beclometasone   

GtoPdb Ligand ID: 7059

Synonyms: beclomethasone | SCH-18020W
beclometasone is an approved drug
Compound class: Synthetic organic
Comment: Beclometasone is the active form of the prodrug beclometasone dipropionate.
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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 408.17
XLogP 1.27
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES OCC(=O)C1(O)C(C)CC2C1(C)CC(O)C1(C2CCC2=CC(=O)C=CC12C)Cl
Isomeric SMILES OCC(=O)[C@@]1(O)[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
InChI InChI=1S/C22H29ClO5/c1-12-8-16-15-5-4-13-9-14(25)6-7-19(13,2)21(15,23)17(26)10-20(16,3)22(12,28)18(27)11-24/h6-7,9,12,15-17,24,26,28H,4-5,8,10-11H2,1-3H3/t12-,15-,16-,17-,19-,20-,21-,22-/m0/s1
InChI Key NBMKJKDGKREAPL-DVTGEIKXSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
Prodrug beclometasone dipropionate
IUPAC Name
(8S,9R,10S,11S,13S,14S,16S,17R)-9-chloro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
International Nonproprietary Names
INN number INN
2307 beclometasone
Synonyms
beclomethasone | SCH-18020W
Database Links
CAS Registry No. 4419-39-0 (source: Scifinder)
ChEBI CHEBI:3001
ChEMBL Ligand CHEMBL1586
DrugBank Ligand DB00394
GtoPdb PubChem SID 178103638
PubChem CID 20469
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Wikipedia Beclometasone dipropionate