Detailed information for compound 444540

Basic information

Technical information
  • TDR Targets ID: 444540
  • Name: 1'-benzyl-5-(4-methoxyphenyl)-5'-methyl-6'-pr opylspiro[3H-1,3,4-thiadiazole-2,3'-indole]-2 '-one
  • MW: 457.587 | Formula: C27H27N3O2S
  • H donors: 1 H acceptors: 1 LogP: 6.43 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCCc1cc2N(Cc3ccccc3)C(=O)C3(c2cc1C)NN=C(S3)c1ccc(cc1)OC
  • InChi: 1S/C27H27N3O2S/c1-4-8-21-16-24-23(15-18(21)2)27(26(31)30(24)17-19-9-6-5-7-10-19)29-28-25(33-27)20-11-13-22(32-3)14-12-20/h5-7,9-16,29H,4,8,17H2,1-3H3
  • InChiKey: ZAMIHOYHZXTQJV-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 1'-benzyl-5-(4-methoxyphenyl)-5'-methyl-6'-propyl-spiro[3H-1,3,4-thiadiazole-2,3'-indoline]-2'-one
  • 1'-benzyl-5-(4-methoxyphenyl)-5'-methyl-6'-propyl-2'-spiro[3H-1,3,4-thiadiazole-2,3'-indoline]one
  • 5-(4-methoxyphenyl)-5'-methyl-1'-(phenylmethyl)-6'-propyl-spiro[3H-1,3,4-thiadiazole-2,3'-indole]-2'-one

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens ADAM metallopeptidase with thrombospondin type 1 motif, 5 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus multilocularis a disintegrin and metalloproteinase with Get druggable targets OG5_126771 All targets in OG5_126771
Brugia malayi ADAM-TS Spacer 1 family protein Get druggable targets OG5_126771 All targets in OG5_126771
Echinococcus granulosus a disintegrin and metalloproteinase with Get druggable targets OG5_126771 All targets in OG5_126771
Schistosoma japonicum ko:K08624 ADAM metallopeptidase with thrombospondin type 1 motif, 9, putative Get druggable targets OG5_126771 All targets in OG5_126771
Schistosoma mansoni ADAMTS5 peptidase (M12 family) Get druggable targets OG5_126771 All targets in OG5_126771
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126771 All targets in OG5_126771
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
Trypanosoma brucei prostaglandin f synthase 0.0427 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0427 1 1
Echinococcus granulosus hypothetical protein 0.0427 1 1
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.0427 1 1
Onchocerca volvulus 0.0427 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0427 1 1
Echinococcus granulosus aldo keto reductase 0.0427 1 1
Echinococcus multilocularis aldo keto reductase 0.0427 1 1
Brugia malayi glutamate-cysteine ligase modifier subunit 0.0124 0.2291 0.2291
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0427 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0427 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0427 1 1
Onchocerca volvulus 0.0427 1 1
Loa Loa (eye worm) hypothetical protein 0.0427 1 1
Schistosoma mansoni aldo-keto reductase 0.0427 1 1
Loa Loa (eye worm) oxidoreductase 0.0427 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0427 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0427 1 1
Entamoeba histolytica aldose reductase, putative 0.0427 1 1
Trypanosoma brucei aldo-keto reductase, putative 0.0427 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0427 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0427 1 1
Onchocerca volvulus 0.0427 1 1
Entamoeba histolytica aldose reductase, putative 0.0427 1 1
Loa Loa (eye worm) oxidoreductase 0.0427 1 1
Giardia lamblia Aldose reductase 0.0427 1 0.5
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0427 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0427 1 1
Echinococcus granulosus aldo keto reductase 0.0427 1 1
Trypanosoma cruzi aldo/keto reductase, putative 0.0427 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0427 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0427 1 1
Schistosoma mansoni pol-related 0.0427 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0427 1 1
Onchocerca volvulus 0.0427 1 1
Plasmodium falciparum aldehyde reductase, putative 0.0124 0.2291 0.5
Schistosoma mansoni potassium channel beta 0.0124 0.2291 0.2045
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0427 1 1
Giardia lamblia Aldose reductase 0.0427 1 0.5
Mycobacterium tuberculosis Probable oxidoreductase 0.0427 1 1
Echinococcus granulosus aldehyde reductase 0.0303 0.6856 0.6756
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0427 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0427 1 1
Trichomonas vaginalis dihydrodiol dehydrogenase, putative 0.0427 1 1
Toxoplasma gondii aldose reductase, putative 0.0427 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0427 1 1
Leishmania major aldo-keto reductase-like protein 0.0427 1 1
Mycobacterium leprae PROBABLE OXIDOREDUCTASE 0.0427 1 1
Echinococcus multilocularis aldehyde reductase 0.0303 0.6856 0.6756
Trichomonas vaginalis aldo/keto reductase, putative 0.0427 1 1
Mycobacterium ulcerans oxidoreductase 0.0427 1 1
Onchocerca volvulus 0.0124 0.2291 0.2272
Leishmania major prostaglandin f2-alpha synthase/D-arabinose dehydrogenase 0.0427 1 1
Plasmodium vivax oxidoreductase, aldo/keto reductase domain containing protein 0.0124 0.2291 0.5
Trichomonas vaginalis dihydrodiol dehydrogenase, putative 0.0427 1 1
Loa Loa (eye worm) oxidoreductase 0.0427 1 1
Echinococcus multilocularis aldo keto reductase 0.0427 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0427 1 1
Echinococcus granulosus aldo keto reductase family 1, member B4 0.0124 0.2291 0.2045
Echinococcus multilocularis voltage gated potassium channel subunit 0.0124 0.2291 0.2045
Trichomonas vaginalis aldo-keto reductase, putative 0.0427 1 1
Leishmania major prostaglandin f synthase, putative 0.0427 1 1
Echinococcus multilocularis aldo keto reductase 0.0427 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0427 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0427 1 1
Brugia malayi ADAM-TS Spacer 1 family protein 0.0109 0.1927 0.1927
Trichomonas vaginalis aldo-keto reductase, putative 0.0427 1 1
Brugia malayi NADH-dependent xylose reductase 0.0124 0.2291 0.2291
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.0427 1 1
Loa Loa (eye worm) glutamate-cysteine ligase modifier subunit 0.0124 0.2291 0.2272
Trichomonas vaginalis aldo/keto reductase, putative 0.0427 1 1
Loa Loa (eye worm) oxidoreductase 0.0427 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0427 1 1
Echinococcus granulosus voltage gated potassium channel subunit 0.0124 0.2291 0.2045
Loa Loa (eye worm) oxidoreductase 0.0427 1 1
Schistosoma mansoni aldo-keto reductase 0.0427 1 1
Plasmodium falciparum aldo-keto reductase, putative 0.0124 0.2291 0.5
Onchocerca volvulus 0.0427 1 1
Plasmodium vivax aldehyde reductase, putative 0.0124 0.2291 0.5
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0427 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0427 1 1
Echinococcus granulosus aldo keto reductase 0.0427 1 1
Trypanosoma cruzi aldo-keto reductase 0.0427 1 1
Leishmania major aldehyde reductase, putative,oxidoreductase, putative 0.0427 1 1
Loa Loa (eye worm) hypothetical protein 0.0109 0.1927 0.1907
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0427 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0427 1 1
Mycobacterium leprae Conserved hypothetical protein 0.0303 0.6856 0.5922
Entamoeba histolytica aldose reductase, putative 0.0427 1 1
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.0427 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0427 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0427 1 1
Trichomonas vaginalis dihydrodiol dehydrogenase, putative 0.0427 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0427 1 1
Onchocerca volvulus 0.0427 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0427 1 1
Trichomonas vaginalis aldo/keto reductase, putative 0.0427 1 1
Echinococcus multilocularis aldo keto reductase 0.0427 1 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.95 uM Inhibition of ADAMTS5 by FRET assay ChEMBL. 17804234
IC50 (binding) = 0.95 uM Inhibition of ADAMTS5 by FRET assay ChEMBL. 17804234

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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