Detailed information for compound 368805

Basic information

Technical information
  • TDR Targets ID: 368805
  • Name: ethyl N-[(2S)-6-amino-1-[5-[[4-(2,3-dihydro-1 H-inden-2-ylcarbamoyl)phenyl]methyl]-1,2,4-ox adiazol-3-yl]-1-oxohexan-2-yl]carbamate
  • MW: 519.592 | Formula: C28H33N5O5
  • H donors: 3 H acceptors: 5 LogP: 3.73 Rotable bonds: 15
    Rule of 5 violations (Lipinski): 2
  • SMILES: NCCCC[C@@H](C(=O)c1noc(n1)Cc1ccc(cc1)C(=O)NC1Cc2c(C1)cccc2)NC(=O)OCC
  • InChi: 1S/C28H33N5O5/c1-2-37-28(36)31-23(9-5-6-14-29)25(34)26-32-24(38-33-26)15-18-10-12-19(13-11-18)27(35)30-22-16-20-7-3-4-8-21(20)17-22/h3-4,7-8,10-13,22-23H,2,5-6,9,14-17,29H2,1H3,(H,30,35)(H,31,36)/t23-/m0/s1
  • InChiKey: PWHBUXLKTXHYAP-QHCPKHFHSA-N  


Substructure search Similarity search

Network

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Synonyms

  • ethyl N-[(1S)-5-amino-1-[5-[[4-(indan-2-ylcarbamoyl)phenyl]methyl]-1,2,4-oxadiazole-3-carbonyl]pentyl]carbamate
  • N-[(1S)-5-amino-1-[[5-[[4-[(2-indanylamino)-oxomethyl]phenyl]methyl]-1,2,4-oxadiazol-3-yl]-oxomethyl]pentyl]carbamic acid ethyl ester
  • ethyl N-[(2S)-6-azanyl-1-[5-[[4-(2,3-dihydro-1H-inden-2-ylcarbamoyl)phenyl]methyl]-1,2,4-oxadiazol-3-yl]-1-oxo-hexan-2-yl]carbamate
  • N-[(1S)-5-amino-1-[5-[4-(indan-2-ylcarbamoyl)benzyl]-1,2,4-oxadiazole-3-carbonyl]pentyl]carbamic acid ethyl ester
  • ethyl N-[(1S)-5-amino-1-[5-[[4-(indan-2-ylcarbamoyl)phenyl]methyl]1,2,4-oxadiazole-3-carbonyl]pentyl]carbamate
  • N-[(1S)-5-amino-1-[5-[4-(indan-2-ylcarbamoyl)benzyl]1,2,4-oxadiazole-3-carbonyl]pentyl]carbamic acid ethyl ester
  • ethyl N-[(2S)-6-amino-1-[5-[[4-(2,3-dihydro-1H-inden-2-ylcarbamoyl)phenyl]methyl]-1,2,4-oxadiazol-3-yl]-1-oxo-hexan-2-yl]carbamate
  • ETHYL {(1S)-5-AMINO-1-[(5-{4-[(2,3-DIHYDRO-1H-INDEN-2-YLAMINO)CARBONYL]BENZYL}-1,2,4-OXADIAZOL-3-YL)CARBONYL]PENTYL}CARBAMATE

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens protease, serine, 3 Starlite/ChEMBL References
Homo sapiens protease, serine, 2 (trypsin 2) References
Homo sapiens tryptase alpha/beta 1 Starlite/ChEMBL References
Homo sapiens protease, serine, 1 (trypsin 1) References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Brugia malayi Trypsin family protein Get druggable targets OG5_126639 All targets in OG5_126639
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) Get druggable targets OG5_126639 All targets in OG5_126639
Schistosoma japonicum ko:K09639 transmembrane protease, serine 8, putative Get druggable targets OG5_126639 All targets in OG5_126639
Schistosoma japonicum ko:K09639 transmembrane protease, serine 8, putative Get druggable targets OG5_126639 All targets in OG5_126639
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126639 All targets in OG5_126639
Onchocerca volvulus Get druggable targets OG5_126639 All targets in OG5_126639
Onchocerca volvulus Get druggable targets OG5_126639 All targets in OG5_126639
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) Get druggable targets OG5_126639 All targets in OG5_126639
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126639 All targets in OG5_126639
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Schistosoma mansoni cercarial elastase (S01 family) protease, serine, 3 261 aa 234 aa 25.2 %
Brugia malayi Trypsin family protein tryptase alpha/beta 1 275 aa 288 aa 25.4 %
Brugia malayi Trypsin family protein protease, serine, 1 (trypsin 1) 247 aa 287 aa 21.6 %
Schistosoma mansoni cercarial elastase (S01 family) protease, serine, 2 (trypsin 2) 247 aa 240 aa 25.8 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Mycobacterium tuberculosis Probable folylpolyglutamate synthase protein FolC (folylpoly-gamma-glutamate synthetase) (FPGS) 0.0219 0.0026 0.0031
Onchocerca volvulus 0.0242 0.0057 0.004
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.606 0.7854 1
Brugia malayi Trypsin family protein 0.0349 0.0201 0.0223
Onchocerca volvulus 0.0319 0.0161 0.0172
Echinococcus multilocularis thymidylate synthase 0.606 0.7854 1
Loa Loa (eye worm) hypothetical protein 0.0349 0.0201 0.0223
Echinococcus granulosus dihydrofolate reductase 0.4115 0.5248 0.6671
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.4115 0.5248 0.6671
Treponema pallidum folylpolyglutamate synthetase (folC) 0.0219 0.0026 0.5
Loa Loa (eye worm) dihydrofolate reductase 0.4115 0.5248 0.6671
Leishmania major folylpolyglutamate synthetase 0.0219 0.0026 0.0023
Mycobacterium leprae PROBABLE PHOSPHORIBOSYLFORMYLGLYCINAMIDINE CYCLO-LIGASE PURM (AIRS) (PHOSPHORIBOSYL-AMINOIMIDAZOLE SYNTHETASE) (AIR SYNTHASE) 0.0304 0.014 0.0145
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.606 0.7854 1
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.7661 1 1
Mycobacterium ulcerans thymidylate synthase 0.606 0.7854 1
Brugia malayi thymidylate synthase 0.606 0.7854 1
Brugia malayi Dihydrofolate reductase 0.4115 0.5248 0.6671
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.7661 1 1
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.4115 0.5248 0.6681
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.7661 1 1
Loa Loa (eye worm) hypothetical protein 0.0349 0.0201 0.0223
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0349 0.0201 0.0223
Mycobacterium tuberculosis Probable phosphoribosylformylglycinamidine CYCLO-ligase PurM (AIRS) (phosphoribosyl-aminoimidazole synthetase) (air synthase) 0.0304 0.014 0.0175
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.606 0.7854 1
Echinococcus multilocularis dihydrofolate reductase 0.4115 0.5248 0.6671
Onchocerca volvulus 0.0349 0.0201 0.0223
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase, putative 0.2883 0.3597 0.358
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.7661 1 1
Mycobacterium ulcerans phosphoribosylamine--glycine ligase 0.1376 0.1577 0.198
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.4115 0.5248 0.6671
Trichomonas vaginalis conserved hypothetical protein 0.2883 0.3597 1
Loa Loa (eye worm) thymidylate synthase 0.606 0.7854 1
Mycobacterium leprae PROBABLE PHOSPHORIBOSYLAMINE--GLYCINE LIGASE PURD (GARS) (GLYCINAMIDE RIBONUCLEOTIDE SYNTHETASE) (PHOSPHORIBOSYLGLYCINAMIDE SYNT 0.1376 0.1577 0.198
Brugia malayi hypothetical protein 0.2883 0.3597 0.4561
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.7661 1 1
Brugia malayi dihydrofolate reductase family protein 0.4115 0.5248 0.6671
Onchocerca volvulus 0.0304 0.014 0.0145
Wolbachia endosymbiont of Brugia malayi phosphoribosylamine--glycine ligase 0.1376 0.1577 1
Mycobacterium tuberculosis Hypothetical protein 0.2883 0.3597 0.4578
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0349 0.0201 0.0223
Chlamydia trachomatis dihydrofolate reductase 0.4115 0.5248 0.5
Trypanosoma brucei folylpolyglutamate synthase, putative 0.0219 0.0026 0.0026
Schistosoma mansoni dihydrofolate reductase 0.4115 0.5248 0.6671
Echinococcus granulosus thymidylate synthase 0.606 0.7854 1
Mycobacterium ulcerans phosphoribosylaminoimidazole synthetase 0.0304 0.014 0.0145
Onchocerca volvulus 0.606 0.7854 1

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 2.8 nM Inhibition of human beta tryptase ChEMBL. 16714109
Ki (binding) = 2.8 nM Inhibition of human beta tryptase ChEMBL. 16714109
Ki (binding) = 3 nM Inhibition of human beta-tryptase ChEMBL. 18053726
Ki (binding) = 170 nM Inhibition of human trypsin ChEMBL. 16714109
Ki (binding) = 170 nM Inhibition of human trypsin ChEMBL. 16714109
Ki (binding) = 60000 nM Inhibition of thrombin ChEMBL. 16714109
Ki (binding) = 60000 nM Inhibition of thrombin ChEMBL. 16714109
Ki (binding) = 140000 nM Inhibition of F10a ChEMBL. 16714109
Ki (binding) = 140000 nM Inhibition of F10a ChEMBL. 16714109
Ki (binding) > 150000 nM Inhibition of F7a ChEMBL. 16714109
Ki (binding) > 150000 nM Inhibition of F7a ChEMBL. 16714109
Selectivity ratio (binding) > 50 Selectivity for human alpha-thrombin over human trypsin ChEMBL. 18053726
Selectivity ratio (binding) > 1000 Selectivity for human alpha-thrombin over factor 10a (unknown origin) ChEMBL. 18053726
Selectivity ratio (binding) > 1000 Selectivity for human beta-tryptase over human alpha thrombin ChEMBL. 18053726
Stabilty (ADMET) = 64 % Stability in human liver microsome after 1 hr ChEMBL. 16714109

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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