Structure of PDB 3n76 Chain A Binding Site BS01

Receptor Information
>3n76 Chain A (length=143) Species: 1773 (Mycobacterium tuberculosis) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
ELIVNVINGPNLGRLGRREPAVYGGTTHDELVALIEREAAELGLKAVVRQ
SDSEAQLLDWIHQAADAAEPVILNAGGLTHTSVALRDACAELSAPLIEVH
ISNVHAREEFRRHSYLSPIATGVIVGLGIQGYLLALRYLAEHV
Ligand information
Ligand IDCA2
InChIInChI=1S/C16H22O6/c17-13-10-16(21,15(19)20)9-11(14(13)18)5-4-8-22-12-6-2-1-3-7-12/h1-3,6-7,11,13-14,17-18,21H,4-5,8-10H2,(H,19,20)/t11-,13+,14+,16-/m0/s1
InChIKeySCUFESRLGCQXRX-DCDXPUDHSA-N
SMILES
SoftwareSMILES
OpenEye OEToolkits 1.5.0c1ccc(cc1)OCCCC2CC(CC(C2O)O)(C(=O)O)O
CACTVS 3.341O[C@@H]1C[C@@](O)(C[C@H](CCCOc2ccccc2)[C@H]1O)C(O)=O
CACTVS 3.341O[CH]1C[C](O)(C[CH](CCCOc2ccccc2)[CH]1O)C(O)=O
ACDLabs 10.04O=C(O)C2(O)CC(O)C(O)C(CCCOc1ccccc1)C2
OpenEye OEToolkits 1.5.0c1ccc(cc1)OCCC[C@H]2C[C@](C[C@H]([C@@H]2O)O)(C(=O)O)O
FormulaC16 H22 O6
Name(1S,3R,4R,5S)-1,3,4-TRIHYDROXY-5-(3-PHENOXYPROPYL)CYCLOHEXANECARBOXYLIC ACID;
1,3,4-TRIHYDROXY-5-(3-PHENOXYPROPYL)-CYCLOHEXANE-1-CARBOXYLIC ACID
ChEMBL
DrugBankDB04656
ZINCZINC000012504452
PDB chain3n76 Chain A Residue 147 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
Global viewLocal viewStructure summary

[Spin on] [Spin off] [Reset]
[High quality] [Low quality]
[White background] [Black background]
[Spin on] [Spin off] [Reset]
[High quality] [Low quality]
[White background] [Black background]
PDB3n76 Structural investigation of inhibitor designs targeting 3-dehydroquinate dehydratase from the shikimate pathway of Mycobacterium tuberculosis.
Resolution1.9 Å
Binding residue
(original residue number in PDB)		N12 R15 R19 Y24 N75 G77 G78 H81 H101 I102 S103 R112
Binding residue
(residue number reindexed from 1)		N11 R14 R18 Y23 N74 G76 G77 H80 H100 I101 S102 R111
Annotation score1
Binding affinityMOAD: Ki=0.14uM
PDBbind-CN: -logKd/Ki=6.85,Ki=0.14uM
Enzymatic activity
Catalytic site (original residue number in PDB) P11 N12 R19 Y24 N75 G78 E99 H101 R108
Catalytic site (residue number reindexed from 1) P10 N11 R18 Y23 N74 G77 E98 H100 R107
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

View graph for
Molecular Function
View graph for
Biological Process
View graph for
Cellular Component
External links
PDB RCSB:3n76, PDBe:3n76, PDBj:3n76
PDBsum3n76
PubMed21410435
UniProtP9WPX7|AROQ_MYCTU 3-dehydroquinate dehydratase (Gene Name=aroQ)

[Back to BioLiP]