Structure of PDB 5kd9 Chain A Binding Site BS02

Receptor Information

>5kd9 Chain A (length=235) Species: 9606 (Homo sapiens)

SLALSLTADQMVSALLDAEPPILYSEYDPTRPFSEASMMGLLTNLADREL
VHMINWAKRVPGFVDLTLHDQVHLLECAWLEILMIGLVWRSMEHPGKLLF
APNLLLDRNQGKCVEGMVEIFDMLLATSSRFRMMNLQGEEFVCLKSIILL
NSGVYTFEKDHIHRVLDKITDTLIHLMAKAGLTLQQQHQRLAQLLLILSH
IRHMSNKGMEHLYSMKCKNVVPLSDLLLEMLDAHR

Ligand information

• Ligand ID: OBT
• InChI: InChI=1S/C26H21ClF3NO5S/c27-17-5-7-18(8-6-17)31(14-26(28,29)30)37(34,35)22-13-21-23(15-1-9-19(32)10-2-15)24(25(22)36-21)16-3-11-20(33)12-4-16/h1-12,21-22,25,32-33H,13-14H2/t21-,22+,25+/m0/s1
• InChIKey: IMJVXTIQVJFSBH-SGIRGMQISA-N
• SMILES:
  ACDLabs 12.01: c1c(O)ccc(c1)C3=C(c2ccc(cc2)O)C4CC(C3O4)S(N(CC(F)(F)F)c5ccc(cc5)Cl)(=O)=O
  CACTVS 3.385: Oc1ccc(cc1)C2=C([CH]3O[CH]2C[CH]3[S](=O)(=O)N(CC(F)(F)F)c4ccc(Cl)cc4)c5ccc(O)cc5
  CACTVS 3.385: Oc1ccc(cc1)C2=C([C@@H]3O[C@H]2C[C@H]3[S](=O)(=O)N(CC(F)(F)F)c4ccc(Cl)cc4)c5ccc(O)cc5
  OpenEye OEToolkits 1.9.2: c1cc(ccc1C2=C(C3C(CC2O3)S(=O)(=O)N(CC(F)(F)F)c4ccc(cc4)Cl)c5ccc(cc5)O)O
  OpenEye OEToolkits 1.9.2: c1cc(ccc1C2=C([C@H]3[C@@H](C[C@@H]2O3)S(=O)(=O)N(CC(F)(F)F)c4ccc(cc4)Cl)c5ccc(cc5)O)O
• Formula: C26 H21 Cl F3 N O5 S
• Name: (1S,2R,4S)-N-(4-chlorophenyl)-5,6-bis(4-hydroxyphenyl)-N-(2,2,2-trifluoroethyl)-7-oxabicyclo[2.2.1]hept-5-ene-2-sulfonamide
• ZINC: ZINC000217108206
• PDB chain: 5kd9 Chain A Residue 601

Receptor-Ligand Complex Structure

Structure summary

• PDB: 5kd9 Full antagonism of the estrogen receptor without a prototypical ligand side chain.
• Resolution: 1.78 Å
• Binding residue (original residue number in PDB): M343 T347 A350 E353 L387 F404 M421 I424 H524 L525
• Binding residue (residue number reindexed from 1): M39 T43 A46 E49 L83 F100 M117 I120 H211 L212
• Annotation score: 1
• Binding affinity: MOAD: ic50=0.93uM

External links

• PDB: RCSB:5kd9, PDBe:5kd9, PDBj:5kd9
• PDBsum: 5kd9
• PubMed: 27870835
• UniProt: P03372|ESR1_HUMAN Estrogen receptor (Gene Name=ESR1)