Detailed information for compound 235674

Basic information

Technical information
  • TDR Targets ID: 235674
  • Name: 4-(2-benzhydryloxyethyl)-1-[(4-methoxyphenyl) methyl]piperidine
  • MW: 415.567 | Formula: C28H33NO2
  • H donors: 0 H acceptors: 0 LogP: 5.87 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1ccc(cc1)CN1CCC(CC1)CCOC(c1ccccc1)c1ccccc1
  • InChi: 1S/C28H33NO2/c1-30-27-14-12-24(13-15-27)22-29-19-16-23(17-20-29)18-21-31-28(25-8-4-2-5-9-25)26-10-6-3-7-11-26/h2-15,23,28H,16-22H2,1H3
  • InChiKey: FUXRBRXTWPQSKS-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 4-(2-benzhydryloxyethyl)-1-p-anisyl-piperidine
  • 4-[2-[di(phenyl)methoxy]ethyl]-1-[(4-methoxyphenyl)methyl]piperidine
  • 4-[2-[di(phenyl)methoxy]ethyl]-1-(4-methoxybenzyl)piperidine

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 ko:K05336 solute carrier family 6 (neurotransmitter transporter), invertebrate, 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) 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 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
Loa Loa (eye worm) serotonin transporter b 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
Brugia malayi Sodium:neurotransmitter symporter family protein Get druggable targets OG5_128364 All targets in OG5_128364
Echinococcus multilocularis serotonin transporter 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
Treponema pallidum sodium- and chloride- dependent 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
Loa Loa (eye worm) hypothetical protein 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
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
Schistosoma japonicum Sodium-dependent dopamine transporter, putative 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
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter Dopamine transporter   619 aa 604 aa 37.9 %
Drosophila melanogaster CG13796 gene product from transcript CG13796-RD Serotonin transporter   630 aa 638 aa 25.1 %
Echinococcus granulosus sodium and chloride dependent glycine Serotonin transporter   630 aa 617 aa 39.4 %
Neospora caninum sodium-dependent transporter, putative Dopamine transporter   619 aa 498 aa 32.3 %
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 %
Brugia malayi Sodium:neurotransmitter symporter family protein Serotonin transporter   630 aa 576 aa 30.9 %
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 %
Schistosoma mansoni sodium/chloride dependent transporter Serotonin transporter   630 aa 552 aa 41.5 %
Schistosoma japonicum ko:K05042 solute carrier family 6 (neurotransmitter transporter, glycine),, putative Serotonin transporter   630 aa 520 aa 36.2 %
Echinococcus multilocularis sodium and chloride dependent glycine Serotonin transporter   630 aa 617 aa 39.4 %
Schistosoma japonicum ko:K05046 solute carrier family 6 (neurotransmitter transporter, GABA), member, putative Serotonin transporter   630 aa 581 aa 40.1 %
Toxoplasma gondii Sodium:neurotransmitter symporter family protein Serotonin transporter   630 aa 509 aa 28.3 %
Drosophila melanogaster CG1698 gene product from transcript CG1698-RA Serotonin transporter   630 aa 585 aa 34.2 %
Onchocerca volvulus Transmembrane protein 120 homolog Serotonin transporter   630 aa 571 aa 31.2 %
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 %
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
Trichomonas vaginalis conserved hypothetical protein 0.0087 0.0032 0.05
Echinococcus multilocularis purine nucleoside phosphorylase 0.0333 0.0489 0.7519
Loa Loa (eye worm) hypothetical protein 0.0113 0.0081 0.1663
Schistosoma mansoni methylthioadenosine phosphorylase 0.0087 0.0032 0.05
Brugia malayi serpin 0.0113 0.0081 0.125
Toxoplasma gondii serpin (serine proteinase inhibitor) superfamily protein 0.0113 0.0081 0.0142
Loa Loa (eye worm) serpin 0.0113 0.0081 0.1663
Echinococcus multilocularis methylthioadenosine phosphorylase 0.0087 0.0032 0.05
Onchocerca volvulus 0.0182 0.021 0.2834
Leishmania major methionine synthase, putative 0.0686 0.1145 1
Brugia malayi BmSERPIN, truncated 0.0113 0.0081 0.125
Brugia malayi serpin 0.0113 0.0081 0.125
Mycobacterium ulcerans purine nucleoside phosphorylase 0.042 0.065 0.062
Loa Loa (eye worm) norepinephrine transporter 0.0182 0.021 0.4294
Onchocerca volvulus 0.0113 0.0081 0.074
Echinococcus multilocularis serotonin transporter 0.0182 0.021 0.3228
Schistosoma mansoni serine protease inhibitors serpins 0.0113 0.0081 0.125
Trichomonas vaginalis purine nucleoside phosphorylase, putative 0.0087 0.0032 0.05
Loa Loa (eye worm) hypothetical protein 0.0113 0.0081 0.1663
Schistosoma mansoni methylthioadenosine phosphorylase 0.0087 0.0032 0.05
Mycobacterium tuberculosis Probable purine nucleoside phosphorylase DeoD (inosine phosphorylase) (PNP) 0.042 0.065 0.0809
Onchocerca volvulus 0.0113 0.0081 0.074
Schistosoma mansoni sodium/chloride dependent transporter 0.0182 0.021 0.3228
Plasmodium vivax purine nucleoside phosphorylase, putative 0.0087 0.0032 0.0029
Echinococcus multilocularis purine nucleoside phosphorylase 0.042 0.065 1
Echinococcus granulosus serine protease inhibitor 0.0113 0.0081 0.125
Mycobacterium ulcerans B12-dependent methionine synthase 0.0686 0.1145 0.1116
Loa Loa (eye worm) S-methyl-5'-thioadenosine phosphorylase MTAP 0.0087 0.0032 0.0664
Loa Loa (eye worm) hypothetical protein 0.0182 0.021 0.4294
Echinococcus granulosus serine protease inhibitor 0.0113 0.0081 0.125
Echinococcus multilocularis purine nucleoside phosphorylase 0.042 0.065 1
Schistosoma mansoni serpin 0.0113 0.0081 0.125
Trichomonas vaginalis purine nucleoside phosphorylase, putative 0.0087 0.0032 0.05
Schistosoma mansoni serine protease inhibitors serpins 0.0113 0.0081 0.125
Loa Loa (eye worm) hypothetical protein 0.0113 0.0081 0.1663
Echinococcus multilocularis uridine phosphorylase 1 0.0087 0.0032 0.05
Trichomonas vaginalis purine nucleoside phosphorylase, putative 0.0087 0.0032 0.05
Loa Loa (eye worm) hypothetical protein 0.0113 0.0081 0.1663
Schistosoma mansoni methylthioadenosine phosphorylase 0.0087 0.0032 0.05
Schistosoma mansoni serine protease inhibitors serpins 0.0113 0.0081 0.125
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0182 0.021 0.3228
Schistosoma mansoni uridine phosphorylase 0.0087 0.0032 0.05
Loa Loa (eye worm) serpin 0.0113 0.0081 0.1663
Brugia malayi serpin precursor 0.0113 0.0081 0.125
Trypanosoma cruzi nucleoside phosphorylase, putative 0.0087 0.0032 0.7494
Schistosoma mansoni purine nucleoside phosphorylase 0.042 0.065 1
Schistosoma mansoni serine protease inhibitors serpins 0.0113 0.0081 0.125
Mycobacterium tuberculosis Dihydropteroate synthase 2 FolP2 (DHPS 2) (dihydropteroate pyrophosphorylase 2) 0.0686 0.1145 0.1456
Giardia lamblia Serpin 1 0.0113 0.0081 0.0695
Echinococcus granulosus purine nucleoside phosphorylase 0.042 0.065 1
Echinococcus granulosus thymidine kinase 0.0151 0.0151 0.2317
Brugia malayi BmSERPIN 0.0113 0.0081 0.125
Mycobacterium tuberculosis Dihydropteroate synthase 1 FolP (DHPS 1) (dihydropteroate pyrophosphorylase 1) (dihydropteroate diphosphorylase 1) 0.0686 0.1145 0.1456
Brugia malayi serpin 0.0113 0.0081 0.125
Loa Loa (eye worm) hypothetical protein 0.0113 0.0081 0.1663
Echinococcus multilocularis serine protease inhibitor 0.0113 0.0081 0.125
Entamoeba histolytica serine protease inhibitor, putative 0.0113 0.0081 1
Echinococcus multilocularis purine nucleoside phosphorylase 0.0333 0.0489 0.7519
Schistosoma mansoni serine protease inhibitors serpins 0.0113 0.0081 0.125
Trypanosoma cruzi nucleoside phosphorylase, putative 0.0087 0.0032 0.7494
Mycobacterium ulcerans dihydropteroate synthase 1 FolP1 0.0686 0.1145 0.1116
Trypanosoma cruzi fatty acid desaturase, putative 0.0089 0.0036 1
Loa Loa (eye worm) acyl-CoA desaturase 0.0082 0.0023 0.046
Brugia malayi serpin 0.0113 0.0081 0.125
Plasmodium falciparum purine nucleoside phosphorylase 0.0087 0.0032 0.0029
Mycobacterium leprae Probable dihydropteroate synthase 1 FolP1 (DHPS 1) (dihydropteroate pyrophosphorylase 1) (dihydropteroate dipyrophosphorylase 1) 0.0686 0.1145 0.1116
Brugia malayi hypothetical protein 0.0113 0.0081 0.125
Loa Loa (eye worm) uridine phosphorylase 0.0087 0.0032 0.0664
Echinococcus granulosus purine nucleoside phosphorylase 0.042 0.065 1
Loa Loa (eye worm) serpin protein 6 0.0113 0.0081 0.1663
Echinococcus multilocularis Estrogen regulated protein EP45 0.0113 0.0081 0.125
Loa Loa (eye worm) hypothetical protein 0.0182 0.021 0.4294
Echinococcus multilocularis purine nucleoside phosphorylase 0.042 0.065 1
Echinococcus granulosus uridine phosphorylase 1 0.0087 0.0032 0.05
Echinococcus granulosus serine protease inhibitor 0.0113 0.0081 0.125
Trypanosoma cruzi nucleoside phosphorylase, putative 0.0087 0.0032 0.7494
Schistosoma mansoni uridine phosphorylase 0.0087 0.0032 0.05
Brugia malayi MTAP 0.0087 0.0032 0.05
Echinococcus granulosus serotonin transporter 0.0182 0.021 0.3228
Loa Loa (eye worm) hypothetical protein 0.0113 0.0081 0.1663
Echinococcus multilocularis purine nucleoside phosphorylase 0.042 0.065 1
Schistosoma mansoni serpin 0.0113 0.0081 0.125
Echinococcus multilocularis purine nucleoside phosphorylase 0.042 0.065 1
Echinococcus granulosus purine nucleoside phosphorylase 0.042 0.065 1
Mycobacterium leprae PROBABLE DIHYDROPTEROATE SYNTHASE 2 FOLP2 (DHPS 2) (Dihydropteroate pyrophosphorylase 2) 0.0686 0.1145 0.1116
Trichomonas vaginalis purine nucleoside phosphorylase, putative 0.0087 0.0032 0.05
Brugia malayi serpin 0.0113 0.0081 0.125
Trichomonas vaginalis purine nucleoside phosphorylase I, putative 0.042 0.065 1
Loa Loa (eye worm) solute carrier family 6 member 4 0.0182 0.021 0.4294
Trypanosoma cruzi methylthioadenosine phosphorylase, putative 0.0087 0.0032 0.7494
Echinococcus granulosus Estrogen regulated protein EP45 0.0113 0.0081 0.125
Brugia malayi serpin (BmSERPIN) 0.0113 0.0081 0.125
Brugia malayi acyl-CoA desaturase 0.0082 0.0023 0.0346
Echinococcus granulosus thymidine kinase 0.0151 0.0151 0.2317
Plasmodium vivax hydroxymethylpterin pyrophosphokinase-dihydropteroate synthetase, putative 0.1939 0.3472 1
Mycobacterium tuberculosis 2-amino-4-hydroxy-6-hydroxymethyldihydropteridine pyrophosphokinase FolK (7,8-dihydro-6-hydroxymethylpterin-pyrophosphokinase) ( 0.4201 0.7673 1
Mycobacterium leprae Probable 5-methyltetrahydrofolate--homocystein methyltransferase MetH (Methionine synthase, vitamin-B12 dependent isozyme) (MS) 0.0686 0.1145 0.1116
Giardia lamblia Deoxynucleoside kinase 0.0465 0.0735 1
Mycobacterium ulcerans dihydropteroate synthase 2 FolP2 0.0686 0.1145 0.1116
Brugia malayi hypothetical protein 0.0113 0.0081 0.125
Trichomonas vaginalis purine nucleoside phosphorylase, putative 0.0087 0.0032 0.05
Echinococcus granulosus plasminogen activator inhibitor 2 0.0113 0.0081 0.125
Schistosoma mansoni thymidine kinase 0.0151 0.0151 0.2317
Brugia malayi Serpin protein 6 0.0113 0.0081 0.125
Loa Loa (eye worm) serpin 0.0113 0.0081 0.1663
Brugia malayi purine nucleoside phosphorylase I, inosine and guanosine-specific family protein 0.042 0.065 1
Plasmodium falciparum hydroxymethyldihydropterin pyrophosphokinase-dihydropteroate synthase 0.1939 0.3472 1
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0182 0.021 0.3228
Loa Loa (eye worm) serotonin transporter b 0.0182 0.021 0.4294
Echinococcus granulosus purine nucleoside phosphorylase 0.042 0.065 1
Brugia malayi serpin (BmSERPIN) 0.0113 0.0081 0.125
Echinococcus granulosus purine nucleoside phosphorylase 0.042 0.065 1
Toxoplasma gondii dihydropteroate synthase 0.1939 0.3472 1
Echinococcus multilocularis Estrogen regulated protein EP45 0.0113 0.0081 0.125
Giardia lamblia Purine nucleoside phosphorylase lateral transfer candidate 0.042 0.065 0.8793
Echinococcus granulosus Thymidine kinase 2 mitochondrial 0.0151 0.0151 0.2317
Loa Loa (eye worm) hypothetical protein 0.0113 0.0081 0.1663
Onchocerca volvulus Purine nucleoside phosphorylase homolog 0.042 0.065 1
Toxoplasma gondii protease inhibitor PI1 0.0113 0.0081 0.0142
Echinococcus granulosus Estrogen regulated protein EP45 0.0113 0.0081 0.125
Echinococcus multilocularis serine protease inhibitor 0.0113 0.0081 0.125
Schistosoma mansoni serine protease inhibitors serpins 0.0113 0.0081 0.125
Echinococcus granulosus inosine guanosine and xanthosine phosphorylase 0.0333 0.0489 0.7519
Brugia malayi uridine phosphorylase family protein 0.0087 0.0032 0.05
Trypanosoma brucei fatty acid desaturase, putative 0.0089 0.0036 1
Loa Loa (eye worm) hypothetical protein 0.0113 0.0081 0.1663
Loa Loa (eye worm) serpin 0.0113 0.0081 0.1663
Echinococcus granulosus purine nucleoside phosphorylase 0.042 0.065 1
Leishmania major fatty-acid desaturase, putative 0.0089 0.0036 0.003
Brugia malayi serpin 0.0113 0.0081 0.125
Trichomonas vaginalis conserved hypothetical protein 0.0087 0.0032 0.05
Chlamydia trachomatis bifunctional 2-amino-4-hydroxy-6-hydroxymethyldihydropteridine pyrophosphokinase/dihydropteroate synthase 0.1939 0.3472 1
Trypanosoma cruzi methylthioadenosine phosphorylase, putative 0.0087 0.0032 0.7494
Trichomonas vaginalis purine nucleoside phosphorylase, putative 0.0087 0.0032 0.05
Echinococcus multilocularis thymidine kinase 0.0151 0.0151 0.2317
Echinococcus multilocularis transfer RNA-Ile 0.0151 0.0151 0.2317
Onchocerca volvulus 0.0113 0.0081 0.074
Onchocerca volvulus 0.0113 0.0081 0.074
Leishmania major stearic acid desaturase, putative 0.0089 0.0036 0.003
Echinococcus granulosus purine nucleoside phosphorylase 0.042 0.065 1
Trichomonas vaginalis purine nucleoside phosphorylase, putative 0.0087 0.0032 0.05
Loa Loa (eye worm) hypothetical protein 0.0182 0.021 0.4294
Loa Loa (eye worm) hypothetical protein 0.0113 0.0081 0.1663
Treponema pallidum sodium- and chloride- dependent transporter 0.0182 0.021 1
Schistosoma mansoni purine nucleoside phosphorylase 0.042 0.065 1
Onchocerca volvulus 0.0113 0.0081 0.074
Echinococcus granulosus purine nucleoside phosphorylase 0.042 0.065 1
Loa Loa (eye worm) hypothetical protein 0.0333 0.0489 1
Mycobacterium leprae Probable purine nucleoside phosphorylase DeoD (INOSINE PHOSPHORYLASE) (PNP) 0.042 0.065 0.062
Echinococcus granulosus methylthioadenosine phosphorylase 0.0087 0.0032 0.05
Onchocerca volvulus 0.0113 0.0081 0.074
Echinococcus multilocularis purine nucleoside phosphorylase 0.042 0.065 1
Mycobacterium ulcerans 2-amino-4-hydroxy-6-hydroxymethyldihydropteridine pyrophosphokinase 0.5455 1 1
Echinococcus multilocularis thymidine kinase 0.0151 0.0151 0.2317

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 27.8 nM In vitro inhibition of [3H]-WIN- 35, 428 binding to dopamine transporter on rat striatal membranes. ChEMBL. 9016326
IC50 (binding) = 27.8 nM In vitro inhibition of [3H]-WIN- 35, 428 binding to dopamine transporter on rat striatal membranes. ChEMBL. 9016326
IC50 (binding) = 1240 nM In vitro inhibition of [3H]-citalopram binding to serotonin transporter on rat striatal membranes. ChEMBL. 9016326
IC50 (binding) = 1240 nM In vitro inhibition of [3H]-citalopram binding to serotonin transporter on rat striatal membranes. ChEMBL. 9016326
Ratio (binding) = 45 Ratio of inhibitory activity against Serotonin Transporter compared to Dopamine Transporter ChEMBL. 9016326

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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