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- ChemComp-IRN: 1-(5-O-phosphono-beta-D-ribofuranosyl)-1H-imidazole -

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Basic information

EntryDatabase: PDB chemical components / ID: IRN
NameName: 1-(5-O-phosphono-beta-D-ribofuranosyl)-1H-imidazole

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Chemical information

Composition
Formula: C8H13N2O7P / Number of atoms: 31 / Formula weight: 280.172 / Formal charge: 0
Others

3epn

Type: RNA linking / PDB classification: ATOMN / One letter code: N / Three letter code: IRN / Ideal coordinates details: Corina / Model coordinates PDB-ID: 3EPN
History
Create componentOct 3, 2008
Modify aromatic flagJun 4, 2011
Modify descriptorJun 4, 2011
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=P(O)(O)OCC2OC(n1cncc1)C(O)C2O
CACTVS 3.341O[CH]1[CH](O)[CH](O[CH]1CO[P](O)(O)=O)n2ccnc2
OpenEye OEToolkits 1.5.0c1cn(cn1)C2C(C(C(O2)COP(=O)(O)O)O)O

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SMILES CANONICAL

CACTVS 3.341O[C@H]1[C@@H](O)[C@@H](O[C@@H]1CO[P](O)(O)=O)n2ccnc2
OpenEye OEToolkits 1.5.0c1cn(cn1)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O

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InChI

InChI 1.03InChI=1S/C8H13N2O7P/c11-6-5(3-16-18(13,14)15)17-8(7(6)12)10-2-1-9-4-10/h1-2,4-8,11-12H,3H2,(H2,13,14,15)/t5-,6-,7-,8-/m1/s1

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InChIKey

InChI 1.03YEBULYOZZUNFGU-WCTZXXKLSA-N

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SYSTEMATIC NAME

ACDLabs 10.041-(5-O-phosphono-beta-D-ribofuranosyl)-1H-imidazole
OpenEye OEToolkits 1.5.0[(2R,3S,4R,5R)-3,4-dihydroxy-5-imidazol-1-yl-oxolan-2-yl]methyl dihydrogen phosphate

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PDB entries

Showing all 4 items

PDB-3epn:
Crystal structure of Caulobacter crescentus ThiC complexed with imidazole ribonucleotide

PDB-4s25:
Crystal structure of Arabidopsis thaliana ThiC with bound imidazole ribonucleotide, S-adenosylhomocysteine, Fe4S4 cluster and Zn (trigonal crystal form)

PDB-4s26:
Crystal structure of Arabidopsis thaliana ThiC with bound imidazole ribonucleotide, S-adenosylhomocysteine, Fe4S4 cluster and Zn (monoclinic crystal form)

PDB-4s29:
Crystal structure of Arabidopsis thaliana ThiC with bound imidazole ribonucleotide and Fe

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