TDR Targets

Basic information

Technical information

TDR Targets ID: 402292
Name: (4S)-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-4 -hydroxy-4-oxobutanoyl]amino]-5-hydroxy-5-oxo pentanoyl]amino]-3,3-diphenylpropanoyl]amino] -5-[[(2S)-1-[[(2R)-1-(benzylamino)-1-oxo-3-su lfanylpropan-2-yl]amino]-3-cyclohexyl-1-oxopr opan-2-yl]amino]-5-oxopentanoic acid
MW: 1002.14 | Formula: C50H63N7O13S
H donors: 10 H acceptors: 13 LogP: 3.32 Rotable bonds: 35
Rule of 5 violations (Lipinski): 4
SMILES: SC[C@@H](C(=O)NCc1ccccc1)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](C(c1ccccc1)c1ccccc1)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)C)CC(=O)O)CCC(=O)O)CCC(=O)O)CC1CCCCC1
InChi: 1S/C50H63N7O13S/c1-30(58)52-38(27-42(63)64)49(69)53-36(23-25-41(61)62)47(67)57-44(43(33-18-10-4-11-19-33)34-20-12-5-13-21-34)50(70)54-35(22-24-40(59)60)46(66)55-37(26-31-14-6-2-7-15-31)48(68)56-39(29-71)45(65)51-28-32-16-8-3-9-17-32/h3-5,8-13,16-21,31,35-39,43-44,71H,2,6-7,14-15,22-29H2,1H3,(H,51,65)(H,52,58)(H,53,69)(H,54,70)(H,55,66)(H,56,68)(H,57,67)(H,59,60)(H,61,62)(H,63,64)/t35-,36-,37-,38-,39-,44-/m0/s1
InChiKey: ACPKTBUAADMPRF-JNLIVQRCSA-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

(4S)-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-4-hydroxy-4-oxo-butanoyl]amino]-5-hydroxy-5-oxo-pentanoyl]amino]-3,3-diphenyl-propanoyl]amino]-5-[[(1S)-2-[[(1R)-2-(benzylamino)-2-oxo-1-(sulfanylmethyl)ethyl]amino]-1-(cyclohexylmethyl)-2-oxo-ethyl]amino]-5-oxo-pentanoic acid
(4S)-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-4-hydroxy-1,4-dioxobutyl]amino]-5-hydroxy-1,5-dioxopentyl]amino]-1-oxo-3,3-diphenylpropyl]amino]-5-[[(1S)-2-[[(1R)-2-(benzylamino)-1-(mercaptomethyl)-2-oxoethyl]amino]-1-(cyclohexylmethyl)-2-oxoethyl]amino]-5-oxopentanoic acid
(4S)-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-4-hydroxy-4-oxo-butanoyl]amino]-5-hydroxy-5-oxo-pentanoyl]amino]-3,3-diphenyl-propanoyl]amino]-5-[[(2S)-3-cyclohexyl-1-oxo-1-[[(2R)-1-oxo-1-(phenylmethylamino)-3-sulfanyl-propan-2-yl]amino]propan-2-yl]amino]-5-oxo-pentanoic acid
(4S)-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-4-hydroxy-4-keto-butanoyl]amino]-5-hydroxy-5-keto-pentanoyl]amino]-3,3-diphenyl-propanoyl]amino]-5-[[(1S)-2-[[(1R)-2-(benzylamino)-2-keto-1-(mercaptomethyl)ethyl]amino]-1-(cyclohexylmethyl)-2-keto-ethyl]amino]-5-keto-valeric acid
(4S)-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-4-hydroxy-4-oxobutanoyl]amino]-5-hydroxy-5-oxopentanoyl]amino]-3,3-di(phenyl)propanoyl]amino]-5-[[(2S)-3-cyclohexyl-1-oxo-1-[[(2R)-1-oxo-1-(phenylmethylamino)-3-sulfanylpropan-2-yl]amino]propan-2-yl]amino]-5-oxopentanoic acid
(4S)-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-4-hydroxy-4-oxo-butanoyl]amino]-5-hydroxy-5-oxo-pentanoyl]amino]-3,3-di(phenyl)propanoyl]amino]-5-[[(1S)-1-(cyclohexylmethyl)-2-oxo-2-[[(1R)-2-oxo-2-(phenylmethylamino)-1-(sulfanylmethyl)ethyl]amino]ethyl]amino]-5-oxo-pentanoic acid
(4S)-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-4-hydroxy-1,4-dioxobutyl]amino]-5-hydroxy-1,5-dioxopentyl]amino]-1-oxo-3,3-di(phenyl)propyl]amino]-5-[[(1S)-1-(cyclohexylmethyl)-2-[[(1R)-1-(mercaptomethyl)-2-oxo-2-(phenylmethylamino)ethyl]amino]-2-oxoethyl]amino]-5-oxopentanoic acid
(4S)-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-4-hydroxy-4-keto-butanoyl]amino]-5-hydroxy-5-keto-pentanoyl]amino]-3,3-di(phenyl)propanoyl]amino]-5-[[(1S)-2-[[(1R)-2-(benzylamino)-2-keto-1-(mercaptomethyl)ethyl]amino]-1-(cyclohexylmethyl)-2-keto-ethyl]amino]-5-keto-valeric acid
(4S)-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-4-hydroxy-4-oxo-butanoyl]amino]-5-hydroxy-5-oxo-pentanoyl]amino]-3,3-di(phenyl)propanoyl]amino]-5-[[(2S)-3-cyclohexyl-1-oxo-1-[[(2R)-1-oxo-1-(phenylmethylamino)-3-sulfanyl-propan-2-yl]amino]propan-2-yl]amino]-5-oxo-pentanoic acid

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Hepatitis C virus	Hepatitis C virus serine protease, NS3/NS4A	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

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Trypanosoma congolense	WD40 repeats, putative	Hepatitis C virus serine protease, NS3/NS4A	54 aa	46 aa	28.3 %
Entamoeba histolytica	hypothetical protein	Hepatitis C virus serine protease, NS3/NS4A	54 aa	52 aa	23.1 %
Trypanosoma brucei	hypothetical protein, conserved	Hepatitis C virus serine protease, NS3/NS4A	54 aa	55 aa	30.9 %
Toxoplasma gondii	hypothetical protein	Hepatitis C virus serine protease, NS3/NS4A	54 aa	50 aa	28.0 %
Echinococcus granulosus	60S ribosomal protein L8	Hepatitis C virus serine protease, NS3/NS4A	54 aa	48 aa	33.3 %
Trypanosoma brucei	expression site-associated gene 3 (ESAG3)-like protein	Hepatitis C virus serine protease, NS3/NS4A	54 aa	49 aa	28.6 %
Trypanosoma brucei gambiense	expression site-associated gene 3 (ESAG3)-like protein, putative	Hepatitis C virus serine protease, NS3/NS4A	54 aa	49 aa	28.6 %
Mycobacterium tuberculosis	Membrane-associated phospholipase C 2 PlcB	Hepatitis C virus serine protease, NS3/NS4A	54 aa	49 aa	32.7 %
Leishmania braziliensis	hypothetical protein, conserved	Hepatitis C virus serine protease, NS3/NS4A	54 aa	46 aa	26.1 %
Schistosoma mansoni	hypothetical protein	Hepatitis C virus serine protease, NS3/NS4A	54 aa	44 aa	29.5 %
Schistosoma japonicum	expressed protein	Hepatitis C virus serine protease, NS3/NS4A	54 aa	44 aa	29.5 %
Mycobacterium ulcerans	Maf-like protein	Hepatitis C virus serine protease, NS3/NS4A	54 aa	44 aa	38.6 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Trypanosoma cruzi	cysteine peptidase, putative	0.0717	0.3518	0.3518
Leishmania major	cathepsin L-like protease	0.0717	0.3518	1
Loa Loa (eye worm)	hypothetical protein	0.1325	1	1
Echinococcus multilocularis	cathepsin b	0.1325	1	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0717	0.3518	0.3518
Trypanosoma cruzi	cruzipain precursor, putative	0.0717	0.3518	0.3518
Echinococcus granulosus	cathepsin l cysteine peptidase	0.0717	0.3518	0.3518
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0522	0.1436	0.1436
Loa Loa (eye worm)	hypothetical protein	0.0717	0.3518	0.2701
Onchocerca volvulus		0.0717	0.3518	1
Onchocerca volvulus		0.0717	0.3518	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0717	0.3518	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0717	0.3518	1
Onchocerca volvulus	Cathepsin L homolog	0.0717	0.3518	1
Giardia lamblia	Cathepsin B precursor	0.0522	0.1436	0.5
Entamoeba histolytica	cysteine protease, putative	0.0717	0.3518	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0717	0.3518	1
Brugia malayi	Cathepsin L-like precursor	0.0492	0.1119	0.1119
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0492	0.1119	0.3182
Brugia malayi	Cathepsin L-like cysteine proteinase	0.0492	0.1119	0.1119
Echinococcus multilocularis	cysteine protease	0.0717	0.3518	0.3518
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0717	0.3518	1
Leishmania major	cathepsin L-like protease	0.0717	0.3518	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0717	0.3518	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0717	0.3518	1
Echinococcus multilocularis	cathepsin L cysteine protease	0.0717	0.3518	0.3518
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0717	0.3518	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0717	0.3518	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0717	0.3518	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0717	0.3518	1
Loa Loa (eye worm)	cathepsin B	0.0522	0.1436	0.0357
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.1325	1	1
Echinococcus multilocularis	cathepsin L cysteine protease	0.0717	0.3518	0.3518
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0717	0.3518	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.0717	0.3518	1
Onchocerca volvulus		0.0717	0.3518	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0717	0.3518	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0717	0.3518	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0717	0.3518	1
Brugia malayi	Papain family cysteine protease containing protein	0.0717	0.3518	0.3518
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0717	0.3518	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0717	0.3518	1
Plasmodium vivax	vivapain-2	0.0717	0.3518	1
Brugia malayi	Cathepsin L-like precursor	0.0717	0.3518	0.3518
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.0717	0.3518	0.3518
Giardia lamblia	Cathepsin B precursor	0.0522	0.1436	0.5
Leishmania major	cathepsin L-like protease	0.0717	0.3518	1
Schistosoma mansoni	cathepsin F (C01 family)	0.0717	0.3518	0.3518
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0717	0.3518	1
Loa Loa (eye worm)	cysteine protease	0.0717	0.3518	0.2701
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0717	0.3518	1
Leishmania major	cathepsin L-like protease	0.0717	0.3518	1
Toxoplasma gondii	cathepsin CPL	0.0717	0.3518	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0717	0.3518	1
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.1325	1	1
Entamoeba histolytica	cysteine proteinase, putative	0.0717	0.3518	1
Loa Loa (eye worm)	ctsf protein	0.0717	0.3518	0.2701
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.1325	1	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0717	0.3518	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0717	0.3518	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0717	0.3518	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin B-like cysteine peptidase	0.0522	0.1436	0.4082
Plasmodium falciparum	cysteine proteinase falcipain 2b	0.0717	0.3518	1
Echinococcus granulosus	cathepsin b	0.1325	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0717	0.3518	1
Loa Loa (eye worm)	Papain cysteine protease/cathepsin propeptide inhibitor-containing protein	0.0717	0.3518	0.2701
Entamoeba histolytica	cysteine proteinase, putative	0.0717	0.3518	1
Loa Loa (eye worm)	fibroinase	0.0717	0.3518	0.2701
Onchocerca volvulus		0.0717	0.3518	1
Loa Loa (eye worm)	papain family cysteine protease containing protein	0.0717	0.3518	0.2701
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.0717	0.3518	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0717	0.3518	1
Leishmania major	cathepsin L-like protease	0.0717	0.3518	1
Echinococcus multilocularis	cathepsin b	0.1325	1	1
Brugia malayi	Cathepsin L-like precursor	0.0492	0.1119	0.1119
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.0717	0.3518	0.3518
Echinococcus granulosus	cathepsin l1	0.0492	0.1119	0.1119
Echinococcus granulosus	cathepsin l1	0.0717	0.3518	0.3518
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0717	0.3518	1
Brugia malayi	cathepsin L-like precursor	0.0492	0.1119	0.1119
Onchocerca volvulus		0.0717	0.3518	1
Giardia lamblia	Cathepsin B precursor	0.0522	0.1436	0.5
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0717	0.3518	1
Brugia malayi	Cathepsin L-like precursor	0.0717	0.3518	0.3518
Leishmania major	cysteine peptidase A (CPA)	0.0717	0.3518	1
Entamoeba histolytica	cysteine proteinase, putative	0.0492	0.1119	0.3182
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0717	0.3518	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0717	0.3518	1
Echinococcus granulosus	cathepsin L cysteine proteinase	0.0717	0.3518	0.3518
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0717	0.3518	1
Brugia malayi	Cathepsin L-like precursor	0.0717	0.3518	0.3518
Onchocerca volvulus		0.0717	0.3518	1
Trypanosoma cruzi	cysteine peptidase, clan CA, family C1, cathepsin L-like, putative	0.0492	0.1119	0.1119
Trypanosoma brucei	cysteine peptidase C (CPC)	0.0522	0.1436	0.4082
Plasmodium falciparum	cysteine proteinase falcipain 3	0.0717	0.3518	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0717	0.3518	0.3518
Leishmania major	cathepsin L-like protease	0.0717	0.3518	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0492	0.1119	0.3182
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0717	0.3518	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0717	0.3518	1
Schistosoma mansoni	cathepsin F (C01 family)	0.0717	0.3518	0.3518
Echinococcus granulosus	cathepsin b	0.1325	1	1
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.0522	0.1436	0.1436
Echinococcus multilocularis	cysteine protease	0.0717	0.3518	0.3518
Plasmodium vivax	vivapain-2	0.0717	0.3518	1
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.1325	1	1
Schistosoma mansoni	SmCB2 peptidase (C01 family)	0.1325	1	1
Onchocerca volvulus	Cathepsin F homolog	0.0717	0.3518	1
Schistosoma mansoni	cathepsin F (C01 family)	0.0492	0.1119	0.1119
Onchocerca volvulus	Cathepsin L homolog	0.0717	0.3518	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0717	0.3518	1
Leishmania major	cathepsin L-like protease	0.0717	0.3518	1
Brugia malayi	Cathepsin L-like precursor	0.0717	0.3518	0.3518
Brugia malayi	Cathepsin L-like precursor	0.0717	0.3518	0.3518
Leishmania major	cathepsin L-like protease	0.0717	0.3518	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0717	0.3518	0.3518
Onchocerca volvulus		0.0717	0.3518	1
Brugia malayi	Cathepsin L-like precursor	0.0717	0.3518	0.3518
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0717	0.3518	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0717	0.3518	1
Plasmodium falciparum	cysteine proteinase falcipain 2a	0.0717	0.3518	1

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 0.25 uM	Inhibitory activity against Hepatitis C NS3/NS4A protease	ChEMBL.	12540231
IC50 (binding)	= 0.25 uM	Inhibitory activity against Hepatitis C NS3/NS4A protease	ChEMBL.	12540231

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: CHEMBL263598
PubChem: 11115744

Bibliographic References

1 literature reference was collected for this gene.

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Detailed information for compound 402292