TDR Targets

Basic information

Technical information

TDR Targets ID: 22217
Name: N-[(2-aminopyrimidin-5-yl)methyl]-2-[3-(benzy lsulfonylamino)-6-methyl-2-oxopyridin-1-yl]ac etamide
MW: 442.491 | Formula: C20H22N6O4S
H donors: 3 H acceptors: 6 LogP: 0.2 Rotable bonds: 9
Rule of 5 violations (Lipinski): 1
SMILES: O=C(Cn1c(C)ccc(c1=O)NS(=O)(=O)Cc1ccccc1)NCc1cnc(nc1)N
InChi: 1S/C20H22N6O4S/c1-14-7-8-17(25-31(29,30)13-15-5-3-2-4-6-15)19(28)26(14)12-18(27)22-9-16-10-23-20(21)24-11-16/h2-8,10-11,25H,9,12-13H2,1H3,(H,22,27)(H2,21,23,24)
InChiKey: DTWNIZBASLVOFO-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

N-[(2-aminopyrimidin-5-yl)methyl]-2-[3-(benzylsulfonylamino)-6-methyl-2-oxo-1-pyridyl]acetamide
N-[(2-amino-5-pyrimidinyl)methyl]-2-[3-(benzylsulfonylamino)-6-methyl-2-oxo-1-pyridyl]acetamide
N-[(2-azanylpyrimidin-5-yl)methyl]-2-[6-methyl-2-oxo-3-(phenylmethylsulfonylamino)pyridin-1-yl]ethanamide
N-[(2-aminopyrimidin-5-yl)methyl]-2-[3-(benzylsulfonylamino)-2-keto-6-methyl-1-pyridyl]acetamide
N-[(2-aminopyrimidin-5-yl)methyl]-2-[6-methyl-2-oxo-3-(phenylmethylsulfonylamino)pyridin-1-yl]acetamide
N-[(2-aminopyrimidin-5-yl)methyl]-2-[6-methyl-2-oxo-3-(phenylmethylsulfonylamino)-1-pyridyl]acetamide
N-[(2-amino-5-pyrimidinyl)methyl]-2-[6-methyl-2-oxo-3-(phenylmethylsulfonylamino)-1-pyridyl]acetamide
N-[(2-aminopyrimidin-5-yl)methyl]-2-[6-methyl-2-oxo-3-(phenylmethylsulfonylamino)pyridin-1-yl]ethanamide

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	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0016	0.0047	0.6386
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0016	0.0047	0.6386
Schistosoma mansoni	SmCL2-like peptidase (C01 family)	0.0008	0.0013	0.1893
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0016	0.0047	0.6386
Echinococcus granulosus	cathepsin l cysteine peptidase	0.0016	0.0047	0.6134
Trypanosoma cruzi	cysteine peptidase, putative	0.0062	0.0245	1
Plasmodium vivax	vivapain-2	0.0016	0.0047	0.6866
Leishmania major	cathepsin L-like protease	0.0062	0.0245	1
Trypanosoma cruzi	major cysteine proteinase, putative	0.0049	0.0188	0.7656
Entamoeba histolytica	cysteine protease, putative	0.0016	0.0047	1
Plasmodium vivax	unspecified product	0.0008	0.0013	0.1893
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0016	0.0047	0.6386
Leishmania major	cathepsin L-like protease	0.0016	0.0047	0.102
Brugia malayi	Bloom's syndrome protein homolog	0.0021	0.0066	0.968
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0062	0.0245	1
Schistosoma mansoni	SmCL2-like peptidase (C01 family)	0.0008	0.0013	0.1893
Loa Loa (eye worm)	fibroinase	0.0016	0.0047	0.6866
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0011	0.0024	0.2032
Echinococcus granulosus	bloom syndrome protein	0.0021	0.0066	0.9605
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0062	0.0245	1
Loa Loa (eye worm)	hypothetical protein	0.0011	0.0024	0.3475
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.0016	0.0047	0.6386
Echinococcus granulosus	cathepsin l1	0.0011	0.0024	0.1952
Trypanosoma cruzi	ATP-dependent DEAD/H DNA helicase recQ, putative	0.0011	0.0025	0.1007
Leishmania major	cathepsin L-like protease	0.0062	0.0245	1
Plasmodium falciparum	cysteine proteinase falcipain 2b	0.0016	0.0047	0.6134
Onchocerca volvulus		0.0016	0.0047	0.5196
Loa Loa (eye worm)	papain family cysteine protease containing protein	0.0016	0.0047	0.6866
Schistosoma mansoni	cathepsin F (C01 family)	0.0016	0.0047	0.6866
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0016	0.0047	0.6386
Trypanosoma cruzi	cysteine protease, putative	0.0008	0.0013	0.053
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0011	0.0024	0.2032
Brugia malayi	Cathepsin L-like precursor	0.0016	0.0047	0.6866
Giardia lamblia	Sgs1 DNA helicase, putative	0.0009	0.0014	0.5
Mycobacterium tuberculosis	Probable histidinol dehydrogenase HisD (HDH)	0.232	1	0.5
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0016	0.0047	0.6386
Brugia malayi	Protein kinase domain containing protein	0.0021	0.0069	1
Trypanosoma cruzi	cysteine peptidase (N-terminal), putative	0.0008	0.0013	0.053
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0016	0.0047	0.6386
Schistosoma mansoni	cathepsin F (C01 family)	0.0016	0.0047	0.6866
Entamoeba histolytica	cysteine proteinase, putative	0.0016	0.0047	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0062	0.0245	1
Toxoplasma gondii	cathepsin CPL	0.0016	0.0047	0.608
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0062	0.0245	1
Loa Loa (eye worm)	hypothetical protein	0.0017	0.0048	0.7035
Brugia malayi	Cathepsin L-like precursor	0.0016	0.0047	0.6866
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0016	0.0047	0.6386
Brugia malayi	Cathepsin L-like cysteine proteinase	0.0011	0.0024	0.3475
Echinococcus granulosus	cathepsin l1	0.0016	0.0047	0.6134
Schistosoma mansoni	blooms syndrome DNA helicase	0.0016	0.0048	0.693
Trypanosoma cruzi	cysteine proteinase, putative	0.0008	0.0013	0.053
Plasmodium vivax	ADP-dependent DNA helicase RecQ, putative	0.0014	0.0037	0.5447
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0016	0.0047	0.6386
Entamoeba histolytica	cysteine proteinase, putative	0.0016	0.0047	1
Brugia malayi	Cathepsin L-like precursor	0.0011	0.0024	0.3475
Schistosoma mansoni	DNA helicase recq1	0.0009	0.0014	0.2005
Trypanosoma cruzi	cysteine peptidase, putative	0.0008	0.0013	0.053
Trichomonas vaginalis	DNA helicase recq, putative	0.0011	0.0025	0.2182
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0016	0.0047	0.6386
Leishmania major	cathepsin L-like protease	0.0016	0.0047	0.102
Toxoplasma gondii	ATP-dependent DNA helicase, RecQ family protein	0.0014	0.0037	0.4175
Schistosoma mansoni	cathepsin F (C01 family)	0.0011	0.0024	0.3475
Entamoeba histolytica	recQ family helicase, putative	0.0011	0.0025	0.3417
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0016	0.0047	0.6386
Toxoplasma gondii	ATP-dependent DNA helicase, RecQ family protein	0.0009	0.0014	0.0000000030735
Onchocerca volvulus		0.0021	0.0069	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0016	0.0047	0.6386
Plasmodium falciparum	cysteine proteinase falcipain 2a	0.0016	0.0047	0.6134
Trypanosoma cruzi	cysteine peptidase, clan CA, family C1, cathepsin L-like, putative	0.0057	0.0222	0.905
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0016	0.0047	0.6386
Echinococcus multilocularis	cysteine protease	0.0016	0.0047	0.6134
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0016	0.0047	0.6386
Loa Loa (eye worm)	Papain cysteine protease/cathepsin propeptide inhibitor-containing protein	0.0016	0.0047	0.6866
Plasmodium falciparum	ATP-dependent DNA helicase Q1	0.0009	0.0014	0.0138
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0062	0.0245	1
Plasmodium falciparum	ADP-dependent DNA helicase RecQ	0.0018	0.0056	0.7647
Echinococcus granulosus	cathepsin L cysteine proteinase	0.0016	0.0047	0.6134
Trichomonas vaginalis	DNA helicase recq1, putative	0.0021	0.0066	1
Plasmodium falciparum	cysteine repeat modular protein 1	0.0021	0.0069	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0016	0.0047	0.1924
Loa Loa (eye worm)	TK/ROR protein kinase	0.0021	0.0069	1
Mycobacterium ulcerans	histidinol dehydrogenase	0.232	1	0.5
Schistosoma mansoni	DNA helicase recq5	0.0009	0.0014	0.2005
Echinococcus multilocularis	cathepsin L cysteine protease	0.0016	0.0047	0.6134
Loa Loa (eye worm)	RecQ helicase	0.0021	0.0066	0.968
Plasmodium vivax	cysteine repeat modular protein 1, putative	0.0021	0.0069	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0016	0.0047	0.6386
Echinococcus multilocularis	ATP dependent DNA helicase Q1	0.0009	0.0014	0.0138
Echinococcus granulosus	ATP dependent DNA helicase Q5	0.0009	0.0014	0.0138
Trichomonas vaginalis	DNA helicase recq, putative	0.0021	0.0066	1
Brugia malayi	Papain family cysteine protease containing protein	0.0008	0.0013	0.1893
Brugia malayi	Papain family cysteine protease containing protein	0.0016	0.0047	0.6866
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0016	0.0047	0.6386
Loa Loa (eye worm)	cysteine protease	0.0016	0.0047	0.6866
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0016	0.0047	0.6386
Onchocerca volvulus	Cathepsin F homolog	0.0016	0.0047	0.5196
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0062	0.0245	1
Echinococcus multilocularis	bloom syndrome protein	0.0021	0.0066	0.9605
Loa Loa (eye worm)	hypothetical protein	0.0011	0.0024	0.3475
Plasmodium vivax	vivapain-3	0.0008	0.0013	0.1893
Entamoeba histolytica	cysteine proteinase, putative	0.0011	0.0024	0.3182
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0016	0.0047	0.6386
Loa Loa (eye worm)	hypothetical protein	0.0009	0.0014	0.2005
Schistosoma mansoni	SmCL2-like peptidase (C01 family)	0.0008	0.0013	0.1893
Brugia malayi	Kringle domain containing protein	0.0021	0.0069	1
Trypanosoma cruzi	cruzipain precursor, putative	0.0062	0.0245	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0062	0.0245	1
Brugia malayi	ATP-dependent DNA helicase, RecQ family protein	0.0009	0.0014	0.2005
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0016	0.0047	0.6386
Trypanosoma cruzi	cysteine peptidase, putative	0.0062	0.0245	1
Leishmania major	hypothetical protein, conserved	0.0021	0.0069	0.1997
Leishmania major	cysteine peptidase A (CPA)	0.0016	0.0047	0.102
Loa Loa (eye worm)	ATP-dependent DNA helicase	0.0009	0.0014	0.2005
Brugia malayi	Papain family cysteine protease containing protein	0.0008	0.0013	0.1893
Onchocerca volvulus		0.0016	0.0047	0.5196
Plasmodium falciparum	cysteine proteinase falcipain 3	0.0016	0.0047	0.6134
Brugia malayi	Cathepsin L-like precursor	0.0016	0.0047	0.6866
Brugia malayi	Cathepsin L-like precursor	0.0011	0.0024	0.3475
Leishmania major	cathepsin L-like protease	0.0016	0.0047	0.102
Leishmania major	cathepsin L-like protease	0.0062	0.0245	1
Plasmodium vivax	vivapain-1	0.0008	0.0013	0.1893
Onchocerca volvulus	Cathepsin L homolog	0.0016	0.0047	0.5196
Echinococcus granulosus	tissue type plasminogen activator	0.0021	0.0069	1
Leishmania major	cathepsin L-like protease	0.0016	0.0047	0.102
Plasmodium vivax	vivapain-2	0.0016	0.0047	0.6866
Echinococcus multilocularis	cathepsin L cysteine protease	0.0016	0.0047	0.6134
Onchocerca volvulus		0.0016	0.0047	0.5196
Loa Loa (eye worm)	hypothetical protein	0.0021	0.0069	1
Echinococcus granulosus	ATP dependent DNA helicase Q1	0.0009	0.0014	0.0138
Brugia malayi	Cathepsin L-like precursor	0.0016	0.0047	0.6866
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.0016	0.0047	0.6134
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0062	0.0245	1
Onchocerca volvulus	Cathepsin L homolog	0.0016	0.0047	0.5196
Onchocerca volvulus		0.0016	0.0047	0.5196
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0062	0.0245	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0016	0.0047	0.6386
Trypanosoma cruzi	hypothetical protein, conserved	0.0021	0.0069	0.2802
Trypanosoma brucei	ATP-dependent DEAD/H DNA helicase recQ, putative	0.0011	0.0025	0.0503
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0016	0.0047	0.6386
Echinococcus multilocularis	cysteine protease	0.0016	0.0047	0.6134
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0016	0.0047	0.6386
Trypanosoma cruzi	cysteine peptidase, putative	0.0062	0.0245	1
Onchocerca volvulus		0.0016	0.0047	0.5196
Brugia malayi	Cathepsin L-like precursor	0.0016	0.0047	0.6866
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0016	0.0047	0.6386
Leishmania major	cathepsin L-like protease	0.0016	0.0047	0.102
Brugia malayi	Cathepsin L-like precursor	0.0016	0.0047	0.6866
Brugia malayi	cathepsin L-like precursor	0.0011	0.0024	0.3475
Loa Loa (eye worm)	ctsf protein	0.0016	0.0047	0.6866
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.0016	0.0047	0.6134
Schistosoma mansoni	hypothetical protein	0.0021	0.0069	1
Echinococcus multilocularis	tissue type plasminogen activator	0.0021	0.0069	1
Loa Loa (eye worm)	hypothetical protein	0.0016	0.0047	0.6866
Toxoplasma gondii	kringle domain-containing protein	0.0021	0.0069	1
Trypanosoma cruzi	cysteine proteinase, putative	0.0008	0.0013	0.053
Onchocerca volvulus		0.0016	0.0047	0.5196
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0062	0.0245	1
Brugia malayi	ATP-dependent DNA helicase, RecQ family protein	0.0009	0.0014	0.2005
Loa Loa (eye worm)	hypothetical protein	0.0011	0.0024	0.3475
Echinococcus multilocularis	ATP dependent DNA helicase Q5	0.0009	0.0014	0.0138
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0062	0.0245	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.0016	0.0047	0.6386
Onchocerca volvulus		0.0016	0.0047	0.5196

Activities

Activity type	Activity value	Assay description	Source	Reference
AUC (ADMET)	= 390 ug min ml-1	In vivo area under curve was calculated by peroral administration at 1 mg/kg in fasted dog	ChEMBL.	11934589
Cmax (ADMET)	= 1.57 ug ml-1	In vivo maximal concentration was calculated at 1 mg/kg in dog	ChEMBL.	11934589
Ki (binding)	nM	In vitro inhibitory constant against factor Xa (FXa).	ChEMBL.	11934589
Ki (binding)	nM	In vitro inhibitory constant against trypsin; Inactive	ChEMBL.	11934589
Ki (binding)	NA 0 nM	In vitro inhibitory constant against factor Xa (FXa).	ChEMBL.	11934589
Ki (binding)	0 nM	In vitro inhibitory constant against trypsin; Inactive	ChEMBL.	11934589
Ki (binding)	= 461.9 nM	In vitro inhibitory constant against human thrombin (FIIa).	ChEMBL.	11934589
Ki (binding)	= 461.9 nM	In vitro inhibitory constant against human thrombin (FIIa).	ChEMBL.	11934589
pKa (binding)	= 39	In vitro potency towards human thrombin (FIIa).	ChEMBL.	11934589
T1/2 (ADMET)	= 139 min	In vivo half life period was calculated at 1 mg/kg in dog	ChEMBL.	11934589

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: CHEMBL19767
PubChem: 23551902

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 22217