rimexolone   

GtoPdb Ligand ID: 7099

Synonyms: ORG-6216 | Vexol®
rimexolone is an approved drug (FDA (1994))
Comment: Rimexolone is a corticosteroid.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 2
Topological polar surface area 54.37
Molecular weight 370.25
XLogP 4.17
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CCC(=O)C1(C)C(C)CC2C1(C)CC(O)C1C2CCC2=CC(=O)C=CC12C
Isomeric SMILES CCC(=O)[C@@]1(C)[C@H](C)C[C@@H]2[C@]1(C)C[C@H](O)[C@H]1[C@H]2CCC2=CC(=O)C=C[C@]12C
InChI InChI=1S/C24H34O3/c1-6-20(27)24(5)14(2)11-18-17-8-7-15-12-16(25)9-10-22(15,3)21(17)19(26)13-23(18,24)4/h9-10,12,14,17-19,21,26H,6-8,11,13H2,1-5H3/t14-,17+,18+,19+,21-,22+,23+,24-/m1/s1
InChI Key QTTRZHGPGKRAFB-OOKHYKNYSA-N
No information available.
Summary of Clinical Use
Used to treat inflammation of the eye.
Mechanism Of Action and Pharmacodynamic Effects
As an agonist of the glucocorticoid receptor, rimexolone modulates expression of genes containing the glucocorticoid response element (GRE). Although complex, the response appears to include inhibition of the biosynthesis of pro-inflammatory prostaglandins and leukotrienes. However, we have been unable to find affinity data for this drug to substantiate its MMOA.
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