Detailed information for compound 273719

Basic information

Technical information
  • TDR Targets ID: 273719
  • Name: 4-(imidazol-1-ylmethyl)-1-nitroxanthen-9-one
  • MW: 321.287 | Formula: C17H11N3O4
  • H donors: 0 H acceptors: 4 LogP: 2.48 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: [O-][N+](=O)c1ccc(c2c1c(=O)c1c(o2)cccc1)Cn1cncc1
  • InChi: 1S/C17H11N3O4/c21-16-12-3-1-2-4-14(12)24-17-11(9-19-8-7-18-10-19)5-6-13(15(16)17)20(22)23/h1-8,10H,9H2
  • InChiKey: JLTNBMDVMUSXHQ-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 4-(imidazol-1-ylmethyl)-1-nitro-xanthen-9-one
  • 4-(1-imidazolylmethyl)-1-nitro-9-xanthenone
  • 4-(imidazol-1-ylmethyl)-1-nitro-xanthone
  • 4-(Imidazolylmethyl)-1-nitro-9H-9-xanthenone
  • Aromatase Inhibitor I

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens cytochrome P450, family 19, subfamily A, polypeptide 1 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
Trypanosoma cruzi cytochrome P450, putative cytochrome P450, family 19, subfamily A, polypeptide 1 503 aa 425 aa 18.8 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Brugia malayi hypothetical protein 0.004 0.0322 0.0305
Echinococcus multilocularis histone lysine N methyltransferase MLL3 0.001 0.0019 0.0024
Echinococcus granulosus geminin 0.0189 0.1808 0.2229
Echinococcus granulosus histone lysine N methyltransferase MLL3 0.001 0.0019 0.0024
Plasmodium vivax ubiquitin-conjugating enzyme E2 N, putative 0.0821 0.8113 0.5
Giardia lamblia Low molecular weight protein-tyrosine-phosphatase 0.101 1 0.5
Echinococcus granulosus ubiquitin conjugating enzyme E2 N 0.0821 0.8113 1
Echinococcus granulosus lamin 0.003 0.0217 0.0267
Trichomonas vaginalis low molecular weight protein-tyrosine-phosphatase, putative 0.101 1 1
Mycobacterium ulcerans phosphotyrosine protein phosphatase PtpA 0.101 1 0.5
Loa Loa (eye worm) CXXC zinc finger family protein 0.0031 0.0236 0.0217
Loa Loa (eye worm) hypothetical protein 0.0014 0.0064 0.0045
Echinococcus granulosus cytoplasmic intermediate filament protein 0.0014 0.0064 0.0079
Loa Loa (eye worm) ubiquitin conjugating enzyme protein 13 0.0821 0.8113 0.8109
Echinococcus granulosus cpg binding protein 0.0033 0.0254 0.0313
Echinococcus multilocularis geminin 0.0189 0.1808 0.2229
Onchocerca volvulus 0.101 1 1
Loa Loa (eye worm) hypothetical protein 0.0014 0.0059 0.004
Schistosoma mansoni mixed-lineage leukemia protein mll 0.0067 0.0588 0.0725
Brugia malayi CXXC zinc finger family protein 0.0031 0.0236 0.0218
Loa Loa (eye worm) hypothetical protein 0.0014 0.0059 0.004
Brugia malayi intermediate filament protein 0.003 0.0217 0.0199
Brugia malayi cytoplasmic intermediate filament protein 0.0016 0.008 0.0062
Echinococcus multilocularis lamin 0.003 0.0217 0.0267
Trichomonas vaginalis low molecular weight protein tyrosine phosphatase, putative 0.101 1 1
Toxoplasma gondii ubiquitin-conjugating enzyme subfamily protein 0.0821 0.8113 1
Echinococcus multilocularis musashi 0.003 0.0217 0.0267
Onchocerca volvulus 0.0031 0.0236 0.002
Echinococcus granulosus intermediate filament protein 0.003 0.0217 0.0267
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.004 0.0322 0.0397
Schistosoma mansoni cpg binding protein 0.0031 0.0236 0.0291
Trichomonas vaginalis low molecular weight protein tyrosine phosphatase, putative 0.101 1 1
Loa Loa (eye worm) cytoplasmic intermediate filament protein 0.0016 0.008 0.0061
Trypanosoma cruzi ubiquitin-conjugating enzyme E2, putative 0.0821 0.8113 1
Entamoeba histolytica ubiquitin-conjugating enzyme family protein 0.0821 0.8113 0.805
Echinococcus granulosus dnaJ subfamily B 0.0448 0.4392 0.5414
Loa Loa (eye worm) intermediate filament protein 0.003 0.0217 0.0198
Schistosoma mansoni lamin 0.003 0.0217 0.0267
Schistosoma mansoni hypothetical protein 0.0189 0.1808 0.2229
Schistosoma mansoni intermediate filament proteins 0.003 0.0217 0.0267
Entamoeba histolytica protein tyrosine phosphatase, putative 0.101 1 1
Trichomonas vaginalis low molecular weight protein-tyrosine-phosphatase, putative 0.101 1 1
Mycobacterium tuberculosis Phosphotyrosine protein phosphatase PtpA (protein-tyrosine-phosphatase) (PTPase) (LMW phosphatase) 0.101 1 1
Echinococcus multilocularis lamin dm0 0.003 0.0217 0.0267
Schistosoma mansoni cpg binding protein 0.0033 0.0254 0.0313
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.004 0.0322 0.0397
Trypanosoma brucei ubiquitin-protein ligase, putative 0.0821 0.8113 1
Trichomonas vaginalis low molecular weight protein tyrosine phosphatase, putative 0.101 1 1
Loa Loa (eye worm) ubiquitin conjugating enzyme protein 13 0.0821 0.8113 0.8109
Echinococcus multilocularis cpg binding protein 0.0033 0.0254 0.0313
Schistosoma mansoni transcription factor LCR-F1 0.004 0.0322 0.0397
Loa Loa (eye worm) intermediate filament tail domain-containing protein 0.003 0.0217 0.0198
Loa Loa (eye worm) phosphotyrosine protein phosphatase 0.101 1 1
Schistosoma mansoni cpg binding protein 0.0033 0.0254 0.0313
Echinococcus multilocularis ubiquitin conjugating enzyme E2 N 0.0821 0.8113 1
Brugia malayi ubiquitin conjugating enzyme protein 13 0.0821 0.8113 0.8109
Echinococcus multilocularis dnaJ subfamily B 0.0448 0.4392 0.5414
Schistosoma mansoni hypothetical protein 0.0189 0.1808 0.2229
Trypanosoma cruzi ubiquitin-conjugating enzyme E2, putative 0.0821 0.8113 1
Echinococcus granulosus lamin dm0 0.003 0.0217 0.0267
Brugia malayi Intermediate filament tail domain containing protein 0.003 0.0217 0.0199
Brugia malayi Ubiquitin conjugating enzyme protein 13 0.0821 0.8113 0.8109
Plasmodium falciparum ubiquitin-conjugating enzyme E2 N, putative 0.0821 0.8113 0.5
Loa Loa (eye worm) hypothetical protein 0.0029 0.0211 0.0193
Schistosoma mansoni hypothetical protein 0.0448 0.4392 0.5414
Leishmania major ubiquitin-conjugating enzyme e2, putative 0.0821 0.8113 0.5
Entamoeba histolytica protein tyrosine phosphatase, putative 0.101 1 1
Schistosoma mansoni lamin 0.003 0.0217 0.0267
Echinococcus multilocularis cytoplasmic intermediate filament protein 0.0014 0.0064 0.0079
Trichomonas vaginalis low molecular weight protein-tyrosine-phosphatase, putative 0.101 1 1
Schistosoma mansoni hypothetical protein 0.004 0.0322 0.0397
Loa Loa (eye worm) hypothetical protein 0.003 0.0217 0.0198
Schistosoma mansoni ubiquitin conjugating enzyme 13 0.0821 0.8113 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 7.4 Inhibition of human placental microsome CYP19 ChEMBL. 16279787
IC50 (binding) = 40 nM Inhibition of aromatase from human placental microsomes ChEMBL. 20568782
IC50 (binding) = 40 nM Inhibition of CYP19 (unknown origin) ChEMBL. No reference
IC50 (binding) = 0.04 uM Inhibition of human placental microsome cytochrome P450 19A1 aromatase ChEMBL. 11262078
IC50 (binding) = 0.04 uM Inhibition of human placental microsome cytochrome P450 19A1 aromatase ChEMBL. 11262078
IC50 (binding) = 0.04 uM Inhibition of human aromatase-mediated conversion of [1beta3H]androstenedione to estrone by liquid scintillation counting in presence of NADPH ChEMBL. 19072235
IC50 (binding) = 0.04 uM Inhibition of human placental aromatase in presence of [1beta,2beta-3H] testosterone by Thompson and Siiteri method ChEMBL. 26301554
Inhibition (binding) = 4 % Inhibition of human Steroid 17-alpha-hydroxylase/17,20 lyase from human testicular microsomes at a concentration of 2.5 microM ChEMBL. 11262078
Inhibition (binding) = 4 % Inhibition of human Steroid 17-alpha-hydroxylase/17,20 lyase from human testicular microsomes at a concentration of 2.5 microM ChEMBL. 11262078
Inhibition (binding) = 4 % Inhibition of human CYP17 expressed in Escherichia coli at 2.5 uM ChEMBL. 20568782
Inhibition (binding) = 99 % Inhibition of aromatase (P450) from human placental microsomes at a concentration of 25 microM ChEMBL. 11262078
Inhibition (binding) = 99 % Inhibition of aromatase (P450) from human placental microsomes at a concentration of 25 microM ChEMBL. 11262078
Ki (ADMET) = 1.05 nM Inhibition constant was determined from Lineweaver-Burk plot ChEMBL. 11262078
Km (ADMET) = 65.1 nM The Km value was determined using microsomal aromatase preparation from human placenta ChEMBL. 11262078
Km (ADMET) = 65.1 nM The Km value was determined using microsomal aromatase preparation from human placenta ChEMBL. 11262078
Log IC50 (binding) = 7.4 Inhibition of human placental microsome CYP19 ChEMBL. 16279787
Relative potency (binding) = 463 Potency relative to aminoglutethimide for the inhibition of human placental microsome aromatase (P450) ChEMBL. 11262078
Vmax (ADMET) = 353.2 pM hr-1 mg-1 The Vmax value was determined using microsomal aromatase preparation from human placenta ChEMBL. 11262078
Vmax (ADMET) = 353.2 pM hr-1 mg-1 The Vmax value was determined using microsomal aromatase preparation from human placenta ChEMBL. 11262078

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

5 literature references were collected for this gene.

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