aranidipine   Click here for help

GtoPdb Ligand ID: 11744

Synonyms: MPC-1304 | MPC1304 | Sapresta®
Approved drug
aranidipine is an approved drug (Japan (1996))
Compound class: Synthetic organic
Comment: Aranidipine (MPC-1304) is a long-acting, dihydropyridine-type Ca2+ channel blocker [1] that produces an hypotensive effect in vivo [2]. Activation of K+ channels may also be involved in aranidipine-induced vasodilation, as identified in a rat model [3]. We show the compound with no specified stereochemistry to represent the racemic mixture of enantiomers. It has been reported that the (S) enantiomer of aranidipine is responsible for most of the pharmacological activity of the racemate [4].
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 8
Topological polar surface area 124.84
Molecular weight 388.13
XLogP 2.95
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES COC(=O)C1=C(C)NC(=C(C1c1ccccc1[N+](=O)[O-])C(=O)OCC(=O)C)C
Isomeric SMILES CC1=C(C(C(=C(N1)C)C(=O)OCC(=O)C)c1ccccc1[N+](=O)[O-])C(=O)OC
InChI InChI=1S/C19H20N2O7/c1-10(22)9-28-19(24)16-12(3)20-11(2)15(18(23)27-4)17(16)13-7-5-6-8-14(13)21(25)26/h5-8,17,20H,9H2,1-4H3
InChI Key NCUCGYYHUFIYNU-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (Japan (1996))
IUPAC Name Click here for help
3-O-methyl 5-O-(2-oxopropyl) 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
International Nonproprietary Names Click here for help
INN number INN
7071 aranidipine
Synonyms Click here for help
MPC-1304 | MPC1304 | Sapresta®
Database Links Click here for help
CAS Registry No. 86780-90-7 (source: WHO INN record)
ChEMBL Ligand CHEMBL2104030
DrugBank Ligand DB09229
GtoPdb PubChem SID 458923779
PubChem CID 2225
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