Detailed information for compound 442985

Basic information

Technical information
  • TDR Targets ID: 442985
  • Name: (3aS,9R,9aR)-9-[(E)-2-[5-[3-(trifluoromethyl) phenyl]pyridin-2-yl]ethenyl]-3a,4,9,9a-tetrah ydro-1H-benzo[f][2]benzofuran-3-one
  • MW: 435.438 | Formula: C26H20F3NO2
  • H donors: 0 H acceptors: 2 LogP: 5.68 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C1OC[C@H]2[C@@H]1Cc1ccccc1[C@@H]2/C=C/c1ccc(cn1)c1cccc(c1)C(F)(F)F
  • InChi: 1S/C26H20F3NO2/c27-26(28,29)19-6-3-5-16(12-19)18-8-9-20(30-14-18)10-11-22-21-7-2-1-4-17(21)13-23-24(22)15-32-25(23)31/h1-12,14,22-24H,13,15H2/b11-10+/t22-,23-,24+/m0/s1
  • InChiKey: PBRFZUOCABCOOY-DJJNJRNKSA-N  

Network

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Synonyms

  • (3aS,9R,9aR)-9-[(E)-2-[5-[3-(trifluoromethyl)phenyl]-2-pyridyl]vinyl]-3a,4,9,9a-tetrahydro-1H-benzo[f]isobenzofuran-3-one
  • (3aS,9R,9aR)-9-[(E)-2-[5-[3-(trifluoromethyl)phenyl]pyridin-2-yl]ethenyl]-3a,4,9,9a-tetrahydro-1H-naphtho[3,2-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

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
Loa Loa (eye worm) hypothetical protein 0.0658 1 1
Schistosoma mansoni hypothetical protein 0.0059 0.0566 0.0986
Brugia malayi RNA, U transporter 1 0.0086 0.0989 0.0989
Onchocerca volvulus Slit protein homolog 0.0059 0.0566 0.2256
Schistosoma mansoni hypothetical protein 0.0322 0.4708 1
Onchocerca volvulus 0.0059 0.0566 0.2256
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0137 0.1789 1
Mycobacterium ulcerans endonuclease IV 0.0087 0.1013 0.638
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0054 0.0487 0.272
Echinococcus multilocularis neurogenic locus notch protein 0.0059 0.0566 0.0986
Onchocerca volvulus 0.0059 0.0566 0.2256
Loa Loa (eye worm) hypothetical protein 0.0059 0.0566 0.0566
Echinococcus granulosus protein jagged 1 0.0059 0.0566 0.0986
Entamoeba histolytica phosphofructokinase, putative 0.0124 0.1588 1
Brugia malayi notch-like transmembrane receptor 0.0059 0.0566 0.0566
Mycobacterium tuberculosis Probable reductase 0.0123 0.1573 0.8793
Loa Loa (eye worm) hypothetical protein 0.0087 0.1013 0.1013
Loa Loa (eye worm) hypothetical protein 0.0182 0.251 0.251
Brugia malayi Animal haem peroxidase family protein 0.0182 0.251 0.251
Loa Loa (eye worm) hypothetical protein 0.0182 0.251 0.251
Echinococcus multilocularis protein jagged 2 0.0059 0.0566 0.0986
Loa Loa (eye worm) hypothetical protein 0.0182 0.251 0.251
Leishmania major trypanothione reductase 0.0054 0.0487 0.296
Onchocerca volvulus Neurogenic locus notch protein homolog 0.0059 0.0566 0.2256
Plasmodium vivax thioredoxin reductase, putative 0.0054 0.0487 0.4148
Trichomonas vaginalis phosphofructokinase, putative 0.0124 0.1588 1
Schistosoma mansoni notch 0.0059 0.0566 0.0986
Toxoplasma gondii 6-phosphofructokinase 0.0033 0.0165 0.0577
Plasmodium vivax glutathione reductase, putative 0.0054 0.0487 0.4148
Echinococcus granulosus thioredoxin glutathione reductase 0.0054 0.0487 0.0813
Schistosoma mansoni hypothetical protein 0.0059 0.0566 0.0986
Entamoeba histolytica pyrophosphate-dependent phosphofructokinase 0.0033 0.0165 0.0906
Mycobacterium tuberculosis Probable oxidoreductase 0.0137 0.1789 1
Brugia malayi EGF-like domain containing protein 0.0059 0.0566 0.0566
Onchocerca volvulus 0.0182 0.251 1
Loa Loa (eye worm) animal heme peroxidase 0.0182 0.251 0.251
Onchocerca volvulus Peroxidase homolog 0.0182 0.251 1
Schistosoma mansoni laminin gamma-3 chain 0.0059 0.0566 0.0986
Echinococcus granulosus slit 2 protein 0.0059 0.0566 0.0986
Loa Loa (eye worm) glutathione reductase 0.0054 0.0487 0.0487
Brugia malayi Peroxidasin 0.0182 0.251 0.251
Echinococcus multilocularis protein jagged 1 0.0059 0.0566 0.0986
Plasmodium falciparum glutathione reductase 0.0054 0.0487 0.4148
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0123 0.1573 0.8793
Schistosoma mansoni septate junction protein 0.0059 0.0566 0.0986
Loa Loa (eye worm) hypothetical protein 0.0182 0.251 0.251
Echinococcus granulosus protein jagged 2 0.0059 0.0566 0.0986
Schistosoma mansoni 6-phosphofructokinase 0.0124 0.1588 0.321
Loa Loa (eye worm) hypothetical protein 0.0361 0.5329 0.5329
Plasmodium falciparum thioredoxin reductase 0.0054 0.0487 0.4148
Mycobacterium tuberculosis Probable endonuclease IV End (endodeoxyribonuclease IV) (apurinase) 0.0087 0.1013 0.5664
Loa Loa (eye worm) hypothetical protein 0.0059 0.0566 0.0566
Echinococcus multilocularis neural cadherin 0.0059 0.0566 0.0986
Loa Loa (eye worm) hypothetical protein 0.0059 0.0566 0.0566
Brugia malayi Cadherin domain containing protein 0.0059 0.0566 0.0566
Loa Loa (eye worm) hypothetical protein 0.0059 0.0566 0.0566
Plasmodium vivax 6-phosphofructokinase, putative 0.0033 0.0165 0.0577
Schistosoma mansoni peroxidasin 0.0182 0.251 0.5216
Brugia malayi Importin beta-1 subunit 0.003 0.0113 0.0113
Schistosoma mansoni notch 0.0059 0.0566 0.0986
Plasmodium falciparum ATP-dependent 6-phosphofructokinase 0.0033 0.0165 0.0577
Loa Loa (eye worm) hypothetical protein 0.0059 0.0566 0.0566
Brugia malayi Thioredoxin reductase 0.0054 0.0487 0.0487
Schistosoma mansoni notch 0.0059 0.0566 0.0986
Onchocerca volvulus 0.0059 0.0566 0.2256
Mycobacterium ulcerans 6-phosphofructokinase 0.0124 0.1588 1
Trypanosoma cruzi ATP-dependent 6-phosphofructokinase, glycosomal 0.0124 0.1588 1
Loa Loa (eye worm) hypothetical protein 0.0182 0.251 0.251
Brugia malayi EGF-like domain containing protein 0.0059 0.0566 0.0566
Brugia malayi Calcium binding EGF domain containing protein 0.0059 0.0566 0.0566
Mycobacterium tuberculosis Probable 6-phosphofructokinase PfkA (phosphohexokinase) (phosphofructokinase) 0.0124 0.1588 0.8877
Loa Loa (eye worm) hypothetical protein 0.0059 0.0566 0.0566
Echinococcus multilocularis neurogenic locus protein delta 0.0059 0.0566 0.0986
Leishmania major ATP-dependent phosphofructokinase 0.0124 0.1588 1
Echinococcus granulosus notch 0.0059 0.0566 0.0986
Loa Loa (eye worm) hypothetical protein 0.0059 0.0566 0.0566
Brugia malayi Delta serrate ligand family protein 0.0059 0.0566 0.0566
Loa Loa (eye worm) 6-phosphofructokinase 0.0124 0.1588 0.1588
Loa Loa (eye worm) hypothetical protein 0.014 0.1836 0.1836
Toxoplasma gondii endonuclease IV APN 0.0087 0.1013 1
Loa Loa (eye worm) phosphofructokinase 0.0124 0.1588 0.1588
Echinococcus multilocularis protein jagged 1 0.0059 0.0566 0.0986
Loa Loa (eye worm) animal heme peroxidase 0.0182 0.251 0.251
Schistosoma mansoni peroxidasin 0.0182 0.251 0.5216
Loa Loa (eye worm) 6-phosphofructokinase 0.0124 0.1588 0.1588
Echinococcus granulosus protein jagged 1 0.0059 0.0566 0.0986
Trypanosoma cruzi trypanothione reductase, putative 0.0054 0.0487 0.296
Toxoplasma gondii phosphofructokinase PFKII 0.0033 0.0165 0.0577
Trichomonas vaginalis phosphofructokinase, putative 0.0033 0.0165 0.0906
Brugia malayi Animal haem peroxidase family protein 0.0182 0.251 0.251
Echinococcus multilocularis thioredoxin glutathione reductase 0.0054 0.0487 0.0813
Loa Loa (eye worm) hypothetical protein 0.0059 0.0566 0.0566
Brugia malayi Calcium binding EGF domain containing protein 0.0059 0.0566 0.0566
Loa Loa (eye worm) nucleolar RNA-associated protein alpha 0.0322 0.4708 0.4708
Echinococcus granulosus neural cadherin 0.0059 0.0566 0.0986
Brugia malayi hypothetical protein 0.0182 0.251 0.251
Brugia malayi GCC2 and GCC3 family protein 0.0059 0.0566 0.0566
Toxoplasma gondii phosphofructokinase domain-containing protein 0.0033 0.0165 0.0577
Echinococcus multilocularis notch 0.0059 0.0566 0.0986
Loa Loa (eye worm) hypothetical protein 0.0182 0.251 0.251
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0123 0.1573 0.8793
Brugia malayi hypothetical protein 0.0139 0.1822 0.1822
Loa Loa (eye worm) hypothetical protein 0.0059 0.0566 0.0566
Trypanosoma brucei ATP-dependent 6-phosphofructokinase, glycosomal 0.0124 0.1588 1
Brugia malayi Cadherin domain containing protein 0.0059 0.0566 0.0566
Loa Loa (eye worm) hypothetical protein 0.0182 0.251 0.251
Trichomonas vaginalis phosphofructokinase, putative 0.0124 0.1588 1
Giardia lamblia High cysteine protein 0.0059 0.0566 1
Schistosoma mansoni hypothetical protein 0.0059 0.0566 0.0986
Trypanosoma brucei trypanothione reductase 0.0054 0.0487 0.2531
Loa Loa (eye worm) hypothetical protein 0.0059 0.0566 0.0566
Plasmodium vivax apurinic/apyrimidinic endonuclease Apn1, putative 0.0087 0.1013 1
Schistosoma mansoni hypothetical protein 0.0059 0.0566 0.0986
Loa Loa (eye worm) animal heme peroxidase 0.0182 0.251 0.251
Trichomonas vaginalis phosphofructokinase, putative 0.0033 0.0165 0.0906
Brugia malayi Muscle positioning protein 4 0.0059 0.0566 0.0566
Plasmodium falciparum ATP-dependent 6-phosphofructokinase 0.0033 0.0165 0.0577
Echinococcus multilocularis snurportin 1 0.0322 0.4708 1
Trichomonas vaginalis phosphofructokinase, putative 0.0033 0.0165 0.0906
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0123 0.1573 0.8793
Toxoplasma gondii EGF family domain-containing protein 0.0059 0.0566 0.5031
Onchocerca volvulus Putative cubilin 0.0059 0.0566 0.2256
Loa Loa (eye worm) Notch2 0.0059 0.0566 0.0566
Onchocerca volvulus 0.0059 0.0566 0.2256
Brugia malayi Animal haem peroxidase family protein 0.0182 0.251 0.251
Loa Loa (eye worm) hypothetical protein 0.0059 0.0566 0.0566
Plasmodium falciparum apurinic/apyrimidinic endonuclease Apn1, putative 0.0087 0.1013 1
Trichomonas vaginalis 6-phosphofructokinase, putative 0.0033 0.0165 0.0906
Trichomonas vaginalis phosphofructokinase, putative 0.0033 0.0165 0.0906
Chlamydia trachomatis endonuclease IV 0.0087 0.1013 1
Toxoplasma gondii thioredoxin reductase 0.0054 0.0487 0.4148
Loa Loa (eye worm) hypothetical protein 0.0059 0.0566 0.0566
Brugia malayi EGF-like domain containing protein 0.0059 0.0566 0.0566
Onchocerca volvulus Peroxidasin homolog 0.0182 0.251 1
Brugia malayi Blistered cuticle protein 3 0.0182 0.251 0.251
Echinococcus granulosus neurogenic locus notch protein 4 0.0059 0.0566 0.0986
Loa Loa (eye worm) hypothetical protein 0.0059 0.0566 0.0566
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0137 0.1789 1
Mycobacterium leprae PROBABLE 6-PHOSPHOFRUCTOKINASE PFKA (PHOSPHOHEXOKINASE) (PHOSPHOFRUCTOKINASE) 0.0124 0.1588 0.8877
Onchocerca volvulus Neurogenic locus notch homolog 0.0059 0.0566 0.2256
Brugia malayi Transmembrane cell adhesion receptor mua-3 precursor, putative 0.0059 0.0566 0.0566
Mycobacterium tuberculosis Probable dehydrogenase 0.0123 0.1573 0.8793
Loa Loa (eye worm) hypothetical protein 0.0182 0.251 0.251
Loa Loa (eye worm) hypothetical protein 0.0059 0.0566 0.0566
Brugia malayi Calcium binding EGF domain containing protein 0.0059 0.0566 0.0566
Loa Loa (eye worm) hypothetical protein 0.0182 0.251 0.251
Schistosoma mansoni Pro-neuregulin-4 membrane-bound isoform (Pro-NRG4) [Contains: Neuregulin-4 (NRG-4)] 0.0059 0.0566 0.0986
Echinococcus multilocularis fat cadherin tumor suppressor 0.0059 0.0566 0.0986
Onchocerca volvulus Chorion peroxidase homolog 0.0182 0.251 1
Echinococcus granulosus delta-like protein 1 0.0059 0.0566 0.0986
Brugia malayi hypothetical protein 0.014 0.1836 0.1836
Loa Loa (eye worm) blistered cuticle protein 3 0.0182 0.251 0.251
Onchocerca volvulus Peroxidase homolog 0.0182 0.251 1
Mycobacterium leprae PROBABLE ENDONUCLEASE IV END (ENDODEOXYRIBONUCLEASE IV) (APURINASE) 0.0087 0.1013 0.5664
Loa Loa (eye worm) notch protein 0.0059 0.0566 0.0566
Loa Loa (eye worm) hypothetical protein 0.0059 0.0566 0.0566
Schistosoma mansoni 6-phosphofructokinase 0.0124 0.1588 0.321
Brugia malayi EGF-like domain containing protein 0.0059 0.0566 0.0566
Plasmodium vivax 6-phosphofructokinase, putative 0.0033 0.0165 0.0577
Brugia malayi Animal haem peroxidase family protein 0.0182 0.251 0.251
Loa Loa (eye worm) hypothetical protein 0.0182 0.251 0.251
Treponema pallidum diphosphate--fructose-6-phosphate 1-phosphotransferase 0.0124 0.1588 1
Onchocerca volvulus 0.0059 0.0566 0.2256
Loa Loa (eye worm) animal heme peroxidase 0.0182 0.251 0.251
Schistosoma mansoni slit 0.0059 0.0566 0.0986
Echinococcus granulosus neurogenic locus notch protein 0.0059 0.0566 0.0986
Schistosoma mansoni hypothetical protein 0.0059 0.0566 0.0986
Echinococcus granulosus neurogenic locus notch protein 0.0059 0.0566 0.0986
Echinococcus granulosus fibropellin Ia 0.0059 0.0566 0.0986
Echinococcus granulosus peroxidasin 0.0182 0.251 0.5216
Brugia malayi phosphofructokinase 0.0124 0.1588 0.1588
Echinococcus multilocularis 6 phosphofructokinase 0.0124 0.1588 0.321
Brugia malayi EGF-like domain containing protein 0.0059 0.0566 0.0566
Echinococcus granulosus snurportin 1 0.0322 0.4708 1
Echinococcus multilocularis peroxidasin 0.0182 0.251 0.5216
Echinococcus multilocularis neurogenic locus notch protein 4 0.0059 0.0566 0.0986
Brugia malayi 6-phosphofructokinase 0.0124 0.1588 0.1588
Loa Loa (eye worm) hypothetical protein 0.0182 0.251 0.251
Schistosoma mansoni hypothetical protein 0.0059 0.0566 0.0986
Brugia malayi 6-phosphofructokinase 0.0124 0.1588 0.1588
Echinococcus granulosus protein jagged 2 0.0059 0.0566 0.0986
Loa Loa (eye worm) hypothetical protein 0.0182 0.251 0.251
Trichomonas vaginalis phosphofructokinase, putative 0.0124 0.1588 1
Entamoeba histolytica phosphofructokinase, putative 0.0124 0.1588 1
Loa Loa (eye worm) hypothetical protein 0.003 0.0113 0.0113
Schistosoma mansoni notch 0.0059 0.0566 0.0986
Loa Loa (eye worm) hypothetical protein 0.0182 0.251 0.251
Echinococcus granulosus neurogenic locus protein delta 0.0059 0.0566 0.0986
Schistosoma mansoni cell polarity protein 0.0059 0.0566 0.0986
Onchocerca volvulus Peroxidasin homolog 0.0182 0.251 1
Loa Loa (eye worm) hypothetical protein 0.0059 0.0566 0.0566
Loa Loa (eye worm) hypothetical protein 0.0059 0.0566 0.0566
Brugia malayi EGF-like domain containing protein 0.0059 0.0566 0.0566
Onchocerca volvulus 0.0182 0.251 1
Loa Loa (eye worm) thioredoxin reductase 0.0054 0.0487 0.0487
Trichomonas vaginalis phosphofructokinase, putative 0.0124 0.1588 1
Brugia malayi EGF-like domain containing protein 0.0059 0.0566 0.0566
Loa Loa (eye worm) hypothetical protein 0.014 0.1836 0.1836
Onchocerca volvulus 0.0182 0.251 1
Loa Loa (eye worm) hypothetical protein 0.0059 0.0566 0.0566
Loa Loa (eye worm) hypothetical protein 0.0059 0.0566 0.0566
Schistosoma mansoni notch 0.0059 0.0566 0.0986
Echinococcus granulosus 6 phosphofructokinase 0.0124 0.1588 0.321
Mycobacterium leprae PROBABLE NADH DEHYDROGENASE NDH 0.0123 0.1573 0.8793
Brugia malayi DNA-(Apurinic or apyrimidinic site) lyase 0.0087 0.1013 0.1013
Echinococcus multilocularis neurogenic locus notch protein 0.0059 0.0566 0.0986
Loa Loa (eye worm) hypothetical protein 0.0059 0.0566 0.0566
Loa Loa (eye worm) hypothetical protein 0.0182 0.251 0.251
Onchocerca volvulus Huntingtin homolog 0.014 0.1836 0.7315
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0123 0.1573 0.8793
Trichomonas vaginalis phosphofructokinase, putative 0.0033 0.0165 0.0906
Entamoeba histolytica phosphofructokinase, putative 0.0124 0.1588 1
Loa Loa (eye worm) hypothetical protein 0.0059 0.0566 0.0566
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0137 0.1789 1
Echinococcus multilocularis fibropellin Ia 0.0059 0.0566 0.0986
Onchocerca volvulus Dual oxidase homolog 0.0182 0.251 1
Schistosoma mansoni hypothetical protein 0.0059 0.0566 0.0986
Echinococcus multilocularis neurogenic locus protein delta 0.0059 0.0566 0.0986
Trichomonas vaginalis phosphofructokinase, putative 0.0033 0.0165 0.0906
Loa Loa (eye worm) hypothetical protein 0.0059 0.0566 0.0566
Brugia malayi glutathione reductase 0.0054 0.0487 0.0487
Schistosoma mansoni notch 0.0059 0.0566 0.0986
Echinococcus multilocularis slit 2 protein 0.0059 0.0566 0.0986
Onchocerca volvulus Huntingtin homolog 0.014 0.1836 0.7315
Brugia malayi Animal haem peroxidase family protein 0.0182 0.251 0.251

Activities

Activity type Activity value Assay description Source Reference
AUC (ADMET) < 300 ng.hr/ml AUC in cynomolgus monkey at 3 mg/kg, po ChEMBL. 17490877
IC50 (binding) = 10 nM Displacement of [3H]haTRAP from PAR1 ChEMBL. 17490877
IC50 (binding) = 10 nM Displacement of [3H]haTRAP from PAR1 ChEMBL. 17490877

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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