beclometasone   Click here for help

GtoPdb Ligand ID: 7059

Synonyms: beclomethasone | SCH-18020W
Approved drug Immunopharmacology Ligand
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
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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
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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 Click here for help
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 Click here for help
(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 Click here for help
INN number INN
2307 beclometasone
Synonyms Click here for help
beclomethasone | SCH-18020W
Database Links Click here for help
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