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

General Information of Drug (ID: DR0323)
Drug Name
FRC-8653
Synonyms
Atelec; Cilnidipine [INN]; Cilnidipine, 99%; Cinalong; FRC 8653; FRC-8653; Siscard; cilnidipine; (+-)-(E)-Cinnamyl 2-methoxyethyl 1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)-3,5-pyridinedicarboxylate; 132203-70-4; 2-methoxyethyl (2E)-3-phenylprop-2-en-1-yl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate; 3-cinnamyl 5-(2-methoxyethyl) 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate; C27H28N2O7; CHEBI:31399; MFCD00865853
Indication Essential hypertension [ICD11: BA00] Phase 3 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 492.5 Topological Polar Surface Area 120
Heavy Atom Count 36 Rotatable Bond Count 11
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 8
Cross-matching ID
PubChem CID
5282138
PubChem SID
7848236 ; 8616904 ; 12014042 ; 14786166 ; 24892414 ; 26755677 ; 39315632 ; 50032253 ; 50111041 ; 53790108 ; 57358530 ; 75371776 ; 81092904 ; 85174238 ; 85789106 ; 90341030 ; 91611858 ; 92308863 ; 92712170 ; 93165423 ; 99437240 ; 103587541 ; 104063686 ; 113856514 ; 117867117 ; 121361210 ; 124757149 ; 125163953 ; 126625786 ; 126655763 ; 126656883 ; 126665639 ; 131480839 ; 131840712 ; 134338944 ; 135025896 ; 135692096 ; 135698202 ; 135727151 ; 136367386 ; 137231387 ; 137349403 ; 144205554 ; 160849806 ; 162037539 ; 162177503 ; 163388008 ; 163564376 ; 163621080 ; 163686403
ChEBI ID
CHEBI:31399
CAS Number
132203-70-4
TTD Drug ID
D0N3SR
Formula
C27H28N2O7
Canonical SMILES
CC1=C(C(C(=C(N1)C)C(=O)OCC=CC2=CC=CC=C2)C3=CC(=CC=C3)[N+](=O)[O-])C(=O)OCCOC
InChI
1S/C27H28N2O7/c1-18-23(26(30)35-14-8-11-20-9-5-4-6-10-20)25(21-12-7-13-22(17-21)29(32)33)24(19(2)28-18)27(31)36-16-15-34-3/h4-13,17,25,28H,14-16H2,1-3H3/b11-8+
InChIKey
KJEBULYHNRNJTE-DHZHZOJOSA-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
FRC-8653 Metabolite M1 DM003192 N. A. Oxidation - Dehydrogenation 1 [2]
FRC-8653 Metabolite M2 DM003194 N. A. Oxidation - Demethylation 1 [2]
FRC-8653 Metabolite M3 DM003193 N. A. Oxidation - Dehydrogenation; demethylation 2 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR003633 FRC-8653 FRC-8653 Metabolite M1 Oxidation - Dehydrogenation CYP3A [2]
MR003635 FRC-8653 FRC-8653 Metabolite M2 Oxidation - Demethylation Unclear [2]
MR003634 FRC-8653 Metabolite M1 FRC-8653 Metabolite M3 Oxidation - Dehydrogenation; demethylation Unclear [2]
MR003636 FRC-8653 Metabolite M2 FRC-8653 Metabolite M3 Oxidation - Dehydrogenation; demethylation Unclear [2]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 3A (CYP3A) DMEN065 . Not Available Not Available [2]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
References
1 ClinicalTrials.gov (NCT02145104) Efficacy/Safety of Cilnidipine Plus Valsartan Versus Valsartan in Patients With Hypertension.
2 Metabolism and metabolic inhibition of cilnidipine in human liver microsomes. Acta Pharmacol Sin. 2003 Mar;24(3):263-8.

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