Structure of PDB 3b67 Chain A Binding Site BS01

Receptor Information

>3b67 Chain A (length=247) Species: 9606 (Homo sapiens)

PIFLNVLEAIEPGVVCAGHDNNQPDSFAALLSSLNELGERQLVHVVKWAK
ALPGFRNLHVDDQMAVIQYSWMGLMVFAMGWRSFTNVNSRMLYFAPDLVF
NEYRMHKSRMYSQCVRMRHLSQEFGWLQITPQEFLCMKALLLFSIIPVDG
LKNQKFFDELRMNYIKELDRIIACKRKNPTSCSRRFYQLTKLLDSVQPIA
RELHQFTFDLLIKSHMVSVDFPEMMAEIISVQVPKILSGKVKPIYFH

Ligand information

• Ligand ID: B67
• InChI: InChI=1S/C17H10F8N2O5/c1-16(29,5-32-14-12(21)10(19)9(18)11(20)13(14)22)15(28)26-6-2-3-8(27(30)31)7(4-6)17(23,24)25/h2-4,29H,5H2,1H3,(H,26,28)/t16-/m0/s1
• InChIKey: MMNRWNREMUMYQG-INIZCTEOSA-N
• SMILES:
  CACTVS 3.341: C[C@](O)(COc1c(F)c(F)c(F)c(F)c1F)C(=O)Nc2ccc(c(c2)C(F)(F)F)[N+]([O-])=O
  ACDLabs 10.04: [O-][N+](=O)c1ccc(cc1C(F)(F)F)NC(=O)C(O)(COc2c(F)c(F)c(F)c(F)c2F)C
  OpenEye OEToolkits 1.5.0: C[C@](COc1c(c(c(c(c1F)F)F)F)F)(C(=O)Nc2ccc(c(c2)C(F)(F)F)[N+](=O)[O-])O
  CACTVS 3.341: C[C](O)(COc1c(F)c(F)c(F)c(F)c1F)C(=O)Nc2ccc(c(c2)C(F)(F)F)[N+]([O-])=O
  OpenEye OEToolkits 1.5.0: CC(COc1c(c(c(c(c1F)F)F)F)F)(C(=O)Nc2ccc(c(c2)C(F)(F)F)[N+](=O)[O-])O
• Formula: C17 H10 F8 N2 O5
• Name: (2S)-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]-3-(pentafluorophenoxy)propanamide
• ChEMBL: CHEMBL124493
• DrugBank: DB07422
• ZINC: ZINC000039037704
• PDB chain: 3b67 Chain A Residue 1

Receptor-Ligand Complex Structure

Structure summary

• PDB: 3b67 Effect of B-ring substitution pattern on binding mode of propionamide selective androgen receptor modulators
• Resolution: 1.9 Å
• Binding residue (original residue number in PDB): L704 N705 Q711 W741 M742 M745 V746 M749 F764 T877 M895 I899
• Binding residue (residue number reindexed from 1): L34 N35 Q41 W71 M72 M75 V76 M79 F94 T207 M225 I229
• Annotation score: 1
• Binding affinity: PDBbind-CN: -logKd/Ki=8.85,Ki=1.4nM

External links

• PDB: RCSB:3b67, PDBe:3b67, PDBj:3b67
• PDBsum: 3b67
• PubMed: 18805694
• UniProt: P10275|ANDR_HUMAN Androgen receptor (Gene Name=AR)