Detailed information for compound 1487512

Basic information

Technical information
  • TDR Targets ID: 1487512
  • Name: 2-(5'-bromo-2'-oxospiro[1,3-dioxolane-2,3'-in dole]-1'-yl)-N-hydroxyacetamide
  • MW: 343.13 | Formula: C12H11BrN2O5
  • H donors: 2 H acceptors: 3 LogP: 0.03 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: ONC(=O)CN1c2ccc(cc2C2(C1=O)OCCO2)Br
  • InChi: 1S/C12H11BrN2O5/c13-7-1-2-9-8(5-7)12(19-3-4-20-12)11(17)15(9)6-10(16)14-18/h1-2,5,18H,3-4,6H2,(H,14,16)
  • InChiKey: DDNUPCQCTVYXNK-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-(5'-bromo-2'-oxo-spiro[1,3-dioxolane-2,3'-indoline]-1'-yl)ethanehydroxamic acid
  • 2-(5'-bromo-2'-oxo-1'-spiro[1,3-dioxolane-2,3'-indoline]yl)ethanehydroxamic acid
  • 2-(5'-bromo-2'-keto-spiro[1,3-dioxolane-2,3'-indoline]-1'-yl)ethanehydroxamic acid
  • 2-(5'-bromo-2'-oxo-spiro[1,3-dioxolane-2,3'-indole]-1'-yl)-N-hydroxy-ethanamide
  • Oprea1_516984
  • Oprea1_250810
  • 2-(5'-bromo-2'-oxo-2',3'-dihydrospiro[1,3-dioxolane-2,3'-(1'H)-indol]-1'-yl)-N-hydroxyacetamide
  • MLS001180883
  • SMR000476166
  • AG-205/36450018
  • ChemDiv1_010776
  • ZINC04062815

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens alanyl (membrane) aminopeptidase Starlite/ChEMBL References
Homo sapiens isocitrate dehydrogenase 1 (NADP+), soluble Starlite/ChEMBL No 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
Trypanosoma cruzi isocitrate dehydrogenase, putative Get druggable targets OG5_127057 All targets in OG5_127057
Onchocerca volvulus Get druggable targets OG5_127217 All targets in OG5_127217
Theileria parva isocitrate dehydrogenase (NADP+), putative Get druggable targets OG5_127057 All targets in OG5_127057
Leishmania infantum isocitrate dehydrogenase [NADP], mitochondrial precursor, putative Get druggable targets OG5_127057 All targets in OG5_127057
Leishmania braziliensis isocitrate dehydrogenase [NADP], mitochondrial precursor, putative Get druggable targets OG5_127057 All targets in OG5_127057
Trypanosoma brucei isocitrate dehydrogenase, putative Get druggable targets OG5_127057 All targets in OG5_127057
Neospora caninum hypothetical protein Get druggable targets OG5_127057 All targets in OG5_127057
Echinococcus granulosus aminopeptidase N Get druggable targets OG5_127217 All targets in OG5_127217
Loa Loa (eye worm) isocitrate dehydrogenase Get druggable targets OG5_127057 All targets in OG5_127057
Echinococcus multilocularis aminopeptidase N Get druggable targets OG5_127217 All targets in OG5_127217
Candida albicans C terminus of cytosolic NADP-specific isocitrate dehydrogenase. Get druggable targets OG5_127057 All targets in OG5_127057
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127217 All targets in OG5_127217
Plasmodium falciparum isocitrate dehydrogenase [NADP], mitochondrial Get druggable targets OG5_127057 All targets in OG5_127057
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase Get druggable targets OG5_127057 All targets in OG5_127057
Trypanosoma congolense isocitrate dehydrogenase, putative Get druggable targets OG5_127057 All targets in OG5_127057
Plasmodium vivax isocitrate dehydrogenase [NADP], mitochondrial, putative Get druggable targets OG5_127057 All targets in OG5_127057
Echinococcus multilocularis isocitrate dehydrogenase Get druggable targets OG5_127057 All targets in OG5_127057
Plasmodium knowlesi isocitrate dehydrogenase [NADP], mitochondrial, putative Get druggable targets OG5_127057 All targets in OG5_127057
Candida albicans cytosolic NADP-specific isocitrate dehydrogenase. Get druggable targets OG5_127057 All targets in OG5_127057
Brugia malayi Peptidase family M1 containing protein Get druggable targets OG5_127217 All targets in OG5_127217
Brugia malayi isocitrate dehydrogenase Get druggable targets OG5_127057 All targets in OG5_127057
Candida albicans N terminus of cytosolic NADP-specific isocitrate dehydrogenase. Get druggable targets OG5_127057 All targets in OG5_127057
Neospora caninum Isocitrate dehydrogenase-like protein, related Get druggable targets OG5_127057 All targets in OG5_127057
Toxoplasma gondii isocitrate dehydrogenase Get druggable targets OG5_127057 All targets in OG5_127057
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase Get druggable targets OG5_127057 All targets in OG5_127057
Echinococcus multilocularis isocitrate dehydrogenase 2 (NADP+) Get druggable targets OG5_127057 All targets in OG5_127057
Candida albicans Mitochondrial NADP-specific isocitrate dehydrogenase Get druggable targets OG5_127057 All targets in OG5_127057
Trypanosoma cruzi isocitrate dehydrogenase [NADP], mitochondrial precursor, putative Get druggable targets OG5_127057 All targets in OG5_127057
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase Get druggable targets OG5_127057 All targets in OG5_127057
Leishmania donovani isocitrate dehydrogenase [NADP], mitochondrial precursor, putative Get druggable targets OG5_127057 All targets in OG5_127057
Schistosoma japonicum ko:K01256 membrane alanyl aminopeptidase [EC3.4.11.2], putative Get druggable targets OG5_127217 All targets in OG5_127217
Trypanosoma brucei gambiense isocitrate dehydrogenase [NADP], mitochondrial precursor, putative Get druggable targets OG5_127057 All targets in OG5_127057
Trypanosoma congolense isocitrate dehydrogenase, putative Get druggable targets OG5_127057 All targets in OG5_127057
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127217 All targets in OG5_127217
Echinococcus granulosus NADP dependent isocitrate dehydrogenase Get druggable targets OG5_127057 All targets in OG5_127057
Plasmodium yoelii isocitrate dehydrogenase, NADP-dependent Get druggable targets OG5_127057 All targets in OG5_127057
Trypanosoma brucei gambiense isocitrate dehydrogenase, putative Get druggable targets OG5_127057 All targets in OG5_127057
Candida albicans Mitochondrial NADP-specific isocitrate dehydrogenase Get druggable targets OG5_127057 All targets in OG5_127057
Leishmania mexicana isocitrate dehydrogenase [NADP], mitochondrial precursor, putative Get druggable targets OG5_127057 All targets in OG5_127057
Trypanosoma brucei isocitrate dehydrogenase [NADP], mitochondrial precursor, putative Get druggable targets OG5_127057 All targets in OG5_127057
Toxoplasma gondii isocitrate dehydrogenase Get druggable targets OG5_127057 All targets in OG5_127057
Mycobacterium tuberculosis Probable isocitrate dehydrogenase [NADP] Icd1 (oxalosuccinate decarboxylase) (IDH) (NADP+-specific ICDH) (IDP) Get druggable targets OG5_127057 All targets in OG5_127057
Leishmania major isocitrate dehydrogenase [NADP], mitochondrial precursor, putative Get druggable targets OG5_127057 All targets in OG5_127057
Loa Loa (eye worm) peptidase family M1 containing protein Get druggable targets OG5_127217 All targets in OG5_127217
Plasmodium yoelii isocitrate dehydrogenase, NADP-dependent, putative Get druggable targets OG5_127057 All targets in OG5_127057
Brugia malayi Isocitrate dehydrogenase Get druggable targets OG5_127057 All targets in OG5_127057
Schistosoma mansoni NADP-specific isocitrate dehydrogenase Get druggable targets OG5_127057 All targets in OG5_127057
Babesia bovis isocitrate dehydrogenase, NADP-dependent family protein Get druggable targets OG5_127057 All targets in OG5_127057
Schistosoma japonicum ko:K00031 isocitrate dehydrogenase [EC1.1.1.42], putative Get druggable targets OG5_127057 All targets in OG5_127057
Plasmodium berghei isocitrate dehydrogenase [NADP], mitochondrial, putative Get druggable targets OG5_127057 All targets in OG5_127057
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Echinococcus multilocularis puromycin sensitive aminopeptidase Aminopeptidase N   963 aa 981 aa 28.8 %
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 %
Onchocerca volvulus Aminopeptidase N   963 aa 893 aa 32.0 %
Echinococcus multilocularis puromycin sensitive aminopeptidase Aminopeptidase N   963 aa 981 aa 29.2 %
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
Trypanosoma brucei metallo-peptidase, Clan MA(E) Family M1 0.0084 0.2129 1
Plasmodium falciparum M1-family alanyl aminopeptidase, putative 0.003 0 0.5
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0084 0.2129 0.2129
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0084 0.2129 0.2129
Leishmania major aminopeptidase-like protein,metallo-peptidase, Clan MA(E), Family M1 0.0084 0.2129 1
Trichomonas vaginalis Clan MA, family M1, aminopeptidase N-like metallopeptidase 0.0084 0.2129 1
Toxoplasma gondii aminopeptidase n, putative 0.003 0 0.5
Mycobacterium ulcerans aminopeptidase N PepN 0.0084 0.2129 1
Trypanosoma cruzi aminopeptidase, putative 0.0084 0.2129 1
Trypanosoma cruzi Aminopeptidase M1, putative 0.0084 0.2129 1
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0084 0.2129 0.2129
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0084 0.2129 0.2129
Brugia malayi hypothetical protein 0.0084 0.2129 0.2129
Schistosoma mansoni cytosol alanyl aminopeptidase (M01 family) 0.0084 0.2129 1
Loa Loa (eye worm) aminopeptidase N 0.0084 0.2129 0.2407
Brugia malayi Peptidase family M1 containing protein 0.0084 0.2129 0.2129
Loa Loa (eye worm) hypothetical protein 0.0202 0.6717 0.7593
Loa Loa (eye worm) hypothetical protein 0.0257 0.8846 1
Entamoeba histolytica aminopeptidase, putative 0.0084 0.2129 0.5
Onchocerca volvulus 0.0286 1 1
Plasmodium vivax M1-family alanyl aminopeptidase, putative 0.003 0 0.5
Trypanosoma brucei Aminopeptidase M1, putative 0.0084 0.2129 1
Echinococcus multilocularis Peptidase M1, membrane alanine aminopeptidase, N terminal 0.0084 0.2129 0.2129
Onchocerca volvulus 0.0084 0.2129 0.2129
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0084 0.2129 0.2129
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0084 0.2129 0.2129
Plasmodium falciparum M1-family alanyl aminopeptidase 0.003 0 0.5
Trypanosoma cruzi metallo-peptidase, Clan MA(E) Family M1 0.0055 0.0975 0.4578
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0084 0.2129 0.2129
Trichomonas vaginalis Clan MA, family M1, aminopeptidase N-like metallopeptidase 0.0084 0.2129 1
Schistosoma mansoni aminopeptidase PILS (M01 family) 0.0084 0.2129 1
Toxoplasma gondii aminopeptidase N protein 0.003 0 0.5
Loa Loa (eye worm) peptidase family M1 containing protein 0.0232 0.7871 0.8898
Loa Loa (eye worm) hypothetical protein 0.0055 0.0975 0.1102
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0084 0.2129 0.2129
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0084 0.2129 0.2129
Toxoplasma gondii aminopeptidase N, putative 0.003 0 0.5
Leishmania major aminopeptidase, putative,metallo-peptidase, Clan MA(E), Family M1 0.0084 0.2129 1
Plasmodium vivax M1-family alanyl aminopeptidase, putative 0.003 0 0.5
Echinococcus granulosus aminopeptidase N 0.0286 1 1
Schistosoma mansoni family M1 non-peptidase homologue (M01 family) 0.0055 0.0975 0.4578
Trypanosoma cruzi metallo-peptidase, clan MA(E), family M1, putative 0.0084 0.2129 1
Loa Loa (eye worm) hypothetical protein 0.0055 0.0975 0.1102
Trypanosoma brucei Aminopeptidase M1, putative 0.0084 0.2129 1
Echinococcus multilocularis aminopeptidase N 0.0286 1 1
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0055 0.0975 0.0975

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.36 uM Inhibition of pig kidney microsome aminopeptidase-N using L-leu-p-nitroanilide as substrate incubated for 5 mins prior to substrate addition measured after 30 mins by spectrophotometric analysis ChEMBL. 23510562
IC50 (binding) = 3.7 uM Inhibition of porcine kidney microsome aminopeptidase using L-Leu-p-nitroanilide as substrate after 30 mins ChEMBL. 22901392
IC50 (binding) = 12.4 uM Inhibition of aminopeptidase-N in human ES2 cells using L-leu-p-nitroanilide as substrate incubated for 5 mins prior to substrate addition measured after 30 mins by spectrophotometric analysis ChEMBL. 23510562
IC50 (functional) = 57.45 uM Cytotoxicity against human MDA-MB-231 cells after 48 hrs by MTT assay ChEMBL. 23510562
IC50 (binding) > 100 uM Inhibition of HDAC1/3/5/8 in human HeLa cell extract using Boc-Lys-(acetyl)-AMC as substrate incubated for 5 mins prior to substrate addition measured after 30 mins by fluorometric analysis ChEMBL. 23510562
IC50 (functional) = 11.5 umol/L Cytotoxicity against human HL60 cells after 48 hrs by MTT assay ChEMBL. 22901392
IC50 (ADMET) = 307.9 umol/L Cytotoxicity against mouse NIH/3T3 cells after 48 hrs by MTT assay ChEMBL. 22901392
IC50 (functional) = 495.2 umol/L Cytotoxicity against human SKOV3 cells after 48 hrs by MTT assay ChEMBL. 22901392
Inhibition (binding) Inhibition of aminopeptidase in human ES-2 cells ChEMBL. 22901392
Inhibition (binding) Inhibition of aminopeptidase in human HL60 cells ChEMBL. 22901392
Ki (binding) = 2.786 uM Inhibition of porcine kidney microsome aminopeptidase using L-Leu-p-nitroanilide as substrate by Dixon method ChEMBL. 22901392
Potency (functional) 18.3564 uM PubChem BioAssay. qHTS for induction of synthetic lethality in tumor cells producing 2HG: qHTS for the HT-1080-NT fibrosarcoma cell line. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 29.9349 uM PubChem BioAssay. qHTS for Inhibitors of ATXN expression. (Class of assay: confirmatory) ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 22901392

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

Bibliographic References

2 literature references were collected for this gene.

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