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- ChemComp-GP1: 2-amino-2-deoxy-1-O-phosphono-alpha-D-glucopyranose -

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Basic information

EntryDatabase: PDB chemical components / ID: GP1
NameName: 2-amino-2-deoxy-1-O-phosphono-alpha-D-glucopyranose
Synonyms: GLUCOSAMINE 1-PHOSPHATE; 1-O-phosphono-alpha-D-glucosamine; 2-amino-2-deoxy-1-O-phosphono-alpha-D-glucose;

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Chemical information

Composition
Formula: C6H14NO8P / Number of atoms: 30 / Formula weight: 259.151 / Formal charge: 0
Others

1fcp

PA1

Type: D-saccharide / PDB classification: ATOMS / Three letter code: GP1 / Model coordinates PDB-ID: 1FCP / Parent comp.: PA1
History
Create componentSep 30, 1999
Modify descriptorJun 4, 2011
Other modificationJul 3, 2020
Modify parent residueJul 17, 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 / Brenda / ChEBI / CompTox / DrugBank / KEGG_Ligand / Metabolights / NMRShiftDB / Nikkaji / PubChem / PubChem_TPharma / SureChEMBL / ZINC / 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=P(OC1OC(C(O)C(O)C1N)CO)(O)O
CACTVS 3.341N[CH]1[CH](O)[CH](O)[CH](CO)O[CH]1O[P](O)(O)=O
OpenEye OEToolkits 1.5.0C(C1C(C(C(C(O1)OP(=O)(O)O)N)O)O)O

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SMILES CANONICAL

CACTVS 3.341N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[P](O)(O)=O
OpenEye OEToolkits 1.5.0C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)OP(=O)(O)O)N)O)O)O

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InChI

InChI 1.03InChI=1S/C6H14NO8P/c7-3-5(10)4(9)2(1-8)14-6(3)15-16(11,12)13/h2-6,8-10H,1,7H2,(H2,11,12,13)/t2-,3-,4-,5-,6-/m1/s1

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InChIKey

InChI 1.03YMJBYRVFGYXULK-QZABAPFNSA-N

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SYSTEMATIC NAME

ACDLabs 10.042-amino-2-deoxy-1-O-phosphono-alpha-D-glucopyranose
OpenEye OEToolkits 1.5.0[(2R,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] dihydrogen phosphate

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IUPAC CARBOHYDRATE SYMBOL

PDB-CARE 1.0a-D-Glcp1PO3N

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PDB entries

Showing all 4 items

PDB-1ujw:
Structure of the complex between BtuB and Colicin E3 Receptor binding domain

PDB-2oi6:
E. coli GlmU- Complex with UDP-GlcNAc, CoA and GlcN-1-PO4

PDB-3st8:
Crystal structure of GlmU from Mycobacterium tuberculosis in complex with COENZYME A, GLUCOSAMINE 1-PHOSPHATE and URIDINE-DIPHOSPHATE-N-ACETYLGLUCOSAMINE

PDB-4fce:
Crystal structure of Yersinia pestis GlmU in complex with alpha-D-glucosamine 1-phosphate (GP1)

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