TDR Targets

Basic information

Technical information

TDR Targets ID: 114327
Name: benzyl (3S)-3-amino-2-oxo-4-(4-phenylmethoxyp henyl)butanoate
MW: 389.444 | Formula: C24H23NO4
H donors: 1 H acceptors: 2 LogP: 4.04 Rotable bonds: 10
Rule of 5 violations (Lipinski): 1
SMILES: O=C(C(=O)OCc1ccccc1)[C@H](Cc1ccc(cc1)OCc1ccccc1)N
InChi: 1S/C24H23NO4/c25-22(23(26)24(27)29-17-20-9-5-2-6-10-20)15-18-11-13-21(14-12-18)28-16-19-7-3-1-4-8-19/h1-14,22H,15-17,25H2/t22-/m0/s1
InChiKey: KPMSBJXCMIJUDG-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

benzyl (3S)-3-amino-4-(4-benzyloxyphenyl)-2-oxo-butanoate
(3S)-3-amino-4-(4-benzyloxyphenyl)-2-oxobutanoic acid benzyl ester
phenylmethyl (3S)-3-azanyl-2-oxo-4-(4-phenylmethoxyphenyl)butanoate
(3S)-3-amino-4-(4-benzoxyphenyl)-2-keto-butyric acid benzyl ester
phenylmethyl (3S)-3-amino-2-oxo-4-[4-(phenylmethoxy)phenyl]butanoate
(3S)-3-amino-2-oxo-4-[4-(phenylmethoxy)phenyl]butanoic acid phenylmethyl ester
(3S)-3-amino-4-[4-(benzyloxy)phenyl]-2-keto-butyric acid benzyl ester

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Mus musculus	epoxide hydrolase 2, cytoplasmic	Starlite/ChEMBL	References
Homo sapiens	leukotriene A4 hydrolase	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Mycobacterium ulcerans	epoxide hydrolase EphA	Get druggable targets OG5_129061	All targets in OG5_129061
Schistosoma japonicum	ko:K01254 leukotriene-A4 hydrolase [EC3.3.2.6], putative	Get druggable targets OG5_129538	All targets in OG5_129538
Candida albicans	leukotriene A4 hydrolase/leucyl aminopeptidase	Get druggable targets OG5_129538	All targets in OG5_129538
Schistosoma mansoni	leukotriene A4 hydrolase (M01 family)	Get druggable targets OG5_129538	All targets in OG5_129538
Echinococcus multilocularis	leukotriene A 4 hydrolase	Get druggable targets OG5_129538	All targets in OG5_129538
Loa Loa (eye worm)	leukotriene A4 hydrolase	Get druggable targets OG5_129538	All targets in OG5_129538
Candida albicans	leukotriene A4 hydrolase/leucyl aminopeptidase	Get druggable targets OG5_129538	All targets in OG5_129538
Mycobacterium tuberculosis	Probable epoxide hydrolase EphA (epoxide hydratase) (arene-oxide hydratase)	Get druggable targets OG5_129061	All targets in OG5_129061
Echinococcus granulosus	leukotriene A 4 hydrolase	Get druggable targets OG5_129538	All targets in OG5_129538

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Leishmania major	aminopeptidase-like protein,metallo-peptidase, Clan MA(E), Family M1	leukotriene A4 hydrolase	611 aa	508 aa	22.8 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Loa Loa (eye worm)	hypothetical protein	0.0062	0.1187	0.1187
Brugia malayi	Nuclear hormone receptor-like 1	0.0062	0.1187	0.3061
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-41	0.0062	0.1187	0.1187
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-49	0.0062	0.1187	0.1187
Echinococcus granulosus	hepatocyte nuclear factor 4 alpha	0.0062	0.1187	0.1187
Onchocerca volvulus	Bile acid receptor homolog	0.0062	0.1187	0.5
Brugia malayi	steroid hormone receptor	0.0062	0.1187	0.3061
Brugia malayi	Nuclear hormone receptor family member nhr-40	0.0062	0.1187	0.3061
Echinococcus granulosus	Nuclear hormone receptor family member nhr 41	0.0062	0.1187	0.1187
Brugia malayi	hypothetical protein	0.0128	0.3879	1
Echinococcus multilocularis	leukotriene A 4 hydrolase	0.0279	1	1
Loa Loa (eye worm)	leukotriene A4 hydrolase	0.0279	1	1
Brugia malayi	Ligand-binding domain of nuclear hormone receptor family protein	0.0062	0.1187	0.3061
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.0062	0.1187	0.1187
Schistosoma mansoni	nuclear hormone receptor nor-1/nor-2	0.0062	0.1187	0.1187
Schistosoma mansoni	leukotriene A4 hydrolase (M01 family)	0.0279	1	1
Echinococcus multilocularis	COUP TF:Svp nuclear hormone receptor	0.0062	0.1187	0.1187
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-40	0.0062	0.1187	0.1187
Brugia malayi	nuclear receptor NHR-88	0.0062	0.1187	0.3061
Onchocerca volvulus		0.0062	0.1187	0.5
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-1	0.0062	0.1187	0.1187
Echinococcus granulosus	FTZ F1 nuclear receptor protein	0.0062	0.1187	0.1187
Echinococcus granulosus	ecdysone induced protein 78C	0.0062	0.1187	0.1187
Echinococcus multilocularis	FTZ F1 alpha	0.0062	0.1187	0.1187
Schistosoma mansoni	coup transcription factor	0.0062	0.1187	0.1187
Brugia malayi	Nuclear hormone receptor family member nhr-25	0.0062	0.1187	0.3061
Echinococcus granulosus	retinoic acid receptor rxr beta a	0.0062	0.1187	0.1187
Brugia malayi	Nuclear hormone receptor family member nhr-3	0.0062	0.1187	0.3061
Brugia malayi	Nuclear hormone receptor family member nhr-19	0.0062	0.1187	0.3061
Loa Loa (eye worm)	hypothetical protein	0.0062	0.1187	0.1187
Echinococcus multilocularis	hepatocyte nuclear factor 4 alpha	0.0062	0.1187	0.1187
Echinococcus multilocularis	Nuclear hormone receptor family member nhr 41	0.0062	0.1187	0.1187
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.0062	0.1187	0.1187
Loa Loa (eye worm)	hypothetical protein	0.0062	0.1187	0.1187
Loa Loa (eye worm)	hypothetical protein	0.0062	0.1187	0.1187
Schistosoma mansoni	Tr4/Tr2 (homologue)	0.0062	0.1187	0.1187
Loa Loa (eye worm)	steroid hormone receptor	0.0062	0.1187	0.1187
Echinococcus multilocularis	ecdysone induced protein 78C	0.0062	0.1187	0.1187
Schistosoma mansoni	photoreceptor-specific nuclear receptor related	0.0062	0.1187	0.1187
Brugia malayi	Nuclear hormone receptor family member nhr-41	0.0062	0.1187	0.3061
Schistosoma mansoni	nuclear receptor 2DBD-gamma	0.0062	0.1187	0.1187
Brugia malayi	Nuclear hormone receptor family member nhr-14	0.0062	0.1187	0.3061
Brugia malayi	Nuclear hormone receptor family member nhr-19	0.0062	0.1187	0.3061
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-14	0.0062	0.1187	0.1187
Brugia malayi	Nuclear hormone receptor family member nhr-1	0.0062	0.1187	0.3061
Loa Loa (eye worm)	nuclear Hormone Receptor family member	0.0062	0.1187	0.1187
Schistosoma mansoni	thyroid hormone receptor	0.0062	0.1187	0.1187
Schistosoma mansoni	retinoic acid receptor RXR	0.0062	0.1187	0.1187
Schistosoma mansoni	steroid hormone receptor ad4bp	0.0062	0.1187	0.1187
Schistosoma mansoni	retinoid-x-receptor (RXR)	0.0062	0.1187	0.1187
Schistosoma mansoni	nuclear hormone receptor	0.0062	0.1187	0.1187
Brugia malayi	Nuclear hormone receptor family member nhr-49	0.0062	0.1187	0.3061
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.0062	0.1187	0.1187
Mycobacterium tuberculosis	Probable epoxide hydrolase EphA (epoxide hydratase) (arene-oxide hydratase)	0.0197	0.669	0.5
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-31	0.0062	0.1187	0.1187
Schistosoma mansoni	RAR-like nuclear receptor	0.0062	0.1187	0.1187
Brugia malayi	ecdysteroid receptor	0.0062	0.1187	0.3061
Onchocerca volvulus	Protein ultraspiracle homolog	0.0062	0.1187	0.5
Loa Loa (eye worm)	hypothetical protein	0.0062	0.1187	0.1187
Schistosoma mansoni	FTZ-F1 nuclear receptor-like protein	0.0062	0.1187	0.1187
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.0062	0.1187	0.1187
Brugia malayi	Nuclear hormone receptor family member nhr-31	0.0062	0.1187	0.3061
Onchocerca volvulus	Steroid hormone receptor family member cnr14 homolog	0.0062	0.1187	0.5
Brugia malayi	Steroid receptor seven-up type 2	0.0062	0.1187	0.3061
Echinococcus multilocularis	FTZ F1 nuclear receptor protein	0.0062	0.1187	0.1187
Loa Loa (eye worm)	hypothetical protein	0.0062	0.1187	0.1187
Mycobacterium ulcerans	epoxide hydrolase EphA	0.0197	0.669	0.5
Echinococcus granulosus	FTZ F1 alpha	0.0062	0.1187	0.1187
Brugia malayi	Nuclear hormone receptor family member nhr-25	0.0062	0.1187	0.3061
Echinococcus multilocularis	thyroid hormone receptor alpha	0.0062	0.1187	0.1187
Schistosoma mansoni	thyroid hormone receptor	0.0062	0.1187	0.1187
Loa Loa (eye worm)	hypothetical protein	0.0062	0.1187	0.1187
Loa Loa (eye worm)	hypothetical protein	0.0062	0.1187	0.1187
Brugia malayi	nuclear hormone receptor	0.0062	0.1187	0.3061
Echinococcus granulosus	COUP TF:Svp nuclear hormone receptor	0.0062	0.1187	0.1187
Brugia malayi	photoreceptor-specific nuclear receptor	0.0062	0.1187	0.3061
Brugia malayi	Ligand-binding domain of nuclear hormone receptor family protein	0.0062	0.1187	0.3061

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	> 100 uM	Inhibitory concentration against aminopeptidase M	ChEMBL.	8423594
IC50 (binding)	> 100 uM	Inhibitory concentration against cytosolic leucine aminopeptidase	ChEMBL.	8423594
IC50 (binding)	> 100 uM	Inhibitory concentration against aminopeptidase M	ChEMBL.	8423594
IC50 (binding)	> 100 uM	Inhibitory concentration against cytosolic leucine aminopeptidase	ChEMBL.	8423594
Ki (binding)	= 46 nM	Ability to inhibit amidase activity of LTA4 hydrolase (1.4 ug) purified from human leukocytes	ChEMBL.	8423594
Ki (binding)	= 46 nM	Ability to inhibit amidase activity of LTA4 hydrolase (1.4 ug) purified from human leukocytes	ChEMBL.	8423594
Ki (binding)	= 1 uM	Inhibition constant was determined against epoxide hydrolase	ChEMBL.	8423594
Ki (binding)	= 1 uM	Inhibition constant was determined against epoxide hydrolase	ChEMBL.	8423594

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: CHEMBL71535
PubChem: 10249742

Bibliographic References

1 literature reference was collected for this gene.

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Detailed information for compound 114327