Detailed information for compound 329900

Basic information

Technical information
  • TDR Targets ID: 329900
  • Name: (2S)-2-[[4-[4-[(4-methoxy-1-benzofuran-2-carb onyl)amino]phenyl]phenyl]sulfonylamino]-3-met hylbutanoic acid
  • MW: 522.57 | Formula: C27H26N2O7S
  • H donors: 3 H acceptors: 5 LogP: 5.02 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 2
  • SMILES: COc1cccc2c1cc(o2)C(=O)Nc1ccc(cc1)c1ccc(cc1)S(=O)(=O)N[C@H](C(=O)O)C(C)C
  • InChi: 1S/C27H26N2O7S/c1-16(2)25(27(31)32)29-37(33,34)20-13-9-18(10-14-20)17-7-11-19(12-8-17)28-26(30)24-15-21-22(35-3)5-4-6-23(21)36-24/h4-16,25,29H,1-3H3,(H,28,30)(H,31,32)/t25-/m0/s1
  • InChiKey: CXYSWVJGECIJOF-VWLOTQADSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • (2S)-2-[[4-[4-[(4-methoxybenzofuran-2-carbonyl)amino]phenyl]phenyl]sulfonylamino]-3-methyl-butanoic acid
  • (2S)-2-[[4-[4-[[(4-methoxy-2-benzofuranyl)-oxomethyl]amino]phenyl]phenyl]sulfonylamino]-3-methylbutanoic acid
  • (2S)-2-[[4-[4-[(4-methoxy-1-benzofuran-2-yl)carbonylamino]phenyl]phenyl]sulfonylamino]-3-methyl-butanoic acid
  • (2S)-2-[[4-[4-[(4-methoxybenzofuran-2-carbonyl)amino]phenyl]phenyl]sulfonylamino]-3-methyl-butyric acid
  • (2S)-2-[[4-[4-[(4-methoxy1-benzofuran-2-carbonyl)amino]phenyl]phenyl]sulfonylamino]-3-methylbutanoic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Bos taurus Matrix metalloproteinase 13 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
No druggable targets predicted by orthology data
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 metalloproteinase 13   471 aa 448 aa 34.6 %
Drosophila melanogaster Matrix metalloproteinase 1 Matrix metalloproteinase 13   471 aa 476 aa 37.8 %
Onchocerca volvulus BCL7-like protein homolog Matrix metalloproteinase 13   471 aa 489 aa 27.8 %
Echinococcus multilocularis matrix metallopeptidase 7 (M10 family) Matrix metalloproteinase 13   471 aa 448 aa 34.2 %
Echinococcus granulosus matrix metallopeptidase 7 M10 family matrix metallopeptidase 13 (collagenase 3) 471 aa 448 aa 34.1 %
Onchocerca volvulus Matrix metalloproteinase 13   471 aa 453 aa 29.8 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Brugia malayi Reprolysin 0.0103 0.0001 0.0001
Toxoplasma gondii ribonucleoside-diphosphate reductase large chain 0.2311 1 1
Brugia malayi Integrin beta pat-3 precursor 0.0303 0.0909 0.0909
Echinococcus granulosus integrin beta 2 0.0225 0.0553 0.0504
Trichomonas vaginalis ribonucleoside-diphosphate reductase alpha chain, putative 0.2144 0.9243 0.5
Echinococcus granulosus adam 0.0239 0.062 0.0571
Schistosoma mansoni integrin beta subunit 0.0179 0.0344 0.0336
Onchocerca volvulus Matrix metalloproteinase homolog 0.0163 0.0275 1
Leishmania major ribonucleoside-diphosphate reductase large chain, putative 0.2311 1 1
Echinococcus multilocularis ribonucleoside diphosphate reductase large 0.2311 1 1
Loa Loa (eye worm) hypothetical protein 0.0113 0.0045 0.0045
Brugia malayi hypothetical protein 0.023 0.0575 0.0575
Loa Loa (eye worm) integrin beta-2 0.0303 0.0909 0.0909
Brugia malayi Hemopexin family protein 0.0104 0.0008 0.0008
Plasmodium vivax ribonucleoside-diphosphate reductase large chain, putative 0.2311 1 1
Brugia malayi Integrin alpha pat-2 precursor 0.0149 0.0209 0.0209
Echinococcus granulosus matrix metallopeptidase 7 M10 family 0.0268 0.0748 0.07
Loa Loa (eye worm) ribonucleoside-diphosphate reductase large subunit 0.2311 1 1
Echinococcus granulosus subfamily M12B unassigned peptidase 0.0176 0.033 0.028
Chlamydia trachomatis ribonucleoside-diphosphate reductase subunit alpha 0.2311 1 1
Onchocerca volvulus Matrilysin homolog 0.0163 0.0275 1
Echinococcus multilocularis matrix metallopeptidase 7 (M10 family) 0.0268 0.0748 0.07
Chlamydia trachomatis ribonucleoside-diphosphate reductase subunit beta 0.0288 0.0837 0.0562
Loa Loa (eye worm) ribonucleotide reductase M2 B 0.0288 0.0837 0.0837
Echinococcus granulosus ribonucleoside diphosphate reductase large 0.2311 1 1
Loa Loa (eye worm) matrixin family protein 0.0178 0.0342 0.0342
Plasmodium falciparum ribonucleoside-diphosphate reductase large subunit, putative 0.2311 1 1
Echinococcus multilocularis EGFP:Bcl2 fusion protein 0.0679 0.2612 0.2574
Trypanosoma cruzi ribonucleoside-diphosphate reductase large chain, putative 0.2311 1 1
Loa Loa (eye worm) integrin alpha pat-2 0.0229 0.0574 0.0574
Loa Loa (eye worm) hypothetical protein 0.0117 0.0064 0.0064
Mycobacterium tuberculosis Probable ribonucleoside-diphosphate reductase (large subunit) NrdZ (ribonucleotide reductase) 0.0771 0.3026 0.3054
Trypanosoma brucei ribonucleoside-diphosphate reductase large chain 0.2311 1 1
Schistosoma mansoni subfamily M12B unassigned peptidase (M12 family) 0.0176 0.033 0.0322
Loa Loa (eye worm) matrixin family protein 0.0163 0.0275 0.0275
Trypanosoma cruzi ribonucleoside-diphosphate reductase large chain, putative 0.0658 0.2513 0.1829
Mycobacterium leprae RIBONUCLEOSIDE-DIPHOSPHATE REDUCTASE (ALPHA CHAIN) NRDE (RIBONUCLEOTIDE REDUCTASE SMALL SUBUNIT) (R1F PROTEIN) 0.2144 0.9243 1
Treponema pallidum ribonucleotide-diphosphate reductase subunit alpha 0.2311 1 1
Loa Loa (eye worm) hypothetical protein 0.0176 0.033 0.033
Echinococcus multilocularis integrin beta 2 0.0225 0.0553 0.0504
Schistosoma mansoni ribonucleoside-diphosphate reductase alpha subunit 0.2311 1 1
Mycobacterium tuberculosis Ribonucleoside-diphosphate reductase (alpha chain) NrdE (ribonucleotide reductase small subunit) (R1F protein) 0.2144 0.9243 1
Brugia malayi Matrixin family protein 0.0178 0.0342 0.0342
Loa Loa (eye worm) reprolysin 0.0176 0.033 0.033
Mycobacterium tuberculosis Ribonucleoside-diphosphate reductase (beta chain) NrdF1 (ribonucleotide reductase small subunit) (R2F protein) 0.0288 0.0837 0.0609
Mycobacterium tuberculosis Ribonucleoside-diphosphate reductase (beta chain) NrdB (ribonucleotide reductase small chain) 0.0288 0.0837 0.0609
Schistosoma mansoni integrin alpha 0.0149 0.0209 0.0201
Brugia malayi ribonucleotide reductase 2 0.0288 0.0837 0.0837
Echinococcus granulosus EGFP:Bcl2 fusion protein 0.0679 0.2612 0.2574
Wolbachia endosymbiont of Brugia malayi ribonucleotide-diphosphate reductase subunit alpha 0.2144 0.9243 1
Brugia malayi Integrin alpha cytoplasmic region family protein 0.0113 0.0045 0.0045
Mycobacterium ulcerans ribonucleotide-diphosphate reductase subunit alpha 0.2144 0.9243 1
Echinococcus multilocularis ribonucleoside diphosphate reductase subunit 0.0288 0.0837 0.079
Schistosoma mansoni subfamily M12B unassigned peptidase (M12 family) 0.0176 0.033 0.0322
Schistosoma mansoni ribonucleoside-diphosphate reductase small chain 0.0288 0.0837 0.083
Schistosoma mansoni adam (A disintegrin and metalloprotease 0.023 0.0575 0.0568
Echinococcus multilocularis subfamily M12B unassigned peptidase 0.0176 0.033 0.028
Echinococcus multilocularis adam 0.0239 0.062 0.0571
Echinococcus granulosus ribonucleoside diphosphate reductase subunit 0.0288 0.0837 0.079

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 2.3 nM Inhibitory concentration against MMP-13 ChEMBL. 16153831
IC50 (binding) = 2.3 nM Inhibitory concentration against MMP-13 ChEMBL. 16153831
IC50 (binding) = 2.33 nM Inhibitory concentration against MMP-13 of bovine articular cartilage explants ChEMBL. 16005220
IC50 (binding) = 2.33 nM Inhibitory concentration against MMP-13 of bovine articular cartilage explants ChEMBL. 16005220
IC50 (binding) = 16 nM Inhibitory concentration against MMP-2 ChEMBL. 16005220
IC50 (binding) = 16 nM Inhibitory concentration against MMP-2 ChEMBL. 16153831
IC50 (binding) = 16 nM Inhibitory concentration against MMP-2 ChEMBL. 16005220
IC50 (binding) = 16 nM Inhibitory concentration against MMP-2 ChEMBL. 16153831
Ratio (binding) = 7 Ratio of the inhibitory concentration against MMP-2 to that of MMP-13 ChEMBL. 16153831
Selectivity (binding) = 6.9 Selectivity ratio for IC50 of MMP-2 to that of MMP-13 ChEMBL. 16005220

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

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.