beclometasone dipropionate   

GtoPdb Ligand ID: 5894

Synonyms: beclomethasone dipropionate | Beconase® | Qnasl® | Vancenase®
beclometasone dipropionate is an approved drug (EMA (2017))
Compound class: Synthetic organic
Comment: A synthetic glucocorticoid.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 7
Hydrogen bond donors 1
Rotatable bonds 8
Topological polar surface area 106.97
Molecular weight 520.22
XLogP 2.83
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CCC(=O)OC1(C(C)CC2C1(C)CC(O)C1(C2CCC2=CC(=O)C=CC12C)Cl)C(=O)COC(=O)CC
Isomeric SMILES CCC(=O)O[C@@]1([C@@H](C)C[C@@H]2[C@]1(C)C[C@H](O)[C@]1([C@H]2CCC2=CC(=O)C=C[C@]12C)Cl)C(=O)COC(=O)CC
InChI InChI=1S/C28H37ClO7/c1-6-23(33)35-15-22(32)28(36-24(34)7-2)16(3)12-20-19-9-8-17-13-18(30)10-11-25(17,4)27(19,29)21(31)14-26(20,28)5/h10-11,13,16,19-21,31H,6-9,12,14-15H2,1-5H3/t16-,19-,20-,21-,25-,26-,27-,28-/m0/s1
InChI Key KUVIULQEHSCUHY-XYWKZLDCSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (EMA (2017))
Is prodrug? Yes
Active form beclometasone
IUPAC Name
[(8S,9R,10S,11S,13S,14S,16S,17R)-9-chloro-11-hydroxy-10,13,16-trimethyl-3-oxo-17-(2-propanoyloxyacetyl)-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] propanoate
Synonyms
beclomethasone dipropionate | Beconase® | Qnasl® | Vancenase®
Database Links
CAS Registry No. 5534-09-8 (source: Scifinder)
ChEBI CHEBI:3002
ChEMBL Ligand CHEMBL1200500
DrugBank Ligand DB00394
DrugCentral Ligand 294
GtoPdb PubChem SID 178102517
PubChem CID 21700
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Wikipedia Beclomethasone_dipropionate