fludrocortisone   Click here for help

GtoPdb Ligand ID: 2873

Synonyms: 9α-Flourocortisol | Florinef®
Approved drug PDB Ligand
fludrocortisone is an approved drug (FDA (1955), UK (2015))
Compound class: Synthetic organic
Comment: Fludrocortisone is a synthetic mineralocorticoid drug. Although fludrocortisone has some glucocorticoid receptor (GR) agonist activity, it is considered as MR 'selective' in its extensive clinical use for mineralocorticoid replacement.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 2
Topological polar surface area 94.83
Molecular weight 380.2
XLogP 0.37
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OCC(=O)C1(O)CCC2C1(C)CC(O)C1(C2CCC2=CC(=O)CCC12C)F
Isomeric SMILES OCC(=O)[C@@]1(O)CC[C@@H]2[C@]1(C)C[C@H](O)[C@]1([C@H]2CCC2=CC(=O)CC[C@]12C)F
InChI InChI=1S/C21H29FO5/c1-18-7-5-13(24)9-12(18)3-4-15-14-6-8-20(27,17(26)11-23)19(14,2)10-16(25)21(15,18)22/h9,14-16,23,25,27H,3-8,10-11H2,1-2H3/t14-,15-,16-,18-,19-,20-,21-/m0/s1
InChI Key AAXVEMMRQDVLJB-BULBTXNYSA-N
Bioactivity Comments
The mineralocorticoid activity of fludrocortisone is so high that its anti-inflammatory activity is not clinically significant.
Selectivity at nuclear hormone receptors
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
Mineralocorticoid receptor Primary target of this compound Hs Agonist Agonist 9.9 pIC50 - 1
pIC50 9.9 [1]