TDR Targets

Basic information

Technical information

TDR Targets ID: 316944
Name: (3S)-5-benzylsulfanyl-4-oxo-3-[2-[2-oxo-3-(1, 3-thiazol-2-ylmethylamino)pyrazin-1-yl]butano ylamino]pentanoic acid
MW: 529.632 | Formula: C24H27N5O5S2
H donors: 3 H acceptors: 6 LogP: 1.58 Rotable bonds: 15
Rule of 5 violations (Lipinski): 2
SMILES: CCC(n1ccnc(c1=O)NCc1nccs1)C(=O)N[C@H](C(=O)CSCc1ccccc1)CC(=O)O
InChi: 1S/C24H27N5O5S2/c1-2-18(29-10-8-26-22(24(29)34)27-13-20-25-9-11-36-20)23(33)28-17(12-21(31)32)19(30)15-35-14-16-6-4-3-5-7-16/h3-11,17-18H,2,12-15H2,1H3,(H,26,27)(H,28,33)(H,31,32)/t17-,18?/m0/s1
InChiKey: LVXZMAMJNHAXKU-ZENAZSQFSA-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

(3S)-5-benzylsulfanyl-4-oxo-3-[2-[2-oxo-3-(thiazol-2-ylmethylamino)pyrazin-1-yl]butanoylamino]pentanoic acid
(3S)-5-(benzylthio)-4-oxo-3-[[1-oxo-2-[2-oxo-3-(2-thiazolylmethylamino)-1-pyrazinyl]butyl]amino]pentanoic acid
(3S)-5-(benzylthio)-4-keto-3-[2-[2-keto-3-(thiazol-2-ylmethylamino)pyrazin-1-yl]butanoylamino]valeric acid
(3S)-4-oxo-3-[2-[2-oxo-3-(1,3-thiazol-2-ylmethylamino)pyrazin-1-yl]butanoylamino]-5-(phenylmethylsulfanyl)pentanoic acid
(3S)-4-oxo-3-[2-[2-oxo-3-(thiazol-2-ylmethylamino)pyrazin-1-yl]butanoylamino]-5-(phenylmethylsulfanyl)pentanoic acid
(3S)-4-oxo-3-[[1-oxo-2-[2-oxo-3-(2-thiazolylmethylamino)-1-pyrazinyl]butyl]amino]-5-(phenylmethylthio)pentanoic acid

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	caspase 3, apoptosis-related cysteine peptidase	Starlite/ChEMBL	References
Homo sapiens	caspase 8, apoptosis-related cysteine peptidase	Starlite/ChEMBL	References
Homo sapiens	caspase 7, apoptosis-related cysteine peptidase	Starlite/ChEMBL	References
Homo sapiens	caspase 1, apoptosis-related cysteine peptidase	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Schistosoma japonicum	ko:K04397 caspase 7, apoptosis-related cysteine protease, putative	Get druggable targets OG5_130238	All targets in OG5_130238
Echinococcus multilocularis	caspase 3	Get druggable targets OG5_130238	All targets in OG5_130238
Echinococcus multilocularis	caspase	Get druggable targets OG5_130238	All targets in OG5_130238
Echinococcus granulosus	caspase 3	Get druggable targets OG5_130238	All targets in OG5_130238
Echinococcus granulosus	caspase	Get druggable targets OG5_130238	All targets in OG5_130238
Echinococcus granulosus	caspase 3 apoptosis cysteine peptidase	Get druggable targets OG5_130238	All targets in OG5_130238
Schistosoma mansoni	caspase-3 (C14 family)	Get druggable targets OG5_130238	All targets in OG5_130238
Echinococcus multilocularis	caspase 3, apoptosis cysteine peptidase	Get druggable targets OG5_130238	All targets in OG5_130238
Schistosoma mansoni	caspase-7 (C14 family)	Get druggable targets OG5_130238	All targets in OG5_130238
Schistosoma japonicum	ko:K02187 caspase 3, apoptosis-related cysteine protease, putative	Get druggable targets OG5_130238	All targets in OG5_130238

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Brugia malayi	Cell death protein 3 precursor	caspase 7, apoptosis-related cysteine peptidase	303 aa	256 aa	37.1 %
Echinococcus granulosus	caspase 8	caspase 1, apoptosis-related cysteine peptidase	383 aa	312 aa	26.6 %
Brugia malayi	Cell death protein 3 precursor	caspase 3, apoptosis-related cysteine peptidase	277 aa	253 aa	38.7 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Loa Loa (eye worm)	hypothetical protein	0.0035	0.0408	0.0796
Trypanosoma brucei	metacaspase MCA2	0.0107	0.3197	1
Plasmodium falciparum	metacaspase 1	0.0107	0.3197	1
Echinococcus multilocularis	caspase 2	0.0157	0.5124	0.5063
Schistosoma mansoni	subfamily C14A unassigned peptidase (C14 family)	0.0107	0.3197	0.2908
Trypanosoma cruzi	metacaspase, putative	0.0107	0.3197	1
Schistosoma mansoni	hypothetical protein	0.0177	0.5909	0.5735
Echinococcus granulosus	caspase 8	0.0107	0.3197	0.2908
Echinococcus multilocularis	pyruvate kinase	0.0035	0.0408	0.0288
Echinococcus multilocularis	caspase 3, apoptosis cysteine peptidase	0.0282	1	1
Trichomonas vaginalis	Clan CD, family C14, metacaspase-like cysteine peptidase	0.0107	0.3197	1
Trichomonas vaginalis	Clan CD, family C14, metacaspase-like cysteine peptidase	0.0107	0.3197	1
Echinococcus multilocularis	caspase 3	0.0176	0.5862	0.581
Echinococcus multilocularis	caspase 8	0.0107	0.3197	0.3112
Brugia malayi	Cell death protein 3 precursor	0.0157	0.5124	1
Echinococcus multilocularis	apoptotic protease activating factor 1	0.005	0.0987	0.0873
Schistosoma mansoni	hypothetical protein	0.0177	0.5909	0.5735
Giardia lamblia	Pyruvate kinase	0.0035	0.0408	0.5
Trypanosoma cruzi	metacaspase, putative	0.0107	0.3197	1
Loa Loa (eye worm)	pyruvate kinase	0.0035	0.0408	0.0796
Entamoeba histolytica	pyruvate kinase, putative	0.0024	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0107	0.3197	0.624
Trichomonas vaginalis	conserved hypothetical protein	0.0107	0.3197	1
Trichomonas vaginalis	conserved hypothetical protein	0.0107	0.3197	1
Echinococcus granulosus	apoptotic protease activating factor 1	0.005	0.0987	0.0603
Trichomonas vaginalis	Clan CD, family C14, metacaspase-like cysteine peptidase	0.0107	0.3197	1
Echinococcus multilocularis	pyruvate kinase	0.0035	0.0408	0.0288
Trypanosoma brucei	metacaspase MCA3	0.0107	0.3197	1
Trypanosoma brucei	Metacaspase-4	0.0107	0.3197	1
Loa Loa (eye worm)	pyruvate kinase	0.0035	0.0408	0.0796
Echinococcus granulosus	caspase 2	0.0157	0.5124	0.4917
Toxoplasma gondii	ICE family protease (caspase) p20 domain-containing protein	0.0107	0.3197	1
Trypanosoma cruzi	metacaspase, putative	0.0107	0.3197	1
Trichomonas vaginalis	Clan CD, family C14, metacaspase-like cysteine peptidase	0.0107	0.3197	1
Schistosoma mansoni	caspase-3 (C14 family)	0.0282	1	1
Onchocerca volvulus		0.005	0.0987	0.1227
Echinococcus granulosus	geminin	0.0177	0.5909	0.5735
Toxoplasma gondii	ICE family protease (caspase) p20 domain-containing protein	0.0107	0.3197	1
Trichomonas vaginalis	conserved hypothetical protein	0.0107	0.3197	1
Brugia malayi	mucosa associated lymphoid tissue lymphoma translocation protein 1	0.0107	0.3197	0.5915
Mycobacterium leprae	Probable pyruvate kinase PykA	0.0035	0.0408	0.5
Plasmodium vivax	hypothetical protein, conserved	0.0107	0.3197	1
Chlamydia trachomatis	pyruvate kinase	0.0035	0.0408	0.5
Plasmodium falciparum	metacaspase-like protein	0.0107	0.3197	1
Trichomonas vaginalis	Clan CD, family C14, metacaspase-like cysteine peptidase	0.0107	0.3197	1
Onchocerca volvulus	Cell death protein 3 homolog	0.0157	0.5124	1
Toxoplasma gondii	ICE family protease (caspase) p20 domain-containing protein	0.0107	0.3197	1
Trypanosoma cruzi	metacaspase 5, putative	0.0107	0.3197	1
Echinococcus granulosus	caspase	0.0282	1	1
Brugia malayi	hypothetical protein	0.005	0.0987	0.1227
Trypanosoma brucei	metacaspase 5, putative	0.0107	0.3197	1
Trichomonas vaginalis	Clan CD, family C14, metacaspase-like cysteine peptidase	0.0107	0.3197	1
Trichomonas vaginalis	conserved hypothetical protein	0.0107	0.3197	1
Schistosoma mansoni	caspase-7 (C14 family)	0.0157	0.5124	0.4917
Schistosoma mansoni	caspase-7 (C14 family)	0.0282	1	1
Echinococcus multilocularis	caspase	0.0282	1	1
Trypanosoma cruzi	metacaspase 5, putative	0.0107	0.3197	1
Loa Loa (eye worm)	pyruvate kinase	0.0035	0.0408	0.0796
Trichomonas vaginalis	Clan CD, family C14, metacaspase-like cysteine peptidase	0.0107	0.3197	1
Plasmodium vivax	metacaspase 1, putative	0.0107	0.3197	1
Trypanosoma brucei	metacaspase	0.0107	0.3197	1
Leishmania major	metacaspase, putative	0.0107	0.3197	1
Loa Loa (eye worm)	hypothetical protein	0.0157	0.5124	1
Loa Loa (eye worm)	hypothetical protein	0.005	0.0987	0.1925
Trichomonas vaginalis	conserved hypothetical protein	0.0107	0.3197	1
Echinococcus granulosus	caspase 3	0.0176	0.5862	0.5686
Trichomonas vaginalis	Clan CD, family C14, metacaspase-like cysteine peptidase	0.0107	0.3197	1
Trichomonas vaginalis	conserved hypothetical protein	0.0107	0.3197	1
Mycobacterium ulcerans	pyruvate kinase	0.0035	0.0408	0.5
Mycobacterium tuberculosis	Probable pyruvate kinase PykA	0.0035	0.0408	0.5
Trichomonas vaginalis	Clan CD, family C14, metacaspase-like cysteine peptidase	0.0107	0.3197	1
Echinococcus multilocularis	geminin	0.0177	0.5909	0.5857
Trypanosoma cruzi	metacaspase, putative	0.0107	0.3197	1
Schistosoma mansoni	hypothetical protein	0.005	0.0987	0.0603

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 0.026 nM	Inhibitory concentration against recombinant human caspase-3 in neuronal precursor (NT2) cells	ChEMBL.	15686936
IC50 (binding)	= 0.026 nM	Inhibitory concentration against recombinant human caspase-3 in neuronal precursor (NT2) cells	ChEMBL.	15686936
IC50 (binding)	= 0.13 nM	Inhibitory concentration against recombinant human caspase-1 in neuronal precursor (NT2) cells	ChEMBL.	15686936
IC50 (binding)	= 0.13 nM	Inhibitory concentration against recombinant human caspase-1 in neuronal precursor (NT2) cells	ChEMBL.	15686936
IC50 (binding)	= 1.13 nM	Inhibitory concentration against recombinant human caspase-7 in neuronal precursor (NT2) cells	ChEMBL.	15686936
IC50 (binding)	= 1.13 nM	Inhibitory concentration against recombinant human caspase-7 in neuronal precursor (NT2) cells	ChEMBL.	15686936
IC50 (binding)	= 1.75 nM	Inhibitory concentration against recombinant human caspase-8 in neuronal precursor (NT2) cells	ChEMBL.	15686936
IC50 (binding)	= 1.75 nM	Inhibitory concentration against recombinant human caspase-8 in neuronal precursor (NT2) cells	ChEMBL.	15686936
IC50 (functional)	= 3.08 nM	Inhibitory concentration against camptothecin induced apoptosis in neuronal precursor (NT2) whole cells	ChEMBL.	15686936
IC50 (functional)	= 3.08 nM	Inhibitory concentration against camptothecin induced apoptosis in neuronal precursor (NT2) whole cells	ChEMBL.	15686936

Phenotypes

Whole-cell/tissue/organism interactions

Species name	Source	Reference	Is orphan
Homo sapiens	ChEMBL23	15686936

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: CHEMBL181768
PubChem: 9806986

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 316944