Detailed information for compound 341845

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 416.312 | Formula: C20H22BrN3O2
  • H donors: 1 H acceptors: 2 LogP: 3.77 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(Nc1ccc(cc1)Br)O[C@@H]1C2CCN([C@@H]1Cc1cccnc1)CC2
  • InChi: 1S/C20H22BrN3O2/c21-16-3-5-17(6-4-16)23-20(25)26-19-15-7-10-24(11-8-15)18(19)12-14-2-1-9-22-13-14/h1-6,9,13,15,18-19H,7-8,10-12H2,(H,23,25)/t18-,19-/m1/s1
  • InChiKey: SWAPELXGNLSFEZ-RTBURBONSA-N  


Substructure search Similarity search

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens cholinergic receptor, nicotinic, alpha 4 (neuronal) Starlite/ChEMBL References
Rattus norvegicus Neuronal acetylcholine receptor protein alpha-7 subunit Starlite/ChEMBL References
Homo sapiens cholinergic receptor, nicotinic, beta 2 (neuronal) References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma mansoni nAChR subunit (ShAR1-alpha-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
Echinococcus multilocularis nicotinic acetylcholine receptor subunit alpha 8 Get druggable targets OG5_128160 All targets in OG5_128160
Brugia malayi Cation transporter family protein Get druggable targets OG5_130932 All targets in OG5_130932
Brugia malayi nicotinic acetylcholine receptor alpha subunit, putative Get druggable targets OG5_128160 All targets in OG5_128160
Onchocerca volvulus Putative nachr subunit Get druggable targets OG5_128160 All targets in OG5_128160
Schistosoma mansoni nAChR subunit (ShAR1-beta-like) Get druggable targets OG5_130932 All targets in OG5_130932
Onchocerca volvulus Get druggable targets OG5_130932 All targets in OG5_130932
Echinococcus granulosus nicotinic acetylcholine receptor alpha subunit Get druggable targets OG5_128160 All targets in OG5_128160
Echinococcus multilocularis nicotinic acetylcholine receptor alpha subunit Get druggable targets OG5_128160 All targets in OG5_128160
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
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
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_130932 All targets in OG5_130932
Loa Loa (eye worm) nicotinic acetylcholine receptor alpha subunit Get druggable targets OG5_128160 All targets in OG5_128160
Echinococcus multilocularis nicotinic acetylcholine receptor a11 subunit Get druggable targets OG5_128160 All targets in OG5_128160
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 ko:K04809 cholinergic receptor, nicotinic, alpha 7, putative Get druggable targets OG5_130932 All targets in OG5_130932
Echinococcus granulosus nicotinic acetylcholine receptor subunit alpha 8 Get druggable targets OG5_128160 All targets in OG5_128160
Onchocerca volvulus Get druggable targets OG5_130932 All targets in OG5_130932
Echinococcus granulosus nicotinic acetylcholine receptor a11 subunit Get druggable targets OG5_128160 All targets in OG5_128160
Onchocerca volvulus Get druggable targets OG5_130932 All targets in OG5_130932
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128160 All targets in OG5_128160
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Onchocerca volvulus Acetylcholine receptor subunit alpha-type homolog Neuronal acetylcholine receptor protein alpha-7 subunit   502 aa 501 aa 36.5 %
Loa Loa (eye worm) hypothetical protein Neuronal acetylcholine receptor protein alpha-7 subunit   502 aa 491 aa 36.0 %
Echinococcus granulosus nicotinic acetylcholine receptor a11 subunit Neuronal acetylcholine receptor protein alpha-7 subunit   502 aa 485 aa 32.6 %
Onchocerca volvulus Acetylcholine receptor subunit alpha-type homolog Neuronal acetylcholine receptor protein alpha-7 subunit   502 aa 513 aa 35.5 %
Loa Loa (eye worm) nicotinic acetylcholine receptor alpha subunit Neuronal acetylcholine receptor protein alpha-7 subunit   502 aa 510 aa 36.1 %
Schistosoma japonicum Neuronal acetylcholine receptor subunit alpha-3 precursor, putative Neuronal acetylcholine receptor protein alpha-7 subunit   502 aa 518 aa 24.9 %
Echinococcus multilocularis nicotinic acetylcholine receptor a11 subunit Neuronal acetylcholine receptor protein alpha-7 subunit   502 aa 501 aa 32.1 %
Schistosoma mansoni nAChR subunit Neuronal acetylcholine receptor protein alpha-7 subunit   502 aa 543 aa 27.8 %
Brugia malayi Cation transporter family protein cholinergic receptor, nicotinic, beta 2 (neuronal) 502 aa 482 aa 32.4 %
Echinococcus granulosus nicotinic acetylcholine receptor alpha subunit Neuronal acetylcholine receptor protein alpha-7 subunit   502 aa 486 aa 32.9 %
Schistosoma mansoni nAChR subunit (ShAR1-beta2-like) Neuronal acetylcholine receptor protein alpha-7 subunit   502 aa 511 aa 27.2 %
Onchocerca volvulus Neuronal acetylcholine receptor protein alpha-7 subunit   502 aa 482 aa 42.9 %
Loa Loa (eye worm) acetylcholine receptor alpha subunit Neuronal acetylcholine receptor protein alpha-7 subunit   502 aa 507 aa 35.3 %
Brugia malayi acetylcholine receptor alpha subunit precursor, putative Neuronal acetylcholine receptor protein alpha-7 subunit   502 aa 497 aa 35.0 %
Onchocerca volvulus Putative zinc finger protein Neuronal acetylcholine receptor protein alpha-7 subunit   502 aa 515 aa 36.9 %
Brugia malayi acetylcholine receptor protein, alpha-like chain, putative Neuronal acetylcholine receptor protein alpha-7 subunit   502 aa 527 aa 33.6 %
Onchocerca volvulus Neuronal acetylcholine receptor protein alpha-7 subunit   502 aa 552 aa 24.3 %
Brugia malayi Neurotransmitter-gated ion-channel transmembrane region family protein Neuronal acetylcholine receptor protein alpha-7 subunit   502 aa 519 aa 25.6 %
Onchocerca volvulus 39S ribosomal protein L13, mitochondrial homolog Neuronal acetylcholine receptor protein alpha-7 subunit   502 aa 475 aa 36.8 %
Onchocerca volvulus Neuronal acetylcholine receptor protein alpha-7 subunit   502 aa 496 aa 35.5 %
Echinococcus multilocularis nicotinic acetylcholine receptor alpha subunit Neuronal acetylcholine receptor protein alpha-7 subunit   502 aa 486 aa 33.1 %
Brugia malayi nicotinic acetylcholine receptor alpha subunit, putative Neuronal acetylcholine receptor protein alpha-7 subunit   502 aa 511 aa 36.0 %
Echinococcus multilocularis nAChR subunit Neuronal acetylcholine receptor protein alpha-7 subunit   502 aa 488 aa 27.9 %
Onchocerca volvulus Acetylcholine receptor subunit alpha-type homolog Neuronal acetylcholine receptor protein alpha-7 subunit   502 aa 513 aa 35.5 %
Drosophila melanogaster nicotinic Acetylcholine Receptor alpha2 Neuronal acetylcholine receptor protein alpha-7 subunit   502 aa 508 aa 38.6 %
Brugia malayi nicotinic acetylcholine receptor beta-1 chain precursor Neuronal acetylcholine receptor protein alpha-7 subunit   502 aa 484 aa 34.3 %
Onchocerca volvulus Acetylcholine receptor subunit alpha-type des-2 homolog Neuronal acetylcholine receptor protein alpha-7 subunit   502 aa 530 aa 29.6 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Leishmania major pyruvate dehydrogenase E1 beta subunit, putative 0.0251 0.2282 0.4515
Trypanosoma cruzi 2-oxoglutarate dehydrogenase E1 component, putative 0.0086 0.0036 0.0073
Toxoplasma gondii transketolase 0.0451 0.501 1
Entamoeba histolytica transketolase, putative 0.0451 0.501 1
Trypanosoma cruzi 2-oxoglutarate dehydrogenase E1 component, putative 0.0086 0.0036 0.0073
Schistosoma mansoni transketolase 0.0451 0.501 0.4992
Brugia malayi Cation transporter family protein 0.037 0.3907 0.6114
Treponema pallidum transketolase 0.0286 0.2764 1
Schistosoma mansoni microtubule-associated protein tau 0.0816 1 1
Loa Loa (eye worm) hypothetical protein 0.0251 0.2282 0.3547
Plasmodium vivax pyruvate dehydrogenase E1 component subunit beta, putative 0.0251 0.2282 0.8232
Mycobacterium ulcerans 1-deoxy-D-xylulose-5-phosphate synthase 0.0251 0.2282 0.4555
Onchocerca volvulus 0.037 0.3907 1
Schistosoma mansoni transketolase 0.0451 0.501 0.4992
Onchocerca volvulus Putative nachr subunit 0.0156 0.099 0.1705
Trypanosoma brucei transketolase, putative 0.0451 0.501 1
Schistosoma mansoni survival motor neuron protein 0.0112 0.0391 0.0356
Schistosoma mansoni nAChR subunit (ShAR1-beta-like) 0.037 0.3907 0.3885
Echinococcus multilocularis nicotinic acetylcholine receptor alpha subunit 0.0156 0.099 0.0957
Echinococcus granulosus survival motor neuron protein 1 0.055 0.6367 0.6354
Brugia malayi pyruvate dehydrogenase E1 component beta subunit, mitochondrial 0.0251 0.2282 0.3547
Echinococcus granulosus nicotinic acetylcholine receptor alpha subunit 0.0156 0.099 0.0957
Trypanosoma brucei 2-oxoisovalerate dehydrogenase beta subunit, mitochondrial precursor, putative 0.0251 0.2282 0.4515
Loa Loa (eye worm) hypothetical protein 0.0451 0.501 0.7857
Mycobacterium leprae Probable transketolase Tkt (TK) 0.0451 0.501 1
Brugia malayi transketolase 0.0451 0.501 0.7857
Trypanosoma cruzi 2-oxoglutarate dehydrogenase subunit, putative 0.0086 0.0036 0.0073
Plasmodium falciparum pyruvate dehydrogenase E1 component subunit beta 0.0251 0.2282 0.8232
Entamoeba histolytica transketolase, putative 0.0286 0.2764 0.1768
Wolbachia endosymbiont of Brugia malayi transketolase 0.0451 0.501 1
Echinococcus granulosus nicotinic acetylcholine receptor a11 subunit 0.0156 0.099 0.0957
Mycobacterium ulcerans transketolase 0.0451 0.501 1
Mycobacterium tuberculosis Probable branched-chain keto acid dehydrogenase E1 component, beta subunit BkdB 0.0251 0.2282 0.4555
Leishmania major transketolase 0.0451 0.501 1
Chlamydia trachomatis transketolase 0.0451 0.501 1
Trypanosoma cruzi pyruvate dehydrogenase E1 beta subunit, putative 0.0251 0.2282 0.4555
Echinococcus multilocularis nicotinic acetylcholine receptor subunit alpha 8 0.0156 0.099 0.0957
Onchocerca volvulus 0.0165 0.1105 0.2031
Brugia malayi pyruvate dehydrogenase E1 component beta subunit, putative 0.0251 0.2282 0.3547
Schistosoma mansoni nAChR subunit (ShAR1-alpha-like) 0.037 0.3907 0.3885
Trypanosoma brucei 2-oxoisovalerate dehydrogenase beta subunit, mitochondrial precursor, putative 0.0251 0.2282 0.4515
Mycobacterium tuberculosis Probable 1-deoxy-D-xylulose 5-phosphate synthase Dxs1 (1-deoxyxylulose-5-phosphate synthase) (DXP synthase) (DXPS) 0.0251 0.2282 0.4555
Echinococcus granulosus nicotinic acetylcholine receptor subunit alpha 8 0.0156 0.099 0.0957
Toxoplasma gondii pyruvate dehydrogenase E1 component, beta subunit, putative 0.0251 0.2282 0.4515
Echinococcus granulosus transketolase 0.0451 0.501 0.4992
Plasmodium vivax transketolase, putative 0.0286 0.2764 1
Chlamydia trachomatis oxoisovalerate dehydrogenase subunits alpha/beta 0.0251 0.2282 0.4515
Plasmodium vivax 2-oxoisovalerate dehydrogenase subunit beta, mitochondrial, putative 0.0251 0.2282 0.8232
Brugia malayi Iron-sulfur cluster assembly accessory protein 0.0112 0.0391 0.056
Wolbachia endosymbiont of Brugia malayi pyruvate dehydrogenase subunit beta 0.0251 0.2282 0.4515
Mycobacterium tuberculosis Transketolase Tkt (TK) 0.0451 0.501 1
Chlamydia trachomatis pyruvate dehydrogenase subunit beta 0.0251 0.2282 0.4515
Onchocerca volvulus 0.037 0.3907 1
Entamoeba histolytica transketolase, putative 0.0451 0.501 1
Loa Loa (eye worm) hypothetical protein 0.0156 0.099 0.1507
Mycobacterium ulcerans pyruvate dehydrogenase E1 component subunit PdhB 0.0251 0.2282 0.4555
Echinococcus multilocularis microtubule associated protein 2 0.0816 1 1
Trichomonas vaginalis transketolase, putative 0.0451 0.501 1
Echinococcus multilocularis nicotinic acetylcholine receptor a11 subunit 0.0156 0.099 0.0957
Brugia malayi 2-oxoisovalerate dehydrogenase beta subunit, mitochondrial precursor 0.0251 0.2282 0.3547
Trypanosoma cruzi 2-oxoglutarate dehydrogenase subunit, putative 0.0086 0.0036 0.0073
Brugia malayi hypothetical protein 0.055 0.6367 1
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0272 0.2573 0.5135
Trypanosoma cruzi pyruvate dehydrogenase E1 beta subunit, putative 0.0251 0.2282 0.4555
Toxoplasma gondii pyruvate dehydrogenase complex subunit PD-HE1Beta 0.0251 0.2282 0.4515
Loa Loa (eye worm) hypothetical protein 0.055 0.6367 1
Loa Loa (eye worm) hypothetical protein 0.037 0.3907 0.6114
Entamoeba histolytica transketolase, putative 0.0451 0.501 1
Echinococcus granulosus transketolase 0.0451 0.501 0.4992
Brugia malayi nicotinic acetylcholine receptor alpha subunit, putative 0.0156 0.099 0.1507
Plasmodium falciparum 2-oxoisovalerate dehydrogenase subunit beta, mitochondrial, putative 0.0251 0.2282 0.8232
Schistosoma mansoni hypothetical protein 0.0112 0.0391 0.0356
Chlamydia trachomatis 1-deoxy-D-xylulose-5-phosphate synthase 0.0251 0.2282 0.4515
Giardia lamblia Transketolase 0.0286 0.2764 0.5
Toxoplasma gondii 1-deoxy-D-xylulose-5-phosphate synthase 0.0251 0.2282 0.4515
Plasmodium falciparum transketolase 0.0286 0.2764 1
Trypanosoma cruzi transketolase, putative 0.0451 0.501 1
Trypanosoma cruzi transketolase, putative 0.0451 0.501 1
Echinococcus multilocularis transketolase 0.0451 0.501 0.4992
Echinococcus multilocularis survival motor neuron protein 1 0.055 0.6367 0.6354
Trypanosoma cruzi 2-oxoisovalerate dehydrogenase beta subunit, mitochondrial precursor, putative 0.0251 0.2282 0.4555
Loa Loa (eye worm) 2-oxoisovalerate dehydrogenase subunit beta 0.0251 0.2282 0.3547
Echinococcus granulosus pyruvate dehydrogenase 0.0251 0.2282 0.2254
Echinococcus multilocularis pyruvate dehydrogenase 0.0251 0.2282 0.2254
Loa Loa (eye worm) hypothetical protein 0.0251 0.2282 0.3547
Echinococcus multilocularis transketolase 0.0451 0.501 0.4992
Mycobacterium ulcerans alpha-ketoglutarate decarboxylase 0.0086 0.0036 0.0073
Mycobacterium leprae PROBABLE 1-DEOXY-D-XYLULOSE 5-PHOSPHATE SYNTHASE DXS1 (1-DEOXYXYLULOSE-5-PHOSPHATE SYNTHASE) (DXP SYNTHASE) (DXPS) 0.0251 0.2282 0.4515
Trypanosoma brucei chrX additional, unordered contigs 0.0251 0.2282 0.4515
Plasmodium vivax 1-deoxy-D-xylulose 5-phosphate synthase, putative 0.0251 0.2282 0.8232
Plasmodium falciparum 1-deoxy-D-xylulose 5-phosphate synthase 0.0251 0.2282 0.8232
Trypanosoma brucei pyruvate dehydrogenase E1 beta subunit, putative 0.0251 0.2282 0.4515
Trypanosoma cruzi 2-oxoisovalerate dehydrogenase beta subunit, mitochondrial precursor, putative 0.0251 0.2282 0.4555
Loa Loa (eye worm) hypothetical protein 0.0332 0.3386 0.5291
Onchocerca volvulus 0.037 0.3907 1
Loa Loa (eye worm) nicotinic acetylcholine receptor alpha subunit 0.0156 0.099 0.1507
Loa Loa (eye worm) hypothetical protein 0.037 0.3907 0.6114
Schistosoma mansoni pyruvate dehydrogenase (lipoamide) 0.0251 0.2282 0.2254
Leishmania major 2-oxoisovalerate dehydrogenase beta subunit, mitochondrial precursor, putative 0.0251 0.2282 0.4515

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 5 nM Inhibitory constant against [3H]-methyllycaconitine binding towards Nicotinic acetylcholine receptor alpha7 of rat brain hippocampus ChEMBL. 15808471
Ki (binding) = 5 nM Inhibitory constant against [3H]-methyllycaconitine binding towards Nicotinic acetylcholine receptor alpha7 of rat brain hippocampus ChEMBL. 15808471
Ki (binding) > 10 uM Binding affinity of the compound towards Nicotinic acetylcholine receptor alpha4-beta2; Not significant ChEMBL. 15808471
Ki (binding) > 10 uM Binding affinity of the compound towards Nicotinic acetylcholine receptor alpha4-beta2; Not significant ChEMBL. 15808471

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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