Detailed information for compound 1464759

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 520.559 | Formula: C28H32F4N2O3
  • H donors: 2 H acceptors: 3 LogP: 4.72 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 2
  • SMILES: NC(=O)CC[C@@]1(CC[C@@H](CC1)N(C(=O)c1ccc(cc1)[C@@](C(F)(F)F)(O)C)C1CC1)c1ccc(cc1)F
  • InChi: 1S/C28H32F4N2O3/c1-26(37,28(30,31)32)19-4-2-18(3-5-19)25(36)34(22-10-11-22)23-12-15-27(16-13-23,17-14-24(33)35)20-6-8-21(29)9-7-20/h2-9,22-23,37H,10-17H2,1H3,(H2,33,35)/t23-,26-,27-/m0/s1
  • InChiKey: ZEHMTRACVGXAFW-YGPDHOBYSA-N  

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens hydroxysteroid (11-beta) dehydrogenase 1 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Mycobacterium ulcerans short chain dehydrogenase Get druggable targets OG5_132866 All targets in OG5_132866
Mycobacterium tuberculosis Probable oxidoreductase Get druggable targets OG5_132866 All targets in OG5_132866

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Plasmodium falciparum steroid dehydrogenase, putative hydroxysteroid (11-beta) dehydrogenase 1 292 aa 250 aa 24.8 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Schistosoma mansoni myelin transcription factor 1 myt1 0.0057 0.1265 0.1241
Schistosoma mansoni tar DNA-binding protein 0.0066 0.1557 0.1577
Treponema pallidum DNA ligase (lig) 0.0022 0.0185 0.5
Echinococcus granulosus Ankyrin 0.0089 0.2278 0.2842
Brugia malayi Protein kinase domain containing protein 0.009 0.2292 0.3036
Schistosoma mansoni lamin 0.003 0.0426 0.0276
Trypanosoma cruzi mitogen activated protein kinase 4, putative 0.0051 0.1094 1
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.004 0.0758 0.0777
Loa Loa (eye worm) mbt repeat family protein 0.005 0.1051 0.1392
Brugia malayi RNA binding protein 0.0066 0.1557 0.2063
Mycobacterium ulcerans acyl-CoA synthetase 0.0026 0.0315 0.0206
Loa Loa (eye worm) intermediate filament protein 0.003 0.0426 0.0564
Brugia malayi Niemann-Pick C1 protein precursor 0.0108 0.2857 0.3784
Trypanosoma cruzi mitogen-activated protein kinase 11, putative 0.0051 0.1094 1
Loa Loa (eye worm) hypothetical protein 0.0019 0.0111 0.0147
Brugia malayi Calcitonin receptor-like protein seb-1 0.005 0.106 0.1404
Echinococcus granulosus endonuclease exonuclease phosphatase 0.0196 0.5587 0.7335
Loa Loa (eye worm) pigment dispersing factor receptor c 0.005 0.106 0.1404
Loa Loa (eye worm) CMGC/MAPK/ERK1 protein kinase 0.0051 0.1094 0.1449
Trypanosoma cruzi mitogen-activated protein kinase 11, putative 0.0051 0.1094 1
Onchocerca volvulus 0.0026 0.0315 0.0619
Onchocerca volvulus 0.003 0.0426 0.1149
Schistosoma mansoni hypothetical protein 0.0034 0.0569 0.0441
Echinococcus multilocularis histone acetyltransferase MYST2 0.0057 0.1265 0.1466
Loa Loa (eye worm) hypothetical protein 0.0022 0.0185 0.0246
Echinococcus granulosus ankyrin repeat and death domain containing protein 0.0089 0.2278 0.2842
Echinococcus multilocularis protein dispatched 1 0.0053 0.1148 0.1308
Loa Loa (eye worm) hypothetical protein 0.0034 0.0569 0.0754
Schistosoma mansoni sex comb on midleg homolog 0.005 0.1051 0.0995
Plasmodium falciparum replication factor C subunit 1, putative 0.0022 0.0185 1
Echinococcus granulosus histone acetyltransferase MYST2 0.0057 0.1265 0.1466
Entamoeba histolytica hypothetical protein 0.004 0.0758 0.2143
Schistosoma mansoni hypothetical protein 0.0045 0.0894 0.0814
Brugia malayi AMP-binding enzyme family protein 0.0026 0.0315 0.0417
Mycobacterium ulcerans long-chain fatty-acid CoA ligase 0.0026 0.0315 0.0206
Schistosoma mansoni retinoblastoma-binding protein 4 (rbbp4) 0.0089 0.2278 0.2405
Trypanosoma cruzi mitogen activated protein kinase 2, putative 0.0051 0.1094 1
Brugia malayi Pax transcription activation domain interacting protein 0.0022 0.0185 0.0246
Loa Loa (eye worm) hypothetical protein 0.005 0.1051 0.1392
Loa Loa (eye worm) hypothetical protein 0.0019 0.0111 0.0147
Mycobacterium ulcerans hypothetical protein 0.0026 0.0315 0.0206
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0095 0.2453 0.2606
Onchocerca volvulus Netrin receptor homolog 0.0089 0.2278 1
Schistosoma mansoni sex comb on midleg homolog 0.005 0.1051 0.0995
Entamoeba histolytica hypothetical protein 0.004 0.0758 0.2143
Echinococcus multilocularis TNFR CD27 30 40 95 cysteine rich region 0.0136 0.3735 0.482
Mycobacterium ulcerans long-chain-fatty-acid--CoA ligase 0.0026 0.0315 0.0206
Brugia malayi C2-HC type zinc finger protein C.e-MyT1 0.0057 0.1265 0.1675
Echinococcus multilocularis lamin 0.003 0.0426 0.0326
Brugia malayi RNA recognition motif domain containing protein 0.0066 0.1557 0.2063
Echinococcus granulosus tar DNA binding protein 0.0066 0.1557 0.1863
Loa Loa (eye worm) hypothetical protein 0.0026 0.0315 0.0417
Giardia lamblia Kinase, CMGC MAPK 0.0051 0.1094 1
Brugia malayi DKFZp564C0469 protein 0.0022 0.0185 0.0246
Leishmania major mitogen activated protein kinase, putative,map kinase, putative 0.0051 0.1094 1
Trichomonas vaginalis CMGC family protein kinase 0.0051 0.1094 1
Schistosoma mansoni tumor necrosis factor receptor related 0.0136 0.3735 0.408
Schistosoma mansoni serine/threonine protein kinase 0.0051 0.1094 0.1045
Echinococcus granulosus tumor necrosis factor receptor superfamily 0.0136 0.3735 0.482
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0095 0.2453 0.3249
Schistosoma mansoni hypothetical protein 0.0045 0.0894 0.0814
Echinococcus granulosus mitogen activated protein kinase 0.0051 0.1094 0.1234
Echinococcus granulosus polycomb protein SCMH1 0.005 0.1051 0.1176
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0095 0.2453 0.3079
Loa Loa (eye worm) hypothetical protein 0.0019 0.0111 0.0147
Mycobacterium ulcerans fatty-acid-CoA ligase 0.0026 0.0315 0.0206
Loa Loa (eye worm) hypothetical protein 0.0022 0.0185 0.0246
Loa Loa (eye worm) hypothetical protein 0.003 0.0426 0.0564
Schistosoma mansoni tar DNA-binding protein 0.0066 0.1557 0.1577
Onchocerca volvulus 0.0053 0.1149 0.4604
Plasmodium vivax replication factor C subunit 1, putative 0.0022 0.0185 1
Onchocerca volvulus Polycomb protein Sfmbt homolog 0.005 0.1051 0.4138
Loa Loa (eye worm) intermediate filament tail domain-containing protein 0.003 0.0426 0.0564
Brugia malayi ATP dependent DNA ligase C terminal region family protein 0.0022 0.0185 0.0246
Schistosoma mansoni tar DNA-binding protein 0.0066 0.1557 0.1577
Echinococcus multilocularis mitogen activated protein kinase 0.0051 0.1094 0.1234
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0095 0.2453 0.3079
Brugia malayi AMP-binding enzyme family protein 0.0026 0.0315 0.0417
Echinococcus multilocularis musashi 0.003 0.0426 0.0326
Schistosoma mansoni hypothetical protein 0.0053 0.1149 0.1107
Schistosoma mansoni lamin 0.003 0.0426 0.0276
Echinococcus granulosus sterol regulatory element binding protein 0.0046 0.0945 0.1032
Echinococcus granulosus netrin receptor unc 5 0.0089 0.2278 0.2842
Echinococcus multilocularis lamin dm0 0.003 0.0426 0.0326
Schistosoma mansoni scm-relatedprotein containing 4 mbt domains (sfmbt) 0.005 0.1051 0.0995
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.004 0.0758 0.0777
Echinococcus multilocularis tumor necrosis factor receptor superfamily 0.0136 0.3735 0.482
Echinococcus multilocularis polycomb protein SCMH1 0.005 0.1051 0.1176
Echinococcus granulosus lamin 0.003 0.0426 0.0326
Schistosoma mansoni patched 1 0.0046 0.0945 0.0874
Brugia malayi mbt repeat family protein 0.005 0.1051 0.1392
Loa Loa (eye worm) hypothetical protein 0.0022 0.0185 0.0246
Chlamydia trachomatis DNA ligase 0.0022 0.0185 1
Mycobacterium tuberculosis Probable chain -fatty-acid-CoA ligase FadD13 (fatty-acyl-CoA synthetase) 0.0026 0.0315 0.0239
Echinococcus multilocularis mitogen activated protein kinase 3 0.0051 0.1094 0.1234
Schistosoma mansoni hypothetical protein 0.0089 0.2278 0.2405
Mycobacterium ulcerans NAD-dependent DNA ligase LigA 0.0022 0.0185 0.0075
Echinococcus granulosus TNFR CD27 30 40 95 cysteine rich region 0.0136 0.3735 0.482
Schistosoma mansoni hypothetical protein 0.0045 0.0894 0.0814
Mycobacterium ulcerans acyl-CoA synthetase 0.0026 0.0315 0.0206
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.005 0.106 0.1404
Toxoplasma gondii CMGC kinase, MAPK family (ERK) MAPK-1 0.0051 0.1094 1
Loa Loa (eye worm) hypothetical protein 0.0026 0.0315 0.0417
Loa Loa (eye worm) abnormal chemotaxis protein 14 0.0046 0.0945 0.1252
Echinococcus multilocularis protein patched 0.0046 0.0945 0.1032
Loa Loa (eye worm) hypothetical protein 0.0022 0.0185 0.0246
Brugia malayi hypothetical protein 0.0022 0.0185 0.0246
Trichomonas vaginalis CMGC family protein kinase 0.0051 0.1094 1
Wolbachia endosymbiont of Brugia malayi NAD-dependent DNA ligase, Lig 0.0022 0.0185 0.5
Loa Loa (eye worm) hypothetical protein 0.0019 0.0111 0.0147
Echinococcus multilocularis ankyrin repeat and death domain containing protein 0.0089 0.2278 0.2842
Entamoeba histolytica acyl-CoA synthetase, putative 0.0026 0.0315 0.0485
Entamoeba histolytica acyl-CoA synthetase, putative 0.0026 0.0315 0.0485
Brugia malayi hypothetical protein 0.0022 0.0185 0.0246
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0095 0.2453 0.3079
Echinococcus multilocularis Niemann Pick C1 protein 0.0108 0.2857 0.3627
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD2 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0026 0.0315 0.0239
Entamoeba histolytica hypothetical protein 0.004 0.0758 0.2143
Loa Loa (eye worm) hypothetical protein 0.0019 0.0111 0.0147
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0095 0.2453 0.3249
Echinococcus multilocularis Niemann Pick C1 protein 0.0154 0.4293 0.5578
Echinococcus granulosus mitogen activated protein kinase 3 0.0051 0.1094 0.1234
Brugia malayi Immunoglobulin I-set domain containing protein 0.0089 0.2278 0.3017
Brugia malayi hypothetical protein 0.004 0.0758 0.1004
Schistosoma mansoni intermediate filament proteins 0.003 0.0426 0.0276
Brugia malayi MAP kinase sur-1 0.0051 0.1094 0.1449
Loa Loa (eye worm) hypothetical protein 0.0108 0.2857 0.3784
Echinococcus granulosus survival motor neuron protein 1 0.0259 0.755 1
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0095 0.2453 0.2606
Trichomonas vaginalis CMGC family protein kinase 0.0051 0.1094 1
Echinococcus multilocularis netrin receptor unc 5 0.0089 0.2278 0.2842
Echinococcus multilocularis Ankyrin 0.0089 0.2278 0.2842
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0066 0.1557 0.2063
Entamoeba histolytica acyl-coA synthetase, putative 0.0026 0.0315 0.0485
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0095 0.2453 0.3079
Mycobacterium ulcerans acyl-CoA synthetase 0.0026 0.0315 0.0206
Trypanosoma brucei mitogen activated protein kinase 4, putative 0.0051 0.1094 1
Brugia malayi topoisomerase 0.0022 0.0185 0.0246
Echinococcus granulosus SAM and MBT domain containing protein 0.005 0.1051 0.1176
Loa Loa (eye worm) RNA binding protein 0.0066 0.1557 0.2063
Brugia malayi hypothetical protein 0.0259 0.755 1
Brugia malayi Death domain containing protein 0.0089 0.2278 0.3017
Echinococcus granulosus death domain containing protein 0.0089 0.2278 0.2842
Trypanosoma brucei protein kinase, putative 0.0051 0.1094 1
Mycobacterium leprae PROBABLE FATTY-ACID-CoA LIGASE FADD2 (FATTY-ACID-CoA SYNTHETASE) (FATTY-ACID-CoA SYNTHASE) 0.0026 0.0315 1
Schistosoma mansoni niemann-pick C1 (NPC1) 0.011 0.2908 0.313
Entamoeba histolytica hypothetical protein 0.004 0.0758 0.2143
Trichomonas vaginalis conserved hypothetical protein 0.0046 0.0945 0.8362
Echinococcus granulosus Niemann Pick C1 protein 0.0154 0.4293 0.5578
Echinococcus multilocularis SAM and MBT domain containing protein 0.005 0.1051 0.1176
Echinococcus multilocularis sterol regulatory element binding protein 0.0046 0.0945 0.1032
Echinococcus granulosus lamin dm0 0.003 0.0426 0.0326
Echinococcus multilocularis endonuclease exonuclease phosphatase 0.0196 0.5587 0.7335
Schistosoma mansoni hypothetical protein 0.0302 0.8886 1
Echinococcus multilocularis survival motor neuron protein 1 0.0259 0.755 1
Mycobacterium leprae PROBABLE FATTY-ACID-CoA LIGASE FADD7 (FATTY-ACID-CoA SYNTHETASE) (FATTY-ACID-CoA SYNTHASE) 0.0026 0.0315 1
Brugia malayi TAR-binding protein 0.0066 0.1557 0.2063
Schistosoma mansoni ankyrin 23/unc44 0.0089 0.2278 0.2405
Loa Loa (eye worm) hypothetical protein 0.005 0.106 0.1404
Echinococcus granulosus Protein patched homolog 1 0.0046 0.0945 0.1032
Mycobacterium tuberculosis Fatty-acid-AMP ligase FadD30 (fatty-acid-AMP synthetase) (fatty-acid-AMP synthase) 0.0019 0.0111 0.0033
Schistosoma mansoni transcription factor LCR-F1 0.004 0.0758 0.0658
Loa Loa (eye worm) hypothetical protein 0.0057 0.1269 0.168
Schistosoma mansoni survival motor neuron protein 0.0053 0.1149 0.1107
Brugia malayi CHE-14 protein 0.0046 0.0945 0.1252
Loa Loa (eye worm) hypothetical protein 0.0029 0.0409 0.0542
Leishmania major mitogen activated protein kinase 4, putative;with=GeneDB:LmxM19.1440 0.0051 0.1094 1
Brugia malayi Iron-sulfur cluster assembly accessory protein 0.0053 0.1149 0.1522
Loa Loa (eye worm) hypothetical protein 0.0022 0.0185 0.0246
Loa Loa (eye worm) hypothetical protein 0.0022 0.0185 0.0246
Brugia malayi Uncoordinated protein 44 0.0089 0.2278 0.3017
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0095 0.2453 0.2606
Brugia malayi AMP-binding enzyme family protein 0.0026 0.0315 0.0417
Onchocerca volvulus 0.005 0.1051 0.4138
Trichomonas vaginalis CMGC family protein kinase 0.0051 0.1094 1
Brugia malayi mbt repeat family protein 0.005 0.1051 0.1392
Schistosoma mansoni netrin receptor unc5 0.0089 0.2278 0.2405
Loa Loa (eye worm) hypothetical protein 0.0057 0.1265 0.1675
Onchocerca volvulus 0.003 0.0426 0.1149
Echinococcus multilocularis expressed conserved protein 0.0101 0.2654 0.3352
Echinococcus granulosus Niemann Pick C1 protein 0.0108 0.2857 0.3627
Loa Loa (eye worm) hypothetical protein 0.0089 0.2278 0.3017
Schistosoma mansoni tar DNA-binding protein 0.0066 0.1557 0.1577
Echinococcus granulosus intermediate filament protein 0.003 0.0426 0.0326
Mycobacterium ulcerans short chain dehydrogenase 0.0338 1 1
Echinococcus granulosus expressed conserved protein 0.0101 0.2654 0.3352
Echinococcus granulosus suppression of tumorigenicity 18 protein 0.0057 0.1265 0.1466
Loa Loa (eye worm) immunoglobulin I-set domain-containing protein 0.0089 0.2278 0.3017
Mycobacterium ulcerans long-chain-fatty-acid-CoA ligase 0.0026 0.0315 0.0206
Loa Loa (eye worm) hypothetical protein 0.0089 0.2278 0.3017
Brugia malayi Intermediate filament tail domain containing protein 0.003 0.0426 0.0564
Entamoeba histolytica Niemann-Pick C1 protein, putative 0.0108 0.2857 1
Echinococcus multilocularis suppression of tumorigenicity 18 protein 0.0057 0.1265 0.1466
Echinococcus multilocularis tar DNA binding protein 0.0066 0.1557 0.1863
Loa Loa (eye worm) TAR-binding protein 0.0066 0.1557 0.2063
Schistosoma mansoni tar DNA-binding protein 0.0066 0.1557 0.1577
Loa Loa (eye worm) hypothetical protein 0.0046 0.0945 0.1252
Loa Loa (eye worm) MBCTL1 0.0057 0.1265 0.1675
Brugia malayi intermediate filament protein 0.003 0.0426 0.0564
Loa Loa (eye worm) hypothetical protein 0.0026 0.0315 0.0417
Brugia malayi latrophilin 2 splice variant baaae 0.0034 0.0569 0.0754
Schistosoma mansoni hypothetical protein 0.004 0.0758 0.0658
Schistosoma mansoni hypothetical protein 0.0045 0.0894 0.0814
Loa Loa (eye worm) hypothetical protein 0.0259 0.755 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 1.8 nM Inhibition of human full length 11beta-HSD1 assessed as inhibition of conversion of [3H]cortisone to [3H]cortisol by scintillation proximity assay ChEMBL. 21093258
IC50 (binding) = 12 nM Inhibition of human recombinant full length 11beta-HSD1 expressed in HEK293 cells assessed as inhibition of conversion of [3H]cortisone to [3H]cortisol by scintillation proximity assay ChEMBL. 21093258
IC50 (binding) = 24 nM Inhibition of human recombinant full length 11beta-HSD1 expressed in human adipocytes assessed as inhibition of conversion of [3H]cortisone to [3H]cortisol by scintillation proximity assay in presence of 3% human serum albumin ChEMBL. 21093258
IC50 (binding) = 55 nM Inhibition of human recombinant full length 11beta-HSD1 expressed in HEK293 cells assessed as inhibition of conversion of [3H]cortisone to [3H]cortisol by scintillation proximity assay in presence of 3% human serum albumin ChEMBL. 21093258

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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