Structure of PDB 3b68 Chain A Binding Site BS01

Receptor Information

>3b68 Chain A (length=247) Species: 9606 (Homo sapiens)

PIFLNVLEAIEPGVVCAGHDNNQPDSFAALLSSLNELGERQLVHVVKWAK
ALPGFRNLHVDDQMAVIQYSWMGLMVFAMGWRSFTNVNSRMLYFAPDLVF
NEYRMHKSRMYSQCVRMRHLSQEFGWLQITPQEFLCMKALLLFSIIPVDG
LKNQKFFDELRMNYIKELDRIIACKRKNPTSCSRRFYQLTKLLDSVQPIA
RELHQFTFDLLIKSHMVSVDFPEMMAEIISVQVPKILSGKVKPIYFH

Ligand information

• Ligand ID: B68
• InChI: InChI=1S/C19H18F3N3O6/c1-11(26)23-12-3-6-14(7-4-12)31-10-18(2,28)17(27)24-13-5-8-16(25(29)30)15(9-13)19(20,21)22/h3-9,28H,10H2,1-2H3,(H,23,26)(H,24,27)/t18-/m0/s1
• InChIKey: YVXVTLGIDOACBJ-SFHVURJKSA-N
• SMILES:
  OpenEye OEToolkits 1.5.0: CC(=O)Nc1ccc(cc1)OC[C@@](C)(C(=O)Nc2ccc(c(c2)C(F)(F)F)[N+](=O)[O-])O
  OpenEye OEToolkits 1.5.0: CC(=O)Nc1ccc(cc1)OCC(C)(C(=O)Nc2ccc(c(c2)C(F)(F)F)[N+](=O)[O-])O
  CACTVS 3.341: CC(=O)Nc1ccc(OC[C@](C)(O)C(=O)Nc2ccc(c(c2)C(F)(F)F)[N+]([O-])=O)cc1
  ACDLabs 10.04: FC(F)(F)c1cc(ccc1[N+]([O-])=O)NC(=O)C(O)(COc2ccc(cc2)NC(=O)C)C
  CACTVS 3.341: CC(=O)Nc1ccc(OC[C](C)(O)C(=O)Nc2ccc(c(c2)C(F)(F)F)[N+]([O-])=O)cc1
• Formula: C19 H18 F3 N3 O6
• Name: (2S)-3-[4-(acetylamino)phenoxy]-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide
• ChEMBL: CHEMBL125236
• DrugBank: DB07423
• ZINC: ZINC000003991693
• PDB chain: 3b68 Chain A Residue 1

Receptor-Ligand Complex Structure

Structure summary

• PDB: 3b68 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 L707 G708 Q711 W741 M742 M745 V746 M749 F764 T877 M895 I899 V903
• Binding residue (residue number reindexed from 1): L34 N35 L37 G38 Q41 W71 M72 M75 V76 M79 F94 T207 M225 I229 V233
• Annotation score: 1
• Binding affinity: PDBbind-CN: -logKd/Ki=8.40,Ki=4nM
  BindingDB: Ki=4nM

External links

• PDB: RCSB:3b68, PDBe:3b68, PDBj:3b68
• PDBsum: 3b68
• PubMed: 18805694
• UniProt: P10275|ANDR_HUMAN Androgen receptor (Gene Name=AR)