Detailed information for compound 286716

Basic information

Technical information
  • TDR Targets ID: 286716
  • Name: N-(1-adamantyl)-3,4-dihydroxy-5-nitrobenzamid e
  • MW: 332.351 | Formula: C17H20N2O5
  • H donors: 3 H acceptors: 5 LogP: 3.54 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(c1cc(O)c(c(c1)[N+](=O)[O-])O)NC12CC3CC(C2)CC(C1)C3
  • InChi: 1S/C17H20N2O5/c20-14-5-12(4-13(15(14)21)19(23)24)16(22)18-17-6-9-1-10(7-17)3-11(2-9)8-17/h4-5,9-11,20-21H,1-3,6-8H2,(H,18,22)
  • InChiKey: IALCRFZLEQENBW-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N-(1-adamantyl)-3,4-dihydroxy-5-nitro-benzamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Catechol O-methyltransferase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Mycobacterium tuberculosis Probable catechol-O-methyltransferase Get druggable targets OG5_131164 All targets in OG5_131164
Candida albicans hypothetical protein Get druggable targets OG5_131164 All targets in OG5_131164
Mycobacterium ulcerans O-methyltransferase Get druggable targets OG5_131164 All targets in OG5_131164
Candida albicans potential catechol-O-methyltransferase Get druggable targets OG5_131164 All targets in OG5_131164
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) runx1 0.0054 0.0422 0.0698
Loa Loa (eye worm) low-density lipoprotein receptor repeat class B containing protein 0.0031 0.0073 0.0121
Loa Loa (eye worm) hypothetical protein 0.0072 0.0694 0.115
Echinococcus multilocularis tar DNA binding protein 0.0062 0.0534 1
Brugia malayi O-methyltransferase family protein 0.0072 0.0694 0.1139
Schistosoma mansoni tar DNA-binding protein 0.0062 0.0534 0.7677
Echinococcus granulosus Tolloid protein 1 0.0031 0.0073 0.1253
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0045 0.0279 0.5161
Schistosoma mansoni tar DNA-binding protein 0.0062 0.0534 0.7677
Loa Loa (eye worm) hypothetical protein 0.0031 0.0073 0.0121
Loa Loa (eye worm) hypothetical protein 0.0026 0.0007 0.0012
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0045 0.0279 0.5161
Echinococcus granulosus tar DNA binding protein 0.0062 0.0534 1
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0062 0.0534 0.0885
Brugia malayi RNA binding protein 0.0062 0.0534 0.0875
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0045 0.0279 0.3962
Loa Loa (eye worm) multiple epidermal growth factor-like domains 6 0.0031 0.0073 0.0121
Mycobacterium tuberculosis Probable catechol-O-methyltransferase 0.0625 0.8922 1
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0045 0.0279 0.5161
Brugia malayi O-methyltransferase family protein 0.0072 0.0694 0.1139
Loa Loa (eye worm) hypothetical protein 0.0031 0.0073 0.0121
Brugia malayi RNA recognition motif domain containing protein 0.0062 0.0534 0.0875
Loa Loa (eye worm) intermediate filament protein 0.0026 0.0007 0.0012
Wolbachia endosymbiont of Brugia malayi O-methyltransferase 0.0072 0.0694 0.5
Echinococcus multilocularis Tolloid protein 1 0.0031 0.0073 0.1253
Toxoplasma gondii calcium binding egf domain-containing protein 0.0031 0.0073 0.5
Loa Loa (eye worm) hypothetical protein 0.0031 0.0073 0.0121
Schistosoma mansoni egf-like domain protein 0.0031 0.0073 0.0962
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0045 0.0279 0.3962
Loa Loa (eye worm) hypothetical protein 0.0031 0.0073 0.0121
Loa Loa (eye worm) intermediate filament tail domain-containing protein 0.0026 0.0007 0.0012
Onchocerca volvulus 0.0072 0.0694 0.1139
Schistosoma mansoni o-methyltransferase 0.0072 0.0694 1
Echinococcus multilocularis fibrillin 1 0.0031 0.0073 0.1253
Schistosoma mansoni subfamily M12A unassigned peptidase (M12 family) 0.0031 0.0073 0.0962
Echinococcus multilocularis Protein lozenge 0.0054 0.0422 0.786
Brugia malayi Low-density lipoprotein receptor repeat class B containing protein 0.0031 0.0073 0.011
Brugia malayi O-methyltransferase 0.0072 0.0694 0.1139
Brugia malayi Fibulin-1 precursor 0.0031 0.0073 0.011
Loa Loa (eye worm) O-methyltransferase 0.0072 0.0694 0.115
Loa Loa (eye worm) RNA binding protein 0.0062 0.0534 0.0885
Schistosoma mansoni o-methyltransferase 0.0072 0.0694 1
Brugia malayi TAR-binding protein 0.0062 0.0534 0.0875
Mycobacterium leprae PROBABLE METHYLTRANSFERASE 0.0072 0.0694 0.5
Brugia malayi Calcium binding EGF domain containing protein 0.0031 0.0073 0.011
Loa Loa (eye worm) TAR-binding protein 0.0062 0.0534 0.0885
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0045 0.0279 0.0451
Schistosoma mansoni lozenge 0.0054 0.0422 0.6034
Schistosoma mansoni tar DNA-binding protein 0.0062 0.0534 0.7677
Brugia malayi hypothetical protein 0.0431 0.6036 1
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0045 0.0279 0.3962
Loa Loa (eye worm) bone morphogenetic protein 1b 0.0031 0.0073 0.0121
Schistosoma mansoni tar DNA-binding protein 0.0062 0.0534 0.7677
Toxoplasma gondii calcium binding egf domain-containing protein 0.0031 0.0073 0.5
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0045 0.0279 0.5161
Onchocerca volvulus 0.0431 0.6036 1
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0045 0.0279 0.0463
Echinococcus multilocularis laminin 0.0031 0.0073 0.1253
Onchocerca volvulus 0.0072 0.0694 0.1139
Schistosoma mansoni tar DNA-binding protein 0.0062 0.0534 0.7677
Brugia malayi O-methyltransferase family protein 0.0072 0.0694 0.1139
Schistosoma mansoni o-methyltransferase 0.0072 0.0694 1
Onchocerca volvulus Arrow homolog 0.0031 0.0073 0.011
Loa Loa (eye worm) hypothetical protein 0.0431 0.6036 1
Echinococcus granulosus laminin 0.0031 0.0073 0.1253
Schistosoma mansoni o-methyltransferase 0.0072 0.0694 1
Loa Loa (eye worm) hypothetical protein 0.0031 0.0073 0.0121
Loa Loa (eye worm) hypothetical protein 0.0431 0.6036 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 19 nM In vitro inhibitory activity against catechol O-methyltransferase of rat brain using 3,4-dihydroxybenzoic acid as the substrate. ChEMBL. 2704029
IC50 (binding) = 19 nM In vitro inhibitory activity against catechol O-methyltransferase of rat brain using 3,4-dihydroxybenzoic acid as the substrate. ChEMBL. 2704029

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

1 literature reference was collected for this gene.

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