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

General Information of Drug (ID: DR0969)
Drug Name
KB-2796
Synonyms
Lomerizine [INN]; iomerizine; lomerizine; 1-(2,3,4-trimethoxybenzyl)-4-(bis(4-fluorophenyl)methyl)piperazine; 1-(2,3,4-trimethoxybenzyl)-4-[bis(4-fluorophenyl)methyl]piperazine; 1-(Bis(p-fluorophenyl)-methyl)-4-(2,3,4-trimethoxybenzyl)piperazine; DEE37CY4VO; 1-(Bis(p-fluorophenyl)methyl)-4-(2,3,4-trimethoxybenzyl)piperazine; 1-[bis(4-fluorophenyl)methyl]-4-[(2,3,4-trimethoxyphenyl)methyl]piperazine; 101477-55-8; AC1Q4NME; C27H30F2N2O3; CHEMBL29188; NCGC00164543-01; UNII-DEE37CY4VO
Indication Migraine [ICD11: 8A80] Phase 1/2 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 468.5 Topological Polar Surface Area 34.2
Heavy Atom Count 34 Rotatable Bond Count 8
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 7
Cross-matching ID
PubChem CID
3949
ChEBI ID
CHEBI:94682
CAS Number
101477-55-8
TTD Drug ID
D0N3ZJ
Formula
C27H30F2N2O3
Canonical SMILES
COC1=C(C(=C(C=C1)CN2CCN(CC2)C(C3=CC=C(C=C3)F)C4=CC=C(C=C4)F)OC)OC
InChI
1S/C27H30F2N2O3/c1-32-24-13-8-21(26(33-2)27(24)34-3)18-30-14-16-31(17-15-30)25(19-4-9-22(28)10-5-19)20-6-11-23(29)12-7-20/h4-13,25H,14-18H2,1-3H3
InChIKey
JQSAYKKFZOSZGJ-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
1-[Bis(4-fluorophenyl)methyl]piperazine DM005746
152932
Oxidation - N-dealkylation 1 [3]
Lomerizine M3 DM005748
101831410
Oxidation - Hydrolyzationn 1 [3]
Lomerizine M5 DM005747
101831409
Oxidation - O-demethylation 1 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR006131 KB-2796 1-[Bis(4-fluorophenyl)methyl]piperazine Oxidation - N-dealkylation CYP3A4 [3]
MR006132 KB-2796 Lomerizine M5 Oxidation - O-demethylation CYP3A4 [3]
MR006133 KB-2796 Lomerizine M3 Oxidation - Hydrolyzationn CYP3A4 [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 Do the effects of long-term lomerizine administration differ with age? Intern Med. 2007;46(10):683-4.
2 Integrated analysis on the physicochemical properties of dihydropyridine calcium channel blockers in grapefruit juice interactions. Curr Pharm Biotechnol. 2012 Jul;13(9):1705-17.
3 [Metabolism of lomerizine hydrochloride (KB-2796) in rats]

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