Detailed information for compound 448562

Basic information

Technical information
  • TDR Targets ID: 448562
  • Name: sodium (3R,5R)-7-[3-(4-fluorophenyl)-4-phenyl -5-(phenylcarbamoyl)-1-propan-2-ylpyrrol-2-yl ]-3,5-dihydroxyheptanoate
  • MW: 580.622 | Formula: C33H34FN2NaO5
  • H donors: 3 H acceptors: 5 LogP: 5.81 Rotable bonds: 13
    Rule of 5 violations (Lipinski): 2
  • SMILES: O[C@@H](C[C@H](CC(=O)[O-])O)CCc1c(c2ccc(cc2)F)c(c(n1C(C)C)C(=O)Nc1ccccc1)c1ccccc1.[Na+]
  • InChi: 1S/C33H35FN2O5.Na/c1-21(2)36-28(18-17-26(37)19-27(38)20-29(39)40)30(23-13-15-24(34)16-14-23)31(22-9-5-3-6-10-22)32(36)33(41)35-25-11-7-4-8-12-25;/h3-16,21,26-27,37-38H,17-20H2,1-2H3,(H,35,41)(H,39,40);/q;+1/p-1/t26-,27-;/m1./s1
  • InChiKey: KPLDGCHOLKPSQL-CNZCJKERSA-M  


Substructure search Similarity search

Network

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Synonyms

  • sodium (3R,5R)-7-[3-(4-fluorophenyl)-1-isopropyl-4-phenyl-5-(phenylcarbamoyl)pyrrol-2-yl]-3,5-dihydroxy-heptanoate
  • sodium (3R,5R)-7-[5-[anilino(oxo)methyl]-3-(4-fluorophenyl)-1-isopropyl-4-phenyl-2-pyrrolyl]-3,5-dihydroxyheptanoate
  • sodium (3R,5R)-7-[3-(4-fluorophenyl)-4-phenyl-5-(phenylcarbamoyl)-1-propan-2-yl-pyrrol-2-yl]-3,5-dihydroxy-heptanoate
  • sodium (3R,5R)-7-[3-(4-fluorophenyl)-1-isopropyl-4-phenyl-5-(phenylcarbamoyl)pyrrol-2-yl]-3,5-dihydroxy-enanthate
  • sodium (3R,5R)-7-[5-(anilino-oxomethyl)-3-(4-fluorophenyl)-1-isopropyl-4-phenyl-2-pyrrolyl]-3,5-dihydroxyheptanoate

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus HMG-CoA reductase Starlite/ChEMBL References
Homo sapiens 3-hydroxy-3-methylglutaryl-CoA reductase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma mansoni hydroxymethylglutaryl-CoA reductase (NADPH) Get druggable targets OG5_127955 All targets in OG5_127955
Leishmania infantum 3-hydroxy-3-methylglutaryl-CoA reductase, putative Get druggable targets OG5_127955 All targets in OG5_127955
Candida albicans hydroxymethylglutaryl-CoA reductase (ergosterol biosynthesis) Get druggable targets OG5_127955 All targets in OG5_127955
Echinococcus granulosus hydroxymethylglutaryl coenzyme A reductase Get druggable targets OG5_127955 All targets in OG5_127955
Echinococcus multilocularis hydroxymethylglutaryl coenzyme A reductase Get druggable targets OG5_127955 All targets in OG5_127955
Leishmania major 3-hydroxy-3-methylglutaryl-CoA reductase Get druggable targets OG5_127955 All targets in OG5_127955
Schistosoma japonicum ko:K00021 3-hydroxy-3-methylglutaryl-CoA reductase [EC1.1.1.34], putative Get druggable targets OG5_127955 All targets in OG5_127955
Leishmania braziliensis 3-hydroxy-3-methylglutaryl-CoA reductase, putative Get druggable targets OG5_127955 All targets in OG5_127955
Leishmania mexicana 3-hydroxy-3-methylglutaryl-CoA reductase, putative Get druggable targets OG5_127955 All targets in OG5_127955
Trypanosoma brucei 3-hydroxy-3-methylglutaryl-CoA reductase, putative Get druggable targets OG5_127955 All targets in OG5_127955
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127955 All targets in OG5_127955
Trypanosoma cruzi 3-hydroxy-3-methylglutaryl-CoA reductase, putative Get druggable targets OG5_127955 All targets in OG5_127955
Trypanosoma congolense 3-hydroxy-3-methylglutaryl-CoA reductase, putative Get druggable targets OG5_127955 All targets in OG5_127955
Mycobacterium ulcerans hydroxymethylglutaryl-coenzyme a (HMG-CoA) reductase Get druggable targets OG5_127955 All targets in OG5_127955
Brugia malayi Hydroxymethylglutaryl-coenzyme A reductase family protein Get druggable targets OG5_127955 All targets in OG5_127955
Trypanosoma brucei gambiense 3-hydroxy-3-methylglutaryl-CoA reductase, putative Get druggable targets OG5_127955 All targets in OG5_127955
Candida albicans hydroxymethylglutaryl-CoA reductase (ergosterol biosynthesis) Get druggable targets OG5_127955 All targets in OG5_127955
Trypanosoma cruzi 3-hydroxy-3-methylglutaryl-CoA reductase Get druggable targets OG5_127955 All targets in OG5_127955
Leishmania donovani 3-hydroxy-3-methylglutaryl-CoA reductase, putative Get druggable targets OG5_127955 All targets in OG5_127955
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
Schistosoma mansoni protein-s-isoprenylcysteine o-methyltransferase 0.2207 1 1
Mycobacterium ulcerans hypothetical protein 0.0963 0.3373 1
Trypanosoma brucei prenyl protein specific carboxyl methyltransferase 0.2207 1 1
Toxoplasma gondii isoprenylcysteine carboxyl methyltransferase (icmt) family protein 0.2207 1 0.5
Giardia lamblia Isoprenylcysteine carboxyl methyltransferase 0.2207 1 0.5
Mycobacterium tuberculosis Conserved hypothetical membrane protein 0.0963 0.3373 0.5
Echinococcus multilocularis 0.2207 1 1
Plasmodium vivax protein-S-isoprenylcysteine O-methyltransferase, putative 0.2207 1 0.5
Leishmania major prenyl protein specific carboxyl methyltransferase, putative 0.2207 1 1
Plasmodium falciparum protein-S-isoprenylcysteine O-methyltransferase, putative 0.2207 1 0.5
Entamoeba histolytica prenyl cysteine carboxyl methyltransferase, putative 0.2207 1 0.5
Trichomonas vaginalis protein-S isoprenylcysteine O-methyltransferase, putative 0.2207 1 0.5
Trichomonas vaginalis protein-S isoprenylcysteine O-methyltransferase, putative 0.2207 1 0.5
Loa Loa (eye worm) protein-S isoprenylcysteine O-methyltransferase 0.2207 1 1
Entamoeba histolytica prenyl cysteine carboxyl methyltransferase, putative 0.2207 1 0.5
Trypanosoma cruzi prenyl protein specific carboxyl methyltransferase, putative 0.2207 1 1
Echinococcus granulosus protein S isoprenylcysteine O methyltransferase 0.2207 1 1
Trichomonas vaginalis protein-S isoprenylcysteine O-methyltransferase, putative 0.2207 1 0.5
Trypanosoma cruzi prenyl protein specific carboxyl methyltransferase, putative 0.2207 1 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 0.43 nM Inhibition of cholesterol synthesis in rat liver hepatocytes after 4 hrs ChEMBL. 17560788
IC50 (functional) = 1 nM Inhibition of cholesterol synthesis in rat hepatocyte ChEMBL. 17574412
IC50 (binding) = 1.8 nM Inhibition of HMG-CoA reductase ChEMBL. 17574412
IC50 (binding) = 1.8 nM Inhibition of HMG-CoA reductase ChEMBL. 17574412
IC50 (binding) = 12 nM Inhibition of rat microsomal HMG-CoA reductase assessed as inhibition of cholesterol synthesis after 30 mins ChEMBL. 17560788
IC50 (binding) = 12 nM Inhibition of rat microsomal HMG-CoA reductase assessed as inhibition of cholesterol synthesis after 30 mins ChEMBL. 17560788
IC50 (functional) = 157 nM Inhibition of cholesterol synthesis in rat L6 cells after 3 hrs ChEMBL. 17560788
IC50 (functional) = 229 nM Inhibition of cholesterol synthesis in rat myocyte ChEMBL. 17574412
Inhibition (functional) = -75 % Inhibition of cholesterol synthesis in C57/BL6 mouse at 30 mg/kg, po by MAICS assay ChEMBL. 17560788
Inhibition (functional) = -75 % Inhibition of cholesterol synthesis in C57/BL6 mouse at 30 mg/kg, po by MAICS assay ChEMBL. 17560788
Inhibition (functional) = -57 % Inhibition of acute cholesterol synthesis in mouse at 1 mg/kg ChEMBL. 17574412
Inhibition (functional) = -57 % Inhibition of acute cholesterol synthesis in mouse at 1 mg/kg ChEMBL. 17574412
Ratio IC50 (functional) = 374 Selectivity index, ratio of IC50 for rat L6 cells to IC50 for rat hepatocytes ChEMBL. 17560788

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

2 literature references were collected for this gene.

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