Detailed information for compound 317653

Basic information

Technical information
  • TDR Targets ID: 317653
  • Name: 5-[[4-[1-(2-ethoxyethyl)indol-3-yl]piperidin- 1-yl]methyl]-2-methoxybenzoic acid
  • MW: 436.543 | Formula: C26H32N2O4
  • H donors: 1 H acceptors: 2 LogP: 1.44 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCOCCn1cc(c2c1cccc2)C1CCN(CC1)Cc1ccc(c(c1)C(=O)O)OC
  • InChi: 1S/C26H32N2O4/c1-3-32-15-14-28-18-23(21-6-4-5-7-24(21)28)20-10-12-27(13-11-20)17-19-8-9-25(31-2)22(16-19)26(29)30/h4-9,16,18,20H,3,10-15,17H2,1-2H3,(H,29,30)
  • InChiKey: UVOPLTUACIQBLB-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 5-[[4-[1-(2-ethoxyethyl)indol-3-yl]-1-piperidyl]methyl]-2-methoxy-benzoic acid
  • 5-[[4-[1-(2-ethoxyethyl)-3-indolyl]-1-piperidinyl]methyl]-2-methoxybenzoic acid
  • 5-[[4-[1-(2-ethoxyethyl)indol-3-yl]piperidin-1-yl]methyl]-2-methoxy-benzoic acid
  • 5-[[4-[1-(2-ethoxyethyl)indol-3-yl]piperidino]methyl]-2-methoxy-benzoic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Adrenergic receptor alpha-1 Starlite/ChEMBL References
Homo sapiens histamine receptor H2 Starlite/ChEMBL References
Cavia porcellus Histamine H1 receptor Starlite/ChEMBL References
Homo sapiens 5-hydroxytryptamine (serotonin) receptor 2B, G protein-coupled References
Homo sapiens 5-hydroxytryptamine (serotonin) receptor 2C, G protein-coupled References
Homo sapiens 5-hydroxytryptamine (serotonin) receptor 2A, G protein-coupled Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Brugia malayi Serotonin receptor Get druggable targets OG5_135430 All targets in OG5_135430
Echinococcus multilocularis conserved hypothetical protein Get druggable targets OG5_144688 All targets in OG5_144688
Schistosoma japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Get druggable targets OG5_128924 All targets in OG5_128924
Schistosoma mansoni amine GPCR Get druggable targets OG5_128924 All targets in OG5_128924
Schistosoma japonicum Alpha-1D adrenergic receptor, putative Get druggable targets OG5_128924 All targets in OG5_128924
Echinococcus granulosus hypothetical protein Get druggable targets OG5_144688 All targets in OG5_144688
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Schistosoma mansoni muscarinic acetylcholine (GAR) receptor Histamine H1 receptor   488 aa 488 aa 26.6 %
Loa Loa (eye worm) TYRA-2 protein Histamine H1 receptor   488 aa 489 aa 23.7 %
Onchocerca volvulus RB1-inducible coiled-coil protein 1 homolog Histamine H1 receptor   488 aa 486 aa 26.5 %
Echinococcus multilocularis biogenic amine (5HT) receptor Histamine H1 receptor   488 aa 485 aa 26.4 %
Schistosoma mansoni biogenic amine receptor Histamine H1 receptor   488 aa 487 aa 25.5 %
Echinococcus granulosus biogenic amine 5HT receptor Histamine H1 receptor   488 aa 484 aa 26.9 %
Echinococcus granulosus biogenic amine 5HT receptor Histamine H1 receptor   488 aa 455 aa 25.5 %
Echinococcus granulosus alpha 1A adrenergic receptor Histamine H1 receptor   488 aa 455 aa 19.1 %
Schistosoma japonicum Octopamine receptor, putative Histamine H1 receptor   488 aa 472 aa 25.8 %
Schistosoma japonicum ko:K04145 dopamine receptor D2, putative Histamine H1 receptor   488 aa 470 aa 26.0 %
Schistosoma mansoni biogenic amine (dopamine) receptor Histamine H1 receptor   488 aa 498 aa 26.1 %
Brugia malayi hypothetical protein histamine receptor H2 397 aa 333 aa 23.1 %
Schistosoma mansoni biogenic amine (dopamine) receptor Histamine H1 receptor   488 aa 471 aa 24.8 %
Onchocerca volvulus Glycoprotein hormone beta 5 homolog Histamine H1 receptor   488 aa 482 aa 25.1 %
Echinococcus multilocularis serotonin receptor Histamine H1 receptor   488 aa 450 aa 26.0 %
Schistosoma mansoni ancient conserved domain protein 2 (cyclin m2) Histamine H1 receptor   488 aa 463 aa 26.6 %
Echinococcus multilocularis alpha 1A adrenergic receptor Histamine H1 receptor   488 aa 454 aa 19.4 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus granulosus hypothetical protein 0.0853 0.6791 0.6791
Trichomonas vaginalis 3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative 0.0494 0.0976 1
Mycobacterium ulcerans hydroxymethylglutaryl-coenzyme a (HMG-CoA) reductase 0.1052 1 0.5
Echinococcus multilocularis conserved hypothetical protein 0.0833 0.6466 0.6466
Trichomonas vaginalis 3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative 0.0494 0.0976 1
Trypanosoma cruzi 3-hydroxy-3-methylglutaryl-CoA reductase 0.1052 1 0.5
Trypanosoma cruzi 3-hydroxy-3-methylglutaryl-CoA reductase, putative 0.1052 1 0.5
Trichomonas vaginalis 3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative 0.0494 0.0976 1
Brugia malayi Serotonin receptor 0.0576 0.2303 0.2303
Loa Loa (eye worm) hypothetical protein 0.1052 1 1
Giardia lamblia 3-hydroxy-3-methylglutaryl-coenzyme A reductase 0.0494 0.0976 0.5
Echinococcus granulosus hydroxymethylglutaryl coenzyme A reductase 0.1052 1 1
Schistosoma mansoni hydroxymethylglutaryl-CoA reductase (NADPH) 0.1052 1 1
Echinococcus multilocularis hydroxymethylglutaryl coenzyme A reductase 0.1052 1 1
Trypanosoma brucei 3-hydroxy-3-methylglutaryl-CoA reductase, putative 0.1052 1 0.5
Leishmania major 3-hydroxy-3-methylglutaryl-CoA reductase 0.1052 1 0.5

Activities

Activity type Activity value Assay description Source Reference
ED50 (functional) = 0.02 mg kg-1 Inhibition of increase in histamine-induced cutaneous vascular permeability in orally dosed Wistar rat model after 4 hrs ChEMBL. 15566302
ED50 (functional) = 0.05 mg kg-1 Effective dose of the compound against Histamine-induced skin vascular permeability model in rat after 4 h (n = 5) ChEMBL. 15686934
ED50 (binding) = 5.4 mg kg-1 Ex vivo effective binding dose against histamine-H1 receptor (n = 3) ChEMBL. 15686934
ED50 (binding) = 5.4 mg kg-1 Ex vivo effective binding dose against histamine-H1 receptor (n = 3) ChEMBL. 15686934
IC50 (binding) = 145 nM Displacement of [3H]mepyramine from histamine H1 receptor in guinea pig cerebellum membranes ChEMBL. 15566302
IC50 (binding) = 690 nM Inhibitory concentration against histamine-H1 receptor ChEMBL. 15686934
IC50 (binding) = 690 nM Inhibitory concentration against histamine-H1 receptor ChEMBL. 15686934
IC50 (binding) = 5350 nM Displacement of [3H]ketanserine from histamine H2 receptor in human cortex membranes ChEMBL. 15566302
IC50 (binding) = 10000 nM Inhibitory concentration against 5-hydroxytryptamine 2 receptor ChEMBL. 15686934
IC50 (binding) = 10000 nM Inhibitory concentration against 5-hydroxytryptamine 2 receptor ChEMBL. 15686934
IC50 (binding) > 10 uM Binding affinity towards Alpha-1 adrenergic receptor in rat brain using [3H]-prazosin as radioligand ChEMBL. 15686934
IC50 (binding) > 10 uM Displacement of [3H]prazosin from adrenergic alpha1 receptor in rat brain membranes ChEMBL. 15566302
IC50 (binding) > 10 uM Binding affinity towards Alpha-1 adrenergic receptor in rat brain using [3H]-prazosin as radioligand ChEMBL. 15686934
IC50 (binding) > 10 uM Displacement of [3H]prazosin from adrenergic alpha1 receptor in rat brain membranes ChEMBL. 15566302

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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