data_9SM # _chem_comp.id 9SM _chem_comp.name "(2R,3R,4R,5R,6S)-5-acetamido-6-[(2S)-2,3-bis(oxidanyl)propyl]-2,3-bis(fluoranyl)-4-oxidanyl-oxane-2-carboxylic acid" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C11 H17 F2 N O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;(2~{R},3~{R},4~{R},5~{R},6~{S})-5-acetamido-6-[(2~{S})-2,3-bis(oxidanyl)propyl]-2,3-bis(fluoranyl)-4-oxidanyl-oxane-2-c arboxylic 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 313.252 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9SM _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 # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 9SM _pdbx_chem_comp_synonyms.name ;(2~{R},3~{R},4~{R},5~{R},6~{S})-5-acetamido-6-[(2~{S})-2,3-bis(oxidanyl)propyl]-2,3-bis(fluoranyl)-4-oxidanyl-oxane-2-c arboxylic 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 9SM O1B OAC O 0 1 N N N 17.334 32.999 72.921 -1.277 2.966 -1.789 O1B 9SM 1 9SM C1 CAO C 0 1 N N N 16.304 33.659 73.094 -0.283 2.366 -1.114 C1 9SM 2 9SM O1A OAE O 0 1 N N N 15.882 34.555 72.259 0.751 2.095 -1.677 O1A 9SM 3 9SM C2 CAV C 0 1 N N R 15.564 33.400 74.422 -0.458 2.030 0.345 C2 9SM 4 9SM FAJ FAJ F 0 1 N N N 16.071 34.147 75.373 -0.324 3.194 1.110 FAJ 9SM 5 9SM C3 CAS C 0 1 N N R 14.084 33.694 74.265 -1.849 1.430 0.567 C3 9SM 6 9SM FAI FAI F 0 1 N N N 13.594 33.973 75.535 -2.032 1.166 1.929 FAI 9SM 7 9SM C4 CAR C 0 1 N N R 13.373 32.552 73.521 -1.966 0.125 -0.227 C4 9SM 8 9SM O4 OAG O 0 1 N N N 11.994 32.797 73.759 -3.234 -0.480 0.032 O4 9SM 9 9SM O6 OAM O 0 1 N N N 15.695 32.150 75.046 0.537 1.083 0.738 O6 9SM 10 9SM C6 CAU C 0 1 N N S 15.132 31.030 74.366 0.506 -0.138 -0.003 C6 9SM 11 9SM C7 CAQ C 0 1 N N N 15.680 29.879 75.192 1.627 -1.059 0.483 C7 9SM 12 9SM C8 CAP C 0 1 N N S 17.230 30.075 75.180 2.982 -0.425 0.163 C8 9SM 13 9SM C9 CAK C 0 1 N N N 17.925 28.752 75.236 4.100 -1.283 0.758 C9 9SM 14 9SM O9 OAD O 0 1 N N N 17.440 28.189 76.456 5.357 -0.633 0.560 O9 9SM 15 9SM O8 OAF O 0 1 N N N 17.883 30.936 74.152 3.147 -0.344 -1.255 O8 9SM 16 9SM C5 CAT C 0 1 N N R 13.631 31.215 74.183 -0.846 -0.826 0.206 C5 9SM 17 9SM N5 NAL N 0 1 N N N 13.139 30.188 73.277 -0.903 -2.048 -0.600 N5 9SM 18 9SM C10 CAN C 0 1 N N N 12.258 29.289 73.715 -1.722 -3.056 -0.238 C10 9SM 19 9SM O10 OAB O 0 1 N N N 11.805 29.327 74.842 -2.411 -2.951 0.754 O10 9SM 20 9SM C11 CAA C 0 1 N N N 11.752 28.240 72.769 -1.780 -4.313 -1.067 C11 9SM 21 9SM HO1B H1 H 0 0 N N N 17.742 33.256 72.102 -1.118 3.161 -2.722 HO1B 9SM 22 9SM H32 H2 H 0 1 N N N 13.993 34.594 73.640 -2.608 2.134 0.227 H32 9SM 23 9SM H4 H3 H 0 1 N N N 13.637 32.539 72.453 -1.875 0.338 -1.293 H4 9SM 24 9SM HO4 H4 H 0 1 N Y N 11.748 33.628 73.371 -3.990 0.068 -0.218 HO4 9SM 25 9SM H6 H5 H 0 1 N N N 15.581 30.963 73.364 0.645 0.076 -1.063 H6 9SM 26 9SM H7 H6 H 0 1 N N N 15.293 29.923 76.221 1.538 -1.202 1.560 H7 9SM 27 9SM H7A H7 H 0 1 N N N 15.409 28.914 74.739 1.549 -2.023 -0.019 H7A 9SM 28 9SM H8 H8 H 0 1 N N N 17.453 30.557 76.143 3.025 0.576 0.591 H8 9SM 29 9SM H92 H9 H 0 1 N N N 17.652 28.125 74.375 3.925 -1.418 1.825 H92 9SM 30 9SM H91 H10 H 0 1 N N N 19.017 28.880 75.265 4.113 -2.256 0.266 H91 9SM 31 9SM HO9 H11 H 0 1 N N N 17.829 27.332 76.586 6.113 -1.122 0.914 HO9 9SM 32 9SM HO8 H12 H 0 1 N N N 18.822 30.942 74.293 3.119 -1.201 -1.703 HO8 9SM 33 9SM H5 H13 H 0 1 N N N 13.120 31.165 75.156 -0.968 -1.077 1.259 H5 9SM 34 9SM HN5 H14 H 0 1 N N N 13.460 30.157 72.331 -0.352 -2.132 -1.393 HN5 9SM 35 9SM H111 H15 H 0 0 N N N 10.996 27.623 73.276 -0.793 -4.774 -1.098 H111 9SM 36 9SM H113 H16 H 0 0 N N N 11.301 28.725 71.891 -2.492 -5.009 -0.622 H113 9SM 37 9SM H112 H17 H 0 0 N N N 12.589 27.603 72.446 -2.098 -4.066 -2.080 H112 9SM 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 9SM O1A C1 DOUB N N 1 9SM C11 C10 SING N N 2 9SM O1B C1 SING N N 3 9SM C1 C2 SING N N 4 9SM N5 C10 SING N N 5 9SM N5 C5 SING N N 6 9SM C4 O4 SING N N 7 9SM C4 C5 SING N N 8 9SM C4 C3 SING N N 9 9SM C10 O10 DOUB N N 10 9SM O8 C8 SING N N 11 9SM C5 C6 SING N N 12 9SM C3 C2 SING N N 13 9SM C3 FAI SING N N 14 9SM C6 O6 SING N N 15 9SM C6 C7 SING N N 16 9SM C2 O6 SING N N 17 9SM C2 FAJ SING N N 18 9SM C8 C7 SING N N 19 9SM C8 C9 SING N N 20 9SM C9 O9 SING N N 21 9SM O1B HO1B SING N N 22 9SM C3 H32 SING N N 23 9SM C4 H4 SING N N 24 9SM O4 HO4 SING N N 25 9SM C6 H6 SING N N 26 9SM C7 H7 SING N N 27 9SM C7 H7A SING N N 28 9SM C8 H8 SING N N 29 9SM C9 H92 SING N N 30 9SM C9 H91 SING N N 31 9SM O9 HO9 SING N N 32 9SM O8 HO8 SING N N 33 9SM C5 H5 SING N N 34 9SM N5 HN5 SING N N 35 9SM C11 H111 SING N N 36 9SM C11 H113 SING N N 37 9SM C11 H112 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 9SM SMILES ACDLabs 12.01 "OC(C1(OC(CC(CO)O)C(C(C1F)O)NC(=O)C)F)=O" 9SM InChI InChI 1.03 "InChI=1S/C11H17F2NO7/c1-4(16)14-7-6(2-5(17)3-15)21-11(13,10(19)20)9(12)8(7)18/h5-9,15,17-18H,2-3H2,1H3,(H,14,16)(H,19,20)/t5-,6-,7-,8+,9+,11+/m0/s1" 9SM InChIKey InChI 1.03 NDXUMNONGSWWQV-QYKRXNJRSA-N 9SM SMILES_CANONICAL CACTVS 3.385 "CC(=O)N[C@@H]1[C@@H](O)[C@@H](F)[C@@](F)(O[C@H]1C[C@H](O)CO)C(O)=O" 9SM SMILES CACTVS 3.385 "CC(=O)N[CH]1[CH](O)[CH](F)[C](F)(O[CH]1C[CH](O)CO)C(O)=O" 9SM 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)F)C[C@@H](CO)O" 9SM SMILES "OpenEye OEToolkits" 2.0.6 "CC(=O)NC1C(OC(C(C1O)F)(C(=O)O)F)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 9SM "SYSTEMATIC NAME" ACDLabs 12.01 ;(2R,3R,4R,5R,6S)-5-(acetylamino)-6-[(2S)-2,3-dihydroxypropyl]-2,3-difluoro-4-hydroxytetrahydro-2H-pyran-2-carboxylic acid (non-preferred name) ; 9SM "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 ;(2~{R},3~{R},4~{R},5~{R},6~{S})-5-acetamido-6-[(2~{S})-2,3-bis(oxidanyl)propyl]-2,3-bis(fluoranyl)-4-oxidanyl-oxane-2-c arboxylic 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 9SM "CARBOHYDRATE ISOMER" D PDB ? 9SM "CARBOHYDRATE RING" pyranose PDB ? 9SM "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 9SM "Create component" 2017-06-07 RCSB 9SM "Initial release" 2018-02-21 RCSB 9SM "Other modification" 2020-07-03 RCSB 9SM "Modify name" 2020-07-17 RCSB 9SM "Modify synonyms" 2020-07-17 RCSB 9SM "Modify internal type" 2020-07-17 RCSB 9SM "Modify linking type" 2020-07-17 RCSB 9SM "Modify atom id" 2020-07-17 RCSB 9SM "Modify component atom id" 2020-07-17 RCSB 9SM "Modify leaving atom flag" 2020-07-17 RCSB ##