TDR Targets

Basic information

Technical information

TDR Targets ID: 152239
Name: (2R,5R)-5-(4-aminobutyl)-2-(1H-indol-3-ylmeth yl)-7-(naphthalen-1-ylmethyl)-1,4,7-thiadiazo nane-3,6-dione
MW: 514.682 | Formula: C30H34N4O2S
H donors: 3 H acceptors: 2 LogP: 4.55 Rotable bonds: 8
Rule of 5 violations (Lipinski): 2
SMILES: NCCCC[C@H]1NC(=O)[C@H](SCCN(C1=O)Cc1cccc2c1cccc2)Cc1c[nH]c2c1cccc2
InChi: 1S/C30H34N4O2S/c31-15-6-5-14-27-30(36)34(20-22-10-7-9-21-8-1-2-11-24(21)22)16-17-37-28(29(35)33-27)18-23-19-32-26-13-4-3-12-25(23)26/h1-4,7-13,19,27-28,32H,5-6,14-18,20,31H2,(H,33,35)/t27-,28-/m1/s1
InChiKey: SXFAVCVNXOMZST-VSGBNLITSA-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

(2R,5R)-5-(4-aminobutyl)-2-(1H-indol-3-ylmethyl)-7-(1-naphthylmethyl)-1,4,7-thiadiazonane-3,6-dione
(2R,5R)-5-(4-aminobutyl)-2-(1H-indol-3-ylmethyl)-7-(1-naphthalenylmethyl)-1,4,7-thiadiazonane-3,6-dione
(2R,5R)-5-(4-azanylbutyl)-2-(1H-indol-3-ylmethyl)-7-(naphthalen-1-ylmethyl)-1,4,7-thiadiazonane-3,6-dione
(2R,5R)-5-(4-aminobutyl)-2-(1H-indol-3-ylmethyl)-7-(1-naphthylmethyl)-1,4,7-thiadiazonane-3,6-quinone

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	somatostatin receptor 1	Starlite/ChEMBL	References
Homo sapiens	somatostatin receptor 2	Starlite/ChEMBL	References
Homo sapiens	somatostatin receptor 5	Starlite/ChEMBL	References
Homo sapiens	somatostatin receptor 4	Starlite/ChEMBL	References
Homo sapiens	somatostatin receptor 3	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

No druggable targets predicted by orthology data

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Echinococcus granulosus	pyroglutamylated rfamide peptide receptor	somatostatin receptor 1	391 aa	368 aa	21.5 %
Echinococcus granulosus	pyroglutamylated rfamide peptide receptor	somatostatin receptor 5	364 aa	392 aa	19.4 %
Echinococcus granulosus	pyroglutamylated rfamide peptide receptor	somatostatin receptor 2	369 aa	411 aa	18.7 %
Echinococcus granulosus	pyroglutamylated rfamide peptide receptor	somatostatin receptor 4	388 aa	372 aa	20.7 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Schistosoma mansoni	hypothetical protein	0.0173	0.1974	0.6047
Loa Loa (eye worm)	hypothetical protein	0.0086	0.0884	0.6608
Schistosoma mansoni	hypothetical protein	0.0037	0.0279	0.0854
Loa Loa (eye worm)	hypothetical protein	0.0086	0.0884	0.6608
Entamoeba histolytica	hypothetical protein	0.0037	0.0279	0.5
Loa Loa (eye worm)	MH2 domain-containing protein	0.0122	0.1338	1
Echinococcus multilocularis	conserved hypothetical protein	0.0276	0.3241	0.3241
Loa Loa (eye worm)	hypothetical protein	0.0086	0.0884	0.6608
Loa Loa (eye worm)	isocitrate dehydrogenase	0.0016	0.0023	0.0169
Loa Loa (eye worm)	hypothetical protein	0.0086	0.0884	0.6608
Brugia malayi	Animal haem peroxidase family protein	0.0086	0.0884	0.6608
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0047	0.0403	0.2041
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0047	0.0403	0.1234
Mycobacterium tuberculosis	Probable isocitrate dehydrogenase [NADP] Icd1 (oxalosuccinate decarboxylase) (IDH) (NADP+-specific ICDH) (IDP)	0.0016	0.0023	0.5
Toxoplasma gondii	LsmAD domain-containing protein	0.0026	0.0142	1
Brugia malayi	Animal haem peroxidase family protein	0.0086	0.0884	0.6608
Echinococcus multilocularis	conserved hypothetical protein	0.0276	0.3241	0.3241
Schistosoma mansoni	NADP-specific isocitrate dehydrogenase	0.0016	0.0023	0.0069
Loa Loa (eye worm)	hypothetical protein	0.0086	0.0884	0.6608
Entamoeba histolytica	hypothetical protein	0.0037	0.0279	0.5
Loa Loa (eye worm)	animal heme peroxidase	0.0086	0.0884	0.6608
Onchocerca volvulus		0.0086	0.0884	1
Echinococcus multilocularis	Basic leucine zipper (bZIP) transcription	0.0037	0.0279	0.0279
Loa Loa (eye worm)	hypothetical protein	0.0086	0.0884	0.6608
Loa Loa (eye worm)	hypothetical protein	0.0086	0.0884	0.6608
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0047	0.0403	0.0403
Loa Loa (eye worm)	transcription factor SMAD2	0.0122	0.1338	1
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0047	0.0403	0.2041
Brugia malayi	hypothetical protein	0.0017	0.0029	0.0214
Brugia malayi	GTP-binding regulatory protein Gs alpha-S chain, putative	0.0047	0.0403	0.3011
Brugia malayi	hypothetical protein	0.0037	0.0279	0.2084
Plasmodium vivax	ataxin-2 like protein, putative	0.0026	0.0142	1
Brugia malayi	Animal haem peroxidase family protein	0.0086	0.0884	0.6608
Echinococcus granulosus	geminin	0.0173	0.1974	1
Loa Loa (eye worm)	hypothetical protein	0.0086	0.0884	0.6608
Echinococcus granulosus	Basic leucine zipper bZIP transcription	0.0037	0.0279	0.1413
Loa Loa (eye worm)	hypothetical protein	0.0086	0.0884	0.6608
Loa Loa (eye worm)	animal heme peroxidase	0.0086	0.0884	0.6608
Loa Loa (eye worm)	hypothetical protein	0.0026	0.0142	0.1062
Leishmania major	hypothetical protein, conserved	0.0026	0.0142	1
Onchocerca volvulus	Peroxidasin homolog	0.0086	0.0884	1
Brugia malayi	MH2 domain containing protein	0.0122	0.1338	1
Loa Loa (eye worm)	hypothetical protein	0.0086	0.0884	0.6608
Schistosoma mansoni	peroxidasin	0.0086	0.0884	0.2709
Echinococcus multilocularis	peroxidasin	0.0086	0.0884	0.0884
Plasmodium falciparum	ataxin-2 like protein, putative	0.0026	0.0142	1
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0047	0.0403	0.1234
Schistosoma mansoni	hypothetical protein	0.0173	0.1974	0.6047
Schistosoma mansoni	glucose-6-phosphatase	0.0277	0.3264	1
Loa Loa (eye worm)	hypothetical protein	0.0086	0.0884	0.6608
Echinococcus multilocularis	NADP dependent isocitrate dehydrogenase	0.0016	0.0023	0.0023
Echinococcus multilocularis	isocitrate dehydrogenase 2 (NADP+)	0.0016	0.0023	0.0023
Echinococcus multilocularis	NADP dependent isocitrate dehydrogenase	0.0016	0.0023	0.0023
Onchocerca volvulus		0.0086	0.0884	1
Loa Loa (eye worm)	animal heme peroxidase	0.0086	0.0884	0.6608
Schistosoma mansoni	transcription factor LCR-F1	0.0037	0.0279	0.0854
Onchocerca volvulus	Peroxidase homolog	0.0086	0.0884	1
Trypanosoma brucei	PAB1-binding protein , putative	0.0026	0.0142	1
Loa Loa (eye worm)	hypothetical protein	0.0086	0.0884	0.6608
Plasmodium falciparum	ataxin-2 like protein, putative	0.0026	0.0142	1
Loa Loa (eye worm)	hypothetical protein	0.0086	0.0884	0.6608
Echinococcus multilocularis	geminin	0.0173	0.1974	0.1974
Brugia malayi	Peroxidasin	0.0086	0.0884	0.6608
Brugia malayi	Blistered cuticle protein 3	0.0086	0.0884	0.6608
Loa Loa (eye worm)	animal heme peroxidase	0.0086	0.0884	0.6608
Loa Loa (eye worm)	blistered cuticle protein 3	0.0086	0.0884	0.6608
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0047	0.0403	0.1234
Echinococcus multilocularis	isocitrate dehydrogenase	0.0016	0.0023	0.0023
Loa Loa (eye worm)	hypothetical protein	0.0086	0.0884	0.6608
Brugia malayi	hypothetical protein	0.0026	0.0142	0.1062
Onchocerca volvulus	Chorion peroxidase homolog	0.0086	0.0884	1
Brugia malayi	hypothetical protein	0.0086	0.0884	0.6608
Brugia malayi	Isocitrate dehydrogenase	0.0016	0.0023	0.0169
Trypanosoma cruzi	PAB1-binding protein , putative	0.0026	0.0142	1
Loa Loa (eye worm)	GTP-binding regulatory protein Gs alpha-S chain	0.0047	0.0403	0.3011
Onchocerca volvulus	Peroxidasin homolog	0.0086	0.0884	1
Onchocerca volvulus	Peroxidase homolog	0.0086	0.0884	1
Schistosoma mansoni	peroxidasin	0.0086	0.0884	0.2709
Brugia malayi	isocitrate dehydrogenase	0.0016	0.0023	0.0169
Echinococcus granulosus	peroxidasin	0.0086	0.0884	0.448
Entamoeba histolytica	hypothetical protein	0.0037	0.0279	0.5
Trypanosoma cruzi	PAB1-binding protein , putative	0.0026	0.0142	1
Brugia malayi	Animal haem peroxidase family protein	0.0086	0.0884	0.6608
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0047	0.0403	0.0403
Echinococcus multilocularis	NADP dependent isocitrate dehydrogenase	0.0016	0.0023	0.0023
Brugia malayi	Animal haem peroxidase family protein	0.0086	0.0884	0.6608
Entamoeba histolytica	hypothetical protein	0.0037	0.0279	0.5
Echinococcus granulosus	NADP dependent isocitrate dehydrogenase	0.0016	0.0023	0.0114
Onchocerca volvulus		0.0086	0.0884	1
Onchocerca volvulus	Dual oxidase homolog	0.0086	0.0884	1

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 87 nM	Inhibitory concentration required for somatostatin 5 receptor in radioligand binding assay ([125I]-Tyr11-SRIF)	ChEMBL.	11133079
IC50 (binding)	= 87 nM	Inhibitory concentration required for somatostatin 5 receptor in radioligand binding assay ([125I]-Tyr11-SRIF)	ChEMBL.	11133079
IC50 (binding)	= 87 nM	Displacement of [125I]-[Leu8, DTrp22, Tyr25]-somatostatin-28 from human recombinant sst5 receptor expressed in chinese hamster CCL39 cells	ChEMBL.	19067538
IC50 (binding)	= 501 nM	Inhibitory concentration required for somatostatin 1 receptor in radioligand binding assay ([125I]-Tyr11-SRIF)	ChEMBL.	11133079
IC50 (binding)	= 501 nM	Inhibitory concentration required for somatostatin 1 receptor in radioligand binding assay ([125I]-Tyr11-SRIF)	ChEMBL.	11133079
IC50 (binding)	= 1047 nM	Inhibitory concentration required for somatostatin 4 receptor in radioligand binding assay ([125I]-Tyr11-SRIF)	ChEMBL.	11133079
IC50 (binding)	= 1047 nM	Inhibitory concentration required for somatostatin 4 receptor in radioligand binding assay ([125I]-Tyr11-SRIF)	ChEMBL.	11133079
IC50 (binding)	= 1585 nM	Inhibitory concentration required for somatostatin 2 receptor in radioligand binding assay ([125I]-Tyr11-SRIF)	ChEMBL.	11133079
IC50 (binding)	= 1585 nM	Inhibitory concentration required for somatostatin 2 receptor in radioligand binding assay ([125I]-Tyr11-SRIF)	ChEMBL.	11133079
IC50 (binding)	= 3090 nM	Inhibitory concentration required for somatostatin 3 receptor in radioligand binding assay ([125I]-Tyr11-SRIF)	ChEMBL.	11133079
IC50 (binding)	= 3090 nM	Inhibitory concentration required for somatostatin 3 receptor in radioligand binding assay ([125I]-Tyr11-SRIF)	ChEMBL.	11133079
Inhibition (binding)	= 33 %	Inhibition of somatostatin binding to sst2 receptor at 1 uM in radioligand binding assay ([125I]-Tyr11-SRIF) in membranes from CHO-K1 cells	ChEMBL.	11133079
Inhibition (binding)	= 33 %	Inhibition of somatostatin binding to sst2 receptor at 1 uM in radioligand binding assay ([125I]-Tyr11-SRIF) in membranes from CHO-K1 cells	ChEMBL.	11133079
Inhibition (binding)	= 42 %	Inhibition of somatostatin binding to sst3 receptor at 1 uM in radioligand binding assay ([125I]-Tyr11-SRIF) in membranes from CHO-K1 cells	ChEMBL.	11133079
Inhibition (binding)	= 42 %	Inhibition of somatostatin binding to sst3 receptor at 1 uM in radioligand binding assay ([125I]-Tyr11-SRIF) in membranes from CHO-K1 cells	ChEMBL.	11133079
Inhibition (binding)	= 43 %	Inhibition of somatostatin binding to sst4 receptor at 1 uM in radioligand binding assay ([125I]-Tyr11-SRIF) in membranes from CHO-K1 cells	ChEMBL.	11133079
Inhibition (binding)	= 43 %	Inhibition of somatostatin binding to sst4 receptor at 1 uM in radioligand binding assay ([125I]-Tyr11-SRIF) in membranes from CHO-K1 cells	ChEMBL.	11133079
Inhibition (binding)	= 64 %	Inhibition of somatostatin binding to sst1 receptor at 1 uM in radioligand binding assay ([125I]-Tyr11-SRIF) in membranes from CHO-K1 cells	ChEMBL.	11133079
Inhibition (binding)	= 64 %	Inhibition of somatostatin binding to sst1 receptor at 1 uM in radioligand binding assay ([125I]-Tyr11-SRIF) in membranes from CHO-K1 cells	ChEMBL.	11133079
Inhibition (binding)	= 99 %	Inhibition of somatostatin binding to sst5 receptor at 1 uM in radioligand binding assay ([125I]-Tyr11-SRIF) in membranes from CHO-K1 cells	ChEMBL.	11133079
Inhibition (binding)	= 99 %	Inhibition of somatostatin binding to sst5 receptor at 1 uM in radioligand binding assay ([125I]-Tyr11-SRIF) in membranes from CHO-K1 cells	ChEMBL.	11133079

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: CHEMBL92914
PubChem: 10577746

Bibliographic References

2 literature references were collected for this gene.

If you have references for this compound, please enter them in a user comment (below) or Contact us.

Detailed information for compound 152239