data_4UO
#

_chem_comp.id                                   4UO
_chem_comp.name                                 "2,3-dihydroxanthosine"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C10 H12 N4 O6"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        Xanthosine
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2015-06-01
_chem_comp.pdbx_modified_date                   2020-06-17
_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                       284.225
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    4UO
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  N
_chem_comp.pdbx_ideal_coordinates_details       Corina
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       5BQP
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 EBI
#   #
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
4UO  O6     O1   O  0  1  N  N  N  -22.125  28.655  17.776   4.462  -1.829  -0.491  O6     4UO   1  
4UO  C6     C1   C  0  1  N  N  N  -23.010  29.308  18.646   3.685  -0.940  -0.193  C6     4UO   2  
4UO  N1     N1   N  0  1  N  N  N  -23.242  28.768  19.817   4.136   0.290   0.134  N1     4UO   3  
4UO  C2     C2   C  0  1  N  N  N  -24.098  29.291  20.686   3.282   1.274   0.462  C2     4UO   4  
4UO  O2     O2   O  0  1  N  N  N  -24.238  28.620  21.883   3.729   2.367   0.750  O2     4UO   5  
4UO  N3     N2   N  0  1  N  N  N  -24.786  30.389  20.441   1.950   1.091   0.483  N3     4UO   6  
4UO  C4     C3   C  0  1  Y  N  N  -24.594  31.021  19.255   1.401  -0.130   0.165  C4     4UO   7  
4UO  C5     C4   C  0  1  Y  N  N  -23.706  30.502  18.298   2.241  -1.179  -0.188  C5     4UO   8  
4UO  N7     N3   N  0  1  Y  N  N  -23.735  31.325  17.213   1.459  -2.251  -0.458  N7     4UO   9  
4UO  C8     C5   C  0  1  Y  N  N  -24.611  32.307  17.504   0.210  -1.918  -0.298  C8     4UO  10  
4UO  N9     N4   N  0  1  Y  N  N  -25.143  32.157  18.701   0.133  -0.614   0.096  N9     4UO  11  
4UO  "C1'"  C6   C  0  1  N  N  R  -26.075  33.113  19.339  -1.095   0.133   0.380  "C1'"  4UO  12  
4UO  "O4'"  O3   O  0  1  N  N  N  -25.353  33.820  20.343  -2.194  -0.771   0.625  "O4'"  4UO  13  
4UO  "C4'"  C7   C  0  1  N  N  R  -26.107  33.820  21.582  -3.405  -0.032   0.389  "C4'"  4UO  14  
4UO  "C5'"  C8   C  0  1  N  N  N  -25.181  33.898  22.779  -4.473  -0.957  -0.199  "C5'"  4UO  15  
4UO  "O5'"  O4   O  0  1  N  N  N  -24.160  34.876  22.614  -4.848  -1.931   0.777  "O5'"  4UO  16  
4UO  "C3'"  C9   C  0  1  N  N  S  -26.939  32.554  21.494  -3.070   1.087  -0.615  "C3'"  4UO  17  
4UO  "O3'"  O5   O  0  1  N  N  N  -28.057  32.577  22.367  -3.351   2.369  -0.048  "O3'"  4UO  18  
4UO  "C2'"  C10  C  0  1  N  N  R  -27.297  32.467  20.002  -1.552   0.928  -0.869  "C2'"  4UO  19  
4UO  "O2'"  O6   O  0  1  N  N  N  -28.423  33.279  19.711  -0.908   2.202  -0.927  "O2'"  4UO  20  
4UO  H1     H1   H  0  1  N  N  N  -22.756  27.930  20.065   5.090   0.466   0.132  H1     4UO  21  
4UO  H2     H2   H  0  1  N  N  N  -25.434  30.748  21.113   1.369   1.829   0.727  H2     4UO  22  
4UO  H3     H3   H  0  1  N  N  N  -24.849  33.121  16.835  -0.634  -2.576  -0.444  H3     4UO  23  
4UO  H4     H4   H  0  1  N  N  N  -26.434  33.820  18.577  -0.949   0.802   1.228  H4     4UO  24  
4UO  H5     H5   H  0  1  N  N  N  -26.784  34.687  21.602  -3.763   0.400   1.324  H5     4UO  25  
4UO  H6     H6   H  0  1  N  N  N  -25.775  34.154  23.669  -5.346  -0.370  -0.481  H6     4UO  26  
4UO  H7     H7   H  0  1  N  N  N  -24.708  32.915  22.924  -4.073  -1.460  -1.079  H7     4UO  27  
4UO  H8     H8   H  0  1  N  N  N  -23.606  34.889  23.386  -5.523  -2.553   0.472  H8     4UO  28  
4UO  H9     H9   H  0  1  N  N  N  -26.294  31.698  21.741  -3.631   0.950  -1.540  H9     4UO  29  
4UO  H10    H10  H  0  1  N  N  N  -27.756  32.631  23.266  -4.280   2.501   0.185  H10    4UO  30  
4UO  H11    H11  H  0  1  N  N  N  -27.422  31.422  19.681  -1.368   0.359  -1.781  H11    4UO  31  
4UO  H12    H12  H  0  1  N  N  N  -29.198  32.902  20.111  -1.161   2.737  -1.691  H12    4UO  32  
#   #
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
4UO  N7     C8     DOUB  Y  N   1  
4UO  N7     C5     SING  Y  N   2  
4UO  C8     N9     SING  Y  N   3  
4UO  O6     C6     DOUB  N  N   4  
4UO  C5     C6     SING  N  N   5  
4UO  C5     C4     DOUB  Y  N   6  
4UO  C6     N1     SING  N  N   7  
4UO  N9     C4     SING  Y  N   8  
4UO  N9     "C1'"  SING  N  N   9  
4UO  C4     N3     SING  N  N  10  
4UO  "C1'"  "C2'"  SING  N  N  11  
4UO  "C1'"  "O4'"  SING  N  N  12  
4UO  "O2'"  "C2'"  SING  N  N  13  
4UO  N1     C2     SING  N  N  14  
4UO  "C2'"  "C3'"  SING  N  N  15  
4UO  "O4'"  "C4'"  SING  N  N  16  
4UO  N3     C2     SING  N  N  17  
4UO  C2     O2     DOUB  N  N  18  
4UO  "C3'"  "C4'"  SING  N  N  19  
4UO  "C3'"  "O3'"  SING  N  N  20  
4UO  "C4'"  "C5'"  SING  N  N  21  
4UO  "O5'"  "C5'"  SING  N  N  22  
4UO  N1     H1     SING  N  N  23  
4UO  N3     H2     SING  N  N  24  
4UO  C8     H3     SING  N  N  25  
4UO  "C1'"  H4     SING  N  N  26  
4UO  "C4'"  H5     SING  N  N  27  
4UO  "C5'"  H6     SING  N  N  28  
4UO  "C5'"  H7     SING  N  N  29  
4UO  "O5'"  H8     SING  N  N  30  
4UO  "C3'"  H9     SING  N  N  31  
4UO  "O3'"  H10    SING  N  N  32  
4UO  "C2'"  H11    SING  N  N  33  
4UO  "O2'"  H12    SING  N  N  34  
#   #
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
4UO  SMILES            ACDLabs               12.01  "O=C1NC(=O)Nc2c1ncn2C3C(C(C(O3)CO)O)O"  
4UO  InChI             InChI                 1.03   "InChI=1S/C10H12N4O6/c15-1-3-5(16)6(17)9(20-3)14-2-11-4-7(14)12-10(19)13-8(4)18/h2-3,5-6,9,15-17H,1H2,(H2,12,13,18,19)/t3-,5-,6-,9-/m1/s1"  
4UO  InChIKey          InChI                 1.03   UBORTCNDUKBEOP-UUOKFMHZSA-N  
4UO  SMILES_CANONICAL  CACTVS                3.385  "OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3C(=O)NC(=O)Nc23"  
4UO  SMILES            CACTVS                3.385  "OC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3C(=O)NC(=O)Nc23"  
4UO  SMILES_CANONICAL  "OpenEye OEToolkits"  1.9.2  "c1nc2c(n1[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)NC(=O)NC2=O"  
4UO  SMILES            "OpenEye OEToolkits"  1.9.2  "c1nc2c(n1C3C(C(C(O3)CO)O)O)NC(=O)NC2=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
4UO  "SYSTEMATIC NAME"  ACDLabs               12.01  "2,3-dihydroxanthosine"  
4UO  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.9.2  "9-[(2R,3R,4S,5R)-5-(hydroxymethyl)-3,4-bis(oxidanyl)oxolan-2-yl]-3H-purine-2,6-dione"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
4UO  "Create component"  2015-06-01  EBI   
4UO  "Initial release"   2015-07-01  RCSB  
4UO  "Modify synonyms"   2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     4UO
_pdbx_chem_comp_synonyms.name        Xanthosine
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
