Structure via PubChem · Public domain (PubChem)
GW-501516
Sign in to saveAlso known as Cardarine, GSK-516, GW 501516, GW1516, Endurobol, GW-516, GW 1516, GW-1516
GW501516 (also known as GW-501,516, GW1516, GSK-516, cardarine, and on the black market as endurobol) is a PPARδ receptor agonist that was invented in a collaboration between Ligand Pharmaceuticals and GlaxoSmithKline in the 1990s. It entered into clinical development as a drug candidate for metabolic and cardiovascular diseases, but was abandoned in 2007 because animal testing showed that the drug caused cancer to develop rapidly in several organs.
Chemical data
- Formula
- C21H18F3NO3S2
- Molecular weight
- 453.5 g/mol
- IUPAC name
- 2-[2-methyl-4-[[4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl]methylsulfanyl]phenoxy]acetic acid
- SMILES
- CC1=C(C=CC(=C1)SCC2=C(N=C(S2)C3=CC=C(C=C3)C(F)(F)F)C)OCC(=O)O
- InChIKey
- YDBLKRPLXZNVNB-UHFFFAOYSA-N
- XLogP
- 5.9
- Polar surface area
- 113 Ų
- H-bond donors
- 1
- H-bond acceptors
- 9
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- Disorder of lipid metabolism
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 453.06802
Show 3 more facts
- chemical formula
- C₂₁H₁₈F₃NO₃S₂
- canonical SMILES
- CC1=C(C=CC(=C1)SCC2=C(N=C(S2)C3=CC=C(C=C3)C(F)(F)F)C)OCC(=O)O
- Commons category
- GW501516
Sources (2)
via Wikidata · CC0
~8 min read
Encyclopedic overview
5 sectionsContents
- History
- Performance-enhancing drug
- Mechanism of action
- See also
- References
{{Drugbox | Verifiedfields = changed | verifiedrevid = 458657924 | IUPAC_name = {2-methyl-4-[({4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}methyl)sulfanyl]-2-methylphenoxy}acetic acid | image = GW501,516.svg | image_class = skin-invert-image | width = 270
| tradename = | legal_AU = Scheduled as illegal from June 2018 | legal_US = unscheduled | legal_UK = unscheduled | routes_of_administration = By mouth | pregnancy_category = N/A
Excerpted from Wikipedia’s “GW-501516” article, available under the CC BY-SA 4.0 licence.
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