Structure of PDB 5fns Chain A Binding Site BS01

Receptor Information

>5fns Chain A (length=289) Species: 10090 (Mus musculus)

GRLIYTAGGYFRQSLSYLEAYNPSNGSWLRLADLQVPRSGLAGCVVGGLL
YAVGGRNNSPDGNTDSSALDCYNPMTNQWSPCASMSVPRNRIGVGVIDGH
IYAVGGSHGCIHHSSVERYEPERDEWHLVAPMLTRRIGVGVAVLNRLLYA
VGGFDGTNRLNSAECYYPERNEWRMITPMNTIRSGAGVCVLHNCIYAAGG
YDGQDQLNSVERYDVETETWTFVAPMRHHRSALGITVHQGKIYVLGGYDG
HTFLDSVECYDPDSDTWSEVTRMTSGRSGVGVAVTMEPC

Ligand information

• Ligand ID: XYY
• InChI: InChI=1S/C19H21ClN4O4S/c1-23(29(3,27)28)11-14-8-12(4-6-16(14)20)15(10-19(25)26)13-5-7-18-17(9-13)21-22-24(18)2/h4-9,15H,10-11H2,1-3H3,(H,25,26)/t15-/m0/s1
• InChIKey: USDLDJOPUXHGLC-HNNXBMFYSA-N
• SMILES:
  CACTVS 3.385: CN(Cc1cc(ccc1Cl)[CH](CC(O)=O)c2ccc3n(C)nnc3c2)[S](C)(=O)=O
  CACTVS 3.385: CN(Cc1cc(ccc1Cl)[C@H](CC(O)=O)c2ccc3n(C)nnc3c2)[S](C)(=O)=O
  OpenEye OEToolkits 1.7.6: Cn1c2ccc(cc2nn1)C(CC(=O)O)c3ccc(c(c3)CN(C)S(=O)(=O)C)Cl
  OpenEye OEToolkits 1.7.6: Cn1c2ccc(cc2nn1)[C@@H](CC(=O)O)c3ccc(c(c3)CN(C)S(=O)(=O)C)Cl
• Formula: C19 H21 Cl N4 O4 S
• Name: (3s)-{4-Chloro-3-[(N-methylmethanesulfonamido) methyl]phenyl}-3-(1-methyl-1H-1,2,3-benzotriazol-5-yl) propanoic acid
• ZINC: ZINC000584905756
• PDB chain: 5fns Chain A Residue 1614

Receptor-Ligand Complex Structure

Structure summary

• PDB: 5fns Mono-Acidic Inhibitors of the Kelch-Like Ech-Associated Protein 1 : Nuclear Factor Erythroid 2-Related Factor 2 (Keap1:Nrf2) Protein-Protein Interaction with High Cell Potency Identified by Fragment-Based Discovery.
• Resolution: 1.79 Å
• Binding residue (original residue number in PDB): Y334 G364 R415 G462 R483 S508 G509 Y525 S555 A556 S602 G603
• Binding residue (residue number reindexed from 1): Y10 G40 R91 G138 R159 S184 G185 Y201 S231 A232 S278 G279
• Annotation score: 1
• Binding affinity: MOAD: Kd=4uM
  PDBbind-CN: -logKd/Ki=5.40,Kd=4uM

External links

• PDB: RCSB:5fns, PDBe:5fns, PDBj:5fns
• PDBsum: 5fns
• PubMed: 27031670
• UniProt: Q9Z2X8|KEAP1_MOUSE Kelch-like ECH-associated protein 1 (Gene Name=Keap1)