Detailed information for compound 438031

Basic information

Technical information
  • TDR Targets ID: 438031
  • Name: (2S)-1-[(2S,4S,5S)-4-(1,3-dihydroisoindole-2- carbonyl)-5-methylpyrrolidine-2-carbonyl]pyrr olidine-2-carbonitrile
  • MW: 352.43 | Formula: C20H24N4O2
  • H donors: 1 H acceptors: 3 LogP: 0.76 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: N#C[C@@H]1CCCN1C(=O)[C@H]1N[C@H]([C@H](C1)C(=O)N1Cc2c(C1)cccc2)C
  • InChi: 1S/C20H24N4O2/c1-13-17(19(25)23-11-14-5-2-3-6-15(14)12-23)9-18(22-13)20(26)24-8-4-7-16(24)10-21/h2-3,5-6,13,16-18,22H,4,7-9,11-12H2,1H3/t13-,16-,17-,18-/m0/s1
  • InChiKey: PUOWRBLUOASTIC-MGHWNKPDSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • (2S)-1-[(2S,4S,5S)-4-(isoindoline-2-carbonyl)-5-methyl-pyrrolidine-2-carbonyl]pyrrolidine-2-carbonitrile
  • (2S)-1-[[(2S,4S,5S)-4-[2-isoindolinyl(oxo)methyl]-5-methyl-2-pyrrolidinyl]-oxomethyl]-2-pyrrolidinecarbonitrile
  • (2S)-1-[(2S,4S,5S)-4-(1,3-dihydroisoindol-2-ylcarbonyl)-5-methyl-pyrrolidin-2-yl]carbonylpyrrolidine-2-carbonitrile
  • (2S)-1-[(2S,4S,5S)-4-(isoindoline-2-carbonyl)-5-methyl-prolyl]pyrrolidine-2-carbonitrile

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Plasmodium falciparum beta-ketoacyl-ACP synthase III Curated by TDR Targets References
Homo sapiens dipeptidyl-peptidase 4 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma mansoni subfamily S9B unassigned peptidase (S09 family) Get druggable targets OG5_128614 All targets in OG5_128614
Mycobacterium ulcerans 3-oxoacyl-ACP synthase Get druggable targets OG5_129509 All targets in OG5_129509
Candida albicans dipeptidyl aminopeptidase B Get druggable targets OG5_128614 All targets in OG5_128614
Brugia malayi prolyl oligopeptidase family protein Get druggable targets OG5_128614 All targets in OG5_128614
Plasmodium vivax beta-ketoacyl-acyl carrier protein synthase III precursor, putative Get druggable targets OG5_129509 All targets in OG5_129509
Plasmodium falciparum beta-ketoacyl-ACP synthase III Get druggable targets OG5_129509 All targets in OG5_129509
Onchocerca volvulus Dipeptidyl peptidase family member 1 homolog Get druggable targets OG5_128614 All targets in OG5_128614
Plasmodium knowlesi beta-ketoacyl-acyl carrier protein synthase III precursor, putative Get druggable targets OG5_129509 All targets in OG5_129509
Mycobacterium tuberculosis 3-oxoacyl-[acyl-carrier-protein] synthase III FabH (beta-ketoacyl-ACP synthase III) (KAS III) Get druggable targets OG5_129509 All targets in OG5_129509
Echinococcus multilocularis dipeptidyl aminopeptidaseprotein Get druggable targets OG5_128614 All targets in OG5_128614
Mycobacterium ulcerans beta-ketoacyl synthase-like protein Get druggable targets OG5_129509 All targets in OG5_129509
Chlamydia trachomatis oxoacyl-ACP synthase III Get druggable targets OG5_129509 All targets in OG5_129509
Plasmodium berghei apicoplast beta-ketoacyl-acyl carrier protein synthase III precursor, putative Get druggable targets OG5_129509 All targets in OG5_129509
Candida albicans dipeptidyl aminopeptidase B Get druggable targets OG5_128614 All targets in OG5_128614
Loa Loa (eye worm) prolyl oligopeptidase Get druggable targets OG5_128614 All targets in OG5_128614
Mycobacterium ulcerans 3-oxoacyl-ACP synthase Get druggable targets OG5_129509 All targets in OG5_129509
Wolbachia endosymbiont of Brugia malayi 3-oxoacyl-ACP synthase Get druggable targets OG5_129509 All targets in OG5_129509
Echinococcus granulosus dipeptidyl aminopeptidaseprotein Get druggable targets OG5_128614 All targets in OG5_128614
Schistosoma japonicum ko:K01278 dipeptidyl-peptidase 4, putative Get druggable targets OG5_128614 All targets in OG5_128614
Neospora caninum 3-oxoacyl-(acyl-carrier-protein) synthase III family protein, putative Get druggable targets OG5_129509 All targets in OG5_129509
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Brugia malayi Raf kinase 0.1281 0.9637 1
Plasmodium vivax beta-ketoacyl-acyl carrier protein synthase III precursor, putative 0.0383 0.2587 0.5
Mycobacterium ulcerans beta-ketoacyl synthase-like protein 0.0383 0.2587 0.5
Schistosoma mansoni serine/threonine protein kinase 0.1327 1 1
Loa Loa (eye worm) prolyl oligopeptidase 0.0209 0.1221 0.1227
Mycobacterium ulcerans 3-oxoacyl-ACP synthase 0.0383 0.2587 0.5
Leishmania major dipeptidyl-peptidase 8-like serine peptidase, putative,serine peptidase, Clan SC, Family S9B 0.007 0.013 0.5
Trypanosoma brucei Dipeptidyl-peptidase 8-like, putative 0.007 0.013 0.5
Trypanosoma brucei serine peptidase, Clan SC, Family S9B 0.007 0.013 0.5
Mycobacterium ulcerans 3-oxoacyl-ACP synthase 0.0383 0.2587 0.5
Brugia malayi prolyl oligopeptidase family protein 0.007 0.013 0.0135
Mycobacterium tuberculosis 3-oxoacyl-[acyl-carrier-protein] synthase III FabH (beta-ketoacyl-ACP synthase III) (KAS III) 0.0383 0.2587 0.5
Loa Loa (eye worm) TKL/RAF/RAF protein kinase 0.0752 0.5487 0.5515
Schistosoma mansoni subfamily S9B unassigned peptidase (S09 family) 0.0209 0.1221 0.1105
Trypanosoma cruzi serine peptidase, Clan SC, Family S9B 0.007 0.013 0.5
Toxoplasma gondii dipeptidyl peptidase iv (dpp iv) n-terminal region domain-containing protein 0.007 0.013 0.5
Brugia malayi prolyl oligopeptidase family protein 0.0209 0.1221 0.1267
Wolbachia endosymbiont of Brugia malayi 3-oxoacyl-ACP synthase 0.0383 0.2587 0.5
Loa Loa (eye worm) raf kinase 0.132 0.9949 1
Echinococcus multilocularis raf serine:threonine protein kinase 0.1327 1 1
Onchocerca volvulus Dipeptidyl peptidase family member 1 homolog 0.0209 0.1221 0.5
Chlamydia trachomatis oxoacyl-ACP synthase III 0.0383 0.2587 0.5
Echinococcus multilocularis dipeptidyl aminopeptidaseprotein 0.0209 0.1221 0.1105
Echinococcus granulosus dipeptidyl aminopeptidaseprotein 0.0209 0.1221 0.1105
Plasmodium falciparum beta-ketoacyl-ACP synthase III 0.0383 0.2587 0.5
Trypanosoma cruzi dipeptidyl-peptidase 8-like serine peptidase 0.007 0.013 0.5

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 5.6 nM Inhibition of human DPP4 ChEMBL. 17293118
IC50 (binding) = 5.6 nM Inhibition of human DPP4 ChEMBL. 17293118
Inhibition (functional) 0 Ex vivo inhibition of DPP4 in cynomolgus monkey at 1 mg/kg, po after 12 hrs ChEMBL. 17293118
Inhibition (functional) = 16 % Ex vivo inhibition of DPP4 in beagle dog at 1 mg/kg, po after 12 hrs ChEMBL. 17293118
Inhibition (binding) = 71 % Ex vivo inhibition of DPP4 in Sprague-Dawley rats plasma at 1 mg/kg, po after 12 hrs ChEMBL. 17293118
Inhibition (binding) = 71 % Ex vivo inhibition of DPP4 in Sprague-Dawley rats plasma at 1 mg/kg, po after 12 hrs ChEMBL. 17293118
Inhibition (binding) = 77 % Ex vivo inhibition of DPP4 in Sprague-Dawley rats plasma at 1 mg/kg, po after 10 hrs ChEMBL. 17293118
Inhibition (binding) = 77 % Ex vivo inhibition of DPP4 in Sprague-Dawley rats plasma at 1 mg/kg, po after 10 hrs ChEMBL. 17293118
Inhibition (binding) = 86 % Ex vivo inhibition of DPP4 in Sprague-Dawley rat plasma at 1 mg/kg, po after 6 hrs ChEMBL. 17293118
Inhibition (binding) = 86 % Ex vivo inhibition of DPP4 in Sprague-Dawley rat plasma at 1 mg/kg, po after 6 hrs ChEMBL. 17293118

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.