Structure of PDB 1xp9 Chain A Binding Site BS01

Receptor Information

>1xp9 Chain A (length=245) Species: 9606 (Homo sapiens)

ALSLTADQMVSALLDAEPPILYSEYDPTRPFSEASMMGLLTNLADRELVH
MINWAKRVPGFVDLTLHDQVHLLECAWLEILMIGLVWRSMEHPGKLLFAP
NLLLDRNQGKCVEGMVEIFDMLLATSSRFRMMNLQGEEFVCLKSIILLNS
GVYTFLSSTLKSLEEKDHIHRVLDKITDTLIHLMAKAGLTLQQQHQRLAQ
LLLILSHIRHMSNKGMEHLYSMKCKNVVPLYDLLLEMLDAHRLHA

Ligand information

• Ligand ID: AIJ
• InChI: InChI=1S/C27H29NO4S/c1-18(28-14-2-3-15-28)17-31-23-11-6-19(7-12-23)26-27(20-4-8-21(29)9-5-20)33-25-16-22(30)10-13-24(25)32-26/h4-13,16,18,26-27,29-30H,2-3,14-15,17H2,1H3/t18-,26-,27+/m0/s1
• InChIKey: UZOOIPXOYYJULJ-RHLLTPQKSA-N
• SMILES:
  CACTVS 3.341: C[C@@H](COc1ccc(cc1)[C@@H]2Oc3ccc(O)cc3S[C@@H]2c4ccc(O)cc4)N5CCCC5
  CACTVS 3.341: C[CH](COc1ccc(cc1)[CH]2Oc3ccc(O)cc3S[CH]2c4ccc(O)cc4)N5CCCC5
  OpenEye OEToolkits 1.5.0: CC(COc1ccc(cc1)C2C(Sc3cc(ccc3O2)O)c4ccc(cc4)O)N5CCCC5
  OpenEye OEToolkits 1.5.0: C[C@@H](COc1ccc(cc1)[C@H]2[C@H](Sc3cc(ccc3O2)O)c4ccc(cc4)O)N5CCCC5
  ACDLabs 10.04: O2c5c(SC(c1ccc(O)cc1)C2c4ccc(OCC(N3CCCC3)C)cc4)cc(O)cc5
• Formula: C27 H29 N O4 S
• Name: (2S,3R)-3-(4-HYDROXYPHENYL)-2-(4-{[(2S)-2-PYRROLIDIN-1-YLPROPYL]OXY}PHENYL)-2,3-DIHYDRO-1,4-BENZOXATHIIN-6-OL;
  COMPOUND 18
• ChEMBL: CHEMBL180300
• DrugBank: DB02715
• ZINC: ZINC000012502347
• PDB chain: 1xp9 Chain A Residue 600

Receptor-Ligand Complex Structure

Structure summary

• PDB: 1xp9 Estrogen receptor ligands. Part 9: Dihydrobenzoxathiin SERAMs with alkyl substituted pyrrolidine side chains and linkers.
• Resolution: 1.8 Å
• Binding residue (original residue number in PDB): L346 T347 A350 D351 E353 L354 W383 F404 G521 H524 L525
• Binding residue (residue number reindexed from 1): L40 T41 A44 D45 E47 L48 W77 F98 G215 H218 L219
• Annotation score: 1
• Binding affinity: MOAD: ic50=1.3nM
  PDBbind-CN: -logKd/Ki=8.89,IC50=1.3nM
  BindingDB: IC50=1.3nM

External links

• PDB: RCSB:1xp9, PDBe:1xp9, PDBj:1xp9
• PDBsum: 1xp9
• PubMed: 15582421
• UniProt: P03372|ESR1_HUMAN Estrogen receptor (Gene Name=ESR1)