TDR Targets

Basic information

Technical information

TDR Targets ID: 232695
Name: (2R,3S)-N-[(2S)-5-[[amino(nitramido)methylide ne]amino]-1-oxo-1-(1,3-thiazol-2-ylamino)pent an-2-yl]-3-[formyl(hydroxy)amino]-4-methyl-2- [(4-methylcyclohexyl)methyl]pentanamide
MW: 568.689 | Formula: C24H40N8O6S
H donors: 5 H acceptors: 7 LogP: 3.85 Rotable bonds: 18
Rule of 5 violations (Lipinski): 2
SMILES: O=CN([C@H]([C@H](C(=O)N[C@H](C(=O)Nc1nccs1)CCC/N=C(\N[N+](=O)[O-])/N)CC1CCC(CC1)C)C(C)C)O
InChi: 1S/C24H40N8O6S/c1-15(2)20(31(36)14-33)18(13-17-8-6-16(3)7-9-17)21(34)28-19(22(35)29-24-27-11-12-39-24)5-4-10-26-23(25)30-32(37)38/h11-12,14-20,36H,4-10,13H2,1-3H3,(H,28,34)(H3,25,26,30)(H,27,29,35)/t16?,17?,18-,19+,20+/m1/s1
InChiKey: VNCIHKLPBWTDIP-PBDJWPIDSA-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

(2R,3S)-N-[(1S)-4-[[amino(nitramido)methylene]amino]-1-(thiazol-2-ylcarbamoyl)butyl]-3-[formyl(hydroxy)amino]-4-methyl-2-[(4-methylcyclohexyl)methyl]pentanamide
(2R,3S)-N-[(1S)-4-[[amino(nitramido)methylene]amino]-1-[oxo-(2-thiazolylamino)methyl]butyl]-3-[formyl(hydroxy)amino]-4-methyl-2-[(4-methylcyclohexyl)methyl]pentanamide
(2R,3S)-N-[(2S)-5-[[azanyl(nitramido)methylidene]amino]-1-oxo-1-(1,3-thiazol-2-ylamino)pentan-2-yl]-3-[hydroxy(methanoyl)amino]-4-methyl-2-[(4-methylcyclohexyl)methyl]pentanamide
(2R,3S)-N-[(1S)-4-[[amino(nitramido)methylene]amino]-1-(thiazol-2-ylcarbamoyl)butyl]-3-[formyl(hydroxy)amino]-4-methyl-2-[(4-methylcyclohexyl)methyl]valeramide

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	matrix metallopeptidase 9 (gelatinase B, 92kDa gelatinase, 92kDa type IV collagenase)	Starlite/ChEMBL	References
Homo sapiens	ADAM metallopeptidase domain 17	Starlite/ChEMBL	References
Homo sapiens	matrix metallopeptidase 1 (interstitial collagenase)	Starlite/ChEMBL	References
Homo sapiens	matrix metallopeptidase 3 (stromelysin 1, progelatinase)	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Echinococcus multilocularis	Blood coagulation inhibitor, Disintegrin	Get druggable targets OG5_132656	All targets in OG5_132656
Schistosoma mansoni	ADAM17 peptidase (M12 family)	Get druggable targets OG5_132656	All targets in OG5_132656
Schistosoma japonicum	ko:K06059 a disintegrin and metalloproteinase domain 17, putative	Get druggable targets OG5_132656	All targets in OG5_132656
Echinococcus multilocularis	adam 17 protease	Get druggable targets OG5_132656	All targets in OG5_132656
Echinococcus granulosus	adam 17 protease	Get druggable targets OG5_132656	All targets in OG5_132656
Echinococcus granulosus	Blood coagulation inhibitor Disintegrin	Get druggable targets OG5_132656	All targets in OG5_132656
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_132656	All targets in OG5_132656

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Brugia malayi	Matrixin family protein	matrix metallopeptidase 1 (interstitial collagenase)	403 aa	401 aa	27.7 %
Brugia malayi	Disintegrin family protein	ADAM metallopeptidase domain 17	824 aa	724 aa	27.4 %
Echinococcus granulosus	matrix metallopeptidase 7 M10 family	matrix metallopeptidase 3 (stromelysin 1, progelatinase)	477 aa	431 aa	34.6 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Loa Loa (eye worm)	hypothetical protein	0.0386	0.2332	0.2157
Onchocerca volvulus		0.0386	0.2332	0.2157
Onchocerca volvulus	Slit protein homolog	0.0386	0.2332	0.2157
Echinococcus granulosus	protein jagged 1	0.0386	0.2332	0.2332
Echinococcus granulosus	slit 2 protein	0.0386	0.2332	0.2332
Loa Loa (eye worm)	hypothetical protein	0.0386	0.2332	0.2157
Echinococcus granulosus	fibropellin Ia	0.0386	0.2332	0.2332
Schistosoma mansoni	slit	0.0386	0.2332	0.1676
Onchocerca volvulus		0.1194	1	1
Echinococcus granulosus	neurogenic locus notch protein 4	0.0386	0.2332	0.2332
Loa Loa (eye worm)	animal heme peroxidase	0.1194	1	1
Brugia malayi	Calcium binding EGF domain containing protein	0.0386	0.2332	0.2043
Schistosoma mansoni	Pro-neuregulin-4 membrane-bound isoform (Pro-NRG4) [Contains: Neuregulin-4 (NRG-4)]	0.0386	0.2332	0.1676
Loa Loa (eye worm)	hypothetical protein	0.0386	0.2332	0.2157
Loa Loa (eye worm)	hypothetical protein	0.1194	1	1
Echinococcus granulosus	peroxidasin	0.1194	1	1
Echinococcus granulosus	protein jagged 2	0.0386	0.2332	0.2332
Loa Loa (eye worm)	hypothetical protein	0.0386	0.2332	0.2157
Loa Loa (eye worm)	hypothetical protein	0.1194	1	1
Schistosoma mansoni	notch	0.0386	0.2332	0.1676
Echinococcus granulosus	adam 17 protease	0.0245	0.0999	0.0999
Echinococcus granulosus	protein jagged 2	0.0386	0.2332	0.2332
Giardia lamblia	High cysteine protein	0.0386	0.2332	0.5
Loa Loa (eye worm)	hypothetical protein	0.0386	0.2332	0.2157
Brugia malayi	EGF-like domain containing protein	0.0386	0.2332	0.2043
Loa Loa (eye worm)	hypothetical protein	0.1194	1	1
Loa Loa (eye worm)	hypothetical protein	0.1194	1	1
Schistosoma mansoni	hypothetical protein	0.0386	0.2332	0.1676
Brugia malayi	Animal haem peroxidase family protein	0.1194	1	1
Brugia malayi	Cadherin domain containing protein	0.0386	0.2332	0.2043
Loa Loa (eye worm)	hypothetical protein	0.0386	0.2332	0.2157
Brugia malayi	Peroxidasin	0.1194	1	1
Schistosoma mansoni	cell polarity protein	0.0386	0.2332	0.1676
Schistosoma mansoni	hypothetical protein	0.0386	0.2332	0.1676
Brugia malayi	EGF-like domain containing protein	0.0386	0.2332	0.2043
Loa Loa (eye worm)	hypothetical protein	0.0386	0.2332	0.2157
Loa Loa (eye worm)	hypothetical protein	0.0386	0.2332	0.2157
Echinococcus multilocularis	adam 17 protease	0.0223	0.0788	0.0788
Loa Loa (eye worm)	hypothetical protein	0.0386	0.2332	0.2157
Schistosoma mansoni	notch	0.0386	0.2332	0.1676
Loa Loa (eye worm)	hypothetical protein	0.1194	1	1
Loa Loa (eye worm)	hypothetical protein	0.1194	1	1
Loa Loa (eye worm)	animal heme peroxidase	0.1194	1	1
Brugia malayi	Animal haem peroxidase family protein	0.1194	1	1
Echinococcus multilocularis	protein jagged 1	0.0386	0.2332	0.2332
Brugia malayi	EGF-like domain containing protein	0.0386	0.2332	0.2043
Brugia malayi	Animal haem peroxidase family protein	0.1194	1	1
Loa Loa (eye worm)	animal heme peroxidase	0.1194	1	1
Schistosoma mansoni	peroxidasin	0.1194	1	1
Schistosoma mansoni	hypothetical protein	0.0386	0.2332	0.1676
Loa Loa (eye worm)	hypothetical protein	0.0386	0.2332	0.2157
Echinococcus multilocularis	neural cadherin	0.0386	0.2332	0.2332
Echinococcus multilocularis	neurogenic locus protein delta	0.0386	0.2332	0.2332
Brugia malayi	Cadherin domain containing protein	0.0386	0.2332	0.2043
Schistosoma mansoni	notch	0.0386	0.2332	0.1676
Schistosoma mansoni	peroxidasin	0.1194	1	1
Loa Loa (eye worm)	hypothetical protein	0.0386	0.2332	0.2157
Loa Loa (eye worm)	hypothetical protein	0.0386	0.2332	0.2157
Schistosoma mansoni	hypothetical protein	0.0386	0.2332	0.1676
Schistosoma mansoni	hypothetical protein	0.0386	0.2332	0.1676
Brugia malayi	Blistered cuticle protein 3	0.1194	1	1
Brugia malayi	Muscle positioning protein 4	0.0386	0.2332	0.2043
Onchocerca volvulus		0.0386	0.2332	0.2157
Loa Loa (eye worm)	hypothetical protein	0.0386	0.2332	0.2157
Echinococcus granulosus	notch	0.0386	0.2332	0.2332
Onchocerca volvulus	Neurogenic locus notch protein homolog	0.0386	0.2332	0.2157
Onchocerca volvulus		0.0386	0.2332	0.2157
Brugia malayi	EGF-like domain containing protein	0.0386	0.2332	0.2043
Echinococcus granulosus	neurogenic locus protein delta	0.0386	0.2332	0.2332
Loa Loa (eye worm)	hypothetical protein	0.0386	0.2332	0.2157
Onchocerca volvulus	Peroxidase homolog	0.1194	1	1
Loa Loa (eye worm)	hypothetical protein	0.1194	1	1
Onchocerca volvulus	Peroxidasin homolog	0.1194	1	1
Loa Loa (eye worm)	hypothetical protein	0.1194	1	1
Echinococcus multilocularis	peroxidasin	0.1194	1	1
Loa Loa (eye worm)	Notch2	0.0386	0.2332	0.2157
Onchocerca volvulus	Peroxidasin homolog	0.1194	1	1
Loa Loa (eye worm)	hypothetical protein	0.0386	0.2332	0.2157
Onchocerca volvulus		0.1194	1	1
Schistosoma mansoni	laminin gamma-3 chain	0.0386	0.2332	0.1676
Schistosoma mansoni	notch	0.0386	0.2332	0.1676
Loa Loa (eye worm)	notch protein	0.0386	0.2332	0.2157
Loa Loa (eye worm)	hypothetical protein	0.1194	1	1
Loa Loa (eye worm)	animal heme peroxidase	0.1194	1	1
Onchocerca volvulus		0.0386	0.2332	0.2157
Loa Loa (eye worm)	hypothetical protein	0.0386	0.2332	0.2157
Brugia malayi	Calcium binding EGF domain containing protein	0.0386	0.2332	0.2043
Loa Loa (eye worm)	hypothetical protein	0.0386	0.2332	0.2157
Echinococcus multilocularis	fibropellin Ia	0.0386	0.2332	0.2332
Echinococcus multilocularis	protein jagged 2	0.0386	0.2332	0.2332
Schistosoma mansoni	hypothetical protein	0.0386	0.2332	0.1676
Brugia malayi	EGF-like domain containing protein	0.0386	0.2332	0.2043
Echinococcus multilocularis	neurogenic locus notch protein 4	0.0386	0.2332	0.2332
Loa Loa (eye worm)	hypothetical protein	0.0386	0.2332	0.2157
Schistosoma mansoni	notch	0.0386	0.2332	0.1676
Brugia malayi	EGF-like domain containing protein	0.0386	0.2332	0.2043
Loa Loa (eye worm)	blistered cuticle protein 3	0.1194	1	1
Brugia malayi	Transmembrane cell adhesion receptor mua-3 precursor, putative	0.0386	0.2332	0.2043
Echinococcus multilocularis	notch	0.0386	0.2332	0.2332
Loa Loa (eye worm)	hypothetical protein	0.0468	0.3118	0.2961
Loa Loa (eye worm)	matrixin family protein	0.0178	0.0363	0.0143
Echinococcus granulosus	neurogenic locus notch protein	0.0386	0.2332	0.2332
Schistosoma mansoni	septate junction protein	0.0386	0.2332	0.1676
Onchocerca volvulus		0.0386	0.2332	0.2157
Echinococcus granulosus	protein jagged 1	0.0386	0.2332	0.2332
Brugia malayi	Delta serrate ligand family protein	0.0386	0.2332	0.2043
Echinococcus multilocularis	neurogenic locus protein delta	0.0386	0.2332	0.2332
Echinococcus multilocularis	matrix metallopeptidase 7 (M10 family)	0.0268	0.1215	0.1215
Brugia malayi	notch-like transmembrane receptor	0.0386	0.2332	0.2043
Brugia malayi	EGF-like domain containing protein	0.0386	0.2332	0.2043
Echinococcus multilocularis	protein jagged 1	0.0386	0.2332	0.2332
Schistosoma mansoni	hypothetical protein	0.0386	0.2332	0.1676
Loa Loa (eye worm)	hypothetical protein	0.1194	1	1
Echinococcus granulosus	matrix metallopeptidase 7 M10 family	0.0268	0.1215	0.1215
Loa Loa (eye worm)	hypothetical protein	0.1194	1	1
Brugia malayi	GCC2 and GCC3 family protein	0.0386	0.2332	0.2043
Echinococcus multilocularis	fat cadherin tumor suppressor	0.0386	0.2332	0.2332
Loa Loa (eye worm)	hypothetical protein	0.0386	0.2332	0.2157
Schistosoma mansoni	notch	0.0386	0.2332	0.1676
Onchocerca volvulus	Putative cubilin	0.0386	0.2332	0.2157
Loa Loa (eye worm)	hypothetical protein	0.1194	1	1
Echinococcus multilocularis	neurogenic locus notch protein	0.0386	0.2332	0.2332
Onchocerca volvulus	Dual oxidase homolog	0.1194	1	1
Onchocerca volvulus	Peroxidase homolog	0.1194	1	1
Echinococcus multilocularis	neurogenic locus notch protein	0.0386	0.2332	0.2332
Onchocerca volvulus	Chorion peroxidase homolog	0.1194	1	1
Echinococcus multilocularis	slit 2 protein	0.0386	0.2332	0.2332
Loa Loa (eye worm)	hypothetical protein	0.0386	0.2332	0.2157
Onchocerca volvulus	Neurogenic locus notch homolog	0.0386	0.2332	0.2157
Onchocerca volvulus		0.1194	1	1
Echinococcus granulosus	neurogenic locus notch protein	0.0386	0.2332	0.2332
Loa Loa (eye worm)	hypothetical protein	0.1194	1	1
Brugia malayi	Calcium binding EGF domain containing protein	0.0386	0.2332	0.2043
Toxoplasma gondii	EGF family domain-containing protein	0.0386	0.2332	0.5
Loa Loa (eye worm)	hypothetical protein	0.0386	0.2332	0.2157
Loa Loa (eye worm)	hypothetical protein	0.1194	1	1
Echinococcus granulosus	neural cadherin	0.0386	0.2332	0.2332
Loa Loa (eye worm)	hypothetical protein	0.0386	0.2332	0.2157
Echinococcus granulosus	delta-like protein 1	0.0386	0.2332	0.2332
Brugia malayi	Animal haem peroxidase family protein	0.1194	1	1
Brugia malayi	Animal haem peroxidase family protein	0.1194	1	1

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 8 nM	Inhibition of TACE using scintillation proximity assay (SPA)	ChEMBL.	11708926
IC50 (binding)	= 8 nM	Inhibition of TACE using scintillation proximity assay (SPA)	ChEMBL.	11708926
IC50 (functional)	= 23 nM	Inhibition of lipopolysaccharide(LPS) induced TNF release in human mono nuclear cells	ChEMBL.	11708926
IC50 (functional)	= 23 nM	Inhibition of lipopolysaccharide(LPS) induced TNF release in human mono nuclear cells	ChEMBL.	11708926
IC50 (binding)	= 35 nM	Inhibition potency was determined by fluorescence-based peptide assay against matrix metalloproteinase-9	ChEMBL.	11708926
IC50 (binding)	= 35 nM	Inhibition potency was determined by fluorescence-based peptide assay against matrix metalloproteinase-9	ChEMBL.	11708926
IC50 (binding)	= 76 nM	Inhibition potency was determined by fluorescence-based peptide assay against matrix metalloproteinase-3	ChEMBL.	11708926
IC50 (binding)	= 76 nM	Inhibition potency was determined by fluorescence-based peptide assay against matrix metalloproteinase-3	ChEMBL.	11708926
IC50 (binding)	= 85 nM	Inhibition potency was determined by fluorescence-based peptide assay against matrix metalloproteinase-1	ChEMBL.	11708926
IC50 (binding)	= 85 nM	Inhibition potency was determined by fluorescence-based peptide assay against matrix metalloproteinase-1	ChEMBL.	11708926
Inhibition (functional)	= -6 %	Inhibition of soluble TNF-alpha production in LPS-Stimulated mice by administration of 40 mg/kg compound per orally	ChEMBL.	11708926
Inhibition (functional)	= -6 %	Inhibition of soluble TNF-alpha production in LPS-Stimulated mice by administration of 40 mg/kg compound per orally	ChEMBL.	11708926
Inhibition (functional)	= 71 %	Inhibition of soluble TNF-alpha production in LPS-Stimulated mice by administration of 40 mg/kg compound subcutaneously	ChEMBL.	11708926
Inhibition (functional)	= 71 %	Inhibition of soluble TNF-alpha production in LPS-Stimulated mice by administration of 40 mg/kg compound subcutaneously	ChEMBL.	11708926
S	= 0.21 mg ml-1	Solubility in simulated gastric fluid	ChEMBL.	11708926

Phenotypes

Whole-cell/tissue/organism interactions

Species name	Source	Reference	Is orphan
Homo sapiens	ChEMBL23	11708926

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: CHEMBL135251
PubChem: 10995373

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 232695