TDR Targets

Basic information

Technical information

TDR Targets ID: 409187
Name: 3-[1-[2-[1-(1,4-dioxaspiro[4.5]decan-2-yl)-3- hydroxypropoxy]ethyl]indol-3-yl]-4-(4-fluoro- 1H-indol-3-yl)pyrrole-2,5-dione
MW: 587.638 | Formula: C33H34FN3O6
H donors: 3 H acceptors: 3 LogP: 3.67 Rotable bonds: 9
Rule of 5 violations (Lipinski): 2
SMILES: OCCC(C1COC2(O1)CCCCC2)OCCn1cc(c2c1cccc2)C1=C(C(=O)NC1=O)c1c[nH]c2c1c(F)ccc2
InChi: 1S/C33H34FN3O6/c34-23-8-6-9-24-28(23)21(17-35-24)29-30(32(40)36-31(29)39)22-18-37(25-10-3-2-7-20(22)25)14-16-41-26(11-15-38)27-19-42-33(43-27)12-4-1-5-13-33/h2-3,6-10,17-18,26-27,35,38H,1,4-5,11-16,19H2,(H,36,39,40)
InChiKey: HNMGPKKHNFEUFD-UHFFFAOYSA-N

Network

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Target Layer

Model Organisms

Species	Viewmode
Arabidopsis thaliana
Caenorhabditis elegans
Dictyostelium discoideum
Drosophila melanogaster
Escherichia coli
Homo sapiens
Mus musculus
Oryza sativa
Saccharomyces cerevisiae
Schmidtea mediterranea
Other organisms

TDR Pathogens:

Species	Viewmode
Brugia malayi
Chlamydia trachomatis
Echinococcus granulosus
Entamoeba histolytica
Echinococcus multilocularis
Giardia lamblia
Leishmania major
Loa Loa (eye worm)
Mycobacterium leprae
Mycobacterium tuberculosis
Mycobacterium ulcerans
Onchocerca volvulus
Plasmodium falciparum
Plasmodium vivax
Schistosoma mansoni
Trypanosoma brucei
Trypanosoma cruzi
Toxoplasma gondii
Treponema pallidum
Trichomonas vaginalis
Wolbachia endosymbiont of Brugia malayi

Other Pathogens:

Species	Viewmode
Babesia bovis
Candida albicans
Cryptosporidium hominis
Cryptosporidium parvum
Leishmania braziliensis
Leishmania donovani
Leishmania infantum
Leishmania mexicana
Neospora caninum
Plasmodium berghei
Plasmodium knowlesi
Plasmodium yoelii
Schistosoma japonicum
Trypanosoma brucei gambiense
Trypanosoma congolense
Theileria parva

Compound Layer

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Clustering layers

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Synonyms

3-[1-[2-[1-(1,4-dioxaspiro[4.5]decan-2-yl)-3-hydroxy-propoxy]ethyl]indol-3-yl]-4-(4-fluoro-1H-indol-3-yl)pyrrole-2,5-dione
3-[1-[2-[1-(1,4-dioxaspiro[4.5]decan-2-yl)-3-hydroxypropoxy]ethyl]-3-indolyl]-4-(4-fluoro-1H-indol-3-yl)pyrrole-2,5-dione
3-[1-[2-[1-(1,4-dioxaspiro[4.5]decan-2-yl)-3-hydroxy-propoxy]ethyl]indol-3-yl]-4-(4-fluoro-1H-indol-3-yl)-3-pyrroline-2,5-quinone

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	sirtuin 2	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Brugia malayi	transcriptional regulator, Sir2 family protein	Get druggable targets OG5_127826	All targets in OG5_127826
Trypanosoma brucei	Silent information regulator 2 related protein 1	Get druggable targets OG5_127826	All targets in OG5_127826
Trypanosoma cruzi	Silent information regulator 2 related protein 1	Get druggable targets OG5_127826	All targets in OG5_127826
Schistosoma mansoni	chromatin regulatory protein sir2	Get druggable targets OG5_127826	All targets in OG5_127826
Echinococcus multilocularis	chromatin regulatory protein sir2	Get druggable targets OG5_127826	All targets in OG5_127826
Leishmania mexicana	silent information regulator 2, putative,NAD-dependent SIR2, putative	Get druggable targets OG5_127826	All targets in OG5_127826
Candida albicans	likely SIR2 family histone deacetylase similar to S. cerevisiae HST2 (YPL015C) involved in telomeric chromatin silencing	Get druggable targets OG5_127826	All targets in OG5_127826
Trypanosoma brucei gambiense	silent information regulator 2,NAD-dependent SIR2	Get druggable targets OG5_127826	All targets in OG5_127826
Schistosoma japonicum	ko:K01463 sirtuin (silent mating type information regulation 2 homolog) 2 [EC:3.5.1.-], putative	Get druggable targets OG5_127826	All targets in OG5_127826
Echinococcus multilocularis	NAD dependent deacetylase sirtuin 3	Get druggable targets OG5_127826	All targets in OG5_127826
Echinococcus granulosus	chromatin regulatory protein sir2	Get druggable targets OG5_127826	All targets in OG5_127826
Leishmania braziliensis	NAD-dependent SIR2, putative	Get druggable targets OG5_127826	All targets in OG5_127826
Schistosoma mansoni	chromatin regulatory protein sir2	Get druggable targets OG5_127826	All targets in OG5_127826
Giardia lamblia	Hypothetical protein	Get druggable targets OG5_127826	All targets in OG5_127826
Trichomonas vaginalis	chromatin regulatory protein sir2, putative	Get druggable targets OG5_127826	All targets in OG5_127826
Entamoeba histolytica	Sir2 family transcriptional regulator, putative	Get druggable targets OG5_127826	All targets in OG5_127826
Schistosoma mansoni	chromatin regulatory protein sir2	Get druggable targets OG5_127826	All targets in OG5_127826
Entamoeba histolytica	Sir2 family transcriptional regulator, putative	Get druggable targets OG5_127826	All targets in OG5_127826
Leishmania infantum	silent information regulator 2, putative	Get druggable targets OG5_127826	All targets in OG5_127826
Trichomonas vaginalis	chromatin regulatory protein sir2, putative	Get druggable targets OG5_127826	All targets in OG5_127826
Candida albicans	likely SIR2 family histone deacetylase similar to S. cerevisiae HST2 (YPL015C) involved in telomeric chromatin silencing	Get druggable targets OG5_127826	All targets in OG5_127826
Leishmania major	silent information regulator 2, putative	Get druggable targets OG5_127826	All targets in OG5_127826
Loa Loa (eye worm)	transcriptional regulator	Get druggable targets OG5_127826	All targets in OG5_127826
Echinococcus granulosus	NAD dependent deacetylase sirtuin 3	Get druggable targets OG5_127826	All targets in OG5_127826
Leishmania donovani	Silent information regulator 2 related protein 1	Get druggable targets OG5_127826	All targets in OG5_127826
Trypanosoma congolense	silent information regulator 2	Get druggable targets OG5_127826	All targets in OG5_127826
Trypanosoma cruzi	Silent information regulator 2 related protein 1	Get druggable targets OG5_127826	All targets in OG5_127826

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Plasmodium falciparum	transcriptional regulatory protein sir2a	sirtuin 2	234 aa	207 aa	26.1 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Entamoeba histolytica	Sir2 family transcriptional regulator, putative	0.0135	0.6914	1
Brugia malayi	transcriptional regulator, Sir2 family protein	0.0135	0.6914	0.6914
Giardia lamblia	Hypothetical protein	0.0135	0.6914	1
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.0022	0.0147	0.0212
Trichomonas vaginalis	chromatin regulatory protein sir2, putative	0.0135	0.6914	1
Brugia malayi	Nuclear hormone receptor family member nhr-3	0.0022	0.0147	0.0147
Loa Loa (eye worm)	hypothetical protein	0.0022	0.0147	0.0147
Schistosoma mansoni	steroid hormone receptor ad4bp	0.0022	0.0147	0.0212
Plasmodium vivax	NAD-dependent deacetylase, putative	0.002	0	0.5
Echinococcus multilocularis	Nuclear hormone receptor family member nhr 41	0.0022	0.0147	0.0212
Toxoplasma gondii	histone deacetylase SIR2	0.002	0	0.5
Loa Loa (eye worm)	steroid hormone receptor	0.0022	0.0147	0.0147
Brugia malayi	Nuclear hormone receptor family member nhr-49	0.0022	0.0147	0.0147
Schistosoma mansoni	chromatin regulatory protein sir2	0.0135	0.6914	1
Brugia malayi	GTP-binding regulatory protein Gs alpha-S chain, putative	0.0044	0.1468	0.1468
Schistosoma mansoni	RAR-like nuclear receptor	0.0022	0.0147	0.0212
Brugia malayi	nuclear hormone receptor	0.0022	0.0147	0.0147
Brugia malayi	Nuclear hormone receptor family member nhr-14	0.0022	0.0147	0.0147
Schistosoma mansoni	thyroid hormone receptor	0.0022	0.0147	0.0212
Echinococcus granulosus	hepatocyte nuclear factor 4 alpha	0.0022	0.0147	0.0212
Trypanosoma cruzi	Silent information regulator 2 related protein 1	0.0135	0.6914	1
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0044	0.1468	0.2123
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.0022	0.0147	0.0212
Loa Loa (eye worm)	hypothetical protein	0.0022	0.0147	0.0147
Mycobacterium tuberculosis	Transcriptional regulatory protein	0.002	0	0.5
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0044	0.1468	0.2123
Echinococcus multilocularis	NAD dependent deacetylase sirtuin 3	0.0135	0.6914	1
Brugia malayi	Nuclear hormone receptor-like 1	0.0022	0.0147	0.0147
Echinococcus multilocularis	thyroid hormone receptor alpha	0.0022	0.0147	0.0212
Echinococcus granulosus	Nuclear hormone receptor family member nhr 41	0.0022	0.0147	0.0212
Toxoplasma gondii	histone deacetylase SIR2-like	0.002	0	0.5
Loa Loa (eye worm)	transcriptional regulator	0.0135	0.6914	0.6914
Brugia malayi	Nuclear hormone receptor family member nhr-25	0.0022	0.0147	0.0147
Echinococcus granulosus	FTZ F1 nuclear receptor protein	0.0022	0.0147	0.0212
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.0022	0.0147	0.0212
Onchocerca volvulus	Bile acid receptor homolog	0.0186	1	1
Loa Loa (eye worm)	hypothetical protein	0.0022	0.0147	0.0147
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0044	0.1468	0.2123
Schistosoma mansoni	retinoid-x-receptor (RXR)	0.0022	0.0147	0.0212
Echinococcus multilocularis	FTZ F1 nuclear receptor protein	0.0022	0.0147	0.0212
Entamoeba histolytica	Sir2 family transcriptional regulator, putative	0.0135	0.6914	1
Schistosoma mansoni	coup transcription factor	0.0022	0.0147	0.0212
Echinococcus multilocularis	hepatocyte nuclear factor 4 alpha	0.0022	0.0147	0.0212
Schistosoma mansoni	FTZ-F1 nuclear receptor-like protein	0.0022	0.0147	0.0212
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-49	0.0022	0.0147	0.0147
Echinococcus multilocularis	FTZ F1 alpha	0.0022	0.0147	0.0212
Echinococcus granulosus	NAD dependent deacetylase sirtuin 3	0.0135	0.6914	1
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0044	0.1468	0.2123
Schistosoma mansoni	photoreceptor-specific nuclear receptor related	0.0022	0.0147	0.0212
Trypanosoma cruzi	Silent information regulator 2 related protein 1	0.0135	0.6914	1
Schistosoma mansoni	chromatin regulatory protein sir2	0.0135	0.6914	1
Brugia malayi	Nuclear hormone receptor family member nhr-19	0.0022	0.0147	0.0147
Echinococcus granulosus	FTZ F1 alpha	0.0022	0.0147	0.0212
Schistosoma mansoni	nuclear receptor 2DBD-gamma	0.0022	0.0147	0.0212
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-14	0.0022	0.0147	0.0147
Brugia malayi	nuclear receptor NHR-88	0.0022	0.0147	0.0147
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-1	0.0022	0.0147	0.0147
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0044	0.1468	0.2123
Loa Loa (eye worm)	GTP-binding regulatory protein Gs alpha-S chain	0.0044	0.1468	0.1468
Brugia malayi	Steroid receptor seven-up type 2	0.0022	0.0147	0.0147
Brugia malayi	Ligand-binding domain of nuclear hormone receptor family protein	0.0022	0.0147	0.0147
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-41	0.0022	0.0147	0.0147
Brugia malayi	Nuclear hormone receptor family member nhr-19	0.0022	0.0147	0.0147
Loa Loa (eye worm)	hypothetical protein	0.0022	0.0147	0.0147
Leishmania major	silent information regulator 2, putative	0.0135	0.6914	1
Brugia malayi	Ligand-binding domain of nuclear hormone receptor family protein	0.0022	0.0147	0.0147
Mycobacterium ulcerans	NAD-dependent deacetylase	0.002	0	0.5
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0044	0.1468	0.2123
Brugia malayi	Nuclear hormone receptor family member nhr-1	0.0022	0.0147	0.0147
Brugia malayi	Nuclear hormone receptor family member nhr-41	0.0022	0.0147	0.0147
Loa Loa (eye worm)	hypothetical protein	0.0022	0.0147	0.0147
Plasmodium falciparum	transcriptional regulatory protein sir2a	0.002	0	0.5
Schistosoma mansoni	retinoic acid receptor RXR	0.0022	0.0147	0.0212
Echinococcus granulosus	retinoic acid receptor rxr beta a	0.0022	0.0147	0.0212
Echinococcus multilocularis	COUP TF:Svp nuclear hormone receptor	0.0022	0.0147	0.0212
Brugia malayi	Nuclear hormone receptor family member nhr-31	0.0022	0.0147	0.0147
Schistosoma mansoni	nuclear hormone receptor	0.0022	0.0147	0.0212
Brugia malayi	Nuclear hormone receptor family member nhr-40	0.0022	0.0147	0.0147
Trypanosoma brucei	Silent information regulator 2 related protein 1	0.0135	0.6914	1
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-40	0.0022	0.0147	0.0147
Echinococcus granulosus	ecdysone induced protein 78C	0.0022	0.0147	0.0212
Brugia malayi	steroid hormone receptor	0.0022	0.0147	0.0147
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0044	0.1468	0.2123
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.0022	0.0147	0.0212
Schistosoma mansoni	thyroid hormone receptor	0.0022	0.0147	0.0212
Echinococcus granulosus	chromatin regulatory protein sir2	0.0135	0.6914	1
Loa Loa (eye worm)	hypothetical protein	0.0022	0.0147	0.0147
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-31	0.0022	0.0147	0.0147
Loa Loa (eye worm)	hypothetical protein	0.0186	1	1
Brugia malayi	Nuclear hormone receptor family member nhr-25	0.0022	0.0147	0.0147
Schistosoma mansoni	nuclear hormone receptor nor-1/nor-2	0.0022	0.0147	0.0212
Plasmodium falciparum	transcriptional regulatory protein sir2b	0.002	0	0.5
Trichomonas vaginalis	chromatin regulatory protein sir2, putative	0.0135	0.6914	1
Loa Loa (eye worm)	nuclear Hormone Receptor family member	0.0022	0.0147	0.0147
Plasmodium vivax	hypothetical protein, conserved	0.002	0	0.5
Brugia malayi	photoreceptor-specific nuclear receptor	0.0022	0.0147	0.0147
Loa Loa (eye worm)	hypothetical protein	0.0022	0.0147	0.0147
Schistosoma mansoni	chromatin regulatory protein sir2	0.0135	0.6914	1
Echinococcus multilocularis	ecdysone induced protein 78C	0.0022	0.0147	0.0212
Mycobacterium ulcerans	Sir2-like regulatory protein	0.002	0	0.5
Echinococcus granulosus	COUP TF:Svp nuclear hormone receptor	0.0022	0.0147	0.0212
Echinococcus multilocularis	chromatin regulatory protein sir2	0.0135	0.6914	1
Schistosoma mansoni	Tr4/Tr2 (homologue)	0.0022	0.0147	0.0212

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 2.5 uM	Inhibition of human recombinant SIRT2	ChEMBL.	17149860
IC50 (binding)	= 2.5 uM	Inhibition of human recombinant SIRT2	ChEMBL.	17149860
Inhibition (binding)	= 71.9 %	Inhibition of human SIRT1 at 50 uM	ChEMBL.	17149860
Inhibition (binding)	= 71.9 %	Inhibition of human SIRT1 at 50 uM	ChEMBL.	17149860

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

ChEMBL: CHEMBL220456
PubChem: 16094447

Bibliographic References

1 literature reference was collected for this gene.

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Detailed information for compound 409187