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- ChemComp-51N: 5-O-[(R)-hydroxy(phosphonooxy)phosphoryl]-1-O-phosphono-alpha-D-r... -

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Basic information

EntryDatabase: PDB chemical components / ID: 51N
NameName: 5-O-[(R)-hydroxy(phosphonooxy)phosphoryl]-1-O-phosphono-alpha-D-ribofuranose
Synonyms: 1'-ALPHA-PHOSPHORIBOSYL-5'-PYROPHOSPHORIC ACID;

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Chemical information

Composition
Formula: C5H13O14P3 / Number of atoms: 35 / Formula weight: 390.07 / Formal charge: 0
Others

5c1r

RIB

Type: D-saccharide / PDB classification: ATOMS / Three letter code: 51N / Ideal coordinates details: Corina / Model coordinates PDB-ID: 5C1R / Parent comp.: RIB
History
Create componentJun 15, 2015
Initial releaseJul 20, 2016
Other modificationJul 3, 2020
Modify parent residueJul 17, 2020
Modify synonymsJul 17, 2020
Modify internal typeJul 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 12.01C1(OP(O)(O)=O)OC(C(C1O)O)COP(OP(O)(O)=O)(=O)O
CACTVS 3.385O[CH]1[CH](O)[CH](O[CH]1CO[P](O)(=O)O[P](O)(O)=O)O[P](O)(O)=O
OpenEye OEToolkits 1.9.2C(C1C(C(C(O1)OP(=O)(O)O)O)O)OP(=O)(O)OP(=O)(O)O

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SMILES CANONICAL

CACTVS 3.385O[C@H]1[C@@H](O)[C@H](O[C@@H]1CO[P](O)(=O)O[P](O)(O)=O)O[P](O)(O)=O
OpenEye OEToolkits 1.9.2C([C@@H]1[C@H]([C@H]([C@H](O1)OP(=O)(O)O)O)O)OP(=O)(O)OP(=O)(O)O

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InChI

InChI 1.03InChI=1S/C5H13O14P3/c6-3-2(1-16-22(14,15)19-21(11,12)13)17-5(4(3)7)18-20(8,9)10/h2-7H,1H2,(H,14,15)(H2,8,9,10)(H2,11,12,13)/t2-,3-,4-,5-/m1/s1

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InChIKey

InChI 1.03FPVTZUUYHCKWRL-TXICZTDVSA-N

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SYSTEMATIC NAME

ACDLabs 12.015-O-[(R)-hydroxy(phosphonooxy)phosphoryl]-1-O-phosphono-alpha-D-ribofuranose
OpenEye OEToolkits 1.9.2[(2R,3S,4R,5R)-3,4-bis(oxidanyl)-5-phosphonooxy-oxolan-2-yl]methyl phosphono hydrogen phosphate

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PDB entries

Showing all 1 items

PDB-5c1r:
Stereoisomer of PRPP bound in the active site of Mycobacterium tuberculosis anthranilate phosphoribosyl (AnPRT; trpD)

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