difluprednate   Click here for help

GtoPdb Ligand ID: 7474

Synonyms: DFBA | Durezol® | W-6309
Approved drug Immunopharmacology Ligand
difluprednate is an approved drug (FDA (2008))
Compound class: Synthetic organic
Comment: Difluprednate is a corticosteroid with antiinflammatory action.
2D Structure
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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.

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Physico-chemical Properties
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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.

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Hydrogen bond acceptors 7
Hydrogen bond donors 1
Rotatable bonds 8
Topological polar surface area 106.97
Molecular weight 508.23
XLogP 2.64
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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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.

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Canonical SMILES CCCC(=O)OC1(CCC2C1(C)CC(O)C1(C2CC(C2=CC(=O)C=CC12C)F)F)C(=O)COC(=O)C
Isomeric SMILES CCCC(=O)O[C@@]1(CC[C@@H]2[C@]1(C)C[C@H](O)[C@]1([C@H]2C[C@@H](C2=CC(=O)C=C[C@]12C)F)F)C(=O)COC(=O)C
InChI InChI=1S/C27H34F2O7/c1-5-6-23(34)36-26(22(33)14-35-15(2)30)10-8-17-18-12-20(28)19-11-16(31)7-9-24(19,3)27(18,29)21(32)13-25(17,26)4/h7,9,11,17-18,20-21,32H,5-6,8,10,12-14H2,1-4H3/t17-,18-,20-,21-,24-,25-,26-,27-/m0/s1
InChI Key WYQPLTPSGFELIB-JTQPXKBDSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2008))
IUPAC Name Click here for help
[(6S,8S,9R,10S,11S,13S,14S,17R)-17-(2-acetyloxyacetyl)-6,9-difluoro-11-hydroxy-10,13-dimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] butanoate
International Nonproprietary Names Click here for help
INN number INN
2652 difluprednate
Synonyms Click here for help
DFBA | Durezol® | W-6309
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9678865
Reactome Reaction Reactome logo R-HSA-9678925
Other databases
CAS Registry No. 23674-86-4
ChEBI CHEBI:31485
ChEMBL Ligand CHEMBL1201749
DrugBank Ligand DB06781
DrugCentral Ligand 3142
GtoPdb PubChem SID 187051777
PubChem CID 443936
Search Google for chemical match using the InChIKey WYQPLTPSGFELIB-JTQPXKBDSA-N
Search Google for chemicals with the same backbone WYQPLTPSGFELIB
Search PubMed clinical trials difluprednate
Search PubMed titles difluprednate
Search PubMed titles/abstracts difluprednate
UniChem Compound Search for chemical match using the InChIKey WYQPLTPSGFELIB-JTQPXKBDSA-N
UniChem Connectivity Search for chemical match using the InChIKey WYQPLTPSGFELIB-JTQPXKBDSA-N
Wikipedia Difluprednate