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

General Information of Drug (ID: DR0175)
Drug Name
Barnidipine
Synonyms
Barnidipine [INN]; Barnidipine HCl; Barnidipino; Barnidipino [INN-Spanish]; Barnidipinum; Barnidipinum [INN-Latin]; Libradin; Mepirodipine; VXMOONUMYLCFJD-DHLKQENFSA-N; Vasexten (TN); YM 09730; barnidipine; (S)-3-((S)-1-Benzylpyrrolidin-3-yl) 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate; 104713-75-9; 2VBY96ASWJ; AC1L9FD3; BCP07244; C27H29N3O6; CHEBI:135793; CHEMBL2103761; CHEMBL2110040; CTK8B6661; SCHEMBL49302; UNII-2VBY96ASWJ
Indication Essential hypertension [ICD11: BA00] Phase 4 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 491.5 Topological Polar Surface Area 114
Heavy Atom Count 36 Rotatable Bond Count 8
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 8
Cross-matching ID
PubChem CID
443869
ChEBI ID
CHEBI:135793
CAS Number
104713-75-9
Formula
C27H29N3O6
Canonical SMILES
CC1=C(C(C(=C(N1)C)C(=O)OC2CCN(C2)CC3=CC=CC=C3)C4=CC(=CC=C4)[N+](=O)[O-])C(=O)OC
InChI
1S/C27H29N3O6/c1-17-23(26(31)35-3)25(20-10-7-11-21(14-20)30(33)34)24(18(2)28-17)27(32)36-22-12-13-29(16-22)15-19-8-5-4-6-9-19/h4-11,14,22,25,28H,12-13,15-16H2,1-3H3/t22-,25-/m0/s1
InChIKey
VXMOONUMYLCFJD-DHLKQENFSA-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
Barnidipine metabolite M-1 DM001609
154699654
Oxidation - N-Debenzylization 1 [2]
Barnidipine metabolite M-8 DM001615 N. A. Oxidation - Oxidation 1 [2]
Barnidipine metabolite M-2 DM001613 N. A. Oxidation - N-Debenzylization 2 [2]
Barnidipine metabolite M-2 DM001613 N. A. Unclear 2 [2]
Barnidipine metabolite M-3 DM001610
748472
Hydrolysis - Hydrolysis 2 [2]
Barnidipine metabolite M-7 DM001616 N. A. Unclear 2 [2]
Barnidipine metabolite M-4 DM001611
9996712
Unclear 3 [2]
Barnidipine metabolite M-4 DM001611
9996712
Oxidation - Oxidation 3 [2]
Barnidipine metabolite M-6 DM001614 N. A. Hydrolysis - Hydrolysis 3 [2]
Barnidipine metabolite M-5 DM001612 N. A. Hydrolysis - Hydrolysis 4 [2]
Barnidipine metabolite M-5 DM001612 N. A. Unclear 4 [2]
⏷ Show the Full List of 11  DM(s)
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR003199 Barnidipine Barnidipine metabolite M-1 Oxidation - N-Debenzylization CYP3A4 ... [2]
MR003200 Barnidipine Barnidipine metabolite M-8 Oxidation - Oxidation CYP3A4 ... [2]
MR003190 Barnidipine metabolite M-1 Barnidipine metabolite M-3 Hydrolysis - Hydrolysis CYP3A4 ... [2]
MR003191 Barnidipine metabolite M-1 Barnidipine metabolite M-2 Unclear Unclear [2]
MR003192 Barnidipine metabolite M-1 Barnidipine metabolite M-7 Unclear Unclear [2]
MR003198 Barnidipine metabolite M-8 Barnidipine metabolite M-2 Oxidation - N-Debenzylization CYP3A4 ... [2]
MR003195 Barnidipine metabolite M-2 Barnidipine metabolite M-4 Unclear Unclear [2]
MR003196 Barnidipine metabolite M-2 Barnidipine metabolite M-6 Hydrolysis - Hydrolysis Unclear [2]
MR003193 Barnidipine metabolite M-3 Barnidipine metabolite M-4 Oxidation - Oxidation CYP3A4 ... [2]
MR003194 Barnidipine metabolite M-4 Barnidipine metabolite M-5 Hydrolysis - Hydrolysis Unclear [2]
MR003197 Barnidipine metabolite M-6 Barnidipine metabolite M-5 Unclear Unclear [2]
⏷ Show the Full List of 11 MR(s)
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 Barnidipine: a new calcium channel blocker for hypertension treatment. Expert Rev Cardiovasc Ther. 2005 Mar;3(2):207-13.
2 Examination of metabolic pathways and identification of human liver cytochrome P450 isozymes responsible for the metabolism of barnidipine, a calcium channel blocker. Xenobiotica. 1997 Sep;27(9):885-900.

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