fludrocortisone   

GtoPdb Ligand ID: 2873

Synonyms: 9α-Flourocortisol | Florinef®
fludrocortisone is an approved drug (FDA (1955), UK (2015))
Compound class: Synthetic organic
Comment: Fludrocortisone is a synthetic mineralocorticoid drug.
2D Structure
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Physico-chemical Properties
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
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
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1955), UK (2015))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name
(8S,9R,10S,11S,13S,14S,17R)-9-fluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-3-one
International Nonproprietary Names
INN number INN
460 fludrocortisone
Synonyms
9α-Flourocortisol | Florinef®
Database Links
CAS Registry No. 127-31-1 (source: Scifinder)
ChEMBL Ligand CHEMBL1201388
DrugBank Ligand DB00687
GtoPdb PubChem SID 135650268
NURSA Ligand 10.1621/95N9YJPTF3
PubChem CID 31378
RCSB PDB Ligand ZK5
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Wikipedia Fludrocortisone