Detailed information for compound 109063

Basic information

Technical information
  • TDR Targets ID: 109063
  • Name: 7,7-Bis(4-hydroxyphenyl)-5H,7H-1,3-dihydro-6- oxacyclopenta[cd]phenalen-5-one
  • MW: 394.419 | Formula: C26H18O4
  • H donors: 2 H acceptors: 3 LogP: 5.36 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 1
  • SMILES: Oc1ccc(cc1)C1(OC(=O)c2c3c1ccc1c3c(cc2)CC1)c1ccc(cc1)O
  • InChi: 1S/C26H18O4/c27-19-9-5-17(6-10-19)26(18-7-11-20(28)12-8-18)22-14-4-16-2-1-15-3-13-21(25(29)30-26)24(22)23(15)16/h3-14,27-28H,1-2H2
  • InChiKey: KXXTXVWQWURROS-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • AIDS-106689
  • AIDS106689

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Escherichia coli thymidylate synthetase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus multilocularis thymidylate synthase 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
Neospora caninum Bifunctional dihydrofolate reductase-thymidylate synthase, related 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
Cryptosporidium parvum dihydrofolate reductase-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
Candida albicans Thymidylate synthase capable of functional substitution for S. cerevisiae CDC21 (YOR074C) 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
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 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
Leishmania infantum dihydrofolate reductase-thymidylate synthase 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
Mycobacterium ulcerans 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
Theileria parva dihydrofolate reductase-thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Onchocerca volvulus 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
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 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
Schistosoma japonicum ko:K00560 thymidylate synthase [EC2.1.1.45], putative 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
Plasmodium yoelii thymidylate synthase, putative 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
Echinococcus granulosus 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
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 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
Brugia malayi thymidylate synthase 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
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
Plasmodium falciparum 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
Echinococcus granulosus Ataxin 2 N terminaldomain containing protein 0.0011 0.0101 0.0088
Echinococcus granulosus cpg binding protein 0.003 0.0504 0.0492
Leishmania major hypothetical protein, conserved 0.0036 0.0624 0.064
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0052 0.0955 0.1885
Schistosoma mansoni hypothetical protein 0.0011 0.0101 0.0104
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase, putative 0.0093 0.1812 0.3974
Schistosoma mansoni cpg binding protein 0.0029 0.047 0.0537
Brugia malayi hypothetical protein 0.0025 0.0395 0.0722
Echinococcus granulosus thymidylate synthase 0.0195 0.3961 0.3953
Brugia malayi hypothetical protein 0.0237 0.4862 1
Brugia malayi hypothetical protein 0.0016 0.0206 0.0329
Onchocerca volvulus 0.0195 0.3961 1
Brugia malayi Cytochrome P450 family protein 0.0023 0.0341 0.0608
Brugia malayi Calcitonin receptor-like protein seb-1 0.0052 0.0955 0.1885
Trichomonas vaginalis conserved hypothetical protein 0.0093 0.1812 1
Loa Loa (eye worm) hypothetical protein 0.0036 0.0624 0.1192
Echinococcus granulosus neuropeptide receptor A26 0.0481 1 1
Schistosoma mansoni hypothetical protein 0.0411 0.8511 1
Echinococcus granulosus GPCR family 2 0.0016 0.0208 0.0195
Onchocerca volvulus 0.0036 0.0624 0.0441
Echinococcus multilocularis neuropeptide receptor A26 0.0481 1 1
Schistosoma mansoni cpg binding protein 0.003 0.0504 0.0578
Loa Loa (eye worm) cytochrome P450 family protein 0.0023 0.0341 0.0603
Echinococcus multilocularis cpg binding protein 0.003 0.0504 0.0492
Schistosoma mansoni mixed-lineage leukemia protein mll 0.0061 0.115 0.1338
Echinococcus multilocularis survival motor neuron protein 1 0.0237 0.4862 0.4856
Loa Loa (eye worm) CXXC zinc finger family protein 0.0029 0.047 0.0871
Loa Loa (eye worm) hypothetical protein 0.0036 0.0624 0.1192
Mycobacterium ulcerans thymidylate synthase 0.0195 0.3961 1
Loa Loa (eye worm) hypothetical protein 0.0025 0.0395 0.0717
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0094 0.1832 0.2141
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0016 0.0208 0.0195
Trypanosoma brucei hypothetical protein, conserved 0.0036 0.0624 0.064
Echinococcus multilocularis neuropeptide s receptor 0.0481 1 1
Toxoplasma gondii ABC1 family protein 0.0036 0.0624 0.064
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0094 0.1832 0.2141
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0016 0.0208 0.0333
Schistosoma mansoni hypothetical protein 0.0016 0.0208 0.0229
Echinococcus multilocularis beta LACTamase domain containing family member 0.0036 0.0624 0.0611
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0195 0.3961 1
Brugia malayi Latrophilin receptor protein 2 0.0016 0.0208 0.0333
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.0195 0.3961 0.8135
Brugia malayi beta-lactamase family protein 0.0036 0.0624 0.1196
Loa Loa (eye worm) beta-lactamase 0.0036 0.0624 0.1192
Brugia malayi latrophilin 2 splice variant baaae 0.0035 0.0609 0.1166
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0195 0.3961 1
Loa Loa (eye worm) latrophilin receptor protein 2 0.0016 0.0208 0.0328
Trichomonas vaginalis D-aminoacylase, putative 0.0036 0.0624 0.3441
Echinococcus multilocularis thymidylate synthase 0.0195 0.3961 0.3953
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0094 0.1832 0.1822
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0094 0.1832 0.2141
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.0195 0.3961 0.4646
Loa Loa (eye worm) hypothetical protein 0.0052 0.0955 0.1881
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0195 0.3961 1
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0016 0.0208 0.0195
Loa Loa (eye worm) hypothetical protein 0.0036 0.0624 0.1192
Trichomonas vaginalis esterase, putative 0.0036 0.0624 0.3441
Schistosoma mansoni hypothetical protein 0.0048 0.0882 0.1023
Brugia malayi beta-lactamase family protein 0.0036 0.0624 0.1196
Trichomonas vaginalis penicillin-binding protein, putative 0.0036 0.0624 0.3441
Echinococcus multilocularis Ataxin 2, N terminal,domain containing protein 0.0011 0.0101 0.0088
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0231 0.4726 1
Schistosoma mansoni hypothetical protein 0.0016 0.0208 0.0229
Brugia malayi hypothetical protein 0.0093 0.1812 0.3665
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0094 0.1832 0.3706
Echinococcus multilocularis GPCR, family 2 0.0016 0.0208 0.0195
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.0195 0.3961 1
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0052 0.0955 0.1881
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.0036 0.0624 0.1192
Trichomonas vaginalis D-aminoacylase, putative 0.0036 0.0624 0.3441
Brugia malayi Iron-sulfur cluster assembly accessory protein 0.0048 0.0882 0.1733
Loa Loa (eye worm) hypothetical protein 0.0237 0.4862 1
Echinococcus granulosus survival motor neuron protein 1 0.0237 0.4862 0.4856
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0036 0.0624 0.0718
Plasmodium vivax hypothetical protein, conserved 0.0036 0.0624 0.064
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0195 0.3961 1
Echinococcus granulosus dnaJ subfamily B 0.0411 0.8511 0.8509
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0036 0.0624 0.0718
Onchocerca volvulus 0.0036 0.0624 0.0441
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0195 0.3961 1
Trichomonas vaginalis D-aminoacylase, putative 0.0036 0.0624 0.3441
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0094 0.1832 0.1822
Brugia malayi beta-lactamase 0.0036 0.0624 0.1196
Echinococcus granulosus beta LACTamase domain containing family member 0.0036 0.0624 0.0611
Schistosoma mansoni hypothetical protein 0.0016 0.0208 0.0229
Mycobacterium tuberculosis Hypothetical protein 0.0093 0.1812 0.2897
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0036 0.0624 0.1196
Trichomonas vaginalis penicillin-binding protein, putative 0.0036 0.0624 0.3441
Onchocerca volvulus 0.0036 0.0624 0.0441
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0094 0.1832 0.3703
Loa Loa (eye worm) hypothetical protein 0.0036 0.0624 0.1192
Echinococcus granulosus histone lysine N methyltransferase MLL3 0.0009 0.005 0.0037
Brugia malayi thymidylate synthase 0.0195 0.3961 0.8128
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0094 0.1832 0.1822
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0016 0.0208 0.0195
Trypanosoma cruzi hypothetical protein, conserved 0.0036 0.0624 0.064
Schistosoma mansoni hypothetical protein 0.0035 0.0609 0.0702
Loa Loa (eye worm) hypothetical protein 0.0016 0.0208 0.0328
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0094 0.1832 0.1822
Brugia malayi CXXC zinc finger family protein 0.0029 0.047 0.0876
Echinococcus multilocularis histone lysine N methyltransferase MLL3 0.0009 0.005 0.0037
Echinococcus multilocularis dnaJ subfamily B 0.0411 0.8511 0.8509
Toxoplasma gondii histone lysine methyltransferase SET1 0.0055 0.1013 0.1732
Schistosoma mansoni survival motor neuron protein 0.0048 0.0882 0.1023
Loa Loa (eye worm) hypothetical protein 0.0035 0.0609 0.1162
Trypanosoma cruzi hypothetical protein, conserved 0.0036 0.0624 0.064
Schistosoma mansoni hypothetical protein 0.0016 0.0208 0.0229
Loa Loa (eye worm) hypothetical protein 0.0036 0.0624 0.1192
Onchocerca volvulus 0.0048 0.0882 0.1182
Schistosoma mansoni cpg binding protein 0.003 0.0504 0.0578
Loa Loa (eye worm) hypothetical protein 0.0036 0.0624 0.1192
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0195 0.3961 1
Loa Loa (eye worm) thymidylate synthase 0.0195 0.3961 0.8127
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0016 0.0208 0.0195

Activities

Activity type Activity value Assay description Source Reference
CC50 (functional) = 53 uM In vitro cytotoxicity against mock infected MT-4 cells. ChEMBL. 10377217
CC50 (functional) = 53 uM In vitro cytotoxicity against mock infected MT-4 cells. ChEMBL. 10377217
IF (binding) = 0.344 Inhibition factor for Pneumocystis carinii Thymidylate synthase at 27 uM. ChEMBL. 10377217
IF (binding) = 0.344 Inhibition factor for Cryptococcus Thymidylate synthase at 27 uM. ChEMBL. 10377217
IF (binding) = 0.409 Inhibition factor for Lactobacillus casei Thymidylate synthase at 27 uM. ChEMBL. 10377217
IF (binding) = 0.475 Inhibition factor for Human Thymidylate synthase at 27 uM. ChEMBL. 10377217
IF (binding) = 0.344 Inhibition factor for Pneumocystis carinii Thymidylate synthase at 27 uM. ChEMBL. 10377217
IF (binding) = 0.344 Inhibition factor for Cryptococcus Thymidylate synthase at 27 uM. ChEMBL. 10377217
IF (binding) = 0.409 Inhibition factor for Lactobacillus casei Thymidylate synthase at 27 uM. ChEMBL. 10377217
IF (binding) = 0.475 Inhibition factor for Human Thymidylate synthase at 27 uM. ChEMBL. 10377217
Ki (binding) = 1.5 uM In vitro inhibition of Lactobacillus casei Thymidylate synthase. ChEMBL. 10377217
Ki (binding) = 1.5 uM In vitro inhibition of Lactobacillus casei Thymidylate synthase. ChEMBL. 10377217
MGC (functional) = 32 uM In vitro evaluation of the compound for minimum germicidal effect on Stapylococcus aureus was determined ChEMBL. 10377217
MGC (functional) = 32 uM In vitro minimum concentration for germicidal effect on Streptococcus. ChEMBL. 10377217
MIC (functional) = 16 uM In vitro inhibition of Stapylococcus aureus growth. ChEMBL. 10377217
MIC (functional) = 16 uM In vitro inhibition of Streptococcus growth. ChEMBL. 10377217
MIC (functional) > 53 uM In vitro inhibition of Cryptococcus neoformans growth. ChEMBL. 10377217
MIC (functional) > 53 uM In vitro inhibition of Cryptococcus neoformans growth. ChEMBL. 10377217
SI (functional) = 3.3 Ratio of cytotoxic concentration to that of minimum inhibitory concentration against Steptococcus (CC50/MIC50). ChEMBL. 10377217

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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