Detailed information for compound 957621

Basic information

Technical information
  • TDR Targets ID: 957621
  • Name: (1R,6S)-4-(5,6-dibromopyridin-3-yl)-4,7-diaza bicyclo[4.2.0]octane
  • MW: 347.049 | Formula: C11H13Br2N3
  • H donors: 1 H acceptors: 1 LogP: 2.49 Rotable bonds: 1
    Rule of 5 violations (Lipinski): 1
  • SMILES: Brc1ncc(cc1Br)N1CC[C@H]2[C@@H](C1)NC2
  • InChi: 1S/C11H13Br2N3/c12-9-3-8(5-15-11(9)13)16-2-1-7-4-14-10(7)6-16/h3,5,7,10,14H,1-2,4,6H2/t7-,10-/m1/s1
  • InChiKey: VBSTVVDALUYNRL-GMSGAONNSA-N  

Network

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Synonyms

  • (1R,6S)-4-(5,6-dibromo-3-pyridyl)-4,7-diazabicyclo[4.2.0]octane

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens cholinergic receptor, nicotinic, beta 2 (neuronal) References
Rattus norvegicus Neuronal acetylcholine receptor; alpha4/beta2 Starlite/ChEMBL References
Homo sapiens cholinergic receptor, nicotinic, alpha 4 (neuronal) Starlite/ChEMBL References
Homo sapiens cholinergic receptor, nicotinic, beta 4 (neuronal) References
Homo sapiens cholinergic receptor, nicotinic, alpha 3 (neuronal) Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus granulosus nicotinic acetylcholine receptor a11 subunit 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
Brugia malayi nicotinic acetylcholine receptor alpha subunit, putative Get druggable targets OG5_128160 All targets in OG5_128160
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128160 All targets in OG5_128160
Loa Loa (eye worm) nicotinic acetylcholine receptor alpha subunit Get druggable targets OG5_128160 All targets in OG5_128160
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
Echinococcus multilocularis nicotinic acetylcholine receptor a11 subunit Get druggable targets OG5_128160 All targets in OG5_128160
Echinococcus granulosus nicotinic acetylcholine receptor subunit alpha 8 Get druggable targets OG5_128160 All targets in OG5_128160
Echinococcus multilocularis nicotinic acetylcholine receptor subunit alpha 8 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
Brugia malayi Cation transporter family protein cholinergic receptor, nicotinic, beta 4 (neuronal) 498 aa 508 aa 31.1 %
Brugia malayi Cation transporter family protein cholinergic receptor, nicotinic, beta 2 (neuronal) 502 aa 482 aa 32.4 %
Brugia malayi Cation transporter family protein cholinergic receptor, nicotinic, alpha 3 (neuronal) 505 aa 486 aa 34.6 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Echinococcus granulosus glycine receptor subunit beta 0.0083 0.0179 0.0179
Loa Loa (eye worm) LGC-31 protein 0.0083 0.0179 0.1604
Plasmodium falciparum kinesin-5 0.0283 0.1117 0.5
Loa Loa (eye worm) glutamate-gated chloride channel alpha3A subunit 0.0083 0.0179 0.1604
Onchocerca volvulus 0.0083 0.0179 0.1826
Schistosoma mansoni nAChR subunit 0.0083 0.0179 0.0207
Loa Loa (eye worm) hypothetical protein 0.0083 0.0179 0.1604
Brugia malayi Neurotransmitter-gated ion-channel transmembrane region family protein 0.0083 0.0179 0.1604
Loa Loa (eye worm) excitatory GABA receptor EXP-1A 0.0083 0.0179 0.1604
Echinococcus granulosus nicotinic acetylcholine receptor beta 1 subunit 0.0083 0.0179 0.0179
Brugia malayi acetylcholine receptor, alpha-type subunit unc-38 precursor 0.0083 0.0179 0.1604
Onchocerca volvulus 0.0083 0.0179 0.1826
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0083 0.0179 0.1604
Onchocerca volvulus 0.0083 0.0179 0.1826
Plasmodium vivax kinesin-5 0.0283 0.1117 0.5
Echinococcus granulosus acetylcholine receptor subunit beta 1 0.0083 0.0179 0.0179
Loa Loa (eye worm) hypothetical protein 0.0083 0.0179 0.1604
Loa Loa (eye worm) hypothetical protein 0.0083 0.0179 0.1604
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0083 0.0179 0.1604
Toxoplasma gondii kinesin motor domain-containing protein 0.0283 0.1117 0.5
Giardia lamblia Kinesin-5 0.0283 0.1117 0.5
Echinococcus multilocularis Cys loop ligand gated ion channel subunit 0.0083 0.0179 0.0179
Schistosoma mansoni hypothetical protein 0.1894 0.8674 1
Brugia malayi Cation transporter family protein 0.0083 0.0179 0.1604
Loa Loa (eye worm) hypothetical protein 0.0083 0.0179 0.1604
Schistosoma mansoni kinesin eg-5 0.0283 0.1117 0.1288
Schistosoma mansoni Cys-loop ligand gated ion channel subunit 0.0083 0.0179 0.0207
Echinococcus granulosus nicotinic acetylcholine receptor a11 subunit 0.0254 0.0981 0.0981
Loa Loa (eye worm) hypothetical protein 0.0083 0.0179 0.1604
Echinococcus multilocularis nicotinic acetylcholine receptor a11 subunit 0.0254 0.0981 0.0981
Loa Loa (eye worm) hypothetical protein 0.0083 0.0179 0.1604
Schistosoma mansoni nAChR subunit 0.0083 0.0179 0.0207
Entamoeba histolytica kinesin, putative 0.0283 0.1117 1
Echinococcus multilocularis nicotinic acetylcholine receptor subunit alpha 8 0.0254 0.0981 0.0981
Loa Loa (eye worm) hypothetical protein 0.0083 0.0179 0.1604
Schistosoma mansoni nAChR subunit (ShAR1-beta-like) 0.0083 0.0179 0.0207
Loa Loa (eye worm) hypothetical protein 0.0083 0.0179 0.1604
Echinococcus granulosus nicotinic acetylcholine receptor subunit type 0.0083 0.0179 0.0179
Loa Loa (eye worm) hypothetical protein 0.0083 0.0179 0.1604
Schistosoma mansoni nAChR subunit 0.0083 0.0179 0.0207
Echinococcus multilocularis glycine receptor subunit alpha 1 0.0083 0.0179 0.0179
Brugia malayi Cation transporter family protein 0.0083 0.0179 0.1604
Echinococcus multilocularis glycine receptor subunit alpha 1 0.0083 0.0179 0.0179
Echinococcus multilocularis glycine receptor subunit beta 0.0083 0.0179 0.0179
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0083 0.0179 0.1604
Loa Loa (eye worm) hypothetical protein 0.0083 0.0179 0.1604
Echinococcus multilocularis nicotinic acetylcholine receptor alpha subunit 0.0254 0.0981 0.0981
Echinococcus multilocularis neuronal acetylcholine receptor subunit alpha 4 0.0083 0.0179 0.0179
Brugia malayi gamma-aminobutyric-acid receptor beta subunit precursor 0.0083 0.0179 0.1604
Loa Loa (eye worm) hypothetical protein 0.0083 0.0179 0.1604
Loa Loa (eye worm) kinesin-like protein KLP2 0.0283 0.1117 1
Loa Loa (eye worm) hypothetical protein 0.0083 0.0179 0.1604
Echinococcus granulosus glycine receptor subunit alpha 1 0.0083 0.0179 0.0179
Brugia malayi acetylcholine receptor alpha subunit precursor, putative 0.0083 0.0179 0.1604
Loa Loa (eye worm) hypothetical protein 0.0254 0.0981 0.878
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0083 0.0179 0.1604
Onchocerca volvulus 0.0083 0.0179 0.1826
Echinococcus granulosus nicotinic acetylcholine receptor alpha subunit 0.0254 0.0981 0.0981
Schistosoma mansoni nAChR subunit 0.0083 0.0179 0.0207
Onchocerca volvulus Putative nachr subunit 0.0254 0.0981 1
Onchocerca volvulus 0.0083 0.0179 0.1826
Loa Loa (eye worm) hypothetical protein 0.0083 0.0179 0.1604
Loa Loa (eye worm) ACC-1 protein 0.0083 0.0179 0.1604
Loa Loa (eye worm) hypothetical protein 0.0083 0.0179 0.1604
Echinococcus multilocularis kinesin family 1 0.2177 1 1
Echinococcus multilocularis glycine receptor subunit alpha 1 0.0083 0.0179 0.0179
Loa Loa (eye worm) acetylcholine receptor alpha subunit 0.0083 0.0179 0.1604
Echinococcus multilocularis glycine receptor subunit beta 0.0083 0.0179 0.0179
Loa Loa (eye worm) hypothetical protein 0.0083 0.0179 0.1604
Brugia malayi Hypothetical glycine receptor like protein T20B12.9 in chromosome III 0.0083 0.0179 0.1604
Loa Loa (eye worm) hypothetical protein 0.0083 0.0179 0.1604
Brugia malayi acetylcholine receptor protein, alpha-like chain, putative 0.0083 0.0179 0.1604
Loa Loa (eye worm) hypothetical protein 0.0083 0.0179 0.1604
Schistosoma mansoni nAChR subunit 0.0083 0.0179 0.0207
Echinococcus granulosus glycine receptor subunit alpha 1 0.0083 0.0179 0.0179
Brugia malayi Kinesin motor domain containing protein 0.0283 0.1117 1
Echinococcus granulosus nAChR subunit 0.0083 0.0179 0.0179
Brugia malayi nicotinic acetylcholine receptor alpha subunit, putative 0.0254 0.0981 0.878
Schistosoma mansoni Cys-loop ligand gated ion channel subunit 0.0083 0.0179 0.0207
Echinococcus multilocularis acetylcholine receptor subunit beta 1 0.0083 0.0179 0.0179
Echinococcus granulosus glycine receptor subunit alpha 1 0.0083 0.0179 0.0179
Echinococcus multilocularis nAChR subunit 0.0083 0.0179 0.0179
Brugia malayi Neurotransmitter-gated ion-channel transmembrane region family protein 0.0083 0.0179 0.1604
Brugia malayi nicotinic acetylcholine receptor beta-1 chain precursor 0.0083 0.0179 0.1604
Loa Loa (eye worm) nicotinic acetylcholine receptor non-alpha subunit 0.0083 0.0179 0.1604
Schistosoma mansoni nAChR subunit (ShAR1-beta2-like) 0.0083 0.0179 0.0207
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0083 0.0179 0.1604
Schistosoma mansoni Cys-loop ligand gated ion channel subunit 0.0083 0.0179 0.0207
Echinococcus granulosus nicotinic acetylcholine receptor subunit alpha 8 0.0254 0.0981 0.0981
Schistosoma mansoni nAChR subunit 0.0083 0.0179 0.0207
Loa Loa (eye worm) hypothetical protein 0.0083 0.0179 0.1604
Echinococcus granulosus Cys loop ligand gated ion channel subunit 0.0083 0.0179 0.0179
Echinococcus granulosus neuronal acetylcholine receptor subunit alpha 4 0.0083 0.0179 0.0179
Loa Loa (eye worm) nicotinic acetylcholine receptor alpha subunit 0.0254 0.0981 0.878
Echinococcus granulosus glycine receptor subunit beta 0.0083 0.0179 0.0179
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0083 0.0179 0.1604
Loa Loa (eye worm) ACC-1 protein 0.0083 0.0179 0.1604
Brugia malayi excitatory GABA receptor EXP-1A 0.0083 0.0179 0.1604
Schistosoma mansoni nAChR subunit 0.0083 0.0179 0.0207
Loa Loa (eye worm) ligand-Gated ion Channel family member 0.0083 0.0179 0.1604
Brugia malayi Cation transporter family protein 0.0083 0.0179 0.1604
Onchocerca volvulus 0.0083 0.0179 0.1826
Brugia malayi Neurotransmitter-gated ion-channel transmembrane region family protein 0.0083 0.0179 0.1604
Echinococcus multilocularis nicotinic acetylcholine receptor beta 1 subunit 0.0083 0.0179 0.0179
Schistosoma mansoni nAChR subunit (ShAR1-alpha-like) 0.0083 0.0179 0.0207

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) = 86 % Maximal agonist activity on human alpha4beta2 ACHR expressed in HEK293 cells assessed as change in intracellular calcium concentration by FLIPR relative to nicotine ChEMBL. 17181167
Activity (functional) = 100 % Maximal agonist activity at human alpha3beta4 ACHR expressed in HEK293 cells assessed as change in intracellular calcium concentration by FLIPR relative to nicotine ChEMBL. 17181167
EC50 (functional) = 6.96 Agonist activity against human alpha3beta4 nAChR ChEMBL. 19026537
EC50 (functional) = 7.12 Agonist activity against human alpha4beta2 nAChR ChEMBL. 19026537
EC50 (functional) = 76 nM Agonist activity at human alpha4beta2 ACHR expressed in HEK293 cells assessed as change in intracellular calcium concentration by FLIPR ChEMBL. 17181167
EC50 (functional) = 110 nM Agonist activity at human alpha3beta4 ACHR expressed in HEK293 cells assessed as change in intracellular calcium concentration by FLIPR ChEMBL. 17181167
Ki (binding) = -10.62 Displacement of [3H]cytisine from alpha4beta2 ACHR in rat brain homogenate ChEMBL. 17181167
Ki (binding) = 0.024 nM Displacement of [3H]cytisine from alpha4beta2 ACHR in rat brain homogenate ChEMBL. 17181167

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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