TDR Targets

Basic information

Technical information

TDR Targets ID: 451049
Name: (2S,4S)-5,5,5-trichloro-N,4-dimethyl-N-[(1R)- 1-(1,3-thiazol-2-yl)ethyl]-2-[[(3S)-4,4,4-tri chloro-3-methylbutanoyl]amino]pentanamide
MW: 546.166 | Formula: C17H23Cl6N3O2S
H donors: 1 H acceptors: 3 LogP: 5.65 Rotable bonds: 12
Rule of 5 violations (Lipinski): 2
SMILES: O=C(C[C@@H](C(Cl)(Cl)Cl)C)N[C@H](C(=O)N([C@@H](c1nccs1)C)C)C[C@@H](C(Cl)(Cl)Cl)C
InChi: 1S/C17H23Cl6N3O2S/c1-9(16(18,19)20)7-12(25-13(27)8-10(2)17(21,22)23)15(28)26(4)11(3)14-24-5-6-29-14/h5-6,9-12H,7-8H2,1-4H3,(H,25,27)/t9-,10-,11+,12-/m0/s1
InChiKey: MBVQTLXBQHZLRO-YFKTTZPYSA-N

Network

Hover on a compound node to display the structore

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

This is a work in progress. Come back soon to try this features!

Clustering layers

This is a work in progress. Come back soon to try this features!

Synonyms

(2S,4S)-5,5,5-trichloro-N,4-dimethyl-N-[(1R)-1-thiazol-2-ylethyl]-2-[[(3S)-4,4,4-trichloro-3-methyl-butanoyl]amino]pentanamide
(2S,4S)-5,5,5-trichloro-N,4-dimethyl-N-[(1R)-1-(2-thiazolyl)ethyl]-2-[[(3S)-4,4,4-trichloro-3-methyl-1-oxobutyl]amino]pentanamide
(2S,4S)-5,5,5-trichloro-N,4-dimethyl-N-[(1R)-1-(1,3-thiazol-2-yl)ethyl]-2-[[(3S)-4,4,4-trichloro-3-methyl-butanoyl]amino]pentanamide
(2S,4S)-5,5,5-trichloro-N,4-dimethyl-N-[(1R)-1-thiazol-2-ylethyl]-2-[[(3S)-4,4,4-trichloro-3-methyl-butanoyl]amino]valeramide
neodysidenin

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	arachidonate 12-lipoxygenase	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
Echinococcus granulosus	arachidonate 5 lipoxygenase	arachidonate 12-lipoxygenase	663 aa	662 aa	22.8 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0049	0.0477	0.0568
Echinococcus multilocularis	cathepsin b	0.0302	0.3723	0.3723
Echinococcus multilocularis	Rac GTPase activating protein 1	0.0074	0.0797	0.0797
Echinococcus granulosus	Rac GTPase activating protein 1	0.0074	0.0797	0.0949
Echinococcus granulosus	Polycystic kidney disease protein	0.0024	0.0153	0.0182
Echinococcus granulosus	inositol monophosphatase 1	0.0037	0.0324	0.0386
Brugia malayi	Augmenter of liver regeneration	0.0035	0.029	0.078
Echinococcus multilocularis	lipoxygenase domain containing protein	0.0024	0.0153	0.0153
Onchocerca volvulus		0.0024	0.0153	1
Schistosoma mansoni	transcription factor LCR-F1	0.0035	0.0298	0.0355
Schistosoma mansoni	rab6-interacting	0.0024	0.0153	0.0182
Loa Loa (eye worm)	inositol-1	0.0037	0.0324	0.0871
Echinococcus multilocularis	inositol monophosphatase 1	0.0037	0.0324	0.0324
Schistosoma mansoni	inositol monophosphatase	0.0037	0.0324	0.0386
Echinococcus multilocularis	arachidonate 5 lipoxygenase	0.0067	0.0703	0.0703
Echinococcus granulosus	lipoxygenase domain containing protein	0.0024	0.0153	0.0182
Brugia malayi	hypothetical protein	0.0024	0.0153	0.0411
Echinococcus granulosus	FAD linked sulfhydryl oxidase ALR	0.0035	0.029	0.0346
Brugia malayi	Doublecortin family protein	0.0024	0.0153	0.0411
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0302	0.3723	0.4432
Giardia lamblia	Cathepsin B precursor	0.01	0.1127	1
Schistosoma mansoni	loxhd1	0.0024	0.0153	0.0182
Loa Loa (eye worm)	hepatopoietin HPO2	0.0035	0.029	0.078
Mycobacterium ulcerans	glutaminase	0.0275	0.3377	1
Trichomonas vaginalis	protein kinase inhibitor, putative	0.0062	0.0638	0.1029
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.01	0.1127	0.2436
Brugia malayi	Inositol-1	0.0037	0.0324	0.0871
Giardia lamblia	Cathepsin B precursor	0.01	0.1127	1
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0049	0.0477	0.0568
Loa Loa (eye worm)	DnaJ domain-containing protein	0.0062	0.0638	0.1715
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0049	0.0477	0.0568
Echinococcus multilocularis	RUN	0.0024	0.0153	0.0153
Schistosoma mansoni	rac gtpase activating protein	0.0074	0.0797	0.0949
Plasmodium vivax	FAD-linked sulfhydryl oxidase ERV1, putative	0.0035	0.029	1
Echinococcus granulosus	Basic leucine zipper bZIP transcription	0.0035	0.0298	0.0355
Trypanosoma cruzi	myo-inositol-1(or 4)-monophosphatase 1, putative	0.0037	0.0324	0.0099
Schistosoma mansoni	lipoxygenase	0.0024	0.0153	0.0182
Trichomonas vaginalis	Clan CA, family C1, cathepsin B-like cysteine peptidase	0.01	0.1127	0.2627
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.01	0.1127	0.1341
Echinococcus multilocularis	lipoxygenase domain containing protein	0.0024	0.0153	0.0153
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0302	0.3723	0.4432
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0049	0.0477	0.0568
Toxoplasma gondii	cathepsin B	0.01	0.1127	1
Wolbachia endosymbiont of Brugia malayi	fructose-1,6-bisphosphatase	0.0037	0.0324	0.5
Trypanosoma cruzi	myo-inositol-1(or 4)-monophosphatase 1, putative	0.0037	0.0324	0.0099
Giardia lamblia	Cathepsin B precursor	0.01	0.1127	1
Echinococcus granulosus	cathepsin b	0.0302	0.3723	0.4432
Schistosoma mansoni	polycystin 1-related	0.0024	0.0153	0.0182
Leishmania major	myo-inositol-1(or 4)-monophosphatase 1, putative	0.0037	0.0324	0.0406
Schistosoma mansoni	glutaminase	0.0275	0.3377	0.402
Echinococcus granulosus	muscleblind protein	0.0296	0.3647	0.434
Schistosoma mansoni	rab6-interacting	0.0024	0.0153	0.0182
Brugia malayi	glutaminase DH11.1	0.0275	0.3377	0.907
Echinococcus granulosus	cathepsin b	0.0302	0.3723	0.4432
Echinococcus granulosus	lipoxygenase domain containing protein	0.0024	0.0153	0.0182
Brugia malayi	DnaJ domain containing protein	0.0062	0.0638	0.1715
Schistosoma mansoni	hypothetical protein	0.0062	0.0638	0.076
Echinococcus multilocularis	muscleblind protein 1	0.0296	0.3647	0.3647
Schistosoma mansoni	lipoxygenase	0.0067	0.0703	0.0837
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0049	0.0477	0.0568
Loa Loa (eye worm)	hypothetical protein	0.0064	0.0667	0.1791
Onchocerca volvulus		0.0024	0.0153	1
Loa Loa (eye worm)	glutaminase	0.0275	0.3377	0.907
Brugia malayi	RhoGAP domain containing protein	0.0074	0.0797	0.2141
Loa Loa (eye worm)	hypothetical protein	0.0024	0.0153	0.0411
Brugia malayi	Muscleblind-like protein	0.0296	0.3647	0.9794
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.0302	0.3723	1
Schistosoma mansoni	hypothetical protein	0.0024	0.0153	0.0182
Echinococcus granulosus	microtubule associated protein 2	0.0667	0.8402	1
Brugia malayi	hypothetical protein	0.0024	0.0153	0.0411
Schistosoma mansoni	SmCB2 peptidase (C01 family)	0.0302	0.3723	0.4432
Brugia malayi	cathepsin B-like cysteine proteinase	0.0302	0.3723	1
Loa Loa (eye worm)	hypothetical protein	0.0302	0.3723	1
Brugia malayi	hypothetical protein	0.0035	0.0298	0.08
Schistosoma mansoni	microtubule-associated protein tau	0.0667	0.8402	1
Schistosoma mansoni	hypothetical protein	0.0035	0.0298	0.0355
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0049	0.0477	0.0477
Echinococcus multilocularis	microtubule associated protein 2	0.0667	0.8402	0.8402
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0302	0.3723	0.4432
Loa Loa (eye worm)	glutaminase 2	0.0275	0.3377	0.907
Loa Loa (eye worm)	hypothetical protein	0.0296	0.3647	0.9794
Trichomonas vaginalis	glutaminase, putative	0.0275	0.3377	1
Loa Loa (eye worm)	cathepsin B	0.01	0.1127	0.3026
Toxoplasma gondii	inositol(myo)-1(or 4)-monophosphatase 2, putative	0.0037	0.0324	0.0406
Brugia malayi	GTP-binding regulatory protein Gs alpha-S chain, putative	0.0049	0.0477	0.1281
Trypanosoma brucei	cysteine peptidase C (CPC)	0.01	0.1127	1
Loa Loa (eye worm)	hypothetical protein	0.0024	0.0153	0.0411
Plasmodium falciparum	FAD-linked sulfhydryl oxidase ERV1, putative	0.0035	0.029	1
Loa Loa (eye worm)	hypothetical protein	0.0074	0.0797	0.2141
Echinococcus multilocularis	cathepsin b	0.0302	0.3723	0.3723
Loa Loa (eye worm)	GTP-binding regulatory protein Gs alpha-S chain	0.0049	0.0477	0.1281
Leishmania major	cysteine peptidase C (CPC),CPC cysteine peptidase, Clan CA, family C1, Cathepsin B-like	0.01	0.1127	1
Echinococcus multilocularis	Basic leucine zipper (bZIP) transcription	0.0035	0.0298	0.0298
Echinococcus granulosus	RUN	0.0024	0.0153	0.0182
Mycobacterium tuberculosis	Inositol-1-monophosphatase SuhB	0.0033	0.0274	0.5
Entamoeba histolytica	myo-inositol monophosphatase, putative	0.0037	0.0324	1
Echinococcus granulosus	dnaJ subfamily C 6	0.0062	0.0638	0.076
Mycobacterium leprae	possible inositol monophosphatase SubH (IMPase) (inositol-1-phosphatase) (I-1-Pase ).	0.0033	0.0274	0.5
Echinococcus multilocularis	FAD linked sulfhydryl oxidase ALR	0.0035	0.029	0.029
Echinococcus multilocularis	dnaJ subfamily C 6	0.0062	0.0638	0.0638
Echinococcus multilocularis	muscleblind protein	0.0296	0.3647	0.3647
Brugia malayi	RhoGAP domain containing protein	0.0064	0.0667	0.1791
Echinococcus multilocularis	Polycystic kidney disease protein	0.0024	0.0153	0.0153
Trypanosoma brucei	inositol-1(or 4)-monophosphatase 1, putative	0.0037	0.0324	0.0406
Loa Loa (eye worm)	doublecortin family protein	0.0024	0.0153	0.0411
Schistosoma mansoni	inositol monophosphatase	0.0037	0.0324	0.0386
Echinococcus granulosus	arachidonate 5 lipoxygenase	0.0067	0.0703	0.0837
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0049	0.0477	0.0477
Loa Loa (eye worm)	hypothetical protein	0.0296	0.3647	0.9794

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	0	Inhibition of human 15-hLO2	ChEMBL.	17826100
IC50 (binding)	> 100 uM	Inhibition of human 12-hLO	ChEMBL.	17826100
IC50 (binding)	> 100 uM	Inhibition of human 12-hLO	ChEMBL.	17826100
IC50 (binding)	> 500 uM	Inhibition of human 15-hLO1	ChEMBL.	17826100
IC50 (binding)	> 500 uM	Inhibition of human 15-hLO1	ChEMBL.	17826100
Ki (binding)	= 17 uM	Inhibition of human 12-hLO	ChEMBL.	17826100
Ki (binding)	= 17 uM	Inhibition of human 12-hLO	ChEMBL.	17826100
Ki (binding)	> 500 uM	Inhibition of human 15-hLO1	ChEMBL.	17826100
Ki (binding)	> 500 uM	Inhibition of human 15-hLO1	ChEMBL.	17826100
Ratio IC50 (binding)	> 5 uM	Selectivity for 12-hLO over 15-hLO1	ChEMBL.	17826100
Ratio Ki (binding)	> 30	Selectivity for 12-hLO over 15-hLO1	ChEMBL.	17826100

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: CHEMBL392270
PubChem: 15482063

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 451049