Detailed information for compound 174478

Basic information

Technical information
  • TDR Targets ID: 174478
  • Name: 3-(4-cyclopropyl-1,1,1-trifluoro-2-phenylmeth oxybut-3-yn-2-yl)-5-ethyl-6-methyl-1H-pyridin -2-one
  • MW: 389.411 | Formula: C22H22F3NO2
  • H donors: 1 H acceptors: 2 LogP: 5.48 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCc1cc(c(nc1C)O)C(C(F)(F)F)(OCc1ccccc1)C#CC1CC1
  • InChi: 1S/C22H22F3NO2/c1-3-18-13-19(20(27)26-15(18)2)21(22(23,24)25,12-11-16-9-10-16)28-14-17-7-5-4-6-8-17/h4-8,13,16H,3,9-10,14H2,1-2H3,(H,26,27)
  • InChiKey: IJKRFIRPCMPTFM-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 3-[1-benzyloxy-3-cyclopropyl-1-(trifluoromethyl)prop-2-ynyl]-5-ethyl-6-methyl-1H-pyridin-2-one
  • 3-(4-cyclopropyl-1,1,1-trifluoro-2-phenylmethoxy-but-3-yn-2-yl)-5-ethyl-6-methyl-1H-pyridin-2-one
  • 3-[1-benzoxy-3-cyclopropyl-1-(trifluoromethyl)prop-2-ynyl]-5-ethyl-6-methyl-2-pyridone
  • 3-[4-cyclopropyl-1,1,1-trifluoro-2-(phenylmethoxy)but-3-yn-2-yl]-5-ethyl-6-methyl-1H-pyridin-2-one
  • 3-[3-cyclopropyl-1-(phenylmethoxy)-1-(trifluoromethyl)prop-2-ynyl]-5-ethyl-6-methyl-1H-pyridin-2-one
  • 3-[1-(benzyloxy)-3-cyclopropyl-1-(trifluoromethyl)prop-2-ynyl]-5-ethyl-6-methyl-2-pyridone

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Human immunodeficiency virus 1 Human immunodeficiency virus type 1 reverse transcriptase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma mansoni hypothetical protein Get druggable targets OG5_139608 All targets in OG5_139608
Trypanosoma congolense RNA helicase, putative Get druggable targets OG5_139608 All targets in OG5_139608
Trypanosoma brucei RNA helicase, putative Get druggable targets OG5_139608 All targets in OG5_139608
Plasmodium yoelii integrase-related Get druggable targets OG5_139608 All targets in OG5_139608
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
Leishmania major cytochrome p450-like protein 0.0559 1 1
Schistosoma mansoni cytochrome P450 0.0161 0.1325 1
Loa Loa (eye worm) cytochrome P450 family protein 0.0559 1 1
Brugia malayi Cytochrome P450 family protein 0.0559 1 1
Trypanosoma cruzi cytochrome P450, putative 0.0559 1 1
Mycobacterium tuberculosis Cytochrome P450 121 Cyp121 0.0161 0.1325 0.5
Mycobacterium ulcerans cytochrome P450 185A4 Cyp185A4 0.0559 1 1
Mycobacterium tuberculosis Probable cytochrome P450 123 Cyp123 0.0161 0.1325 0.5
Mycobacterium tuberculosis Probable cytochrome P450 138 Cyp138 0.0161 0.1325 0.5
Echinococcus multilocularis 0.0161 0.1325 0.5
Mycobacterium tuberculosis Probable cytochrome P450 141 Cyp141 0.0161 0.1325 0.5
Trypanosoma brucei Lanosterol 14-alpha demethylase 0.0161 0.1325 0.1325
Mycobacterium tuberculosis Probable cytochrome P450 125 Cyp125 0.0161 0.1325 0.5
Loa Loa (eye worm) cytochrome P450 family protein 0.0559 1 1
Mycobacterium tuberculosis Probable cytochrome P450 monooxygenase 142 Cyp142 0.0161 0.1325 0.5
Loa Loa (eye worm) hypothetical protein 0.0398 0.6496 0.5961
Schistosoma mansoni hypothetical protein 0.0161 0.1325 1
Mycobacterium tuberculosis Probable cytochrome P450 140 Cyp140 0.0161 0.1325 0.5
Trypanosoma brucei cytochrome P450, putative 0.0559 1 1
Echinococcus granulosus cytochrome P450 2K1 0.0161 0.1325 0.5
Mycobacterium tuberculosis Possible cytochrome P450 135A1 Cyp135A1 0.0161 0.1325 0.5
Mycobacterium tuberculosis Probable cytochrome P450 144 Cyp144 0.0161 0.1325 0.5
Mycobacterium tuberculosis Probable cytochrome P450 124 Cyp124 0.0161 0.1325 0.5
Toxoplasma gondii cytochrome p450 superfamily protein 0.0161 0.1325 0.5
Mycobacterium tuberculosis Possible cytochrome P450 135B1 Cyp135B1 0.0161 0.1325 0.5
Mycobacterium tuberculosis Probable cytochrome P450 128 Cyp128 0.0161 0.1325 0.5
Mycobacterium tuberculosis Probable cytochrome P450 143 Cyp143 0.0161 0.1325 0.5
Mycobacterium tuberculosis Possible cytochrome P450 126 Cyp126 0.0161 0.1325 0.5
Mycobacterium tuberculosis Probable cytochrome P450 132 Cyp132 0.0161 0.1325 0.5
Loa Loa (eye worm) CYP4Cod1 0.0559 1 1
Mycobacterium tuberculosis Probable cytochrome P450 136 Cyp136 0.0161 0.1325 0.5
Trypanosoma cruzi cytochrome P450, putative 0.0559 1 1
Mycobacterium tuberculosis Cytochrome P450 51 Cyp51 (CYPL1) (P450-L1A1) (sterol 14-alpha demethylase) (lanosterol 14-alpha demethylase) (P450-14DM) 0.0161 0.1325 0.5
Mycobacterium leprae putative cytochrome p450 0.0161 0.1325 0.5
Mycobacterium leprae Conserved hypothetical protein 0.0161 0.1325 0.5
Mycobacterium tuberculosis Probable cytochrome P450 139 Cyp139 0.0161 0.1325 0.5
Mycobacterium tuberculosis Probable cytochrome P450 130 Cyp130 0.0161 0.1325 0.5
Mycobacterium tuberculosis Probable cytochrome P450 137 Cyp137 0.0161 0.1325 0.5

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 1348 nM Inhibition of the NNRTI HIV-1 enzyme by 50% using enzyme assay. ChEMBL. 11212098
IC50 (binding) = 1348 nM Inhibition of the NNRTI HIV-1 enzyme by 50% using enzyme assay. ChEMBL. 11212098
IC90 (binding) = 46 nM Compound was evaluated for its ability to inhibit the NNRTI HIV-1 enzyme by 90% using whole cell assay ChEMBL. 11212098
IC90 (binding) = 46 nM Compound was evaluated for its ability to inhibit the NNRTI HIV-1 enzyme by 90% using whole cell assay ChEMBL. 11212098
IC90 (binding) = 113 nM Compound was evaluated for its ability to inhibit the mutant K103N NNRTI HIV-1 enzyme ChEMBL. 11212098
IC90 (binding) = 113 nM Compound was evaluated for its ability to inhibit the mutant K103N NNRTI HIV-1 enzyme ChEMBL. 11212098
IC90 (binding) = 283 nM Compound was evaluated for its ability to inhibit the mutant K103N P225H NNRTI HIV-1 enzyme ChEMBL. 11212098
IC90 (binding) = 283 nM Compound was evaluated for its ability to inhibit the mutant K103N P225H NNRTI HIV-1 enzyme ChEMBL. 11212098
IC90 (binding) = 668 nM Compound was evaluated for its ability to inhibit the mutant K103N L1001 NNRTI HIV-1 enzyme ChEMBL. 11212098
IC90 (binding) = 668 nM Compound was evaluated for its ability to inhibit the mutant K103N L1001 NNRTI HIV-1 enzyme ChEMBL. 11212098
IC90 (binding) = 1207 nM Compound was evaluated for its ability to inhibit the mutant K103N V1081NNRTI HIV-1 enzyme ChEMBL. 11212098
IC90 (binding) = 1207 nM Compound was evaluated for its ability to inhibit the mutant K103N V1081NNRTI HIV-1 enzyme ChEMBL. 11212098

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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