TDR Targets

Basic information

Technical information

TDR Targets ID: 51093
Name: (E)-N-[2-bromo-4-(2-sulfamoylphenyl)phenyl]-3 -(3-carbamimidoylphenyl)-2-fluorobut-2-enamid e
MW: 531.397 | Formula: C23H20BrFN4O3S
H donors: 3 H acceptors: 3 LogP: 3.96 Rotable bonds: 7
Rule of 5 violations (Lipinski): 2
SMILES: O=C(/C(=C(\c1cccc(c1)C(=N)N)/C)/F)Nc1ccc(cc1Br)c1ccccc1S(=O)(=O)N
InChi: 1S/C23H20BrFN4O3S/c1-13(14-5-4-6-16(11-14)22(26)27)21(25)23(30)29-19-10-9-15(12-18(19)24)17-7-2-3-8-20(17)33(28,31)32/h2-12H,1H3,(H3,26,27)(H,29,30)(H2,28,31,32)/b21-13+
InChiKey: ZYEGYALIAWTIJE-FYJGNVAPSA-N

Network

Hover on a compound node to display the structore

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

This is a work in progress. Come back soon to try this features!

Clustering layers

This is a work in progress. Come back soon to try this features!

Synonyms

(E)-N-[2-bromo-4-(2-sulfamoylphenyl)phenyl]-3-(3-carbamimidoylphenyl)-2-fluoro-but-2-enamide
(E)-N-[2-bromo-4-(2-sulfamoylphenyl)phenyl]-3-(3-carbamimidoylphenyl)-2-fluoro-2-butenamide
(E)-3-(3-amidinophenyl)-N-[2-bromo-4-(2-sulfamoylphenyl)phenyl]-2-fluoro-but-2-enamide

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	protease, serine, 1 (trypsin 1)	Starlite/ChEMBL	References
Homo sapiens	coagulation factor X	Starlite/ChEMBL	References
Homo sapiens	coagulation factor II (thrombin)	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_126639	All targets in OG5_126639
Brugia malayi	Trypsin family protein	Get druggable targets OG5_126639	All targets in OG5_126639
Onchocerca volvulus		Get druggable targets OG5_126639	All targets in OG5_126639
Schistosoma japonicum	ko:K09639 transmembrane protease, serine 8, putative	Get druggable targets OG5_126639	All targets in OG5_126639
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_126639	All targets in OG5_126639
Schistosoma mansoni	subfamily S1A unassigned peptidase (S01 family)	Get druggable targets OG5_126639	All targets in OG5_126639
Schistosoma mansoni	subfamily S1A unassigned peptidase (S01 family)	Get druggable targets OG5_126639	All targets in OG5_126639
Onchocerca volvulus		Get druggable targets OG5_126639	All targets in OG5_126639
Schistosoma japonicum	ko:K09639 transmembrane protease, serine 8, putative	Get druggable targets OG5_126639	All targets in OG5_126639

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Brugia malayi	Trypsin family protein	protease, serine, 1 (trypsin 1)	247 aa	287 aa	21.6 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Echinococcus granulosus	COUP TF:Svp nuclear hormone receptor	0.006	0.0649	0.0649
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.006	0.0649	0.0649
Echinococcus granulosus	FTZ F1 alpha	0.006	0.0649	0.0649
Echinococcus multilocularis	hepatocyte nuclear factor 4 alpha	0.006	0.0649	0.0649
Onchocerca volvulus	Bile acid receptor homolog	0.006	0.0649	0.1182
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.006	0.0649	0.0649
Echinococcus multilocularis	geminin	0.0184	0.4421	0.4421
Echinococcus granulosus	geminin	0.0184	0.4421	0.4421
Brugia malayi	Nuclear hormone receptor family member nhr-31	0.006	0.0649	0.0978
Onchocerca volvulus		0.0106	0.2058	0.802
Brugia malayi	Nuclear hormone receptor family member nhr-49	0.006	0.0649	0.0978
Schistosoma mansoni	hypothetical protein	0.0137	0.2978	0.618
Echinococcus multilocularis	Mitotic checkpoint protein PRCC, C terminal	0.0137	0.2978	0.2978
Echinococcus multilocularis	COUP TF:Svp nuclear hormone receptor	0.006	0.0649	0.0649
Brugia malayi	acetyltransferase, GNAT family protein	0.0157	0.3609	0.5435
Schistosoma mansoni	retinoic acid receptor RXR	0.006	0.0649	0.1348
Brugia malayi	steroid hormone receptor	0.006	0.0649	0.0978
Echinococcus granulosus	survival motor neuron protein 1	0.0256	0.6641	0.6641
Schistosoma mansoni	subfamily S1A unassigned peptidase (S01 family)	0.012	0.2466	0.5116
Echinococcus multilocularis	thyroid hormone receptor alpha	0.0197	0.4819	0.4819
Schistosoma mansoni	hypothetical protein	0.0184	0.4421	0.9173
Loa Loa (eye worm)	hypothetical protein	0.006	0.0649	0.0328
Treponema pallidum	methylgalactoside ABC transporter, periplasmic galactose-binding protein (mglB-2)	0.031	0.8264	0.5
Brugia malayi	follicle stimulating hormone receptor	0.0256	0.6632	0.9987
Brugia malayi	Ligand-binding domain of nuclear hormone receptor family protein	0.006	0.0649	0.0978
Echinococcus multilocularis	FTZ F1 nuclear receptor protein	0.006	0.0649	0.0649
Brugia malayi	Ligand-binding domain of nuclear hormone receptor family protein	0.006	0.0649	0.0978
Brugia malayi	nuclear receptor NHR-88	0.006	0.0649	0.0978
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.006	0.0649	0.0649
Loa Loa (eye worm)	hypothetical protein	0.006	0.0649	0.0328
Echinococcus granulosus	histone acetyltransferase KAT2B	0.0153	0.3474	0.3474
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-1	0.006	0.0649	0.0328
Trichomonas vaginalis	bromodomain-containing protein, putative	0.0046	0.022	0.5
Loa Loa (eye worm)	RNA binding protein	0.0069	0.0906	0.0743
Schistosoma mansoni	steroid hormone receptor ad4bp	0.006	0.0649	0.1348
Schistosoma mansoni	thyroid hormone receptor	0.0197	0.4819	1
Schistosoma mansoni	hypothetical protein	0.0184	0.4421	0.9173
Loa Loa (eye worm)	TAR-binding protein	0.0069	0.0906	0.0743
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-49	0.006	0.0649	0.0328
Schistosoma mansoni	nuclear hormone receptor	0.006	0.0649	0.1348
Schistosoma mansoni	nuclear receptor 2DBD-gamma	0.006	0.0649	0.1348
Loa Loa (eye worm)	nuclear Hormone Receptor family member	0.006	0.0649	0.0328
Echinococcus multilocularis	ecdysone induced protein 78C	0.006	0.0649	0.0649
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-41	0.006	0.0649	0.0328
Loa Loa (eye worm)	hypothetical protein	0.006	0.0649	0.0328
Brugia malayi	Nuclear hormone receptor family member nhr-1	0.006	0.0649	0.0978
Echinococcus multilocularis	survival motor neuron protein 1	0.0256	0.6641	0.6641
Mycobacterium leprae	Possible D-ribose-binding protein	0.031	0.8264	0.5
Brugia malayi	RNA binding protein	0.0069	0.0906	0.1365
Echinococcus multilocularis	gcn5proteinral control of amino acid synthesis	0.0157	0.3609	0.3609
Loa Loa (eye worm)	follicle stimulating hormone receptor	0.0256	0.6632	0.9986
Giardia lamblia	Histone acetyltransferase GCN5	0.0042	0.0103	0.5
Schistosoma mansoni	thyroid hormone receptor	0.0197	0.4819	1
Schistosoma mansoni	tar DNA-binding protein	0.0069	0.0906	0.1881
Echinococcus multilocularis	tar DNA binding protein	0.0069	0.0906	0.0906
Schistosoma mansoni	RAR-like nuclear receptor	0.006	0.0649	0.1348
Schistosoma mansoni	subfamily S1A unassigned peptidase (S01 family)	0.012	0.2466	0.5116
Brugia malayi	Steroid receptor seven-up type 2	0.006	0.0649	0.0978
Echinococcus granulosus	Mitotic checkpoint protein PRCC C terminal	0.0137	0.2978	0.2978
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-31	0.006	0.0649	0.0328
Plasmodium falciparum	histone acetyltransferase GCN5	0.0042	0.0103	0.5
Echinococcus granulosus	retinoic acid receptor rxr beta a	0.006	0.0649	0.0649
Brugia malayi	Nuclear hormone receptor family member nhr-14	0.006	0.0649	0.0978
Loa Loa (eye worm)	hypothetical protein	0.006	0.0649	0.0328
Brugia malayi	Nuclear hormone receptor family member nhr-25	0.006	0.0649	0.0978
Schistosoma mansoni	survival motor neuron protein	0.0052	0.0406	0.0842
Onchocerca volvulus		0.012	0.2466	1
Schistosoma mansoni	photoreceptor-specific nuclear receptor related	0.006	0.0649	0.1348
Trichomonas vaginalis	cat eye syndrome critical region protein 2, cscr2, putative	0.0046	0.022	0.5
Onchocerca volvulus	Protein ultraspiracle homolog	0.006	0.0649	0.1182
Loa Loa (eye worm)	hypothetical protein	0.0256	0.6641	1
Schistosoma mansoni	nuclear hormone receptor nor-1/nor-2	0.006	0.0649	0.1348
Toxoplasma gondii	histone lysine acetyltransferase GCN5-B	0.0046	0.022	0.5
Brugia malayi	Trypsin family protein	0.012	0.2466	0.3713
Onchocerca volvulus		0.0054	0.0446	0.0197
Echinococcus multilocularis	Nuclear hormone receptor family member nhr 41	0.006	0.0649	0.0649
Loa Loa (eye worm)	steroid hormone receptor	0.006	0.0649	0.0328
Loa Loa (eye worm)	hypothetical protein	0.006	0.0649	0.0328
Brugia malayi	ecdysteroid receptor	0.006	0.0649	0.0978
Echinococcus granulosus	hepatocyte nuclear factor 4 alpha	0.006	0.0649	0.0649
Brugia malayi	Nuclear hormone receptor family member nhr-41	0.006	0.0649	0.0978
Brugia malayi	Nuclear hormone receptor-like 1	0.006	0.0649	0.0978
Loa Loa (eye worm)	hypothetical protein	0.006	0.0649	0.0328
Loa Loa (eye worm)	hypothetical protein	0.006	0.0649	0.0328
Brugia malayi	RNA recognition motif domain containing protein	0.0069	0.0906	0.1365
Brugia malayi	photoreceptor-specific nuclear receptor	0.006	0.0649	0.0978
Schistosoma mansoni	coup transcription factor	0.006	0.0649	0.1348
Onchocerca volvulus		0.006	0.0649	0.1182
Loa Loa (eye worm)	RNA recognition domain-containing protein domain-containing protein	0.0069	0.0906	0.0743
Loa Loa (eye worm)	hypothetical protein	0.006	0.0649	0.0328
Loa Loa (eye worm)	hypothetical protein	0.012	0.2466	0.326
Schistosoma mansoni	cellular tumor antigen P53	0.0054	0.0446	0.0926
Brugia malayi	hypothetical protein	0.0256	0.6641	1
Echinococcus granulosus	tar DNA binding protein	0.0069	0.0906	0.0906
Treponema pallidum	methylgalactoside ABC transporter, periplasmic galactose-binding protein (mglB-1)	0.031	0.8264	0.5
Schistosoma mansoni	tar DNA-binding protein	0.0069	0.0906	0.1881
Brugia malayi	nuclear hormone receptor	0.006	0.0649	0.0978
Entamoeba histolytica	acetyltransferase, GNAT family	0.0042	0.0103	1
Echinococcus multilocularis	FTZ F1 alpha	0.006	0.0649	0.0649
Schistosoma mansoni	retinoid-x-receptor (RXR)	0.006	0.0649	0.1348
Schistosoma mansoni	tar DNA-binding protein	0.0069	0.0906	0.1881
Schistosoma mansoni	hypothetical protein	0.0052	0.0406	0.0842
Brugia malayi	Nuclear hormone receptor family member nhr-40	0.006	0.0649	0.0978
Brugia malayi	Nuclear hormone receptor family member nhr-19	0.006	0.0649	0.0978
Brugia malayi	TAR-binding protein	0.0069	0.0906	0.1365
Onchocerca volvulus	Steroid hormone receptor family member cnr14 homolog	0.006	0.0649	0.1182
Echinococcus multilocularis	tumor protein p63	0.0366	1	1
Toxoplasma gondii	histone lysine acetyltransferase GCN5-A	0.0046	0.022	0.5
Brugia malayi	Iron-sulfur cluster assembly accessory protein	0.0052	0.0406	0.0611
Echinococcus granulosus	ecdysone induced protein 78C	0.006	0.0649	0.0649
Brugia malayi	Nuclear hormone receptor family member nhr-25	0.006	0.0649	0.0978
Loa Loa (eye worm)	acetyltransferase	0.0157	0.3609	0.5106
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.006	0.0649	0.0649
Schistosoma mansoni	tar DNA-binding protein	0.0069	0.0906	0.1881
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-40	0.006	0.0649	0.0328
Echinococcus granulosus	histone acetyltransferase KAT2B	0.0046	0.022	0.022
Plasmodium vivax	histone acetyltransferase GCN5, putative	0.0046	0.022	0.5
Schistosoma mansoni	FTZ-F1 nuclear receptor-like protein	0.006	0.0649	0.1348
Loa Loa (eye worm)	hypothetical protein	0.012	0.2466	0.326
Schistosoma mansoni	tar DNA-binding protein	0.0069	0.0906	0.1881
Echinococcus granulosus	Nuclear hormone receptor family member nhr 41	0.006	0.0649	0.0649
Brugia malayi	Nuclear hormone receptor family member nhr-19	0.006	0.0649	0.0978
Schistosoma mansoni	gcn5proteinral control of amino-acid synthesis 5-like 2 gcnl2	0.0157	0.3609	0.7489
Echinococcus granulosus	FTZ F1 nuclear receptor protein	0.006	0.0649	0.0649
Schistosoma mansoni	Tr4/Tr2 (homologue)	0.006	0.0649	0.1348
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-14	0.006	0.0649	0.0328
Brugia malayi	Nuclear hormone receptor family member nhr-3	0.006	0.0649	0.0978

Activities

Activity type	Activity value	Assay description	Source	Reference
Cmax (ADMET)	= 168 ng ml-1	Cmax of the compound was determined in rats	ChEMBL.	12482444
IC50 (binding)	= 0.5 nM	Inhibitory activity against factor Xa	ChEMBL.	12031331
IC50 (binding)	= 0.5 nM	Inhibitory activity against factor Xa	ChEMBL.	12031331
IC50 (binding)	= 189 nM	Inhibitory activity of the compound against trypsin was determined	ChEMBL.	12031331
IC50 (binding)	= 189 nM	Inhibitory activity of the compound against trypsin was determined	ChEMBL.	12031331
IC50 (binding)	= 503 nM	Inhibitory activity of the compound against Factor IIa (serine protease) was determined	ChEMBL.	12031331
IC50 (binding)	= 503 nM	Inhibitory activity of the compound against Factor IIa (serine protease) was determined	ChEMBL.	12031331
IC50 (binding)	= 0.0005 uM	Inhibitory concentration to coagulation factor X	ChEMBL.	12482444
IC50 (binding)	= 0.0005 uM	Inhibitory concentration to coagulation factor X	ChEMBL.	12482444

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: CHEMBL288232
PubChem: 9936850

Bibliographic References

2 literature references were 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 51093