Structure of PDB 1sj0 Chain A Binding Site BS01

Receptor Information

>1sj0 Chain A (length=243) Species: 9606 (Homo sapiens)

ALSLTADQMVSALLDAEPPILYSEYDPTRPFSEASMMGLLTNLADRELVH
MINWAKRVPGFVDLTLHDQVHLLECAWLEILMIGLVWRSMEHPGKLLFAP
NLLLDRNQGKCVEGMVEIFDMLLATSSRFRMMNLQGEEFVCLKSIILLNS
GVYTFLSSTLKSLEEKDHIHRVLDKITDTLIHLMAKAGLTLQQQHQRLAQ
LLLILSHIRHMSNKGMEHLYSMKCVVPLYDLLLEMLDAHRLHA

Ligand information

• Ligand ID: E4D
• InChI: InChI=1S/C27H29NO4S/c29-21-8-4-20(5-9-21)27-26(32-24-13-10-22(30)18-25(24)33-27)19-6-11-23(12-7-19)31-17-16-28-14-2-1-3-15-28/h4-13,18,26-27,29-30H,1-3,14-17H2/t26-,27+/m0/s1
• InChIKey: TWZNCTCQAGRUGQ-RRPNLBNLSA-N
• SMILES:
  OpenEye OEToolkits 1.5.0: c1cc(ccc1C2C(Oc3ccc(cc3S2)O)c4ccc(cc4)OCCN5CCCCC5)O
  CACTVS 3.341: Oc1ccc(cc1)[CH]2Sc3cc(O)ccc3O[CH]2c4ccc(OCCN5CCCCC5)cc4
  OpenEye OEToolkits 1.5.0: c1cc(ccc1[C@@H]2[C@@H](Oc3ccc(cc3S2)O)c4ccc(cc4)OCCN5CCCCC5)O
  CACTVS 3.341: Oc1ccc(cc1)[C@H]2Sc3cc(O)ccc3O[C@H]2c4ccc(OCCN5CCCCC5)cc4
  ACDLabs 10.04: O2c5c(SC(c1ccc(O)cc1)C2c4ccc(OCCN3CCCCC3)cc4)cc(O)cc5
• Formula: C27 H29 N O4 S
• Name: (2S,3R)-2-(4-(2-(PIPERIDIN-1-YL)ETHOXY)PHENYL)-2,3-DIHYDRO-3-(4-HYDROXYPHENYL)BENZO[B][1,4]OXATHIIN-6-OL;
  COMPOUND 4-D
• ChEMBL: CHEMBL304552
• DrugBank: DB03742
• ZINC: ZINC000003949855
• PDB chain: 1sj0 Chain A Residue 600

Receptor-Ligand Complex Structure

Structure summary

• PDB: 1sj0 Estrogen Receptor Ligands. II. Discovery of Benzoxathiins as Potent, Selective Estrogen Receptor alpha Modulators.
• Resolution: 1.9 Å
• Binding residue (original residue number in PDB): M343 L346 T347 A350 D351 E353 W383 L387 F404 G521 H524 L525 C530
• Binding residue (residue number reindexed from 1): M37 L40 T41 A44 D45 E47 W77 L81 F98 G215 H218 L219 C224
• Annotation score: 1
• Binding affinity: MOAD: ic50=0.8nM
  PDBbind-CN: -logKd/Ki=9.10,IC50=0.8nM
  BindingDB: IC50=0.8nM

External links

• PDB: RCSB:1sj0, PDBe:1sj0, PDBj:1sj0
• PDBsum: 1sj0
• PubMed: 15084115
• UniProt: P03372|ESR1_HUMAN Estrogen receptor (Gene Name=ESR1)