Detailed information for compound 930135

Basic information

Technical information
  • TDR Targets ID: 930135
  • Name: 1-[4-(3-methoxyphenyl)cyclohexyl]-4-pyridin-2 -ylpiperazine
  • MW: 351.485 | Formula: C22H29N3O
  • H donors: 0 H acceptors: 1 LogP: 4.11 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1cccc(c1)C1CCC(CC1)N1CCN(CC1)c1ccccn1
  • InChi: 1S/C22H29N3O/c1-26-21-6-4-5-19(17-21)18-8-10-20(11-9-18)24-13-15-25(16-14-24)22-7-2-3-12-23-22/h2-7,12,17-18,20H,8-11,13-16H2,1H3
  • InChiKey: SHEZXZSIBXLQMP-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 1-[4-(3-methoxyphenyl)cyclohexyl]-4-(2-pyridyl)piperazine
  • 1-[4-(3-methoxyphenyl)cyclohexyl]-4-pyridin-2-yl-piperazine

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 adrenoceptor alpha 1B Starlite/ChEMBL References
Rattus norvegicus Serotonin 1a (5-HT1a) receptor Starlite/ChEMBL References
Homo sapiens adrenoceptor alpha 1D Starlite/ChEMBL References
Rattus norvegicus Dopamine D2 receptor Starlite/ChEMBL References
Rattus norvegicus Adrenergic receptor alpha-1 Starlite/ChEMBL References
Homo sapiens adrenoceptor alpha 1A Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma japonicum expressed 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
Schistosoma mansoni amine GPCR Get druggable targets OG5_128924 All targets in OG5_128924
Schistosoma japonicum Octopamine receptor, 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 japonicum Alpha-1D adrenergic receptor, putative Get druggable targets OG5_128924 All targets in OG5_128924
Loa Loa (eye worm) hypothetical protein 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
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_133249 All targets in OG5_133249
Schistosoma japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Get druggable targets OG5_128924 All targets in OG5_128924
Schistosoma mansoni biogenic amine (5HT) receptor Get druggable targets OG5_133249 All targets in OG5_133249
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Schistosoma japonicum ko:K04145 dopamine receptor D2, putative Serotonin 1a (5-HT1a) receptor   422 aa 410 aa 27.8 %
Echinococcus multilocularis neuropeptides capa receptor Serotonin 1a (5-HT1a) receptor   422 aa 430 aa 20.0 %
Onchocerca volvulus Glycoprotein hormone beta 5 homolog Serotonin 1a (5-HT1a) receptor   422 aa 477 aa 24.3 %
Onchocerca volvulus Serotonin 1a (5-HT1a) receptor   422 aa 436 aa 23.9 %
Schistosoma japonicum IPR000276,Rhodopsin-like GPCR superfamily,domain-containing Serotonin 1a (5-HT1a) receptor   422 aa 392 aa 20.7 %
Onchocerca volvulus Mitochondrial inner membrane protein homolog Serotonin 1a (5-HT1a) receptor   422 aa 383 aa 30.5 %
Echinococcus granulosus alpha 1A adrenergic receptor Serotonin 1a (5-HT1a) receptor   422 aa 452 aa 21.0 %
Onchocerca volvulus Serotonin 1a (5-HT1a) receptor   422 aa 407 aa 23.3 %
Echinococcus granulosus orexin receptor type 2 Serotonin 1a (5-HT1a) receptor   422 aa 369 aa 22.0 %
Schistosoma japonicum Octopamine receptor, putative Dopamine D2 receptor   444 aa 456 aa 29.4 %
Schistosoma japonicum IPR000276,Rhodopsin-like GPCR superfamily,domain-containing Serotonin 1a (5-HT1a) receptor   422 aa 417 aa 21.1 %
Schistosoma japonicum Octopamine receptor 1, putative Serotonin 1a (5-HT1a) receptor   422 aa 424 aa 24.3 %
Echinococcus multilocularis g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 433 aa 22.4 %
Onchocerca volvulus Serotonin 1a (5-HT1a) receptor   422 aa 426 aa 29.6 %
Echinococcus multilocularis orexin receptor type 2 Serotonin 1a (5-HT1a) receptor   422 aa 369 aa 22.2 %
Echinococcus granulosus g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 432 aa 23.4 %
Echinococcus granulosus g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 432 aa 24.3 %
Onchocerca volvulus Serotonin 1a (5-HT1a) receptor   422 aa 390 aa 33.6 %
Schistosoma mansoni peptide (FMRFamide/neurokinin-3)-like receptor Serotonin 1a (5-HT1a) receptor   422 aa 350 aa 20.6 %
Echinococcus multilocularis g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 432 aa 23.6 %
Schistosoma japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Serotonin 1a (5-HT1a) receptor   422 aa 448 aa 29.7 %
Onchocerca volvulus RB1-inducible coiled-coil protein 1 homolog Dopamine D2 receptor   444 aa 474 aa 23.4 %
Echinococcus granulosus biogenic amine 5HT receptor Dopamine D2 receptor   444 aa 429 aa 31.7 %
Loa Loa (eye worm) hypothetical protein Serotonin 1a (5-HT1a) receptor   422 aa 388 aa 26.5 %
Schistosoma japonicum ko:K04207 neuropeptide Y receptor Y5, putative Serotonin 1a (5-HT1a) receptor   422 aa 339 aa 23.0 %
Schistosoma mansoni muscarinic acetylcholine (GAR) receptor Dopamine D2 receptor   444 aa 487 aa 23.8 %
Loa Loa (eye worm) TYRA-2 protein Serotonin 1a (5-HT1a) receptor   422 aa 491 aa 27.3 %
Schistosoma mansoni biogenic amine (dopamine) receptor Dopamine D2 receptor   444 aa 494 aa 26.3 %
Schistosoma mansoni amine GPCR Serotonin 1a (5-HT1a) receptor   422 aa 440 aa 31.6 %
Schistosoma mansoni biogenic amine receptor Dopamine D2 receptor   444 aa 452 aa 30.1 %
Echinococcus multilocularis serotonin receptor Dopamine D2 receptor   444 aa 428 aa 31.3 %
Schistosoma japonicum ko:K04136 adrenergic receptor, alpha 1b, putative Serotonin 1a (5-HT1a) receptor   422 aa 444 aa 29.3 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Giardia lamblia DNA topoisomerase II 0.012 0.2242 1
Loa Loa (eye worm) hypothetical protein 0.0227 0.4808 0.4808
Trypanosoma cruzi DNA topoisomerase II, putative 0.0113 0.2073 0.2073
Mycobacterium tuberculosis DNA gyrase (subunit B) GyrB (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (type II DNA topoisomerase) 0.0041 0.0365 0.5
Wolbachia endosymbiont of Brugia malayi DNA gyrase, topoisomerase II, B subunit, GyrB 0.0041 0.0365 0.5
Trypanosoma cruzi Emopamil binding protein, putative 0.0166 0.3347 0.3347
Plasmodium falciparum DNA topoisomerase 2 0.0125 0.2374 1
Toxoplasma gondii ATPase/histidine kinase/DNA gyrase B/HSP90 domain-containing protein 0.0041 0.0365 0.1539
Loa Loa (eye worm) hypothetical protein 0.0317 0.6953 0.6953
Loa Loa (eye worm) TOPoisomerase family member 0.0125 0.2374 0.2374
Trichomonas vaginalis DNA topoisomerase II, putative 0.0125 0.2374 1
Trypanosoma cruzi 3-Beta-hydroxysteroid-delta(8), delta(7)-isomerase, putative 0.0166 0.3347 0.3347
Plasmodium vivax DNA gyrase subunit B, putative 0.0041 0.0365 0.1539
Loa Loa (eye worm) hypothetical protein 0.0084 0.1389 0.1389
Echinococcus multilocularis serotonin receptor 0.0317 0.6953 1
Toxoplasma gondii DNA topoisomerase 2, putative 0.0125 0.2374 1
Leishmania major 3-Beta-hydroxysteroid-delta(8), delta(7)-isomerase, putative 0.0166 0.3347 0.3347
Loa Loa (eye worm) cytochrome P450 family protein 0.0027 0.0015 0.0015
Trypanosoma brucei Emopamil binding protein, putative 0.0166 0.3347 0.3347
Leishmania major mitochondrial DNA topoisomerase II 0.0099 0.1734 0.1734
Brugia malayi DNA topoisomerase II, alpha isozyme 0.0125 0.2374 0.2374
Mycobacterium ulcerans DNA gyrase subunit B 0.0041 0.0365 0.5
Brugia malayi Cytochrome P450 family protein 0.0027 0.0015 0.0015
Loa Loa (eye worm) hypothetical protein 0.0027 0.002 0.002
Trypanosoma brucei DNA topoisomerase II alpha, putative 0.0113 0.2073 0.2073
Trypanosoma cruzi C-8 sterol isomerase, putative 0.0445 1 1
Brugia malayi DNA gyrase/topoisomerase IV, A subunit family protein 0.0125 0.2374 0.2374
Trypanosoma brucei DNA topoisomerase II beta, putative 0.0113 0.2073 0.2073
Treponema pallidum DNA gyrase, subunit B (gyrB) 0.0041 0.0365 0.5
Echinococcus granulosus DNA topoisomerase 2 alpha 0.0125 0.2374 0.3415
Trypanosoma brucei DNA topoisomerase ii 0.0099 0.1734 0.1734
Leishmania major C-8 sterol isomerase-like protein 0.0445 1 1
Entamoeba histolytica DNA topoisomerase II, putative 0.0125 0.2374 1
Echinococcus multilocularis DNA topoisomerase 2 alpha 0.0125 0.2374 0.3415
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative 0.0099 0.1734 0.1734
Plasmodium vivax DNA topoisomerase II, putative 0.0125 0.2374 1
Loa Loa (eye worm) hypothetical protein 0.0084 0.1389 0.1389
Schistosoma mansoni amine GPCR 0.0423 0.9482 1
Trypanosoma cruzi DNA topoisomerase II, putative 0.0113 0.2073 0.2073
Chlamydia trachomatis DNA gyrase subunit B 0.0068 0.1005 1
Loa Loa (eye worm) hypothetical protein 0.0055 0.0704 0.0704
Loa Loa (eye worm) hypothetical protein 0.0317 0.6953 0.6953
Schistosoma mansoni DNA topoisomerase II 0.0125 0.2374 0.2504
Leishmania major hypothetical protein, conserved 0.0166 0.3347 0.3347
Leishmania major DNA topoisomerase ii 0.0113 0.2073 0.2073
Loa Loa (eye worm) hypothetical protein 0.0055 0.0704 0.0704
Schistosoma mansoni biogenic amine (5HT) receptor 0.0317 0.6953 0.7333
Trypanosoma cruzi 3-Beta-hydroxysteroid-delta(8), delta(7)-isomerase, putative 0.0166 0.3347 0.3347
Trypanosoma cruzi Emopamil binding protein, putative 0.0166 0.3347 0.3347
Plasmodium falciparum DNA gyrase subunit B 0.0041 0.0365 0.1539
Onchocerca volvulus 0.0166 0.3347 1
Brugia malayi Probable DNA topoisomerase II 0.0125 0.2374 0.2374
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative 0.0099 0.1734 0.1734
Loa Loa (eye worm) hypothetical protein 0.0027 0.002 0.002
Loa Loa (eye worm) hypothetical protein 0.0445 1 1
Echinococcus granulosus biogenic amine 5HT receptor 0.0317 0.6953 1
Loa Loa (eye worm) hypothetical protein 0.0027 0.002 0.002
Trypanosoma brucei C-8 sterol isomerase, putative 0.0445 1 1
Echinococcus multilocularis serotonin receptor 0.0317 0.6953 1

Activities

Activity type Activity value Assay description Source Reference
ED50 (functional) = 0.0084 ug kg-1 Agonistic activity (induction of fore-paw treading in rats)on postsynaptic 5-hydroxytryptamine 1A receptor while subcutaneous administration ChEMBL. 11728188
ED50 (functional) = 0.721 ug kg-1 Agonistic activity (induction of fore-paw treading in rats)on postsynaptic 5-hydroxytryptamine 1A receptor while iv administration ChEMBL. 11728188
Emax (functional) = 95.9 % Maximal stimulation was expressed as percentage of the maximal 5-HT response in the [35S]-GTP-gammaS, binding assay on 5-hydroxytryptamine 1A receptor ChEMBL. 11728188
Ki (binding) = 0.028 nM Binding was determined on 5-hydroxytryptamine 1A receptor in rat hippocampal membranes ChEMBL. 11728188
Ki (binding) = 0.2 nM Binding affinity of the compound was determined on human cloned 5-hydroxytryptamine 1A receptor transfected in human cell lines(He La) ChEMBL. 11728188
Ki (binding) = 33 nM Binding affinity was determined on human cloned alpha1a adrenoceptor ChEMBL. 11728188
Ki (binding) = 53.1 nM Binding affinity was determined on human cloned alpha-1B adrenergic receptor ChEMBL. 11728188
Ki (binding) = 118 nM Binding affinity of the compound towarda alpha-1D adrenergic receptor ChEMBL. 11728188
Ki (binding) = 767 nM Binding affinity towards alpha-1 adrenergic receptor in rat cortical membranes ChEMBL. 11728188
Ki (binding) = 783 nM Binding affinity towards alpha-1 adrenergic receptor in rat cortical membranes ChEMBL. 11728188
Ki (binding) = 815 nM Binding was determined on 5-hydroxytryptamine 1A receptor in rat hippocampal membranes ChEMBL. 11728188
Ki (binding) > 850 nM Binding affinity towards dopamine receptor D2 in rat striatal membranes ChEMBL. 11728188
Ki (binding) = 2190 nM Binding affinity towards dopamine receptor D2 in rat striatal membranes ChEMBL. 11728188

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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