Detailed information for compound 452446

Basic information

Technical information
  • TDR Targets ID: 452446
  • Name: calcium (3R,5R)-7-[2-(4-fluorophenyl)-3-pheny l-4-(phenylcarbamoyl)-5-propan-2-ylpyrrol-1-y l]-3,5-dihydroxyheptanoate
  • MW: 1155.34 | Formula: C66H68CaF2N4O10
  • H donors: 8 H acceptors: 10 LogP: 9.92 Rotable bonds: 26
    Rule of 5 violations (Lipinski): 3
  • SMILES: O[C@@H](C[C@H](CC(=O)[O-])O)CCn1c(C(C)C)c(c(c1c1ccc(cc1)F)c1ccccc1)C(=O)Nc1ccccc1.O[C@@H](C[C@H](CC(=O)[O-])O)CCn1c(C(C)C)c(c(c1c1ccc(cc1)F)c1ccccc1)C(=O)Nc1ccccc1.[Ca+2]
  • InChi: 1S/2C33H35FN2O5.Ca/c2*1-21(2)31-30(33(41)35-25-11-7-4-8-12-25)29(22-9-5-3-6-10-22)32(23-13-15-24(34)16-14-23)36(31)18-17-26(37)19-27(38)20-28(39)40;/h2*3-16,21,26-27,37-38H,17-20H2,1-2H3,(H,35,41)(H,39,40);/q;;+2/p-2/t2*26-,27-;/m11./s1
  • InChiKey: FQCKMBLVYCEXJB-MNSAWQCASA-L  


Substructure search Similarity search

Network

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Synonyms

  • calcium (3R,5R)-7-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)pyrrol-1-yl]-3,5-dihydroxy-heptanoate
  • calcium (3R,5R)-7-[4-[anilino(oxo)methyl]-2-(4-fluorophenyl)-5-isopropyl-3-phenyl-1-pyrrolyl]-3,5-dihydroxyheptanoate
  • calcium (3R,5R)-7-[2-(4-fluorophenyl)-3-phenyl-4-(phenylcarbamoyl)-5-propan-2-yl-pyrrol-1-yl]-3,5-dihydroxy-heptanoate
  • calcium (3R,5R)-7-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)pyrrol-1-yl]-3,5-dihydroxy-enanthate
  • atorvastatin
  • Caduet
  • calcium (3R,5R)-7-[4-(anilino-oxomethyl)-2-(4-fluorophenyl)-5-isopropyl-3-phenyl-1-pyrrolyl]-3,5-dihydroxyheptanoate
  • 110862-48-1
  • 134523-03-8
  • LS-136974
  • Tahor
  • BB_SC-4721
  • 1H-Pyrrole-1-heptanoic acid, 2-(4-fluorophenyl)-beta,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-((phenylamino)carbonyl)-, calcium salt (2:1), (R-(R*,R*))-
  • 1H-Pyrrole-1-heptanoic acid, beta,delta-dihydroxy-2-(4-fluorophenyl)-5-(1-methylethyl)-3-phenyl-4-((phenylamino)carbonyl)-, calcium salt (2:1), (R-(R*,R*))-
  • ATORVASTATIN CALCIUM
  • Atorvastatin calcium [USAN]
  • Atorvastatin calcium salt
  • CI-981
  • Calcium (betaR,deltaR)-2-(p-fluorophenyl)-beta,delta-dihydroxy-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)pyrrole-1-heptanoate (1:2)
  • DRG-0321
  • Lipitor
  • PD 134298-38A
  • Lipibec
  • Prevencor
  • Sortis
  • D00887
  • YM-548
  • Atorvastatin calcium (USAN)
  • Torvast

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens galactosylceramidase No references
Homo sapiens peroxisome proliferator-activated receptor delta Starlite/ChEMBL No references
Homo sapiens solute carrier organic anion transporter family, member 1B1 Starlite/ChEMBL References
Rattus norvegicus HMG-CoA reductase Starlite/ChEMBL References
Homo sapiens androgen receptor Starlite/ChEMBL No references
Homo sapiens nuclear factor, erythroid 2-like 2 Starlite/ChEMBL No references
Homo sapiens solute carrier organic anion transporter family, member 1B3 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus granulosus hydroxymethylglutaryl coenzyme A reductase Get druggable targets OG5_127955 All targets in OG5_127955
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
Leishmania major 3-hydroxy-3-methylglutaryl-CoA 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
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
Loa Loa (eye worm) hypothetical protein 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
Trypanosoma congolense 3-hydroxy-3-methylglutaryl-CoA reductase, putative 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 brucei gambiense 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 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
Candida albicans hydroxymethylglutaryl-CoA reductase (ergosterol biosynthesis) Get druggable targets OG5_127955 All targets in OG5_127955
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi sodium-independent organic anion transporter family protein solute carrier organic anion transporter family, member 1B1 691 aa 634 aa 27.3 %
Brugia malayi sodium-independent organic anion transporter family protein solute carrier organic anion transporter family, member 1B3 702 aa 652 aa 28.4 %
Brugia malayi ecdysteroid receptor peroxisome proliferator-activated receptor delta 441 aa 369 aa 24.7 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Onchocerca volvulus 0.0067 0 0.5
Echinococcus multilocularis Niemann Pick C1 protein 0.0068 0.007 0.007
Echinococcus granulosus Protein patched homolog 1 0.0068 0.007 0.007
Onchocerca volvulus 0.0067 0 0.5
Onchocerca volvulus 0.0067 0 0.5
Onchocerca volvulus 0.0067 0 0.5
Trypanosoma brucei 3-hydroxy-3-methylglutaryl-CoA reductase, putative 0.0165 1 0.5
Trichomonas vaginalis 3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative 0.0078 0.104 1
Trypanosoma cruzi 3-hydroxy-3-methylglutaryl-CoA reductase 0.0165 1 1
Echinococcus granulosus sterol regulatory element binding protein 0.0068 0.007 0.007
Brugia malayi CHE-14 protein 0.0068 0.007 0.007
Echinococcus multilocularis hydroxymethylglutaryl coenzyme A reductase 0.0165 1 1
Loa Loa (eye worm) hypothetical protein 0.0165 1 1
Mycobacterium ulcerans hydroxymethylglutaryl-coenzyme a (HMG-CoA) reductase 0.0165 1 0.5
Leishmania major 3-hydroxy-3-methylglutaryl-CoA reductase 0.0165 1 0.5
Echinococcus granulosus hydroxymethylglutaryl coenzyme A reductase 0.0165 1 1
Onchocerca volvulus Putative organic anion transporter 0.0067 0 0.5
Giardia lamblia 3-hydroxy-3-methylglutaryl-coenzyme A reductase 0.0078 0.104 0.5
Loa Loa (eye worm) abnormal chemotaxis protein 14 0.0068 0.007 0.007
Trichomonas vaginalis 3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative 0.0078 0.104 1
Trichomonas vaginalis 3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative 0.0078 0.104 1
Schistosoma mansoni patched 1 0.0068 0.007 0.007
Echinococcus multilocularis protein dispatched 1 0.0068 0.007 0.007
Echinococcus multilocularis protein patched 0.0068 0.007 0.007
Echinococcus granulosus Niemann Pick C1 protein 0.0068 0.007 0.007
Echinococcus multilocularis sterol regulatory element binding protein 0.0068 0.007 0.007
Loa Loa (eye worm) hypothetical protein 0.0068 0.007 0.007
Onchocerca volvulus Putative organic anion transporter 0.0067 0 0.5
Toxoplasma gondii transporter, major facilitator family protein 0.0067 0 0.5
Schistosoma mansoni niemann-pick C1 (NPC1) 0.0068 0.007 0.007
Onchocerca volvulus Putative organic anion transporter 0.0067 0 0.5
Trypanosoma cruzi 3-hydroxy-3-methylglutaryl-CoA reductase, putative 0.0165 1 1
Onchocerca volvulus 0.0067 0 0.5
Schistosoma mansoni hydroxymethylglutaryl-CoA reductase (NADPH) 0.0165 1 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (ADMET) = 5.47 pIC50 values for sodium fluorescein (10 uM) uptake in OATP1B3-transfected CHO cells ChEMBL. 23571415
IC50 (ADMET) = 6.09 pIC50 values for sodium fluorescein (10 uM) uptake in OATP1B1-transfected CHO cells ChEMBL. 23571415
IC50 (functional) = 1.97 uM Cytotoxicity against human KB cells after 72 hrs by MTT assay ChEMBL. 22533316
IC50 (functional) = 4.8 uM Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum W2 ChEMBL. 17502414
IC50 (functional) = 5.1 uM Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum FCR3 ChEMBL. 17502414
IC50 (functional) = 5.3 uM Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum IMT031 ChEMBL. 17502414
IC50 (functional) = 5.8 uM Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum D6 ChEMBL. 17502414
IC50 (functional) = 5.8 uM Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum Bre1 ChEMBL. 17502414
IC50 (functional) = 11.8 uM Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum 3D7 ChEMBL. 17502414
IC50 (binding) = 13.22 uM Inhibition of Holtzman-Sprague-Dawley rat liver HMG CoA reductase after 30 mins ChEMBL. 17851082
IC50 (binding) = 13.22 uM Inhibition of Holtzman-Sprague-Dawley rat liver HMG CoA reductase after 30 mins ChEMBL. 17851082
IC50 (functional) > 30 uM Cytotoxicity against human OVCAR cells after 72 hrs by MTT assay ChEMBL. 22533316
IC90 (functional) = 14.8 uM Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum W2 ChEMBL. 17502414
IC90 (functional) = 15.8 uM Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum IMT031 ChEMBL. 17502414
IC90 (functional) = 18.1 uM Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum D6 ChEMBL. 17502414
IC90 (functional) = 23.6 uM Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum FCR3 ChEMBL. 17502414
IC90 (functional) = 24 uM Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum Bre1 ChEMBL. 17502414
IC90 (functional) = 39 uM Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum 3D7 ChEMBL. 17502414
Inhibition (ADMET) = 32.09510297 % Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM ChEMBL. 23571415
Inhibition (ADMET) = 36.07117792 % Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM ChEMBL. 23571415
Ki (ADMET) = 0.45 uM Ki values for sodium fluorescein (10 uM) uptake in OATP1B1-transfected CHO cells ChEMBL. 23571415
Ki (ADMET) = 2.58 uM Ki values for sodium fluorescein (10 uM) uptake in OATP1B3-transfected CHO cells ChEMBL. 23571415
Potency (functional) 0.7079 uM PubChem BioAssay. A Novel Cell-Based Assay to Identify Small Molecules for B -Galactocerebrosidase. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 3.748 uM PubChem BioAssay: Tox21. qHTS assay to identify small molecule agonists of the androgen receptor (AR) signaling pathway. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 11.8522 uM PubChem BioAssay: Tox21. qHTS assay to identify small molecule antagonists of the androgen receptor (AR) signaling pathway. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 13.183 uM PubChem BioAssay: Tox21. qHTS assay for small molecule agonists of the antioxidant response element (ARE) signaling pathway. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 13.3322 uM PubChem BioAssay: Tox21. qHTS assay for small molecule agonists of the antioxidant response element (ARE) signaling pathway. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 16.7417 uM PubChem BioAssay: Tox21. qHTS assay to identify small molecule agonists of the peroxisome proliferator-activated receptor delta (PPARd) signaling pathway. (Class of assay: confirmatory) ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 22533316
Plasmodium falciparum ChEMBL23 17502414

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

4 literature references were collected for this gene.

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