TDR Targets

Basic information

Technical information

TDR Targets ID: 345266
Name: (2S)-2-[[4-[4-[(5-ethyl-4-hydroxy-3-methyl-1- benzofuran-2-carbonyl)amino]phenyl]phenyl]sul fonylamino]-3-methylbutanoic acid
MW: 550.623 | Formula: C29H30N2O7S
H donors: 4 H acceptors: 6 LogP: 5.85 Rotable bonds: 10
Rule of 5 violations (Lipinski): 2
SMILES: CCc1ccc2c(c1O)c(C)c(o2)C(=O)Nc1ccc(cc1)c1ccc(cc1)S(=O)(=O)N[C@H](C(=O)O)C(C)C
InChi: 1S/C29H30N2O7S/c1-5-18-10-15-23-24(26(18)32)17(4)27(38-23)28(33)30-21-11-6-19(7-12-21)20-8-13-22(14-9-20)39(36,37)31-25(16(2)3)29(34)35/h6-16,25,31-32H,5H2,1-4H3,(H,30,33)(H,34,35)/t25-/m0/s1
InChiKey: USIMDPVZFWUXPH-VWLOTQADSA-N

Network

Hover on a compound node to display the structore

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

This is a work in progress. Come back soon to try this features!

Clustering layers

This is a work in progress. Come back soon to try this features!

Synonyms

(2S)-2-[[4-[4-[(5-ethyl-4-hydroxy-3-methyl-benzofuran-2-carbonyl)amino]phenyl]phenyl]sulfonylamino]-3-methyl-butanoic acid
(2S)-2-[[4-[4-[[(5-ethyl-4-hydroxy-3-methyl-2-benzofuranyl)-oxomethyl]amino]phenyl]phenyl]sulfonylamino]-3-methylbutanoic acid
(2S)-2-[[4-[4-[(5-ethyl-4-hydroxy-3-methyl-1-benzofuran-2-yl)carbonylamino]phenyl]phenyl]sulfonylamino]-3-methyl-butanoic acid
(2S)-2-[[4-[4-[(5-ethyl-4-hydroxy-3-methyl-benzofuran-2-carbonyl)amino]phenyl]phenyl]sulfonylamino]-3-methyl-butyric acid
(2S)-2-[[4-[4-[(5-ethyl-4-hydroxy-3-methyl1-benzofuran-2-carbonyl)amino]phenyl]phenyl]sulfonylamino]-3-methylbutanoic acid

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	matrix metallopeptidase 2 (gelatinase A, 72kDa gelatinase, 72kDa type IV collagenase)	Starlite/ChEMBL	References
Homo sapiens	matrix metallopeptidase 14 (membrane-inserted)	Starlite/ChEMBL	References
Homo sapiens	matrix metallopeptidase 3 (stromelysin 1, progelatinase)	Starlite/ChEMBL	References
Homo sapiens	matrix metallopeptidase 7 (matrilysin, uterine)	Starlite/ChEMBL	References
Homo sapiens	matrix metallopeptidase 13 (collagenase 3)	Starlite/ChEMBL	References
Homo sapiens	ADAM metallopeptidase with thrombospondin type 1 motif, 4	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 mansoni	ADAMTS5 peptidase (M12 family)	Get druggable targets OG5_126771	All targets in OG5_126771
Schistosoma mansoni	matrix metallopeptidase-7 (M10 family)	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
Echinococcus granulosus	a disintegrin and metalloproteinase with	Get druggable targets OG5_126771	All targets in OG5_126771
Schistosoma japonicum	ko:K07996 matrix metalloproteinase-16 (membrane-inserted), putative	Get druggable targets OG5_129064	All targets in OG5_129064
Echinococcus multilocularis	a disintegrin and metalloproteinase with	Get druggable targets OG5_126771	All targets in OG5_126771
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_126771	All targets in OG5_126771
Brugia malayi	Matrixin family protein	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
Schistosoma japonicum	ko:K08624 ADAM metallopeptidase with thrombospondin type 1 motif, 9, putative	Get druggable targets OG5_126771	All targets in OG5_126771
Brugia malayi	ADAM-TS Spacer 1 family protein	Get druggable targets OG5_126771	All targets in OG5_126771
Loa Loa (eye worm)	matrixin family protein	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
Onchocerca volvulus	Matrilysin homolog	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 7 (matrilysin, uterine)	267 aa	234 aa	41.0 %
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 8 (neutrophil collagenase)	467 aa	467 aa	33.4 %
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
Onchocerca volvulus	Matrilysin homolog	0.0433	0.6754	1
Schistosoma mansoni	glutamate receptor NMDA	0.0375	0.5649	1
Onchocerca volvulus		0.0172	0.1806	0.0559
Echinococcus multilocularis	Glutamate receptor, ionotropic kainate 3	0.0186	0.2079	0.2079
Echinococcus multilocularis	matrix metallopeptidase 7 (M10 family)	0.0605	1	1
Echinococcus multilocularis	glutamate receptor NMDA	0.0246	0.3221	0.3221
Chlamydia trachomatis	glutamine binding protein	0.0134	0.1091	0.5
Brugia malayi	Hemopexin family protein	0.0172	0.1806	0.2237
Chlamydia trachomatis	arginine ABC transporter substrate-binding protein ArtJ	0.0134	0.1091	0.5
Brugia malayi	Matrixin family protein	0.0156	0.1513	0.1742
Brugia malayi	Matrixin family protein	0.0156	0.1513	0.1742
Echinococcus granulosus	glutamate NMDA receptor subunit	0.0102	0.0481	0.0481
Loa Loa (eye worm)	hypothetical protein	0.0243	0.3157	0.4519
Brugia malayi	Matrix metalloprotease, N-terminal domain containing protein	0.019	0.2156	0.2828
Echinococcus granulosus	nmda type glutamate receptor	0.0273	0.3727	0.3727
Echinococcus granulosus	glutamate receptor NMDA	0.0246	0.3221	0.3221
Echinococcus multilocularis	glutamate receptor 2	0.0128	0.0988	0.0988
Loa Loa (eye worm)	hypothetical protein	0.0156	0.1513	0.1742
Echinococcus multilocularis	Glutamate receptor, ionotropic kainate 2	0.0128	0.0988	0.0988
Echinococcus granulosus	Glutamate receptor ionotropic kainate 2	0.0128	0.0988	0.0988
Echinococcus multilocularis	glutamate receptor, ionotrophic, AMPA 3	0.0128	0.0988	0.0988
Echinococcus granulosus	Glutamate receptor ionotropic kainate 2	0.0128	0.0988	0.0988
Brugia malayi	Matrixin family protein	0.0415	0.6403	1
Echinococcus multilocularis	nmda type glutamate receptor	0.0433	0.674	0.674
Loa Loa (eye worm)	matrixin family protein	0.0346	0.5109	0.7815
Echinococcus granulosus	nmda type glutamate receptor	0.0433	0.674	0.674
Echinococcus multilocularis	glutamate receptor 2	0.0102	0.0481	0.0481
Mycobacterium leprae	PROBABLE HYDROLASE	0.019	0.2156	0.5
Brugia malayi	ADAM-TS Spacer 1 family protein	0.0109	0.0628	0.0247
Schistosoma mansoni	hypothetical protein	0.0172	0.1806	0.2563
Loa Loa (eye worm)	hypothetical protein	0.019	0.2156	0.2828
Echinococcus granulosus	glutamate receptor 2	0.0128	0.0988	0.0988
Mycobacterium ulcerans	hydrolase	0.019	0.2156	1
Mycobacterium tuberculosis	Probable peptidoglycan hydrolase	0.019	0.2156	1
Echinococcus granulosus	Glutamate receptor ionotropic kainate 2	0.0128	0.0988	0.0988
Loa Loa (eye worm)	hypothetical protein	0.0109	0.0628	0.0247
Loa Loa (eye worm)	matrix metalloproteinase	0.0156	0.1513	0.1742
Echinococcus multilocularis	nmda type glutamate receptor	0.0273	0.3727	0.3727
Echinococcus multilocularis	Glutamate receptor, ionotropic kainate 2	0.0128	0.0988	0.0988
Loa Loa (eye worm)	matrixin family protein	0.0415	0.6403	1
Echinococcus multilocularis	glutamate (NMDA) receptor subunit	0.0102	0.0481	0.0481
Echinococcus granulosus	glutamate receptor ionotrophic AMPA 3	0.0128	0.0988	0.0988
Loa Loa (eye worm)	hypothetical protein	0.0156	0.1513	0.1742
Brugia malayi	Matrixin family protein	0.0156	0.1513	0.1742
Onchocerca volvulus	Matrix metalloproteinase homolog	0.0346	0.5109	0.6862
Echinococcus multilocularis	Glutamate receptor, ionotropic kainate 2	0.0128	0.0988	0.0988
Treponema pallidum	amino acid ABC transporter, periplasmic binding protein (hisJ)	0.0134	0.1091	0.5
Schistosoma mansoni	matrix metallopeptidase-7 (M10 family)	0.0243	0.3157	0.5179
Brugia malayi	Matrixin family protein	0.0156	0.1513	0.1742
Treponema pallidum	amino acid ABC transporter, periplasmic binding protein	0.0134	0.1091	0.5

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 4.8	Inhibition of MMP14 (unknown origin)	ChEMBL.	17275314
IC50 (binding)	= 7.1 nM	Inhibitory concentration against MMP-13	ChEMBL.	16153831
IC50 (binding)	= 7.1 nM	Inhibitory concentration against MMP-13	ChEMBL.	16153831
IC50 (binding)	= 94 nM	Inhibitory concentration against MMP-8	ChEMBL.	16153831
IC50 (binding)	= 94 nM	Inhibitory concentration against MMP-8	ChEMBL.	16153831
IC50 (binding)	= 458 nM	Inhibitory concentration against MMP-7	ChEMBL.	16153831
IC50 (binding)	= 458 nM	Inhibitory concentration against MMP-7	ChEMBL.	16153831
IC50 (binding)	= 492 nM	Inhibitory concentration against MMP-3	ChEMBL.	16153831
IC50 (binding)	= 492 nM	Inhibitory concentration against MMP-3	ChEMBL.	16153831
IC50 (binding)	= 1760 nM	Inhibitory concentration against MMP-2	ChEMBL.	16153831
IC50 (binding)	= 1760 nM	Inhibitory concentration against MMP-2	ChEMBL.	16153831
IC50 (binding)	= 4400 nM	Inhibitory concentration against Aggrecanase 1	ChEMBL.	16153831
IC50 (binding)	= 4400 nM	Inhibitory concentration against Aggrecanase 1	ChEMBL.	16153831
IC50 (binding)	= 15800 nM	Inhibitory concentration against MMP-14	ChEMBL.	16153831
IC50 (binding)	= 15800 nM	Inhibitory concentration against MMP-14	ChEMBL.	16153831
IC50 (binding)	= 23400 nM	Inhibitory concentration against MMP-1	ChEMBL.	16153831
IC50 (binding)	= 23400 nM	Inhibitory concentration against MMP-1	ChEMBL.	16153831
Inhibition (binding)	= 42 %	Percent inhibition at 25 uM against TACE	ChEMBL.	16153831
Inhibition (binding)	= 42 %	Percent inhibition at 25 uM against TACE	ChEMBL.	16153831
Inhibition (binding)	= 55 %	Percent inhibition at 25 uM against MMP-9	ChEMBL.	16153831
Inhibition (binding)	= 55 %	Percent inhibition at 25 uM against MMP-9	ChEMBL.	16153831
log(1/IC50) (binding)	= 4.8	Inhibition of MMP14 (unknown origin)	ChEMBL.	17275314
Ratio (binding)	= 250	Ratio of the inhibitory concentration against MMP-2 to that of MMP-13	ChEMBL.	16153831

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: CHEMBL427366
PubChem: 11318841

Bibliographic References

2 literature references were 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 345266