Detailed information for compound 1870129

Basic information

Technical information
  • TDR Targets ID: 1870129
  • Name: (2S,3S,5S,8S,9S,10S,13S,14S,17S)-17-acetyl-3- hydroxy-10,13-dimethyl-2-morpholin-4-yl-1,2,3 ,4,5,6,7,8,9,12,14,15,16,17-tetradecahydrocyc lopenta[a]phenanthren-11-one
  • MW: 417.581 | Formula: C25H39NO4
  • H donors: 1 H acceptors: 3 LogP: 2.61 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C1C[C@@]2(C)[C@H]([C@H]3[C@H]1[C@@]1(C)C[C@@H]([C@H](C[C@@H]1CC3)O)N1CCOCC1)CC[C@@H]2C(=O)C
  • InChi: 1S/C25H39NO4/c1-15(27)18-6-7-19-17-5-4-16-12-21(28)20(26-8-10-30-11-9-26)13-24(16,2)23(17)22(29)14-25(18,19)3/h16-21,23,28H,4-14H2,1-3H3/t16-,17-,18+,19-,20-,21-,23+,24-,25+/m0/s1
  • InChiKey: CLFACXVXWDTNGB-MNDQBHQFSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • (2S,3S,5S,8S,9S,10S,13S,14S,17S)-17-acetyl-3-hydroxy-10,13-dimethyl-2-morpholino-1,2,3,4,5,6,7,8,9,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-11-one
  • (2S,3S,5S,8S,9S,10S,13S,14S,17S)-17-ethanoyl-3-hydroxy-10,13-dimethyl-2-morpholin-4-yl-1,2,3,4,5,6,7,8,9,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-11-one
  • 52-92-6
  • 5-alpha-Pregnane-11,20-dione, 3-alpha-hydroxy-2-beta-morpholino-
  • BRN 1176392
  • Pregnane-11,20-dione, 3-hydroxy-2-(4-morpholinyl)-, (2-beta,3-alpha,5-alpha)-
  • 3-alpha-Hydroxy-2-beta-morpholino-5-alpha-pregnane-11,20-dione

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus GABA-A receptor; anion channel Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Loa Loa (eye worm) hypothetical protein GABA-A receptor; anion channel   467 aa 441 aa 33.8 %
Onchocerca volvulus GABA-A receptor; anion channel   467 aa 434 aa 26.7 %
Onchocerca volvulus GABA-A receptor; anion channel   467 aa 454 aa 30.4 %
Echinococcus granulosus glycine receptor subunit beta GABA-A receptor; anion channel   467 aa 439 aa 29.6 %
Echinococcus multilocularis glycine receptor subunit alpha 1 GABA-A receptor; anion channel   467 aa 430 aa 32.3 %
Loa Loa (eye worm) hypothetical protein GABA-A receptor; anion channel   467 aa 446 aa 29.1 %
Onchocerca volvulus GABA-A receptor; anion channel   467 aa 446 aa 28.0 %
Onchocerca volvulus GABA-A receptor; anion channel   467 aa 435 aa 29.7 %
Brugia malayi Cation transporter family protein GABA-A receptor; anion channel   467 aa 453 aa 28.5 %
Onchocerca volvulus GABA-A receptor; anion channel   467 aa 447 aa 25.7 %
Onchocerca volvulus Large subunit GTPase 1 homolog GABA-A receptor; anion channel   467 aa 496 aa 26.0 %
Echinococcus multilocularis glycine receptor subunit beta GABA-A receptor; anion channel   467 aa 478 aa 28.7 %
Onchocerca volvulus Eukaryotic initiation factor 4A-III homolog GABA-A receptor; anion channel   467 aa 453 aa 26.9 %
Schistosoma mansoni Cys-loop ligand gated ion channel subunit GABA-A receptor; anion channel   467 aa 479 aa 29.2 %
Loa Loa (eye worm) nicotinic acetylcholine receptor alpha subunit GABA-A receptor; anion channel   467 aa 379 aa 19.3 %
Loa Loa (eye worm) hypothetical protein GABA-A receptor; anion channel   467 aa 461 aa 27.8 %
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein GABA-A receptor; anion channel   467 aa 454 aa 29.5 %
Loa Loa (eye worm) hypothetical protein GABA-A receptor; anion channel   467 aa 494 aa 25.5 %
Onchocerca volvulus GABA-A receptor; anion channel   467 aa 468 aa 28.6 %
Onchocerca volvulus Gamma-aminobutyric acid receptor subunit beta homolog GABA-A receptor; anion channel   467 aa 433 aa 34.6 %
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein GABA-A receptor; anion channel   467 aa 375 aa 21.9 %
Echinococcus granulosus glycine receptor subunit alpha 1 GABA-A receptor; anion channel   467 aa 430 aa 32.3 %
Onchocerca volvulus Acetylcholine receptor subunit alpha-type homolog GABA-A receptor; anion channel   467 aa 418 aa 19.6 %
Brugia malayi nicotinic acetylcholine receptor alpha subunit, putative GABA-A receptor; anion channel   467 aa 384 aa 19.5 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0044 0.1566 0.1566
Schistosoma mansoni nAChR subunit (ShAR1-beta-like) 0.0023 0.0564 0.0564
Echinococcus granulosus nicotinic acetylcholine receptor a11 subunit 0.0023 0.0564 0.0564
Schistosoma mansoni dopamine-beta-monooxygenase 0.012 0.5085 0.5085
Onchocerca volvulus 0.0023 0.0564 1
Loa Loa (eye worm) hypothetical protein 0.0023 0.0564 0.0564
Schistosoma mansoni nAChR subunit 0.0023 0.0564 0.0564
Loa Loa (eye worm) hypothetical protein 0.0012 0.0081 0.0081
Echinococcus granulosus glycine receptor subunit alpha 1 0.0023 0.0564 0.0564
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0023 0.0564 0.0564
Onchocerca volvulus 0.0023 0.0564 1
Echinococcus multilocularis glycine receptor subunit beta 0.0023 0.0564 0.0564
Brugia malayi nicotinic acetylcholine receptor alpha subunit, putative 0.0023 0.0564 0.0564
Loa Loa (eye worm) hypothetical protein 0.0023 0.0564 0.0564
Echinococcus granulosus nicotinic acetylcholine receptor beta 1 subunit 0.0023 0.0564 0.0564
Schistosoma mansoni nAChR subunit 0.0023 0.0564 0.0564
Brugia malayi acetylcholine receptor alpha subunit precursor, putative 0.0023 0.0564 0.0564
Brugia malayi gamma-aminobutyric-acid receptor beta subunit precursor 0.0023 0.0564 0.0564
Loa Loa (eye worm) hypothetical protein 0.0023 0.0564 0.0564
Loa Loa (eye worm) ACC-1 protein 0.0023 0.0564 0.0564
Entamoeba histolytica hypothetical protein 0.0012 0.0081 0.5
Loa Loa (eye worm) hypothetical protein 0.0012 0.0081 0.0081
Schistosoma mansoni nAChR subunit 0.0023 0.0564 0.0564
Echinococcus granulosus nicotinic acetylcholine receptor subunit type 0.0023 0.0564 0.0564
Onchocerca volvulus 0.0023 0.0564 1
Brugia malayi Neurotransmitter-gated ion-channel transmembrane region family protein 0.0023 0.0564 0.0564
Onchocerca volvulus 0.0023 0.0564 1
Schistosoma mansoni nAChR subunit 0.0023 0.0564 0.0564
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0044 0.1566 0.1566
Brugia malayi Hypothetical glycine receptor like protein T20B12.9 in chromosome III 0.0012 0.0081 0.0081
Echinococcus granulosus nicotinic acetylcholine receptor subunit alpha 8 0.0023 0.0564 0.0564
Loa Loa (eye worm) hypothetical protein 0.0023 0.0564 0.0564
Loa Loa (eye worm) hypothetical protein 0.0023 0.0564 0.0564
Echinococcus granulosus acetylcholine receptor subunit beta 1 0.0023 0.0564 0.0564
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0044 0.1566 0.1566
Brugia malayi Cation transporter family protein 0.0023 0.0564 0.0564
Loa Loa (eye worm) hypothetical protein 0.0023 0.0564 0.0564
Brugia malayi Neurotransmitter-gated ion-channel transmembrane region family protein 0.0012 0.0081 0.0081
Schistosoma mansoni Cys-loop ligand gated ion channel subunit 0.0023 0.0564 0.0564
Schistosoma mansoni nAChR subunit 0.0023 0.0564 0.0564
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0023 0.0564 0.0564
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0023 0.0564 0.0564
Brugia malayi Copper type II ascorbate-dependent monooxygenase, N-terminal domain containing protein 0.0061 0.2342 0.2342
Loa Loa (eye worm) hypothetical protein 0.0023 0.0564 0.0564
Echinococcus granulosus nAChR subunit 0.0023 0.0564 0.0564
Brugia malayi Neurotransmitter-gated ion-channel transmembrane region family protein 0.0023 0.0564 0.0564
Echinococcus multilocularis nicotinic acetylcholine receptor a11 subunit 0.0023 0.0564 0.0564
Schistosoma mansoni Cys-loop ligand gated ion channel subunit 0.0023 0.0564 0.0564
Loa Loa (eye worm) hypothetical protein 0.0012 0.0081 0.0081
Brugia malayi MH2 domain containing protein 0.0115 0.4866 0.4866
Echinococcus granulosus glycine receptor subunit alpha 1 0.0023 0.0564 0.0564
Loa Loa (eye worm) hypothetical protein 0.0012 0.0081 0.0081
Loa Loa (eye worm) hypothetical protein 0.0012 0.0081 0.0081
Loa Loa (eye worm) ligand-Gated ion Channel family member 0.0023 0.0564 0.0564
Echinococcus granulosus nicotinic acetylcholine receptor alpha subunit 0.0023 0.0564 0.0564
Brugia malayi nicotinic acetylcholine receptor beta-1 chain precursor 0.0023 0.0564 0.0564
Onchocerca volvulus 0.0023 0.0564 1
Loa Loa (eye worm) hypothetical protein 0.0023 0.0564 0.0564
Brugia malayi excitatory GABA receptor EXP-1A 0.0023 0.0564 0.0564
Schistosoma mansoni nAChR subunit 0.0023 0.0564 0.0564
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0023 0.0564 0.0564
Brugia malayi Copper type II ascorbate-dependent monooxygenase, C-terminal domain containing protein 0.0059 0.2259 0.2259
Schistosoma mansoni neurotransmitter gated ion channel 0.0012 0.0081 0.0081
Loa Loa (eye worm) hypothetical protein 0.0023 0.0564 0.0564
Brugia malayi acetylcholine receptor protein, alpha-like chain, putative 0.0023 0.0564 0.0564
Onchocerca volvulus Putative nachr subunit 0.0023 0.0564 1
Loa Loa (eye worm) LGC-31 protein 0.0023 0.0564 0.0564
Brugia malayi Cation transporter family protein 0.0023 0.0564 0.0564
Brugia malayi glutamate-gated chloride channel alpha3A subunit, putative 0.0012 0.0081 0.0081
Onchocerca volvulus 0.0012 0.0081 0.1438
Brugia malayi Hypothetical glycine receptor like protein T20B12.9 in chromosome III 0.0023 0.0564 0.0564
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0044 0.1566 0.1566
Schistosoma mansoni nAChR subunit (ShAR1-beta2-like) 0.0023 0.0564 0.0564
Echinococcus multilocularis nicotinic acetylcholine receptor subunit alpha 8 0.0023 0.0564 0.0564
Loa Loa (eye worm) hypothetical protein 0.0012 0.0081 0.0081
Echinococcus multilocularis nAChR subunit 0.0012 0.0081 0.0081
Loa Loa (eye worm) transcription factor SMAD2 0.0115 0.4866 0.4866
Loa Loa (eye worm) hypothetical protein 0.0023 0.0564 0.0564
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0044 0.1566 0.1566
Echinococcus multilocularis glycine receptor subunit beta 0.0023 0.0564 0.0564
Brugia malayi Copper type II ascorbate-dependent monooxygenase, C-terminal domain containing protein 0.012 0.5085 0.5085
Loa Loa (eye worm) hypothetical protein 0.0023 0.0564 0.0564
Brugia malayi Neurotransmitter-gated ion-channel transmembrane region family protein 0.0023 0.0564 0.0564
Echinococcus granulosus neuronal acetylcholine receptor subunit alpha 4 0.0023 0.0564 0.0564
Echinococcus multilocularis glycine receptor subunit alpha 1 0.0023 0.0564 0.0564
Loa Loa (eye worm) hypothetical protein 0.0023 0.0564 0.0564
Loa Loa (eye worm) excitatory GABA receptor EXP-1A 0.0023 0.0564 0.0564
Brugia malayi Cation transporter family protein 0.0023 0.0564 0.0564
Schistosoma mansoni peptidyl-glycine monooxygenase 0.0226 1 1
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0023 0.0564 0.0564
Loa Loa (eye worm) glutamate-gated chloride channel alpha3A subunit 0.0023 0.0564 0.0564
Loa Loa (eye worm) ACC-1 protein 0.0023 0.0564 0.0564
Loa Loa (eye worm) nicotinic acetylcholine receptor alpha subunit 0.0023 0.0564 0.0564
Schistosoma mansoni peptidylglycine monooxygenase 0.012 0.5085 0.5085
Echinococcus granulosus peptidyl glycine alpha amidating monooxygenase 0.0226 1 1
Loa Loa (eye worm) hypothetical protein 0.0023 0.0564 0.0564
Loa Loa (eye worm) hypothetical protein 0.0226 1 1
Echinococcus granulosus Cys loop ligand gated ion channel subunit 0.0023 0.0564 0.0564
Schistosoma mansoni nicotinic acetylcholine receptor alpha 0.0012 0.0081 0.0081
Loa Loa (eye worm) GABA receptor subunit 0.0012 0.0081 0.0081
Echinococcus granulosus glycine receptor subunit beta 0.0023 0.0564 0.0564
Loa Loa (eye worm) MH2 domain-containing protein 0.0115 0.4866 0.4866
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0044 0.1566 0.1566
Onchocerca volvulus 0.0023 0.0564 1
Schistosoma mansoni nAChR subunit 0.0023 0.0564 0.0564
Echinococcus granulosus nAChR subunit 0.0012 0.0081 0.0081
Loa Loa (eye worm) hypothetical protein 0.0012 0.0081 0.0081
Echinococcus granulosus glycine receptor subunit alpha 1 0.0023 0.0564 0.0564
Loa Loa (eye worm) hypothetical protein 0.0012 0.0081 0.0081
Loa Loa (eye worm) nicotinic acetylcholine receptor non-alpha subunit 0.0023 0.0564 0.0564
Echinococcus granulosus glycine receptor subunit beta 0.0023 0.0564 0.0564
Schistosoma mansoni Cys-loop ligand gated ion channel subunit 0.0023 0.0564 0.0564
Loa Loa (eye worm) acetylcholine receptor alpha subunit 0.0023 0.0564 0.0564
Schistosoma mansoni nAChR subunit (ShAR1-alpha-like) 0.0023 0.0564 0.0564
Loa Loa (eye worm) hypothetical protein 0.0023 0.0564 0.0564
Brugia malayi acetylcholine receptor, alpha-type subunit unc-38 precursor 0.0023 0.0564 0.0564
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0023 0.0564 0.0564
Echinococcus multilocularis nicotinic acetylcholine receptor beta 1 subunit 0.0023 0.0564 0.0564
Echinococcus multilocularis nicotinic acetylcholine receptor alpha subunit 0.0023 0.0564 0.0564
Loa Loa (eye worm) hypothetical protein 0.0023 0.0564 0.0564
Echinococcus multilocularis neuronal acetylcholine receptor subunit alpha 4 0.0023 0.0564 0.0564
Echinococcus multilocularis nAChR subunit 0.0023 0.0564 0.0564
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0044 0.1566 0.1566
Loa Loa (eye worm) hypothetical protein 0.0023 0.0564 0.0564
Echinococcus multilocularis peptidyl glycine alpha amidating monooxygenase 0.0226 1 1
Loa Loa (eye worm) hypothetical protein 0.0023 0.0564 0.0564
Echinococcus multilocularis glycine receptor subunit alpha 1 0.0023 0.0564 0.0564
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0044 0.1566 0.1566
Loa Loa (eye worm) hypothetical protein 0.0023 0.0564 0.0564
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0044 0.1566 0.1566
Brugia malayi Neurotransmitter-gated ion-channel transmembrane region family protein 0.0012 0.0081 0.0081
Schistosoma mansoni Cys-loop ligand gated ion channel subunit 0.0012 0.0081 0.0081
Loa Loa (eye worm) hypothetical protein 0.012 0.5085 0.5085
Loa Loa (eye worm) hypothetical protein 0.0012 0.0081 0.0081
Onchocerca volvulus 0.0012 0.0081 0.1438
Echinococcus multilocularis acetylcholine receptor subunit beta 1 0.0023 0.0564 0.0564
Echinococcus multilocularis Cys loop ligand gated ion channel subunit 0.0023 0.0564 0.0564
Loa Loa (eye worm) hypothetical protein 0.0023 0.0564 0.0564
Echinococcus multilocularis glycine receptor subunit alpha 1 0.0023 0.0564 0.0564

Activities

Activity type Activity value Assay description Source Reference
HD50 (functional) = 34.6 uM kg-1 Hypnotic dose was determined by observing loss of righting reflex for a minimum period of 30 sec in 50% of treated mice after i.v. administration. ChEMBL. 9171876
IC50 (binding) = 2561 nM The concentration of the compound required to inhibit 50% of binding of [35S]-TBPS to Gamma-aminobutyric-acid A receptor to rat whole brain membranes. ChEMBL. 9171876

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

No literature references available for this target.

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