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- ChemComp-LOG: N-acetylglucosaminono-1,5-lactone (Z)-oxime -

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Basic information

EntryDatabase: PDB chemical components / ID: LOG
NameName: N-acetylglucosaminono-1,5-lactone (Z)-oxime / Synonyms: LOGNAC

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Chemical information

Composition
Formula: C8H14N2O6 / Number of atoms: 30 / Formula weight: 234.207 / Formal charge: 0
Others

2xm2

Type: D-saccharide / PDB classification: ATOMS / Three letter code: LOG / Ideal coordinates details: Corina / Model coordinates PDB-ID: 2XM2
History
Create componentJul 22, 2010
Modify descriptorJun 4, 2011
Other modificationJul 3, 2020
Modify nameJul 17, 2020
Modify synonymsJul 17, 2020
Modify linking typeJul 17, 2020
Modify atom idJul 17, 2020
Modify component atom idJul 17, 2020
Modify leaving atom flagJul 17, 2020
External linksUniChem / ChemSpider / Wikipedia search / Google search

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Structure visualization

Structure viewerMolecule:
MolmilJmol/JSmol

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Details

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SMILES

ACDLabs 10.04O=C(NC1C(=N\O)\OC(CO)C(O)C1O)C
CACTVS 3.352CC(=O)N[CH]1[CH](O)[CH](O)[CH](CO)OC1=NO
OpenEye OEToolkits 1.6.1CC(=O)NC1C(C(C(OC1=NO)CO)O)O

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SMILES CANONICAL

CACTVS 3.352CC(=O)N[C@@H]\1[C@@H](O)[C@H](O)[C@@H](CO)OC\1=N\O
OpenEye OEToolkits 1.6.1CC(=O)N[C@@H]\1[C@H]([C@@H]([C@H](O/C1=N\O)CO)O)O

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InChI

InChI 1.03InChI=1S/C8H14N2O6/c1-3(12)9-5-7(14)6(13)4(2-11)16-8(5)10-15/h4-7,11,13-15H,2H2,1H3,(H,9,12)/b10-8-/t4-,5-,6-,7-/m1/s1

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InChIKey

InChI 1.03NJBKCLCEXIDHDR-OANDGCGGSA-N

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SYSTEMATIC NAME

ACDLabs 10.04N-[(2Z,3R,4R,5S,6R)-4,5-dihydroxy-2-(hydroxyimino)-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl]acetamide (non-preferred
OpenEye OEToolkits 1.6.1N-[(2Z,3R,4R,5S,6R)-4,5-dihydroxy-2-hydroxyimino-6-(hydroxymethyl)oxan-3-yl]ethanamide

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PDB entries

Showing all 3 items

PDB-2xm2:
BtGH84 in complex with LOGNAc

PDB-4az7:
Differential inhibition of the tandem GH20 catalytic modules in the pneumococcal exo-beta-D-N-acetylglucosaminidase, StrH

PDB-4azh:
Differential inhibition of the tandem GH20 catalytic modules in the pneumococcal exo-beta-D-N-acetylglucosaminidase, StrH

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