Structure of PDB 4iqk Chain A Binding Site BS01

Receptor Information

>4iqk Chain A (length=285) Species: 9606 (Homo sapiens)

GRLIYTAGGYFRQSLSYLEAYNPSNGTWLRLADLQVPRSGLAGCVVGGLL
YAVGGRNNSPDGNTDSSALDCYNPMTNQWSPCAPMSVPRNRIGVGVIDGH
IYAVGGSHGCIHHNSVERYEPERDEWHLVAPMLTRRIGVGVAVLNRLLYA
VGGFDGTNRLNSAECYYPERNEWRMITAMNTIRSGAGVCVLHNCIYAAGG
YDGQDQLNSVERYDVATATWTFVAPMKHRRSALGITVHQGRIYVLGGYDG
HTFLDSVECYDPDTDTWSEVTRMTSGRSGVGVAVT

Ligand information

• Ligand ID: IQK
• InChI: InChI=1S/C24H22N2O6S2/c1-31-17-7-11-19(12-8-17)33(27,28)25-23-15-16-24(22-6-4-3-5-21(22)23)26-34(29,30)20-13-9-18(32-2)10-14-20/h3-16,25-26H,1-2H3
• InChIKey: XLLVCULLOGKYOO-UHFFFAOYSA-N
• SMILES:
  OpenEye OEToolkits 1.7.6: COc1ccc(cc1)S(=O)(=O)Nc2ccc(c3c2cccc3)NS(=O)(=O)c4ccc(cc4)OC
  ACDLabs 12.01: O=S(=O)(Nc3c1ccccc1c(NS(=O)(=O)c2ccc(OC)cc2)cc3)c4ccc(OC)cc4
  CACTVS 3.370: COc1ccc(cc1)[S](=O)(=O)Nc2ccc(N[S](=O)(=O)c3ccc(OC)cc3)c4ccccc24
• Formula: C24 H22 N2 O6 S2
• Name: N,N'-naphthalene-1,4-diylbis(4-methoxybenzenesulfonamide)
• ChEMBL: CHEMBL2402207
• ZINC: ZINC000000781579
• PDB chain: 4iqk Chain A Residue 701

Receptor-Ligand Complex Structure

Structure summary

• PDB: 4iqk Small molecules inhibit the interaction of Nrf2 and the Keap1 Kelch domain through a non-covalent mechanism.
• Resolution: 1.97 Å
• Binding residue (original residue number in PDB): Y334 R415 S508 G509 Y525 S555 A556 Y572 F577 S602 G603
• Binding residue (residue number reindexed from 1): Y10 R91 S184 G185 Y201 S231 A232 Y248 F253 S278 G279
• Annotation score: 1
• Binding affinity: MOAD: ic50=2.7uM
  BindingDB: IC50=1600nM,Kd=500nM,Ki=250nM,EC50=5800nM

External links

• PDB: RCSB:4iqk, PDBe:4iqk, PDBj:4iqk
• PDBsum: 4iqk
• PubMed: 23647822
• UniProt: Q14145|KEAP1_HUMAN Kelch-like ECH-associated protein 1 (Gene Name=KEAP1)