data_9SN # _chem_comp.id 9SN _chem_comp.name 6-fluoroanthraniloyl-AMP _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H18 F N6 O8 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-07-07 _chem_comp.pdbx_modified_date 2017-09-01 _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 484.332 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9SN _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 5OE6 _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 9SN C5 C1 C 0 1 Y N N 40.019 -2.829 15.766 -3.470 -1.276 0.796 C5 9SN 1 9SN N1 N1 N 0 1 N N N 41.710 0.559 17.805 -7.053 -3.680 0.786 N1 9SN 2 9SN C7 C2 C 0 1 N N R 41.460 -4.744 14.930 -3.211 0.814 -0.594 C7 9SN 3 9SN C9 C3 C 0 1 N N R 39.787 -6.373 14.771 -1.222 1.984 -0.398 C9 9SN 4 9SN C10 C4 C 0 1 N N N 38.285 -6.358 14.831 -0.050 2.061 0.583 C10 9SN 5 9SN C3 C5 C 0 1 Y N N 41.454 -1.601 16.734 -5.477 -1.910 0.274 C3 9SN 6 9SN C2 C6 C 0 1 Y N N 42.207 -0.618 17.407 -6.731 -2.520 0.103 C2 9SN 7 9SN C16 C7 C 0 1 N N S 40.471 -6.516 16.121 -2.328 2.968 0.029 C16 9SN 8 9SN C18 C8 C 0 1 N N R 41.847 -5.920 15.831 -3.573 2.072 0.237 C18 9SN 9 9SN C20 C9 C 0 1 Y N N 42.140 -2.718 16.288 -5.208 -0.734 -0.448 C20 9SN 10 9SN C22 C10 C 0 1 Y N N 44.046 -1.988 17.116 -7.302 -0.853 -1.387 C22 9SN 11 9SN C24 C11 C 0 1 N N N 36.106 -3.701 14.191 4.677 0.031 0.501 C24 9SN 12 9SN C25 C12 C 0 1 Y N N 35.230 -2.840 15.040 5.655 -0.776 -0.246 C25 9SN 13 9SN C27 C13 C 0 1 Y N N 35.727 -1.676 15.607 5.780 -2.147 0.010 C27 9SN 14 9SN C28 C14 C 0 1 Y N N 34.978 -0.833 16.388 6.700 -2.897 -0.695 C28 9SN 15 9SN C29 C15 C 0 1 Y N N 33.662 -1.167 16.641 7.501 -2.300 -1.654 C29 9SN 16 9SN C30 C16 C 0 1 Y N N 33.118 -2.322 16.107 7.389 -0.949 -1.918 C30 9SN 17 9SN C31 C17 C 0 1 Y N N 33.874 -3.179 15.302 6.466 -0.178 -1.225 C31 9SN 18 9SN F33 F1 F 0 1 N N N 37.033 -1.385 15.414 5.001 -2.735 0.945 F33 9SN 19 9SN N21 N2 N 0 1 Y N N 43.443 -2.973 16.446 -6.141 -0.246 -1.259 N21 9SN 20 9SN N23 N3 N 0 1 Y N N 43.522 -0.856 17.594 -7.601 -1.959 -0.730 N23 9SN 21 9SN N32 N4 N 0 1 N N N 33.310 -4.327 14.791 6.350 1.179 -1.493 N32 9SN 22 9SN N4 N5 N 0 1 Y N N 40.111 -1.685 16.401 -4.376 -2.185 1.013 N4 9SN 23 9SN N6 N6 N 0 1 Y N N 41.208 -3.500 15.649 -3.936 -0.358 -0.098 N6 9SN 24 9SN O11 O1 O 0 1 N N N 37.758 -6.104 13.517 1.017 1.233 0.116 O11 9SN 25 9SN O13 O2 O 0 1 N N N 35.674 -7.400 13.589 2.149 0.359 2.322 O13 9SN 26 9SN O14 O3 O 0 1 N N N 35.575 -4.937 13.934 3.423 0.176 0.029 O14 9SN 27 9SN O15 O4 O 0 1 N N N 36.143 -5.972 11.586 3.008 2.410 1.127 O15 9SN 28 9SN O17 O5 O 0 1 N N N 40.492 -7.879 16.518 -2.569 3.928 -1.002 O17 9SN 29 9SN O19 O6 O 0 1 N N N 42.671 -6.834 15.116 -4.747 2.703 -0.278 O19 9SN 30 9SN O26 O7 O 0 1 N N N 37.177 -3.348 13.764 5.000 0.567 1.542 O26 9SN 31 9SN O8 O8 O 0 1 N N N 40.269 -5.115 14.254 -1.792 0.664 -0.376 O8 9SN 32 9SN P12 P1 P 0 1 N N N 36.266 -6.134 13.048 2.412 1.074 0.904 P12 9SN 33 9SN HC5 H1 H 0 1 N N N 39.088 -3.209 15.370 -2.495 -1.249 1.260 HC5 9SN 34 9SN HN1B H2 H 0 0 N N N 42.441 1.112 18.204 -6.409 -4.080 1.392 HN1B 9SN 35 9SN HN1A H3 H 0 0 N N N 41.320 1.039 17.019 -7.922 -4.092 0.660 HN1A 9SN 36 9SN HC7 H4 H 0 1 N N N 42.269 -4.585 14.202 -3.425 0.978 -1.650 HC7 9SN 37 9SN HC9 H5 H 0 1 N N N 40.113 -7.196 14.118 -0.879 2.225 -1.404 HC9 9SN 38 9SN H10B H6 H 0 0 N N N 37.922 -7.332 15.190 0.295 3.092 0.656 H10B 9SN 39 9SN H10A H7 H 0 0 N N N 37.953 -5.567 15.519 -0.375 1.716 1.564 H10A 9SN 40 9SN HC16 H8 H 0 0 N N N 39.951 -5.895 16.866 -2.057 3.466 0.960 HC16 9SN 41 9SN HC18 H9 H 0 0 N N N 42.322 -5.563 16.757 -3.700 1.819 1.290 HC18 9SN 42 9SN HC22 H10 H 0 0 N N N 45.102 -2.125 17.296 -8.039 -0.430 -2.055 HC22 9SN 43 9SN HC28 H11 H 0 0 N N N 35.407 0.070 16.795 6.796 -3.955 -0.498 HC28 9SN 44 9SN HC29 H12 H 0 0 N N N 33.054 -0.523 17.259 8.218 -2.895 -2.200 HC29 9SN 45 9SN HC30 H13 H 0 0 N N N 32.087 -2.567 16.317 8.019 -0.493 -2.667 HC30 9SN 46 9SN H32B H14 H 0 0 N N N 32.356 -4.389 15.084 5.707 1.717 -1.005 H32B 9SN 47 9SN H32A H15 H 0 0 N N N 33.351 -4.302 13.792 6.911 1.590 -2.169 H32A 9SN 48 9SN HO13 H16 H 0 0 N N N 35.304 -7.907 12.876 1.759 -0.523 2.252 HO13 9SN 49 9SN HO17 H18 H 0 0 N N N 40.921 -7.957 17.362 -3.257 4.572 -0.786 HO17 9SN 50 9SN HO19 H19 H 0 0 N N N 42.906 -7.559 15.683 -5.014 3.494 0.208 HO19 9SN 51 # 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 9SN C5 N4 DOUB Y N 1 9SN C5 N6 SING Y N 2 9SN N1 C2 SING N N 3 9SN C7 C18 SING N N 4 9SN C7 N6 SING N N 5 9SN C7 O8 SING N N 6 9SN C9 C10 SING N N 7 9SN C9 C16 SING N N 8 9SN C9 O8 SING N N 9 9SN C10 O11 SING N N 10 9SN C3 C2 DOUB Y N 11 9SN C3 C20 SING Y N 12 9SN C3 N4 SING Y N 13 9SN C2 N23 SING Y N 14 9SN C16 C18 SING N N 15 9SN C16 O17 SING N N 16 9SN C18 O19 SING N N 17 9SN C20 N21 DOUB Y N 18 9SN C20 N6 SING Y N 19 9SN C22 N21 SING Y N 20 9SN C22 N23 DOUB Y N 21 9SN C24 C25 SING N N 22 9SN C24 O14 SING N N 23 9SN C24 O26 DOUB N N 24 9SN C25 C27 DOUB Y N 25 9SN C25 C31 SING Y N 26 9SN C27 C28 SING Y N 27 9SN C27 F33 SING N N 28 9SN C28 C29 DOUB Y N 29 9SN C29 C30 SING Y N 30 9SN C30 C31 DOUB Y N 31 9SN C31 N32 SING N N 32 9SN O11 P12 SING N N 33 9SN O13 P12 SING N N 34 9SN O14 P12 SING N N 35 9SN O15 P12 DOUB N N 36 9SN C5 HC5 SING N N 37 9SN N1 HN1B SING N N 38 9SN N1 HN1A SING N N 39 9SN C7 HC7 SING N N 40 9SN C9 HC9 SING N N 41 9SN C10 H10B SING N N 42 9SN C10 H10A SING N N 43 9SN C16 HC16 SING N N 44 9SN C18 HC18 SING N N 45 9SN C22 HC22 SING N N 46 9SN C28 HC28 SING N N 47 9SN C29 HC29 SING N N 48 9SN C30 HC30 SING N N 49 9SN N32 H32B SING N N 50 9SN N32 H32A SING N N 51 9SN O13 HO13 SING N N 52 9SN O17 HO17 SING N N 53 9SN O19 HO19 SING N N 54 # 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 9SN InChI InChI 1.03 "InChI=1S/C17H18FN6O8P/c18-7-2-1-3-8(19)10(7)17(27)32-33(28,29)30-4-9-12(25)13(26)16(31-9)24-6-23-11-14(20)21-5-22-15(11)24/h1-3,5-6,9,12-13,16,25-26H,4,19H2,(H,28,29)(H2,20,21,22)/t9-,12-,13-,16-/m1/s1" 9SN InChIKey InChI 1.03 IWRUVECWXLGDCT-RVXWVPLUSA-N 9SN SMILES_CANONICAL CACTVS 3.385 "Nc1cccc(F)c1C(=O)O[P](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)n3cnc4c(N)ncnc34" 9SN SMILES CACTVS 3.385 "Nc1cccc(F)c1C(=O)O[P](O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)n3cnc4c(N)ncnc34" 9SN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(c(c(c1)F)C(=O)OP(=O)(O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3ncnc4N)O)O)N" 9SN SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(c(c(c1)F)C(=O)OP(=O)(O)OCC2C(C(C(O2)n3cnc4c3ncnc4N)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 9SN "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] 2-azanyl-6-fluoranyl-benzoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9SN "Create component" 2017-07-07 EBI 9SN "Initial release" 2017-09-06 RCSB #