Structure of PDB 3i6c Chain A Binding Site BS01

Receptor Information

>3i6c Chain A (length=113) Species: 9606 (Homo sapiens)

EPARVRCSHLLVKHSQSRRPSSWRQEQITRTQEEALELINGYIQKIKSGE
EDFESLASQFSDCSSAKARGDLGAFSRGQMQKPFEDASFALRTGEMSGPV
FTDSGIHIILRTE

Ligand information

• Ligand ID: GIA
• InChI: InChI=1S/C20H16FNO3/c21-17-7-3-4-13(10-17)11-18(20(24)25)22-19(23)16-9-8-14-5-1-2-6-15(14)12-16/h1-10,12,18H,11H2,(H,22,23)(H,24,25)/t18-/m1/s1
• InChIKey: JVSARVOIIXAOKH-GOSISDBHSA-N
• SMILES:
  CACTVS 3.341: OC(=O)[CH](Cc1cccc(F)c1)NC(=O)c2ccc3ccccc3c2
  CACTVS 3.341: OC(=O)[C@@H](Cc1cccc(F)c1)NC(=O)c2ccc3ccccc3c2
  ACDLabs 10.04: Fc1cc(ccc1)CC(C(=O)O)NC(=O)c3cc2ccccc2cc3
  OpenEye OEToolkits 1.5.0: c1ccc2cc(ccc2c1)C(=O)N[C@H](Cc3cccc(c3)F)C(=O)O
  OpenEye OEToolkits 1.5.0: c1ccc2cc(ccc2c1)C(=O)NC(Cc3cccc(c3)F)C(=O)O
• Formula: C20 H16 F N O3
• Name: 3-fluoro-N-(naphthalen-2-ylcarbonyl)-D-phenylalanine
• ChEMBL: CHEMBL1090719
• ZINC: ZINC000049068797
• PDB chain: 3i6c Chain A Residue 301

Receptor-Ligand Complex Structure

Structure summary

• PDB: 3i6c Structure-based design of novel human Pin1 inhibitors (II).
• Resolution: 1.3 Å
• Binding residue (original residue number in PDB): H59 Q131 F134 S154 H157
• Binding residue (residue number reindexed from 1): H9 Q81 F84 S104 H107
• Annotation score: 1
• Binding affinity: MOAD: Ki=12uM
  PDBbind-CN: -logKd/Ki=4.92,Ki=12uM
  BindingDB: Ki=12000nM,IC50=12000nM

Enzymatic activity

• Catalytic site (original residue number in PDB): H59 C113 Q131 S154 H157
• Catalytic site (residue number reindexed from 1): H9 C63 Q81 S104 H107
• Enzyme Commision number: 5.2.1.8: peptidylprolyl isomerase.

Gene Ontology

Molecular Function

• GO:0003755 peptidyl-prolyl cis-trans isomerase activity

External links

• PDB: RCSB:3i6c, PDBe:3i6c, PDBj:3i6c
• PDBsum: 3i6c
• PubMed: 20207139
• UniProt: Q13526|PIN1_HUMAN Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 (Gene Name=PIN1)