Structure of PDB 1xnn Chain A Binding Site BS01

Receptor Information

>1xnn Chain A (length=247) Species: 10116 (Rattus norvegicus)

IFLNVLEAIEPGVVCAGHDNNQPDSFAALLSSLNELGERQLVHVVKWAKA
LPGFRNLHVDDQMAVIQYSWMGLMVFAMGWRSFTNVNSRMLYFAPDLVFN
EYRMHKSRMYSQCVRMRHLSQEFGWLQITPQEFLCMKALLLFSIIPVDGL
KNQKFFDELRMNYIKELDRIIACKRKNPTSCSRRFYQLTKLLDSVQPIAR
ELHQFAFDLLIKSHMVSVDFPEMMAEIISVQVPKILSGKVKPIYFHT

Ligand information

• Ligand ID: HYQ
• InChI: InChI=1S/C20H18N2O4/c23-19-17-11-5-6-12(8-7-11)18(17)20(24)21(19)15-9-10-16(22(25)26)14-4-2-1-3-13(14)15/h1-4,9-12,17-18H,5-8H2/t11-,12+,17-,18+
• InChIKey: DEJXHCDDTLTVNB-FRVJLOGJSA-N
• SMILES:
  ACDLabs 10.04: [O-][N+](=O)c2c1c(cccc1)c(cc2)N4C(=O)C5C3CCC(CC3)C5C4=O
  CACTVS 3.341: [O-][N+](=O)c1ccc(N2C(=O)[C@H]3C4CCC(CC4)[C@H]3C2=O)c5ccccc15
  OpenEye OEToolkits 1.5.0: c1ccc2c(c1)c(ccc2[N+](=O)[O-])N3C(=O)[C@H]4C5CCC([C@H]4C3=O)CC5
  OpenEye OEToolkits 1.5.0: c1ccc2c(c1)c(ccc2[N+](=O)[O-])N3C(=O)C4C5CCC(C4C3=O)CC5
  CACTVS 3.341: [O-][N+](=O)c1ccc(N2C(=O)[CH]3C4CCC(CC4)[CH]3C2=O)c5ccccc15
• Formula: C20 H18 N2 O4
• Name: REL-(3AR,4S,7R,7AS)-3A,4,7,7A-TETRAHYDRO-2-(4-NITRO-1-NAPHTHALENYL)-4,7-ETHANO-1H-ISOINDOLE-1,3(2H)-DIONE;
  (3AALPHA,4ALPHA,7ALPHA,7AALPHA)- 3A,4,7,7A-TETRAHYDRO-2-(4-NITRO-1-NAPHTHALENYL)-4,7-ETHANO-1H-ISOINDOLE-1,3(2H)-DIONE
• DrugBank: DB04709
• PDB chain: 1xnn Chain A Residue 101

Receptor-Ligand Complex Structure

Structure summary

• PDB: 1xnn Structure based approach to the design of bicyclic-1H-isoindole-1,3(2H)-dione based androgen receptor antagonists.
• Resolution: 2.2 Å
• Binding residue (original residue number in PDB): L704 N705 L707 G708 Q711 M745 M749 F764 M787 A877 M895
• Binding residue (residue number reindexed from 1): L33 N34 L36 G37 Q40 M74 M78 F93 M116 A206 M224
• Annotation score: 1
• Binding affinity: MOAD: Ki=0.5nM

External links

• PDB: RCSB:1xnn, PDBe:1xnn, PDBj:1xnn
• PDBsum: 1xnn
• PubMed: 15603938
• UniProt: P15207|ANDR_RAT Androgen receptor (Gene Name=Ar)