Detailed information for compound 1920812

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 316.16 | Formula: C16H21BN2O4
  • H donors: 3 H acceptors: 4 LogP: 1.55 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: CC(C[C@@H](B(O)O)NC(=O)Cn1ccc2c(c1=O)cccc2)C
  • InChi: 1S/C16H21BN2O4/c1-11(2)9-14(17(22)23)18-15(20)10-19-8-7-12-5-3-4-6-13(12)16(19)21/h3-8,11,14,22-23H,9-10H2,1-2H3,(H,18,20)/t14-/m0/s1
  • InChiKey: BHKPXJXKNJTTJH-AWEZNQCLSA-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
Bos taurus Alpha-chymotrypsin Starlite/ChEMBL References
Homo sapiens proteasome (prosome, macropain) subunit, beta type, 5 Starlite/ChEMBL References
Homo sapiens proteasome (prosome, macropain) subunit, beta type, 1 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Candida albicans proteasome subunit Get druggable targets OG5_127100 All targets in OG5_127100
Loa Loa (eye worm) proteasome A-type and B-type family protein Get druggable targets OG5_127100 All targets in OG5_127100
Toxoplasma gondii proteasome subunit beta type 1, putative Get druggable targets OG5_127834 All targets in OG5_127834
Candida albicans proteasome subunit Get druggable targets OG5_127834 All targets in OG5_127834
Echinococcus multilocularis proteasome (prosome, macropain) Get druggable targets OG5_127100 All targets in OG5_127100
Cryptosporidium hominis hypothetical protein Get druggable targets OG5_127100 All targets in OG5_127100
Leishmania braziliensis proteasome beta 5 subunit, putative Get druggable targets OG5_127100 All targets in OG5_127100
Echinococcus granulosus proteasome prosome macropain Get druggable targets OG5_127100 All targets in OG5_127100
Trichomonas vaginalis Family T1, proteasome beta subunit, threonine peptidase 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
Leishmania braziliensis proteasome beta 6 subunit, putative,20S proteasome beta 6 subunit, putative Get druggable targets OG5_127834 All targets in OG5_127834
Plasmodium falciparum proteasome subunit beta type-5 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
Trypanosoma cruzi proteasome beta 6 subunit, putative Get druggable targets OG5_127834 All targets in OG5_127834
Plasmodium vivax proteasome subunit beta type-1, putative Get druggable targets OG5_127834 All targets in OG5_127834
Neospora caninum hypothetical protein Get druggable targets OG5_127834 All targets in OG5_127834
Plasmodium berghei proteasome subunit beta type-5, putative Get druggable targets OG5_127100 All targets in OG5_127100
Echinococcus granulosus proteasome prosome macropain subunit beta Get druggable targets OG5_127834 All targets in OG5_127834
Plasmodium vivax proteasome subunit beta type-5, putative 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
Trypanosoma cruzi proteasome subunit beta type-5, putative Get druggable targets OG5_127100 All targets in OG5_127100
Candida albicans proteasome subunit Get druggable targets OG5_127100 All targets in OG5_127100
Theileria parva proteasome subunit beta type 5, putative Get druggable targets OG5_127100 All targets in OG5_127100
Brugia malayi proteasome subunit beta type 1 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
Trichomonas vaginalis Family T1, proteasome beta subunit, threonine peptidase 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
Trypanosoma cruzi proteasome subunit beta type-5, putative Get druggable targets OG5_127100 All targets in OG5_127100
Plasmodium knowlesi proteasome subunit beta type-5, putative Get druggable targets OG5_127100 All targets in OG5_127100
Trypanosoma brucei gambiense proteasome beta 5 subunit, putative Get druggable targets OG5_127100 All targets in OG5_127100
Plasmodium berghei proteasome subunit beta type-1, 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
Leishmania infantum proteasome beta 6 subunit, putative,20S proteasome beta 6 subunit, putative Get druggable targets OG5_127834 All targets in OG5_127834
Trypanosoma cruzi proteasome beta 6 subunit, putative Get druggable targets OG5_127834 All targets in OG5_127834
Entamoeba histolytica proteasome subunit beta type 5 precursor, 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 yoelii proteasome subunit beta type 1-related Get druggable targets OG5_127834 All targets in OG5_127834
Leishmania mexicana proteasome beta 5 subunit, putative 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 major proteasome beta 6 subunit, putative,20S proteasome beta 6 subunit, putative 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
Leishmania donovani proteasome beta 6 subunit, putative Get druggable targets OG5_127834 All targets in OG5_127834
Babesia bovis proteasome A-type and B-type family protein 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
Plasmodium yoelii proteosome PSMB5/8 protein Get druggable targets OG5_127100 All targets in OG5_127100
Schistosoma japonicum ko:K02732 20S proteasome subunit beta 6, putative Get druggable targets OG5_127834 All targets in OG5_127834
Trypanosoma congolense proteasome beta 6 subunit Get druggable targets OG5_127834 All targets in OG5_127834
Toxoplasma gondii proteasome subunit beta type, putative Get druggable targets OG5_127100 All targets in OG5_127100
Mycobacterium ulcerans proteasome PrcB Get druggable targets OG5_127100 All targets in OG5_127100
Giardia lamblia Proteasome subunit beta type 5 precursor 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
Candida albicans proteasome subunit Get druggable targets OG5_127834 All targets in OG5_127834
Schistosoma japonicum ko:K02737 20S proteasome subunit beta 5, putative 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
Mycobacterium tuberculosis Proteasome beta subunit PrcB; assembles with alpha subunit PrcA. 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
Schistosoma mansoni proteasome subunit beta 1 (T01 family) Get druggable targets OG5_127834 All targets in OG5_127834
Leishmania major proteasome beta 5 subunit, putative Get druggable targets OG5_127100 All targets in OG5_127100
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
Mycobacterium leprae proteasome (beta subunit) PrcB 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
Trypanosoma brucei proteasome beta 6 subunit Get druggable targets OG5_127834 All targets in OG5_127834
Theileria parva proteasome beat subunit, 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
Trypanosoma brucei gambiense proteasome beta 6 subunit,20S proteasome beta 6 subunit, putative 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
Leishmania infantum 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
Echinococcus granulosus subfamily S1A unassigned peptidase S01 family Alpha-chymotrypsin   245 aa 300 aa 27.3 %
Drosophila melanogaster CG13744 gene product from transcript CG13744-RA Alpha-chymotrypsin   245 aa 265 aa 34.0 %
Drosophila melanogaster Jonah 65Aiii Alpha-chymotrypsin   245 aa 232 aa 32.8 %
Onchocerca volvulus Alpha-chymotrypsin   245 aa 240 aa 27.5 %
Schistosoma mansoni cercarial elastase (S01 family) Alpha-chymotrypsin   245 aa 213 aa 26.8 %
Schistosoma mansoni cercarial elastase (S01 family) Alpha-chymotrypsin   245 aa 237 aa 24.5 %
Drosophila melanogaster Spatzle-Processing Enzyme Alpha-chymotrypsin   245 aa 275 aa 29.1 %
Drosophila melanogaster CG30287 gene product from transcript CG30287-RA Alpha-chymotrypsin   245 aa 247 aa 32.0 %
Onchocerca volvulus Alpha-chymotrypsin   245 aa 237 aa 23.6 %
Drosophila melanogaster CG4914 gene product from transcript CG4914-RA Alpha-chymotrypsin   245 aa 238 aa 34.9 %
Schistosoma japonicum ko:K09637 transmembrane protease, serine 6, putative Alpha-chymotrypsin   245 aa 240 aa 30.4 %
Schistosoma japonicum Cercarial protease precursor (EC 3.4.21.-) (Cercarial elastase), putative Alpha-chymotrypsin   245 aa 220 aa 20.9 %
Drosophila melanogaster CG3505 gene product from transcript CG3505-RA Alpha-chymotrypsin   245 aa 252 aa 28.2 %
Drosophila melanogaster CG3916 gene product from transcript CG3916-RA Alpha-chymotrypsin   245 aa 235 aa 35.3 %
Drosophila melanogaster CG9673 gene product from transcript CG9673-RB Alpha-chymotrypsin   245 aa 243 aa 25.9 %
Echinococcus granulosus glycoprotein Antigen 5 Alpha-chymotrypsin   245 aa 297 aa 22.2 %
Echinococcus multilocularis transmembrane protease serine 3 Alpha-chymotrypsin   245 aa 266 aa 32.7 %
Echinococcus multilocularis glycoprotein Antigen 5 Alpha-chymotrypsin   245 aa 296 aa 23.0 %
Brugia malayi Trypsin family protein Alpha-chymotrypsin   245 aa 249 aa 25.7 %
Drosophila melanogaster CG4815 gene product from transcript CG4815-RA Alpha-chymotrypsin   245 aa 216 aa 24.1 %
Schistosoma mansoni cercarial elastase (S01 family) Alpha-chymotrypsin   245 aa 218 aa 22.9 %
Drosophila melanogaster CG18180 gene product from transcript CG18180-RA Alpha-chymotrypsin   245 aa 232 aa 31.0 %
Drosophila melanogaster CG5909 gene product from transcript CG5909-RA Alpha-chymotrypsin   245 aa 259 aa 29.3 %
Plasmodium falciparum proteasome subunit beta type-5 proteasome (prosome, macropain) subunit, beta type, 1 241 aa 194 aa 27.3 %
Schistosoma japonicum Enteropeptidase, putative Alpha-chymotrypsin   245 aa 268 aa 23.9 %
Drosophila melanogaster CG14990 gene product from transcript CG14990-RA Alpha-chymotrypsin   245 aa 245 aa 29.0 %
Drosophila melanogaster CG9733 gene product from transcript CG9733-RB Alpha-chymotrypsin   245 aa 261 aa 29.1 %
Echinococcus multilocularis enteropeptidase Alpha-chymotrypsin   245 aa 279 aa 27.2 %
Echinococcus granulosus Mastin Alpha-chymotrypsin   245 aa 302 aa 26.2 %
Echinococcus granulosus enteropeptidase Alpha-chymotrypsin   245 aa 279 aa 26.5 %
Drosophila melanogaster CG32277 gene product from transcript CG32277-RA Alpha-chymotrypsin   245 aa 237 aa 27.0 %
Echinococcus multilocularis Mastin Alpha-chymotrypsin   245 aa 302 aa 26.2 %
Drosophila melanogaster CG33465 gene product from transcript CG33465-RC Alpha-chymotrypsin   245 aa 221 aa 19.0 %
Drosophila melanogaster Jonah 99Ci Alpha-chymotrypsin   245 aa 234 aa 29.5 %
Schistosoma mansoni cercarial elastase (S01 family) Alpha-chymotrypsin   245 aa 213 aa 26.8 %
Schistosoma japonicum ko:K01346 pancreatic elastase II [EC3.4.21.71], putative Alpha-chymotrypsin   245 aa 314 aa 24.5 %
Loa Loa (eye worm) hypothetical protein Alpha-chymotrypsin   245 aa 287 aa 21.6 %
Drosophila melanogaster Jonah 65Aii Alpha-chymotrypsin   245 aa 234 aa 31.2 %
Drosophila melanogaster CG33458 gene product from transcript CG33458-RA Alpha-chymotrypsin   245 aa 255 aa 27.1 %
Schistosoma japonicum Transmembrane protease, serine 9, putative Alpha-chymotrypsin   245 aa 231 aa 22.5 %
Brugia malayi Trypsin family protein Alpha-chymotrypsin   245 aa 256 aa 21.5 %
Plasmodium falciparum proteasome subunit alpha type-5, putative proteasome (prosome, macropain) subunit, beta type, 5 160 aa 148 aa 23.0 %
Drosophila melanogaster CG34436 gene product from transcript CG34436-RA Alpha-chymotrypsin   245 aa 244 aa 24.6 %
Drosophila melanogaster betaTrypsin Alpha-chymotrypsin   245 aa 239 aa 40.6 %
Echinococcus multilocularis subfamily S1A unassigned peptidase (S01 family) Alpha-chymotrypsin   245 aa 300 aa 27.7 %
Drosophila melanogaster Trypsin 29F Alpha-chymotrypsin   245 aa 238 aa 38.2 %
Loa Loa (eye worm) hypothetical protein Alpha-chymotrypsin   245 aa 252 aa 21.8 %
Schistosoma japonicum ko:K09639 transmembrane protease, serine 8, putative Alpha-chymotrypsin   245 aa 239 aa 33.5 %
Drosophila melanogaster CG17239 gene product from transcript CG17239-RB Alpha-chymotrypsin   245 aa 225 aa 32.9 %
Drosophila melanogaster CG31220 gene product from transcript CG31220-RB Alpha-chymotrypsin   245 aa 268 aa 23.9 %
Drosophila melanogaster CG30323 gene product from transcript CG30323-RB Alpha-chymotrypsin   245 aa 218 aa 21.6 %
Drosophila melanogaster Jonah 66Ci Alpha-chymotrypsin   245 aa 231 aa 31.6 %
Drosophila melanogaster CG31326 gene product from transcript CG31326-RA Alpha-chymotrypsin   245 aa 270 aa 25.9 %
Schistosoma mansoni aminopeptidase PILS (M01 family) Alpha-chymotrypsin   245 aa 300 aa 23.3 %
Onchocerca volvulus Alpha-chymotrypsin   245 aa 251 aa 22.3 %
Drosophila melanogaster CG18420 gene product from transcript CG18420-RA Alpha-chymotrypsin   245 aa 233 aa 26.2 %
Drosophila melanogaster CG30083 gene product from transcript CG30083-RB Alpha-chymotrypsin   245 aa 246 aa 29.7 %
Drosophila melanogaster CG30288 gene product from transcript CG30288-RC Alpha-chymotrypsin   245 aa 236 aa 30.1 %
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) Alpha-chymotrypsin   245 aa 300 aa 25.7 %
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) Alpha-chymotrypsin   245 aa 247 aa 31.6 %
Drosophila melanogaster CG31267 gene product from transcript CG31267-RA Alpha-chymotrypsin   245 aa 235 aa 31.5 %
Brugia malayi Trypsin family protein Alpha-chymotrypsin   245 aa 245 aa 24.5 %
Schistosoma japonicum ko:K09639 transmembrane protease, serine 8, putative Alpha-chymotrypsin   245 aa 225 aa 32.4 %
Drosophila melanogaster CG11313 gene product from transcript CG11313-RC Alpha-chymotrypsin   245 aa 255 aa 29.0 %
Onchocerca volvulus Alpha-chymotrypsin   245 aa 250 aa 25.2 %
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) Alpha-chymotrypsin   245 aa 239 aa 36.8 %
Drosophila melanogaster CG10405 gene product from transcript CG10405-RB Alpha-chymotrypsin   245 aa 237 aa 31.6 %
Echinococcus granulosus transmembrane protease serine 3 Alpha-chymotrypsin   245 aa 270 aa 31.9 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Loa Loa (eye worm) proteasome A-type and B-type family protein 0.0093 1 1
Leishmania major proteasome beta 5 subunit, putative 0.0093 1 1
Mycobacterium tuberculosis Proteasome beta subunit PrcB; assembles with alpha subunit PrcA. 0.0093 1 0.5
Trichomonas vaginalis Family T1, proteasome beta subunit, threonine peptidase 0.0093 1 1
Trypanosoma cruzi proteasome subunit beta type-5, putative 0.0093 1 1
Echinococcus granulosus proteasome prosome macropain 0.0093 1 1
Trypanosoma cruzi proteasome subunit beta type-5, putative 0.0093 1 1
Echinococcus multilocularis proteasome (prosome, macropain) 0.0093 1 1
Schistosoma mansoni proteasome catalytic subunit 3 (T01 family) 0.0093 1 1
Entamoeba histolytica proteasome subunit beta type 5 precursor, putative 0.0093 1 1
Mycobacterium ulcerans proteasome PrcB 0.0093 1 0.5
Plasmodium vivax proteasome subunit beta type-5, putative 0.0093 1 1
Mycobacterium leprae proteasome (beta subunit) PrcB 0.0093 1 0.5
Toxoplasma gondii proteasome subunit beta type, putative 0.0093 1 1
Plasmodium falciparum proteasome subunit beta type-5 0.0093 1 1
Trypanosoma brucei proteasome subunit beta type-5, putative 0.0093 1 1
Giardia lamblia Proteasome subunit beta type 5 precursor 0.0093 1 1

Activities

Activity type Activity value Assay description Source Reference
Inhibition (binding) Inhibition of trypsin-like activity of 20S proteasome in human erythrocytes using Boc-Leu-Arg-Arg-AMC as substrate by fluorescence assay ChEMBL. 24946214
Inhibition (binding) > 40 % Inhibition of chymotrypsin-like activity of 20S proteasome in human erythrocytes using Suc-Leu-Leu-Val-Tyr-AMC as substrate at 20 uM by fluorescence assay relative to control ChEMBL. 24946214
Ki (binding) = 0.49 uM Inhibition of chymotrypsin-like activity of 20S proteasome in human erythrocytes using Suc-Leu-Leu-Val-Tyr-AMC as substrate by fluorescence assay ChEMBL. 24946214
Ki (binding) = 0.99 uM Inhibition of PGPH-like activity of 20S proteasome in human erythrocytes using Z-Leu-Leu-Glu-AMC as substrate by fluorescence assay ChEMBL. 24946214
Ki (binding) = 9.11 uM Inhibition of bovine pancreatic alpha-chymotrypsin using Suc-Leu-Leu-Val-Tyr-AMC as substrate by fluorescence assay ChEMBL. 24946214

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.