Detailed information for compound 209824

Basic information

Technical information
  • TDR Targets ID: 209824
  • Name: 2-[2-(3-chlorophenyl)-3-methoxy-4-oxochromen- 8-yl]acetic acid
  • MW: 344.746 | Formula: C18H13ClO5
  • H donors: 1 H acceptors: 3 LogP: 3.45 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1c(oc2c(c1=O)cccc2CC(=O)O)c1cccc(c1)Cl
  • InChi: 1S/C18H13ClO5/c1-23-18-15(22)13-7-3-5-11(9-14(20)21)16(13)24-17(18)10-4-2-6-12(19)8-10/h2-8H,9H2,1H3,(H,20,21)
  • InChiKey: XKBYYXYZMZXKDG-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-[2-(3-chlorophenyl)-3-methoxy-4-oxo-chromen-8-yl]acetic acid
  • 2-[2-(3-chlorophenyl)-3-methoxy-4-oxo-1-benzopyran-8-yl]acetic acid
  • 2-[2-(3-chlorophenyl)-3-methoxy-4-oxo-chromen-8-yl]ethanoic acid
  • 2-[2-(3-chlorophenyl)-4-keto-3-methoxy-chromen-8-yl]acetic acid
  • 2-[2-(3-chlorophenyl)-3-methoxy-4-oxo-8-chromenyl]acetic acid

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
Loa Loa (eye worm) fatty acid synthase 0.0024 0.0884 0.0736
Plasmodium falciparum ataxin-2 like protein, putative 0.0024 0.0909 0.5
Echinococcus granulosus tar DNA binding protein 0.0185 1 1
Loa Loa (eye worm) hypothetical protein 0.0049 0.2281 0.2156
Brugia malayi RNA recognition motif domain containing protein 0.0185 1 1
Loa Loa (eye worm) hypothetical protein 0.0041 0.1838 0.1705
Mycobacterium tuberculosis Polyketide synthase Pks13 0.0036 0.1583 1
Mycobacterium tuberculosis Probable polyketide synthase Pks5 0.0024 0.086 0.5436
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsA 0.002 0.0634 0.172
Loa Loa (eye worm) hypothetical protein 0.0024 0.0909 0.0761
Plasmodium falciparum ataxin-2 like protein, putative 0.0024 0.0909 0.5
Loa Loa (eye worm) hypothetical protein 0.0015 0.0399 0.0243
Schistosoma mansoni tar DNA-binding protein 0.0185 1 1
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsD 0.0024 0.0903 0.4065
Brugia malayi Calcitonin receptor-like protein seb-1 0.0049 0.2281 0.1961
Echinococcus granulosus GPCR family 2 0.0015 0.0399 0.0256
Toxoplasma gondii type I fatty acid synthase, putative 0.0026 0.0988 1
Onchocerca volvulus Fatty acid synthase homolog 0.0044 0.2006 1
Mycobacterium leprae PROBABLE THIOESTERASE TESA 0.002 0.0673 0.2064
Schistosoma mansoni hypothetical protein 0.0015 0.0399 0.0256
Brugia malayi oxidoreductase, zinc-binding dehydrogenase family protein 0.0046 0.2134 0.1807
Mycobacterium ulcerans polyketide synthase Pks13 0.0036 0.1583 1
Trypanosoma cruzi PAB1-binding protein , putative 0.0024 0.0909 0.5
Loa Loa (eye worm) hypothetical protein 0.0014 0.0298 0.014
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsD 0.0024 0.0903 0.5702
Loa Loa (eye worm) MH2 domain-containing protein 0.0116 0.6123 0.606
Mycobacterium tuberculosis Probable polyketide synthase Pks15 0.001 0.0083 0.0527
Mycobacterium tuberculosis Probable polyketide synthase Pks9 0.0014 0.0309 0.1953
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsB 0.002 0.0634 0.172
Echinococcus multilocularis tar DNA binding protein 0.0185 1 1
Mycobacterium tuberculosis Polyketide synthase Pks12 0.0026 0.0988 0.6242
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSB 0.002 0.0634 0.172
Onchocerca volvulus 0.0042 0.1921 0.9285
Brugia malayi Beta-ketoacyl synthase, N-terminal domain containing protein 0.0024 0.0903 0.0525
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0015 0.0399 0.0256
Mycobacterium leprae Probable multifunctional mycocerosic acid synthase membrane associated enzyme Mas 0.0026 0.0988 0.481
Mycobacterium tuberculosis Probable polyketide synthase Pks1 0.0017 0.0515 0.3255
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsC 0.0024 0.0903 0.5702
Trypanosoma cruzi PAB1-binding protein , putative 0.0024 0.0909 0.5
Loa Loa (eye worm) RNA binding protein 0.0185 1 1
Loa Loa (eye worm) TAR-binding protein 0.0185 1 1
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsA 0.0024 0.0903 0.5702
Loa Loa (eye worm) AMP-binding enzyme family protein 0.0023 0.0812 0.0663
Brugia malayi hypothetical protein 0.0016 0.0419 0.0021
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0015 0.0399 0.0256
Mycobacterium ulcerans thioesterase TesA 0.002 0.0673 0.2064
Loa Loa (eye worm) transcription factor SMAD2 0.0116 0.6123 0.606
Toxoplasma gondii beta-ketoacyl synthase, N-terminal domain-containing protein 0.0016 0.0419 0.2574
Plasmodium vivax ataxin-2 like protein, putative 0.0024 0.0909 0.5
Mycobacterium tuberculosis Polyketide synthase Pks2 0.0024 0.086 0.5436
Mycobacterium tuberculosis Probable thioesterase TesA 0.002 0.0673 0.4254
Loa Loa (eye worm) hypothetical protein 0.0033 0.141 0.1271
Brugia malayi MH2 domain containing protein 0.0116 0.6123 0.5962
Mycobacterium ulcerans polyketide synthase 0.0026 0.0988 0.481
Mycobacterium tuberculosis Probable multifunctional mycocerosic acid synthase membrane-associated Mas 0.0026 0.0988 0.6242
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSD 0.0024 0.0903 0.4065
Trypanosoma brucei PAB1-binding protein , putative 0.0024 0.0909 0.5
Mycobacterium leprae Probable polyketide synthase Pks1 0.0026 0.0988 0.481
Brugia malayi TAR-binding protein 0.0185 1 1
Leishmania major hypothetical protein, conserved 0.0024 0.0909 0.5
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsC 0.0026 0.0988 0.481
Schistosoma mansoni tar DNA-binding protein 0.0185 1 1
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0185 1 1
Mycobacterium ulcerans thioesterase 0.002 0.0673 0.2064
Brugia malayi latrophilin 2 splice variant baaae 0.0033 0.141 0.1053
Mycobacterium ulcerans Type I modular polyketide synthase 0.0024 0.0903 0.4065
Mycobacterium tuberculosis Probable polyketide synthase Pks7 0.0026 0.0988 0.6242
Loa Loa (eye worm) latrophilin receptor protein 2 0.0015 0.0399 0.0243
Schistosoma mansoni hypothetical protein 0.0015 0.0399 0.0256
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0015 0.0399 0.0256
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSA 0.0024 0.0903 0.4065
Mycobacterium ulcerans polyketide synthase 0.0024 0.0903 0.4065
Mycobacterium ulcerans Type I modular polyketide synthase 0.0024 0.0903 0.4065
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0049 0.2281 0.1961
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSC 0.0026 0.0988 0.481
Schistosoma mansoni tar DNA-binding protein 0.0185 1 1
Mycobacterium tuberculosis Probable polyketide synthase Pks8 0.002 0.0652 0.4119
Mycobacterium leprae Polyketide synthase Pks13 0.0036 0.1583 1
Schistosoma mansoni hypothetical protein 0.0033 0.141 0.1282
Echinococcus multilocularis GPCR, family 2 0.0015 0.0399 0.0256
Schistosoma mansoni tar DNA-binding protein 0.0185 1 1
Schistosoma mansoni hypothetical protein 0.0015 0.0399 0.0256
Brugia malayi hypothetical protein 0.0024 0.0909 0.0531
Mycobacterium ulcerans multifunctional mycocerosic acid synthase membrane-associated Mas 0.0026 0.0988 0.481
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0049 0.2281 0.2156
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0015 0.0399 0.0256
Mycobacterium tuberculosis Probable membrane bound polyketide synthase Pks6 0.0036 0.1583 1
Schistosoma mansoni tar DNA-binding protein 0.0185 1 1
Schistosoma mansoni hypothetical protein 0.0015 0.0399 0.0256
Mycobacterium ulcerans Type I modular polyketide synthase 0.0024 0.0903 0.4065
Toxoplasma gondii LsmAD domain-containing protein 0.0024 0.0909 0.8964
Toxoplasma gondii type I fatty acid synthase, putative 0.0017 0.0506 0.3708
Brugia malayi AMP-binding enzyme family protein 0.0023 0.0812 0.0431
Mycobacterium tuberculosis Phenyloxazoline synthase MbtB (phenyloxazoline synthetase) 0.0023 0.0812 0.5131

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 36.8 uM Indirect antitumour effect was measured as cytotoxicity with human monocytes pretreated with compounds ChEMBL. 12904070
IC50 (functional) = 238.6 uM Indirect antitumour effect was measured as cytotoxicity with murine macrophages pretreated with compounds ChEMBL. 12904070
IC50 (functional) = 238.6 uM Indirect antitumour effect was measured as cytotoxicity with murine macrophages pretreated with compounds ChEMBL. 12904070
IC50 (functional) = 534.2 uM In vitro cytotoxicity against the selected tumour cell line LoVoS arising from human colon adenocarcinoma was determined ChEMBL. 12904070
IC50 (functional) = 534.2 uM In vitro cytotoxicity against the selected tumour cell line LoVoS arising from human colon adenocarcinoma was determined ChEMBL. 12904070
ND (functional) 0 In vitro cytotoxicity against the selected tumour cell line LoVoR arising from human colon adenocarcinoma was determined; not detected ChEMBL. 12904070
ND (functional) 0 Direct cytotoxicity against the selected tumour cell line 2008 was determined especially on ovarian adenocarcinoma derived cells; not detected ChEMBL. 12904070
ND (functional) 0 Direct cytotoxicity against the selected tumour cell line c13* was determined especially on ovarian adenocarcinoma derived cells; not detected ChEMBL. 12904070
Potency ratio (functional) = 1 Potency ratio was determined against LoVoS versus FAA (Flavone acetic acid) ChEMBL. 12904070
Potency ratio (functional) = 1.2 Potency ratio was determined against murine macrophages versus FAA (Flavone acetic acid) ChEMBL. 12904070
Potency ratio (functional) = 3.7 Potency ratio was determined against human monocytes versus DMXAA (Dimethylxanthenone-4-acetic acid); more potent ChEMBL. 12904070
Potency ratio (functional) = 6.5 Potency ratio was determined against macrophages; more potent ChEMBL. 12904070

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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