Detailed information for compound 218411

Basic information

Technical information
  • TDR Targets ID: 218411
  • Name: tert-butyl 3-(hydroxycarbamoyl)-4-(4-methoxyp henyl)sulfonylpiperazine-1-carboxylate
  • MW: 415.461 | Formula: C17H25N3O7S
  • H donors: 2 H acceptors: 5 LogP: 0.59 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: ONC(=O)C1CN(CCN1S(=O)(=O)c1ccc(cc1)OC)C(=O)OC(C)(C)C
  • InChi: 1S/C17H25N3O7S/c1-17(2,3)27-16(22)19-9-10-20(14(11-19)15(21)18-23)28(24,25)13-7-5-12(26-4)6-8-13/h5-8,14,23H,9-11H2,1-4H3,(H,18,21)
  • InChiKey: WQWMOIIWRWXUJY-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • tert-butyl 3-(hydroxycarbamoyl)-4-(4-methoxyphenyl)sulfonyl-piperazine-1-carboxylate
  • 3-[(hydroxyamino)-oxomethyl]-4-(4-methoxyphenyl)sulfonyl-1-piperazinecarboxylic acid tert-butyl ester
  • 3-(hydroxycarbamoyl)-4-(4-methoxyphenyl)sulfonyl-piperazine-1-carboxylic acid tert-butyl ester

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 3 (stromelysin 1, progelatinase) Starlite/ChEMBL References
Homo sapiens matrix metallopeptidase 7 (matrilysin, uterine) Starlite/ChEMBL References
Homo sapiens matrix metallopeptidase 1 (interstitial collagenase) 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 metallopeptidase 7 (matrilysin, uterine) 267 aa 234 aa 41.0 %
Brugia malayi Matrixin family protein matrix metallopeptidase 1 (interstitial collagenase) 403 aa 401 aa 27.7 %
Echinococcus granulosus matrix metallopeptidase 7 M10 family matrix metallopeptidase 3 (stromelysin 1, progelatinase) 477 aa 431 aa 34.6 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni tyrosine kinase 0.0059 0.025 0.1285
Echinococcus multilocularis tyrosine protein kinase Fyn 0.0059 0.025 0.025
Loa Loa (eye worm) hypothetical protein 0.0109 0.1943 0.3013
Loa Loa (eye worm) matrix metalloproteinase 0.0109 0.1943 0.3013
Loa Loa (eye worm) hypothetical protein 0.0132 0.2749 0.4263
Loa Loa (eye worm) hypothetical protein 0.0109 0.1943 0.3013
Echinococcus granulosus c src tyrosine kinase 0.0059 0.025 0.025
Onchocerca volvulus Matrix metalloproteinase homolog 0.0241 0.6447 1
Loa Loa (eye worm) matrixin family protein 0.0213 0.5495 0.8523
Loa Loa (eye worm) matrixin family protein 0.0241 0.6447 1
Mycobacterium tuberculosis Probable peptidoglycan hydrolase 0.0132 0.2749 0.5
Brugia malayi Matrixin family protein 0.0109 0.1943 0.3535
Brugia malayi Matrixin family protein 0.0109 0.1943 0.3535
Echinococcus multilocularis tyrosine protein kinase lyn lyn a protein tyrosine kinase lymphocyte specific protein tyrosine kinase 0.0059 0.025 0.025
Echinococcus granulosus tyrosine protein kinase Fyn 0.0059 0.025 0.025
Schistosoma mansoni tyrosine kinase 0.0059 0.025 0.1285
Echinococcus granulosus tyrosine protein kinase Src64B 0.0059 0.025 0.025
Schistosoma mansoni hypothetical protein 0.0104 0.1797 0.9248
Echinococcus multilocularis tyrosine protein kinase lyn tyrosine protein kinase blk 0.0059 0.025 0.025
Schistosoma mansoni tyrosine kinase 0.0059 0.025 0.1285
Onchocerca volvulus Matrilysin homolog 0.0241 0.6447 1
Brugia malayi SRC-1 0.0059 0.025 0.0454
Echinococcus multilocularis matrix metallopeptidase 7 (M10 family) 0.0346 1 1
Echinococcus multilocularis proto oncogene tyrosine protein kinase LCK 0.0059 0.025 0.025
Loa Loa (eye worm) SRC-1 0.0059 0.025 0.0387
Brugia malayi Matrixin family protein 0.0109 0.1943 0.3535
Echinococcus granulosus 3'partial|tyrosine protein kinase Fgr 0.0059 0.025 0.025
Brugia malayi Hemopexin family protein 0.0104 0.1797 0.3269
Mycobacterium ulcerans hydrolase 0.0132 0.2749 0.5
Echinococcus granulosus proto oncogene tyrosine protein kinase LCK 0.0059 0.025 0.025
Brugia malayi Matrixin family protein 0.0213 0.5495 1
Echinococcus multilocularis tyrosine protein kinase Btk29A 0.0059 0.025 0.025
Echinococcus granulosus tyrosine protein kinase Src42A 0.0059 0.025 0.025
Onchocerca volvulus 0.0109 0.1943 0.0314
Schistosoma mansoni proto-oncogene tyrosine-protein kinase src 0.0059 0.025 0.1285
Echinococcus multilocularis c src tyrosine kinase 0.0059 0.025 0.025
Brugia malayi Matrix metalloprotease, N-terminal domain containing protein 0.0132 0.2749 0.5002
Echinococcus granulosus tyrosine protein kinase Fyn 0.0059 0.025 0.025
Echinococcus multilocularis tyrosine protein kinase Fgr 0.0059 0.025 0.025
Schistosoma mansoni tyrosine kinase 0.0059 0.025 0.1285
Brugia malayi Matrixin family protein 0.0109 0.1943 0.3535
Echinococcus multilocularis tyrosine protein kinase Fyn 0.0059 0.025 0.025
Echinococcus granulosus tyrosine protein kinase Btk29A 0.0059 0.025 0.025
Brugia malayi Tyrosine-protein kinase abl-1 0.0059 0.025 0.0454
Onchocerca volvulus Matrilysin homolog 0.0109 0.1943 0.0314
Echinococcus multilocularis tyrosine protein kinase Fyn 0.0059 0.025 0.025
Echinococcus granulosus tyrosine protein kinase Fyn 0.0059 0.025 0.025
Echinococcus multilocularis tyrosine protein kinase Src42A 0.0059 0.025 0.025
Loa Loa (eye worm) hypothetical protein 0.0109 0.1943 0.3013
Mycobacterium leprae PROBABLE HYDROLASE 0.0132 0.2749 0.5
Echinococcus multilocularis tyrosine protein kinase Src64B 0.0059 0.025 0.025
Echinococcus multilocularis tyrosine protein kinase Abl 0.0059 0.025 0.025
Schistosoma mansoni matrix metallopeptidase-7 (M10 family) 0.0109 0.1943 1
Echinococcus granulosus tyrosine protein kinase Lyn 0.0059 0.025 0.025

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 7.2218 Binding affinity towards matrix metalloproteinase-3 ChEMBL. 11689071
IC50 (binding) = 2.3 nM In vitro inhibitory activity against matrix metalloproteinase-9 (MMP-9) ChEMBL. 10669564
IC50 (binding) = 2.3 nM In vitro inhibitory activity against matrix metalloproteinase-9 (MMP-9) ChEMBL. 10669564
IC50 (binding) = 60 nM In vitro inhibitory activity against matrix metalloproteinase-3 (MMP-3) ChEMBL. 10669564
IC50 (binding) = 60 nM In vitro inhibitory activity against matrix metalloproteinase-3 (MMP-3) ChEMBL. 10669564
IC50 (binding) = 81 nM In vitro inhibitory activity against matrix metalloproteinase-1 (MMP-1) ChEMBL. 10669564
IC50 (binding) = 81 nM In vitro inhibitory activity against matrix metalloproteinase-1 (MMP-1) ChEMBL. 10669564
IC50 (binding) = 1460 nM In vitro inhibitory activity against matrix metalloproteinase-7 (MMP-7) ChEMBL. 10669564
IC50 (binding) = 1460 nM In vitro inhibitory activity against matrix metalloproteinase-7 (MMP-7) ChEMBL. 10669564
Log IC50 (binding) = 7.2218 Binding affinity towards matrix metalloproteinase-3 ChEMBL. 11689071

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.

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