Structure of PDB 3rlj Chain A Binding Site BS01

Receptor Information

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

PIFLNVLEAIEPGVVCAGHDNNQPDSFAALLSSLNELGERQLVHVVKWAK
ALPGFRNLHVDDQMAVIQYSWMGLMVFAMGWRSFTNVNSRMLYFAPDLVF
NEYRMHKSRMYSQCVRMRHLSQEFGWLQITPQEFLCMKALLLFSIIPVDG
LKNQKFFDELRMNYIKELDRIIACKRKNPTSCSRRFYQLTKLLDSVQPIA
RELHQFTFDLLIKSHMVSVDFPEMMAEIISVQVPKILSGKVKPIYFH

Ligand information

• Ligand ID: RLJ
• InChI: InChI=1S/C19H14F3N3O3/c1-18(27,11-28-15-6-2-12(9-23)3-7-15)17(26)25-14-5-4-13(10-24)16(8-14)19(20,21)22/h2-8,27H,11H2,1H3,(H,25,26)/t18-/m0/s1
• InChIKey: JNGVJMBLXIUVRD-SFHVURJKSA-N
• SMILES:
  CACTVS 3.370: C[C](O)(COc1ccc(cc1)C#N)C(=O)Nc2ccc(C#N)c(c2)C(F)(F)F
  OpenEye OEToolkits 1.7.2: C[C@](COc1ccc(cc1)C#N)(C(=O)Nc2ccc(c(c2)C(F)(F)F)C#N)O
  CACTVS 3.370: C[C@](O)(COc1ccc(cc1)C#N)C(=O)Nc2ccc(C#N)c(c2)C(F)(F)F
  ACDLabs 12.01: FC(F)(F)c1cc(ccc1C#N)NC(=O)C(O)(COc2ccc(C#N)cc2)C
  OpenEye OEToolkits 1.7.2: CC(COc1ccc(cc1)C#N)(C(=O)Nc2ccc(c(c2)C(F)(F)F)C#N)O
• Formula: C19 H14 F3 N3 O3
• Name: (2S)-3-(4-cyanophenoxy)-N-[4-cyano-3-(trifluoromethyl)phenyl]-2-hydroxy-2-methylpropanamide
• ChEMBL: CHEMBL1738889
• DrugBank: DB12078
• ZINC: ZINC000035793636
• PDB chain: 3rlj Chain A Residue 1

Receptor-Ligand Complex Structure

Structure summary

• PDB: 3rlj Unexpected binding orientation of bulky-B-ring anti-androgens and implications for future drug targets.
• Resolution: 1.9 Å
• Binding residue (original residue number in PDB): L704 N705 L707 G708 Q711 W741 M742 M745 V746 M749 F764 T877 M895 V903
• Binding residue (residue number reindexed from 1): L34 N35 L37 G38 Q41 W71 M72 M75 V76 M79 F94 T207 M225 V233
• Annotation score: 1
• Binding affinity: BindingDB: IC50=3.8nM,Ki=3.8nM

External links

• PDB: RCSB:3rlj, PDBe:3rlj, PDBj:3rlj
• PDBsum: 3rlj
• PubMed: 21506597
• UniProt: P10275|ANDR_HUMAN Androgen receptor (Gene Name=AR)