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Details

Stereochemistry ABSOLUTE
Molecular Formula C31H39F2NO6
Molecular Weight 559.6413
Optical Activity UNSPECIFIED
Defined Stereocenters 9 / 9
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GW-870086

SMILES

[H][C@@]12C[C@@H](C)[C@](OC(=O)C3C(C)(C)C3(C)C)(C(=O)OCC#N)[C@@]1(C)C[C@H](O)[C@@]4(F)[C@@]2([H])C[C@H](F)C5=CC(=O)C=C[C@]45C

InChI

InChIKey=WUBKGTSFJSEIEM-NSHBDUGJSA-N
InChI=1S/C31H39F2NO6/c1-16-12-18-19-14-21(32)20-13-17(35)8-9-28(20,6)30(19,33)22(36)15-29(18,7)31(16,25(38)39-11-10-34)40-24(37)23-26(2,3)27(23,4)5/h8-9,13,16,18-19,21-23,36H,11-12,14-15H2,1-7H3/t16-,18+,19+,21+,22+,28+,29+,30+,31+/m1/s1

HIDE SMILES / InChI

Molecular Formula C31H39F2NO6
Molecular Weight 559.6413
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 9 / 9
E/Z Centers 0
Optical Activity UNSPECIFIED

GW-870086 (now known as GSK 870086) was developed by GlaxoSmithKline as a glucocorticoid receptor agonist. Repeat inhaled doses of GW-870086 was studied in phase II clinical trial in patients with asthma. In addition, phase II clinical trial was investigated to determine the efficacy of GW-870086 ream formulation in subjects with moderate to severe atopic dermatitis. However, the development of this drug appears to have been discontinued.

Approval Year

PubMed

PubMed

TitleDatePubMed
Discovery of GW870086: a potent anti-inflammatory steroid with a unique pharmacological profile.
2013 Jul
Patents

Patents

Sample Use Guides

Dermatitis, Atopic: GW870086X cream formulation: GW870086 2.0%, GW870086 0.2% & Placebo each applied to a separate specific lesion for 21±2 days. Asthma: repeat inhaled doses of GW870086X
Route of Administration: Other
Substance Class Chemical
Created
by admin
on Thu Jul 06 13:42:17 UTC 2023
Edited
by admin
on Thu Jul 06 13:42:17 UTC 2023
Record UNII
O891A2A3ZU
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
GW-870086
Common Name English
ANDROSTA-1,4-DIENE-17-CARBOXYLIC ACID, 6,9-DIFLUORO-11-HYDROXY-16-METHYL-3-OXO-17-(((2,2,3,3-TETRAMETHYLCYCLOPROPYL)CARBONYL)OXY)-, CYANOMETHYL ESTER, (6.ALPHA.,11.BETA.,16.ALPHA.,17.ALPHA.)-
Systematic Name English
GW870086
Code English
GW870086X
Code English
Code System Code Type Description
DRUG BANK
DB12322
Created by admin on Thu Jul 06 13:42:17 UTC 2023 , Edited by admin on Thu Jul 06 13:42:17 UTC 2023
PRIMARY
CAS
827319-43-7
Created by admin on Thu Jul 06 13:42:17 UTC 2023 , Edited by admin on Thu Jul 06 13:42:17 UTC 2023
PRIMARY
SMS_ID
300000041389
Created by admin on Thu Jul 06 13:42:17 UTC 2023 , Edited by admin on Thu Jul 06 13:42:17 UTC 2023
PRIMARY
FDA UNII
O891A2A3ZU
Created by admin on Thu Jul 06 13:42:17 UTC 2023 , Edited by admin on Thu Jul 06 13:42:17 UTC 2023
PRIMARY
PUBCHEM
11376392
Created by admin on Thu Jul 06 13:42:17 UTC 2023 , Edited by admin on Thu Jul 06 13:42:17 UTC 2023
PRIMARY
Related Record Type Details
TARGET -> AGONIST
Related Record Type Details
ACTIVE MOIETY