Detailed information for compound 168622

Basic information

Technical information
  • TDR Targets ID: 168622
  • Name: 2-[2-(5-bromofuran-2-yl)imidazo[4,5-b]pyridin -3-yl]-N,N-dimethylacetamide
  • MW: 349.183 | Formula: C14H13BrN4O2
  • H donors: 0 H acceptors: 3 LogP: 2.12 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(N(C)C)Cn1c(nc2c1nccc2)c1ccc(o1)Br
  • InChi: 1S/C14H13BrN4O2/c1-18(2)12(20)8-19-13-9(4-3-7-16-13)17-14(19)10-5-6-11(15)21-10/h3-7H,8H2,1-2H3
  • InChiKey: CJTMEKZTFARZRV-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-[2-(5-bromo-2-furyl)imidazo[4,5-b]pyridin-3-yl]-N,N-dimethyl-acetamide
  • 2-[2-(5-bromo-2-furyl)-3-imidazo[4,5-b]pyridinyl]-N,N-dimethylacetamide
  • 2-[2-(5-bromofuran-2-yl)imidazo[4,5-b]pyridin-3-yl]-N,N-dimethyl-ethanamide
  • 2-[2-(5-bromofuran-2-yl)imidazo[5,4-b]pyridin-3-yl]-N,N-dimethylacetamide
  • 2-[2-(5-bromo-2-furyl)imidazo[5,4-b]pyridin-3-yl]-N,N-dimethyl-acetamide
  • 2-[2-(5-bromo-2-furyl)-3-imidazo[5,4-b]pyridinyl]-N,N-dimethylacetamide
  • 2-[2-(5-bromofuran-2-yl)imidazo[5,4-b]pyridin-3-yl]-N,N-dimethyl-ethanamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus GABA-A receptor; anion channel Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Onchocerca volvulus Large subunit GTPase 1 homolog GABA-A receptor; anion channel   467 aa 496 aa 26.0 %
Onchocerca volvulus GABA-A receptor; anion channel   467 aa 435 aa 29.7 %
Onchocerca volvulus GABA-A receptor; anion channel   467 aa 446 aa 28.0 %
Brugia malayi nicotinic acetylcholine receptor alpha subunit, putative GABA-A receptor; anion channel   467 aa 384 aa 19.5 %
Onchocerca volvulus GABA-A receptor; anion channel   467 aa 454 aa 30.4 %
Echinococcus granulosus glycine receptor subunit alpha 1 GABA-A receptor; anion channel   467 aa 430 aa 32.3 %
Loa Loa (eye worm) hypothetical protein GABA-A receptor; anion channel   467 aa 446 aa 29.1 %
Loa Loa (eye worm) hypothetical protein GABA-A receptor; anion channel   467 aa 494 aa 25.5 %
Onchocerca volvulus Eukaryotic initiation factor 4A-III homolog GABA-A receptor; anion channel   467 aa 453 aa 26.9 %
Onchocerca volvulus Gamma-aminobutyric acid receptor subunit beta homolog GABA-A receptor; anion channel   467 aa 433 aa 34.6 %
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein GABA-A receptor; anion channel   467 aa 375 aa 21.9 %
Onchocerca volvulus GABA-A receptor; anion channel   467 aa 434 aa 26.7 %
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein GABA-A receptor; anion channel   467 aa 454 aa 29.5 %
Onchocerca volvulus Acetylcholine receptor subunit alpha-type homolog GABA-A receptor; anion channel   467 aa 418 aa 19.6 %
Schistosoma mansoni Cys-loop ligand gated ion channel subunit GABA-A receptor; anion channel   467 aa 479 aa 29.2 %
Onchocerca volvulus GABA-A receptor; anion channel   467 aa 447 aa 25.7 %
Loa Loa (eye worm) nicotinic acetylcholine receptor alpha subunit GABA-A receptor; anion channel   467 aa 379 aa 19.3 %
Echinococcus multilocularis glycine receptor subunit beta GABA-A receptor; anion channel   467 aa 478 aa 28.7 %
Onchocerca volvulus GABA-A receptor; anion channel   467 aa 468 aa 28.6 %
Brugia malayi Cation transporter family protein GABA-A receptor; anion channel   467 aa 453 aa 28.5 %
Echinococcus granulosus glycine receptor subunit beta GABA-A receptor; anion channel   467 aa 439 aa 29.6 %
Echinococcus multilocularis glycine receptor subunit alpha 1 GABA-A receptor; anion channel   467 aa 430 aa 32.3 %
Loa Loa (eye worm) hypothetical protein GABA-A receptor; anion channel   467 aa 461 aa 27.8 %
Loa Loa (eye worm) hypothetical protein GABA-A receptor; anion channel   467 aa 441 aa 33.8 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0033 0.1521 0.126
Brugia malayi nuclear receptor RXR 0.0036 0.2429 0.2429
Schistosoma mansoni coup transcription factor 0.0069 1 1
Trypanosoma cruzi DNA repair and recombination helicase protein PIF7, putative 0.0027 0.0299 1
Giardia lamblia Rrm3p helicase 0.0027 0.0299 0.5
Brugia malayi nuclear hormone receptor family member nhr-6 0.0033 0.1521 0.1521
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.0069 1 1
Echinococcus multilocularis COUP TF:Svp nuclear hormone receptor 0.0069 1 1
Schistosoma mansoni thyroid hormone receptor 0.0069 1 1
Brugia malayi Nuclear hormone receptor family member nhr-41 0.0069 1 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.0069 1 1
Schistosoma mansoni retinoid-x-receptor (RXR) 0.0036 0.2429 0.2196
Echinococcus multilocularis nuclear receptor nhr 48 0.0033 0.1521 0.126
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0047 0.4929 0.4773
Loa Loa (eye worm) nuclear hormone receptor-like 1 0.0036 0.2429 0.2429
Brugia malayi nuclear hormone receptor 0.0069 1 1
Echinococcus multilocularis FTZ F1 nuclear receptor protein 0.0069 1 1
Echinococcus multilocularis retinoic acid receptor rxr beta a retinoic acid receptor rxr alpha a retinoic acid receptor rxr alpha 0.0033 0.1521 0.126
Brugia malayi Nuclear hormone receptor family member nhr-40 0.0069 1 1
Onchocerca volvulus 0.0069 1 1
Leishmania major PIF1 helicase-like protein, putative,DNA repair and recombination protein, mitochondrial precursor, putative 0.0027 0.0299 1
Echinococcus multilocularis nuclear receptor subfamily 4 group A 0.0033 0.1521 0.126
Loa Loa (eye worm) hypothetical protein 0.0036 0.2429 0.2429
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0069 1 1
Echinococcus multilocularis ecdysone induced protein 78C 0.0069 1 1
Echinococcus granulosus thyroid hormone receptor alpha 0.0033 0.1521 0.126
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0069 1 1
Brugia malayi conserved hypotetical protein 0.0033 0.1521 0.1521
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0047 0.4929 0.4773
Loa Loa (eye worm) hypothetical protein 0.0033 0.1521 0.1521
Echinococcus granulosus FTZ F1 nuclear receptor protein 0.0069 1 1
Brugia malayi Nuclear hormone receptor E75 0.0033 0.1521 0.1521
Brugia malayi Nuclear hormone receptor-like 1 0.0069 1 1
Echinococcus granulosus nuclear receptor subfamily 1 group D 0.0036 0.2429 0.2196
Brugia malayi Nuclear hormone receptor E75 0.0033 0.1521 0.1521
Loa Loa (eye worm) hypothetical protein 0.0033 0.1521 0.1521
Loa Loa (eye worm) hypothetical protein 0.0033 0.1521 0.1521
Schistosoma mansoni nuclear receptor 0.0033 0.1521 0.126
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0047 0.4929 0.4773
Loa Loa (eye worm) hypothetical protein 0.0033 0.1521 0.1521
Schistosoma mansoni nuclear hormone receptor 0.0069 1 1
Schistosoma mansoni ecdysone-induced protein 78c (dr-78) 0.0036 0.2429 0.2196
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0047 0.4929 0.4773
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0069 1 1
Echinococcus granulosus nuclear receptor nhr 48 0.0033 0.1521 0.126
Echinococcus multilocularis Nuclear hormone receptor family member nhr 41 0.0069 1 1
Schistosoma mansoni zinc finger protein 0.0033 0.1521 0.126
Loa Loa (eye worm) DR-78 0.0033 0.1521 0.1521
Loa Loa (eye worm) hypothetical protein 0.0069 1 1
Echinococcus granulosus nuclear receptor subfamily 4 group A 0.0033 0.1521 0.126
Echinococcus multilocularis FTZ F1 alpha 0.0069 1 1
Schistosoma mansoni Tr4/Tr2 (homologue) 0.0069 1 1
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0069 1 1
Loa Loa (eye worm) hypothetical protein 0.0036 0.2429 0.2429
Trypanosoma brucei DNA repair and recombination helicase protein PIF6 0.0027 0.0299 1
Brugia malayi Nuclear hormone receptor family member nhr-14 0.0069 1 1
Echinococcus granulosus hepatocyte nuclear factor 4 alpha 0.0069 1 1
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.0069 1 1
Echinococcus granulosus Nuclear hormone receptor family member nhr 41 0.0069 1 1
Brugia malayi Nuclear hormone receptor family member nhr-3 0.0069 1 1
Echinococcus multilocularis thyroid hormone receptor alpha 0.0069 1 1
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0047 0.4929 0.4929
Echinococcus granulosus COUP TF:Svp nuclear hormone receptor 0.0069 1 1
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0069 1 1
Loa Loa (eye worm) hypothetical protein 0.0036 0.2429 0.2429
Brugia malayi hypothetical protein 0.0033 0.1521 0.1521
Echinococcus multilocularis Nuclear hormone receptor HR96 0.0033 0.1521 0.126
Echinococcus multilocularis hepatocyte nuclear factor 4 alpha 0.0069 1 1
Loa Loa (eye worm) hypothetical protein 0.0033 0.1521 0.1521
Entamoeba histolytica DNA repair and recombination protein, putative 0.0027 0.0299 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0027 0.0299 0.5
Brugia malayi nuclear receptor NHR-88 0.0069 1 1
Brugia malayi orphan nuclear receptor NR2E1 0.0033 0.1521 0.1521
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0069 1 1
Loa Loa (eye worm) hypothetical protein 0.0069 1 1
Loa Loa (eye worm) hypothetical protein 0.0069 1 1
Loa Loa (eye worm) hypothetical protein 0.0033 0.1521 0.1521
Schistosoma mansoni hepatocyte nuclear factor 4-alpha (hnf-4-alpha) 0.0033 0.1521 0.126
Loa Loa (eye worm) hypothetical protein 0.0033 0.1521 0.1521
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog 0.0069 1 1
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0069 1 1
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0047 0.4929 0.4773
Loa Loa (eye worm) hypothetical protein 0.0033 0.1521 0.1521
Schistosoma mansoni nuclear receptor nhr-48 0.0033 0.1521 0.126
Leishmania major PIF1 helicase-like protein, putative,DNA repair and recombination protein, mitochondrial precursor, putative 0.0027 0.0299 1
Schistosoma mansoni nuclear receptor 0.0033 0.1521 0.126
Echinococcus granulosus FTZ F1 alpha 0.0069 1 1
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0047 0.4929 0.4773
Brugia malayi Nuclear hormone receptor-like 1 0.0036 0.2429 0.2429
Loa Loa (eye worm) nuclear hormone receptor 0.0033 0.1521 0.1521
Loa Loa (eye worm) hypothetical protein 0.0069 1 1
Schistosoma mansoni nuclear hormone receptor 0.0033 0.1521 0.126
Brugia malayi nuclear hormone receptor 0.0033 0.1521 0.1521
Brugia malayi Nuclear hormone receptor family member nhr-49 0.0069 1 1
Schistosoma mansoni retinoid-x-receptor (RXR) 0.0069 1 1
Loa Loa (eye worm) hypothetical protein 0.0069 1 1
Loa Loa (eye worm) nuclear receptor nhr-7B 0.0033 0.1521 0.1521
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0069 1 1
Brugia malayi hypothetical protein 0.0033 0.1521 0.1521
Schistosoma mansoni nuclear hormone receptor 0.0033 0.1521 0.126
Echinococcus granulosus Nuclear hormone receptor HR96 0.0033 0.1521 0.126
Loa Loa (eye worm) hypothetical protein 0.0033 0.1521 0.1521
Brugia malayi tailless protein 0.0033 0.1521 0.1521
Loa Loa (eye worm) hypothetical protein 0.0033 0.1521 0.1521
Loa Loa (eye worm) steroid hormone receptor 0.0069 1 1
Trypanosoma brucei DNA repair and recombination helicase protein PIF7 0.0027 0.0299 1
Schistosoma mansoni nuclear hormone receptor superfamily protein-related 0.0033 0.1521 0.126
Echinococcus granulosus retinoic acid receptor rxr beta a 0.0069 1 1
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.0069 1 1
Trypanosoma cruzi DNA repair and recombination helicase protein PIF6, putative 0.0027 0.0299 1
Toxoplasma gondii LsmAD domain-containing protein 0.0026 0 0.5
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.0069 1 1
Loa Loa (eye worm) hypothetical protein 0.0033 0.1521 0.1521
Loa Loa (eye worm) hypothetical protein 0.0033 0.1521 0.1521
Brugia malayi hypothetical protein 0.0036 0.2429 0.2429
Brugia malayi Steroid receptor seven-up type 2 0.0069 1 1
Trypanosoma cruzi DNA repair and recombination helicase protein PIF7, putative 0.0027 0.0299 1
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0047 0.4929 0.4773
Schistosoma mansoni thyroid hormone receptor 0.0069 1 1
Brugia malayi Nuclear hormone receptor-like 1 0.0036 0.2429 0.2429
Loa Loa (eye worm) nuclear receptor NHR-67 0.0033 0.1521 0.1521
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0069 1 1
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0069 1 1
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.0069 1 1
Plasmodium vivax ataxin-2 like protein, putative 0.0026 0 0.5
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.0069 1 1
Plasmodium falciparum ataxin-2 like protein, putative 0.0026 0 0.5
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0033 0.1521 0.126
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0047 0.4929 0.4929
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.0069 1 1
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.0069 1 1
Echinococcus multilocularis nuclear receptor subfamily 1 group D 0.0036 0.2429 0.2196
Loa Loa (eye worm) hypothetical protein 0.0033 0.1521 0.1521
Brugia malayi Nuclear hormone receptor family member nhr-31 0.0069 1 1
Brugia malayi steroid hormone receptor 0.0069 1 1
Entamoeba histolytica hypothetical protein, conserved 0.0027 0.0299 0.5
Brugia malayi Nuclear hormone receptor family member nhr-1 0.0069 1 1
Schistosoma mansoni retinoic acid receptor RXR 0.0069 1 1
Brugia malayi nuclear hormone receptor family member odr-7 0.0033 0.1521 0.1521
Loa Loa (eye worm) hypothetical protein 0.0069 1 1
Loa Loa (eye worm) hypothetical protein 0.0069 1 1
Brugia malayi ecdysone receptor 0.0033 0.1521 0.1521
Brugia malayi photoreceptor-specific nuclear receptor 0.0069 1 1
Onchocerca volvulus Protein ultraspiracle homolog 0.0069 1 1
Loa Loa (eye worm) hypothetical protein 0.0036 0.2429 0.2429
Brugia malayi hypothetical protein 0.0036 0.2429 0.2429
Loa Loa (eye worm) hypothetical protein 0.0069 1 1
Brugia malayi nuclear receptor NHR-88 0.0033 0.1521 0.1521
Brugia malayi nuclear receptor NHR-67 0.0033 0.1521 0.1521
Brugia malayi nuclear receptor subfamily 1, group D, member 1, putative 0.0033 0.1521 0.1521
Echinococcus granulosus Nuclear hormone receptor HR96 0.0033 0.1521 0.126
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.0069 1 1
Schistosoma mansoni steroid hormone receptor ad4bp 0.0069 1 1
Echinococcus granulosus ecdysone induced protein 78C 0.0069 1 1
Brugia malayi nuclear receptor RXR 0.0033 0.1521 0.1521
Plasmodium falciparum ataxin-2 like protein, putative 0.0026 0 0.5
Onchocerca volvulus Bile acid receptor homolog 0.0069 1 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.0069 1 1
Schistosoma mansoni RAR-like nuclear receptor 0.0069 1 1
Echinococcus multilocularis Nuclear hormone receptor HR96 0.0033 0.1521 0.126
Loa Loa (eye worm) hypothetical protein 0.0036 0.2429 0.2429

Activities

Activity type Activity value Assay description Source Reference
ED50 (functional) = 100 mg kg-1 Anticonvulsant activity against pentylenetetrazole-induced clonic seizures in mice ChEMBL. 1681105
ED50 (functional) = 100 mg kg-1 Anticonvulsant activity against pentylenetetrazole-induced clonic seizures in mice ChEMBL. 1681105
IC50 (binding) = 200 nM Displacement of [3H]-flunitrazepam from GABA-A benzodiazepine receptor of rat cerebral cortex membrane ChEMBL. 1681105
IC50 (binding) = 200 nM Displacement of [3H]-flunitrazepam from GABA-A benzodiazepine receptor of rat cerebral cortex membrane ChEMBL. 1681105

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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