Detailed information for compound 57438

Basic information

Technical information
  • TDR Targets ID: 57438
  • Name: 3-chloro-4-fluoro-N-[(3R,4S)-3-hydroxy-2,2-di methyl-6-oxo-4,7,8,9-tetrahydro-3H-benzo[g]ch romen-4-yl]benzamide
  • MW: 417.858 | Formula: C22H21ClFNO4
  • H donors: 2 H acceptors: 3 LogP: 3.3 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(c1ccc(c(c1)Cl)F)N[C@H]1c2cc3C(=O)CCCc3cc2OC([C@@H]1O)(C)C
  • InChi: 1S/C22H21ClFNO4/c1-22(2)20(27)19(25-21(28)12-6-7-16(24)15(23)8-12)14-10-13-11(9-18(14)29-22)4-3-5-17(13)26/h6-10,19-20,27H,3-5H2,1-2H3,(H,25,28)/t19-,20+/m0/s1
  • InChiKey: JIAOCCBVFBFWKC-VQTJNVASSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 3-chloro-4-fluoro-N-[(3R,4S)-3-hydroxy-2,2-dimethyl-6-oxo-4,7,8,9-tetrahydro-3H-benzo[g][1]benzopyran-4-yl]benzamide
  • 3-chloro-4-fluoro-N-[(3R,4S)-3-hydroxy-6-keto-2,2-dimethyl-4,7,8,9-tetrahydro-3H-benzo[g]chromen-4-yl]benzamide

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
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0117 0.4602 1
Trypanosoma brucei NADPH-cytochrome p450 reductase, putative 0.0096 0.3592 0.9698
Mycobacterium tuberculosis Probable reductase 0.0105 0.4047 0.8793
Brugia malayi Pre-SET motif family protein 0.0029 0.0447 0.0516
Trypanosoma brucei NADPH--cytochrome P450 reductase, putative 0.0096 0.3592 0.9698
Loa Loa (eye worm) FAD binding domain-containing protein 0.0096 0.3592 0.4141
Schistosoma mansoni diflavin oxidoreductase 0.0048 0.1314 0.1552
Trypanosoma cruzi NADPH-dependent FMN/FAD containing oxidoreductase, putative 0.0096 0.3592 0.9698
Loa Loa (eye worm) flavodoxin family protein 0.0037 0.08 0.0922
Trypanosoma brucei trypanothione reductase 0.0046 0.1252 0.157
Echinococcus granulosus histone lysine methyltransferase setb 0.0029 0.0447 0.0159
Toxoplasma gondii flavodoxin domain-containing protein 0.0048 0.1314 0.4012
Trypanosoma cruzi p450 reductase, putative 0.0096 0.3592 0.9698
Plasmodium falciparum glutathione reductase 0.0046 0.1252 0.1619
Entamoeba histolytica 2,3-bisphosphoglycerate-independentphosphoglycerate mutase, putative 0.0054 0.1608 0.2809
Echinococcus multilocularis thioredoxin glutathione reductase 0.0046 0.1252 0.2558
Echinococcus multilocularis methionine synthase reductase 0.0059 0.1862 0.4499
Mycobacterium ulcerans endonuclease IV 0.0075 0.2607 0.7257
Mycobacterium leprae PROBABLE NADH DEHYDROGENASE NDH 0.0105 0.4047 0.8793
Loa Loa (eye worm) cytochrome P450 family protein 0.0022 0.0114 0.0131
Trichomonas vaginalis sulfite reductase, putative 0.0096 0.3592 0.3035
Echinococcus granulosus methionine synthase reductase 0.0059 0.1862 0.4586
Brugia malayi flavodoxin family protein 0.0037 0.08 0.0922
Trypanosoma brucei 2,3-bisphosphoglycerate-independent phosphoglycerate mutase 0.0098 0.3679 1
Toxoplasma gondii thioredoxin reductase 0.0046 0.1252 0.3725
Echinococcus multilocularis NADPH cytochrome P450 reductase 0.0096 0.3592 1
Plasmodium vivax NADPH-cytochrome p450 reductase, putative 0.0096 0.3592 1
Plasmodium vivax apurinic/apyrimidinic endonuclease Apn1, putative 0.0075 0.2607 0.6867
Trypanosoma cruzi 2,3-bisphosphoglycerate-independent phosphoglycerate mutase, putative 0.0098 0.3679 1
Plasmodium falciparum apurinic/apyrimidinic endonuclease Apn1, putative 0.0075 0.2607 0.6472
Trypanosoma brucei NADPH-dependent diflavin oxidoreductase 1 0.0096 0.3592 0.9698
Trichomonas vaginalis set domain proteins, putative 0.0232 1 1
Plasmodium vivax hypothetical protein, conserved 0.0037 0.08 0.112
Leishmania major NADPH-cytochrome p450 reductase-like protein 0.0096 0.3592 0.9698
Leishmania major cytochrome P450 reductase, putative 0.0085 0.3078 0.7913
Echinococcus multilocularis NADPH dependent diflavin oxidoreductase 1 0.0096 0.3592 1
Plasmodium vivax thioredoxin reductase, putative 0.0046 0.1252 0.2558
Loa Loa (eye worm) hypothetical protein 0.0029 0.0447 0.0516
Chlamydia trachomatis endonuclease IV 0.0075 0.2607 1
Trypanosoma cruzi trypanothione reductase, putative 0.0046 0.1252 0.157
Treponema pallidum flavodoxin 0.0037 0.08 0.5
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0117 0.4602 1
Brugia malayi DNA-(Apurinic or apyrimidinic site) lyase 0.0075 0.2607 0.3005
Mycobacterium tuberculosis Probable endonuclease IV End (endodeoxyribonuclease IV) (apurinase) 0.0075 0.2607 0.5664
Brugia malayi 2,3-bisphosphoglycerate-independent phosphoglycerate mutase 0.006 0.1894 0.2184
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0203 0.8673 1
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0105 0.4047 0.8793
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0046 0.1252 0.272
Mycobacterium tuberculosis Probable oxidoreductase 0.0117 0.4602 1
Giardia lamblia 2,3-bisphosphoglycerate-independent phosphoglycerate mutase 0.0098 0.3679 1
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0105 0.4047 0.8793
Mycobacterium ulcerans formate dehydrogenase H FdhF 0.0096 0.3592 1
Loa Loa (eye worm) hypothetical protein 0.0096 0.3592 0.4141
Echinococcus granulosus NADPH cytochrome P450 reductase 0.0096 0.3592 1
Mycobacterium leprae PROBABLE ENDONUCLEASE IV END (ENDODEOXYRIBONUCLEASE IV) (APURINASE) 0.0075 0.2607 0.5664
Onchocerca volvulus 0.0029 0.0447 0.0447
Echinococcus granulosus thioredoxin glutathione reductase 0.0046 0.1252 0.2676
Brugia malayi FAD binding domain containing protein 0.0096 0.3592 0.4141
Entamoeba histolytica 2,3-bisphosphoglycerate-independent phosphoglycerate mutase, putative 0.0098 0.3679 1
Wolbachia endosymbiont of Brugia malayi phosphoglyceromutase 0.0098 0.3679 0.5
Toxoplasma gondii flavodoxin domain-containing protein 0.0048 0.1314 0.4012
Brugia malayi Cytochrome P450 family protein 0.0022 0.0114 0.0131
Trichomonas vaginalis NADPH fad oxidoreductase, putative 0.0085 0.3078 0.2476
Plasmodium vivax flavodoxin domain containing protein 0.0085 0.3078 0.8365
Echinococcus granulosus NADPH dependent diflavin oxidoreductase 1 0.0096 0.3592 1
Loa Loa (eye worm) hypothetical protein 0.0075 0.2607 0.3005
Loa Loa (eye worm) FAD binding domain-containing protein 0.0059 0.1862 0.2147
Loa Loa (eye worm) glutathione reductase 0.0046 0.1252 0.1443
Brugia malayi FAD binding domain containing protein 0.0059 0.1862 0.2147
Plasmodium vivax glutathione reductase, putative 0.0046 0.1252 0.2558
Brugia malayi Thioredoxin reductase 0.0046 0.1252 0.1443
Brugia malayi flavodoxin family protein 0.0096 0.3592 0.4141
Schistosoma mansoni cytochrome P450 reductase 0.0096 0.3592 0.5635
Plasmodium falciparum nitric oxide synthase, putative 0.0096 0.3592 1
Mycobacterium tuberculosis Probable dehydrogenase 0.0105 0.4047 0.8793
Trypanosoma cruzi cytochrome P450 reductase, putative 0.0096 0.3592 0.9698
Loa Loa (eye worm) independent phosphoglycerate mutase isoform 2 0.0098 0.3679 0.4242
Trypanosoma brucei NADPH--cytochrome P450 reductase, putative 0.0096 0.3592 0.9698
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0117 0.4602 1
Schistosoma mansoni NADPH flavin oxidoreductase 0.0048 0.1348 0.1614
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0105 0.4047 0.8793
Brugia malayi Pre-SET motif family protein 0.0203 0.8673 1
Plasmodium falciparum thioredoxin reductase 0.0046 0.1252 0.1619
Brugia malayi glutathione reductase 0.0046 0.1252 0.1443
Schistosoma mansoni 5-methyl tetrahydrofolate-homocysteine methyltransferase reductase 0.0059 0.1862 0.2535
Leishmania major p450 reductase, putative 0.0096 0.3592 0.9698
Toxoplasma gondii endonuclease IV APN 0.0075 0.2607 1
Leishmania major trypanothione reductase 0.0046 0.1252 0.157
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0105 0.4047 0.8793
Leishmania major 2,3-bisphosphoglycerate-independent phosphoglycerate mutase 0.0098 0.3679 1
Loa Loa (eye worm) thioredoxin reductase 0.0046 0.1252 0.1443
Trichomonas vaginalis 2,3-bisphosphoglycerate-independent phosphoglycerate mutase, putative 0.0098 0.3679 0.3129
Trypanosoma cruzi cytochrome P450 reductase, putative 0.0096 0.3592 0.9698

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) = 98 % Compound was tested in vivo for anticonvulsant activity in mouse MEST test (maximal electroshock seizure threshold) at a peroral dose of 30 mg/kg ChEMBL. No reference
Activity (functional) = 98 % Compound was tested in vivo for anticonvulsant activity in mouse MEST test (maximal electroshock seizure threshold) at a peroral dose of 30 mg/kg ChEMBL. No reference
Ki (functional) = -7.6 Compound was evaluated for its binding affinity at the anticonvulsant binding site by displacement of [3H]- SB 204269 from mouse forebrain membranes ChEMBL. No reference
Log Ki (functional) = 7.6 Compound was evaluated for its binding affinity at the anticonvulsant binding site by displacement of [3H]- SB 204269 from mouse forebrain membranes ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Mus musculus ChEMBL23

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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