ChemComp-U22: uridine-5'-diphosphate-3-N-(R-3-hydroxylauroyl)-N-acetyl-D-glucosamine

Basic information

• Entry: Database: PDB chemical components / ID: U22
• Name: Name: uridine-5'-diphosphate-3-N-(R-3-hydroxylauroyl)-N-acetyl-D-glucosamine; Synonyms: (2R,3R,4R,5S,6R)-3-(acetylamino)-5-hydroxy-4-{[(3R)-3-hydroxydodecanoyl]amino}-6-(hydroxymethyl)tetrahydro-2H-pyran-2-y

Chemical information

Composition

Formula: C₂₉H₅₀N₄O₁₈P₂ / Number of atoms: 103 / Formula weight: 804.671 / Formal charge: 0

Others

3i3x

Type: NON-POLYMER / PDB classification: HETAIN / Three letter code: U22 / Ideal coordinates details: Corina / Model coordinates PDB-ID: 3I3X

History

Create component	Jul 30, 2009
Modify descriptor	Jun 4, 2011
Modify synonyms	Jun 5, 2020

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Details

SMILES

• ACDLabs 11.02: O=C1C=CN(C(=O)N1)C2OC(C(O)C2O)COP(=O)(OP(=O)(OC3OC(C(O)C(NC(=O)CC(O)CCCCCCCCC)C3NC(=O)C)CO)O)O
• CACTVS 3.352: CCCCCCCCC[CH](O)CC(=O)N[CH]1[CH](O)[CH](CO)O[CH](O[P](O)(=O)O[P](O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)N3C=CC(=O)NC3=O)[CH]1NC(C)=O
• OpenEye OEToolkits 1.7.0: CCCCCCCCCC(CC(=O)NC1C(C(OC(C1O)CO)OP(=O)(O)OP(=O)(O)OCC2C(C(C(O2)N3C=CC(=O)NC3=O)O)O)NC(=O)C)O

SMILES CANONICAL

• CACTVS 3.352: CCCCCCCCC[C@@H](O)CC(=O)N[C@H]1[C@H](O)[C@@H](CO)O[C@H](O[P](O)(=O)O[P](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N3C=CC(=O)NC3=O)[C@@H]1NC(C)=O
• OpenEye OEToolkits 1.7.0: CCCCCCCCC[C@H](CC(=O)N[C@@H]1[C@H]([C@H](O[C@@H]([C@H]1O)CO)O[P@](=O)(O)O[P@@](=O)(O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=CC(=O)NC3=O)O)O)NC(=O)C)O

InChI

• InChI 1.03: InChI=1S/C29H50N4O18P2/c1-3-4-5-6-7-8-9-10-17(36)13-21(38)31-22-23(30-16(2)35)28(49-18(14-34)24(22)39)50-53(45,46)51-52(43,44)47-15-19-25(40)26(41)27(48-19)33-12-11-20(37)32-29(33)42/h11-12,17-19,22-28,34,36,39-41H,3-10,13-15H2,1-2H3,(H,30,35)(H,31,38)(H,43,44)(H,45,46)(H,32,37,42)/t17-,18-,19-,22-,23-,24-,25-,26-,27-,28-/m1/s1

InChIKey

• InChI 1.03: AGYVEKOUTSGPCD-SSVOXRMNSA-N

SYSTEMATIC NAME

• ACDLabs 11.02: (2R,3R,4R,5S,6R)-3-(acetylamino)-5-hydroxy-4-{[(3R)-3-hydroxydodecanoyl]amino}-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl [(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl dihydrogen diphosphate (non-preferred name)
• OpenEye OEToolkits 1.6.1: [(2R,3R,4R,5S,6R)-3-acetamido-5-hydroxy-4-[[(3R)-3-hydroxydodecanoyl]amino]-6-(hydroxymethyl)oxan-2-yl] [[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl] hydrogen phosphate

PDB entries

Showing all 1 items

PDB-3i3x:
Structural Basis for the Sugar Nucleotide and Acyl Chain Selectivity of Leptospira interrogans LpxA