data_9Q6
#

_chem_comp.id                                   9Q6
_chem_comp.name                                 "1-deoxy-1-[(4aS)-4a-hydroxy-7,8-dimethyl-2,4-dioxo-3,4,4a,5-tetrahydrobenzo[g]pteridin-10(2H)-yl]-5-O-phosphono-D-ribitol"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C17 H23 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                    2018-06-20
_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                       474.359
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    9Q6
_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       6A4G
_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
9Q6  CAA  C1   C  0  1  N  N  N  28.010   -8.867  29.541  -4.447   4.859  -1.040  CAA  9Q6   1  
9Q6  CAB  C2   C  0  1  Y  N  N  28.054   -8.894  28.149  -3.799   3.577  -0.584  CAB  9Q6   2  
9Q6  CAC  C3   C  0  1  Y  N  N  29.279   -8.907  27.497  -4.329   2.359  -0.972  CAC  9Q6   3  
9Q6  CAD  C4   C  0  1  Y  N  N  29.323   -8.936  26.107  -3.731   1.186  -0.551  CAD  9Q6   4  
9Q6  CAE  C5   C  0  1  Y  N  N  28.147   -8.921  25.353  -2.588   1.226   0.251  CAE  9Q6   5  
9Q6  CAF  C6   C  0  1  Y  N  N  26.928   -8.941  26.016  -2.069   2.451   0.640  CAF  9Q6   6  
9Q6  CAG  C7   C  0  1  Y  N  N  26.880   -8.912  27.404  -2.673   3.621   0.218  CAG  9Q6   7  
9Q6  CAH  C8   C  0  1  N  N  N  25.644   -8.902  28.031  -2.108   4.951   0.643  CAH  9Q6   8  
9Q6  CAJ  C9   C  0  1  N  N  N  29.358   -8.943  23.357  -2.583  -1.152   0.444  CAJ  9Q6   9  
9Q6  CAL  C10  C  0  1  N  N  N  30.517   -8.981  21.327  -2.448  -3.457   0.264  CAL  9Q6  10  
9Q6  CAO  C11  C  0  1  N  N  N  31.700   -8.705  23.408  -4.418  -2.488  -0.534  CAO  9Q6  11  
9Q6  CAQ  C12  C  0  1  N  N  S  30.497   -8.576  24.074  -4.032  -1.163   0.043  CAQ  9Q6  12  
9Q6  CAS  C13  C  0  1  N  N  N  26.914   -9.184  23.232  -0.639   0.074   1.269  CAS  9Q6  13  
9Q6  CAT  C14  C  0  1  N  N  S  26.621  -10.654  22.902   0.439  -0.016   0.187  CAT  9Q6  14  
9Q6  CAU  C15  C  0  1  N  N  S  25.261  -10.798  22.205   1.822   0.024   0.840  CAU  9Q6  15  
9Q6  CAV  C16  C  0  1  N  N  R  24.104  -10.469  23.143   2.900  -0.066  -0.242  CAV  9Q6  16  
9Q6  CAW  C17  C  0  1  N  N  N  22.850  -11.132  22.570   4.283  -0.025   0.411  CAW  9Q6  17  
9Q6  NAI  N1   N  0  1  N  N  N  28.180   -8.987  24.005  -1.963   0.035   0.643  NAI  9Q6  18  
9Q6  NAK  N2   N  0  1  N  N  N  29.371   -9.049  22.016  -1.923  -2.270   0.590  NAK  9Q6  19  
9Q6  NAN  N3   N  0  1  N  N  N  31.720   -8.799  22.013  -3.628  -3.562  -0.371  NAN  9Q6  20  
9Q6  NAR  N4   N  0  1  N  N  N  30.507   -8.950  25.486  -4.270  -0.065  -0.900  NAR  9Q6  21  
9Q6  OAM  O1   O  0  1  N  N  N  30.514   -9.100  20.101  -1.838  -4.471   0.548  OAM  9Q6  22  
9Q6  OAP  O2   O  0  1  N  N  N  32.750   -8.495  24.014  -5.453  -2.595  -1.156  OAP  9Q6  23  
9Q6  OAX  O3   O  0  1  N  N  N  21.717  -10.734  23.326   5.288   0.007  -0.604  OAX  9Q6  24  
9Q6  OAZ  O4   O  0  1  N  N  N  22.074  -11.498  25.785   7.700  -0.049  -1.648  OAZ  9Q6  25  
9Q6  OBA  O5   O  0  1  N  N  N  19.701  -11.156  24.829   7.216   1.440   0.463  OBA  9Q6  26  
9Q6  OBB  O6   O  0  1  N  N  N  21.134  -13.161  24.067   7.219  -1.080   0.605  OBB  9Q6  27  
9Q6  OBC  O7   O  0  1  N  N  N  24.365  -10.972  24.455   2.749  -1.291  -0.963  OBC  9Q6  28  
9Q6  OBD  O8   O  0  1  N  N  N  25.186   -9.917  21.080   1.972   1.249   1.560  OBD  9Q6  29  
9Q6  OBE  O9   O  0  1  N  N  N  27.624  -11.151  22.020   0.288  -1.241  -0.534  OBE  9Q6  30  
9Q6  OBF  O10  O  0  1  N  N  N  30.387   -7.152  24.169  -4.829  -0.920   1.204  OBF  9Q6  31  
9Q6  PAY  P1   P  0  1  N  N  N  21.224  -11.623  24.571   6.864   0.055  -0.277  PAY  9Q6  32  
9Q6  H1   H1   H  0  1  N  N  N  28.000   -9.897  29.928  -5.203   5.162  -0.315  H1   9Q6  33  
9Q6  H2   H2   H  0  1  N  N  N  28.895   -8.340  29.926  -3.691   5.639  -1.124  H2   9Q6  34  
9Q6  H3   H3   H  0  1  N  N  N  27.100   -8.343  29.869  -4.917   4.703  -2.011  H3   9Q6  35  
9Q6  H4   H4   H  0  1  N  N  N  30.196   -8.895  28.067  -5.206   2.325  -1.601  H4   9Q6  36  
9Q6  H5   H5   H  0  1  N  N  N  26.010   -8.979  25.449  -1.192   2.492   1.270  H5   9Q6  37  
9Q6  H6   H6   H  0  1  N  N  N  25.319   -9.936  28.219  -1.369   5.283  -0.087  H6   9Q6  38  
9Q6  H7   H7   H  0  1  N  N  N  25.722   -8.363  28.987  -2.912   5.685   0.705  H7   9Q6  39  
9Q6  H8   H8   H  0  1  N  N  N  24.910   -8.398  27.385  -1.633   4.850   1.619  H8   9Q6  40  
9Q6  H9   H9   H  0  1  N  N  N  26.991   -8.624  22.288  -0.536  -0.766   1.955  H9   9Q6  41  
9Q6  H10  H10  H  0  1  N  N  N  26.078   -8.787  23.826  -0.524   1.009   1.818  H10  9Q6  42  
9Q6  H11  H11  H  0  1  N  N  N  26.607  -11.235  23.836   0.336   0.824  -0.500  H11  9Q6  43  
9Q6  H12  H12  H  0  1  N  N  N  25.152  -11.840  21.869   1.924  -0.816   1.526  H12  9Q6  44  
9Q6  H13  H13  H  0  1  N  N  N  23.957   -9.379  23.169   2.797   0.774  -0.929  H13  9Q6  45  
9Q6  H14  H14  H  0  1  N  N  N  22.718  -10.824  21.522   4.365   0.866   1.032  H14  9Q6  46  
9Q6  H15  H15  H  0  1  N  N  N  22.958  -12.226  22.620   4.419  -0.913   1.029  H15  9Q6  47  
9Q6  H16  H16  H  0  1  N  N  N  32.584   -8.737  21.513  -3.912  -4.424  -0.713  H16  9Q6  48  
9Q6  H17  H17  H  0  1  N  N  N  30.877   -9.877  25.554  -4.772  -0.194  -1.720  H17  9Q6  49  
9Q6  H18  H18  H  0  1  N  N  N  22.403  -12.355  26.032   8.659  -0.027  -1.527  H18  9Q6  50  
9Q6  H19  H19  H  0  1  N  N  N  19.111  -11.874  24.631   7.010   2.228  -0.058  H19  9Q6  51  
9Q6  H20  H20  H  0  1  N  N  N  23.637  -10.760  25.027   2.829  -2.083  -0.414  H20  9Q6  52  
9Q6  H21  H21  H  0  1  N  N  N  24.341  -10.014  20.657   1.893   2.041   1.011  H21  9Q6  53  
9Q6  H22  H22  H  0  1  N  N  N  28.476  -11.071  22.432   0.368  -2.033   0.015  H22  9Q6  54  
9Q6  H23  H23  H  0  1  N  N  N  31.255   -6.766  24.169  -5.781  -0.911   1.033  H23  9Q6  55  
#   #
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
9Q6  OAM  CAL  DOUB  N  N   1  
9Q6  OBD  CAU  SING  N  N   2  
9Q6  CAL  NAN  SING  N  N   3  
9Q6  CAL  NAK  SING  N  N   4  
9Q6  NAN  CAO  SING  N  N   5  
9Q6  NAK  CAJ  DOUB  N  N   6  
9Q6  OBE  CAT  SING  N  N   7  
9Q6  CAU  CAT  SING  N  N   8  
9Q6  CAU  CAV  SING  N  N   9  
9Q6  CAW  CAV  SING  N  N  10  
9Q6  CAW  OAX  SING  N  N  11  
9Q6  CAT  CAS  SING  N  N  12  
9Q6  CAV  OBC  SING  N  N  13  
9Q6  CAS  NAI  SING  N  N  14  
9Q6  OAX  PAY  SING  N  N  15  
9Q6  CAJ  NAI  SING  N  N  16  
9Q6  CAJ  CAQ  SING  N  N  17  
9Q6  CAO  OAP  DOUB  N  N  18  
9Q6  CAO  CAQ  SING  N  N  19  
9Q6  NAI  CAE  SING  N  N  20  
9Q6  OBB  PAY  DOUB  N  N  21  
9Q6  CAQ  OBF  SING  N  N  22  
9Q6  CAQ  NAR  SING  N  N  23  
9Q6  PAY  OBA  SING  N  N  24  
9Q6  PAY  OAZ  SING  N  N  25  
9Q6  CAE  CAF  SING  Y  N  26  
9Q6  CAE  CAD  DOUB  Y  N  27  
9Q6  NAR  CAD  SING  N  N  28  
9Q6  CAF  CAG  DOUB  Y  N  29  
9Q6  CAD  CAC  SING  Y  N  30  
9Q6  CAG  CAH  SING  N  N  31  
9Q6  CAG  CAB  SING  Y  N  32  
9Q6  CAC  CAB  DOUB  Y  N  33  
9Q6  CAB  CAA  SING  N  N  34  
9Q6  CAA  H1   SING  N  N  35  
9Q6  CAA  H2   SING  N  N  36  
9Q6  CAA  H3   SING  N  N  37  
9Q6  CAC  H4   SING  N  N  38  
9Q6  CAF  H5   SING  N  N  39  
9Q6  CAH  H6   SING  N  N  40  
9Q6  CAH  H7   SING  N  N  41  
9Q6  CAH  H8   SING  N  N  42  
9Q6  CAS  H9   SING  N  N  43  
9Q6  CAS  H10  SING  N  N  44  
9Q6  CAT  H11  SING  N  N  45  
9Q6  CAU  H12  SING  N  N  46  
9Q6  CAV  H13  SING  N  N  47  
9Q6  CAW  H14  SING  N  N  48  
9Q6  CAW  H15  SING  N  N  49  
9Q6  NAN  H16  SING  N  N  50  
9Q6  NAR  H17  SING  N  N  51  
9Q6  OAZ  H18  SING  N  N  52  
9Q6  OBA  H19  SING  N  N  53  
9Q6  OBC  H20  SING  N  N  54  
9Q6  OBD  H21  SING  N  N  55  
9Q6  OBE  H22  SING  N  N  56  
9Q6  OBF  H23  SING  N  N  57  
#   #
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
9Q6  SMILES            ACDLabs               12.01  "Cc1cc3c(cc1C)N(C=2C(C(=O)NC(N=2)=O)(O)N3)CC(C(C(O)COP(O)(O)=O)O)O"  
9Q6  InChI             InChI                 1.03   "InChI=1S/C17H23N4O10P/c1-7-3-9-10(4-8(7)2)21(14-17(27,20-9)15(25)19-16(26)18-14)5-11(22)13(24)12(23)6-31-32(28,29)30/h3-4,11-13,20,22-24,27H,5-6H2,1-2H3,(H,19,25,26)(H2,28,29,30)/t11-,12+,13-,17-/m0/s1"  
9Q6  InChIKey          InChI                 1.03   XVRDTKNEVFQDDQ-LKQDWFRTSA-N  
9Q6  SMILES_CANONICAL  CACTVS                3.385  "Cc1cc2N[C@@]3(O)C(=O)NC(=O)N=C3N(C[C@H](O)[C@H](O)[C@H](O)CO[P](O)(O)=O)c2cc1C"  
9Q6  SMILES            CACTVS                3.385  "Cc1cc2N[C]3(O)C(=O)NC(=O)N=C3N(C[CH](O)[CH](O)[CH](O)CO[P](O)(O)=O)c2cc1C"  
9Q6  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "Cc1cc2c(cc1C)N(C3=NC(=O)NC(=O)[C@@]3(N2)O)C[C@@H]([C@@H]([C@@H](COP(=O)(O)O)O)O)O"  
9Q6  SMILES            "OpenEye OEToolkits"  2.0.6  "Cc1cc2c(cc1C)N(C3=NC(=O)NC(=O)C3(N2)O)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
9Q6  "SYSTEMATIC NAME"  ACDLabs               12.01  "1-deoxy-1-[(4aS)-4a-hydroxy-7,8-dimethyl-2,4-dioxo-3,4,4a,5-tetrahydrobenzo[g]pteridin-10(2H)-yl]-5-O-phosphono-D-ribitol"  
9Q6  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.6  "[(2~{R},3~{S},4~{S})-5-[(4~{a}~{S})-7,8-dimethyl-4~{a}-oxidanyl-2,4-bis(oxidanylidene)-5~{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
9Q6  "Create component"  2018-06-20  PDBJ  
9Q6  "Initial release"   2019-06-19  RCSB  
##
