Detailed information for compound 175132

Basic information

Technical information
  • TDR Targets ID: 175132
  • Name: butyl 2-(6-chloro-2-phenylimidazo[1,2-a]pyrid in-3-yl)acetate
  • MW: 342.819 | Formula: C19H19ClN2O2
  • H donors: 0 H acceptors: 2 LogP: 5.13 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCCCOC(=O)Cc1c(nc2n1cc(Cl)cc2)c1ccccc1
  • InChi: 1S/C19H19ClN2O2/c1-2-3-11-24-18(23)12-16-19(14-7-5-4-6-8-14)21-17-10-9-15(20)13-22(16)17/h4-10,13H,2-3,11-12H2,1H3
  • InChiKey: BHRWXSVGNMCPRB-UHFFFAOYSA-N  

Network

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Synonyms

  • butyl 2-(6-chloro-2-phenyl-imidazo[1,2-a]pyridin-3-yl)acetate
  • 2-(6-chloro-2-phenyl-3-imidazo[1,2-a]pyridinyl)acetic acid butyl ester
  • butyl 2-(6-chloro-2-phenyl-imidazo[1,2-a]pyridin-3-yl)ethanoate
  • 2-(6-chloro-2-phenyl-imidazo[1,2-a]pyridin-3-yl)acetic acid butyl ester
  • butyl 2-(6-chloro-2-phenylimidazo[3,2-a]pyridin-3-yl)acetate
  • butyl 2-(6-chloro-2-phenyl-imidazo[3,2-a]pyridin-3-yl)acetate
  • 2-(6-chloro-2-phenyl-3-imidazo[3,2-a]pyridinyl)acetic acid butyl ester
  • 2-(6-chloro-2-phenyl-imidazo[3,2-a]pyridin-3-yl)acetic acid butyl ester
  • butyl 2-(6-chloro-2-phenyl-imidazo[3,2-a]pyridin-3-yl)ethanoate

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
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein GABA-A receptor; anion channel   467 aa 454 aa 29.5 %
Loa Loa (eye worm) nicotinic acetylcholine receptor alpha subunit GABA-A receptor; anion channel   467 aa 379 aa 19.3 %
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 494 aa 25.5 %
Echinococcus multilocularis glycine receptor subunit beta GABA-A receptor; anion channel   467 aa 478 aa 28.7 %
Onchocerca volvulus Eukaryotic initiation factor 4A-III homolog GABA-A receptor; anion channel   467 aa 453 aa 26.9 %
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 GABA-A receptor; anion channel   467 aa 375 aa 21.9 %
Echinococcus granulosus glycine receptor subunit alpha 1 GABA-A receptor; anion channel   467 aa 430 aa 32.3 %
Brugia malayi nicotinic acetylcholine receptor alpha subunit, putative GABA-A receptor; anion channel   467 aa 384 aa 19.5 %
Onchocerca volvulus Acetylcholine receptor subunit alpha-type homolog GABA-A receptor; anion channel   467 aa 418 aa 19.6 %
Onchocerca volvulus Gamma-aminobutyric acid receptor subunit beta homolog GABA-A receptor; anion channel   467 aa 433 aa 34.6 %
Onchocerca volvulus GABA-A receptor; anion channel   467 aa 435 aa 29.7 %
Onchocerca volvulus GABA-A receptor; anion channel   467 aa 434 aa 26.7 %
Loa Loa (eye worm) hypothetical protein GABA-A receptor; anion channel   467 aa 441 aa 33.8 %
Onchocerca volvulus GABA-A receptor; anion channel   467 aa 454 aa 30.4 %
Echinococcus multilocularis glycine receptor subunit alpha 1 GABA-A receptor; anion channel   467 aa 430 aa 32.3 %
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 447 aa 25.7 %
Onchocerca volvulus Large subunit GTPase 1 homolog GABA-A receptor; anion channel   467 aa 496 aa 26.0 %
Loa Loa (eye worm) hypothetical protein GABA-A receptor; anion channel   467 aa 446 aa 29.1 %
Onchocerca volvulus GABA-A receptor; anion channel   467 aa 446 aa 28.0 %
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 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Leishmania major hypothetical protein, conserved 0.0481 0.1528 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0481 0.1528 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0481 0.1528 0.5
Mycobacterium tuberculosis Conserved protein 0.0481 0.1528 0.5
Schistosoma mansoni glutaminyl-peptide cyclotransferase-related 0.0481 0.1528 0.1528
Echinococcus granulosus glutaminyl peptide cyclotransferase 0.302 1 1
Echinococcus granulosus endoplasmic reticulum metallopeptidase 1 0.0481 0.1528 0.1528
Echinococcus multilocularis glutaminyl peptide cyclotransferase 0.302 1 1
Schistosoma mansoni nicalin (M28 family) 0.0481 0.1528 0.1528
Brugia malayi nicalin 0.0481 0.1528 0.1528
Echinococcus multilocularis endoplasmic reticulum metallopeptidase 1 0.0481 0.1528 0.1528
Schistosoma mansoni NAALADASE L peptidase (M28 family) 0.0481 0.1528 0.1528
Loa Loa (eye worm) leucyl aminopeptidase 0.0481 0.1528 0.1528
Trichomonas vaginalis Clan MH, family M28, aminopeptidase S-like metallopeptidase 0.0481 0.1528 0.5
Loa Loa (eye worm) hypothetical protein 0.302 1 1
Schistosoma mansoni Fxna peptidase (M28 family) 0.0481 0.1528 0.1528
Trypanosoma cruzi glutaminyl cyclase, putative 0.0481 0.1528 0.5
Mycobacterium tuberculosis Probable lipoprotein aminopeptidase LpqL 0.0481 0.1528 0.5
Mycobacterium ulcerans hypothetical protein 0.0481 0.1528 0.5
Onchocerca volvulus 0.0481 0.1528 0.1528
Loa Loa (eye worm) hypothetical protein 0.0481 0.1528 0.1528
Onchocerca volvulus Fxna peptidase homolog 0.0481 0.1528 0.1528
Onchocerca volvulus Glutaminyl cyclase homolog 0.302 1 1
Loa Loa (eye worm) hypothetical protein 0.0481 0.1528 0.1528
Schistosoma mansoni glutaminyl cyclase (M28 family) 0.302 1 1
Loa Loa (eye worm) hypothetical protein 0.0481 0.1528 0.1528
Toxoplasma gondii peptidase, M28 family protein 0.0481 0.1528 0.5
Onchocerca volvulus Fxna peptidase homolog 0.0481 0.1528 0.1528
Toxoplasma gondii hypothetical protein 0.0481 0.1528 0.5
Leishmania major glutaminyl cyclase, putative 0.0481 0.1528 0.5
Onchocerca volvulus Fxna peptidase homolog 0.0481 0.1528 0.1528
Loa Loa (eye worm) hypothetical protein 0.0481 0.1528 0.1528
Trypanosoma brucei glutaminyl cyclase, putative 0.0481 0.1528 0.5
Echinococcus multilocularis endoplasmic reticulum metallopeptidase 1 0.0481 0.1528 0.1528
Brugia malayi leucyl aminopeptidase 0.0481 0.1528 0.1528
Echinococcus multilocularis n acetylated alpha linked acidic dipeptidase 2 0.0481 0.1528 0.1528
Trichomonas vaginalis conserved hypothetical protein 0.0481 0.1528 0.5
Trypanosoma cruzi glutaminyl cyclase, putative 0.0481 0.1528 0.5
Brugia malayi FXNA 0.0481 0.1528 0.1528
Echinococcus granulosus endoplasmic reticulum metallopeptidase 1 0.0481 0.1528 0.1528
Mycobacterium ulcerans lipoprotein aminopeptidase LpqL 0.0481 0.1528 0.5

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 2500 nM Displacement of [3H]-flunitrazepam from rat brain GABA-A Benzodiazepine receptor ChEMBL. 9301675
IC50 (binding) = 2500 nM Displacement of [3H]-flunitrazepam from rat brain GABA-A Benzodiazepine receptor ChEMBL. 9301675
IC50 (binding) > 100000 nM Displacement of Ro 5-4864 from peripheral (renal cell) Benzodiazepine receptor ChEMBL. 9301675
IC50 (binding) > 100000 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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