Detailed information for compound 218740

Basic information

Technical information
  • TDR Targets ID: 218740
  • Name: (6-hydroxy-1H-indol-2-yl)-[4-(phenoxymethyl)p iperidin-1-yl]methanone
  • MW: 350.411 | Formula: C21H22N2O3
  • H donors: 2 H acceptors: 2 LogP: 3.9 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: Oc1ccc2c(c1)[nH]c(c2)C(=O)N1CCC(CC1)COc1ccccc1
  • InChi: 1S/C21H22N2O3/c24-17-7-6-16-12-20(22-19(16)13-17)21(25)23-10-8-15(9-11-23)14-26-18-4-2-1-3-5-18/h1-7,12-13,15,22,24H,8-11,14H2
  • InChiKey: YFLRVMPCONWBFK-UHFFFAOYSA-N  

Network

Hover on a compound node to display the structore

Synonyms

  • (6-hydroxy-1H-indol-2-yl)-[4-(phenoxymethyl)-1-piperidyl]methanone
  • (6-hydroxy-1H-indol-2-yl)-[4-(phenoxymethyl)-1-piperidinyl]methanone
  • (6-hydroxy-1H-indol-2-yl)-[4-(phenoxymethyl)piperidino]methanone

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens glutamate receptor, ionotropic, N-methyl D-aspartate 2B References
Homo sapiens glutamate receptor, ionotropic, N-methyl-D-aspartate 3A Starlite/ChEMBL References
Homo sapiens glutamate receptor, ionotropic, N-methyl-D-aspartate 3B References
Homo sapiens glutamate receptor, ionotropic, N-methyl D-aspartate 2A References
Rattus norvegicus Glutamate [NMDA] receptor subunit epsilon 2 Starlite/ChEMBL References
Homo sapiens glutamate receptor, ionotropic, N-methyl D-aspartate 1 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma japonicum ko:K05314 glutamate receptor, ionotropic, N-methyl-D-aspartate 2, invertebrate, putative Get druggable targets OG5_129290 All targets in OG5_129290
Schistosoma mansoni glutamate receptor NMDA Get druggable targets OG5_129290 All targets in OG5_129290
Echinococcus multilocularis glutamate (NMDA) receptor subunit Get druggable targets OG5_129290 All targets in OG5_129290
Schistosoma japonicum Glutamate [NMDA] receptor subunit zeta-1 precursor, putative Get druggable targets OG5_133478 All targets in OG5_133478
Echinococcus granulosus nmda type glutamate receptor Get druggable targets OG5_133478 All targets in OG5_133478
Schistosoma japonicum expressed protein Get druggable targets OG5_133478 All targets in OG5_133478
Echinococcus multilocularis nmda type glutamate receptor Get druggable targets OG5_133478 All targets in OG5_133478
Schistosoma japonicum Glutamate [NMDA] receptor subunit zeta-1 precursor, putative Get druggable targets OG5_133478 All targets in OG5_133478
Echinococcus multilocularis nmda type glutamate receptor Get druggable targets OG5_133478 All targets in OG5_133478
Echinococcus granulosus glutamate receptor NMDA Get druggable targets OG5_133478 All targets in OG5_133478
Echinococcus granulosus glutamate NMDA receptor subunit Get druggable targets OG5_129290 All targets in OG5_129290
Echinococcus multilocularis glutamate receptor NMDA Get druggable targets OG5_133478 All targets in OG5_133478
Schistosoma mansoni glutamate receptor NMDA Get druggable targets OG5_133478 All targets in OG5_133478
Schistosoma japonicum Glutamate [NMDA] receptor subunit zeta-1 precursor, putative Get druggable targets OG5_133478 All targets in OG5_133478
Echinococcus granulosus nmda type glutamate receptor Get druggable targets OG5_133478 All targets in OG5_133478

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 glutamate receptor kainate 0.0162 0.1962 0.1698
Echinococcus granulosus laminin 0.0122 0.0319 0.0319
Brugia malayi Glutamate receptor 1 precursor 0.0162 0.1962 1
Echinococcus multilocularis nmda type glutamate receptor 0.0184 0.2828 0.2828
Schistosoma mansoni glutamate receptor AMPA 0.0162 0.1962 0.1698
Echinococcus granulosus glutamate receptor 2 0.0115 0.0058 0.0058
Echinococcus multilocularis glutamate receptor 2 0.0162 0.1962 0.1962
Schistosoma mansoni glutamate receptor NMDA 0.0362 1 1
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0181 0.2702 0.2702
Toxoplasma gondii calcium binding egf domain-containing protein 0.0122 0.0319 0.5
Brugia malayi Glutamate receptor 2 precursor 0.0162 0.1962 1
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0181 0.2702 0.2702
Loa Loa (eye worm) glutamate receptor 1 0.0162 0.1962 0.3374
Loa Loa (eye worm) glutamate receptor 2 0.0162 0.1962 0.3374
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0181 0.2702 0.2702
Schistosoma mansoni subfamily M12A unassigned peptidase (M12 family) 0.0157 0.1747 0.1475
Schistosoma mansoni ATP-binding cassette transporter 0.0162 0.1962 0.1698
Onchocerca volvulus Arrow homolog 0.0122 0.0319 0.5
Loa Loa (eye worm) hypothetical protein 0.0243 0.519 1
Loa Loa (eye worm) bone morphogenetic protein 1b 0.0157 0.1747 0.2933
Echinococcus multilocularis Tolloid protein 1 0.0157 0.1747 0.1747
Loa Loa (eye worm) hypothetical protein 0.0157 0.1747 0.2933
Echinococcus granulosus glutamate receptor 2 0.0181 0.2702 0.2702
Echinococcus multilocularis glutamate receptor 2 0.0181 0.2702 0.2702
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0181 0.2702 0.2702
Echinococcus granulosus glutamate receptor ionotrophic AMPA 3 0.0181 0.2702 0.2702
Echinococcus granulosus Tolloid protein 1 0.0157 0.1747 0.1747
Echinococcus granulosus nmda type glutamate receptor 0.0184 0.2828 0.2828
Echinococcus multilocularis glutamate (NMDA) receptor subunit 0.0362 1 1
Schistosoma mansoni glutamate receptor NMDA 0.0276 0.6529 0.6415
Echinococcus multilocularis fibrillin 1 0.0122 0.0319 0.0319
Schistosoma mansoni glutamate receptor AMPA 0.0162 0.1962 0.1698
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0181 0.2702 0.2702
Schistosoma mansoni glutamate receptor kainate 0.0162 0.1962 0.1698
Toxoplasma gondii calcium binding egf domain-containing protein 0.0122 0.0319 0.5
Echinococcus multilocularis laminin 0.0122 0.0319 0.0319
Schistosoma mansoni glutamate receptor kainate 0.0162 0.1962 0.1698
Echinococcus multilocularis glutamate receptor 2 0.0115 0.0058 0.0058
Echinococcus multilocularis glutamate receptor, ionotrophic, AMPA 3 0.0181 0.2702 0.2702
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0181 0.2702 0.2702

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 7 nM Displacement of [3H]Ro 25,6981 from NR2B NMDA receptor in rat forebrain ChEMBL. 17290978
IC50 (binding) = 7 nM Displacement of [3H]Ro 25,6981 from NR2B NMDA receptor in rat forebrain ChEMBL. 17290978
IC50 (binding) = 19 nM Inhibition of [3H]-Ro-25-6981 binding to N-methyl-D-aspartate glutamate receptor ChEMBL. 14552795
IC50 (functional) = 19 nM Inhibition of N-methyl-D-aspartate glutamate receptor-evoked increase of intracellular Ca+ in cells expressing NMDA glutamate receptor 1/2B ChEMBL. 14552795
IC50 (binding) = 19 nM Inhibition of [3H]-Ro-25-6981 binding to N-methyl-D-aspartate glutamate receptor ChEMBL. 14552795
IC50 (functional) = 19 nM Inhibition of N-methyl-D-aspartate glutamate receptor-evoked increase of intracellular Ca+ in cells expressing NMDA glutamate receptor 1/2B ChEMBL. 14552795
IC50 (functional) = 41 nM Antagonist activity at NR2B NMDA receptor in Wistar rat neocortical cells assessed as inhibition of NMDA-evoked elevation of intracellular calcium concentration ChEMBL. 17290978
IC50 (functional) = 41 nM Antagonist activity at NR2B NMDA receptor in Wistar rat neocortical cells assessed as inhibition of NMDA-evoked elevation of intracellular calcium concentration ChEMBL. 17290978

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

2 literature references were collected for this gene.

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