 5-HT with respect to DA ChEMBL. 9057857
Ratio (binding) = 6 Ratio of binding affinity on SERT with respect to DA ChEMBL. 9057857

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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