Detailed information for compound 170806

Basic information

Technical information
  • TDR Targets ID: 170806
  • Name: 2-(2,5-dimethoxy-4-phenethylphenyl)ethanamine
  • MW: 285.381 | Formula: C18H23NO2
  • H donors: 1 H acceptors: 0 LogP: 3.4 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: NCCc1cc(OC)c(cc1OC)CCc1ccccc1
  • InChi: 1S/C18H23NO2/c1-20-17-13-16(10-11-19)18(21-2)12-15(17)9-8-14-6-4-3-5-7-14/h3-7,12-13H,8-11,19H2,1-2H3
  • InChiKey: YIMMOGDNQSRZTF-UHFFFAOYSA-N  

Network

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Synonyms

  • 2-(2,5-dimethoxy-4-phenethyl-phenyl)ethanamine
  • 2-(2,5-dimethoxy-4-phenethyl-phenyl)ethylamine
  • 2-[2,5-dimethoxy-4-(2-phenylethyl)phenyl]ethanamine
  • 2-[2,5-dimethoxy-4-(2-phenylethyl)phenyl]ethylamine

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Serotonin 2c (5-HT2c) receptor Starlite/ChEMBL References
Rattus norvegicus Serotonin 2a (5-HT2a) receptor 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

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Schistosoma japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Serotonin 2c (5-HT2c) receptor   460 aa 405 aa 31.1 %
Schistosoma japonicum ko:K04136 adrenergic receptor, alpha 1b, putative Serotonin 2a (5-HT2a) receptor   471 aa 422 aa 27.5 %
Echinococcus granulosus g protein coupled receptor Serotonin 2a (5-HT2a) receptor   471 aa 416 aa 19.2 %
Schistosoma japonicum ko:K04209 neuropeptide Y receptor, invertebrate, putative Serotonin 2a (5-HT2a) receptor   471 aa 405 aa 25.4 %
Loa Loa (eye worm) hypothetical protein Serotonin 2c (5-HT2c) receptor   460 aa 417 aa 21.3 %
Echinococcus multilocularis g protein coupled receptor Serotonin 2a (5-HT2a) receptor   471 aa 417 aa 20.6 %
Echinococcus multilocularis neuropeptides capa receptor Serotonin 2c (5-HT2c) receptor   460 aa 408 aa 20.8 %
Echinococcus granulosus g protein coupled receptor Serotonin 2a (5-HT2a) receptor   471 aa 408 aa 21.8 %
Onchocerca volvulus Ubiquinol-cytochrome-c reductase complex assembly factor 1 homolog Serotonin 2a (5-HT2a) receptor   471 aa 435 aa 23.0 %
Echinococcus multilocularis g protein coupled receptor Serotonin 2a (5-HT2a) receptor   471 aa 462 aa 21.2 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Leishmania major cytochrome p450-like protein 0.0342 0.1808 0.1685
Loa Loa (eye worm) cytochrome P450 family protein 0.1189 1 1
Loa Loa (eye worm) hypothetical protein 0.0847 0.6691 0.6532
Toxoplasma gondii DNA gyrase/topoisomerase IV, A subunit domain-containing protein 0.0938 0.7566 1
Leishmania major cytochrome p450-like protein 0.0342 0.1808 0.1685
Brugia malayi cytochrome P450 0.0342 0.1808 0.1413
Trypanosoma brucei Lanosterol 14-alpha demethylase 0.0342 0.1808 0.1685
Mycobacterium leprae putative cytochrome p450 0.0342 0.1808 0.6407
Leishmania major mitochondrial DNA topoisomerase II 0.0358 0.1961 0.184
Mycobacterium tuberculosis DNA gyrase (subunit B) GyrB (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (type II DNA topoisomerase) 0.0451 0.286 0.1827
Plasmodium vivax DNA gyrase subunit B, putative 0.0451 0.286 0.3378
Trichomonas vaginalis DNA topoisomerase II, putative 0.0203 0.0459 0.5
Trypanosoma brucei DNA topoisomerase ii 0.0358 0.1961 0.184
Trypanosoma cruzi Lanosterol 14-alpha demethylase 0.0342 0.1808 0.1685
Mycobacterium ulcerans DNA gyrase subunit B 0.0451 0.286 0.1284
Brugia malayi Cytochrome P450 family protein 0.0342 0.1808 0.1413
Mycobacterium leprae Conserved hypothetical protein 0.0342 0.1808 0.6407
Trypanosoma cruzi cytochrome p450-like protein, putative 0.0342 0.1808 0.1685
Plasmodium vivax DNA gyrase subunit A, putative 0.0938 0.7566 1
Leishmania major lanosterol 14-alpha-demethylase, putative 0.0342 0.1808 0.1685
Mycobacterium ulcerans DNA gyrase subunit A 0.0938 0.7566 0.7029
Toxoplasma gondii cytochrome p450 superfamily protein 0.0342 0.1808 0.1897
Trypanosoma brucei cytochrome P450, putative 0.1189 1 1
Entamoeba histolytica DNA topoisomerase II, putative 0.0203 0.0459 0.5
Brugia malayi Serotonin receptor 0.0561 0.3927 0.3635
Brugia malayi Cytochrome P450 family protein 0.0342 0.1808 0.1413
Mycobacterium ulcerans cytochrome P450 185A4 Cyp185A4 0.1189 1 1
Trypanosoma cruzi cytochrome P450, putative 0.1189 1 1
Plasmodium falciparum DNA gyrase subunit B 0.0451 0.286 0.3378
Giardia lamblia DNA topoisomerase II 0.0189 0.0322 0.5
Mycobacterium leprae Probable DNA gyrase (subunit A) GyrA (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (Type II DNA topoisomerase) 0.0447 0.2821 1
Schistosoma mansoni hypothetical protein 0.0342 0.1808 1
Chlamydia trachomatis DNA gyrase subunit B 0.0451 0.286 0.2419
Loa Loa (eye worm) cytochrome P450 family protein 0.1189 1 1
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative 0.0358 0.1961 0.184
Trypanosoma cruzi Lanosterol 14-alpha demethylase 0.0342 0.1808 0.1685
Wolbachia endosymbiont of Brugia malayi DNA gyrase subunit A 0.0938 0.7566 1
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative 0.0358 0.1961 0.184
Mycobacterium tuberculosis DNA gyrase (subunit A) GyrA (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (type II DNA topoisomerase) 0.0938 0.7566 1
Trypanosoma cruzi cytochrome P450, putative 0.1189 1 1
Plasmodium falciparum DNA gyrase subunit A 0.0938 0.7566 1
Leishmania major cytochrome p450-like protein 0.1189 1 1
Toxoplasma gondii ATPase/histidine kinase/DNA gyrase B/HSP90 domain-containing protein 0.0261 0.1019 0.0788
Brugia malayi Cytochrome P450 family protein 0.1189 1 1
Echinococcus granulosus cytochrome P450 2K1 0.0342 0.1808 1
Onchocerca volvulus DNA topoisomerase 2 homolog 0.0203 0.0459 0.5
Loa Loa (eye worm) cytochrome P450 0.0342 0.1808 0.1413
Onchocerca volvulus DNA topoisomerase 2 homolog 0.0203 0.0459 0.5
Echinococcus multilocularis 0.0342 0.1808 1
Loa Loa (eye worm) CYP4Cod1 0.1189 1 1
Loa Loa (eye worm) cytochrome P450 family protein 0.0342 0.1808 0.1413
Treponema pallidum DNA gyrase, subunit A (gyrA) 0.0938 0.7566 1
Onchocerca volvulus Putative DNA topoisomerase 2, mitochondrial 0.0203 0.0459 0.5
Chlamydia trachomatis DNA gyrase subunit A 0.0938 0.7566 1
Schistosoma mansoni cytochrome P450 0.0342 0.1808 1

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 37 nM Displacement of [3H]-ketanserin from NIH3T3 cells stably expressing rat 5-hydroxytryptamine 2A receptor ChEMBL. 10956215
Ki (binding) = 37 nM Displacement of [3H]-ketanserin from NIH3T3 cells stably expressing rat 5-hydroxytryptamine 2A receptor ChEMBL. 10956215
Ki (binding) = 76 nM Displacement of [3H]-mesulergine from A9 cells stably expressing rat 5-hydroxytryptamine 2C receptor ChEMBL. 10956215
Ki (binding) = 76 nM Displacement of [3H]-mesulergine from A9 cells stably expressing rat 5-hydroxytryptamine 2C receptor ChEMBL. 10956215
Selectivity (binding) = 2 Relative affinities for rat 5-HT2C receptors and 5-HT2A receptors ChEMBL. 10956215

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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