anisindione   Click here for help

GtoPdb Ligand ID: 6960

Synonyms: Miradon®
Approved drug
anisindione is an approved drug (FDA (1957))
Compound class: Synthetic organic
Comment: Anisindione is a synthetic anticoagulant which inhibits vitamin K-dependent gamma-carboxylase.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 2
Topological polar surface area 43.37
Molecular weight 252.08
XLogP 2.64
No. Lipinski's rules broken 0
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Canonical SMILES COc1ccc(cc1)C1C(=O)c2c(C1=O)cccc2
Isomeric SMILES COc1ccc(cc1)C1C(=O)c2c(C1=O)cccc2
InChI InChI=1S/C16H12O3/c1-19-11-8-6-10(7-9-11)14-15(17)12-4-2-3-5-13(12)16(14)18/h2-9,14H,1H3
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Summary of Clinical Use Click here for help
Used to treat venous thrombosis and pulmonary embolism and used with other drugs to treat occlusion in coronary arteries.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Anisindione prevents the formation of active procoagulation factors II, VII, IX, and X, as well as the anticoagulant proteins C and S, in the liver by inhibiting vitamin K-dependent gamma-carboxylase, the enzyme responsible for vitamin K-mediated gamma-carboxylation of precursor proteins.