Structure of PDB 5kcw Chain B Binding Site BS03

Receptor Information

>5kcw Chain B (length=224) Species: 9606 (Homo sapiens)

SLALSLTADQMVSALLDAEPPILYSEYDPTRPFSEASMMGLLTNLADREL
VHMINWAKRVPGFVDLTLHDQVHLLECAWLEILMIGLVWRSMEHPGKLLF
APNLLLDRNQGKGMVEIFDMLLATSSRFRMMNLQGEEFVCLKSIILLNSG
VYTEEKDHIHRVLDKITDTLIHLMAKAGLTLQQQHQRLAQLLLILSHIRH
MSNKGMEHLYPLSDLLLEMLDAHR

Ligand information

• Ligand ID: OB9
• InChI: InChI=1S/C26H22F3NO5S/c27-26(28,29)15-30(18-4-2-1-3-5-18)36(33,34)22-14-21-23(16-6-10-19(31)11-7-16)24(25(22)35-21)17-8-12-20(32)13-9-17/h1-13,21-22,25,31-32H,14-15H2/t21-,22+,25+/m0/s1
• InChIKey: IKDGMHLBCBZLCS-SGIRGMQISA-N
• SMILES:
  OpenEye OEToolkits 1.9.2: c1ccc(cc1)N(CC(F)(F)F)S(=O)(=O)[C@@H]2C[C@H]3C(=C([C@@H]2O3)c4ccc(cc4)O)c5ccc(cc5)O
  CACTVS 3.385: Oc1ccc(cc1)C2=C([C@@H]3O[C@H]2C[C@H]3[S](=O)(=O)N(CC(F)(F)F)c4ccccc4)c5ccc(O)cc5
  ACDLabs 12.01: c1c(O)ccc(c1)C3=C(c2ccc(cc2)O)C4CC(C3O4)S(N(CC(F)(F)F)c5ccccc5)(=O)=O
  OpenEye OEToolkits 1.9.2: c1ccc(cc1)N(CC(F)(F)F)S(=O)(=O)C2CC3C(=C(C2O3)c4ccc(cc4)O)c5ccc(cc5)O
  CACTVS 3.385: Oc1ccc(cc1)C2=C([CH]3O[CH]2C[CH]3[S](=O)(=O)N(CC(F)(F)F)c4ccccc4)c5ccc(O)cc5
• Formula: C26 H22 F3 N O5 S
• Name: (1S,2R,4S)-5,6-bis(4-hydroxyphenyl)-N-phenyl-N-(2,2,2-trifluoroethyl)-7-oxabicyclo[2.2.1]hept-5-ene-2-sulfonamide
• ZINC: ZINC000584905637
• PDB chain: 5kcw Chain B Residue 602

Receptor-Ligand Complex Structure

Structure summary

• PDB: 5kcw Full antagonism of the estrogen receptor without a prototypical ligand side chain.
• Resolution: 1.905 Å
• Binding residue (original residue number in PDB): M343 T347 E353 M388 F404 M421 G521 L525
• Binding residue (residue number reindexed from 1): M39 T43 E49 M84 F100 M114 G205 L209
• Annotation score: 1
• Binding affinity: MOAD: ic50=0.19uM

External links

• PDB: RCSB:5kcw, PDBe:5kcw, PDBj:5kcw
• PDBsum: 5kcw
• PubMed: 27870835
• UniProt: P03372|ESR1_HUMAN Estrogen receptor (Gene Name=ESR1)