bexarotene   Click here for help

GtoPdb Ligand ID: 2807

Synonyms: LGD1069 | Targretin® | Targrexin®
Approved drug PDB Ligand
bexarotene is an approved drug (FDA (1999), EMA (2001))
Compound class: Synthetic organic
Comment: Bexarotene is a retinoid that selectively activates retinoid X receptors (RXRs), and is used for its antineoplastic action.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 37.3
Molecular weight 348.21
XLogP 8.16
No. Lipinski's rules broken 1
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Canonical SMILES Cc1cc2c(cc1C(=C)c1ccc(cc1)C(=O)O)C(C)(C)CCC2(C)C
Isomeric SMILES Cc1cc2c(cc1C(=C)c1ccc(cc1)C(=O)O)C(C)(C)CCC2(C)C
InChI InChI=1S/C24H28O2/c1-15-13-20-21(24(5,6)12-11-23(20,3)4)14-19(15)16(2)17-7-9-18(10-8-17)22(25)26/h7-10,13-14H,2,11-12H2,1,3-6H3,(H,25,26)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1999), EMA (2001))
IUPAC Name Click here for help
4-[1-(3,5,5,8,8-pentamethyl-6,7-dihydronaphthalen-2-yl)ethenyl]benzoic acid
International Nonproprietary Names Click here for help
INN number INN
7782 bexarotene
Synonyms Click here for help
LGD1069 | Targretin® | Targrexin®
Database Links Click here for help
BindingDB Ligand 50032675
CAS Registry No. 153559-49-0 (source: Scifinder)
ChEMBL Ligand CHEMBL1023
DrugBank Ligand DB00307
DrugCentral Ligand 361
GtoPdb PubChem SID 135650520
PubChem CID 82146
Search Google for chemical match using the InChIKey NAVMQTYZDKMPEU-UHFFFAOYSA-N
Search Google for chemicals with the same backbone NAVMQTYZDKMPEU
Search PubMed clinical trials bexarotene
Search PubMed titles bexarotene
Search PubMed titles/abstracts bexarotene
SynPHARM 83093 (in complex with Peroxisome proliferator-activated receptor-γ)
6486 (in complex with Retinoid X receptor-α)
UniChem Compound Search for chemical match using the InChIKey NAVMQTYZDKMPEU-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey NAVMQTYZDKMPEU-UHFFFAOYSA-N
Wikipedia Bexarotene

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Bexarotene (links to external site)
Cat. No. 5819