Detailed information for compound 132341

Basic information

Technical information
  • TDR Targets ID: 132341
  • Name: (4-methoxynaphthalen-1-yl)-[2-methyl-1-(2-mor pholin-4-ylethyl)indol-3-yl]methanone
  • MW: 428.523 | Formula: C27H28N2O3
  • H donors: 0 H acceptors: 1 LogP: 4.56 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1ccc(c2c1cccc2)C(=O)c1c(C)n(c2c1cccc2)CCN1CCOCC1
  • InChi: 1S/C27H28N2O3/c1-19-26(27(30)22-11-12-25(31-2)21-8-4-3-7-20(21)22)23-9-5-6-10-24(23)29(19)14-13-28-15-17-32-18-16-28/h3-12H,13-18H2,1-2H3
  • InChiKey: DGDLOOOSQHMUGT-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (4-methoxy-1-naphthyl)-[2-methyl-1-(2-morpholinoethyl)indol-3-yl]methanone
  • (4-methoxy-1-naphthyl)-[2-methyl-1-(2-morpholinoethyl)-3-indolyl]methanone

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Cannabinoid CB1 receptor Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni hypothetical protein 0.0769 1 1
Schistosoma mansoni hypothetical protein 0.0769 1 1
Brugia malayi brahma associated protein 60 kDa 0.0769 1 1
Loa Loa (eye worm) hypothetical protein 0.0347 0.149 0.149
Echinococcus multilocularis Upstream activation factor subunit UAF30 0.0769 1 1
Trypanosoma cruzi hypothetical protein, conserved 0.0273 0 0.5
Chlamydia trachomatis SWIB complex protein 0.0769 1 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0769 1 0.5
Onchocerca volvulus 0.0769 1 1
Chlamydia trachomatis DNA topoisomerase I 0.0769 1 0.5
Plasmodium vivax SWIB/MDM2 domain-containing protein, putative 0.0769 1 0.5
Onchocerca volvulus 0.0394 0.2435 0.2435
Brugia malayi SWIB/MDM2 domain containing protein 0.0769 1 1
Trypanosoma brucei hypothetical protein, conserved 0.0273 0 0.5
Plasmodium falciparum SWIB/MDM2 domain-containing protein 0.0769 1 1
Trypanosoma cruzi hypothetical protein, conserved 0.0273 0 0.5
Trypanosoma cruzi mitochondrial RNA binding complex 1 subunit, putative 0.0273 0 0.5
Leishmania major hypothetical protein, conserved 0.0273 0 0.5
Echinococcus multilocularis SWI:SNF matrix associated 0.0769 1 1
Onchocerca volvulus 0.0394 0.2435 0.2435
Trypanosoma cruzi WLM domain containing protein, putative 0.0273 0 0.5
Echinococcus granulosus Upstream activation factor subunit UAF30 0.0769 1 1
Plasmodium falciparum SWIB/MDM2 domain-containing protein 0.0769 1 1
Trypanosoma cruzi Zn-finger in Ran binding protein and others, putative 0.0273 0 0.5
Trypanosoma cruzi Zn-finger in Ran binding protein and others, putative 0.0273 0 0.5
Loa Loa (eye worm) SWIB/MDM2 domain-containing protein 0.0769 1 1
Plasmodium vivax hypothetical protein, conserved 0.0769 1 0.5
Schistosoma mansoni brg-1 associated factor 0.0769 1 1
Loa Loa (eye worm) brahma associated protein 0.0769 1 1
Echinococcus multilocularis SWI:SNF matrix associated 0.0769 1 1
Schistosoma mansoni hypothetical protein 0.0769 1 1
Trypanosoma cruzi mitochondrial RNA binding complex 1 subunit, putative 0.0273 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0394 0.2435 0.2435
Leishmania major hypothetical protein, conserved 0.0273 0 0.5
Schistosoma mansoni nAChR subunit (ShAR1-beta-like) 0.0394 0.2435 0.2435
Toxoplasma gondii DNA topoisomerase domain-containing protein 0.0769 1 1
Trypanosoma cruzi WLM domain containing protein, putative 0.0273 0 0.5
Trypanosoma brucei mitochondrial RNA binding complex 1 subunit 0.0273 0 0.5
Trypanosoma brucei hypothetical protein, conserved 0.0273 0 0.5
Leishmania major hypothetical protein, conserved 0.0273 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0394 0.2435 0.2435
Trypanosoma brucei Zn-finger in Ran binding protein and others/FYVE zinc finger, putative 0.0273 0 0.5
Echinococcus granulosus SWI:SNF matrix associated 0.0769 1 1
Trypanosoma cruzi hypothetical protein, conserved 0.0273 0 0.5
Toxoplasma gondii SWIB/MDM2 domain-containing protein 0.0769 1 1
Schistosoma mansoni nAChR subunit (ShAR1-alpha-like) 0.0394 0.2435 0.2435
Trypanosoma cruzi Zn-finger in Ran binding protein and others/FYVE zinc finger, putative 0.0273 0 0.5
Echinococcus multilocularis SWI:SNF matrix associated 0.0769 1 1
Brugia malayi Cation transporter family protein 0.0394 0.2435 0.2435
Leishmania major hypothetical protein, conserved 0.0273 0 0.5
Leishmania major hypothetical protein, conserved 0.0273 0 0.5
Onchocerca volvulus 0.0394 0.2435 0.2435

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 23 nM Concentration required to inhibit electrically induced contractions in isolated mouse vas deferens preparation in vitro ChEMBL. 7636873
IC50 (functional) = 23 nM Concentration required to inhibit electrically induced contractions in isolated mouse vas deferens preparation in vitro ChEMBL. 7636873
IC50 (binding) = 55 nM Concentration of compound required to inhibit 50% of [3H]-WIN- 55212 binding to Cannabinoid receptor 1 in rat cerebellum membranes. ChEMBL. 7636873
IC50 (binding) = 55 nM Concentration of compound required to inhibit 50% of [3H]-WIN- 55212 binding to Cannabinoid receptor 1 in rat cerebellum membranes. ChEMBL. 7636873
Ki (binding) = -1.64 Cannabinoid receptor 1 binding affinity by measuring its ability to displace [3H]-WIN-55,212-2 in rat forebrain membranes ChEMBL. 9804691
Ki (binding) = -1.64 Binding affinity at cannabinoid receptor 1 using rat brain membranes ChEMBL. 11448223
Log Ki (binding) = -1.64 Cannabinoid receptor 1 binding affinity by measuring its ability to displace [3H]-WIN-55,212-2 in rat forebrain membranes ChEMBL. 9804691
Log Ki (binding) = -1.64 Binding affinity at cannabinoid receptor 1 using rat brain membranes ChEMBL. 11448223

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Mus musculus ChEMBL23 7636873

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

3 literature references were collected for this gene.

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