Detailed information for compound 130178

Basic information

Technical information
  • TDR Targets ID: 130178
  • Name: 1-[(4-fluorophenyl)methyl]-N-hydroxy-4-(4-met hoxyphenyl)sulfonylpiperidine-4-carboxamide
  • MW: 422.47 | Formula: C20H23FN2O5S
  • H donors: 2 H acceptors: 4 LogP: 1.96 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: ONC(=O)C1(CCN(CC1)Cc1ccc(cc1)F)S(=O)(=O)c1ccc(cc1)OC
  • InChi: 1S/C20H23FN2O5S/c1-28-17-6-8-18(9-7-17)29(26,27)20(19(24)22-25)10-12-23(13-11-20)14-15-2-4-16(21)5-3-15/h2-9,25H,10-14H2,1H3,(H,22,24)
  • InChiKey: HYZDHISHDZBYBQ-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 1-[(4-fluorophenyl)methyl]-4-(4-methoxyphenyl)sulfonyl-piperidine-4-carbohydroxamic acid
  • 1-[(4-fluorophenyl)methyl]-4-(4-methoxyphenyl)sulfonyl-4-piperidinecarbohydroxamic acid
  • 1-[(4-fluorophenyl)methyl]-N-hydroxy-4-(4-methoxyphenyl)sulfonyl-piperidine-4-carboxamide
  • 1-(4-fluorobenzyl)-4-(4-methoxyphenyl)sulfonyl-piperidine-4-carbohydroxamic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens matrix metallopeptidase 1 (interstitial collagenase) Starlite/ChEMBL References
Homo sapiens ADAM metallopeptidase domain 17 Starlite/ChEMBL References
Homo sapiens matrix metallopeptidase 13 (collagenase 3) Starlite/ChEMBL References
Homo sapiens matrix metallopeptidase 9 (gelatinase B, 92kDa gelatinase, 92kDa type IV collagenase) Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus granulosus Blood coagulation inhibitor Disintegrin Get druggable targets OG5_132656 All targets in OG5_132656
Schistosoma mansoni ADAM17 peptidase (M12 family) Get druggable targets OG5_132656 All targets in OG5_132656
Schistosoma japonicum ko:K06059 a disintegrin and metalloproteinase domain 17, putative Get druggable targets OG5_132656 All targets in OG5_132656
Echinococcus multilocularis Blood coagulation inhibitor, Disintegrin Get druggable targets OG5_132656 All targets in OG5_132656
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_132656 All targets in OG5_132656
Echinococcus granulosus adam 17 protease Get druggable targets OG5_132656 All targets in OG5_132656
Echinococcus multilocularis adam 17 protease Get druggable targets OG5_132656 All targets in OG5_132656
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 %
Brugia malayi Disintegrin family protein ADAM metallopeptidase domain 17 824 aa 724 aa 27.4 %
Brugia malayi Matrixin family protein matrix metallopeptidase 1 (interstitial collagenase) 403 aa 401 aa 27.7 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.0183 0.1559 0.0877
Echinococcus granulosus adam 17 protease 0.0245 0.2798 0.2787
Trypanosoma cruzi STE/STE11 serine/threonine-protein kinase, putative 0.0184 0.1577 0.5
Brugia malayi Matrixin family protein 0.0178 0.1466 0.1466
Onchocerca volvulus Huntingtin homolog 0.0142 0.0749 0.6389
Echinococcus multilocularis mitogen activated protein kinase kinase kinase 0.0607 1 1
Echinococcus multilocularis matrix metallopeptidase 7 (M10 family) 0.0268 0.3251 0.324
Loa Loa (eye worm) hypothetical protein 0.0468 0.7239 0.7029
Schistosoma mansoni protein kinase 0.0607 1 1
Schistosoma mansoni protein kinase 0.0607 1 1
Echinococcus granulosus Blood coagulation inhibitor Disintegrin 0.014 0.0704 0.0689
Onchocerca volvulus Matrix metalloproteinase homolog 0.0163 0.1173 1
Echinococcus granulosus mitogen activated protein kinase kinase kinase 0.0607 1 1
Brugia malayi Muscleblind-like protein 0.0173 0.1369 0.1369
Brugia malayi hypothetical protein 0.0142 0.0749 0.0749
Loa Loa (eye worm) hypothetical protein 0.0173 0.1369 0.0672
Loa Loa (eye worm) hypothetical protein 0.0606 0.9982 1
Echinococcus multilocularis adam 17 protease 0.0223 0.2356 0.2344
Echinococcus granulosus muscleblind protein 0.0173 0.1369 0.1356
Loa Loa (eye worm) hypothetical protein 0.0173 0.1369 0.0672
Schistosoma mansoni ADAM17 peptidase (M12 family) 0.0223 0.2356 0.2356
Onchocerca volvulus Huntingtin homolog 0.0142 0.0749 0.6389
Echinococcus multilocularis muscleblind protein 0.0173 0.1369 0.1356
Echinococcus multilocularis muscleblind protein 1 0.0173 0.1369 0.1356
Echinococcus multilocularis Blood coagulation inhibitor, Disintegrin 0.014 0.0704 0.0689
Brugia malayi metalloprotease disintegrin 16 with thrombospondin type I motif 0.0105 0.0016 0.0016
Loa Loa (eye worm) STE/STE11/ASK protein kinase 0.0184 0.1577 0.0896
Schistosoma mansoni ADAMTS5 peptidase (M12 family) 0.0105 0.0016 0.0016
Loa Loa (eye worm) matrixin family protein 0.0178 0.1466 0.0776
Echinococcus granulosus matrix metallopeptidase 7 M10 family 0.0268 0.3251 0.324
Onchocerca volvulus Matrilysin homolog 0.0163 0.1173 1
Loa Loa (eye worm) matrixin family protein 0.0163 0.1173 0.0459
Trypanosoma cruzi STE/STE11 serine/threonine-protein kinase, putative 0.0184 0.1577 0.5

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 2 nM In vitro inhibitory activity against matrix metalloproteinase-13. ChEMBL. 12773042
IC50 (binding) = 2 nM In vitro inhibitory activity against matrix metalloproteinase-13. ChEMBL. 12773042
IC50 (binding) = 16 nM In vitro inhibitory activity against matrix metalloproteinase-9. ChEMBL. 12773042
IC50 (binding) = 16 nM In vitro inhibitory activity against matrix metalloproteinase-9. ChEMBL. 12773042
IC50 (binding) = 250 nM In vitro inhibitory activity against tumor necrosis factor alpha converting enzyme (TACE). ChEMBL. 12773042
IC50 (binding) = 250 nM In vitro inhibitory activity against tumor necrosis factor alpha converting enzyme (TACE). ChEMBL. 12773042
IC50 (binding) = 656 nM In vitro inhibitory activity against matrix metalloproteinase-1 ChEMBL. 12773042
IC50 (binding) = 656 nM In vitro inhibitory activity against matrix metalloproteinase-1 ChEMBL. 12773042
Inhibition (functional) = 83 % In vivo inhibitory activity against Matrix metalloproteinase enzyme by dialysis implant assay, value is relative to activity of CGS-27023 (76+/-3) at 25 mg/kg. po ChEMBL. 12773042
log(10^6/IC50) (binding) = 3.18 Inhibition of MMP1 (unknown origin) ChEMBL. 17590339
log(10^6/IC50) (binding) = 4.8 Inhibition of MMP9 (unknown origin) ChEMBL. 17590339
log(10^6/IC50) (binding) = 5.7 Inhibition of MMP13 (unknown origin) ChEMBL. 17590339
log(10^6/IC50) (binding) = 3.18 Inhibition of MMP1 (unknown origin) ChEMBL. 17590339
log(10^6/IC50) (binding) = 4.8 Inhibition of MMP9 (unknown origin) ChEMBL. 17590339
log(10^6/IC50) (binding) = 5.7 Inhibition of MMP13 (unknown origin) ChEMBL. 17590339

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.
 
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External resources for this compound

Bibliographic References

2 literature references were collected for this gene.

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