Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR1682)
Drug Name
RSD-1235
Synonyms
RL05068; RSD-1235; RSD1235; SB16873; SCHEMBL410062; VBHQKCBVWWUUKN-KZNAEPCWSA-N; Vemakalant; Vernakalant; Vernakalant [INN:BAN]; ZINC22010910; (3R)-1-((1R,2R)-2-(2-(3,4-dimethoxyphenyl)ethoxy)cyclohexyl)pyrrolidin-3-ol; 3-Pyrrolidinol, 1-((1R,2R)-2-(2-(3,4-dimethoxyphenyl)ethoxy)cyclohexyl)-, (3R)-; 3-Pyrrolidinol,1-[(1R,2R)-2-[2-(3,4-dimethoxyphenyl)ethoxy]cyclohexyl]-, (3R)-; 4151AH; 794466-70-9; 9G468C8B13; API0014187; CHEBI:135956; CHEMBL2111112; CS-0276; DB06217; DTXSID60229659; EX-A2465; NCGC00378872-01; UNII-9G468C8B13
Indication Atrial fibrillation [ICD11: BC81] Phase 3 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 349.5 Topological Polar Surface Area 51.2
Heavy Atom Count 25 Rotatable Bond Count 7
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 5
Cross-matching ID
PubChem CID
9930049
PubChem SID
16881656 ; 24205587 ; 80049932 ; 135174080 ; 135312610 ; 137120555 ; 139156059 ; 152258556 ; 160647391 ; 162011825 ; 172919831 ; 174530732 ; 180371735 ; 185998814 ; 198977082 ; 226737447 ; 242550045 ; 244235562 ; 252481559
ChEBI ID
CHEBI:135956
CAS Number
794466-70-9
TTD Drug ID
D00OTL
Formula
C20H31NO4
Canonical SMILES
COC1=C(C=C(C=C1)CCOC2CCCCC2N3CCC(C3)O)OC
InChI
1S/C20H31NO4/c1-23-19-8-7-15(13-20(19)24-2)10-12-25-18-6-4-3-5-17(18)21-11-9-16(22)14-21/h7-8,13,16-18,22H,3-6,9-12,14H2,1-2H3/t16-,17-,18-/m1/s1
InChIKey
VBHQKCBVWWUUKN-KZNAEPCWSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
RSD-1385 DM005979 N. A. Oxidation - 4-O-demethylation 1 [2]
RSD-1390 DM005980 N. A. Oxidation - 3-O-demethylation 1 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR006438 RSD-1235 RSD-1385 Oxidation - 4-O-demethylation CYP2D6 [2]
MR006439 RSD-1235 RSD-1390 Oxidation - 3-O-demethylation Unclear [2]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2D6 (CYP2D6) DME0009 Homo sapiens
CP2D6_HUMAN
1.14.14.1
[2]
References
1 Vernakalant hydrochloride for rapid conversion of atrial fibrillation: a phase 3, randomized, placebo-controlled trial. Circulation. 2008 Mar 25;117(12):1518-25.
2 Pharmacokinetics of novel atrial-selective antiarrhythmic agent vernakalant hydrochloride injection (RSD1235): influence of CYP2D6 expression and other factors. J Clin Pharmacol. 2009 Jan;49(1):17-29.

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