Detailed information for compound 229724

Basic information

Technical information
  • TDR Targets ID: 229724
  • Name: (2S)-N-[1-(1,3-benzoxazol-2-yl)-1-oxopropan-2 -yl]-2-[[(2S)-2-(3,3-dimethylbutanoylamino)-3 ,3-dimethylbutanoyl]amino]-N',N'-dimethylbuta nediamide
  • MW: 543.655 | Formula: C28H41N5O6
  • H donors: 3 H acceptors: 6 LogP: 3.1 Rotable bonds: 16
    Rule of 5 violations (Lipinski): 2
  • SMILES: O=C(CC(C)(C)C)N[C@@H](C(C)(C)C)C(=O)N[C@H](C(=O)NC(C(=O)c1nc2c(o1)cccc2)C)CC(=O)N(C)C
  • InChi: 1S/C28H41N5O6/c1-16(22(36)26-31-17-12-10-11-13-19(17)39-26)29-24(37)18(14-21(35)33(8)9)30-25(38)23(28(5,6)7)32-20(34)15-27(2,3)4/h10-13,16,18,23H,14-15H2,1-9H3,(H,29,37)(H,30,38)(H,32,34)/t16?,18-,23+/m0/s1
  • InChiKey: UPZMULADGFTUKG-ZYTBWDKESA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2S)-N-[2-(1,3-benzoxazol-2-yl)-1-methyl-2-oxo-ethyl]-2-[[(2S)-2-(3,3-dimethylbutanoylamino)-3,3-dimethyl-butanoyl]amino]-N',N'-dimethyl-butanediamide
  • (2S)-N-[2-(1,3-benzoxazol-2-yl)-1-methyl-2-oxoethyl]-2-[[(2S)-2-[(3,3-dimethyl-1-oxobutyl)amino]-3,3-dimethyl-1-oxobutyl]amino]-N',N'-dimethylbutanediamide
  • (2S)-N-[1-(1,3-benzoxazol-2-yl)-1-oxo-propan-2-yl]-2-[[(2S)-2-(3,3-dimethylbutanoylamino)-3,3-dimethyl-butanoyl]amino]-N',N'-dimethyl-butanediamide
  • (2S)-N-[2-(1,3-benzoxazol-2-yl)-2-keto-1-methyl-ethyl]-2-[[(2S)-2-(3,3-dimethylbutanoylamino)-3,3-dimethyl-butanoyl]amino]-N',N'-dimethyl-succinamide
  • (S)-N1-(2-Benzoxazol-2-yl-1-methyl-2-oxo-ethyl)-2-[(S)-2-(3,3-dimethyl-butanoylamino)-3,3-dimethyl-butanoylamino]-N4,N4-dimethyl-succinamide
  • AIDS-093285
  • AIDS093285

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Sus scrofa Elastase 2A Starlite/ChEMBL References
Sus scrofa Prolyl endopeptidase Starlite/ChEMBL References
Human rhinovirus sp. Human rhinovirus A protease Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma japonicum ko:K01322 prolyl oligopeptidase [EC3.4.21.26], putative Get druggable targets OG5_129295 All targets in OG5_129295
Trypanosoma cruzi prolyl endopeptidase Get druggable targets OG5_129295 All targets in OG5_129295
Leishmania major prolyl oligopeptidase, putative,serine peptidase clan SC, family S9A, putative Get druggable targets OG5_129295 All targets in OG5_129295
Neospora caninum Prolyl oligopeptidase (EC 3.4.21.26) (Precursor), related Get druggable targets OG5_129295 All targets in OG5_129295
Echinococcus multilocularis prolyl endopeptidase Get druggable targets OG5_129295 All targets in OG5_129295
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_129295 All targets in OG5_129295
Schistosoma mansoni prolyl oligopeptidase (S09 family) Get druggable targets OG5_129295 All targets in OG5_129295
Leishmania donovani prolyl endopeptidase Get druggable targets OG5_129295 All targets in OG5_129295
Leishmania infantum prolyl oligopeptidase, putative,serine peptidase clan SC, family S9A, putative Get druggable targets OG5_129295 All targets in OG5_129295
Mycobacterium tuberculosis Probable protease II PtrBa [first part] (oligopeptidase B) Get druggable targets OG5_129295 All targets in OG5_129295
Schistosoma japonicum Prolyl endopeptidase, putative Get druggable targets OG5_129295 All targets in OG5_129295
Brugia malayi prolyl oligopeptidase family protein Get druggable targets OG5_129295 All targets in OG5_129295
Toxoplasma gondii prolyl endopeptidase Get druggable targets OG5_129295 All targets in OG5_129295
Echinococcus granulosus prolyl endopeptidase Get druggable targets OG5_129295 All targets in OG5_129295
Leishmania mexicana prolyl oligopeptidase, putative Get druggable targets OG5_129295 All targets in OG5_129295
Trypanosoma congolense prolyl endopeptidase Get druggable targets OG5_129295 All targets in OG5_129295
Schistosoma mansoni prolyl oligopeptidase (S09 family) Get druggable targets OG5_129295 All targets in OG5_129295
Onchocerca volvulus Prolyl endopeptidase homolog Get druggable targets OG5_129295 All targets in OG5_129295
Trypanosoma brucei gambiense prolyl oligopeptidase, putative,serine peptidase clan SC, family S9A, putative Get druggable targets OG5_129295 All targets in OG5_129295
Trypanosoma brucei prolyl endopeptidase Get druggable targets OG5_129295 All targets in OG5_129295
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) Elastase 2A   269 aa 317 aa 27.1 %
Leishmania mexicana oligopeptidase b,serine peptidase, clan SC, family S9A-like protein Prolyl endopeptidase   710 aa 720 aa 24.7 %
Drosophila melanogaster CG30288 gene product from transcript CG30288-RC Elastase 2A   269 aa 272 aa 31.6 %
Echinococcus multilocularis Mastin Elastase 2A   269 aa 305 aa 29.2 %
Echinococcus granulosus subfamily S1A unassigned peptidase S01 family Elastase 2A   269 aa 314 aa 27.1 %
Drosophila melanogaster CG30287 gene product from transcript CG30287-RA Elastase 2A   269 aa 265 aa 30.9 %
Onchocerca volvulus Elastase 2A   269 aa 257 aa 27.2 %
Onchocerca volvulus Elastase 2A   269 aa 242 aa 23.6 %
Drosophila melanogaster Jonah 99Ci Elastase 2A   269 aa 240 aa 30.4 %
Trypanosoma cruzi oligopeptidase b Prolyl endopeptidase   710 aa 719 aa 25.6 %
Echinococcus multilocularis subfamily S1A unassigned peptidase (S01 family) Elastase 2A   269 aa 314 aa 27.1 %
Leishmania donovani oligopeptidase b Prolyl endopeptidase   710 aa 743 aa 24.4 %
Leishmania major oligopeptidase b Prolyl endopeptidase   710 aa 743 aa 24.9 %
Mycobacterium leprae PROBABLE PROTEASE II PTRBB (OLIGOPEPTIDASE B) Prolyl endopeptidase   710 aa 741 aa 25.6 %
Trypanosoma congolense oligopeptidase b Prolyl endopeptidase   710 aa 589 aa 27.8 %
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) Elastase 2A   269 aa 259 aa 32.0 %
Trypanosoma brucei gambiense oligopeptidase B, putative Prolyl endopeptidase   710 aa 629 aa 26.4 %
Echinococcus granulosus transmembrane protease serine 3 Elastase 2A   269 aa 236 aa 31.8 %
Mycobacterium ulcerans protease II (oligopeptidase B), PtrB Prolyl endopeptidase   710 aa 714 aa 26.5 %
Drosophila melanogaster CG5909 gene product from transcript CG5909-RA Elastase 2A   269 aa 272 aa 30.5 %
Drosophila melanogaster CG34436 gene product from transcript CG34436-RA Elastase 2A   269 aa 222 aa 25.2 %
Trypanosoma cruzi oligopeptidase b Prolyl endopeptidase   710 aa 719 aa 25.6 %
Onchocerca volvulus Prolyl endopeptidase   710 aa 722 aa 47.6 %
Brugia malayi hypothetical protein Elastase 2A   269 aa 234 aa 23.5 %
Echinococcus granulosus Mastin Elastase 2A   269 aa 308 aa 27.6 %
Schistosoma japonicum ko:K09637 transmembrane protease, serine 6, putative Elastase 2A   269 aa 267 aa 31.8 %
Drosophila melanogaster CG11313 gene product from transcript CG11313-RC Elastase 2A   269 aa 259 aa 30.5 %
Echinococcus multilocularis glycoprotein Antigen 5 Elastase 2A   269 aa 310 aa 26.5 %
Dictyostelium discoideum oligopeptidase B Prolyl endopeptidase   710 aa 735 aa 23.7 %
Drosophila melanogaster CG31220 gene product from transcript CG31220-RB Elastase 2A   269 aa 285 aa 30.2 %
Drosophila melanogaster CG14990 gene product from transcript CG14990-RA Elastase 2A   269 aa 264 aa 28.8 %
Leishmania infantum oligopeptidase b;with=GeneDB:LmjF09.0770 Prolyl endopeptidase   710 aa 743 aa 24.4 %
Onchocerca volvulus Elastase 2A   269 aa 253 aa 24.5 %
Drosophila melanogaster Spatzle-Processing Enzyme Elastase 2A   269 aa 265 aa 30.9 %
Echinococcus granulosus glycoprotein Antigen 5 Elastase 2A   269 aa 312 aa 25.6 %
Brugia malayi Trypsin family protein Elastase 2A   269 aa 243 aa 24.7 %
Onchocerca volvulus Elastase 2A   269 aa 237 aa 26.2 %
Echinococcus granulosus enteropeptidase Elastase 2A   269 aa 287 aa 27.2 %
Drosophila melanogaster CG30083 gene product from transcript CG30083-RB Elastase 2A   269 aa 265 aa 33.6 %
Trypanosoma brucei oligopeptidase b Prolyl endopeptidase   710 aa 630 aa 26.3 %
Loa Loa (eye worm) hypothetical protein Elastase 2A   269 aa 258 aa 25.6 %
Drosophila melanogaster CG13744 gene product from transcript CG13744-RA Elastase 2A   269 aa 287 aa 30.7 %
Drosophila melanogaster CG3505 gene product from transcript CG3505-RA Elastase 2A   269 aa 254 aa 29.9 %
Drosophila melanogaster CG31326 gene product from transcript CG31326-RA Elastase 2A   269 aa 254 aa 29.9 %
Drosophila melanogaster CG9733 gene product from transcript CG9733-RB Elastase 2A   269 aa 275 aa 32.0 %
Brugia malayi Trypsin family protein Elastase 2A   269 aa 257 aa 23.7 %
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) Elastase 2A   269 aa 247 aa 36.0 %
Echinococcus multilocularis transmembrane protease serine 3 Elastase 2A   269 aa 236 aa 32.6 %
Drosophila melanogaster CG31267 gene product from transcript CG31267-RA Elastase 2A   269 aa 241 aa 28.6 %
Drosophila melanogaster Jonah 65Aiii Elastase 2A   269 aa 280 aa 34.6 %
Schistosoma japonicum ko:K09639 transmembrane protease, serine 8, putative Elastase 2A   269 aa 248 aa 34.3 %
Drosophila melanogaster CG33465 gene product from transcript CG33465-RC Elastase 2A   269 aa 241 aa 22.0 %
Drosophila melanogaster CG33458 gene product from transcript CG33458-RA Elastase 2A   269 aa 255 aa 31.4 %
Brugia malayi Trypsin family protein Elastase 2A   269 aa 231 aa 23.8 %
Echinococcus multilocularis enteropeptidase Elastase 2A   269 aa 287 aa 26.8 %
Schistosoma japonicum ko:K09639 transmembrane protease, serine 8, putative Elastase 2A   269 aa 248 aa 34.7 %
Schistosoma mansoni aminopeptidase PILS (M01 family) Elastase 2A   269 aa 314 aa 24.8 %
Drosophila melanogaster CG18420 gene product from transcript CG18420-RA Elastase 2A   269 aa 255 aa 30.6 %
Schistosoma japonicum ko:K01346 pancreatic elastase II [EC3.4.21.71], putative Elastase 2A   269 aa 306 aa 28.1 %
Onchocerca volvulus Elastase 2A   269 aa 260 aa 26.5 %
Leishmania braziliensis oligopeptidase b;with=GeneDB:LmjF09.0770 Prolyl endopeptidase   710 aa 608 aa 26.0 %
Schistosoma japonicum Enteropeptidase, putative Elastase 2A   269 aa 271 aa 29.2 %
Drosophila melanogaster CG4914 gene product from transcript CG4914-RA Elastase 2A   269 aa 244 aa 33.6 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Mycobacterium leprae PROBABLE PROTEASE II PTRBB (OLIGOPEPTIDASE B) 0.0063 0.178 0.5
Loa Loa (eye worm) hypothetical protein 0.0053 0.1312 0.1518
Echinococcus granulosus prolyl endopeptidase 0.0158 0.6259 0.9253
Plasmodium vivax SET domain protein, putative 0.003 0.0231 0.5
Trypanosoma brucei prolyl endopeptidase 0.0158 0.6259 1
Schistosoma mansoni lamin 0.0054 0.1358 0.1726
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.003 0.0231 0.0275
Leishmania major prolyl oligopeptidase, putative,serine peptidase clan SC, family S9A, putative 0.0158 0.6259 1
Schistosoma mansoni lamin 0.0054 0.1358 0.1726
Loa Loa (eye worm) 3-hydroxyacyl-CoA dehydrogenase type II 0.0053 0.1297 0.1501
Trypanosoma cruzi prolyl endopeptidase 0.0158 0.6259 1
Mycobacterium tuberculosis Probable peptidase 0.0063 0.178 0.076
Echinococcus granulosus histone lysine methyltransferase setb 0.003 0.0231 0.0275
Mycobacterium tuberculosis Probable protease II PtrBa [first part] (oligopeptidase B) 0.0142 0.5479 1
Loa Loa (eye worm) hypothetical protein 0.0026 0.0046 0.0054
Schistosoma mansoni prolyl oligopeptidase (S09 family) 0.0158 0.6259 0.9232
Echinococcus multilocularis lamin 0.0054 0.1358 0.1954
Onchocerca volvulus 0.0054 0.1358 0.1154
Loa Loa (eye worm) intermediate filament protein 0.0054 0.1358 0.1572
Echinococcus multilocularis 3 hydroxyacyl coenzyme A dehydrogenase type 2 0.0056 0.1476 0.2129
Loa Loa (eye worm) cytoplasmic intermediate filament protein 0.0029 0.0181 0.0209
Brugia malayi prolyl oligopeptidase family protein 0.0158 0.6259 0.7182
Onchocerca volvulus 0.0054 0.1358 0.1154
Echinococcus granulosus lamin dm0 0.0054 0.1358 0.1954
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.003 0.0231 0.0275
Brugia malayi 3-hydroxyacyl-CoA dehydrogenase type II 0.0056 0.1476 0.153
Echinococcus granulosus 5'partial|histone lysine N methyltransferase SETDB2 0.0029 0.0179 0.0198
Schistosoma mansoni hypothetical protein 0.0169 0.676 1
Loa Loa (eye worm) intermediate filament tail domain-containing protein 0.0054 0.1358 0.1572
Brugia malayi Pre-SET motif family protein 0.003 0.0231 0.0059
Echinococcus multilocularis lamin dm0 0.0054 0.1358 0.1954
Toxoplasma gondii prolyl endopeptidase 0.0158 0.6259 1
Echinococcus granulosus 3 hydroxyacyl coenzyme A dehydrogenase type 2 0.0056 0.1476 0.2129
Loa Loa (eye worm) hypothetical protein 0.0054 0.1358 0.1572
Leishmania major oligopeptidase B-like protein,serine peptidase, clan SC, family S9A-like protein 0.0063 0.178 0.0636
Loa Loa (eye worm) hypothetical protein 0.0158 0.6259 0.7241
Trichomonas vaginalis set domain proteins, putative 0.0238 1 0.5
Echinococcus multilocularis musashi 0.0054 0.1358 0.1954
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0209 0.8643 1
Mycobacterium ulcerans protease II (oligopeptidase B), PtrB 0.0063 0.178 1
Schistosoma mansoni hypothetical protein 0.0169 0.676 1
Mycobacterium tuberculosis Probable protease II PtrBb [second part] (oligopeptidase B) 0.0063 0.178 0.076
Schistosoma mansoni prolyl oligopeptidase (S09 family) 0.0158 0.6259 0.9232
Brugia malayi Pre-SET motif family protein 0.0209 0.8643 1
Echinococcus granulosus geminin 0.0169 0.676 1
Schistosoma mansoni intermediate filament proteins 0.0054 0.1358 0.1726
Echinococcus multilocularis geminin 0.0169 0.676 1
Echinococcus multilocularis prolyl endopeptidase 0.0158 0.6259 0.9253
Brugia malayi Intermediate filament tail domain containing protein 0.0054 0.1358 0.1391
Loa Loa (eye worm) hypothetical protein 0.003 0.0231 0.0268
Brugia malayi intermediate filament protein 0.0054 0.1358 0.1391
Schistosoma mansoni 3-hydroxyacyl-CoA dehydrogenase 0.0056 0.1476 0.1906
Echinococcus granulosus intermediate filament protein 0.0054 0.1358 0.1954
Echinococcus granulosus lamin 0.0054 0.1358 0.1954
Onchocerca volvulus Prolyl endopeptidase homolog 0.0158 0.6259 0.617
Leishmania major oligopeptidase b 0.0063 0.178 0.0636

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.08 uM Activity against serine protease porcine pancreatic elastase (PPE) ChEMBL. 9406601
IC50 (binding) = 0.08 uM Inhibition of pig kidney PEP ChEMBL. 18053726
IC50 (binding) = 0.08 uM Activity against serine protease porcine pancreatic elastase (PPE) ChEMBL. 9406601
IC50 (binding) = 0.08 uM Inhibition of pig kidney PEP ChEMBL. 18053726
IC50 (binding) = 0.6 uM Micro molar potency of the compound to inhibit human cytomegalovirus (HCMV) protease ChEMBL. 9406601
IC50 (binding) = 0.6 uM Inhibition of human cytomegalovirus recombinant N0 protease ChEMBL. 18053726
IC50 (binding) = 0.6 uM Micro molar potency of the compound to inhibit human cytomegalovirus (HCMV) protease ChEMBL. 9406601
IC50 (binding) = 183 uM Binding affinity for human leukocyte elastase(HLE) serine protease ChEMBL. 9406601
IC50 (binding) = 183 uM Binding affinity for human leukocyte elastase(HLE) serine protease ChEMBL. 9406601
IC50 (binding) > 300 uM Activity against serine protease bovine pancreatic Alpha-Chymotrypsinogen (BPC) ChEMBL. 9406601
IC50 (binding) > 300 uM Activity against serine protease human liver Cathepsin B (cat-B ) ChEMBL. 9406601
IC50 (binding) > 300 uM Activity against serine protease bovine pancreatic Alpha-Chymotrypsinogen (BPC) ChEMBL. 9406601
IC50 (binding) > 300 uM Activity against serine protease human liver Cathepsin B (cat-B ) ChEMBL. 9406601

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.

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