data_UMO
#

_chem_comp.id                                   UMO
_chem_comp.name                                 "2'-F-4'-OMe U"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C10 H14 F N2 O9 P"
_chem_comp.mon_nstd_parent_comp_id              U
_chem_comp.pdbx_synonyms                        
;[(2~{R},3~{R},4~{R},5~{R})-5-[2,4-bis(oxidanylidene)pyrimidin-1-yl]-4-fluoranyl-2-methoxy-3-oxidanyl-oxolan-2-yl]methyl
 dihydrogen phosphate
;

_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2017-05-18
_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                       356.198
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    UMO
_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       5VR4
_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
UMO  "C1'"   C1   C  0  1  N  N  R  -2.602   7.561  -13.676  -1.436  -0.993   0.413  "C1'"   UMO   1  
UMO  C2      C2   C  0  1  N  N  N  -0.877   5.943  -13.156  -2.411   1.014  -0.551  C2      UMO   2  
UMO  "C2'"   C3   C  0  1  N  N  R  -2.216   8.233  -14.980  -1.335  -1.778  -0.920  "C2'"   UMO   3  
UMO  "C3'"   C4   C  0  1  N  N  R  -3.452   8.063  -15.846   0.133  -2.269  -0.897  "C3'"   UMO   4  
UMO  C4      C5   C  0  1  N  N  N  -1.260   3.542  -13.264  -4.452   1.893   0.169  C4      UMO   5  
UMO  "C4'"   C6   C  0  1  N  N  R  -4.624   8.289  -14.860   0.835  -1.315   0.090  "C4'"   UMO   6  
UMO  C5      C7   C  0  1  N  N  N  -2.572   3.844  -13.731  -4.562   0.839   1.108  C5      UMO   7  
UMO  "C5'"   C8   C  0  1  N  N  N  -5.848   7.598  -15.373   1.990  -0.598  -0.612  "C5'"   UMO   8  
UMO  C6      C9   C  0  1  N  N  N  -2.975   5.106  -13.886  -3.576  -0.080   1.182  C6      UMO   9  
UMO  CM1     C10  C  0  1  N  N  N  -5.368  10.018  -13.581   1.925  -1.241   2.223  CM1     UMO  10  
UMO  "F2'"   F1   F  0  1  N  N  N  -1.927   9.529  -14.727  -2.223  -2.860  -0.930  "F2'"   UMO  11  
UMO  N1      N1   N  0  1  N  N  N  -2.149   6.173  -13.624  -2.500   0.011   0.341  N1      UMO  12  
UMO  N3      N2   N  0  1  N  N  N  -0.473   4.641  -13.009  -3.374   1.950  -0.639  N3      UMO  13  
UMO  O2      O1   O  0  1  N  N  N  -0.153   6.893  -12.907  -1.444   1.078  -1.286  O2      UMO  14  
UMO  "O3'"   O2   O  0  1  N  N  N  -3.511   8.965  -16.947   0.203  -3.616  -0.427  "O3'"   UMO  15  
UMO  O4      O3   O  0  1  N  N  N  -0.805   2.419  -13.070  -5.324   2.739   0.090  O4      UMO  16  
UMO  "O4'"   O4   O  0  1  N  N  N  -3.999   7.645  -13.733  -0.145  -0.359   0.532  "O4'"   UMO  17  
UMO  "O5'"   O5   O  0  1  N  N  N  -5.678   6.193  -15.410   2.546   0.382   0.267  "O5'"   UMO  18  
UMO  OM1     O6   O  0  1  N  N  N  -4.620   9.709  -14.739   1.329  -2.053   1.209  OM1     UMO  19  
UMO  OP1     O7   O  0  1  N  Y  N  -8.066   5.772  -16.365   5.097   0.424  -0.368  OP1     UMO  20  
UMO  OP2     O8   O  0  1  N  N  N  -6.587   3.807  -15.599   3.460   2.046  -1.396  OP2     UMO  21  
UMO  P       P1   P  0  1  N  N  N  -6.912   5.216  -15.590   3.783   1.327  -0.144  P       UMO  22  
UMO  "H1'"   H1   H  0  1  N  N  N  -2.197   8.133  -12.828  -1.607  -1.674   1.247  "H1'"   UMO  23  
UMO  "H2'"   H2   H  0  1  N  N  N  -1.369   7.699  -15.435  -1.514  -1.122  -1.772  "H2'"   UMO  24  
UMO  "H3'"   H3   H  0  1  N  N  N  -3.494   7.024  -16.205   0.578  -2.186  -1.889  "H3'"   UMO  25  
UMO  H5      H4   H  0  1  N  N  N  -3.252   3.037  -13.963  -5.418   0.777   1.763  H5      UMO  26  
UMO  "H5'"   H5   H  0  1  N  N  N  -6.061   7.958  -16.390   2.758  -1.324  -0.880  "H5'"   UMO  27  
UMO  "H5''"  H6   H  0  0  N  N  N  -6.696   7.838  -14.714   1.621  -0.110  -1.513  "H5''"  UMO  28  
UMO  H6      H7   H  0  1  N  N  N  -3.982   5.295  -14.228  -3.642  -0.891   1.893  H6      UMO  29  
UMO  H6M     H8   H  0  1  N  N  N  -5.395  11.109  -13.442   2.841  -0.794   1.837  H6M     UMO  30  
UMO  HM1     H9   H  0  1  N  N  N  -6.394   9.637  -13.695   1.230  -0.453   2.513  HM1     UMO  31  
UMO  H6L     H10  H  0  1  N  N  N  -4.897   9.548  -12.705   2.159  -1.857   3.091  H6L     UMO  32  
UMO  H3      H11  H  0  1  N  N  N   0.462   4.479  -12.693  -3.291   2.669  -1.285  H3      UMO  33  
UMO  H1      H12  H  0  1  N  N  N  -4.304   8.806  -17.445  -0.272  -4.251  -0.980  H1      UMO  34  
UMO  H2      H13  H  0  1  N  N  N  -8.506   5.068  -16.827   5.368  -0.077   0.414  H2      UMO  35  
UMO  OP3     O9   O  0  1  N  N  N  -7.588   5.354  -14.131   4.058   2.392   1.032  O1      UMO  36  
UMO  H4      H14  H  0  1  N  N  N  -7.586   4.508  -13.699   4.792   2.996   0.852  H4      UMO  37  
#   #
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
UMO  "O3'"  "C3'"   SING  N  N   1  
UMO  OP1    P       SING  N  N   2  
UMO  "C3'"  "C2'"   SING  N  N   3  
UMO  "C3'"  "C4'"   SING  N  N   4  
UMO  OP2    P       DOUB  N  N   5  
UMO  P      "O5'"   SING  N  N   6  
UMO  "O5'"  "C5'"   SING  N  N   7  
UMO  "C5'"  "C4'"   SING  N  N   8  
UMO  "C2'"  "F2'"   SING  N  N   9  
UMO  "C2'"  "C1'"   SING  N  N  10  
UMO  "C4'"  OM1     SING  N  N  11  
UMO  "C4'"  "O4'"   SING  N  N  12  
UMO  OM1    CM1     SING  N  N  13  
UMO  C6     C5      DOUB  N  N  14  
UMO  C6     N1      SING  N  N  15  
UMO  "O4'"  "C1'"   SING  N  N  16  
UMO  C5     C4      SING  N  N  17  
UMO  "C1'"  N1      SING  N  N  18  
UMO  N1     C2      SING  N  N  19  
UMO  C4     O4      DOUB  N  N  20  
UMO  C4     N3      SING  N  N  21  
UMO  C2     N3      SING  N  N  22  
UMO  C2     O2      DOUB  N  N  23  
UMO  "C1'"  "H1'"   SING  N  N  24  
UMO  "C2'"  "H2'"   SING  N  N  25  
UMO  "C3'"  "H3'"   SING  N  N  26  
UMO  C5     H5      SING  N  N  27  
UMO  "C5'"  "H5'"   SING  N  N  28  
UMO  "C5'"  "H5''"  SING  N  N  29  
UMO  C6     H6      SING  N  N  30  
UMO  CM1    H6M     SING  N  N  31  
UMO  CM1    HM1     SING  N  N  32  
UMO  CM1    H6L     SING  N  N  33  
UMO  N3     H3      SING  N  N  34  
UMO  "O3'"  H1      SING  N  N  35  
UMO  OP1    H2      SING  N  N  36  
UMO  P      OP3     SING  N  N  37  
UMO  OP3    H4      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
UMO  SMILES            ACDLabs               12.01  "C2(N1C(NC(=O)C=C1)=O)C(F)C(C(OC)(O2)COP(O)(=O)O)O"  
UMO  InChI             InChI                 1.03   "InChI=1S/C10H14FN2O9P/c1-20-10(4-21-23(17,18)19)7(15)6(11)8(22-10)13-3-2-5(14)12-9(13)16/h2-3,6-8,15H,4H2,1H3,(H,12,14,16)(H2,17,18,19)/t6-,7+,8-,10-/m1/s1"  
UMO  InChIKey          InChI                 1.03   ZYOWQXVTIIKUDO-IBCQBUCCSA-N  
UMO  SMILES_CANONICAL  CACTVS                3.385  "CO[C@]1(CO[P](O)(O)=O)O[C@H]([C@H](F)[C@@H]1O)N2C=CC(=O)NC2=O"  
UMO  SMILES            CACTVS                3.385  "CO[C]1(CO[P](O)(O)=O)O[CH]([CH](F)[CH]1O)N2C=CC(=O)NC2=O"  
UMO  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "CO[C@]1([C@H]([C@H]([C@@H](O1)N2C=CC(=O)NC2=O)F)O)COP(=O)(O)O"  
UMO  SMILES            "OpenEye OEToolkits"  2.0.6  "COC1(C(C(C(O1)N2C=CC(=O)NC2=O)F)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
UMO  "SYSTEMATIC NAME"  ACDLabs               12.01  "[(2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-fluoro-3-hydroxy-2-methoxytetrahydrofuran-2-yl]methyl dihydrogen phosphate (non-preferred name)"  
UMO  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.6  "[(2~{R},3~{R},4~{R},5~{R})-5-[2,4-bis(oxidanylidene)pyrimidin-1-yl]-4-fluoranyl-2-methoxy-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
UMO  "Create component"  2017-05-18  RCSB  
UMO  "Initial release"   2017-10-04  RCSB  
UMO  "Modify synonyms"   2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     UMO
_pdbx_chem_comp_synonyms.name        "[(2~{R},3~{R},4~{R},5~{R})-5-[2,4-bis(oxidanylidene)pyrimidin-1-yl]-4-fluoranyl-2-methoxy-3-oxidanyl-oxolan-2-yl]methyl dihydrogen phosphate"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
