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Receptor Information

>4b6s Chain B (length=158) Species: 85962 (Helicobacter pylori 26695) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]

MKILVIQGPNLNMLGHRDPRLYGMVTLDQIHEIMQTFVKQGNLDVELEFF
QTNFEGEIIDKIQESVGSDYEGIIINPGAFSHTSIAIADAIMLAGKPVIE
VHLTNIQAREEFRKNSYTGAACGGVIMGFGPLGYNMALMAMVNILAEMKA
FQEAQKNN

Ligand ID

2HN

InChI

InChI=1S/C14H11F5O6/c15-6-3(7(16)9(18)10(19)8(6)17)1-4-11(21)12(22)5(20)2-14(4,25)13(23)24/h4-5,12,20,22,25H,1-2H2,(H,23,24)/t4-,5-,12+,14-/m1/s1

InChIKey

ZNZHQTVBMHBUCF-GLOYCNQYSA-N

SMILES

Software	SMILES
ACDLabs 12.01	O=C1C(C(O)(C(=O)O)CC(O)C1O)Cc2c(F)c(F)c(F)c(F)c2F
CACTVS 3.385	O[C@@H]1C[C@@](O)([C@H](Cc2c(F)c(F)c(F)c(F)c2F)C(=O)[C@H]1O)C(O)=O
OpenEye OEToolkits 1.9.2	C1[C@H]([C@@H](C(=O)[C@H]([C@]1(C(=O)O)O)Cc2c(c(c(c(c2F)F)F)F)F)O)O
OpenEye OEToolkits 1.9.2	C1C(C(C(=O)C(C1(C(=O)O)O)Cc2c(c(c(c(c2F)F)F)F)F)O)O
CACTVS 3.385	O[CH]1C[C](O)([CH](Cc2c(F)c(F)c(F)c(F)c2F)C(=O)[CH]1O)C(O)=O

Formula

C14 H11 F5 O6

Name

(1R,2S,4S,5R)-2-(2,3,4,5,6-pentafluorophenyl)methyl-1,4,5-trihydroxy-3-oxocyclohexane-1-carboxylic acid;
(1R,2S,4S,5R)-2-(perfluorophenyl)methyl-1,4,5-trihydroxy-3-oxocyclohexane-1-carboxylic acid

PDB chain

4b6s Chain C Residue 200 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]

Receptor-Ligand Complex Structure

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Structure summary

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PDB	4b6s Mechanistic basis of the inhibition of type II dehydroquinase by (2S)- and (2R)-2-benzyl-3-dehydroquinic acids.
Resolution	1.9 Å
Binding residue (original residue number in PDB)	D89 L93
Binding residue (residue number reindexed from 1)	D89 L93
Annotation score	1
Binding affinity	MOAD: Ki=970nM

Catalytic site (original residue number in PDB)	P9 N10 R17 Y22 N76 A79 E100 H102 R109
Catalytic site (residue number reindexed from 1)	P9 N10 R17 Y22 N76 A79 E100 H102 R109
Enzyme Commision number	4.2.1.10: 3-dehydroquinate dehydratase.

	Molecular Function
GO:0003855	3-dehydroquinate dehydratase activity
GO:0016829	lyase activity

	Biological Process
GO:0008652	amino acid biosynthetic process
GO:0009073	aromatic amino acid family biosynthetic process
GO:0009423	chorismate biosynthetic process
GO:0019631	quinate catabolic process

PDB	RCSB:4b6s, PDBe:4b6s, PDBj:4b6s
PDBsum	4b6s
PubMed	23198883
UniProt	Q48255\|AROQ_HELPY 3-dehydroquinate dehydratase (Gene Name=aroQ)

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Structure of PDB 4b6s Chain B Binding Site BS02