TDR Targets

Basic information

Technical information

TDR Targets ID: 166726
Name: 2-[3-(benzylsulfonylamino)-6-methyl-2-oxopyri din-1-yl]-N-(1H-indazol-5-ylmethyl)acetamide
MW: 465.525 | Formula: C23H23N5O4S
H donors: 3 H acceptors: 5 LogP: 1.9 Rotable bonds: 9
Rule of 5 violations (Lipinski): 1
SMILES: O=C(Cn1c(C)ccc(c1=O)NS(=O)(=O)Cc1ccccc1)NCc1ccc2c(c1)cn[nH]2
InChi: 1S/C23H23N5O4S/c1-16-7-9-21(27-33(31,32)15-17-5-3-2-4-6-17)23(30)28(16)14-22(29)24-12-18-8-10-20-19(11-18)13-25-26-20/h2-11,13,27H,12,14-15H2,1H3,(H,24,29)(H,25,26)
InChiKey: OTWIMDQGKSIAIJ-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

2-[3-(benzylsulfonylamino)-6-methyl-2-oxo-1-pyridyl]-N-(1H-indazol-5-ylmethyl)acetamide
N-(1H-indazol-5-ylmethyl)-2-[6-methyl-2-oxo-3-(phenylmethylsulfonylamino)pyridin-1-yl]ethanamide
2-[3-(benzylsulfonylamino)-2-keto-6-methyl-1-pyridyl]-N-(1H-indazol-5-ylmethyl)acetamide
N-(1H-indazol-5-ylmethyl)-2-[6-methyl-2-oxo-3-(phenylmethylsulfonylamino)pyridin-1-yl]acetamide
N-(1H-indazol-5-ylmethyl)-2-[6-methyl-2-oxo-3-(phenylmethylsulfonylamino)-1-pyridyl]acetamide

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	coagulation factor II (thrombin)	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
Trichomonas vaginalis	voltage and ligand gated potassium channel, putative	0.0075	0.8118	1
Mycobacterium ulcerans	cytochrome P450 185A4 Cyp185A4	0.0034	0.1997	0.5
Echinococcus multilocularis	voltage gated potassium channel	0.0023	0.0424	0.0476
Loa Loa (eye worm)	hypothetical protein	0.0043	0.3398	0.3817
Echinococcus multilocularis	ATP dependent DNA helicase PIF1	0.0028	0.1117	0.1255
Echinococcus multilocularis	nuclear receptor subfamily 1 group D	0.0023	0.0364	0.0409
Loa Loa (eye worm)	hypothetical protein	0.0021	0.0138	0.0155
Loa Loa (eye worm)	hypothetical protein	0.0023	0.0364	0.0409
Onchocerca volvulus		0.0043	0.3398	1
Loa Loa (eye worm)	steroid hormone receptor	0.0043	0.3398	0.3817
Echinococcus granulosus	ATP dependent DNA helicase PIF1	0.0028	0.1117	0.1255
Schistosoma mansoni	nuclear receptor 2DBD-gamma	0.0043	0.3398	0.3398
Leishmania major	PIF1 helicase-like protein, putative,DNA repair and recombination protein, mitochondrial precursor, putative	0.0028	0.1117	0.5268
Schistosoma mansoni	nuclear hormone receptor nor-1/nor-2	0.0043	0.3398	0.3398
Schistosoma mansoni	FTZ-F1 nuclear receptor-like protein	0.0043	0.3398	0.3398
Leishmania major	cytochrome p450-like protein	0.0034	0.1997	1
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.0043	0.3398	0.3817
Echinococcus granulosus	ecdysone induced protein 78C	0.0043	0.3398	0.3817
Loa Loa (eye worm)	nuclear hormone receptor-like 1	0.0023	0.0364	0.0409
Schistosoma mansoni	retinoid-x-receptor (RXR)	0.0043	0.3398	0.3398
Echinococcus granulosus	potassium voltage gated channel subfamily H	0.0023	0.0424	0.0476
Echinococcus granulosus	FTZ F1 nuclear receptor protein	0.0043	0.3398	0.3817
Loa Loa (eye worm)	hypothetical protein	0.0043	0.3398	0.3817
Loa Loa (eye worm)	hypothetical protein	0.0043	0.3398	0.3817
Trypanosoma brucei	cytochrome P450, putative	0.0034	0.1997	1
Brugia malayi	Kringle domain containing protein	0.0021	0.0138	0.0155
Trichomonas vaginalis	voltage and ligand gated potassium channel, putative	0.0075	0.8118	1
Onchocerca volvulus	Steroid hormone receptor family member cnr14 homolog	0.0043	0.3398	1
Echinococcus granulosus	FTZ F1 alpha	0.0043	0.3398	0.3817
Brugia malayi	Nuclear hormone receptor family member nhr-25	0.0043	0.3398	0.3817
Echinococcus multilocularis	potassium voltage gated channel subfamily H	0.0023	0.0424	0.0476
Brugia malayi	Nuclear hormone receptor-like 1	0.0043	0.3398	0.3817
Brugia malayi	ecdysteroid receptor	0.0043	0.3398	0.3817
Echinococcus multilocularis	potassium voltage gated channel subfamily H	0.008	0.8903	1
Loa Loa (eye worm)	hypothetical protein	0.0069	0.7327	0.8229
Schistosoma mansoni	RAR-like nuclear receptor	0.0043	0.3398	0.3398
Echinococcus multilocularis	FTZ F1 alpha	0.0043	0.3398	0.3817
Echinococcus granulosus	COUP TF:Svp nuclear hormone receptor	0.0043	0.3398	0.3817
Loa Loa (eye worm)	hypothetical protein	0.0023	0.0424	0.0476
Schistosoma mansoni	steroid hormone receptor ad4bp	0.0043	0.3398	0.3398
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.0043	0.3398	0.3817
Echinococcus multilocularis	COUP TF:Svp nuclear hormone receptor	0.0043	0.3398	0.3817
Schistosoma mansoni	thyroid hormone receptor	0.0043	0.3398	0.3398
Trypanosoma cruzi	DNA repair and recombination helicase protein PIF7, putative	0.0028	0.1117	0.5268
Plasmodium falciparum	cysteine repeat modular protein 1	0.0021	0.0138	0.5
Brugia malayi	nuclear hormone receptor	0.0043	0.3398	0.3817
Brugia malayi	steroid hormone receptor	0.0043	0.3398	0.3817
Loa Loa (eye worm)	hypothetical protein	0.0043	0.3398	0.3817
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-14	0.0043	0.3398	0.3817
Brugia malayi	Nuclear hormone receptor family member nhr-3	0.0043	0.3398	0.3817
Loa Loa (eye worm)	TK/ROR protein kinase	0.0021	0.0138	0.0155
Loa Loa (eye worm)	hypothetical protein	0.0043	0.3398	0.3817
Onchocerca volvulus	Bile acid receptor homolog	0.0043	0.3398	1
Loa Loa (eye worm)	cytochrome P450 family protein	0.0034	0.1997	0.2242
Loa Loa (eye worm)	hypothetical protein	0.0023	0.0364	0.0409
Brugia malayi	Nuclear hormone receptor-like 1	0.0023	0.0364	0.0409
Echinococcus granulosus	nuclear receptor subfamily 1 group D	0.0023	0.0364	0.0409
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-41	0.0043	0.3398	0.3817
Brugia malayi	Nuclear hormone receptor family member nhr-14	0.0043	0.3398	0.3817
Brugia malayi	Cytochrome P450 family protein	0.0035	0.2204	0.2476
Brugia malayi	Cytochrome P450 family protein	0.0034	0.1997	0.2242
Echinococcus granulosus	hepatocyte nuclear factor 4 alpha	0.0043	0.3398	0.3817
Entamoeba histolytica	DNA repair and recombination protein, putative	0.0028	0.1117	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-19	0.0043	0.3398	0.3817
Onchocerca volvulus	Protein ultraspiracle homolog	0.0043	0.3398	1
Leishmania major	PIF1 helicase-like protein, putative,DNA repair and recombination protein, mitochondrial precursor, putative	0.0028	0.1117	0.5268
Brugia malayi	Nuclear hormone receptor-like 1	0.0023	0.0364	0.0409
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-40	0.0043	0.3398	0.3817
Loa Loa (eye worm)	hypothetical protein	0.0043	0.3398	0.3817
Trypanosoma cruzi	DNA repair and recombination helicase protein PIF6, putative	0.0028	0.1117	0.5268
Loa Loa (eye worm)	hypothetical protein	0.0023	0.0364	0.0409
Schistosoma mansoni	voltage-gated potassium channel	0.0087	1	1
Schistosoma mansoni	hypothetical protein	0.0021	0.0138	0.0138
Brugia malayi	Voltage-gated potassium channel, EAG (KCNH1)-related. C. elegans egl-2 ortholog	0.0023	0.0424	0.0476
Loa Loa (eye worm)	voltage and ligand gated potassium channel	0.008	0.8903	1
Brugia malayi	Ligand-binding domain of nuclear hormone receptor family protein	0.0043	0.3398	0.3817
Trypanosoma cruzi	DNA repair and recombination helicase protein PIF7, putative	0.0028	0.1117	0.5268
Echinococcus multilocularis	Nuclear hormone receptor family member nhr 41	0.0043	0.3398	0.3817
Loa Loa (eye worm)	CYP4Cod1	0.0034	0.1997	0.2242
Echinococcus granulosus	Nuclear hormone receptor family member nhr 41	0.0043	0.3398	0.3817
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.0043	0.3398	0.3817
Toxoplasma gondii	kringle domain-containing protein	0.0021	0.0138	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-31	0.0043	0.3398	0.3817
Loa Loa (eye worm)	cytochrome P450 family protein	0.0034	0.1997	0.2242
Echinococcus granulosus	tissue type plasminogen activator	0.0021	0.0138	0.0155
Brugia malayi	Nuclear hormone receptor family member nhr-49	0.0043	0.3398	0.3817
Schistosoma mansoni	voltage-gated potassium channel	0.0023	0.0424	0.0424
Schistosoma mansoni	thyroid hormone receptor	0.0043	0.3398	0.3398
Brugia malayi	photoreceptor-specific nuclear receptor	0.0043	0.3398	0.3817
Echinococcus multilocularis	hepatocyte nuclear factor 4 alpha	0.0043	0.3398	0.3817
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-1	0.0043	0.3398	0.3817
Schistosoma mansoni	retinoid-x-receptor (RXR)	0.0023	0.0364	0.0364
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.0043	0.3398	0.3817
Loa Loa (eye worm)	hypothetical protein	0.0043	0.3398	0.3817
Echinococcus granulosus	potassium voltage gated channel subfamily H	0.008	0.8903	1
Brugia malayi	nuclear receptor NHR-88	0.0043	0.3398	0.3817
Brugia malayi	Cytochrome P450 family protein	0.0034	0.1997	0.2242
Brugia malayi	hypothetical protein	0.0023	0.0364	0.0409
Trypanosoma cruzi	cytochrome P450, putative	0.0034	0.1997	1
Schistosoma mansoni	coup transcription factor	0.0043	0.3398	0.3398
Schistosoma mansoni	photoreceptor-specific nuclear receptor related	0.0043	0.3398	0.3398
Brugia malayi	Protein kinase domain containing protein	0.0021	0.0138	0.0155
Schistosoma mansoni	voltage-gated potassium channel	0.0023	0.0424	0.0424
Giardia lamblia	Rrm3p helicase	0.0028	0.1117	0.5
Plasmodium vivax	cysteine repeat modular protein 1, putative	0.0021	0.0138	0.5
Schistosoma mansoni	nuclear hormone receptor	0.0043	0.3398	0.3398
Brugia malayi	Nuclear hormone receptor family member nhr-40	0.0043	0.3398	0.3817
Schistosoma mansoni	retinoic acid receptor RXR	0.0043	0.3398	0.3398
Schistosoma mansoni	ecdysone-induced protein 78c (dr-78)	0.0023	0.0364	0.0364
Brugia malayi	Nuclear hormone receptor family member nhr-41	0.0043	0.3398	0.3817
Loa Loa (eye worm)	hypothetical protein	0.0023	0.0364	0.0409
Loa Loa (eye worm)	cytochrome P450 family protein	0.0035	0.2204	0.2476
Entamoeba histolytica	hypothetical protein, conserved	0.0028	0.1117	0.5
Brugia malayi	Steroid receptor seven-up type 2	0.0043	0.3398	0.3817
Loa Loa (eye worm)	hypothetical protein	0.0023	0.0364	0.0409
Echinococcus multilocularis	FTZ F1 nuclear receptor protein	0.0043	0.3398	0.3817
Onchocerca volvulus		0.0021	0.0138	0.0406
Brugia malayi	Nuclear hormone receptor family member nhr-1	0.0043	0.3398	0.3817
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-31	0.0043	0.3398	0.3817
Echinococcus granulosus	retinoic acid receptor rxr beta a	0.0043	0.3398	0.3817
Schistosoma mansoni	Tr4/Tr2 (homologue)	0.0043	0.3398	0.3398
Brugia malayi	Ligand-binding domain of nuclear hormone receptor family protein	0.0043	0.3398	0.3817
Brugia malayi	Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog	0.008	0.8903	1
Brugia malayi	nuclear receptor RXR	0.0023	0.0364	0.0409
Loa Loa (eye worm)	nuclear Hormone Receptor family member	0.0043	0.3398	0.3817
Trypanosoma cruzi	cytochrome P450, putative	0.0034	0.1997	1
Loa Loa (eye worm)	hypothetical protein	0.0043	0.3398	0.3817
Echinococcus granulosus	voltage gated potassium channel	0.0023	0.0424	0.0476
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-49	0.0043	0.3398	0.3817
Brugia malayi	hypothetical protein	0.0023	0.0364	0.0409
Echinococcus multilocularis	tissue type plasminogen activator	0.0021	0.0138	0.0155
Brugia malayi	Nuclear hormone receptor family member nhr-25	0.0043	0.3398	0.3817
Echinococcus multilocularis	thyroid hormone receptor alpha	0.0043	0.3398	0.3817
Brugia malayi	Nuclear hormone receptor family member nhr-19	0.0043	0.3398	0.3817
Schistosoma mansoni	hypothetical protein	0.0028	0.1117	0.1117
Echinococcus multilocularis	ecdysone induced protein 78C	0.0043	0.3398	0.3817

Activities

Activity type	Activity value	Assay description	Source	Reference
AUC (ADMET)	= 30.9 ug min ml-1	AUC in dog after oral dose (1 mg/kg)	ChEMBL.	12270176
Cmax (ADMET)	= 0.41 ug ml-1	Cmax in dog plasma after oral dose (1 mg/kg)	ChEMBL.	12270176
Ki (binding)	= 8.7 ug nM-1	In vitro inhibitory activity against human Thrombin (FIIa) cleavage of the chromogenic substrate	ChEMBL.	12270176
Ki (binding)	= 8.7 ug nM-1	In vitro inhibitory activity against human Thrombin (FIIa) cleavage of the chromogenic substrate	ChEMBL.	12270176
Ki (binding)	= 0.30087 uM	Inhibitory activity against thrombin	ChEMBL.	12951087
Ki (binding)	= 0.30087 uM	Inhibitory activity against thrombin	ChEMBL.	12951087
T1/2 (ADMET)	= 36 min	t1/2 in dog after oral dose (1 mg/kg)	ChEMBL.	12270176

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: CHEMBL100181
PubChem: 10139788

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 166726