data_EQ1
# 
_chem_comp.id                                    EQ1 
_chem_comp.name                                  "2-amino-1-[(R)-{[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl]-3-[(S)-{[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl]-1H-imidazol-3-ium" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H30 N13 O14 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2018-01-25 
_chem_comp.pdbx_modified_date                    2024-04-25 
_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                        774.511 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     EQ1 
_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        6C8K 
_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.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 
EQ1 PA  P1  P 0 1 N N N N N N 27.369 7.203  40.949 2.701   3.599  -0.192 PA  EQ1 1  
EQ1 PG  P2  P 0 1 N N N N N N 29.940 10.333 37.677 -2.556  3.522  0.207  PG  EQ1 2  
EQ1 C1C C1  C 0 1 Y N N N N N 28.859 8.732  39.397 0.068   3.817  0.005  C1C EQ1 3  
EQ1 C1D C2  C 0 1 N N R N N N 27.441 11.355 43.945 6.683   -0.567 0.657  C1D EQ1 4  
EQ1 C1E C3  C 0 1 N N R N N N 30.728 13.792 41.160 -6.626  -0.546 -0.703 C1E EQ1 5  
EQ1 N1A N1  N 0 1 N N N N N N 32.320 12.615 44.872 8.641   -5.165 -0.826 N1A EQ1 6  
EQ1 N1B N2  N 0 1 N N N N N N 35.801 13.713 42.141 -8.967  -4.887 0.981  N1B EQ1 7  
EQ1 N1C N3  N 0 1 Y N N N N N 27.659 8.226  39.692 1.157   3.057  -0.079 N1C EQ1 8  
EQ1 O1A O1  O 0 1 N N N N N N 28.549 6.683  41.680 2.830   5.013  0.567  O1A EQ1 9  
EQ1 O1G O2  O 0 1 N N N N N N 31.320 9.837  37.919 -2.949  3.681  1.760  O1G EQ1 10 
EQ1 C2A C4  C 0 1 N N N N N N 31.146 13.369 44.925 8.790   -4.508 0.359  C2A EQ1 11 
EQ1 C2B C5  C 0 1 N N N N N N 34.920 14.790 42.147 -8.951  -4.348 -0.271 C2B EQ1 12 
EQ1 C2C C6  C 0 1 Y N N N N N 27.448 9.511  37.962 -0.571  1.734  0.051  C2C EQ1 13 
EQ1 C2D C7  C 0 1 N N R N N N 27.136 12.264 42.753 7.864   0.433  0.577  C2D EQ1 14 
EQ1 C2E C8  C 0 1 N N R N N N 30.851 15.049 40.265 -7.756  0.504  -0.855 C2E EQ1 15 
EQ1 N2A N4  N 0 1 N N N N N N 31.151 14.657 45.266 9.551   -5.080 1.347  N2A EQ1 16 
EQ1 N2B N5  N 0 1 N N N N N N 35.388 15.982 42.443 -9.628  -4.987 -1.280 N2B EQ1 17 
EQ1 N2C N6  N 1 1 Y N N N N N 28.726 9.525  38.343 -0.998  3.026  0.086  N2C EQ1 18 
EQ1 O2A O3  O 0 1 N N N N N N 26.097 6.445  41.018 3.062   3.769  -1.617 O2A EQ1 19 
EQ1 O2D O4  O 0 1 N N N N N N 26.095 13.170 43.038 9.003   -0.066 1.282  O2D EQ1 20 
EQ1 O2E O5  O 0 1 N N N N N N 30.403 16.300 40.875 -8.833  -0.016 -1.637 O2E EQ1 21 
EQ1 O2G O6  O 0 1 N N N N N N 29.634 10.405 36.110 -2.714  4.824  -0.478 O2G EQ1 22 
EQ1 C3C C9  C 0 1 Y N N N N N 26.791 8.710  38.796 0.768   1.754  -0.058 C3C EQ1 23 
EQ1 C3D C10 C 0 1 N N S N N N 26.610 11.312 41.715 7.280   1.681  1.284  C3D EQ1 24 
EQ1 C3E C11 C 0 1 N N S N N N 29.990 14.784 39.076 -7.034  1.651  -1.603 C3E EQ1 25 
EQ1 N3A N7  N 0 1 N N N N N N 29.992 12.757 44.639 8.226   -3.342 0.583  N3A EQ1 26 
EQ1 N3B N8  N 0 1 N N N N N N 33.624 14.594 41.868 -8.308  -3.234 -0.540 N3B EQ1 27 
EQ1 N3C N9  N 0 1 N N N N N N 30.014 8.493  40.042 0.049   5.199  0.014  N3C EQ1 28 
EQ1 O3D O7  O 0 1 N N N N N N 25.750 12.000 40.758 7.703   1.727  2.648  O3D EQ1 29 
EQ1 O3E O8  O 0 1 N N N N N N 29.265 15.972 38.733 -7.299  1.582  -3.006 O3E EQ1 30 
EQ1 C4A C12 C 0 1 Y N N N N N 29.930 11.461 44.285 7.476   -2.746 -0.351 C4A EQ1 31 
EQ1 C4B C13 C 0 1 Y N N N N N 33.186 13.346 41.569 -7.635  -2.577 0.412  C4B EQ1 32 
EQ1 C4D C14 C 0 1 N N R N N N 25.770 10.389 42.573 5.754   1.484  1.199  C4D EQ1 33 
EQ1 C4E C15 C 0 1 N N R N N N 29.025 13.668 39.523 -5.539  1.403  -1.323 C4E EQ1 34 
EQ1 O4D O9  O 0 1 N N N N N N 26.422 10.357 43.867 5.520   0.268  0.468  O4D EQ1 35 
EQ1 O4E O10 O 0 1 N N N N N N 29.711 12.974 40.583 -5.448  0.254  -0.461 O4E EQ1 36 
EQ1 C5A C16 C 0 1 Y N N N N N 31.035 10.704 44.202 7.285   -3.370 -1.589 C5A EQ1 37 
EQ1 C5B C17 C 0 1 Y N N N N N 34.028 12.284 41.549 -7.613  -3.080 1.718  C5B EQ1 38 
EQ1 C5D C18 C 0 1 N N N N N N 25.640 9.007  41.917 5.117   2.664  0.462  C5D EQ1 39 
EQ1 C5E C19 C 0 1 N N N N N N 28.696 12.782 38.319 -4.929  2.624  -0.632 C5E EQ1 40 
EQ1 O5D O11 O 0 1 N N N N N N 26.907 8.383  42.001 3.695   2.531  0.490  O5D EQ1 41 
EQ1 O5E O12 O 0 1 N N N N N N 29.867 11.938 38.090 -3.521  2.432  -0.482 O5E EQ1 42 
EQ1 C6A C20 C 0 1 N N N N N N 32.235 11.250 44.489 7.902   -4.622 -1.819 C6A EQ1 43 
EQ1 C6B C21 C 0 1 N N N N N N 35.329 12.437 41.817 -8.314  -4.277 1.995  C6B EQ1 44 
EQ1 O6A O13 O 0 1 N N N N N N 33.272 10.582 44.426 7.763   -5.201 -2.882 O6A EQ1 45 
EQ1 O6B O14 O 0 1 N N N N N N 36.131 11.498 41.811 -8.323  -4.752 3.118  O6B EQ1 46 
EQ1 N7A N10 N 0 1 Y N N N N N 30.670 9.478  43.809 6.496   -2.556 -2.332 N7A EQ1 47 
EQ1 N7B N11 N 0 1 Y N N N N N 33.318 11.205 41.224 -6.869  -2.228 2.465  N7B EQ1 48 
EQ1 C8A C22 C 0 1 Y N N N N N 29.338 9.493  43.665 6.198   -1.496 -1.640 C8A EQ1 49 
EQ1 C8B C23 C 0 1 Y N N N N N 32.049 11.597 41.037 -6.444  -1.256 1.713  C8B EQ1 50 
EQ1 N9A N12 N 0 1 Y N N N N N 28.870 10.724 43.938 6.782   -1.568 -0.409 N9A EQ1 51 
EQ1 N9B N13 N 0 1 Y N N N N N 31.958 12.922 41.237 -6.892  -1.429 0.436  N9B EQ1 52 
EQ1 H1  H1  H 0 1 N N N N N N 27.327 11.938 44.870 6.654   -1.050 1.634  H1  EQ1 53 
EQ1 H2  H2  H 0 1 N N N N N N 30.440 14.106 42.174 -6.514  -1.126 -1.619 H2  EQ1 54 
EQ1 H3  H3  H 0 1 N N N N N N 33.202 13.027 45.099 9.071   -6.024 -0.959 H3  EQ1 55 
EQ1 H4  H4  H 0 1 N N N N N N 36.765 13.850 42.367 -9.452  -5.711 1.145  H4  EQ1 56 
EQ1 H5  H5  H 0 1 N N N N N N 28.316 5.877  42.126 2.608   4.976  1.508  H5  EQ1 57 
EQ1 H6  H6  H 0 1 N N N N N N 31.744 9.662  37.087 -2.869  2.864  2.272  H6  EQ1 58 
EQ1 H7  H7  H 0 1 N N N N N N 27.024 10.051 37.129 -1.196  0.854  0.098  H7  EQ1 59 
EQ1 H8  H8  H 0 1 N N N N N N 28.050 12.767 42.403 8.117   0.655  -0.459 H8  EQ1 60 
EQ1 H9  H9  H 0 1 N N N N N N 31.898 15.148 39.941 -8.111  0.838  0.120  H9  EQ1 61 
EQ1 H10 H10 H 0 1 N N N N N N 30.292 15.166 45.308 9.974   -5.940 1.197  H10 EQ1 62 
EQ1 H11 H11 H 0 1 N N N N N N 32.014 15.114 45.480 9.667   -4.625 2.196  H11 EQ1 63 
EQ1 H12 H12 H 0 1 N N N N N N 34.772 16.770 42.464 -10.108 -5.810 -1.097 H12 EQ1 64 
EQ1 H13 H13 H 0 1 N N N N N N 36.360 16.101 42.647 -9.626  -4.615 -2.176 H13 EQ1 65 
EQ1 H14 H14 H 0 1 N N N N N N 26.387 13.793 43.693 9.768   0.525  1.261  H14 EQ1 66 
EQ1 H15 H15 H 0 1 N N N N N N 30.938 16.491 41.637 -9.564  0.604  -1.760 H15 EQ1 67 
EQ1 H16 H16 H 0 1 N N N N N N 25.735 8.488  38.757 1.417   0.892  -0.111 H16 EQ1 68 
EQ1 H17 H17 H 0 1 N N N N N N 27.426 10.765 41.220 7.577   2.589  0.760  H17 EQ1 69 
EQ1 H18 H18 H 0 1 N N N N N N 30.600 14.431 38.232 -7.341  2.618  -1.203 H18 EQ1 70 
EQ1 H19 H19 H 0 1 N N N N N N 30.028 7.879  40.831 0.880   5.696  -0.045 H19 EQ1 71 
EQ1 H20 H20 H 0 1 N N N N N N 30.859 8.929  39.732 -0.796  5.671  0.080  H20 EQ1 72 
EQ1 H21 H21 H 0 1 N N N N N N 26.275 12.579 40.219 8.656   1.850  2.760  H21 EQ1 73 
EQ1 H22 H22 H 0 1 N N N N N N 29.874 16.648 38.460 -8.225  1.731  -3.239 H22 EQ1 74 
EQ1 H23 H23 H 0 1 N N N N N N 24.764 10.821 42.677 5.335   1.400  2.201  H23 EQ1 75 
EQ1 H24 H24 H 0 1 N N N N N N 28.098 14.125 39.900 -5.015  1.203  -2.258 H24 EQ1 76 
EQ1 H25 H25 H 0 1 N N N N N N 25.343 9.116  40.864 5.405   3.595  0.951  H25 EQ1 77 
EQ1 H26 H26 H 0 1 N N N N N N 24.888 8.406  42.450 5.461   2.675  -0.572 H26 EQ1 78 
EQ1 H27 H27 H 0 1 N N N N N N 28.497 13.403 37.433 -5.112  3.513  -1.236 H27 EQ1 79 
EQ1 H28 H28 H 0 1 N N N N N N 27.816 12.159 38.535 -5.385  2.751  0.350  H28 EQ1 80 
EQ1 H29 H29 H 0 1 N N N N N N 28.733 8.647  43.374 5.581   -0.680 -1.988 H29 EQ1 81 
EQ1 H30 H30 H 0 1 N N N N N N 31.228 10.948 40.768 -5.828  -0.435 2.049  H30 EQ1 82 
# 
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 
EQ1 O2G PG  DOUB N N 1  
EQ1 PG  O1G SING N N 2  
EQ1 PG  O5E SING N N 3  
EQ1 PG  N2C SING N N 4  
EQ1 C2C N2C SING Y N 5  
EQ1 C2C C3C DOUB Y N 6  
EQ1 O5E C5E SING N N 7  
EQ1 C5E C4E SING N N 8  
EQ1 N2C C1C DOUB Y N 9  
EQ1 O3E C3E SING N N 10 
EQ1 C3C N1C SING Y N 11 
EQ1 C3E C4E SING N N 12 
EQ1 C3E C2E SING N N 13 
EQ1 C1C N1C SING Y N 14 
EQ1 C1C N3C SING N N 15 
EQ1 C4E O4E SING N N 16 
EQ1 N1C PA  SING N N 17 
EQ1 C2E O2E SING N N 18 
EQ1 C2E C1E SING N N 19 
EQ1 O4E C1E SING N N 20 
EQ1 O3D C3D SING N N 21 
EQ1 PA  O2A DOUB N N 22 
EQ1 PA  O1A SING N N 23 
EQ1 PA  O5D SING N N 24 
EQ1 C8B N7B DOUB Y N 25 
EQ1 C8B N9B SING Y N 26 
EQ1 C1E N9B SING N N 27 
EQ1 N7B C5B SING Y N 28 
EQ1 N9B C4B SING Y N 29 
EQ1 C5B C4B DOUB Y N 30 
EQ1 C5B C6B SING N N 31 
EQ1 C4B N3B SING N N 32 
EQ1 C3D C4D SING N N 33 
EQ1 C3D C2D SING N N 34 
EQ1 O6B C6B DOUB N N 35 
EQ1 C6B N1B SING N N 36 
EQ1 N3B C2B DOUB N N 37 
EQ1 C5D O5D SING N N 38 
EQ1 C5D C4D SING N N 39 
EQ1 N1B C2B SING N N 40 
EQ1 C2B N2B SING N N 41 
EQ1 C4D O4D SING N N 42 
EQ1 C2D O2D SING N N 43 
EQ1 C2D C1D SING N N 44 
EQ1 C8A N7A DOUB Y N 45 
EQ1 C8A N9A SING Y N 46 
EQ1 N7A C5A SING Y N 47 
EQ1 O4D C1D SING N N 48 
EQ1 N9A C1D SING N N 49 
EQ1 N9A C4A SING Y N 50 
EQ1 C5A C4A DOUB Y N 51 
EQ1 C5A C6A SING N N 52 
EQ1 C4A N3A SING N N 53 
EQ1 O6A C6A DOUB N N 54 
EQ1 C6A N1A SING N N 55 
EQ1 N3A C2A DOUB N N 56 
EQ1 N1A C2A SING N N 57 
EQ1 C2A N2A SING N N 58 
EQ1 C1D H1  SING N N 59 
EQ1 C1E H2  SING N N 60 
EQ1 N1A H3  SING N N 61 
EQ1 N1B H4  SING N N 62 
EQ1 O1A H5  SING N N 63 
EQ1 O1G H6  SING N N 64 
EQ1 C2C H7  SING N N 65 
EQ1 C2D H8  SING N N 66 
EQ1 C2E H9  SING N N 67 
EQ1 N2A H10 SING N N 68 
EQ1 N2A H11 SING N N 69 
EQ1 N2B H12 SING N N 70 
EQ1 N2B H13 SING N N 71 
EQ1 O2D H14 SING N N 72 
EQ1 O2E H15 SING N N 73 
EQ1 C3C H16 SING N N 74 
EQ1 C3D H17 SING N N 75 
EQ1 C3E H18 SING N N 76 
EQ1 N3C H19 SING N N 77 
EQ1 N3C H20 SING N N 78 
EQ1 O3D H21 SING N N 79 
EQ1 O3E H22 SING N N 80 
EQ1 C4D H23 SING N N 81 
EQ1 C4E H24 SING N N 82 
EQ1 C5D H25 SING N N 83 
EQ1 C5D H26 SING N N 84 
EQ1 C5E H27 SING N N 85 
EQ1 C5E H28 SING N N 86 
EQ1 C8A H29 SING N N 87 
EQ1 C8B 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 
EQ1 SMILES           ACDLabs              12.01 "NC1=Nc2c(ncn2C2OC(COP(=O)(O)[n+]3ccn(c3N)P(=O)(O)OCC3OC(n4cnc5c4N=C(N)NC5=O)C(O)C3O)C(O)C2O)C(=O)N1"                                                                                                                                                                                                                    
EQ1 InChI            InChI                1.06  "InChI=1S/C23H29N13O14P2/c24-21-29-15-9(17(41)31-21)27-5-33(15)19-13(39)11(37)7(49-19)3-47-51(43,44)35-1-2-36(23(35)26)52(45,46)48-4-8-12(38)14(40)20(50-8)34-6-28-10-16(34)30-22(25)32-18(10)42/h1-2,5-8,11-14,19-20,26,37-40H,3-4H2,(H8,24,25,29,30,31,32,41,42,43,44,45,46)/p+1/t7-,8-,11-,12-,13-,14-,19-,20-/m1/s1" 
EQ1 InChIKey         InChI                1.06  NQKWYRRUFGLPHK-XPWFQUROSA-O                                                                                                                                                                                                                                                                                              
EQ1 SMILES_CANONICAL CACTVS               3.385 "NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](CO[P](O)(=O)n4cc[n+](c4N)[P](O)(=O)OC[C@H]5O[C@H]([C@H](O)[C@@H]5O)n6cnc7C(=O)NC(=Nc67)N)[C@@H](O)[C@H]3O"                                                                                                                                                                           
EQ1 SMILES           CACTVS               3.385 "NC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](CO[P](O)(=O)n4cc[n+](c4N)[P](O)(=O)OC[CH]5O[CH]([CH](O)[CH]5O)n6cnc7C(=O)NC(=Nc67)N)[CH](O)[CH]3O"                                                                                                                                                                                      
EQ1 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1c[n+](c(n1P(=O)(O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3N=C(NC4=O)N)O)O)N)P(=O)(O)OC[C@@H]5[C@H]([C@H]([C@@H](O5)n6cnc7c6N=C(NC7=O)N)O)O"                                                                                                                                                                            
EQ1 SMILES           "OpenEye OEToolkits" 2.0.7 "c1c[n+](c(n1P(=O)(O)OCC2C(C(C(O2)n3cnc4c3N=C(NC4=O)N)O)O)N)P(=O)(O)OCC5C(C(C(O5)n6cnc7c6N=C(NC7=O)N)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 
EQ1 "SYSTEMATIC NAME" ACDLabs              12.01 "2-amino-1-[(R)-{[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl]-3-[(S)-{[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl]-1H-imidazol-3-ium (non-preferred name)"   
EQ1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "[2-azanyl-3-[[(2~{R},3~{S},4~{R},5~{R})-5-(2-azanyl-6-oxidanylidene-1~{H}-purin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl]imidazol-1-ium-1-yl]-[[(2~{R},3~{S},4~{R},5~{R})-5-(2-azanyl-6-oxidanylidene-1~{H}-purin-9-yl)-3,4-bis(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 
EQ1 "Create component" 2018-01-25 RCSB 
EQ1 "Initial release"  2018-05-30 RCSB 
EQ1 "Modify charge"    2024-04-25 RCSB 
# 
