Detailed information for compound 455932

Basic information

Technical information
  • TDR Targets ID: 455932
  • Name: 1-adamantyl-(4-benzoylpiperazin-1-yl)methanon e
  • MW: 352.47 | Formula: C22H28N2O2
  • H donors: 0 H acceptors: 2 LogP: 3.23 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(c1ccccc1)N1CCN(CC1)C(=O)C12CC3CC(C2)CC(C1)C3
  • InChi: 1S/C22H28N2O2/c25-20(19-4-2-1-3-5-19)23-6-8-24(9-7-23)21(26)22-13-16-10-17(14-22)12-18(11-16)15-22/h1-5,16-18H,6-15H2
  • InChiKey: GPWQCFMPPCQWRK-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 1-adamantyl-(4-benzoyl-1-piperazinyl)methanone
  • 1-adamantyl-[4-(phenylcarbonyl)piperazin-1-yl]methanone
  • 1-adamantyl-(4-benzoylpiperazino)methanone
  • 1-adamantyl-[4-(benzoyl)piperazin-1-yl]methanone
  • 1-adamantyl-[4-(oxo-phenylmethyl)-1-piperazinyl]methanone
  • 1-adamantyl-(4-phenylcarbonylpiperazin-1-yl)methanone
  • Adamantan-1-yl-(4-benzoyl-piperazin-1-yl)-methanone
  • BAS 00666442
  • MLS000098850
  • SMR000067796
  • Oprea1_796737
  • Oprea1_061269

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens thyroid stimulating hormone receptor Starlite/ChEMBL No references
Homo sapiens glucagon-like peptide 1 receptor Starlite/ChEMBL No references
Homo sapiens huntingtin Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Brugia malayi hypothetical protein Get druggable targets OG5_132837 All targets in OG5_132837
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_132837 All targets in OG5_132837
Onchocerca volvulus Huntingtin homolog Get druggable targets OG5_132837 All targets in OG5_132837
Onchocerca volvulus Huntingtin homolog Get druggable targets OG5_132837 All targets in OG5_132837
Loa Loa (eye worm) follicle stimulating hormone receptor Get druggable targets OG5_130089 All targets in OG5_130089
Brugia malayi follicle stimulating hormone receptor Get druggable targets OG5_130089 All targets in OG5_130089
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_132837 All targets in OG5_132837
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Loa Loa (eye worm) pigment dispersing factor receptor c glucagon-like peptide 1 receptor 463 aa 388 aa 25.8 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.1922 1 1
Loa Loa (eye worm) follicle stimulating hormone receptor 0.028 0.1352 0.1351
Entamoeba histolytica multidrug resistance protein, putative 0.003 0.0037 0.5
Onchocerca volvulus Huntingtin homolog 0.0148 0.0658 0.5
Loa Loa (eye worm) hypothetical protein 0.1922 1 1
Trypanosoma brucei multidrug resistance-associated protein, putative 0.003 0.0037 0.5
Schistosoma mansoni P2X receptor subunit 0.0133 0.058 1
Echinococcus granulosus p2X purinoceptor 4 0.0133 0.058 1
Brugia malayi hypothetical protein 0.0148 0.0658 0.4727
Entamoeba histolytica hypothetical protein 0.003 0.0037 0.5
Trypanosoma cruzi multidrug resistance-associated protein, putative 0.003 0.0037 1
Leishmania major ATP-binding cassette protein subfamily C, member 5, putative 0.003 0.0037 0.5
Echinococcus granulosus p2X purinoceptor 4 0.0133 0.058 1
Trypanosoma brucei multidrug resistance protein E 0.003 0.0037 0.5
Echinococcus multilocularis multidrug resistance associated protein 1 0.003 0.0037 0.0629
Brugia malayi follicle stimulating hormone receptor 0.028 0.1352 1
Leishmania major ATP-binding cassette protein subfamily C, member 6, putative 0.003 0.0037 0.5
Leishmania major ABC-thiol transporter 0.003 0.0037 0.5
Echinococcus multilocularis multidrug resistance associated protein 7 0.003 0.0037 0.0629
Echinococcus multilocularis p2X purinoceptor 4 0.0133 0.058 1
Loa Loa (eye worm) hypothetical protein 0.0148 0.0658 0.0657
Leishmania major ATP-binding cassette protein subfamily C, member 1, putative 0.003 0.0037 0.5
Loa Loa (eye worm) hypothetical protein 0.006 0.0196 0.0195
Trypanosoma brucei multidrug resistance-associated protein, putative 0.003 0.0037 0.5
Toxoplasma gondii hypothetical protein 0.1922 1 1
Giardia lamblia Multidrug resistance-associated protein 1 0.003 0.0037 1
Entamoeba histolytica ATP-binding cassette protein, putative 0.003 0.0037 0.5
Entamoeba histolytica ATP-binding cassette protein, putative 0.003 0.0037 0.5
Leishmania major pentamidine resistance protein 1 0.003 0.0037 0.5
Echinococcus multilocularis p2X purinoceptor 4 0.0133 0.058 1
Loa Loa (eye worm) pigment dispersing factor receptor c 0.006 0.0196 0.0195
Leishmania major ATP-binding cassette protein subfamily C, member 2, putative 0.003 0.0037 0.5
Brugia malayi latrophilin 2 splice variant baaae 0.0041 0.0096 0.0452
Giardia lamblia MRP-like ABC transporter 0.003 0.0037 1
Loa Loa (eye worm) inward rectifying k channel family protein 1 0.1922 1 1
Entamoeba histolytica ABC transporter, putative 0.003 0.0037 0.5
Loa Loa (eye worm) ABC transporter transmembrane region family protein 0.003 0.0037 0.0035
Brugia malayi Calcitonin receptor-like protein seb-1 0.006 0.0196 0.1214
Trypanosoma cruzi multidrug resistance-associated protein, putative 0.003 0.0037 1
Echinococcus multilocularis p2X purinoceptor 4 0.0133 0.058 1
Trypanosoma cruzi multidrug resistance protein E, putative 0.003 0.0037 1
Giardia lamblia Multidrug resistance-associated protein 1 0.003 0.0037 1
Loa Loa (eye worm) hypothetical protein 0.0148 0.0658 0.0657
Loa Loa (eye worm) hypothetical protein 0.0041 0.0096 0.0095
Leishmania major p-glycoprotein e 0.003 0.0037 0.5
Entamoeba histolytica ATP-binding cassette protein, putative 0.003 0.0037 0.5
Schistosoma mansoni P2X receptor subunit 0.0133 0.058 1
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.006 0.0196 0.1214
Onchocerca volvulus Huntingtin homolog 0.0148 0.0658 0.5
Echinococcus granulosus p2X purinoceptor 4 0.0133 0.058 1
Echinococcus granulosus multidrug resistance associated protein 1 0.003 0.0037 0.0629
Loa Loa (eye worm) hypothetical protein 0.003 0.0037 0.0035
Giardia lamblia ABC transporter, putative 0.003 0.0037 1
Schistosoma mansoni P2X receptor subunit 0.0133 0.058 1
Schistosoma mansoni hypothetical protein 0.0041 0.0096 0.1093
Schistosoma mansoni P2X receptor subunit 0.0133 0.058 1
Loa Loa (eye worm) hypothetical protein 0.003 0.0037 0.0035
Entamoeba histolytica ATP-binding cassette protein, putative 0.003 0.0037 0.5
Trypanosoma brucei p-glycoprotein 0.003 0.0037 0.5
Echinococcus granulosus multidrug resistance associated protein 7 0.003 0.0037 0.0629
Loa Loa (eye worm) hypothetical protein 0.003 0.0035 0.0034

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) > 100 uM Inhibition of human 11beta-HSD1 expressed in HEK293 cells after 2 hrs by scintillation proximity assay ChEMBL. 17350260
IC50 (binding) > 100 uM Inhibition of human 11beta-HSD1 expressed in HEK293 cells after 2 hrs by scintillation proximity assay ChEMBL. 17350260
Inhibition (binding) = 20 % Inhibition of human 11beta-HSD2 at 10 uM by scintillation proximity assay ChEMBL. 17350260
Inhibition (binding) = 20 % Inhibition of human 11beta-HSD2 at 10 uM by scintillation proximity assay ChEMBL. 17350260
Potency (functional) = 0.8913 um PUBCHEM_BIOASSAY: qHTS Multiplex Assay to Identify Dual Action Probes in a Cell Model of Huntington: Aggregate Formation (GFP). (Class of assay: confirmatory) [Related pubchem assays: 1482, 1471 ] ChEMBL. No reference
Potency (functional) = 6.3096 um PUBCHEM_BIOASSAY: qHTS Assay for Agonists of the Thyroid Stimulating Hormone Receptor. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 10.4179 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 48 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (functional) 11.2202 uM PubChem BioAssay. qHTS of GLP-1 Receptor Inverse Agonists (Inhibition Mode). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 25.1189 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Aldehyde Dehydrogenase 1 (ALDH1A1). (Class of assay: confirmatory) [Related pubchem assays: 1030 (qHTS Validation Assay for Inhibitors of aldehyde dehydrogenase 1 (ALDH1A1))] ChEMBL. No reference
Potency (functional) = 39.8107 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Human Jumonji Domain Containing 2E (JMJD2E). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 44.6684 um PUBCHEM_BIOASSAY: qHTS Inhibitors of AmpC Beta-Lactamase (assay with detergent). (Class of assay: confirmatory) [Related pubchem assays: 1002 (Confirmation Concentration-Response Assay for Inhibitors of AmpC Beta-Lactamase (assay with detergent)), 585 (Promiscuous and Specific Inhibitors of AmpC Beta-Lactamase (assay without detergent) - a screen old NIH MLSMR collection), 584 (Promiscuous and Specific Inhibitors of AmpC Beta-Lactamase (assay with detergent) - a screen of the old NIH MLSMR collection), 1003 (Confirmation Cuvette-Based Assay for Inhibitors of AmpC Beta-Lactamase (assay with detergent))] ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23

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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