TDR Targets

Basic information

Technical information

TDR Targets ID: 206727
Name: 3-[[(3S)-2-oxo-3-[(4-phenylphenyl)sulfonylami no]pyrrolidin-1-yl]methyl]benzenecarboximidam ide
MW: 448.537 | Formula: C24H24N4O3S
H donors: 2 H acceptors: 3 LogP: 2.67 Rotable bonds: 7
Rule of 5 violations (Lipinski): 1
SMILES: O=C1N(CC[C@@H]1NS(=O)(=O)c1ccc(cc1)c1ccccc1)Cc1cccc(c1)C(=N)N
InChi: 1S/C24H24N4O3S/c25-23(26)20-8-4-5-17(15-20)16-28-14-13-22(24(28)29)27-32(30,31)21-11-9-19(10-12-21)18-6-2-1-3-7-18/h1-12,15,22,27H,13-14,16H2,(H3,25,26)/t22-/m0/s1
InChiKey: WQWOHPVWTNJMHH-QFIPXVFZSA-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-[[(3S)-2-oxo-3-[(4-phenylphenyl)sulfonylamino]pyrrolidin-1-yl]methyl]benzamidine
3-[[(3S)-2-oxo-3-[(4-phenylphenyl)sulfonylamino]-1-pyrrolidinyl]methyl]benzamidine
3-[[(3S)-2-keto-3-[(4-phenylphenyl)sulfonylamino]pyrrolidino]methyl]benzamidine
3-[[(3S)-2-keto-3-[(4-phenylphenyl)sulfonylamino]pyrrolidin-1-yl]methyl]benzamidine

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Bos taurus	Trypsin II	Starlite/ChEMBL	References
Homo sapiens	coagulation factor X	Starlite/ChEMBL	References
Homo sapiens	coagulation factor II (thrombin)	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_126639	All targets in OG5_126639
Schistosoma japonicum	ko:K09639 transmembrane protease, serine 8, putative	Get druggable targets OG5_126639	All targets in OG5_126639
Onchocerca volvulus		Get druggable targets OG5_126639	All targets in OG5_126639
Onchocerca volvulus		Get druggable targets OG5_126639	All targets in OG5_126639
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_126639	All targets in OG5_126639
Schistosoma mansoni	subfamily S1A unassigned peptidase (S01 family)	Get druggable targets OG5_126639	All targets in OG5_126639
Brugia malayi	Trypsin family protein	Get druggable targets OG5_126639	All targets in OG5_126639
Schistosoma japonicum	ko:K09639 transmembrane protease, serine 8, putative	Get druggable targets OG5_126639	All targets in OG5_126639
Schistosoma mansoni	subfamily S1A unassigned peptidase (S01 family)	Get druggable targets OG5_126639	All targets in OG5_126639

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Schistosoma japonicum	Transmembrane protease, serine 9, putative	Trypsin II	247 aa	246 aa	24.8 %
Schistosoma japonicum	ko:K09637 transmembrane protease, serine 6, putative	Trypsin II	247 aa	242 aa	29.8 %
Schistosoma japonicum	Enteropeptidase, putative	Trypsin II	247 aa	267 aa	26.2 %
Drosophila melanogaster	CG31326 gene product from transcript CG31326-RA	Trypsin II	247 aa	249 aa	23.7 %
Drosophila melanogaster	CG18180 gene product from transcript CG18180-RA	Trypsin II	247 aa	234 aa	31.2 %
Drosophila melanogaster	CG18420 gene product from transcript CG18420-RA	Trypsin II	247 aa	233 aa	28.3 %
Echinococcus granulosus	enteropeptidase	Trypsin II	247 aa	227 aa	26.4 %
Drosophila melanogaster	CG30287 gene product from transcript CG30287-RA	Trypsin II	247 aa	251 aa	27.1 %
Drosophila melanogaster	Spatzle-Processing Enzyme	Trypsin II	247 aa	269 aa	27.5 %
Echinococcus granulosus	glycoprotein Antigen 5	Trypsin II	247 aa	301 aa	22.3 %
Drosophila melanogaster	CG31267 gene product from transcript CG31267-RA	Trypsin II	247 aa	263 aa	32.7 %
Drosophila melanogaster	CG11313 gene product from transcript CG11313-RC	Trypsin II	247 aa	223 aa	33.2 %
Drosophila melanogaster	CG3916 gene product from transcript CG3916-RA	Trypsin II	247 aa	257 aa	33.5 %
Drosophila melanogaster	CG30083 gene product from transcript CG30083-RB	Trypsin II	247 aa	205 aa	30.2 %
Onchocerca volvulus		Trypsin II	247 aa	258 aa	22.9 %
Drosophila melanogaster	CG30323 gene product from transcript CG30323-RB	Trypsin II	247 aa	212 aa	23.6 %
Onchocerca volvulus		Trypsin II	247 aa	257 aa	26.5 %
Drosophila melanogaster	CG5909 gene product from transcript CG5909-RA	Trypsin II	247 aa	257 aa	28.8 %
Echinococcus multilocularis	subfamily S1A unassigned peptidase (S01 family)	Trypsin II	247 aa	287 aa	27.2 %
Drosophila melanogaster	CG3505 gene product from transcript CG3505-RA	Trypsin II	247 aa	236 aa	30.1 %
Drosophila melanogaster	CG31220 gene product from transcript CG31220-RB	Trypsin II	247 aa	224 aa	29.5 %
Drosophila melanogaster	CG9733 gene product from transcript CG9733-RB	Trypsin II	247 aa	262 aa	31.3 %
Drosophila melanogaster	CG9673 gene product from transcript CG9673-RB	Trypsin II	247 aa	258 aa	26.4 %
Echinococcus multilocularis	enteropeptidase	Trypsin II	247 aa	227 aa	26.0 %
Echinococcus multilocularis	Mastin	Trypsin II	247 aa	306 aa	25.5 %
Drosophila melanogaster	CG33458 gene product from transcript CG33458-RA	Trypsin II	247 aa	255 aa	29.4 %
Drosophila melanogaster	CG4815 gene product from transcript CG4815-RA	Trypsin II	247 aa	208 aa	27.4 %
Schistosoma mansoni	cercarial elastase (S01 family)	Trypsin II	247 aa	217 aa	23.0 %
Schistosoma mansoni	subfamily S1A unassigned peptidase (S01 family)	Trypsin II	247 aa	302 aa	25.5 %
Drosophila melanogaster	CG34436 gene product from transcript CG34436-RA	Trypsin II	247 aa	213 aa	24.9 %
Drosophila melanogaster	Jonah 65Aiii	Trypsin II	247 aa	238 aa	32.8 %
Drosophila melanogaster	CG32277 gene product from transcript CG32277-RA	Trypsin II	247 aa	240 aa	32.9 %
Drosophila melanogaster	CG14990 gene product from transcript CG14990-RA	Trypsin II	247 aa	238 aa	30.2 %
Drosophila melanogaster	CG10405 gene product from transcript CG10405-RB	Trypsin II	247 aa	254 aa	33.1 %
Schistosoma mansoni	cercarial elastase (S01 family)	Trypsin II	247 aa	239 aa	22.2 %
Schistosoma japonicum	ko:K01346 pancreatic elastase II [EC3.4.21.71], putative	Trypsin II	247 aa	303 aa	24.8 %
Drosophila melanogaster	Jonah 66Ci	Trypsin II	247 aa	237 aa	30.4 %
Drosophila melanogaster	CG4914 gene product from transcript CG4914-RA	Trypsin II	247 aa	244 aa	37.3 %
Drosophila melanogaster	CG30288 gene product from transcript CG30288-RC	Trypsin II	247 aa	248 aa	28.6 %
Drosophila melanogaster	CG33465 gene product from transcript CG33465-RC	Trypsin II	247 aa	203 aa	20.7 %
Echinococcus granulosus	subfamily S1A unassigned peptidase S01 family	Trypsin II	247 aa	287 aa	27.2 %
Echinococcus granulosus	Mastin	Trypsin II	247 aa	306 aa	25.2 %
Drosophila melanogaster	CG13744 gene product from transcript CG13744-RA	Trypsin II	247 aa	250 aa	31.6 %
Drosophila melanogaster	Jonah 65Aii	Trypsin II	247 aa	237 aa	35.4 %
Schistosoma mansoni	subfamily S1A unassigned peptidase (S01 family)	Trypsin II	247 aa	247 aa	34.0 %
Drosophila melanogaster	CG17239 gene product from transcript CG17239-RB	Trypsin II	247 aa	224 aa	34.4 %
Schistosoma mansoni	cercarial elastase (S01 family)	Trypsin II	247 aa	217 aa	23.0 %
Echinococcus multilocularis	glycoprotein Antigen 5	Trypsin II	247 aa	302 aa	23.2 %
Echinococcus granulosus	transmembrane protease serine 3	Trypsin II	247 aa	233 aa	34.3 %
Drosophila melanogaster	Jonah 99Ci	Trypsin II	247 aa	268 aa	32.5 %
Echinococcus multilocularis	transmembrane protease serine 3	Trypsin II	247 aa	233 aa	34.8 %
Schistosoma mansoni	aminopeptidase PILS (M01 family)	Trypsin II	247 aa	298 aa	24.5 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Schistosoma mansoni	subfamily S1A unassigned peptidase (S01 family)	0.012	0.2841	0.5879
Loa Loa (eye worm)	tumor suppressor	0.0347	1	1
Trypanosoma brucei	calpain, putative	0.0121	0.2877	0.5
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0316	0.9004	0.5
Leishmania major	calpain-like cysteine peptidase, putative,cysteine peptidase, Clan CA, family C2, putative	0.0121	0.2877	0.5
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0316	0.9004	0.5
Brugia malayi	Trypsin family protein	0.012	0.2841	0.284
Onchocerca volvulus		0.012	0.2841	1
Loa Loa (eye worm)	hypothetical protein	0.0161	0.415	0.415
Treponema pallidum	fructose-bisphosphate aldolase	0.0316	0.9004	0.5
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0316	0.9004	0.5
Schistosoma mansoni	hypothetical protein	0.0183	0.4832	1
Entamoeba histolytica	fructose-1,6-bisphosphate aldolase, putative	0.0316	0.9004	0.5
Trypanosoma cruzi	cysteine peptidase, Clan CA, family C2, putative	0.0121	0.2877	0.5
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0316	0.9004	0.5
Trypanosoma cruzi	calpain-like cysteine peptidase, putative	0.0121	0.2877	0.5
Trypanosoma brucei	variant surface glycoprotein (VSG), putative	0.0121	0.2877	0.5
Trypanosoma brucei	calpain-like cysteine peptidase, putative	0.0121	0.2877	0.5
Trypanosoma brucei	cysteine peptidase, Clan CA, family C2, putative	0.0121	0.2877	0.5
Mycobacterium ulcerans	fructose-bisphosphate aldolase	0.0154	0.3926	0.5
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0316	0.9004	0.5
Trypanosoma brucei	calpain-like protein, putative	0.0121	0.2877	0.5
Mycobacterium tuberculosis	Probable fructose-bisphosphate aldolase Fba	0.0154	0.3926	0.5
Schistosoma mansoni	subfamily S1A unassigned peptidase (S01 family)	0.012	0.2841	0.5879
Entamoeba histolytica	fructose-1,6-bisphosphate aldolase, putative	0.0316	0.9004	0.5
Schistosoma mansoni	hypothetical protein	0.0183	0.4832	1
Echinococcus multilocularis	muscleblind protein 1	0.0161	0.415	0.8589
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0316	0.9004	0.5
Leishmania major	calpain-like cysteine peptidase, putative,cysteine peptidase, Clan CA, family C2, putative	0.0121	0.2877	0.5
Loa Loa (eye worm)	hypothetical protein	0.012	0.2841	0.284
Trypanosoma brucei	calpain-like cysteine peptidase, putative	0.0121	0.2877	0.5
Loa Loa (eye worm)	hypothetical protein	0.0161	0.415	0.415
Brugia malayi	Muscleblind-like protein	0.0161	0.415	0.415
Giardia lamblia	Fructose-bisphosphate aldolase	0.0316	0.9004	0.5
Echinococcus multilocularis	geminin	0.0183	0.4832	1
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0316	0.9004	0.5
Trypanosoma brucei	calpain-like cysteine peptidase, putative	0.0121	0.2877	0.5
Leishmania major	calpain-like cysteine peptidase, putative,cysteine peptidase, Clan CA, family C2, putative	0.0121	0.2877	0.5
Loa Loa (eye worm)	hypothetical protein	0.012	0.2841	0.284
Echinococcus granulosus	muscleblind protein	0.0161	0.415	0.8589
Echinococcus granulosus	geminin	0.0183	0.4832	1
Mycobacterium leprae	Probable fructose bisphosphate aldolase Fba	0.0154	0.3926	0.5
Trypanosoma brucei	hypothetical protein	0.0121	0.2877	0.5
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0316	0.9004	0.5
Trypanosoma cruzi	calpain cysteine peptidase, putative	0.0121	0.2877	0.5
Trypanosoma cruzi	calpain-like cysteine peptidase, putative	0.0121	0.2877	0.5
Trypanosoma brucei	calpain-like cysteine peptidase, putative	0.0121	0.2877	0.5
Trypanosoma cruzi	calpain-like cysteine peptidase, putative	0.0121	0.2877	0.5
Echinococcus multilocularis	muscleblind protein	0.0161	0.415	0.8589
Trypanosoma brucei	calpain-like cysteine peptidase, putative	0.0121	0.2877	0.5

Activities

Activity type	Activity value	Assay description	Source	Reference
Ki (binding)	= 160 nM	Inhibition of human coagulation factor Xa	ChEMBL.	10479289
Ki (binding)	= 160 nM	Inhibition of human coagulation factor Xa	ChEMBL.	10479289
Ki (binding)	> 2900 nM	Inhibition of bovine pancreatic trypsin	ChEMBL.	10479289
Ki (binding)	> 2900 nM	Inhibition of bovine pancreatic trypsin	ChEMBL.	10479289
Ki (binding)	> 4000 nM	Inhibition of human coagulation factor II	ChEMBL.	10479289
Ki (binding)	> 4000 nM	Inhibition of human coagulation factor II	ChEMBL.	10479289
Ki (binding)	= 0.16 uM	Compound was evaluated for the inhibition of human Coagulation factor Xa	ChEMBL.	10479288
Ki (binding)	= 0.16 uM	Compound was evaluated for the inhibition of human Coagulation factor Xa	ChEMBL.	10479288
Ki (binding)	> 2.9 uM	Inhibitory activity against bovine pancreatic trypsin	ChEMBL.	10479288
Ki (binding)	> 2.9 uM	Inhibitory activity against bovine pancreatic trypsin	ChEMBL.	10479288
Ki (binding)	> 4 uM	Inhibition of human thrombin	ChEMBL.	10479288
Ki (binding)	> 4 uM	Inhibition of human thrombin	ChEMBL.	10479288

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: CHEMBL333548
PubChem: 10694772

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 206727