TDR Targets

Basic information

Technical information

TDR Targets ID: 1020398
Name: 1-methyl-5-[2-oxo-5,5-di(thiophen-2-yl)-1H-4, 1-benzoxazepin-7-yl]pyrrole-2-carbonitrile
MW: 431.53 | Formula: C23H17N3O2S2
H donors: 1 H acceptors: 2 LogP: 3.62 Rotable bonds: 3
Rule of 5 violations (Lipinski): 1
SMILES: N#Cc1ccc(n1C)c1ccc2c(c1)C(OCC(=O)N2)(c1cccs1)c1cccs1
InChi: 1S/C23H17N3O2S2/c1-26-16(13-24)7-9-19(26)15-6-8-18-17(12-15)23(20-4-2-10-29-20,21-5-3-11-30-21)28-14-22(27)25-18/h2-12H,14H2,1H3,(H,25,27)
InChiKey: LHEMFJILFRTVQP-UHFFFAOYSA-N

Network

Hover on a compound node to display the structore

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

This is a work in progress. Come back soon to try this features!

Clustering layers

This is a work in progress. Come back soon to try this features!

Synonyms

1-methyl-5-[2-oxo-5,5-bis(2-thienyl)-1H-4,1-benzoxazepin-7-yl]pyrrole-2-carbonitrile
1-methyl-5-[2-oxo-5,5-bis(2-thienyl)-1H-4,1-benzoxazepin-7-yl]-2-pyrrolecarbonitrile
5-[2-keto-5,5-bis(2-thienyl)-1H-4,1-benzoxazepin-7-yl]-1-methyl-pyrrole-2-carbonitrile

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	nuclear receptor subfamily 3, group C, member 1 (glucocorticoid receptor)	Starlite/ChEMBL	References
Homo sapiens	estrogen receptor 1	Starlite/ChEMBL	References
Homo sapiens	androgen receptor	Starlite/ChEMBL	References
Homo sapiens	nuclear receptor subfamily 3, group C, member 2	Starlite/ChEMBL	References
Homo sapiens	progesterone receptor	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

No druggable targets predicted by sequence similarity

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Loa Loa (eye worm)	hypothetical protein	0.0025	0.0595	0.0495
Echinococcus multilocularis	COUP TF:Svp nuclear hormone receptor	0.0047	0.2878	0.7159
Echinococcus multilocularis	nuclear receptor subfamily 4 group A	0.0022	0.0321	0.08
Brugia malayi	steroid hormone receptor	0.0047	0.2878	0.2642
Schistosoma mansoni	ecdysone-induced protein 78c (dr-78)	0.0025	0.0595	0.1359
Loa Loa (eye worm)	hypothetical protein	0.0022	0.0321	0.0218
Loa Loa (eye worm)	hypothetical protein	0.0022	0.0321	0.0218
Trypanosoma cruzi	PAB1-binding protein , putative	0.0025	0.0564	0.5
Loa Loa (eye worm)	hypothetical protein	0.0022	0.0321	0.0218
Brugia malayi	ecdysteroid receptor	0.0047	0.2878	0.2642
Brugia malayi	Ligand-binding domain of nuclear hormone receptor family protein	0.0047	0.2878	0.2642
Loa Loa (eye worm)	nuclear hormone receptor-like 1	0.0025	0.0595	0.0495
Plasmodium falciparum	ataxin-2 like protein, putative	0.0025	0.0564	0.5
Schistosoma mansoni	hypothetical protein	0.002	0.0106	0.0242
Echinococcus granulosus	Nuclear hormone receptor family member nhr 41	0.0047	0.2878	0.7159
Brugia malayi	nuclear receptor RXR	0.0025	0.0595	0.0283
Echinococcus multilocularis	ecdysone induced protein 78C	0.0047	0.2878	0.7159
Echinococcus granulosus	Nuclear hormone receptor HR96	0.0022	0.0321	0.08
Loa Loa (eye worm)	hypothetical protein	0.0022	0.0321	0.0218
Echinococcus granulosus	FTZ F1 alpha	0.0047	0.2878	0.7159
Loa Loa (eye worm)	hypothetical protein	0.0025	0.0564	0.0463
Schistosoma mansoni	coup transcription factor	0.0047	0.2878	0.6573
Brugia malayi	nuclear hormone receptor	0.0047	0.2878	0.2642
Loa Loa (eye worm)	hypothetical protein	0.0069	0.5124	0.5072
Brugia malayi	Nuclear hormone receptor family member nhr-31	0.0047	0.2878	0.2642
Echinococcus multilocularis	hepatocyte nuclear factor 4 alpha	0.0047	0.2878	0.7159
Brugia malayi	Nuclear hormone receptor-like 1	0.0025	0.0595	0.0283
Brugia malayi	photoreceptor-specific nuclear receptor	0.0047	0.2878	0.2642
Echinococcus multilocularis	FTZ F1 nuclear receptor protein	0.0047	0.2878	0.7159
Toxoplasma gondii	LsmAD domain-containing protein	0.0025	0.0564	0.5
Schistosoma mansoni	steroid hormone receptor ad4bp	0.0047	0.2878	0.6573
Echinococcus granulosus	bromodomain adjacent to zinc finger domain	0.0035	0.1639	0.4076
Schistosoma mansoni	nuclear receptor	0.0022	0.0321	0.0734
Echinococcus multilocularis	thyroid hormone receptor alpha	0.0047	0.2878	0.7159
Schistosoma mansoni	nuclear receptor nhr-48	0.0022	0.0321	0.0734
Loa Loa (eye worm)	nuclear Hormone Receptor family member	0.0047	0.2878	0.2802
Trypanosoma brucei	PAB1-binding protein , putative	0.0025	0.0564	0.5
Schistosoma mansoni	thyroid hormone receptor	0.0047	0.2878	0.6573
Brugia malayi	nuclear receptor NHR-88	0.0047	0.2878	0.2642
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.0022	0.0321	0.08
Brugia malayi	Nuclear hormone receptor family member nhr-3	0.0047	0.2878	0.2642
Loa Loa (eye worm)	hypothetical protein	0.0047	0.2878	0.2802
Loa Loa (eye worm)	steroid hormone receptor	0.0047	0.2878	0.2802
Brugia malayi	Nuclear hormone receptor family member nhr-1	0.0047	0.2878	0.2642
Schistosoma mansoni	photoreceptor-specific nuclear receptor related	0.0047	0.2878	0.6573
Brugia malayi	Nuclear hormone receptor family member nhr-40	0.0047	0.2878	0.2642
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.0047	0.2878	0.7159
Brugia malayi	Nuclear hormone receptor family member nhr-25	0.0047	0.2878	0.2642
Schistosoma mansoni	retinoid-x-receptor (RXR)	0.0047	0.2878	0.6573
Loa Loa (eye worm)	nuclear receptor NHR-67	0.0022	0.0321	0.0218
Leishmania major	hypothetical protein, conserved	0.0025	0.0564	0.5
Echinococcus granulosus	hepatocyte nuclear factor 4 alpha	0.0047	0.2878	0.7159
Echinococcus multilocularis	retinoic acid receptor rxr beta a retinoic acid receptor rxr alpha a retinoic acid receptor rxr alpha	0.0022	0.0321	0.08
Echinococcus multilocularis	bromodomain adjacent to zinc finger domain	0.0035	0.1639	0.4076
Loa Loa (eye worm)	hypothetical protein	0.0025	0.0595	0.0495
Brugia malayi	Nuclear hormone receptor family member nhr-25	0.0047	0.2878	0.2642
Schistosoma mansoni	hepatocyte nuclear factor 4-alpha (hnf-4-alpha)	0.0022	0.0321	0.0734
Brugia malayi	Nuclear hormone receptor family member nhr-41	0.0047	0.2878	0.2642
Loa Loa (eye worm)	transcription factor SMAD2	0.0116	1	1
Schistosoma mansoni	Tr4/Tr2 (homologue)	0.0047	0.2878	0.6573
Echinococcus granulosus	bromodomain adjacent to zinc finger domain	0.0058	0.402	1
Onchocerca volvulus	Steroid hormone receptor family member cnr14 homolog	0.0047	0.2878	1
Loa Loa (eye worm)	hypothetical protein	0.0041	0.2312	0.2229
Loa Loa (eye worm)	hypothetical protein	0.0025	0.0595	0.0495
Schistosoma mansoni	RAR-like nuclear receptor	0.0047	0.2878	0.6573
Loa Loa (eye worm)	hypothetical protein	0.0022	0.0321	0.0218
Plasmodium vivax	ataxin-2 like protein, putative	0.0025	0.0564	0.5
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-40	0.0047	0.2878	0.2802
Schistosoma mansoni	nuclear receptor	0.0022	0.0321	0.0734
Onchocerca volvulus	Bile acid receptor homolog	0.0047	0.2878	1
Schistosoma mansoni	nuclear hormone receptor superfamily protein-related	0.0022	0.0321	0.0734
Brugia malayi	Steroid receptor seven-up type 2	0.0047	0.2878	0.2642
Loa Loa (eye worm)	hypothetical protein	0.0047	0.2878	0.2802
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-49	0.0047	0.2878	0.2802
Echinococcus granulosus	thyroid hormone receptor alpha	0.0022	0.0321	0.08
Echinococcus granulosus	FTZ F1 nuclear receptor protein	0.0047	0.2878	0.7159
Echinococcus multilocularis	fetal alzheimer antigen, falz	0.0022	0.0297	0.0739
Brugia malayi	Nuclear hormone receptor-like 1	0.0025	0.0595	0.0283
Echinococcus granulosus	ecdysone induced protein 78C	0.0047	0.2878	0.7159
Schistosoma mansoni	thyroid hormone receptor	0.0047	0.2878	0.6573
Echinococcus multilocularis	Nuclear hormone receptor HR96	0.0022	0.0321	0.08
Loa Loa (eye worm)	hypothetical protein	0.0022	0.0321	0.0218
Loa Loa (eye worm)	MH2 domain-containing protein	0.0116	1	1
Schistosoma mansoni	nuclear hormone receptor	0.0022	0.0321	0.0734
Echinococcus granulosus	fetal alzheimer antigen falz	0.0022	0.0297	0.0739
Echinococcus granulosus	Nuclear hormone receptor HR96	0.0022	0.0321	0.08
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.0022	0.0321	0.08
Brugia malayi	Nuclear hormone receptor family member nhr-19	0.0047	0.2878	0.2642
Brugia malayi	hypothetical protein	0.0025	0.0564	0.0251
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-1	0.0047	0.2878	0.2802
Schistosoma mansoni	acetyl-CoA C-acetyltransferase	0.0022	0.0297	0.0679
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-41	0.0047	0.2878	0.2802
Schistosoma mansoni	retinoid-x-receptor (RXR)	0.0025	0.0595	0.1359
Schistosoma mansoni	nuclear hormone receptor	0.0047	0.2878	0.6573
Loa Loa (eye worm)	hypothetical protein	0.0025	0.0595	0.0495
Echinococcus multilocularis	FTZ F1 alpha	0.0047	0.2878	0.7159
Brugia malayi	Nuclear hormone receptor-like 1	0.0047	0.2878	0.2642
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.0047	0.2878	0.7159
Loa Loa (eye worm)	hypothetical protein	0.0022	0.0321	0.0218
Loa Loa (eye worm)	hypothetical protein	0.0022	0.0321	0.0218
Loa Loa (eye worm)	hypothetical protein	0.0022	0.0321	0.0218
Echinococcus multilocularis	nuclear receptor nhr 48	0.0022	0.0321	0.08
Schistosoma mansoni	nuclear hormone receptor	0.0022	0.0321	0.0734
Brugia malayi	PHD-finger family protein	0.0024	0.0534	0.022
Loa Loa (eye worm)	hypothetical protein	0.0022	0.0321	0.0218
Echinococcus granulosus	nuclear receptor nhr 48	0.0022	0.0321	0.08
Loa Loa (eye worm)	hypothetical protein	0.0022	0.0321	0.0218
Echinococcus multilocularis	Nuclear hormone receptor HR96	0.0022	0.0321	0.08
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-14	0.0047	0.2878	0.2802
Loa Loa (eye worm)	hypothetical protein	0.0037	0.1883	0.1796
Brugia malayi	Nuclear hormone receptor family member nhr-14	0.0047	0.2878	0.2642
Brugia malayi	Bromodomain containing protein	0.0037	0.1876	0.1606
Loa Loa (eye worm)	nuclear hormone receptor	0.0022	0.0321	0.0218
Echinococcus multilocularis	Nuclear hormone receptor family member nhr 41	0.0047	0.2878	0.7159
Loa Loa (eye worm)	hypothetical protein	0.004	0.212	0.2036
Brugia malayi	hypothetical protein	0.0025	0.0595	0.0283
Schistosoma mansoni	bromodomain containing protein	0.0062	0.4379	1
Schistosoma mansoni	nuclear hormone receptor nor-1/nor-2	0.0047	0.2878	0.6573
Loa Loa (eye worm)	hypothetical protein	0.0047	0.2878	0.2802
Schistosoma mansoni	retinoic acid receptor RXR	0.0047	0.2878	0.6573
Echinococcus granulosus	retinoic acid receptor rxr beta a	0.0047	0.2878	0.7159
Loa Loa (eye worm)	hypothetical protein	0.0022	0.0321	0.0218
Loa Loa (eye worm)	hypothetical protein	0.0047	0.2878	0.2802
Loa Loa (eye worm)	hypothetical protein	0.0047	0.2878	0.2802
Brugia malayi	Bromodomain containing protein	0.0073	0.5553	0.5405
Echinococcus granulosus	nuclear receptor subfamily 4 group A	0.0022	0.0321	0.08
Brugia malayi	Nuclear hormone receptor family member nhr-49	0.0047	0.2878	0.2642
Trypanosoma cruzi	PAB1-binding protein , putative	0.0025	0.0564	0.5
Brugia malayi	hypothetical protein	0.0025	0.0595	0.0283
Onchocerca volvulus		0.0047	0.2878	1
Schistosoma mansoni	nuclear receptor 2DBD-gamma	0.0047	0.2878	0.6573
Loa Loa (eye worm)	hypothetical protein	0.0047	0.2878	0.2802
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.0047	0.2878	0.7159
Onchocerca volvulus	Protein ultraspiracle homolog	0.0047	0.2878	1
Echinococcus multilocularis	bromodomain adjacent to zinc finger domain	0.0058	0.402	1
Brugia malayi	Ligand-binding domain of nuclear hormone receptor family protein	0.0047	0.2878	0.2642
Echinococcus multilocularis	nuclear receptor subfamily 1 group D	0.0025	0.0595	0.1481
Loa Loa (eye worm)	nuclear receptor nhr-7B	0.0022	0.0321	0.0218
Schistosoma mansoni	FTZ-F1 nuclear receptor-like protein	0.0047	0.2878	0.6573
Schistosoma mansoni	zinc finger protein	0.0022	0.0321	0.0734
Loa Loa (eye worm)	hypothetical protein	0.0047	0.2878	0.2802
Echinococcus granulosus	COUP TF:Svp nuclear hormone receptor	0.0047	0.2878	0.7159
Plasmodium falciparum	ataxin-2 like protein, putative	0.0025	0.0564	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-19	0.0047	0.2878	0.2642
Loa Loa (eye worm)	hypothetical protein	0.0047	0.2878	0.2802
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.0047	0.2878	0.7159
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-31	0.0047	0.2878	0.2802
Loa Loa (eye worm)	hypothetical protein	0.0022	0.0321	0.0218
Echinococcus granulosus	nuclear receptor subfamily 1 group D	0.0025	0.0595	0.1481
Loa Loa (eye worm)	hypothetical protein	0.0025	0.0595	0.0495
Loa Loa (eye worm)	DR-78	0.0022	0.0321	0.0218

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (functional)	= 11.3 nM	Antagonist activity at progesterone receptor assessed as progesterone-induced alkaline phosphatase activity in human T47D cells	ChEMBL.	18722119
IC50 (binding)	= 60 nM	Displacement of [3H]progesterone from progesterone receptor in human T47D cells	ChEMBL.	18722119
IC50 (binding)	= 775 nM	Antagonist activity at androgen receptor by Gal4-DNA binding domain-hormone receptor LBD one-hybrid assay	ChEMBL.	18722119
IC50 (binding)	= 2300 nM	Antagonist activity at mineralocorticoid receptor by Gal4-DNA binding domain-hormone receptor LBD one-hybrid assay	ChEMBL.	18722119
IC50 (binding)	> 3000 nM	Antagonist activity at glucocorticoid receptor by Gal4-DNA binding domain-hormone receptor LBD one-hybrid assay	ChEMBL.	18722119
IC50 (binding)	> 10000 nM	Antagonist activity at estrogen receptor by Gal4-DNA binding domain-hormone receptor LBD one-hybrid assay	ChEMBL.	18722119

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: CHEMBL520169

Bibliographic References

1 literature reference was 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 1020398