data_A1CGJ
# 
_chem_comp.id                                    A1CGJ 
_chem_comp.name                                  "2-amino-1-[(R)-{[(2R,3S,5R)-5-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl]-3-[(S)-{[(2R,3S,5R)-5-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl]-1H-imidazol-3-ium (non-preferred name)" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H30 N13 O12 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2025-06-12 
_chem_comp.pdbx_modified_date                    2025-10-17 
_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                        742.512 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1CGJ 
_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        9OL3 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              ? 
# 
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.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
A1CGJ O6A O1  O 0 1 N N N N N N -4.658 16.659 40.637 -9.839  -3.841 2.312  O6A A1CGJ 1  
A1CGJ C6A C1  C 0 1 N N N N N N -4.984 17.849 40.595 -9.740  -3.093 1.355  C6A A1CGJ 2  
A1CGJ N1A N1  N 0 1 N N N N N N -6.277 18.117 40.246 -10.548 -3.231 0.281  N1A A1CGJ 3  
A1CGJ C2A C2  C 0 1 N N N N N N -6.740 19.369 40.194 -10.428 -2.388 -0.784 C2A A1CGJ 4  
A1CGJ N2A N2  N 0 1 N N N N N N -8.012 19.624 39.868 -11.262 -2.553 -1.861 N2A A1CGJ 5  
A1CGJ N3A N3  N 0 1 N N N N N N -5.902 20.403 40.449 -9.538  -1.422 -0.808 N3A A1CGJ 6  
A1CGJ C4A C3  C 0 1 Y N N N N N -4.637 20.134 40.791 -8.704  -1.224 0.220  C4A A1CGJ 7  
A1CGJ C5A C4  C 0 1 Y N N N N N -4.172 18.887 40.874 -8.780  -2.053 1.344  C5A A1CGJ 8  
A1CGJ N7A N4  N 0 1 Y N N N N N -2.880 18.981 41.235 -7.838  -1.629 2.222  N7A A1CGJ 9  
A1CGJ C8A C5  C 0 1 Y N N N N N -2.599 20.250 41.369 -7.207  -0.610 1.717  C8A A1CGJ 10 
A1CGJ N9A N5  N 0 1 Y N N N N N -3.658 20.996 41.107 -7.702  -0.328 0.476  N9A A1CGJ 11 
A1CGJ C1D C6  C 0 1 N N R N N N -3.807 22.478 41.086 -7.252  0.747  -0.412 C1D A1CGJ 12 
A1CGJ O4D O2  O 0 1 N N N N N N -2.537 23.043 41.462 -5.892  1.120  -0.102 O4D A1CGJ 13 
A1CGJ C2D C7  C 0 1 N N N N N N -4.824 23.054 42.055 -8.078  2.029  -0.165 C2D A1CGJ 14 
A1CGJ C3D C8  C 0 1 N N S N N N -4.014 23.514 43.204 -7.052  3.173  -0.323 C3D A1CGJ 15 
A1CGJ O3D O3  O 0 1 N N N N N N -4.650 24.608 43.811 -7.426  4.036  -1.399 O3D A1CGJ 16 
A1CGJ C4D C9  C 0 1 N N R N N N -2.752 23.974 42.532 -5.727  2.447  -0.646 C4D A1CGJ 17 
A1CGJ C5D C10 C 0 1 N N N N N N -1.566 23.680 43.460 -4.552  3.158  0.029  C5D A1CGJ 18 
A1CGJ O5D O4  O 0 1 N N N N N N -1.598 22.288 43.861 -3.328  2.542  -0.376 O5D A1CGJ 19 
A1CGJ PA  P1  P 0 1 N N N N N N -0.522 21.640 44.910 -1.885  3.035  0.143  PA  A1CGJ 20 
A1CGJ O1A O5  O 0 1 N N N N N N -0.712 22.605 46.187 -1.602  4.525  -0.397 O1A A1CGJ 21 
A1CGJ O2A O6  O 0 1 N N N N N N -0.896 20.239 45.150 -1.867  3.035  1.623  O2A A1CGJ 22 
A1CGJ N1C N6  N 0 1 Y N N N N N 0.875  21.982 44.206 -0.726  2.020  -0.419 N1C A1CGJ 23 
A1CGJ C1C C11 C 0 1 Y N N N N N 1.418  21.373 43.146 -0.357  0.872  0.142  C1C A1CGJ 24 
A1CGJ N3C N7  N 0 1 N N N N N N 0.943  20.291 42.503 -0.887  0.333  1.299  N3C A1CGJ 25 
A1CGJ C3C C12 C 0 1 Y N N N N N 1.618  23.040 44.536 0.020   2.204  -1.542 C3C A1CGJ 26 
A1CGJ C2C C13 C 0 1 Y N N N N N 2.652  23.054 43.706 0.850   1.153  -1.651 C2C A1CGJ 27 
A1CGJ N2C N8  N 1 1 Y N N N N N 2.526  22.040 42.830 0.607   0.329  -0.596 N2C A1CGJ 28 
A1CGJ PG  P2  P 0 1 N N N N N N 3.642  21.791 41.527 1.369   -1.091 -0.290 PG  A1CGJ 29 
A1CGJ O1G O7  O 0 1 N N N N N N 3.520  20.549 40.727 0.639   -2.195 -0.951 O1G A1CGJ 30 
A1CGJ O2G O8  O 0 1 N N N N N N 4.879  22.629 41.523 1.406   -1.348 1.299  O2G A1CGJ 31 
A1CGJ O5E O9  O 0 1 N N N N N N 3.019  22.752 40.325 2.874   -1.026 -0.858 O5E A1CGJ 32 
A1CGJ C5E C14 C 0 1 N N N N N N 3.112  24.191 40.271 3.762   -2.145 -0.839 C5E A1CGJ 33 
A1CGJ C4E C15 C 0 1 N N R N N N 1.885  24.637 39.541 5.104   -1.742 -1.452 C4E A1CGJ 34 
A1CGJ O4E O10 O 0 1 N N N N N N 1.729  23.556 38.580 5.770   -0.766 -0.621 O4E A1CGJ 35 
A1CGJ C3E C16 C 0 1 N N S N N N 0.695  24.441 40.428 6.085   -2.942 -1.456 C3E A1CGJ 36 
A1CGJ O3E O11 O 0 1 N N N N N N 0.535  25.547 41.321 5.905   -3.744 -2.625 O3E A1CGJ 37 
A1CGJ C2E C17 C 0 1 N N N N N N -0.373 24.381 39.365 7.462   -2.235 -1.478 C2E A1CGJ 38 
A1CGJ C1E C18 C 0 1 N N R N N N 0.312  23.485 38.296 7.168   -0.817 -0.952 C1E A1CGJ 39 
A1CGJ N9B N9  N 0 1 Y N N N N N -0.018 22.033 38.343 7.972   -0.553 0.244  N9B A1CGJ 40 
A1CGJ C4B C19 C 0 1 Y N N N N N -1.243 21.595 38.032 9.256   -0.080 0.268  C4B A1CGJ 41 
A1CGJ N3B N10 N 0 1 N N N N N N -2.338 22.317 37.716 10.138  0.271  -0.675 N3B A1CGJ 42 
A1CGJ C2B C20 C 0 1 N N N N N N -3.457 21.603 37.442 11.337  0.705  -0.356 C2B A1CGJ 43 
A1CGJ N2B N11 N 0 1 N N N N N N -4.575 22.170 37.141 12.208  1.054  -1.358 N2B A1CGJ 44 
A1CGJ N1B N12 N 0 1 N N N N N N -3.485 20.271 37.565 11.741  0.819  0.941  N1B A1CGJ 45 
A1CGJ C6B C21 C 0 1 N N N N N N -2.388 19.574 37.877 10.904  0.482  1.948  C6B A1CGJ 46 
A1CGJ O6B O12 O 0 1 N N N N N N -2.548 18.350 37.908 11.255  0.580  3.111  O6B A1CGJ 47 
A1CGJ C5B C22 C 0 1 Y N N N N N -1.237 20.272 38.102 9.611   0.014  1.618  C5B A1CGJ 48 
A1CGJ N7B N13 N 0 1 Y N N N N N 0.001  19.915 38.488 8.543   -0.399 2.344  N7B A1CGJ 49 
A1CGJ C8B C23 C 0 1 Y N N N N N 0.741  20.980 38.592 7.576   -0.728 1.538  C8B A1CGJ 50 
A1CGJ H1A H1  H 0 1 N N N N N N -6.891 17.359 40.024 -11.215 -3.935 0.267  H1A A1CGJ 51 
A1CGJ H8I H2  H 0 1 N N N N N N -8.335 20.569 39.815 -11.925 -3.261 -1.857 H8I A1CGJ 52 
A1CGJ H2A H3  H 0 1 N N N N N N -8.640 18.870 39.678 -11.189 -1.961 -2.626 H2A A1CGJ 53 
A1CGJ H8A H4  H 0 1 N N N N N N -1.632 20.637 41.655 -6.405  -0.074 2.202  H8A A1CGJ 54 
A1CGJ H1D H5  H 0 1 N N N N N N -4.070 22.799 40.067 -7.333  0.436  -1.453 H1D A1CGJ 55 
A1CGJ H2D H6  H 0 1 N N N N N N -5.365 23.896 41.598 -8.871  2.122  -0.908 H2D A1CGJ 56 
A1CGJ H8B H7  H 0 1 N N N N N N -5.543 22.283 42.369 -8.498  2.025  0.841  H8B A1CGJ 57 
A1CGJ H3D H8  H 0 1 N N N N N N -3.812 22.694 43.909 -6.964  3.738  0.605  H3D A1CGJ 58 
A1CGJ H8G H9  H 0 1 N N N N N N -4.132 24.906 44.550 -8.280  4.472  -1.275 H8G A1CGJ 59 
A1CGJ H4D H10 H 0 1 N N N N N N -2.790 25.027 42.215 -5.574  2.399  -1.724 H4D A1CGJ 60 
A1CGJ H8C H11 H 0 1 N N N N N N -0.625 23.887 42.929 -4.545  4.207  -0.264 H8C A1CGJ 61 
A1CGJ H5D H12 H 0 1 N N N N N N -1.632 24.320 44.352 -4.656  3.084  1.111  H5D A1CGJ 62 
A1CGJ H1  H13 H 0 1 N N N N N N -1.047 22.100 46.919 -1.524  4.587  -1.359 H1  A1CGJ 63 
A1CGJ H8L H14 H 0 1 N N N N N N 1.434  19.923 41.714 -1.639  0.763  1.734  H8L A1CGJ 64 
A1CGJ H3C H15 H 0 1 N N N N N N 1.416  23.748 45.326 -0.044  3.042  -2.221 H3C A1CGJ 65 
A1CGJ H2C H16 H 0 1 N N N N N N 3.465  23.765 43.729 1.576   0.992  -2.435 H2C A1CGJ 66 
A1CGJ H2  H17 H 0 1 N N N N N N 5.526  22.237 40.948 1.870   -0.661 1.798  H2  A1CGJ 67 
A1CGJ H5E H18 H 0 1 N N N N N N 3.132  24.614 41.286 3.915   -2.470 0.190  H5E A1CGJ 68 
A1CGJ H8D H19 H 0 1 N N N N N N 4.017  24.499 39.727 3.330   -2.962 -1.417 H8D A1CGJ 69 
A1CGJ H4E H20 H 0 1 N N N N N N 1.960  25.643 39.102 4.963   -1.354 -2.461 H4E A1CGJ 70 
A1CGJ H3E H21 H 0 1 N N N N N N 0.761  23.485 40.967 5.970   -3.542 -0.554 H3E A1CGJ 71 
A1CGJ H8H H22 H 0 1 N N N N N N -0.224 25.402 41.873 6.496   -4.507 -2.674 H8H A1CGJ 72 
A1CGJ H8E H23 H 0 1 N N N N N N -1.295 23.919 39.747 8.165   -2.748 -0.822 H8E A1CGJ 73 
A1CGJ H2E H24 H 0 1 N N N N N N -0.601 25.381 38.966 7.853   -2.193 -2.495 H2E A1CGJ 74 
A1CGJ H1E H25 H 0 1 N N N N N N 0.096  23.888 37.295 7.394   -0.081 -1.723 H1E A1CGJ 75 
A1CGJ H2B H26 H 0 1 N N N N N N -4.636 23.167 37.104 11.935  0.979  -2.286 H2B A1CGJ 76 
A1CGJ H8J H27 H 0 1 N N N N N N -5.381 21.612 36.944 13.096  1.376  -1.138 H8J A1CGJ 77 
A1CGJ H1B H28 H 0 1 N N N N N N -4.347 19.785 37.420 12.632  1.143  1.142  H1B A1CGJ 78 
A1CGJ H8F H29 H 0 1 N N N N N N 1.792  21.000 38.839 6.606   -1.088 1.847  H8F A1CGJ 79 
A1CGJ H8K H30 H 0 1 N N N N N N 0.099  19.855 42.814 -0.506  -0.476 1.675  H8K A1CGJ 80 
# 
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 
A1CGJ C6A O6A DOUB N N 1  
A1CGJ C6A N1A SING N N 2  
A1CGJ C6A C5A SING N N 3  
A1CGJ C2A N1A SING N N 4  
A1CGJ C2A N2A SING N N 5  
A1CGJ C2A N3A DOUB N N 6  
A1CGJ C4A N3A SING N N 7  
A1CGJ C4A C5A DOUB Y N 8  
A1CGJ C4A N9A SING Y N 9  
A1CGJ C5A N7A SING Y N 10 
A1CGJ C8A N7A DOUB Y N 11 
A1CGJ N9A C8A SING Y N 12 
A1CGJ C1D N9A SING N N 13 
A1CGJ C1D O4D SING N N 14 
A1CGJ C1D C2D SING N N 15 
A1CGJ C4D O4D SING N N 16 
A1CGJ C3D C2D SING N N 17 
A1CGJ C3D O3D SING N N 18 
A1CGJ C3D C4D SING N N 19 
A1CGJ C4D C5D SING N N 20 
A1CGJ C5D O5D SING N N 21 
A1CGJ PA  O5D SING N N 22 
A1CGJ PA  O1A SING N N 23 
A1CGJ PA  O2A DOUB N N 24 
A1CGJ N1C PA  SING N N 25 
A1CGJ N1C C1C SING Y N 26 
A1CGJ N1C C3C SING Y N 27 
A1CGJ C1C N3C SING N N 28 
A1CGJ C1C N2C DOUB Y N 29 
A1CGJ C3C C2C DOUB Y N 30 
A1CGJ N2C C2C SING Y N 31 
A1CGJ N2C PG  SING N N 32 
A1CGJ PG  O1G DOUB N N 33 
A1CGJ PG  O2G SING N N 34 
A1CGJ PG  O5E SING N N 35 
A1CGJ C5E O5E SING N N 36 
A1CGJ C4E C5E SING N N 37 
A1CGJ C4E O4E SING N N 38 
A1CGJ C4E C3E SING N N 39 
A1CGJ C1E O4E SING N N 40 
A1CGJ C3E O3E SING N N 41 
A1CGJ C3E C2E SING N N 42 
A1CGJ C1E C2E SING N N 43 
A1CGJ C1E N9B SING N N 44 
A1CGJ N9B C4B SING Y N 45 
A1CGJ N9B C8B SING Y N 46 
A1CGJ C4B N3B SING N N 47 
A1CGJ C4B C5B DOUB Y N 48 
A1CGJ C2B N3B DOUB N N 49 
A1CGJ C2B N2B SING N N 50 
A1CGJ C2B N1B SING N N 51 
A1CGJ C6B N1B SING N N 52 
A1CGJ C6B O6B DOUB N N 53 
A1CGJ C6B C5B SING N N 54 
A1CGJ C5B N7B SING Y N 55 
A1CGJ C8B N7B DOUB Y N 56 
A1CGJ N1A H1A SING N N 57 
A1CGJ N2A H8I SING N N 58 
A1CGJ N2A H2A SING N N 59 
A1CGJ C8A H8A SING N N 60 
A1CGJ C1D H1D SING N N 61 
A1CGJ C2D H2D SING N N 62 
A1CGJ C2D H8B SING N N 63 
A1CGJ C3D H3D SING N N 64 
A1CGJ O3D H8G SING N N 65 
A1CGJ C4D H4D SING N N 66 
A1CGJ C5D H8C SING N N 67 
A1CGJ C5D H5D SING N N 68 
A1CGJ O1A H1  SING N N 69 
A1CGJ N3C H8L SING N N 70 
A1CGJ C3C H3C SING N N 71 
A1CGJ C2C H2C SING N N 72 
A1CGJ O2G H2  SING N N 73 
A1CGJ C5E H5E SING N N 74 
A1CGJ C5E H8D SING N N 75 
A1CGJ C4E H4E SING N N 76 
A1CGJ C3E H3E SING N N 77 
A1CGJ O3E H8H SING N N 78 
A1CGJ C2E H8E SING N N 79 
A1CGJ C2E H2E SING N N 80 
A1CGJ C1E H1E SING N N 81 
A1CGJ N2B H2B SING N N 82 
A1CGJ N2B H8J SING N N 83 
A1CGJ N1B H1B SING N N 84 
A1CGJ C8B H8F SING N N 85 
A1CGJ N3C H8K SING N N 86 
# 
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 
A1CGJ SMILES           ACDLabs              14.52   "NC1=Nc2c(ncn2C2CC(O)C(O2)COP(=O)(O)[n+]2ccn(c2N)P(=O)(O)OCC2OC(CC2O)n2cnc3c2N=C(N)NC3=O)C(=O)N1"                                                                                                                                                                                                 
A1CGJ InChI            InChI                1.06    "InChI=1S/C23H29N13O12P2/c24-21-29-17-15(19(39)31-21)27-7-33(17)13-3-9(37)11(47-13)5-45-49(41,42)35-1-2-36(23(35)26)50(43,44)46-6-12-10(38)4-14(48-12)34-8-28-16-18(34)30-22(25)32-20(16)40/h1-2,7-14,26,37-38H,3-6H2,(H8,24,25,29,30,31,32,39,40,41,42,43,44)/p+1/t9-,10-,11+,12+,13+,14+/m0/s1" 
A1CGJ InChIKey         InChI                1.06    BXQAVRYERMHLCD-PRSXHHODSA-O                                                                                                                                                                                                                                                                       
A1CGJ SMILES_CANONICAL CACTVS               3.385   "NC1=Nc2n(cnc2C(=O)N1)[C@H]3C[C@H](O)[C@@H](CO[P](O)(=O)n4cc[n+](c4N)[P](O)(=O)OC[C@H]5O[C@H](C[C@@H]5O)n6cnc7C(=O)NC(=Nc67)N)O3"                                                                                                                                                                 
A1CGJ SMILES           CACTVS               3.385   "NC1=Nc2n(cnc2C(=O)N1)[CH]3C[CH](O)[CH](CO[P](O)(=O)n4cc[n+](c4N)[P](O)(=O)OC[CH]5O[CH](C[CH]5O)n6cnc7C(=O)NC(=Nc67)N)O3"                                                                                                                                                                         
A1CGJ SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1c[n+](c(n1P(=O)(O)OC[C@@H]2[C@H](C[C@@H](O2)n3cnc4c3N=C(NC4=O)N)O)N)P(=O)(O)OC[C@@H]5[C@H](C[C@@H](O5)n6cnc7c6N=C(NC7=O)N)O"                                                                                                                                                                   
A1CGJ SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1c[n+](c(n1P(=O)(O)OCC2C(CC(O2)n3cnc4c3N=C(NC4=O)N)O)N)P(=O)(O)OCC5C(CC(O5)n6cnc7c6N=C(NC7=O)N)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 
A1CGJ "SYSTEMATIC NAME" ACDLabs              14.52   "2-amino-1-[(R)-{[(2R,3S,5R)-5-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl]-3-[(S)-{[(2R,3S,5R)-5-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl]-1H-imidazol-3-ium (non-preferred name)" 
A1CGJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "[2-azanyl-3-[[(2~{R},3~{S},5~{R})-5-(2-azanyl-6-oxidanylidene-1~{H}-purin-9-yl)-3-oxidanyl-oxolan-2-yl]methoxy-oxidanyl-phosphoryl]imidazol-1-ium-1-yl]-[[(2~{R},3~{S},5~{R})-5-(2-azanyl-6-oxidanylidene-1~{H}-purin-9-yl)-3-oxidanyl-oxolan-2-yl]methoxy]phosphinic acid"         
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1CGJ "Create component" 2025-06-12 RCSB 
A1CGJ "Initial release"  2025-10-22 RCSB 
# 
