Detailed information for compound 427880

Basic information

Technical information
  • TDR Targets ID: 427880
  • Name: 5-[(3R)-6-cyclohexyl-1-(hydroxyamino)-1-oxohe xan-3-yl]-N,N-dimethyl-1,2,4-oxadiazole-3-car boxamide
  • MW: 352.429 | Formula: C17H28N4O4
  • H donors: 2 H acceptors: 5 LogP: 2.96 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 1
  • SMILES: ONC(=O)C[C@H](c1onc(n1)C(=O)N(C)C)CCCC1CCCCC1
  • InChi: 1S/C17H28N4O4/c1-21(2)17(23)15-18-16(25-20-15)13(11-14(22)19-24)10-6-9-12-7-4-3-5-8-12/h12-13,24H,3-11H2,1-2H3,(H,19,22)/t13-/m1/s1
  • InChiKey: FRASWKFJOBLAQF-CYBMUJFWSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 5-[(1R)-4-cyclohexyl-1-[2-(hydroxyamino)-2-oxo-ethyl]butyl]-N,N-dimethyl-1,2,4-oxadiazole-3-carboxamide
  • 5-[(1R)-4-cyclohexyl-1-[2-(hydroxyamino)-2-oxoethyl]butyl]-N,N-dimethyl-1,2,4-oxadiazole-3-carboxamide
  • 5-[(3R)-6-cyclohexyl-1-(hydroxyamino)-1-oxo-hexan-3-yl]-N,N-dimethyl-1,2,4-oxadiazole-3-carboxamide
  • 5-[(1R)-4-cyclohexyl-1-[2-(hydroxyamino)-2-keto-ethyl]butyl]-N,N-dimethyl-1,2,4-oxadiazole-3-carboxamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens tolloid-like 2 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma japonicum Bone morphogenetic protein 1 homolog precursor, putative Get druggable targets OG5_130155 All targets in OG5_130155
Schistosoma japonicum Tolloid-like protein 2 precursor, putative Get druggable targets OG5_130155 All targets in OG5_130155
Echinococcus granulosus Tolloid protein 1 Get druggable targets OG5_130155 All targets in OG5_130155
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_130155 All targets in OG5_130155
Schistosoma japonicum Iroquois-class homeodomain protein IRX-1, putative Get druggable targets OG5_130155 All targets in OG5_130155
Echinococcus multilocularis Tolloid protein 1 Get druggable targets OG5_130155 All targets in OG5_130155
Loa Loa (eye worm) AStacin protease Get druggable targets OG5_130155 All targets in OG5_130155
Loa Loa (eye worm) bone morphogenetic protein 1b Get druggable targets OG5_130155 All targets in OG5_130155
Schistosoma japonicum ko:K09608 tolloid-like protein 1, putative Get druggable targets OG5_130155 All targets in OG5_130155
Schistosoma japonicum IPR000859,CUB,domain-containing Get druggable targets OG5_130155 All targets in OG5_130155
Schistosoma mansoni subfamily M12A unassigned peptidase (M12 family) Get druggable targets OG5_130155 All targets in OG5_130155
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.0018 0.2253 0.2253
Onchocerca volvulus Arrow homolog 0.0016 0.1882 1
Loa Loa (eye worm) AStacin protease 0.0035 0.5714 0.5714
Loa Loa (eye worm) hypothetical protein 0.0016 0.1882 0.1882
Toxoplasma gondii calcium binding egf domain-containing protein 0.0018 0.2253 0.5
Loa Loa (eye worm) bone morphogenetic protein 1b 0.0056 1 1
Brugia malayi Fibulin-1 precursor 0.0018 0.2253 1
Schistosoma mansoni subfamily M12A unassigned peptidase (M12 family) 0.0056 1 1
Loa Loa (eye worm) hypothetical protein 0.0053 0.9535 0.9535
Loa Loa (eye worm) hypothetical protein 0.0023 0.3223 0.3223
Brugia malayi Calcium binding EGF domain containing protein 0.0018 0.2253 1
Echinococcus multilocularis Tolloid protein 1 0.0056 1 1
Loa Loa (eye worm) low-density lipoprotein receptor repeat class B containing protein 0.0016 0.1882 0.1882
Toxoplasma gondii calcium binding egf domain-containing protein 0.0018 0.2253 0.5
Loa Loa (eye worm) hypothetical protein 0.0016 0.1882 0.1882
Loa Loa (eye worm) multiple epidermal growth factor-like domains 6 0.0018 0.2253 0.2253
Brugia malayi Low-density lipoprotein receptor repeat class B containing protein 0.0016 0.1882 0.8351

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) = 1.4 microg/cm2/h Effect on transepidermal penetration in human cadaver skin using 14C-mannitol assessed as TED flux ChEMBL. 17591762
Activity (functional) = 1.4 microg/cm2/h Effect on transepidermal penetration in human cadaver skin using 14C-mannitol assessed as TED flux ChEMBL. 17591762
IC50 (binding) Inhibition of human MMP9 by fluorescence assay ChEMBL. 18945617
IC50 (binding) Inhibition of interstitial MMP1 by fluorescence assay ChEMBL. 18945617
IC50 (binding) Inhibition of human MMP14 catalytic domain by fluorescence assay ChEMBL. 18945617
IC50 (binding) = 9.3 nM Inhibition of human procollagen C-proteinase assessed as [3H]procollagen turnover by scintillation counting ChEMBL. 18945617
IC50 (binding) = 10 nM Inhibition of human procollagen C-proteinase expressed in CHO cells by fluorescence assay ChEMBL. 18945617
IC50 (binding) = 28000 nM Inhibition of human MMP3 by fluorescence assay ChEMBL. 18945617
IC50 (binding) > 100000 nM Inhibition of human MMP2 by fluorescence assay ChEMBL. 18945617
Log D = 3.6 Lipophilicity, log D of the compound ChEMBL. 17591762
Solubility = 8260 ug ml-1 Solubility in phosphate buffer at pH 6.5 ChEMBL. 17591762
TED (functional) = 2.6 microg/cm2/h Effect on transepidermal penetration in human cadaver skin assessed as TED flux after 24 hrs by LC-MS/MS analysis using [14C]mannitol as receptor fluid ChEMBL. 18945617

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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