Detailed information for compound 229096

Basic information

Technical information
  • TDR Targets ID: 229096
  • Name: 1-(1-benzothiophen-2-yl)-N,N-dibutylcyclohexa n-1-amine
  • MW: 343.569 | Formula: C22H33NS
  • H donors: 0 H acceptors: 0 LogP: 6.91 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCCCN(C1(CCCCC1)c1cc2c(s1)cccc2)CCCC
  • InChi: 1S/C22H33NS/c1-3-5-16-23(17-6-4-2)22(14-10-7-11-15-22)21-18-19-12-8-9-13-20(19)24-21/h8-9,12-13,18H,3-7,10-11,14-17H2,1-2H3
  • InChiKey: FYLDYQIIWMXKFP-UHFFFAOYSA-N  

Network

Hover on a compound node to display the structore

Synonyms

  • 1-(benzothiophen-2-yl)-N,N-dibutyl-cyclohexanamine
  • 1-(2-benzothiophenyl)-N,N-dibutylcyclohexanamine
  • 1-(1-benzothiophen-2-yl)-N,N-dibutyl-cyclohexan-1-amine
  • [1-(benzothiophen-2-yl)cyclohexyl]-dibutyl-amine
  • 1-(benzothiophen-2-yl)-N,N-dibutyl-cyclohexan-1-amine
  • 1-(2-benzothiophenyl)-N,N-dibutyl-1-cyclohexanamine
  • 1-(1-Benzothien-2-yl)-N,N-dibutylcyclohexanamine
  • Thionaphthene, 2-[1-[N,N-dibutyl]cyclohex-1-yl]-
  • NCI60_038325

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Dopamine transporter Starlite/ChEMBL References
Rattus norvegicus Glutamate NMDA 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
Schistosoma japonicum ko:K05336 solute carrier family 6 (neurotransmitter transporter), invertebrate, 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
Echinococcus granulosus serotonin 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
Loa Loa (eye worm) hypothetical protein 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 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
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
Echinococcus multilocularis serotonin 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
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
Loa Loa (eye worm) hypothetical protein 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 mansoni sodium/chloride dependent 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) solute carrier family 6 member 4 Get druggable targets OG5_128364 All targets in OG5_128364
Onchocerca volvulus 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 578 aa 32.9 %
Schistosoma mansoni sodium/chloride dependent transporter Dopamine transporter   619 aa 558 aa 41.8 %
Schistosoma japonicum ko:K05042 solute carrier family 6 (neurotransmitter transporter, glycine),, putative Dopamine transporter   619 aa 509 aa 40.1 %
Drosophila melanogaster CG1698 gene product from transcript CG1698-RA Dopamine transporter   619 aa 522 aa 36.0 %
Onchocerca volvulus Dopamine transporter   619 aa 612 aa 23.5 %
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter Dopamine transporter   619 aa 604 aa 37.9 %
Plasmodium vivax hypothetical protein, conserved Dopamine transporter   619 aa 657 aa 20.1 %
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 japonicum ko:K05046 solute carrier family 6 (neurotransmitter transporter, GABA), member, putative Dopamine transporter   619 aa 551 aa 39.9 %
Onchocerca volvulus Transmembrane protein 120 homolog Dopamine transporter   619 aa 578 aa 32.9 %
Drosophila melanogaster CG13796 gene product from transcript CG13796-RD Dopamine transporter   619 aa 557 aa 23.9 %
Schistosoma mansoni sodium/chloride dependent transporter Dopamine transporter   619 aa 588 aa 40.3 %
Onchocerca volvulus High affinity copper uptake protein 1 homolog Dopamine transporter   619 aa 599 aa 44.2 %
Echinococcus multilocularis sodium and chloride dependent glycine Dopamine transporter   619 aa 599 aa 41.9 %
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 636 aa 31.8 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0109 0.0524 0.1509
Loa Loa (eye worm) hypothetical protein 0.0109 0.0524 0.1278
Echinococcus granulosus serotonin transporter 0.0109 0.0524 0.08
Schistosoma mansoni hypothetical protein 0.014 0.0786 0.2287
Onchocerca volvulus 0.0218 0.1452 0.3104
Brugia malayi Matrix metalloprotease, N-terminal domain containing protein 0.0265 0.1859 0.4023
Brugia malayi Hemopexin family protein 0.0309 0.2232 0.5019
Echinococcus granulosus geminin 0.014 0.0786 0.1213
Entamoeba histolytica MIR domain protein 0.0443 0.3388 0.5
Loa Loa (eye worm) matrixin family protein 0.0526 0.41 1
Echinococcus multilocularis tachykinin peptides receptor 99D 0.0639 0.5068 0.7945
Trichomonas vaginalis conserved hypothetical protein 0.0242 0.1665 0.1233
Brugia malayi Matrixin family protein 0.0218 0.1452 0.2938
Loa Loa (eye worm) hypothetical protein 0.0311 0.2257 0.5505
Brugia malayi Matrixin family protein 0.0218 0.1452 0.2938
Loa Loa (eye worm) hypothetical protein 0.0109 0.0524 0.1278
Schistosoma mansoni ADAMTS5 peptidase (M12 family) 0.013 0.0701 0.2033
Echinococcus granulosus tachykinin peptides receptor 99D 0.0639 0.5068 0.7945
Toxoplasma gondii aldehyde dehydrogenase 0.005 0.0015 0.5
Mycobacterium leprae PROBABLE HYDROLASE 0.0265 0.1859 1
Echinococcus multilocularis matrix metallopeptidase 7 (M10 family) 0.0791 0.6375 1
Schistosoma mansoni ryanodine receptor related 0.0443 0.3388 1
Loa Loa (eye worm) MIR domain-containing protein 0.0443 0.3388 0.8264
Schistosoma mansoni stromal cell-derived factor 2 precursor-like protein 0.0443 0.3388 1
Trichomonas vaginalis conserved hypothetical protein 0.1214 1 1
Treponema pallidum sodium- and chloride- dependent transporter 0.0109 0.0524 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0242 0.1665 0.1233
Schistosoma mansoni adam (A disintegrin and metalloprotease 0.0089 0.035 0.0994
Trichomonas vaginalis conserved hypothetical protein 0.1214 1 1
Echinococcus multilocularis adam 0.0089 0.035 0.0527
Loa Loa (eye worm) hypothetical protein 0.0218 0.1452 0.3541
Onchocerca volvulus 0.0309 0.2232 0.547
Schistosoma mansoni hypothetical protein 0.0309 0.2232 0.6574
Trichomonas vaginalis conserved hypothetical protein 0.0137 0.0756 0.0276
Loa Loa (eye worm) hypothetical protein 0.0443 0.3388 0.8264
Loa Loa (eye worm) hypothetical protein 0.0098 0.0428 0.1044
Loa Loa (eye worm) hypothetical protein 0.0443 0.3388 0.8264
Trichomonas vaginalis mannosyltransferase 1, putative 0.1214 1 1
Onchocerca volvulus 0.0443 0.3388 0.8974
Trichomonas vaginalis conserved hypothetical protein 0.0137 0.0756 0.0276
Onchocerca volvulus 0.0109 0.0524 0.0291
Brugia malayi ADAMTS-like protease 0.0096 0.0404 0.0143
Brugia malayi Matrixin family protein 0.0526 0.41 1
Trichomonas vaginalis conserved hypothetical protein 0.0242 0.1665 0.1233
Echinococcus granulosus adam 0.0089 0.035 0.0527
Trichomonas vaginalis conserved hypothetical protein 0.1214 1 1
Loa Loa (eye worm) hypothetical protein 0.0218 0.1452 0.3541
Trichomonas vaginalis conserved hypothetical protein 0.1214 1 1
Loa Loa (eye worm) hypothetical protein 0.0089 0.035 0.0855
Mycobacterium ulcerans hydrolase 0.0265 0.1859 1
Loa Loa (eye worm) hypothetical protein 0.0443 0.3388 0.8264
Brugia malayi cation channel family protein 0.0443 0.3388 0.8101
Trichomonas vaginalis mannosyltransferase 1, putative 0.0242 0.1665 0.1233
Schistosoma mansoni matrix metallopeptidase-7 (M10 family) 0.0218 0.1452 0.426
Echinococcus multilocularis serotonin transporter 0.0109 0.0524 0.08
Trichomonas vaginalis conserved hypothetical protein 0.0242 0.1665 0.1233
Trichomonas vaginalis mannosyltransferase 1, putative 0.0242 0.1665 0.1233
Echinococcus multilocularis geminin 0.014 0.0786 0.1213
Trichomonas vaginalis conserved hypothetical protein 0.0242 0.1665 0.1233
Brugia malayi ADAM-TS Spacer 1 family protein 0.0311 0.2257 0.5084
Loa Loa (eye worm) hypothetical protein 0.0218 0.1452 0.3541
Loa Loa (eye worm) norepinephrine transporter 0.0109 0.0524 0.1278
Mycobacterium tuberculosis Probable peptidoglycan hydrolase 0.0265 0.1859 1
Echinococcus granulosus matrix metallopeptidase 7 M10 family 0.0791 0.6375 1
Echinococcus granulosus stromal cell derived factor 2 0.0443 0.3388 0.5304
Loa Loa (eye worm) matrixin family protein 0.0483 0.3726 0.9089
Onchocerca volvulus Matrilysin homolog 0.0483 0.3726 1
Trichomonas vaginalis mannosyltransferase 1, putative 0.1214 1 1
Brugia malayi Matrixin family protein 0.0218 0.1452 0.2938
Trichomonas vaginalis mannosyltransferase 1, putative 0.0242 0.1665 0.1233
Trichomonas vaginalis conserved hypothetical protein 0.0242 0.1665 0.1233
Brugia malayi Ryanodine Receptor TM 4-6 family protein 0.0443 0.3388 0.8101
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.005 0.0015 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0242 0.1665 0.1233
Schistosoma mansoni inositol 145-trisphosphate receptor 0.0443 0.3388 1
Onchocerca volvulus Matrix metalloproteinase homolog 0.0483 0.3726 1
Loa Loa (eye worm) matrix metalloproteinase 0.0218 0.1452 0.3541
Onchocerca volvulus Matrilysin homolog 0.0218 0.1452 0.3104
Brugia malayi MIR domain containing protein 0.0443 0.3388 0.8101
Echinococcus multilocularis ryanodine receptor 44f 0.0443 0.3388 0.5304
Echinococcus granulosus a disintegrin and metalloproteinase with 0.013 0.0701 0.1078
Schistosoma mansoni sodium/chloride dependent transporter 0.0109 0.0524 0.1509
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0109 0.0524 0.0463
Trichomonas vaginalis conserved hypothetical protein 0.0242 0.1665 0.1233
Echinococcus granulosus ryanodine receptor 44f 0.0443 0.3388 0.5304
Schistosoma mansoni hypothetical protein 0.014 0.0786 0.2287
Loa Loa (eye worm) solute carrier family 6 member 4 0.0109 0.0524 0.1278
Echinococcus multilocularis a disintegrin and metalloproteinase with 0.013 0.0701 0.1078
Trichomonas vaginalis mannosyltransferase 1, putative 0.1214 1 1
Trichomonas vaginalis conserved hypothetical protein 0.0242 0.1665 0.1233
Trichomonas vaginalis mannosyltransferase, putative 0.0242 0.1665 0.1233
Loa Loa (eye worm) hypothetical protein 0.0109 0.0524 0.1278
Echinococcus multilocularis tm gpcr rhodopsin gpcr rhodopsin superfamily 0.0228 0.1545 0.2406
Brugia malayi angiogenesis inhibito 0.0096 0.0404 0.0143
Trichomonas vaginalis conserved hypothetical protein 0.1214 1 1
Loa Loa (eye worm) hypothetical protein 0.0265 0.1859 0.4534
Trichomonas vaginalis mannosyltransferase 1, putative 0.0242 0.1665 0.1233
Brugia malayi Matrixin family protein 0.0218 0.1452 0.2938
Loa Loa (eye worm) serotonin transporter b 0.0109 0.0524 0.1278
Trichomonas vaginalis conserved hypothetical protein 0.1214 1 1
Mycobacterium tuberculosis Conserved membrane protein 0.0106 0.0494 0.2595
Echinococcus granulosus tm gpcr rhodopsin 0.0228 0.1545 0.2406
Trichomonas vaginalis conserved hypothetical protein 0.0242 0.1665 0.1233
Mycobacterium ulcerans hypothetical protein 0.0242 0.1665 0.895
Echinococcus multilocularis stromal cell derived factor 2 0.0443 0.3388 0.5304
Trichomonas vaginalis mannosyltransferase 1, putative 0.0443 0.3388 0.3045

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 124 nM Tested for radioligand [3H]-BTCP displacement from dopamine transporter in rat forebrain ChEMBL. 8258830
IC50 (binding) = 124 nM Tested for radioligand [3H]-BTCP displacement from dopamine transporter in rat forebrain ChEMBL. 8258830
IC50 (binding) = 386 nM Tested for radioligand [3H]-cocaine displacement from dopamine transporter in rat forebrain ChEMBL. 8258830
IC50 (binding) = 386 nM Tested for radioligand [3H]-cocaine displacement from dopamine transporter in rat forebrain ChEMBL. 8258830
IC50 (binding) = 1363 nM Tested for inhibition of radioligand [3H]-dopamine (DA) uptake in rat synaptosomes ChEMBL. 8258830
IC50 (binding) = 1363 nM Tested for inhibition of radioligand [3H]-dopamine (DA) uptake in rat synaptosomes ChEMBL. 8258830
Ki (binding) > 10000 nM Tested for affinity by radioligand [3H]-TCP diplacement from phencyclidine binding site (PCP) in rat homogenates ChEMBL. 8258830
Ki (binding) > 10000 nM Tested for affinity by radioligand [3H]-TCP diplacement from phencyclidine binding site (PCP) in rat homogenates ChEMBL. 8258830
Ratio (binding) = 0.091 Ratio of IC50 of [3H]-BTCP to that of [3H]-DA uptake ChEMBL. 8258830
Ratio (binding) = 0.28 Ratio of IC50 of [3H]-Cocaine to that of [3H]-DA uptake ChEMBL. 8258830
Ratio (binding) = 0.091 Ratio of IC50 of [3H]-BTCP to that of [3H]-DA uptake ChEMBL. 8258830
Ratio (binding) = 0.28 Ratio of IC50 of [3H]-Cocaine to that of [3H]-DA uptake ChEMBL. 8258830

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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