amcinonide   

GtoPdb Ligand ID: 7060

Synonyms: CL-34699 | Cyclocort®
amcinonide is an approved drug (FDA (1979))
Compound class: Synthetic organic
Comment: A topically applied corticosteroid.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 7
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 99.13
Molecular weight 502.24
XLogP 2.34
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CC(=O)OCC(=O)C12OC3(OC1CC1C2(C)CC(O)C2(C1CCC1=CC(=O)C=CC21C)F)CCCC3
Isomeric SMILES CC(=O)OCC(=O)[C@@]12OC3(O[C@@H]1C[C@@H]1[C@]2(C)C[C@H](O)[C@]2([C@H]1CCC1=CC(=O)C=C[C@]21C)F)CCCC3
InChI InChI=1S/C28H35FO7/c1-16(30)34-15-22(33)28-23(35-26(36-28)9-4-5-10-26)13-20-19-7-6-17-12-18(31)8-11-24(17,2)27(19,29)21(32)14-25(20,28)3/h8,11-12,19-21,23,32H,4-7,9-10,13-15H2,1-3H3/t19-,20-,21-,23+,24-,25-,27-,28+/m0/s1
InChI Key ILKJAFIWWBXGDU-MOGDOJJUSA-N
No information available.
Summary of Clinical Use
Used to treat itching and inflammation associated with allergic and other inflammatory skin conditions.
Mechanism Of Action and Pharmacodynamic Effects
When an agonist binds to and activates the glucocorticoid receptor, the activated receptor complex translocates to the nucleus where it transactivates glucocorticoid response element (GRE) containing genes. The effect of glucocorticoid action is to up-regulate expression of anti-inflammatory proteins and to suppress activity of pro-inflammatory proteins, leading to a general suppression of the immune system. However, we have been unable to find affinity data for this drug to substantiate this MMOA.
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