Detailed information for compound 1991273

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 431.326 | Formula: C20H23BrN4O2
  • H donors: 3 H acceptors: 2 LogP: 2.42 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(NCc1ccc(cc1)N)NCC(=O)N1CCCC1c1ccccc1Br
  • InChi: 1S/C20H23BrN4O2/c21-17-5-2-1-4-16(17)18-6-3-11-25(18)19(26)13-24-20(27)23-12-14-7-9-15(22)10-8-14/h1-2,4-5,7-10,18H,3,6,11-13,22H2,(H2,23,24,27)
  • InChiKey: QASXSMHVNVTEBM-UHFFFAOYSA-N  

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens peptidylprolyl isomerase B (cyclophilin B) Starlite/ChEMBL No references
Homo sapiens peptidylprolyl isomerase D Starlite/ChEMBL No references
Homo sapiens peptidylprolyl isomerase G (cyclophilin G) Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Trichomonas vaginalis peptidyl-prolyl cis-trans isomerase A, ppia, putative Get druggable targets OG5_130173 All targets in OG5_130173
Plasmodium falciparum peptidyl-prolyl cis-trans isomerase Get druggable targets OG5_127452 All targets in OG5_127452
Leishmania donovani peptidyl-prolyl cis-trans isomerase (cyclophilin- 40), putative Get druggable targets OG5_129059 All targets in OG5_129059
Echinococcus multilocularis peptidyl prolyl cis trans isomerase B Get druggable targets OG5_127452 All targets in OG5_127452
Leishmania braziliensis cyclophilin 40 Get druggable targets OG5_129059 All targets in OG5_129059
Giardia lamblia Peptidyl-prolyl cis-trans isomerase B precursor Get druggable targets OG5_127452 All targets in OG5_127452
Trypanosoma cruzi rotamase, putative Get druggable targets OG5_129059 All targets in OG5_129059
Brugia malayi cyclophilin-type peptidyl-prolyl cis-trans isomerase-15, Bmcyp-5 Get druggable targets OG5_127452 All targets in OG5_127452
Candida albicans likely cyclophilin type peptidyl-prolyl cis-trans isomerase similar to S. cerevisiae CPR6 (YLR216C) Get druggable targets OG5_129059 All targets in OG5_129059
Brugia malayi cyclophilin-type peptidyl-prolyl cis-trans isomerase-18, Bmcyp-18 Get druggable targets OG5_127452 All targets in OG5_127452
Echinococcus granulosus peptidyl prolyl isomerase G Get druggable targets OG5_130173 All targets in OG5_130173
Leishmania major cyclophilin 40 Get druggable targets OG5_129059 All targets in OG5_129059
Onchocerca volvulus Get druggable targets OG5_127452 All targets in OG5_127452
Leishmania mexicana peptidyl-prolyl cis-trans isomerase (cyclophilin- 40), putative Get druggable targets OG5_129059 All targets in OG5_129059
Trichomonas vaginalis peptidyl-prolyl cis-trans isomerase D, ppid, putative Get druggable targets OG5_127452 All targets in OG5_127452
Trypanosoma brucei peptidyl-prolyl cis-trans isomerase (cyclophilin- 40), putative Get druggable targets OG5_129059 All targets in OG5_129059
Loa Loa (eye worm) cyclophilin-type peptidyl-prolyl cis-trans isomerase-18 Get druggable targets OG5_127452 All targets in OG5_127452
Schistosoma japonicum ko:K03768 peptidyl-prolyl cis-trans isomerase B (cyclophilin B), putative Get druggable targets OG5_127452 All targets in OG5_127452
Trichomonas vaginalis cyclophilin, putative Get druggable targets OG5_127452 All targets in OG5_127452
Brugia malayi cyclophilin-type peptidyl-prolyl cis-trans isomerase-6, Bmcyp-6 Get druggable targets OG5_127452 All targets in OG5_127452
Schistosoma mansoni peptidyl-prolyl cis-trans isomerase G ppig Get druggable targets OG5_130173 All targets in OG5_130173
Babesia bovis peptidylprolyl isomerase, putative Get druggable targets OG5_127452 All targets in OG5_127452
Plasmodium vivax peptidyl-prolyl cis-trans isomerase 11, putative Get druggable targets OG5_127452 All targets in OG5_127452
Schistosoma mansoni cyclophilin B Get druggable targets OG5_127452 All targets in OG5_127452
Leishmania infantum cyclophilin 40 Get druggable targets OG5_129059 All targets in OG5_129059
Trypanosoma brucei gambiense peptidyl-prolyl cis-trans isomerase (cyclophilin- 40), putative,cyclophilin-40, putative Get druggable targets OG5_129059 All targets in OG5_129059
Entamoeba histolytica peptidyl-prolyl cis-trans isomerase, putative Get druggable targets OG5_127452 All targets in OG5_127452
Trypanosoma brucei gambiense cyclophilin-type peptidyl-prolyl cis-trans isomerase, putative Get druggable targets OG5_127452 All targets in OG5_127452
Leishmania mexicana cyclophilin Get druggable targets OG5_127452 All targets in OG5_127452
Candida albicans likely cyclophilin type peptidyl-prolyl cis-trans isomerase similar to E.nidulans cypB and to S. cerevisiae CPR5 (YDR304C) Get druggable targets OG5_127452 All targets in OG5_127452
Trypanosoma brucei cyclophilin-type peptidyl-prolyl cis-trans isomerase, putative Get druggable targets OG5_127452 All targets in OG5_127452
Schistosoma mansoni peptidyl-prolyl cis-trans isomerase G ppig Get druggable targets OG5_130173 All targets in OG5_130173
Leishmania infantum cyclophilin 2 Get druggable targets OG5_127452 All targets in OG5_127452
Trypanosoma brucei cyclophilin-type peptidyl-prolyl cis-trans isomerase, putative Get druggable targets OG5_127452 All targets in OG5_127452
Plasmodium berghei peptidyl-prolyl cis-trans isomerase, putative Get druggable targets OG5_127452 All targets in OG5_127452
Echinococcus multilocularis peptidyl prolyl isomerase G Get druggable targets OG5_130173 All targets in OG5_130173
Trypanosoma cruzi cyclophilin, putative Get druggable targets OG5_127452 All targets in OG5_127452
Plasmodium knowlesi peptidylprolyl isomerase precursor, putative Get druggable targets OG5_127452 All targets in OG5_127452
Trichomonas vaginalis cyclophillin, putative Get druggable targets OG5_129059 All targets in OG5_129059
Leishmania major cyclophilin 2 Get druggable targets OG5_127452 All targets in OG5_127452
Trypanosoma congolense cyclophilin-type peptidyl-prolyl cis-trans isomerase, putative Get druggable targets OG5_127452 All targets in OG5_127452
Schistosoma japonicum expressed protein Get druggable targets OG5_130173 All targets in OG5_130173
Entamoeba histolytica peptidyl-prolyl cis-trans isomerase, putative Get druggable targets OG5_129059 All targets in OG5_129059
Schistosoma japonicum ko:K09566 peptidyl-prolyl isomerase G (cyclophilin G), putative Get druggable targets OG5_130173 All targets in OG5_130173
Trypanosoma cruzi 40 kDa cyclophilin, putative Get druggable targets OG5_129059 All targets in OG5_129059
Loa Loa (eye worm) cyclophilin-type peptidyl-prolyl cis-trans isomerase-15 Get druggable targets OG5_127452 All targets in OG5_127452
Leishmania braziliensis cyclophilin 2 Get druggable targets OG5_127452 All targets in OG5_127452
Echinococcus granulosus peptidyl prolyl cis trans isomerase B Get druggable targets OG5_127452 All targets in OG5_127452
Loa Loa (eye worm) CYN-5 protein Get druggable targets OG5_127452 All targets in OG5_127452
Trypanosoma cruzi cyclophilin, putative Get druggable targets OG5_127452 All targets in OG5_127452
Leishmania donovani cyclophilin Get druggable targets OG5_127452 All targets in OG5_127452
Plasmodium yoelii peptidyl-prolyl cis-trans isomerase, cyclophilin-type Get druggable targets OG5_127452 All targets in OG5_127452

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi FKBP-type peptidyl-prolyl cis-trans isomerase-59, BmFKBP59 peptidylprolyl isomerase D 370 aa 345 aa 27.8 %
Plasmodium falciparum peptidyl-prolyl cis-trans isomerase peptidylprolyl isomerase B (cyclophilin B) 216 aa 173 aa 44.5 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Brugia malayi cyclophilin-type peptidyl-prolyl cis-trans isomerase-15, Bmcyp-5 0.0025 0 0.5
Plasmodium vivax peptidyl-prolyl cis-trans isomerase 11, putative 0.0025 0 0.5
Trichomonas vaginalis cyclophillin, putative 0.0064 0.3832 0.3832
Plasmodium falciparum peptidyl-prolyl cis-trans isomerase 0.0025 0 0.5
Entamoeba histolytica peptidyl-prolyl cis-trans isomerase, putative 0.0064 0.3832 1
Loa Loa (eye worm) CYN-5 protein 0.0025 0 0.5
Schistosoma mansoni peptidyl-prolyl cis-trans isomerase G ppig 0.0127 1 1
Onchocerca volvulus 0.0025 0 0.5
Trypanosoma brucei peptidyl-prolyl cis-trans isomerase (cyclophilin- 40), putative 0.0064 0.3832 1
Echinococcus multilocularis peptidyl prolyl isomerase G 0.0127 1 1
Trypanosoma cruzi 40 kDa cyclophilin, putative 0.0064 0.3832 1
Trichomonas vaginalis peptidyl-prolyl cis-trans isomerase A, ppia, putative 0.0127 1 1
Schistosoma mansoni peptidyl-prolyl cis-trans isomerase G ppig 0.0127 1 1
Loa Loa (eye worm) cyclophilin-type peptidyl-prolyl cis-trans isomerase-15 0.0025 0 0.5
Loa Loa (eye worm) cyclophilin-type peptidyl-prolyl cis-trans isomerase-18 0.0025 0 0.5
Giardia lamblia Peptidyl-prolyl cis-trans isomerase B precursor 0.0025 0 0.5
Brugia malayi cyclophilin-type peptidyl-prolyl cis-trans isomerase-6, Bmcyp-6 0.0025 0 0.5
Trypanosoma cruzi rotamase, putative 0.0064 0.3832 1
Brugia malayi cyclophilin-type peptidyl-prolyl cis-trans isomerase-18, Bmcyp-18 0.0025 0 0.5
Leishmania major cyclophilin 40 0.0064 0.3832 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 760 nM Enzymatic Assay BINDINGDB. No reference
IC50 (binding) = 1100 nM BindingDB_Patents: Enzymatic Assay. Cyclophilin PPlase activity was measured at 20 C. by using the standard chymotrypsin coupled assay (Kofron J L, Kuzmic P, Kishore V, Colon-Bonilla E, Rich D H. Determination of kinetic constants for peptidyl prolyl cis-trans isomerases by an improved spectrophotometric assay. Biochemistry. 1991 Jun. 25; 30(25):6127-34). The assay buffer (25 mM Hepes, 100 mM NaCl, pH 7.8) and CypA, B or D (1900 nM stock solution) were pre-cooled to 4 C., to which then was added 5 uL of 50 mg/ml chymotrypsin in 1 mM HCl. The reaction was initiated by adding 20 uL of 3.2 mM peptide substrate (Suc-Ala-Ala-cis-Pro-Phe-pNA) in LiCl/TFE solution with rapid inversion. After a delay from the onset of mixing, the absorbance of p-nitroaniline was followed at 390 nM until the reaction was complete (1 min). The final concentration of LiCl in the assay was 20 mM; TFE was present at a concentration of 4% (v/v). Absorbance readings were collected every 1 s by spectrophotometer. ChEMBL. No reference

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

No literature references available for this target.

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