Detailed information for compound 280552

Basic information

Technical information
  • TDR Targets ID: 280552
  • Name: (4aS,10bR)-4-propyl-1,2,3,4a,5,10b-hexahydroc hromeno[3,4-b]pyridin-7-ol
  • MW: 247.333 | Formula: C15H21NO2
  • H donors: 1 H acceptors: 1 LogP: 2.85 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCCN1CCC[C@H]2[C@H]1COc1c2cccc1O
  • InChi: 1S/C15H21NO2/c1-2-8-16-9-4-6-11-12-5-3-7-14(17)15(12)18-10-13(11)16/h3,5,7,11,13,17H,2,4,6,8-10H2,1H3/t11-,13-/m1/s1
  • InChiKey: BJMSUUATNLDQQZ-DGCLKSJQSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • (4aS,10bR)-4-propyl-1,2,3,4a,5,10b-hexahydro[1]benzopyrano[3,4-b]pyridin-7-ol

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Bos taurus Dopamine receptor Starlite/ChEMBL References
Rattus norvegicus Serotonin 2 (5-HT2) receptor Starlite/ChEMBL References
Rattus norvegicus Serotonin 1a (5-HT1a) receptor Starlite/ChEMBL References
Bos taurus Alpha-2a adrenergic receptor Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma japonicum ko:K04153 5-hydroxytryptamine (serotonin) receptor 1A, putative Get druggable targets OG5_133249 All targets in OG5_133249
Schistosoma japonicum expressed protein Get druggable targets OG5_133249 All targets in OG5_133249
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_133249 All targets in OG5_133249
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_133249 All targets in OG5_133249
Schistosoma japonicum Octopamine receptor, putative Get druggable targets OG5_133249 All targets in OG5_133249
Echinococcus multilocularis serotonin receptor Get druggable targets OG5_133249 All targets in OG5_133249
Schistosoma mansoni biogenic amine (5HT) receptor Get druggable targets OG5_133249 All targets in OG5_133249
Echinococcus granulosus biogenic amine 5HT receptor Get druggable targets OG5_133249 All targets in OG5_133249
Echinococcus multilocularis serotonin receptor Get druggable targets OG5_133249 All targets in OG5_133249
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Schistosoma japonicum IPR000276,Rhodopsin-like GPCR superfamily,domain-containing Serotonin 1a (5-HT1a) receptor   422 aa 392 aa 20.7 %
Schistosoma japonicum Octopamine receptor 1, putative Serotonin 1a (5-HT1a) receptor   422 aa 424 aa 24.3 %
Onchocerca volvulus Serotonin 1a (5-HT1a) receptor   422 aa 436 aa 23.9 %
Loa Loa (eye worm) TYRA-2 protein Serotonin 1a (5-HT1a) receptor   422 aa 491 aa 27.3 %
Echinococcus multilocularis fmrfamide receptor Alpha-2a adrenergic receptor   452 aa 453 aa 19.2 %
Schistosoma japonicum ko:K04136 adrenergic receptor, alpha 1b, putative Serotonin 1a (5-HT1a) receptor   422 aa 444 aa 29.3 %
Schistosoma mansoni biogenic amine (5HT) receptor Dopamine receptor   446 aa 393 aa 32.3 %
Echinococcus granulosus biogenic amine 5HT receptor Alpha-2a adrenergic receptor   452 aa 420 aa 32.6 %
Loa Loa (eye worm) hypothetical protein Serotonin 1a (5-HT1a) receptor   422 aa 388 aa 26.5 %
Schistosoma mansoni amine GPCR Serotonin 1a (5-HT1a) receptor   422 aa 440 aa 31.6 %
Echinococcus multilocularis g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 433 aa 22.4 %
Onchocerca volvulus Mitochondrial inner membrane protein homolog Serotonin 1a (5-HT1a) receptor   422 aa 383 aa 30.5 %
Onchocerca volvulus Dopamine receptor   446 aa 359 aa 21.4 %
Schistosoma japonicum ko:K04207 neuropeptide Y receptor Y5, putative Serotonin 1a (5-HT1a) receptor   422 aa 339 aa 23.0 %
Schistosoma japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Serotonin 1a (5-HT1a) receptor   422 aa 448 aa 29.7 %
Echinococcus granulosus alpha 1A adrenergic receptor Serotonin 1a (5-HT1a) receptor   422 aa 452 aa 21.0 %
Echinococcus multilocularis orexin receptor type 2 Serotonin 1a (5-HT1a) receptor   422 aa 369 aa 22.2 %
Echinococcus granulosus g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 432 aa 23.4 %
Echinococcus multilocularis serotonin receptor Alpha-2a adrenergic receptor   452 aa 421 aa 33.0 %
Onchocerca volvulus Alpha-2a adrenergic receptor   452 aa 471 aa 27.4 %
Onchocerca volvulus Serotonin 1a (5-HT1a) receptor   422 aa 390 aa 33.6 %
Onchocerca volvulus Glycoprotein hormone beta 5 homolog Serotonin 1a (5-HT1a) receptor   422 aa 477 aa 24.3 %
Onchocerca volvulus Serotonin 1a (5-HT1a) receptor   422 aa 407 aa 23.3 %
Echinococcus multilocularis alpha 1A adrenergic receptor Alpha-2a adrenergic receptor   452 aa 452 aa 20.6 %
Schistosoma japonicum IPR000276,Rhodopsin-like GPCR superfamily,domain-containing Serotonin 1a (5-HT1a) receptor   422 aa 417 aa 21.1 %
Echinococcus granulosus orexin receptor type 2 Serotonin 1a (5-HT1a) receptor   422 aa 369 aa 22.0 %
Echinococcus multilocularis neuropeptides capa receptor Serotonin 1a (5-HT1a) receptor   422 aa 430 aa 20.0 %
Echinococcus multilocularis g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 432 aa 23.6 %
Onchocerca volvulus Serotonin 1a (5-HT1a) receptor   422 aa 426 aa 29.6 %
Echinococcus granulosus g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 432 aa 24.3 %
Schistosoma japonicum ko:K04145 dopamine receptor D2, putative Serotonin 1a (5-HT1a) receptor   422 aa 410 aa 27.8 %
Schistosoma mansoni peptide (FMRFamide/neurokinin-3)-like receptor Serotonin 1a (5-HT1a) receptor   422 aa 350 aa 20.6 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus granulosus biogenic amine 5HT receptor 0.0164 0.2982 0.2982
Loa Loa (eye worm) animal heme peroxidase 0.0473 1 1
Echinococcus granulosus protein jagged 2 0.0153 0.2722 0.2722
Schistosoma mansoni Pro-neuregulin-4 membrane-bound isoform (Pro-NRG4) [Contains: Neuregulin-4 (NRG-4)] 0.0153 0.2722 0.2722
Brugia malayi EGF-like domain containing protein 0.0153 0.2722 0.2722
Brugia malayi notch-like transmembrane receptor 0.0153 0.2722 0.2722
Brugia malayi EGF-like domain containing protein 0.0153 0.2722 0.2722
Giardia lamblia High cysteine protein 0.0153 0.2722 1
Loa Loa (eye worm) hypothetical protein 0.0473 1 1
Loa Loa (eye worm) animal heme peroxidase 0.0473 1 1
Loa Loa (eye worm) hypothetical protein 0.0473 1 1
Brugia malayi Peroxidasin 0.0473 1 1
Brugia malayi Animal haem peroxidase family protein 0.0473 1 1
Echinococcus multilocularis serotonin receptor 0.0164 0.2982 0.2982
Brugia malayi EGF-like domain containing protein 0.0153 0.2722 0.2722
Echinococcus granulosus peroxidasin 0.0473 1 1
Schistosoma mansoni notch 0.0153 0.2722 0.2722
Echinococcus multilocularis protein jagged 1 0.0153 0.2722 0.2722
Loa Loa (eye worm) hypothetical protein 0.0153 0.2722 0.152
Loa Loa (eye worm) hypothetical protein 0.0153 0.2722 0.152
Echinococcus multilocularis notch 0.0153 0.2722 0.2722
Loa Loa (eye worm) hypothetical protein 0.0153 0.2722 0.152
Echinococcus multilocularis neurogenic locus protein delta 0.0153 0.2722 0.2722
Onchocerca volvulus 0.0473 1 1
Brugia malayi EGF-like domain containing protein 0.0153 0.2722 0.2722
Echinococcus granulosus protein jagged 2 0.0153 0.2722 0.2722
Brugia malayi glutathione reductase 0.0095 0.1417 0.1417
Loa Loa (eye worm) hypothetical protein 0.0153 0.2722 0.152
Echinococcus granulosus neurogenic locus notch protein 0.0153 0.2722 0.2722
Schistosoma mansoni hypothetical protein 0.0153 0.2722 0.2722
Schistosoma mansoni notch 0.0153 0.2722 0.2722
Mycobacterium ulcerans flavoprotein disulfide reductase 0.0033 0 0.5
Brugia malayi Animal haem peroxidase family protein 0.0473 1 1
Echinococcus multilocularis peroxidasin 0.0473 1 1
Onchocerca volvulus 0.0473 1 1
Schistosoma mansoni hypothetical protein 0.0153 0.2722 0.2722
Echinococcus multilocularis neurogenic locus protein delta 0.0153 0.2722 0.2722
Onchocerca volvulus Peroxidasin homolog 0.0473 1 1
Loa Loa (eye worm) hypothetical protein 0.0473 1 1
Trichomonas vaginalis mercuric reductase, putative 0.0033 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0473 1 1
Echinococcus multilocularis fat cadherin tumor suppressor 0.0153 0.2722 0.2722
Loa Loa (eye worm) hypothetical protein 0.0473 1 1
Brugia malayi Calcium binding EGF domain containing protein 0.0153 0.2722 0.2722
Plasmodium vivax glutathione reductase, putative 0.0095 0.1417 1
Loa Loa (eye worm) hypothetical protein 0.0153 0.2722 0.152
Loa Loa (eye worm) hypothetical protein 0.0153 0.2722 0.152
Schistosoma mansoni hypothetical protein 0.0153 0.2722 0.2722
Loa Loa (eye worm) notch protein 0.0153 0.2722 0.152
Echinococcus granulosus fibropellin Ia 0.0153 0.2722 0.2722
Schistosoma mansoni notch 0.0153 0.2722 0.2722
Trypanosoma brucei trypanothione reductase 0.0095 0.1417 1
Schistosoma mansoni slit 0.0153 0.2722 0.2722
Schistosoma mansoni hypothetical protein 0.0153 0.2722 0.2722
Schistosoma mansoni peroxidasin 0.0473 1 1
Brugia malayi Calcium binding EGF domain containing protein 0.0153 0.2722 0.2722
Loa Loa (eye worm) hypothetical protein 0.0473 1 1
Loa Loa (eye worm) hypothetical protein 0.0473 1 1
Toxoplasma gondii EGF family domain-containing protein 0.0153 0.2722 1
Schistosoma mansoni cell polarity protein 0.0153 0.2722 0.2722
Onchocerca volvulus Peroxidase homolog 0.0473 1 1
Echinococcus granulosus neural cadherin 0.0153 0.2722 0.2722
Brugia malayi Animal haem peroxidase family protein 0.0473 1 1
Loa Loa (eye worm) hypothetical protein 0.0473 1 1
Schistosoma mansoni laminin gamma-3 chain 0.0153 0.2722 0.2722
Schistosoma mansoni hypothetical protein 0.0153 0.2722 0.2722
Mycobacterium ulcerans dihydrolipoamide dehydrogenase 0.0033 0 0.5
Trypanosoma cruzi trypanothione reductase, putative 0.0095 0.1417 1
Echinococcus granulosus thioredoxin glutathione reductase 0.0097 0.1446 0.1446
Echinococcus multilocularis thioredoxin glutathione reductase 0.0097 0.1446 0.1446
Loa Loa (eye worm) hypothetical protein 0.0153 0.2722 0.152
Loa Loa (eye worm) hypothetical protein 0.0153 0.2722 0.152
Echinococcus multilocularis fibropellin Ia 0.0153 0.2722 0.2722
Echinococcus multilocularis neural cadherin 0.0153 0.2722 0.2722
Echinococcus multilocularis slit 2 protein 0.0153 0.2722 0.2722
Echinococcus granulosus delta-like protein 1 0.0153 0.2722 0.2722
Onchocerca volvulus Peroxidase homolog 0.0473 1 1
Schistosoma mansoni notch 0.0153 0.2722 0.2722
Brugia malayi Blistered cuticle protein 3 0.0473 1 1
Loa Loa (eye worm) hypothetical protein 0.0473 1 1
Loa Loa (eye worm) hypothetical protein 0.0153 0.2722 0.152
Loa Loa (eye worm) hypothetical protein 0.0153 0.2722 0.152
Schistosoma mansoni hypothetical protein 0.0153 0.2722 0.2722
Schistosoma mansoni peroxidasin 0.0473 1 1
Plasmodium falciparum thioredoxin reductase 0.0095 0.1417 1
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0033 0 0.5
Brugia malayi Animal haem peroxidase family protein 0.0473 1 1
Loa Loa (eye worm) hypothetical protein 0.0153 0.2722 0.152
Brugia malayi Delta serrate ligand family protein 0.0153 0.2722 0.2722
Echinococcus multilocularis neurogenic locus notch protein 0.0153 0.2722 0.2722
Loa Loa (eye worm) hypothetical protein 0.0473 1 1
Onchocerca volvulus Chorion peroxidase homolog 0.0473 1 1
Onchocerca volvulus Dual oxidase homolog 0.0473 1 1
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0033 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0153 0.2722 0.152
Echinococcus granulosus neurogenic locus notch protein 4 0.0153 0.2722 0.2722
Brugia malayi Cadherin domain containing protein 0.0153 0.2722 0.2722
Loa Loa (eye worm) hypothetical protein 0.0153 0.2722 0.152
Treponema pallidum NADH oxidase 0.0033 0 0.5
Brugia malayi EGF-like domain containing protein 0.0153 0.2722 0.2722
Brugia malayi Thioredoxin reductase 0.0095 0.1417 0.1417
Loa Loa (eye worm) animal heme peroxidase 0.0473 1 1
Echinococcus granulosus neurogenic locus notch protein 0.0153 0.2722 0.2722
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0095 0.1417 1
Loa Loa (eye worm) hypothetical protein 0.0473 1 1
Echinococcus multilocularis protein jagged 2 0.0153 0.2722 0.2722
Brugia malayi Muscle positioning protein 4 0.0153 0.2722 0.2722
Brugia malayi Cadherin domain containing protein 0.0153 0.2722 0.2722
Loa Loa (eye worm) hypothetical protein 0.0473 1 1
Loa Loa (eye worm) hypothetical protein 0.0473 1 1
Loa Loa (eye worm) blistered cuticle protein 3 0.0473 1 1
Loa Loa (eye worm) Notch2 0.0153 0.2722 0.152
Echinococcus multilocularis protein jagged 1 0.0153 0.2722 0.2722
Loa Loa (eye worm) hypothetical protein 0.0153 0.2722 0.152
Mycobacterium ulcerans dihydrolipoamide dehydrogenase, LpdB 0.0033 0 0.5
Schistosoma mansoni notch 0.0153 0.2722 0.2722
Schistosoma mansoni biogenic amine (5HT) receptor 0.0164 0.2982 0.2982
Plasmodium falciparum glutathione reductase 0.0095 0.1417 1
Echinococcus multilocularis neurogenic locus notch protein 0.0153 0.2722 0.2722
Echinococcus granulosus slit 2 protein 0.0153 0.2722 0.2722
Brugia malayi Animal haem peroxidase family protein 0.0473 1 1
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.0033 0 0.5
Echinococcus granulosus protein jagged 1 0.0153 0.2722 0.2722
Loa Loa (eye worm) hypothetical protein 0.0153 0.2722 0.152
Loa Loa (eye worm) hypothetical protein 0.0153 0.2722 0.152
Brugia malayi Calcium binding EGF domain containing protein 0.0153 0.2722 0.2722
Brugia malayi Transmembrane cell adhesion receptor mua-3 precursor, putative 0.0153 0.2722 0.2722
Schistosoma mansoni septate junction protein 0.0153 0.2722 0.2722
Leishmania major trypanothione reductase 0.0095 0.1417 1
Toxoplasma gondii thioredoxin reductase 0.0095 0.1417 0.5208
Brugia malayi EGF-like domain containing protein 0.0153 0.2722 0.2722
Echinococcus granulosus neurogenic locus protein delta 0.0153 0.2722 0.2722
Schistosoma mansoni hypothetical protein 0.0153 0.2722 0.2722
Brugia malayi EGF-like domain containing protein 0.0153 0.2722 0.2722
Loa Loa (eye worm) hypothetical protein 0.0153 0.2722 0.152
Schistosoma mansoni notch 0.0153 0.2722 0.2722
Onchocerca volvulus Peroxidasin homolog 0.0473 1 1
Trichomonas vaginalis glutathione reductase, putative 0.0033 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0153 0.2722 0.152
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0033 0 0.5
Onchocerca volvulus 0.0473 1 1
Loa Loa (eye worm) hypothetical protein 0.0153 0.2722 0.152
Plasmodium vivax thioredoxin reductase, putative 0.0095 0.1417 1
Echinococcus granulosus notch 0.0153 0.2722 0.2722
Loa Loa (eye worm) hypothetical protein 0.0153 0.2722 0.152
Echinococcus multilocularis neurogenic locus notch protein 4 0.0153 0.2722 0.2722
Loa Loa (eye worm) hypothetical protein 0.0153 0.2722 0.152
Echinococcus multilocularis serotonin receptor 0.0164 0.2982 0.2982
Echinococcus granulosus protein jagged 1 0.0153 0.2722 0.2722
Loa Loa (eye worm) hypothetical protein 0.0164 0.2982 0.1823
Loa Loa (eye worm) hypothetical protein 0.0153 0.2722 0.152
Loa Loa (eye worm) hypothetical protein 0.0473 1 1
Loa Loa (eye worm) hypothetical protein 0.0164 0.2982 0.1823
Loa Loa (eye worm) animal heme peroxidase 0.0473 1 1
Brugia malayi GCC2 and GCC3 family protein 0.0153 0.2722 0.2722

Activities

Activity type Activity value Assay description Source Reference
Change (binding) = -2 % Concentration necessary to achieve half maximal inhibition of [125I]- Iodocyanopindolol binding to 5-hydroxytryptamine 1B receptor at 1 uM ChEMBL. 2537429
Change (binding) = -2 % Concentration necessary to achieve half maximal inhibition of [125I]- Iodocyanopindolol binding to 5-hydroxytryptamine 1B receptor at 1 uM ChEMBL. 2537429
IC50 (binding) = 0.03 uM Concentration necessary to achieve half maximal inhibition of [3H](+)-23amino-6,7-dihydroxy-1,2,3,4-tetrahydronaphthalene binding to dopamine receptor at 1 uM ChEMBL. 2537429
IC50 (binding) = 0.03 uM Concentration necessary to achieve half maximal inhibition of [3H](+)-23amino-6,7-dihydroxy-1,2,3,4-tetrahydronaphthalene binding to dopamine receptor at 1 uM ChEMBL. 2537429
IC50 (binding) = 0.077 uM Concentration necessary to achieve half maximal inhibition of [3H]-clonidine binding to alpha-2 adrenergic receptor at 1 uM ChEMBL. 2537429
IC50 (binding) = 0.077 uM Concentration necessary to achieve half maximal inhibition of [3H]-clonidine binding to alpha-2 adrenergic receptor at 1 uM ChEMBL. 2537429
IC50 (binding) = 0.26 uM Concentration necessary to achieve half maximal inhibition of [3H]-spiperone binding dopamine receptor at 1 uM ChEMBL. 2537429
IC50 (binding) = 0.26 uM Concentration necessary to achieve half maximal inhibition of [3H]-spiperone binding dopamine receptor at 1 uM ChEMBL. 2537429
IC50 (binding) = 1 uM Concentration necessary to achieve half maximal inhibition of [3H]-8-Hydroxy-2-(di-n-propylamino)tetralin binding to 5-hydroxytryptamine 1A receptor at 1 uM ChEMBL. 2537429
IC50 (binding) = 1 uM Concentration necessary to achieve half maximal inhibition of [3H]-8-Hydroxy-2-(di-n-propylamino)tetralin binding to 5-hydroxytryptamine 1A receptor at 1 uM ChEMBL. 2537429
IC50 (binding) = 1.1 uM Concentration necessary to achieve half maximal inhibition of [3H]-ketanserin binding to 5-hydroxytryptamine 2 receptor at 1 uM ChEMBL. 2537429
IC50 (binding) = 1.1 uM Concentration necessary to achieve half maximal inhibition of [3H]-ketanserin binding to 5-hydroxytryptamine 2 receptor at 1 uM ChEMBL. 2537429

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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