Structure of PDB 1z95 Chain A Binding Site BS01

Receptor Information

>1z95 Chain A (length=238) Species: 9606 (Homo sapiens)

IFLNVLEAIEPGVVCAGHDNNQPDSFAALLSSLNELGERQLVHVVKWAKA
LPGFRNLHVDDQMAVIQYSLMGLMVFAMGWRSFTNVNSRMLYFAPDLVFN
EYRMHKSRMYSQCVRMRHLSQEFGWLQITPQEFLCMKALLLFSIIPVDGL
KNQKFFDELRMNYIKELDRIIACSRRFYQLTKLLDSVQPIARELHQFTFD
LLIKSHMVSVDFPEMMAEIISVQVPKILSGKVKPIYFH

Ligand information

• Ligand ID: 198
• InChI: InChI=1S/C18H14F4N2O4S/c1-17(26,10-29(27,28)14-6-3-12(19)4-7-14)16(25)24-13-5-2-11(9-23)15(8-13)18(20,21)22/h2-8,26H,10H2,1H3,(H,24,25)/t17-/m0/s1
• InChIKey: LKJPYSCBVHEWIU-KRWDZBQOSA-N
• SMILES:
  ACDLabs 10.04: O=C(Nc1cc(c(C#N)cc1)C(F)(F)F)C(O)(C)CS(=O)(=O)c2ccc(F)cc2
  OpenEye OEToolkits 1.5.0: C[C@](CS(=O)(=O)c1ccc(cc1)F)(C(=O)Nc2ccc(c(c2)C(F)(F)F)C#N)O
  CACTVS 3.341: C[C](O)(C[S](=O)(=O)c1ccc(F)cc1)C(=O)Nc2ccc(C#N)c(c2)C(F)(F)F
  CACTVS 3.341: C[C@](O)(C[S](=O)(=O)c1ccc(F)cc1)C(=O)Nc2ccc(C#N)c(c2)C(F)(F)F
  OpenEye OEToolkits 1.5.0: CC(CS(=O)(=O)c1ccc(cc1)F)(C(=O)Nc2ccc(c(c2)C(F)(F)F)C#N)O
• Formula: C18 H14 F4 N2 O4 S
• Name: R-BICALUTAMIDE;
  (2R)-N-[4-CYANO-3-(TRIFLUOROMETHYL)PHENYL]-3-[(4-FLUOROPHENYL)SULFONYL]-2-HYDROXY-2-METHYLPROPANAMIDE
• ChEMBL: CHEMBL63560
• DrugBank: DB02932
• ZINC: ZINC000000538564
• PDB chain: 1z95 Chain A Residue 501

Receptor-Ligand Complex Structure

Structure summary

• PDB: 1z95 Structural basis for antagonism and resistance of bicalutamide in prostate cancer.
• Resolution: 1.8 Å
• Binding residue (original residue number in PDB): L704 N705 L707 Q711 M742 M745 V746 M749 F764 T877 M895 I899
• Binding residue (residue number reindexed from 1): L33 N34 L36 Q40 M71 M74 V75 M78 F93 T198 M216 I220
• Annotation score: 1
• Binding affinity: MOAD: Ki=76nM
  PDBbind-CN: -logKd/Ki=7.12,Ki=76nM
  BindingDB: IC50=248nM,Ki=509nM

External links

• PDB: RCSB:1z95, PDBe:1z95, PDBj:1z95
• PDBsum: 1z95
• PubMed: 15833816
• UniProt: P10275|ANDR_HUMAN Androgen receptor (Gene Name=AR)