TDR Targets

Basic information

Technical information

TDR Targets ID: 172241
Name: 2-[6-bromo-2-(4-chlorophenyl)imidazo[1,2-a]py ridin-3-yl]-N,N-dipropylacetamide
MW: 448.784 | Formula: C21H23BrClN3O
H donors: 0 H acceptors: 2 LogP: 5.96 Rotable bonds: 8
Rule of 5 violations (Lipinski): 1
SMILES: CCCN(C(=O)Cc1c(nc2n1cc(Br)cc2)c1ccc(cc1)Cl)CCC
InChi: 1S/C21H23BrClN3O/c1-3-11-25(12-4-2)20(27)13-18-21(15-5-8-17(23)9-6-15)24-19-10-7-16(22)14-26(18)19/h5-10,14H,3-4,11-13H2,1-2H3
InChiKey: DZDWCJAJGWKTRZ-UHFFFAOYSA-N

Network

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Target Layer

Model Organisms

Species	Viewmode
Arabidopsis thaliana
Caenorhabditis elegans
Dictyostelium discoideum
Drosophila melanogaster
Escherichia coli
Homo sapiens
Mus musculus
Oryza sativa
Saccharomyces cerevisiae
Schmidtea mediterranea
Other organisms

TDR Pathogens:

Species	Viewmode
Brugia malayi
Chlamydia trachomatis
Echinococcus granulosus
Entamoeba histolytica
Echinococcus multilocularis
Giardia lamblia
Leishmania major
Loa Loa (eye worm)
Mycobacterium leprae
Mycobacterium tuberculosis
Mycobacterium ulcerans
Onchocerca volvulus
Plasmodium falciparum
Plasmodium vivax
Schistosoma mansoni
Trypanosoma brucei
Trypanosoma cruzi
Toxoplasma gondii
Treponema pallidum
Trichomonas vaginalis
Wolbachia endosymbiont of Brugia malayi

Other Pathogens:

Species	Viewmode
Babesia bovis
Candida albicans
Cryptosporidium hominis
Cryptosporidium parvum
Leishmania braziliensis
Leishmania donovani
Leishmania infantum
Leishmania mexicana
Neospora caninum
Plasmodium berghei
Plasmodium knowlesi
Plasmodium yoelii
Schistosoma japonicum
Trypanosoma brucei gambiense
Trypanosoma congolense
Theileria parva

Compound Layer

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Clustering layers

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Synonyms

2-[6-bromo-2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl]-N,N-dipropyl-acetamide
2-[6-bromo-2-(4-chlorophenyl)-3-imidazo[1,2-a]pyridinyl]-N,N-dipropylacetamide
2-[6-bromo-2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl]-N,N-dipropyl-ethanamide
2-[6-bromo-2-(4-chlorophenyl)imidazo[3,2-a]pyridin-3-yl]-N,N-dipropylacetamide
2-[6-bromo-2-(4-chlorophenyl)imidazo[3,2-a]pyridin-3-yl]-N,N-dipropyl-acetamide
2-[6-bromo-2-(4-chlorophenyl)-3-imidazo[3,2-a]pyridinyl]-N,N-dipropylacetamide
2-[6-bromo-2-(4-chlorophenyl)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	GABA-A receptor; anion channel	Starlite/ChEMBL	References
Rattus norvegicus	Peripheral-type benzodiazepine receptor	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Echinococcus multilocularis	translocator 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
Schistosoma mansoni	peripheral-type benzodiazepine receptor	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
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
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
Onchocerca volvulus		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_129542	All targets in OG5_129542
Loa Loa (eye worm)	hypothetical protein	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
Loa Loa (eye worm)	hypothetical protein	GABA-A receptor; anion channel	467 aa	494 aa	25.5 %
Schistosoma mansoni	Cys-loop ligand gated ion channel subunit	GABA-A receptor; anion channel	467 aa	479 aa	29.2 %
Onchocerca volvulus		Peripheral-type benzodiazepine receptor	169 aa	156 aa	25.6 %
Onchocerca volvulus	Gamma-aminobutyric acid receptor subunit beta homolog	GABA-A receptor; anion channel	467 aa	433 aa	34.6 %
Loa Loa (eye worm)	nicotinic acetylcholine receptor alpha subunit	GABA-A receptor; anion channel	467 aa	379 aa	19.3 %
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	441 aa	33.8 %
Onchocerca volvulus		GABA-A receptor; anion channel	467 aa	446 aa	28.0 %
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	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 %
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	447 aa	25.7 %
Onchocerca volvulus		GABA-A receptor; anion channel	467 aa	454 aa	30.4 %
Brugia malayi	nicotinic acetylcholine receptor alpha subunit, putative	GABA-A receptor; anion channel	467 aa	384 aa	19.5 %
Brugia malayi	Cation transporter family protein	GABA-A receptor; anion channel	467 aa	453 aa	28.5 %
Echinococcus granulosus	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	468 aa	28.6 %
Onchocerca volvulus	Acetylcholine receptor subunit alpha-type homolog	GABA-A receptor; anion channel	467 aa	418 aa	19.6 %
Onchocerca volvulus	Large subunit GTPase 1 homolog	GABA-A receptor; anion channel	467 aa	496 aa	26.0 %
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 %
Echinococcus granulosus	vacuolar h atpase	Peripheral-type benzodiazepine receptor	169 aa	137 aa	25.5 %
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	435 aa	29.7 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Loa Loa (eye worm)	hypothetical protein	0.0319	0.3391	0.3391
Echinococcus multilocularis	ring and YY1 binding protein	0.0319	0.3391	0.3391
Chlamydia trachomatis	DNA topoisomerase I	0.0897	1	0.5
Echinococcus granulosus	Zinc finger RanBP2 type	0.0319	0.3391	0.3391
Onchocerca volvulus		0.0319	0.3391	0.3391
Echinococcus multilocularis	SWI:SNF matrix associated	0.0897	1	1
Brugia malayi	brahma associated protein 60 kDa	0.0897	1	1
Schistosoma mansoni	hypothetical protein	0.0897	1	1
Echinococcus multilocularis	translocator protein	0.0322	0.3423	0.3423
Trypanosoma cruzi	WLM domain containing protein, putative	0.0319	0.3391	0.5
Schistosoma mansoni	hypothetical protein	0.0897	1	1
Echinococcus multilocularis	Upstream activation factor subunit UAF30	0.0897	1	1
Trypanosoma cruzi	hypothetical protein, conserved	0.0319	0.3391	0.5
Onchocerca volvulus		0.0322	0.3423	0.3423
Onchocerca volvulus		0.0897	1	1
Schistosoma mansoni	TRABID protein (C64 family)	0.0319	0.3391	0.3391
Schistosoma mansoni	RNA binding protein	0.0319	0.3391	0.3391
Trypanosoma cruzi	hypothetical protein, conserved	0.0319	0.3391	0.5
Echinococcus granulosus	Nuclear pore complex protein Nup153	0.0319	0.3391	0.3391
Toxoplasma gondii	SWIB/MDM2 domain-containing protein	0.0897	1	1
Loa Loa (eye worm)	hypothetical protein	0.0322	0.3423	0.3423
Echinococcus multilocularis	Zinc finger, RanBP2 type	0.0319	0.3391	0.3391
Trypanosoma cruzi	WLM domain containing protein, putative	0.0319	0.3391	0.5
Schistosoma mansoni	hypothetical protein	0.0897	1	1
Echinococcus multilocularis	SWI:SNF matrix associated	0.0897	1	1
Toxoplasma gondii	DNA topoisomerase domain-containing protein	0.0897	1	1
Trypanosoma brucei	mitochondrial RNA binding complex 1 subunit	0.0319	0.3391	0.5
Onchocerca volvulus		0.0322	0.3423	0.3423
Echinococcus granulosus	translocator protein	0.0322	0.3423	0.3423
Loa Loa (eye worm)	brahma associated protein	0.0897	1	1
Trypanosoma cruzi	Zn-finger in Ran binding protein and others, putative	0.0319	0.3391	0.5
Brugia malayi	Zn-finger in Ran binding protein and others containing protein	0.0319	0.3391	0.3391
Leishmania major	hypothetical protein, conserved	0.0319	0.3391	0.5
Loa Loa (eye worm)	hypothetical protein	0.0322	0.3423	0.3423
Leishmania major	hypothetical protein, conserved	0.0319	0.3391	0.5
Schistosoma mansoni	hypothetical protein	0.0319	0.3391	0.3391
Onchocerca volvulus		0.0322	0.3423	0.3423
Onchocerca volvulus		0.0322	0.3423	0.3423
Brugia malayi	Zn-finger in Ran binding protein and others containing protein	0.0319	0.3391	0.3391
Loa Loa (eye worm)	SWIB/MDM2 domain-containing protein	0.0897	1	1
Brugia malayi	SWIB/MDM2 domain containing protein	0.0897	1	1
Trypanosoma cruzi	hypothetical protein, conserved	0.0319	0.3391	0.5
Trypanosoma cruzi	Zn-finger in Ran binding protein and others, putative	0.0319	0.3391	0.5
Loa Loa (eye worm)	hypothetical protein	0.0319	0.3391	0.3391
Echinococcus multilocularis	SWI:SNF matrix associated	0.0897	1	1
Schistosoma mansoni	zinc finger protein	0.0319	0.3391	0.3391
Plasmodium vivax	SWIB/MDM2 domain-containing protein, putative	0.0897	1	0.5
Onchocerca volvulus	Ubiquitin thioesterase ZRANB1 homolog	0.0319	0.3391	0.3391
Trypanosoma cruzi	mitochondrial RNA binding complex 1 subunit, putative	0.0319	0.3391	0.5
Trypanosoma brucei	hypothetical protein, conserved	0.0319	0.3391	0.5
Trypanosoma cruzi	mitochondrial RNA binding complex 1 subunit, putative	0.0319	0.3391	0.5
Brugia malayi	TspO/MBR family protein	0.0322	0.3423	0.3423
Loa Loa (eye worm)	hypothetical protein	0.0322	0.3423	0.3423
Loa Loa (eye worm)	hypothetical protein	0.0319	0.3391	0.3391
Loa Loa (eye worm)	hypothetical protein	0.0322	0.3423	0.3423
Leishmania major	hypothetical protein, conserved	0.0319	0.3391	0.5
Onchocerca volvulus		0.0319	0.3391	0.3391
Schistosoma mansoni	brg-1 associated factor	0.0897	1	1
Echinococcus granulosus	ring and YY1 binding protein	0.0319	0.3391	0.3391
Trypanosoma cruzi	Zn-finger in Ran binding protein and others/FYVE zinc finger, putative	0.0319	0.3391	0.5
Echinococcus granulosus	zinc finger protein Ran binding	0.0319	0.3391	0.3391
Trypanosoma brucei	hypothetical protein, conserved	0.0319	0.3391	0.5
Loa Loa (eye worm)	hypothetical protein	0.0319	0.3391	0.3391
Plasmodium vivax	hypothetical protein, conserved	0.0897	1	0.5
Leishmania major	hypothetical protein, conserved	0.0319	0.3391	0.5
Onchocerca volvulus		0.0319	0.3391	0.3391
Brugia malayi	YY1-associated factor 2	0.0319	0.3391	0.3391
Leishmania major	hypothetical protein, conserved	0.0319	0.3391	0.5
Brugia malayi	Zn-finger in Ran binding protein and others containing protein	0.0319	0.3391	0.3391
Chlamydia trachomatis	SWIB complex protein	0.0897	1	0.5
Brugia malayi	hypothetical protein	0.013	0.1228	0.1228
Loa Loa (eye worm)	hypothetical protein	0.0319	0.3391	0.3391
Trichomonas vaginalis	conserved hypothetical protein	0.0897	1	0.5
Echinococcus multilocularis	zinc finger protein Ran binding	0.0319	0.3391	0.3391
Echinococcus granulosus	Upstream activation factor subunit UAF30	0.0897	1	1
Echinococcus multilocularis	Nuclear pore complex protein Nup153	0.0319	0.3391	0.3391
Schistosoma mansoni	fusion	0.0319	0.3391	0.3391
Schistosoma mansoni	peripheral-type benzodiazepine receptor	0.0322	0.3423	0.3423
Brugia malayi	Zn-finger in Ran binding protein and others containing protein	0.0319	0.3391	0.3391
Plasmodium falciparum	SWIB/MDM2 domain-containing protein	0.0897	1	1
Mycobacterium ulcerans	tryptophan-rich sensory protein	0.0322	0.3423	0.5
Echinococcus granulosus	SWI:SNF matrix associated	0.0897	1	1
Onchocerca volvulus		0.0319	0.3391	0.3391
Plasmodium falciparum	SWIB/MDM2 domain-containing protein	0.0897	1	1
Trypanosoma brucei	Zn-finger in Ran binding protein and others/FYVE zinc finger, putative	0.0319	0.3391	0.5

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 12 nM	Displacement of Ro 5-4864 from peripheral (renal cell) Benzodiazepine receptor	ChEMBL.	9301675
IC50 (binding)	= 12 nM	Displacement of Ro 5-4864 from peripheral (renal cell) Benzodiazepine receptor	ChEMBL.	9301675
IC50 (binding)	= 58 nM	Displacement of [3H]-flunitrazepam from rat brain GABA-A Benzodiazepine receptor	ChEMBL.	9301675
IC50 (binding)	= 58 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.

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

ChEMBL: CHEMBL106438
PubChem: 10718328

Bibliographic References

1 literature reference was collected for this gene.

If you have references for this compound, please enter them in a user comment (below) or Contact us.

Detailed information for compound 172241