Detailed information for compound 1818844

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 566.816 | Formula: C38H50N2O2
  • H donors: 0 H acceptors: 0 LogP: 9.55 Rotable bonds: 12
    Rule of 5 violations (Lipinski): 2
  • SMILES: CCC(=C(c1ccc(cc1)OCCN1CCCCCC1)c1ccc(cc1)OCCN1CCCCCC1)c1ccccc1
  • InChi: 1S/C38H50N2O2/c1-2-37(32-14-8-7-9-15-32)38(33-16-20-35(21-17-33)41-30-28-39-24-10-3-4-11-25-39)34-18-22-36(23-19-34)42-31-29-40-26-12-5-6-13-27-40/h7-9,14-23H,2-6,10-13,24-31H2,1H3
  • InChiKey: CVNPFNZJSHRZFA-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 proteasome (prosome, macropain) subunit, beta type, 1 Starlite/ChEMBL References
Homo sapiens proteasome (prosome, macropain) subunit, beta type, 2 Starlite/ChEMBL References
Homo sapiens proteasome (prosome, macropain) subunit, beta type, 5 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma japonicum ko:K02737 20S proteasome subunit beta 5, putative Get druggable targets OG5_127100 All targets in OG5_127100
Cryptosporidium hominis hypothetical protein Get druggable targets OG5_127100 All targets in OG5_127100
Plasmodium vivax proteasome subunit beta type-5, putative Get druggable targets OG5_127100 All targets in OG5_127100
Leishmania donovani proteasome beta 6 subunit, putative Get druggable targets OG5_127834 All targets in OG5_127834
Trypanosoma brucei gambiense proteasome beta 6 subunit,20S proteasome beta 6 subunit, putative Get druggable targets OG5_127834 All targets in OG5_127834
Trichomonas vaginalis Family T1, proteasome beta subunit, threonine peptidase Get druggable targets OG5_127700 All targets in OG5_127700
Trypanosoma brucei proteasome subunit beta type-2, putative Get druggable targets OG5_127700 All targets in OG5_127700
Loa Loa (eye worm) proteasome A-type and B-type family protein Get druggable targets OG5_127100 All targets in OG5_127100
Trypanosoma congolense proteasome subunit beta type-5, putative Get druggable targets OG5_127100 All targets in OG5_127100
Neospora caninum Family T1, proteasome beta subunit, threonine peptidase, related Get druggable targets OG5_127100 All targets in OG5_127100
Plasmodium knowlesi proteasome subunit beta type-2, putative Get druggable targets OG5_127700 All targets in OG5_127700
Trypanosoma brucei proteasome beta 6 subunit Get druggable targets OG5_127834 All targets in OG5_127834
Cryptosporidium parvum 20S proteasome beta subunit D2 (PBD2) , putative Get druggable targets OG5_127700 All targets in OG5_127700
Echinococcus multilocularis proteasome (prosome, macropain) Get druggable targets OG5_127100 All targets in OG5_127100
Giardia lamblia Proteasome subunit beta type 1 Get druggable targets OG5_127834 All targets in OG5_127834
Plasmodium knowlesi proteasome subunit beta type-5, putative Get druggable targets OG5_127100 All targets in OG5_127100
Brugia malayi proteasome subunit beta type 2 Get druggable targets OG5_127700 All targets in OG5_127700
Cryptosporidium hominis 20S proteasome beta subunit D2 (PBD2) Get druggable targets OG5_127700 All targets in OG5_127700
Leishmania mexicana proteasome beta 2 subunit, putative Get druggable targets OG5_127700 All targets in OG5_127700
Echinococcus granulosus proteasome prosome macropain subunit beta Get druggable targets OG5_127700 All targets in OG5_127700
Entamoeba histolytica probable proteasome subunit beta type 2, putative Get druggable targets OG5_127700 All targets in OG5_127700
Plasmodium berghei proteasome subunit beta type-5, putative Get druggable targets OG5_127100 All targets in OG5_127100
Trypanosoma cruzi proteasome subunit beta type-5, putative Get druggable targets OG5_127100 All targets in OG5_127100
Plasmodium vivax proteasome subunit beta type-1, putative Get druggable targets OG5_127834 All targets in OG5_127834
Cryptosporidium parvum Pre2p/proteasome subunit beta type 5; NTN hydrolase fold Get druggable targets OG5_127100 All targets in OG5_127100
Candida albicans proteasome subunit Get druggable targets OG5_127834 All targets in OG5_127834
Brugia malayi proteasome subunit beta type 1 Get druggable targets OG5_127834 All targets in OG5_127834
Candida albicans proteasome subunit Get druggable targets OG5_127100 All targets in OG5_127100
Plasmodium falciparum proteasome subunit beta type-1, putative Get druggable targets OG5_127834 All targets in OG5_127834
Trichomonas vaginalis Family T1, proteasome beta subunit, threonine peptidase Get druggable targets OG5_127700 All targets in OG5_127700
Trypanosoma cruzi 20S proteasome subunit Get druggable targets OG5_127700 All targets in OG5_127700
Toxoplasma gondii proteasome subunit beta type, putative Get druggable targets OG5_127100 All targets in OG5_127100
Leishmania major proteasome beta 2 subunit, putative Get druggable targets OG5_127700 All targets in OG5_127700
Plasmodium yoelii proteasome subunit beta type 1-related Get druggable targets OG5_127834 All targets in OG5_127834
Schistosoma mansoni proteasome catalytic subunit 3 (T01 family) Get druggable targets OG5_127100 All targets in OG5_127100
Entamoeba histolytica proteasome subunit beta type 1, putative Get druggable targets OG5_127834 All targets in OG5_127834
Leishmania donovani proteasome subunit beta type-5, putative Get druggable targets OG5_127100 All targets in OG5_127100
Plasmodium falciparum proteasome subunit beta type-5 Get druggable targets OG5_127100 All targets in OG5_127100
Theileria parva proteasome beat subunit, putative Get druggable targets OG5_127834 All targets in OG5_127834
Giardia lamblia Proteasome subunit beta type 2 Get druggable targets OG5_127700 All targets in OG5_127700
Schistosoma japonicum ko:K02732 20S proteasome subunit beta 6, putative Get druggable targets OG5_127834 All targets in OG5_127834
Neospora caninum Proteasome (Prosome, macropain) subunit, beta type, 1, related Get druggable targets OG5_127700 All targets in OG5_127700
Leishmania braziliensis proteasome beta 6 subunit, putative,20S proteasome beta 6 subunit, putative Get druggable targets OG5_127834 All targets in OG5_127834
Plasmodium vivax proteasome subunit beta type-2, putative Get druggable targets OG5_127700 All targets in OG5_127700
Plasmodium berghei proteasome subunit beta type-2, putative Get druggable targets OG5_127700 All targets in OG5_127700
Echinococcus granulosus proteasome prosome macropain subunit beta Get druggable targets OG5_127834 All targets in OG5_127834
Loa Loa (eye worm) proteasome subunit beta type 1 Get druggable targets OG5_127834 All targets in OG5_127834
Trichomonas vaginalis Family T1, proteasome beta subunit, threonine peptidase Get druggable targets OG5_127834 All targets in OG5_127834
Trypanosoma cruzi proteasome subunit beta type-2, putative Get druggable targets OG5_127700 All targets in OG5_127700
Trypanosoma congolense proteasome beta 6 subunit Get druggable targets OG5_127834 All targets in OG5_127834
Schistosoma japonicum ko:K02734 20S proteasome subunit beta 4, putative Get druggable targets OG5_127700 All targets in OG5_127700
Echinococcus granulosus proteasome prosome macropain Get druggable targets OG5_127100 All targets in OG5_127100
Mycobacterium ulcerans proteasome PrcB Get druggable targets OG5_127100 All targets in OG5_127100
Brugia malayi Proteasome A-type and B-type family protein Get druggable targets OG5_127100 All targets in OG5_127100
Babesia bovis proteasome epsilon subunit, putative Get druggable targets OG5_127100 All targets in OG5_127100
Candida albicans endopeptidase required for mitosis and sporulation Get druggable targets OG5_127700 All targets in OG5_127700
Candida albicans proteasome subunit Get druggable targets OG5_127834 All targets in OG5_127834
Giardia lamblia Proteasome subunit beta type 5 precursor Get druggable targets OG5_127100 All targets in OG5_127100
Plasmodium yoelii proteasome subunit beta type 2 Get druggable targets OG5_127700 All targets in OG5_127700
Leishmania infantum proteasome beta 5 subunit, putative Get druggable targets OG5_127100 All targets in OG5_127100
Echinococcus multilocularis proteasome (prosome, macropain) subunit, beta Get druggable targets OG5_127834 All targets in OG5_127834
Mycobacterium tuberculosis Proteasome beta subunit PrcB; assembles with alpha subunit PrcA. Get druggable targets OG5_127100 All targets in OG5_127100
Trypanosoma cruzi proteasome beta 6 subunit, putative Get druggable targets OG5_127834 All targets in OG5_127834
Plasmodium yoelii proteosome PSMB5/8 protein Get druggable targets OG5_127100 All targets in OG5_127100
Babesia bovis proteasome A-type and B-type family protein Get druggable targets OG5_127834 All targets in OG5_127834
Leishmania mexicana proteasome beta 6 subunit, putative,20S proteasome beta 6 subunit, putative Get druggable targets OG5_127834 All targets in OG5_127834
Candida albicans endopeptidase required for mitosis and sporulation Get druggable targets OG5_127700 All targets in OG5_127700
Leishmania donovani proteasome subunit beta type-2, putative Get druggable targets OG5_127700 All targets in OG5_127700
Cryptosporidium hominis proteasome subunit beta type 1 (20S proteasome alpha subunit F) (20S proteasome subunit beta-6) Get druggable targets OG5_127834 All targets in OG5_127834
Leishmania braziliensis proteasome beta 2 subunit, putative Get druggable targets OG5_127700 All targets in OG5_127700
Trypanosoma cruzi proteasome subunit beta type-5, putative Get druggable targets OG5_127100 All targets in OG5_127100
Mycobacterium leprae proteasome (beta subunit) PrcB Get druggable targets OG5_127100 All targets in OG5_127100
Toxoplasma gondii proteasome subunit beta type 2, putative Get druggable targets OG5_127700 All targets in OG5_127700
Leishmania major proteasome beta 6 subunit, putative,20S proteasome beta 6 subunit, putative Get druggable targets OG5_127834 All targets in OG5_127834
Schistosoma mansoni proteasome subunit beta 1 (T01 family) Get druggable targets OG5_127834 All targets in OG5_127834
Babesia bovis proteasome beta 2 subunit, putative Get druggable targets OG5_127700 All targets in OG5_127700
Toxoplasma gondii proteasome subunit beta type 1, putative Get druggable targets OG5_127834 All targets in OG5_127834
Loa Loa (eye worm) proteasome subunit beta type 2 Get druggable targets OG5_127700 All targets in OG5_127700
Leishmania mexicana proteasome beta 5 subunit, putative Get druggable targets OG5_127100 All targets in OG5_127100
Plasmodium knowlesi proteasome subunit beta type-1, putative Get druggable targets OG5_127834 All targets in OG5_127834
Leishmania infantum proteasome beta 2 subunit, putative Get druggable targets OG5_127700 All targets in OG5_127700
Theileria parva proteasome subunit beta type 2, putative Get druggable targets OG5_127700 All targets in OG5_127700
Trypanosoma cruzi proteasome beta 6 subunit, putative Get druggable targets OG5_127834 All targets in OG5_127834
Trypanosoma brucei proteasome subunit beta type-5, putative Get druggable targets OG5_127100 All targets in OG5_127100
Trichomonas vaginalis Family T1, proteasome beta subunit, threonine peptidase Get druggable targets OG5_127100 All targets in OG5_127100
Neospora caninum hypothetical protein Get druggable targets OG5_127834 All targets in OG5_127834
Cryptosporidium parvum proteasome subunit beta type 1, putative Get druggable targets OG5_127834 All targets in OG5_127834
Candida albicans proteasome subunit Get druggable targets OG5_127100 All targets in OG5_127100
Leishmania infantum proteasome beta 6 subunit, putative,20S proteasome beta 6 subunit, putative Get druggable targets OG5_127834 All targets in OG5_127834
Schistosoma mansoni proteasome subunit beta 2 (T01 family) Get druggable targets OG5_127700 All targets in OG5_127700
Plasmodium berghei proteasome subunit beta type-1, putative Get druggable targets OG5_127834 All targets in OG5_127834
Plasmodium falciparum proteasome subunit beta type-2, putative Get druggable targets OG5_127700 All targets in OG5_127700
Trypanosoma brucei gambiense proteasome beta 2 subunit, putative,20S proteasome subunit Get druggable targets OG5_127700 All targets in OG5_127700
Theileria parva proteasome subunit beta type 5, putative Get druggable targets OG5_127100 All targets in OG5_127100
Schistosoma mansoni proteasome subunit beta 2 (T01 family) Get druggable targets OG5_127700 All targets in OG5_127700
Entamoeba histolytica proteasome subunit beta type 5 precursor, putative Get druggable targets OG5_127100 All targets in OG5_127100
Leishmania major proteasome beta 5 subunit, putative Get druggable targets OG5_127100 All targets in OG5_127100
Trypanosoma congolense proteasome subunit beta type-2, putative Get druggable targets OG5_127700 All targets in OG5_127700
Trypanosoma brucei gambiense proteasome beta 5 subunit, putative Get druggable targets OG5_127100 All targets in OG5_127100
Echinococcus multilocularis proteasome (prosome, macropain) subunit, beta Get druggable targets OG5_127700 All targets in OG5_127700
Leishmania braziliensis proteasome beta 5 subunit, putative Get druggable targets OG5_127100 All targets in OG5_127100

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Plasmodium falciparum proteasome subunit alpha type-5, putative proteasome (prosome, macropain) subunit, beta type, 5 160 aa 148 aa 23.0 %
Trypanosoma brucei proteasome alpha 3 subunit, putative proteasome (prosome, macropain) subunit, beta type, 2 176 aa 146 aa 26.0 %
Plasmodium falciparum proteasome subunit beta type-5 proteasome (prosome, macropain) subunit, beta type, 1 241 aa 194 aa 27.3 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Echinococcus multilocularis proteasome (prosome, macropain) subunit, beta 0.0048 0.3546 0.3546
Trypanosoma brucei proteasome beta 6 subunit 0.0077 0.7224 0.7224
Trichomonas vaginalis Family T1, proteasome beta subunit, threonine peptidase 0.0077 0.7224 0.7224
Entamoeba histolytica probable proteasome subunit beta type 2, putative 0.0048 0.3546 0.3546
Trypanosoma cruzi proteasome subunit beta type-2, putative 0.0048 0.3546 0.3546
Leishmania major proteasome beta 6 subunit, putative,20S proteasome beta 6 subunit, putative 0.0077 0.7224 0.7224
Schistosoma mansoni proteasome catalytic subunit 3 (T01 family) 0.0099 1 1
Onchocerca volvulus Notchless protein homolog 0.0019 0 0.5
Plasmodium falciparum proteasome subunit beta type-1, putative 0.0077 0.7224 0.7224
Schistosoma mansoni proteasome subunit beta 1 (T01 family) 0.0077 0.7224 0.7224
Echinococcus granulosus proteasome prosome macropain subunit beta 0.0077 0.7224 0.7224
Brugia malayi proteasome subunit beta type 2 0.0048 0.3546 0.3546
Trypanosoma cruzi proteasome beta 6 subunit, putative 0.0077 0.7224 0.7224
Trichomonas vaginalis Family T1, proteasome beta subunit, threonine peptidase 0.0048 0.3546 0.3546
Toxoplasma gondii proteasome subunit beta type 2, putative 0.0048 0.3546 0.3546
Schistosoma mansoni proteasome subunit beta 2 (T01 family) 0.0048 0.3546 0.3546
Trichomonas vaginalis Family T1, proteasome beta subunit, threonine peptidase 0.0048 0.3546 0.3546
Entamoeba histolytica proteasome subunit beta type 1, putative 0.0077 0.7224 0.7224
Plasmodium vivax proteasome subunit beta type-5, putative 0.0099 1 1
Brugia malayi proteasome subunit beta type 1 0.0077 0.7224 0.7224
Loa Loa (eye worm) proteasome A-type and B-type family protein 0.0099 1 1
Mycobacterium leprae proteasome (beta subunit) PrcB 0.0099 1 1
Plasmodium falciparum proteasome subunit beta type-2, putative 0.0048 0.3546 0.3546
Trypanosoma brucei proteasome subunit beta type-2, putative 0.0048 0.3546 0.3546
Mycobacterium ulcerans proteasome PrcB 0.0099 1 1
Giardia lamblia Proteasome subunit beta type 5 precursor 0.0099 1 1
Trypanosoma cruzi proteasome subunit beta type-5, putative 0.0099 1 1
Mycobacterium tuberculosis Proteasome beta subunit PrcB; assembles with alpha subunit PrcA. 0.0099 1 1
Trypanosoma cruzi 20S proteasome subunit 0.0048 0.3546 0.3546
Plasmodium vivax proteasome subunit beta type-2, putative 0.0048 0.3546 0.3546
Plasmodium falciparum proteasome subunit beta type-5 0.0099 1 1
Toxoplasma gondii proteasome subunit beta type, putative 0.0099 1 1
Leishmania major proteasome beta 5 subunit, putative 0.0099 1 1
Trichomonas vaginalis Family T1, proteasome beta subunit, threonine peptidase 0.0099 1 1
Trypanosoma brucei proteasome subunit beta type-5, putative 0.0099 1 1
Trypanosoma cruzi proteasome beta 6 subunit, putative 0.0077 0.7224 0.7224
Leishmania major proteasome beta 2 subunit, putative 0.0048 0.3546 0.3546
Giardia lamblia Proteasome subunit beta type 2 0.0048 0.3546 0.3546
Wolbachia endosymbiont of Brugia malayi ATP-dependent protease peptidase subunit 0.0019 0 0.5
Echinococcus multilocularis proteasome (prosome, macropain) subunit, beta 0.0077 0.7224 0.7224
Loa Loa (eye worm) proteasome subunit beta type 2 0.0048 0.3546 0.3546
Echinococcus granulosus proteasome prosome macropain 0.0099 1 1
Trypanosoma cruzi proteasome subunit beta type-5, putative 0.0099 1 1
Echinococcus multilocularis proteasome (prosome, macropain) 0.0099 1 1
Loa Loa (eye worm) proteasome subunit beta type 1 0.0077 0.7224 0.7224
Toxoplasma gondii proteasome subunit beta type 1, putative 0.0077 0.7224 0.7224
Entamoeba histolytica proteasome subunit beta type 5 precursor, putative 0.0099 1 1
Giardia lamblia Proteasome subunit beta type 1 0.0077 0.7224 0.7224
Echinococcus granulosus proteasome prosome macropain subunit beta 0.0048 0.3546 0.3546
Plasmodium vivax proteasome subunit beta type-1, putative 0.0077 0.7224 0.7224
Schistosoma mansoni proteasome subunit beta 2 (T01 family) 0.0048 0.3546 0.3546

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) = 4.7 % Cell cycle arrest in human HeLa cells assessed as accumulation at sub G1 phase at 60 uM after 24 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 2.2%) ChEMBL. 24321833
IC50 (binding) = 0.34 uM Inhibition of trypsin-like activity of human 20S proteasome beta 2 subunit assessed as hydrolysis of Boc-LRR-AMC fluorogenic substrate measured for 1 hr by fluorometric analysis ChEMBL. 24321833
IC50 (binding) = 0.43 uM Inhibition of PGPH-like activity of human 20S proteasome beta 1 subunit assessed as hydrolysis of Z-LLE-AMC fluorogenic substrate measured for 1 hr by fluorometric analysis ChEMBL. 24321833
IC50 (binding) = 0.64 uM Inhibition of chymotrypsin-like activity of human 20S proteasome beta 5 subunit assessed as hydrolysis of succinyl-LLVY-AMC fluorogenic substrate measured for 1 hr by fluorometric analysis ChEMBL. 24321833
Inhibition (binding) Inhibition of biotin-labeled belactosin A binding to human 20S proteasome beta 5 subunit at 1 to 100 uM preincubated for 1 hr followed by biotin-labeled belactosin A treatment measured after 1 hr by Western blotting analysis ChEMBL. 24321833
Inhibition (binding) Inhibition of biotin-labeled belactosin A binding to human 20S proteasome beta 5 subunit at 100 uM preincubated for 1 hr followed by biotin-labeled belactosin A treatment measured after 1 hr by Western blotting analysis ChEMBL. 24321833
Inhibition (binding) Inhibition of biotin-labeled belactosin A binding to human 20S proteasome beta 1 subunit at 10 uM preincubated for 1 hr followed by biotin-labeled belactosin A treatment measured after 1 hr by Western blotting analysis ChEMBL. 24321833
Inhibition (binding) Inhibition of biotin-labeled belactosin A binding to human 20S proteasome beta 1 subunit preincubated for 1 hr followed by biotin-labeled belactosin A treatment measured after 1 hr by Western blotting analysis ChEMBL. 24321833
Ki (binding) = 0.34 uM Competitive inhibition of PGPH-like activity of human 20S proteasome beta 1 subunit assessed as hydrolysis of Z-LLE-AMC fluorogenic substrate Lineweaver-Burk plot analysis ChEMBL. 24321833
Ki (binding) = 0.58 uM Noncompetitive inhibition of chymotrypsin-like activity of human 20S proteasome beta 5 subunit assessed as hydrolysis of succinyl-LLVY-AMC fluorogenic substrate Lineweaver-Burk plot analysis ChEMBL. 24321833

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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