Detailed information for compound 227266

Basic information

Technical information
  • TDR Targets ID: 227266
  • Name: 1-(1-benzothiophen-2-yl)-N-[2-(3,4-dichloroph enyl)ethyl]cyclohexan-1-amine
  • MW: 404.396 | Formula: C22H23Cl2NS
  • H donors: 1 H acceptors: 0 LogP: 7.16 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: Clc1ccc(cc1Cl)CCNC1(CCCCC1)c1cc2c(s1)cccc2
  • InChi: 1S/C22H23Cl2NS/c23-18-9-8-16(14-19(18)24)10-13-25-22(11-4-1-5-12-22)21-15-17-6-2-3-7-20(17)26-21/h2-3,6-9,14-15,25H,1,4-5,10-13H2
  • InChiKey: OLHQDWZRRMDGQZ-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 1-(benzothiophen-2-yl)-N-[2-(3,4-dichlorophenyl)ethyl]cyclohexanamine
  • 1-(2-benzothiophenyl)-N-[2-(3,4-dichlorophenyl)ethyl]cyclohexanamine
  • [1-(benzothiophen-2-yl)cyclohexyl]-[2-(3,4-dichlorophenyl)ethyl]amine
  • 1-(benzothiophen-2-yl)-N-[2-(3,4-dichlorophenyl)ethyl]cyclohexan-1-amine
  • 1-(2-benzothiophenyl)-N-[2-(3,4-dichlorophenyl)ethyl]-1-cyclohexanamine
  • NCI60_038324

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Glutamate NMDA receptor 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
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
Echinococcus granulosus serotonin transporter 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
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
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 IPR000175,Sodium:neurotransmitter symporter,domain-containing 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
Onchocerca volvulus 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
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
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 japonicum Sodium-dependent noradrenaline 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 transporter Dopamine transporter   619 aa 588 aa 40.3 %
Onchocerca volvulus Dopamine transporter   619 aa 612 aa 23.5 %
Schistosoma japonicum ko:K05042 solute carrier family 6 (neurotransmitter transporter, glycine),, putative Dopamine transporter   619 aa 509 aa 40.1 %
Schistosoma japonicum ko:K05046 solute carrier family 6 (neurotransmitter transporter, GABA), member, putative Dopamine transporter   619 aa 551 aa 39.9 %
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein Dopamine transporter   619 aa 636 aa 31.8 %
Plasmodium vivax hypothetical protein, conserved Dopamine transporter   619 aa 657 aa 20.1 %
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein Dopamine transporter   619 aa 578 aa 32.9 %
Drosophila melanogaster CG13796 gene product from transcript CG13796-RD Dopamine transporter   619 aa 557 aa 23.9 %
Drosophila melanogaster CG1698 gene product from transcript CG1698-RA Dopamine transporter   619 aa 522 aa 36.0 %
Neospora caninum sodium-dependent transporter, putative Dopamine transporter   619 aa 498 aa 32.3 %
Schistosoma mansoni sodium/chloride dependent transporter Dopamine transporter   619 aa 558 aa 41.8 %
Onchocerca volvulus High affinity copper uptake protein 1 homolog Dopamine transporter   619 aa 599 aa 44.2 %
Echinococcus granulosus sodium and chloride dependent glycine Dopamine transporter   619 aa 594 aa 41.4 %
Echinococcus multilocularis sodium and chloride dependent glycine Dopamine transporter   619 aa 599 aa 41.9 %
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter Dopamine transporter   619 aa 604 aa 37.9 %
Brugia malayi Sodium:neurotransmitter symporter family protein Dopamine transporter   619 aa 578 aa 33.4 %
Onchocerca volvulus Transmembrane protein 120 homolog Dopamine transporter   619 aa 578 aa 32.9 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.0128 0.0548 0.0995
Schistosoma mansoni ecdysone-induced protein 78c (dr-78) 0.0067 0.0059 0.0107
Brugia malayi Nuclear hormone receptor family member nhr-49 0.0128 0.0548 0.058
Echinococcus multilocularis ecdysone induced protein 78C 0.0128 0.0548 0.1105
Loa Loa (eye worm) hypothetical protein 0.0128 0.0548 0.058
Loa Loa (eye worm) hypothetical protein 0.0128 0.0548 0.058
Echinococcus multilocularis COUP TF:Svp nuclear hormone receptor 0.0128 0.0548 0.1105
Schistosoma mansoni Tr4/Tr2 (homologue) 0.0128 0.0548 0.0995
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.0128 0.0548 0.058
Echinococcus multilocularis serotonin transporter 0.0109 0.04 0.0806
Brugia malayi Nuclear hormone receptor family member nhr-40 0.0128 0.0548 0.058
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.0128 0.0548 0.058
Schistosoma mansoni thyroid hormone receptor 0.0128 0.0548 0.0995
Loa Loa (eye worm) hypothetical protein 0.0109 0.04 0.0423
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.0128 0.0548 0.0995
Onchocerca volvulus 0.0109 0.04 0.04
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0128 0.0548 0.058
Loa Loa (eye worm) hypothetical protein 0.0067 0.0059 0.0062
Loa Loa (eye worm) nuclear receptor nhr-7B 0.1224 0.9452 1
Echinococcus multilocularis retinoic acid receptor rxr beta a retinoic acid receptor rxr alpha a retinoic acid receptor rxr alpha 0.0671 0.4958 1
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0128 0.0548 0.058
Brugia malayi hypothetical protein 0.0067 0.0059 0.0062
Brugia malayi Nuclear hormone receptor family member nhr-3 0.0128 0.0548 0.058
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.0128 0.0548 0.058
Loa Loa (eye worm) hypothetical protein 0.0067 0.0059 0.0062
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0109 0.04 0.0423
Loa Loa (eye worm) solute carrier family 6 member 4 0.0109 0.04 0.0423
Brugia malayi Nuclear hormone receptor family member nhr-41 0.0128 0.0548 0.058
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0128 0.0548 0.0995
Onchocerca volvulus Bile acid receptor homolog 0.0128 0.0548 0.0548
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.0128 0.0548 0.0995
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.0128 0.0548 0.058
Brugia malayi Nuclear hormone receptor-like 1 0.0067 0.0059 0.0062
Schistosoma mansoni steroid hormone receptor ad4bp 0.0128 0.0548 0.0995
Echinococcus multilocularis nuclear receptor subfamily 1 group D 0.0067 0.0059 0.0118
Brugia malayi photoreceptor-specific nuclear receptor 0.0128 0.0548 0.058
Echinococcus granulosus COUP TF:Svp nuclear hormone receptor 0.0128 0.0548 0.0995
Brugia malayi nuclear hormone receptor 0.0128 0.0548 0.058
Schistosoma mansoni retinoid-x-receptor (RXR) 0.0067 0.0059 0.0107
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.0128 0.0548 0.058
Loa Loa (eye worm) hypothetical protein 0.0109 0.04 0.0423
Echinococcus granulosus ecdysone induced protein 78C 0.0128 0.0548 0.0995
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.0128 0.0548 0.0995
Echinococcus granulosus Nuclear hormone receptor family member nhr 41 0.0128 0.0548 0.0995
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0128 0.0548 0.1105
Loa Loa (eye worm) norepinephrine transporter 0.0109 0.04 0.0423
Echinococcus granulosus hepatocyte nuclear factor 4 alpha 0.0128 0.0548 0.0995
Brugia malayi steroid hormone receptor 0.0128 0.0548 0.058
Loa Loa (eye worm) hypothetical protein 0.0128 0.0548 0.058
Loa Loa (eye worm) hypothetical protein 0.0128 0.0548 0.058
Brugia malayi Nuclear hormone receptor-like 1 0.0067 0.0059 0.0062
Brugia malayi Nuclear hormone receptor family member nhr-1 0.0128 0.0548 0.058
Brugia malayi Nuclear hormone receptor family member nhr-14 0.0128 0.0548 0.058
Loa Loa (eye worm) hypothetical protein 0.0067 0.0059 0.0062
Schistosoma mansoni thyroid hormone receptor 0.0128 0.0548 0.0995
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.0128 0.0548 0.058
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.0128 0.0548 0.058
Loa Loa (eye worm) hypothetical protein 0.1164 0.8963 0.9482
Echinococcus granulosus FTZ F1 nuclear receptor protein 0.0128 0.0548 0.0995
Loa Loa (eye worm) hypothetical protein 0.0128 0.0548 0.058
Brugia malayi Steroid receptor seven-up type 2 0.0128 0.0548 0.058
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0128 0.0548 0.058
Echinococcus granulosus nuclear receptor subfamily 1 group D 0.0067 0.0059 0.0107
Schistosoma mansoni retinoid-x-receptor (RXR) 0.0128 0.0548 0.0995
Schistosoma mansoni RAR-like nuclear receptor 0.0128 0.0548 0.0995
Echinococcus granulosus serotonin transporter 0.0109 0.04 0.0726
Brugia malayi Nuclear hormone receptor family member nhr-31 0.0128 0.0548 0.058
Onchocerca volvulus Protein ultraspiracle homolog 0.0128 0.0548 0.0548
Loa Loa (eye worm) hypothetical protein 0.0067 0.0059 0.0062
Schistosoma mansoni coup transcription factor 0.0128 0.0548 0.0995
Echinococcus multilocularis Nuclear hormone receptor family member nhr 41 0.0128 0.0548 0.1105
Treponema pallidum sodium- and chloride- dependent transporter 0.0109 0.04 0.5
Echinococcus granulosus FTZ F1 alpha 0.0128 0.0548 0.0995
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0128 0.0548 0.058
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0128 0.0548 0.1105
Schistosoma mansoni sodium/chloride dependent transporter 0.0109 0.04 0.0726
Loa Loa (eye worm) hypothetical protein 0.0128 0.0548 0.058
Loa Loa (eye worm) hypothetical protein 0.0109 0.04 0.0423
Echinococcus multilocularis thyroid hormone receptor alpha 0.0128 0.0548 0.1105
Onchocerca volvulus 0.0128 0.0548 0.0548
Schistosoma mansoni nuclear hormone receptor 0.0128 0.0548 0.0995
Loa Loa (eye worm) hypothetical protein 0.0128 0.0548 0.058
Echinococcus granulosus retinoic acid receptor rxr beta a 0.0738 0.5506 1
Brugia malayi ecdysteroid receptor 0.0128 0.0548 0.058
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0128 0.0548 0.0995
Brugia malayi Nuclear hormone receptor-like 1 0.0128 0.0548 0.058
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0128 0.0548 0.058
Brugia malayi nuclear receptor RXR 0.0067 0.0059 0.0062
Loa Loa (eye worm) hypothetical protein 0.0067 0.0059 0.0062
Loa Loa (eye worm) serotonin transporter b 0.0109 0.04 0.0423
Brugia malayi hypothetical protein 0.0067 0.0059 0.0062
Loa Loa (eye worm) nuclear hormone receptor-like 1 0.0067 0.0059 0.0062
Echinococcus multilocularis hepatocyte nuclear factor 4 alpha 0.0128 0.0548 0.1105
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0128 0.0548 0.058
Echinococcus multilocularis FTZ F1 alpha 0.0128 0.0548 0.1105
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0109 0.04 0.0726
Brugia malayi nuclear hormone receptor 0.1224 0.9452 1
Loa Loa (eye worm) steroid hormone receptor 0.0128 0.0548 0.058
Loa Loa (eye worm) hypothetical protein 0.0128 0.0548 0.058
Brugia malayi nuclear receptor NHR-88 0.0128 0.0548 0.058
Schistosoma mansoni retinoic acid receptor RXR 0.0738 0.5506 1
Echinococcus multilocularis FTZ F1 nuclear receptor protein 0.0128 0.0548 0.1105

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 1002 nM Tested for radioligand [3H]-BTCP displacement from dopamine transporter in rat forebrain ChEMBL. 8258830
IC50 (binding) = 1002 nM Tested for radioligand [3H]-BTCP displacement from dopamine transporter in rat forebrain ChEMBL. 8258830
IC50 (binding) > 5000 nM Tested for radioligand [3H]-cocaine displacement from dopamine transporter in rat forebrain ChEMBL. 8258830
IC50 (binding) > 5000 nM Tested for inhibition of radioligand [3H]-dopamine (DA) uptake in rat synaptosomes ChEMBL. 8258830
IC50 (binding) > 5000 nM Tested for radioligand [3H]-cocaine displacement from dopamine transporter in rat forebrain ChEMBL. 8258830
IC50 (binding) > 5000 nM Tested for inhibition of radioligand [3H]-dopamine (DA) uptake in rat synaptosomes ChEMBL. 8258830
Ki (binding) > 10000 nM Tested for affinity by radioligand [3H]-TCP diplacement from phencyclidine binding site (PCP) in rat homogenates ChEMBL. 8258830
Ki (binding) > 10000 nM Tested for affinity by radioligand [3H]-TCP diplacement from phencyclidine binding site (PCP) in rat homogenates ChEMBL. 8258830
Ratio (binding) < 0.2 Ratio of IC50 of [3H]-BTCP to that of [3H]-DA uptake ChEMBL. 8258830
Ratio (binding) < 0.2 Ratio of IC50 of [3H]-BTCP to that of [3H]-DA uptake ChEMBL. 8258830

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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