data_EAN
#

_chem_comp.id                                   EAN
_chem_comp.name                                 "[(1~{S},2~{R},4~{R},6~{S},8~{R})-8-[5-methyl-2,4-bis(oxidanylidene)pyrimidin-1-yl]-6-oxidanyl-9-oxatricyclo[4.3.0.0^{2,4}]nonan-2-yl] dihydrogen phosphate"
_chem_comp.type                                 "DNA linking"
_chem_comp.pdbx_type                            ATOMN
_chem_comp.formula                              "C13 H17 N2 O8 P"
_chem_comp.mon_nstd_parent_comp_id              DT
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2018-03-12
_chem_comp.pdbx_modified_date                   2019-05-06
_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                       360.256
_chem_comp.one_letter_code                      T
_chem_comp.three_letter_code                    EAN
_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       6GN4
_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
EAN  C7      C1   C  0  1  N  N  N  1.891   -4.728   -9.765   3.154  -1.614  -2.517  C7      EAN   1  
EAN  C6      C2   C  0  1  N  N  N  4.262   -4.211  -10.396   2.003  -0.462  -0.645  C6      EAN   2  
EAN  C5      C3   C  0  1  N  N  N  2.978   -3.772  -10.225   3.145  -0.975  -1.152  C5      EAN   3  
EAN  C4      C4   C  0  1  N  N  N  2.628   -2.375  -10.484   4.332  -0.903  -0.385  C4      EAN   4  
EAN  C2      C5   C  0  1  N  N  N  5.021   -1.999  -11.074   3.149   0.185   1.311  C2      EAN   5  
EAN  P       P1   P  0  1  N  N  N  6.734   -9.044  -10.671  -3.110  -1.582   0.389  P       EAN   6  
EAN  O1P     O1   O  0  1  N  N  N  7.919   -8.538  -11.407  -4.077  -0.855   1.241  O1P     EAN   7  
EAN  O2P     O2   O  0  1  N  N  N  6.903  -10.096   -9.644  -3.756  -2.978  -0.086  O2P     EAN   8  
EAN  "O5'"   O3   O  0  1  N  N  N  6.012   -7.778   -9.967  -2.755  -0.688  -0.902  "O5'"   EAN   9  
EAN  "C5'"   C6   C  0  1  N  N  R  6.807   -6.852   -9.264  -2.263   0.650  -0.811  "C5'"   EAN  10  
EAN  "C4'"   C7   C  0  1  N  N  S  7.547   -5.781  -10.050  -1.407   1.005   0.418  "C4'"   EAN  11  
EAN  "O4'"   O4   O  0  1  N  N  N  6.712   -5.278  -11.101  -0.359   0.027   0.558  "O4'"   EAN  12  
EAN  "C1'"   C8   C  0  1  N  N  R  6.679   -3.842  -11.063   0.776   0.685   1.139  "C1'"   EAN  13  
EAN  N1      N1   N  0  1  N  N  N  5.275   -3.360  -10.827   2.013   0.119   0.593  N1      EAN  14  
EAN  O4      O5   O  0  1  N  N  N  1.500   -1.895  -10.379   5.374  -1.358  -0.822  O4      EAN  15  
EAN  N3      N2   N  0  1  N  N  N  3.702   -1.573  -10.886   4.299  -0.327   0.833  N3      EAN  16  
EAN  O2      O6   O  0  1  N  N  N  5.898   -1.215  -11.435   3.134   0.702   2.411  O2      EAN  17  
EAN  "C3'"   C9   C  0  1  N  N  S  7.862   -4.637   -9.110  -0.653   2.306   0.004  "C3'"   EAN  18  
EAN  "C2'"   C10  C  0  1  N  N  N  7.610   -3.385   -9.942   0.679   2.178   0.775  "C2'"   EAN  19  
EAN  "C7'"   C11  C  0  1  N  N  N  6.878   -4.800   -7.922  -0.397   2.096  -1.505  "C7'"   EAN  20  
EAN  "C6'"   C12  C  0  1  N  N  S  6.346   -6.226   -7.976  -1.621   1.343  -2.024  "C6'"   EAN  21  
EAN  "C8'"   C13  C  0  1  N  N  N  7.392   -7.297   -7.951  -3.008   1.769  -1.543  "C8'"   EAN  22  
EAN  "O3'"   O7   O  0  1  N  N  N  9.220   -4.750   -8.685  -1.370   3.506   0.299  "O3'"   EAN  23  
EAN  O3P     O8   O  0  1  N  Y  N  5.653   -9.584  -11.756  -1.767  -1.871   1.228  O3P     EAN  24  
EAN  H73     H1   H  0  1  N  N  N  2.321   -5.730   -9.618   3.376  -0.859  -3.271  H73     EAN  25  
EAN  H71     H2   H  0  1  N  N  N  1.464   -4.369   -8.817   3.916  -2.393  -2.548  H71     EAN  26  
EAN  H72     H3   H  0  1  N  N  N  1.100   -4.778  -10.528   2.178  -2.054  -2.719  H72     EAN  27  
EAN  H6      H4   H  0  1  N  N  N  4.496   -5.245  -10.191   1.087  -0.507  -1.216  H6      EAN  28  
EAN  H1      H5   H  0  1  N  N  N  7.821  -10.333   -9.581  -3.996  -3.569   0.641  H1      EAN  29  
EAN  "H4'"   H6   H  0  1  N  N  N  8.481   -6.198  -10.455  -2.002   1.130   1.323  "H4'"   EAN  30  
EAN  "H1'"   H7   H  0  1  N  N  N  7.045   -3.432  -12.016   0.761   0.564   2.222  "H1'"   EAN  31  
EAN  H3      H8   H  0  1  N  N  N  3.509   -0.606  -11.054   5.109  -0.271   1.364  H3      EAN  32  
EAN  "H2'"   H9   H  0  1  N  N  N  8.553   -2.998  -10.355   0.656   2.789   1.677  "H2'"   EAN  33  
EAN  "H2''"  H10  H  0  0  N  N  N  7.129   -2.605   -9.333   1.516   2.469   0.139  "H2''"  EAN  34  
EAN  "H7'"   H11  H  0  1  N  N  N  7.403   -4.629   -6.971  -0.288   3.057  -2.008  "H7'"   EAN  35  
EAN  "H7''"  H12  H  0  0  N  N  N  6.049   -4.084   -8.018   0.493   1.486  -1.658  "H7''"  EAN  36  
EAN  "H6'"   H13  H  0  1  N  N  N  5.335   -6.438   -7.598  -1.526   0.826  -2.979  "H6'"   EAN  37  
EAN  "H8'"   H14  H  0  1  N  N  N  7.150   -8.293   -7.551  -3.862   1.485  -2.158  "H8'"   EAN  38  
EAN  "H8''"  H15  H  0  0  N  N  N  8.432   -7.043   -7.699  -3.092   2.732  -1.039  "H8''"  EAN  39  
EAN  H2      H16  H  0  1  N  N  N  9.428   -4.036   -8.094  -0.905   4.315   0.044  H2      EAN  40  
EAN  H4      H17  H  0  1  N  N  N  5.998   -9.466  -12.633  -1.087  -2.345   0.730  H4      EAN  41  
#   #
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
EAN  O2     C2      DOUB  N  N   1  
EAN  O1P    P       DOUB  N  N   2  
EAN  "O4'"  "C1'"   SING  N  N   3  
EAN  "O4'"  "C4'"   SING  N  N   4  
EAN  C2     N3      SING  N  N   5  
EAN  C2     N1      SING  N  N   6  
EAN  "C1'"  N1      SING  N  N   7  
EAN  "C1'"  "C2'"   SING  N  N   8  
EAN  N3     C4      SING  N  N   9  
EAN  N1     C6      SING  N  N  10  
EAN  P      "O5'"   SING  N  N  11  
EAN  P      O2P     SING  N  N  12  
EAN  C4     O4      DOUB  N  N  13  
EAN  C4     C5      SING  N  N  14  
EAN  C6     C5      DOUB  N  N  15  
EAN  C5     C7      SING  N  N  16  
EAN  "C4'"  "C5'"   SING  N  N  17  
EAN  "C4'"  "C3'"   SING  N  N  18  
EAN  "O5'"  "C5'"   SING  N  N  19  
EAN  "C2'"  "C3'"   SING  N  N  20  
EAN  "C5'"  "C6'"   SING  N  N  21  
EAN  "C5'"  "C8'"   SING  N  N  22  
EAN  "C3'"  "O3'"   SING  N  N  23  
EAN  "C3'"  "C7'"   SING  N  N  24  
EAN  "C6'"  "C8'"   SING  N  N  25  
EAN  "C6'"  "C7'"   SING  N  N  26  
EAN  P      O3P     SING  N  N  27  
EAN  C7     H73     SING  N  N  28  
EAN  C7     H71     SING  N  N  29  
EAN  C7     H72     SING  N  N  30  
EAN  C6     H6      SING  N  N  31  
EAN  O2P    H1      SING  N  N  32  
EAN  "C4'"  "H4'"   SING  N  N  33  
EAN  "C1'"  "H1'"   SING  N  N  34  
EAN  N3     H3      SING  N  N  35  
EAN  "C2'"  "H2'"   SING  N  N  36  
EAN  "C2'"  "H2''"  SING  N  N  37  
EAN  "C7'"  "H7'"   SING  N  N  38  
EAN  "C7'"  "H7''"  SING  N  N  39  
EAN  "C6'"  "H6'"   SING  N  N  40  
EAN  "C8'"  "H8'"   SING  N  N  41  
EAN  "C8'"  "H8''"  SING  N  N  42  
EAN  "O3'"  H2      SING  N  N  43  
EAN  O3P    H4      SING  N  N  44  
#   #
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
EAN  InChI             InChI                 1.03   "InChI=1S/C13H17N2O8P/c1-6-5-15(11(17)14-9(6)16)8-4-12(18)2-7-3-13(7,10(12)22-8)23-24(19,20)21/h5,7-8,10,18H,2-4H2,1H3,(H,14,16,17)(H2,19,20,21)/t7-,8-,10+,12+,13-/m1/s1"  
EAN  InChIKey          InChI                 1.03   GOQODLUGMVNILT-ZIDZYHNGSA-N  
EAN  SMILES_CANONICAL  CACTVS                3.385  "CC1=CN([C@H]2C[C@@]3(O)C[C@@H]4C[C@]4(O[P](O)(O)=O)[C@H]3O2)C(=O)NC1=O"  
EAN  SMILES            CACTVS                3.385  "CC1=CN([CH]2C[C]3(O)C[CH]4C[C]4(O[P](O)(O)=O)[CH]3O2)C(=O)NC1=O"  
EAN  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "CC1=CN(C(=O)NC1=O)[C@H]2C[C@]3(C[C@@H]4C[C@@]4([C@H]3O2)OP(=O)(O)O)O"  
EAN  SMILES            "OpenEye OEToolkits"  2.0.6  "CC1=CN(C(=O)NC1=O)C2CC3(CC4CC4(C3O2)OP(=O)(O)O)O"  
#
_pdbx_chem_comp_identifier.comp_id          EAN
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.6
_pdbx_chem_comp_identifier.identifier       "[(1~{S},2~{R},4~{R},6~{S},8~{R})-8-[5-methyl-2,4-bis(oxidanylidene)pyrimidin-1-yl]-6-oxidanyl-9-oxatricyclo[4.3.0.0^{2,4}]nonan-2-yl] 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
EAN  "Create component"        2018-03-12  EBI   
EAN  "Other modification"      2018-04-19  EBI   
EAN  "Other modification"      2018-04-27  EBI   
EAN  "Other modification"      2018-05-30  EBI   
EAN  "Initial release"         2018-06-06  RCSB  
EAN  "Modify one letter code"  2019-05-06  EBI   
##
