Detailed information for compound 411609

Basic information

Technical information
  • TDR Targets ID: 411609
  • Name: (1R,3aR,4aR,8aR,9S,9aS)-6,6-difluoro-1-methyl -9-[(E)-2-[5-[3-(trifluoromethyl)phenyl]pyrid in-2-yl]ethenyl]-1,3a,4,4a,5,7,8,8a,9,9a-deca hydrobenzo[f][2]benzofuran-3-one
  • MW: 491.493 | Formula: C27H26F5NO2
  • H donors: 0 H acceptors: 2 LogP: 6.58 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: C[C@H]1OC(=O)[C@H]2[C@@H]1[C@@H](/C=C/c1ccc(cn1)c1cccc(c1)C(F)(F)F)[C@H]1[C@H](C2)CC(CC1)(F)F
  • InChi: 1S/C27H26F5NO2/c1-15-24-22(21-9-10-26(28,29)13-18(21)12-23(24)25(34)35-15)8-7-20-6-5-17(14-33-20)16-3-2-4-19(11-16)27(30,31)32/h2-8,11,14-15,18,21-24H,9-10,12-13H2,1H3/b8-7+/t15-,18-,21-,22+,23-,24+/m1/s1
  • InChiKey: PSMGTRVHCCASCW-RRVPNGAVSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (1R,3aR,4aR,8aR,9S,9aS)-6,6-difluoro-1-methyl-9-[(E)-2-[5-[3-(trifluoromethyl)phenyl]-2-pyridyl]vinyl]-1,3a,4,4a,5,7,8,8a,9,9a-decahydrobenzo[f]isobenzofuran-3-one
  • (1R,3aR,4aR,8aR,9S,9aS)-6,6-difluoro-1-methyl-9-[(E)-2-[5-[3-(trifluoromethyl)phenyl]pyridin-2-yl]ethenyl]-1,3a,4,4a,5,7,8,8a,9,9a-decahydronaphtho[2,3-c]furan-3-one

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens coagulation factor II (thrombin) receptor Starlite/ChEMBL References
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase Curated by TDR Targets References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) Get druggable targets OG5_127385 All targets in OG5_127385
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Echinococcus multilocularis thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Mycobacterium ulcerans thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Theileria parva dihydrofolate reductase-thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Leishmania infantum dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Echinococcus granulosus thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Schistosoma japonicum ko:K00560 thymidylate synthase [EC2.1.1.45], putative Get druggable targets OG5_127385 All targets in OG5_127385
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Cryptosporidium parvum dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Leishmania donovani dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Candida albicans Thymidylate synthase capable of functional substitution for S. cerevisiae CDC21 (YOR074C) Get druggable targets OG5_127385 All targets in OG5_127385
Loa Loa (eye worm) thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Brugia malayi thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) Get druggable targets OG5_127385 All targets in OG5_127385
Leishmania mexicana dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Plasmodium knowlesi bifunctional dihydrofolate reductase-thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Leishmania braziliensis dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Candida albicans Thymidylate synthase capable of functional substitution for S. cerevisiae CDC21 (YOR074C) Get druggable targets OG5_127385 All targets in OG5_127385
Onchocerca volvulus Get druggable targets OG5_127385 All targets in OG5_127385
Babesia bovis dihydrofolate reductase/thymidilate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Plasmodium yoelii thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Plasmodium berghei bifunctional dihydrofolate reductase-thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Schistosoma japonicum hypothetical protein Get druggable targets OG5_127385 All targets in OG5_127385
Trypanosoma brucei gambiense dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Neospora caninum Bifunctional dihydrofolate reductase-thymidylate synthase, related Get druggable targets OG5_127385 All targets in OG5_127385
Cryptosporidium hominis chain A, crystal structure of Dhfr Get druggable targets OG5_127385 All targets in OG5_127385
Leishmania major dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
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 cathepsin L-like protease 0.02 1 1
Trypanosoma cruzi cysteine peptidase, putative 0.02 1 1
Trypanosoma cruzi cysteine peptidase, putative 0.02 1 1
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.013 0.4775 0.5
Echinococcus granulosus cathepsin l1 0.0134 0.5061 0.3182
Onchocerca volvulus 0.02 1 1
Brugia malayi thymidylate synthase 0.013 0.4775 0.4775
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.02 1 1
Loa Loa (eye worm) hypothetical protein 0.0134 0.5061 0.5061
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.02 1 1
Leishmania major cysteine peptidase A (CPA) 0.02 1 1
Onchocerca volvulus 0.02 1 1
Echinococcus granulosus cathepsin l cysteine peptidase 0.02 1 1
Plasmodium vivax vivapain-2 0.02 1 1
Echinococcus granulosus thymidylate synthase 0.013 0.4775 0.2787
Plasmodium vivax unspecified product 0.0103 0.2757 0.2757
Echinococcus multilocularis thymidylate synthase 0.013 0.4775 0.2787
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.013 0.4775 0.4775
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0134 0.5061 0.3182
Loa Loa (eye worm) papain family cysteine protease containing protein 0.02 1 1
Echinococcus granulosus cathepsin L cysteine proteinase 0.02 1 1
Onchocerca volvulus 0.02 1 1
Echinococcus multilocularis cathepsin L cysteine protease 0.02 1 1
Plasmodium vivax vivapain-1 0.0103 0.2757 0.2757
Entamoeba histolytica cysteine proteinase, putative 0.0134 0.5061 0.3182
Schistosoma mansoni SmCL2-like peptidase (C01 family) 0.0103 0.2757 0.2757
Onchocerca volvulus 0.02 1 1
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.013 0.4775 0.5
Plasmodium falciparum cysteine proteinase falcipain 2a 0.02 1 1
Schistosoma mansoni cathepsin F (C01 family) 0.0134 0.5061 0.5061
Echinococcus multilocularis cathepsin L cysteine protease 0.02 1 1
Loa Loa (eye worm) hypothetical protein 0.02 1 1
Leishmania major cathepsin L-like protease 0.02 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L or K-like cysteine peptidase 0.02 1 1
Brugia malayi Cathepsin L-like precursor 0.02 1 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.02 1 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.02 1 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.02 1 1
Leishmania major cathepsin L-like protease 0.02 1 1
Brugia malayi Cathepsin L-like precursor 0.0134 0.5061 0.5061
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.02 1 1
Entamoeba histolytica cysteine proteinase, putative 0.02 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.02 1 1
Brugia malayi Papain family cysteine protease containing protein 0.0103 0.2757 0.2757
Leishmania major cathepsin L-like protease 0.02 1 1
Leishmania major cathepsin L-like protease 0.02 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.02 1 1
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0183 0.8736 0.8255
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0134 0.5061 0.3182
Schistosoma mansoni cathepsin F (C01 family) 0.02 1 1
Echinococcus multilocularis cysteine protease 0.02 1 1
Trypanosoma cruzi cysteine proteinase, putative 0.0103 0.2757 0.2757
Schistosoma mansoni SmCL2-like peptidase (C01 family) 0.0103 0.2757 0.2757
Trypanosoma cruzi cysteine proteinase, putative 0.0103 0.2757 0.2757
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.02 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.02 1 1
Trypanosoma cruzi cruzipain precursor, putative 0.02 1 1
Toxoplasma gondii cathepsin CPL 0.02 1 1
Trypanosoma cruzi cysteine peptidase (N-terminal), putative 0.0103 0.2757 0.2757
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.02 1 1
Plasmodium falciparum cysteine proteinase falcipain 2b 0.02 1 1
Trypanosoma cruzi cysteine peptidase, clan CA, family C1, cathepsin L-like, putative 0.0134 0.5061 0.5061
Trichomonas vaginalis Clan CA, family C1, cathepsin L or K-like cysteine peptidase 0.02 1 1
Echinococcus multilocularis cysteine protease 0.02 1 1
Trypanosoma cruzi cysteine protease, putative 0.0103 0.2757 0.2757
Onchocerca volvulus 0.02 1 1
Onchocerca volvulus Cathepsin L homolog 0.02 1 1
Echinococcus granulosus cathepsin l1 0.02 1 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.02 1 1
Loa Loa (eye worm) Papain cysteine protease/cathepsin propeptide inhibitor-containing protein 0.02 1 1
Echinococcus multilocularis cathepsin l cysteine peptidase 0.02 1 1
Brugia malayi Papain family cysteine protease containing protein 0.0103 0.2757 0.2757
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.02 1 1
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0183 0.8736 0.8255
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.02 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.02 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.02 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.02 1 1
Brugia malayi Cathepsin L-like precursor 0.02 1 1
Echinococcus multilocularis cathepsin l cysteine peptidase 0.02 1 1
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0183 0.8736 0.8736
Leishmania major cathepsin L-like protease 0.02 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.02 1 1
Leishmania major cathepsin L-like protease 0.02 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.02 1 1
Loa Loa (eye worm) hypothetical protein 0.0134 0.5061 0.5061
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.02 1 1
Loa Loa (eye worm) ctsf protein 0.02 1 1
Plasmodium vivax vivapain-2 0.02 1 1
Brugia malayi cathepsin L-like precursor 0.0134 0.5061 0.5061
Onchocerca volvulus 0.02 1 1
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0183 0.8736 0.8736
Brugia malayi Cathepsin L-like precursor 0.02 1 1
Trypanosoma cruzi cysteine peptidase, putative 0.0103 0.2757 0.2757
Onchocerca volvulus Cathepsin F homolog 0.02 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.02 1 1
Trypanosoma cruzi cysteine peptidase, putative 0.02 1 1
Mycobacterium ulcerans thymidylate synthase 0.013 0.4775 0.5
Loa Loa (eye worm) hypothetical protein 0.0134 0.5061 0.5061
Brugia malayi Cathepsin L-like precursor 0.02 1 1
Brugia malayi Cathepsin L-like precursor 0.0134 0.5061 0.5061
Plasmodium vivax vivapain-3 0.0103 0.2757 0.2757
Brugia malayi Papain family cysteine protease containing protein 0.02 1 1
Brugia malayi Cathepsin L-like precursor 0.02 1 1
Schistosoma mansoni cathepsin F (C01 family) 0.02 1 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.02 1 1
Onchocerca volvulus 0.0134 0.5061 0.0548
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.02 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.02 1 1
Loa Loa (eye worm) cysteine protease 0.02 1 1
Plasmodium falciparum cysteine proteinase falcipain 3 0.02 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.02 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.02 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.02 1 1
Entamoeba histolytica cysteine proteinase, putative 0.02 1 1
Onchocerca volvulus 0.02 1 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.02 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.02 1 1
Leishmania major cathepsin L-like protease 0.02 1 1
Trypanosoma cruzi cysteine peptidase, putative 0.02 1 1
Onchocerca volvulus Cathepsin L homolog 0.02 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.02 1 1
Brugia malayi Cathepsin L-like cysteine proteinase 0.0134 0.5061 0.5061
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.02 1 1
Schistosoma mansoni SmCL2-like peptidase (C01 family) 0.0103 0.2757 0.2757
Entamoeba histolytica cysteine protease, putative 0.02 1 1
Loa Loa (eye worm) thymidylate synthase 0.013 0.4775 0.4775
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.02 1 1
Loa Loa (eye worm) fibroinase 0.02 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.02 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.02 1 1

Activities

Activity type Activity value Assay description Source Reference
AUC (ADMET) = 1200 ng.hr/ml AUC (0-6h) in rat at 10 mg/kg, po ChEMBL. 17201416
IC50 (binding) = 37 nM Displacement of [3H]haTRAP from PAR1 in human platelet membrane ChEMBL. 17201416
IC50 (binding) = 37 nM Displacement of [3H]haTRAP from PAR1 in human platelet membrane ChEMBL. 17201416
Solubility = 5 uM Solubility of the compound ChEMBL. 17201416

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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