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- ChemComp-LCC: [(1R,3R,4R,7S)-7-HYDROXY-3-(5-METHYLCYTOSIN-1-YL)-2,5-DIOXABICYCL... -

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Basic information

EntryDatabase: PDB chemical components / ID: LCC
NameName: [(1R,3R,4R,7S)-7-hydroxy-3-(5-methylcytosin-1-yl)-2,5-dioxabicyclo[2.2.1]hept-1-yl]methyl dihydrogen phosphate

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Chemical information

Composition
Formula: C11H16N3O8P / Number of atoms: 39 / Formula weight: 349.234 / Formal charge: 0
Others

1h0q

LCH

Type: RNA LINKING / PDB classification: ATOMN / One letter code: N / Three letter code: LCC / Model coordinates PDB-ID: 1H0Q / Replaces: LCH
History
Create componentJun 27, 2002
Modify linking typeJun 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=C1N=C(N)C(=CN1C3OC2(C(O)C3OC2)COP(=O)(O)O)C
CACTVS 3.341CC1=CN([CH]2O[C]3(CO[CH]2[CH]3O)CO[P](O)(O)=O)C(=O)N=C1N
OpenEye OEToolkits 1.5.0CC1=CN(C(=O)N=C1N)C2C3C(C(O2)(CO3)COP(=O)(O)O)O

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SMILES CANONICAL

CACTVS 3.341CC1=CN([C@@H]2O[C@]3(CO[C@@H]2[C@@H]3O)CO[P](O)(O)=O)C(=O)N=C1N
OpenEye OEToolkits 1.5.0CC1=CN(C(=O)N=C1N)[C@H]2[C@H]3[C@@H]([C@@](O2)(CO3)COP(=O)(O)O)O

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InChI

InChI 1.03InChI=1S/C11H16N3O8P/c1-5-2-14(10(16)13-8(5)12)9-6-7(15)11(22-9,3-20-6)4-21-23(17,18)19/h2,6-7,9,15H,3-4H2,1H3,(H2,12,13,16)(H2,17,18,19)/t6-,7+,9-,11-/m1/s1

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InChIKey

InChI 1.03RSSHBVFUGGVGMZ-YRCORFKGSA-N

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SYSTEMATIC NAME

ACDLabs 10.044-amino-1-{2,5-anhydro-4-[(phosphonooxy)methyl]-alpha-L-lyxofuranosyl}-5-methylpyrimidin-2(1H)-one
OpenEye OEToolkits 1.5.0[(1R,4R,5R,7S)-5-(4-amino-5-methyl-2-oxo-pyrimidin-1-yl)-7-hydroxy-3,6-dioxabicyclo[2.2.1]heptan-1-yl]methyl dihydrogen phosphate

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PDB entries

Showing all 3 items

PDB-7lne:
ANA modification at 3' end of RNA primer complex with guanosine dinucleotide ligand G(5')ppp(5')G

PDB-7lnf:
3'-deoxy modification at 3' end of RNA primer complex with guanosine dinucleotide ligand G(5')ppp(5')G

PDB-7lng:
TNA modification at 3' end of RNA primer complex with guanosine dinucleotide ligand G(5')ppp(5')G

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