nimodipine   Click here for help

GtoPdb Ligand ID: 2523

Synonyms: BAY-E-9736 | Nimotop®
Approved drug
nimodipine is an approved drug (FDA (1988))
Compound class: Synthetic organic
Comment: Nimodipine is a dihydropyridine calcium channel blocker.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 10
Topological polar surface area 117
Molecular weight 418.17
XLogP 4
No. Lipinski's rules broken 0
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Canonical SMILES COCCOC(=O)C1=C(C)NC(=C(C1c1cccc(c1)[N+](=O)[O-])C(=O)OC(C)C)C
Isomeric SMILES COCCOC(=O)C1=C(C)NC(=C(C1c1cccc(c1)[N+](=O)[O-])C(=O)OC(C)C)C
InChI 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
1. Dietz JD, Du S, Bolten CW, Payne MA, Xia C, Blinn JR, Funder JW, Hu X. (2008)
A number of marketed dihydropyridine calcium channel blockers have mineralocorticoid receptor antagonist activity.
Hypertension, 51 (3): 742-8. [PMID:18250364]
2. Safa P, Boulter J, Hales TG. (2001)
Functional properties of Cav1.3 (alpha1D) L-type Ca2+ channel splice variants expressed by rat brain and neuroendocrine GH3 cells.
J Biol Chem, 276 (42): 38727-37. [PMID:11514547]
3. Schiller IC, Jacobson KA, Wen Z, Malisetty A, Schmalzing G, Markwardt F. (2022)
Dihydropyridines Potentiate ATP-Induced Currents Mediated by the Full-Length Human P2X5 Receptor.
Molecules, 27 (6). [PMID:35335209]
4. Verkman AS, Galietta LJ. (2009)
Chloride channels as drug targets.
Nat Rev Drug Discov, 8 (2): 153-71. [PMID:19153558]
5. Xu W, Lipscombe D. (2001)
Neuronal Ca(V)1.3alpha(1) L-type channels activate at relatively hyperpolarized membrane potentials and are incompletely inhibited by dihydropyridines.
J Neurosci, 21 (16): 5944-51. [PMID:11487617]