data_A1CCP
# 
_chem_comp.id                                    A1CCP 
_chem_comp.name                                  "[[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl]oxy-[[[[(3~{S},4~{S},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl]oxy-oxidanyl-phosphoryl]methyl]phosphinic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H30 N10 O18 P4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-05-14 
_chem_comp.pdbx_modified_date                    2025-08-29 
_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                        834.414 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1CCP 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        9OM9 
_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 
A1CCP N1  N1  N 0 1 Y N N N N N 23.086 -18.576 16.116 -8.702  -1.936 2.586  N1  A1CCP 1  
A1CCP N2  N2  N 0 1 Y N N N N N 20.302 -19.984 17.667 -8.690  -4.196 -0.046 N2  A1CCP 2  
A1CCP C3  C1  C 0 1 N N R N N N 19.652 -16.237 15.206 -8.500  -0.797 -1.651 C3  A1CCP 3  
A1CCP C4  C2  C 0 1 N N S N N N 18.624 -16.123 14.071 -7.839  0.436  -2.307 C4  A1CCP 4  
A1CCP C5  C3  C 0 1 Y N N N N N 22.135 -17.850 15.528 -8.127  -1.183 1.693  C5  A1CCP 5  
A1CCP C6  C4  C 0 1 Y N N N N N 22.490 -19.456 16.979 -8.979  -3.146 2.044  C6  A1CCP 6  
A1CCP C7  C5  C 0 1 Y N N N N N 21.146 -19.252 16.915 -8.532  -3.116 0.712  C7  A1CCP 7  
A1CCP C8  C6  C 0 1 Y N N N N N 20.781 -20.929 18.497 -9.255  -5.280 0.440  C8  A1CCP 8  
A1CCP N   N3  N 0 1 Y N N N N N 20.932 -18.243 16.014 -8.000  -1.866 0.520  N   A1CCP 9  
A1CCP C   C7  C 0 1 N N N N N N 18.781 -17.832 12.184 -5.985  1.920  -1.449 C   A1CCP 10 
A1CCP O   O1  O 0 1 N N N N N N 22.189 -17.127 10.853 -3.888  4.211  -1.798 O   A1CCP 11 
A1CCP C1  C8  C 0 1 N N R N N N 18.375 -17.584 13.649 -6.422  0.474  -1.692 C1  A1CCP 12 
A1CCP C10 C9  C 0 1 N N N N N N 18.756 -15.514 8.685  0.426   2.745  0.294  C10 A1CCP 13 
A1CCP C2  C10 C 0 1 N N R N N N 19.602 -17.713 15.623 -7.404  -1.359 -0.718 C2  A1CCP 14 
A1CCP C9  C11 C 0 1 Y N N N N N 22.992 -20.442 17.851 -9.577  -4.327 2.517  C9  A1CCP 15 
A1CCP N3  N4  N 0 1 Y N N N N N 22.114 -21.166 18.598 -9.691  -5.356 1.684  N3  A1CCP 16 
A1CCP N4  N5  N 0 1 N N N N N N 24.324 -20.674 17.946 -10.036 -4.416 3.819  N4  A1CCP 17 
A1CCP O1  O2  O 0 1 N N N N N N 19.877 -17.002 11.770 -4.632  1.938  -0.990 O1  A1CCP 18 
A1CCP O10 O3  O 0 1 N N N N N N 14.780 -17.413 6.545  5.547   1.643  0.938  O10 A1CCP 19 
A1CCP O14 O4  O 0 1 N N N N N N 16.332 -19.176 5.578  5.265   4.020  0.135  O14 A1CCP 20 
A1CCP O15 O5  O 0 1 N N N N N N 17.138 -17.183 9.995  2.253   4.468  -0.959 O15 A1CCP 21 
A1CCP O16 O6  O 0 1 N N N N N N 21.481 -15.819 8.218  -0.664  4.558  -1.550 O16 A1CCP 22 
A1CCP O17 O7  O 0 1 N N N N N N 20.939 -19.213 11.310 -4.543  4.005  0.631  O17 A1CCP 23 
A1CCP O2  O8  O 0 1 N N N N N N 19.195 -18.432 14.453 -6.545  -0.232 -0.438 O2  A1CCP 24 
A1CCP O3  O9  O 0 1 N N N N N N 17.419 -15.586 14.626 -7.765  0.270  -3.724 O3  A1CCP 25 
A1CCP O4  O10 O 0 1 N N N N N N 19.271 -15.400 16.304 -8.854  -1.762 -2.644 O4  A1CCP 26 
A1CCP O5  O11 O 0 1 N N N N N N 20.257 -17.791 9.310  -2.313  2.952  -0.280 O5  A1CCP 27 
A1CCP O6  O12 O 0 1 N N N N N N 19.903 -17.131 6.860  -1.153  4.853  0.909  O6  A1CCP 28 
A1CCP O7  O13 O 0 1 N N N N N N 16.058 -15.665 8.413  1.764   4.762  1.500  O7  A1CCP 29 
A1CCP O8  O14 O 0 1 N N N N N N 17.245 -17.753 7.523  3.179   2.782  0.833  O8  A1CCP 30 
A1CCP O9  O15 O 0 1 N N N N N N 15.407 -19.565 7.821  4.949   3.589  2.602  O9  A1CCP 31 
A1CCP P   P1  P 0 1 N N N N N N 20.826 -17.783 10.836 -3.845  3.297  -0.635 P   A1CCP 32 
A1CCP P1  P2  P 0 1 N N N N N N 20.166 -16.564 8.232  -0.971  3.831  -0.146 P1  A1CCP 33 
A1CCP P2  P3  P 0 1 N N N N N N 17.262 -16.548 8.636  1.946   3.741  0.444  P2  A1CCP 34 
A1CCP P3  P4  P 0 1 N N N N N N 15.946 -18.519 6.877  4.746   3.030  1.106  P3  A1CCP 35 
A1CCP H1  H1  H 0 1 N N N N N N 20.655 -15.984 14.833 -9.377  -0.502 -1.076 H1  A1CCP 36 
A1CCP H2  H2  H 0 1 N N N N N N 19.015 -15.526 13.234 -8.390  1.343  -2.057 H2  A1CCP 37 
A1CCP H3  H3  H 0 1 N N N N N N 22.296 -17.079 14.789 -7.799  -0.167 1.857  H3  A1CCP 38 
A1CCP H4  H4  H 0 1 N N N N N N 20.093 -21.509 19.093 -9.368  -6.140 -0.204 H4  A1CCP 39 
A1CCP H5  H5  H 0 1 N N N N N N 17.916 -17.623 11.538 -6.062  2.484  -2.379 H5  A1CCP 40 
A1CCP H6  H6  H 0 1 N N N N N N 19.075 -18.886 12.073 -6.630  2.372  -0.696 H6  A1CCP 41 
A1CCP H7  H7  H 0 1 N N N N N N 17.310 -17.826 13.779 -5.711  -0.032 -2.346 H7  A1CCP 42 
A1CCP H8  H8  H 0 1 N N N N N N 18.899 -15.110 9.698  0.218   2.253  1.244  H8  A1CCP 43 
A1CCP H9  H9  H 0 1 N N N N N N 18.661 -14.684 7.969  0.560   1.993  -0.484 H9  A1CCP 44 
A1CCP H10 H10 H 0 1 N N N N N N 18.880 -17.844 16.442 -6.845  -2.148 -1.221 H10 A1CCP 45 
A1CCP H11 H11 H 0 1 N N N N N N 24.489 -21.406 18.607 -9.947  -3.657 4.418  H11 A1CCP 46 
A1CCP H12 H12 H 0 1 N N N N N N 24.679 -20.946 17.052 -10.447 -5.236 4.134  H12 A1CCP 47 
A1CCP H14 H14 H 0 1 N N N N N N 16.335 -16.890 10.410 2.383   3.858  -1.698 H14 A1CCP 48 
A1CCP H15 H15 H 0 1 N N N N N N 21.863 -15.866 7.349  -0.533  3.948  -2.289 H15 A1CCP 49 
A1CCP H16 H16 H 0 1 N N N N N N 21.845 -19.406 11.522 -4.551  3.462  1.431  H16 A1CCP 50 
A1CCP H17 H17 H 0 1 N N N N N N 17.565 -14.685 14.889 -8.626  0.180  -4.155 H17 A1CCP 51 
A1CCP H18 H18 H 0 1 N N N N N N 19.913 -15.478 17.000 -9.539  -1.462 -3.258 H18 A1CCP 52 
A1CCP H19 H19 H 0 1 N N N N N N 15.425 -20.415 7.397  4.630   2.991  3.292  H19 A1CCP 53 
A1CCP C11 C12 C 0 1 N N R N N N ?      ?       ?      6.971   1.553  1.014  C11 A1CCP 54 
A1CCP C12 C13 C 0 1 N N N N N N ?      ?       ?      7.400   0.098  0.812  C12 A1CCP 55 
A1CCP O13 O16 O 0 1 N N N N N N ?      ?       ?      7.104   -0.338 -0.532 O13 A1CCP 56 
A1CCP C14 C14 C 0 1 N N S N N N ?      ?       ?      7.954   -1.464 -0.805 C14 A1CCP 57 
A1CCP C15 C15 C 0 1 N N R N N N ?      ?       ?      9.207   -1.317 0.080  C15 A1CCP 58 
A1CCP C16 C16 C 0 1 N N S N N N ?      ?       ?      8.942   -0.033 0.903  C16 A1CCP 59 
A1CCP N5  N6  N 0 1 Y N N N N N ?      ?       ?      7.255   -2.708 -0.475 N5  A1CCP 60 
A1CCP C17 C17 C 0 1 Y N N N N N ?      ?       ?      7.521   -3.951 -0.992 C17 A1CCP 61 
A1CCP C18 C18 C 0 1 Y N N N N N ?      ?       ?      6.605   -4.827 -0.386 C18 A1CCP 62 
A1CCP N6  N7  N 0 1 Y N N N N N ?      ?       ?      5.840   -4.087 0.453  N6  A1CCP 63 
A1CCP C20 C20 C 0 1 Y N N N N N ?      ?       ?      6.223   -2.845 0.406  C20 A1CCP 64 
A1CCP N7  N7  N 0 1 Y N N N N N ?      ?       ?      8.395   -4.435 -1.868 N7  A1CCP 65 
A1CCP C22 C22 C 0 1 Y N N N N N ?      ?       ?      8.405   -5.717 -2.168 C22 A1CCP 66 
A1CCP N8  N8  N 0 1 Y N N N N N ?      ?       ?      7.563   -6.578 -1.626 N8  A1CCP 67 
A1CCP C24 C24 C 0 1 Y N N N N N ?      ?       ?      6.654   -6.187 -0.739 C24 A1CCP 68 
A1CCP O11 O17 O 0 1 N N N N N N ?      ?       ?      9.586   1.096  0.308  O11 A1CCP 69 
A1CCP O12 O18 O 0 1 N N N N N N ?      ?       ?      9.344   -2.446 0.945  O12 A1CCP 70 
A1CCP N9  N9  N 0 1 N N N N N N ?      ?       ?      5.777   -7.096 -0.175 N9  A1CCP 71 
A1CCP H13 H13 H 0 1 N N N N N N ?      ?       ?      7.416   2.174  0.237  H13 A1CCP 72 
A1CCP H20 H20 H 0 1 N N N N N N ?      ?       ?      7.305   1.898  1.992  H20 A1CCP 73 
A1CCP H21 H21 H 0 1 N N N N N N ?      ?       ?      6.914   -0.549 1.542  H21 A1CCP 74 
A1CCP H22 H22 H 0 1 N N N N N N ?      ?       ?      8.241   -1.465 -1.857 H22 A1CCP 75 
A1CCP H23 H23 H 0 1 N N N N N N ?      ?       ?      10.098  -1.198 -0.537 H23 A1CCP 76 
A1CCP H24 H24 H 0 1 N N N N N N ?      ?       ?      9.262   -0.161 1.937  H24 A1CCP 77 
A1CCP H25 H25 H 0 1 N N N N N N ?      ?       ?      5.785   -2.039 0.976  H25 A1CCP 78 
A1CCP H26 H26 H 0 1 N N N N N N ?      ?       ?      9.127   -6.078 -2.885 H26 A1CCP 79 
A1CCP H27 H27 H 0 1 N N N N N N ?      ?       ?      10.549  1.019  0.260  H27 A1CCP 80 
A1CCP H28 H28 H 0 1 N N N N N N ?      ?       ?      10.117  -2.406 1.524  H28 A1CCP 81 
A1CCP H29 H29 H 0 1 N N N N N N ?      ?       ?      5.820   -8.032 -0.427 H29 A1CCP 82 
A1CCP H30 H30 H 0 1 N N N N N N ?      ?       ?      5.118   -6.798 0.471  H30 A1CCP 83 
# 
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 
A1CCP O14 P3  DOUB N N 1  
A1CCP O10 P3  SING N N 2  
A1CCP O6  P1  DOUB N N 3  
A1CCP P3  O8  SING N N 4  
A1CCP P3  O9  SING N N 5  
A1CCP O8  P2  SING N N 6  
A1CCP O16 P1  SING N N 7  
A1CCP P1  C10 SING N N 8  
A1CCP P1  O5  SING N N 9  
A1CCP O7  P2  DOUB N N 10 
A1CCP P2  C10 SING N N 11 
A1CCP P2  O15 SING N N 12 
A1CCP O5  P   SING N N 13 
A1CCP P   O   DOUB N N 14 
A1CCP P   O17 SING N N 15 
A1CCP P   O1  SING N N 16 
A1CCP O1  C   SING N N 17 
A1CCP C   C1  SING N N 18 
A1CCP C1  C4  SING N N 19 
A1CCP C1  O2  SING N N 20 
A1CCP C4  O3  SING N N 21 
A1CCP C4  C3  SING N N 22 
A1CCP O2  C2  SING N N 23 
A1CCP C3  C2  SING N N 24 
A1CCP C3  O4  SING N N 25 
A1CCP C5  N   SING Y N 26 
A1CCP C5  N1  DOUB Y N 27 
A1CCP C2  N   SING N N 28 
A1CCP N   C7  SING Y N 29 
A1CCP N1  C6  SING Y N 30 
A1CCP C7  C6  DOUB Y N 31 
A1CCP C7  N2  SING Y N 32 
A1CCP C6  C9  SING Y N 33 
A1CCP N2  C8  DOUB Y N 34 
A1CCP C9  N4  SING N N 35 
A1CCP C9  N3  DOUB Y N 36 
A1CCP C8  N3  SING Y N 37 
A1CCP C3  H1  SING N N 38 
A1CCP C4  H2  SING N N 39 
A1CCP C5  H3  SING N N 40 
A1CCP C8  H4  SING N N 41 
A1CCP C   H5  SING N N 42 
A1CCP C   H6  SING N N 43 
A1CCP C1  H7  SING N N 44 
A1CCP C10 H8  SING N N 45 
A1CCP C10 H9  SING N N 46 
A1CCP C2  H10 SING N N 47 
A1CCP N4  H11 SING N N 48 
A1CCP N4  H12 SING N N 49 
A1CCP O15 H14 SING N N 50 
A1CCP O16 H15 SING N N 51 
A1CCP O17 H16 SING N N 52 
A1CCP O3  H17 SING N N 53 
A1CCP O4  H18 SING N N 54 
A1CCP O9  H19 SING N N 55 
A1CCP O10 C11 SING N N 56 
A1CCP C11 C12 SING N N 57 
A1CCP C12 O13 SING N N 58 
A1CCP O13 C14 SING N N 59 
A1CCP C14 C15 SING N N 60 
A1CCP C15 C16 SING N N 61 
A1CCP C16 C12 SING N N 62 
A1CCP C14 N5  SING N N 63 
A1CCP N5  C17 SING Y N 64 
A1CCP C17 C18 DOUB Y N 65 
A1CCP C18 N6  SING Y N 66 
A1CCP N6  C20 DOUB Y N 67 
A1CCP C20 N5  SING Y N 68 
A1CCP C17 N7  SING Y N 69 
A1CCP N7  C22 DOUB Y N 70 
A1CCP C22 N8  SING Y N 71 
A1CCP N8  C24 DOUB Y N 72 
A1CCP C24 C18 SING Y N 73 
A1CCP C16 O11 SING N N 74 
A1CCP C15 O12 SING N N 75 
A1CCP C24 N9  SING N N 76 
A1CCP C11 H13 SING N N 77 
A1CCP C11 H20 SING N N 78 
A1CCP C12 H21 SING N N 79 
A1CCP C14 H22 SING N N 80 
A1CCP C15 H23 SING N N 81 
A1CCP C16 H24 SING N N 82 
A1CCP C20 H25 SING N N 83 
A1CCP C22 H26 SING N N 84 
A1CCP O11 H27 SING N N 85 
A1CCP O12 H28 SING N N 86 
A1CCP N9  H29 SING N N 87 
A1CCP N9  H30 SING N N 88 
# 
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 
A1CCP InChI            InChI                1.06    "InChI=1S/C21H30N10O18P4/c22-16-10-18(26-3-24-16)30(5-28-10)20-14(34)12(32)8(46-20)1-44-52(40,41)48-50(36,37)7-51(38,39)49-53(42,43)45-2-9-13(33)15(35)21(47-9)31-6-29-11-17(23)25-4-27-19(11)31/h3-6,8-9,12-15,20-21,32-35H,1-2,7H2,(H,36,37)(H,38,39)(H,40,41)(H,42,43)(H2,22,24,26)(H2,23,25,27)/t8-,9?,12-,13?,14-,15?,20-,21?/m1/s1" 
A1CCP InChIKey         InChI                1.06    YUVFOJNMZCEVNK-TUJSLMCJSA-N                                                                                                                                                                                                                                                                                                               
A1CCP SMILES_CANONICAL CACTVS               3.385   "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(=O)O[P](O)(=O)C[P](O)(=O)O[P](O)(=O)OCC4OC(C(O)C4O)n5cnc6c(N)ncnc56)[C@@H](O)[C@H]3O"                                                                                                                                                                                                             
A1CCP SMILES           CACTVS               3.385   "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)C[P](O)(=O)O[P](O)(=O)OCC4OC(C(O)C4O)n5cnc6c(N)ncnc56)[CH](O)[CH]3O"                                                                                                                                                                                                                   
A1CCP SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OP(=O)(CP(=O)(O)OP(=O)(O)OCC4[C@H]([C@@H]([C@@H](O4)n5cnc6c5ncnc6N)O)O)O)O)O)N"                                                                                                                                                                                                 
A1CCP SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=O)(CP(=O)(O)OP(=O)(O)OCC4C(C(C(O4)n5cnc6c5ncnc6N)O)O)O)O)O)N"                                                                                                                                                                                                                                 
# 
_pdbx_chem_comp_identifier.comp_id           A1CCP 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   3.1.0.0 
_pdbx_chem_comp_identifier.identifier        "[[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl]oxy-[[[[(3~{S},4~{S},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl]oxy-oxidanyl-phosphoryl]methyl]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 
A1CCP "Create component" 2025-05-14 RCSB 
A1CCP "Initial release"  2025-09-03 RCSB 
# 
