Detailed information for compound 308746

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 363.365 | Formula: C17H21N3O6
  • H donors: 1 H acceptors: 4 LogP: 2.05 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: COC(=O)C1[C@@H](OC(=O)Nc2cccc(c2)[N+](=O)[O-])C[C@@H]2N(C1CC2)C
  • InChi: 1S/C17H21N3O6/c1-19-11-6-7-13(19)15(16(21)25-2)14(9-11)26-17(22)18-10-4-3-5-12(8-10)20(23)24/h3-5,8,11,13-15H,6-7,9H2,1-2H3,(H,18,22)/t11-,13?,14+,15?/m1/s1
  • InChiKey: FFGDCGSTWMKRRN-CMAYJEJSSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

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
Bos taurus Dopamine transporter 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 japonicum IPR000175,Sodium:neurotransmitter symporter,domain-containing 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
Onchocerca volvulus Get druggable targets OG5_128364 All targets in OG5_128364
Echinococcus granulosus serotonin transporter 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 Sodium-dependent dopamine transporter, putative 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 dopamine transporter, putative 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
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
Schistosoma japonicum Sodium-dependent noradrenaline 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 mansoni norepinephrine/norepinephrine 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
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 mansoni sodium/chloride dependent transporter 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
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein Dopamine transporter   619 aa 636 aa 31.8 %
Plasmodium vivax hypothetical protein, conserved Dopamine transporter   619 aa 657 aa 20.1 %
Schistosoma japonicum ko:K05046 solute carrier family 6 (neurotransmitter transporter, GABA), member, putative Dopamine transporter   619 aa 551 aa 39.9 %
Schistosoma japonicum ko:K05042 solute carrier family 6 (neurotransmitter transporter, glycine),, putative Dopamine transporter   619 aa 509 aa 40.1 %
Schistosoma mansoni sodium/chloride dependent transporter Dopamine transporter   619 aa 588 aa 40.3 %
Onchocerca volvulus Dopamine transporter   619 aa 612 aa 23.5 %
Onchocerca volvulus High affinity copper uptake protein 1 homolog Dopamine transporter   619 aa 599 aa 44.2 %
Echinococcus granulosus sodium and chloride dependent glycine Dopamine transporter   619 aa 594 aa 41.4 %
Brugia malayi Sodium:neurotransmitter symporter family protein Dopamine transporter   619 aa 578 aa 33.4 %
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter Dopamine transporter   619 aa 604 aa 37.9 %
Echinococcus multilocularis sodium and chloride dependent glycine Dopamine transporter   619 aa 599 aa 41.9 %
Onchocerca volvulus Transmembrane protein 120 homolog Dopamine transporter   619 aa 578 aa 32.9 %
Schistosoma mansoni sodium/chloride dependent transporter Dopamine transporter   619 aa 558 aa 41.8 %
Drosophila melanogaster CG13796 gene product from transcript CG13796-RD Dopamine transporter   619 aa 557 aa 23.9 %
Drosophila melanogaster CG1698 gene product from transcript CG1698-RA Dopamine transporter   619 aa 522 aa 36.0 %
Neospora caninum sodium-dependent transporter, putative Dopamine transporter   619 aa 498 aa 32.3 %
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein Dopamine transporter   619 aa 578 aa 32.9 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Brugia malayi dihydrofolate reductase family protein 0.0048 0.0936 0.1
Toxoplasma gondii hypothetical protein 0.0037 0.0415 0.0551
Loa Loa (eye worm) hypothetical protein 0.0219 0.9199 1
Echinococcus multilocularis thymidylate synthase 0.0118 0.4302 0.4646
Mycobacterium tuberculosis Hypothetical protein 0.0056 0.1323 0.1148
Brugia malayi hypothetical protein 0.0056 0.1323 0.1421
Onchocerca volvulus 0.0037 0.0415 0.0364
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0037 0.0415 0.0396
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0166 0.662 1
Echinococcus granulosus sodium and chloride dependent glycine 0.0037 0.0415 0.0451
Echinococcus multilocularis dihydrofolate reductase 0.0048 0.0936 0.0966
Schistosoma mansoni sodium/chloride dependent transporter 0.0037 0.0415 0.0396
Echinococcus multilocularis uncharacterized sodium dependent transporter 0.0037 0.0415 0.0396
Onchocerca volvulus 0.0037 0.0415 0.0364
Echinococcus multilocularis serotonin transporter 0.0219 0.9199 1
Loa Loa (eye worm) hypothetical protein 0.0037 0.0415 0.0432
Trichomonas vaginalis set domain proteins, putative 0.0236 1 1
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein 0.0037 0.0415 0.0432
Echinococcus granulosus sodium and chloride dependent glycine 0.0037 0.0415 0.0451
Plasmodium vivax amine transporter, putative 0.0037 0.0415 0.0551
Schistosoma mansoni sodium-dependent neurotransmitter transporter 0.0037 0.0415 0.0396
Echinococcus granulosus serotonin transporter 0.0219 0.9199 1
Toxoplasma gondii hypothetical protein 0.0037 0.0415 0.0551
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0037 0.0415 0.0396
Loa Loa (eye worm) hypothetical protein 0.0037 0.0415 0.0432
Brugia malayi Sodium:neurotransmitter symporter family protein 1, putative 0.0037 0.0415 0.0432
Loa Loa (eye worm) cytochrome P450 family protein 0.0061 0.1573 0.1694
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0037 0.0415 0.0432
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0166 0.662 1
Echinococcus granulosus sodium dependent neurotransmitter transporter 0.0037 0.0415 0.0451
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0166 0.662 1
Loa Loa (eye worm) hypothetical protein 0.0037 0.0415 0.0432
Echinococcus granulosus histone lysine methyltransferase setb 0.003 0.0053 0.0057
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.0118 0.4302 0.4646
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0207 0.8618 0.9368
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein 0.0037 0.0415 0.0432
Toxoplasma gondii Sodium:neurotransmitter symporter family protein 0.0037 0.0415 0.0551
Loa Loa (eye worm) hypothetical protein 0.003 0.0053 0.0038
Toxoplasma gondii Sodium:neurotransmitter symporter family protein 0.0037 0.0415 0.0551
Schistosoma mansoni dihydrofolate reductase 0.0048 0.0936 0.0966
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0219 0.9199 1
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter 0.0037 0.0415 0.0396
Echinococcus multilocularis sodium and chloride dependent glycine 0.0037 0.0415 0.0396
Loa Loa (eye worm) hypothetical protein 0.0219 0.9199 1
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0166 0.662 1
Onchocerca volvulus 0.0118 0.4302 0.4272
Mycobacterium ulcerans thymidylate synthase 0.0118 0.4302 1
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0219 0.9199 1
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0037 0.0415 0.0432
Echinococcus multilocularis sodium dependent neurotransmitter transporter 0.0037 0.0415 0.0396
Loa Loa (eye worm) norepinephrine transporter 0.0219 0.9199 1
Schistosoma mansoni sodium-dependent neurotransmitter transporter 0.0037 0.0415 0.0396
Chlamydia trachomatis dihydrofolate reductase 0.0048 0.0936 1
Echinococcus multilocularis sodium:chloride dependent neurotransmitter 0.0037 0.0415 0.0396
Brugia malayi Pre-SET motif family protein 0.0207 0.8618 0.9368
Echinococcus multilocularis sodium and chloride dependent glycine 0.0037 0.0415 0.0396
Brugia malayi Pre-SET motif family protein 0.003 0.0053 0.0038
Loa Loa (eye worm) serotonin transporter b 0.0219 0.9199 1
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.0118 0.4302 1
Loa Loa (eye worm) hypothetical protein 0.0037 0.0415 0.0432
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0048 0.0936 0.2143
Schistosoma mansoni sodium-dependent amino acid transporter 0.0037 0.0415 0.0396
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter 0.0037 0.0415 0.0396
Plasmodium vivax hypothetical protein, conserved 0.0037 0.0415 0.0551
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.0118 0.4302 1
Echinococcus granulosus sodium:chloride dependent neurotransmitter 0.0037 0.0415 0.0451
Treponema pallidum sodium- and chloride- dependent transporter 0.0219 0.9199 0.5
Loa Loa (eye worm) thymidylate synthase 0.0118 0.4302 0.4667
Loa Loa (eye worm) hypothetical protein 0.0037 0.0415 0.0432
Echinococcus granulosus uncharacterized sodium dependent transporter 0.0037 0.0415 0.0451
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0166 0.662 1
Echinococcus granulosus uncharacterized sodium dependent transporter 0.0037 0.0415 0.0451
Onchocerca volvulus 0.0037 0.0415 0.0364
Loa Loa (eye worm) hypothetical protein 0.0037 0.0415 0.0432
Brugia malayi Dihydrofolate reductase 0.0048 0.0936 0.1
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0166 0.662 1
Loa Loa (eye worm) solute carrier family 6 member 4 0.0219 0.9199 1
Echinococcus granulosus dihydrofolate reductase 0.0048 0.0936 0.1018
Echinococcus granulosus thymidylate synthase 0.0118 0.4302 0.4677
Toxoplasma gondii Sodium:neurotransmitter symporter family protein 0.0037 0.0415 0.0551
Brugia malayi Cytochrome P450 family protein 0.0061 0.1573 0.1694
Loa Loa (eye worm) dihydrofolate reductase 0.0048 0.0936 0.1
Loa Loa (eye worm) hypothetical protein 0.0037 0.0415 0.0432
Schistosoma mansoni sodium/chloride dependent transporter 0.0219 0.9199 1
Loa Loa (eye worm) hypothetical protein 0.0219 0.9199 1
Onchocerca volvulus 0.0219 0.9199 0.9195
Brugia malayi thymidylate synthase 0.0118 0.4302 0.4667
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0037 0.0415 0.0432
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase, putative 0.0056 0.1323 0.1976
Brugia malayi hypothetical protein 0.0037 0.0415 0.0432
Schistosoma mansoni sodium/chloride dependent transporter 0.0037 0.0415 0.0396
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter 0.0037 0.0415 0.0396
Schistosoma mansoni sodium-dependent neurotransmitter transporter 0.0037 0.0415 0.0396

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.037 uM Inhibition of [3H]-cocaine binding to the dopamine transporter. ChEMBL. 1552510
IC50 (binding) = 0.037 uM In vitro inhibitory activity of the compound towards [3H]-cocaine binding to rat striatal tissue ChEMBL. 1995895
IC50 (binding) = 0.037 uM Inhibition of [3H]-cocaine binding to the dopamine transporter. ChEMBL. 1552510
IC50 (binding) = 0.037 uM In vitro inhibitory activity of the compound towards [3H]-cocaine binding to rat striatal tissue ChEMBL. 1995895
IC50 (binding) = 0.178 uM Inhibition of [3H]-dopamine uptake at dopamine transporter. ChEMBL. 1552510
IC50 (functional) = 0.178 uM Compound was evaluated in vitro, for the ability to inhibit [3H]- dopamine uptake into synaptosomes (prepared from rat striatal tissues). ChEMBL. 1995895
IC50 (binding) = 0.178 uM Inhibition of [3H]-dopamine uptake at dopamine transporter. ChEMBL. 1552510
IC50 (binding) = 0.33 uM Inhibition of [3H]-GBR-12,935 binding to the dopamine transporter. ChEMBL. 1552510
IC50 (binding) = 0.33 uM Inhibition of [3H]-GBR-12,935 binding to the dopamine transporter. ChEMBL. 1552510

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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