ChemComp-IEM: 2-methylpropyl 2-acetamido-2,4-dideoxy-alpha-L-threo-hex-4-enopyr...

Basic information

• Entry: Database: PDB chemical components / ID: IEM
• Name: Name: 2-methylpropyl 2-acetamido-2,4-dideoxy-alpha-L-threo-hex-4-enopyranosiduronic acid; Synonyms: 5-ACETAMIDO-5,6-DIHYDRO-4-HYDROXY-6-ISOBUTOXY-4H-PYRAN-2-CARBOXYLIC ACID; ISOBUTYL ETHER MIMETIC; 2-methylpropyl

Chemical information

Composition

Formula: C₁₂H₁₉NO₆ / Number of atoms: 38 / Formula weight: 273.282 / Formal charge: 0

Others

2f11

Type: L-saccharide / PDB classification: ATOMS / Three letter code: IEM / Ideal coordinates details: Corina / Model coordinates PDB-ID: 2F11

History

Create component	Nov 28, 2005
Modify descriptor	Jun 4, 2011
Other modification	Apr 11, 2020
Other modification	Jul 3, 2020
Modify name	Jul 17, 2020
Modify synonyms	Jul 17, 2020
Modify component atom id	Jul 17, 2020

• External links: UniChem / ChemSpider / Wikipedia search / Google search

Details

SMILES

• ACDLabs 12.01: C(C1=CC(C(C(OCC(C)C)O1)NC(C)=O)O)(=O)O
• CACTVS 3.385: CC(C)CO[CH]1OC(=C[CH](O)[CH]1NC(C)=O)C(O)=O
• OpenEye OEToolkits 2.0.7: CC(C)COC1C(C(C=C(O1)C(=O)O)O)NC(=O)C

SMILES CANONICAL

• CACTVS 3.385: CC(C)CO[C@@H]1OC(=C[C@H](O)[C@H]1NC(C)=O)C(O)=O
• OpenEye OEToolkits 2.0.7: CC(C)CO[C@H]1[C@@H]([C@H](C=C(O1)C(=O)O)O)NC(=O)C

InChI

• InChI 1.03: InChI=1S/C12H19NO6/c1-6(2)5-18-12-10(13-7(3)14)8(15)4-9(19-12)11(16)17/h4,6,8,10,12,15H,5H2,1-3H3,(H,13,14)(H,16,17)/t8-,10+,12+/m0/s1

InChIKey

• InChI 1.03: QDVFOADQCFRSSP-MKPLZMMCSA-N

SYSTEMATIC NAME

• ACDLabs 12.01: 2-methylpropyl 2-(acetylamino)-2,4-dideoxy-alpha-L-threo-hex-4-enopyranosiduronic acid
• OpenEye OEToolkits 2.0.7: (2~{R},3~{R},4~{S})-3-acetamido-2-(2-methylpropoxy)-4-oxidanyl-3,4-dihydro-2~{H}-pyran-6-carboxylic acid

PDB entries

Showing all 1 items

PDB-2f11:
Crystal Structure of the Human Sialidase Neu2 in Complex with isobutyl ether mimetic Inhibitor