Detailed information for compound 428077

Basic information

Technical information
  • TDR Targets ID: 428077
  • Name: 2-[(1R,2S,3S,5S)-3-(4-chlorophenyl)-8-methyl- 8-azabicyclo[3.2.1]octan-2-yl]-5-(4-methoxyph enyl)-1,3-thiazole
  • MW: 424.986 | Formula: C24H25ClN2OS
  • H donors: 0 H acceptors: 1 LogP: 5.84 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1ccc(cc1)c1cnc(s1)[C@@H]1[C@H]2CC[C@H](N2C)C[C@@H]1c1ccc(cc1)Cl
  • InChi: 1S/C24H25ClN2OS/c1-27-18-9-12-21(27)23(20(13-18)15-3-7-17(25)8-4-15)24-26-14-22(29-24)16-5-10-19(28-2)11-6-16/h3-8,10-11,14,18,20-21,23H,9,12-13H2,1-2H3/t18-,20+,21+,23-/m0/s1
  • InChiKey: PQQIGLGAWBKHRP-NQAVQENRSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 2-[(1R,2S,3S,5S)-3-(4-chlorophenyl)-8-methyl-8-azabicyclo[3.2.1]octan-2-yl]-5-(4-methoxyphenyl)thiazole
  • (1R,2S,3S,5S)-3-(4-chlorophenyl)-2-[5-(4-methoxyphenyl)-1,3-thiazol-2-yl]-8-methyl-8-azabicyclo[3.2.1]octane
  • (1R,2S,3S,5S)-3-(4-chlorophenyl)-2-[5-(4-methoxyphenyl)thiazol-2-yl]-8-methyl-8-azabicyclo[3.2.1]octane
  • (1R,2S,3S,5S)-3-(4-chlorophenyl)-2-[5-(4-methoxyphenyl)-2-thiazolyl]-8-methyl-8-azabicyclo[3.2.1]octane

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Serotonin transporter Starlite/ChEMBL References
Homo sapiens solute carrier family 6 (neurotransmitter transporter), member 4 Starlite/ChEMBL References
Rattus norvegicus Dopamine transporter Starlite/ChEMBL References
Rattus norvegicus Norepinephrine transporter Starlite/ChEMBL References
Homo sapiens solute carrier family 6 (neurotransmitter transporter), member 3 Starlite/ChEMBL References
Homo sapiens solute carrier family 6 (neurotransmitter transporter), member 2 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
Schistosoma mansoni sodium/chloride dependent transporter 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
Onchocerca volvulus 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
Loa Loa (eye worm) hypothetical protein 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
Echinococcus multilocularis serotonin transporter 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 Sodium-dependent dopamine transporter, putative 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
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) 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
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
Echinococcus granulosus serotonin 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
Loa Loa (eye worm) hypothetical protein 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
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Onchocerca volvulus Transmembrane protein 120 homolog Norepinephrine transporter   597 aa 577 aa 34.0 %
Toxoplasma gondii Sodium:neurotransmitter symporter family protein Norepinephrine transporter   597 aa 522 aa 22.0 %
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) hypothetical protein Norepinephrine transporter   597 aa 551 aa 25.0 %
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter Norepinephrine transporter   597 aa 549 aa 41.9 %
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein Norepinephrine transporter   597 aa 579 aa 35.1 %
Brugia malayi Sodium:neurotransmitter symporter family protein Norepinephrine transporter   597 aa 581 aa 34.6 %
Schistosoma mansoni sodium/chloride dependent transporter Norepinephrine transporter   597 aa 529 aa 41.6 %
Onchocerca volvulus Norepinephrine transporter   597 aa 554 aa 38.6 %
Brugia malayi Sodium:neurotransmitter symporter family protein solute carrier family 6 (neurotransmitter transporter), member 4 630 aa 574 aa 31.5 %
Plasmodium vivax amine transporter, putative Norepinephrine transporter   597 aa 483 aa 21.1 %
Echinococcus multilocularis sodium and chloride dependent glycine Norepinephrine transporter   597 aa 507 aa 38.9 %
Drosophila melanogaster CG1698 gene product from transcript CG1698-RA Norepinephrine transporter   597 aa 513 aa 38.4 %
Echinococcus granulosus sodium and chloride dependent glycine Norepinephrine transporter   597 aa 529 aa 42.5 %
Onchocerca volvulus Norepinephrine transporter   597 aa 570 aa 38.6 %
Plasmodium vivax hypothetical protein, conserved Serotonin transporter   630 aa 528 aa 21.2 %
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein Norepinephrine transporter   597 aa 595 aa 34.0 %
Echinococcus granulosus sodium and chloride dependent glycine Norepinephrine transporter   597 aa 507 aa 38.9 %
Schistosoma mansoni sodium/chloride dependent transporter Norepinephrine transporter   597 aa 534 aa 41.0 %
Onchocerca volvulus Norepinephrine transporter   597 aa 540 aa 46.3 %
Plasmodium knowlesi transporter, putative Serotonin transporter   630 aa 514 aa 20.2 %
Neospora caninum sodium-dependent transporter, putative Norepinephrine transporter   597 aa 507 aa 30.4 %
Echinococcus multilocularis sodium and chloride dependent glycine Norepinephrine transporter   597 aa 529 aa 42.0 %
Onchocerca volvulus Norepinephrine transporter   597 aa 548 aa 24.8 %
Toxoplasma gondii Sodium:neurotransmitter symporter family protein Norepinephrine transporter   597 aa 508 aa 32.7 %
Brugia malayi Sodium:neurotransmitter symporter family protein solute carrier family 6 (neurotransmitter transporter), member 2 617 aa 638 aa 32.5 %
Schistosoma japonicum ko:K05042 solute carrier family 6 (neurotransmitter transporter, glycine),, putative Norepinephrine transporter   597 aa 501 aa 39.7 %
Onchocerca volvulus High affinity copper uptake protein 1 homolog Norepinephrine transporter   597 aa 551 aa 47.4 %
Drosophila melanogaster CG13796 gene product from transcript CG13796-RD Norepinephrine transporter   597 aa 569 aa 24.8 %
Plasmodium yoelii hypothetical protein Norepinephrine transporter   597 aa 478 aa 19.7 %
Brugia malayi Sodium:neurotransmitter symporter family protein 1, putative Norepinephrine transporter   597 aa 579 aa 22.1 %
Brugia malayi Sodium:neurotransmitter symporter family protein solute carrier family 6 (neurotransmitter transporter), member 3 620 aa 579 aa 33.2 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.0099 0.0458 0.1091
Loa Loa (eye worm) hypothetical protein 0.0099 0.0458 0.1091
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0099 0.0458 0.0458
Loa Loa (eye worm) hypothetical protein 0.0584 0.4199 1
Brugia malayi Zinc finger, C2H2 type family protein 0.0522 0.3718 0.3718
Trypanosoma cruzi dihydroorotate dehydrogenase (fumarate), putative 0.1336 1 1
Brugia malayi hypothetical protein 0.0099 0.0458 0.0458
Echinococcus granulosus dihydropyrimidine dehydrogenase NADP 0.0522 0.3718 0.8714
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0522 0.3718 0.5
Loa Loa (eye worm) hypothetical protein 0.0099 0.0458 0.1091
Treponema pallidum sodium- and chloride- dependent transporter 0.0584 0.4199 0.5
Brugia malayi Dihydroorotate dehydrogenase, mitochondrial precursor, putative 0.1336 1 1
Trypanosoma cruzi dihydroorotate dehydrogenase, putative 0.1336 1 1
Entamoeba histolytica dihydropyrimidine dehydrogenase, putative 0.0522 0.3718 0.5
Echinococcus granulosus cAMP and cAMP inhibited cGMP 3'5' cyclic 0.0248 0.1604 0.3063
Chlamydia trachomatis Ssodium-dependent amino acid transporter 0.0099 0.0458 0.5
Trypanosoma cruzi dihydroorotate dehydrogenase, putative 0.1336 1 1
Echinococcus multilocularis dihydropyrimidine dehydrogenase (NADP+) 0.0522 0.3718 0.8714
Loa Loa (eye worm) solute carrier family 6 member 4 0.0584 0.4199 1
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0522 0.3718 0.5
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0099 0.0458 0.0458
Plasmodium falciparum dihydroorotate dehydrogenase 0.1336 1 1
Loa Loa (eye worm) hypothetical protein 0.0099 0.0458 0.1091
Onchocerca volvulus 0.0584 0.4199 1
Loa Loa (eye worm) serotonin transporter b 0.0584 0.4199 1
Brugia malayi Probable 3',5'-cyclic phosphodiesterase C32E12.2, putative 0.0248 0.1604 0.1604
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0584 0.4199 0.4199
Plasmodium vivax dihydroorotate dehydrogenase, mitochondrial precursor, putative 0.1336 1 1
Loa Loa (eye worm) cytochrome P450 family protein 0.0131 0.0702 0.1671
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0522 0.3718 0.5
Schistosoma mansoni sodium/chloride dependent transporter 0.0584 0.4199 0.3921
Mycobacterium leprae Probable dihydroorotate dehydrogenase PyrD 0.1336 1 0.5
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0522 0.3718 0.5
Leishmania major dihydroorotate dehydrogenase 0.1336 1 1
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0522 0.3718 0.5
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0099 0.0458 0.0458
Loa Loa (eye worm) hypothetical protein 0.024 0.1544 0.3678
Echinococcus multilocularis dihydropyrimidine dehydrogenase (NADP+) 0.0522 0.3718 0.8714
Echinococcus multilocularis cAMP and cAMP inhibited cGMP 3',5' cyclic 0.0248 0.1604 0.3063
Loa Loa (eye worm) hypothetical protein 0.0584 0.4199 1
Loa Loa (eye worm) hypothetical protein 0.0099 0.0458 0.1091
Trichomonas vaginalis dihydropyrimidine dehydrogenase, putative 0.0522 0.3718 0.5
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein 0.0099 0.0458 0.1091
Brugia malayi Cytochrome P450 family protein 0.0131 0.0702 0.0702
Echinococcus granulosus dihydropyrimidine dehydrogenase NADP 0.0522 0.3718 0.8714
Loa Loa (eye worm) hypothetical protein 0.0099 0.0458 0.1091
Wolbachia endosymbiont of Brugia malayi dihydroorotate dehydrogenase 2 0.1336 1 0.5
Loa Loa (eye worm) hypothetical protein 0.022 0.1389 0.3308
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0584 0.4199 0.3921
Loa Loa (eye worm) norepinephrine transporter 0.0584 0.4199 1
Loa Loa (eye worm) hypothetical protein 0.0584 0.4199 1
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein 0.0099 0.0458 0.1091
Schistosoma mansoni dihydroorotate dehydrogenase 0.1336 1 1
Brugia malayi Sodium:neurotransmitter symporter family protein 1, putative 0.0099 0.0458 0.0458
Toxoplasma gondii dihydroorotate dehydrogenase reveal, putative 0.1336 1 1
Trypanosoma brucei dihydroorotate dehydrogenase (fumarate) 0.1336 1 1
Mycobacterium tuberculosis Probable dihydroorotate dehydrogenase PyrD 0.1336 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0099 0.0458 0.1091
Echinococcus multilocularis serotonin transporter 0.0584 0.4199 1
Trypanosoma cruzi dihydroorotate dehydrogenase, putative 0.0522 0.3718 0.3718
Echinococcus granulosus serotonin transporter 0.0584 0.4199 1
Mycobacterium ulcerans dihydroorotate dehydrogenase 2 0.1336 1 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 14 nM Displacement of [3H]WIN35428 from DAT in Sprague-Dawley rat brain ChEMBL. 17602602
IC50 (binding) = 14 nM Displacement of [3H]WIN35428 from DAT in Sprague-Dawley rat brain ChEMBL. 17602602
IC50 (functional) = 38 nM Inhibition of human DAT in HEK cells assessed as [3H]dopamine reuptake ChEMBL. 17602602
IC50 (functional) = 38 nM Inhibition of human DAT in HEK cells assessed as [3H]dopamine reuptake ChEMBL. 17602602
IC50 (functional) = 620 nM Inhibition of human NET in HEK cells assessed as [3H]norepinephrine reuptake ChEMBL. 17602602
IC50 (functional) = 620 nM Inhibition of human NET in HEK cells assessed as [3H]norepinephrine reuptake ChEMBL. 17602602
IC50 (functional) = 6700 nM Inhibition of human SERT in HEK cells assessed as [3H]serotonin reuptake ChEMBL. 17602602
IC50 (functional) = 6700 nM Inhibition of human SERT in HEK cells assessed as [3H]serotonin reuptake ChEMBL. 17602602
Ki (binding) = 8.6 nM Displacement of [125I]RTI-55 from human DAT expressed in HEK cells after 90 mins ChEMBL. 17602602
Ki (binding) = 8.6 nM Displacement of [125I]RTI-55 from human DAT expressed in HEK cells after 90 mins ChEMBL. 17602602
Ki (binding) = 800 nM Displacement of [3H]paroxetine from SERT in Sprague-Dawley rat brain ChEMBL. 17602602
Ki (binding) = 800 nM Displacement of [3H]paroxetine from SERT in Sprague-Dawley rat brain ChEMBL. 17602602
Ki (binding) = 1270 nM Displacement of [125I]RTI-55 from human NET expressed in HEK cells after 90 mins ChEMBL. 17602602
Ki (binding) = 1270 nM Displacement of [125I]RTI-55 from human NET expressed in HEK cells after 90 mins ChEMBL. 17602602
Ki (binding) > 2000 nM Displacement of [3H]nisoxetine from NET in Sprague-Dawley rat brain ChEMBL. 17602602
Ki (binding) > 2000 nM Displacement of [3H]nisoxetine from NET in Sprague-Dawley rat brain ChEMBL. 17602602
Ki (binding) = 5200 nM Displacement of [125I]RTI-55 from human SERT expressed in HEK cells after 90 mins ChEMBL. 17602602
Ki (binding) = 5200 nM Displacement of [125I]RTI-55 from human SERT expressed in HEK cells after 90 mins ChEMBL. 17602602

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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