Detailed information for compound 447587

Basic information

Technical information
  • TDR Targets ID: 447587
  • Name: 1-[5-[3,5-bis[5-(3-phenylpyridin-1-ium-1-yl)p entyl]phenyl]pentyl]-3-phenylpyridin-1-ium tr ibromide
  • MW: 990.786 | Formula: C54H60Br3N3
  • H donors: 0 H acceptors: 0 LogP: 16.33 Rotable bonds: 21
    Rule of 5 violations (Lipinski): 2
  • SMILES: C(CC[n+]1cccc(c1)c1ccccc1)CCc1cc(CCCCC[n+]2cccc(c2)c2ccccc2)cc(c1)CCCCC[n+]1cccc(c1)c1ccccc1.[Br-].[Br-].[Br-]
  • InChi: 1S/C54H60N3.3BrH/c1-10-25-49(26-11-1)52-31-19-37-55(43-52)34-16-4-7-22-46-40-47(23-8-5-17-35-56-38-20-32-53(44-56)50-27-12-2-13-28-50)42-48(41-46)24-9-6-18-36-57-39-21-33-54(45-57)51-29-14-3-15-30-51;;;/h1-3,10-15,19-21,25-33,37-45H,4-9,16-18,22-24,34-36H2;3*1H/q+3;;;/p-3
  • InChiKey: FLVIOQRWSIOKQF-UHFFFAOYSA-K  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 1-[5-[3,5-bis[5-(3-phenylpyridin-1-ium-1-yl)pentyl]phenyl]pentyl]-3-phenyl-pyridin-1-ium tribromide
  • 1-[5-[3,5-bis[5-(3-phenyl-1-pyridin-1-iumyl)pentyl]phenyl]pentyl]-3-phenylpyridin-1-ium tribromide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens cholinergic receptor, nicotinic, alpha 7 (neuronal) Starlite/ChEMBL References
Homo sapiens cholinergic receptor, nicotinic, alpha 10 (neuronal) Starlite/ChEMBL References
Homo sapiens cholinergic receptor, nicotinic, alpha 9 (neuronal) References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Onchocerca volvulus Get druggable targets OG5_130932 All targets in OG5_130932
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_130932 All targets in OG5_130932
Schistosoma japonicum IPR006201,Neurotransmitter-gated ion-channel;IPR006029,Neurotransmitter-gated ion-channel transmembrane region,domain-containing Get druggable targets OG5_130932 All targets in OG5_130932
Schistosoma japonicum Neuronal acetylcholine receptor subunit alpha-7 precursor, putative Get druggable targets OG5_130932 All targets in OG5_130932
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_130932 All targets in OG5_130932
Schistosoma japonicum Neuronal acetylcholine receptor subunit alpha-7 precursor, putative Get druggable targets OG5_130932 All targets in OG5_130932
Schistosoma japonicum ko:K04809 cholinergic receptor, nicotinic, alpha 7, putative Get druggable targets OG5_130932 All targets in OG5_130932
Brugia malayi Cation transporter family protein Get druggable targets OG5_130932 All targets in OG5_130932
Schistosoma mansoni nAChR subunit (ShAR1-beta-like) Get druggable targets OG5_130932 All targets in OG5_130932
Schistosoma japonicum Neuronal acetylcholine receptor subunit alpha-7 precursor, putative Get druggable targets OG5_130932 All targets in OG5_130932
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_130932 All targets in OG5_130932
Onchocerca volvulus Get druggable targets OG5_130932 All targets in OG5_130932
Schistosoma japonicum Neuronal acetylcholine receptor subunit alpha-9-II precursor, putative Get druggable targets OG5_135157 All targets in OG5_135157
Onchocerca volvulus Get druggable targets OG5_130932 All targets in OG5_130932
Schistosoma mansoni nAChR subunit (ShAR1-alpha-like) Get druggable targets OG5_130932 All targets in OG5_130932
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi acetylcholine receptor alpha subunit precursor, putative cholinergic receptor, nicotinic, alpha 7 (neuronal) 502 aa 513 aa 33.9 %
Brugia malayi Cation transporter family protein cholinergic receptor, nicotinic, alpha 9 (neuronal) 479 aa 478 aa 35.4 %
Brugia malayi Cation transporter family protein cholinergic receptor, nicotinic, alpha 10 (neuronal) 244 aa 264 aa 32.2 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Mycobacterium ulcerans 3-oxoacyl-ACP synthase 0.385 0.7967 1
Trypanosoma cruzi prolyl endopeptidase 0.0532 0.0884 0.0826
Onchocerca volvulus Prolyl endopeptidase homolog 0.0532 0.0884 0.0864
Mycobacterium ulcerans 3-oxoacyl-ACP synthase 0.385 0.7967 1
Loa Loa (eye worm) hypothetical protein 0.0532 0.0884 0.0864
Toxoplasma gondii dipeptidyl peptidase iv (dpp iv) n-terminal region domain-containing protein 0.1711 0.3402 1
Brugia malayi prolyl oligopeptidase family protein 0.0414 0.0633 0.0612
Echinococcus multilocularis Dipeptidyl peptidase 9 0.1838 0.3671 0.3244
Echinococcus multilocularis prolyl endopeptidase 0.0532 0.0884 0.0268
Plasmodium falciparum beta-ketoacyl-ACP synthase III 0.385 0.7967 1
Trypanosoma cruzi oligopeptidase b 0.0452 0.0715 0.027
Schistosoma mansoni dipeptidyl-peptidase 9 (S09 family) 0.1838 0.3671 0.3658
Echinococcus multilocularis dipeptidyl aminopeptidaseprotein 0.4802 1 1
Brugia malayi prolyl oligopeptidase family protein 0.0414 0.0633 0.0612
Brugia malayi prolyl oligopeptidase family protein 0.1838 0.3671 0.3658
Schistosoma mansoni prolyl oligopeptidase (S09 family) 0.0532 0.0884 0.0864
Trypanosoma cruzi oligopeptidase B-like protein, putative 0.0452 0.0715 0.027
Wolbachia endosymbiont of Brugia malayi 3-oxoacyl-ACP synthase 0.385 0.7967 0.5
Trypanosoma brucei prolyl oligopeptidase, putative 0.0452 0.0715 0.027
Entamoeba histolytica fatty acid elongase, putative 0.05 0.0816 1
Trypanosoma brucei serine peptidase, Clan SC, Family S9B 0.1838 0.3671 1
Entamoeba histolytica fatty acid elongase, putative 0.05 0.0816 1
Schistosoma mansoni prolyl oligopeptidase (S09 family) 0.0532 0.0884 0.0864
Toxoplasma gondii prolyl endopeptidase 0.0532 0.0884 0.0906
Loa Loa (eye worm) hypothetical protein 0.0414 0.0633 0.0612
Mycobacterium leprae PROBABLE PROTEASE II PTRBB (OLIGOPEPTIDASE B) 0.0452 0.0715 0.5
Entamoeba histolytica fatty acid elongase, putative 0.05 0.0816 1
Schistosoma mansoni subfamily S9B unassigned peptidase (S09 family) 0.4802 1 1
Leishmania major dipeptidyl-peptidase 8-like serine peptidase, putative,serine peptidase, Clan SC, Family S9B 0.1838 0.3671 1
Trypanosoma cruzi serine peptidase, Clan SC, Family S9B 0.1838 0.3671 1
Entamoeba histolytica fatty acid elongase, putative 0.05 0.0816 1
Trypanosoma brucei prolyl endopeptidase 0.0532 0.0884 0.0826
Loa Loa (eye worm) prolyl oligopeptidase 0.0414 0.0633 0.0612
Schistosoma mansoni acylaminoacyl-peptidase (S09 family) 0.0414 0.0633 0.0612
Trypanosoma brucei oligopeptidase b 0.0452 0.0715 0.027
Trypanosoma brucei serine peptidase, clan SC, family S9A-like protein 0.0452 0.0715 0.027
Trypanosoma cruzi dipeptidyl-peptidase 8-like serine peptidase 0.1838 0.3671 1
Chlamydia trachomatis oxoacyl-ACP synthase III 0.385 0.7967 0.5
Leishmania major prolyl oligopeptidase, putative,serine peptidase clan SC, family S9A, putative 0.0532 0.0884 0.0571
Onchocerca volvulus Dipeptidyl peptidase family member 1 homolog 0.4802 1 1
Brugia malayi hypothetical protein 0.1297 0.2518 0.2502
Loa Loa (eye worm) prolyl oligopeptidase 0.4802 1 1
Trichomonas vaginalis Clan SC, family S33, methylesterase-like serine peptidase 0.0414 0.0633 0.5
Schistosoma mansoni prolyl oligopeptidase (S09 family) 0.0414 0.0633 0.0612
Trypanosoma cruzi serine peptidase, clan SC, family S9A-like protein, putative 0.0452 0.0715 0.027
Plasmodium vivax beta-ketoacyl-acyl carrier protein synthase III precursor, putative 0.385 0.7967 1
Echinococcus granulosus prolyl endopeptidase 0.0532 0.0884 0.0268
Trypanosoma brucei Dipeptidyl-peptidase 8-like, putative 0.1838 0.3671 1
Mycobacterium tuberculosis Probable protease II PtrBb [second part] (oligopeptidase B) 0.0452 0.0715 0.0897
Loa Loa (eye worm) hypothetical protein 0.054 0.0902 0.0882
Trichomonas vaginalis Clan SC, family S9, acylaminoacyl-peptidase-like serine peptidase 0.0414 0.0633 0.5
Loa Loa (eye worm) hypothetical protein 0.1297 0.2518 0.2502
Brugia malayi prolyl oligopeptidase family protein 0.0532 0.0884 0.0864
Echinococcus granulosus Dipeptidyl peptidase 9 0.1838 0.3671 0.3244
Echinococcus granulosus dipeptidyl aminopeptidaseprotein 0.4802 1 1
Giardia lamblia Alanyl dipeptidyl peptidase 0.0414 0.0633 0.5
Mycobacterium tuberculosis Probable peptidase 0.0452 0.0715 0.0897
Mycobacterium tuberculosis 3-oxoacyl-[acyl-carrier-protein] synthase III FabH (beta-ketoacyl-ACP synthase III) (KAS III) 0.385 0.7967 1
Trichomonas vaginalis conserved hypothetical protein 0.0414 0.0633 0.5
Mycobacterium ulcerans beta-ketoacyl synthase-like protein 0.385 0.7967 1
Entamoeba histolytica fatty acid elongase, putative 0.05 0.0816 1
Trypanosoma cruzi oligopeptidase b 0.0452 0.0715 0.027
Giardia lamblia Alanyl dipeptidyl peptidase 0.0414 0.0633 0.5

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) = 3.84 % Antagonist activity at alpha9/alpha10 nAChR expressed in Xenopus oocyte assessed as inhibition of ACh-gated current response at 100 nM by voltage clamp electrophysiology assay ChEMBL. 21397497
IC50 (functional) = 0.56 nM Antagonist activity at alpha9/alpha10 nAChR expressed in Xenopus oocyte assessed as inhibition of ACh-gated current by voltage clamp electrophysiology assay ChEMBL. 21397497
IC50 (functional) = 8.8 nM Antagonist activity at alpha7 nAChR expressed in Xenopus oocyte assessed as inhibition of ACh-gated current by voltage clamp electrophysiology assay ChEMBL. 21397497
Inhibition (functional) = 6 % Antagonist activity at nAChR in rat striatal slices assessed as inhibition of nicotine-evoked [3H]dopamine release at 100 uM ChEMBL. 17977723
Inhibition (binding) = 14 % Displacement of [3H]NIC from alpha4beta2 nAChR in rat brain membrane at 100 uM ChEMBL. 17977723
Inhibition (binding) = 14 % Displacement of [3H]NIC from alpha4beta2 nAChR in rat brain membrane at 100 uM ChEMBL. 17977723
Inhibition (binding) = 19 % Displacement of [3H]MLA from alpha7 nAChR in rat brain membrane at 100 uM ChEMBL. 17977723
Inhibition (binding) = 19 % Displacement of [3H]MLA from alpha7 nAChR in rat brain membrane at 100 uM ChEMBL. 17977723

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.

If you have references for this compound, please enter them in a user comment (below) or Contact us.