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
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
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
Click here for help
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
Download 2D Structure Click here for help
Canonical SMILES Download
Isomeric SMILES Download
InChI standard identifier Download
InChI standard key Download

Molecular structure representations generated using Open Babel