Detailed information for compound 174717

Basic information

Technical information
  • TDR Targets ID: 174717
  • Name: 2-(6-bromo-2-phenylimidazo[1,2-a]pyridin-3-yl )-N,N-dipropylacetamide
  • MW: 414.339 | Formula: C21H24BrN3O
  • H donors: 0 H acceptors: 2 LogP: 5.33 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCCN(C(=O)Cc1c(nc2n1cc(Br)cc2)c1ccccc1)CCC
  • InChi: 1S/C21H24BrN3O/c1-3-12-24(13-4-2)20(26)14-18-21(16-8-6-5-7-9-16)23-19-11-10-17(22)15-25(18)19/h5-11,15H,3-4,12-14H2,1-2H3
  • InChiKey: BENQQKWGAOTNGU-UHFFFAOYSA-N  

Network

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Synonyms

  • 2-(6-bromo-2-phenyl-imidazo[1,2-a]pyridin-3-yl)-N,N-dipropyl-acetamide
  • 2-(6-bromo-2-phenyl-3-imidazo[1,2-a]pyridinyl)-N,N-dipropylacetamide
  • 2-(6-bromo-2-phenyl-imidazo[1,2-a]pyridin-3-yl)-N,N-dipropyl-ethanamide
  • 2-(6-bromo-2-phenylimidazo[3,2-a]pyridin-3-yl)-N,N-dipropylacetamide
  • 2-(6-bromo-2-phenyl-imidazo[3,2-a]pyridin-3-yl)-N,N-dipropyl-acetamide
  • 2-(6-bromo-2-phenyl-3-imidazo[3,2-a]pyridinyl)-N,N-dipropylacetamide
  • 2-(6-bromo-2-phenyl-imidazo[3,2-a]pyridin-3-yl)-N,N-dipropyl-ethanamide

Targets

Known targets for this compound

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

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma mansoni peripheral-type benzodiazepine receptor Get druggable targets OG5_129542 All targets in OG5_129542
Onchocerca volvulus Get druggable targets OG5_129542 All targets in OG5_129542
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
Onchocerca volvulus 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_129542 All targets in OG5_129542
Mycobacterium ulcerans tryptophan-rich sensory 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
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_129542 All targets in OG5_129542
Brugia malayi TspO/MBR family protein Get druggable targets OG5_129542 All targets in OG5_129542
Onchocerca volvulus Get druggable targets OG5_129542 All targets in OG5_129542

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
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 %
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein GABA-A receptor; anion channel   467 aa 454 aa 29.5 %
Brugia malayi Cation transporter family protein GABA-A receptor; anion channel   467 aa 453 aa 28.5 %
Onchocerca volvulus Peripheral-type benzodiazepine receptor   169 aa 156 aa 25.6 %
Echinococcus granulosus vacuolar h atpase Peripheral-type benzodiazepine receptor   169 aa 137 aa 25.5 %
Loa Loa (eye worm) hypothetical protein GABA-A receptor; anion channel   467 aa 441 aa 33.8 %
Brugia malayi nicotinic acetylcholine receptor alpha subunit, putative GABA-A receptor; anion channel   467 aa 384 aa 19.5 %
Echinococcus multilocularis glycine receptor subunit beta GABA-A receptor; anion channel   467 aa 478 aa 28.7 %
Loa Loa (eye worm) hypothetical protein GABA-A receptor; anion channel   467 aa 461 aa 27.8 %
Onchocerca volvulus GABA-A receptor; anion channel   467 aa 447 aa 25.7 %
Onchocerca volvulus Eukaryotic initiation factor 4A-III homolog GABA-A receptor; anion channel   467 aa 453 aa 26.9 %
Loa Loa (eye worm) hypothetical protein GABA-A receptor; anion channel   467 aa 446 aa 29.1 %
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 %
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 %
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 454 aa 30.4 %
Echinococcus multilocularis glycine receptor subunit alpha 1 GABA-A receptor; anion channel   467 aa 430 aa 32.3 %
Schistosoma mansoni Cys-loop ligand gated ion channel subunit GABA-A receptor; anion channel   467 aa 479 aa 29.2 %
Onchocerca volvulus Acetylcholine receptor subunit alpha-type homolog GABA-A receptor; anion channel   467 aa 418 aa 19.6 %
Loa Loa (eye worm) hypothetical protein GABA-A receptor; anion channel   467 aa 494 aa 25.5 %
Onchocerca volvulus Gamma-aminobutyric acid receptor subunit beta homolog GABA-A receptor; anion channel   467 aa 433 aa 34.6 %
Echinococcus granulosus glycine receptor subunit beta GABA-A receptor; anion channel   467 aa 439 aa 29.6 %
Loa Loa (eye worm) nicotinic acetylcholine receptor alpha subunit GABA-A receptor; anion channel   467 aa 379 aa 19.3 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Schistosoma mansoni protein kinase 0.0297 0.0617 0.3316
Mycobacterium ulcerans tryptophan-rich sensory protein 0.0322 0.0764 0.1662
Echinococcus granulosus translocator protein 0.0322 0.0764 0.084
Trichomonas vaginalis STE family protein kinase 0.0508 0.186 1
Trichomonas vaginalis STE family protein kinase 0.0508 0.186 1
Mycobacterium ulcerans Type I modular polyketide synthase 0.0638 0.2624 0.5834
Brugia malayi Beta-ketoacyl synthase, N-terminal domain containing protein 0.0638 0.2624 0.2624
Mycobacterium ulcerans thioesterase 0.0531 0.1998 0.443
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsC 0.0638 0.2624 0.5856
Schistosoma mansoni hypothetical protein 0.0297 0.0617 0.3316
Schistosoma mansoni hypothetical protein 0.0297 0.0617 0.3316
Mycobacterium tuberculosis Phenyloxazoline synthase MbtB (phenyloxazoline synthetase) 0.0596 0.2377 0.5305
Loa Loa (eye worm) hypothetical protein 0.0322 0.0764 0.066
Trypanosoma cruzi p21-activated kinase 3, putative 0.0211 0.0112 0.5
Schistosoma mansoni serine/threonine protein kinase 0.0297 0.0617 0.3316
Entamoeba histolytica protein kinase, putative 0.0303 0.0651 0.0277
Echinococcus granulosus serine:threonine protein kinase PAK 3 0.0508 0.186 0.218
Mycobacterium ulcerans polyketide synthase 0.0677 0.2857 0.6357
Brugia malayi AMP-binding enzyme family protein 0.0196 0.0023 0.0023
Onchocerca volvulus 0.0596 0.2377 0.331
Schistosoma mansoni peripheral-type benzodiazepine receptor 0.0322 0.0764 0.411
Mycobacterium tuberculosis Probable fatty acid synthase Fas (fatty acid synthetase) 0.02 0.0048 0.0108
Echinococcus granulosus neural Wiskott Aldrich syndrome protein 0.0297 0.0617 0.066
Mycobacterium tuberculosis Polyketide synthase Pks13 0.0953 0.4481 1
Mycobacterium ulcerans fatty acid synthase Fas 0.02 0.0048 0.0056
Loa Loa (eye worm) hypothetical protein 0.0322 0.0764 0.066
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSB 0.0513 0.189 0.4155
Mycobacterium ulcerans thioesterase TesA 0.0531 0.1998 0.443
Echinococcus granulosus p21 activated protein kinase 1 Dpak1 0.0508 0.186 0.218
Entamoeba histolytica p21-activated kinase 0.0508 0.186 1
Loa Loa (eye worm) STE/STE20/PAKB protein kinase 0.189 1 1
Brugia malayi p21/Cdc42/Rac1-activated kinase 0.0211 0.0112 0.0112
Loa Loa (eye worm) hypothetical protein 0.0357 0.0973 0.0871
Loa Loa (eye worm) hypothetical protein 0.0322 0.0764 0.066
Mycobacterium tuberculosis Probable thioesterase TesA 0.0531 0.1998 0.4459
Mycobacterium tuberculosis Probable polyketide synthase Pks5 0.0618 0.2509 0.5599
Mycobacterium leprae Probable multifunctional mycocerosic acid synthase membrane associated enzyme Mas 0.0677 0.2857 0.6337
Mycobacterium ulcerans multifunctional mycocerosic acid synthase membrane-associated Mas 0.0677 0.2857 0.6357
Schistosoma mansoni serine/threonine protein kinase 0.0211 0.0112 0.0601
Loa Loa (eye worm) P21-Rho-binding domain-containing protein 0.0297 0.0617 0.0511
Loa Loa (eye worm) fatty acid synthase 0.0629 0.2574 0.249
Echinococcus multilocularis serine:threonine protein kinase PAK 4 0.1593 0.8252 1
Mycobacterium tuberculosis Polyketide synthetase MbtC (polyketide synthase) 0.0219 0.016 0.0356
Toxoplasma gondii type I fatty acid synthase, putative 0.0454 0.1542 0.3708
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsB 0.0513 0.189 0.4188
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSD 0.0638 0.2624 0.581
Mycobacterium ulcerans polyketide synthase Pks9 0.0422 0.1352 0.2981
Loa Loa (eye worm) acyl carrier protein 0.0293 0.0596 0.0489
Mycobacterium ulcerans polyketide synthase Pks13 0.0953 0.4481 1
Mycobacterium leprae Polyketide synthase Pks13 0.0953 0.4481 1
Echinococcus granulosus serine:threonine protein kinase PAK 4 0.1593 0.8252 1
Echinococcus granulosus 3'partial|serine:threonine protein kinase PAK 2 0.0297 0.0617 0.066
Brugia malayi AMP-binding enzyme family protein 0.0596 0.2377 0.2377
Mycobacterium ulcerans polyketide synthase 0.0638 0.2624 0.5834
Echinococcus multilocularis serine:threonine protein kinase PAK 3 0.0508 0.186 0.1628
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsA 0.0513 0.189 0.4188
Entamoeba histolytica protein kinase, putative 0.0303 0.0651 0.0277
Leishmania major hypothetical protein, conserved 0.0192 0 0.5
Mycobacterium tuberculosis Probable polyketide synthase Pks7 0.0677 0.2857 0.6376
Mycobacterium tuberculosis Polyketide synthase Pks12 0.0677 0.2857 0.6376
Onchocerca volvulus 0.111 0.5405 0.9521
Entamoeba histolytica protein kinase, putative 0.0508 0.186 1
Schistosoma mansoni hypothetical protein 0.0297 0.0617 0.3316
Brugia malayi WH1 domain containing protein 0.0297 0.0617 0.0617
Mycobacterium tuberculosis Probable polyketide synthase Pks9 0.0363 0.1004 0.224
Trichomonas vaginalis STE family protein kinase 0.0508 0.186 1
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsA 0.0638 0.2624 0.5856
Mycobacterium tuberculosis Polyketide synthetase MbtD (polyketide synthase) 0.0196 0.0023 0.0052
Toxoplasma gondii beta-ketoacyl synthase, N-terminal domain-containing protein 0.0414 0.1305 0.2574
Echinococcus multilocularis serine:threonine protein kinase PAK 3 0.0508 0.186 0.1628
Loa Loa (eye worm) hypothetical protein 0.0502 0.1825 0.1733
Schistosoma mansoni serine/threonine protein kinase 0.0211 0.0112 0.0601
Brugia malayi Protein kinase domain 0.0508 0.186 0.186
Mycobacterium ulcerans Type I modular polyketide synthase 0.0638 0.2624 0.5834
Loa Loa (eye worm) hypothetical protein 0.0322 0.0764 0.066
Schistosoma mansoni tyrosine kinase 0.0297 0.0617 0.3316
Echinococcus multilocularis translocator protein 0.0322 0.0764 0.0193
Mycobacterium leprae PROBABLE THIOESTERASE TESA 0.0531 0.1998 0.4398
Brugia malayi TspO/MBR family protein 0.0322 0.0764 0.0764
Echinococcus granulosus PAK box P21 Rho binding 0.0297 0.0617 0.066
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsE 0.0422 0.1352 0.2981
Mycobacterium tuberculosis Polyketide synthase Pks2 0.0618 0.2509 0.5599
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsD 0.0638 0.2624 0.5834
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSC 0.0677 0.2857 0.6337
Loa Loa (eye worm) hypothetical protein 0.1071 0.5177 0.5123
Mycobacterium tuberculosis Probable membrane bound polyketide synthase Pks6 0.0953 0.4481 1
Mycobacterium tuberculosis Probable polyketide synthase Pks15 0.0258 0.0387 0.0864
Brugia malayi oxidoreductase, zinc-binding dehydrogenase family protein 0.1209 0.5987 0.5987
Echinococcus multilocularis PAK box P21 Rho binding 0.0303 0.0651 0.0045
Schistosoma mansoni protein kinase 0.0508 0.186 1
Trypanosoma cruzi STE/STE20 serine/threonine-protein kinase, putative 0.0211 0.0112 0.5
Schistosoma mansoni wiskott-aldrich syndrome protein 0.0297 0.0617 0.3316
Mycobacterium tuberculosis Probable polyketide synthase Pks1 0.0458 0.1566 0.3495
Trichomonas vaginalis STE family protein kinase 0.0508 0.186 1
Mycobacterium ulcerans Type I modular polyketide synthase 0.0638 0.2624 0.5834
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSA 0.0638 0.2624 0.581
Onchocerca volvulus Fatty acid synthase homolog 0.1149 0.5638 1
Mycobacterium leprae Probable polyketide synthase Pks1 0.0677 0.2857 0.6337
Echinococcus granulosus serine:threonine protein kinase PAK 3 0.0508 0.186 0.218
Echinococcus multilocularis p21 activated protein kinase 1 Dpak1 0.0508 0.186 0.1628
Entamoeba histolytica protein kinase, putative 0.0303 0.0651 0.0277
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsC 0.0677 0.2857 0.6357
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsD 0.0638 0.2624 0.5856
Mycobacterium tuberculosis Probable polyketide synthase Pks8 0.0521 0.194 0.4329
Mycobacterium tuberculosis Probable multifunctional mycocerosic acid synthase membrane-associated Mas 0.0677 0.2857 0.6376
Toxoplasma gondii type I fatty acid synthase, putative 0.0677 0.2857 1
Trichomonas vaginalis mitogen-activated protein kinase kinase kinase 3, MAPKKK3, MEKK3, putative 0.0211 0.0112 0.0601
Trichomonas vaginalis conserved hypothetical protein 0.0502 0.1825 0.9815
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSE 0.0422 0.1352 0.2941
Brugia malayi P21-Rho-binding domain containing protein 0.0297 0.0617 0.0617
Giardia lamblia Kinase, STE STE20 0.0508 0.186 1
Trichomonas vaginalis STE family protein kinase 0.0303 0.0651 0.3501
Loa Loa (eye worm) AMP-binding enzyme family protein 0.0596 0.2377 0.2291
Brugia malayi P21-Rho-binding domain containing protein 0.0297 0.0617 0.0617
Schistosoma mansoni protein kinase 0.0508 0.186 1
Schistosoma mansoni protein kinase 0.0303 0.0651 0.3501

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 14.5 nM Displacement of Ro 5-4864 from peripheral (renal cell) Benzodiazepine receptor ChEMBL. 9301675
IC50 (binding) = 14.5 nM Displacement of Ro 5-4864 from peripheral (renal cell) Benzodiazepine receptor ChEMBL. 9301675
IC50 (binding) = 116 nM Displacement of [3H]-flunitrazepam from rat brain GABA-A Benzodiazepine receptor ChEMBL. 9301675
IC50 (binding) = 116 nM Displacement of [3H]-flunitrazepam from rat brain GABA-A 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.
 
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External resources for this compound

Bibliographic References

1 literature reference was collected for this gene.

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