data_9OU
#

_chem_comp.id                                   9OU
_chem_comp.name                                 "1-[5-(benzenecarbonyl)-7,8-dimethyl-2,4-dioxo-1,3,4,5-tetrahydrobenzo[g]pteridin-10(2H)-yl]-1-deoxy-5-O-phosphono-D-ribitol"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C24 H27 N4 O10 P"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2018-06-15
_chem_comp.pdbx_modified_date                   2019-06-14
_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                       562.466
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    9OU
_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       6A23
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBJ
#   #
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
9OU  C4   C1   C  0  1  N  N  N  169.775   -8.913  135.558   3.776   1.560   0.960  C4   9OU   1  
9OU  C6   C2   C  0  1  Y  N  N  167.029   -8.616  138.336   2.546  -1.828   0.096  C6   9OU   2  
9OU  C7   C3   C  0  1  Y  N  N  165.969   -8.723  137.307   1.320  -1.812   0.761  C7   9OU   3  
9OU  N1   N1   N  0  1  N  N  N  167.459   -8.950  134.008   1.364   1.523   2.250  N1   9OU   4  
9OU  N3   N2   N  0  1  N  N  N  169.772   -9.191  134.315   3.394   2.587   1.746  N3   9OU   5  
9OU  OAJ  O1   O  0  1  N  N  N  158.794  -12.742  136.101  -8.182  -0.693  -0.260  OAJ  9OU   6  
9OU  PBM  P1   P  0  1  N  N  N  158.942  -11.302  136.460  -7.668   0.553  -0.870  PBM  9OU   7  
9OU  OAK  O2   O  0  1  N  N  N  159.850  -11.053  137.652  -8.268   0.711  -2.355  OAK  9OU   8  
9OU  OAE  O3   O  0  1  N  N  N  157.614  -10.659  136.645  -8.115   1.814   0.026  OAE  9OU   9  
9OU  OAW  O4   O  0  1  N  N  N  159.461  -10.382  135.237  -6.061   0.491  -0.945  OAW  9OU  10  
9OU  CAS  C4   C  0  1  N  N  N  160.578  -10.608  134.599  -5.237   0.249   0.198  CAS  9OU  11  
9OU  CBH  C5   C  0  1  N  N  R  161.705  -10.298  134.903  -3.766   0.255  -0.223  CBH  9OU  12  
9OU  OAG  O5   O  0  1  N  N  N  162.212  -10.468  136.293  -3.406   1.561  -0.679  OAG  9OU  13  
9OU  CBJ  C6   C  0  1  N  N  S  163.060  -10.392  134.235  -2.892  -0.126   0.973  CBJ  9OU  14  
9OU  OAI  O6   O  0  1  N  N  N  163.030   -9.607  133.017  -3.252  -1.432   1.429  OAI  9OU  15  
9OU  CBI  C7   C  0  1  N  N  S  164.429  -10.354  134.917  -1.421  -0.121   0.552  CBI  9OU  16  
9OU  OAH  O7   O  0  1  N  N  N  165.354  -10.987  134.035  -1.061   1.185   0.096  OAH  9OU  17  
9OU  CAT  C8   C  0  1  N  N  N  164.842   -8.838  135.061  -0.547  -0.502   1.749  CAT  9OU  18  
9OU  N8   N3   N  0  1  N  N  N  166.040   -8.648  135.966   0.849  -0.615   1.317  N8   9OU  19  
9OU  CAR  C9   C  0  1  Y  N  N  166.750   -8.595  139.681   3.020  -3.006  -0.456  CAR  9OU  20  
9OU  CAZ  C10  C  0  1  Y  N  N  165.606   -8.841  140.146   2.274  -4.166  -0.346  CAZ  9OU  21  
9OU  CAB  C11  C  0  1  N  N  N  165.535   -8.910  141.674   2.787  -5.449  -0.946  CAB  9OU  22  
9OU  CAY  C12  C  0  1  Y  N  N  164.599   -9.070  139.417   1.059  -4.151   0.313  CAY  9OU  23  
9OU  CAA  C13  C  0  1  N  N  N  163.209   -9.382  139.957   0.253  -5.419   0.429  CAA  9OU  24  
9OU  CAQ  C14  C  0  1  Y  N  N  164.688   -9.015  138.037   0.579  -2.978   0.867  CAQ  9OU  25  
9OU  C8A  C15  C  0  1  N  N  N  167.221   -8.715  135.320   1.703   0.454   1.456  C8A  9OU  26  
9OU  C2   C16  C  0  1  N  N  N  168.668   -9.113  133.554   2.207   2.564   2.378  C2   9OU  27  
9OU  O2   O8   O  0  1  N  N  N  168.795   -9.303  132.268   1.889   3.505   3.081  O2   9OU  28  
9OU  O4   O9   O  0  1  N  N  N  170.838   -8.996  136.394   4.855   1.586   0.393  O4   9OU  29  
9OU  C4A  C17  C  0  1  N  N  N  168.493   -8.626  136.161   2.919   0.458   0.805  C4A  9OU  30  
9OU  N5   N4   N  0  1  N  N  N  168.181   -8.265  137.578   3.289  -0.640  -0.002  N5   9OU  31  
9OU  CAX  C18  C  0  1  N  N  N  169.065   -7.233  138.171   4.333  -0.549  -0.849  CAX  9OU  32  
9OU  OAC  O10  O  0  1  N  N  N  168.877   -6.854  139.292   4.983  -1.541  -1.122  OAC  9OU  33  
9OU  CBB  C19  C  0  1  Y  N  N  170.076   -6.329  137.509   4.688   0.754  -1.447  CBB  9OU  34  
9OU  CAO  C20  C  0  1  Y  N  N  169.418   -5.656  136.462   3.786   1.818  -1.397  CAO  9OU  35  
9OU  CAM  C21  C  0  1  Y  N  N  170.062   -4.589  135.772   4.126   3.034  -1.953  CAM  9OU  36  
9OU  CAL  C22  C  0  1  Y  N  N  171.341   -4.173  136.198   5.359   3.201  -2.558  CAL  9OU  37  
9OU  CAN  C23  C  0  1  Y  N  N  171.933   -4.797  137.312   6.258   2.151  -2.611  CAN  9OU  38  
9OU  CAP  C24  C  0  1  Y  N  N  171.271   -5.823  138.028   5.931   0.929  -2.060  CAP  9OU  39  
9OU  H1   H1   H  0  1  N  N  N  166.688   -8.999  133.373   0.515   1.527   2.718  H1   9OU  40  
9OU  H2   H2   H  0  1  N  N  N  170.629   -9.480  133.887   3.981   3.350   1.857  H2   9OU  41  
9OU  H3   H3   H  0  1  N  N  N  160.180  -11.882  137.978  -9.234   0.755  -2.387  H3   9OU  42  
9OU  H4   H4   H  0  1  N  N  N  156.928  -11.299  136.496  -7.812   2.666  -0.315  H4   9OU  43  
9OU  H5   H5   H  0  1  N  N  N  160.426  -10.149  133.611  -5.406   1.031   0.939  H5   9OU  44  
9OU  H6   H6   H  0  1  N  N  N  160.615  -11.702  134.493  -5.488  -0.720   0.628  H6   9OU  45  
9OU  H7   H7   H  0  1  N  N  N  161.610   -9.202  134.904  -3.616  -0.465  -1.027  H7   9OU  46  
9OU  H8   H8   H  0  1  N  N  N  161.484  -10.438  136.902  -3.515   2.253  -0.013  H8   9OU  47  
9OU  H9   H9   H  0  1  N  N  N  163.041  -11.420  133.845  -3.043   0.594   1.778  H9   9OU  48  
9OU  H10  H10  H  0  1  N  N  N  163.875   -9.657  132.587  -3.143  -2.125   0.764  H10  9OU  49  
9OU  H11  H11  H  0  1  N  N  N  164.390  -10.835  135.905  -1.271  -0.841  -0.252  H11  9OU  50  
9OU  H12  H12  H  0  1  N  N  N  166.220  -10.982  134.427  -1.097   1.865   0.783  H12  9OU  51  
9OU  H13  H13  H  0  1  N  N  N  165.087   -8.443  134.064  -0.629   0.266   2.518  H13  9OU  52  
9OU  H14  H14  H  0  1  N  N  N  163.992   -8.279  135.479  -0.880  -1.458   2.152  H14  9OU  53  
9OU  H15  H15  H  0  1  N  N  N  167.547   -8.357  140.370   3.969  -3.019  -0.972  H15  9OU  54  
9OU  H16  H16  H  0  1  N  N  N  165.743   -9.938  142.005   3.387  -5.981  -0.207  H16  9OU  55  
9OU  H17  H17  H  0  1  N  N  N  166.281   -8.228  142.107   1.945  -6.073  -1.246  H17  9OU  56  
9OU  H18  H18  H  0  1  N  N  N  164.530   -8.613  142.008   3.401  -5.223  -1.817  H18  9OU  57  
9OU  H19  H19  H  0  1  N  N  N  163.096  -10.470  140.073   0.535  -5.947   1.340  H19  9OU  58  
9OU  H20  H20  H  0  1  N  N  N  163.077   -8.894  140.934  -0.809  -5.174   0.465  H20  9OU  59  
9OU  H21  H21  H  0  1  N  N  N  162.450   -9.007  139.254   0.449  -6.055  -0.435  H21  9OU  60  
9OU  H22  H22  H  0  1  N  N  N  163.794   -9.190  137.457  -0.370  -2.970   1.382  H22  9OU  61  
9OU  H23  H23  H  0  1  N  N  N  168.418   -5.951  136.180   2.823   1.689  -0.925  H23  9OU  62  
9OU  H24  H24  H  0  1  N  N  N  169.579   -4.106  134.936   3.429   3.858  -1.915  H24  9OU  63  
9OU  H25  H25  H  0  1  N  N  N  171.860   -3.384  135.675   5.620   4.155  -2.992  H25  9OU  64  
9OU  H26  H26  H  0  1  N  N  N  172.917   -4.485  137.629   7.219   2.287  -3.086  H26  9OU  65  
9OU  H27  H27  H  0  1  N  N  N  171.679   -6.205  138.952   6.635   0.112  -2.098  H27  9OU  66  
#   #
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
9OU  O2   C2   DOUB  N  N   1  
9OU  OAI  CBJ  SING  N  N   2  
9OU  C2   N1   SING  N  N   3  
9OU  C2   N3   SING  N  N   4  
9OU  N1   C8A  SING  N  N   5  
9OU  OAH  CBI  SING  N  N   6  
9OU  CBJ  CBH  SING  N  N   7  
9OU  CBJ  CBI  SING  N  N   8  
9OU  N3   C4   SING  N  N   9  
9OU  CAS  CBH  SING  N  N  10  
9OU  CAS  OAW  SING  N  N  11  
9OU  CBH  OAG  SING  N  N  12  
9OU  CBI  CAT  SING  N  N  13  
9OU  CAT  N8   SING  N  N  14  
9OU  OAW  PBM  SING  N  N  15  
9OU  C8A  N8   SING  N  N  16  
9OU  C8A  C4A  DOUB  N  N  17  
9OU  C4   C4A  SING  N  N  18  
9OU  C4   O4   DOUB  N  N  19  
9OU  CAM  CAL  DOUB  Y  N  20  
9OU  CAM  CAO  SING  Y  N  21  
9OU  N8   C7   SING  N  N  22  
9OU  OAJ  PBM  DOUB  N  N  23  
9OU  C4A  N5   SING  N  N  24  
9OU  CAL  CAN  SING  Y  N  25  
9OU  PBM  OAE  SING  N  N  26  
9OU  PBM  OAK  SING  N  N  27  
9OU  CAO  CBB  DOUB  Y  N  28  
9OU  C7   CAQ  SING  Y  N  29  
9OU  C7   C6   DOUB  Y  N  30  
9OU  CAN  CAP  DOUB  Y  N  31  
9OU  CBB  CAP  SING  Y  N  32  
9OU  CBB  CAX  SING  N  N  33  
9OU  N5   CAX  SING  N  N  34  
9OU  N5   C6   SING  N  N  35  
9OU  CAQ  CAY  DOUB  Y  N  36  
9OU  CAX  OAC  DOUB  N  N  37  
9OU  C6   CAR  SING  Y  N  38  
9OU  CAY  CAA  SING  N  N  39  
9OU  CAY  CAZ  SING  Y  N  40  
9OU  CAR  CAZ  DOUB  Y  N  41  
9OU  CAZ  CAB  SING  N  N  42  
9OU  N1   H1   SING  N  N  43  
9OU  N3   H2   SING  N  N  44  
9OU  OAK  H3   SING  N  N  45  
9OU  OAE  H4   SING  N  N  46  
9OU  CAS  H5   SING  N  N  47  
9OU  CAS  H6   SING  N  N  48  
9OU  CBH  H7   SING  N  N  49  
9OU  OAG  H8   SING  N  N  50  
9OU  CBJ  H9   SING  N  N  51  
9OU  OAI  H10  SING  N  N  52  
9OU  CBI  H11  SING  N  N  53  
9OU  OAH  H12  SING  N  N  54  
9OU  CAT  H13  SING  N  N  55  
9OU  CAT  H14  SING  N  N  56  
9OU  CAR  H15  SING  N  N  57  
9OU  CAB  H16  SING  N  N  58  
9OU  CAB  H17  SING  N  N  59  
9OU  CAB  H18  SING  N  N  60  
9OU  CAA  H19  SING  N  N  61  
9OU  CAA  H20  SING  N  N  62  
9OU  CAA  H21  SING  N  N  63  
9OU  CAQ  H22  SING  N  N  64  
9OU  CAO  H23  SING  N  N  65  
9OU  CAM  H24  SING  N  N  66  
9OU  CAL  H25  SING  N  N  67  
9OU  CAN  H26  SING  N  N  68  
9OU  CAP  H27  SING  N  N  69  
#   #
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
9OU  SMILES            ACDLabs               12.01  "C1(C3=C(NC(N1)=O)N(c2c(cc(C)c(C)c2)N3C(=O)c4ccccc4)CC(C(C(COP(=O)(O)O)O)O)O)=O"  
9OU  InChI             InChI                 1.03   "InChI=1S/C24H27N4O10P/c1-12-8-15-16(9-13(12)2)28(23(33)14-6-4-3-5-7-14)19-21(25-24(34)26-22(19)32)27(15)10-17(29)20(31)18(30)11-38-39(35,36)37/h3-9,17-18,20,29-31H,10-11H2,1-2H3,(H2,35,36,37)(H2,25,26,32,34)/t17-,18+,20-/m0/s1"  
9OU  InChIKey          InChI                 1.03   GNAOWUVMAJZSFE-NSHGMRRFSA-N  
9OU  SMILES_CANONICAL  CACTVS                3.385  "Cc1cc2N(C[C@H](O)[C@H](O)[C@H](O)CO[P](O)(O)=O)C3=C(N(C(=O)c4ccccc4)c2cc1C)C(=O)NC(=O)N3"  
9OU  SMILES            CACTVS                3.385  "Cc1cc2N(C[CH](O)[CH](O)[CH](O)CO[P](O)(O)=O)C3=C(N(C(=O)c4ccccc4)c2cc1C)C(=O)NC(=O)N3"  
9OU  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "Cc1cc2c(cc1C)N(C3=C(N2C[C@@H]([C@@H]([C@@H](COP(=O)(O)O)O)O)O)NC(=O)NC3=O)C(=O)c4ccccc4"  
9OU  SMILES            "OpenEye OEToolkits"  2.0.6  "Cc1cc2c(cc1C)N(C3=C(N2CC(C(C(COP(=O)(O)O)O)O)O)NC(=O)NC3=O)C(=O)c4ccccc4"  
#   #
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
9OU  "SYSTEMATIC NAME"  ACDLabs               12.01  "1-[5-(benzenecarbonyl)-7,8-dimethyl-2,4-dioxo-1,3,4,5-tetrahydrobenzo[g]pteridin-10(2H)-yl]-1-deoxy-5-O-phosphono-D-ribitol"  
9OU  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.6  "[(2~{R},3~{S},4~{S})-5-[7,8-dimethyl-2,4-bis(oxidanylidene)-5-(phenylcarbonyl)-1~{H}-benzo[g]pteridin-10-yl]-2,3,4-tris(oxidanyl)pentyl] 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
9OU  "Create component"               2018-06-15  PDBJ  
9OU  "Modify model coordinates code"  2018-07-23  PDBJ  
9OU  "Initial release"                2019-06-19  RCSB  
##
