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

General Information of Drug (ID: DR0126)
Drug Name
AC-1802
Synonyms
APRINDINE; Aprindin; Aprindina; Aprindina [INN-Spanish]; Aprindine (USAN/INN); Aprindine [USAN:BAN:INN]; Aprindine [USAN:INN:BAN]; Aprindinum; Aprindinum [INN-Latin]; Aprinidine; COMPOUND 99170; Compd 99170; Fibocil; Lilly 99170; 1,3-Propanediamine, N-(2,3-dihydro-1H-inden-2-yl)-N',N'-diethyl-N-phenyl-; 37640-71-4; 5Y48085P9Q; AC 1802; N,N-Diethyl-N'-2-indanyl-N'-phenyl-1,3-propanediamine; N-(2,3-Dihydro-1H-inden-2-yl)-N',N'-diethyl-N-phenyl-1,3-propanediamine; N-(3-(Diethylamino)propyl)-N-phenyl-2-indanamine; UNII-5Y48085P9Q
Indication Cardiac arrhythmia [ICD11: BC65] Phase 1 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 322.5 Topological Polar Surface Area 6.5
Heavy Atom Count 24 Rotatable Bond Count 8
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 2
Cross-matching ID
PubChem CID
2218
PubChem SID
571299 ; 7548412 ; 8151505 ; 10520821 ; 15494731 ; 17397126 ; 29221394 ; 46505478 ; 48415575 ; 50020808 ; 57321208 ; 75450772 ; 90340712 ; 104239200 ; 104299952 ; 134224065 ; 134338228 ; 134402261 ; 134999466 ; 137006017 ; 160964697 ; 179150329 ; 184530774 ; 198949331 ; 226420992 ; 249950823
ChEBI ID
CHEBI:135370
CAS Number
37640-71-4
TTD Drug ID
D0W7OE
Formula
C22H30N2
Canonical SMILES
CCN(CC)CCCN(C1CC2=CC=CC=C2C1)C3=CC=CC=C3
InChI
1S/C22H30N2/c1-3-23(4-2)15-10-16-24(21-13-6-5-7-14-21)22-17-19-11-8-9-12-20(19)18-22/h5-9,11-14,22H,3-4,10,15-18H2,1-2H3
InChIKey
NZLBHDRPUJLHCE-UHFFFAOYSA-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
Desethylaprindine DM005764
162697
Oxidation - N-dealkylation 1 [3]
N-[3-(N,NDiethylamino)propyl]-N-phenyl-2-aminoindan-5-ol DM005762
434123238
Oxidation - Aromatic hydroxylation 1 [3]
p-Hydroxyphenylaprindine DM005763
85832321
Oxidation - Aromatic hydroxylation 1 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR006154 AC-1802 N-[3-(N,NDiethylamino)propyl]-N-phenyl-2-aminoindan-5-ol Oxidation - Aromatic hydroxylation CYP2D6 [3]
MR006155 AC-1802 p-Hydroxyphenylaprindine Oxidation - Aromatic hydroxylation CYP2D6 [3]
MR006156 AC-1802 Desethylaprindine Oxidation - N-dealkylation CYP2D6 [3]
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 Effects of intravenous sotalol, aprindine and the combination of sotalol and aprindine on chronic high frequency ventricular arrhythmias in man. Eur Heart J. 1987 Apr;8(4):372-7.
2 Nonlinear mixed effects model analysis of the pharmacokinetics of routinely administered bepridil in Japanese patients with arrhythmias. Biol Pharm Bull. 2006 Mar;29(3):517-21.
3 Cytochrome P450 inactivation by pharmaceuticals and phytochemicals: therapeutic relevance Drug Metab Rev. 2008;40(1):101-47. doi: 10.1080/03602530701836704.

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