Detailed information for compound 1010445

Basic information

Technical information
  • Name: Unnamed compound
  • 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)[C@@H]1CC[C@H](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/t18-,20-
  • InChiKey: SHEZXZSIBXLQMP-KESTWPANSA-N  


Substructure search Similarity search

Network

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Synonyms

No synonyms found for this compound

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
Cavia porcellus 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Starlite/ChEMBL References
Cavia porcellus Sigma-1 receptor Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Leishmania donovani C-8 sterol isomerase-like protein Get druggable targets OG5_131051 All targets in OG5_131051
Trypanosoma brucei C-8 sterol isomerase, putative Get druggable targets OG5_131051 All targets in OG5_131051
Candida albicans sterol C8-C7 isomerase Get druggable targets OG5_131051 All targets in OG5_131051
Echinococcus granulosus biogenic amine 5HT receptor Get druggable targets OG5_133249 All targets in OG5_133249
Echinococcus multilocularis serotonin receptor Get druggable targets OG5_133249 All targets in OG5_133249
Leishmania major C-8 sterol isomerase-like protein Get druggable targets OG5_131051 All targets in OG5_131051
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_133249 All targets in OG5_133249
Leishmania infantum C-8 sterol isomerase-like protein Get druggable targets OG5_131051 All targets in OG5_131051
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
Schistosoma japonicum expressed protein Get druggable targets OG5_133249 All targets in OG5_133249
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
Leishmania braziliensis C-8 sterol isomerase-like protein Get druggable targets OG5_131051 All targets in OG5_131051
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_131051 All targets in OG5_131051
Leishmania mexicana C-8 sterol isomerase-like protein Get druggable targets OG5_131051 All targets in OG5_131051
Trypanosoma congolense C-8 sterol isomerase, putative Get druggable targets OG5_131051 All targets in OG5_131051
Schistosoma mansoni biogenic amine (5HT) receptor Get druggable targets OG5_133249 All targets in OG5_133249
Brugia malayi ERG2 and Sigma1 receptor like protein Get druggable targets OG5_131051 All targets in OG5_131051
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_131051 All targets in OG5_131051
Candida albicans sterol C8-C7 isomerase Get druggable targets OG5_131051 All targets in OG5_131051
Trypanosoma cruzi C-8 sterol isomerase, putative Get druggable targets OG5_131051 All targets in OG5_131051
Trypanosoma brucei gambiense C-8 sterol isomerase, putative Get druggable targets OG5_131051 All targets in OG5_131051
Trypanosoma congolense C-8 sterol isomerase, putative Get druggable targets OG5_131051 All targets in OG5_131051
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Trypanosoma cruzi 3-Beta-hydroxysteroid-delta(8), delta(7)-isomerase, putative 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase   229 aa 213 aa 21.6 %
Obtained from network model

Ranking Plot

Putative Targets List

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

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) < 10 % Cytotoxicity against human PC3 cells assessed as LDH release at 100 uM after 24 hrs relative to untreated control ChEMBL. 19053780
Activity (binding) = 30.4 % Agonist activity at human 5-HT1A receptor expressed in CHO cells assessed as ERK1/2 phosphorylation at 1 uM after 5 mins by Western blot analysis relative to 5-HT ChEMBL. 26081758
EC50 (binding) = 9.1 Agonist activity at human 5-HT1A receptor expressed in CHO cells assessed as inhibition of forskolin-stimulated cAMP accumulation after 15 mins by ELISA ChEMBL. 26081758
EC50 (binding) = 9.49 Agonist activity at human 5-HT1A receptor expressed in CHO cells after 90 mins by beta-arrestin-2 recruitment assay ChEMBL. 26081758
Emax (binding) = 27.9 % Agonist activity at human 5-HT1A receptor expressed in CHO cells after 90 mins by beta-arrestin-2 recruitment assay relative to 5-HT ChEMBL. 26081758
Emax (binding) = 69.5 % Agonist activity at human 5-HT1A receptor expressed in CHO cells assessed as inhibition of forskolin-stimulated cAMP accumulation after 15 mins by ELISA relative to 5-HT ChEMBL. 26081758
Ki (binding) = 0.028 nM Agonist activity at human 5-HT1A receptor expressed in human HeLa cell membranes assessed as stimulation of [35S]GTPgammaS binding after 20 mins by liquid scintillation counting analysis ChEMBL. 26081758
Ki (binding) = 16.2 nM Displacement of [3H](-)-(S)-emopamil from EBP in guinea pig liver membrane ChEMBL. 19053780
Ki (functional) = 23 nM Antiproliferative activity against human PC3 cells expressing EBP after 48 hrs by MTT assay ChEMBL. 19053780
Ki (binding) = 24.8 nM Displacement of [3H](+)-pentazocine from sigma 1 receptor in guinea pig brain membrane without cerebellum ChEMBL. 19053780

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 19053780

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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