Detailed information for compound 448236

Basic information

Technical information
  • TDR Targets ID: 448236
  • Name: 5-[2-[[[(3R)-1-benzylpyrrolidin-3-yl]-methyls ulfamoyl]amino]ethyl]-4-(4-methoxyphenyl)-2-t hiophen-2-yl-1H-imidazole
  • MW: 551.723 | Formula: C28H33N5O3S2
  • H donors: 2 H acceptors: 3 LogP: 4.11 Rotable bonds: 11
    Rule of 5 violations (Lipinski): 2
  • SMILES: COc1ccc(cc1)c1[nH]c(nc1CCNS(=O)(=O)N([C@@H]1CCN(C1)Cc1ccccc1)C)c1cccs1
  • InChi: 1S/C28H33N5O3S2/c1-32(23-15-17-33(20-23)19-21-7-4-3-5-8-21)38(34,35)29-16-14-25-27(22-10-12-24(36-2)13-11-22)31-28(30-25)26-9-6-18-37-26/h3-13,18,23,29H,14-17,19-20H2,1-2H3,(H,30,31)/t23-/m1/s1
  • InChiKey: BMFCBMKPLCOORV-HSZRJFAPSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 5-[2-[[[(3R)-1-benzylpyrrolidin-3-yl]-methyl-sulfamoyl]amino]ethyl]-4-(4-methoxyphenyl)-2-(2-thienyl)-1H-imidazole
  • 5-[2-[[[(3R)-1-benzyl-3-pyrrolidinyl]-methylsulfamoyl]amino]ethyl]-4-(4-methoxyphenyl)-2-(2-thienyl)-1H-imidazole
  • 4-(4-methoxyphenyl)-5-[2-[[methyl-[(3R)-1-(phenylmethyl)pyrrolidin-3-yl]sulfamoyl]amino]ethyl]-2-thiophen-2-yl-1H-imidazole

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Oryctolagus cuniculus Arachidonate 15-lipoxygenase 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
Echinococcus granulosus arachidonate 5 lipoxygenase Arachidonate 15-lipoxygenase   663 aa 676 aa 23.2 %
Echinococcus multilocularis arachidonate 5 lipoxygenase Arachidonate 15-lipoxygenase   663 aa 676 aa 22.5 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0075 1 1
Brugia malayi Cathepsin L-like precursor 0.0075 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0075 1 1
Trypanosoma cruzi cysteine peptidase, putative 0.0075 1 1
Trypanosoma cruzi cysteine peptidase, putative 0.0075 1 1
Loa Loa (eye worm) papain family cysteine protease containing protein 0.0075 1 1
Brugia malayi Cytochrome P450 family protein 0.0054 0.4423 0.4423
Plasmodium falciparum cysteine proteinase falcipain 2a 0.0075 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0075 1 1
Onchocerca volvulus 0.0075 1 1
Toxoplasma gondii cathepsin CPL 0.0075 1 0.5
Schistosoma mansoni cathepsin F (C01 family) 0.005 0.3182 0.3182
Onchocerca volvulus 0.0075 1 1
Brugia malayi Cathepsin L-like precursor 0.005 0.3182 0.3182
Leishmania major cathepsin L-like protease 0.0075 1 0.5
Schistosoma mansoni cathepsin F (C01 family) 0.0075 1 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0075 1 1
Echinococcus granulosus cathepsin l cysteine peptidase 0.0075 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0075 1 1
Leishmania major cathepsin L-like protease 0.0075 1 0.5
Loa Loa (eye worm) ctsf protein 0.0075 1 1
Entamoeba histolytica cysteine proteinase, putative 0.005 0.3182 0.3182
Loa Loa (eye worm) cysteine protease 0.0075 1 1
Entamoeba histolytica cysteine proteinase, putative 0.0075 1 1
Trypanosoma cruzi cysteine peptidase, clan CA, family C1, cathepsin L-like, putative 0.005 0.3182 0.3182
Onchocerca volvulus Cathepsin F homolog 0.0075 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0075 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0075 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0075 1 1
Leishmania major cathepsin L-like protease 0.0075 1 0.5
Echinococcus multilocularis cysteine protease 0.0075 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0075 1 1
Onchocerca volvulus 0.0075 1 1
Echinococcus multilocularis cathepsin L cysteine protease 0.0075 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0075 1 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0075 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0075 1 1
Brugia malayi Cathepsin L-like precursor 0.0075 1 1
Echinococcus multilocularis arachidonate 5 lipoxygenase 0.0067 0.7818 0.7818
Onchocerca volvulus Cathepsin L homolog 0.0075 1 1
Loa Loa (eye worm) hypothetical protein 0.0075 1 1
Brugia malayi Cathepsin L-like precursor 0.0075 1 1
Echinococcus granulosus cathepsin l1 0.0075 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0075 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0075 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0075 1 1
Onchocerca volvulus 0.0075 1 1
Onchocerca volvulus 0.0075 1 1
Onchocerca volvulus 0.0075 1 1
Brugia malayi cathepsin L-like precursor 0.005 0.3182 0.3182
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0075 1 1
Plasmodium falciparum cysteine proteinase falcipain 2b 0.0075 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0075 1 1
Echinococcus multilocularis cathepsin l cysteine peptidase 0.0075 1 1
Plasmodium vivax vivapain-2 0.0075 1 1
Loa Loa (eye worm) cytochrome P450 family protein 0.0054 0.4423 0.1821
Leishmania major cathepsin L-like protease 0.0075 1 0.5
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0075 1 1
Echinococcus granulosus cathepsin L cysteine proteinase 0.0075 1 1
Leishmania major cathepsin L-like protease 0.0075 1 0.5
Echinococcus granulosus cathepsin l1 0.005 0.3182 0.3182
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0075 1 1
Trypanosoma cruzi cysteine peptidase, putative 0.0075 1 1
Plasmodium vivax vivapain-2 0.0075 1 1
Trypanosoma cruzi cysteine peptidase, putative 0.0075 1 1
Plasmodium falciparum cysteine proteinase falcipain 3 0.0075 1 1
Brugia malayi Cathepsin L-like precursor 0.005 0.3182 0.3182
Leishmania major cysteine peptidase A (CPA) 0.0075 1 0.5
Onchocerca volvulus 0.0075 1 1
Brugia malayi Papain family cysteine protease containing protein 0.0075 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0075 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0075 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0075 1 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0075 1 1
Brugia malayi Cathepsin L-like cysteine proteinase 0.005 0.3182 0.3182
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.005 0.3182 0.3182
Brugia malayi Cathepsin L-like precursor 0.0075 1 1
Onchocerca volvulus Cathepsin L homolog 0.0075 1 1
Schistosoma mansoni lipoxygenase 0.0067 0.7818 0.7818
Leishmania major cathepsin L-like protease 0.0075 1 0.5
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0075 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0075 1 1
Schistosoma mansoni cathepsin F (C01 family) 0.0075 1 1
Echinococcus granulosus arachidonate 5 lipoxygenase 0.0067 0.7818 0.7818
Leishmania major cathepsin L-like protease 0.0075 1 0.5
Entamoeba histolytica cysteine proteinase, putative 0.0075 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0075 1 1
Echinococcus multilocularis cysteine protease 0.0075 1 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0075 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0075 1 1
Leishmania major cathepsin L-like protease 0.0075 1 0.5
Trypanosoma cruzi cruzipain precursor, putative 0.0075 1 1
Echinococcus multilocularis cathepsin L cysteine protease 0.0075 1 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0075 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0075 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L or K-like cysteine peptidase 0.0075 1 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0075 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0075 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0075 1 1
Loa Loa (eye worm) Papain cysteine protease/cathepsin propeptide inhibitor-containing protein 0.0075 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.005 0.3182 0.3182
Entamoeba histolytica cysteine protease, putative 0.0075 1 1
Loa Loa (eye worm) fibroinase 0.0075 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0075 1 1
Brugia malayi Cathepsin L-like precursor 0.0075 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L or K-like cysteine peptidase 0.0075 1 1
Echinococcus multilocularis cathepsin l cysteine peptidase 0.0075 1 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.038 uM Inhibition of rabbit 15-lipoxygenase in presence of linoleic acid ChEMBL. 17656086
IC50 (binding) = 0.038 uM Inhibition of rabbit 15-lipoxygenase in presence of linoleic acid ChEMBL. 17656086
IC50 (binding) = 0.375 uM Inhibition of rabbit 15-lipoxygenase in presence of arachidonic acid ChEMBL. 17656086
IC50 (binding) = 0.375 uM Inhibition of rabbit 15-lipoxygenase in presence of arachidonic acid ChEMBL. 17656086

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.

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