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

General Information of Drug (ID: DR1161)
Drug Name
Nimodipine
Synonyms
Nimodipine (Nimotop); Nimodipino; Nimodipino [INN-Spanish]; Nimodipinum; Nimodipinum [INN-Latin]; Nimotop; Periplum; nimodipine; 2-Methoxyethyl-1-methylethyl ester; 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, 2-methoxyethyl 1-methylethyl ester; 66085-59-4; Admon; BAY e 9736; BRN 0459792; Bay-E 9736; Bay-e-9736; CHEBI:7575; DRG-0139; EINECS 266-127-0; Isopropyl 2-methoxyethyl 1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)-3,5-pyridinedicarboxylate; MLS000863294
Indication Cerebral vasospasm [ICD11: BA85] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 418.4 Topological Polar Surface Area 120
Heavy Atom Count 30 Rotatable Bond Count 9
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 8
Cross-matching ID
PubChem CID
4497
PubChem SID
9476 ; 596563 ; 855566 ; 3153214 ; 4444853 ; 6951262 ; 7404101 ; 7847504 ; 7980128 ; 8152770 ; 11119999 ; 11120487 ; 11120975 ; 11121462 ; 11121942 ; 11147082 ; 11341987 ; 11362170 ; 11362531 ; 11364815 ; 11365093 ; 11367377 ; 11367655 ; 11369939 ; 11370333 ; 11370334 ; 11371732 ; 11373256 ; 11374401 ; 11375817 ; 11378106 ; 11466946 ; 11468066 ; 11485200 ; 11486721 ; 11487572 ; 11489378 ; 11490582 ; 11492606 ; 11495694 ; 11528721 ; 12013716 ; 14831516 ; 17405450 ; 24277858 ; 26612490 ; 26663021 ; 26680672 ; 26747118 ; 26747119
ChEBI ID
CHEBI:7575
CAS Number
66085-59-4
TTD Drug ID
D0XN1F
Formula
C21H26N2O7
Canonical SMILES
CC1=C(C(C(=C(N1)C)C(=O)OC(C)C)C2=CC(=CC=C2)[N+](=O)[O-])C(=O)OCCOC
InChI
1S/C21H26N2O7/c1-12(2)30-21(25)18-14(4)22-13(3)17(20(24)29-10-9-28-5)19(18)15-7-6-8-16(11-15)23(26)27/h6-8,11-12,19,22H,9-10H2,1-5H3
InChIKey
UIAGMCDKSXEBJQ-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
2,6-Dimethyl-4-(3-nitrophenyl)-5-propan-2-yloxycarbonyl-1,4-dihydropyridine-3-carboxylic acid DM002210
70040870
Unclear 1 [4]
Dehydro nimodipine DM002211
529928
Unclear 1 [3] , [4]
Unii-96S4GG1upr DM002212
10431202
Unclear 1 [4]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR001747 Nimodipine 2,6-Dimethyl-4-(3-nitrophenyl)-5-propan-2-yloxycarbonyl-1,4-dihydropyridine-3-carboxylic acid Unclear Unclear [4]
MR001748 Nimodipine Dehydro nimodipine Unclear CYP3A4 [3], [4]
MR001749 Nimodipine Unii-96S4GG1upr Unclear Unclear [4]
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]
Cytochrome P450 3A5 (CYP3A5) DME0012 Homo sapiens
CP3A5_HUMAN
1.14.14.1
[3]
References
1 Nimodipine was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Summary of information on human CYP enzymes: human P450 metabolism data. Drug Metab Rev. 2002 Feb-May;34(1-2):83-448.
3 Enzyme kinetics and inhibition of nimodipine metabolism in human liver microsomes. Acta Pharmacol Sin. 2000 Aug;21(8):690-4.
4 NORMAN Suspect List Exchange:Nimodipine

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