TDR Targets

Basic information

Technical information

TDR Targets ID: 154262
Name: [(3R,4aR,5S,6S,6aS,10S,10aR,10bS)-6-(2-aminoe thylcarbamoyloxy)-3-ethenyl-10,10b-dihydroxy- 3,4a,7,7,10a-pentamethyl-1-oxo-5,6,6a,8,9,10- hexahydro-2H-benzo[f]chromen-5-yl] acetate
MW: 496.594 | Formula: C25H40N2O8
H donors: 4 H acceptors: 5 LogP: 0.46 Rotable bonds: 8
Rule of 5 violations (Lipinski): 1
SMILES: NCCNC(=O)O[C@@H]1[C@H](OC(=O)C)[C@@]2(C)O[C@@](C)(C=C)CC(=O)[C@@]2([C@@]2([C@@H]1C(C)(C)CC[C@@H]2O)C)O
InChi: 1S/C25H40N2O8/c1-8-22(5)13-16(30)25(32)23(6)15(29)9-10-21(3,4)18(23)17(34-20(31)27-12-11-26)19(33-14(2)28)24(25,7)35-22/h8,15,17-19,29,32H,1,9-13,26H2,2-7H3,(H,27,31)/t15-,17-,18-,19-,22-,23-,24+,25-/m0/s1
InChiKey: FEXQCCZGFPBLFT-OCJTYSPUSA-N

Network

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Target Layer

Model Organisms

Species	Viewmode
Arabidopsis thaliana
Caenorhabditis elegans
Dictyostelium discoideum
Drosophila melanogaster
Escherichia coli
Homo sapiens
Mus musculus
Oryza sativa
Saccharomyces cerevisiae
Schmidtea mediterranea
Other organisms

TDR Pathogens:

Species	Viewmode
Brugia malayi
Chlamydia trachomatis
Echinococcus granulosus
Entamoeba histolytica
Echinococcus multilocularis
Giardia lamblia
Leishmania major
Loa Loa (eye worm)
Mycobacterium leprae
Mycobacterium tuberculosis
Mycobacterium ulcerans
Onchocerca volvulus
Plasmodium falciparum
Plasmodium vivax
Schistosoma mansoni
Trypanosoma brucei
Trypanosoma cruzi
Toxoplasma gondii
Treponema pallidum
Trichomonas vaginalis
Wolbachia endosymbiont of Brugia malayi

Other Pathogens:

Species	Viewmode
Babesia bovis
Candida albicans
Cryptosporidium hominis
Cryptosporidium parvum
Leishmania braziliensis
Leishmania donovani
Leishmania infantum
Leishmania mexicana
Neospora caninum
Plasmodium berghei
Plasmodium knowlesi
Plasmodium yoelii
Schistosoma japonicum
Trypanosoma brucei gambiense
Trypanosoma congolense
Theileria parva

Compound Layer

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Clustering layers

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Synonyms

[(3R,4aR,5S,6S,6aS,10S,10aR,10bS)-6-(2-aminoethylcarbamoyloxy)-10,10b-dihydroxy-3,4a,7,7,10a-pentamethyl-1-oxo-3-vinyl-5,6,6a,8,9,10-hexahydro-2H-benzo[f]chromen-5-yl] acetate
acetic acid [(3R,4aR,5S,6S,6aS,10S,10aR,10bS)-6-[(2-aminoethylamino)-oxomethoxy]-10,10b-dihydroxy-3,4a,7,7,10a-pentamethyl-1-oxo-3-vinyl-5,6,6a,8,9,10-hexahydro-2H-benzo[f][1]benzopyran-5-yl] ester
[(3R,4aR,5S,6S,6aS,10S,10aR,10bS)-6-(2-azanylethylcarbamoyloxy)-3-ethenyl-10,10b-dihydroxy-3,4a,7,7,10a-pentamethyl-1-oxo-5,6,6a,8,9,10-hexahydro-2H-benzo[f]chromen-5-yl] ethanoate
acetic acid [(3R,4aR,5S,6S,6aS,10S,10aR,10bS)-6-(2-aminoethylcarbamoyloxy)-10,10b-dihydroxy-1-keto-3,4a,7,7,10a-pentamethyl-3-vinyl-5,6,6a,8,9,10-hexahydro-2H-benzo[f]chromen-5-yl] ester

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	adenylate cyclase 1 (brain)	Starlite/ChEMBL	References
Bos taurus	Adenylate cyclase type I	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Onchocerca volvulus		Get druggable targets OG5_126919	All targets in OG5_126919
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_126919	All targets in OG5_126919
Onchocerca volvulus	Adenylate cyclase type 2 homolog	Get druggable targets OG5_126919	All targets in OG5_126919
Echinococcus granulosus	adenylate cyclase 9	Get druggable targets OG5_126919	All targets in OG5_126919
Brugia malayi	Adenylyl cyclase protein	Get druggable targets OG5_126919	All targets in OG5_126919
Onchocerca volvulus	Adenylate cyclase type 3 homolog	Get druggable targets OG5_126919	All targets in OG5_126919
Echinococcus multilocularis	adenylate cyclase 9	Get druggable targets OG5_126919	All targets in OG5_126919
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_126919	All targets in OG5_126919
Loa Loa (eye worm)	adenylyl cyclase 3	Get druggable targets OG5_126919	All targets in OG5_126919
Onchocerca volvulus		Get druggable targets OG5_126919	All targets in OG5_126919

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Brugia malayi	adenylate cyclase, type IX	adenylate cyclase 1 (brain)	338 aa	281 aa	40.2 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Echinococcus multilocularis	adenylate cyclase 9	0.0235	0.6237	1
Echinococcus multilocularis	adenylate cyclase type IX	0.0138	0.339	0.5285
Trichomonas vaginalis	AGC family protein kinase	0.0029	0.0198	1
Trichomonas vaginalis	AGC family protein kinase	0.0029	0.0198	1
Trypanosoma brucei	rac serine-threonine kinase, putative	0.0029	0.0198	0.5
Echinococcus multilocularis	serine:threonine protein kinase N2	0.0097	0.2192	0.3301
Trichomonas vaginalis	AGC family protein kinase	0.0029	0.0198	1
Schistosoma mansoni	serine/threonine protein kinase	0.0119	0.2839	1
Brugia malayi	Hr1 repeat family protein	0.0029	0.0198	0.0318
Echinococcus granulosus	adenylate cyclase 9	0.0235	0.6237	1
Loa Loa (eye worm)	hypothetical protein	0.0272	0.7308	0.7254
Brugia malayi	p70 ribosomal S6 kinase beta	0.0029	0.0198	0.0318
Loa Loa (eye worm)	hypothetical protein	0.0301	0.8172	0.8135
Schistosoma mansoni	serine/threonine protein kinase	0.0052	0.0846	0.2451
Entamoeba histolytica	PH domain containing protein kinase, putative	0.0069	0.1346	1
Brugia malayi	protein kinase C II.	0.0119	0.2839	0.4552
Loa Loa (eye worm)	AGC/PKC/ETA protein kinase	0.0119	0.2839	0.2694
Loa Loa (eye worm)	hypothetical protein	0.0272	0.7308	0.7254
Brugia malayi	Protein kinase domain containing protein	0.0029	0.0198	0.0318
Onchocerca volvulus	Adenylate cyclase type 2 homolog	0.0235	0.6237	0.2153
Trichomonas vaginalis	AGC family protein kinase	0.0029	0.0198	1
Echinococcus granulosus	protein kinase C gamma type	0.0031	0.0235	0.006
Schistosoma mansoni	atypical protein kinase C	0.005	0.0809	0.2314
Toxoplasma gondii	AGC kinase	0.0029	0.0198	0.5
Echinococcus granulosus	protein kinase c iota type	0.005	0.0809	0.1012
Trichomonas vaginalis	AGC family protein kinase	0.0029	0.0198	1
Echinococcus granulosus	adenylate cyclase type IX	0.0138	0.339	0.5285
Trichomonas vaginalis	AGC family protein kinase	0.0029	0.0198	1
Trichomonas vaginalis	AGC family protein kinase	0.0029	0.0198	1
Onchocerca volvulus	Adenylate cyclase type 3 homolog	0.0235	0.6237	0.2153
Echinococcus multilocularis	protein kinase c iota type	0.005	0.0809	0.1012
Echinococcus multilocularis	serine threonine protein kinase	0.0031	0.0235	0.006
Echinococcus granulosus	protein kinase c epsilon type	0.0119	0.2839	0.4373
Echinococcus multilocularis	protein kinase c epsilon type	0.0119	0.2839	0.4373
Brugia malayi	Adenylyl cyclase protein	0.0235	0.6237	1
Trichomonas vaginalis	AGC family protein kinase	0.0029	0.0198	1
Schistosoma mansoni	serine/threonine protein kinase	0.0052	0.0846	0.2451
Echinococcus granulosus	Protein kinase C brain isozyme	0.0052	0.0846	0.1072
Loa Loa (eye worm)	hypothetical protein	0.0235	0.6237	0.6161
Echinococcus granulosus	serine:threonine protein kinase N2	0.0069	0.1346	0.1901
Echinococcus multilocularis	Protein kinase C, brain isozyme	0.0052	0.0846	0.1072
Trichomonas vaginalis	AGC family protein kinase	0.0029	0.0198	1
Onchocerca volvulus		0.0235	0.6237	0.2153
Onchocerca volvulus		0.0272	0.7308	1
Trichomonas vaginalis	AGC family protein kinase	0.0029	0.0198	1
Loa Loa (eye worm)	hypothetical protein	0.0272	0.7308	0.7254
Trichomonas vaginalis	AGC family protein kinase	0.0029	0.0198	1
Brugia malayi	Protein kinase domain containing protein	0.0029	0.0198	0.0318
Brugia malayi	Protein kinase domain containing protein	0.0029	0.0198	0.0318
Loa Loa (eye worm)	hypothetical protein	0.0225	0.5944	0.5862
Loa Loa (eye worm)	hypothetical protein	0.0293	0.7919	0.7877

Activities

Activity type	Activity value	Assay description	Source	Reference
Activity (functional)	= 125 %	Maximum stimulation activity measured with 100 microM forskolin mediated by adenylate cyclase 1	ChEMBL.	8709105
Activity (functional)	= 125 %	Maximum stimulation activity measured with 100 microM forskolin mediated by adenylate cyclase 1	ChEMBL.	8709105
EC50 (functional)	= 0.6 uM	Conversion of [32P] ATP to [32P]-cyclic AMP mediated by adenylate cyclase 1	ChEMBL.	8709105
EC50 (functional)	= 0.6 uM	Conversion of [32P] ATP to [32P]-cyclic AMP mediated by adenylate cyclase 1	ChEMBL.	8709105
EC50 (functional)	< 2 uM	Ability to activate the conversion of [32P] ATP to [32P]-cyclic AMP mediated by adenylate cyclase 1	ChEMBL.	8709105
EC50 (functional)	< 2 uM	Ability to activate the conversion of [32P] ATP to [32P]-cyclic AMP mediated by adenylate cyclase 1	ChEMBL.	8709105
IC50 (binding)	= 31 nM	Inhibition of [125 I]-6-IHPP-forskolin binding to adenylate cyclase 1	ChEMBL.	8709105
IC50 (binding)	= 31 nM	Inhibition of [125 I]-6-IHPP-forskolin binding to adenylate cyclase 1	ChEMBL.	8709105
IC50 (binding)	< 150 nM	Inhibition of [125 I]-6-IHPP-forskolin binding to adenylate cyclase 1	ChEMBL.	8709105
IC50 (binding)	< 150 nM	Inhibition of [125 I]-6-IHPP-forskolin binding to adenylate cyclase 1	ChEMBL.	8709105
Kd (binding)	= 34 nM	Displacement of [125I]-6-IHPP-Fsk from adenylate cyclase of bovine brain membrane	ChEMBL.	1956039
Kd (binding)	= 34 nM	Displacement of [125I]-6-IHPP-Fsk from adenylate cyclase of bovine brain membrane	ChEMBL.	1956039
Kd (binding)	> 100 uM	Inhibition of [125I]-7-IHPP-Fsk binding to glucose transporter of human erythrocyte membrane	ChEMBL.	1956039
Kd (binding)	> 100 uM	Inhibition of [125I]-7-IHPP-Fsk binding to glucose transporter of human erythrocyte membrane	ChEMBL.	1956039

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

ChEMBL: CHEMBL328561
PubChem: 15098745

Bibliographic References

2 literature references were collected for this gene.

If you have references for this compound, please enter them in a user comment (below) or Contact us.

Detailed information for compound 154262