Detailed information for compound 337836

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 343.367 | Formula: C20H19F2NO2
  • H donors: 0 H acceptors: 1 LogP: 3.06 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 1
  • SMILES: COC(=O)C1C2CCC3N2C/C(=C\C#Cc2ccc(c(c2)F)F)/C1C3
  • InChi: 1S/C20H19F2NO2/c1-25-20(24)19-15-10-14-6-8-18(19)23(14)11-13(15)4-2-3-12-5-7-16(21)17(22)9-12/h4-5,7,9,14-15,18-19H,6,8,10-11H2,1H3/b13-4+
  • InChiKey: UTQPBMLKMUMNAY-YIXHJXPBSA-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
Rattus norvegicus Dopamine transporter Starlite/ChEMBL References
Rattus norvegicus Serotonin transporter Starlite/ChEMBL References
Rattus norvegicus Norepinephrine transporter Starlite/ChEMBL References
Rattus norvegicus Muscarinic acetylcholine receptor Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma japonicum Sodium-dependent dopamine transporter, putative Get druggable targets OG5_128364 All targets in OG5_128364
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128364 All targets in OG5_128364
Loa Loa (eye worm) norepinephrine transporter Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum IPR000175,Sodium:neurotransmitter symporter,domain-containing Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum Sodium-dependent dopamine transporter, putative Get druggable targets OG5_128364 All targets in OG5_128364
Loa Loa (eye worm) solute carrier family 6 member 4 Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum Sodium-dependent dopamine transporter, putative Get druggable targets OG5_128364 All targets in OG5_128364
Onchocerca volvulus Get druggable targets OG5_128364 All targets in OG5_128364
Treponema pallidum sodium- and chloride- dependent transporter Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum ko:K05336 solute carrier family 6 (neurotransmitter transporter), invertebrate, putative Get druggable targets OG5_128364 All targets in OG5_128364
Echinococcus granulosus serotonin transporter Get druggable targets OG5_128364 All targets in OG5_128364
Echinococcus multilocularis serotonin transporter Get druggable targets OG5_128364 All targets in OG5_128364
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128364 All targets in OG5_128364
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum Sodium-dependent dopamine transporter, putative Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum Sodium-dependent noradrenaline transporter, putative Get druggable targets OG5_128364 All targets in OG5_128364
Loa Loa (eye worm) serotonin transporter b Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma mansoni sodium/chloride dependent transporter Get druggable targets OG5_128364 All targets in OG5_128364
Brugia malayi Sodium:neurotransmitter symporter family protein Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum Sodium-dependent dopamine transporter, putative Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma mansoni norepinephrine/norepinephrine transporter Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum Sodium-dependent dopamine transporter, putative Get druggable targets OG5_128364 All targets in OG5_128364
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Toxoplasma gondii Sodium:neurotransmitter symporter family protein Norepinephrine transporter   597 aa 508 aa 32.7 %
Schistosoma mansoni growth hormone secretagogue receptor Muscarinic acetylcholine receptor   466 aa 462 aa 19.9 %
Onchocerca volvulus RB1-inducible coiled-coil protein 1 homolog Muscarinic acetylcholine receptor   466 aa 505 aa 26.9 %
Plasmodium vivax amine transporter, putative Norepinephrine transporter   597 aa 483 aa 21.1 %
Loa Loa (eye worm) TYRA-2 protein Muscarinic acetylcholine receptor   466 aa 497 aa 24.7 %
Brugia malayi Sodium:neurotransmitter symporter family protein 1, putative Norepinephrine transporter   597 aa 579 aa 22.1 %
Schistosoma japonicum ko:K05046 solute carrier family 6 (neurotransmitter transporter, GABA), member, putative Norepinephrine transporter   597 aa 545 aa 41.7 %
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein Norepinephrine transporter   597 aa 595 aa 34.0 %
Plasmodium yoelii hypothetical protein Norepinephrine transporter   597 aa 478 aa 19.7 %
Onchocerca volvulus Muscarinic acetylcholine receptor   466 aa 472 aa 24.6 %
Plasmodium knowlesi transporter, putative Serotonin transporter   630 aa 514 aa 20.2 %
Schistosoma mansoni biogenic amine receptor Muscarinic acetylcholine receptor   466 aa 484 aa 24.4 %
Neospora caninum sodium-dependent transporter, putative Norepinephrine transporter   597 aa 507 aa 30.4 %
Onchocerca volvulus Norepinephrine transporter   597 aa 570 aa 38.6 %
Schistosoma japonicum ko:K05042 solute carrier family 6 (neurotransmitter transporter, glycine),, putative Norepinephrine transporter   597 aa 501 aa 39.7 %
Schistosoma mansoni ancient conserved domain protein 2 (cyclin m2) Muscarinic acetylcholine receptor   466 aa 461 aa 26.0 %
Onchocerca volvulus Glycoprotein hormone beta 5 homolog Muscarinic acetylcholine receptor   466 aa 493 aa 34.7 %
Schistosoma mansoni sodium/chloride dependent transporter Norepinephrine transporter   597 aa 534 aa 41.0 %
Onchocerca volvulus High affinity copper uptake protein 1 homolog Norepinephrine transporter   597 aa 551 aa 47.4 %
Onchocerca volvulus Transmembrane protein 120 homolog Norepinephrine transporter   597 aa 577 aa 34.0 %
Schistosoma japonicum ko:K04145 dopamine receptor D2, putative Muscarinic acetylcholine receptor   466 aa 461 aa 23.9 %
Echinococcus multilocularis alpha 1A adrenergic receptor Muscarinic acetylcholine receptor   466 aa 459 aa 21.1 %
Drosophila melanogaster CG1698 gene product from transcript CG1698-RA Norepinephrine transporter   597 aa 513 aa 38.4 %
Schistosoma mansoni muscarinic acetylcholine (GAR) receptor Muscarinic acetylcholine receptor   466 aa 510 aa 29.8 %
Onchocerca volvulus Norepinephrine transporter   597 aa 540 aa 46.3 %
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter Norepinephrine transporter   597 aa 549 aa 41.9 %
Plasmodium vivax hypothetical protein, conserved Serotonin transporter   630 aa 528 aa 21.2 %
Schistosoma japonicum Octopamine receptor 1, putative Muscarinic acetylcholine receptor   466 aa 412 aa 22.6 %
Loa Loa (eye worm) hypothetical protein Norepinephrine transporter   597 aa 551 aa 25.0 %
Schistosoma japonicum Octopamine receptor, putative Muscarinic acetylcholine receptor   466 aa 462 aa 26.8 %
Brugia malayi Sodium:neurotransmitter symporter family protein Norepinephrine transporter   597 aa 581 aa 34.6 %
Echinococcus multilocularis sodium and chloride dependent glycine Norepinephrine transporter   597 aa 529 aa 42.0 %
Echinococcus granulosus sodium and chloride dependent glycine Norepinephrine transporter   597 aa 529 aa 42.5 %
Echinococcus granulosus alpha 1A adrenergic receptor Muscarinic acetylcholine receptor   466 aa 459 aa 20.0 %
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein Norepinephrine transporter   597 aa 579 aa 35.1 %
Echinococcus multilocularis sodium and chloride dependent glycine Norepinephrine transporter   597 aa 507 aa 38.9 %
Drosophila melanogaster CG13796 gene product from transcript CG13796-RD Norepinephrine transporter   597 aa 569 aa 24.8 %
Onchocerca volvulus Norepinephrine transporter   597 aa 554 aa 38.6 %
Schistosoma mansoni biogenic amine receptor Muscarinic acetylcholine receptor   466 aa 463 aa 24.2 %
Onchocerca volvulus Norepinephrine transporter   597 aa 548 aa 24.8 %
Schistosoma mansoni sodium/chloride dependent transporter Norepinephrine transporter   597 aa 529 aa 41.6 %
Toxoplasma gondii Sodium:neurotransmitter symporter family protein Norepinephrine transporter   597 aa 522 aa 22.0 %
Echinococcus granulosus g protein coupled receptor Muscarinic acetylcholine receptor   466 aa 480 aa 18.5 %
Echinococcus granulosus sodium and chloride dependent glycine Norepinephrine transporter   597 aa 507 aa 38.9 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trichomonas vaginalis phosphatidylinositol kinase, putative 0.0092 0.0228 1
Loa Loa (eye worm) hypothetical protein 0.0292 0.0997 0.2941
Plasmodium vivax amine transporter, putative 0.005 0.0066 0.5
Onchocerca volvulus 0.0292 0.0997 1
Brugia malayi phosphoinositide 3'-hydroxykinase p110-alpha subunit, putative 0.0081 0.0186 0.0359
Loa Loa (eye worm) hypothetical protein 0.0074 0.016 0.0471
Loa Loa (eye worm) CMGC/DYRK/DYRK1 protein kinase 0.0377 0.1324 0.3904
Loa Loa (eye worm) hypothetical protein 0.005 0.0066 0.0196
Treponema pallidum sodium- and chloride- dependent transporter 0.0292 0.0997 0.5
Echinococcus multilocularis roundabout 2 0.0074 0.016 0.0281
Echinococcus multilocularis Immunoglobulin 0.0074 0.016 0.0281
Echinococcus granulosus neuroglian 0.0074 0.016 0.0094
Loa Loa (eye worm) TK/KIN16 protein kinase 0.0081 0.0186 0.0547
Entamoeba histolytica hypothetical protein 0.0073 0.0156 0.0959
Entamoeba histolytica phosphatidylinositol 3-kinase, putative 0.0092 0.0228 0.1515
Brugia malayi Protein kinase domain containing protein 0.0377 0.1324 0.3782
Loa Loa (eye worm) solute carrier family 6 member 4 0.0292 0.0997 0.2941
Echinococcus granulosus e3 ubiquitin protein ligase siah1 0.0915 0.339 0.3346
Loa Loa (eye worm) hypothetical protein 0.0074 0.016 0.0471
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein 0.005 0.0066 0.0196
Plasmodium falciparum transporter, putative 0.005 0.0066 0.5
Loa Loa (eye worm) hypothetical protein 0.0059 0.0104 0.0306
Echinococcus multilocularis Immunoglobulin 0.0074 0.016 0.0281
Entamoeba histolytica protein kinase, putative 0.0377 0.1324 1
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0292 0.0997 0.28
Echinococcus granulosus Immunoglobulin 0.0074 0.016 0.0094
Loa Loa (eye worm) hypothetical protein 0.0292 0.0997 0.2941
Entamoeba histolytica protein kinase domain containing protein 0.0377 0.1324 1
Loa Loa (eye worm) hypothetical protein 0.0074 0.016 0.0471
Echinococcus granulosus phosphatidylinositol 4 phosphate 3 kinase C2 0.0059 0.0104 0.0038
Loa Loa (eye worm) hypothetical protein 0.0074 0.016 0.0471
Entamoeba histolytica phosphatidylinositol 3-kinase 1, putative 0.0089 0.0217 0.1435
Toxoplasma gondii hypothetical protein 0.005 0.0066 0.5
Echinococcus granulosus twitchin 0.0076 0.0167 0.0101
Loa Loa (eye worm) hypothetical protein 0.005 0.0066 0.0196
Schistosoma mansoni sodium/chloride dependent transporter 0.0052 0.0074 0.0022
Trypanosoma brucei CMGC/DYRK protein kinase, putative 0.0377 0.1324 0.5
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0292 0.0997 0.28
Entamoeba histolytica phosphatidylinositol 3-kinase, putative 0.0073 0.0156 0.0959
Giardia lamblia Phosphoinositide-3-kinase, catalytic, alpha polypeptide 0.0044 0.0046 0.5
Loa Loa (eye worm) hypothetical protein 0.0074 0.016 0.0471
Entamoeba histolytica protein kinase, putative 0.0377 0.1324 1
Toxoplasma gondii Sodium:neurotransmitter symporter family protein 0.005 0.0066 0.5
Brugia malayi Immunoglobulin I-set domain containing protein 0.0081 0.0186 0.0358
Trichomonas vaginalis phopsphatidylinositol 3-kinase, drosophila, putative 0.0092 0.0228 1
Loa Loa (eye worm) hypothetical protein 0.0915 0.339 1
Brugia malayi Ubiquitin ligase sia-1 0.0915 0.339 1
Echinococcus granulosus serotonin transporter 0.0292 0.0997 0.0937
Trichomonas vaginalis phosphatidylinositol 3-kinase catalytic subunit gamma, putative 0.0092 0.0228 1
Schistosoma mansoni Neurotrimin precursor (hNT) 0.0074 0.016 0.0281
Loa Loa (eye worm) serotonin transporter b 0.0292 0.0997 0.2941
Loa Loa (eye worm) hypothetical protein 0.0074 0.016 0.0471
Schistosoma mansoni cell adhesion molecule 0.0074 0.016 0.0281
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.0092 0.0228 0.0485
Brugia malayi hypothetical protein 0.0074 0.016 0.0281
Schistosoma mansoni vesicular amine transporter 0.0074 0.016 0.0281
Loa Loa (eye worm) hypothetical protein 0.005 0.0066 0.0196
Echinococcus granulosus defective proboscis extension response 0.0074 0.016 0.0094
Loa Loa (eye worm) hypothetical protein 0.0074 0.016 0.0471
Schistosoma mansoni nephrin 0.0074 0.016 0.0281
Loa Loa (eye worm) hypothetical protein 0.005 0.0066 0.0196
Loa Loa (eye worm) hypothetical protein 0.0375 0.1316 0.3882
Loa Loa (eye worm) hypothetical protein 0.0074 0.016 0.0471
Entamoeba histolytica hypothetical protein 0.0377 0.1324 1
Loa Loa (eye worm) norepinephrine transporter 0.0292 0.0997 0.2941
Echinococcus granulosus dual specificity 0.0377 0.1324 0.1266
Toxoplasma gondii Sodium:neurotransmitter symporter family protein 0.005 0.0066 0.5
Chlamydia trachomatis Ssodium-dependent amino acid transporter 0.005 0.0066 0.5
Echinococcus granulosus neurotracting:lsamp:neurotrimin:obcam 0.0074 0.016 0.0094
Plasmodium falciparum amino acid transporter, putative 0.005 0.0066 0.5
Loa Loa (eye worm) hypothetical protein 0.0375 0.1316 0.3882
Echinococcus multilocularis phosphatidylinositol 4,5 bisphosphate 3 kinase 0.0172 0.0537 0.1417
Plasmodium vivax hypothetical protein, conserved 0.005 0.0066 0.5
Echinococcus multilocularis phosphatidylinositol 4 phosphate 3 kinase C2 0.0059 0.0104 0.0113
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.0059 0.0104 0.0113
Brugia malayi Fibronectin type III domain containing protein 0.0074 0.016 0.0281
Echinococcus multilocularis neuroglian 0.0074 0.016 0.0281
Loa Loa (eye worm) hypothetical protein 0.005 0.0066 0.0196
Toxoplasma gondii Sodium:neurotransmitter symporter family protein 0.005 0.0066 0.5
Schistosoma mansoni sodium/chloride dependent transporter 0.0292 0.0997 0.28
Leishmania major serine/threonine-protein kinase, putative,protein kinase, putative 0.0377 0.1324 0.5
Loa Loa (eye worm) phosphatidylinositol 3 0.0154 0.0466 0.1373
Brugia malayi Immunoglobulin I-set domain containing protein 0.0074 0.016 0.0281
Echinococcus multilocularis basement membrane specific heparan sulfate 0.0074 0.016 0.0281
Schistosoma mansoni defective proboscis extension response (dpr)-related 0.0074 0.016 0.0281
Schistosoma mansoni serine/threonine protein kinase 0.0377 0.1324 0.3782
Loa Loa (eye worm) hypothetical protein 0.0074 0.016 0.0471
Echinococcus granulosus roundabout 2 0.0074 0.016 0.0094
Schistosoma mansoni phosphatidylinositol-45-bisphosphate 3-kinase catalytic subunit alpha PI3K 0.0172 0.0537 0.1417
Trypanosoma cruzi CMGC/DYRK protein kinase, putative 0.0377 0.1324 1
Echinococcus multilocularis e3 ubiquitin protein ligase siah1 0.0915 0.339 1
Loa Loa (eye worm) hypothetical protein 0.0292 0.0997 0.2941
Loa Loa (eye worm) hypothetical protein 0.005 0.0066 0.0196
Echinococcus multilocularis dual specificity 0.0377 0.1324 0.3782
Loa Loa (eye worm) hypothetical protein 0.005 0.0066 0.0196
Echinococcus granulosus phosphatidylinositol 45 bisphosphate 3 kinase 0.0172 0.0537 0.0474
Toxoplasma gondii hypothetical protein 0.005 0.0066 0.5
Schistosoma mansoni ubiquitin ligase sina (ec 6.3.2.-) (seven in absentia homolog)(smsina) 0.0915 0.339 1
Trypanosoma cruzi CMGC/DYRK protein kinase, putative 0.0377 0.1324 1
Echinococcus multilocularis serotonin transporter 0.0292 0.0997 0.28
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein 0.005 0.0066 0.0196

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 69 nM Inhibitory constant against reuptake of [3H]-5-HT at serotonin transporter of rat midbrain cortex ChEMBL. 15863297
Ki (binding) = 69 nM Inhibitory constant against reuptake of [3H]-5-HT at serotonin transporter of rat midbrain cortex ChEMBL. 15863297
Ki (binding) = 110 nM Inhibitory constant against reuptake of [3H]-NE at norepinephrine transporter of rat parietal-occipital cortex ChEMBL. 15863297
Ki (binding) = 110 nM Inhibitory constant against reuptake of [3H]-NE at norepinephrine transporter of rat parietal-occipital cortex ChEMBL. 15863297
Ki (binding) = 3150 nM Inhibitory constant against reuptake of [3H]-DA at dopamine transporter of rat striatal membranes ChEMBL. 15863297
Ki (binding) = 3150 nM Inhibitory constant against reuptake of [3H]-DA at dopamine transporter of rat striatal membranes ChEMBL. 15863297
Ki (binding) = 7090 nM Inhibition of [3H]-QNB binding to muscarinic receptor of rat cortex ChEMBL. 15863297
Ki (binding) = 7090 nM Inhibition of [3H]-QNB binding to muscarinic receptor of rat cortex ChEMBL. 15863297
Ratio (binding) = 0.02 Ratio of DA and 5-HT uptake at rat dopamine and serotonin transporters ChEMBL. 15863297
Ratio (binding) = 0.03 Ratio of NE and DA uptake at rat norepinephrine and dopamine transporters ChEMBL. 15863297
Ratio (binding) = 1.59 Ratio of NE and 5-HT uptake at rat norepinephrine and serotonin transporters ChEMBL. 15863297

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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