Detailed information for compound 1020693

Basic information

Technical information
  • TDR Targets ID: 1020693
  • Name: (3R,5R)-7-[3-(4-fluorophenyl)-8-oxo-7-phenyl- 1-propan-2-yl-5,6-dihydro-4H-pyrrolo[5,4-c]az epin-2-yl]-3,5-dihydroxyheptanoic acid
  • MW: 522.608 | Formula: C30H35FN2O5
  • H donors: 3 H acceptors: 5 LogP: 4.11 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 2
  • SMILES: O[C@@H](C[C@H](CC(=O)O)O)CCc1c(c2ccc(cc2)F)c2c(n1C(C)C)C(=O)N(CCC2)c1ccccc1
  • InChi: 1S/C30H35FN2O5/c1-19(2)33-26(15-14-23(34)17-24(35)18-27(36)37)28(20-10-12-21(31)13-11-20)25-9-6-16-32(30(38)29(25)33)22-7-4-3-5-8-22/h3-5,7-8,10-13,19,23-24,34-35H,6,9,14-18H2,1-2H3,(H,36,37)/t23-,24-/m1/s1
  • InChiKey: OMBVEVHRIQULKW-DNQXCXABSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (3R,5R)-7-[3-(4-fluorophenyl)-1-isopropyl-8-oxo-7-phenyl-5,6-dihydro-4H-pyrrolo[5,4-c]azepin-2-yl]-3,5-dihydroxy-heptanoic acid
  • (3R,5R)-7-[3-(4-fluorophenyl)-1-isopropyl-8-oxo-7-phenyl-5,6-dihydro-4H-pyrrolo[5,4-c]azepin-2-yl]-3,5-dihydroxyheptanoic acid
  • (3R,5R)-7-[3-(4-fluorophenyl)-1-isopropyl-8-keto-7-phenyl-5,6-dihydro-4H-pyrrolo[5,4-c]azepin-2-yl]-3,5-dihydroxy-enanthic acid
  • (3R,5R)-7-[3-(4-fluorophenyl)-8-oxo-7-phenyl-1-propan-2-yl-5,6-dihydro-4H-pyrrolo[5,4-c]azepin-2-yl]-3,5-dihydroxy-heptanoic acid
  • HR2

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
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
Trypanosoma brucei gambiense 3-hydroxy-3-methylglutaryl-CoA reductase, putative 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
Trypanosoma brucei 3-hydroxy-3-methylglutaryl-CoA reductase, putative 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
Trypanosoma cruzi 3-hydroxy-3-methylglutaryl-CoA reductase 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
Brugia malayi Hydroxymethylglutaryl-coenzyme A reductase family protein 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
Leishmania donovani 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
Echinococcus multilocularis hydroxymethylglutaryl coenzyme A reductase 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
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
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
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
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni kinase 0.005 0.037 0.0532
Loa Loa (eye worm) hypothetical protein 0.0041 0.0179 0.0179
Echinococcus granulosus chromobox protein 1 0.0073 0.0831 0.0739
Trichomonas vaginalis alpha-glucosidase, putative 0.0074 0.0852 0.5708
Trichomonas vaginalis CAMK family protein kinase 0.0099 0.1358 1
Echinococcus multilocularis neutral alpha glucosidase AB 0.0074 0.0852 0.076
Brugia malayi Heterochromatin protein 1 0.0073 0.0831 0.0739
Echinococcus granulosus chromobox protein 1 0.0073 0.0831 0.0739
Schistosoma mansoni alpha-glucosidase 0.0288 0.5181 1
Echinococcus granulosus survival motor neuron protein 1 0.0526 1 1
Trichomonas vaginalis maltase-glucoamylase, putative 0.0074 0.0852 0.5708
Entamoeba histolytica serine/threonine protein kinase, putative 0.0099 0.1358 1
Trypanosoma cruzi 3-hydroxy-3-methylglutaryl-CoA reductase, putative 0.0165 0.2692 1
Echinococcus multilocularis sterol regulatory element binding protein 0.0068 0.0725 0.0632
Brugia malayi Hydroxymethylglutaryl-coenzyme A reductase family protein 0.0165 0.2692 0.2619
Onchocerca volvulus 0.0194 0.3267 1
Trichomonas vaginalis alpha-glucosidase, putative 0.0074 0.0852 0.5708
Echinococcus multilocularis protein dispatched 1 0.0068 0.0725 0.0632
Echinococcus multilocularis Niemann Pick C1 protein 0.0068 0.0725 0.0632
Trichomonas vaginalis 3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative 0.0078 0.0917 0.626
Trichomonas vaginalis neutral alpha-glucosidase ab precursor, putative 0.0074 0.0852 0.5708
Echinococcus granulosus Transcription factor JmjC domain containing protein 0.01 0.138 0.1293
Trypanosoma cruzi polo-like protein kinase, putative 0.0099 0.1358 0.2749
Trichomonas vaginalis CAMK family protein kinase 0.0099 0.1358 1
Echinococcus granulosus hydroxymethylglutaryl coenzyme A reductase 0.0165 0.2692 0.2619
Echinococcus multilocularis lysosomal alpha glucosidase 0.0335 0.6124 0.6085
Trichomonas vaginalis CAMK family protein kinase 0.0099 0.1358 1
Brugia malayi serine/threonine-protein kinase plk-2 0.0099 0.1358 0.1271
Loa Loa (eye worm) follicle stimulating hormone receptor 0.0243 0.4275 0.4275
Schistosoma mansoni survival motor neuron protein 0.0107 0.1521 0.2798
Brugia malayi Iron-sulfur cluster assembly accessory protein 0.0107 0.1521 0.1436
Loa Loa (eye worm) hypothetical protein 0.0068 0.0725 0.0725
Trypanosoma cruzi 3-hydroxy-3-methylglutaryl-CoA reductase 0.0165 0.2692 1
Loa Loa (eye worm) PLK/PLK1 protein kinase 0.0099 0.1358 0.1358
Echinococcus multilocularis protein patched 0.0068 0.0725 0.0632
Loa Loa (eye worm) abnormal chemotaxis protein 14 0.0068 0.0725 0.0725
Trypanosoma cruzi polo-like protein kinase, putative 0.0099 0.1358 0.2749
Onchocerca volvulus Heterochromatin protein 1 homolog 0.0044 0.0243 0.0742
Trichomonas vaginalis sucrase-isomaltase, putative 0.0074 0.0852 0.5708
Loa Loa (eye worm) jmjC domain-containing protein 0.0063 0.0629 0.0629
Trichomonas vaginalis chromobox protein, putative 0.0044 0.0243 0.0535
Schistosoma mansoni hydroxymethylglutaryl-CoA reductase (NADPH) 0.0165 0.2692 0.5102
Echinococcus multilocularis hydroxymethylglutaryl coenzyme A reductase 0.0165 0.2692 0.2619
Trichomonas vaginalis alpha-glucosidase, putative 0.0074 0.0852 0.5708
Echinococcus multilocularis survival motor neuron protein 1 0.0526 1 1
Trichomonas vaginalis 3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative 0.0078 0.0917 0.626
Brugia malayi Glycosyl hydrolases family 31 protein 0.0074 0.0852 0.076
Echinococcus multilocularis chromobox protein 1 0.0073 0.0831 0.0739
Brugia malayi Glycosyl hydrolases family 31 protein 0.0335 0.6124 0.6085
Brugia malayi CHE-14 protein 0.0068 0.0725 0.0632
Leishmania major protein kinase, putative,polo-like protein kinase, putative 0.0099 0.1358 0.2749
Echinococcus granulosus sterol regulatory element binding protein 0.0068 0.0725 0.0632
Schistosoma mansoni hypothetical protein 0.0107 0.1521 0.2798
Trichomonas vaginalis neutral alpha-glucosidase ab precursor, putative 0.0074 0.0852 0.5708
Trypanosoma brucei 3-hydroxy-3-methylglutaryl-CoA reductase, putative 0.0165 0.2692 1
Echinococcus multilocularis Transcription factor, JmjC domain containing protein 0.01 0.138 0.1293
Brugia malayi follicle stimulating hormone receptor 0.0243 0.4275 0.4218
Leishmania major 3-hydroxy-3-methylglutaryl-CoA reductase 0.0165 0.2692 1
Loa Loa (eye worm) jmjC domain-containing protein 0.0037 0.0099 0.0099
Echinococcus multilocularis lysosomal alpha glucosidase 0.0335 0.6124 0.6085
Echinococcus multilocularis chromobox protein 1 0.0073 0.0831 0.0739
Brugia malayi chromobox protein homolog 3 0.0041 0.0179 0.0081
Echinococcus granulosus Niemann Pick C1 protein 0.0068 0.0725 0.0632
Loa Loa (eye worm) hypothetical protein 0.0526 1 1
Trichomonas vaginalis CAMK family protein kinase 0.0099 0.1358 1
Toxoplasma gondii glycosyl hydrolase, family 31 protein 0.0074 0.0852 0.5
Trichomonas vaginalis 3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative 0.0078 0.0917 0.626
Mycobacterium ulcerans hydroxymethylglutaryl-coenzyme a (HMG-CoA) reductase 0.0165 0.2692 0.5
Trichomonas vaginalis chromobox protein, putative 0.0073 0.0831 0.5526
Trichomonas vaginalis CAMK family protein kinase 0.0099 0.1358 1
Echinococcus granulosus serine:threonine protein kinase PLK1 0.0099 0.1358 0.1271
Trichomonas vaginalis CAMK family protein kinase 0.0099 0.1358 1
Trichomonas vaginalis CAMK family protein kinase 0.0049 0.0343 0.1391
Schistosoma mansoni patched 1 0.0068 0.0725 0.1232
Echinococcus granulosus neutral alpha glucosidase AB 0.0074 0.0852 0.076
Echinococcus multilocularis serine:threonine protein kinase PLK1 0.0099 0.1358 0.1271
Trichomonas vaginalis CAMK family protein kinase 0.0099 0.1358 1
Onchocerca volvulus Heterochromatin protein 1 homolog 0.0041 0.0179 0.0549
Trichomonas vaginalis chromobox protein, putative 0.0073 0.0831 0.5526
Loa Loa (eye worm) hypothetical protein 0.0165 0.2692 0.2692
Echinococcus multilocularis jumonji domain containing protein 0.0043 0.0212 0.0114
Loa Loa (eye worm) glycosyl hydrolase family 31 protein 0.0074 0.0852 0.0852
Schistosoma mansoni chromobox protein 0.0073 0.0831 0.1439
Schistosoma mansoni alpha glucosidase 0.0074 0.0852 0.1482
Brugia malayi jmjC domain containing protein 0.01 0.138 0.1293
Loa Loa (eye worm) hypothetical protein 0.0053 0.0412 0.0412
Loa Loa (eye worm) glycosyl hydrolase family 31 protein 0.0335 0.6124 0.6124
Schistosoma mansoni jumonji domain containing protein 0.008 0.0962 0.1698
Giardia lamblia Kinase, PLK 0.0099 0.1358 1
Echinococcus granulosus Protein patched homolog 1 0.0068 0.0725 0.0632
Schistosoma mansoni alpha-glucosidase 0.0288 0.5181 1
Schistosoma mansoni serine/threonine protein kinase 0.0099 0.1358 0.2477
Echinococcus granulosus lysosomal alpha glucosidase 0.0335 0.6124 0.6085
Trichomonas vaginalis alpha-glucosidase, putative 0.0074 0.0852 0.5708
Loa Loa (eye worm) heterochromatin protein 1 0.0073 0.0831 0.0831
Trypanosoma brucei polo-like protein kinase 0.0099 0.1358 0.2749
Schistosoma mansoni niemann-pick C1 (NPC1) 0.0068 0.0725 0.1232
Trichomonas vaginalis chromobox protein, putative 0.0044 0.0243 0.0535
Trichomonas vaginalis conserved hypothetical protein 0.0068 0.0725 0.463
Schistosoma mansoni chromobox protein 0.0073 0.0831 0.1439
Onchocerca volvulus Serine\/threonine kinase homolog 0.0099 0.1358 0.4156
Trichomonas vaginalis alpha-glucosidase, putative 0.0074 0.0852 0.5708
Onchocerca volvulus 0.0107 0.1521 0.4656
Echinococcus granulosus jumonji domain containing protein 0.0043 0.0212 0.0114
Trichomonas vaginalis CAMK family protein kinase 0.0049 0.0343 0.1391

Activities

Activity type Activity value Assay description Source Reference
Inhibition (functional) = -39 % Acute inhibition of cholesterol synthesis in mouse at 30 mg/kg ChEMBL. 18540668
Kd (binding) = 21.6 nM Binding affinity to HMG-CoA reductase by isothermal calorimetry ChEMBL. 18540668

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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