Structure of PDB 3b5r Chain A Binding Site BS01

Receptor Information

>3b5r Chain A (length=247) Species: 9606 (Homo sapiens)

PIFLNVLEAIEPGVVCAGHDNNQPDSFAALLSSLNELGERQLVHVVKWAK
ALPGFRNLHVDDQMAVIQYSWMGLMVFAMGWRSFTNVNSRMLYFAPDLVF
NEYRMHKSRMYSQCVRMRHLSQEFGWLQITPQEFLCMKALLLFSIIPVDG
LKNQKFFDELRMNYIKELDRIIACKRKNPTSCSRRFYQLTKLLDSVQPIA
RELHQFTFDLLIKSHMVSVDFPEMMAEIISVQVPKILSGKVKPIYFH

Ligand information

• Ligand ID: B5R
• InChI: InChI=1S/C18H13ClF4N2O3/c1-17(27,9-28-12-4-5-14(19)15(20)7-12)16(26)25-11-3-2-10(8-24)13(6-11)18(21,22)23/h2-7,27H,9H2,1H3,(H,25,26)/t17-/m0/s1
• InChIKey: SSFVOEAXHZGTRJ-KRWDZBQOSA-N
• SMILES:
  OpenEye OEToolkits 1.5.0: CC(COc1ccc(c(c1)F)Cl)(C(=O)Nc2ccc(c(c2)C(F)(F)F)C#N)O
  ACDLabs 10.04: Fc2cc(OCC(O)(C(=O)Nc1cc(c(C#N)cc1)C(F)(F)F)C)ccc2Cl
  CACTVS 3.341: C[C@](O)(COc1ccc(Cl)c(F)c1)C(=O)Nc2ccc(C#N)c(c2)C(F)(F)F
  CACTVS 3.341: C[C](O)(COc1ccc(Cl)c(F)c1)C(=O)Nc2ccc(C#N)c(c2)C(F)(F)F
  OpenEye OEToolkits 1.5.0: C[C@](COc1ccc(c(c1)F)Cl)(C(=O)Nc2ccc(c(c2)C(F)(F)F)C#N)O
• Formula: C18 H13 Cl F4 N2 O3
• Name: (2S)-3-(4-chloro-3-fluorophenoxy)-N-[4-cyano-3-(trifluoromethyl)phenyl]-2-hydroxy-2-methylpropanamide
• ChEMBL: CHEMBL512283
• DrugBank: DB07419
• ZINC: ZINC000039037278
• PDB chain: 3b5r Chain A Residue 1

Receptor-Ligand Complex Structure

Structure summary

• PDB: 3b5r Effect of B-ring substitution pattern on binding mode of propionamide selective androgen receptor modulators
• Resolution: 1.8 Å
• Binding residue (original residue number in PDB): L704 N705 L707 G708 W741 M742 M745 V746 M749 F764 T877 M895 V903
• Binding residue (residue number reindexed from 1): L34 N35 L37 G38 W71 M72 M75 V76 M79 F94 T207 M225 V233
• Annotation score: 1
• Binding affinity: PDBbind-CN: -logKd/Ki=8.77,Ki=1.7nM
  BindingDB: Ki=1.7nM

External links

• PDB: RCSB:3b5r, PDBe:3b5r, PDBj:3b5r
• PDBsum: 3b5r
• PubMed: 18805694
• UniProt: P10275|ANDR_HUMAN Androgen receptor (Gene Name=AR)