Detailed information for compound 158427

Basic information

Technical information
  • TDR Targets ID: 158427
  • Name: methyl (2S)-2-(adamantane-1-carbonylamino)-3- phenylpropanoate
  • MW: 341.444 | Formula: C21H27NO3
  • H donors: 1 H acceptors: 2 LogP: 4.03 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: COC(=O)[C@@H](NC(=O)C12CC3CC(C2)CC(C1)C3)Cc1ccccc1
  • InChi: 1S/C21H27NO3/c1-25-19(23)18(10-14-5-3-2-4-6-14)22-20(24)21-11-15-7-16(12-21)9-17(8-15)13-21/h2-6,15-18H,7-13H2,1H3,(H,22,24)/t15?,16?,17?,18-,21?/m0/s1
  • InChiKey: ZJZIVDCVOLKKFB-QQABJKMWSA-N  


Substructure search Similarity search

Network

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Synonyms

  • methyl (2S)-2-(adamantane-1-carbonylamino)-3-phenyl-propanoate
  • (2S)-2-[[1-adamantyl(oxo)methyl]amino]-3-phenylpropanoic acid methyl ester
  • methyl (2S)-2-(1-adamantylcarbonylamino)-3-phenyl-propanoate
  • (2S)-2-(adamantane-1-carbonylamino)-3-phenyl-propionic acid methyl ester
  • (2S)-2-[(1-adamantyl-oxomethyl)amino]-3-phenylpropanoic acid methyl ester
  • ZINC04159829

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
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
Echinococcus multilocularis receptor type guanylyl cyclase 0.003 0.0374 0.0374
Echinococcus granulosus glutamate receptor 2 0.003 0.0374 0.0374
Echinococcus granulosus glutamate receptor 2 0.003 0.0374 0.0374
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0046 0.0777 0.081
Echinococcus granulosus geminin 0.017 0.402 0.402
Loa Loa (eye worm) isocitrate dehydrogenase 0.0063 0.1229 0.1229
Schistosoma mansoni immunophilin FK506 binding protein FKBP12 0.0054 0.0982 0.1024
Leishmania major peptidylprolyl isomerase-like protein 0.0054 0.0982 0.7117
Plasmodium vivax isocitrate dehydrogenase [NADP], mitochondrial, putative 0.0063 0.1229 1
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0046 0.0777 0.081
Trichomonas vaginalis peptidylprolyl isomerase, putative 0.0054 0.0982 0.5
Loa Loa (eye worm) latrophilin receptor protein 2 0.0049 0.085 0.085
Brugia malayi Metabotropic glutamate receptor precursor. 0.0324 0.8044 0.8385
Schistosoma mansoni tar DNA-binding protein 0.0384 0.9593 1
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0154 0.3598 0.3751
Loa Loa (eye worm) hypothetical protein 0.0046 0.0789 0.0789
Echinococcus granulosus tar DNA binding protein 0.0384 0.9593 0.9593
Brugia malayi metabotropic GABA-B receptor subtype 2 0.003 0.0374 0.039
Loa Loa (eye worm) hypothetical protein 0.0105 0.2326 0.2326
Schistosoma mansoni metabotropic glutamate receptor 0.0158 0.3704 0.3861
Entamoeba histolytica peptidyl-prolyl cis-trans isomerase, FKBP-type, putative 0.0054 0.0982 1
Brugia malayi RNA recognition motif domain containing protein 0.0384 0.9593 1
Echinococcus multilocularis glutamate receptor 2 0.003 0.0374 0.0374
Echinococcus multilocularis peptidyl prolyl cis trans isomerase FKBP4 0.0054 0.0982 0.0982
Loa Loa (eye worm) hypothetical protein 0.003 0.0374 0.0374
Schistosoma mansoni hypothetical protein 0.0049 0.085 0.0886
Schistosoma mansoni hypothetical protein 0.0053 0.0952 0.0992
Plasmodium falciparum isocitrate dehydrogenase [NADP], mitochondrial 0.0063 0.1229 1
Schistosoma mansoni metabotropic glutamate receptor 2 3 (mglur group 2) 0.0369 0.9204 0.9595
Loa Loa (eye worm) RGC/RGC protein kinase 0.003 0.0374 0.0374
Brugia malayi latrophilin 2 splice variant baaae 0.0105 0.2326 0.2425
Trypanosoma brucei isocitrate dehydrogenase, putative 0.0063 0.1229 1
Trypanosoma brucei isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0063 0.1229 1
Brugia malayi RNA binding protein 0.0384 0.9593 1
Trypanosoma cruzi FK506-binding protein (FKBP)-type peptidyl-prolyl isomerase, putative 0.0054 0.0982 0.7117
Trichomonas vaginalis immunophilin, putative 0.0054 0.0982 0.5
Brugia malayi Guanylyl cyclase protein 23 0.003 0.0374 0.039
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.003 0.0374 0.0374
Schistosoma mansoni tar DNA-binding protein 0.0384 0.9593 1
Loa Loa (eye worm) hypothetical protein 0.0181 0.4303 0.4303
Schistosoma mansoni tar DNA-binding protein 0.0384 0.9593 1
Schistosoma mansoni tyrosine kinase 0.003 0.0374 0.039
Loa Loa (eye worm) hypothetical protein 0.0049 0.085 0.085
Trichomonas vaginalis peptidylprolyl isomerase, putative 0.0054 0.0982 0.5
Brugia malayi MH2 domain containing protein 0.0237 0.5775 0.602
Brugia malayi hypothetical protein 0.003 0.0374 0.039
Loa Loa (eye worm) MH2 domain-containing protein 0.0237 0.5775 0.5775
Schistosoma mansoni hypothetical protein 0.017 0.402 0.4191
Loa Loa (eye worm) hypothetical protein 0.003 0.0374 0.0374
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.003 0.0374 0.0374
Onchocerca volvulus Metabotropic glutamate receptor homolog 0.0053 0.0952 0.1471
Echinococcus multilocularis GPCR, family 2 0.0049 0.085 0.085
Brugia malayi FKBP-type peptidyl-prolyl cis-trans isomerase-12, BmFKBP-12 0.0054 0.0982 0.1024
Echinococcus granulosus metabotropic glutamate receptor 2 0.0272 0.667 0.667
Echinococcus multilocularis geminin 0.017 0.402 0.402
Loa Loa (eye worm) hypothetical protein 0.003 0.0374 0.0374
Brugia malayi Receptor family ligand binding region containing protein 0.003 0.0374 0.039
Loa Loa (eye worm) glutamate receptor 0.0128 0.2908 0.2908
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0046 0.0777 0.0777
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0049 0.085 0.0886
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0154 0.3598 0.3598
Brugia malayi metabotropic glutamate receptor subtype 5a (mGluR5a), putative 0.0294 0.7248 0.7555
Schistosoma mansoni immunophilin 0.0046 0.0789 0.0823
Echinococcus multilocularis metabotropic glutamate receptor 5 0.0399 1 1
Echinococcus multilocularis peptidyl prolyl cis trans isomerase FKBP4 0.0046 0.0789 0.0789
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0049 0.085 0.085
Echinococcus multilocularis atrial natriuretic peptide receptor 0.003 0.0374 0.0374
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.003 0.0374 0.0374
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0046 0.0777 0.081
Schistosoma mansoni hypothetical protein 0.0049 0.085 0.0886
Trypanosoma cruzi isocitrate dehydrogenase, putative 0.0063 0.1229 1
Brugia malayi metabotropic glutamate receptor type 2 0.0158 0.3704 0.3861
Echinococcus granulosus GPCR family 2 0.0049 0.085 0.085
Brugia malayi N-terminal motif family protein 0.0181 0.4303 0.4486
Echinococcus granulosus GPCR family 3 C terminal 0.0053 0.0952 0.0952
Giardia lamblia 70 kDa peptidylprolyl isomerase, putative 0.0054 0.0982 0.5
Schistosoma mansoni immunophilin 0.0054 0.0982 0.1024
Toxoplasma gondii isocitrate dehydrogenase 0.0063 0.1229 0.5
Giardia lamblia FKBP-type peptidyl-prolyl cis-trans isomerase 0.0054 0.0982 0.5
Mycobacterium tuberculosis Probable isocitrate dehydrogenase [NADP] Icd1 (oxalosuccinate decarboxylase) (IDH) (NADP+-specific ICDH) (IDP) 0.0063 0.1229 0.5
Echinococcus multilocularis tyrosine kinase 0.003 0.0374 0.0374
Echinococcus multilocularis nmda type glutamate receptor 0.003 0.0374 0.0374
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.003 0.0374 0.0374
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0046 0.0777 0.0777
Echinococcus granulosus tyrosine kinase 0.003 0.0374 0.0374
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0049 0.085 0.085
Loa Loa (eye worm) hypothetical protein 0.0083 0.1748 0.1748
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0046 0.0777 0.0777
Loa Loa (eye worm) hypothetical protein 0.003 0.0374 0.0374
Echinococcus multilocularis isocitrate dehydrogenase 2 (NADP+) 0.0063 0.1229 0.1229
Loa Loa (eye worm) transcription factor SMAD2 0.0237 0.5775 0.5775
Onchocerca volvulus Rap guanine nucleotide exchange factor 1 homolog 0.0181 0.4303 1
Loa Loa (eye worm) RGC/RGC protein kinase 0.003 0.0374 0.0374
Trichomonas vaginalis fk506-binding protein, putative 0.0054 0.0982 0.5
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0384 0.9593 0.9593
Entamoeba histolytica peptidyl-prolyl cis-trans isomerase, FKBP-type , putative 0.0054 0.0982 1
Loa Loa (eye worm) hypothetical protein 0.0154 0.3598 0.3598
Toxoplasma gondii isocitrate dehydrogenase 0.0063 0.1229 0.5
Loa Loa (eye worm) hypothetical protein 0.003 0.0374 0.0374
Schistosoma mansoni tar DNA-binding protein 0.0384 0.9593 1
Echinococcus multilocularis glutamate receptor 2 0.003 0.0374 0.0374
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0049 0.085 0.085
Schistosoma mansoni metabotropic glutamate receptor 0.0272 0.667 0.6953
Echinococcus granulosus peptidyl prolyl cis trans isomerase FKBP4 0.0054 0.0982 0.0982
Echinococcus granulosus peptidyl prolyl cis trans isomerase FKBP4 0.0046 0.0789 0.0789
Loa Loa (eye worm) hypothetical protein 0.003 0.0374 0.0374
Schistosoma mansoni NADP-specific isocitrate dehydrogenase 0.0063 0.1229 0.1281
Brugia malayi FKBP-type peptidyl-prolyl cis-trans isomerase-59, BmFKBP59 0.0054 0.0982 0.1024
Echinococcus granulosus glutamate receptor ionotrophic AMPA 3 0.003 0.0374 0.0374
Loa Loa (eye worm) hypothetical protein 0.0399 1 1
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0063 0.1229 0.1229
Echinococcus multilocularis metabotropic glutamate receptor 2 0.0272 0.667 0.667
Loa Loa (eye worm) TAR-binding protein 0.0384 0.9593 0.9593
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0063 0.1229 0.1229
Loa Loa (eye worm) FKBP-type peptidyl-prolyl cis-trans isomerase-12 0.0054 0.0982 0.0982
Trypanosoma cruzi peptidyl-prolyl cis-trans isomerase, putative 0.0054 0.0982 0.7117
Loa Loa (eye worm) glutamate receptor 0.0324 0.8044 0.8044
Echinococcus granulosus receptor type guanylyl cyclase 0.003 0.0374 0.0374
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.003 0.0374 0.0374
Loa Loa (eye worm) RNA binding protein 0.0384 0.9593 0.9593
Onchocerca volvulus Poor gastrulation protein homolog 0.0053 0.0952 0.1471
Schistosoma mansoni glutamate receptor NMDA 0.003 0.0374 0.039
Trypanosoma cruzi isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0063 0.1229 1
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0063 0.1229 0.1229
Echinococcus granulosus nmda type glutamate receptor 0.003 0.0374 0.0374
Trypanosoma cruzi peptidyl-prolyl cis-trans isomerase, putative 0.0054 0.0982 0.7117
Brugia malayi Isocitrate dehydrogenase 0.0063 0.1229 0.1281
Schistosoma mansoni tyrosine kinase 0.003 0.0374 0.039
Schistosoma mansoni hypothetical protein 0.0049 0.085 0.0886
Loa Loa (eye worm) FKBP5 protein 0.0054 0.0982 0.0982
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0049 0.085 0.085
Echinococcus multilocularis glutamate receptor, ionotrophic, AMPA 3 0.003 0.0374 0.0374
Schistosoma mansoni protein kinase 0.003 0.0374 0.039
Schistosoma mansoni hypothetical protein 0.0049 0.085 0.0886
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0046 0.0777 0.0777
Echinococcus granulosus NADP dependent isocitrate dehydrogenase 0.0063 0.1229 0.1229
Leishmania major isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0063 0.1229 1
Trypanosoma cruzi FK506-binding protein (FKBP)-type peptidyl-prolyl isomerase, putative 0.0054 0.0982 0.7117
Brugia malayi Latrophilin receptor protein 2 0.0049 0.085 0.0886
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.003 0.0374 0.0374
Brugia malayi Calcitonin receptor-like protein seb-1 0.0154 0.3598 0.3751
Loa Loa (eye worm) hypothetical protein 0.0053 0.0952 0.0952
Mycobacterium ulcerans FK-506 binding protein, peptidyl-prolyl cis-trans isomerase 0.0054 0.0982 0.5
Loa Loa (eye worm) RGC/RGC protein kinase 0.003 0.0374 0.0374
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0046 0.0777 0.081
Schistosoma mansoni hypothetical protein 0.0105 0.2326 0.2425
Leishmania major fk506-binding protein 1-like protein 0.0054 0.0982 0.7117
Echinococcus multilocularis tar DNA binding protein 0.0384 0.9593 0.9593
Brugia malayi TAR-binding protein 0.0384 0.9593 1
Brugia malayi Receptor family ligand binding region containing protein 0.0083 0.1748 0.1822
Loa Loa (eye worm) metabotropic GABA-B receptor subtype 2 0.0083 0.1748 0.1748
Brugia malayi isocitrate dehydrogenase 0.0063 0.1229 0.1281
Echinococcus multilocularis GPCR, family 3, C terminal 0.0053 0.0952 0.0952
Treponema pallidum peptidyl-prolyl cis-trans isomerase, FKBP-type, 22 kDa (fklB) 0.0054 0.0982 0.5
Loa Loa (eye worm) receptor family ligand binding region containing protein 0.0083 0.1748 0.1748
Brugia malayi metabotropic GABA-B receptor subtype 2 0.0053 0.0952 0.0992
Echinococcus multilocularis fk506 binding protein 0.0054 0.0982 0.0982
Schistosoma mansoni immunophilin 0.0054 0.0982 0.1024
Echinococcus granulosus atrial natriuretic peptide receptor 0.003 0.0374 0.0374
Echinococcus multilocularis isocitrate dehydrogenase 0.0063 0.1229 0.1229
Loa Loa (eye worm) metabotropic glutamate receptor 8 0.003 0.0374 0.0374
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0046 0.0777 0.0777
Loa Loa (eye worm) hypothetical protein 0.003 0.0374 0.0374
Schistosoma mansoni hypothetical protein 0.017 0.402 0.4191
Echinococcus granulosus peptidyl prolyl cis trans isomerase FKBP1A 0.0054 0.0982 0.0982
Schistosoma mansoni tar DNA-binding protein 0.0384 0.9593 1

Activities

Activity type Activity value Assay description Source Reference
Antiproliferative effect (functional) = 10 uM Antiproliferative effect was determined on CD81 enriched cell lines for binding and activation of the CD81 receptor ChEMBL. 12825926
Cytotoxicity (functional) > 10 uM Nonspecific cytotoxicity of the compound was determined at the specified concentration ChEMBL. 12825926

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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