Detailed information for compound 1491778

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 583.759 | Formula: C33H49N3O6
  • H donors: 2 H acceptors: 4 LogP: 6.5 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 2
  • SMILES: O=c1onc([nH]1)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2C(=O)C=C2[C@@]1(C)CC[C@@]1([C@H]2C[C@](C)(CC1)C(=O)N(O)C)C)C)C
  • InChi: 1S/C33H49N3O6/c1-28(2)22-9-12-33(7)24(31(22,5)11-10-23(28)41-26-34-27(39)42-35-26)21(37)17-19-20-18-30(4,25(38)36(8)40)14-13-29(20,3)15-16-32(19,33)6/h17,20,22-24,40H,9-16,18H2,1-8H3,(H,34,35,39)/t20-,22-,23-,24+,29+,30-,31-,32+,33+/m0/s1
  • InChiKey: ZBWAJSRMNVFHIR-OAFQVGTHSA-N  


Substructure search Similarity search

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 2 Starlite/ChEMBL References
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
Brugia malayi serine/threonine-protein kinase plk-2 0.0092 0.1991 0.6132
Mycobacterium tuberculosis Probable hydrolase 0.0035 0.057 0.0506
Mycobacterium tuberculosis Probable conserved lipoprotein 0.0035 0.057 0.0506
Trypanosoma cruzi 3-hydroxy-3-methylglutaryl-CoA reductase 0.0134 0.3014 1
Echinococcus multilocularis carboxylesterase 5A 0.0065 0.1328 0.4191
Toxoplasma gondii histone lysine acetyltransferase GCN5-A 0.0041 0.0728 1
Mycobacterium tuberculosis Possible conserved lipoprotein LpqK 0.0035 0.057 0.0506
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0017 0.0124 0.0124
Schistosoma mansoni gcn5proteinral control of amino-acid synthesis 5-like 2 gcnl2 0.014 0.3168 0.3168
Echinococcus granulosus cathepsin d lysosomal aspartyl protease 0.0017 0.0124 0.0405
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.1991 1
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.0035 0.057 0.1464
Trichomonas vaginalis ap endonuclease, putative 0.0018 0.0165 0.0218
Mycobacterium ulcerans fusion of enoyl-CoA hydratase, EchA21 and lipase, LipE 0.0035 0.057 0.0506
Trichomonas vaginalis conserved hypothetical protein 0.0055 0.1071 0.507
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0017 0.0124 0.0124
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.1991 1
Brugia malayi Carboxylesterase family protein 0.0065 0.1328 0.3954
Schistosoma mansoni ap endonuclease 0.0018 0.0165 0.0165
Mycobacterium tuberculosis Conserved protein 0.0035 0.057 0.0506
Schistosoma mansoni kinase 0.0047 0.087 0.087
Mycobacterium tuberculosis Probable lipase LipD 0.0035 0.057 0.0506
Echinococcus granulosus sterol regulatory element binding protein 0.0055 0.1071 0.3486
Loa Loa (eye worm) exodeoxyribonuclease III family protein 0.0018 0.0165 0.0134
Echinococcus granulosus beta LACTamase domain containing family member 0.0035 0.057 0.1855
Loa Loa (eye worm) hypothetical protein 0.0055 0.1071 0.3109
Loa Loa (eye worm) carboxylesterase 0.0065 0.1328 0.3954
Schistosoma mansoni hydroxymethylglutaryl-CoA reductase (NADPH) 0.0134 0.3014 0.3014
Toxoplasma gondii exonuclease III APE 0.0018 0.0165 0.0674
Mycobacterium ulcerans hydroxymethylglutaryl-coenzyme a (HMG-CoA) reductase 0.0134 0.3014 0.3558
Echinococcus granulosus Niemann Pick C1 protein 0.0055 0.1071 0.3486
Brugia malayi Hydroxymethylglutaryl-coenzyme A reductase family protein 0.0134 0.3014 0.9492
Trichomonas vaginalis penicillin-binding protein, putative 0.0035 0.057 0.2387
Schistosoma mansoni ap endonuclease 0.0018 0.0165 0.0165
Echinococcus multilocularis protein dispatched 1 0.0055 0.1071 0.338
Echinococcus multilocularis serine:threonine protein kinase PLK1 0.0092 0.1991 0.6284
Loa Loa (eye worm) hypothetical protein 0.0035 0.057 0.1464
Mycobacterium tuberculosis Probable esterase/lipase LipP 0.0035 0.057 0.0506
Echinococcus multilocularis sterol regulatory element binding protein 0.0055 0.1071 0.338
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.1991 1
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0096 0.2092 0.6465
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0096 0.2092 0.2092
Trypanosoma cruzi polo-like protein kinase, putative 0.0092 0.1991 0.641
Trichomonas vaginalis ap endonuclease, putative 0.0018 0.0165 0.0218
Trypanosoma cruzi 3-hydroxy-3-methylglutaryl-CoA reductase, putative 0.0134 0.3014 1
Mycobacterium tuberculosis Probable esterase LipL 0.0035 0.057 0.0506
Loa Loa (eye worm) hypothetical protein 0.0026 0.0355 0.0759
Echinococcus multilocularis acetylcholinesterase 0.0065 0.1328 0.4191
Schistosoma mansoni cathepsin D (A01 family) 0.0017 0.0124 0.0124
Loa Loa (eye worm) hypothetical protein 0.0035 0.057 0.1464
Treponema pallidum exodeoxyribonuclease (exoA) 0.0018 0.0165 0.5
Mycobacterium leprae conserved hypothetical protein 0.0035 0.057 0.5
Brugia malayi MH2 domain containing protein 0.0128 0.2875 0.9037
Plasmodium falciparum ataxin-2 like protein, putative 0.0026 0.0355 0.4452
Loa Loa (eye worm) beta-lactamase 0.0035 0.057 0.1464
Trypanosoma cruzi PAB1-binding protein , putative 0.0026 0.0355 0.0668
Trichomonas vaginalis cat eye syndrome critical region protein 2, cscr2, putative 0.0041 0.0728 0.3233
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0096 0.2092 0.2092
Brugia malayi hypothetical protein 0.0017 0.0127 0.0009
Mycobacterium ulcerans short chain dehydrogenase 0.0343 0.8171 1
Brugia malayi Carboxylesterase family protein 0.0065 0.1328 0.3954
Onchocerca volvulus 0.0035 0.057 0.2387
Plasmodium falciparum histone acetyltransferase GCN5 0.0038 0.0643 1
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0222 0.5198 0.6286
Mycobacterium ulcerans beta-lactamase 0.0035 0.057 0.0506
Echinococcus granulosus acetylcholinesterase 0.0065 0.1328 0.4324
Loa Loa (eye worm) hypothetical protein 0.0035 0.057 0.1464
Trichomonas vaginalis D-aminoacylase, putative 0.0035 0.057 0.2387
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0035 0.057 0.1464
Mycobacterium tuberculosis Probable oxidoreductase 0.0343 0.8171 1
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0017 0.0124 0.0124
Loa Loa (eye worm) hypothetical protein 0.0035 0.057 0.1464
Mycobacterium ulcerans hypothetical protein 0.0035 0.057 0.0506
Mycobacterium tuberculosis Conserved protein 0.0035 0.057 0.0506
Loa Loa (eye worm) MH2 domain-containing protein 0.0128 0.2875 0.9037
Trichomonas vaginalis D-aminoacylase, putative 0.0035 0.057 0.2387
Loa Loa (eye worm) acetylcholinesterase 1 0.0065 0.1328 0.3954
Plasmodium falciparum ataxin-2 like protein, putative 0.0026 0.0355 0.4452
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0035 0.057 0.057
Wolbachia endosymbiont of Brugia malayi exonuclease III 0.0018 0.0165 0.5
Loa Loa (eye worm) hypothetical protein 0.0065 0.1328 0.3954
Echinococcus granulosus histone acetyltransferase KAT2B 0.0041 0.0728 0.2369
Echinococcus granulosus serine:threonine protein kinase PLK1 0.0092 0.1991 0.6483
Toxoplasma gondii histone lysine acetyltransferase GCN5-B 0.0041 0.0728 1
Echinococcus multilocularis hydroxymethylglutaryl coenzyme A reductase 0.0134 0.3014 0.9512
Loa Loa (eye worm) hypothetical protein 0.0134 0.3014 0.9492
Trichomonas vaginalis 3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative 0.0063 0.126 0.6087
Echinococcus multilocularis acetylcholinesterase 0.0065 0.1328 0.4191
Brugia malayi beta-lactamase family protein 0.0035 0.057 0.1464
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0096 0.2092 0.6465
Leishmania major hypothetical protein, conserved 0.0035 0.057 0.1421
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0096 0.2092 0.6813
Brugia malayi beta-lactamase 0.0035 0.057 0.1464
Trichomonas vaginalis esterase, putative 0.0035 0.057 0.2387
Echinococcus multilocularis DNA (apurinic or apyrimidinic site) lyase 0.0018 0.0165 0.0521
Trichomonas vaginalis CAMK family protein kinase 0.0046 0.084 0.3832
Trichomonas vaginalis 3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative 0.0063 0.126 0.6087
Entamoeba histolytica acetyltransferase, GNAT family 0.0038 0.0643 0.2618
Plasmodium vivax hypothetical protein, conserved 0.0035 0.057 0.7384
Trypanosoma cruzi polo-like protein kinase, putative 0.0092 0.1991 0.641
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.1991 1
Plasmodium vivax histone acetyltransferase GCN5, putative 0.0041 0.0728 1
Onchocerca volvulus 0.0035 0.057 0.2387
Trypanosoma brucei 3-hydroxy-3-methylglutaryl-CoA reductase, putative 0.0134 0.3014 1
Plasmodium vivax ataxin-2 like protein, putative 0.0026 0.0355 0.3827
Leishmania major hypothetical protein, conserved 0.0026 0.0355 0.0668
Onchocerca volvulus 0.0035 0.057 0.2387
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0065 0.1328 0.1328
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0096 0.2092 0.6604
Toxoplasma gondii ABC1 family protein 0.0035 0.057 0.7384
Loa Loa (eye worm) abnormal chemotaxis protein 14 0.0055 0.1071 0.3109
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0017 0.0124 0.0124
Entamoeba histolytica serine/threonine protein kinase, putative 0.0092 0.1991 1
Echinococcus multilocularis Niemann Pick C1 protein 0.0055 0.1071 0.338
Schistosoma mansoni serine/threonine protein kinase 0.0092 0.1991 0.1991
Echinococcus granulosus DNA apurinic or apyrimidinic site lyase 0.0018 0.0165 0.0537
Plasmodium falciparum AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative 0.0018 0.0165 0.0785
Echinococcus granulosus histone acetyltransferase KAT2B 0.0136 0.3071 1
Echinococcus multilocularis protein patched 0.0055 0.1071 0.338
Brugia malayi CHE-14 protein 0.0055 0.1071 0.3109
Brugia malayi exodeoxyribonuclease III family protein 0.0018 0.0165 0.0134
Echinococcus multilocularis gcn5proteinral control of amino acid synthesis 0.014 0.3168 1
Trypanosoma brucei polo-like protein kinase 0.0092 0.1991 0.641
Echinococcus multilocularis cathepsin d (lysosomal aspartyl protease) 0.0017 0.0124 0.0392
Schistosoma mansoni niemann-pick C1 (NPC1) 0.0055 0.1071 0.1071
Loa Loa (eye worm) PLK/PLK1 protein kinase 0.0092 0.1991 0.6132
Giardia lamblia 3-hydroxy-3-methylglutaryl-coenzyme A reductase 0.0063 0.126 0.5999
Echinococcus granulosus acetylcholinesterase 0.0065 0.1328 0.4324
Trypanosoma cruzi PAB1-binding protein , putative 0.0026 0.0355 0.0668
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.1991 1
Brugia malayi hypothetical protein 0.0026 0.0355 0.0759
Echinococcus granulosus hydroxymethylglutaryl coenzyme A reductase 0.0134 0.3014 0.9813
Trypanosoma cruzi hypothetical protein, conserved 0.0035 0.057 0.1421
Trichomonas vaginalis D-aminoacylase, putative 0.0035 0.057 0.2387
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0017 0.0124 0.0124
Giardia lamblia Kinase, PLK 0.0092 0.1991 1
Schistosoma mansoni cathepsin D (A01 family) 0.0017 0.0124 0.0124
Toxoplasma gondii LsmAD domain-containing protein 0.0026 0.0355 0.3827
Mycobacterium tuberculosis Conserved protein 0.0035 0.057 0.0506
Leishmania major 3-hydroxy-3-methylglutaryl-CoA reductase 0.0134 0.3014 1
Echinococcus granulosus carboxylesterase 5A 0.0065 0.1328 0.4324
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0017 0.0124 0.0124
Schistosoma mansoni patched 1 0.0055 0.1071 0.1071
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0017 0.0124 0.0124
Brugia malayi beta-lactamase family protein 0.0035 0.057 0.1464
Trichomonas vaginalis CAMK family protein kinase 0.0046 0.084 0.3832
Loa Loa (eye worm) hypothetical protein 0.0035 0.057 0.1464
Loa Loa (eye worm) transcription factor SMAD2 0.0128 0.2875 0.9037
Trichomonas vaginalis 3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative 0.0063 0.126 0.6087
Mycobacterium ulcerans esterase/lipase LipP 0.0035 0.057 0.0506
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0096 0.2092 0.6604
Loa Loa (eye worm) hypothetical protein 0.0065 0.1328 0.3954
Loa Loa (eye worm) acetyltransferase 0.014 0.3168 1
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.1991 1
Giardia lamblia Histone acetyltransferase GCN5 0.0038 0.0643 0.2618
Trichomonas vaginalis penicillin-binding protein, putative 0.0035 0.057 0.2387
Echinococcus granulosus Protein patched homolog 1 0.0055 0.1071 0.3486
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0017 0.0124 0.0124
Mycobacterium ulcerans lipase LipD 0.0035 0.057 0.0506
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0096 0.2092 0.2092
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0096 0.2092 0.6813
Trichomonas vaginalis bromodomain-containing protein, putative 0.0041 0.0728 0.3233
Plasmodium vivax AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative 0.0018 0.0165 0.0674
Trypanosoma brucei PAB1-binding protein , putative 0.0026 0.0355 0.0668
Brugia malayi acetyltransferase, GNAT family protein 0.014 0.3168 1
Trypanosoma cruzi hypothetical protein, conserved 0.0035 0.057 0.1421
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.1991 1
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0017 0.0124 0.0124
Trypanosoma brucei hypothetical protein, conserved 0.0035 0.057 0.1421
Leishmania major protein kinase, putative,polo-like protein kinase, putative 0.0092 0.1991 0.641
Echinococcus multilocularis beta LACTamase domain containing family member 0.0035 0.057 0.1799
Mycobacterium leprae Probable lipase LipE 0.0035 0.057 0.5
Mycobacterium tuberculosis Probable lipase LipE 0.0035 0.057 0.0506
Onchocerca volvulus Serine\/threonine kinase homolog 0.0092 0.1991 1
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0035 0.057 0.057
Loa Loa (eye worm) hypothetical protein 0.0035 0.057 0.1464

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 15 nM Inhibition of human 11beta-HSD2 expressed in HEK293 cells assessed as conversion of [1,2,6,7-[3H]cortisol to cortisone after 10 mins by scintillation counting ChEMBL. 21376605
IC50 (binding) = 504 nM Inhibition of human recombinant 11beta-HSD1 expressed in HEK293 cells assessed as conversion of [1,2-[3H]cortisone to cortisol after 10 mins by scintillation counting ChEMBL. 21376605
Inhibition (binding) = 1.7 % Inhibition of human 11beta-HSD2 expressed in HEK293 cells assessed as residual conversion of [1,2,6,7-[3H]cortisol to cortisone at 200 nM after 10 mins by scintillation counting ChEMBL. 21376605
Inhibition (binding) = 20 % Inhibition of human recombinant 11beta-HSD1 expressed in HEK293 cells assessed as residual conversion of [1,2-[3H]cortisone to cortisol at 200 nM after 10 mins by scintillation counting ChEMBL. 21376605

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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