TDR Targets

Basic information

Technical information

TDR Targets ID: 417169
Name: 2-(4-but-2-ynoxyphenyl)sulfonyl-N-hydroxy-2-( 1-oxothian-4-yl)acetamide
MW: 399.482 | Formula: C17H21NO6S2
H donors: 2 H acceptors: 5 LogP: 0.42 Rotable bonds: 7
Rule of 5 violations (Lipinski): 1
SMILES: ONC(=O)C(S(=O)(=O)c1ccc(cc1)OCC#CC)C1CCS(=O)CC1
InChi: 1S/C17H21NO6S2/c1-2-3-10-24-14-4-6-15(7-5-14)26(22,23)16(17(19)18-20)13-8-11-25(21)12-9-13/h4-7,13,16,20H,8-12H2,1H3,(H,18,19)
InChiKey: NPIXRIRDKCZNLD-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-(4-but-2-ynoxyphenyl)sulfonyl-2-(1-oxothian-4-yl)ethanehydroxamic acid
2-(4-but-2-ynoxyphenyl)sulfonyl-2-(1-oxo-4-thianyl)ethanehydroxamic acid
2-(4-but-2-ynoxyphenyl)sulfonyl-N-hydroxy-2-(1-oxothian-4-yl)ethanamide
2-(4-but-2-ynoxyphenyl)sulfonyl-2-(1-ketothian-4-yl)ethanehydroxamic acid

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	matrix metallopeptidase 1 (interstitial collagenase)	Starlite/ChEMBL	References
Homo sapiens	matrix metallopeptidase 9 (gelatinase B, 92kDa gelatinase, 92kDa type IV collagenase)	Starlite/ChEMBL	References
Homo sapiens	matrix metallopeptidase 13 (collagenase 3)	Starlite/ChEMBL	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	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
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
Echinococcus multilocularis	adam 17 protease	Get druggable targets OG5_132656	All targets in OG5_132656
Echinococcus granulosus	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 %
Brugia malayi	Matrixin family protein	matrix metallopeptidase 1 (interstitial collagenase)	403 aa	401 aa	27.7 %
Echinococcus granulosus	matrix metallopeptidase 7 M10 family	matrix metallopeptidase 13 (collagenase 3)	471 aa	448 aa	34.1 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Trichomonas vaginalis	heat shock protein, putative	0.0247	0.3909	0.8148
Brugia malayi	metalloprotease disintegrin 16 with thrombospondin type I motif	0.0105	0.0022	0.0046
Entamoeba histolytica	heat shock protein 90, putative	0.0275	0.4695	1
Plasmodium vivax	heat shock protein 86, putative	0.0275	0.4695	1
Trypanosoma brucei	heat shock protein, putative	0.0275	0.4695	1
Leishmania major	heat shock protein 83-1	0.0275	0.4695	1
Leishmania major	heat shock protein 83-1	0.0275	0.4695	1
Trypanosoma brucei	heat shock protein 90, putative	0.0275	0.4695	1
Trypanosoma brucei	Heat shock protein 83, putative	0.0275	0.4695	1
Leishmania major	heat shock protein 83-1	0.0275	0.4695	1
Mycobacterium tuberculosis	Probable chaperone protein HtpG (heat shock protein) (HSP90 family protein) (high temperature protein G)	0.0247	0.3909	0.5
Treponema pallidum	heat shock protein 90	0.0247	0.3909	0.5
Trichomonas vaginalis	endoplasmin, putative	0.0161	0.1557	0.2599
Toxoplasma gondii	heat shock protein HSP90	0.0275	0.4695	1
Echinococcus granulosus	heat shock protein 75 kDa mitochondrial	0.0133	0.0772	0.1605
Leishmania major	heat shock protein 83-1	0.0275	0.4695	1
Trypanosoma brucei	heat shock protein, putative	0.0275	0.4695	1
Trypanosoma cruzi	heat shock protein 85, putative	0.0235	0.3593	0.7191
Leishmania major	heat shock protein 83-1	0.0275	0.4695	1
Schistosoma mansoni	heat shock protein	0.0133	0.0772	0.1644
Echinococcus granulosus	Blood coagulation inhibitor Disintegrin	0.014	0.0972	0.2035
Trypanosoma brucei	heat shock protein, putative	0.0275	0.4695	1
Toxoplasma gondii	heat shock protein 90, putative	0.0275	0.4695	1
Loa Loa (eye worm)	endoplasmin	0.0275	0.4695	0.4251
Plasmodium vivax	endoplasmin, putative	0.0275	0.4695	1
Trypanosoma cruzi	Heat shock protein 83, putative	0.0275	0.4695	1
Leishmania major	heat shock protein 83-1	0.0275	0.4695	1
Echinococcus multilocularis	Blood coagulation inhibitor, Disintegrin	0.014	0.0972	0.2035
Echinococcus multilocularis	heat shock protein 90	0.0275	0.4695	1
Echinococcus granulosus	heat shock protein	0.0275	0.4695	1
Trichomonas vaginalis	heat shock protein, putative	0.0161	0.1557	0.2599
Trichomonas vaginalis	heat shock protein, putative	0.0235	0.3593	0.7401
Mycobacterium ulcerans	heat shock protein 90	0.0247	0.3909	0.5
Onchocerca volvulus	Matrix metalloproteinase homolog	0.0163	0.162	1
Giardia lamblia	Grp94/Hsp90	0.0247	0.3909	0.2874
Trypanosoma brucei	heat shock protein, putative	0.0275	0.4695	1
Loa Loa (eye worm)	heat shock protein 90	0.0275	0.4695	0.4251
Plasmodium falciparum	heat shock protein 90	0.0275	0.4695	1
Leishmania major	heat shock protein 83-1	0.0275	0.4695	1
Echinococcus granulosus	endoplasmin	0.0247	0.3909	0.832
Echinococcus granulosus	adam 17 protease	0.0245	0.3865	0.8225
Echinococcus multilocularis	heat shock protein 75 kDa, mitochondrial	0.0133	0.0772	0.1605
Mycobacterium leprae	PROBABLE CHAPERONE PROTEIN HTPG (HEAT SHOCK PROTEIN) (HSP90 FAMILY PROTEIN) (HIGH TEMPERATURE PROTEIN G)	0.0247	0.3909	0.5
Brugia malayi	Endoplasmin precursor	0.0275	0.4695	1
Leishmania major	heat shock protein 83-1	0.0275	0.4695	1
Leishmania major	heat shock protein 83-1	0.0275	0.4695	1
Schistosoma mansoni	ADAMTS5 peptidase (M12 family)	0.0105	0.0022	0.0046
Echinococcus granulosus	heat shock protein 90	0.0235	0.3593	0.7642
Echinococcus multilocularis	heat shock protein	0.0275	0.4695	1
Wolbachia endosymbiont of Brugia malayi	heat shock protein 90	0.0247	0.3909	0.5
Entamoeba histolytica	heat shock protein 90, putative	0.0275	0.4695	1
Leishmania major	heat shock protein 83-1	0.0275	0.4695	1
Plasmodium falciparum	heat shock protein 90, putative	0.0133	0.0772	0.0747
Schistosoma mansoni	heat shock protein	0.0275	0.4695	1
Trypanosoma cruzi	heat shock protein 90, putative	0.0275	0.4695	1
Brugia malayi	Matrixin family protein	0.0178	0.2025	0.4313
Trichomonas vaginalis	heat shock protein, putative	0.0275	0.4695	1
Trypanosoma cruzi	heat shock protein 90, putative	0.0154	0.1369	0.1523
Trypanosoma cruzi	heat shock protein 85, putative	0.0275	0.4695	1
Schistosoma mansoni	heat shock protein	0.0275	0.4695	1
Trypanosoma cruzi	heat shock protein 90, putative	0.0235	0.3593	0.7191
Trypanosoma cruzi	heat shock protein 85, putative	0.0275	0.4695	1
Schistosoma mansoni	endoplasmin	0.0275	0.4695	1
Leishmania major	heat shock protein 83-1	0.0275	0.4695	1
Giardia lamblia	Heat shock protein HSP 90-alpha	0.0275	0.4695	1
Brugia malayi	heat shock protein 90	0.0275	0.4695	1
Plasmodium falciparum	endoplasmin, putative	0.0161	0.1557	0.2599
Leishmania major	heat shock protein 83-1	0.0275	0.4695	1
Echinococcus granulosus	matrix metallopeptidase 7 M10 family	0.0268	0.4491	0.9564
Leishmania major	heat shock protein 83-1	0.0275	0.4695	1
Onchocerca volvulus	Heat shock protein 75 kDa, mitochondrial homolog	0.0133	0.0772	0.4763
Echinococcus multilocularis	heat shock protein 90	0.0235	0.3593	0.7642
Trypanosoma brucei	heat shock protein 90, putative	0.0275	0.4695	1
Trypanosoma brucei	heat shock protein, putative	0.0275	0.4695	1
Echinococcus granulosus	heat shock protein 90	0.0275	0.4695	1
Loa Loa (eye worm)	matrixin family protein	0.0178	0.2025	0.1358
Onchocerca volvulus	Matrilysin homolog	0.0163	0.162	1
Leishmania major	heat shock protein 83-1	0.0275	0.4695	1
Trypanosoma brucei	heat shock protein, putative	0.0275	0.4695	1
Leishmania major	lipophosphoglycan biosynthetic protein, putative,heat shock protein 90, putative,glucose regulated protein 94, putative	0.0247	0.3909	0.7998
Schistosoma mansoni	endoplasmin	0.0275	0.4695	1
Trypanosoma brucei	heat shock protein, putative	0.0275	0.4695	1
Echinococcus granulosus	heat shock protein heat shock protein 90 alpha	0.0235	0.3593	0.7642
Echinococcus multilocularis	matrix metallopeptidase 7 (M10 family)	0.0268	0.4491	0.9564
Leishmania major	heat shock protein 83-1	0.0275	0.4695	1
Trichomonas vaginalis	heat shock protein, putative	0.0247	0.3909	0.8148
Schistosoma mansoni	ADAM17 peptidase (M12 family)	0.0223	0.3254	0.6932
Echinococcus multilocularis	endoplasmin	0.0247	0.3909	0.832
Leishmania major	heat shock protein 83-1	0.0275	0.4695	1
Loa Loa (eye worm)	matrixin family protein	0.0163	0.162	0.0919
Leishmania major	heat shock protein 83-1	0.0275	0.4695	1
Trypanosoma cruzi	heat shock protein 85, putative	0.0275	0.4695	1
Echinococcus multilocularis	adam 17 protease	0.0223	0.3254	0.6918
Brugia malayi	Hsp90 protein	0.0133	0.0772	0.1644
Trypanosoma brucei	heat shock protein, putative	0.0275	0.4695	1

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 39 nM	Inhibition of TACE	ChEMBL.	15566296
IC50 (binding)	= 39 nM	Inhibition of TACE	ChEMBL.	15566296
IC50 (binding)	> 10000 nM	Inhibition of MMP1	ChEMBL.	15566296
IC50 (binding)	= 10000 nM	Inhibition of MMP9	ChEMBL.	15566296
IC50 (binding)	> 10000 nM	Inhibition of MMP13	ChEMBL.	15566296
IC50 (binding)	> 10000 nM	Inhibition of MMP1	ChEMBL.	15566296
IC50 (binding)	= 10000 nM	Inhibition of MMP9	ChEMBL.	15566296
IC50 (binding)	> 10000 nM	Inhibition of MMP13	ChEMBL.	15566296
Inhibition (functional)	= 14 %	Inhibition of LPS-stimulated TNFalpha production in human THP1 cells at 3 uM by ELISA	ChEMBL.	15566296
Inhibition (functional)	= 14 %	Inhibition of LPS-stimulated TNFalpha production in human THP1 cells at 3 uM by ELISA	ChEMBL.	15566296

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: CHEMBL222303
PubChem: 10179045

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 417169