TDR Targets

Basic information

Technical information

TDR Targets ID: 318714
Name: 4-(4-but-2-ynoxyphenyl)sulfonyl-N-hydroxy-1,4 -thiazepane-3-carboxamide
MW: 384.47 | Formula: C16H20N2O5S2
H donors: 2 H acceptors: 4 LogP: 1.34 Rotable bonds: 6
Rule of 5 violations (Lipinski): 1
SMILES: CC#CCOc1ccc(cc1)S(=O)(=O)N1CCCSCC1C(=O)NO
InChi: 1S/C16H20N2O5S2/c1-2-3-10-23-13-5-7-14(8-6-13)25(21,22)18-9-4-11-24-12-15(18)16(19)17-20/h5-8,15,20H,4,9-12H2,1H3,(H,17,19)
InChiKey: UFYJMKIWYONTIU-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

4-(4-but-2-ynoxyphenyl)sulfonyl-1,4-thiazepane-3-carbohydroxamic acid

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	matrix metallopeptidase 13 (collagenase 3)	Starlite/ChEMBL	References
Homo sapiens	matrix metallopeptidase 1 (interstitial collagenase)	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
Loa Loa (eye worm)	hypothetical protein	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 granulosus	Blood coagulation inhibitor Disintegrin	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
Schistosoma mansoni	ADAM17 peptidase (M12 family)	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

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Brugia malayi	Matrixin family protein	matrix metallopeptidase 1 (interstitial collagenase)	403 aa	401 aa	27.7 %
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 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Treponema pallidum	polypeptide deformylase (def)	0.0231	0.2663	0.5
Onchocerca volvulus		0.0061	0.051	0.2197
Loa Loa (eye worm)	pigment dispersing factor receptor c	0.005	0.0371	0.0654
Echinococcus granulosus	adam	0.0039	0.0231	0.0248
Schistosoma mansoni	caspase-7 (C14 family)	0.0061	0.051	0.0602
Brugia malayi	Matrixin family protein	0.0092	0.0903	0.3538
Mycobacterium tuberculosis	Probable polypeptide deformylase Def (PDF) (formylmethionine deformylase)	0.0231	0.2663	1
Brugia malayi	Muscleblind-like protein	0.0149	0.163	0.6387
Loa Loa (eye worm)	matrixin family protein	0.0204	0.232	0.409
Echinococcus multilocularis	matrix metallopeptidase 7 (M10 family)	0.0334	0.3969	0.3956
Toxoplasma gondii	hypothetical protein	0.0231	0.2663	1
Loa Loa (eye worm)	hypothetical protein	0.0468	0.5671	1
Loa Loa (eye worm)	matrix metalloproteinase	0.0092	0.0903	0.1592
Echinococcus granulosus	muscleblind protein	0.0149	0.163	0.1904
Schistosoma mansoni	cathepsin D (A01 family)	0.0113	0.1168	0.1379
Leishmania major	trypanothione synthetase, putative	0.0135	0.1453	1
Trypanosoma cruzi	trypanothione synthetase	0.0135	0.1453	0.1392
Onchocerca volvulus		0.013	0.1389	0.5989
Loa Loa (eye worm)	matrixin family protein	0.0222	0.2552	0.4501
Trypanosoma brucei	trypanothione synthetase, putative	0.0135	0.1453	1
Trypanosoma brucei	Polypeptide deformylase 1	0.0088	0.0855	0.4865
Brugia malayi	hypothetical protein	0.0061	0.051	0.1997
Echinococcus granulosus	adam 17 protease	0.0245	0.2844	0.334
Trypanosoma brucei	Peptide deformylase 2	0.0088	0.0855	0.4865
Schistosoma mansoni	microtubule-associated protein tau	0.069	0.8471	1
Onchocerca volvulus	Matrilysin homolog	0.0204	0.232	1
Echinococcus granulosus	microtubule associated protein 2	0.069	0.8471	1
Loa Loa (eye worm)	hypothetical protein	0.005	0.0371	0.0654
Brugia malayi	Matrixin family protein	0.0092	0.0903	0.3538
Leishmania major	polypeptide deformylase-like protein, putative	0.0088	0.0855	0.4865
Schistosoma mansoni	cathepsin D (A01 family)	0.0113	0.1168	0.1379
Brugia malayi	hypothetical protein	0.0039	0.0231	0.0904
Chlamydia trachomatis	peptide deformylase	0.0231	0.2663	0.5
Onchocerca volvulus	Rap guanine nucleotide exchange factor 1 homolog	0.018	0.2024	0.8726
Loa Loa (eye worm)	hypothetical protein	0.0092	0.0903	0.1592
Trypanosoma cruzi	trypanothione synthetase	0.0135	0.1453	0.1392
Trypanosoma cruzi	Peptide deformylase 2, putative	0.0088	0.0855	0.0677
Schistosoma mansoni	ADAM17 peptidase (M12 family)	0.0223	0.2562	0.3025
Echinococcus multilocularis	microtubule associated protein 2	0.069	0.8471	0.8468
Trypanosoma cruzi	polypeptide deformylase-like protein, putative	0.0088	0.0855	0.0677
Trypanosoma cruzi	polypeptide deformylase-like protein, putative	0.0088	0.0855	0.0677
Schistosoma mansoni	matrix metallopeptidase-9 (M10 family)	0.0041	0.0264	0.0312
Schistosoma mansoni	adam (A disintegrin and metalloprotease	0.0039	0.0231	0.0272
Brugia malayi	Matrixin family protein	0.0092	0.0903	0.3538
Onchocerca volvulus	Cell death protein 3 homolog	0.0061	0.051	0.2197
Loa Loa (eye worm)	hypothetical protein	0.0061	0.051	0.0899
Schistosoma mansoni	matrix metallopeptidase-7 (M10 family)	0.0092	0.0903	0.1066
Schistosoma mansoni	hypothetical protein	0.013	0.1389	0.164
Trypanosoma brucei	trypanothione synthetase	0.0135	0.1453	1
Loa Loa (eye worm)	hypothetical protein	0.0149	0.163	0.2874
Loa Loa (eye worm)	reprolysin	0.0022	0.0021	0.0038
Echinococcus multilocularis	adam	0.0039	0.0231	0.021
Brugia malayi	N-terminal motif family protein	0.018	0.2024	0.7931
Onchocerca volvulus	Matrix metalloproteinase homolog	0.0204	0.232	1
Schistosoma mansoni	subfamily M12B unassigned peptidase (M12 family)	0.0022	0.0021	0.0025
Brugia malayi	latrophilin 2 splice variant baaae	0.0034	0.0171	0.0671
Echinococcus multilocularis	apoptotic protease activating factor 1	0.0061	0.051	0.0489
Brugia malayi	Matrix metalloprotease, N-terminal domain containing protein	0.0112	0.1157	0.4532
Loa Loa (eye worm)	hypothetical protein	0.0149	0.163	0.2874
Echinococcus granulosus	caspase 2	0.0061	0.051	0.0578
Brugia malayi	Corticotropin releasing factor receptor 2 precursor, putative	0.005	0.0371	0.1453
Schistosoma mansoni	hypothetical protein	0.0048	0.0348	0.0411
Mycobacterium leprae	PROBABLE POLYPEPTIDE DEFORMYLASE DEF (PDF) (FORMYLMETHIONINE DEFORMYLASE)	0.0231	0.2663	1
Echinococcus granulosus	a disintegrin and metalloproteinase with	0.0105	0.1073	0.1244
Echinococcus granulosus	matrix metallopeptidase 7 M10 family	0.0334	0.3969	0.4672
Brugia malayi	Cell death protein 3 precursor	0.0061	0.051	0.1997
Brugia malayi	Hemopexin family protein	0.013	0.1389	0.5443
Plasmodium vivax	peptide deformylase, putative	0.0231	0.2663	1
Echinococcus multilocularis	Blood coagulation inhibitor, Disintegrin	0.014	0.1511	0.1493
Loa Loa (eye worm)	hypothetical protein	0.0022	0.0021	0.0038
Trypanosoma cruzi	Peptide deformylase 2, putative	0.0088	0.0855	0.0677
Schistosoma mansoni	ADAMTS5 peptidase (M12 family)	0.0105	0.1073	0.1266
Echinococcus granulosus	apoptotic protease activating factor 1	0.0061	0.051	0.0578
Trypanosoma cruzi	glutathionylspermidine synthase, putative	0.0704	0.8655	1
Loa Loa (eye worm)	hypothetical protein	0.0061	0.051	0.0899
Echinococcus multilocularis	caspase 2	0.0061	0.051	0.0489
Echinococcus multilocularis	adam 17 protease	0.0223	0.2562	0.2546
Echinococcus granulosus	Blood coagulation inhibitor Disintegrin	0.014	0.1511	0.1763
Loa Loa (eye worm)	hypothetical protein	0.0092	0.0903	0.1592
Onchocerca volvulus		0.0092	0.0903	0.3893
Loa Loa (eye worm)	hypothetical protein	0.0112	0.1157	0.2039
Echinococcus multilocularis	a disintegrin and metalloproteinase with	0.0105	0.1073	0.1054
Brugia malayi	Matrixin family protein	0.0222	0.2552	1
Echinococcus multilocularis	muscleblind protein 1	0.0149	0.163	0.1612
Brugia malayi	Calcitonin receptor-like protein seb-1	0.005	0.0371	0.1453
Onchocerca volvulus	Matrilysin homolog	0.0092	0.0903	0.3893
Schistosoma mansoni	hypothetical protein	0.0034	0.0171	0.0202
Schistosoma mansoni	subfamily M12B unassigned peptidase (M12 family)	0.0022	0.0021	0.0025
Echinococcus multilocularis	muscleblind protein	0.0149	0.163	0.1612
Plasmodium falciparum	peptide deformylase	0.0231	0.2663	1
Brugia malayi	metalloprotease disintegrin 16 with thrombospondin type I motif	0.0105	0.1073	0.4203
Schistosoma mansoni	hypothetical protein	0.0061	0.051	0.0602
Loa Loa (eye worm)	hypothetical protein	0.0034	0.0171	0.0302
Schistosoma mansoni	dihydroceramide desaturase	0.0022	0.0021	0.0025
Loa Loa (eye worm)	hypothetical protein	0.018	0.2024	0.3569
Brugia malayi	Matrixin family protein	0.0092	0.0903	0.3538
Brugia malayi	Disintegrin family protein	0.0022	0.0021	0.0084
Wolbachia endosymbiont of Brugia malayi	peptide deformylase	0.0231	0.2663	0.5
Loa Loa (eye worm)	hypothetical protein	0.0092	0.0903	0.1592
Mycobacterium ulcerans	peptide deformylase	0.0231	0.2663	1

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 20 nM	Inhibitory concentration against TNF-alpha converting enzyme at 1 uM	ChEMBL.	15745814
IC50 (binding)	= 20 nM	Inhibitory concentration against TNF-alpha converting enzyme at 1 uM	ChEMBL.	15745814
IC50 (binding)	= 36 nM	Inhibitory concentration against Matrix metalloproteinase-13 at 1 uM	ChEMBL.	15745814
IC50 (binding)	= 36 nM	Inhibitory concentration against Matrix metalloproteinase-13 at 1 uM	ChEMBL.	15745814
IC50 (binding)	= 408 nM	Inhibitory concentration against matrix metalloproteinase-1 at 1 uM	ChEMBL.	15745814
IC50 (binding)	= 408 nM	Inhibitory concentration against matrix metalloproteinase-1 at 1 uM	ChEMBL.	15745814
Inhibition (functional)	= 24 %	Percent inhibition ofTNF-alpha release 1 h after oral dosing at 50 mpk	ChEMBL.	15745814
Inhibition (functional)	= 24 %	Percent inhibition ofTNF-alpha release 1 h after oral dosing at 50 mpk	ChEMBL.	15745814
Inhibition (functional)	= 80 %	Percent inhibition against LPS stimulated THP-1 cellular assay at 3 uM	ChEMBL.	15745814
Inhibition (functional)	= 80 %	Percent inhibition against LPS stimulated THP-1 cellular assay at 3 uM	ChEMBL.	15745814

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: CHEMBL362797
PubChem: 22644895

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 318714