Detailed information for compound 172240

Basic information

Technical information
  • TDR Targets ID: 172240
  • Name: 2-[6-chloro-2-(4-chlorophenyl)imidazo[1,2-a]p yridin-3-yl]-1-pyrrolidin-1-ylethanone
  • MW: 374.264 | Formula: C19H17Cl2N3O
  • H donors: 0 H acceptors: 2 LogP: 4.6 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: Clc1ccc2n(c1)c(CC(=O)N1CCCC1)c(n2)c1ccc(cc1)Cl
  • InChi: 1S/C19H17Cl2N3O/c20-14-5-3-13(4-6-14)19-16(11-18(25)23-9-1-2-10-23)24-12-15(21)7-8-17(24)22-19/h3-8,12H,1-2,9-11H2
  • InChiKey: RFVUCJJSCWRYIR-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-[6-chloro-2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl]-1-pyrrolidin-1-yl-ethanone
  • 2-[6-chloro-2-(4-chlorophenyl)-3-imidazo[1,2-a]pyridinyl]-1-(1-pyrrolidinyl)ethanone
  • 2-[6-chloro-2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl]-1-pyrrolidino-ethanone
  • 2-[6-chloro-2-(4-chlorophenyl)imidazo[3,2-a]pyridin-3-yl]-1-pyrrolidin-1-ylethanone
  • 2-[6-chloro-2-(4-chlorophenyl)imidazo[3,2-a]pyridin-3-yl]-1-pyrrolidin-1-yl-ethanone
  • 2-[6-chloro-2-(4-chlorophenyl)-3-imidazo[3,2-a]pyridinyl]-1-1-pyrrolidinylethanone

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus GABA-A receptor; anion channel Starlite/ChEMBL References
Homo sapiens gamma-aminobutyric acid (GABA) A receptor, beta 2 References
Homo sapiens gamma-aminobutyric acid (GABA) A receptor, gamma 2 References
Rattus norvegicus Peripheral-type benzodiazepine receptor Starlite/ChEMBL References
Homo sapiens gamma-aminobutyric acid (GABA) A receptor, alpha 2 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_129542 All targets in OG5_129542
Onchocerca volvulus Get druggable targets OG5_129542 All targets in OG5_129542
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_129542 All targets in OG5_129542
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_129441 All targets in OG5_129441
Mycobacterium ulcerans tryptophan-rich sensory protein Get druggable targets OG5_129542 All targets in OG5_129542
Onchocerca volvulus Get druggable targets OG5_129542 All targets in OG5_129542
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_129542 All targets in OG5_129542
Echinococcus granulosus translocator protein Get druggable targets OG5_129542 All targets in OG5_129542
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_131775 All targets in OG5_131775
Onchocerca volvulus Get druggable targets OG5_129542 All targets in OG5_129542
Brugia malayi gamma-aminobutyric-acid receptor beta subunit precursor Get druggable targets OG5_129441 All targets in OG5_129441
Onchocerca volvulus Get druggable targets OG5_129542 All targets in OG5_129542
Echinococcus multilocularis translocator protein Get druggable targets OG5_129542 All targets in OG5_129542
Brugia malayi TspO/MBR family protein Get druggable targets OG5_129542 All targets in OG5_129542
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_129542 All targets in OG5_129542
Schistosoma mansoni peripheral-type benzodiazepine receptor Get druggable targets OG5_129542 All targets in OG5_129542
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_129441 All targets in OG5_129441
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi nicotinic acetylcholine receptor alpha subunit, putative GABA-A receptor; anion channel   467 aa 384 aa 19.5 %
Loa Loa (eye worm) hypothetical protein GABA-A receptor; anion channel   467 aa 446 aa 29.1 %
Onchocerca volvulus Peripheral-type benzodiazepine receptor   169 aa 156 aa 25.6 %
Brugia malayi Cation transporter family protein GABA-A receptor; anion channel   467 aa 453 aa 28.5 %
Onchocerca volvulus GABA-A receptor; anion channel   467 aa 435 aa 29.7 %
Echinococcus granulosus glycine receptor subunit alpha 1 GABA-A receptor; anion channel   467 aa 430 aa 32.3 %
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 454 aa 30.4 %
Loa Loa (eye worm) nicotinic acetylcholine receptor alpha subunit GABA-A receptor; anion channel   467 aa 379 aa 19.3 %
Onchocerca volvulus GABA-A receptor; anion channel   467 aa 447 aa 25.7 %
Onchocerca volvulus Acetylcholine receptor subunit alpha-type homolog GABA-A receptor; anion channel   467 aa 418 aa 19.6 %
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein GABA-A receptor; anion channel   467 aa 454 aa 29.5 %
Echinococcus multilocularis glycine receptor subunit beta GABA-A receptor; anion channel   467 aa 478 aa 28.7 %
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein gamma-aminobutyric acid (GABA) A receptor, gamma 2 467 aa 449 aa 27.6 %
Echinococcus multilocularis glycine receptor subunit alpha 1 GABA-A receptor; anion channel   467 aa 430 aa 32.3 %
Onchocerca volvulus GABA-A receptor; anion channel   467 aa 446 aa 28.0 %
Onchocerca volvulus Eukaryotic initiation factor 4A-III homolog GABA-A receptor; anion channel   467 aa 453 aa 26.9 %
Echinococcus granulosus glycine receptor subunit beta GABA-A receptor; anion channel   467 aa 439 aa 29.6 %
Onchocerca volvulus GABA-A receptor; anion channel   467 aa 434 aa 26.7 %
Schistosoma mansoni Cys-loop ligand gated ion channel subunit GABA-A receptor; anion channel   467 aa 479 aa 29.2 %
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein gamma-aminobutyric acid (GABA) A receptor, alpha 2 451 aa 393 aa 25.9 %
Loa Loa (eye worm) hypothetical protein GABA-A receptor; anion channel   467 aa 494 aa 25.5 %
Onchocerca volvulus GABA-A receptor; anion channel   467 aa 468 aa 28.6 %
Loa Loa (eye worm) hypothetical protein GABA-A receptor; anion channel   467 aa 441 aa 33.8 %
Loa Loa (eye worm) hypothetical protein GABA-A receptor; anion channel   467 aa 461 aa 27.8 %
Echinococcus granulosus vacuolar h atpase Peripheral-type benzodiazepine receptor   169 aa 137 aa 25.5 %
Onchocerca volvulus Large subunit GTPase 1 homolog GABA-A receptor; anion channel   467 aa 496 aa 26.0 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.0352 0.1581 0.1581
Onchocerca volvulus Ubiquitin thioesterase ZRANB1 homolog 0.0352 0.1581 0.0458
Trypanosoma cruzi hypothetical protein, conserved 0.0352 0.1581 0.5
Trypanosoma brucei mitochondrial RNA binding complex 1 subunit 0.0352 0.1581 0.5
Brugia malayi Zn-finger in Ran binding protein and others containing protein 0.0352 0.1581 0.1219
Loa Loa (eye worm) hypothetical protein 0.0352 0.1581 0.1581
Echinococcus granulosus Nuclear pore complex protein Nup153 0.0352 0.1581 0.0458
Loa Loa (eye worm) hypothetical protein 0.0352 0.1581 0.1581
Schistosoma mansoni brg-1 associated factor 0.0991 1 1
Onchocerca volvulus 0.0352 0.1581 0.0458
Brugia malayi Zn-finger in Ran binding protein and others containing protein 0.0352 0.1581 0.1219
Mycobacterium ulcerans tryptophan-rich sensory protein 0.0322 0.1178 0.5
Trypanosoma cruzi Zn-finger in Ran binding protein and others/FYVE zinc finger, putative 0.0352 0.1581 0.5
Trypanosoma cruzi mitochondrial RNA binding complex 1 subunit, putative 0.0352 0.1581 0.5
Schistosoma mansoni fusion 0.0352 0.1581 0.0458
Trypanosoma cruzi hypothetical protein, conserved 0.0352 0.1581 0.5
Onchocerca volvulus 0.0352 0.1581 0.0458
Loa Loa (eye worm) hypothetical protein 0.0352 0.1581 0.1581
Schistosoma mansoni hypothetical protein 0.0991 1 1
Trichomonas vaginalis conserved hypothetical protein 0.0991 1 0.5
Echinococcus granulosus SWI:SNF matrix associated 0.0991 1 1
Leishmania major hypothetical protein, conserved 0.0352 0.1581 0.5
Onchocerca volvulus 0.0352 0.1581 0.0458
Loa Loa (eye worm) hypothetical protein 0.0322 0.1178 0.1178
Echinococcus multilocularis Zinc finger, RanBP2 type 0.0352 0.1581 0.0458
Brugia malayi YY1-associated factor 2 0.0352 0.1581 0.1219
Plasmodium falciparum SWIB/MDM2 domain-containing protein 0.0991 1 1
Schistosoma mansoni zinc finger protein 0.0352 0.1581 0.0458
Schistosoma mansoni hypothetical protein 0.0991 1 1
Chlamydia trachomatis DNA topoisomerase I 0.0991 1 0.5
Echinococcus multilocularis Upstream activation factor subunit UAF30 0.0991 1 1
Echinococcus multilocularis SWI:SNF matrix associated 0.0991 1 1
Echinococcus multilocularis Nuclear pore complex protein Nup153 0.0352 0.1581 0.0458
Leishmania major hypothetical protein, conserved 0.0352 0.1581 0.5
Toxoplasma gondii DNA topoisomerase domain-containing protein 0.0991 1 1
Loa Loa (eye worm) hypothetical protein 0.0264 0.0412 0.0412
Trypanosoma brucei hypothetical protein, conserved 0.0352 0.1581 0.5
Loa Loa (eye worm) brahma associated protein 0.0991 1 1
Echinococcus multilocularis SWI:SNF matrix associated 0.0991 1 1
Trypanosoma cruzi WLM domain containing protein, putative 0.0352 0.1581 0.5
Leishmania major hypothetical protein, conserved 0.0352 0.1581 0.5
Brugia malayi Zn-finger in Ran binding protein and others containing protein 0.0352 0.1581 0.1219
Brugia malayi TspO/MBR family protein 0.0322 0.1178 0.0798
Schistosoma mansoni hypothetical protein 0.0991 1 1
Schistosoma mansoni RNA binding protein 0.0352 0.1581 0.0458
Loa Loa (eye worm) hypothetical protein 0.0438 0.2711 0.2711
Echinococcus granulosus Zinc finger RanBP2 type 0.0352 0.1581 0.0458
Loa Loa (eye worm) hypothetical protein 0.0322 0.1178 0.1178
Loa Loa (eye worm) hypothetical protein 0.0322 0.1178 0.1178
Brugia malayi Zn-finger in Ran binding protein and others containing protein 0.0352 0.1581 0.1219
Leishmania major hypothetical protein, conserved 0.0352 0.1581 0.5
Trypanosoma cruzi WLM domain containing protein, putative 0.0352 0.1581 0.5
Echinococcus granulosus ring and YY1 binding protein 0.0352 0.1581 0.0458
Plasmodium vivax SWIB/MDM2 domain-containing protein, putative 0.0991 1 0.5
Schistosoma mansoni hypothetical protein 0.0352 0.1581 0.0458
Chlamydia trachomatis SWIB complex protein 0.0991 1 0.5
Schistosoma mansoni TRABID protein (C64 family) 0.0352 0.1581 0.0458
Echinococcus multilocularis SWI:SNF matrix associated 0.0991 1 1
Brugia malayi brahma associated protein 60 kDa 0.0991 1 1
Brugia malayi SWIB/MDM2 domain containing protein 0.0991 1 1
Toxoplasma gondii SWIB/MDM2 domain-containing protein 0.0991 1 1
Trypanosoma cruzi mitochondrial RNA binding complex 1 subunit, putative 0.0352 0.1581 0.5
Plasmodium falciparum SWIB/MDM2 domain-containing protein 0.0991 1 1
Onchocerca volvulus 0.0991 1 1
Loa Loa (eye worm) hypothetical protein 0.0322 0.1178 0.1178
Trypanosoma brucei Zn-finger in Ran binding protein and others/FYVE zinc finger, putative 0.0352 0.1581 0.5
Leishmania major hypothetical protein, conserved 0.0352 0.1581 0.5
Echinococcus multilocularis zinc finger protein Ran binding 0.0352 0.1581 0.0458
Plasmodium vivax hypothetical protein, conserved 0.0991 1 0.5
Trypanosoma cruzi Zn-finger in Ran binding protein and others, putative 0.0352 0.1581 0.5
Loa Loa (eye worm) SWIB/MDM2 domain-containing protein 0.0991 1 1
Echinococcus multilocularis ring and YY1 binding protein 0.0352 0.1581 0.0458
Echinococcus granulosus zinc finger protein Ran binding 0.0352 0.1581 0.0458
Loa Loa (eye worm) hypothetical protein 0.0352 0.1581 0.1581
Trypanosoma cruzi hypothetical protein, conserved 0.0352 0.1581 0.5
Trypanosoma cruzi Zn-finger in Ran binding protein and others, putative 0.0352 0.1581 0.5
Onchocerca volvulus 0.0352 0.1581 0.0458
Echinococcus granulosus Upstream activation factor subunit UAF30 0.0991 1 1
Trypanosoma brucei hypothetical protein, conserved 0.0352 0.1581 0.5

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) = 0.0000066 M Potentiation of GABA-evoked Cl- currents in Xenopus oocytes expressing human alpha2-beta2-gamma2 subunits ChEMBL. 9301675
EC50 (functional) = 6.6 M Potentiation of GABA-evoked Cl- currents in Xenopus oocytes expressing human alpha2-beta2-gamma2 subunits ChEMBL. 9301675
Efficacy (functional) = 71 % Maximal potentiation of GABA-evoked Cl- currents in Xenopus oocytes expressing human alpha2-beta2-gamma2 subunits ChEMBL. 9301675
Efficacy (functional) = 71 % Maximal potentiation of GABA-evoked Cl- currents in Xenopus oocytes expressing human alpha2-beta2-gamma2 subunits ChEMBL. 9301675
IC50 (binding) = 92 nM Displacement of [3H]-flunitrazepam from rat brain GABA-A Benzodiazepine receptor ChEMBL. 9301675
IC50 (binding) = 92 nM Displacement of [3H]-flunitrazepam from rat brain GABA-A Benzodiazepine receptor ChEMBL. 9301675
IC50 (binding) = 287 nM Displacement of Ro 5-4864 from peripheral (renal cell) Benzodiazepine receptor ChEMBL. 9301675
IC50 (binding) = 287 nM Displacement of Ro 5-4864 from peripheral (renal cell) Benzodiazepine receptor ChEMBL. 9301675

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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