Molecular Details

DICL_CP_0335892 - (S)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol

Basic Molecular Information

Basic Information

DICL ID

DICL_CP_0335892

PubChem CID

441074

Molecular Formula

C₂₀H₂₄N₂O₂

Molecular Weight

324.424 g/mol

Synonyms/Alias

[quinidine; 56-54-2; (+)-Quinidine; Conquinine; Pitayine; Chinidin; Conchinin; (8R;9S)-Quinidine; (9S)-6-Methoxycinchonan-9-ol; beta-Quinine; Quinidex; Kinidin; Conchinine; Cin-Quin; beta-Quinidine; c...[quinidine; 56-54-2; (+)-Quinidine; Conquinine; Pitayine; Chinidin; Conchinin; (8R;9S)-Quinidine; (9S)-6-Methoxycinchonan-9-ol; beta-Quinine; Quinidex; Kinidin; Conchinine; Cin-Quin; beta-Quinidine; chinidinum; quinidina; Quinicardine; Quinora; (S)-[(2R;4S;5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methanol; Cinchonan-9-ol; 6-methoxy-; (9S)-; Chinidine; CHEBI:28593; alpha-(6-Methoxy-4-quinolyl)-5-vinyl-2-quinuclidinemethanol; .beta.-Quinidine; UNII-ITX08688JL; Quinaglute; CCRIS 672; Quiniduran; Auriquin; HSDB 225; ITX08688JL; DTXSID4023549; Quinidine sulfate; NCI-C56246; EINECS 200-279-0; 6-Methoxy-alpha-(5-vinyl-2-quinuclidinyl)-4-quinolinemethanol; CHEMBL1294; Quinact; (1S)-(6-Methoxyquinolin-4-yl)((2R;4S;5R)-5-vinylquinuclidin-2-yl)methanol; DTXCID70819883; MFCD00135581; Quinidine (>85%); alpha-(6-Methoxy-4-quinolyl)-5-vinyl-2-quinuclidinemethanol (9S)-; (9S)-6-Methoxy-alpha-(5-vinyl-2-quinuclidinyl)-4-quinolinemethanol; (S)-(6-methoxyquinolin-4-yl)((2R;5R)-5-vinylquinuclidin-2-yl)methanol; (3.alpha.; 9S)-6-Methoxycinchonan-9-ol; QUINIDINE (MART.); QUINIDINE [MART.]; (R)-(6-methoxyquinolin-4-yl)((3S;4R;7S)-3-vinylquinuclidin-7-yl)methanol; TCMDC-131239; (S)-(6-methoxy-4-quinolyl)-[(2R;4S;5R)-5-vinylquinuclidin-2-yl]methanol; (S)-(6-Methoxy-quinolin-4-yl)-((2R;5R)-5-vinyl-1-aza-bicyclo[2.2.2]oct-2-yl)-methanol; (S)-(6-methoxyquinolin-4-yl)((1S;2R;4S;5R)-5-vinylquinuclidin-2-yl)methanol; (S)-[(4S;5R;7R)-5-ethenyl-1-azabicyclo[2.2.2]octan-7-yl]-(6-methoxyquinolin-4-yl)methanol; CAS-56-54-2; Chinidin [German]; (S)-((2S;4S;5R)-5-ETHENYL-1-AZABICYCLO(2.2.2)OCT-2-YL)(6-METHOXYQUINOLIN-4-YL)METHANOL; SMR000857275; Quinidine [BAN:NF]; Quinidine (may contain up to 15% of dihydroquinidine); Quinindine; (8R;9S)-6-Methoxycinchonan-9-ol; (S)-(6-Methoxy-quinolin-4-yl)-((2R;5R)-5-vinyl-1-aza-bicyclo(2.2.2)oct-2-yl)-methanol; (S)-[(2R;4S;5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol; Quinidine anhydrous; NCGC00159499-02; QDN; Quinidine; anhydrous; NSC10004; QUINIDINE [MI]; QUINIDINE [HSDB]; Prestwick3_000280; QUINIDINE [VANDF]; bmse000511; Epitope ID:141803; QUINIDINE [WHO-DD]; SCHEMBL15943; BSPBio_000160; MLS001335913; MLS001335914; MLS002548869; BPBio1_000176; GTPL2342; SCHEMBL17537608; LOUPRKONTZGTKE-LHHVKLHASA-N; HMS2234L10; HMS3259O09; NCI-C56426; HY-B1751; Tox21_111720; Tox21_201110; 6-methoxy--(5-vinyl-2-quinuclidinyl)-4-quinolinemethanol; BDBM50121975; AKOS015920101; Tox21_111720_1; CCG-256507; CS-7812; DB00908; NC00478; SDCCGMLS-0066600.P001; NCGC00091231-01; NCGC00091231-02; NCGC00091231-03; NCGC00091231-04; NCGC00091231-18; NCGC00091231-29; NCGC00258662-01; AS-30538; QUININE SULFATE IMPURITY A [WHO-IP]; AB00514657; NS00098768; QUININE BISULFATE IMPURITY A [WHO-IP]; EN300-305202; AB01562940_01; QUININE SULFATE IMPURITY A [EP IMPURITY]; CINCHONAN-9-0L; 6-METHOXY-; (95)-; Q412496; W-109256; BRD-K59632282-052-01-5; BRD-K59632282-052-02-3; BRD-K70799801-311-02-7; QUININE HYDROCHLORIDE IMPURITY A [EP IMPURITY]; Quinidine; crystallized; >=98.0% (dried material; NT); Z1741976976; QUININE BISULFATE HEPTAHYDRATE IMPURITY A [WHO-IP]; 6-METHOXY-ALPHA-(5-VINYL-2-QUINUCLIDINYL)-4-QUINOLINEMETHONOL]

InChI Key

LOUPRKONTZGTKE-LHHVKLHASA-N

InChI

InChI=1S/C20H24N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h3-6...

IUPAC Name

(S)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol

CAS Number

130-95-0

Structure Information

Chemical Structure Visualization

SMILES Notation

2D Molecular Drawing

Carbon (C)

Hydrogen (H)

Oxygen (O)

Nitrogen (N)

Sulfur (S)

SDF

24 27 0 0 0 0 0 0 0 0999 V2000
4.3171 -3.4898 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.1378 -2.2343 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
4.4609 -0...

Download SDF File (2165 bytes)

Experimental Data

Activity Data

Target Ion Channel

ATP sensitive inward rectifier potassium channel 12

Uniprot Accession Number

P52187

Function

Inhibitor

Species

Mus musculus (Mouse)

IC₅₀

IC₅₀: 13 (inward) nM

EC₅₀

N/A (Not available)

K_i

N/A (Not available)

K_d

N/A (Not available)

Inhibition

N/A (Not available)

Experimental Conditions

pH 7.4

Holding Potential

−40 mV mV

Temperature

22–24 °C

Test Method

Patch-clamping

Test Species

HL-1 cell

Binding Information

Binding Site

Not specified

Binding Site Residue

Not specified

Disease Information

Related Disease

Not specified

References

DOI

10.1177/1087057110381384

URL

N/A (Not available)

PMID

20938046

Patent

N/A (Not available)

Computed Properties

Heavy Atom Count

Rotatable Bonds

logP

3.1732

Complexity

95.0268

TPSA (Å²)

45.59

H-Bond Donors

H-Bond Acceptors

Ring Count

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