data_9SD # _chem_comp.id 9SD _chem_comp.name "(2~{R},3~{R},4~{R},5~{R})-3-acetamido-2-[(1~{R})-1,3-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 2020-01-26 _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 9SD _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 5W2W _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 9SD O1B O1 O 0 1 N N N 24.073 20.848 64.676 1.465 -3.928 -0.104 O1B 9SD 1 9SD C1 C1 C 0 1 N N N 23.453 19.778 64.522 1.790 -2.778 0.102 C1 9SD 2 9SD O1A O2 O 0 1 N N N 22.278 19.615 64.914 3.093 -2.449 0.170 O1A 9SD 3 9SD C2 C2 C 0 1 N N N 24.094 18.818 63.862 0.746 -1.728 0.274 C2 9SD 4 9SD C3 C3 C 0 1 N N R 23.453 17.490 63.604 -0.680 -2.178 0.178 C3 9SD 5 9SD F1 F1 F 0 1 N N N 23.515 16.836 64.805 -1.004 -2.415 -1.162 F1 9SD 6 9SD C4 C4 C 0 1 N N R 24.176 16.649 62.550 -1.606 -1.094 0.742 C4 9SD 7 9SD O6 O3 O 1 1 N N N 25.443 19.106 63.439 1.129 -0.632 0.477 O6 9SD 8 9SD C6 C5 C 0 1 N N R 25.997 18.285 62.395 0.283 0.513 0.691 C6 9SD 9 9SD C7 C6 C 0 1 N N R 27.504 18.551 62.368 0.873 1.715 -0.049 C7 9SD 10 9SD C8 C7 C 0 1 N N N 27.797 19.964 61.896 2.333 1.903 0.367 C8 9SD 11 9SD C9 C8 C 0 1 N N N 29.240 20.367 62.214 2.887 3.177 -0.275 C9 9SD 12 9SD O9 O4 O 0 1 N N N 30.086 19.485 61.461 4.251 3.353 0.113 O9 9SD 13 9SD O7 O5 O 0 1 N N N 28.012 18.402 63.698 0.805 1.488 -1.458 O7 9SD 14 9SD C5 C9 C 0 1 N N R 25.673 16.826 62.668 -1.136 0.255 0.178 C5 9SD 15 9SD N5 N1 N 0 1 N N N 26.183 16.059 61.524 -2.028 1.322 0.638 N5 9SD 16 9SD C10 C10 C 0 1 N N N 26.856 14.925 61.724 -3.165 1.586 -0.036 C10 9SD 17 9SD O10 O6 O 0 1 N N N 27.089 14.519 62.857 -3.450 0.941 -1.023 O10 9SD 18 9SD C11 C11 C 0 1 N N N 27.324 14.197 60.488 -4.083 2.684 0.438 C11 9SD 19 9SD O4 O7 O 0 1 N N N 23.853 15.281 62.776 -2.953 -1.347 0.336 O4 9SD 20 9SD H1 H1 H 0 1 N N N 21.968 20.413 65.326 3.733 -3.163 0.048 H1 9SD 21 9SD H3 H3 H 0 1 N N N 22.411 17.643 63.286 -0.810 -3.097 0.750 H3 9SD 22 9SD H4 H4 H 0 1 N N N 23.848 16.965 61.549 -1.543 -1.083 1.830 H4 9SD 23 9SD H5 H5 H 0 1 N N N 25.569 18.571 61.423 0.243 0.735 1.757 H5 9SD 24 9SD H6 H6 H 0 1 N N N 27.985 17.833 61.688 0.305 2.611 0.203 H6 9SD 25 9SD H7 H7 H 0 1 N N N 27.111 20.660 62.400 2.394 1.988 1.452 H7 9SD 26 9SD H8 H8 H 0 1 N N N 27.641 20.019 60.809 2.919 1.046 0.037 H8 9SD 27 9SD H9 H9 H 0 1 N N N 29.437 20.255 63.290 2.826 3.092 -1.360 H9 9SD 28 9SD H10 H10 H 0 1 N N N 29.418 21.411 61.915 2.301 4.035 0.055 H10 9SD 29 9SD H11 H11 H 0 1 N N N 30.996 19.699 61.628 4.667 4.143 -0.259 H11 9SD 30 9SD H12 H12 H 0 1 N N N 27.836 17.521 64.008 1.289 0.705 -1.754 H12 9SD 31 9SD H13 H13 H 0 1 N N N 26.066 16.480 63.635 -1.136 0.218 -0.912 H13 9SD 32 9SD H14 H14 H 0 1 N N N 26.025 16.388 60.593 -1.801 1.837 1.427 H14 9SD 33 9SD H15 H15 H 0 1 N N N 27.877 13.293 60.782 -3.665 3.147 1.331 H15 9SD 34 9SD H16 H16 H 0 1 N N N 26.454 13.912 59.879 -4.187 3.434 -0.346 H16 9SD 35 9SD H17 H17 H 0 1 N N N 27.982 14.855 59.902 -5.062 2.264 0.670 H17 9SD 36 9SD H18 H18 H 0 1 N N N 22.913 15.161 62.704 -3.310 -2.185 0.660 H18 9SD 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 9SD C11 C10 SING N N 1 9SD O9 C9 SING N N 2 9SD N5 C10 SING N N 3 9SD N5 C5 SING N N 4 9SD C10 O10 DOUB N N 5 9SD C8 C9 SING N N 6 9SD C8 C7 SING N N 7 9SD C7 C6 SING N N 8 9SD C7 O7 SING N N 9 9SD C6 C5 SING N N 10 9SD C6 O6 SING N N 11 9SD C4 C5 SING N N 12 9SD C4 O4 SING N N 13 9SD C4 C3 SING N N 14 9SD O6 C2 DOUB N N 15 9SD C3 C2 SING N N 16 9SD C3 F1 SING N N 17 9SD C2 C1 SING N N 18 9SD C1 O1B DOUB N N 19 9SD C1 O1A SING N N 20 9SD O1A H1 SING N N 21 9SD C3 H3 SING N N 22 9SD C4 H4 SING N N 23 9SD C6 H5 SING N N 24 9SD C7 H6 SING N N 25 9SD C8 H7 SING N N 26 9SD C8 H8 SING N N 27 9SD C9 H9 SING N N 28 9SD C9 H10 SING N N 29 9SD O9 H11 SING N N 30 9SD O7 H12 SING N N 31 9SD C5 H13 SING N N 32 9SD N5 H14 SING N N 33 9SD C11 H15 SING N N 34 9SD C11 H16 SING N N 35 9SD C11 H17 SING N N 36 9SD O4 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 9SD SMILES ACDLabs 12.01 "O=C(O)C=1C(F)C(C(C([O+]=1)C(O)CCO)NC(=O)C)O" 9SD InChI InChI 1.03 "InChI=1S/C11H16FNO7/c1-4(15)13-7-8(17)6(12)10(11(18)19)20-9(7)5(16)2-3-14/h5-9,14,16-17H,2-3H2,1H3,(H-,13,15,18,19)/p+1/t5-,6-,7-,8+,9+/m1/s1" 9SD InChIKey InChI 1.03 CHPKCUSAUNABPC-HXLXBVJFSA-O 9SD SMILES_CANONICAL CACTVS 3.385 "CC(=O)N[C@@H]1[C@@H](O)[C@@H](F)C(=[O+][C@H]1[C@H](O)CCO)C(O)=O" 9SD SMILES CACTVS 3.385 "CC(=O)N[CH]1[CH](O)[CH](F)C(=[O+][CH]1[CH](O)CCO)C(O)=O" 9SD SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(=O)N[C@@H]1[C@H]([C@H](C(=[O+][C@H]1[C@@H](CCO)O)C(=O)O)F)O" 9SD SMILES "OpenEye OEToolkits" 2.0.6 "CC(=O)NC1C(C(C(=[O+]C1C(CCO)O)C(=O)O)F)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 9SD "SYSTEMATIC NAME" ACDLabs 12.01 "(2R,3R,4R,5R)-3-(acetylamino)-6-carboxy-2-[(1R)-1,3-dihydroxypropyl]-5-fluoro-4-hydroxy-2,3,4,5-tetrahydropyranium (non-preferred name)" 9SD "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{R},3~{R},4~{R},5~{R})-3-acetamido-2-[(1~{R})-1,3-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 9SD "Create component" 2017-06-07 RCSB 9SD "Modify formula" 2017-06-13 RCSB 9SD "Initial release" 2018-02-21 RCSB 9SD "Other modification" 2020-01-26 RCSB ##