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

General Information of Drug (ID: DR0897)
Drug Name
Ivabradine hydrochloride
Synonyms
Ivabradine (hydrochloride); Ivabradine HCl; Ivabradine hydrochloride; TP19837BZK; (S)-3-(3-(((3,4-Dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methyl)(methyl)amino)propyl)-7,8-dimethoxy-4,5-dihydro-1H-benzo[d]azepin-2(3H)-one hydrochloride; 148849-67-6; 2H-3-Benzazepin-2-one, 3-[3-[[[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl]methylamino]propyl]-1,3,4,5-tetrahydro-7,8-dimethoxy-, hydrochloride (1:1); CHEBI:85969; NCGC00181343-01; UNII-TP19837BZK
Indication Acute coronary syndrome [ICD11: BA4Z] Approved [1]
Structure
3D MOL is unavailable 2D MOL
Pharmaceutical Properties Molecular Weight 505 Topological Polar Surface Area 60.5
Heavy Atom Count 35 Rotatable Bond Count 10
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 6
Cross-matching ID
PubChem CID
3045381
ChEBI ID
CHEBI:85969
CAS Number
148849-67-6
TTD Drug ID
D0S9QA
Formula
C27H37ClN2O5
Canonical SMILES
CN(CCCN1CCC2=CC(=C(C=C2CC1=O)OC)OC)CC3CC4=CC(=C(C=C34)OC)OC.Cl
InChI
1S/C27H36N2O5.ClH/c1-28(17-21-11-20-14-25(33-4)26(34-5)16-22(20)21)8-6-9-29-10-7-18-12-23(31-2)24(32-3)13-19(18)15-27(29)30;/h12-14,16,21H,6-11,15,17H2,1-5H3;1H/t21-;/m1./s1
InChIKey
HLUKNZUABFFNQS-ZMBIFBSDSA-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
7-Demethyl Ivabradine DM001043
71315776
Oxidation - Demethylation 1 [3]
8-Demethyl Ivabradine DM001044
71315777
Oxidation - Demethylation 1 [3]
Dehydro Ivabradine DM001045
16114796
Unclear 1 [3]
N-desmethylivabradine DM001042
10389261
Oxidation - N-Demethylation 1 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR001280 Ivabradine hydrochloride N-desmethylivabradine Oxidation - N-Demethylation CYP3A4 [3]
MR001281 Ivabradine hydrochloride 7-Demethyl Ivabradine Oxidation - Demethylation Unclear [3]
MR001282 Ivabradine hydrochloride 8-Demethyl Ivabradine Oxidation - Demethylation Unclear [3]
MR001283 Ivabradine hydrochloride Dehydro Ivabradine Unclear Unclear [3]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
References
1 Ivabradine Hydrochloride was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Ivabradine: new drug. Best avoided in stable angina. Prescrire Int. 2007 Apr;16(88):53-6.
3 Simultaneous determination of ivabradine and its metabolites in human plasma by liquid chromatography--tandem mass spectrometry J Chromatogr B Biomed Sci Appl. 2000 Aug 18;745(2):261-9. doi: 10.1016/s0378-4347(00)00275-9.

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