Structure of PDB 5aav Chain B Binding Site BS01

Receptor Information

>5aav Chain B (length=209) Species: 9606 (Homo sapiens)

LALSLTADQMVSALLDAEPPILYSERPFSEASMMGLLTNLADRELVHMIN
WAKRVPGFVDLTLHDQVHLLESAWLEILMIGLVWRSMEHPGKLLFAPNLL
LDRNQGKSMVEIFDMLLATSSRFRMMNLQGEEFVCLKSIILLNSGKDHIH
RVLDKITDTLIHLMAKAGLTLQQQHQRLAQLLLILSHIRHMSNKGMEHLY
YDLLLEMLD

Ligand information

• Ligand ID: GW5
• InChI: InChI=1S/C25H22O2/c1-2-23(20-9-5-3-6-10-20)25(21-11-7-4-8-12-21)22-16-13-19(14-17-22)15-18-24(26)27/h3-18H,2H2,1H3,(H,26,27)/b18-15+,25-23-
• InChIKey: HJQQVNIORAQATK-DDJBQNAASA-N
• SMILES:
  OpenEye OEToolkits 1.7.5: CC/C(=C(\c1ccccc1)/c2ccc(cc2)/C=C/C(=O)O)/c3ccccc3
  CACTVS 3.385: CCC(c1ccccc1)=C(c2ccccc2)c3ccc(C=CC(O)=O)cc3
  CACTVS 3.385: CCC(/c1ccccc1)=C(\c2ccccc2)c3ccc(\C=C\C(O)=O)cc3
  ACDLabs 10.04: O=C(O)\C=C\c3ccc(\C(=C(/c1ccccc1)CC)c2ccccc2)cc3
  OpenEye OEToolkits 1.7.5: CCC(=C(c1ccccc1)c2ccc(cc2)C=CC(=O)O)c3ccccc3
• Formula: C25 H22 O2
• Name: (2E)-3-{4-[(1E)-1,2-DIPHENYLBUT-1-ENYL]PHENYL}ACRYLIC ACID;
  GW5638;
  DPC 974
• ChEMBL: CHEMBL33899
• PDB chain: 5aav Chain B Residue 1546

Receptor-Ligand Complex Structure

Structure summary

• PDB: 5aav Optimization of a Novel Binding Motif to (E)-3-(3,5-Difluoro-4-((1R,3R)-2-(2-Fluoro-2-Methylpropyl)-3-Methyl-2, 3,4,9-Tetrahydro-1H-Pyrido[3,4-B]Indol-1-Yl)Phenyl)Acrylic Acid (Azd9496), a Potent and Orally Bioavailable Selective Estrogen Receptor Downregulator and Antagonist.
• Resolution: 1.95 Å
• Binding residue (original residue number in PDB): L346 T347 A350 G521 L525
• Binding residue (residue number reindexed from 1): L37 T38 A41 G195 L199
• Annotation score: 1
• Binding affinity: MOAD: ic50=3.24nM
  BindingDB: EC50=390nM,IC50=>1270nM

External links

• PDB: RCSB:5aav, PDBe:5aav, PDBj:5aav
• PDBsum: 5aav
• PubMed: 26407012
• UniProt: P03372|ESR1_HUMAN Estrogen receptor (Gene Name=ESR1)