Structure of PDB 2jiw Chain A Binding Site BS01

Receptor Information
>2jiw Chain A (length=590) Species: 226186 (Bacteroides thetaiotaomicron VPI-5482) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
SLQPPPQQLIVQNKTIDLPAVYQLNGGEEANPHAVKVLKELLSGKQSSKK
GMLISIGEKGDKSVRKYSRQIPDHKEGYYLSVNEKEIVLAGNDERGTYYA
LQTFAQLLKDGKLPEVEIKDYPSVRYRGVVEGFYGTPWSHQARLSQLKFY
GKNKMNTYIYGPKDDPYHSAPNWRLPYPDKEAAQLQELVAVANENEVDFV
WAIHPGQDIKWNKEDRDLLLAKFEKMYQLGVRSFAVFFDDISGEGTNPQK
QAELLNYIDEKFAQVKPDINQLVMCPTEYNKSWSNPNGNYLTTLGDKLNP
SIQIMWTGDRVISDITRDGISWINERIKRPAYIWWNFPVSDYVRDHLLLG
PVYGNDTTIAKEMSGFVTNPMEHAESSKIAIYSVASYAWNPAKYDTWQTW
KDAIRTILPSAAEELECFAMHNSDLGPNGHGYRREESMDIQPAAERFLKA
FKEGKNYDKADFETLQYTFERMKESADILLMNTENKPLIVEITPWVHQFK
LTAEMGEEVLKMVEGRNESYFLRKYNHVKALQQQMFYIDQTSNQNPYQPG
VKTATRVIKPLIDRTFATVVKFFNQKFNAHLDATTDYMPH
Ligand information
Ligand IDBEU
InChIInChI=1S/C9H16N2O4/c1-4(13)11-7-6(10)2-5(3-12)8(14)9(7)15/h2,6-9,12,14-15H,3,10H2,1H3,(H,11,13)/t6-,7+,8-,9-/m1/s1
InChIKeyWWUMIYBLWZAJTD-BZNPZCIMSA-N
SMILES
SoftwareSMILES
CACTVS 3.341CC(=O)N[C@H]1[C@H](N)C=C(CO)[C@@H](O)[C@@H]1O
ACDLabs 10.04O=C(NC1C(C=C(C(O)C1O)CO)N)C
OpenEye OEToolkits 1.5.0CC(=O)N[C@H]1[C@@H](C=C([C@H]([C@@H]1O)O)CO)N
CACTVS 3.341CC(=O)N[CH]1[CH](N)C=C(CO)[CH](O)[CH]1O
OpenEye OEToolkits 1.5.0CC(=O)NC1C(C=C(C(C1O)O)CO)N
FormulaC9 H16 N2 O4
NameN-[(1S,2R,5R,6R)-2-AMINO-5,6-DIHYDROXY-4-(HYDROXYMETHYL)CYCLOHEX-3-EN-1-YL]ACETAMIDE;
2-ACETYLAMINO-2-DEOXY-1-EPIVALIENAMINE
ChEMBL
DrugBank
ZINCZINC000016052248
PDB chain2jiw Chain A Residue 1594 [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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PDB2jiw A 1-Acetamido Derivative of 6-Epi-Valienamine: An Inhibitor of a Diverse Group of Beta-N-Acetylglucosaminidases.
Resolution1.95 Å
Binding residue
(original residue number in PDB)		K166 D242 D243 Y282 T310 W337 N339 V342 D344 Y345
Binding residue
(residue number reindexed from 1)		K163 D239 D240 Y279 T307 W334 N336 V339 D341 Y342
Annotation score1
Binding affinityPDBbind-CN: -logKd/Ki=4.59,Ki=26uM
Enzymatic activity
Enzyme Commision number 3.2.1.169: protein O-GlcNAcase.
Gene Ontology
Molecular Function
GO:0015929 hexosaminidase activity
GO:0016231 beta-N-acetylglucosaminidase activity
GO:0016798 hydrolase activity, acting on glycosyl bonds
GO:0042802 identical protein binding
GO:0102571 [protein]-3-O-(N-acetyl-D-glucosaminyl)-L-serine/L-threonine O-N-acetyl-alpha-D-glucosaminase activity
Biological Process
GO:0005975 carbohydrate metabolic process
GO:0006517 protein deglycosylation
GO:1901135 carbohydrate derivative metabolic process

View graph for
Molecular Function
View graph for
Biological Process
External links
PDB RCSB:2jiw, PDBe:2jiw, PDBj:2jiw
PDBsum2jiw
PubMed17728868
UniProtQ89ZI2|OGA_BACTN O-GlcNAcase BT_4395 (Gene Name=BT_4395)

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