Detailed information for compound 455618

Basic information

Technical information
  • TDR Targets ID: 455618
  • Name: N-[(3S)-1-[2-(hydroxyamino)-2-oxoethyl]-2,6-d ioxopiperidin-3-yl]-3,4,5-trimethoxybenzamide
  • MW: 395.364 | Formula: C17H21N3O8
  • H donors: 3 H acceptors: 5 LogP: -0.62 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: ONC(=O)CN1C(=O)CC[C@@H](C1=O)NC(=O)c1cc(OC)c(c(c1)OC)OC
  • InChi: 1S/C17H21N3O8/c1-26-11-6-9(7-12(27-2)15(11)28-3)16(23)18-10-4-5-14(22)20(17(10)24)8-13(21)19-25/h6-7,10,25H,4-5,8H2,1-3H3,(H,18,23)(H,19,21)/t10-/m0/s1
  • InChiKey: RHYMWYIDOQTOQW-JTQLQIEISA-N  


Substructure search Similarity search

Network

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Synonyms

  • N-[(3S)-1-[2-(hydroxyamino)-2-oxo-ethyl]-2,6-dioxo-3-piperidyl]-3,4,5-trimethoxy-benzamide
  • N-[(3S)-1-[2-(hydroxyamino)-2-oxoethyl]-2,6-dioxo-3-piperidinyl]-3,4,5-trimethoxybenzamide
  • N-[(3S)-1-[2-(hydroxyamino)-2-oxo-ethyl]-2,6-dioxo-piperidin-3-yl]-3,4,5-trimethoxy-benzamide
  • N-[(3S)-1-[2-(hydroxyamino)-2-keto-ethyl]-2,6-diketo-3-piperidyl]-3,4,5-trimethoxy-benzamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens alanyl (membrane) aminopeptidase Starlite/ChEMBL References
Homo sapiens matrix metallopeptidase 2 (gelatinase A, 72kDa gelatinase, 72kDa type IV collagenase) Starlite/ChEMBL References
Sus scrofa Aminopeptidase N Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Brugia malayi Peptidase family M1 containing protein Get druggable targets OG5_127217 All targets in OG5_127217
Echinococcus multilocularis aminopeptidase N Get druggable targets OG5_127217 All targets in OG5_127217
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127217 All targets in OG5_127217
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127217 All targets in OG5_127217
Onchocerca volvulus Get druggable targets OG5_127217 All targets in OG5_127217
Loa Loa (eye worm) peptidase family M1 containing protein Get druggable targets OG5_127217 All targets in OG5_127217
Echinococcus granulosus aminopeptidase N Get druggable targets OG5_127217 All targets in OG5_127217
Schistosoma japonicum ko:K01256 membrane alanyl aminopeptidase [EC3.4.11.2], putative Get druggable targets OG5_127217 All targets in OG5_127217
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Onchocerca volvulus Aminopeptidase N   963 aa 893 aa 32.0 %
Echinococcus multilocularis puromycin sensitive aminopeptidase Aminopeptidase N   963 aa 981 aa 29.2 %
Echinococcus granulosus puromycin sensitive aminopeptidase alanyl (membrane) aminopeptidase 967 aa 976 aa 28.8 %
Echinococcus granulosus puromycin sensitive aminopeptidase Aminopeptidase N   963 aa 975 aa 29.1 %
Echinococcus multilocularis puromycin sensitive aminopeptidase Aminopeptidase N   963 aa 981 aa 28.8 %
Echinococcus multilocularis puromycin sensitive aminopeptidase Aminopeptidase N   963 aa 988 aa 28.5 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trichomonas vaginalis Clan MA, family M1, aminopeptidase N-like metallopeptidase 0.0084 0.1568 0.5
Echinococcus granulosus aminopeptidase N 0.0286 1 1
Loa Loa (eye worm) hypothetical protein 0.0257 0.8763 1
Loa Loa (eye worm) hypothetical protein 0.0202 0.6483 0.7398
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0084 0.1568 0.1279
Schistosoma mansoni cytosol alanyl aminopeptidase (M01 family) 0.0084 0.1568 1
Echinococcus multilocularis Peptidase M1, membrane alanine aminopeptidase, N terminal 0.0084 0.1568 0.1279
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0084 0.1568 0.1279
Trichomonas vaginalis Clan MA, family M1, aminopeptidase N-like metallopeptidase 0.0084 0.1568 0.5
Trypanosoma cruzi aminopeptidase, putative 0.0084 0.1568 1
Mycobacterium ulcerans aminopeptidase N PepN 0.0084 0.1568 0.5
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0084 0.1568 0.0369
Loa Loa (eye worm) hypothetical protein 0.0055 0.0332 0.0379
Loa Loa (eye worm) hypothetical protein 0.0055 0.0332 0.0379
Loa Loa (eye worm) peptidase family M1 containing protein 0.0232 0.7719 0.8809
Loa Loa (eye worm) matrixin family protein 0.0051 0.0176 0.02
Echinococcus multilocularis aminopeptidase N 0.0286 1 1
Leishmania major aminopeptidase, putative,metallo-peptidase, Clan MA(E), Family M1 0.0084 0.1568 0.5
Echinococcus multilocularis matrix metallopeptidase 7 (M10 family) 0.0077 0.1246 0.0945
Trypanosoma cruzi Aminopeptidase M1, putative 0.0084 0.1568 1
Trypanosoma brucei metallo-peptidase, Clan MA(E) Family M1 0.0084 0.1568 0.5
Trypanosoma cruzi metallo-peptidase, clan MA(E), family M1, putative 0.0084 0.1568 1
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0084 0.1568 0.0369
Schistosoma mansoni family M1 non-peptidase homologue (M01 family) 0.0055 0.0332 0.1355
Onchocerca volvulus 0.0286 1 1
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0084 0.1568 0.0369
Brugia malayi hypothetical protein 0.0084 0.1568 0.1418
Entamoeba histolytica aminopeptidase, putative 0.0084 0.1568 0.5
Brugia malayi Peptidase family M1 containing protein 0.0084 0.1568 0.1418
Trypanosoma brucei Aminopeptidase M1, putative 0.0084 0.1568 0.5
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0084 0.1568 0.1279
Trypanosoma brucei Aminopeptidase M1, putative 0.0084 0.1568 0.5
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0084 0.1568 0.0369
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0084 0.1568 0.1279
Leishmania major aminopeptidase-like protein,metallo-peptidase, Clan MA(E), Family M1 0.0084 0.1568 0.5
Loa Loa (eye worm) aminopeptidase N 0.0084 0.1568 0.179
Schistosoma mansoni aminopeptidase PILS (M01 family) 0.0084 0.1568 1
Onchocerca volvulus 0.0084 0.1568 0.1568
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0084 0.1568 0.1279

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) = 81.56 % Antimetastatic activity in mouse H22 cells xenografted in mouse assessed as reduction of metastasized nodes at 50 mg/kg, po administered 6 days per week for 2 weeks measured after 1 day last post dose ChEMBL. 19683842
IC50 (binding) = 2.2 uM Inhibition of MMP2 after 30 mins ChEMBL. 17433673
IC50 (binding) = 2.2 uM Inhibition of MMP2 after 30 mins ChEMBL. 17433673
IC50 (binding) = 3.1 uM Inhibition of pig kidney microsomal aminopeptidase assessed as liberation of p-nitroanilide ChEMBL. 17433673
IC50 (binding) = 3.1 uM Inhibition of pig kidney microsomal aminopeptidase assessed as liberation of p-nitroanilide ChEMBL. 17433673
IC50 (binding) = 3.1 uM Inhibition of pig kidney microsomes aminopeptidase N preincubated for 30 mins ChEMBL. 19683842
IC50 (binding) = 3.1 uM Inhibition of aminopeptidase N ChEMBL. 20129718
IC50 (functional) = 136 uM Cytotoxicity against human HL60 cells after 48 hrs by MTT assay ChEMBL. 19683842
Ratio IC50 (binding) = 1.41 Ratio of IC50 for microsomal aminopeptidase to IC50 for MMP2 ChEMBL. 17433673

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.
 
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External resources for this compound

Bibliographic References

2 literature references were collected for this gene.

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