nitrendipine   Click here for help

GtoPdb Ligand ID: 2334

Approved drug
nitrendipine is an approved drug
Compound class: Synthetic organic
Comment: The approved drug nitrendipine is a racemic mixture of two enantiomers; (R)-nitrendipine and (S)-nitrendipine. The structure shown here does not specify stereochemistry and represents the mixture.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 7
Topological polar surface area 107.77
Molecular weight 360.13
XLogP 3.73
No. Lipinski's rules broken 0
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Canonical SMILES CCOC(=O)C1=C(C)NC(=C(C1c1cccc(c1)[N+](=O)[O-])C(=O)OC)C
Isomeric SMILES CCOC(=O)C1=C(C)NC(=C(C1c1cccc(c1)[N+](=O)[O-])C(=O)OC)C
InChI InChI=1S/C18H20N2O6/c1-5-26-18(22)15-11(3)19-10(2)14(17(21)25-4)16(15)12-7-6-8-13(9-12)20(23)24/h6-9,16,19H,5H2,1-4H3
1. Beam KG, Knudson CM. (1988)
Calcium currents in embryonic and neonatal mammalian skeletal muscle.
J Gen Physiol, 91 (6): 781-98. [PMID:2458429]
2. Bean BP. (1984)
Nitrendipine block of cardiac calcium channels: high-affinity binding to the inactivated state.
Proc Natl Acad Sci USA, 81 (20): 6388-92. [PMID:6093100]
3. Jensen BS, Strobaek D, Christophersen P, Jorgensen TD, Hansen C, Silahtaroglu A, Olesen SP, Ahring PK. (1998)
Characterization of the cloned human intermediate-conductance Ca2+-activated K+ channel.
Am J Physiol, 275 (3): C848-56. [PMID:9730970]
4. Sinnegger-Brauns MJ, Huber IG, Koschak A, Wild C, Obermair GJ, Einzinger U, Hoda JC, Sartori SB, Striessnig J. (2009)
Expression and 1,4-dihydropyridine-binding properties of brain L-type calcium channel isoforms.
Mol Pharmacol, 75 (2): 407-14. [PMID:19029287]
5. Wulff H, Miller MJ, Hansel W, Grissmer S, Cahalan MD, Chandy KG. (2000)
Design of a potent and selective inhibitor of the intermediate-conductance Ca2+-activated K+ channel, IKCa1: a potential immunosuppressant.
Proc Natl Acad Sci USA, 97 (14): 8151-6. [PMID:10884437]