clobetasone   Click here for help

GtoPdb Ligand ID: 9088

Synonyms: Eumovate®
Approved drug Immunopharmacology Ligand
clobetasone is an approved drug (UK (1999))
Compound class: Synthetic organic
Comment: Clobetasone is a corticosteroid used in dermatology.
2D Structure
Click here for help

2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

✖
Click here for structure editor
Physico-chemical Properties
Click here for help

Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

✖
Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 2
Topological polar surface area 71.44
Molecular weight 408.15
XLogP 1.38
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help

SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

✖
Canonical SMILES ClCC(=O)C1(O)C(C)CC2C1(C)CC(=O)C1(C2CCC2=CC(=O)C=CC12C)F
Isomeric SMILES ClCC(=O)[C@@]1(O)[C@@H](C)C[C@@H]2[C@]1(C)CC(=O)[C@]1([C@H]2CCC2=CC(=O)C=C[C@]12C)F
InChI InChI=1S/C22H26ClFO4/c1-12-8-16-15-5-4-13-9-14(25)6-7-19(13,2)21(15,24)17(26)10-20(16,3)22(12,28)18(27)11-23/h6-7,9,12,15-16,28H,4-5,8,10-11H2,1-3H3/t12-,15-,16-,19-,20-,21-,22-/m0/s1
InChI Key XXIFVOHLGBURIG-OZCCCYNHSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (UK (1999))
IUPAC Name Click here for help
(8S,9R,10S,13S,14S,16S,17R)-17-(2-chloroacetyl)-9-fluoro-17-hydroxy-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthrene-3,11-dione
International Nonproprietary Names Click here for help
INN number INN
3155 clobetasone
Synonyms Click here for help
Eumovate®
Database Links Click here for help
GtoPdb PubChem SID 315661173
PubChem CID 71387
Search Google for chemical match using the InChIKey XXIFVOHLGBURIG-OZCCCYNHSA-N
Search Google for chemicals with the same backbone XXIFVOHLGBURIG
Search PubMed clinical trials clobetasone
Search PubMed titles clobetasone
Search PubMed titles/abstracts clobetasone
UniChem Compound Search for chemical match using the InChIKey XXIFVOHLGBURIG-OZCCCYNHSA-N
UniChem Connectivity Search for chemical match using the InChIKey XXIFVOHLGBURIG-OZCCCYNHSA-N
Wikipedia Clobetasone