data_9S7 # _chem_comp.id 9S7 _chem_comp.name "5-acetamido-2,6-anhydro-3,5,8-trideoxy-3-fluoro-D-threo-L-galacto-nononic acid" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C11 H18 F N O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "5-(acetylamino)-2,6-anhydro-3,5,8-trideoxy-3-fluoro-D-threo-L-galacto-nononic acid" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-06-07 _chem_comp.pdbx_modified_date 2020-07-17 _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 295.262 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9S7 _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 # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 9S7 _pdbx_chem_comp_synonyms.name "5-(acetylamino)-2,6-anhydro-3,5,8-trideoxy-3-fluoro-D-threo-L-galacto-nononic acid" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? # # 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 9S7 O1B O1B O 0 1 N N N 24.073 20.848 64.676 -3.292 1.653 -0.671 O1B 9S7 1 9S7 C1 C1 C 0 1 N N N 23.453 19.778 64.522 -2.580 2.216 0.126 C1 9S7 2 9S7 O1A O1A O 0 1 N N N 22.278 19.615 64.914 -2.896 3.448 0.555 O1A 9S7 3 9S7 C2 C2 C 0 1 N N R 24.094 18.818 63.862 -1.341 1.533 0.644 C2 9S7 4 9S7 C3 C3 C 0 1 N N R 23.453 17.490 63.604 -0.102 2.303 0.181 C3 9S7 5 9S7 F1 F1 F 0 1 N N N 23.515 16.836 64.805 -0.094 2.379 -1.216 F1 9S7 6 9S7 O6 O6 O 0 1 N N N 25.443 19.106 63.439 -1.287 0.197 0.139 O6 9S7 7 9S7 C6 C6 C 0 1 N N R 25.997 18.285 62.395 -0.158 -0.553 0.593 C6 9S7 8 9S7 C7 C7 C 0 1 N N R 27.504 18.551 62.368 -0.220 -1.968 0.014 C7 9S7 9 9S7 C8 C8 C 0 1 N N N 27.797 19.964 61.896 -1.561 -2.608 0.376 C8 9S7 10 9S7 C9 C9 C 0 1 N N N 29.240 20.367 62.214 -1.574 -4.064 -0.094 C9 9S7 11 9S7 O9 O9 O 0 1 N N N 30.086 19.485 61.461 -2.827 -4.663 0.245 O9 9S7 12 9S7 O7 O7 O 0 1 N N N 28.012 18.402 63.698 -0.089 -1.907 -1.408 O7 9S7 13 9S7 C5 C5 C 0 1 N N R 25.673 16.826 62.668 1.129 0.134 0.127 C5 9S7 14 9S7 C4 C4 C 0 1 N N R 24.176 16.649 62.550 1.155 1.569 0.660 C4 9S7 15 9S7 O4 O4 O 0 1 N N N 23.853 15.281 62.776 2.317 2.241 0.169 O4 9S7 16 9S7 N5 N5 N 0 1 N N N 26.183 16.059 61.524 2.289 -0.601 0.639 N5 9S7 17 9S7 C10 C10 C 0 1 N N N 26.856 14.925 61.724 3.470 -0.527 -0.005 C10 9S7 18 9S7 O10 O10 O 0 1 N N N 27.089 14.519 62.857 3.574 0.147 -1.008 O10 9S7 19 9S7 C11 C11 C 0 1 N N N 27.324 14.197 60.488 4.663 -1.283 0.522 C11 9S7 20 9S7 H1 H1 H 0 1 N N N 21.968 20.413 65.326 -3.703 3.844 0.197 H1 9S7 21 9S7 H2 H2 H 0 1 N N N 23.704 19.201 62.907 -1.368 1.509 1.734 H2 9S7 22 9S7 H3 H3 H 0 1 N N N 22.411 17.643 63.286 -0.120 3.309 0.600 H3 9S7 23 9S7 H4 H4 H 0 1 N N N 25.569 18.571 61.423 -0.169 -0.604 1.681 H4 9S7 24 9S7 H5 H5 H 0 1 N N N 27.985 17.833 61.688 0.592 -2.565 0.429 H5 9S7 25 9S7 H6 H6 H 0 1 N N N 27.111 20.660 62.400 -1.700 -2.574 1.457 H6 9S7 26 9S7 H7 H7 H 0 1 N N N 27.641 20.019 60.809 -2.368 -2.062 -0.112 H7 9S7 27 9S7 H8 H8 H 0 1 N N N 29.437 20.255 63.290 -1.435 -4.099 -1.174 H8 9S7 28 9S7 H9 H9 H 0 1 N N N 29.418 21.411 61.915 -0.767 -4.611 0.394 H9 9S7 29 9S7 H10 H10 H 0 1 N N N 30.996 19.699 61.628 -2.906 -5.588 -0.024 H10 9S7 30 9S7 H11 H11 H 0 1 N N N 27.836 17.521 64.008 -0.779 -1.390 -1.844 H11 9S7 31 9S7 H12 H12 H 0 1 N N N 26.066 16.480 63.635 1.160 0.149 -0.963 H12 9S7 32 9S7 H13 H13 H 0 1 N N N 23.848 16.965 61.549 1.176 1.553 1.750 H13 9S7 33 9S7 H14 H14 H 0 1 N N N 22.913 15.161 62.704 2.397 3.157 0.468 H14 9S7 34 9S7 H15 H15 H 0 1 N N N 26.025 16.388 60.593 2.205 -1.140 1.441 H15 9S7 35 9S7 H16 H16 H 0 1 N N N 27.877 13.293 60.782 4.380 -1.827 1.423 H16 9S7 36 9S7 H17 H17 H 0 1 N N N 26.454 13.912 59.879 5.010 -1.987 -0.234 H17 9S7 37 9S7 H18 H18 H 0 1 N N N 27.982 14.855 59.902 5.463 -0.581 0.758 H18 9S7 38 # # 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 9S7 C11 C10 SING N N 1 9S7 O9 C9 SING N N 2 9S7 N5 C10 SING N N 3 9S7 N5 C5 SING N N 4 9S7 C10 O10 DOUB N N 5 9S7 C8 C9 SING N N 6 9S7 C8 C7 SING N N 7 9S7 C7 C6 SING N N 8 9S7 C7 O7 SING N N 9 9S7 C6 C5 SING N N 10 9S7 C6 O6 SING N N 11 9S7 C4 C5 SING N N 12 9S7 C4 O4 SING N N 13 9S7 C4 C3 SING N N 14 9S7 O6 C2 SING N N 15 9S7 C3 C2 SING N N 16 9S7 C3 F1 SING N N 17 9S7 C2 C1 SING N N 18 9S7 C1 O1B DOUB N N 19 9S7 C1 O1A SING N N 20 9S7 O1A H1 SING N N 21 9S7 C2 H2 SING N N 22 9S7 C3 H3 SING N N 23 9S7 C6 H4 SING N N 24 9S7 C7 H5 SING N N 25 9S7 C8 H6 SING N N 26 9S7 C8 H7 SING N N 27 9S7 C9 H8 SING N N 28 9S7 C9 H9 SING N N 29 9S7 O9 H10 SING N N 30 9S7 O7 H11 SING N N 31 9S7 C5 H12 SING N N 32 9S7 C4 H13 SING N N 33 9S7 O4 H14 SING N N 34 9S7 N5 H15 SING N N 35 9S7 C11 H16 SING N N 36 9S7 C11 H17 SING N N 37 9S7 C11 H18 SING N N 38 # # 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 9S7 SMILES ACDLabs 12.01 "O=C(O)C1C(F)C(C(C(O1)C(O)CCO)NC(=O)C)O" 9S7 InChI InChI 1.03 "InChI=1S/C11H18FNO7/c1-4(15)13-7-8(17)6(12)10(11(18)19)20-9(7)5(16)2-3-14/h5-10,14,16-17H,2-3H2,1H3,(H,13,15)(H,18,19)/t5-,6-,7-,8+,9+,10+/m1/s1" 9S7 InChIKey InChI 1.03 MCQSBVLYLCZSNU-AIGBEWNKSA-N 9S7 SMILES_CANONICAL CACTVS 3.385 "CC(=O)N[C@@H]1[C@@H](O)[C@@H](F)[C@H](O[C@H]1[C@H](O)CCO)C(O)=O" 9S7 SMILES CACTVS 3.385 "CC(=O)N[CH]1[CH](O)[CH](F)[CH](O[CH]1[CH](O)CCO)C(O)=O" 9S7 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" 9S7 SMILES "OpenEye OEToolkits" 2.0.6 "CC(=O)NC1C(C(C(OC1C(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 9S7 "SYSTEMATIC NAME" ACDLabs 12.01 "5-(acetylamino)-2,6-anhydro-3,5,8-trideoxy-3-fluoro-D-threo-L-galacto-nononic acid" 9S7 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 ;(3~{R},4~{R},5~{R},6~{R})-5-acetamido-6-[(1~{R})-1,3-bis(oxidanyl)propyl]-3-fluoranyl-4-oxidanyl-oxane-2-carboxylic acid ; # # loop_ _pdbx_chem_comp_feature.comp_id _pdbx_chem_comp_feature.type _pdbx_chem_comp_feature.value _pdbx_chem_comp_feature.source _pdbx_chem_comp_feature.support 9S7 "CARBOHYDRATE ISOMER" D PDB ? 9S7 "CARBOHYDRATE RING" pyranose PDB ? 9S7 "CARBOHYDRATE PRIMARY CARBONYL GROUP" ketose PDB ? # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9S7 "Create component" 2017-06-07 RCSB 9S7 "Initial release" 2018-02-21 RCSB 9S7 "Other modification" 2020-07-03 RCSB 9S7 "Modify name" 2020-07-17 RCSB 9S7 "Modify synonyms" 2020-07-17 RCSB 9S7 "Modify internal type" 2020-07-17 RCSB 9S7 "Modify linking type" 2020-07-17 RCSB ##