Detailed information for compound 353646

Basic information

Technical information
  • TDR Targets ID: 353646
  • Name: 2-[2-(dimethylaminomethyl)phenoxy]-5-methylan iline
  • MW: 256.343 | Formula: C16H20N2O
  • H donors: 1 H acceptors: 0 LogP: 2.97 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: CN(Cc1ccccc1Oc1ccc(cc1N)C)C
  • InChi: 1S/C16H20N2O/c1-12-8-9-16(14(17)10-12)19-15-7-5-4-6-13(15)11-18(2)3/h4-10H,11,17H2,1-3H3
  • InChiKey: DSAPXKWYVMTXKI-UHFFFAOYSA-N  

Network

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Synonyms

  • 2-[2-(dimethylaminomethyl)phenoxy]-5-methyl-aniline
  • [2-(2-amino-4-methyl-phenoxy)benzyl]-dimethyl-amine

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens solute carrier family 6 (neurotransmitter transporter), member 2 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 4 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Loa Loa (eye worm) norepinephrine 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
Echinococcus granulosus 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
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 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
Brugia malayi Sodium:neurotransmitter symporter family protein 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
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
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
Schistosoma japonicum Sodium-dependent dopamine transporter, putative Get druggable targets OG5_128364 All targets in OG5_128364
Echinococcus multilocularis serotonin 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
Schistosoma japonicum IPR000175,Sodium:neurotransmitter symporter,domain-containing 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
Brugia malayi Sodium:neurotransmitter symporter family protein solute carrier family 6 (neurotransmitter transporter), member 3 620 aa 579 aa 33.2 %
Brugia malayi Sodium:neurotransmitter symporter family protein solute carrier family 6 (neurotransmitter transporter), member 2 617 aa 638 aa 32.5 %
Brugia malayi Sodium:neurotransmitter symporter family protein solute carrier family 6 (neurotransmitter transporter), member 4 630 aa 574 aa 31.5 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.005 0.0293 0.0714
Echinococcus multilocularis Niemann Pick C1 protein 0.0104 0.0942 0.0948
Echinococcus granulosus histone lysine methyltransferase setb 0.0031 0.0076 0.0128
Brugia malayi latrophilin 2 splice variant baaae 0.0034 0.0107 0.0259
Echinococcus granulosus sodium:chloride dependent neurotransmitter 0.005 0.0293 0.0492
Echinococcus multilocularis isocitrate dehydrogenase 2 (NADP+) 0.0049 0.0283 0.0285
Loa Loa (eye worm) serotonin transporter b 0.0292 0.3198 0.7781
Brugia malayi Sodium:neurotransmitter symporter family protein 0.005 0.0293 0.0714
Toxoplasma gondii isocitrate dehydrogenase 0.0049 0.0283 0.9651
Echinococcus multilocularis sterol regulatory element binding protein 0.0044 0.0233 0.0234
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0219 0.2326 0.5659
Schistosoma mansoni sodium-dependent neurotransmitter transporter 0.005 0.0293 0.0492
Onchocerca volvulus 0.0292 0.3198 1
Loa Loa (eye worm) hypothetical protein 0.005 0.0293 0.0714
Echinococcus granulosus geminin 0.0522 0.596 1
Trypanosoma cruzi isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0049 0.0283 1
Loa Loa (eye worm) hypothetical protein 0.0129 0.1245 0.303
Schistosoma mansoni niemann-pick C1 (NPC1) 0.0105 0.0961 0.1613
Trichomonas vaginalis set domain proteins, putative 0.0249 0.2689 1
Loa Loa (eye worm) hypothetical protein 0.0055 0.0353 0.0858
Schistosoma mansoni hypothetical protein 0.0043 0.0213 0.0358
Echinococcus granulosus uncharacterized sodium dependent transporter 0.005 0.0293 0.0492
Echinococcus multilocularis survival motor neuron protein 1 0.0244 0.2627 0.2645
Onchocerca volvulus 0.005 0.0293 0.0696
Brugia malayi TAR-binding protein 0.0065 0.0484 0.1177
Echinococcus granulosus serotonin transporter 0.0292 0.3198 0.5366
Toxoplasma gondii isocitrate dehydrogenase 0.0049 0.0283 0.9651
Schistosoma mansoni hypothetical protein 0.0522 0.596 1
Echinococcus multilocularis uncharacterized sodium dependent transporter 0.005 0.0293 0.0295
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0047 0.0266 0.0446
Brugia malayi hypothetical protein 0.005 0.0293 0.0714
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0049 0.0283 0.0285
Schistosoma mansoni hypothetical protein 0.0111 0.1029 0.1726
Onchocerca volvulus 0.005 0.0293 0.0696
Plasmodium falciparum transporter, putative 0.005 0.0293 1
Plasmodium falciparum isocitrate dehydrogenase [NADP], mitochondrial 0.0049 0.0283 0.9651
Toxoplasma gondii hypothetical protein 0.005 0.0293 1
Brugia malayi hypothetical protein 0.0111 0.1029 0.2503
Schistosoma mansoni hypothetical protein 0.0043 0.0213 0.0358
Loa Loa (eye worm) hypothetical protein 0.0129 0.1245 0.303
Schistosoma mansoni sodium-dependent neurotransmitter transporter 0.005 0.0293 0.0492
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0031 0.0076 0.0128
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0047 0.0266 0.0647
Plasmodium falciparum amino acid transporter, putative 0.005 0.0293 1
Schistosoma mansoni tar DNA-binding protein 0.0065 0.0484 0.0812
Brugia malayi Iron-sulfur cluster assembly accessory protein 0.005 0.0297 0.0722
Onchocerca volvulus 0.0249 0.2689 0.8368
Echinococcus multilocularis sodium and chloride dependent glycine 0.005 0.0293 0.0295
Loa Loa (eye worm) hypothetical protein 0.005 0.0293 0.0714
Trypanosoma cruzi isocitrate dehydrogenase, putative 0.0049 0.0283 1
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein 0.005 0.0293 0.0714
Echinococcus granulosus sodium dependent neurotransmitter transporter 0.005 0.0293 0.0492
Onchocerca volvulus Huntingtin homolog 0.0129 0.1245 0.3745
Entamoeba histolytica hypothetical protein 0.0111 0.1029 1
Schistosoma mansoni tar DNA-binding protein 0.0065 0.0484 0.0812
Plasmodium vivax amine transporter, putative 0.005 0.0293 1
Brugia malayi Niemann-Pick C1 protein precursor 0.0104 0.0942 0.2292
Plasmodium vivax SET domain protein, putative 0.0031 0.0076 0.2581
Echinococcus granulosus 5'partial|histone lysine N methyltransferase SETDB2 0.003 0.0062 0.0105
Echinococcus multilocularis serotonin transporter 0.0292 0.3198 0.322
Toxoplasma gondii Sodium:neurotransmitter symporter family protein 0.005 0.0293 1
Brugia malayi Isocitrate dehydrogenase 0.0049 0.0283 0.0689
Brugia malayi isocitrate dehydrogenase 0.0049 0.0283 0.0689
Entamoeba histolytica hypothetical protein 0.0111 0.1029 1
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.005 0.0293 0.0492
Loa Loa (eye worm) norepinephrine transporter 0.0292 0.3198 0.7781
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0047 0.0266 0.0446
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0047 0.0266 0.0268
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0031 0.0076 0.0128
Brugia malayi MH2 domain containing protein 0.0368 0.411 1
Echinococcus granulosus sterol regulatory element binding protein 0.0044 0.0233 0.039
Loa Loa (eye worm) hypothetical protein 0.005 0.0293 0.0714
Echinococcus granulosus sodium and chloride dependent glycine 0.005 0.0293 0.0492
Echinococcus multilocularis geminin 0.0522 0.596 0.6
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.005 0.0293 0.0492
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0292 0.3198 0.5366
Loa Loa (eye worm) hypothetical protein 0.0034 0.0107 0.0259
Echinococcus granulosus survival motor neuron protein 1 0.0244 0.2627 0.4408
Echinococcus granulosus sodium and chloride dependent glycine 0.005 0.0293 0.0492
Brugia malayi hypothetical protein 0.0025 0.0001 0.0001
Echinococcus multilocularis protein dispatched 1 0.0051 0.0308 0.031
Brugia malayi hypothetical protein 0.0129 0.1245 0.303
Loa Loa (eye worm) TAR-binding protein 0.0065 0.0484 0.1177
Echinococcus multilocularis expressed conserved protein 0.0097 0.0867 0.0872
Schistosoma mansoni NADP-specific isocitrate dehydrogenase 0.0049 0.0283 0.0475
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0047 0.0266 0.0268
Schistosoma mansoni hypothetical protein 0.0303 0.3335 0.5596
Echinococcus multilocularis Niemann Pick C1 protein 0.0148 0.1475 0.1485
Loa Loa (eye worm) abnormal chemotaxis protein 14 0.0044 0.0233 0.0566
Loa Loa (eye worm) isocitrate dehydrogenase 0.0049 0.0283 0.0689
Onchocerca volvulus 0.005 0.0297 0.0706
Entamoeba histolytica hypothetical protein 0.0111 0.1029 1
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0065 0.0484 0.1177
Echinococcus granulosus Protein patched homolog 1 0.0044 0.0233 0.039
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.0111 0.1029 0.1726
Plasmodium vivax isocitrate dehydrogenase [NADP], mitochondrial, putative 0.0049 0.0283 0.9651
Schistosoma mansoni hypothetical protein 0.0043 0.0213 0.0358
Echinococcus granulosus expressed conserved protein 0.0097 0.0867 0.1454
Loa Loa (eye worm) solute carrier family 6 member 4 0.0292 0.3198 0.7781
Loa Loa (eye worm) hypothetical protein 0.0244 0.2627 0.6391
Loa Loa (eye worm) hypothetical protein 0.0025 0.0001 0.0001
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0047 0.0266 0.0446
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.0111 0.1029 0.1036
Brugia malayi Sodium:neurotransmitter symporter family protein 1, putative 0.005 0.0293 0.0714
Echinococcus granulosus X box binding protein 1 0.0303 0.3335 0.5596
Echinococcus multilocularis isocitrate dehydrogenase 0.0049 0.0283 0.0285
Chlamydia trachomatis Ssodium-dependent amino acid transporter 0.005 0.0293 0.5
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.0031 0.0076 0.0077
Loa Loa (eye worm) hypothetical protein 0.0292 0.3198 0.7781
Echinococcus multilocularis sodium and chloride dependent glycine 0.005 0.0293 0.0295
Onchocerca volvulus 0.005 0.0293 0.0696
Echinococcus multilocularis tar DNA binding protein 0.0065 0.0484 0.0487
Mycobacterium ulcerans proteasome PrcA 0.086 1 0.5
Brugia malayi Pre-SET motif family protein 0.0031 0.0076 0.0185
Plasmodium vivax hypothetical protein, conserved 0.005 0.0293 1
Schistosoma mansoni patched 1 0.0044 0.0233 0.039
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0049 0.0283 0.0285
Loa Loa (eye worm) hypothetical protein 0.0292 0.3198 0.7781
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0049 0.0283 0.0285
Brugia malayi Calcitonin receptor-like protein seb-1 0.005 0.0295 0.0718
Mycobacterium tuberculosis Proteasome alpha subunit PrcA; assembles with beta subunit PrcB. 0.086 1 1
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.0031 0.0076 0.2581
Brugia malayi Sodium:neurotransmitter symporter family protein 0.005 0.0293 0.0714
Schistosoma mansoni survival motor neuron protein 0.005 0.0297 0.0498
Loa Loa (eye worm) hypothetical protein 0.0104 0.0942 0.2292
Echinococcus multilocularis atpase aaa+ type core atpase aaa type core 0.0854 0.9932 1
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter 0.005 0.0293 0.0492
Toxoplasma gondii hypothetical protein 0.005 0.0293 1
Echinococcus multilocularis sodium:chloride dependent neurotransmitter 0.005 0.0293 0.0295
Trypanosoma brucei isocitrate dehydrogenase, putative 0.0049 0.0283 1
Schistosoma mansoni sodium/chloride dependent transporter 0.005 0.0293 0.0492
Loa Loa (eye worm) hypothetical protein 0.005 0.0293 0.0714
Brugia malayi RNA binding protein 0.0065 0.0484 0.1177
Brugia malayi CHE-14 protein 0.0044 0.0233 0.0566
Onchocerca volvulus Huntingtin homolog 0.0129 0.1245 0.3745
Loa Loa (eye worm) hypothetical protein 0.005 0.0293 0.0714
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0292 0.3198 0.7781
Loa Loa (eye worm) transcription factor SMAD2 0.0368 0.411 1
Brugia malayi Sodium:neurotransmitter symporter family protein 0.005 0.0293 0.0714
Loa Loa (eye worm) hypothetical protein 0.0292 0.3198 0.7781
Schistosoma mansoni hypothetical protein 0.005 0.0297 0.0498
Echinococcus granulosus NADP dependent isocitrate dehydrogenase 0.0049 0.0283 0.0475
Brugia malayi RNA recognition motif domain containing protein 0.0065 0.0484 0.1177
Schistosoma mansoni hypothetical protein 0.0034 0.0107 0.0179
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter 0.005 0.0293 0.0492
Loa Loa (eye worm) hypothetical protein 0.0031 0.0076 0.0185
Schistosoma mansoni hypothetical protein 0.0522 0.596 1
Schistosoma mansoni sodium-dependent neurotransmitter transporter 0.005 0.0293 0.0492
Schistosoma mansoni sodium/chloride dependent transporter 0.005 0.0293 0.0492
Entamoeba histolytica hypothetical protein 0.0111 0.1029 1
Echinococcus granulosus uncharacterized sodium dependent transporter 0.005 0.0293 0.0492
Echinococcus granulosus Niemann Pick C1 protein 0.0104 0.0942 0.158
Echinococcus multilocularis X box binding protein 1 0.0303 0.3335 0.3358
Schistosoma mansoni hypothetical protein 0.0043 0.0213 0.0358
Echinococcus multilocularis sodium dependent neurotransmitter transporter 0.005 0.0293 0.0295
Trypanosoma brucei isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0049 0.0283 1
Echinococcus granulosus tar DNA binding protein 0.0065 0.0484 0.0812
Echinococcus granulosus Niemann Pick C1 protein 0.0148 0.1475 0.2475
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0031 0.0076 0.0128
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0047 0.0266 0.0446
Schistosoma mansoni histone-lysine n-methyltransferase suv9 0.0031 0.0076 0.0128
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0047 0.0266 0.0446
Brugia malayi hypothetical protein 0.0244 0.2627 0.6391
Toxoplasma gondii Sodium:neurotransmitter symporter family protein 0.005 0.0293 1
Leishmania major isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0049 0.0283 1
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0047 0.0266 0.0647
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.0031 0.0076 0.0077
Treponema pallidum sodium- and chloride- dependent transporter 0.0292 0.3198 0.5
Loa Loa (eye worm) hypothetical protein 0.0044 0.0233 0.0566
Loa Loa (eye worm) RNA binding protein 0.0065 0.0484 0.1177
Loa Loa (eye worm) hypothetical protein 0.005 0.0293 0.0714
Loa Loa (eye worm) hypothetical protein 0.005 0.0295 0.0718
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein 0.005 0.0293 0.0714
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.005 0.0295 0.0718
Loa Loa (eye worm) pigment dispersing factor receptor c 0.005 0.0295 0.0718
Echinococcus multilocularis protein patched 0.0044 0.0233 0.0234
Schistosoma mansoni sodium-dependent amino acid transporter 0.005 0.0293 0.0492
Schistosoma mansoni transcription factor LCR-F1 0.0111 0.1029 0.1726
Schistosoma mansoni tar DNA-binding protein 0.0065 0.0484 0.0812
Schistosoma mansoni tar DNA-binding protein 0.0065 0.0484 0.0812
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter 0.005 0.0293 0.0492
Toxoplasma gondii Sodium:neurotransmitter symporter family protein 0.005 0.0293 1
Brugia malayi Pre-SET motif family protein 0.0219 0.2326 0.5659
Schistosoma mansoni sodium/chloride dependent transporter 0.0292 0.3198 0.5366
Schistosoma mansoni tar DNA-binding protein 0.0065 0.0484 0.0812
Loa Loa (eye worm) MH2 domain-containing protein 0.0368 0.411 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) > 100 nM Inhibitory activity against DAT ChEMBL. 16337793
IC50 (binding) > 100 nM Inhibitory activity against NET ChEMBL. 16337793
IC50 (binding) > 100 nM Inhibitory activity against DAT ChEMBL. 16337793
IC50 (binding) > 100 nM Inhibitory activity against NET ChEMBL. 16337793
Ki (binding) = 0.53 nM Displacement of [3H]paroxetine from SERT ChEMBL. 16337793
Ki (binding) = 0.53 nM Displacement of [3H]paroxetine from SERT ChEMBL. 16337793

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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