Structure of PDB 2y76 Chain A Binding Site BS01

Receptor Information
>2y76 Chain A (length=136) Species: 1773 (Mycobacterium tuberculosis) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
ELIVNVINGPNLGRLGRGGTTHDELVALIEREAAELGLKAVVRQSDSEAQ
LLDWIHQAADAAEPVILNAGGLTHTSVALRDACAELSAPLIEVHISNVHA
REEFRRHSYLSPIATGVIVGLGIQGYLLALRYLAEH
Ligand information
Ligand IDCB7
InChIInChI=1S/C25H22O6S2/c26-19-12-25(30,24(28)29)18(11-14-1-3-20-16(9-14)5-7-32-20)23(22(19)27)31-13-15-2-4-21-17(10-15)6-8-33-21/h1-10,19,22,26-27,30H,11-13H2,(H,28,29)/t19-,22+,25-/m1/s1
InChIKeyMGSLLSIRNDMRFT-RZTXVSJASA-N
SMILES
SoftwareSMILES
OpenEye OEToolkits 1.6.1c1cc2c(ccs2)cc1CC3=C([C@H]([C@@H](C[C@@]3(C(=O)O)O)O)O)OCc4ccc5c(c4)ccs5
CACTVS 3.352O[C@@H]1C[C@](O)(C(O)=O)C(=C(OCc2ccc3sccc3c2)[C@H]1O)Cc4ccc5sccc5c4
CACTVS 3.352O[CH]1C[C](O)(C(O)=O)C(=C(OCc2ccc3sccc3c2)[CH]1O)Cc4ccc5sccc5c4
OpenEye OEToolkits 1.6.1c1cc2c(ccs2)cc1CC3=C(C(C(CC3(C(=O)O)O)O)O)OCc4ccc5c(c4)ccs5
FormulaC25 H22 O6 S2
Name(1R,4S,5R)-3-(BENZO[b]THIOPHEN-5-YL)METHOXY-2-(BENZO[b]THIOPHEN-5-YL)METHYL-1,4,5-TRIHYDROXYCYCLOHEX-2-ENE-1-CARBOXYLATE
ChEMBLCHEMBL1852591
DrugBank
ZINCZINC000072104787
PDB chain2y76 Chain A Residue 1144 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
Global viewLocal viewStructure summary

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PDB2y76 A prodrug approach for improving antituberculosis activity of potent Mycobacterium tuberculosis type II dehydroquinase inhibitors.
Resolution2.5 Å
Binding residue
(original residue number in PDB)		N12 L13 N75 G77 G78 H81 H101 I102 S103 R112
Binding residue
(residue number reindexed from 1)		N11 L12 N68 G70 G71 H74 H94 I95 S96 R105
Annotation score1
Binding affinityMOAD: Ki=440nM
PDBbind-CN: -logKd/Ki=6.36,Ki=440nM
Enzymatic activity
Catalytic site (original residue number in PDB) P11 N12 N75 G78 E99 H101 R108
Catalytic site (residue number reindexed from 1) P10 N11 N68 G71 E92 H94 R101
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:2y76, PDBe:2y76, PDBj:2y76
PDBsum2y76
PubMed21780742
UniProtP9WPX7|AROQ_MYCTU 3-dehydroquinate dehydratase (Gene Name=aroQ)

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