Detailed information for compound 605893

Basic information

Technical information
  • TDR Targets ID: 605893
  • Name: 3,6-bis[2-(4-methoxyphenyl)-5-phenyl-1H-imida zol-4-yl]fluoren-9-one
  • MW: 676.761 | Formula: C45H32N4O3
  • H donors: 2 H acceptors: 3 LogP: 9.25 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 2
  • SMILES: COc1ccc(cc1)c1nc(c([nH]1)c1ccc2c(c1)c1cc(ccc1C2=O)c1nc([nH]c1c1ccccc1)c1ccc(cc1)OC)c1ccccc1
  • InChi: 1S/C45H32N4O3/c1-51-33-19-13-29(14-20-33)44-46-39(27-9-5-3-6-10-27)41(48-44)31-17-23-35-37(25-31)38-26-32(18-24-36(38)43(35)50)42-40(28-11-7-4-8-12-28)47-45(49-42)30-15-21-34(52-2)22-16-30/h3-26H,1-2H3,(H,46,48)(H,47,49)
  • InChiKey: HHSBTKPTBVVXSV-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 3,6-bis[2-(4-methoxyphenyl)-5-phenyl-1H-imidazol-4-yl]-9-fluorenone
  • BAS 00433657

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
Onchocerca volvulus 0.0072 0.1336 1
Mycobacterium tuberculosis Putative ferredoxin reductase 0.011 0.216 0.2083
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0017 0.01 0.0018
Schistosoma mansoni tar DNA-binding protein 0.0324 0.6921 1
Mycobacterium ulcerans beta-lactamase 0.0072 0.1336 1
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0122 0.2432 0.2357
Trichomonas vaginalis esterase, putative 0.0072 0.1336 1
Plasmodium vivax hypothetical protein, conserved 0.0072 0.1336 1
Echinococcus multilocularis lamin 0.0054 0.093 0.1053
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0017 0.01 0.0018
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0017 0.01 0.0018
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0017 0.01 0.0018
Trypanosoma cruzi cysteine peptidase, putative 0.0064 0.1144 0.845
Trypanosoma cruzi major cysteine proteinase, putative 0.005 0.0841 0.6003
Brugia malayi Cathepsin L-like precursor 0.0017 0.01 0.0145
Loa Loa (eye worm) hypothetical protein 0.0072 0.1336 0.1812
Trypanosoma cruzi trypanothione reductase, putative 0.0048 0.0795 0.5626
Leishmania major cathepsin L-like protease 0.0017 0.01 0.0018
Leishmania major cysteine peptidase A (CPA) 0.0017 0.01 0.0018
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0324 0.6921 1
Mycobacterium tuberculosis Conserved protein 0.0072 0.1336 0.1251
Mycobacterium ulcerans hypothetical protein 0.0072 0.1336 1
Loa Loa (eye worm) hypothetical protein 0.0025 0.0287 0.0273
Brugia malayi Cathepsin L-like precursor 0.0017 0.01 0.0145
Trypanosoma cruzi hypothetical protein, conserved 0.0072 0.1336 1
Onchocerca volvulus 0.0055 0.094 0.6792
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0017 0.01 0.0018
Trypanosoma brucei hypothetical protein, conserved 0.0072 0.1336 1
Trichomonas vaginalis D-aminoacylase, putative 0.0072 0.1336 1
Mycobacterium tuberculosis Probable hydrolase 0.0072 0.1336 0.1251
Schistosoma mansoni cathepsin F (C01 family) 0.0017 0.01 0.0003
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0017 0.01 0.0018
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0017 0.01 0.0018
Mycobacterium tuberculosis Probable oxidoreductase 0.0122 0.2432 0.2357
Schistosoma mansoni cathepsin F (C01 family) 0.0017 0.01 0.0003
Schistosoma mansoni lamin 0.0054 0.093 0.122
Trichomonas vaginalis D-aminoacylase, putative 0.0072 0.1336 1
Plasmodium vivax vivapain-2 0.0017 0.01 0.0018
Schistosoma mansoni tar DNA-binding protein 0.0324 0.6921 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0064 0.1144 0.845
Loa Loa (eye worm) intermediate filament tail domain-containing protein 0.0054 0.093 0.1217
Brugia malayi beta-lactamase family protein 0.0072 0.1336 0.1931
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0017 0.0098 0.5
Leishmania major trypanothione reductase 0.0048 0.0795 0.5626
Trichomonas vaginalis Clan CA, family C1, cathepsin L or K-like cysteine peptidase 0.0017 0.01 0.0018
Brugia malayi RNA binding protein 0.0324 0.6921 1
Echinococcus multilocularis cathepsin L cysteine protease 0.0017 0.01 0.0003
Mycobacterium tuberculosis Possible conserved lipoprotein LpqK 0.0072 0.1336 0.1251
Mycobacterium tuberculosis Probable esterase/lipase LipP 0.0072 0.1336 0.1251
Echinococcus multilocularis cysteine protease 0.0017 0.01 0.0003
Loa Loa (eye worm) TAR-binding protein 0.0324 0.6921 1
Brugia malayi Cathepsin L-like precursor 0.0017 0.01 0.0145
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.011 0.216 0.2083
Brugia malayi Cathepsin L-like precursor 0.0017 0.01 0.0145
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0064 0.1144 0.845
Loa Loa (eye worm) hypothetical protein 0.0026 0.0309 0.0305
Loa Loa (eye worm) transcription factor SMAD2 0.0119 0.2378 0.334
Leishmania major cathepsin L-like protease 0.0064 0.1144 0.845
Entamoeba histolytica cysteine protease, putative 0.0017 0.01 0.5
Echinococcus granulosus lamin 0.0054 0.093 0.1053
Mycobacterium tuberculosis Probable conserved lipoprotein 0.0072 0.1336 0.1251
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0064 0.1144 0.845
Loa Loa (eye worm) hypothetical protein 0.0072 0.1336 0.1812
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0122 0.2432 1
Loa Loa (eye worm) hypothetical protein 0.0072 0.1336 0.1812
Leishmania major cathepsin L-like protease 0.0064 0.1144 0.845
Trichomonas vaginalis D-aminoacylase, putative 0.0072 0.1336 1
Echinococcus multilocularis musashi 0.0054 0.093 0.1053
Loa Loa (eye worm) glutathione reductase 0.0048 0.0795 0.1018
Echinococcus multilocularis thioredoxin glutathione reductase 0.0048 0.0795 0.0881
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0017 0.01 0.0018
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0017 0.01 0.0018
Mycobacterium leprae PROBABLE NADH DEHYDROGENASE NDH 0.011 0.216 0.7523
Schistosoma mansoni tar DNA-binding protein 0.0324 0.6921 1
Plasmodium falciparum cysteine proteinase falcipain 2b 0.0017 0.01 0.0031
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.011 0.216 0.2083
Schistosoma mansoni tar DNA-binding protein 0.0324 0.6921 1
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0122 0.2432 0.2357
Echinococcus granulosus thioredoxin glutathione reductase 0.0048 0.0795 0.0881
Echinococcus granulosus beta LACTamase domain containing family member 0.0072 0.1336 0.1566
Echinococcus multilocularis beta LACTamase domain containing family member 0.0072 0.1336 0.1566
Plasmodium falciparum glutathione reductase 0.0048 0.0795 1
Trypanosoma brucei trypanothione reductase 0.0048 0.0795 0.5626
Echinococcus granulosus cytoplasmic intermediate filament protein 0.0026 0.0309 0.0266
Onchocerca volvulus 0.0054 0.093 0.6716
Mycobacterium tuberculosis Probable esterase LipL 0.0072 0.1336 0.1251
Loa Loa (eye worm) hypothetical protein 0.0072 0.1336 0.1812
Trichomonas vaginalis Clan CA, family C1, cathepsin L or K-like cysteine peptidase 0.0017 0.01 0.0018
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0072 0.1336 0.1931
Entamoeba histolytica cysteine proteinase, putative 0.0017 0.01 0.5
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0017 0.01 0.0018
Loa Loa (eye worm) RNA binding protein 0.0324 0.6921 1
Loa Loa (eye worm) intermediate filament protein 0.0054 0.093 0.1217
Giardia lamblia NADH oxidase lateral transfer candidate 0.0017 0.0098 0.5
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0072 0.1336 0.1815
Echinococcus multilocularis cytoplasmic intermediate filament protein 0.0026 0.0309 0.0266
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0017 0.01 0.0018
Echinococcus multilocularis cathepsin l cysteine peptidase 0.0017 0.01 0.0003
Mycobacterium tuberculosis Conserved protein 0.0072 0.1336 0.1251
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0064 0.1144 0.845
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0017 0.01 0.0018
Echinococcus multilocularis cathepsin L cysteine protease 0.0017 0.01 0.0003
Plasmodium vivax vivapain-2 0.0017 0.01 0.0018
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0048 0.0795 0.0704
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0017 0.01 0.0018
Echinococcus granulosus tumor protein p63 0.0373 0.8003 1
Schistosoma mansoni tar DNA-binding protein 0.0324 0.6921 1
Onchocerca volvulus 0.0054 0.093 0.6716
Loa Loa (eye worm) hypothetical protein 0.0072 0.1336 0.1812
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0017 0.0098 0.5
Mycobacterium ulcerans fusion of enoyl-CoA hydratase, EchA21 and lipase, LipE 0.0072 0.1336 1
Brugia malayi Papain family cysteine protease containing protein 0.0017 0.01 0.0145
Brugia malayi MH2 domain containing protein 0.0119 0.2378 0.3436
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0017 0.01 0.0018
Echinococcus multilocularis cathepsin l cysteine peptidase 0.0017 0.01 0.0003
Schistosoma mansoni lamin 0.0054 0.093 0.122
Loa Loa (eye worm) hypothetical protein 0.0053 0.0908 0.1185
Plasmodium falciparum thioredoxin reductase 0.0048 0.0795 1
Loa Loa (eye worm) hypothetical protein 0.0072 0.1336 0.1812
Echinococcus granulosus cathepsin l cysteine peptidase 0.0017 0.01 0.0003
Trypanosoma cruzi cysteine peptidase, putative 0.0064 0.1144 0.845
Echinococcus granulosus lamin dm0 0.0054 0.093 0.1053
Schistosoma mansoni cellular tumor antigen P53 0.0055 0.094 0.1234
Leishmania major cathepsin L-like protease 0.0017 0.01 0.0018
Trypanosoma cruzi cruzipain precursor, putative 0.0064 0.1144 0.845
Brugia malayi Intermediate filament tail domain containing protein 0.0054 0.093 0.1344
Loa Loa (eye worm) thioredoxin reductase 0.0048 0.0795 0.1018
Loa Loa (eye worm) hypothetical protein 0.0025 0.0287 0.0273
Mycobacterium ulcerans lipase LipD 0.0072 0.1336 1
Onchocerca volvulus 0.0072 0.1336 1
Mycobacterium tuberculosis Probable reductase 0.011 0.216 0.2083
Echinococcus multilocularis tumor protein p63 0.0373 0.8003 1
Brugia malayi TAR-binding protein 0.0324 0.6921 1
Brugia malayi beta-lactamase 0.0072 0.1336 0.1931
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0017 0.01 0.0018
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0064 0.1144 0.845
Entamoeba histolytica cysteine proteinase, putative 0.0017 0.01 0.5
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0064 0.1144 0.845
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.011 0.216 0.2083
Echinococcus granulosus tar DNA binding protein 0.0324 0.6921 0.863
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0064 0.1144 0.845
Brugia malayi Cathepsin L-like precursor 0.0017 0.01 0.0145
Leishmania major cathepsin L-like protease 0.0064 0.1144 0.845
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.0072 0.1336 0.1812
Toxoplasma gondii cathepsin CPL 0.0017 0.01 0.0018
Plasmodium vivax thioredoxin reductase, putative 0.0048 0.0795 0.5626
Treponema pallidum NADH oxidase 0.0017 0.0098 0.5
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0017 0.01 0.0018
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0017 0.01 0.0018
Leishmania major cathepsin L-like protease 0.0017 0.01 0.0018
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0017 0.01 0.0018
Brugia malayi beta-lactamase family protein 0.0072 0.1336 0.1931
Trypanosoma cruzi cysteine peptidase, putative 0.0064 0.1144 0.845
Trypanosoma cruzi cysteine peptidase, clan CA, family C1, cathepsin L-like, putative 0.0058 0.1022 0.7458
Brugia malayi glutathione reductase 0.0048 0.0795 0.1148
Mycobacterium tuberculosis Conserved protein 0.0072 0.1336 0.1251
Echinococcus multilocularis cysteine protease 0.0017 0.01 0.0003
Leishmania major hypothetical protein, conserved 0.0072 0.1336 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0017 0.01 0.0018
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0017 0.01 0.0018
Brugia malayi dihydrolipoyl dehydrogenase, mitochondrial precursor, putative 0.0017 0.0098 0.0142
Echinococcus granulosus intermediate filament protein 0.0054 0.093 0.1053
Loa Loa (eye worm) MH2 domain-containing protein 0.0119 0.2378 0.334
Brugia malayi Cathepsin L-like precursor 0.0017 0.01 0.0145
Trypanosoma cruzi hypothetical protein, conserved 0.0072 0.1336 1
Brugia malayi intermediate filament protein 0.0054 0.093 0.1344
Trypanosoma cruzi cysteine peptidase, putative 0.0017 0.01 0.0018
Brugia malayi RNA recognition motif domain containing protein 0.0324 0.6921 1
Loa Loa (eye worm) beta-lactamase 0.0072 0.1336 0.1812
Leishmania major cathepsin L-like protease 0.0017 0.01 0.0018
Trichomonas vaginalis penicillin-binding protein, putative 0.0072 0.1336 1
Echinococcus granulosus cathepsin l1 0.0017 0.01 0.0003
Plasmodium falciparum cysteine proteinase falcipain 2a 0.0017 0.01 0.0031
Echinococcus granulosus cathepsin L cysteine proteinase 0.0017 0.01 0.0003
Plasmodium vivax glutathione reductase, putative 0.0048 0.0795 0.5626
Leishmania major cathepsin L-like protease 0.0017 0.01 0.0018
Brugia malayi Thioredoxin reductase 0.0048 0.0795 0.1148
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.0017 0.0098 0.5
Schistosoma mansoni intermediate filament proteins 0.0054 0.093 0.122
Mycobacterium ulcerans esterase/lipase LipP 0.0072 0.1336 1
Mycobacterium tuberculosis Probable dehydrogenase 0.011 0.216 0.2083
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0017 0.01 0.0018
Mycobacterium tuberculosis Probable lipase LipE 0.0072 0.1336 0.1251
Plasmodium falciparum cysteine proteinase falcipain 3 0.0017 0.01 0.0031
Trichomonas vaginalis penicillin-binding protein, putative 0.0072 0.1336 1
Brugia malayi cytoplasmic intermediate filament protein 0.0029 0.0372 0.0538
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0064 0.1144 0.845
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0017 0.01 0.0018
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0017 0.01 0.0018
Onchocerca volvulus 0.0072 0.1336 1
Echinococcus multilocularis tar DNA binding protein 0.0324 0.6921 0.863
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0064 0.1144 0.845
Loa Loa (eye worm) hypothetical protein 0.0054 0.093 0.1217
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0072 0.1336 0.1815
Echinococcus multilocularis lamin dm0 0.0054 0.093 0.1053
Toxoplasma gondii thioredoxin reductase 0.0048 0.0795 0.5626
Mycobacterium tuberculosis Probable lipase LipD 0.0072 0.1336 0.1251
Loa Loa (eye worm) cytoplasmic intermediate filament protein 0.0029 0.0372 0.0399
Toxoplasma gondii ABC1 family protein 0.0072 0.1336 1
Loa Loa (eye worm) hypothetical protein 0.0055 0.094 0.1231
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0064 0.1144 0.845
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0064 0.1144 0.845

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) NOVARTIS: Antimalarial liver stage activity measured as a greater than 50% reduction in Plasmodium yoelii schizont area in HepG2-A16-CD81 cells at 10uM compound concentration, determined by immuno-fluorescence. ChEMBL. 22096101
CC50 (functional) = 94.5 uM Huh7 cytotoxicity for Pf inhibitors Novartis-GNF Malaria Box. No reference
CC50 = 94.5 uM NOVARTIS: Cytotoxicity against human hepatocellular carcinoma cell line (Huh7) ChEMBL. 18579783
EC50 (functional) = 3.75 uM W2 Pf proliferation inhibition Novartis-GNF Malaria Box. No reference
EC50 (functional) = 3.75 uM NOVARTIS: Inhibition of Plasmodium falciparum W2 (drug-resistant) proliferation in erythrocyte-based infection assay ChEMBL. 18579783
EC50 (functional) = 7.3 uM PF proliferation inhibition 3D7 Novartis-GNF Malaria Box. No reference
EC50 (functional) = 7.3 uM NOVARTIS: Inhibition of Plasmodium falciparum 3D7 (drug-susceptible) proliferation in erythrocyte-based infection assay ChEMBL. 18579783
IFI promiscuity index = 0.01538 IFI promiscuity index Novartis-GNF Malaria Box. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23 18579783

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

No literature references available for this target.

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