isradipine   Click here for help

GtoPdb Ligand ID: 4488

Synonyms: (±)-isradipine | DynaCirc® | PN-200-110 | Prescal®
Approved drug
isradipine is an approved drug (FDA (1990))
Compound class: Synthetic organic
Comment: The approved drug isradipine is a racemic mixture of (+)-isradipine and (-)-isradipine. We show the non-stereo molecule to represent 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 6
Topological polar surface area 103.55
Molecular weight 371.15
XLogP 4.95
No. Lipinski's rules broken 0
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Canonical SMILES COC(=O)C1=C(C)NC(=C(C1c1cccc2c1non2)C(=O)OC(C)C)C
Isomeric SMILES COC(=O)C1=C(C)NC(=C(C1c1cccc2c1non2)C(=O)OC(C)C)C
InChI InChI=1S/C19H21N3O5/c1-9(2)26-19(24)15-11(4)20-10(3)14(18(23)25-5)16(15)12-7-6-8-13-17(12)22-27-21-13/h6-9,16,20H,1-5H3
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Summary of Clinical Use Click here for help
Used to treat hypertension.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Binds to inactive L-type calcium channels, stabilising the inactive conformation and thereby decreasing arterial smooth muscle contractility and vasoconstriction.