XY101   Click here for help

GtoPdb Ligand ID: 10366

Synonyms: compound 27 [PMID: 30964293] | XY-101
PDB Ligand
Compound class: Synthetic organic
Comment: XY101 is a potent, selective, and orally active retinoic acid receptor-related orphan receptor γ (RORγ) inverse agonist [2]. It was developed as a potential drug for the treatment of castration-resistant prostate cancer (CRPC). RORγ directly stimulates transcription of the androgen receptor (AR) gene, and hence increases AR expression. As proof of concept, RORγ inverse agonists have been shown to reduce expression and activity of ARs that are active in CRPC, and thereby to decrease tumour growth and metastasis [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 10
Topological polar surface area 91.85
Molecular weight 563.1
XLogP 6.61
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CCS(=O)(=O)c1ccc(cc1)CC(=O)Nc1ccc(cc1)c1ccc(cc1F)C(C(F)(F)F)(C(F)(F)F)O
Isomeric SMILES CCS(=O)(=O)c1ccc(cc1)CC(=O)Nc1ccc(cc1)c1ccc(cc1F)C(C(F)(F)F)(C(F)(F)F)O
InChI InChI=1S/C25H20F7NO4S/c1-2-38(36,37)19-10-3-15(4-11-19)13-22(34)33-18-8-5-16(6-9-18)20-12-7-17(14-21(20)26)23(35,24(27,28)29)25(30,31)32/h3-12,14,35H,2,13H2,1H3,(H,33,34)
InChI Key AUIAOCHKUNGZHV-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Synonyms Click here for help
compound 27 [PMID: 30964293] | XY-101
Database Links Click here for help
GtoPdb PubChem SID 384403646
RCSB PDB Ligand B6L
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