Detailed information for compound 54173

Basic information

Technical information
  • TDR Targets ID: 54173
  • Name: (3aR,6R,7R,7aS)-5-(4-but-2-ynoxyphenyl)sulfon yl-N,7-dihydroxy-2,2-dimethyl-4,6,7,7a-tetrah ydro-3aH-[1,3]dioxolo[4,5-c]pyridine-6-carbox amide
  • MW: 440.467 | Formula: C19H24N2O8S
  • H donors: 3 H acceptors: 5 LogP: 0.59 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: CC#CCOc1ccc(cc1)S(=O)(=O)N1C[C@H]2OC(O[C@H]2[C@@H]([C@@H]1C(=O)NO)O)(C)C
  • InChi: 1S/C19H24N2O8S/c1-4-5-10-27-12-6-8-13(9-7-12)30(25,26)21-11-14-17(29-19(2,3)28-14)16(22)15(21)18(23)20-24/h6-9,14-17,22,24H,10-11H2,1-3H3,(H,20,23)/t14-,15-,16-,17-/m1/s1
  • InChiKey: CFNLVCZTXBNJGL-QBPKDAKJSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (3aR,6R,7R,7aS)-5-(4-but-2-ynoxyphenyl)sulfonyl-7-hydroxy-2,2-dimethyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyridine-6-carbohydroxamic acid
  • (3aR,6R,7R,7aS)-5-(4-but-2-ynoxyphenyl)sulfonyl-N,7-dihydroxy-2,2-dimethyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-d]pyridine-6-carboxamide
  • (3aR,6R,7R,7aS)-5-(4-but-2-ynoxyphenyl)sulfonyl-7-hydroxy-2,2-dimethyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-d]pyridine-6-carbohydroxamic acid

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 1 (interstitial collagenase) Starlite/ChEMBL References
Homo sapiens ADAM metallopeptidase domain 17 Starlite/ChEMBL References
Homo sapiens matrix metallopeptidase 3 (stromelysin 1, progelatinase) Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
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
Schistosoma japonicum ko:K06059 a disintegrin and metalloproteinase domain 17, putative 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 multilocularis 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
Schistosoma mansoni ADAM17 peptidase (M12 family) 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
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 %
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
Entamoeba histolytica DNA repair and recombination protein, putative 0.125 1 0.5
Onchocerca volvulus Matrix metalloproteinase homolog 0.0163 0.0635 1
Entamoeba histolytica hypothetical protein, conserved 0.125 1 0.5
Loa Loa (eye worm) matrixin family protein 0.0178 0.0762 0.2335
Trypanosoma cruzi DNA repair and recombination helicase protein PIF7, putative 0.125 1 0.5
Brugia malayi metalloprotease disintegrin 16 with thrombospondin type I motif 0.0105 0.0134 0.1755
Trypanosoma brucei DNA repair and recombination helicase protein PIF7 0.125 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0468 0.3265 1
Echinococcus multilocularis adam 17 protease 0.0223 0.1148 0.1028
Echinococcus granulosus Blood coagulation inhibitor Disintegrin 0.014 0.0432 0.0302
Echinococcus multilocularis Blood coagulation inhibitor, Disintegrin 0.014 0.0432 0.0302
Trypanosoma cruzi DNA repair and recombination helicase protein PIF7, putative 0.125 1 0.5
Leishmania major PIF1 helicase-like protein, putative,DNA repair and recombination protein, mitochondrial precursor, putative 0.125 1 0.5
Giardia lamblia Rrm3p helicase 0.125 1 0.5
Mycobacterium leprae PROBABLE HYDROLASE 0.009 0 0.5
Loa Loa (eye worm) matrixin family protein 0.0163 0.0635 0.1946
Leishmania major PIF1 helicase-like protein, putative,DNA repair and recombination protein, mitochondrial precursor, putative 0.125 1 0.5
Onchocerca volvulus Matrilysin homolog 0.0163 0.0635 1
Schistosoma mansoni ADAMTS5 peptidase (M12 family) 0.0105 0.0134 0.0007
Trypanosoma brucei DNA repair and recombination helicase protein PIF6 0.125 1 0.5
Brugia malayi Hemopexin family protein 0.0104 0.0127 0.1666
Mycobacterium tuberculosis Probable peptidoglycan hydrolase 0.009 0 0.5
Echinococcus granulosus adam 17 protease 0.0245 0.134 0.1222
Echinococcus multilocularis matrix metallopeptidase 7 (M10 family) 0.0268 0.1536 0.1421
Schistosoma mansoni hypothetical protein 0.125 1 1
Echinococcus multilocularis ATP dependent DNA helicase PIF1 0.125 1 1
Mycobacterium ulcerans hydrolase 0.009 0 0.5
Echinococcus granulosus matrix metallopeptidase 7 M10 family 0.0268 0.1536 0.1421
Trypanosoma cruzi DNA repair and recombination helicase protein PIF6, putative 0.125 1 0.5
Schistosoma mansoni ADAM17 peptidase (M12 family) 0.0223 0.1148 0.1034
Trichomonas vaginalis conserved hypothetical protein 0.125 1 0.5
Brugia malayi Matrixin family protein 0.0178 0.0762 1

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 0.57 nM Inhibition of recombinant human TNF-alpha converting enzyme ChEMBL. 15006405
Ki (binding) = 0.57 nM Inhibition of recombinant human TNF-alpha converting enzyme ChEMBL. 15006405
Ki (binding) = 29.6 nM Inhibition of recombinant human matrix metalloproteinase-3 ChEMBL. 15006405
Ki (binding) = 29.6 nM Inhibition of recombinant human matrix metalloproteinase-3 ChEMBL. 15006405
Ki (binding) = 77.75 nM Inhibition of recombinant human matrix metalloproteinase-9 ChEMBL. 15006405
Ki (binding) = 77.75 nM Inhibition of recombinant human matrix metalloproteinase-9 ChEMBL. 15006405
Ki (binding) > 850 nM Inhibition of recombinant human matrix metalloproteinase-1 ChEMBL. 15006405
Ki (binding) > 850 nM Inhibition of recombinant human matrix metalloproteinase-1 ChEMBL. 15006405

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

1 literature reference was collected for this gene.

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