Structure of PDB 5t8e Chain A Binding Site BS01

Receptor Information

>5t8e Chain A (length=249) Species: 9606 (Homo sapiens)

PIFLNVLEAIEPGVVCAGHDNNQPDSFAALLSSLNELGERQLVHVVKWAK
ALPGFRNLHVDDQMAVIQYSWMGLMVFAMGWRSFTNVNSRMLYFAPDLVF
NEYRMHKSRMYSQCVRMRHLSQEFGWLQITPQEFLCMKALLLFSIIPVDG
LKNQKFFDELRMNYIKELDRIIACKRKNPTSCSRRFYQLTKLLDSVQPIA
RELHQFTFDLLIKSHMVSVDFPEMMAEIISVQVPKILSGKVKPIYFHTQ

Ligand information

• Ligand ID: 77U
• InChI: InChI=1S/C13H15ClN2O/c1-8-11(4-3-10(7-15)13(8)14)16-6-5-12(17)9(16)2/h3-4,9,12,17H,5-6H2,1-2H3/t9-,12-/m0/s1
• InChIKey: SSTNLJGXVPIZND-CABZTGNLSA-N
• SMILES:
  CACTVS 3.385: C[C@H]1[C@@H](O)CCN1c2ccc(C#N)c(Cl)c2C
  OpenEye OEToolkits 2.0.6: Cc1c(ccc(c1Cl)C#N)N2CCC(C2C)O
  OpenEye OEToolkits 2.0.6: Cc1c(ccc(c1Cl)C#N)N2CC[C@@H]([C@@H]2C)O
  CACTVS 3.385: C[CH]1[CH](O)CCN1c2ccc(C#N)c(Cl)c2C
  ACDLabs 12.01: C1(O)C(C)N(CC1)c2c(c(c(cc2)C#N)Cl)C
• Formula: C13 H15 Cl N2 O
• Name: 2-chloro-4-[(2S,3S)-3-hydroxy-2-methylpyrrolidin-1-yl]-3-methylbenzonitrile
• ChEMBL: CHEMBL4090028
• PDB chain: 5t8e Chain A Residue 1003

Receptor-Ligand Complex Structure

Structure summary

• PDB: 5t8e Synthesis and biological evaluation of novel selective androgen receptor modulators (SARMs). Part II: Optimization of 4-(pyrrolidin-1-yl)benzonitrile derivatives.
• Resolution: 2.71 Å
• Binding residue (original residue number in PDB): L704 N705 L707 Q711 M745 F764 L873 T877
• Binding residue (residue number reindexed from 1): L34 N35 L37 Q41 M75 F94 L203 T207
• Annotation score: 1
• Binding affinity: PDBbind-CN: -logKd/Ki=9.14,IC50=0.72nM
  BindingDB: IC50=0.720000nM,EC50=0.190000nM

External links

• PDB: RCSB:5t8e, PDBe:5t8e, PDBj:5t8e
• PDBsum: 5t8e
• PubMed: 28363748
• UniProt: P10275|ANDR_HUMAN Androgen receptor (Gene Name=AR)