K-80003   

GtoPdb Ligand ID: 10347

Compound class: Synthetic organic
Comment: K-80003 ia a retinoid X receptor-α (RXRα) modulator [1] that can attenuate atherosclerotic plaque progression and destabilization in the ApoE-/- mouse model. Structurally, K-80003 is an analogue of the NSAID sulindac, but it lacks the COX inhibitory activity of the parent molecule [1].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 37.3
Molecular weight 336.15
XLogP 6.32
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES OC(=O)CC1=C(C)C(=Cc2ccc(cc2)C(C)C)c2c1cc(F)cc2
Isomeric SMILES OC(=O)CC1=C(C)/C(=C/c2ccc(cc2)C(C)C)/c2c1cc(F)cc2
InChI InChI=1S/C22H21FO2/c1-13(2)16-6-4-15(5-7-16)10-19-14(3)20(12-22(24)25)21-11-17(23)8-9-18(19)21/h4-11,13H,12H2,1-3H3,(H,24,25)/b19-10-
InChI Key QCXBVGNDRYQVJO-GRSHGNNSSA-N
Classification
Compound class Synthetic organic
IUPAC Name
2-[(3Z)-6-fluoro-2-methyl-3-[(4-propan-2-ylphenyl)methylidene]inden-1-yl]acetic acid
Comments
K-80003 ia a retinoid X receptor-α (RXRα) modulator [1] that can attenuate atherosclerotic plaque progression and destabilization in the ApoE-/- mouse model. Structurally, K-80003 is an analogue of the NSAID sulindac, but it lacks the COX inhibitory activity of the parent molecule [1].
Database Links
CAS Registry No. 1292821-90-9 (source: PubChem)
GtoPdb PubChem SID 381745028
PubChem CID 46224594
RCSB PDB Ligand 7A4
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