data_GB8 # _chem_comp.id GB8 _chem_comp.name "(2R,3R,4S,5R)-2-(6-amino-8-((quinolin-7-ylmethyl)amino)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H21 N7 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-09-24 _chem_comp.pdbx_modified_date 2016-05-06 _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 423.425 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GB8 _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 5ar0 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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.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 GB8 C C C 0 1 N N R 6.338 7.698 -8.363 1.607 1.048 0.056 C GB8 1 GB8 N N N 0 1 Y N N 5.052 8.340 -8.162 1.647 -0.416 0.020 N GB8 2 GB8 O O O 0 1 N N N 6.419 6.584 -7.503 2.516 1.600 -0.921 O GB8 3 GB8 C1 C1 C 0 1 N N R 7.546 8.557 -8.021 2.125 1.567 1.416 C1 GB8 4 GB8 N1 N1 N 0 1 Y N N 3.438 9.567 -7.179 0.975 -2.500 0.013 N1 GB8 5 GB8 O1 O1 O 0 1 N N N 7.546 7.423 -5.044 3.908 3.605 -2.512 O1 GB8 6 GB8 C2 C2 C 0 1 N N S 8.604 7.472 -7.837 2.910 2.848 1.054 C2 GB8 7 GB8 N2 N2 N 0 1 Y N N 4.188 8.313 -10.443 4.078 -0.953 -0.153 N2 GB8 8 GB8 O2 O2 O 0 1 N N N 9.148 7.077 -9.088 2.326 3.989 1.687 O2 GB8 9 GB8 C3 C3 C 0 1 N N R 7.808 6.339 -7.184 2.772 2.952 -0.481 C3 GB8 10 GB8 N3 N3 N 0 1 Y N N 2.162 9.591 -10.659 4.571 -3.210 -0.237 N3 GB8 11 GB8 O3 O3 O 0 1 N N N 7.858 9.466 -9.068 1.033 1.877 2.283 O3 GB8 12 GB8 C4 C4 C 0 1 N N N 7.965 6.234 -5.686 4.070 3.476 -1.098 C4 GB8 13 GB8 N4 N4 N 0 1 N N N 1.182 10.738 -8.918 2.908 -4.883 -0.160 N4 GB8 14 GB8 C5 C5 C 0 1 Y N N 4.561 8.925 -6.954 0.569 -1.256 0.066 C5 GB8 15 GB8 N5 N5 N 0 1 N N N 5.161 8.822 -5.762 -0.749 -0.854 0.156 N5 GB8 16 GB8 C6 C6 C 0 1 Y N N 3.168 9.415 -8.532 2.329 -2.529 -0.073 C6 GB8 17 GB8 N6 N6 N 0 1 Y N N 7.302 14.403 -3.641 -6.790 0.738 0.610 N6 GB8 18 GB8 C7 C7 C 0 1 Y N N 4.139 8.649 -9.149 2.775 -1.197 -0.072 C7 GB8 19 GB8 C8 C8 C 0 1 Y N N 3.156 8.827 -11.112 4.943 -1.943 -0.232 C8 GB8 20 GB8 C9 C9 C 0 1 Y N N 2.138 9.919 -9.350 3.289 -3.550 -0.155 C9 GB8 21 GB8 C10 C10 C 0 1 N N N 4.612 9.491 -4.595 -1.819 -1.854 0.197 C10 GB8 22 GB8 C11 C11 C 0 1 Y N N 5.310 10.800 -4.326 -3.152 -1.159 0.295 C11 GB8 23 GB8 C12 C12 C 0 1 Y N N 4.598 11.894 -3.907 -3.818 -0.822 -0.844 C12 GB8 24 GB8 C13 C13 C 0 1 Y N N 5.229 13.135 -3.661 -5.061 -0.174 -0.754 C13 GB8 25 GB8 C14 C14 C 0 1 Y N N 6.620 13.234 -3.864 -5.607 0.121 0.520 C14 GB8 26 GB8 C15 C15 C 0 1 Y N N 7.327 12.093 -4.296 -4.889 -0.244 1.672 C15 GB8 27 GB8 C16 C16 C 0 1 Y N N 6.679 10.919 -4.515 -3.687 -0.871 1.549 C16 GB8 28 GB8 C17 C17 C 0 1 Y N N 6.602 15.444 -3.218 -7.463 1.080 -0.461 C17 GB8 29 GB8 C18 C18 C 0 1 Y N N 5.238 15.430 -2.990 -6.984 0.820 -1.743 C18 GB8 30 GB8 C19 C19 C 0 1 Y N N 4.550 14.281 -3.211 -5.781 0.192 -1.906 C19 GB8 31 GB8 H H H 0 1 N N N 6.425 7.373 -9.410 0.592 1.404 -0.126 H GB8 32 GB8 H1 H1 H 0 1 N N N 7.377 9.082 -7.069 2.785 0.833 1.878 H1 GB8 33 GB8 HO1 HO1 H 0 1 N N N 7.655 7.331 -4.105 4.694 3.932 -2.970 HO1 GB8 34 GB8 H2 H2 H 0 1 N N N 9.387 7.824 -7.149 3.957 2.749 1.340 H2 GB8 35 GB8 HO2 HO2 H 0 1 N N N 9.803 6.403 -8.950 2.779 4.821 1.494 HO2 GB8 36 GB8 H3 H3 H 0 1 N N N 8.125 5.388 -7.637 1.937 3.601 -0.744 H3 GB8 37 GB8 HO3 HO3 H 0 1 N N N 8.615 9.985 -8.822 1.302 2.207 3.151 HO3 GB8 38 GB8 H4 H4 H 0 1 N N N 9.023 6.051 -5.448 4.880 2.777 -0.888 H4 GB8 39 GB8 H4A H4A H 0 1 N N N 7.356 5.394 -5.319 4.309 4.449 -0.670 H4A GB8 40 GB8 HN4 HN4 H 0 1 N N N 0.594 10.998 -9.684 3.580 -5.579 -0.223 HN4 GB8 41 GB8 HN4A HN4A H 0 0 N N N 0.636 10.274 -8.221 1.969 -5.119 -0.100 HN4A GB8 42 GB8 HN5 HN5 H 0 1 N N N 5.195 7.847 -5.543 -0.966 0.090 0.191 HN5 GB8 43 GB8 H8 H8 H 0 1 N N N 3.120 8.592 -12.166 5.996 -1.710 -0.297 H8 GB8 44 GB8 H10 H10 H 0 1 N N N 3.543 9.685 -4.765 -1.788 -2.457 -0.711 H10 GB8 45 GB8 H10A H10A H 0 0 N N N 4.731 8.836 -3.719 -1.680 -2.498 1.066 H10A GB8 46 GB8 H12 H12 H 0 1 N N N 3.531 11.806 -3.762 -3.393 -1.050 -1.810 H12 GB8 47 GB8 H15 H15 H 0 1 N N N 8.394 12.153 -4.454 -5.289 -0.027 2.652 H15 GB8 48 GB8 H16 H16 H 0 1 N N N 7.243 10.059 -4.844 -3.140 -1.149 2.437 H16 GB8 49 GB8 H17 H17 H 0 1 N N N 7.132 16.367 -3.039 -8.415 1.577 -0.347 H17 GB8 50 GB8 H18 H18 H 0 1 N N N 4.730 16.317 -2.642 -7.562 1.114 -2.606 H18 GB8 51 GB8 H19 H19 H 0 1 N N N 3.484 14.247 -3.042 -5.395 -0.017 -2.893 H19 GB8 52 # 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 GB8 C N SING N N 1 GB8 C O SING N N 2 GB8 C C1 SING N N 3 GB8 N C5 SING Y N 4 GB8 N C7 SING Y N 5 GB8 O C3 SING N N 6 GB8 C1 C2 SING N N 7 GB8 C1 O3 SING N N 8 GB8 N1 C5 DOUB Y N 9 GB8 N1 C6 SING Y N 10 GB8 O1 C4 SING N N 11 GB8 C2 O2 SING N N 12 GB8 C2 C3 SING N N 13 GB8 N2 C7 DOUB Y N 14 GB8 N2 C8 SING Y N 15 GB8 C3 C4 SING N N 16 GB8 N3 C8 DOUB Y N 17 GB8 N3 C9 SING Y N 18 GB8 N4 C9 SING N N 19 GB8 C5 N5 SING N N 20 GB8 N5 C10 SING N N 21 GB8 C6 C7 SING Y N 22 GB8 C6 C9 DOUB Y N 23 GB8 N6 C14 DOUB Y N 24 GB8 N6 C17 SING Y N 25 GB8 C10 C11 SING N N 26 GB8 C11 C12 DOUB Y N 27 GB8 C11 C16 SING Y N 28 GB8 C12 C13 SING Y N 29 GB8 C13 C14 SING Y N 30 GB8 C13 C19 DOUB Y N 31 GB8 C14 C15 SING Y N 32 GB8 C15 C16 DOUB Y N 33 GB8 C17 C18 DOUB Y N 34 GB8 C18 C19 SING Y N 35 GB8 C H SING N N 36 GB8 C1 H1 SING N N 37 GB8 O1 HO1 SING N N 38 GB8 C2 H2 SING N N 39 GB8 O2 HO2 SING N N 40 GB8 C3 H3 SING N N 41 GB8 O3 HO3 SING N N 42 GB8 C4 H4 SING N N 43 GB8 C4 H4A SING N N 44 GB8 N4 HN4 SING N N 45 GB8 N4 HN4A SING N N 46 GB8 N5 HN5 SING N N 47 GB8 C8 H8 SING N N 48 GB8 C10 H10 SING N N 49 GB8 C10 H10A SING N N 50 GB8 C12 H12 SING N N 51 GB8 C15 H15 SING N N 52 GB8 C16 H16 SING N N 53 GB8 C17 H17 SING N N 54 GB8 C18 H18 SING N N 55 GB8 C19 H19 SING N N 56 # 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 GB8 InChI InChI 1.03 "InChI=1S/C20H21N7O4/c21-17-14-18(25-9-24-17)27(19-16(30)15(29)13(8-28)31-19)20(26-14)23-7-10-3-4-12-11(6-10)2-1-5-22-12/h1-6,9,13,15-16,19,28-30H,7-8H2,(H,23,26)(H2,21,24,25)/t13-,15-,16-,19-/m1/s1" GB8 InChIKey InChI 1.03 ZPAVHMFARWZWPX-NVQRDWNXSA-N GB8 SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c(NCc4ccc5ncccc5c4)nc12" GB8 SMILES CACTVS 3.385 "Nc1ncnc2n([CH]3O[CH](CO)[CH](O)[CH]3O)c(NCc4ccc5ncccc5c4)nc12" GB8 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc2cc(ccc2nc1)CNc3nc4c(ncnc4n3[C@H]5[C@@H]([C@@H]([C@H](O5)CO)O)O)N" GB8 SMILES "OpenEye OEToolkits" 1.7.6 "c1cc2cc(ccc2nc1)CNc3nc4c(ncnc4n3C5C(C(C(O5)CO)O)O)N" # 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 GB8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R,3R,4S,5R)-2-[6-azanyl-8-(quinolin-6-ylmethylamino)purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site GB8 "Create component" 2015-09-24 EBI GB8 "Initial release" 2016-05-11 RCSB #