data_10C
# 
_chem_comp.id                                    10C 
_chem_comp.name                                  "4-AMINO-1-{2,5-ANHYDRO-4-[(PHOSPHONOOXY)METHYL]-ALPHA-L-LYXOFURANOSYL}PYRIMIDIN-2(1H)-ONE" 
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C10 H14 N3 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               C 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-02-15 
_chem_comp.pdbx_modified_date                    2009-01-07 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        335.207 
_chem_comp.one_letter_code                       C 
_chem_comp.three_letter_code                     10C 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
10C "O5'"  O5*  O 0 1 N N N 12.687 -7.602 -9.198  -3.676 -1.812 1.181  "O5'"  10C 1  
10C "C5'"  C5*  C 0 1 N N N 13.339 -8.402 -8.212  -2.824 -1.011 0.373  "C5'"  10C 2  
10C "C4'"  C4*  C 0 1 N N R 13.888 -7.524 -7.109  -1.447 -1.627 0.340  "C4'"  10C 3  
10C "O4'"  O4*  O 0 1 N N N 13.422 -6.147 -7.225  -0.885 -1.736 1.675  "O4'"  10C 4  
10C "C1'"  C1*  C 0 1 N N R 13.614 -5.523 -5.964  0.244  -2.637 1.530  "C1'"  10C 5  
10C N1     N1   N 0 1 N N N 12.326 -4.977 -5.499  0.097  -3.741 2.432  N1     10C 6  
10C C6     C6   C 0 1 N N N 11.140 -5.452 -5.985  -1.037 -3.806 3.230  C6     10C 7  
10C C5     C5   C 0 1 N N N 9.970  -4.948 -5.571  -1.256 -4.794 4.095  C5     10C 8  
10C C4     C4   C 0 1 N N N 10.015 -3.897 -4.610  -0.212 -5.849 4.170  C4     10C 9  
10C N4     N4   N 0 1 N N N 8.884  -3.348 -4.167  -0.401 -6.889 5.051  N4     10C 10 
10C N3     N3   N 0 1 N N N 11.166 -3.429 -4.127  0.862  -5.805 3.426  N3     10C 11 
10C C2     C2   C 0 1 N N N 12.338 -3.952 -4.551  1.071  -4.768 2.533  C2     10C 12 
10C O2     O2   O 0 1 N N N 13.426 -3.546 -4.123  2.089  -4.744 1.839  O2     10C 13 
10C "C3'"  C3*  C 0 1 N N S 13.476 -7.817 -5.695  -1.321 -3.040 -0.189 "C3'"  10C 14 
10C "C2'"  C2*  C 0 1 N N R 14.221 -6.648 -5.124  0.175  -3.027 0.054  "C2'"  10C 15 
10C "O2'"  O2*  O 0 1 N N N 15.540 -6.851 -5.582  0.630  -1.857 -0.678 "O2'"  10C 16 
10C "O3'"  O3*  O 0 1 N N N 13.917 -9.094 -5.236  -1.643 -3.192 -1.554 "O3'"  10C 17 
10C "C6'"  C6*  C 0 1 N N N 15.406 -7.451 -6.916  -0.422 -0.873 -0.507 "C6'"  10C 18 
10C O3P    O3P  O 0 1 N Y N 10.840 -6.696 -10.652 -6.047 -2.248 2.235  O3P    10C 19 
10C P      P    P 0 1 N N N 11.155 -7.840 -9.565  -5.214 -1.349 1.368  P      10C 20 
10C O1P    O1P  O 0 1 N N N 11.039 -9.158 -10.238 -5.747 -1.162 -0.147 O1P    10C 21 
10C O2P    O2P  O 0 1 N N N 10.337 -7.558 -8.359  -5.067 0.170  1.901  O2P    10C 22 
10C HOP1   1HOP H 0 0 N N N 11.600 -9.722 -10.238 -6.692 -0.943 -0.294 HOP1   10C 23 
10C HOP2   2HOP H 0 0 N N N 10.937 -7.158 -7.759  -5.873 0.654  2.183  HOP2   10C 24 
10C "H5'1" 1H5* H 0 0 N N N 14.159 -8.955 -8.671  -3.250 -0.956 -0.636 "H5'1" 10C 25 
10C "H5'2" 2H5* H 0 0 N N N 12.631 -9.109 -7.781  -2.789 -0.001 0.798  "H5'2" 10C 26 
10C "H1'"  H1*  H 0 1 N N N 14.313 -4.696 -6.116  1.158  -2.092 1.788  "H1'"  10C 27 
10C H6     H6   H 0 1 N N N 11.143 -6.251 -6.725  -1.748 -2.995 3.112  H6     10C 28 
10C H5     H5   H 0 1 N N N 9.023  -5.325 -5.954  -2.138 -4.848 4.719  H5     10C 29 
10C "H3'"  H3*  H 0 1 N N N 12.396 -7.763 -5.549  -1.845 -3.795 0.407  "H3'"  10C 30 
10C "H6'1" 1H6* H 0 0 N N N 15.855 -6.816 -7.680  -0.793 -0.593 -1.497 "H6'1" 10C 31 
10C "H6'2" 2H6* H 0 0 N N N 15.840 -8.450 -6.943  0.000  -0.000 -0.000 "H6'2" 10C 32 
10C H41    1H4  H 0 1 N N N 7.993  -3.676 -4.510  -0.391 -7.812 4.691  H41    10C 33 
10C H42    2H4  H 0 1 N N N 8.928  -2.601 -3.487  -0.539 -6.669 6.008  H42    10C 34 
10C "H2'1" 1H2* H 0 0 N N N 14.110 -6.535 -4.047  0.739  -3.910 -0.252 "H2'1" 10C 35 
10C H3T    H3T  H 0 1 N Y N 14.015 -9.681 -5.977  -0.902 -3.661 -1.977 H3T    10C 36 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
10C "O5'" P      SING N N 1  
10C "O5'" "C5'"  SING N N 2  
10C "C5'" "H5'1" SING N N 3  
10C "C5'" "H5'2" SING N N 4  
10C "C5'" "C4'"  SING N N 5  
10C "C4'" "O4'"  SING N N 6  
10C "C4'" "C6'"  SING N N 7  
10C "C4'" "C3'"  SING N N 8  
10C "O4'" "C1'"  SING N N 9  
10C "C1'" "H1'"  SING N N 10 
10C "C1'" N1     SING N N 11 
10C "C1'" "C2'"  SING N N 12 
10C N1    C6     SING N N 13 
10C N1    C2     SING N N 14 
10C C6    H6     SING N N 15 
10C C6    C5     DOUB N N 16 
10C C5    H5     SING N N 17 
10C C5    C4     SING N N 18 
10C C4    N4     SING N N 19 
10C C4    N3     DOUB N N 20 
10C N4    H41    SING N N 21 
10C N4    H42    SING N N 22 
10C N3    C2     SING N N 23 
10C C2    O2     DOUB N N 24 
10C "C3'" "H3'"  SING N N 25 
10C "C3'" "O3'"  SING N N 26 
10C "C3'" "C2'"  SING N N 27 
10C "C2'" "O2'"  SING N N 28 
10C "C2'" "H2'1" SING N N 29 
10C "O2'" "C6'"  SING N N 30 
10C "O3'" H3T    SING N N 31 
10C "C6'" "H6'1" SING N N 32 
10C "C6'" "H6'2" SING N N 33 
10C O3P   P      DOUB N N 34 
10C P     O1P    SING N N 35 
10C P     O2P    SING N N 36 
10C O1P   HOP1   SING N N 37 
10C O2P   HOP2   SING N N 38 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
10C SMILES           ACDLabs              10.04 "O=C1N=C(N)C=CN1C3OC2(C(O)C3OC2)COP(=O)(O)O"                                                                                                                           
10C InChI            InChI                1.02b "InChI=1/C10H14N3O8P/c11-5-1-2-13(9(15)12-5)8-6-7(14)10(21-8,3-19-6)4-20-22(16,17)18/h1-2,6-8,14H,3-4H2,(H2,11,12,15)(H2,16,17,18)/t6-,7+,8-,10-/m1/s1/f/h16-17H,11H2" 
10C InChIKey         InChI                1.02b QSWJTQANHZXJPG-BECFBXQWDC                                                                                                                                              
10C SMILES_CANONICAL CACTVS               3.341 "NC1=NC(=O)N(C=C1)[C@@H]2O[C@]3(CO[C@@H]2[C@@H]3O)CO[P](O)(O)=O"                                                                                                       
10C SMILES           CACTVS               3.341 "NC1=NC(=O)N(C=C1)[CH]2O[C]3(CO[CH]2[CH]3O)CO[P](O)(O)=O"                                                                                                              
10C SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@]2([C@H]([C@@H](O1)[C@@H](O2)N3C=CC(=NC3=O)N)O)COP(=O)(O)O"                                                                                                      
10C SMILES           "OpenEye OEToolkits" 1.5.0 "C1C2(C(C(O1)C(O2)N3C=CC(=NC3=O)N)O)COP(=O)(O)O"                                                                                                                       
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
10C "SYSTEMATIC NAME" ACDLabs              10.04 "4-amino-1-{2,5-anhydro-4-[(phosphonooxy)methyl]-alpha-L-lyxofuranosyl}pyrimidin-2(1H)-one"                                
10C "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1R,4R,5R,7S)-5-(4-amino-2-oxo-pyrimidin-1-yl)-7-hydroxy-3,6-dioxabicyclo[2.2.1]heptan-1-yl]methyl dihydrogen phosphate" 
# 
