data_9O9
#

_chem_comp.id                                   9O9
_chem_comp.name                                 "1-deoxy-1-(7,8-dimethyl-2,4-dioxo-3,4-dihydropyrimido[4,5-b]quinolin-10(2H)-yl)-5-O-phosphono-D-ribitol"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C18 H22 N3 O9 P"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2018-06-12
_chem_comp.pdbx_modified_date                   2019-06-19
_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                       455.356
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    ?
_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       6A1H
_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
9O9  C4   C1   C  0  1  N  N  N  169.146   -8.652  135.916  -4.690  -2.551  -0.514  C4   9O9   1  
9O9  C5   C2   C  0  1  N  N  N  167.946   -8.678  136.615  -4.073  -1.238  -0.263  C5   9O9   2  
9O9  C6   C3   C  0  1  N  N  N  166.760   -8.869  135.839  -2.749  -1.216   0.367  C6   9O9   3  
9O9  N1   N1   N  0  1  N  N  N  166.821   -9.029  134.486  -2.178  -2.373   0.676  N1   9O9   4  
9O9  N3   N2   N  0  1  N  N  N  169.162   -8.828  134.576  -3.988  -3.646  -0.138  N3   9O9   5  
9O9  C2   C4   C  0  1  N  N  N  168.009   -9.016  133.827  -2.778  -3.533   0.428  C2   9O9   6  
9O9  CAA  C5   C  0  1  Y  N  N  165.156   -8.666  140.606  -3.998   3.561  -0.386  CAA  9O9   7  
9O9  CAB  C6   C  0  1  Y  N  N  164.039   -8.909  139.806  -2.744   3.559   0.212  CAB  9O9   8  
9O9  CAC  C7   C  0  1  Y  N  N  164.177   -9.022  138.428  -2.126   2.373   0.545  CAC  9O9   9  
9O9  CAD  C8   C  0  1  Y  N  N  165.398   -8.865  137.800  -2.761   1.161   0.283  CAD  9O9  10  
9O9  CAE  C9   C  0  1  Y  N  N  166.559   -8.617  138.609  -4.033   1.166  -0.323  CAE  9O9  11  
9O9  CAF  C10  C  0  1  Y  N  N  166.386   -8.552  140.005  -4.641   2.388  -0.653  CAF  9O9  12  
9O9  CAJ  C11  C  0  1  N  N  N  167.821   -8.505  137.995  -4.696  -0.054  -0.598  CAJ  9O9  13  
9O9  CAO  C12  C  0  1  N  N  N  165.020   -8.597  142.081  -4.653   4.871  -0.741  CAO  9O9  14  
9O9  CAP  C13  C  0  1  N  N  N  162.744   -9.089  140.360  -2.051   4.866   0.498  CAP  9O9  15  
9O9  CAS  C14  C  0  1  N  N  N  164.323   -9.066  135.560  -0.818  -0.001   1.247  CAS  9O9  16  
9O9  CAT  C15  C  0  1  N  N  S  163.866  -10.461  135.350   0.263  -0.035   0.165  CAT  9O9  17  
9O9  CAU  C16  C  0  1  N  N  S  162.503  -10.594  134.699   1.644  -0.011   0.822  CAU  9O9  18  
9O9  CAV  C17  C  0  1  N  N  R  161.378  -10.129  135.572   2.725  -0.045  -0.260  CAV  9O9  19  
9O9  CAW  C18  C  0  1  N  N  N  160.067  -10.825  135.026   4.107  -0.021   0.397  CAW  9O9  20  
9O9  NAG  N3   N  0  1  N  N  N  165.554   -8.938  136.412  -2.140  -0.024   0.618  NAG  9O9  21  
9O9  O2   O1   O  0  1  N  N  N  168.077   -9.165  132.602  -2.195  -4.556   0.739  O2   9O9  22  
9O9  O4   O2   O  0  1  N  N  N  170.255   -8.454  136.486  -5.786  -2.648  -1.033  O4   9O9  23  
9O9  OAX  O3   O  0  1  N  N  N  158.959  -10.474  135.773   5.114   0.064  -0.613  OAX  9O9  24  
9O9  OAY  O4   O  0  1  N  N  N  164.764  -11.203  134.579   0.125  -1.229  -0.608  OAY  9O9  25  
9O9  OAZ  O5   O  0  1  N  N  N  161.635  -10.659  136.918   2.587  -1.239  -1.033  OAZ  9O9  26  
9O9  OBA  O6   O  0  1  N  N  N  162.494   -9.770  133.510   1.783   1.183   1.595  OBA  9O9  27  
9O9  OBC  O7   O  0  1  N  N  N  159.334  -11.143  138.141   7.135  -1.280   0.396  OBC  9O9  28  
9O9  OBD  O8   O  0  1  N  N  N  157.085  -10.672  137.127   7.518   0.337  -1.641  OBD  9O9  29  
9O9  OBE  O9   O  0  1  N  N  N  158.251  -12.851  136.660   6.961   1.225   0.656  OBE  9O9  30  
9O9  PBB  P1   P  0  1  N  N  N  158.407  -11.385  136.982   6.688   0.111  -0.280  PBB  9O9  31  
9O9  H2   H2   H  0  1  N  N  N  170.043   -8.823  134.104  -4.366  -4.527  -0.285  H2   9O9  32  
9O9  H3   H3   H  0  1  N  N  N  163.304   -9.239  137.830  -1.151   2.384   1.009  H3   9O9  33  
9O9  H4   H4   H  0  1  N  N  N  167.256   -8.407  140.629  -5.616   2.400  -1.117  H4   9O9  34  
9O9  H5   H5   H  0  1  N  N  N  168.694   -8.285  138.592  -5.671  -0.058  -1.063  H5   9O9  35  
9O9  H6   H6   H  0  1  N  N  N  165.137   -9.604  142.508  -4.369   5.156  -1.754  H6   9O9  36  
9O9  H7   H7   H  0  1  N  N  N  165.796   -7.933  142.490  -5.736   4.762  -0.684  H7   9O9  37  
9O9  H8   H8   H  0  1  N  N  N  164.026   -8.202  142.339  -4.328   5.641  -0.042  H8   9O9  38  
9O9  H9   H9   H  0  1  N  N  N  162.588  -10.153  140.590  -2.326   5.213   1.495  H9   9O9  39  
9O9  H10  H10  H  0  1  N  N  N  162.655   -8.497  141.283  -0.972   4.724   0.448  H10  9O9  40  
9O9  H11  H11  H  0  1  N  N  N  161.986   -8.756  139.636  -2.355   5.608  -0.241  H11  9O9  41  
9O9  H12  H12  H  0  1  N  N  N  164.538   -8.622  134.577  -0.709  -0.869   1.897  H12  9O9  42  
9O9  H13  H13  H  0  1  N  N  N  163.509   -8.507  136.045  -0.712   0.910   1.837  H13  9O9  43  
9O9  H14  H14  H  0  1  N  N  N  163.792  -10.931  136.342   0.154   0.833  -0.485  H14  9O9  44  
9O9  H15  H15  H  0  1  N  N  N  162.338  -11.647  134.426   1.753  -0.879   1.472  H15  9O9  45  
9O9  H16  H16  H  0  1  N  N  N  161.273   -9.034  135.563   2.617   0.823  -0.910  H16  9O9  46  
9O9  H17  H17  H  0  1  N  N  N  159.907  -10.517  133.982   4.180   0.844   1.057  H17  9O9  47  
9O9  H18  H18  H  0  1  N  N  N  160.197  -11.916  135.070   4.249  -0.933   0.977  H18  9O9  48  
9O9  H19  H19  H  0  1  N  N  N  165.633  -11.143  134.958   0.210  -2.043  -0.094  H19  9O9  49  
9O9  H20  H20  H  0  1  N  N  N  160.940  -10.385  137.505   2.672  -2.053  -0.518  H20  9O9  50  
9O9  H21  H21  H  0  1  N  N  N  161.648   -9.837  133.084   1.697   1.997   1.081  H21  9O9  51  
9O9  H22  H22  H  0  1  N  N  N  159.659  -11.974  138.466   6.984  -2.055  -0.162  H22  9O9  52  
9O9  H23  H23  H  0  1  N  N  N  156.375  -11.288  136.986   8.476   0.376  -1.516  H23  9O9  53  
#   #
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
9O9  O2   C2   DOUB  N  N   1  
9O9  OBA  CAU  SING  N  N   2  
9O9  C2   N1   SING  N  N   3  
9O9  C2   N3   SING  N  N   4  
9O9  N1   C6   DOUB  N  N   5  
9O9  N3   C4   SING  N  N   6  
9O9  OAY  CAT  SING  N  N   7  
9O9  CAU  CAT  SING  N  N   8  
9O9  CAU  CAV  SING  N  N   9  
9O9  CAW  CAV  SING  N  N  10  
9O9  CAW  OAX  SING  N  N  11  
9O9  CAT  CAS  SING  N  N  12  
9O9  CAS  NAG  SING  N  N  13  
9O9  CAV  OAZ  SING  N  N  14  
9O9  OAX  PBB  SING  N  N  15  
9O9  C6   NAG  SING  N  N  16  
9O9  C6   C5   SING  N  N  17  
9O9  C4   O4   DOUB  N  N  18  
9O9  C4   C5   SING  N  N  19  
9O9  NAG  CAD  SING  N  N  20  
9O9  C5   CAJ  DOUB  N  N  21  
9O9  OBE  PBB  DOUB  N  N  22  
9O9  PBB  OBD  SING  N  N  23  
9O9  PBB  OBC  SING  N  N  24  
9O9  CAD  CAC  DOUB  Y  N  25  
9O9  CAD  CAE  SING  Y  N  26  
9O9  CAJ  CAE  SING  N  N  27  
9O9  CAC  CAB  SING  Y  N  28  
9O9  CAE  CAF  DOUB  Y  N  29  
9O9  CAB  CAP  SING  N  N  30  
9O9  CAB  CAA  DOUB  Y  N  31  
9O9  CAF  CAA  SING  Y  N  32  
9O9  CAA  CAO  SING  N  N  33  
9O9  N3   H2   SING  N  N  34  
9O9  CAC  H3   SING  N  N  35  
9O9  CAF  H4   SING  N  N  36  
9O9  CAJ  H5   SING  N  N  37  
9O9  CAO  H6   SING  N  N  38  
9O9  CAO  H7   SING  N  N  39  
9O9  CAO  H8   SING  N  N  40  
9O9  CAP  H9   SING  N  N  41  
9O9  CAP  H10  SING  N  N  42  
9O9  CAP  H11  SING  N  N  43  
9O9  CAS  H12  SING  N  N  44  
9O9  CAS  H13  SING  N  N  45  
9O9  CAT  H14  SING  N  N  46  
9O9  CAU  H15  SING  N  N  47  
9O9  CAV  H16  SING  N  N  48  
9O9  CAW  H17  SING  N  N  49  
9O9  CAW  H18  SING  N  N  50  
9O9  OAY  H19  SING  N  N  51  
9O9  OAZ  H20  SING  N  N  52  
9O9  OBA  H21  SING  N  N  53  
9O9  OBC  H22  SING  N  N  54  
9O9  OBD  H23  SING  N  N  55  
#   #
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
9O9  SMILES            ACDLabs               12.01  "C3(=O)C2=Cc1c(cc(c(C)c1)C)N(C2=NC(N3)=O)CC(C(C(O)COP(O)(O)=O)O)O"  
9O9  InChI             InChI                 1.03   "InChI=1S/C18H22N3O9P/c1-8-3-10-5-11-16(19-18(26)20-17(11)25)21(12(10)4-9(8)2)6-13(22)15(24)14(23)7-30-31(27,28)29/h3-5,13-15,22-24H,6-7H2,1-2H3,(H,20,25,26)(H2,27,28,29)/t13-,14+,15-/m0/s1"  
9O9  InChIKey          InChI                 1.03   LAWFKZVKVIYTAR-ZNMIVQPWSA-N  
9O9  SMILES_CANONICAL  CACTVS                3.385  "Cc1cc2C=C3C(=O)NC(=O)N=C3N(C[C@H](O)[C@H](O)[C@H](O)CO[P](O)(O)=O)c2cc1C"  
9O9  SMILES            CACTVS                3.385  "Cc1cc2C=C3C(=O)NC(=O)N=C3N(C[CH](O)[CH](O)[CH](O)CO[P](O)(O)=O)c2cc1C"  
9O9  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "Cc1cc2c(cc1C)N(C3=NC(=O)NC(=O)C3=C2)C[C@@H]([C@@H]([C@@H](COP(=O)(O)O)O)O)O"  
9O9  SMILES            "OpenEye OEToolkits"  2.0.6  "Cc1cc2c(cc1C)N(C3=NC(=O)NC(=O)C3=C2)CC(C(C(COP(=O)(O)O)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
9O9  "SYSTEMATIC NAME"  ACDLabs               12.01  "1-deoxy-1-(7,8-dimethyl-2,4-dioxo-3,4-dihydropyrimido[4,5-b]quinolin-10(2H)-yl)-5-O-phosphono-D-ribitol"  
9O9  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.6  "[(2~{R},3~{S},4~{S})-5-[7,8-dimethyl-2,4-bis(oxidanylidene)pyrimido[4,5-b]quinolin-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
9O9  "Create component"               2018-06-12  PDBJ  
9O9  "Initial release"                2019-05-29  RCSB  
9O9  "Modify model coordinates code"  2019-06-19  PDBj  
##
