Detailed information for compound 154430

Basic information

Technical information
  • TDR Targets ID: 154430
  • Name: 2-[(4-but-2-ynoxyphenyl)sulfonyl-methylamino] -N-hydroxyacetamide
  • MW: 312.342 | Formula: C13H16N2O5S
  • H donors: 2 H acceptors: 4 LogP: 0.52 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: CC#CCOc1ccc(cc1)S(=O)(=O)N(CC(=O)NO)C
  • InChi: 1S/C13H16N2O5S/c1-3-4-9-20-11-5-7-12(8-6-11)21(18,19)15(2)10-13(16)14-17/h5-8,17H,9-10H2,1-2H3,(H,14,16)
  • InChiKey: DQDPBMDGDOPPLK-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-[(4-but-2-ynoxyphenyl)sulfonyl-methyl-amino]ethanehydroxamic acid
  • 2-[(4-but-2-ynoxyphenyl)sulfonyl-methylamino]ethanehydroxamic acid
  • 2-[(4-but-2-ynoxyphenyl)sulfonyl-methyl-amino]-N-hydroxy-ethanamide

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 1 (interstitial collagenase) Starlite/ChEMBL References
Homo sapiens matrix metallopeptidase 8 (neutrophil 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
Homo sapiens matrix metallopeptidase 7 (matrilysin, uterine) Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
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
Schistosoma mansoni ADAM17 peptidase (M12 family) Get druggable targets OG5_132656 All targets in OG5_132656
Echinococcus granulosus Blood coagulation inhibitor Disintegrin 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
Loa Loa (eye worm) hypothetical protein 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 Matrixin family protein matrix metallopeptidase 1 (interstitial collagenase) 403 aa 401 aa 27.7 %
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 7 (matrilysin, uterine) 267 aa 234 aa 41.0 %
Brugia malayi Disintegrin family protein ADAM metallopeptidase domain 17 824 aa 724 aa 27.4 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Mycobacterium ulcerans putative regulatory protein 0.0035 0.0008 0.0025
Loa Loa (eye worm) hypothetical protein 0.0095 0.1248 0.139
Schistosoma mansoni aryl hydrocarbon receptor 0.0048 0.0266 0.0683
Echinococcus granulosus a disintegrin and metalloproteinase with 0.0105 0.1454 0.1454
Schistosoma mansoni hypothetical protein 0.0051 0.0328 0.0844
Brugia malayi Matrixin family protein 0.0156 0.2507 0.4136
Toxoplasma gondii histone lysine acetyltransferase GCN5-A 0.0042 0.0143 0.2791
Brugia malayi hypoxia-induced factor 1 0.0148 0.2343 0.3866
Onchocerca volvulus 0.0077 0.0867 0.1346
Echinococcus granulosus histone acetyltransferase KAT2B 0.0042 0.0143 0.0143
Entamoeba histolytica acetyltransferase, GNAT family 0.0038 0.007 0.5
Trypanosoma cruzi hypothetical protein, conserved 0.0035 0 0.5
Loa Loa (eye worm) hypothetical protein 0.019 0.3212 0.3579
Mycobacterium ulcerans hydrolase 0.019 0.3212 1
Echinococcus granulosus single minded 2 0.0035 0.0008 0.0008
Loa Loa (eye worm) hypothetical protein 0.0156 0.2507 0.2794
Echinococcus multilocularis transfer RNA-Lys 0.0035 0.0008 0.0008
Mycobacterium ulcerans aldehyde dehydrogenase 0.006 0.0512 0.1593
Brugia malayi Matrixin family protein 0.0156 0.2507 0.4136
Brugia malayi PAS domain containing protein 0.0048 0.0266 0.0438
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.006 0.0512 0.1308
Brugia malayi latrophilin 2 splice variant baaae 0.0066 0.0648 0.107
Schistosoma mansoni hypothetical protein 0.008 0.0923 0.2373
Brugia malayi bHLH-PAS transcription factor 0.0035 0.0008 0.0013
Echinococcus granulosus histone acetyltransferase KAT2B 0.0139 0.2146 0.2146
Mycobacterium ulcerans aldehyde dehydrogenase 0.006 0.0512 0.1593
Brugia malayi Matrix metalloprotease, N-terminal domain containing protein 0.019 0.3212 0.5299
Brugia malayi Matrixin family protein 0.0328 0.6062 1
Schistosoma mansoni adam (A disintegrin and metalloprotease 0.0039 0.0076 0.0196
Echinococcus multilocularis Blood coagulation inhibitor, Disintegrin 0.014 0.217 0.217
Brugia malayi Calcitonin receptor-like protein seb-1 0.0097 0.1285 0.2119
Echinococcus multilocularis adam 0.0039 0.0076 0.0076
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.006 0.0512 0.0512
Trichomonas vaginalis bromodomain-containing protein, putative 0.0042 0.0143 1
Loa Loa (eye worm) hypothetical protein 0.0156 0.2507 0.2794
Onchocerca volvulus 0.0156 0.2507 0.389
Brugia malayi hypothetical protein 0.0161 0.2601 0.4291
Schistosoma mansoni ADAMTS5 peptidase (M12 family) 0.0105 0.1454 0.3737
Schistosoma mansoni jun-related protein 0.008 0.0923 0.2373
Loa Loa (eye worm) acetyltransferase 0.0143 0.2229 0.2484
Echinococcus multilocularis matrix metallopeptidase 7 (M10 family) 0.0518 1 1
Schistosoma mansoni ADAM17 peptidase (M12 family) 0.0223 0.389 1
Echinococcus granulosus Basic leucine zipper bZIP transcription factor 0.0098 0.1303 0.1303
Onchocerca volvulus Matrilysin homolog 0.0156 0.2507 0.389
Mycobacterium ulcerans aldehyde dehydrogenase 0.006 0.0512 0.1593
Schistosoma mansoni matrix metallopeptidase-9 (M10 family) 0.01 0.1345 0.3457
Schistosoma mansoni hypothetical protein 0.0172 0.2828 0.7271
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.006 0.0512 1
Brugia malayi Hemopexin family protein 0.0172 0.2828 0.4666
Toxoplasma gondii histone lysine acetyltransferase GCN5-B 0.0042 0.0143 0.2791
Onchocerca volvulus 0.0035 0.0008 0.0012
Echinococcus multilocularis adam 17 protease 0.0223 0.389 0.389
Loa Loa (eye worm) hypothetical protein 0.0156 0.2507 0.2794
Plasmodium vivax histone acetyltransferase GCN5, putative 0.0042 0.0143 1
Echinococcus granulosus jun protein 0.0098 0.1303 0.1303
Schistosoma mansoni aldehyde dehydrogenase 0.006 0.0512 0.1316
Plasmodium falciparum histone acetyltransferase GCN5 0.0038 0.007 0.5
Loa Loa (eye worm) hypothetical protein 0.0161 0.2601 0.2899
Echinococcus granulosus Blood coagulation inhibitor Disintegrin 0.014 0.217 0.217
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.006 0.0512 0.0512
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0097 0.1285 0.2119
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription factor 0.0098 0.1303 0.1303
Loa Loa (eye worm) hypoxia-induced factor 1 0.0148 0.2343 0.2611
Trichomonas vaginalis cat eye syndrome critical region protein 2, cscr2, putative 0.0042 0.0143 1
Trypanosoma cruzi hypothetical protein, conserved 0.0035 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0097 0.1285 0.1432
Onchocerca volvulus 0.0172 0.2828 0.4388
Echinococcus multilocularis jun protein 0.0098 0.1303 0.1303
Schistosoma mansoni matrix metallopeptidase-7 (M10 family) 0.0156 0.2507 0.6446
Loa Loa (eye worm) matrixin family protein 0.0328 0.6062 0.6755
Mycobacterium leprae PROBABLE HYDROLASE 0.019 0.3212 1
Brugia malayi Matrixin family protein 0.0156 0.2507 0.4136
Brugia malayi bZIP transcription factor family protein 0.0098 0.1303 0.215
Mycobacterium tuberculosis Probable peptidoglycan hydrolase 0.019 0.3212 0.8209
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0224 0.3913 1
Toxoplasma gondii aldehyde dehydrogenase 0.006 0.0512 1
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0097 0.1285 0.1432
Echinococcus granulosus adam 17 protease 0.0245 0.435 0.435
Loa Loa (eye worm) hypothetical protein 0.0468 0.8974 1
Onchocerca volvulus Matrix metalloproteinase homolog 0.0346 0.6446 1
Loa Loa (eye worm) hypothetical protein 0.0066 0.0648 0.0723
Loa Loa (eye worm) matrixin family protein 0.0346 0.6446 0.7182
Echinococcus multilocularis gcn5proteinral control of amino acid synthesis 0.0143 0.2229 0.2229
Giardia lamblia Histone acetyltransferase GCN5 0.0038 0.007 0.5
Loa Loa (eye worm) matrix metalloproteinase 0.0156 0.2507 0.2794
Brugia malayi metalloprotease disintegrin 16 with thrombospondin type I motif 0.0105 0.1454 0.2398
Schistosoma mansoni single-minded 0.0048 0.0266 0.0683
Brugia malayi hypothetical protein 0.0077 0.0867 0.1431
Schistosoma mansoni aldehyde dehydrogenase 0.006 0.0512 0.1316
Brugia malayi Matrixin family protein 0.0156 0.2507 0.4136
Brugia malayi hypothetical protein 0.0039 0.0076 0.0126
Brugia malayi acetyltransferase, GNAT family protein 0.0143 0.2229 0.3677
Schistosoma mansoni hypothetical protein 0.0066 0.0648 0.1667
Schistosoma mansoni gcn5proteinral control of amino-acid synthesis 5-like 2 gcnl2 0.0143 0.2229 0.5729
Trypanosoma brucei hypothetical protein, conserved 0.0035 0 0.5
Onchocerca volvulus Matrilysin homolog 0.0346 0.6446 1
Echinococcus multilocularis a disintegrin and metalloproteinase with 0.0105 0.1454 0.1454
Echinococcus granulosus adam 0.0039 0.0076 0.0076

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 5.72 Inhibition of MMP1 (unknown origin) ChEMBL. 17275314
IC50 (binding) = 6.51 Inhibition of MMP9 (unknown origin) ChEMBL. 17275314
IC50 (binding) = 7 nM In vitro inhibition of tumor necrosis factor-alpha converting enzyme ChEMBL. 12873518
IC50 (binding) = 7 nM In vitro inhibition of tumor necrosis factor-alpha converting enzyme ChEMBL. 12873518
IC50 (binding) = 99 nM In vitro inhibition of Matrix metalloprotein 13 ChEMBL. 12873518
IC50 (binding) = 99 nM In vitro inhibition of Matrix metalloprotein 13 ChEMBL. 12873518
IC50 (binding) = 309 nM In vitro inhibition of Matrix metalloprotein-9 ChEMBL. 12873518
IC50 (binding) = 309 nM In vitro inhibition of Matrix metalloprotein-9 ChEMBL. 12873518
IC50 (binding) = 1895 nM In vitro inhibition of Matrix metalloprotein 1 ChEMBL. 12873518
IC50 (binding) = 1895 nM In vitro inhibition of Matrix metalloprotein 1 ChEMBL. 12873518
Inhibition (functional) = 22 % Inhibition of LPS-stimulated production of TNF-alpha, at the dose of 1 uM concentration ChEMBL. 12873518
Inhibition (functional) = 22 % Inhibition of LPS-stimulated production of TNF-alpha, at the dose of 1 uM concentration ChEMBL. 12873518
Ki (binding) = 10 nM Inhibition of TNF-alpha converting enzyme ChEMBL. 17289381
Ki (binding) = 10 nM Inhibition of TNF-alpha converting enzyme ChEMBL. 17289381
Ki (binding) = 17 nM Inhibition of MMP13 ChEMBL. 17289381
Ki (binding) = 17 nM Inhibition of MMP13 ChEMBL. 17289381
Ki (binding) = 27 nM Inhibition of MMP2 ChEMBL. 17289381
Ki (binding) = 27 nM Inhibition of MMP2 ChEMBL. 17289381
Ki (binding) = 43 nM Inhibition of MMP8 ChEMBL. 17289381
Ki (binding) = 43 nM Inhibition of MMP8 ChEMBL. 17289381
Ki (binding) = 800 nM Inhibition of MMP9 ChEMBL. 17289381
Ki (binding) = 800 nM Inhibition of MMP9 ChEMBL. 17289381
Ki (binding) = 3400 nM Inhibition of MMP7 ChEMBL. 17289381
Ki (binding) = 3400 nM Inhibition of MMP7 ChEMBL. 17289381
log(1/IC50) (binding) = 5.72 Inhibition of MMP1 (unknown origin) ChEMBL. 17275314
log(1/IC50) (binding) = 6.51 Inhibition of MMP9 (unknown origin) ChEMBL. 17275314

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

3 literature references were collected for this gene.

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