Detailed information for compound 36576

Basic information

Technical information
  • TDR Targets ID: 36576
  • Name: 2-(4-butoxyphenyl)-N-tert-butyl-2-[(2S,5R)-2- [(4-nitrophenyl)methyl]-3,6-dioxo-5-(sulfanyl methyl)piperazin-1-yl]acetamide
  • MW: 556.674 | Formula: C28H36N4O6S
  • H donors: 2 H acceptors: 5 LogP: 4.26 Rotable bonds: 13
    Rule of 5 violations (Lipinski): 2
  • SMILES: CCCCOc1ccc(cc1)C(N1[C@@H](Cc2ccc(cc2)[N+](=O)[O-])C(=O)N[C@H](C1=O)CS)C(=O)NC(C)(C)C
  • InChi: 1S/C28H36N4O6S/c1-5-6-15-38-21-13-9-19(10-14-21)24(26(34)30-28(2,3)4)31-23(25(33)29-22(17-39)27(31)35)16-18-7-11-20(12-8-18)32(36)37/h7-14,22-24,39H,5-6,15-17H2,1-4H3,(H,29,33)(H,30,34)/t22-,23-,24?/m0/s1
  • InChiKey: GDFUVGWVNSHWCO-NTZARQNWSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 2-(4-butoxyphenyl)-N-tert-butyl-2-[(2S,5R)-5-(mercaptomethyl)-2-[(4-nitrophenyl)methyl]-3,6-dioxo-1-piperazinyl]acetamide
  • 2-(4-butoxyphenyl)-N-tert-butyl-2-[(2S,5R)-2-[(4-nitrophenyl)methyl]-3,6-dioxo-5-(sulfanylmethyl)piperazin-1-yl]ethanamide
  • 2-(4-butoxyphenyl)-N-tert-butyl-2-[(3R,6S)-2,5-diketo-3-(mercaptomethyl)-6-(4-nitrobenzyl)piperazino]acetamide
  • 2-(4-butoxyphenyl)-N-tert-butyl-2-[(3R,6S)-2,5-diketo-3-(mercaptomethyl)-6-(4-nitrobenzyl)piperazin-1-yl]acetamide

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

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
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
Trypanosoma cruzi Aminopeptidase M1, putative 0.0067 0.0016 0.5
Echinococcus multilocularis aminopeptidase N 0.0229 1 1
Leishmania major aminopeptidase, putative,metallo-peptidase, Clan MA(E), Family M1 0.0067 0.0016 0.5
Brugia malayi Peptidase family M1 containing protein 0.0067 0.0016 0.0016
Leishmania major aminopeptidase-like protein,metallo-peptidase, Clan MA(E), Family M1 0.0067 0.0016 0.5
Echinococcus granulosus aminopeptidase N 0.0229 1 1
Onchocerca volvulus Matrix metalloproteinase homolog 0.0105 0.2341 0.2341
Brugia malayi hypothetical protein 0.0067 0.0016 0.0016
Onchocerca volvulus Matrilysin homolog 0.0105 0.2341 0.2341
Trypanosoma cruzi aminopeptidase, putative 0.0067 0.0016 0.5
Trypanosoma brucei Aminopeptidase M1, putative 0.0067 0.0016 0.5
Trypanosoma brucei metallo-peptidase, Clan MA(E) Family M1 0.0067 0.0016 0.5
Loa Loa (eye worm) peptidase family M1 containing protein 0.0185 0.7299 0.8549
Trichomonas vaginalis Clan MA, family M1, aminopeptidase N-like metallopeptidase 0.0067 0.0016 0.5
Echinococcus granulosus matrix metallopeptidase 7 M10 family 0.0172 0.649 0.6485
Trypanosoma cruzi metallo-peptidase, clan MA(E), family M1, putative 0.0067 0.0016 0.5
Trichomonas vaginalis Clan MA, family M1, aminopeptidase N-like metallopeptidase 0.0067 0.0016 0.5
Entamoeba histolytica aminopeptidase, putative 0.0067 0.0016 0.5
Schistosoma mansoni aminopeptidase PILS (M01 family) 0.0067 0.0016 1
Mycobacterium ulcerans aminopeptidase N PepN 0.0067 0.0016 0.5
Loa Loa (eye worm) matrixin family protein 0.0115 0.2926 0.3416
Loa Loa (eye worm) matrixin family protein 0.0105 0.2341 0.2729
Brugia malayi Matrixin family protein 0.0115 0.2926 0.2926
Schistosoma mansoni cytosol alanyl aminopeptidase (M01 family) 0.0067 0.0016 1
Onchocerca volvulus 0.0067 0.0016 0.0016
Trypanosoma brucei Aminopeptidase M1, putative 0.0067 0.0016 0.5
Onchocerca volvulus 0.0229 1 1
Loa Loa (eye worm) hypothetical protein 0.0162 0.5835 0.683
Echinococcus multilocularis matrix metallopeptidase 7 (M10 family) 0.0172 0.649 0.6485
Loa Loa (eye worm) hypothetical protein 0.0205 0.8536 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 5.49 Inhibition of MMP9 (unknown origin) ChEMBL. 17275314
IC50 (binding) = 7.14 Inhibition of MMP1 (unknown origin) ChEMBL. 17275314
IC50 (binding) = 73 nM Inhibitory activity against Matrix metalloproteinase-1 ChEMBL. 10212120
IC50 (binding) = 73 nM Inhibitory activity against Matrix metalloproteinase-1 ChEMBL. 10212120
IC50 (binding) = 3200 nM Inhibitory activity against Matrix metalloproteinase-9 ChEMBL. 10212120
IC50 (binding) = 3200 nM Inhibitory activity against Matrix metalloproteinase-9 ChEMBL. 10212120
log(1/IC50) (binding) = 5.49 Inhibition of MMP9 (unknown origin) ChEMBL. 17275314
log(1/IC50) (binding) = 7.14 Inhibition of MMP1 (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

2 literature references were collected for this gene.

If you have references for this compound, please enter them in a user comment (below) or Contact us.