2IOG

Human estrogen receptor alpha ligand-binding domain in complex with compound 11F

Experimental Data Snapshot

  • Method: X-RAY DIFFRACTION
  • Resolution: 1.60 Å
  • R-Value Free: 0.328 
  • R-Value Observed: 0.212 

wwPDB Validation   3D Report Full Report


This is version 1.4 of the entry. See complete history. 


Literature

Estrogen receptor ligands. Part 16: 2-Aryl indoles as highly subtype selective ligands for ERalpha

Dykstra, K.D., Guo, L., Birzin, E.T., Chan, W., Yang, Y.T., Hayes, E.C., DaSilva, C.A., Pai, L.-Y., Mosley, R.T., Kraker, B., Fitzgerald, P.M.D., DiNinno, F., Rohrer, S.P., Schaeffer, J.M., Hammond, M.L.

(2007) Bioorg Med Chem Lett 17: 2322-2328

  • DOI: https://doi.org/10.1016/j.bmcl.2007.01.054
  • Primary Citation of Related Structures:  
    2IOG, 2IOK

  • PubMed Abstract: 

    A novel class of indole ligands for estrogen receptor alpha have been discovered which exhibit potent affinity and high selectivity. Substitution of the bazedoxifene skeleton to the linker present in the HTS lead 1a provided 22b which was found to be 130-fold alpha-selective and acted as an antagonist of estradiol activity in uterine tissue and MCF-7 cancer cells.

    • Organizational Affiliation: 

    Department of Medicinal Chemistry, Merck Research Laboratories, PO Box 2000, 800B-109 Rahway, NJ 07065, USA. kevin_dykstra@merck.com


Macromolecules
Find similar proteins by: 
(by identity cutoff)  |  3D Structure
Entity ID: 1
MoleculeChains Sequence LengthOrganismDetailsImage
Estrogen receptor246Homo sapiensMutation(s): 0 
Gene Names: ESR1, ESR, NR3A1
UniProt & NIH Common Fund Data Resources
Find proteins for P03372 (Homo sapiens)
Explore P03372 
Go to UniProtKB:  P03372
PHAROS:  P03372
GTEx:  ENSG00000091831 
Entity Groups  
Sequence Clusters30% Identity50% Identity70% Identity90% Identity95% Identity100% Identity
UniProt GroupP03372
Sequence Annotations
Expand
  • Reference Sequence
Small Molecules
Ligands 1 Unique
IDChains Name / Formula / InChI Key2D Diagram3D Interactions
IOG
Query on IOG
Download Ideal Coordinates CCD File 
B [auth A]N-[(1R)-3-(4-HYDROXYPHENYL)-1-METHYLPROPYL]-2-[2-PHENYL-6-(2-PIPERIDIN-1-YLETHOXY)-1H-INDOL-3-YL]ACETAMIDE
C33 H39 N3 O3
FACGWONUFWMXPN-XMMPIXPASA-N
Binding Affinity Annotations 
IDSourceBinding Affinity
IOG PDBBind:  2IOG IC50: 8 (nM) from 1 assay(s)
BindingDB:  2IOG IC50: 8 (nM) from 1 assay(s)
Binding MOAD:  2IOG IC50: 8 (nM) from 1 assay(s)
Experimental Data & Validation

Experimental Data

  • Method: X-RAY DIFFRACTION
  • Resolution: 1.60 Å
  • R-Value Free: 0.328 
  • R-Value Observed: 0.212 
  • Space Group: P 65 2 2
Unit Cell:
Length ( Å )Angle ( ˚ )
a = 58.22α = 90
b = 58.22β = 90
c = 276.66γ = 120
Software Package:
Software NamePurpose
SHELXLrefinement
ADSCdata collection
X-GENdata reduction
X-GENdata scaling

Structure Validation

View Full Validation Report



View more in-depth experimental data
Entry History 

Deposition Data

Revision History  (Full details and data files)

  • Version 1.0: 2007-10-09
    Type: Initial release
  • Version 1.1: 2011-07-13
    Changes: Version format compliance
  • Version 1.2: 2021-07-07
    Changes: Derived calculations, Refinement description
  • Version 1.3: 2021-07-28
    Changes: Refinement description
  • Version 1.4: 2024-02-21
    Changes: Data collection, Database references