Structure of PDB 4in4 Chain A Binding Site BS01

Receptor Information

>4in4 Chain A (length=288) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]

PKVGRLIYTAGGYFRQSLSYLEAYNPSDGTWLRLADLQVPRSGLAGCVVG
GLLYAVGGRNNSPDGNTDSSALDCYNPMTNQWSPCAPMSVPRNRIGVGVI
DGHIYAVGGSHGCIHHNSVERYEPERDEWHLVAPMLTRRIGVGVAVLNRL
LYAVGGFDGTNRLNSAECYYPERNEWRMITAMNTIRSGAGVCVLHNCIYA
AGGYDGQDQLNSVERYDVETETWTFVAPMKHRRSALGITVHQGRIYVLGG
YDGHTFLDSVECYDPDTDTWSEVTRMTSGRSGVGVAVT

Ligand information

Ligand ID

4ID

InChI

InChI=1S/C21H18F3N3O4S2/c1-12-7-8-16(13(2)9-12)33(30,31)17-10-25-20(27-19(17)29)32-11-18(28)26-15-6-4-3-5-14(15)21(22,23)24/h3-10H,11H2,1-2H3,(H,26,28)(H,25,27,29)

InChIKey

XHKKCXMZBGDTIT-UHFFFAOYSA-N

SMILES

Software	SMILES
OpenEye OEToolkits 1.7.6	Cc1ccc(c(c1)C)S(=O)(=O)C2=CN=C(NC2=O)SCC(=O)Nc3ccccc3C(F)(F)F
CACTVS 3.370	Cc1ccc(c(C)c1)[S](=O)(=O)C2=CN=C(NC2=O)SCC(=O)Nc3ccccc3C(F)(F)F
ACDLabs 12.01	O=S(=O)(C2=CN=C(SCC(=O)Nc1ccccc1C(F)(F)F)NC2=O)c3ccc(cc3C)C

Formula

C21 H18 F3 N3 O4 S2

Name

2-({5-[(2,4-dimethylphenyl)sulfonyl]-6-oxo-1,6-dihydropyrimidin-2-yl}sulfanyl)-N-[2-(trifluoromethyl)phenyl]acetamide

PDB chain

4in4 Chain A Residue 705 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]

Receptor-Ligand Complex Structure

Global view

Local view

Structure summary

[Spin on] [Spin off] [Reset]
[High quality] [Low quality]
[White background] [Black background]

PDB	4in4 Small molecules inhibit the interaction of Nrf2 and the Keap1 Kelch domain through a non-covalent mechanism.
Resolution	2.59 Å
Binding residue (original residue number in PDB)	Y334 R415 A556 F577 S602
Binding residue (residue number reindexed from 1)	Y13 R94 A235 F256 S281
Annotation score	1
Binding affinity	BindingDB: Kd=51000nM,EC50=110000nM,IC50=118000nM,Ki=2800nM

Enzymatic activity

Enzyme Commision number

External links

PDB	RCSB:4in4, PDBe:4in4, PDBj:4in4
PDBsum	4in4
PubMed	23647822
UniProt	Q14145\|KEAP1_HUMAN Kelch-like ECH-associated protein 1 (Gene Name=KEAP1)

[Back to BioLiP]