TDR Targets

Basic information

Technical information

TDR Targets ID: 81488
Name: (3R)-3-[(4-carbamimidoylbenzoyl)amino]-4-(3-c arbamimidoylphenoxy)butanoic acid
MW: 383.401 | Formula: C19H21N5O4
H donors: 4 H acceptors: 3 LogP: 0.36 Rotable bonds: 10
Rule of 5 violations (Lipinski): 1
SMILES: OC(=O)C[C@@H](NC(=O)c1ccc(cc1)C(=N)N)COc1cccc(c1)C(=N)N
InChi: 1S/C19H21N5O4/c20-17(21)11-4-6-12(7-5-11)19(27)24-14(9-16(25)26)10-28-15-3-1-2-13(8-15)18(22)23/h1-8,14H,9-10H2,(H3,20,21)(H3,22,23)(H,24,27)(H,25,26)/t14-/m1/s1
InChiKey: VIWWTRPXELSSKK-CQSZACIVSA-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

(3R)-4-(3-carbamimidoylphenoxy)-3-[[(4-carbamimidoylphenyl)-oxomethyl]amino]butanoic acid
(3R)-4-(3-carbamimidoylphenoxy)-3-[(4-carbamimidoylphenyl)carbonylamino]butanoic acid
(3R)-3-[(4-amidinobenzoyl)amino]-4-(3-amidinophenoxy)butyric acid

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	coagulation factor X	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
Trichomonas vaginalis	mitotic inducer phosphatase CDC25, putative	0.0118	0.433	0.3975
Onchocerca volvulus		0.0118	0.433	0.4123
Trichomonas vaginalis	cdc25b, putative	0.0118	0.433	0.3975
Brugia malayi	Pre-SET motif family protein	0.0212	0.866	1
Trichomonas vaginalis	mitotic inducer phosphatase CDC25, putative	0.0118	0.433	0.3975
Trypanosoma brucei	PAB1-binding protein , putative	0.0051	0.1276	1
Onchocerca volvulus		0.0036	0.059	0.0246
Plasmodium vivax	ataxin-2 like protein, putative	0.0051	0.1276	1
Trichomonas vaginalis	m-phase inducer phosphatase, putative	0.0118	0.433	0.3975
Echinococcus multilocularis	histone lysine methyltransferase setb histone lysine methyltransferase eggless	0.003	0.0353	0.0795
Loa Loa (eye worm)	3-hydroxyacyl-CoA dehydrogenase type II	0.0056	0.1499	0.1379
Toxoplasma gondii	LsmAD domain-containing protein	0.0051	0.1276	1
Trichomonas vaginalis	m-phase inducer phosphatase, putative	0.0118	0.433	0.3975
Plasmodium falciparum	ataxin-2 like protein, putative	0.0051	0.1276	0.5
Brugia malayi	beta-lactamase family protein	0.0036	0.059	0.0286
Loa Loa (eye worm)	hypothetical protein	0.0118	0.433	0.4788
Echinococcus multilocularis	histone lysine N methyltransferase SETMAR	0.003	0.0353	0.0795
Trichomonas vaginalis	mitotic inducer phosphatase CDC25, putative	0.0118	0.433	0.3975
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0044	0.099	0.223
Brugia malayi	hypothetical protein	0.0033	0.0456	0.0124
Echinococcus multilocularis	3 hydroxyacyl coenzyme A dehydrogenase type 2	0.006	0.1682	0.3788
Loa Loa (eye worm)	hypothetical protein	0.0118	0.433	0.4788
Brugia malayi	beta-lactamase family protein	0.0036	0.059	0.0286
Schistosoma mansoni	family S12 unassigned peptidase (S12 family)	0.0036	0.059	0.1329
Echinococcus granulosus	5'partial\|histone lysine N methyltransferase SETDB2	0.0029	0.0302	0.068
Schistosoma mansoni	m-phase inducer phosphatase(cdc25)	0.0118	0.433	0.9753
Mycobacterium ulcerans	short-chain type dehydrogenase/reductase	0.006	0.1682	1
Brugia malayi	beta-lactamase	0.0036	0.059	0.0286
Entamoeba histolytica	rodhanase-like domain containing protein	0.0118	0.433	0.5
Brugia malayi	GTP-binding regulatory protein Gs alpha-S chain, putative	0.0044	0.099	0.0767
Loa Loa (eye worm)	beta-LACTamase domain containing family member	0.0036	0.059	0.0286
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0044	0.099	0.223
Echinococcus multilocularis	arachidonate 5 lipoxygenase	0.012	0.444	1
Trichomonas vaginalis	set domain proteins, putative	0.0242	1	1
Trichomonas vaginalis	cdc25b, putative	0.0118	0.433	0.3975
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0044	0.099	0.223
Loa Loa (eye worm)	beta-lactamase	0.0036	0.059	0.0286
Loa Loa (eye worm)	hypothetical protein	0.0036	0.059	0.0286
Leishmania major	3-oxoacyl-(acyl-carrier protein) reductase, putative	0.006	0.1682	1
Toxoplasma gondii	ABC1 family protein	0.0036	0.059	0.257
Echinococcus granulosus	m phase inducer phosphatasecdc25	0.0118	0.433	0.9753
Loa Loa (eye worm)	hypothetical protein	0.0036	0.059	0.0286
Leishmania major	hypothetical protein, conserved	0.0051	0.1276	0.6286
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0044	0.099	0.223
Echinococcus granulosus	beta LACTamase domain containing family member	0.0036	0.059	0.1329
Mycobacterium leprae	conserved hypothetical protein	0.0036	0.059	0.5
Brugia malayi	Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative	0.0036	0.059	0.0286
Brugia malayi	Rhodanese-like domain containing protein	0.0118	0.433	0.4788
Entamoeba histolytica	rodhanase-like domain containing protein	0.0118	0.433	0.5
Plasmodium falciparum	ataxin-2 like protein, putative	0.0051	0.1276	0.5
Loa Loa (eye worm)	hypothetical protein	0.0036	0.059	0.0286
Loa Loa (eye worm)	GTP-binding regulatory protein Gs alpha-S chain	0.0044	0.099	0.0767
Schistosoma mansoni	family S12 unassigned peptidase (S12 family)	0.0036	0.059	0.1329
Schistosoma mansoni	3-hydroxyacyl-CoA dehydrogenase	0.006	0.1682	0.3788
Brugia malayi	3-hydroxyacyl-CoA dehydrogenase type II	0.006	0.1682	0.16
Entamoeba histolytica	rodhanase-like domain containing protein	0.0118	0.433	0.5
Mycobacterium tuberculosis	Possible penicillin-binding protein	0.0228	0.9366	1
Loa Loa (eye worm)	hypothetical protein	0.0036	0.059	0.0286
Brugia malayi	Rhodanese-like domain containing protein	0.0118	0.433	0.4788
Schistosoma mansoni	lipoxygenase	0.0084	0.2792	0.6287
Schistosoma mansoni	lipoxygenase	0.012	0.444	1
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0044	0.099	0.223
Echinococcus granulosus	3 hydroxyacyl coenzyme A dehydrogenase type 2	0.006	0.1682	0.3788
Schistosoma mansoni	histone-lysine n-methyltransferase setb1	0.003	0.0353	0.0795
Schistosoma mansoni	histone-lysine n-methyltransferase setb1	0.003	0.0353	0.0795
Trypanosoma cruzi	PAB1-binding protein , putative	0.0051	0.1276	1
Mycobacterium tuberculosis	Probable short-chain type dehydrogenase/reductase	0.006	0.1682	0.1244
Schistosoma mansoni	histone-lysine n-methyltransferase suv9	0.003	0.0353	0.0795
Onchocerca volvulus		0.0118	0.433	0.4123
Loa Loa (eye worm)	hypothetical protein	0.0051	0.1276	0.1112
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0044	0.099	0.223
Trypanosoma cruzi	PAB1-binding protein , putative	0.0051	0.1276	1
Plasmodium vivax	hypothetical protein, conserved	0.0036	0.059	0.257
Onchocerca volvulus		0.0118	0.433	0.4123
Loa Loa (eye worm)	pre-SET domain-containing protein family protein	0.0212	0.866	1
Mycobacterium ulcerans	short-chain type dehydrogenase/reductase	0.006	0.1682	1
Mycobacterium leprae	Probable lipase LipE	0.0036	0.059	0.5
Loa Loa (eye worm)	hypothetical protein	0.0108	0.3911	0.4283
Onchocerca volvulus		0.0118	0.433	0.4123
Loa Loa (eye worm)	hypothetical protein	0.0036	0.059	0.0286
Trichomonas vaginalis	cdc25c, putative	0.0118	0.433	0.3975
Schistosoma mansoni	histone-lysine n-methyltransferase setb1	0.003	0.0353	0.0795
Loa Loa (eye worm)	hypothetical protein	0.0108	0.3911	0.4283
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0044	0.099	0.223
Brugia malayi	hypothetical protein	0.0051	0.1276	0.1112
Echinococcus multilocularis	beta LACTamase domain containing family member	0.0036	0.059	0.1329
Loa Loa (eye worm)	hypothetical protein	0.0036	0.059	0.0286
Echinococcus granulosus	arachidonate 5 lipoxygenase	0.012	0.444	1
Echinococcus granulosus	histone lysine methyltransferase setb	0.003	0.0353	0.0795
Echinococcus multilocularis	m phase inducer phosphatase(cdc25)	0.0118	0.433	0.9753
Onchocerca volvulus		0.0036	0.059	0.0246
Onchocerca volvulus		0.0036	0.059	0.0246

Activities

Activity type	Activity value	Assay description	Source	Reference
Ki (binding)	= 0.028 uM	Inhibitory activity against Coagulation factor X (fXa)	ChEMBL.	12723948
Ki (binding)	= 0.028 uM	Inhibitory activity against Coagulation factor X (fXa)	ChEMBL.	12723948
Ki (binding)	> 1500 uM	Inhibitory activity against thrombin	ChEMBL.	12723948
Ki (binding)	> 1500 uM	Inhibitory activity against thrombin	ChEMBL.	12723948
Ratio (binding)	> 54000	Selectivity for factor Xa (fXa) versus thrombin	ChEMBL.	12723948

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: CHEMBL443477
PubChem: 10894269

Bibliographic References

1 literature reference was collected for this gene.

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Detailed information for compound 81488