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Literature summary for 5.6.1.3 extracted from

  • Schiemann, K.; Finsinger, D.; Zenke, F.; Amendt, C.; Knoechel, T.; Bruge, D.; Buchstaller, H.P.; Emde, U.; Staehle, W.; Anzali, S.
    The discovery and optimization of hexahydro-2H-pyrano[3,2-c]quinolines (HHPQs) as potent and selective inhibitors of the mitotic kinesin-5 (2010), Bioorg. Med. Chem. Lett., 20, 1491-1495.
    View publication on PubMed

Crystallization (Commentary)

Crystallization (Comment) Organism
study of the discovery and optimization of hexahydr-2H-pyranol[3,2-c]quinolines, HHPQs as inhibitors. Crystallographic data demonstrate that these potent and selectve inhibitors bind in an allosteric pocket of kinesin-5 distant from the nucleotide and microtubule binding sites Homo sapiens

Inhibitors

Inhibitors Comment Organism Structure
((2R,4aS,5R,10bS)-5-phenyl-9-(trifluoromethyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl)methanamine
-
Homo sapiens
(2R,4aS,5R,10bS)-2-((1H-1,2,4-triazol-1-yl)methyl)-5-phenyl-9-(trifluoromethyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
-
Homo sapiens
(4aS,10bS)-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
-
Homo sapiens
(4aS,10bS)-9-(tert-butyl)-5-(3-chlorophenyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
-
Homo sapiens
(4aS,10bS)-9-(tert-butyl)-5-(3-fluorophenyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
-
Homo sapiens
(4aS,10bS)-9-(tert-butyl)-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
-
Homo sapiens
(4aS,5R,10bS)-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
-
Homo sapiens
(4aS,5R,10bS)-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline-9-carbonitrile
-
Homo sapiens
(4aS,5R,10bS)-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline-9-carboxylic acid
-
Homo sapiens
(4aS,5R,10bS)-5-phenyl-9-(trifluoromethoxy)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
-
Homo sapiens
(4aS,5R,10bS)-5-phenyl-9-(trifluoromethyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
-
Homo sapiens
(4aS,5R,10bS)-5-phenyl-9-propyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
-
Homo sapiens
(4aS,5R,10bS)-7,9-dimethyl-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
-
Homo sapiens
(4aS,5R,10bS)-7-fluoro-5-phenyl-9-(trifluoromethyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
-
Homo sapiens
(4aS,5R,10bS)-8,10-dimethyl-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
-
Homo sapiens
(4aS,5R,10bS)-8,9-dimethyl-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
-
Homo sapiens
(4aS,5R,10bS)-8-(tert-butyl)-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
-
Homo sapiens
(4aS,5R,10bS)-8-chloro-7-fluoro-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
-
Homo sapiens
(4aS,5R,10bS)-9-(pentafluoro-lambda6-sulfanyl)-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
-
Homo sapiens
(4aS,5R,10bS)-9-(tert-butyl)-5-(1H-imidazol-2-yl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
-
Homo sapiens
(4aS,5R,10bS)-9-(tert-butyl)-5-(2-fluorophenyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
-
Homo sapiens
(4aS,5R,10bS)-9-(tert-butyl)-5-(3-chlorophenyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
-
Homo sapiens
(4aS,5R,10bS)-9-(tert-butyl)-5-(3-fluoro-4-methoxyphenyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
-
Homo sapiens
(4aS,5R,10bS)-9-(tert-butyl)-5-(3-fluorophenyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
-
Homo sapiens
(4aS,5R,10bS)-9-(tert-butyl)-5-(4-fluorophenyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
-
Homo sapiens
(4aS,5R,10bS)-9-(tert-butyl)-5-(pyridin-3-yl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
-
Homo sapiens
(4aS,5R,10bS)-9-(tert-butyl)-5-(thiazol-2-yl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
-
Homo sapiens
(4aS,5R,10bS)-9-(tert-butyl)-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
-
Homo sapiens
(4aS,5R,10bS)-9-chloro-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
-
Homo sapiens
(4aS,5R,10bS)-9-ethyl-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
-
Homo sapiens
(4aS,5R,10bS)-9-isopropyl-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
-
Homo sapiens
(4aS,5R,10bS)-9-methyl-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
-
Homo sapiens
(4aS,5R,10bS)-N,N-dimethyl-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-9-amine
-
Homo sapiens
(4aS,5S,10bS)-9-(tert-butyl)-5-cyclohexyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
-
Homo sapiens
1-((2R,4aS,5R,10bS)-5-(4-fluorophenyl)-9-(trifluoromethyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl)-N-methylmethanamine
-
Homo sapiens
1-((2R,4aS,5R,10bS)-9-(tert-butyl)-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl)-N-methylmethanamine
-
Homo sapiens
1-((2R,4aS,5R,10bS)-9-bromo-7-fluoro-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl)-N-methylmethanamine
-
Homo sapiens
1-((2R,4aS,5R,10bS)-9-cyclopropyl-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl)-N-methylmethanamine
-
Homo sapiens
1-(2-(dimethylamino)ethyl)-3-(((2R,4aS,5R,10bS)-5-phenyl-9-(trifluoromethyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl)methyl)urea
-
Homo sapiens
1-(3-hydroxypropyl)-3-(((2R,4aS,5R,10bS)-5-phenyl-9-(trifluoromethyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl)methyl)urea
-
Homo sapiens
1-(4-((4aS,5R,10bS)-9-(tert-butyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-5-yl)phenyl)ethanone
-
Homo sapiens
2-((((2R,4aS,5R,10bS)-9-(tert-butyl)-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl)methyl)(ethyl)amino)ethanol
-
Homo sapiens
2-((((2R,4aS,5R,10bS)-9-chloro-7-fluoro-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl)methyl)amino)ethanol
-
Homo sapiens
2-((2R,4aS,5R,10bS)-9-(tert-butyl)-2-((methylamino)methyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-5-yl)benzenethiol
-
Homo sapiens
2-((4aS,5R,10bS)-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-9-yl)acetonitrile
-
Homo sapiens
2-((4aS,5R,10bS)-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-9-yl)ethanol
-
Homo sapiens
2-((4aS,5R,10bS)-9-(tert-butyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-5-yl)-4-chlorobenzenethiol
-
Homo sapiens
2-((4aS,5R,10bS)-9-(tert-butyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-5-yl)benzenethiol
-
Homo sapiens
2-(dimethylamino)ethyl (((2R,4aS,5R,10bS)-5-phenyl-9-(trifluoromethyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl)methyl)carbamate
-
Homo sapiens
2-(methylamino)-N-(((2R,4aS,5R,10bS)-5-phenyl-9-(trifluoromethyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl)methyl)ethanesulfonothioamide
-
Homo sapiens
3-((4aS,5R,10bS)-9-(tert-butyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-5-yl)aniline
-
Homo sapiens
3-((4aS,5R,10bS)-9-(tert-butyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-5-yl)benzenethiol
-
Homo sapiens
3-((4aS,5R,10bS)-9-(tert-butyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-5-yl)phenol
-
Homo sapiens
3-(dimethylamino)-N-(((2R,4aS,5R,10bS)-9-isopropyl-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl)methyl)propane-1-sulfonamide
-
Homo sapiens
3-amino-N-methyl-N-(((2R,4aS,5R,10bS)-5-phenyl-9-(trifluoromethyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl)methyl)propane-1-sulfonothioamide
-
Homo sapiens
4-((2R,4aS,5R,10bS)-2-((methylamino)methyl)-9-(trifluoromethyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-5-yl)phenol
-
Homo sapiens
4-((4aS,5R,10bS)-9-(tert-butyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-5-yl)-2-fluorophenol
-
Homo sapiens
4-((4aS,5R,10bS)-9-(tert-butyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-5-yl)benzene-1,2-diol
-
Homo sapiens
4-((4aS,5R,10bS)-9-(tert-butyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-5-yl)phenol
-
Homo sapiens
4-((4aS,5S,10bS)-9-(tert-butyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-5-yl)butan-1-ol
-
Homo sapiens
additional information study of the discovery and optimization of hexahydro-2H-pyranol[3,2-c]quinolines, HHPQs, as inhibitors. Crystallographic data demonstrate that these potent and selectve inhibitors bind in an allosteric pocket of kinesin-5 distant from the nucleotide and microtubule binding sites; the activity assay for inhibition analysis are performed with a coupled ATP regeneration system with a total concentration of the kinesin-5 protein of approximately 50 nM in the reaction Homo sapiens
N-(((2R,4aS,5R,10bS)-9-bromo-7-fluoro-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl)methyl)-4-(dimethylamino)butanamide
-
Homo sapiens
N-(((2R,4aS,5R,10bS)-9-chloro-7-fluoro-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl)methyl)-2-(dimethylamino)ethanesulfonamide
-
Homo sapiens
N-(2-((((2R,4aS,5R,10bS)-9-bromo-7-fluoro-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl)methyl)amino)ethyl)acetamide
-
Homo sapiens
N-(2-aminoethyl)-4-methyl-N-(((2R,4aS,5R,10bS)-5-phenyl-9-(trifluoromethyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl)methyl)benzamide
-
Homo sapiens
N-(4-((4aS,5R,10bS)-9-(tert-butyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-5-yl)phenyl)acetamide
-
Homo sapiens
N1-phenyl-N1-(((2R,4aS,5R,10bS)-5-phenyl-9-(trifluoromethyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl)methyl)ethane-1,2-diamine
-
Homo sapiens

Localization

Localization Comment Organism GeneOntology No. Textmining
microtubule paclitaxel-stabilized microtubules are used for activity assays Homo sapiens 5874
-

Organism

Organism UniProt Comment Textmining
Homo sapiens P52732
-
-

Synonyms

Synonyms Comment Organism
mitotic kinesin-5
-
Homo sapiens

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
22
-
assay at room temperature Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.000002
-
pH and temperature not specified in the publication Homo sapiens 3-(dimethylamino)-N-(((2R,4aS,5R,10bS)-9-isopropyl-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl)methyl)propane-1-sulfonamide
0.000002
-
pH and temperature not specified in the publication Homo sapiens N-(((2R,4aS,5R,10bS)-9-chloro-7-fluoro-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl)methyl)-2-(dimethylamino)ethanesulfonamide
0.000003
-
pH and temperature not specified in the publication Homo sapiens 1-((2R,4aS,5R,10bS)-9-bromo-7-fluoro-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl)-N-methylmethanamine
0.000004
-
pH and temperature not specified in the publication Homo sapiens 2-(methylamino)-N-(((2R,4aS,5R,10bS)-5-phenyl-9-(trifluoromethyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl)methyl)ethanesulfonothioamide
0.000004
-
pH and temperature not specified in the publication Homo sapiens 4-((2R,4aS,5R,10bS)-2-((methylamino)methyl)-9-(trifluoromethyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-5-yl)phenol
0.000004
-
pH and temperature not specified in the publication Homo sapiens 1-((2R,4aS,5R,10bS)-9-(tert-butyl)-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl)-N-methylmethanamine
0.000005
-
pH and temperature not specified in the publication Homo sapiens 2-((2R,4aS,5R,10bS)-9-(tert-butyl)-2-((methylamino)methyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-5-yl)benzenethiol
0.000005
-
pH and temperature not specified in the publication Homo sapiens N-(((2R,4aS,5R,10bS)-9-bromo-7-fluoro-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl)methyl)-4-(dimethylamino)butanamide
0.000006
-
pH and temperature not specified in the publication Homo sapiens (2R,4aS,5R,10bS)-2-((1H-1,2,4-triazol-1-yl)methyl)-5-phenyl-9-(trifluoromethyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
0.000006
-
pH and temperature not specified in the publication Homo sapiens N-(2-((((2R,4aS,5R,10bS)-9-bromo-7-fluoro-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl)methyl)amino)ethyl)acetamide
0.000007
-
pH and temperature not specified in the publication Homo sapiens 3-amino-N-methyl-N-(((2R,4aS,5R,10bS)-5-phenyl-9-(trifluoromethyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl)methyl)propane-1-sulfonothioamide
0.000007
-
pH and temperature not specified in the publication Homo sapiens 2-((((2R,4aS,5R,10bS)-9-chloro-7-fluoro-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl)methyl)amino)ethanol
0.000008
-
i.e. EMD 534085, pH and temperature not specified in the publication Homo sapiens 1-(2-(dimethylamino)ethyl)-3-(((2R,4aS,5R,10bS)-5-phenyl-9-(trifluoromethyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl)methyl)urea
0.00001
-
pH and temperature not specified in the publication Homo sapiens 1-(3-hydroxypropyl)-3-(((2R,4aS,5R,10bS)-5-phenyl-9-(trifluoromethyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl)methyl)urea
0.000011
-
pH and temperature not specified in the publication Homo sapiens 1-((2R,4aS,5R,10bS)-9-cyclopropyl-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl)-N-methylmethanamine
0.000014
-
pH and temperature not specified in the publication Homo sapiens 2-(dimethylamino)ethyl (((2R,4aS,5R,10bS)-5-phenyl-9-(trifluoromethyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl)methyl)carbamate
0.000017
-
pH and temperature not specified in the publication Homo sapiens 4-((4aS,5R,10bS)-9-(tert-butyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-5-yl)-2-fluorophenol
0.000019
-
pH and temperature not specified in the publication Homo sapiens 2-((((2R,4aS,5R,10bS)-9-(tert-butyl)-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl)methyl)(ethyl)amino)ethanol
0.000019
-
pH and temperature not specified in the publication Homo sapiens N1-phenyl-N1-(((2R,4aS,5R,10bS)-5-phenyl-9-(trifluoromethyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl)methyl)ethane-1,2-diamine
0.00002
-
pH and temperature not specified in the publication Homo sapiens ((2R,4aS,5R,10bS)-5-phenyl-9-(trifluoromethyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl)methanamine
0.000025
-
pH and temperature not specified in the publication Homo sapiens 2-((4aS,5R,10bS)-9-(tert-butyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-5-yl)benzenethiol
0.000034
-
pH and temperature not specified in the publication Homo sapiens 4-((4aS,5R,10bS)-9-(tert-butyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-5-yl)phenol
0.00004
-
pH and temperature not specified in the publication Homo sapiens 3-((4aS,5R,10bS)-9-(tert-butyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-5-yl)phenol
0.000058
-
pH and temperature not specified in the publication Homo sapiens 1-((2R,4aS,5R,10bS)-5-(4-fluorophenyl)-9-(trifluoromethyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl)-N-methylmethanamine
0.000065
-
pH and temperature not specified in the publication Homo sapiens N-(2-aminoethyl)-4-methyl-N-(((2R,4aS,5R,10bS)-5-phenyl-9-(trifluoromethyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl)methyl)benzamide
0.00009
-
pH and temperature not specified in the publication Homo sapiens (4aS,5R,10bS)-7-fluoro-5-phenyl-9-(trifluoromethyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
0.000095
-
pH and temperature not specified in the publication Homo sapiens 4-((4aS,5R,10bS)-9-(tert-butyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-5-yl)benzene-1,2-diol
0.00011
-
pH and temperature not specified in the publication Homo sapiens (4aS,5R,10bS)-5-phenyl-9-(trifluoromethyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
0.00012
-
pH and temperature not specified in the publication Homo sapiens 3-((4aS,5R,10bS)-9-(tert-butyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-5-yl)benzenethiol
0.00012
-
pH and temperature not specified in the publication Homo sapiens (4aS,5R,10bS)-9-(tert-butyl)-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
0.00013
-
pH and temperature not specified in the publication Homo sapiens (4aS,5R,10bS)-9-ethyl-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
0.00013
-
pH and temperature not specified in the publication Homo sapiens (4aS,5R,10bS)-9-isopropyl-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
0.00017
-
pH and temperature not specified in the publication Homo sapiens (4aS,5R,10bS)-9-(tert-butyl)-5-(2-fluorophenyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
0.00027
-
pH and temperature not specified in the publication Homo sapiens (4aS,5R,10bS)-9-(tert-butyl)-5-(4-fluorophenyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
0.0003
-
pH and temperature not specified in the publication Homo sapiens (4aS,10bS)-9-(tert-butyl)-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
0.0003
-
pH and temperature not specified in the publication Homo sapiens 2-((4aS,5R,10bS)-9-(tert-butyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-5-yl)-4-chlorobenzenethiol
0.00035
-
pH and temperature not specified in the publication Homo sapiens (4aS,5R,10bS)-9-(tert-butyl)-5-(3-fluorophenyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
0.00036
-
pH and temperature not specified in the publication Homo sapiens (4aS,5R,10bS)-5-phenyl-9-propyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
0.00042
-
pH and temperature not specified in the publication Homo sapiens (4aS,5R,10bS)-9-methyl-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
0.0005
-
pH and temperature not specified in the publication Homo sapiens 2-((4aS,5R,10bS)-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-9-yl)acetonitrile
0.00053
-
pH and temperature not specified in the publication Homo sapiens (4aS,5R,10bS)-9-(tert-butyl)-5-(thiazol-2-yl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
0.00054
-
pH and temperature not specified in the publication Homo sapiens (4aS,5R,10bS)-8-chloro-7-fluoro-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
0.00072
-
pH and temperature not specified in the publication Homo sapiens (4aS,5R,10bS)-9-chloro-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
0.00087
-
pH and temperature not specified in the publication Homo sapiens (4aS,10bS)-9-(tert-butyl)-5-(3-fluorophenyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
0.00091
-
pH and temperature not specified in the publication Homo sapiens (4aS,5R,10bS)-9-(pentafluoro-lambda6-sulfanyl)-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
0.0011
-
pH and temperature not specified in the publication Homo sapiens (4aS,5R,10bS)-9-(tert-butyl)-5-(pyridin-3-yl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
0.00125
-
pH and temperature not specified in the publication Homo sapiens (4aS,5R,10bS)-8,9-dimethyl-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
0.0023
-
pH and temperature not specified in the publication Homo sapiens 3-((4aS,5R,10bS)-9-(tert-butyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-5-yl)aniline
0.0037
-
pH and temperature not specified in the publication Homo sapiens (4aS,5R,10bS)-5-phenyl-9-(trifluoromethoxy)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
0.0053
-
pH and temperature not specified in the publication Homo sapiens (4aS,5R,10bS)-N,N-dimethyl-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-9-amine
0.0068
-
pH and temperature not specified in the publication Homo sapiens (4aS,5R,10bS)-9-(tert-butyl)-5-(3-chlorophenyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
0.01
-
pH and temperature not specified in the publication Homo sapiens 2-((4aS,5R,10bS)-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-9-yl)ethanol
0.01
-
above 0.01 mM, pH and temperature not specified in the publication Homo sapiens (4aS,5R,10bS)-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
0.01
-
above 0.01 mM, pH and temperature not specified in the publication Homo sapiens (4aS,10bS)-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
0.01
-
above 0.01 mM, pH and temperature not specified in the publication Homo sapiens (4aS,5R,10bS)-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline-9-carboxylic acid
0.01
-
above 0.01 mM, pH and temperature not specified in the publication Homo sapiens 1-(4-((4aS,5R,10bS)-9-(tert-butyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-5-yl)phenyl)ethanone
0.01
-
above 0.01 mM, pH and temperature not specified in the publication Homo sapiens (4aS,5R,10bS)-9-(tert-butyl)-5-(3-fluoro-4-methoxyphenyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
0.01
-
above 0.01 mM, pH and temperature not specified in the publication Homo sapiens (4aS,5R,10bS)-8-(tert-butyl)-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
0.01
-
above 0.01 mM, pH and temperature not specified in the publication Homo sapiens (4aS,5R,10bS)-8,10-dimethyl-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
0.01
-
above 0.01 mM, pH and temperature not specified in the publication Homo sapiens (4aS,5R,10bS)-9-(tert-butyl)-5-(1H-imidazol-2-yl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
0.01
-
above 0.01 mM, pH and temperature not specified in the publication Homo sapiens N-(4-((4aS,5R,10bS)-9-(tert-butyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-5-yl)phenyl)acetamide
0.01
-
above 0.01 mM, pH and temperature not specified in the publication Homo sapiens (4aS,5R,10bS)-7,9-dimethyl-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
0.01
-
above 0.01 mM, pH and temperature not specified in the publication Homo sapiens (4aS,5R,10bS)-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline-9-carbonitrile
0.01
-
above 0.01 mM, pH and temperature not specified in the publication Homo sapiens (4aS,10bS)-9-(tert-butyl)-5-(3-chlorophenyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline
0.01
-
above 0.01 mM, pH and temperature not specified in the publication Homo sapiens 4-((4aS,5S,10bS)-9-(tert-butyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-5-yl)butan-1-ol
0.01
-
above 0.01 mM, pH and temperature not specified in the publication Homo sapiens (4aS,5S,10bS)-9-(tert-butyl)-5-cyclohexyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline