data_9S4 # _chem_comp.id 9S4 _chem_comp.name "(2~{S},3~{R},4~{R},5~{R})-3-acetamido-2-[(2~{S})-2,3-bis(oxidanyl)propyl]-5-fluoranyl-4-oxidanyl-2,3,4,5-tetrahydropyran-1-ium-6-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C11 H17 F N O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2017-06-07 _chem_comp.pdbx_modified_date 2018-02-16 _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 294.254 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9S4 _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 5W2U _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 9S4 O1B O1 O 0 1 N N N 24.030 20.912 64.877 0.182 -4.248 -0.040 O1B 9S4 1 9S4 C1 C1 C 0 1 N N N 23.463 19.820 64.751 0.835 -3.230 0.050 C1 9S4 2 9S4 O1A O2 O 0 1 N N N 22.267 19.716 65.171 2.179 -3.287 0.016 O1A 9S4 3 9S4 C2 C2 C 0 1 N N N 24.147 18.826 64.130 0.148 -1.914 0.192 C2 9S4 4 9S4 C3 C3 C 0 1 N N R 23.508 17.473 63.901 -1.350 -1.939 0.215 C3 9S4 5 9S4 F1 F1 F 0 1 N N N 23.546 16.790 65.095 -1.832 -2.159 -1.080 F1 9S4 6 9S4 O6 O3 O 1 1 N N N 25.514 19.031 63.664 0.841 -0.964 0.279 O6 9S4 7 9S4 C6 C4 C 0 1 N N S 26.085 18.127 62.667 0.373 0.387 0.443 C6 9S4 8 9S4 C7 C5 C 0 1 N N N 27.606 18.297 62.616 1.221 1.317 -0.427 C7 9S4 9 9S4 C8 C6 C 0 1 N N S 27.941 19.778 62.377 2.672 1.286 0.056 C8 9S4 10 9S4 C9 C7 C 0 1 N N N 29.398 20.112 62.728 3.542 2.118 -0.889 C9 9S4 11 9S4 O9 O4 O 0 1 N N N 30.259 19.487 61.757 4.913 1.995 -0.505 O9 9S4 12 9S4 O8 O5 O 0 1 N N N 27.624 20.146 61.023 2.746 1.831 1.375 O8 9S4 13 9S4 C5 C8 C 0 1 N N R 25.673 16.663 62.880 -1.094 0.518 0.035 C5 9S4 14 9S4 C4 C9 C 0 1 N N R 24.164 16.598 62.822 -1.884 -0.600 0.737 C4 9S4 15 9S4 O4 O6 O 0 1 N N N 23.714 15.273 63.103 -3.274 -0.480 0.427 O4 9S4 16 9S4 N5 N1 N 0 1 N N N 26.151 15.856 61.727 -1.610 1.824 0.452 N5 9S4 17 9S4 C10 C10 C 0 1 N N N 26.963 14.781 61.857 -2.655 2.375 -0.197 C10 9S4 18 9S4 O10 O7 O 0 1 N N N 27.362 14.393 62.949 -3.168 1.790 -1.126 O10 9S4 19 9S4 C11 C11 C 0 1 N N N 27.371 14.047 60.604 -3.184 3.719 0.233 C11 9S4 20 9S4 H1 H1 H 0 1 N N N 21.986 20.547 65.536 2.579 -4.162 -0.082 H1 9S4 21 9S4 H3 H3 H 0 1 N N N 22.463 17.640 63.603 -1.690 -2.742 0.869 H3 9S4 22 9S4 H4 H4 H 0 1 N N N 25.697 18.427 61.682 0.481 0.680 1.487 H4 9S4 23 9S4 H5 H5 H 0 1 N N N 28.017 17.690 61.796 1.176 0.985 -1.464 H5 9S4 24 9S4 H6 H6 H 0 1 N N N 28.045 17.970 63.570 0.835 2.334 -0.355 H6 9S4 25 9S4 H7 H7 H 0 1 N N N 27.303 20.366 63.053 3.030 0.257 0.068 H7 9S4 26 9S4 H8 H8 H 0 1 N N N 29.634 19.731 63.732 3.417 1.757 -1.910 H8 9S4 27 9S4 H9 H9 H 0 1 N N N 29.544 21.202 62.706 3.242 3.164 -0.833 H9 9S4 28 9S4 H10 H10 H 0 1 N N N 31.165 19.686 61.962 5.524 2.497 -1.062 H10 9S4 29 9S4 H11 H11 H 0 1 N N N 27.835 21.062 60.886 2.443 2.747 1.440 H11 9S4 30 9S4 H12 H12 H 0 1 N N N 26.056 16.278 63.837 -1.186 0.414 -1.046 H12 9S4 31 9S4 H13 H13 H 0 1 N N N 23.819 16.925 61.830 -1.738 -0.535 1.815 H13 9S4 32 9S4 H14 H14 H 0 1 N N N 22.765 15.245 63.064 -3.828 -1.156 0.840 H14 9S4 33 9S4 H15 H15 H 0 1 N N N 25.858 16.121 60.808 -1.199 2.292 1.196 H15 9S4 34 9S4 H16 H16 H 0 1 N N N 28.021 13.200 60.870 -2.601 4.087 1.077 H16 9S4 35 9S4 H17 H17 H 0 1 N N N 26.473 13.673 60.089 -3.107 4.422 -0.596 H17 9S4 36 9S4 H18 H18 H 0 1 N N N 27.916 14.733 59.939 -4.229 3.620 0.529 H18 9S4 37 # 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 9S4 C11 C10 SING N N 1 9S4 O8 C8 SING N N 2 9S4 N5 C10 SING N N 3 9S4 N5 C5 SING N N 4 9S4 O9 C9 SING N N 5 9S4 C10 O10 DOUB N N 6 9S4 C8 C7 SING N N 7 9S4 C8 C9 SING N N 8 9S4 C7 C6 SING N N 9 9S4 C6 C5 SING N N 10 9S4 C6 O6 SING N N 11 9S4 C4 C5 SING N N 12 9S4 C4 O4 SING N N 13 9S4 C4 C3 SING N N 14 9S4 O6 C2 DOUB N N 15 9S4 C3 C2 SING N N 16 9S4 C3 F1 SING N N 17 9S4 C2 C1 SING N N 18 9S4 C1 O1B DOUB N N 19 9S4 C1 O1A SING N N 20 9S4 O1A H1 SING N N 21 9S4 C3 H3 SING N N 22 9S4 C6 H4 SING N N 23 9S4 C7 H5 SING N N 24 9S4 C7 H6 SING N N 25 9S4 C8 H7 SING N N 26 9S4 C9 H8 SING N N 27 9S4 C9 H9 SING N N 28 9S4 O9 H10 SING N N 29 9S4 O8 H11 SING N N 30 9S4 C5 H12 SING N N 31 9S4 C4 H13 SING N N 32 9S4 O4 H14 SING N N 33 9S4 N5 H15 SING N N 34 9S4 C11 H16 SING N N 35 9S4 C11 H17 SING N N 36 9S4 C11 H18 SING N N 37 # 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 9S4 SMILES ACDLabs 12.01 "O=C(O)C=1C(F)C(C(C([O+]=1)CC(CO)O)NC(=O)C)O" 9S4 InChI InChI 1.03 "InChI=1S/C11H16FNO7/c1-4(15)13-8-6(2-5(16)3-14)20-10(11(18)19)7(12)9(8)17/h5-9,14,16-17H,2-3H2,1H3,(H-,13,15,18,19)/p+1/t5-,6-,7+,8-,9-/m0/s1" 9S4 InChIKey InChI 1.03 DFROFKMCNZKOFD-PQFOHKHZSA-O 9S4 SMILES_CANONICAL CACTVS 3.385 "CC(=O)N[C@@H]1[C@@H](O)[C@@H](F)C(=[O+][C@H]1C[C@H](O)CO)C(O)=O" 9S4 SMILES CACTVS 3.385 "CC(=O)N[CH]1[CH](O)[CH](F)C(=[O+][CH]1C[CH](O)CO)C(O)=O" 9S4 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(=O)N[C@H]1[C@@H]([O+]=C([C@@H]([C@@H]1O)F)C(=O)O)C[C@@H](CO)O" 9S4 SMILES "OpenEye OEToolkits" 2.0.6 "CC(=O)NC1C([O+]=C(C(C1O)F)C(=O)O)CC(CO)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 9S4 "SYSTEMATIC NAME" ACDLabs 12.01 "(2S,3R,4R,5R)-3-(acetylamino)-6-carboxy-2-[(2S)-2,3-dihydroxypropyl]-5-fluoro-4-hydroxy-2,3,4,5-tetrahydropyranium (non-preferred name)" 9S4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S},3~{R},4~{R},5~{R})-3-acetamido-2-[(2~{S})-2,3-bis(oxidanyl)propyl]-5-fluoranyl-4-oxidanyl-2,3,4,5-tetrahydropyran-1-ium-6-carboxylic 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 9S4 "Create component" 2017-06-07 RCSB 9S4 "Modify formula" 2017-06-13 RCSB 9S4 "Initial release" 2018-02-21 RCSB #