TDR Targets

Basic information

Technical information

TDR Targets ID: 36424
Name: 2-[6-chloro-3-[[2,2-difluoro-2-(1-oxidopyridi n-1-ium-2-yl)ethyl]amino]-2-oxopyrazin-1-yl]- N-[(3-methylphenyl)methyl]acetamide
MW: 463.865 | Formula: C21H20ClF2N5O3
H donors: 2 H acceptors: 3 LogP: 1.44 Rotable bonds: 9
Rule of 5 violations (Lipinski): 1
SMILES: Cc1cccc(c1)CNC(=O)Cn1c(Cl)cnc(c1=O)NCC(c1cccc[n+]1[O-])(F)F
InChi: 1S/C21H20ClF2N5O3/c1-14-5-4-6-15(9-14)10-25-18(30)12-28-17(22)11-26-19(20(28)31)27-13-21(23,24)16-7-2-3-8-29(16)32/h2-9,11H,10,12-13H2,1H3,(H,25,30)(H,26,27)
InChiKey: SQLYZYZJUZIFRH-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-chloro-3-[[2,2-difluoro-2-(1-oxidopyridin-1-ium-2-yl)ethyl]amino]-2-oxo-pyrazin-1-yl]-N-(m-tolylmethyl)acetamide
2-[6-chloro-3-[[2,2-difluoro-2-(1-oxido-2-pyridin-1-iumyl)ethyl]amino]-2-oxo-1-pyrazinyl]-N-(m-tolylmethyl)acetamide
2-[6-chloro-3-[[2,2-difluoro-2-(1-oxidanidylpyridin-1-ium-2-yl)ethyl]amino]-2-oxo-pyrazin-1-yl]-N-[(3-methylphenyl)methyl]ethanamide
2-[6-chloro-3-[[2,2-difluoro-2-(1-oxidopyridin-1-ium-2-yl)ethyl]amino]-2-keto-pyrazin-1-yl]-N-(3-methylbenzyl)acetamide
2-[6-chloro-3-[[2,2-difluoro-2-(1-oxidopyridin-1-ium-2-yl)ethyl]amino]-2-oxo-pyrazin-1-yl]-N-[(3-methylphenyl)methyl]acetamide
2-[6-chloro-3-[[2,2-difluoro-2-(1-oxido-2-pyridin-1-iumyl)ethyl]amino]-2-oxo-1-pyrazinyl]-N-[(3-methylphenyl)methyl]acetamide
2-[6-chloro-3-[[2,2-difluoro-2-(1-oxidopyridin-1-ium-2-yl)ethyl]amino]-2-oxo-pyrazin-1-yl]-N-[(3-methylphenyl)methyl]ethanamide

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	coagulation factor II (thrombin)	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

No druggable targets predicted by sequence similarity

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Brugia malayi	Corticotropin releasing factor receptor 2 precursor, putative	0.0059	0.019	0.019
Schistosoma mansoni	purine nucleoside phosphorylase	0.0933	1	1
Mycobacterium ulcerans	5'-methylthioadenosine phosphorylase	0.0193	0.1699	0.1699
Trypanosoma cruzi	hypoxanthine-guanine phosphoribosyltransferase, putative	0.0179	0.1535	0.904
Plasmodium vivax	ATP-dependent Clp protease proteolytic subunit, putative	0.0092	0.0565	0.3326
Trichomonas vaginalis	purine nucleoside phosphorylase, putative	0.0193	0.1699	0.1699
Trypanosoma cruzi	nucleoside phosphorylase, putative	0.0193	0.1699	1
Mycobacterium leprae	PROBABLE ATP-DEPENDENT CLP PROTEASE PROTEOLYTIC SUBUNIT 1 CLPP1 (ENDOPEPTIDASE CLP)	0.006	0.0209	0.0209
Trypanosoma brucei	methylthioadenosine phosphorylase, putative	0.0193	0.1699	1
Entamoeba histolytica	purine nucleoside phosphorylase, putative	0.0193	0.1699	0.5
Toxoplasma gondii	phosphorylase family protein	0.0193	0.1699	1
Schistosoma mansoni	dihydrofolate reductase	0.0048	0.0072	0.0072
Brugia malayi	Dihydrofolate reductase	0.0048	0.0072	0.0072
Trichomonas vaginalis	conserved hypothetical protein	0.0193	0.1699	0.1699
Mycobacterium tuberculosis	Conserved hypothetical protein	0.0193	0.1699	0.1699
Echinococcus granulosus	purine nucleoside phosphorylase	0.0933	1	1
Mycobacterium tuberculosis	Hypothetical protein	0.0056	0.0162	0.0162
Trypanosoma cruzi	dihydrofolate reductase-thymidylate synthase, putative	0.0056	0.0162	0.0954
Echinococcus granulosus	purine nucleoside phosphorylase	0.0933	1	1
Mycobacterium leprae	probable uridine phosphorylase	0.0193	0.1699	0.1699
Leishmania major	nucleoside phosphorylase-like protein	0.0193	0.1699	1
Brugia malayi	thymidylate synthase	0.0118	0.0858	0.0858
Loa Loa (eye worm)	hypothetical protein	0.0739	0.7832	1
Entamoeba histolytica	MTA/SAH nucleosidase, putative	0.0193	0.1699	0.5
Echinococcus multilocularis	uridine phosphorylase 1	0.0193	0.1699	0.1699
Mycobacterium tuberculosis	Probable ATP-dependent CLP protease proteolytic subunit 1 ClpP1 (endopeptidase CLP)	0.006	0.0209	0.0209
Trichomonas vaginalis	conserved hypothetical protein	0.0193	0.1699	0.1699
Loa Loa (eye worm)	transcription factor SMAD2	0.0141	0.111	0.1417
Chlamydia trachomatis	ATP-dependent Clp protease proteolytic subunit	0.0092	0.0565	0.3031
Trichomonas vaginalis	purine nucleoside phosphorylase I, putative	0.0933	1	1
Toxoplasma gondii	ATP-dependent Clp endopeptidase, proteolytic subunit ClpP domain-containing protein	0.0092	0.0565	0.3326
Echinococcus granulosus	thymidylate synthase	0.0118	0.0858	0.0858
Echinococcus granulosus	methylthioadenosine phosphorylase	0.0193	0.1699	0.1699
Chlamydia trachomatis	AMP nucleosidase	0.0193	0.1699	1
Schistosoma mansoni	methylthioadenosine phosphorylase	0.0193	0.1699	0.1699
Mycobacterium tuberculosis	Probable bifunctional MTA/SAH nucleosidase Mtn: 5'-methylthioadenosine nucleosidase (methylthioadenosine methylthioribohydrolase	0.0193	0.1699	0.1699
Plasmodium falciparum	purine nucleoside phosphorylase	0.0193	0.1699	1
Trichomonas vaginalis	conserved hypothetical protein	0.0056	0.0162	0.0162
Mycobacterium leprae	PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE)	0.0118	0.0858	0.0858
Loa Loa (eye worm)	uridine phosphorylase	0.0193	0.1699	0.2169
Trypanosoma cruzi	hypoxanthine-guanine phosphoribosyltransferase, putative	0.0179	0.1535	0.904
Echinococcus granulosus	hypoxanthine guanine phosphoribosyltransferase	0.0179	0.1535	0.1535
Echinococcus multilocularis	purine nucleoside phosphorylase	0.0739	0.7832	0.7832
Leishmania major	hypoxanthine-guanine phosphoribosyltransferase	0.0179	0.1535	0.904
Schistosoma mansoni	uridine phosphorylase	0.0193	0.1699	0.1699
Echinococcus multilocularis	hypoxanthine guanine phosphoribosyltransferase	0.0179	0.1535	0.1535
Trichomonas vaginalis	purine nucleoside phosphorylase, putative	0.0193	0.1699	0.1699
Trypanosoma cruzi	methylthioadenosine phosphorylase, putative	0.0193	0.1699	1
Toxoplasma gondii	bifunctional dihydrofolate reductase-thymidylate synthase	0.0166	0.1399	0.8236
Mycobacterium ulcerans	ATP-dependent Clp protease proteolytic subunit	0.0092	0.0565	0.0565
Plasmodium falciparum	hypoxanthine-guanine phosphoribosyltransferase	0.0179	0.1535	0.904
Plasmodium vivax	bifunctional dihydrofolate reductase-thymidylate synthase, putative	0.0166	0.1399	0.8236
Toxoplasma gondii	ATP-dependent Clp endopeptidase, proteolytic subunit ClpP domain-containing protein	0.0092	0.0565	0.3326
Schistosoma mansoni	methylthioadenosine phosphorylase	0.0193	0.1699	0.1699
Mycobacterium tuberculosis	Probable thymidylate synthase ThyA (ts) (TSASE)	0.0118	0.0858	0.0858
Trypanosoma cruzi	nucleoside phosphorylase, putative	0.0193	0.1699	1
Schistosoma mansoni	hypoxanthine-guanine phosphoribosyltransferase	0.0179	0.1535	0.1535
Echinococcus granulosus	purine nucleoside phosphorylase	0.0933	1	1
Treponema pallidum	ATP-dependent Clp protease proteolytic subunit	0.0092	0.0565	0.3326
Trypanosoma cruzi	hypoxanthine-guanine phosphoribosyltransferase, putative	0.0179	0.1535	0.904
Loa Loa (eye worm)	dihydrofolate reductase	0.0048	0.0072	0.0092
Giardia lamblia	Deoxynucleoside kinase	0.0428	0.4333	0.4333
Entamoeba histolytica	purine nucleoside phosphorylase, putative	0.0193	0.1699	0.5
Schistosoma mansoni	bifunctional dihydrofolate reductase-thymidylate synthase	0.0118	0.0858	0.0858
Entamoeba histolytica	purine nucleoside phosphorylase, putative	0.0193	0.1699	0.5
Echinococcus granulosus	uridine phosphorylase 1	0.0193	0.1699	0.1699
Schistosoma mansoni	peptidase Clp (S14 family)	0.0092	0.0565	0.0565
Echinococcus multilocularis	purine nucleoside phosphorylase	0.0933	1	1
Echinococcus granulosus	hypoxanthine guanine phosphoribosyltransferase	0.0179	0.1535	0.1535
Trichomonas vaginalis	purine nucleoside phosphorylase, putative	0.0193	0.1699	0.1699
Echinococcus multilocularis	purine nucleoside phosphorylase	0.0739	0.7832	0.7832
Echinococcus multilocularis	hypoxanthine guanine phosphoribosyltransferase	0.0179	0.1535	0.1535
Schistosoma mansoni	methylthioadenosine phosphorylase	0.0193	0.1699	0.1699
Toxoplasma gondii	hypoxanthine-xanthine-guanine phosphoribosyl transferase HXGPRT	0.0179	0.1535	0.904
Echinococcus multilocularis	purine nucleoside phosphorylase	0.0933	1	1
Plasmodium vivax	purine nucleoside phosphorylase, putative	0.0193	0.1699	1
Trichomonas vaginalis	purine nucleoside phosphorylase, putative	0.0193	0.1699	0.1699
Schistosoma mansoni	uridine phosphorylase	0.0193	0.1699	0.1699
Mycobacterium ulcerans	ATP-dependent Clp protease proteolytic subunit	0.0092	0.0565	0.0565
Echinococcus granulosus	peptidase Clp S14 family	0.006	0.0209	0.0209
Echinococcus granulosus	dihydrofolate reductase	0.0048	0.0072	0.0072
Treponema pallidum	uridine phosphorylase (udp)	0.0193	0.1699	1
Echinococcus multilocularis	purine nucleoside phosphorylase	0.0933	1	1
Mycobacterium leprae	Probable hypoxanthine-guanine phosphoribosyltransferase Hpt (HGPRT) (HGPRTase) (hypoxanthine phosphoribosyltransferase) (IMP pho	0.0137	0.1066	0.1066
Trypanosoma cruzi	methylthioadenosine phosphorylase, putative	0.0193	0.1699	1
Trypanosoma cruzi	dihydrofolate reductase-thymidylate synthase	0.0166	0.1399	0.8236
Onchocerca volvulus		0.0179	0.1535	0.1535
Treponema pallidum	pfs protein (pfs)	0.0193	0.1699	1
Mycobacterium leprae	DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE)	0.0048	0.0072	0.0072
Loa Loa (eye worm)	thymidylate synthase	0.0118	0.0858	0.1095
Loa Loa (eye worm)	S-methyl-5'-thioadenosine phosphorylase MTAP	0.0193	0.1699	0.2169
Toxoplasma gondii	Purine nucleoside phosphorylase	0.0193	0.1699	1
Schistosoma mansoni	purine nucleoside phosphorylase	0.0933	1	1
Echinococcus multilocularis	purine nucleoside phosphorylase	0.0933	1	1
Toxoplasma gondii	phosphorylase family protein	0.0193	0.1699	1
Wolbachia endosymbiont of Brugia malayi	ATP-dependent Clp protease proteolytic subunit	0.0092	0.0565	1
Loa Loa (eye worm)	pigment dispersing factor receptor c	0.0059	0.019	0.0243
Echinococcus multilocularis	dihydrofolate reductase	0.0048	0.0072	0.0072
Echinococcus multilocularis	purine nucleoside phosphorylase	0.0933	1	1
Brugia malayi	MTAP	0.0193	0.1699	0.1699
Giardia lamblia	UPL-1	0.0193	0.1699	0.1699
Leishmania major	dihydrofolate reductase-thymidylate synthase	0.0166	0.1399	0.8236
Mycobacterium tuberculosis	Hypothetical protein	0.0193	0.1699	0.1699
Trypanosoma cruzi	nucleoside phosphorylase, putative	0.0193	0.1699	1
Loa Loa (eye worm)	MH2 domain-containing protein	0.0141	0.111	0.1417
Brugia malayi	hypothetical protein	0.0056	0.0162	0.0162
Brugia malayi	uridine phosphorylase family protein	0.0193	0.1699	0.1699
Echinococcus multilocularis	ATP dependent Clp protease proteolytic subunit	0.0092	0.0565	0.0565
Leishmania major	methylthioadenosine phosphorylase, putative	0.0193	0.1699	1
Treponema pallidum	purine nucleoside phosphorylase (deoD)	0.0193	0.1699	1
Entamoeba histolytica	purine nucleoside phosphorylase, putative	0.0193	0.1699	0.5
Brugia malayi	dihydrofolate reductase family protein	0.0048	0.0072	0.0072
Schistosoma mansoni	hypoxanthine-guanine phosphoribosyltransferase	0.0179	0.1535	0.1535
Echinococcus granulosus	purine nucleoside phosphorylase	0.0933	1	1
Brugia malayi	MH2 domain containing protein	0.0141	0.111	0.111
Trichomonas vaginalis	hypoxanthine-guanine phosphoribosyltransferase, putative	0.0179	0.1535	0.1535
Trichomonas vaginalis	purine nucleoside phosphorylase, putative	0.0193	0.1699	0.1699
Giardia lamblia	Purine nucleoside phosphorylase lateral transfer candidate	0.0933	1	1
Mycobacterium tuberculosis	Hypoxanthine-guanine phosphoribosyltransferase Hpt (HGPRT) (HGPRTase) (hypoxanthine phosphoribosyltransferase) (imp pyrophosphor	0.0137	0.1066	0.1066
Echinococcus multilocularis	thymidylate synthase	0.0118	0.0858	0.0858
Entamoeba histolytica	purine nucleoside phosphorylase, putative	0.0193	0.1699	0.5
Mycobacterium ulcerans	bifunctional Mta/Sah nucleosidase Mtn	0.0193	0.1699	0.1699
Trypanosoma brucei	hypoxanthine-guanine phosphoribosyltransferase, putative	0.0179	0.1535	0.904
Echinococcus granulosus	purine nucleoside phosphorylase	0.0933	1	1
Echinococcus multilocularis	purine nucleoside phosphorylase	0.0933	1	1
Mycobacterium leprae	PROBABLE ATP-DEPENDENT CLP PROTEASE PROTEOLYTIC SUBUNIT 2 CLPP2 (ENDOPEPTIDASE CLP 2)	0.0092	0.0565	0.0565
Trypanosoma brucei	hypoxanthine-guanine phosphoribosyltransferase	0.0179	0.1535	0.904
Mycobacterium ulcerans	dihydrofolate reductase DfrA	0.0048	0.0072	0.0072
Giardia lamblia	5-methylthioadenosine nucleosidase, S-adenosylhomocysteine nucleosidase	0.0193	0.1699	0.1699
Plasmodium falciparum	ATP-dependent Clp protease proteolytic subunit	0.0092	0.0565	0.3326
Echinococcus multilocularis	peptidase Clp (S14 family)	0.006	0.0209	0.0209
Trypanosoma brucei	uridine phosphorylase	0.0193	0.1699	1
Plasmodium falciparum	bifunctional dihydrofolate reductase-thymidylate synthase	0.0166	0.1399	0.8236
Mycobacterium ulcerans	purine nucleoside phosphorylase	0.0933	1	1
Mycobacterium ulcerans	hypoxanthine-guanine phosphoribosyltransferase Hpt	0.0179	0.1535	0.1535
Mycobacterium ulcerans	thymidylate synthase	0.0118	0.0858	0.0858
Mycobacterium tuberculosis	Probable purine nucleoside phosphorylase DeoD (inosine phosphorylase) (PNP)	0.0933	1	1
Brugia malayi	Probable ClpP-like protease	0.0092	0.0565	0.0565
Echinococcus granulosus	ATP dependent Clp protease proteolytic subunit	0.0092	0.0565	0.0565
Trichomonas vaginalis	purine nucleoside phosphorylase, putative	0.0193	0.1699	0.1699
Onchocerca volvulus		0.0118	0.0858	0.0858
Echinococcus granulosus	purine nucleoside phosphorylase	0.0933	1	1
Brugia malayi	Phosphoribosyl transferase domain containing protein	0.0179	0.1535	0.1535
Trypanosoma cruzi	hypoxanthine-guanine phosphoribosyltransferase, putative	0.0179	0.1535	0.904
Trypanosoma brucei	hypoxanthine-guanine phosphoribosyltransferase	0.0179	0.1535	0.904
Echinococcus granulosus	purine nucleoside phosphorylase	0.0933	1	1
Giardia lamblia	5-methylthioadenosine nucleosidase, S-adenosylhomocysteine nucleosidase	0.0193	0.1699	0.1699
Mycobacterium tuberculosis	Probable ATP-dependent CLP protease proteolytic subunit 2 ClpP2 (endopeptidase CLP 2)	0.006	0.0209	0.0209
Giardia lamblia	Guanine phosphoribosyltransferase	0.0179	0.1535	0.1535
Mycobacterium leprae	Probable purine nucleoside phosphorylase DeoD (INOSINE PHOSPHORYLASE) (PNP)	0.0933	1	1
Onchocerca volvulus	Purine nucleoside phosphorylase homolog	0.0933	1	1
Loa Loa (eye worm)	hypothetical protein	0.0092	0.0565	0.0721
Plasmodium vivax	hypoxanthine-guanine phosphoribosyltransferase, putative	0.0179	0.1535	0.904
Chlamydia trachomatis	ATP-dependent Clp protease proteolytic subunit	0.0092	0.0565	0.3031
Leishmania major	xanthine phosphoribosyltransferase	0.0179	0.1535	0.904
Mycobacterium tuberculosis	Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase)	0.0048	0.0072	0.0072
Brugia malayi	Calcitonin receptor-like protein seb-1	0.0059	0.019	0.019
Trichomonas vaginalis	purine nucleoside phosphorylase, putative	0.0193	0.1699	0.1699
Loa Loa (eye worm)	hypothetical protein	0.0059	0.019	0.0243
Echinococcus multilocularis	methylthioadenosine phosphorylase	0.0193	0.1699	0.1699
Echinococcus granulosus	purine nucleoside phosphorylase	0.0933	1	1
Trypanosoma brucei	dihydrofolate reductase-thymidylate synthase	0.0166	0.1399	0.8236
Echinococcus granulosus	inosine guanosine and xanthosine phosphorylase	0.0739	0.7832	0.7832
Entamoeba histolytica	hypothetical protein	0.0193	0.1699	0.5

Activities

Activity type	Activity value	Assay description	Source	Reference
Cmax (ADMET)	= 2.19 uM	Maximum plasma concentration(Cmax) of the compound was determined in dog at a dose of 1 mg/kg	ChEMBL.	12657281
Concentration (functional)	= 0.3 uM	Concentration required to double the activated partial thromboplastin time (aPPT) in human plasma	ChEMBL.	12657281
Ki (binding)	= 0.8 nM	Inhibitory activity against human thrombin	ChEMBL.	12657281
Ki (binding)	= 0.8 nM	Inhibitory activity against human thrombin	ChEMBL.	12657281
logP (ADMET)	= 1.81	Partition coefficient (logP)	ChEMBL.	12657281
Ratio (functional)	= 0.58 %	Human microsome stabilities are reported as the ratio of the % remaining after a 1 h incubation versus the internal standard thrombin inhibitor	ChEMBL.	12657281
Ratio (functional)	= 0.58 %	Human microsome stabilities are reported as the ratio of the % remaining after a 1 h incubation versus the internal standard thrombin inhibitor	ChEMBL.	12657281
T1/2 (ADMET)	= 1.1 hr	t1/2 in dog	ChEMBL.	12657281

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: CHEMBL418017
PubChem: 18741279

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 36424