TDR Targets

Basic information

Technical information

Name: Unnamed compound
MW: 434.506 | Formula: C21H26N2O6S
H donors: 3 H acceptors: 5 LogP: 2.4 Rotable bonds: 7
Rule of 5 violations (Lipinski): 1
SMILES: ONC(=O)[C@@H]1N(CCC[C@@]1(C)O)S(=O)(=O)c1ccc(cc1)OCc1ccccc1C
InChi: 1S/C21H26N2O6S/c1-15-6-3-4-7-16(15)14-29-17-8-10-18(11-9-17)30(27,28)23-13-5-12-21(2,25)19(23)20(24)22-26/h3-4,6-11,19,25-26H,5,12-14H2,1-2H3,(H,22,24)/t19-,21+/m0/s1
InChiKey: FYNYGUYHKZWCAU-PZJWPPBQSA-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

No synonyms found for this compound

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	matrix metallopeptidase 13 (collagenase 3)		No references
Homo sapiens	matrix metallopeptidase 1 (interstitial collagenase)	Starlite/ChEMBL	References
Sus scrofa	Aggrecanase		No references
Homo sapiens	ADAM metallopeptidase domain 17	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Echinococcus granulosus	Blood coagulation inhibitor Disintegrin	Get druggable targets OG5_132656	All targets in OG5_132656
Echinococcus granulosus	adam 17 protease	Get druggable targets OG5_132656	All targets in OG5_132656
Schistosoma japonicum	ko:K06059 a disintegrin and metalloproteinase domain 17, putative	Get druggable targets OG5_132656	All targets in OG5_132656
Echinococcus multilocularis	adam 17 protease	Get druggable targets OG5_132656	All targets in OG5_132656
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_132656	All targets in OG5_132656
Schistosoma mansoni	ADAM17 peptidase (M12 family)	Get druggable targets OG5_132656	All targets in OG5_132656
Echinococcus multilocularis	Blood coagulation inhibitor, Disintegrin	Get druggable targets OG5_132656	All targets in OG5_132656

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Brugia malayi	Disintegrin family protein	ADAM metallopeptidase domain 17	824 aa	724 aa	27.4 %
Echinococcus granulosus	matrix metallopeptidase 7 M10 family	matrix metallopeptidase 13 (collagenase 3)	471 aa	448 aa	34.1 %
Brugia malayi	Matrixin family protein	matrix metallopeptidase 1 (interstitial collagenase)	403 aa	401 aa	27.7 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Schistosoma mansoni	glutamate receptor NMDA	0.0836	0.683	0.965
Schistosoma mansoni	glutamate receptor kainate	0.0862	0.7068	1
Echinococcus multilocularis	a disintegrin and metalloproteinase with	0.0151	0.0427	0.0149
Schistosoma mansoni	ADAM17 peptidase (M12 family)	0.0223	0.1099	0.1204
Echinococcus multilocularis	matrix metallopeptidase 7 (M10 family)	0.0191	0.0804	0.0538
Echinococcus multilocularis	glutamate receptor 2	0.0911	0.7531	0.746
Schistosoma mansoni	glutamate receptor kainate	0.0701	0.5564	0.7785
Loa Loa (eye worm)	metabotropic GABA-B receptor subtype 2	0.0135	0.0282	0.0203
Echinococcus granulosus	glutamate NMDA receptor subunit	0.0701	0.5564	0.5436
Chlamydia trachomatis	glutamine binding protein	0.0329	0.2092	0.5
Echinococcus granulosus	Solute carrier family 22 5	0.1012	0.8471	0.8427
Loa Loa (eye worm)	hypothetical protein	0.0339	0.2186	0.241
Loa Loa (eye worm)	hypothetical protein	0.0135	0.0282	0.0203
Loa Loa (eye worm)	hypothetical protein	0.0135	0.0282	0.0203
Echinococcus multilocularis	Blood coagulation inhibitor, Disintegrin	0.014	0.0323	0.0043
Schistosoma mansoni	glutamate receptor AMPA	0.0701	0.5564	0.7785
Loa Loa (eye worm)	hypothetical protein	0.0339	0.2186	0.241
Loa Loa (eye worm)	hypothetical protein	0.0135	0.0282	0.0203
Echinococcus granulosus	Glutamate receptor ionotropic kainate 2	0.0997	0.8333	0.8285
Echinococcus granulosus	glutamate receptor ionotropic kainate	0.0425	0.2988	0.2785
Echinococcus multilocularis	Glutamate receptor, ionotropic kainate 2	0.0997	0.8333	0.8285
Echinococcus granulosus	adam 17 protease	0.0245	0.1307	0.1055
Brugia malayi	metabotropic glutamate receptor type 2	0.0135	0.0282	0.0323
Entamoeba histolytica	hypothetical protein	0.0135	0.0282	0.5
Treponema pallidum	amino acid ABC transporter, periplasmic binding protein (hisJ)	0.0329	0.2092	0.5
Onchocerca volvulus		0.0135	0.0282	1
Echinococcus multilocularis	glutamate receptor 2	0.1175	1	1
Brugia malayi	hypothetical protein	0.0135	0.0282	0.0323
Echinococcus granulosus	glutamate receptor ionotropic kainate 3	0.0425	0.2988	0.2785
Brugia malayi	Glutamate receptor 2 precursor	0.104	0.8734	1
Loa Loa (eye worm)	hypothetical protein	0.0135	0.0282	0.0203
Schistosoma mansoni	hypothetical protein	0.0264	0.1485	0.1773
Mycobacterium tuberculosis	Probable glutamine-binding lipoprotein GlnH (GLNBP)	0.0329	0.2092	0.5
Echinococcus multilocularis	glutamate receptor 2	0.104	0.8734	0.8698
Loa Loa (eye worm)	hypothetical protein	0.0135	0.0282	0.0203
Echinococcus granulosus	glutamate receptor ionotrophic AMPA 3	0.1175	1	1
Schistosoma mansoni	glutamate receptor AMPA	0.0701	0.5564	0.7785
Loa Loa (eye worm)	RGC/RGC protein kinase	0.0135	0.0282	0.0203
Loa Loa (eye worm)	glutamate receptor 1	0.104	0.8734	1
Loa Loa (eye worm)	RGC/RGC protein kinase	0.0135	0.0282	0.0203
Echinococcus granulosus	glutamate receptor 1	0.0339	0.2186	0.196
Echinococcus multilocularis	glutamate (NMDA) receptor subunit	0.0701	0.5564	0.5436
Echinococcus multilocularis	NMDA receptor	0.0425	0.2988	0.2785
Brugia malayi	Matrixin family protein	0.0127	0.0206	0.0235
Echinococcus granulosus	Ribosomal protein S1 RNA binding domain	0.0264	0.1485	0.1238
Schistosoma mansoni	ADAMTS5 peptidase (M12 family)	0.0151	0.0427	0.0213
Loa Loa (eye worm)	hypothetical protein	0.0135	0.0282	0.0203
Echinococcus multilocularis	Glutamate receptor, ionotropic kainate 2	0.0997	0.8333	0.8285
Loa Loa (eye worm)	matrixin family protein	0.0127	0.0206	0.0114
Loa Loa (eye worm)	glutamate receptor	0.0135	0.0282	0.0203
Echinococcus multilocularis	Ribosomal protein S1, RNA binding domain	0.0264	0.1485	0.1238
Schistosoma mansoni	glutamate receptor kainate	0.0862	0.7068	1
Echinococcus multilocularis	Glutamate receptor, ionotropic kainate 2	0.0997	0.8333	0.8285
Loa Loa (eye worm)	hypothetical protein	0.0135	0.0282	0.0203
Echinococcus multilocularis	adam 17 protease	0.0223	0.1099	0.0841
Loa Loa (eye worm)	receptor family ligand binding region containing protein	0.0135	0.0282	0.0203
Chlamydia trachomatis	arginine ABC transporter substrate-binding protein ArtJ	0.0329	0.2092	0.5
Echinococcus multilocularis	glutamate receptor subunit protein glur	0.0603	0.4655	0.45
Leishmania major	extracellular receptor, putative	0.0135	0.0282	0.5
Echinococcus granulosus	Blood coagulation inhibitor Disintegrin	0.014	0.0323	0.0043
Echinococcus multilocularis	nmda type glutamate receptor	0.0593	0.4561	0.4403
Loa Loa (eye worm)	RGC/RGC protein kinase	0.0135	0.0282	0.0203
Echinococcus granulosus	Glutamate receptor ionotropic kainate 2	0.0997	0.8333	0.8285
Echinococcus granulosus	matrix metallopeptidase 7 M10 family	0.0191	0.0804	0.0538
Mycobacterium ulcerans	glutamine-binding lipoprotein GlnH	0.0329	0.2092	0.5
Loa Loa (eye worm)	hypothetical protein	0.0339	0.2186	0.241
Onchocerca volvulus		0.0135	0.0282	1
Echinococcus granulosus	glutamate receptor subunit protein glur	0.0603	0.4655	0.45
Echinococcus multilocularis	Glutamate receptor, ionotropic kainate 3	0.0754	0.6064	0.595
Onchocerca volvulus	Atrial natriuretic peptide receptor 3 homolog	0.0135	0.0282	1
Echinococcus multilocularis	glutamate receptor 4	0.0339	0.2186	0.196
Loa Loa (eye worm)	hypothetical protein	0.0135	0.0282	0.0203
Brugia malayi	ADAM-TS Spacer 1 family protein	0.0126	0.0193	0.022
Loa Loa (eye worm)	metabotropic glutamate receptor 8	0.0135	0.0282	0.0203
Echinococcus granulosus	nmda type glutamate receptor	0.0593	0.4561	0.4403
Loa Loa (eye worm)	hypothetical protein	0.0135	0.0282	0.0203
Brugia malayi	Glutamate receptor 1 precursor	0.104	0.8734	1
Echinococcus granulosus	glutamate receptor 2	0.0911	0.7531	0.746
Brugia malayi	Metabotropic glutamate receptor precursor.	0.0135	0.0282	0.0323
Schistosoma mansoni	ATP-binding cassette transporter	0.0701	0.5564	0.7785
Treponema pallidum	amino acid ABC transporter, periplasmic binding protein	0.0329	0.2092	0.5
Brugia malayi	Guanylyl cyclase protein 23	0.0135	0.0282	0.0323
Echinococcus multilocularis	glutamate receptor ionotropic kainate	0.0425	0.2988	0.2785
Brugia malayi	Receptor family ligand binding region containing protein	0.0135	0.0282	0.0323
Schistosoma mansoni	glutamate receptor NMDA	0.0701	0.5564	0.7785
Brugia malayi	metabotropic GABA-B receptor subtype 2	0.0135	0.0282	0.0323
Echinococcus granulosus	glutamate receptor 4	0.0339	0.2186	0.196
Loa Loa (eye worm)	glutamate receptor 2	0.0701	0.5564	0.6326
Brugia malayi	Receptor family ligand binding region containing protein	0.0135	0.0282	0.0323
Loa Loa (eye worm)	hypothetical protein	0.0468	0.3393	0.3809
Echinococcus multilocularis	glutamate receptor, ionotrophic, AMPA 3	0.1175	1	1
Trypanosoma cruzi	extracellular receptor, putative	0.0135	0.0282	0.5
Echinococcus granulosus	a disintegrin and metalloproteinase with	0.0151	0.0427	0.0149
Loa Loa (eye worm)	hypothetical protein	0.0126	0.0193	0.0099
Echinococcus granulosus	Glutamate receptor ionotropic kainate 2	0.0997	0.8333	0.8285

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 0.65 nM	Inhibitory concentration against MMP-13	ChEMBL.	15953722
IC50 (functional)	= 2.2 nM	Inhibitory concentration against TNF-alpha release in LPS treated whole blood	ChEMBL.	15953722
IC50 (functional)	= 2.2 nM	Inhibitory concentration against TNF-alpha release in LPS treated whole blood	ChEMBL.	15953722
IC50 (binding)	= 6.9 nM	Inhibitory concentration against aggrecanase from porcine chondrocytes using [35S]-sulfate (5 mCi/ml) as radioligand and adding IL-1alpha (5 ng/ml) incubated for 10h	ChEMBL.	15953722
IC50 (binding)	< 10 nM	Inhibition of aggrecanase in primary porcine chondrocytes assessed as inhibition of 35S-proteoglycan release measured after 9 to 12 hrs by liquid scintillation counting method	PATENT.	No reference
IC50 (binding)	< 10 nM	Inhibition of APMA-activated recombinant human collagenase 3 preincubated with protein followed by addition of DNP-Pro-Cha-Gly-Cys(Me)-His-Ala-Lys(NMA)-NH2 as substrate measured every 5 mins for 1 hr by fluorescence analysis	PATENT.	No reference
IC50 (binding)	= 200 nM	Inhibition of trypsin-activated recombinant human collagenase 1 preincubated with protein followed by addition of DNP-Pro-Cha-Gly-Cys(Me)-His-Ala-Lys(NMA)-NH2 as substrate measured after 20 mins by fluorescence analysis	PATENT.	No reference
IC50 (binding)	= 310 nM	Inhibitory concentration against MMP-1	ChEMBL.	15953722
IC50 (binding)	= 310 nM	Inhibitory concentration against MMP-1	ChEMBL.	15953722
IC50 (binding)	< 10 uM	Inhibition of TACE in human mononuclear cells assessed as inhibition of LPS-induced TNF-alpha production measured after 4 hrs in presence of LPS by ELISA	PATENT.	No reference

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: CHEMBL186663

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 325821