Molecular Details

DICL_CP_0335914 - (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_0335914

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

56-54-2

Structure Information

Chemical Structure Visualization

SMILES Notation

2D Molecular Drawing

Carbon (C)

Hydrogen (H)

Oxygen (O)

Nitrogen (N)

Sulfur (S)

SDF

48 51 0 0 0 0 0 0 0 0999 V2000
-2.7883 0.5673 3.4679 C 0 0 0 0 0 0 0 0 0 0 0 0
-3.5507 -0.4353 2.8029 O 0 0 0 0 0 0 0 0 0 0 0 0
-3.3971 -0.790...

Download SDF File (4100 bytes)

Experimental Data

Activity Data

Target Ion Channel

Voltage-gated potassium channel subfamily D member 2

Uniprot Accession Number

Q63881

Function

Blocker

Species

Rattus norvegicus (Rat)

IC₅₀

IC₅₀: 6900 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

−80 to 60 mV mV

Temperature

Not mention

Test Method

Patch-clamping

Test Species

HEK293 cell (Homo sapiens embryonic kidney 293 cell)

Binding Information

Binding Site

Not specified

Binding Site Residue

Not specified

Disease Information

Related Disease

Not specified

References

DOI

10.1021/jm0604528

URL

N/A (Not available)

PMID

17506538

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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