deflazacort   Click here for help

GtoPdb Ligand ID: 9477

Synonyms: Emflaza® | MDL 458
Approved drug Immunopharmacology Ligand
deflazacort is an approved drug (UK (1994), FDA (2017))
Compound class: Synthetic organic
Comment: Deflazacort is a prednisolone derivative glucocorticoid that is used as an anti-inflammatory and immunosuppressant. It is a prodrug that is metabolised to the active form, 21-desacetyl deflazacort (PubChem CID 97547130) [3].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 102.26
Molecular weight 441.22
XLogP 1.92
No. Lipinski's rules broken 0
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Isomeric SMILES CC(=O)OCC(=O)[C@@]12N=C(O[C@@H]1C[C@@H]1[C@]2(C)C[C@H](O)[C@H]2[C@H]1CCC1=CC(=O)C=C[C@]21C)C
InChI InChI=1S/C25H31NO6/c1-13-26-25(20(30)12-31-14(2)27)21(32-13)10-18-17-6-5-15-9-16(28)7-8-23(15,3)22(17)19(29)11-24(18,25)4/h7-9,17-19,21-22,29H,5-6,10-12H2,1-4H3/t17-,18-,19-,21+,22+,23-,24-,25+/m0/s1
1. Griggs RC, Miller JP, Greenberg CR, Fehlings DL, Pestronk A, Mendell JR, Moxley 3rd RT, King W, Kissel JT, Cwik V et al.. (2016)
Efficacy and safety of deflazacort vs prednisone and placebo for Duchenne muscular dystrophy.
Neurology, 87 (20): 2123-2131. [PMID:27566742]
2. Luzzani F, Glässer A. (1981)
Differential binding in vitro to glucocorticoid receptors of deflazacort and prednisolone.
Eur J Pharmacol, 76 (4): 427-30. [PMID:7327211]
3. Möllmann H, Hochhaus G, Rohatagi S, Barth J, Derendorf H. (1995)
Pharmacokinetic/pharmacodynamic evaluation of deflazacort in comparison to methylprednisolone and prednisolone.
Pharm Res, 12 (7): 1096-100. [PMID:7494809]