TDR Targets

Basic information

Technical information

TDR Targets ID: 1086491
Name: N-hydroxy-1-propan-2-yl-4-[4-[4-(trifluoromet hyl)phenoxy]phenyl]sulfonylpiperidine-4-carbo xamide
MW: 486.505 | Formula: C22H25F3N2O5S
H donors: 2 H acceptors: 4 LogP: 3.61 Rotable bonds: 8
Rule of 5 violations (Lipinski): 1
SMILES: ONC(=O)C1(CCN(CC1)C(C)C)S(=O)(=O)c1ccc(cc1)Oc1ccc(cc1)C(F)(F)F
InChi: 1S/C22H25F3N2O5S/c1-15(2)27-13-11-21(12-14-27,20(28)26-29)33(30,31)19-9-7-18(8-10-19)32-17-5-3-16(4-6-17)22(23,24)25/h3-10,15,29H,11-14H2,1-2H3,(H,26,28)
InChiKey: LTCNKRUYOJZZJO-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

1-isopropyl-4-[4-[4-(trifluoromethyl)phenoxy]phenyl]sulfonyl-piperidine-4-carbohydroxamic acid
1-isopropyl-4-[4-[4-(trifluoromethyl)phenoxy]phenyl]sulfonyl-4-piperidinecarbohydroxamic acid
N-hydroxy-1-propan-2-yl-4-[4-[4-(trifluoromethyl)phenoxy]phenyl]sulfonyl-piperidine-4-carboxamide

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 13 (collagenase 3)	Starlite/ChEMBL	References
Homo sapiens	matrix metallopeptidase 2 (gelatinase A, 72kDa gelatinase, 72kDa type IV collagenase)	Starlite/ChEMBL	References
Homo sapiens	matrix metallopeptidase 9 (gelatinase B, 92kDa gelatinase, 92kDa type IV collagenase)	Starlite/ChEMBL	References
Homo sapiens	matrix metallopeptidase 3 (stromelysin 1, progelatinase)	Starlite/ChEMBL	References
Homo sapiens	matrix metallopeptidase 14 (membrane-inserted)	Starlite/ChEMBL	References
Homo sapiens	matrix metallopeptidase 8 (neutrophil collagenase)	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Echinococcus granulosus	matrix metallopeptidase 7 M10 family	Get druggable targets OG5_129064	All targets in OG5_129064
Schistosoma japonicum	IPR002477,Peptidoglycan-binding domain 1;IPR009070,Peptidoglycan binding-like,domain-containing	Get druggable targets OG5_129064	All targets in OG5_129064
Echinococcus multilocularis	matrix metallopeptidase 7 (M10 family)	Get druggable targets OG5_129064	All targets in OG5_129064
Schistosoma japonicum	ko:K07996 matrix metalloproteinase-16 (membrane-inserted), putative	Get druggable targets OG5_129064	All targets in OG5_129064
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_129064	All targets in OG5_129064
Brugia malayi	Matrixin family protein	Get druggable targets OG5_129064	All targets in OG5_129064
Schistosoma mansoni	matrix metallopeptidase-7 (M10 family)	Get druggable targets OG5_129064	All targets in OG5_129064
Onchocerca volvulus	Matrilysin homolog	Get druggable targets OG5_129064	All targets in OG5_129064
Loa Loa (eye worm)	matrixin family protein	Get druggable targets OG5_129064	All targets in OG5_129064

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Echinococcus granulosus	matrix metallopeptidase 7 M10 family	matrix metallopeptidase 3 (stromelysin 1, progelatinase)	477 aa	431 aa	34.6 %
Echinococcus granulosus	matrix metallopeptidase 7 M10 family	matrix metallopeptidase 13 (collagenase 3)	471 aa	448 aa	34.1 %
Echinococcus granulosus	matrix metallopeptidase 7 M10 family	matrix metallopeptidase 8 (neutrophil collagenase)	467 aa	467 aa	33.4 %
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
Loa Loa (eye worm)	MBOAT family protein	0.0035	0.0192	0.0275
Schistosoma mansoni	hypothetical protein	0.0239	0.3201	0.9248
Loa Loa (eye worm)	diacylglycerol acyltransferase	0.0208	0.2748	0.3942
Loa Loa (eye worm)	matrixin family protein	0.0494	0.6971	1
Loa Loa (eye worm)	hypothetical protein	0.0255	0.3446	0.4943
Entamoeba histolytica	hypothetical protein	0.0035	0.0192	0.5
Entamoeba histolytica	membrane-bound O-acyltransferase (MBOAT ) family protein	0.0035	0.0192	0.5
Echinococcus multilocularis	Membrane bound O acyl transferase, MBOAT	0.0035	0.0192	0.0192
Mycobacterium ulcerans	hydrolase	0.0205	0.2704	0.5
Echinococcus granulosus	lysophospholipid acyltransferase 7	0.0035	0.0192	0.0192
Loa Loa (eye worm)	hypothetical protein	0.0035	0.0192	0.0275
Onchocerca volvulus	Tyrosine kinase homolog	0.0211	0.2793	0.414
Leishmania major	glycerol uptake protein, putative	0.0035	0.0192	0.5
Trichomonas vaginalis	transmembrane protein nessy, putative	0.0035	0.0192	0.5
Loa Loa (eye worm)	hypothetical protein	0.0173	0.2231	0.3201
Schistosoma mansoni	gamma-secretase subunit aph-1	0.0177	0.2294	0.646
Loa Loa (eye worm)	hypothetical protein	0.0168	0.2162	0.3101
Trypanosoma cruzi	Aph-1 protein, putative	0.0069	0.0696	1
Echinococcus multilocularis	membrane bound acyltransferase:hhat	0.0035	0.0192	0.0192
Onchocerca volvulus		0.0168	0.2162	0.3136
Loa Loa (eye worm)	gamma-secretase subunit aph-1	0.0177	0.2294	0.329
Brugia malayi	Matrixin family protein	0.0168	0.2162	0.2906
Echinococcus granulosus	o acyltransferase membrane bound domain	0.0035	0.0192	0.0192
Echinococcus multilocularis	diacylglycerol O acyltransferase 1	0.0208	0.2748	0.2748
Loa Loa (eye worm)	hhat protein	0.0035	0.0192	0.0275
Brugia malayi	gamma-secretase subunit aph-1	0.0177	0.2294	0.3101
Echinococcus multilocularis	gamma secretase subunit aph 1	0.0177	0.2294	0.2294
Echinococcus granulosus	Membrane bound O acyl transferase MBOAT	0.0035	0.0192	0.0192
Leishmania major	glycerol uptake protein, putative	0.0035	0.0192	0.5
Treponema pallidum	alginate O-acetylation protein (algI)	0.0035	0.0192	0.5
Toxoplasma gondii	acyl-CoA:diacylglycerol acyltransferase 1-related enzyme	0.0208	0.2748	1
Loa Loa (eye worm)	matrixin family protein	0.0374	0.519	0.7445
Loa Loa (eye worm)	hypothetical protein	0.0205	0.2704	0.3878
Brugia malayi	Matrixin family protein	0.0168	0.2162	0.2906
Echinococcus granulosus	o acyltransferase membrane bound domain	0.0035	0.0192	0.0192
Entamoeba histolytica	membrane-bound O-acyltransferase (MBOAT ) family protein	0.0035	0.0192	0.5
Mycobacterium leprae	PROBABLE HYDROLASE	0.0205	0.2704	0.5
Loa Loa (eye worm)	TK/KIN16 protein kinase	0.0226	0.3013	0.4321
Brugia malayi	Hemopexin family protein	0.0239	0.3201	0.4439
Plasmodium falciparum	diacylglycerol O-acyltransferase	0.0208	0.2748	0.5
Trypanosoma cruzi	Aph-1 protein, putative	0.0069	0.0696	1
Trichomonas vaginalis	conserved hypothetical protein	0.0035	0.0192	0.5
Schistosoma mansoni	diacylglycerol O-acyltransferase 1	0.0208	0.2748	0.7856
Leishmania major	glycerol uptake protein, putative	0.0035	0.0192	0.5
Echinococcus granulosus	sterol O acyltransferase 1	0.0035	0.0192	0.0192
Loa Loa (eye worm)	hypothetical protein	0.0035	0.0192	0.0275
Onchocerca volvulus		0.0239	0.3201	0.479
Onchocerca volvulus	Matrix metalloproteinase homolog	0.0374	0.519	0.7956
Brugia malayi	diacylglycerol acyltransferase	0.0208	0.2748	0.377
Brugia malayi	Matrixin family protein	0.0168	0.2162	0.2906
Onchocerca volvulus		0.0206	0.2722	0.4027
Schistosoma mansoni	matrix metallopeptidase-7 (M10 family)	0.0255	0.3446	1
Loa Loa (eye worm)	matrix metalloproteinase	0.0168	0.2162	0.3101
Trypanosoma brucei	Aph-1 protein, putative	0.0069	0.0696	1
Echinococcus granulosus	membrane bound acyltransferase:hhat	0.0035	0.0192	0.0192
Leishmania major	glycerol uptake protein, putative	0.0035	0.0192	0.5
Schistosoma mansoni	matrix metallopeptidase-9 (M10 family)	0.01	0.1152	0.295
Loa Loa (eye worm)	membrane bound O-acyltransferase domain containing 1	0.0035	0.0192	0.0275
Onchocerca volvulus	Matrilysin homolog	0.0168	0.2162	0.3136
Entamoeba histolytica	hypothetical protein, conserved	0.0035	0.0192	0.5
Brugia malayi	Matrix metalloprotease, N-terminal domain containing protein	0.0205	0.2704	0.3705
Plasmodium vivax	diacylglycerol O-acyltransferase, putative	0.0208	0.2748	0.5
Brugia malayi	Matrixin family protein	0.0168	0.2162	0.2906
Loa Loa (eye worm)	hhat protein	0.0035	0.0192	0.0275
Echinococcus granulosus	gamma secretase subunit aph 1	0.0177	0.2294	0.2294
Loa Loa (eye worm)	hypothetical protein	0.0035	0.0192	0.0275
Echinococcus granulosus	diacylglycerol O acyltransferase 1	0.0208	0.2748	0.2748
Echinococcus granulosus	protein cysteine N palmitoyltransferase	0.0035	0.0192	0.0192
Entamoeba histolytica	membrane-bound O-acyltransferase (MBOAT ) family protein	0.0035	0.0192	0.5
Echinococcus granulosus	o acyltransferase membrane bound domain	0.0035	0.0192	0.0192
Loa Loa (eye worm)	hypothetical protein	0.0035	0.0192	0.0275
Loa Loa (eye worm)	MBOAT family protein	0.0035	0.0192	0.0275
Loa Loa (eye worm)	MBOAT family protein	0.0035	0.0192	0.0275
Leishmania major	glycerol uptake protein, putative	0.0035	0.0192	0.5
Brugia malayi	Immunoglobulin I-set domain containing protein	0.0226	0.3013	0.4161
Echinococcus multilocularis	protein cysteine N palmitoyltransferase	0.0035	0.0192	0.0192
Entamoeba histolytica	vacuolar protein sorting 26	0.0035	0.0192	0.5
Mycobacterium tuberculosis	Probable peptidoglycan hydrolase	0.0205	0.2704	0.5
Onchocerca volvulus	Matrilysin homolog	0.0461	0.6474	1
Echinococcus multilocularis	sterol O acyltransferase 1	0.0035	0.0192	0.0192
Toxoplasma gondii	acyl-CoA:cholesterol acyltransferase alpha ACAT1-alpha	0.0208	0.2748	1
Brugia malayi	Matrixin family protein	0.0494	0.6971	1
Trichomonas vaginalis	conserved hypothetical protein	0.0035	0.0192	0.5
Loa Loa (eye worm)	hypothetical protein	0.0168	0.2162	0.3101
Leishmania major	hypothetical protein, conserved	0.0035	0.0192	0.5
Echinococcus multilocularis	o acyltransferase (membrane bound) domain	0.0035	0.0192	0.0192
Echinococcus multilocularis	lysophospholipid acyltransferase 7	0.0035	0.0192	0.0192
Trichomonas vaginalis	porcupine, putative	0.0035	0.0192	0.5
Echinococcus multilocularis	matrix metallopeptidase 7 (M10 family)	0.0699	1	1
Echinococcus multilocularis	o acyltransferase (membrane bound) domain	0.0035	0.0192	0.0192
Trichomonas vaginalis	conserved hypothetical protein	0.0035	0.0192	0.5
Echinococcus multilocularis	o acyltransferase (membrane bound) domain	0.0035	0.0192	0.0192

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 0.3 nM	Inhibition of human MMP2 assessed as cleavage of fluorogenic peptide MCAPro-Leu-Gly-Leu-Dpa-Ala-Arg-NH2 by fluorometric assay	ChEMBL.	20726512
IC50 (binding)	= 1.4 nM	Inhibition of human MMP8 assessed as cleavage of fluorogenic peptide MCAPro-Leu-Gly-Leu-Dpa-Ala-Arg-NH2 by fluorometric assay	ChEMBL.	20726512
IC50 (binding)	= 1.9 nM	Inhibition of human MMP9 assessed as cleavage of fluorogenic peptide MCAPro-Leu-Gly-Leu-Dpa-Ala-Arg-NH2 by fluorometric assay	ChEMBL.	20726512
IC50 (binding)	= 5.5 nM	Inhibition of human MMP13 assessed as cleavage of fluorogenic peptide MCAPro-Leu-Gly-Leu-Dpa-Ala-Arg-NH2 by fluorometric assay	ChEMBL.	20726512
IC50 (binding)	= 40 nM	Inhibition of human MMP3 assessed as cleavage of fluorogenic peptide MCAPro-Leu-Gly-Leu-Dpa-Ala-Arg-NH2 by fluorometric assay	ChEMBL.	20726512
IC50 (binding)	= 58.6 nM	Inhibition of human MMP14 assessed as cleavage of fluorogenic peptide MCAPro-Leu-Gly-Leu-Dpa-Ala-Arg-NH2 by fluorometric assay	ChEMBL.	20726512
IC50 (binding)	> 10000 nM	Inhibition of human MMP1 expressed in human HT-1080 cells assessed as cleavage of fluorogenic peptide MCAPro-Leu-Gly-Leu-Dpa-Ala-Arg-NH2 by fluorometric assay	ChEMBL.	20726512

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: CHEMBL1801426

Bibliographic References

1 literature reference was collected for this gene.

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Detailed information for compound 1086491