deflazacort   

GtoPdb Ligand ID: 9477

Synonyms: Emflaza® | MDL 458
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
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
SMILES / InChI / InChIKey
Canonical SMILES CC(=O)OCC(=O)C12N=C(OC1CC1C2(C)CC(O)C2C1CCC1=CC(=O)C=CC21C)C
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
InChI Key FBHSPRKOSMHSIF-GRMWVWQJSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (UK (1994), FDA (2017))
Synonyms
Emflaza® | MDL 458
Database Links
DrugCentral Ligand 793
GtoPdb PubChem SID 329968417
PubChem CID 189821
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