Detailed information for compound 213052

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 261.23 | Formula: C13H11NO5
  • H donors: 0 H acceptors: 4 LogP: 2.13 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCOC(=O)C1=Cc2cc(ccc2CC1=O)[N+](=O)[O-]
  • InChi: 1S/C13H11NO5/c1-2-19-13(16)11-6-9-5-10(14(17)18)4-3-8(9)7-12(11)15/h3-6H,2,7H2,1H3
  • InChiKey: WGOKDRZEGBPOAL-UHFFFAOYSA-N  

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens monoamine oxidase B Starlite/ChEMBL References
Homo sapiens monoamine oxidase A Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Mycobacterium ulcerans flavin-containing monoamine oxidase AofH Get druggable targets OG5_130722 All targets in OG5_130722
Mycobacterium tuberculosis Probable flavin-containing monoamine oxidase AofH (amine oxidase) (MAO) Get druggable targets OG5_130722 All targets in OG5_130722
Mycobacterium ulcerans flavin-containing monoamine oxidase AofH Get druggable targets OG5_130722 All targets in OG5_130722

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi amine oxidase, flavin-containing family protein monoamine oxidase B 520 aa 462 aa 19.7 %
Brugia malayi amine oxidase, flavin-containing family protein monoamine oxidase A 527 aa 474 aa 22.4 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Plasmodium falciparum hydroxymethyldihydropterin pyrophosphokinase-dihydropteroate synthase 0.0487 0.6736 1
Plasmodium vivax hypothetical protein, conserved 0.0051 0.0539 0.0697
Mycobacterium leprae Probable 5-methyltetrahydrofolate--homocystein methyltransferase MetH (Methionine synthase, vitamin-B12 dependent isozyme) (MS) 0.012 0.1528 0.1425
Echinococcus granulosus lysine specific histone demethylase 1A 0.0051 0.0539 1
Schistosoma mansoni Lysine-specific histone demethylase 1 0.0051 0.0539 1
Loa Loa (eye worm) hypothetical protein 0.0018 0.0074 0.0357
Mycobacterium ulcerans long-chain fatty-acid CoA ligase 0.0024 0.0159 0.0086
Mycobacterium ulcerans dehydrogenase 0.0051 0.0539 0.0468
Mycobacterium leprae PROBABLE PROTOPORPHYRINOGEN OXIDASE HEMY (PROTOPORPHYRINOGEN-IX OXIDASE) (PROTOPORPHYRINOGENASE) (PPO) 0.0051 0.0539 0.0395
Brugia malayi intermediate filament protein 0.0027 0.0206 0.0873
Schistosoma mansoni amine oxidase 0.0051 0.0539 1
Mycobacterium tuberculosis Possible oxidoreductase 0.0051 0.0539 0.0519
Mycobacterium tuberculosis Dihydropteroate synthase 2 FolP2 (DHPS 2) (dihydropteroate pyrophosphorylase 2) 0.012 0.1528 0.1591
Mycobacterium ulcerans acyl-CoA synthetase 0.0024 0.0159 0.0086
Mycobacterium tuberculosis Probable chain -fatty-acid-CoA ligase FadD13 (fatty-acyl-CoA synthetase) 0.0024 0.0159 0.0107
Plasmodium falciparum conserved Plasmodium protein, unknown function 0.0051 0.0539 0.0697
Brugia malayi AMP-binding enzyme family protein 0.0024 0.0159 0.0646
Loa Loa (eye worm) hypothetical protein 0.0051 0.0539 0.2603
Mycobacterium ulcerans dihydropteroate synthase 1 FolP1 0.0326 0.4452 0.4411
Loa Loa (eye worm) hypothetical protein 0.0018 0.0074 0.0357
Mycobacterium ulcerans acyl-CoA synthetase 0.0024 0.0159 0.0086
Leishmania major methionine synthase, putative 0.012 0.1528 1
Loa Loa (eye worm) hypothetical protein 0.0024 0.0159 0.077
Mycobacterium tuberculosis 2-amino-4-hydroxy-6-hydroxymethyldihydropteridine pyrophosphokinase FolK (7,8-dihydro-6-hydroxymethylpterin-pyrophosphokinase) ( 0.054 0.7479 0.8043
Mycobacterium tuberculosis Fatty-acid-AMP ligase FadD30 (fatty-acid-AMP synthetase) (fatty-acid-AMP synthase) 0.0018 0.0074 0.0015
Leishmania major UDP-galactopyranose mutase 0.0051 0.0539 0.2771
Echinococcus granulosus lysine specific histone demethylase 1A 0.0051 0.0539 1
Echinococcus multilocularis lamin 0.0027 0.0206 0.3738
Plasmodium falciparum protoporphyrinogen oxidase 0.0051 0.0539 0.0697
Mycobacterium ulcerans acyl-CoA synthetase 0.0024 0.0159 0.0086
Mycobacterium ulcerans monoamine oxidase 0.0051 0.0539 0.0468
Brugia malayi Intermediate filament tail domain containing protein 0.0027 0.0206 0.0873
Onchocerca volvulus 0.0027 0.0206 0.1224
Entamoeba histolytica acyl-CoA synthetase, putative 0.0024 0.0159 0.5
Trypanosoma cruzi UDP-galactopyranose mutase 0.0051 0.0539 0.5
Loa Loa (eye worm) hypothetical protein 0.0051 0.0539 0.2603
Loa Loa (eye worm) hypothetical protein 0.0024 0.0159 0.077
Echinococcus multilocularis lysine specific histone demethylase 1A 0.0051 0.0539 1
Mycobacterium ulcerans 2-amino-4-hydroxy-6-hydroxymethyldihydropteridine pyrophosphokinase 0.07 0.9763 0.9761
Mycobacterium tuberculosis Probable flavin-containing monoamine oxidase AofH (amine oxidase) (MAO) 0.0667 0.9283 1
Loa Loa (eye worm) hypothetical protein 0.0027 0.0206 0.0994
Mycobacterium leprae Probable2-amino-4-hydroxy-6-hydroxymethyldihydropterine pyrophosphokinase FolK (7,8-dihydro-6-hydroxymethylpterin-pyrophosphokin 0.07 0.9763 1
Schistosoma mansoni Protoporphyrinogen oxidase chloroplast/mitochondrial precursor 0.0051 0.0539 1
Chlamydia trachomatis bifunctional 2-amino-4-hydroxy-6-hydroxymethyldihydropteridine pyrophosphokinase/dihydropteroate synthase 0.0487 0.6736 1
Brugia malayi AMP-binding enzyme family protein 0.0024 0.0159 0.0646
Toxoplasma gondii dihydropteroate synthase 0.0487 0.6736 1
Mycobacterium ulcerans B12-dependent methionine synthase 0.012 0.1528 0.1465
Plasmodium vivax lysine-specific histone demethylase 1, putative 0.0051 0.0539 0.0697
Loa Loa (eye worm) hypothetical protein 0.0051 0.0539 0.2603
Mycobacterium leprae PROBABLE DIHYDROPTEROATE SYNTHASE 2 FOLP2 (DHPS 2) (Dihydropteroate pyrophosphorylase 2) 0.012 0.1528 0.1425
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD2 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0024 0.0159 0.0107
Echinococcus multilocularis protoporphyrinogen oxidase 0.0051 0.0539 1
Echinococcus granulosus lamin 0.0027 0.0206 0.3738
Loa Loa (eye worm) hypothetical protein 0.0013 0.0007 0.0034
Echinococcus multilocularis 0.0051 0.0539 1
Loa Loa (eye worm) STAT protein 0.0158 0.2069 1
Loa Loa (eye worm) hypothetical protein 0.0018 0.0074 0.0357
Loa Loa (eye worm) hypothetical protein 0.0018 0.0074 0.0357
Mycobacterium leprae Probable dihydropteroate synthase 1 FolP1 (DHPS 1) (dihydropteroate pyrophosphorylase 1) (dihydropteroate dipyrophosphorylase 1) 0.0326 0.4452 0.447
Mycobacterium ulcerans long-chain-fatty-acid-CoA ligase 0.0024 0.0159 0.0086
Loa Loa (eye worm) hypothetical protein 0.0024 0.0159 0.077
Onchocerca volvulus 0.0027 0.0206 0.1224
Loa Loa (eye worm) hypothetical protein 0.0051 0.0539 0.2603
Mycobacterium ulcerans fatty-acid-CoA ligase 0.0024 0.0159 0.0086
Mycobacterium ulcerans oxidoreductase 0.0051 0.0539 0.0468
Entamoeba histolytica acyl-coA synthetase, putative 0.0024 0.0159 0.5
Trypanosoma cruzi UDP-galactopyranose mutase 0.0051 0.0539 0.5
Entamoeba histolytica acyl-CoA synthetase, putative 0.0024 0.0159 0.5
Plasmodium vivax hypothetical protein, conserved 0.0051 0.0539 0.0697
Loa Loa (eye worm) cytoplasmic intermediate filament protein 0.0014 0.0027 0.0133
Loa Loa (eye worm) hypothetical protein 0.0027 0.0199 0.096
Mycobacterium ulcerans dihydropteroate synthase 2 FolP2 0.012 0.1528 0.1465
Onchocerca volvulus 0.0051 0.0539 1
Echinococcus granulosus lamin dm0 0.0027 0.0206 0.3738
Plasmodium falciparum lysine-specific histone demethylase 1, putative 0.0051 0.0539 0.0697
Chlamydia trachomatis protoporphyrinogen oxidase 0.0051 0.0539 0.0697
Mycobacterium tuberculosis Dihydropteroate synthase 1 FolP (DHPS 1) (dihydropteroate pyrophosphorylase 1) (dihydropteroate diphosphorylase 1) 0.0326 0.4452 0.4762
Brugia malayi hypothetical protein 0.0051 0.0539 0.2504
Mycobacterium ulcerans flavin-containing monoamine oxidase AofH 0.0717 1 1
Echinococcus multilocularis lamin dm0 0.0027 0.0206 0.3738
Brugia malayi SWIRM domain containing protein 0.0051 0.0539 0.2504
Mycobacterium ulcerans protoporphyrinogen oxidase 0.0051 0.0539 0.0468
Brugia malayi AMP-binding enzyme family protein 0.0024 0.0159 0.0646
Loa Loa (eye worm) hypothetical protein 0.0051 0.0539 0.2603
Loa Loa (eye worm) hypothetical protein 0.0051 0.0539 0.2603
Mycobacterium ulcerans hypothetical protein 0.0024 0.0159 0.0086
Schistosoma mansoni amine oxidase 0.0051 0.0539 1
Loa Loa (eye worm) intermediate filament tail domain-containing protein 0.0027 0.0206 0.0994
Brugia malayi amine oxidase, flavin-containing family protein 0.0051 0.0539 0.2504
Plasmodium vivax hydroxymethylpterin pyrophosphokinase-dihydropteroate synthetase, putative 0.0487 0.6736 1
Mycobacterium ulcerans long-chain-fatty-acid--CoA ligase 0.0024 0.0159 0.0086
Brugia malayi STAT protein, DNA binding domain containing protein 0.0158 0.2069 1
Echinococcus granulosus intermediate filament protein 0.0027 0.0206 0.3738
Loa Loa (eye worm) hypothetical protein 0.0018 0.0074 0.0357
Mycobacterium tuberculosis Conserved hypothetical protein 0.0051 0.0539 0.0519
Plasmodium vivax protoporphyrinogen oxidase, putative 0.0051 0.0539 0.0697
Echinococcus multilocularis musashi 0.0027 0.0206 0.3738
Loa Loa (eye worm) intermediate filament protein 0.0027 0.0206 0.0994

Activities

Activity type Activity value Assay description Source Reference
clogP = 1.65 Calculated partition coefficient (clogP) ChEMBL. 15203146
IC50 (binding) = -6.59 Inhibition of human monoamine oxidase (MAO A) ChEMBL. 15203146
IC50 (binding) = -6 Inhibition of human monoamine oxidase (MAO B) ChEMBL. 15203146
Log IC50 (binding) = 6 Inhibition of human monoamine oxidase (MAO B) ChEMBL. 15203146
Log IC50 (binding) = 6.59 Inhibition of human monoamine oxidase (MAO A) ChEMBL. 15203146
Selectivity (binding) = -0.59 Ratio of monoamine oxidase (MAO A) to monoamine oxidase (MAO B) ChEMBL. 15203146
Selectivity (binding) = -0.59 Ratio of monoamine oxidase (MAO A) to monoamine oxidase (MAO B) ChEMBL. 15203146

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

Bibliographic References

1 literature reference was collected for this gene.

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