data_91P
#

_chem_comp.id                                   91P
_chem_comp.name                                 "[[(2~{R},3~{S},4~{R},5~{R})-5-(2-azanyl-7-methyl-6-oxidanylidene-1~{H}-purin-9-ium-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] [[(2~{R},3~{S},4~{R},5~{R})-5-(4-azanyl-2-oxidanylidene-pyrimidin-1-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] hydrogen phosphate"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C20 H30 N8 O18 P3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "dinucleotide triphosphate cap analog m7GpppC"
_chem_comp.pdbx_formal_charge                   1
_chem_comp.pdbx_initial_date                    2017-03-27
_chem_comp.pdbx_modified_date                   2021-03-01
_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                       763.416
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    91P
_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       5V87
_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
91P  C22   C1   C  0  1  N  N  N  -3.442  12.915  -20.466   5.715   0.771   1.883  C22   91P   1  
91P  C26   C2   C  0  1  N  N  R  -6.284  13.719  -22.005   8.225  -1.710   1.596  C26   91P   2  
91P  C28   C3   C  0  1  N  N  S  -5.707  14.052  -20.560   7.401  -0.929   2.649  C28   91P   3  
91P  C01   C4   C  0  1  N  N  N  -0.009   9.154  -26.978  -8.039   0.241   3.382  C01   91P   4  
91P  C03   C5   C  0  1  Y  N  N   0.764  10.617  -25.005  -6.874   0.043   1.164  C03   91P   5  
91P  C05   C6   C  0  1  N  N  R   1.633  12.494  -23.408  -5.993  -0.637  -1.030  C05   91P   6  
91P  C07   C7   C  0  1  N  N  R   2.343  11.487  -21.343  -4.544   0.782  -2.106  C07   91P   7  
91P  C08   C8   C  0  1  N  N  N   1.811   9.998  -21.079  -3.811   2.120  -1.996  C08   91P   8  
91P  C23   C9   C  0  1  N  N  R  -4.130  14.266  -20.872   6.029  -0.724   1.979  C23   91P   9  
91P  C25   C10  C  0  1  N  N  R  -5.367  14.728  -22.852   7.115  -2.325   0.707  C25   91P  10  
91P  C31   C11  C  0  1  N  N  N  -5.085  13.094  -24.821   7.621  -3.885  -1.110  C31   91P  11  
91P  C32   C12  C  0  1  N  N  N  -5.143  12.791  -26.194   8.093  -4.132  -2.355  C32   91P  12  
91P  C33   C13  C  0  1  N  N  N  -5.560  13.861  -27.162   8.577  -3.056  -3.128  C33   91P  13  
91P  C35   C14  C  0  1  N  N  N  -5.837  15.456  -25.236   8.100  -1.602  -1.397  C35   91P  14  
91P  C38   C15  C  0  1  N  N  S   1.124  12.523  -21.039  -5.878   0.961  -2.865  C38   91P  15  
91P  C40   C16  C  0  1  N  N  R   0.340  12.578  -22.434  -6.853   0.006  -2.140  C40   91P  16  
91P  C42   C17  C  0  1  Y  N  N   1.276  12.627  -26.060  -7.532  -1.902   0.468  C42   91P  17  
91P  C43   C18  C  0  1  Y  N  N   0.827  11.703  -27.024  -8.129  -1.673   1.713  C43   91P  18  
91P  C44   C19  C  0  1  N  N  N   0.750  12.095  -28.453  -8.977  -2.654   2.254  C44   91P  19  
91P  C47   C20  C  0  1  N  N  N   1.638  14.447  -27.722  -8.587  -3.958   0.332  C47   91P  20  
91P  N02   N1   N  0  1  Y  N  N   0.509  10.453  -26.351  -7.688  -0.432   2.129  N02   91P  21  
91P  N04   N2   N  1  1  Y  N  N   1.227  11.936  -24.795  -6.786  -0.820   0.188  N04   91P  22  
91P  N30   N3   N  0  1  N  N  N  -5.425  14.374  -24.306   7.627  -2.607  -0.637  N30   91P  23  
91P  N34   N4   N  0  1  N  N  N  -5.870  15.066  -26.647   8.563  -1.829  -2.625  N34   91P  24  
91P  N37   N5   N  0  1  N  N  N  -5.622  13.541  -28.632   9.062  -3.279  -4.396  N37   91P  25  
91P  N46   N6   N  0  1  N  N  N   1.174  13.509  -28.767  -9.188  -3.785   1.543  N46   91P  26  
91P  N48   N7   N  0  1  N  N  N   1.667  13.972  -26.396  -7.786  -3.054  -0.182  N48   91P  27  
91P  N49   N8   N  0  1  N  N  N   2.042  15.821  -28.082  -8.817  -5.118  -0.366  N49   91P  28  
91P  O06   O1   O  0  1  N  N  N   2.629  11.777  -22.752  -4.925   0.308  -0.797  O06   91P  29  
91P  O09   O2   O  0  1  N  N  N   0.733   9.745  -21.878  -2.530   1.913  -1.396  O09   91P  30  
91P  O11   O3   O  0  1  N  N  N  -1.692   8.828  -21.677  -1.002   3.727  -2.530  O11   91P  31  
91P  O12   O4   O  0  1  N  N  N   0.273   7.060  -21.801  -2.142   4.164  -0.321  O12   91P  32  
91P  O13   O5   O  0  1  N  N  N  -0.384   8.304  -19.460  -0.212   2.536  -0.324  O13   91P  33  
91P  O15   O6   O  0  1  N  N  N  -0.865   9.467  -17.248   0.363   3.490   2.058  O15   91P  34  
91P  O16   O7   O  0  1  N  N  N  -3.008   8.859  -18.734   1.359   4.491  -0.035  O16   91P  35  
91P  O17   O8   O  0  1  N  N  N  -1.450  10.970  -19.330   2.200   2.218   0.672  O17   91P  36  
91P  O19   O9   O  0  1  N  N  N  -2.402  11.786  -17.122   4.549   3.184  -0.008  O19   91P  37  
91P  O20   O10  O  0  1  N  N  N  -1.377  13.602  -18.699   3.779   3.170   2.396  O20   91P  38  
91P  O21   O11  O  0  1  N  N  N  -3.853  12.537  -19.198   4.394   0.949   1.368  O21   91P  39  
91P  O24   O12  O  0  1  N  N  N  -4.076  14.599  -22.283   6.108  -1.291   0.661  O24   91P  40  
91P  O27   O13  O  0  1  N  N  N  -7.651  13.928  -22.130   9.008  -2.732   2.216  O27   91P  41  
91P  O29   O14  O  0  1  N  N  N  -6.306  15.222  -20.061   7.263  -1.698   3.846  O29   91P  42  
91P  O36   O15  O  0  1  N  N  N  -6.138  16.574  -24.901   8.097  -0.465  -0.957  O36   91P  43  
91P  O39   O16  O  0  1  N  N  N   1.584  13.784  -20.773  -5.730   0.580  -4.234  O39   91P  44  
91P  O41   O17  O  0  1  N  N  N  -0.390  13.773  -22.529  -7.337  -0.993  -3.040  O41   91P  45  
91P  O45   O18  O  0  1  N  N  N   0.365  11.353  -29.371  -9.510  -2.490   3.339  O45   91P  46  
91P  P10   P1   P  0  1  N  N  N  -0.297   8.380  -21.330  -1.486   3.108  -1.125  P10   91P  47  
91P  P14   P2   P  0  1  N  N  N  -1.278   9.433  -18.657   0.937   3.212   0.579  P14   91P  48  
91P  P18   P3   P  0  1  N  N  N  -2.229  12.363  -18.571   3.732   2.397   1.135  P18   91P  49  
91P  H221  H1   H  0  0  N  N  N  -3.721  12.133  -21.188   5.782   1.220   2.874  H221  91P  50  
91P  H222  H2   H  0  0  N  N  N  -2.350  13.046  -20.471   6.433   1.251   1.218  H222  91P  51  
91P  H261  H3   H  0  0  N  N  N  -6.006  12.688  -22.268   8.857  -1.035   1.019  H261  91P  52  
91P  H281  H4   H  0  0  N  N  N  -5.838  13.187  -19.893   7.870   0.030   2.866  H281  91P  53  
91P  H011  H5   H  0  0  N  N  N  -0.148   8.397  -26.192  -7.321  -0.033   4.155  H011  91P  54  
91P  H013  H6   H  0  0  N  N  N  -0.971   9.346  -27.477  -8.018   1.321   3.233  H013  91P  55  
91P  H012  H7   H  0  0  N  N  N   0.720   8.787  -27.716  -9.039  -0.064   3.691  H012  91P  56  
91P  H031  H8   H  0  0  N  N  N   0.632   9.865  -24.241  -6.372   0.999   1.193  H031  91P  57  
91P  H051  H9   H  0  0  N  N  N   1.974  13.529  -23.561  -5.588  -1.591  -1.367  H051  91P  58  
91P  H071  H10  H  0  0  N  N  N   3.198  11.709  -20.688  -3.917   0.047  -2.610  H071  91P  59  
91P  H082  H11  H  0  0  N  N  N   1.516   9.897  -20.024  -3.682   2.547  -2.991  H082  91P  60  
91P  H081  H12  H  0  0  N  N  N   2.611   9.278  -21.306  -4.394   2.804  -1.380  H081  91P  61  
91P  H231  H13  H  0  0  N  N  N  -3.745  15.085  -20.247   5.255  -1.229   2.556  H231  91P  62  
91P  H251  H14  H  0  0  N  N  N  -5.755  15.747  -22.707   6.715  -3.230   1.164  H251  91P  63  
91P  H311  H15  H  0  0  N  N  N  -4.770  12.324  -24.132   7.241  -4.691  -0.501  H311  91P  64  
91P  H321  H16  H  0  0  N  N  N  -4.891  11.802  -26.547   8.098  -5.137  -2.750  H321  91P  65  
91P  H381  H17  H  0  0  N  N  N   0.473  12.113  -20.253  -6.224   1.992  -2.791  H381  91P  66  
91P  H401  H18  H  0  0  N  N  N  -0.282  11.679  -22.557  -7.682   0.564  -1.706  H401  91P  67  
91P  H371  H19  H  0  0  N  N  N  -5.906  14.243  -29.285   9.396  -2.537  -4.925  H371  91P  68  
91P  H372  H20  H  0  0  N  N  N  -5.379  12.626  -28.955   9.072  -4.178  -4.761  H372  91P  69  
91P  H461  H21  H  0  0  N  N  N   1.140  13.823  -29.716  -9.770  -4.476   1.897  H461  91P  70  
91P  H491  H22  H  0  0  N  N  N   2.351  16.454  -27.372  -8.390  -5.259  -1.226  H491  91P  71  
91P  H492  H23  H  0  0  N  N  N   2.007  16.119  -29.036  -9.406  -5.796   0.000  H492  91P  72  
91P  H1    H24  H  0  1  N  N  N  -2.114   8.166  -22.212  -0.563   3.090  -3.110  H1    91P  73  
91P  H2    H25  H  0  1  N  N  N  -1.587   9.184  -16.699   0.067   2.695   2.521  H2    91P  74  
91P  H3    H26  H  0  1  N  N  N  -1.922  12.327  -16.506   4.560   2.734  -0.864  H3    91P  75  
91P  H271  H27  H  0  0  N  N  N  -8.119  13.293  -21.600   9.657  -2.399   2.851  H271  91P  76  
91P  H291  H28  H  0  0  N  N  N  -5.957  15.414  -19.199   8.102  -1.907   4.278  H291  91P  77  
91P  H391  H29  H  0  0  N  N  N   2.055  13.782  -19.948  -6.538   0.673  -4.758  H391  91P  78  
91P  H411  H30  H  0  0  N  N  N  -1.127  13.743  -21.930  -7.884  -0.645  -3.757  H411  91P  79  
#   #
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
91P  O45  C44   DOUB  N  N   1  
91P  N46  C44   SING  N  N   2  
91P  N46  C47   SING  N  N   3  
91P  N37  C33   SING  N  N   4  
91P  C44  C43   SING  N  N   5  
91P  N49  C47   SING  N  N   6  
91P  C47  N48   DOUB  N  N   7  
91P  C33  N34   DOUB  N  N   8  
91P  C33  C32   SING  N  N   9  
91P  C43  N02   SING  Y  N  10  
91P  C43  C42   DOUB  Y  N  11  
91P  C01  N02   SING  N  N  12  
91P  N34  C35   SING  N  N  13  
91P  N48  C42   SING  N  N  14  
91P  N02  C03   SING  Y  N  15  
91P  C32  C31   DOUB  N  N  16  
91P  C42  N04   SING  Y  N  17  
91P  C35  O36   DOUB  N  N  18  
91P  C35  N30   SING  N  N  19  
91P  C03  N04   DOUB  Y  N  20  
91P  C31  N30   SING  N  N  21  
91P  N04  C05   SING  N  N  22  
91P  N30  C25   SING  N  N  23  
91P  C05  O06   SING  N  N  24  
91P  C05  C40   SING  N  N  25  
91P  C25  O24   SING  N  N  26  
91P  C25  C26   SING  N  N  27  
91P  O06  C07   SING  N  N  28  
91P  O41  C40   SING  N  N  29  
91P  C40  C38   SING  N  N  30  
91P  O24  C23   SING  N  N  31  
91P  O27  C26   SING  N  N  32  
91P  C26  C28   SING  N  N  33  
91P  O09  P10   SING  N  N  34  
91P  O09  C08   SING  N  N  35  
91P  O12  P10   DOUB  N  N  36  
91P  O11  P10   SING  N  N  37  
91P  C07  C08   SING  N  N  38  
91P  C07  C38   SING  N  N  39  
91P  P10  O13   SING  N  N  40  
91P  C38  O39   SING  N  N  41  
91P  C23  C28   SING  N  N  42  
91P  C23  C22   SING  N  N  43  
91P  C28  O29   SING  N  N  44  
91P  C22  O21   SING  N  N  45  
91P  O13  P14   SING  N  N  46  
91P  O17  P14   SING  N  N  47  
91P  O17  P18   SING  N  N  48  
91P  O21  P18   SING  N  N  49  
91P  O16  P14   DOUB  N  N  50  
91P  O20  P18   DOUB  N  N  51  
91P  P14  O15   SING  N  N  52  
91P  P18  O19   SING  N  N  53  
91P  C22  H221  SING  N  N  54  
91P  C22  H222  SING  N  N  55  
91P  C26  H261  SING  N  N  56  
91P  C28  H281  SING  N  N  57  
91P  C01  H011  SING  N  N  58  
91P  C01  H013  SING  N  N  59  
91P  C01  H012  SING  N  N  60  
91P  C03  H031  SING  N  N  61  
91P  C05  H051  SING  N  N  62  
91P  C07  H071  SING  N  N  63  
91P  C08  H082  SING  N  N  64  
91P  C08  H081  SING  N  N  65  
91P  C23  H231  SING  N  N  66  
91P  C25  H251  SING  N  N  67  
91P  C31  H311  SING  N  N  68  
91P  C32  H321  SING  N  N  69  
91P  C38  H381  SING  N  N  70  
91P  C40  H401  SING  N  N  71  
91P  N37  H371  SING  N  N  72  
91P  N37  H372  SING  N  N  73  
91P  N46  H461  SING  N  N  74  
91P  N49  H491  SING  N  N  75  
91P  N49  H492  SING  N  N  76  
91P  O11  H1    SING  N  N  77  
91P  O15  H2    SING  N  N  78  
91P  O19  H3    SING  N  N  79  
91P  O27  H271  SING  N  N  80  
91P  O29  H291  SING  N  N  81  
91P  O39  H391  SING  N  N  82  
91P  O41  H411  SING  N  N  83  
#   #
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
91P  SMILES            ACDLabs               12.01  "C(OP(OP(OP(OCC1C(O)C(C(O1)[n+]2cn(C)c3c2N=C(NC3=O)N)O)(O)=O)(O)=O)(O)=O)C4C(C(C(O4)N5C=CC(=NC5=O)N)O)O"  
91P  InChI             InChI                 1.03   "InChI=1S/C20H29N8O18P3/c1-26-6-28(15-10(26)16(33)25-19(22)24-15)18-14(32)12(30)8(44-18)5-42-48(37,38)46-49(39,40)45-47(35,36)41-4-7-11(29)13(31)17(43-7)27-3-2-9(21)23-20(27)34/h2-3,6-8,11-14,17-18,29-32H,4-5H2,1H3,(H7-,21,22,23,24,25,33,34,35,36,37,38,39,40)/p+1/t7-,8-,11-,12-,13-,14-,17-,18-/m1/s1"  
91P  InChIKey          InChI                 1.03   MKNQXCMUSBQGFH-KPKSGTNCSA-O  
91P  SMILES_CANONICAL  CACTVS                3.385  "Cn1c[n+]([C@@H]2O[C@H](CO[P](O)(=O)O[P](O)(=O)O[P](O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)N4C=CC(=NC4=O)N)[C@@H](O)[C@H]2O)c5N=C(N)NC(=O)c15"  
91P  SMILES            CACTVS                3.385  "Cn1c[n+]([CH]2O[CH](CO[P](O)(=O)O[P](O)(=O)O[P](O)(=O)OC[CH]3O[CH]([CH](O)[CH]3O)N4C=CC(=NC4=O)N)[CH](O)[CH]2O)c5N=C(N)NC(=O)c15"  
91P  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "Cn1c[n+](c2c1C(=O)NC(=N2)N)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)OC[C@@H]4[C@H]([C@H]([C@@H](O4)N5C=CC(=NC5=O)N)O)O)O)O"  
91P  SMILES            "OpenEye OEToolkits"  2.0.6  "Cn1c[n+](c2c1C(=O)NC(=N2)N)C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)OCC4C(C(C(O4)N5C=CC(=NC5=O)N)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
91P  "SYSTEMATIC NAME"  ACDLabs               12.01  "2-amino-9-[(2R,3R,4S,5R)-5-({[(S)-{[(R)-{[(R)-{[(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methoxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]oxy}methyl)-3,4-dihydroxytetrahydrofuran-2-yl]-7-methyl-6-oxo-6,7-dihydro-1H-purin-9-ium (non-preferred name)"  
91P  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.6  "[[(2~{R},3~{S},4~{R},5~{R})-5-(2-azanyl-7-methyl-6-oxidanylidene-1~{H}-purin-9-ium-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] [[(2~{R},3~{S},4~{R},5~{R})-5-(4-azanyl-2-oxidanylidene-pyrimidin-1-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] hydrogen 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
91P  "Create component"  2017-03-27  RCSB  
91P  "Modify synonyms"   2017-04-04  RCSB  
91P  "Initial release"   2017-04-19  RCSB  
91P  "Modify synonyms"   2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     91P
_pdbx_chem_comp_synonyms.name        "dinucleotide triphosphate cap analog m7GpppC"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
