data_A1EJC
# 
_chem_comp.id                                    A1EJC 
_chem_comp.name                                  "[(2~{R},3~{R},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-diphosphonooxy-oxolan-2-yl]methyl dihydrogen phosphate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H16 N5 O13 P3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "Adenosine trisphosphate" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-01-14 
_chem_comp.pdbx_modified_date                    2025-11-07 
_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                        507.181 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1EJC 
_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        9LDI 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBC 
_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 
A1EJC N1  N1  N 0 1 N N N N N N -16.014 48.557 -7.431 5.734  -3.653 -1.037 N1  A1EJC 1  
A1EJC N3  N2  N 0 1 Y N N N N N -14.063 47.319 -7.333 5.678  -2.028 0.671  N3  A1EJC 2  
A1EJC C4  C1  C 0 1 Y N N N N N -13.246 46.509 -6.652 5.030  -1.154 1.420  C4  A1EJC 3  
A1EJC C6  C2  C 0 1 Y N N N N N -14.500 46.511 -4.833 3.023  -1.601 0.393  C6  A1EJC 4  
A1EJC C7  C3  C 0 1 Y N N N N N -15.439 47.345 -5.411 3.666  -2.543 -0.429 C7  A1EJC 5  
A1EJC C13 C4  C 0 1 N N R N N N -14.575 44.540 -0.451 -1.619 -0.354 0.509  C13 A1EJC 6  
A1EJC C20 C5  C 0 1 N N R N N N -13.308 45.400 -0.385 -0.975 0.858  -0.200 C20 A1EJC 7  
A1EJC C26 C6  C 0 1 N N R N N N -13.537 46.441 -1.467 0.540  0.564  -0.145 C26 A1EJC 8  
A1EJC C11 C7  C 0 1 N N R N N N -14.214 45.553 -2.509 0.633  -0.791 0.592  C11 A1EJC 9  
A1EJC C14 C8  C 0 1 N N N N N N -15.614 44.848 0.591  -2.930 -0.740 -0.178 C14 A1EJC 10 
A1EJC C2  C9  C 0 1 Y N N N N N -15.192 47.764 -6.733 5.047  -2.739 -0.257 C2  A1EJC 11 
A1EJC C9  C10 C 0 1 Y N N N N N -16.098 46.999 -3.423 1.571  -2.523 -0.986 C9  A1EJC 12 
A1EJC N10 N3  N 0 1 Y N N N N N -14.930 46.293 -3.546 1.704  -1.611 0.018  N10 A1EJC 13 
A1EJC N5  N4  N 0 1 Y N N N N N -13.380 46.049 -5.404 3.738  -0.937 1.295  N5  A1EJC 14 
A1EJC N8  N5  N 0 1 Y N N N N N -16.450 47.647 -4.506 2.723  -3.068 -1.247 N8  A1EJC 15 
A1EJC O12 O1  O 0 1 N N N N N N -15.133 44.773 -1.767 -0.650 -1.417 0.376  O12 A1EJC 16 
A1EJC O15 O2  O 0 1 N N N N N N -15.997 46.209 0.350  -3.566 -1.785 0.560  O15 A1EJC 17 
A1EJC O17 O3  O 0 1 N N N N N N -16.753 46.982 2.614  -4.793 -3.203 -1.282 O17 A1EJC 18 
A1EJC O18 O4  O 0 1 N N N N N N -18.401 45.905 1.027  -5.450 -3.485 1.248  O18 A1EJC 19 
A1EJC O19 O5  O 0 1 N N N N N N -17.450 48.186 0.501  -5.987 -1.371 -0.022 O19 A1EJC 20 
A1EJC O21 O6  O 0 1 N N N N N N -12.144 44.625 -0.723 -1.280 2.066  0.498  O21 A1EJC 21 
A1EJC O23 O7  O 0 1 N N N N N N -12.146 42.748 0.982  -2.334 4.437  0.923  O23 A1EJC 22 
A1EJC O24 O8  O 0 1 N N N N N N -10.954 44.929 1.440  -1.130 3.923  -1.357 O24 A1EJC 23 
A1EJC O25 O9  O 0 1 N N N N N N -10.084 43.372 -0.363 -3.329 2.837  -0.758 O25 A1EJC 24 
A1EJC O27 O10 O 0 1 N N N N N N -12.348 47.024 -2.039 1.222  1.583  0.589  O27 A1EJC 25 
A1EJC O29 O11 O 0 1 N N N N N N -10.944 48.928 -2.627 1.870  3.157  -1.276 O29 A1EJC 26 
A1EJC O30 O12 O 0 1 N N N N N N -11.838 48.745 -0.259 2.829  3.621  1.013  O30 A1EJC 27 
A1EJC O31 O13 O 0 1 N N N N N N -13.405 49.272 -2.160 3.647  1.578  -0.427 O31 A1EJC 28 
A1EJC P16 P1  P 0 1 N N N N N N -17.228 46.853 1.183  -4.971 -2.437 0.123  P16 A1EJC 29 
A1EJC P22 P2  P 0 1 N N N N N N -11.287 43.859 0.417  -2.046 3.306  -0.186 P22 A1EJC 30 
A1EJC P28 P3  P 0 1 N N N N N N -12.123 48.601 -1.739 2.381  2.499  -0.052 P28 A1EJC 31 
A1EJC H1  H1  H 0 1 N N N N N N -15.638 48.705 -8.346 6.688  -3.780 -0.910 H1  A1EJC 32 
A1EJC H2  H2  H 0 1 N N N N N N -16.912 48.123 -7.505 5.262  -4.169 -1.709 H2  A1EJC 33 
A1EJC H3  H3  H 0 1 N N N N N N -12.362 46.184 -7.179 5.581  -0.596 2.163  H3  A1EJC 34 
A1EJC H4  H4  H 0 1 N N N N N N -14.283 43.484 -0.358 -1.795 -0.129 1.561  H4  A1EJC 35 
A1EJC H5  H5  H 0 1 N N N N N N -13.214 45.876 0.602  -1.315 0.919  -1.234 H5  A1EJC 36 
A1EJC H6  H6  H 0 1 N N N N N N -14.235 47.214 -1.113 0.950  0.480  -1.151 H6  A1EJC 37 
A1EJC H7  H7  H 0 1 N N N N N N -13.453 44.908 -2.973 0.805  -0.633 1.656  H7  A1EJC 38 
A1EJC H8  H8  H 0 1 N N N N N N -16.480 44.179 0.482  -3.588 0.129  -0.220 H8  A1EJC 39 
A1EJC H9  H9  H 0 1 N N N N N N -15.192 44.739 1.601  -2.721 -1.086 -1.191 H9  A1EJC 40 
A1EJC H10 H10 H 0 1 N N N N N N -16.678 47.020 -2.512 0.646  -2.758 -1.492 H10 A1EJC 41 
A1EJC H11 H11 H 0 1 N N N N N N -16.675 47.901 2.841  -4.141 -3.917 -1.262 H11 A1EJC 42 
A1EJC H12 H12 H 0 1 N N N N N N -19.083 46.326 0.517  -6.292 -3.918 1.050  H12 A1EJC 43 
A1EJC H13 H13 H 0 1 N N N N N N -11.774 41.907 0.744  -2.795 5.215  0.580  H13 A1EJC 44 
A1EJC H14 H14 H 0 1 N N N N N N -10.023 45.114 1.414  -0.272 4.250  -1.054 H14 A1EJC 45 
A1EJC H15 H15 H 0 1 N N N N N N -10.939 49.025 -0.135 3.526  4.210  0.693  H15 A1EJC 46 
A1EJC H16 H16 H 0 1 N N N N N N -13.247 49.800 -2.934 4.034  1.116  0.329  H16 A1EJC 47 
# 
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 
A1EJC N1  C2  SING N N 1  
A1EJC N3  C2  DOUB Y N 2  
A1EJC N3  C4  SING Y N 3  
A1EJC C2  C7  SING Y N 4  
A1EJC C4  N5  DOUB Y N 5  
A1EJC C7  C6  DOUB Y N 6  
A1EJC C7  N8  SING Y N 7  
A1EJC N5  C6  SING Y N 8  
A1EJC C6  N10 SING Y N 9  
A1EJC N8  C9  DOUB Y N 10 
A1EJC N10 C9  SING Y N 11 
A1EJC N10 C11 SING N N 12 
A1EJC O29 P28 DOUB N N 13 
A1EJC C11 O12 SING N N 14 
A1EJC C11 C26 SING N N 15 
A1EJC O31 P28 SING N N 16 
A1EJC O27 P28 SING N N 17 
A1EJC O27 C26 SING N N 18 
A1EJC O12 C13 SING N N 19 
A1EJC P28 O30 SING N N 20 
A1EJC C26 C20 SING N N 21 
A1EJC O21 C20 SING N N 22 
A1EJC O21 P22 SING N N 23 
A1EJC C13 C20 SING N N 24 
A1EJC C13 C14 SING N N 25 
A1EJC O25 P22 DOUB N N 26 
A1EJC O15 C14 SING N N 27 
A1EJC O15 P16 SING N N 28 
A1EJC P22 O23 SING N N 29 
A1EJC P22 O24 SING N N 30 
A1EJC O19 P16 DOUB N N 31 
A1EJC O18 P16 SING N N 32 
A1EJC P16 O17 SING N N 33 
A1EJC N1  H1  SING N N 34 
A1EJC N1  H2  SING N N 35 
A1EJC C4  H3  SING N N 36 
A1EJC C13 H4  SING N N 37 
A1EJC C20 H5  SING N N 38 
A1EJC C26 H6  SING N N 39 
A1EJC C11 H7  SING N N 40 
A1EJC C14 H8  SING N N 41 
A1EJC C14 H9  SING N N 42 
A1EJC C9  H10 SING N N 43 
A1EJC O17 H11 SING N N 44 
A1EJC O18 H12 SING N N 45 
A1EJC O23 H13 SING N N 46 
A1EJC O24 H14 SING N N 47 
A1EJC O30 H15 SING N N 48 
A1EJC O31 H16 SING N N 49 
# 
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 
A1EJC InChI            InChI                1.06  "InChI=1S/C10H16N5O13P3/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(28-31(22,23)24)6(27-30(19,20)21)4(26-10)1-25-29(16,17)18/h2-4,6-7,10H,1H2,(H2,11,12,13)(H2,16,17,18)(H2,19,20,21)(H2,22,23,24)/t4-,6-,7-,10-/m1/s1" 
A1EJC InChIKey         InChI                1.06  JRIZSBGDMDSKRF-KQYNXXCUSA-N                                                                                                                                                                                    
A1EJC SMILES_CANONICAL CACTVS               3.385 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(O)=O)[C@@H](O[P](O)(O)=O)[C@H]3O[P](O)(O)=O"                                                                                                                           
A1EJC SMILES           CACTVS               3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(O)=O)[CH](O[P](O)(O)=O)[CH]3O[P](O)(O)=O"                                                                                                                                 
A1EJC SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)OP(=O)(O)O)OP(=O)(O)O)N"                                                                                                                           
A1EJC SMILES           "OpenEye OEToolkits" 2.0.7 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)O)OP(=O)(O)O)OP(=O)(O)O)N"                                                                                                                                             
# 
_pdbx_chem_comp_identifier.comp_id           A1EJC 
_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~{R},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-diphosphonooxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1EJC 
_pdbx_chem_comp_synonyms.name         "Adenosine trisphosphate" 
_pdbx_chem_comp_synonyms.provenance   PUBCHEM 
_pdbx_chem_comp_synonyms.type         ? 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1EJC "Create component" 2025-01-14 PDBC 
A1EJC "Initial release"  2025-11-12 RCSB 
# 
