Detailed information for compound 346844

Basic information

Technical information
  • TDR Targets ID: 346844
  • Name: 1-[(4-fluorophenyl)methyl]-5-[(2S)-2-(phenoxy methyl)azetidin-1-yl]sulfonylindole-2,3-dione
  • MW: 480.508 | Formula: C25H21FN2O5S
  • H donors: 0 H acceptors: 4 LogP: 3.51 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: Fc1ccc(cc1)CN1C(=O)C(=O)c2c1ccc(c2)S(=O)(=O)N1CC[C@H]1COc1ccccc1
  • InChi: 1S/C25H21FN2O5S/c26-18-8-6-17(7-9-18)15-27-23-11-10-21(14-22(23)24(29)25(27)30)34(31,32)28-13-12-19(28)16-33-20-4-2-1-3-5-20/h1-11,14,19H,12-13,15-16H2/t19-/m0/s1
  • InChiKey: QCKJEQIYOITZDI-IBGZPJMESA-N  

Network

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Synonyms

  • 1-[(4-fluorophenyl)methyl]-5-[(2S)-2-(phenoxymethyl)azetidin-1-yl]sulfonyl-indoline-2,3-dione
  • 1-[(4-fluorophenyl)methyl]-5-[[(2S)-2-(phenoxymethyl)-1-azetidinyl]sulfonyl]indoline-2,3-dione
  • 1-[(4-fluorophenyl)methyl]-5-[(2S)-2-(phenoxymethyl)azetidin-1-yl]sulfonyl-indole-2,3-dione
  • 1-(4-fluorobenzyl)-5-[(2S)-2-(phenoxymethyl)azetidin-1-yl]sulfonyl-isatin

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens caspase 3, apoptosis-related cysteine peptidase Starlite/ChEMBL References
Homo sapiens caspase 7, apoptosis-related cysteine peptidase Starlite/ChEMBL References
Homo sapiens caspase 6, apoptosis-related cysteine peptidase Starlite/ChEMBL References
Homo sapiens caspase 1, apoptosis-related cysteine peptidase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus multilocularis caspase Get druggable targets OG5_130238 All targets in OG5_130238
Echinococcus granulosus caspase 3 apoptosis cysteine peptidase Get druggable targets OG5_130238 All targets in OG5_130238
Echinococcus granulosus caspase Get druggable targets OG5_130238 All targets in OG5_130238
Echinococcus granulosus caspase 3 Get druggable targets OG5_130238 All targets in OG5_130238
Schistosoma japonicum ko:K02187 caspase 3, apoptosis-related cysteine protease, putative Get druggable targets OG5_130238 All targets in OG5_130238
Echinococcus multilocularis caspase 3 Get druggable targets OG5_130238 All targets in OG5_130238
Schistosoma mansoni caspase-3 (C14 family) Get druggable targets OG5_130238 All targets in OG5_130238
Schistosoma japonicum ko:K04397 caspase 7, apoptosis-related cysteine protease, putative Get druggable targets OG5_130238 All targets in OG5_130238
Echinococcus multilocularis caspase 3, apoptosis cysteine peptidase Get druggable targets OG5_130238 All targets in OG5_130238
Schistosoma mansoni caspase-7 (C14 family) Get druggable targets OG5_130238 All targets in OG5_130238

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi Cell death protein 3 precursor caspase 7, apoptosis-related cysteine peptidase 303 aa 256 aa 37.1 %
Brugia malayi Cell death protein 3 precursor caspase 3, apoptosis-related cysteine peptidase 277 aa 253 aa 38.7 %
Brugia malayi Cell death protein 3 precursor caspase 6, apoptosis-related cysteine peptidase 293 aa 270 aa 34.4 %
Echinococcus granulosus caspase 8 caspase 1, apoptosis-related cysteine peptidase 383 aa 312 aa 26.6 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Echinococcus granulosus caspase 0.0293 0.3955 1
Trichomonas vaginalis conserved hypothetical protein 0.0486 1 1
Trichomonas vaginalis NAD(P)H dehydrogenase, putative 0.0486 1 1
Trichomonas vaginalis conserved hypothetical protein 0.0486 1 1
Trichomonas vaginalis conserved hypothetical protein 0.0486 1 1
Schistosoma mansoni caspase-7 (C14 family) 0.0293 0.3955 1
Trichomonas vaginalis conserved hypothetical protein 0.0486 1 1
Echinococcus granulosus caspase 3 0.0176 0.0263 0.0665
Brugia malayi Cell death protein 3 precursor 0.0167 0 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0486 1 1
Echinococcus multilocularis caspase 0.0293 0.3955 1
Trichomonas vaginalis conserved hypothetical protein 0.0486 1 1
Trichomonas vaginalis conserved hypothetical protein 0.0486 1 1
Giardia lamblia NADPH oxidoreductase, putative 0.0486 1 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0486 1 1
Trichomonas vaginalis NAD(P)H dehydrogenase, putative 0.0486 1 1
Trichomonas vaginalis conserved hypothetical protein 0.0486 1 1
Loa Loa (eye worm) hypothetical protein 0.0167 0 0.5
Trichomonas vaginalis NAD(P)H dehydrogenase, putative 0.0486 1 1
Echinococcus granulosus caspase 3 apoptosis cysteine peptidase 0.0293 0.3955 1
Schistosoma mansoni caspase-3 (C14 family) 0.0293 0.3955 1
Trichomonas vaginalis conserved hypothetical protein 0.0486 1 1
Echinococcus multilocularis caspase 3, apoptosis cysteine peptidase 0.0293 0.3955 1
Giardia lamblia NADPH oxidoreductase, putative 0.0486 1 0.5
Onchocerca volvulus Cell death protein 3 homolog 0.0167 0 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0486 1 1
Trichomonas vaginalis conserved hypothetical protein 0.0486 1 1
Echinococcus multilocularis caspase 3 0.0176 0.0263 0.0665
Trichomonas vaginalis conserved hypothetical protein 0.0486 1 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 8.06 Inhibition of caspase3 ChEMBL. 22503362
IC50 (binding) = 8.8 nM Inhibitory activity against caspase 3 using Ac-DEVD-AMC substrate ChEMBL. 16302804
IC50 (binding) = 8.8 nM Inhibitory activity against caspase 3 using Ac-DEVD-AMC substrate ChEMBL. 16302804
IC50 (binding) = 21 nM Inhibitory activity against caspase 7 using Ac-DEVD-AMC substrate ChEMBL. 16302804
IC50 (binding) = 21 nM Inhibitory activity against caspase 7 using Ac-DEVD-AMC substrate ChEMBL. 16302804
IC50 (binding) > 5000 nM Inhibitory activity against caspase 6 using Ac-VEID-AMC substrate ChEMBL. 16302804
IC50 (binding) > 5000 nM Inhibitory activity against caspase 6 using Ac-VEID-AMC substrate ChEMBL. 16302804
IC50 (binding) > 10000 nM Inhibitory activity against caspase 1 using Ac-YVAD-AMC substrate ChEMBL. 16302804
IC50 (binding) > 10000 nM Inhibitory activity against caspase 1 using Ac-YVAD-AMC substrate ChEMBL. 16302804
IC50 (binding) > 50000 nM Inhibitory activity against caspase 8 using Ac-IETD-AMC substrate ChEMBL. 16302804
IC50 (binding) > 50000 nM Inhibitory activity against caspase 8 using Ac-IETD-AMC substrate ChEMBL. 16302804

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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