data_UWJ
#

_chem_comp.id                                   UWJ
_chem_comp.name                                 "5-methyl-1-(2-Se-methyl-5-O-phosphono-2-seleno-beta-D-arabinofuranosyl)pyrimidine-2,4(1H,3H)-dione"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C11 H17 N2 O8 P Se"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-06-02
_chem_comp.pdbx_modified_date                   2021-05-28
_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                       415.195
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    UWJ
_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       6X5D
_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
UWJ  C2      C1   C   0  1  N  N  N  12.212  22.933  13.065  -1.644  -0.880   0.697  C2      UWJ   1  
UWJ  C6      C2   C   0  1  N  N  N  12.258  25.223  12.366  -2.576  -1.479  -1.383  C6      UWJ   2  
UWJ  OP2     O1   O   0  1  N  N  N   7.706  28.644   9.167   4.666  -1.295   1.617  OP2     UWJ   3  
UWJ  P       P1   P   0  1  N  N  N   9.074  28.331   9.610   4.952  -0.881   0.225  P       UWJ   4  
UWJ  OP1     O2   O   0  1  N  N  N   9.953  29.290  10.229   5.593  -2.118  -0.582  OP1     UWJ   5  
UWJ  "O5'"   O3   O   0  1  N  N  N   8.842  26.982  10.534   3.584  -0.424  -0.491  "O5'"   UWJ   6  
UWJ  "C5'"   C3   C   0  1  N  N  N   8.134  25.800  10.072   2.724   0.582   0.046  "C5'"   UWJ   7  
UWJ  "C4'"   C4   C   0  1  N  N  R   8.360  24.618  11.039   1.519   0.770  -0.879  "C4'"   UWJ   8  
UWJ  "O4'"   O4   O   0  1  N  N  N   9.812  24.532  11.176   0.694  -0.415  -0.885  "O4'"   UWJ   9  
UWJ  "C3'"   C5   C   0  1  N  N  R   7.799  24.821  12.464   0.573   1.867  -0.329  "C3'"   UWJ  10  
UWJ  "O3'"   O5   O   0  1  N  N  N   6.930  23.735  12.675   0.986   3.163  -0.767  "O3'"   UWJ  11  
UWJ  "C2'"   C6   C   0  1  N  N  S   9.130  24.787  13.406  -0.783   1.475  -0.964  "C2'"   UWJ  12  
UWJ  SE2     SE1  SE  0  0  N  N  N   9.774  26.423  14.008  -2.238   1.705   0.329  SE2     UWJ  13  
UWJ  "CA'"   C7   C   0  1  N  N  N   8.183  26.744  15.121  -2.125   3.630   0.681  "CA'"   UWJ  14  
UWJ  "C1'"   C8   C   0  1  N  N  R  10.080  24.015  12.532  -0.614  -0.013  -1.327  "C1'"   UWJ  15  
UWJ  N1      N1   N   0  1  N  N  N  11.547  24.104  12.704  -1.637  -0.811  -0.646  N1      UWJ  16  
UWJ  O2      O6   O   0  1  N  N  N  11.601  21.921  13.423  -0.802  -0.274   1.333  O2      UWJ  17  
UWJ  C5      C9   C   0  1  N  N  N  13.598  25.258  12.423  -3.520  -2.214  -0.756  C5      UWJ  18  
UWJ  C7      C10  C   0  1  N  N  N  14.367  26.447  12.086  -4.563  -2.956  -1.551  C7      UWJ  19  
UWJ  C4      C11  C   0  1  N  N  N  14.294  24.073  12.727  -3.512  -2.282   0.658  C4      UWJ  20  
UWJ  N3      N2   N   0  1  N  N  N  13.557  22.954  13.077  -2.572  -1.605   1.348  N3      UWJ  21  
UWJ  O4      O7   O   0  1  N  N  N  15.513  23.923  12.693  -4.352  -2.939   1.246  O4      UWJ  22  
UWJ  O1      O8   O   0  1  N  Y  N   9.828  27.736   8.309   5.990   0.350   0.234  O1      UWJ  23  
UWJ  H6      H1   H   0  1  N  N  N  11.724  26.105  12.044  -2.567  -1.415  -2.461  H6      UWJ  24  
UWJ  H1      H2   H   0  1  N  N  N   9.510  30.128  10.298   6.422  -2.446  -0.206  H1      UWJ  25  
UWJ  "H5'1"  H3   H   0  0  N  N  N   7.058  26.022  10.017   2.379   0.278   1.034  "H5'1"  UWJ  26  
UWJ  "H5'2"  H4   H   0  0  N  N  N   8.503  25.525   9.073   3.270   1.522   0.125  "H5'2"  UWJ  27  
UWJ  "H4'"   H5   H   0  1  N  N  N   7.949  23.695  10.604   1.847   1.014  -1.890  "H4'"   UWJ  28  
UWJ  "H3'"   H6   H   0  1  N  N  N   7.301  25.798  12.556   0.521   1.825   0.759  "H3'"   UWJ  29  
UWJ  "HO3'"  H7   H   0  0  N  N  N   6.547  23.799  13.542   1.870   3.416  -0.468  "HO3'"  UWJ  30  
UWJ  "H2'"   H8   H   0  1  N  N  N   8.897  24.204  14.309  -0.971   2.069  -1.858  "H2'"   UWJ  31  
UWJ  "HA'1"  H9   H   0  0  N  N  N   8.285  27.710  15.638  -2.893   3.913   1.401  "HA'1"  UWJ  32  
UWJ  "HA'3"  H10  H   0  0  N  N  N   7.287  26.762  14.483  -1.142   3.868   1.086  "HA'3"  UWJ  33  
UWJ  "HA'2"  H11  H   0  0  N  N  N   8.087  25.939  15.865  -2.278   4.179  -0.249  "HA'2"  UWJ  34  
UWJ  "H1'"   H12  H   0  1  N  N  N   9.790  22.954  12.565  -0.697  -0.146  -2.405  "H1'"   UWJ  35  
UWJ  H72     H13  H   0  1  N  N  N  15.440  26.237  12.207  -4.199  -3.958  -1.781  H72     UWJ  36  
UWJ  H2      H14  H   0  1  N  N  N  14.164  26.731  11.043  -5.481  -3.029  -0.967  H2      UWJ  37  
UWJ  H71     H15  H   0  1  N  N  N  14.078  27.272  12.753  -4.763  -2.420  -2.478  H71     UWJ  38  
UWJ  H3      H16  H   0  1  N  N  N  14.046  22.126  13.351  -2.565  -1.641   2.318  H3      UWJ  39  
UWJ  H4      H17  H   0  1  N  N  N   9.228  27.725   7.572   6.223   0.674  -0.647  H4      UWJ  40  
#   #
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
UWJ  OP2    P       DOUB  N  N   1  
UWJ  P      OP1     SING  N  N   2  
UWJ  P      "O5'"   SING  N  N   3  
UWJ  "C5'"  "O5'"   SING  N  N   4  
UWJ  "C5'"  "C4'"   SING  N  N   5  
UWJ  "C4'"  "O4'"   SING  N  N   6  
UWJ  "C4'"  "C3'"   SING  N  N   7  
UWJ  "O4'"  "C1'"   SING  N  N   8  
UWJ  C7     C5      SING  N  N   9  
UWJ  C6     C5      DOUB  N  N  10  
UWJ  C6     N1      SING  N  N  11  
UWJ  C5     C4      SING  N  N  12  
UWJ  "C3'"  "O3'"   SING  N  N  13  
UWJ  "C3'"  "C2'"   SING  N  N  14  
UWJ  "C1'"  N1      SING  N  N  15  
UWJ  "C1'"  "C2'"   SING  N  N  16  
UWJ  O4     C4      DOUB  N  N  17  
UWJ  N1     C2      SING  N  N  18  
UWJ  C4     N3      SING  N  N  19  
UWJ  C2     N3      SING  N  N  20  
UWJ  C2     O2      DOUB  N  N  21  
UWJ  "C2'"  SE2     SING  N  N  22  
UWJ  SE2    "CA'"   SING  N  N  23  
UWJ  P      O1      SING  N  N  24  
UWJ  C6     H6      SING  N  N  25  
UWJ  OP1    H1      SING  N  N  26  
UWJ  "C5'"  "H5'1"  SING  N  N  27  
UWJ  "C5'"  "H5'2"  SING  N  N  28  
UWJ  "C4'"  "H4'"   SING  N  N  29  
UWJ  "C3'"  "H3'"   SING  N  N  30  
UWJ  "O3'"  "HO3'"  SING  N  N  31  
UWJ  "C2'"  "H2'"   SING  N  N  32  
UWJ  "CA'"  "HA'1"  SING  N  N  33  
UWJ  "CA'"  "HA'3"  SING  N  N  34  
UWJ  "CA'"  "HA'2"  SING  N  N  35  
UWJ  "C1'"  "H1'"   SING  N  N  36  
UWJ  C7     H72     SING  N  N  37  
UWJ  C7     H2      SING  N  N  38  
UWJ  C7     H71     SING  N  N  39  
UWJ  N3     H3      SING  N  N  40  
UWJ  O1     H4      SING  N  N  41  
#   #
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
UWJ  SMILES            ACDLabs               12.01  "C1(NC(C(=CN1C2OC(COP(=O)(O)O)C(O)C2[Se]C)C)=O)=O"  
UWJ  InChI             InChI                 1.03   "InChI=1S/C11H17N2O8PSe/c1-5-3-13(11(16)12-9(5)15)10-8(23-2)7(14)6(21-10)4-20-22(17,18)19/h3,6-8,10,14H,4H2,1-2H3,(H,12,15,16)(H2,17,18,19)/t6-,7-,8+,10-/m1/s1"  
UWJ  InChIKey          InChI                 1.03   KLYIIOBIPBBIGV-BDNRQGISSA-N  
UWJ  SMILES_CANONICAL  CACTVS                3.385  "C[Se][C@H]1[C@H](O)[C@@H](CO[P](O)(O)=O)O[C@H]1N2C=C(C)C(=O)NC2=O"  
UWJ  SMILES            CACTVS                3.385  "C[Se][CH]1[CH](O)[CH](CO[P](O)(O)=O)O[CH]1N2C=C(C)C(=O)NC2=O"  
UWJ  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CC1=CN(C(=O)NC1=O)[C@H]2[C@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)[Se]C"  
UWJ  SMILES            "OpenEye OEToolkits"  2.0.7  "CC1=CN(C(=O)NC1=O)C2C(C(C(O2)COP(=O)(O)O)O)[Se]C"  
#   #
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
UWJ  "SYSTEMATIC NAME"  ACDLabs               12.01  "5-methyl-1-(2-Se-methyl-5-O-phosphono-2-seleno-beta-D-arabinofuranosyl)pyrimidine-2,4(1H,3H)-dione"  
UWJ  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "[(2~{R},3~{R},4~{S},5~{R})-5-[5-methyl-2,4-bis(oxidanylidene)pyrimidin-1-yl]-4-methylselanyl-3-oxidanyl-oxolan-2-yl]methyl dihydrogen phosphate"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
UWJ  "Create component"  2020-06-02  RCSB  
UWJ  "Initial release"   2021-06-02  RCSB  
##
