TDR Targets

Basic information

Technical information

TDR Targets ID: 1045386
Name: (2S)-2-[[4-[4-[(4-cyano-3-methyl1-benzofuran- 2-carbonyl)amino]phenyl]phenyl]sulfonylamino] -3-methylbutanoic acid
MW: 531.58 | Formula: C28H25N3O6S
H donors: 3 H acceptors: 6 LogP: 5.13 Rotable bonds: 9
Rule of 5 violations (Lipinski): 2
SMILES: N#Cc1cccc2c1c(C)c(o2)C(=O)Nc1ccc(cc1)c1ccc(cc1)S(=O)(=O)N[C@H](C(=O)O)C(C)C
InChi: 1S/C28H25N3O6S/c1-16(2)25(28(33)34)31-38(35,36)22-13-9-19(10-14-22)18-7-11-21(12-8-18)30-27(32)26-17(3)24-20(15-29)5-4-6-23(24)37-26/h4-14,16,25,31H,1-3H3,(H,30,32)(H,33,34)/t25-/m0/s1
InChiKey: KNWGEVZOUCQOLE-VWLOTQADSA-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

(2S)-2-[[4-[4-[(4-cyano-3-methyl-benzofuran-2-carbonyl)amino]phenyl]phenyl]sulfonylamino]-3-methyl-butanoic acid
(2S)-2-[[4-[4-[[(4-cyano-3-methyl-2-benzofuranyl)-oxomethyl]amino]phenyl]phenyl]sulfonylamino]-3-methylbutanoic acid
(2S)-2-[[4-[4-[(4-cyano-3-methyl-benzofuran-2-carbonyl)amino]phenyl]phenyl]sulfonylamino]-3-methyl-butyric acid
(2S)-2-[[4-[4-[(4-cyano-3-methyl-1-benzofuran-2-yl)carbonylamino]phenyl]phenyl]sulfonylamino]-3-methyl-butanoic acid

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	matrix metallopeptidase 9 (gelatinase B, 92kDa gelatinase, 92kDa type IV collagenase)	Starlite/ChEMBL	References
Homo sapiens	matrix metallopeptidase 14 (membrane-inserted)	Starlite/ChEMBL	References
Homo sapiens	matrix metallopeptidase 2 (gelatinase A, 72kDa gelatinase, 72kDa type IV collagenase)	Starlite/ChEMBL	References
Homo sapiens	matrix metallopeptidase 13 (collagenase 3)	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Brugia malayi	Matrixin family protein	Get druggable targets OG5_129064	All targets in OG5_129064
Echinococcus granulosus	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
Onchocerca volvulus	Matrilysin homolog	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	IPR002477,Peptidoglycan-binding domain 1;IPR009070,Peptidoglycan binding-like,domain-containing	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
Loa Loa (eye worm)	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

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 13 (collagenase 3)	471 aa	448 aa	34.1 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Trichomonas vaginalis	AGC family protein kinase	0.0039	0.0681	1
Echinococcus multilocularis	serine threonine protein kinase nrc serine threonine protein kinase gad	0.0025	0.0325	0.0288
Echinococcus multilocularis	nervana 2	0.0023	0.0287	0.025
Trichomonas vaginalis	AGC family protein kinase	0.0039	0.0681	1
Entamoeba histolytica	PH domain containing protein kinase, putative	0.0027	0.0383	0.5363
Echinococcus multilocularis	myosin light chain kinase, smooth muscle	0.0224	0.5292	0.5274
Echinococcus multilocularis	sodium:potassium dependent atpase beta subunit	0.0023	0.0287	0.025
Trichomonas vaginalis	AGC family protein kinase	0.0039	0.0681	1
Trichomonas vaginalis	AGC family protein kinase	0.0013	0.0038	0.0557
Entamoeba histolytica	protein kinase, putative	0.0039	0.0681	1
Echinococcus granulosus	serine:threonine protein kinase	0.0224	0.5292	0.5274
Echinococcus multilocularis	rac serine:threonine kinase	0.0027	0.0383	0.0346
Mycobacterium ulcerans	hydrolase	0.0109	0.2424	0.5
Trichomonas vaginalis	AGC family protein kinase	0.0013	0.0038	0.0557
Toxoplasma gondii	AGC kinase	0.0037	0.0623	0.5
Loa Loa (eye worm)	hypothetical protein	0.0109	0.2424	0.3295
Echinococcus granulosus	Glutaredoxin protein 5	0.0023	0.0287	0.025
Brugia malayi	Matrixin family protein	0.0089	0.1937	0.2623
Echinococcus granulosus	mitogen activated protein kinase 14	0.0286	0.685	0.6838
Leishmania major	mitogen-activated protein kinase 3, putative,map kinase 3, putative	0.0286	0.685	0.5
Loa Loa (eye worm)	matrixin family protein	0.0198	0.4659	0.6382
Loa Loa (eye worm)	matrix metalloproteinase	0.0089	0.1937	0.2623
Schistosoma mansoni	serine/threonine-protein kinase	0.0027	0.0383	0.0848
Echinococcus granulosus	nervana 2	0.0023	0.0287	0.025
Echinococcus multilocularis	matrix metallopeptidase 7 (M10 family)	0.0412	1	1
Trypanosoma cruzi	rac serine-threonine kinase, putative	0.0027	0.0383	0.009
Loa Loa (eye worm)	matrixin family protein	0.0303	0.7278	1
Schistosoma mansoni	matrix metallopeptidase-7 (M10 family)	0.0176	0.4109	1
Echinococcus multilocularis	mitogen activated protein kinase 11	0.0286	0.685	0.6838
Brugia malayi	Matrixin family protein	0.0303	0.7278	1
Echinococcus multilocularis	mitogen activated protein kinase 14	0.0286	0.685	0.6838
Brugia malayi	P38 map kinase family protein 2	0.0286	0.685	0.9409
Echinococcus multilocularis	mitogen activated protein kinase 11	0.0286	0.685	0.6838
Schistosoma mansoni	serine/threonine-protein kinase	0.0027	0.0383	0.0848
Trichomonas vaginalis	AGC family protein kinase	0.0039	0.0681	1
Schistosoma mansoni	hypothetical protein	0.0127	0.2871	0.6959
Loa Loa (eye worm)	hypothetical protein	0.0089	0.1937	0.2623
Echinococcus multilocularis	serine:threonine protein kinase	0.0224	0.5292	0.5274
Loa Loa (eye worm)	CMGC/MAPK/P38 protein kinase	0.0286	0.685	0.9409
Onchocerca volvulus		0.0127	0.2871	0.1908
Echinococcus multilocularis	mitogen activated protein kinase 14	0.0286	0.685	0.6838
Loa Loa (eye worm)	AGC/RSK/P70 protein kinase	0.0037	0.0623	0.0808
Echinococcus granulosus	myosin light chain kinase smooth muscle	0.0224	0.5292	0.5274
Entamoeba histolytica	protein kinase, putative	0.0039	0.0681	1
Trichomonas vaginalis	AGC family protein kinase	0.0039	0.0681	1
Echinococcus granulosus	serine/threonine protein kinase	0.0027	0.0383	0.0346
Loa Loa (eye worm)	hypothetical protein	0.0176	0.4109	0.5623
Onchocerca volvulus	Matrilysin homolog	0.0285	0.6831	1
Schistosoma mansoni	matrix metallopeptidase-9 (M10 family)	0.01	0.22	0.531
Loa Loa (eye worm)	hypothetical protein	0.0089	0.1937	0.2623
Trypanosoma brucei	mitogen-activated protein kinase 3, putative	0.0286	0.685	1
Entamoeba histolytica	protein kinase, putative	0.0037	0.0623	0.909
Brugia malayi	Matrixin family protein	0.0089	0.1937	0.2623
Plasmodium falciparum	RAC-beta serine/threonine protein kinase	0.0025	0.0325	0.5
Echinococcus granulosus	serine threonine protein kinase nrc	0.0025	0.0325	0.0288
Mycobacterium tuberculosis	Probable peptidoglycan hydrolase	0.0109	0.2424	0.5
Echinococcus granulosus	mitogen activated protein kinase 11	0.0286	0.685	0.6838
Trichomonas vaginalis	AGC family protein kinase	0.0039	0.0681	1
Trypanosoma cruzi	Protein kinase B	0.0027	0.0383	0.009
Entamoeba histolytica	PH domain containing protein kinase, putative	0.0027	0.0383	0.5363
Loa Loa (eye worm)	AGC/AKT protein kinase	0.0039	0.0681	0.0889
Echinococcus granulosus	calcium:calmodulin dependent protein kinase	0.0025	0.0325	0.0288
Brugia malayi	Protein kinase domain containing protein	0.0039	0.0681	0.0889
Mycobacterium leprae	PROBABLE HYDROLASE	0.0109	0.2424	0.5
Entamoeba histolytica	protein kinase 2, putative	0.0025	0.0325	0.4453
Brugia malayi	Hemopexin family protein	0.0127	0.2871	0.3913
Echinococcus multilocularis	Glutaredoxin protein 5	0.0023	0.0287	0.025
Trypanosoma cruzi	mitogen-activated protein kinase 3, putative	0.0286	0.685	1
Brugia malayi	Matrix metalloprotease, N-terminal domain containing protein	0.0109	0.2424	0.3295
Trichomonas vaginalis	AGC family protein kinase	0.0013	0.0038	0.0557
Onchocerca volvulus	Matrix metalloproteinase homolog	0.0198	0.4659	0.5562
Echinococcus granulosus	nervana 2	0.0023	0.0287	0.025
Plasmodium vivax	rac-beta serine/threonine protein kinase, putative	0.0025	0.0325	0.5
Giardia lamblia	Kinase, AGC PKA	0.0025	0.0325	0.5
Echinococcus multilocularis	nervana 2	0.0023	0.0287	0.025
Trichomonas vaginalis	AGC family protein kinase	0.0039	0.0681	1
Brugia malayi	p70 ribosomal S6 kinase beta	0.0037	0.0623	0.0808
Trypanosoma cruzi	mitogen-activated protein kinase 3, putative	0.0286	0.685	1
Brugia malayi	Matrixin family protein	0.0089	0.1937	0.2623
Brugia malayi	Matrixin family protein	0.0089	0.1937	0.2623
Echinococcus granulosus	sodium:potassium dependent atpase beta subunit	0.0023	0.0287	0.025
Trichomonas vaginalis	AGC family protein kinase	0.0016	0.0097	0.1416

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)		Inhibition of aggrecanase-1	ChEMBL.	19625186
IC50 (binding)	= 3.7 nM	Inhibition of MMP13	ChEMBL.	19625186
IC50 (binding)	= 581 nM	Inhibition of MMP2	ChEMBL.	19625186
IC50 (binding)	= 5450 nM	Inhibition of MMP14	ChEMBL.	19625186
IC50 (binding)	> 10000 nM	Inhibition of MMP9	ChEMBL.	19625186
IC50 (binding)	= 24000 nM	Inhibition of MMP1	ChEMBL.	19625186
INH (binding)	= 13100 nM	Inhibition of MMP13 in presence of 25mg/mL rabbit serum albumin	ChEMBL.	19625186
Inhibition (binding)	= 23 %	Inhibition of IL1-stimulated MMP13-mediated bovine articular cartilage collagen degradation assessed as hydroxyproline content at 0.01 uM after 17 days	ChEMBL.	19625186
Inhibition (binding)	= 87 %	Inhibition of IL1-stimulated MMP13-mediated bovine articular cartilage collagen degradation assessed as hydroxyproline content at 0.1 uM after 17 days	ChEMBL.	19625186
Inhibition (binding)	= 100 %	Inhibition of IL1-stimulated MMP13-mediated bovine articular cartilage collagen degradation assessed as hydroxyproline content at 1 uM after 17 days	ChEMBL.	19625186

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: CHEMBL556645

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 1045386