Detailed information for compound 73714

Basic information

Technical information
  • TDR Targets ID: 73714
  • Name: 1-[2-[6-amino-9-methyl-8-[3-(trifluoromethyl) phenyl]purin-2-yl]ethynyl]cyclohexan-1-ol
  • MW: 415.412 | Formula: C21H20F3N5O
  • H donors: 2 H acceptors: 4 LogP: 3.4 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 1
  • SMILES: Cn1c(nc2c1nc(C#CC1(O)CCCCC1)nc2N)c1cccc(c1)C(F)(F)F
  • InChi: 1S/C21H20F3N5O/c1-29-18(13-6-5-7-14(12-13)21(22,23)24)28-16-17(25)26-15(27-19(16)29)8-11-20(30)9-3-2-4-10-20/h5-7,12,30H,2-4,9-10H2,1H3,(H2,25,26,27)
  • InChiKey: FMTIKYIJMCQZIO-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 1-[2-[6-amino-9-methyl-8-[3-(trifluoromethyl)phenyl]purin-2-yl]ethynyl]cyclohexanol
  • 1-[2-[6-amino-9-methyl-8-[3-(trifluoromethyl)phenyl]-2-purinyl]ethynyl]cyclohexanol
  • 1-[2-[6-azanyl-9-methyl-8-[3-(trifluoromethyl)phenyl]purin-2-yl]ethynyl]cyclohexan-1-ol
  • 1-[2-[6-amino-9-methyl-8-[3-(trifluoromethyl)phenyl]-2-purinyl]ethynyl]-1-cyclohexanol

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens adenosine A2b receptor Starlite/ChEMBL References
Rattus norvegicus Adenosine A2b receptor 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
Echinococcus multilocularis pyroglutamylated rfamide peptide receptor Adenosine A2b receptor   332 aa 346 aa 20.8 %
Schistosoma mansoni biogenic amine (5HT) receptor Adenosine A2b receptor   332 aa 361 aa 27.4 %
Onchocerca volvulus RB1-inducible coiled-coil protein 1 homolog Adenosine A2b receptor   332 aa 280 aa 26.1 %
Schistosoma japonicum Rhodopsin, putative Adenosine A2b receptor   332 aa 333 aa 23.7 %
Schistosoma mansoni dro/myosuppressin receptor Adenosine A2b receptor   332 aa 324 aa 22.2 %
Schistosoma mansoni neuropeptide receptor Adenosine A2b receptor   332 aa 315 aa 27.0 %
Onchocerca volvulus Adenosine A2b receptor   332 aa 311 aa 24.8 %
Schistosoma mansoni adenoreceptor Adenosine A2b receptor   332 aa 323 aa 25.1 %
Onchocerca volvulus Adenosine A2b receptor   332 aa 311 aa 23.5 %
Onchocerca volvulus 26S proteasome non-ATPase regulatory subunit 1 homolog Adenosine A2b receptor   332 aa 276 aa 23.6 %
Onchocerca volvulus Adenosine A2b receptor   332 aa 302 aa 24.5 %
Schistosoma japonicum ko:K04134 cholinergic receptor, invertebrate, putative Adenosine A2b receptor   332 aa 348 aa 23.0 %
Loa Loa (eye worm) hypothetical protein Adenosine A2b receptor   332 aa 319 aa 22.3 %
Echinococcus multilocularis tachykinin peptides receptor 99D Adenosine A2b receptor   332 aa 311 aa 26.0 %
Onchocerca volvulus Phospholipase d-related homolog Adenosine A2b receptor   332 aa 331 aa 23.0 %
Schistosoma mansoni peptide (allatostatin)-like receptor Adenosine A2b receptor   332 aa 316 aa 21.5 %
Echinococcus multilocularis neuropeptide receptor Adenosine A2b receptor   332 aa 320 aa 24.1 %
Schistosoma mansoni peptide (FMRFamide/somatostatin)-like receptor Adenosine A2b receptor   332 aa 345 aa 21.7 %
Onchocerca volvulus Adenosine A2b receptor   332 aa 313 aa 24.3 %
Brugia malayi putative neuropeptide receptor NPR1 Adenosine A2b receptor   332 aa 314 aa 23.2 %
Loa Loa (eye worm) hypothetical protein Adenosine A2b receptor   332 aa 332 aa 26.5 %
Echinococcus multilocularis orexin receptor type 2 Adenosine A2b receptor   332 aa 294 aa 25.2 %
Echinococcus multilocularis allatostatin A receptor Adenosine A2b receptor   332 aa 311 aa 23.5 %
Brugia malayi follicle stimulating hormone receptor Adenosine A2b receptor   332 aa 287 aa 21.3 %
Onchocerca volvulus Adenosine A2b receptor   332 aa 273 aa 20.5 %
Echinococcus granulosus tachykinin peptides receptor 99D Adenosine A2b receptor   332 aa 334 aa 26.0 %
Echinococcus granulosus allatostatin A receptor Adenosine A2b receptor   332 aa 311 aa 22.8 %
Onchocerca volvulus E3 ubiquitin-protein ligase rpm-1 homolog Adenosine A2b receptor   332 aa 291 aa 23.0 %
Onchocerca volvulus Adenosine A2b receptor   332 aa 304 aa 22.0 %
Schistosoma mansoni neuropeptide receptor Adenosine A2b receptor   332 aa 270 aa 25.6 %
Onchocerca volvulus Adenosine A2b receptor   332 aa 361 aa 29.4 %
Echinococcus granulosus neuropeptide receptor Adenosine A2b receptor   332 aa 320 aa 23.8 %
Schistosoma japonicum ko:K04209 neuropeptide Y receptor, invertebrate, putative Adenosine A2b receptor   332 aa 323 aa 27.2 %
Schistosoma japonicum Alpha-1A adrenergic receptor, putative Adenosine A2b receptor   332 aa 332 aa 21.7 %
Onchocerca volvulus Mitochondrial inner membrane protein homolog Adenosine A2b receptor   332 aa 345 aa 28.1 %
Onchocerca volvulus Adenosine A2b receptor   332 aa 293 aa 21.8 %
Echinococcus granulosus pyroglutamylated rfamide peptide receptor Adenosine A2b receptor   332 aa 347 aa 21.0 %
Loa Loa (eye worm) neuropeptide F receptor Adenosine A2b receptor   332 aa 292 aa 21.2 %
Schistosoma japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Adenosine A2b receptor   332 aa 359 aa 26.2 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.0181 0.4614 0.4614
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.0383 1 1
Brugia malayi nuclear hormone receptor 0.0383 1 1
Schistosoma mansoni hepatocyte nuclear factor 4-alpha (hnf-4-alpha) 0.0181 0.4614 0.4614
Schistosoma mansoni nuclear hormone receptor superfamily protein-related 0.0181 0.4614 0.4614
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.0383 1 1
Brugia malayi hypothetical protein 0.0202 0.5191 0.5191
Onchocerca volvulus 0.0383 1 1
Schistosoma mansoni nuclear hormone receptor 0.0181 0.4614 0.4614
Brugia malayi hypothetical protein 0.0202 0.5191 0.5191
Schistosoma mansoni retinoic acid receptor RXR 0.0383 1 1
Loa Loa (eye worm) hypothetical protein 0.0383 1 1
Echinococcus multilocularis voltage gated potassium channel 0.0011 0.0091 0.0091
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.0383 1 1
Brugia malayi hypothetical protein 0.0181 0.4614 0.4614
Schistosoma mansoni voltage-gated potassium channel 0.0011 0.0091 0.0091
Schistosoma mansoni nuclear receptor nhr-48 0.0181 0.4614 0.4614
Brugia malayi Nuclear hormone receptor-like 1 0.0383 1 1
Loa Loa (eye worm) hypothetical protein 0.0202 0.5191 0.5191
Loa Loa (eye worm) hypothetical protein 0.0383 1 1
Loa Loa (eye worm) hypothetical protein 0.0181 0.4614 0.4614
Schistosoma mansoni ecdysone-induced protein 78c (dr-78) 0.0202 0.5191 0.5191
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0181 0.4614 0.4614
Echinococcus multilocularis nuclear receptor subfamily 1 group D 0.0202 0.5191 0.5191
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0181 0.4614 0.4614
Echinococcus multilocularis ecdysone induced protein 78C 0.0383 1 1
Brugia malayi photoreceptor-specific nuclear receptor 0.0383 1 1
Loa Loa (eye worm) hypothetical protein 0.0181 0.4614 0.4614
Echinococcus granulosus nuclear receptor nhr 48 0.0181 0.4614 0.4614
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0383 1 1
Loa Loa (eye worm) hypothetical protein 0.0383 1 1
Loa Loa (eye worm) hypothetical protein 0.0383 1 1
Echinococcus multilocularis FTZ F1 nuclear receptor protein 0.0383 1 1
Schistosoma mansoni retinoid-x-receptor (RXR) 0.0383 1 1
Echinococcus granulosus voltage gated potassium channel 0.0011 0.0091 0.0091
Brugia malayi Nuclear hormone receptor family member nhr-14 0.0383 1 1
Echinococcus granulosus hepatocyte nuclear factor 4 alpha 0.0383 1 1
Schistosoma mansoni thyroid hormone receptor 0.0383 1 1
Echinococcus multilocularis COUP TF:Svp nuclear hormone receptor 0.0383 1 1
Brugia malayi Voltage-gated potassium channel, EAG (KCNH1)-related. C. elegans egl-2 ortholog 0.0011 0.0091 0.0091
Echinococcus multilocularis Nuclear hormone receptor HR96 0.0181 0.4614 0.4614
Schistosoma mansoni steroid hormone receptor ad4bp 0.0383 1 1
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0035 0.0727 1
Brugia malayi Nuclear hormone receptor-like 1 0.0202 0.5191 0.5191
Echinococcus granulosus FTZ F1 nuclear receptor protein 0.0383 1 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.0383 1 1
Loa Loa (eye worm) hypothetical protein 0.0383 1 1
Loa Loa (eye worm) hypothetical protein 0.0181 0.4614 0.4614
Brugia malayi conserved hypotetical protein 0.0181 0.4614 0.4614
Loa Loa (eye worm) DR-78 0.0181 0.4614 0.4614
Echinococcus granulosus retinoic acid receptor rxr beta a 0.0383 1 1
Loa Loa (eye worm) hypothetical protein 0.0181 0.4614 0.4614
Brugia malayi nuclear receptor NHR-67 0.0181 0.4614 0.4614
Loa Loa (eye worm) voltage and ligand gated potassium channel 0.0037 0.0792 0.0792
Echinococcus granulosus Nuclear hormone receptor family member nhr 41 0.0383 1 1
Brugia malayi tailless protein 0.0181 0.4614 0.4614
Schistosoma mansoni nuclear hormone receptor 0.0181 0.4614 0.4614
Loa Loa (eye worm) hypothetical protein 0.0181 0.4614 0.4614
Loa Loa (eye worm) hypothetical protein 0.0383 1 1
Onchocerca volvulus Protein ultraspiracle homolog 0.0383 1 1
Brugia malayi orphan nuclear receptor NR2E1 0.0181 0.4614 0.4614
Echinococcus granulosus Nuclear hormone receptor HR96 0.0181 0.4614 0.4614
Brugia malayi hypothetical protein 0.0181 0.4614 0.4614
Loa Loa (eye worm) hypothetical protein 0.0181 0.4614 0.4614
Brugia malayi steroid hormone receptor 0.0383 1 1
Brugia malayi Nuclear hormone receptor E75 0.0181 0.4614 0.4614
Brugia malayi Nuclear hormone receptor family member nhr-40 0.0383 1 1
Loa Loa (eye worm) hypothetical protein 0.0181 0.4614 0.4614
Brugia malayi Steroid receptor seven-up type 2 0.0383 1 1
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.0383 1 1
Brugia malayi nuclear receptor RXR 0.0181 0.4614 0.4614
Echinococcus granulosus ecdysone induced protein 78C 0.0383 1 1
Loa Loa (eye worm) hypothetical protein 0.0181 0.4614 0.4614
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0383 1 1
Brugia malayi Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog 0.0037 0.0792 0.0792
Echinococcus multilocularis Nuclear hormone receptor HR96 0.0181 0.4614 0.4614
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.0383 1 1
Echinococcus granulosus thyroid hormone receptor alpha 0.0181 0.4614 0.4614
Schistosoma mansoni retinoid-x-receptor (RXR) 0.0202 0.5191 0.5191
Echinococcus multilocularis hepatocyte nuclear factor 4 alpha 0.0383 1 1
Echinococcus multilocularis potassium voltage gated channel subfamily H 0.0011 0.0091 0.0091
Loa Loa (eye worm) hypothetical protein 0.0181 0.4614 0.4614
Schistosoma mansoni nuclear receptor 0.0181 0.4614 0.4614
Echinococcus granulosus Nuclear hormone receptor HR96 0.0181 0.4614 0.4614
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0383 1 1
Echinococcus granulosus nuclear receptor subfamily 1 group D 0.0202 0.5191 0.5191
Echinococcus multilocularis FTZ F1 alpha 0.0383 1 1
Brugia malayi Nuclear hormone receptor family member nhr-1 0.0383 1 1
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog 0.0383 1 1
Brugia malayi nuclear hormone receptor 0.0181 0.4614 0.4614
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0383 1 1
Echinococcus multilocularis retinoic acid receptor rxr beta a retinoic acid receptor rxr alpha a retinoic acid receptor rxr alpha 0.0181 0.4614 0.4614
Echinococcus multilocularis potassium voltage gated channel subfamily H 0.0037 0.0792 0.0792
Loa Loa (eye worm) hypothetical protein 0.0032 0.0661 0.0661
Echinococcus multilocularis nuclear receptor subfamily 4 group A 0.0181 0.4614 0.4614
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0383 1 1
Schistosoma mansoni nuclear hormone receptor 0.0383 1 1
Schistosoma mansoni voltage-gated potassium channel 0.0011 0.0091 0.0091
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.0383 1 1
Loa Loa (eye worm) nuclear hormone receptor-like 1 0.0202 0.5191 0.5191
Loa Loa (eye worm) hypothetical protein 0.0202 0.5191 0.5191
Schistosoma mansoni thyroid hormone receptor 0.0383 1 1
Echinococcus granulosus FTZ F1 alpha 0.0383 1 1
Echinococcus granulosus nuclear receptor subfamily 4 group A 0.0181 0.4614 0.4614
Loa Loa (eye worm) hypothetical protein 0.0202 0.5191 0.5191
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.0383 1 1
Loa Loa (eye worm) hypothetical protein 0.0202 0.5191 0.5191
Brugia malayi Nuclear hormone receptor family member nhr-49 0.0383 1 1
Loa Loa (eye worm) hypothetical protein 0.0383 1 1
Brugia malayi Nuclear hormone receptor family member nhr-41 0.0383 1 1
Echinococcus granulosus potassium voltage gated channel subfamily H 0.0011 0.0091 0.0091
Onchocerca volvulus Bile acid receptor homolog 0.0383 1 1
Loa Loa (eye worm) hypothetical protein 0.0011 0.0091 0.0091
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.0383 1 1
Schistosoma mansoni nuclear receptor 0.0181 0.4614 0.4614
Brugia malayi nuclear hormone receptor family member odr-7 0.0181 0.4614 0.4614
Brugia malayi nuclear receptor NHR-88 0.0383 1 1
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0383 1 1
Brugia malayi Nuclear hormone receptor family member nhr-3 0.0383 1 1
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0383 1 1
Brugia malayi nuclear receptor RXR 0.0202 0.5191 0.5191
Schistosoma mansoni voltage-gated potassium channel 0.004 0.0882 0.0882
Brugia malayi Nuclear hormone receptor-like 1 0.0202 0.5191 0.5191
Schistosoma mansoni Tr4/Tr2 (homologue) 0.0383 1 1
Brugia malayi nuclear receptor NHR-88 0.0181 0.4614 0.4614
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.0383 1 1
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0035 0.0727 1
Loa Loa (eye worm) nuclear receptor NHR-67 0.0181 0.4614 0.4614
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.0383 1 1
Echinococcus multilocularis Nuclear hormone receptor family member nhr 41 0.0383 1 1
Loa Loa (eye worm) hypothetical protein 0.0181 0.4614 0.4614
Echinococcus multilocularis thyroid hormone receptor alpha 0.0383 1 1
Loa Loa (eye worm) steroid hormone receptor 0.0383 1 1
Loa Loa (eye worm) nuclear receptor nhr-7B 0.0181 0.4614 0.4614
Schistosoma mansoni zinc finger protein 0.0181 0.4614 0.4614
Loa Loa (eye worm) hypothetical protein 0.0202 0.5191 0.5191
Schistosoma mansoni coup transcription factor 0.0383 1 1
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0383 1 1
Loa Loa (eye worm) hypothetical protein 0.0383 1 1
Brugia malayi ecdysone receptor 0.0181 0.4614 0.4614
Echinococcus granulosus COUP TF:Svp nuclear hormone receptor 0.0383 1 1
Echinococcus granulosus potassium voltage gated channel subfamily H 0.0037 0.0792 0.0792
Schistosoma mansoni RAR-like nuclear receptor 0.0383 1 1
Brugia malayi nuclear receptor subfamily 1, group D, member 1, putative 0.0181 0.4614 0.4614
Brugia malayi nuclear hormone receptor family member nhr-6 0.0181 0.4614 0.4614
Loa Loa (eye worm) nuclear hormone receptor 0.0181 0.4614 0.4614
Echinococcus multilocularis nuclear receptor nhr 48 0.0181 0.4614 0.4614
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0383 1 1
Schistosoma mansoni voltage-gated potassium channel 0.004 0.0882 0.0882
Loa Loa (eye worm) hypothetical protein 0.0181 0.4614 0.4614
Brugia malayi Nuclear hormone receptor E75 0.0181 0.4614 0.4614
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0383 1 1
Loa Loa (eye worm) hypothetical protein 0.0181 0.4614 0.4614
Brugia malayi Nuclear hormone receptor family member nhr-31 0.0383 1 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 5.6 uM Inhibitory activity on NECA-induced cyclic-AMP accumulation in CHO-K1 cells expressing human Adenosine A2B receptor ChEMBL. 11170626
IC50 (functional) = 5.6 uM Inhibitory activity on NECA-induced cyclic-AMP accumulation in CHO-K1 cells expressing human Adenosine A2B receptor ChEMBL. 11170626
IC50 (functional) > 10 uM Inhibitory activity on N-ethylcarboxamidoadenosine (NECA)-induced glucose production in primary cultured rat hepatocytes ChEMBL. 11170626
IC50 (functional) > 10 uM Inhibitory activity on N-ethylcarboxamidoadenosine (NECA)-induced glucose production in primary cultured rat hepatocytes ChEMBL. 11170626

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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