Structure of PDB 2y71 Chain A Binding Site BS01

Receptor Information
>2y71 Chain A (length=138) Species: 1773 (Mycobacterium tuberculosis) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
LIVNVINGPNLGRLGPAVYGGTTHDELVALIEREAAELGLKAVVRQSDSE
AQLLDWIHQAADAAEPVILNAGGLTHTSVALRDACAELSAPLIEVHISNV
HAREEFRRHSYLSPIATGVIVGLGIQGYLLALRYLAEH
Ligand information
Ligand IDCB6
InChIInChI=1S/C17H18O6S/c1-9-2-3-14-10(4-9)5-11(24-14)8-23-13-7-17(22,16(20)21)6-12(18)15(13)19/h2-5,7,12,15,18-19,22H,6,8H2,1H3,(H,20,21)/t12-,15+,17-/m1/s1
InChIKeyBNUWPGVZRDEWEX-ISTRZQFTSA-N
SMILES
SoftwareSMILES
OpenEye OEToolkits 1.6.1Cc1ccc2c(c1)cc(s2)COC3=CC(CC(C3O)O)(C(=O)O)O
CACTVS 3.352Cc1ccc2sc(COC3=C[C@](O)(C[C@@H](O)[C@@H]3O)C(O)=O)cc2c1
OpenEye OEToolkits 1.6.1Cc1ccc2c(c1)cc(s2)COC3=C[C@](C[C@H]([C@@H]3O)O)(C(=O)O)O
CACTVS 3.352Cc1ccc2sc(COC3=C[C](O)(C[CH](O)[CH]3O)C(O)=O)cc2c1
ACDLabs 10.04O=C(O)C3(O)C=C(OCc2sc1ccc(cc1c2)C)C(O)C(O)C3
FormulaC17 H18 O6 S
Name(1R,4S,5R)-1,4,5-trihydroxy-3-[(5-methyl-1-benzothiophen-2-yl)methoxy]cyclohex-2-ene-1-carboxylic acid
ChEMBLCHEMBL1208355
DrugBank
ZINCZINC000045254081
PDB chain2y71 Chain A Residue 1144 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
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PDB2y71 A prodrug approach for improving antituberculosis activity of potent Mycobacterium tuberculosis type II dehydroquinase inhibitors.
Resolution1.5 Å
Binding residue
(original residue number in PDB)		N12 R15 Y24 N75 G77 G78 H81 H101 I102 S103 R112
Binding residue
(residue number reindexed from 1)		N10 R13 Y19 N70 G72 G73 H76 H96 I97 S98 R107
Annotation score1
Binding affinityMOAD: Ki=42.5nM
PDBbind-CN: -logKd/Ki=7.37,Ki=42.5nM
Enzymatic activity
Catalytic site (original residue number in PDB) P11 N12 Y24 N75 G78 E99 H101 R108
Catalytic site (residue number reindexed from 1) P9 N10 Y19 N70 G73 E94 H96 R103
Enzyme Commision number 4.2.1.10: 3-dehydroquinate dehydratase.
Gene Ontology
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
Cellular Component
GO:0005829 cytosol

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Molecular Function
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Biological Process
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Cellular Component
External links
PDB RCSB:2y71, PDBe:2y71, PDBj:2y71
PDBsum2y71
PubMed21780742
UniProtP9WPX7|AROQ_MYCTU 3-dehydroquinate dehydratase (Gene Name=aroQ)

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