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 #