data_1XC # _chem_comp.id 1XC _chem_comp.name "6-({4-[(3,5-difluorophenyl)sulfonyl]benzyl}carbamoyl)-1-(5-O-phosphono-beta-D-ribofuranosyl)imidazo[1,2-a]pyridin-1-ium" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H25 F2 N3 O10 P S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2013-07-24 _chem_comp.pdbx_modified_date 2014-06-06 _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 640.526 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1XC _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 4L4L _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.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 1XC C4 C4 C 0 1 Y N N 15.303 4.803 -2.676 -8.731 1.208 -0.254 C4 1XC 1 1XC C7 C7 C 0 1 Y N N 14.875 6.605 -0.794 -5.960 0.618 -0.120 C7 1XC 2 1XC C8 C8 C 0 1 Y N N 15.395 6.182 0.416 -5.448 0.082 -1.287 C8 1XC 3 1XC C10 C10 C 0 1 Y N N 16.408 8.317 0.771 -4.127 -1.449 -0.005 C10 1XC 4 1XC C13 C13 C 0 1 N N N 17.251 9.243 1.614 -3.129 -2.577 0.058 C13 1XC 5 1XC C15 C15 C 0 1 N N N 15.592 10.273 3.052 -0.711 -2.853 0.170 C15 1XC 6 1XC C17 C17 C 0 1 Y N N 15.565 10.022 5.515 1.731 -3.136 0.283 C17 1XC 7 1XC C20 C20 C 0 1 Y N N 14.416 10.423 8.836 5.146 -2.249 0.423 C20 1XC 8 1XC C22 C22 C 0 1 N N R 12.405 11.887 8.632 5.167 0.240 0.373 C22 1XC 9 1XC C24 C24 C 0 1 N N R 11.118 11.096 8.306 5.297 0.775 1.816 C24 1XC 10 1XC F1 F1 F 0 1 N N N 18.178 2.692 -1.972 -11.340 0.109 2.017 F1 1XC 11 1XC C2 C2 C 0 1 Y N N 17.305 3.474 -2.645 -10.674 0.370 0.871 C2 1XC 12 1XC C3 C3 C 0 1 Y N N 16.207 4.009 -1.993 -9.413 0.942 0.918 C3 1XC 13 1XC S5 S5 S 0 1 N N N 13.938 5.476 -1.786 -7.127 1.935 -0.194 S5 1XC 14 1XC O6 O6 O 0 1 N N N 13.446 4.441 -0.943 -6.930 2.577 -1.446 O6 1XC 15 1XC C9 C9 C 0 1 Y N N 16.155 7.032 1.197 -4.532 -0.952 -1.230 C9 1XC 16 1XC C11 C11 C 0 1 Y N N 15.906 8.742 -0.448 -4.648 -0.922 1.162 C11 1XC 17 1XC C12 C12 C 0 1 Y N N 15.147 7.889 -1.232 -5.560 0.116 1.104 C12 1XC 18 1XC N14 N14 N 0 1 N N N 16.692 9.509 2.937 -1.773 -2.026 0.109 N14 1XC 19 1XC C16 C16 C 0 1 Y N N 15.012 10.553 4.378 0.655 -2.298 0.222 C16 1XC 20 1XC N18 N18 N 0 1 Y N N 15.008 10.276 6.732 2.994 -2.635 0.331 N18 1XC 21 1XC C19 C19 C 0 1 Y N N 15.326 9.877 8.005 4.224 -3.235 0.400 C19 1XC 22 1XC N21 N21 N 1 1 Y N N 13.557 11.145 8.112 4.516 -1.073 0.369 N21 1XC 23 1XC O25 O25 O 0 1 N N N 10.562 11.506 7.057 4.245 1.698 2.105 O25 1XC 24 1XC C27 C27 C 0 1 N N S 10.193 11.529 9.444 6.665 1.492 1.829 C27 1XC 25 1XC O28 O28 O 0 1 N N N 9.664 12.825 9.150 6.500 2.880 2.126 O28 1XC 26 1XC C30 C30 C 0 1 N N R 11.183 11.568 10.628 7.200 1.305 0.392 C30 1XC 27 1XC C31 C31 C 0 1 N N N 11.321 10.173 11.247 8.714 1.083 0.412 C31 1XC 28 1XC O32 O32 O 0 1 N N N 10.097 9.451 11.092 9.205 1.029 -0.929 O32 1XC 29 1XC P33 P33 P 0 1 N N N 9.133 9.078 12.326 10.759 0.806 -1.285 P33 1XC 30 1XC O34 O34 O 0 1 N N N 9.963 8.265 13.372 10.930 0.669 -2.880 O34 1XC 31 1XC O35 O35 O 0 1 N N N 8.574 10.403 12.941 11.616 2.064 -0.759 O35 1XC 32 1XC O36 O36 O 0 1 N N N 7.948 8.183 11.831 11.243 -0.429 -0.629 O36 1XC 33 1XC O38 O38 O 0 1 N N N 12.462 11.979 10.077 6.526 0.128 -0.103 O38 1XC 34 1XC C39 C39 C 0 1 Y N N 13.890 11.067 6.833 3.209 -1.280 0.313 C39 1XC 35 1XC C40 C40 C 0 1 Y N N 13.317 11.632 5.671 2.112 -0.395 0.244 C40 1XC 36 1XC C41 C41 C 0 1 Y N N 13.866 11.380 4.459 0.851 -0.894 0.208 C41 1XC 37 1XC O42 O42 O 0 1 N N N 15.054 10.715 2.057 -0.879 -4.058 0.182 O42 1XC 38 1XC O43 O43 O 0 1 N N N 13.121 6.200 -2.691 -7.042 2.616 1.051 O43 1XC 39 1XC C44 C44 C 0 1 Y N N 15.507 5.088 -4.015 -9.303 0.899 -1.474 C44 1XC 40 1XC C45 C45 C 0 1 Y N N 16.607 4.553 -4.667 -10.562 0.323 -1.522 C45 1XC 41 1XC F46 F46 F 0 1 N N N 16.812 4.816 -5.975 -11.121 0.021 -2.714 F46 1XC 42 1XC C47 C47 C 0 1 Y N N 17.503 3.748 -3.984 -11.246 0.056 -0.349 C47 1XC 43 1XC H1 H1 H 0 1 N N N 15.205 5.174 0.755 -5.764 0.470 -2.244 H1 1XC 44 1XC H2 H2 H 0 1 N N N 18.244 8.787 1.742 -3.312 -3.175 0.950 H2 1XC 45 1XC H3 H3 H 0 1 N N N 17.353 10.200 1.082 -3.233 -3.204 -0.827 H3 1XC 46 1XC H4 H4 H 0 1 N N N 16.445 9.400 5.445 1.578 -4.205 0.298 H4 1XC 47 1XC H5 H5 H 0 1 N N N 14.386 10.298 9.908 6.216 -2.389 0.475 H5 1XC 48 1XC H6 H6 H 0 1 N N N 12.349 12.887 8.176 4.606 0.942 -0.243 H6 1XC 49 1XC H7 H7 H 0 1 N N N 11.308 10.013 8.346 5.290 -0.049 2.531 H7 1XC 50 1XC H8 H8 H 0 1 N N N 16.055 3.805 -0.943 -8.964 1.180 1.870 H8 1XC 51 1XC H9 H9 H 0 1 N N N 16.551 6.689 2.141 -4.133 -1.371 -2.141 H9 1XC 52 1XC H10 H10 H 0 1 N N N 16.108 9.746 -0.790 -4.332 -1.310 2.118 H10 1XC 53 1XC H11 H11 H 0 1 N N N 14.767 8.226 -2.185 -5.959 0.535 2.016 H11 1XC 54 1XC H12 H12 H 0 1 N N N 17.125 9.125 3.752 -1.639 -1.065 0.100 H12 1XC 55 1XC H13 H13 H 0 1 N N N 16.153 9.243 8.289 4.419 -4.297 0.431 H13 1XC 56 1XC H14 H14 H 0 1 N N N 9.774 11.006 6.881 4.278 2.065 2.999 H14 1XC 57 1XC H15 H15 H 0 1 N N N 9.405 10.781 9.618 7.335 1.023 2.550 H15 1XC 58 1XC H16 H16 H 0 1 N N N 9.088 13.100 9.854 6.111 3.053 2.994 H16 1XC 59 1XC H17 H17 H 0 1 N N N 10.830 12.282 11.386 6.953 2.172 -0.220 H17 1XC 60 1XC H18 H18 H 0 1 N N N 12.133 9.628 10.742 9.195 1.905 0.943 H18 1XC 61 1XC H19 H19 H 0 1 N N N 11.555 10.270 12.318 8.937 0.144 0.919 H19 1XC 62 1XC H20 H20 H 0 1 N N N 9.575 7.405 13.485 11.843 0.533 -3.167 H20 1XC 63 1XC H21 H21 H 0 1 N N N 7.625 10.400 12.891 11.353 2.909 -1.148 H21 1XC 64 1XC H22 H22 H 0 1 N N N 12.444 12.263 5.749 2.274 0.673 0.230 H22 1XC 65 1XC H23 H23 H 0 1 N N N 13.435 11.805 3.565 0.003 -0.227 0.159 H23 1XC 66 1XC H24 H24 H 0 1 N N N 14.814 5.723 -4.548 -8.769 1.107 -2.389 H24 1XC 67 1XC H25 H25 H 0 1 N N N 18.357 3.334 -4.499 -12.227 -0.394 -0.386 H25 1XC 68 # 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 1XC F46 C45 SING N N 1 1XC C45 C44 DOUB Y N 2 1XC C45 C47 SING Y N 3 1XC C44 C4 SING Y N 4 1XC C47 C2 DOUB Y N 5 1XC O43 S5 DOUB N N 6 1XC C4 C3 DOUB Y N 7 1XC C4 S5 SING N N 8 1XC C2 C3 SING Y N 9 1XC C2 F1 SING N N 10 1XC S5 O6 DOUB N N 11 1XC S5 C7 SING N N 12 1XC C12 C7 DOUB Y N 13 1XC C12 C11 SING Y N 14 1XC C7 C8 SING Y N 15 1XC C11 C10 DOUB Y N 16 1XC C8 C9 DOUB Y N 17 1XC C10 C9 SING Y N 18 1XC C10 C13 SING N N 19 1XC C13 N14 SING N N 20 1XC O42 C15 DOUB N N 21 1XC N14 C15 SING N N 22 1XC C15 C16 SING N N 23 1XC C16 C41 SING Y N 24 1XC C16 C17 DOUB Y N 25 1XC C41 C40 DOUB Y N 26 1XC C17 N18 SING Y N 27 1XC C40 C39 SING Y N 28 1XC N18 C39 SING Y N 29 1XC N18 C19 SING Y N 30 1XC C39 N21 DOUB Y N 31 1XC O25 C24 SING N N 32 1XC C19 C20 DOUB Y N 33 1XC N21 C22 SING N N 34 1XC N21 C20 SING Y N 35 1XC C24 C22 SING N N 36 1XC C24 C27 SING N N 37 1XC C22 O38 SING N N 38 1XC O28 C27 SING N N 39 1XC C27 C30 SING N N 40 1XC O38 C30 SING N N 41 1XC C30 C31 SING N N 42 1XC O32 C31 SING N N 43 1XC O32 P33 SING N N 44 1XC O36 P33 DOUB N N 45 1XC P33 O35 SING N N 46 1XC P33 O34 SING N N 47 1XC C8 H1 SING N N 48 1XC C13 H2 SING N N 49 1XC C13 H3 SING N N 50 1XC C17 H4 SING N N 51 1XC C20 H5 SING N N 52 1XC C22 H6 SING N N 53 1XC C24 H7 SING N N 54 1XC C3 H8 SING N N 55 1XC C9 H9 SING N N 56 1XC C11 H10 SING N N 57 1XC C12 H11 SING N N 58 1XC N14 H12 SING N N 59 1XC C19 H13 SING N N 60 1XC O25 H14 SING N N 61 1XC C27 H15 SING N N 62 1XC O28 H16 SING N N 63 1XC C30 H17 SING N N 64 1XC C31 H18 SING N N 65 1XC C31 H19 SING N N 66 1XC O34 H20 SING N N 67 1XC O35 H21 SING N N 68 1XC C40 H22 SING N N 69 1XC C41 H23 SING N N 70 1XC C44 H24 SING N N 71 1XC C47 H25 SING N N 72 # 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 1XC SMILES ACDLabs 12.01 "Fc1cc(cc(F)c1)S(=O)(=O)c2ccc(cc2)CNC(=O)c4cn3cc[n+](c3cc4)C5OC(C(O)C5O)COP(=O)(O)O" 1XC InChI InChI 1.03 "InChI=1S/C26H24F2N3O10PS/c27-17-9-18(28)11-20(10-17)43(38,39)19-4-1-15(2-5-19)12-29-25(34)16-3-6-22-30(13-16)7-8-31(22)26-24(33)23(32)21(41-26)14-40-42(35,36)37/h1-11,13,21,23-24,26,32-33H,12,14H2,(H2-,29,34,35,36,37)/p+1/t21-,23-,24-,26-/m1/s1" 1XC InChIKey InChI 1.03 ZYTGSQWLYZVDKX-IGGXFAESSA-O 1XC SMILES_CANONICAL CACTVS 3.385 "O[C@H]1[C@@H](O)[C@@H](O[C@@H]1CO[P](O)(O)=O)[n+]2ccn3cc(ccc23)C(=O)NCc4ccc(cc4)[S](=O)(=O)c5cc(F)cc(F)c5" 1XC SMILES CACTVS 3.385 "O[CH]1[CH](O)[CH](O[CH]1CO[P](O)(O)=O)[n+]2ccn3cc(ccc23)C(=O)NCc4ccc(cc4)[S](=O)(=O)c5cc(F)cc(F)c5" 1XC SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1CNC(=O)c2ccc3n(c2)cc[n+]3[C@H]4[C@@H]([C@@H]([C@H](O4)COP(=O)(O)O)O)O)S(=O)(=O)c5cc(cc(c5)F)F" 1XC SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1CNC(=O)c2ccc3n(c2)cc[n+]3C4C(C(C(O4)COP(=O)(O)O)O)O)S(=O)(=O)c5cc(cc(c5)F)F" # 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 1XC "SYSTEMATIC NAME" ACDLabs 12.01 "6-({4-[(3,5-difluorophenyl)sulfonyl]benzyl}carbamoyl)-1-(5-O-phosphono-beta-D-ribofuranosyl)imidazo[1,2-a]pyridin-1-ium" 1XC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(2R,3S,4R,5R)-5-[6-[[4-[3,5-bis(fluoranyl)phenyl]sulfonylphenyl]methylcarbamoyl]imidazo[1,2-a]pyridin-1-ium-1-yl]-3,4-bis(oxidanyl)oxolan-2-yl]methyl dihydrogen phosphate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1XC "Create component" 2013-07-24 RCSB 1XC "Initial release" 2014-06-11 RCSB #