data_A1IJB
# 
_chem_comp.id                                    A1IJB 
_chem_comp.name                                  "[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methyl [(2~{S},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-2-(methylsulfanylmethyl)-4-oxidanyl-oxolan-3-yl] hydrogen phosphate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H27 N10 O9 P S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-07-29 
_chem_comp.pdbx_modified_date                    2025-06-27 
_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                        626.539 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1IJB 
_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        9GAB 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_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 
A1IJB C1  C1  C 0 1 Y N N N N N -50.492 12.194 -0.351 -6.583 3.059  0.285  C1  A1IJB 1  
A1IJB C2  C2  C 0 1 Y N N N N N -50.440 13.502 0.081  -5.432 2.568  -0.354 C2  A1IJB 2  
A1IJB N1  N1  N 0 1 Y N N N N N -49.327 14.233 0.278  -4.655 3.413  -1.024 N1  A1IJB 3  
A1IJB C3  C3  C 0 1 Y N N N N N -48.247 13.572 -0.136 -4.956 4.692  -1.091 C3  A1IJB 4  
A1IJB N2  N2  N 0 1 Y N N N N N -48.143 12.313 -0.605 -6.026 5.200  -0.507 N2  A1IJB 5  
A1IJB C4  C4  C 0 1 Y N N N N N -49.290 11.596 -0.752 -6.865 4.432  0.180  C4  A1IJB 6  
A1IJB N3  N3  N 0 1 Y N N N N N -51.804 11.748 -0.322 -7.186 2.006  0.886  N3  A1IJB 7  
A1IJB N4  N4  N 0 1 Y N N N N N -51.729 13.825 0.430  -5.404 1.220  -0.098 N4  A1IJB 8  
A1IJB C5  C5  C 0 1 Y N N N N N -52.492 12.758 0.153  -6.496 0.926  0.663  C5  A1IJB 9  
A1IJB N5  N5  N 0 1 N N N N N N -49.223 10.364 -1.245 -7.984 4.974  0.789  N5  A1IJB 10 
A1IJB C6  C6  C 0 1 N N R N N N -52.203 15.133 0.925  -4.386 0.272  -0.558 C6  A1IJB 11 
A1IJB O1  O1  O 0 1 N N N N N N -53.276 14.909 1.823  -4.926 -1.067 -0.591 O1  A1IJB 12 
A1IJB C7  C7  C 0 1 N N S N N N -54.461 15.597 1.354  -3.777 -1.941 -0.561 C7  A1IJB 13 
A1IJB C8  C8  C 0 1 N N S N N N -54.260 15.689 -0.164 -2.809 -1.287 0.450  C8  A1IJB 14 
A1IJB C9  C9  C 0 1 N N R N N N -52.752 16.024 -0.193 -3.220 0.203  0.452  C9  A1IJB 15 
A1IJB O2  O2  O 0 1 N N N N N N -52.498 17.393 0.075  -2.132 1.022  0.018  O2  A1IJB 16 
A1IJB O3  O3  O 0 1 N N N N N N -55.092 16.721 -0.722 -1.456 -1.435 0.016  O3  A1IJB 17 
A1IJB P1  P1  P 0 1 N N N N N N -56.229 16.267 -1.796 -0.338 -2.206 0.880  P1  A1IJB 18 
A1IJB O4  O4  O 0 1 N N N N N N -56.644 17.768 -2.240 1.093  -2.067 0.154  O4  A1IJB 19 
A1IJB O5  O5  O 0 1 N N N N N N -55.626 15.717 -3.046 -0.263 -1.611 2.234  O5  A1IJB 20 
A1IJB O6  O6  O 0 1 N N N N N N -57.305 15.526 -1.070 -0.730 -3.763 0.999  O6  A1IJB 21 
A1IJB S1  S1  S 0 1 N N N N N N -55.934 13.180 1.398  -5.273 -4.104 -1.313 S1  A1IJB 22 
A1IJB C10 C10 C 0 1 N N N N N N -55.738 14.926 1.844  -4.181 -3.337 -0.084 C10 A1IJB 23 
A1IJB C11 C11 C 0 1 N N N N N N -55.247 12.407 2.862  -5.638 -5.723 -0.581 C11 A1IJB 24 
A1IJB C12 C12 C 0 1 N N N N N N -57.842 18.431 -1.722 2.307  -2.555 0.727  C12 A1IJB 25 
A1IJB C13 C13 C 0 1 N N R N N N -57.830 19.883 -2.158 3.472  -2.261 -0.220 C13 A1IJB 26 
A1IJB C14 C14 C 0 1 N N S N N N -57.394 20.128 -3.608 4.770  -2.877 0.338  C14 A1IJB 27 
A1IJB C15 C15 C 0 1 N N R N N N -56.862 21.551 -3.510 5.727  -1.670 0.492  C15 A1IJB 28 
A1IJB C16 C16 C 0 1 N N R N N N -56.104 21.455 -2.183 5.099  -0.632 -0.472 C16 A1IJB 29 
A1IJB O7  O7  O 0 1 N N N N N N -56.881 20.626 -1.348 3.679  -0.841 -0.314 O7  A1IJB 30 
A1IJB O8  O8  O 0 1 N N N N N N -58.503 19.934 -4.491 5.308  -3.828 -0.583 O8  A1IJB 31 
A1IJB O9  O9  O 0 1 N N N N N N -57.911 22.501 -3.398 7.051  -2.014 0.079  O9  A1IJB 32 
A1IJB N6  N6  N 0 1 Y N N N N N -54.737 20.923 -2.222 5.467  0.729  -0.075 N6  A1IJB 33 
A1IJB C17 C17 C 0 1 Y N N N N N -53.641 21.480 -2.826 6.614  1.396  -0.427 C17 A1IJB 34 
A1IJB C18 C18 C 0 1 Y N N N N N -52.572 20.659 -2.517 6.530  2.659  0.182  C18 A1IJB 35 
A1IJB N7  N7  N 0 1 Y N N N N N -52.994 19.568 -1.774 5.359  2.698  0.861  N7  A1IJB 36 
A1IJB C19 C19 C 0 1 Y N N N N N -54.280 19.769 -1.623 4.731  1.569  0.707  C19 A1IJB 37 
A1IJB N8  N8  N 0 1 Y N N N N N -53.585 22.625 -3.530 7.682  1.102  -1.161 N8  A1IJB 38 
A1IJB C20 C20 C 0 1 Y N N N N N -52.336 22.885 -3.930 8.650  1.980  -1.319 C20 A1IJB 39 
A1IJB N9  N9  N 0 1 Y N N N N N -51.210 22.178 -3.738 8.616  3.179  -0.766 N9  A1IJB 40 
A1IJB C21 C21 C 0 1 Y N N N N N -51.296 21.044 -2.994 7.588  3.562  -0.016 C21 A1IJB 41 
A1IJB N10 N10 N 0 1 N N N N N N -50.193 20.318 -2.802 7.561  4.821  0.559  N10 A1IJB 42 
A1IJB H1  H1  H 0 1 N N N N N N -47.321 14.125 -0.089 -4.304 5.352  -1.644 H1  A1IJB 43 
A1IJB H2  H2  H 0 1 N N N N N N -53.561 12.733 0.305  -6.750 -0.058 1.028  H2  A1IJB 44 
A1IJB H3  H3  H 0 1 N N N N N N -48.270 10.137 -1.447 -8.163 5.924  0.716  H3  A1IJB 45 
A1IJB H4  H4  H 0 1 N N N N N N -49.585 9.717  -0.574 -8.589 4.403  1.288  H4  A1IJB 46 
A1IJB H5  H5  H 0 1 N N N N N N -51.380 15.659 1.430  -4.021 0.558  -1.544 H5  A1IJB 47 
A1IJB H6  H6  H 0 1 N N N N N N -54.451 16.623 1.751  -3.317 -1.997 -1.548 H6  A1IJB 48 
A1IJB H7  H7  H 0 1 N N N N N N -54.444 14.713 -0.637 -2.941 -1.721 1.441  H7  A1IJB 49 
A1IJB H8  H8  H 0 1 N N N N N N -52.324 15.717 -1.159 -3.552 0.506  1.444  H8  A1IJB 50 
A1IJB H9  H9  H 0 1 N N N N N N -51.562 17.553 0.047  -2.335 1.968  -0.000 H9  A1IJB 51 
A1IJB H10 H10 H 0 1 N N N N N N -57.499 14.717 -1.529 -0.797 -4.218 0.148  H10 A1IJB 52 
A1IJB H11 H11 H 0 1 N N N N N N -55.757 14.998 2.941  -3.289 -3.951 0.043  H11 A1IJB 53 
A1IJB H12 H12 H 0 1 N N N N N N -56.592 15.479 1.425  -4.706 -3.258 0.868  H12 A1IJB 54 
A1IJB H13 H13 H 0 1 N N N N N N -55.290 11.313 2.754  -4.710 -6.277 -0.442 H13 A1IJB 55 
A1IJB H14 H14 H 0 1 N N N N N N -54.201 12.722 2.986  -6.127 -5.584 0.383  H14 A1IJB 56 
A1IJB H15 H15 H 0 1 N N N N N N -55.829 12.711 3.745  -6.298 -6.281 -1.245 H15 A1IJB 57 
A1IJB H16 H16 H 0 1 N N N N N N -58.739 17.934 -2.119 2.482  -2.061 1.683  H16 A1IJB 58 
A1IJB H17 H17 H 0 1 N N N N N N -57.848 18.376 -0.623 2.229  -3.631 0.883  H17 A1IJB 59 
A1IJB H18 H18 H 0 1 N N N N N N -58.838 20.301 -2.021 3.260  -2.670 -1.208 H18 A1IJB 60 
A1IJB H19 H19 H 0 1 N N N N N N -56.570 19.445 -3.861 4.585  -3.344 1.305  H19 A1IJB 61 
A1IJB H20 H20 H 0 1 N N N N N N -56.175 21.774 -4.340 5.725  -1.301 1.518  H20 A1IJB 62 
A1IJB H21 H21 H 0 1 N N N N N N -56.068 22.466 -1.750 5.404  -0.829 -1.500 H21 A1IJB 63 
A1IJB H22 H22 H 0 1 N N N N N N -58.759 19.019 -4.482 6.155  -4.205 -0.309 H22 A1IJB 64 
A1IJB H23 H23 H 0 1 N N N N N N -57.543 23.375 -3.339 7.453  -2.725 0.598  H23 A1IJB 65 
A1IJB H24 H24 H 0 1 N N N N N N -54.923 19.093 -1.079 3.769  1.330  1.137  H24 A1IJB 66 
A1IJB H25 H25 H 0 1 N N N N N N -52.214 23.800 -4.491 9.504  1.710  -1.921 H25 A1IJB 67 
A1IJB H26 H26 H 0 1 N N N N N N -49.422 20.752 -3.268 8.298  5.436  0.415  H26 A1IJB 68 
A1IJB H27 H27 H 0 1 N N N N N N -50.000 20.258 -1.823 6.806  5.089  1.105  H27 A1IJB 69 
# 
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 
A1IJB O8  C14 SING N N 1  
A1IJB C20 N9  DOUB Y N 2  
A1IJB C20 N8  SING Y N 3  
A1IJB N9  C21 SING Y N 4  
A1IJB C14 C15 SING N N 5  
A1IJB C14 C13 SING N N 6  
A1IJB N8  C17 DOUB Y N 7  
A1IJB C15 O9  SING N N 8  
A1IJB C15 C16 SING N N 9  
A1IJB O5  P1  DOUB N N 10 
A1IJB C21 N10 SING N N 11 
A1IJB C21 C18 DOUB Y N 12 
A1IJB C17 C18 SING Y N 13 
A1IJB C17 N6  SING Y N 14 
A1IJB C18 N7  SING Y N 15 
A1IJB O4  P1  SING N N 16 
A1IJB O4  C12 SING N N 17 
A1IJB N6  C16 SING N N 18 
A1IJB N6  C19 SING Y N 19 
A1IJB C16 O7  SING N N 20 
A1IJB C13 C12 SING N N 21 
A1IJB C13 O7  SING N N 22 
A1IJB P1  O6  SING N N 23 
A1IJB P1  O3  SING N N 24 
A1IJB N7  C19 DOUB Y N 25 
A1IJB N5  C4  SING N N 26 
A1IJB C4  N2  DOUB Y N 27 
A1IJB C4  C1  SING Y N 28 
A1IJB O3  C8  SING N N 29 
A1IJB N2  C3  SING Y N 30 
A1IJB C1  N3  SING Y N 31 
A1IJB C1  C2  DOUB Y N 32 
A1IJB N3  C5  DOUB Y N 33 
A1IJB C9  C8  SING N N 34 
A1IJB C9  O2  SING N N 35 
A1IJB C9  C6  SING N N 36 
A1IJB C8  C7  SING N N 37 
A1IJB C3  N1  DOUB Y N 38 
A1IJB C2  N1  SING Y N 39 
A1IJB C2  N4  SING Y N 40 
A1IJB C5  N4  SING Y N 41 
A1IJB N4  C6  SING N N 42 
A1IJB C6  O1  SING N N 43 
A1IJB C7  O1  SING N N 44 
A1IJB C7  C10 SING N N 45 
A1IJB S1  C10 SING N N 46 
A1IJB S1  C11 SING N N 47 
A1IJB C3  H1  SING N N 48 
A1IJB C5  H2  SING N N 49 
A1IJB N5  H3  SING N N 50 
A1IJB N5  H4  SING N N 51 
A1IJB C6  H5  SING N N 52 
A1IJB C7  H6  SING N N 53 
A1IJB C8  H7  SING N N 54 
A1IJB C9  H8  SING N N 55 
A1IJB O2  H9  SING N N 56 
A1IJB O6  H10 SING N N 57 
A1IJB C10 H11 SING N N 58 
A1IJB C10 H12 SING N N 59 
A1IJB C11 H13 SING N N 60 
A1IJB C11 H14 SING N N 61 
A1IJB C11 H15 SING N N 62 
A1IJB C12 H16 SING N N 63 
A1IJB C12 H17 SING N N 64 
A1IJB C13 H18 SING N N 65 
A1IJB C14 H19 SING N N 66 
A1IJB C15 H20 SING N N 67 
A1IJB C16 H21 SING N N 68 
A1IJB O8  H22 SING N N 69 
A1IJB O9  H23 SING N N 70 
A1IJB C19 H24 SING N N 71 
A1IJB C20 H25 SING N N 72 
A1IJB N10 H26 SING N N 73 
A1IJB N10 H27 SING N N 74 
# 
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 
A1IJB InChI            InChI                1.06  "InChI=1S/C21H27N10O9PS/c1-42-3-9-15(14(34)21(39-9)31-7-29-11-17(23)25-5-27-19(11)31)40-41(35,36)37-2-8-12(32)13(33)20(38-8)30-6-28-10-16(22)24-4-26-18(10)30/h4-9,12-15,20-21,32-34H,2-3H2,1H3,(H,35,36)(H2,22,24,26)(H2,23,25,27)/t8-,9-,12-,13-,14-,15-,20-,21-/m1/s1" 
A1IJB InChIKey         InChI                1.06  NNWVUANIXUHJMY-NAGRZYTCSA-N                                                                                                                                                                                                                                               
A1IJB SMILES_CANONICAL CACTVS               3.385 "CSC[C@H]1O[C@H]([C@H](O)[C@@H]1O[P](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)n3cnc4c(N)ncnc34)n5cnc6c(N)ncnc56"                                                                                                                                                             
A1IJB SMILES           CACTVS               3.385 "CSC[CH]1O[CH]([CH](O)[CH]1O[P](O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)n3cnc4c(N)ncnc34)n5cnc6c(N)ncnc56"                                                                                                                                                                       
A1IJB SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CSC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)OP(=O)(O)OC[C@@H]4[C@H]([C@H]([C@@H](O4)n5cnc6c5ncnc6N)O)O"                                                                                                                                                             
A1IJB SMILES           "OpenEye OEToolkits" 2.0.7 "CSCC1C(C(C(O1)n2cnc3c2ncnc3N)O)OP(=O)(O)OCC4C(C(C(O4)n5cnc6c5ncnc6N)O)O"                                                                                                                                                                                                 
# 
_pdbx_chem_comp_identifier.comp_id           A1IJB 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_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]methyl [(2~{S},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-2-(methylsulfanylmethyl)-4-oxidanyl-oxolan-3-yl] 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 
A1IJB "Create component" 2024-07-29 PDBE 
A1IJB "Initial release"  2025-07-02 RCSB 
# 
