PA452   Click here for help

GtoPdb Ligand ID: 8905

Synonyms: compound 6b [PMID: 12139443] | compound 9 [PMID: 24900278] | PA 452 | PA-452
Compound class: Synthetic organic
Comment: PA452 is a retinoid X receptor (RXR) antagonist [1-2]. The compound causes the dissociation of RXR tetramers.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 9
Topological polar surface area 75.55
Molecular weight 439.28
XLogP 7.54
No. Lipinski's rules broken 1
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Canonical SMILES CCCCCCOc1cc2c(cc1N(c1ncc(cn1)C(=O)O)C)C(C)(C)CCC2(C)C
Isomeric SMILES CCCCCCOc1cc2c(cc1N(c1ncc(cn1)C(=O)O)C)C(C)(C)CCC2(C)C
InChI InChI=1S/C26H37N3O3/c1-7-8-9-10-13-32-22-15-20-19(25(2,3)11-12-26(20,4)5)14-21(22)29(6)24-27-16-18(17-28-24)23(30)31/h14-17H,7-13H2,1-6H3,(H,30,31)
1. Nakayama M, Yamada S, Ohsawa F, Ohta Y, Kawata K, Makishima M, Kakuta H. (2011)
Discovery of a Potent Retinoid X Receptor Antagonist Structurally Closely Related to RXR Agonist NEt-3IB.
ACS Med Chem Lett, 2 (12): 896-900. [PMID:24900278]
2. Takahashi B, Ohta K, Kawachi E, Fukasawa H, Hashimoto Y, Kagechika H. (2002)
Novel retinoid X receptor antagonists: specific inhibition of retinoid synergism in RXR-RAR heterodimer actions.
J Med Chem, 45 (16): 3327-30. [PMID:12139443]