Detailed information for compound 1011681

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 545.558 | Formula: C25H25F2N5O5S
  • H donors: 0 H acceptors: 6 LogP: 1.62 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 2
  • SMILES: FCCn1nnc(c1)COC[C@@H]1CCCN1S(=O)(=O)c1ccc2c(c1)C(=O)C(=O)N2Cc1ccc(cc1)F
  • InChi: 1S/C25H25F2N5O5S/c26-9-11-30-14-19(28-29-30)15-37-16-20-2-1-10-32(20)38(35,36)21-7-8-23-22(12-21)24(33)25(34)31(23)13-17-3-5-18(27)6-4-17/h3-8,12,14,20H,1-2,9-11,13,15-16H2/t20-/m0/s1
  • InChiKey: GPUUTKKXWRMCFC-FQEVSTJZSA-N  


Substructure search Similarity search

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens caspase 6, apoptosis-related cysteine peptidase Starlite/ChEMBL References
Homo sapiens caspase 8, apoptosis-related cysteine peptidase Starlite/ChEMBL References
Homo sapiens caspase 3, apoptosis-related cysteine peptidase Starlite/ChEMBL References
Homo sapiens caspase 1, apoptosis-related cysteine peptidase Starlite/ChEMBL References
Homo sapiens caspase 7, 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 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
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
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
Echinococcus multilocularis 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
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
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
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0157 0.2578 0.2985
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0139 0.2178 1
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0055 0.0363 0.5
Echinococcus multilocularis caspase 3, apoptosis cysteine peptidase 0.0315 0.5959 1
Brugia malayi Thioredoxin reductase 0.0157 0.2578 0.2615
Loa Loa (eye worm) hypothetical protein 0.005 0.0259 0.0262
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0399 0.7785 1
Loa Loa (eye worm) glutathione reductase 0.0157 0.2578 0.2615
Schistosoma mansoni transcription factor LCR-F1 0.019 0.3272 0.3272
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0139 0.2178 1
Trichomonas vaginalis conserved hypothetical protein 0.0139 0.2178 1
Echinococcus granulosus thioredoxin glutathione reductase 0.0157 0.2578 0.4327
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0399 0.7785 1
Brugia malayi Cell death protein 3 precursor 0.0189 0.3249 0.3296
Onchocerca volvulus Cell death protein 3 homolog 0.0189 0.3249 1
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0139 0.2178 1
Brugia malayi follicle stimulating hormone receptor 0.0496 0.9858 1
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0359 0.6921 0.8837
Trypanosoma cruzi metacaspase, putative 0.0139 0.2178 0.8192
Brugia malayi Pyridine nucleotide-disulphide oxidoreductase, dimerisation domain containing protein 0.004 0.0051 0.0051
Trichomonas vaginalis glutathione reductase, putative 0.0055 0.0363 0.1665
Brugia malayi alpha keto acid dehydrogenase complex, E3 component, lipoamide dehydrogenase 0.004 0.0051 0.0051
Echinococcus granulosus caspase 3 0.0176 0.2969 0.4982
Trypanosoma brucei trypanothione reductase 0.0157 0.2578 1
Trypanosoma cruzi metacaspase 5, putative 0.0139 0.2178 0.8192
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0139 0.2178 1
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0359 0.6921 0.8837
Entamoeba histolytica hypothetical protein 0.019 0.3272 0.5
Brugia malayi dihydrolipoyl dehydrogenase, mitochondrial precursor, putative 0.0055 0.0363 0.0368
Brugia malayi mucosa associated lymphoid tissue lymphoma translocation protein 1 0.0139 0.2178 0.2209
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0139 0.2178 1
Trypanosoma cruzi trypanothione reductase, putative 0.0157 0.2578 1
Schistosoma mansoni dihydrolipoamide dehydrogenase 0.0055 0.0363 0.0363
Trypanosoma brucei metacaspase MCA2 0.0139 0.2178 0.8192
Echinococcus multilocularis caspase 8 0.0139 0.2178 0.3655
Echinococcus multilocularis caspase 2 0.0189 0.3249 0.5452
Plasmodium vivax metacaspase 1, putative 0.0139 0.2178 0.8192
Schistosoma mansoni hypothetical protein 0.005 0.0259 0.0259
Trichomonas vaginalis conserved hypothetical protein 0.0139 0.2178 1
Echinococcus granulosus caspase 2 0.0189 0.3249 0.5452
Echinococcus granulosus apoptotic protease activating factor 1 0.005 0.0259 0.0434
Trichomonas vaginalis conserved hypothetical protein 0.0139 0.2178 1
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0359 0.6921 0.8837
Toxoplasma gondii ICE family protease (caspase) p20 domain-containing protein 0.0139 0.2178 0.8192
Echinococcus multilocularis caspase 0.0315 0.5959 1
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.019 0.3272 0.5491
Trichomonas vaginalis conserved hypothetical protein 0.0139 0.2178 1
Echinococcus multilocularis apoptotic protease activating factor 1 0.005 0.0259 0.0434
Mycobacterium ulcerans dihydrolipoamide dehydrogenase, LpdB 0.0055 0.0363 0.5
Loa Loa (eye worm) hypothetical protein 0.0189 0.3249 0.3296
Brugia malayi hypothetical protein 0.005 0.0259 0.0262
Trypanosoma cruzi metacaspase 5, putative 0.0139 0.2178 0.8192
Trichomonas vaginalis conserved hypothetical protein 0.0139 0.2178 1
Giardia lamblia NADH oxidase lateral transfer candidate 0.0055 0.0363 0.5
Entamoeba histolytica hypothetical protein 0.019 0.3272 0.5
Trypanosoma cruzi metacaspase, putative 0.0139 0.2178 0.8192
Schistosoma mansoni hypothetical protein 0.019 0.3272 0.3272
Trichomonas vaginalis mercuric reductase, putative 0.0055 0.0363 0.1665
Trichomonas vaginalis conserved hypothetical protein 0.0139 0.2178 1
Echinococcus granulosus caspase 3 apoptosis cysteine peptidase 0.0315 0.5959 1
Loa Loa (eye worm) thioredoxin reductase 0.0157 0.2578 0.2615
Trypanosoma cruzi metacaspase, putative 0.0139 0.2178 0.8192
Mycobacterium tuberculosis Probable dehydrogenase 0.0359 0.6921 0.8837
Trypanosoma brucei Metacaspase-4 0.0139 0.2178 0.8192
Treponema pallidum NADH oxidase 0.0055 0.0363 0.5
Plasmodium falciparum metacaspase-like protein 0.0139 0.2178 0.8192
Plasmodium falciparum thioredoxin reductase 0.0157 0.2578 1
Entamoeba histolytica hypothetical protein 0.019 0.3272 0.5
Entamoeba histolytica hypothetical protein 0.019 0.3272 0.5
Mycobacterium tuberculosis Probable oxidoreductase 0.0399 0.7785 1
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0359 0.6921 0.8837
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.019 0.3272 0.5491
Leishmania major trypanothione reductase 0.0157 0.2578 1
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0139 0.2178 1
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0055 0.0363 0.5
Schistosoma mansoni caspase-7 (C14 family) 0.0315 0.5959 0.5959
Toxoplasma gondii thioredoxin reductase 0.0157 0.2578 1
Echinococcus multilocularis dihydrolipoamide dehydrogenase 0.0055 0.0363 0.0609
Mycobacterium tuberculosis Probable reductase 0.0359 0.6921 0.8837
Plasmodium vivax thioredoxin reductase, putative 0.0157 0.2578 1
Plasmodium falciparum glutathione reductase 0.0157 0.2578 1
Leishmania major metacaspase, putative 0.0139 0.2178 0.8192
Brugia malayi glutathione reductase 0.0157 0.2578 0.2615
Schistosoma mansoni caspase-3 (C14 family) 0.0315 0.5959 0.5959
Schistosoma mansoni caspase-7 (C14 family) 0.0189 0.3249 0.3249
Echinococcus multilocularis caspase 3 0.0176 0.2969 0.4982
Echinococcus multilocularis thioredoxin glutathione reductase 0.0157 0.2578 0.4327
Trypanosoma brucei metacaspase 5, putative 0.0139 0.2178 0.8192
Echinococcus granulosus dihydrolipoamide dehydrogenase 0.0055 0.0363 0.0609
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0139 0.2178 1
Mycobacterium ulcerans flavoprotein disulfide reductase 0.0055 0.0363 0.5
Toxoplasma gondii ICE family protease (caspase) p20 domain-containing protein 0.0139 0.2178 0.8192
Echinococcus granulosus caspase 8 0.0139 0.2178 0.3655
Plasmodium vivax glutathione reductase, putative 0.0157 0.2578 1
Plasmodium falciparum metacaspase 1 0.0139 0.2178 0.8192
Brugia malayi hypothetical protein 0.019 0.3272 0.3319
Loa Loa (eye worm) follicle stimulating hormone receptor 0.0496 0.9858 1
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0399 0.7785 1
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.0055 0.0363 0.5
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0139 0.2178 1
Loa Loa (eye worm) hypothetical protein 0.0139 0.2178 0.2209
Toxoplasma gondii ICE family protease (caspase) p20 domain-containing protein 0.0139 0.2178 0.8192
Trypanosoma brucei metacaspase 0.0139 0.2178 0.8192
Schistosoma mansoni subfamily C14A unassigned peptidase (C14 family) 0.0139 0.2178 0.2178
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0139 0.2178 1
Mycobacterium ulcerans dihydrolipoamide dehydrogenase 0.0055 0.0363 0.5
Plasmodium vivax hypothetical protein, conserved 0.0139 0.2178 0.8192
Trypanosoma cruzi metacaspase, putative 0.0139 0.2178 0.8192
Echinococcus granulosus caspase 0.0315 0.5959 1
Trypanosoma brucei metacaspase MCA3 0.0139 0.2178 0.8192

Activities

Activity type Activity value Assay description Source Reference
EC50 (binding) = 12.6 nM Inhibition of human recombinant caspase 3 assessed as accumulation of 7-amino-4-methylcoumarin substrate ChEMBL. 19049429
EC50 (binding) = 18.3 nM Inhibition of human recombinant caspase 7 assessed as accumulation of 7-amino-4-methylcoumarin substrate ChEMBL. 19049429
EC50 (binding) > 5000 nM Inhibition of human recombinant caspase 1 assessed as accumulation of 7-amino-4-methylcoumarin substrate ChEMBL. 19049429
EC50 (binding) > 5000 nM Inhibition of human recombinant caspase 6 assessed as accumulation of 7-amino-4-methylcoumarin substrate ChEMBL. 19049429
EC50 (binding) > 5000 nM Inhibition of human recombinant caspase 8 assessed as accumulation of 7-amino-4-methylcoumarin substrate ChEMBL. 19049429

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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