TDR Targets

Basic information

Technical information

TDR Targets ID: 224986
Name: 2-[2-(3-bromophenyl)-3-chloro-5-(cyclobutylam ino)-6-oxopyrazin-1-yl]-N-[(4-carbamimidoylph enyl)methyl]acetamide
MW: 543.843 | Formula: C24H24BrClN6O2
H donors: 3 H acceptors: 2 LogP: 3.17 Rotable bonds: 9
Rule of 5 violations (Lipinski): 2
SMILES: O=C(Cn1c(c(Cl)nc(c1=O)NC1CCC1)c1cccc(c1)Br)NCc1ccc(cc1)C(=N)N
InChi: 1S/C24H24BrClN6O2/c25-17-4-1-3-16(11-17)20-21(26)31-23(30-18-5-2-6-18)24(34)32(20)13-19(33)29-12-14-7-9-15(10-8-14)22(27)28/h1,3-4,7-11,18H,2,5-6,12-13H2,(H3,27,28)(H,29,33)(H,30,31)
InChiKey: LJCUTNFSRJBKID-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-[2-(3-bromophenyl)-3-chloro-5-(cyclobutylamino)-6-oxo-pyrazin-1-yl]-N-[(4-carbamimidoylphenyl)methyl]acetamide
2-[2-(3-bromophenyl)-3-chloro-5-(cyclobutylamino)-6-oxo-1-pyrazinyl]-N-[(4-carbamimidoylphenyl)methyl]acetamide
2-[2-(3-bromophenyl)-3-chloro-5-(cyclobutylamino)-6-oxo-pyrazin-1-yl]-N-[(4-carbamimidoylphenyl)methyl]ethanamide
N-(4-amidinobenzyl)-2-[2-(3-bromophenyl)-3-chloro-5-(cyclobutylamino)-6-keto-pyrazin-1-yl]acetamide

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	coagulation factor III (thromboplastin, tissue factor)		References
Homo sapiens	Coagulation factor VII/tissue factor	Starlite/ChEMBL	References
Homo sapiens	coagulation factor VII (serum prothrombin conversion accelerator)		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
Echinococcus granulosus	glycoprotein Antigen 5	coagulation factor VII (serum prothrombin conversion accelerator)	466 aa	384 aa	23.7 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Trypanosoma cruzi	AMP deaminase, putative	0.3033	0.814	1
Mycobacterium ulcerans	aldehyde dehydrogenase	0.0052	0.0096	0.0054
Leishmania major	adenosine monophosphate deaminase, putative,AMP deaminase, putative	0.3033	0.814	0.814
Echinococcus multilocularis	AMP deaminase 2	0.3033	0.814	0.814
Entamoeba histolytica	hypothetical protein	0.0034	0.0049	0.0049
Loa Loa (eye worm)	hypothetical protein	0.0032	0.0042	0.0042
Mycobacterium ulcerans	long-chain-fatty-acid-CoA ligase	0.0043	0.0072	0.0029
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0044	0.0074	0.0074
Mycobacterium tuberculosis	Probable aldehyde dehydrogenase	0.0052	0.0096	0.0058
Onchocerca volvulus		0.0154	0.0371	0.0313
Schistosoma mansoni	calpain-7 (C02 family)	0.0019	0.0008	0.0008
Echinococcus multilocularis	Basic leucine zipper (bZIP) transcription	0.0034	0.0049	0.0049
Loa Loa (eye worm)	hypothetical protein	0.0055	0.0104	0.0104
Echinococcus granulosus	calpain A	0.0058	0.0112	0.0112
Mycobacterium tuberculosis	Probable chain -fatty-acid-CoA ligase FadD13 (fatty-acyl-CoA synthetase)	0.0043	0.0072	0.0034
Loa Loa (eye worm)	hypothetical protein	0.0039	0.006	0.006
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0044	0.0074	0.0074
Plasmodium falciparum	adenosine deaminase	0.3722	1	1
Mycobacterium ulcerans	aldehyde dehydrogenase	0.0052	0.0096	0.0054
Brugia malayi	GTP-binding regulatory protein Gs alpha-S chain, putative	0.0044	0.0074	0.0074
Leishmania major	AMP deaminase, putative	0.3033	0.814	0.814
Mycobacterium tuberculosis	Probable fatty-acid-CoA ligase FadD2 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase)	0.0043	0.0072	0.0034
Entamoeba histolytica	AMP deaminase, putative	0.3033	0.814	0.814
Mycobacterium ulcerans	long-chain fatty-acid CoA ligase	0.0043	0.0072	0.0029
Schistosoma mansoni	family C2 unassigned peptidase (C02 family)	0.0058	0.0112	0.0112
Schistosoma mansoni	family C2 unassigned peptidase (C02 family)	0.0058	0.0112	0.0112
Loa Loa (eye worm)	hypothetical protein	0.0032	0.0042	0.0042
Mycobacterium ulcerans	acyl-CoA synthetase	0.0043	0.0072	0.0029
Mycobacterium ulcerans	acyl-CoA synthetase	0.0043	0.0072	0.0029
Trypanosoma cruzi	adenosine monophosphate deaminase, putative	0.3033	0.814	1
Loa Loa (eye worm)	hypothetical protein	0.0032	0.0042	0.0042
Trypanosoma cruzi	AMP deaminase, putative	0.3033	0.814	1
Echinococcus granulosus	aldehyde dehydrogenase mitochondrial	0.0052	0.0096	0.0096
Mycobacterium leprae	Probable adenosine deaminase Add (ADENOSINE AMINOHYDROLASE)	0.3722	1	1
Brugia malayi	adenosine monophosphate deaminase	0.3033	0.814	0.814
Toxoplasma gondii	Adenosine/AMP deaminase domain-containing protein	0.3722	1	1
Entamoeba histolytica	acyl-CoA synthetase, putative	0.0043	0.0072	0.0072
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0044	0.0074	0.0074
Mycobacterium tuberculosis	Fatty-acid-AMP ligase FadD30 (fatty-acid-AMP synthetase) (fatty-acid-AMP synthase)	0.0032	0.0042	0.0005
Trypanosoma brucei	AMP deaminase, putative	0.3033	0.814	1
Brugia malayi	AMP-binding enzyme family protein	0.0043	0.0072	0.0072
Loa Loa (eye worm)	GTP-binding regulatory protein Gs alpha-S chain	0.0044	0.0074	0.0074
Loa Loa (eye worm)	hypothetical protein	0.2014	0.5392	0.5392
Chlamydia trachomatis	acylglycerophosphoethanolamine acyltransferase	0.0032	0.0042	0.5
Entamoeba histolytica	hypothetical protein	0.0034	0.0049	0.0049
Brugia malayi	AMP-binding enzyme family protein	0.0043	0.0072	0.0072
Trypanosoma cruzi	AMP deaminase, putative	0.3033	0.814	1
Trichomonas vaginalis	adenosine deaminase, putative	0.3722	1	0.5
Trichomonas vaginalis	adenosine deaminase, putative	0.3722	1	0.5
Trypanosoma cruzi	AMP deaminase, putative	0.3033	0.814	1
Leishmania major	aldehyde dehydrogenase, mitochondrial precursor	0.0052	0.0096	0.0096
Trypanosoma brucei	AMP deaminase, putative	0.3033	0.814	1
Loa Loa (eye worm)	hypothetical protein	0.0043	0.0072	0.0072
Loa Loa (eye worm)	hypothetical protein	0.0039	0.006	0.006
Schistosoma mansoni	transcription factor LCR-F1	0.0034	0.0049	0.0049
Echinococcus multilocularis	calpain family protein 1, d	0.0039	0.006	0.006
Mycobacterium ulcerans	hypothetical protein	0.0043	0.0072	0.0029
Entamoeba histolytica	acyl-CoA synthetase, putative	0.0043	0.0072	0.0072
Loa Loa (eye worm)	calpain family protein 1	0.0039	0.006	0.006
Echinococcus multilocularis	adenosine deaminase	0.3722	1	1
Trypanosoma brucei	adenosine monophosphate deaminase, putative	0.3033	0.814	1
Trypanosoma cruzi	AMP deaminase 2, putative	0.1708	0.4564	0.5606
Leishmania major	4-coumarate:coa ligase-like protein	0.0043	0.0072	0.0072
Loa Loa (eye worm)	calpain family protein 1	0.0055	0.0104	0.0104
Toxoplasma gondii	AMP deaminase	0.3033	0.814	0.8122
Trypanosoma cruzi	adenosine monophosphate deaminase-like protein, putative	0.3033	0.814	1
Entamoeba histolytica	acyl-coA synthetase, putative	0.0043	0.0072	0.0072
Loa Loa (eye worm)	hypothetical protein	0.1325	0.3532	0.3532
Plasmodium vivax	adenosine deaminase, putative	0.3722	1	1
Echinococcus granulosus	adenosine deaminase	0.3722	1	1
Brugia malayi	hypothetical protein	0.0034	0.0049	0.0049
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0044	0.0074	0.0074
Brugia malayi	calpain family protein 1	0.0055	0.0104	0.0104
Leishmania major	hypothetical protein, conserved	0.1708	0.4564	0.4564
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0044	0.0074	0.0074
Loa Loa (eye worm)	hypothetical protein	0.0043	0.0072	0.0072
Echinococcus multilocularis	aldehyde dehydrogenase, mitochondrial	0.0052	0.0096	0.0096
Entamoeba histolytica	AMP deaminase, putative	0.3033	0.814	0.814
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0044	0.0074	0.0074
Mycobacterium ulcerans	fatty-acid-CoA ligase	0.0043	0.0072	0.0029
Loa Loa (eye worm)	AMP deaminase	0.3033	0.814	0.814
Treponema pallidum	adenosine deaminase	0.3722	1	0.5
Schistosoma mansoni	aldehyde dehydrogenase	0.0052	0.0096	0.0096
Mycobacterium ulcerans	aldehyde dehydrogenase	0.0052	0.0096	0.0054
Toxoplasma gondii	Adenosine/AMP deaminase domain-containing protein	0.3722	1	1
Plasmodium vivax	acyl-CoA synthetase, putative	0.0032	0.0042	0.0042
Loa Loa (eye worm)	hypothetical protein	0.0032	0.0042	0.0042
Loa Loa (eye worm)	hypothetical protein	0.0055	0.0104	0.0104
Loa Loa (eye worm)	hypothetical protein	0.2014	0.5392	0.5392
Schistosoma mansoni	hypothetical protein	0.0034	0.0049	0.0049
Mycobacterium ulcerans	adenosine deaminase	0.3722	1	1
Entamoeba histolytica	adenosine deaminase, putative	0.3722	1	1
Plasmodium vivax	adenosine/AMP deaminase, putative	0.3033	0.814	0.814
Leishmania major	adenine aminohydrolase	0.3722	1	1
Echinococcus granulosus	AMP deaminase 2	0.3033	0.814	0.814
Entamoeba histolytica	hypothetical protein	0.0034	0.0049	0.0049
Entamoeba histolytica	hypothetical protein	0.0034	0.0049	0.0049
Leishmania major	4-coumarate:coa ligase-like protein	0.0043	0.0072	0.0072
Trypanosoma cruzi	AMP deaminase, putative	0.3033	0.814	1
Mycobacterium ulcerans	long-chain-fatty-acid--CoA ligase	0.0043	0.0072	0.0029
Onchocerca volvulus		0.1708	0.4564	0.4531
Entamoeba histolytica	adenosine deaminase, putative	0.3722	1	1
Loa Loa (eye worm)	hypothetical protein	0.2014	0.5392	0.5392
Echinococcus granulosus	family C2 unassigned peptidase C02 family	0.0058	0.0112	0.0112
Plasmodium falciparum	AMP deaminase, putative	0.3033	0.814	0.8133
Schistosoma mansoni	family C2 unassigned peptidase (C02 family)	0.0055	0.0104	0.0104
Mycobacterium ulcerans	acyl-CoA synthetase	0.0043	0.0072	0.0029
Brugia malayi	calpain family protein 1	0.0055	0.0104	0.0104
Loa Loa (eye worm)	hypothetical protein	0.0032	0.0042	0.0042
Trypanosoma brucei	AMP deaminase, putative	0.3033	0.814	1
Brugia malayi	AMP-binding enzyme family protein	0.0043	0.0072	0.0072
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0044	0.0074	0.0074
Loa Loa (eye worm)	hypothetical protein	0.3722	1	1
Loa Loa (eye worm)	hypothetical protein	0.0043	0.0072	0.0072
Echinococcus multilocularis	family C2 unassigned peptidase (C02 family)	0.0058	0.0112	0.0112
Mycobacterium tuberculosis	Probable adenosine deaminase Add (adenosine aminohydrolase)	0.3722	1	1
Onchocerca volvulus		0.0043	0.0072	0.0012
Loa Loa (eye worm)	hypothetical protein	0.1708	0.4564	0.4564
Onchocerca volvulus	AMP deaminase 2 homolog	0.3033	0.814	0.8129
Onchocerca volvulus	Adenosine deaminase homolog	0.3722	1	1
Schistosoma mansoni	adenosine deaminase	0.3722	1	1
Leishmania major	AMP deaminase, putative,adenosine monophosphate deaminase-like protein	0.3033	0.814	0.814
Schistosoma mansoni	AMP deaminase	0.3033	0.814	0.814
Schistosoma mansoni	aldehyde dehydrogenase	0.0052	0.0096	0.0096
Leishmania major	AMP deaminase, putative,amp deaminase-like protein	0.3033	0.814	0.814
Echinococcus multilocularis	calpain A	0.0058	0.0112	0.0112
Schistosoma mansoni	adenosine deaminase-related	0.3722	1	1
Schistosoma mansoni	calpain-7 (C02 family)	0.0019	0.0008	0.0008
Loa Loa (eye worm)	hypothetical protein	0.2014	0.5392	0.5392
Echinococcus granulosus	Basic leucine zipper bZIP transcription	0.0034	0.0049	0.0049
Leishmania major	4-coumarate:coa ligase-like protein	0.0043	0.0072	0.0072

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 4.2 uM	Inhibitory activity against tissue coagulation factor VII complex was determined (TF/VIIa complex)	ChEMBL.	12954058
IC50 (binding)	= 4.2 uM	Inhibitory activity against tissue coagulation factor VII complex was determined (TF/VIIa complex)	ChEMBL.	12954058
IC50 (binding)	> 30 uM	Inhibitory activity against thrombin (IIa) was determined	ChEMBL.	12954058
IC50 (binding)	> 30 uM	Inhibitory activity against thrombin (IIa) was determined	ChEMBL.	12954058

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: CHEMBL131554
PubChem: 10951681

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 224986