data_9SG # _chem_comp.id 9SG _chem_comp.name "(2R,3R,5R,6R)-5-acetamido-2,3-bis(fluoranyl)-6-[(1R,2R)-1,2,3-tris(oxidanyl)propyl]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},5~{R},6~{R})-5-acetamido-2,3-bis(fluoranyl)-6-[(1~{R},2~{R})-1,2,3-tris(oxidanyl)propyl]oxane-2-carboxylic 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 9SG _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 5W26 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 9SG _pdbx_chem_comp_synonyms.name ;(2~{R},3~{R},5~{R},6~{R})-5-acetamido-2,3-bis(fluoranyl)-6-[(1~{R},2~{R})-1,2,3-tris(oxidanyl)propyl]oxane-2-carboxylic 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 9SG O10 OAB O 0 1 N N N 11.561 29.565 74.618 -2.264 3.232 -0.657 O10 9SG 1 9SG C10 CAN C 0 1 N N N 12.190 29.447 73.596 -1.658 3.214 0.394 C10 9SG 2 9SG C11 CAA C 0 1 N N N 11.796 28.317 72.685 -1.661 4.427 1.287 C11 9SG 3 9SG N5 NAL N 0 1 N N N 13.174 30.272 73.215 -0.986 2.106 0.764 N5 9SG 4 9SG C5 CAT C 0 1 N N R 13.662 31.405 74.016 -0.988 0.924 -0.101 C5 9SG 5 9SG C4 CAR C 0 1 N N N 13.298 32.724 73.348 -2.232 0.079 0.189 C4 9SG 6 9SG C3 CAS C 0 1 N N R 13.947 33.916 74.112 -2.183 -1.192 -0.666 C3 9SG 7 9SG FAI FAI F 0 1 N N N 13.349 34.082 75.365 -2.223 -0.846 -2.021 FAI 9SG 8 9SG C6 CAU C 0 1 N N R 15.200 31.370 74.093 0.264 0.086 0.174 C6 9SG 9 9SG O6 OAM O 0 1 N N N 15.727 32.487 74.834 0.231 -1.095 -0.630 O6 9SG 10 9SG C2 CAV C 0 1 N N R 15.502 33.792 74.280 -0.886 -1.947 -0.369 C2 9SG 11 9SG FAJ FAJ F 0 1 N N N 15.966 34.680 75.182 -0.808 -3.081 -1.185 FAJ 9SG 12 9SG C1 CAO C 0 1 N N N 16.330 34.015 72.994 -0.869 -2.368 1.078 C1 9SG 13 9SG O1A OAE O 0 1 N N N 15.971 34.921 72.181 0.137 -2.237 1.734 O1A 9SG 14 9SG O1B OAC O 0 1 N N N 17.364 33.313 72.811 -1.972 -2.890 1.638 O1B 9SG 15 9SG C7 CAQ C 0 1 N N R 15.854 30.199 74.824 1.511 0.903 -0.170 C7 9SG 16 9SG O7 OAG O 0 1 N N N 15.213 30.078 76.089 1.420 1.365 -1.520 O7 9SG 17 9SG C8 CAP C 0 1 N N R 17.371 30.423 75.009 2.754 0.026 -0.014 C8 9SG 18 9SG O8 OAF O 0 1 N N N 17.977 31.294 73.994 2.845 -0.436 1.335 O8 9SG 19 9SG C9 CAK C 0 1 N N N 18.095 29.087 75.074 4.001 0.843 -0.359 C9 9SG 20 9SG O9 OAD O 0 1 N N N 17.552 28.364 76.175 5.151 -0.005 -0.327 O9 9SG 21 9SG H111 H1 H 0 0 N N N 10.957 27.762 73.130 -2.257 5.216 0.827 H111 9SG 22 9SG H113 H2 H 0 0 N N N 11.491 28.722 71.709 -2.091 4.165 2.254 H113 9SG 23 9SG H112 H3 H 0 0 N N N 12.652 27.640 72.549 -0.639 4.778 1.427 H112 9SG 24 9SG HN5 H4 H 0 1 N N N 13.605 30.107 72.328 -0.501 2.091 1.604 HN5 9SG 25 9SG H5 H5 H 0 1 N N N 13.240 31.371 75.031 -0.994 1.237 -1.145 H5 9SG 26 9SG H4 H6 H 0 1 N N N 13.662 32.717 72.310 -2.251 -0.192 1.244 H4 9SG 27 9SG H7A H7 H 0 1 N N N 12.204 32.843 73.352 -3.127 0.650 -0.059 H7A 9SG 28 9SG H32 H8 H 0 1 N N N 13.765 34.818 73.509 -3.037 -1.825 -0.425 H32 9SG 29 9SG H6 H9 H 0 1 N N N 15.593 31.396 73.066 0.291 -0.191 1.228 H6 9SG 30 9SG HO1B H10 H 0 0 N N N 17.788 33.578 72.004 -1.913 -3.145 2.569 HO1B 9SG 31 9SG H7 H11 H 0 1 N N N 15.704 29.284 74.233 1.582 1.758 0.502 H7 9SG 32 9SG HO7 H12 H 0 1 N Y N 15.598 29.356 76.572 1.353 0.657 -2.174 HO7 9SG 33 9SG H8 H13 H 0 1 N N N 17.503 30.909 75.987 2.683 -0.828 -0.687 H8 9SG 34 9SG HO8 H14 H 0 1 N N N 18.906 31.387 74.169 2.912 0.273 1.989 HO8 9SG 35 9SG H92 H15 H 0 1 N N N 17.936 28.527 74.141 3.892 1.270 -1.356 H92 9SG 36 9SG H91 H16 H 0 1 N N N 19.172 29.250 75.225 4.122 1.646 0.368 H91 9SG 37 9SG HO9 H17 H 0 1 N N N 17.984 27.521 76.245 5.979 0.447 -0.536 HO9 9SG 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 9SG O1A C1 DOUB N N 1 9SG C11 C10 SING N N 2 9SG O1B C1 SING N N 3 9SG C1 C2 SING N N 4 9SG N5 C10 SING N N 5 9SG N5 C5 SING N N 6 9SG C4 C5 SING N N 7 9SG C4 C3 SING N N 8 9SG C10 O10 DOUB N N 9 9SG O8 C8 SING N N 10 9SG C5 C6 SING N N 11 9SG C6 C7 SING N N 12 9SG C6 O6 SING N N 13 9SG C3 C2 SING N N 14 9SG C3 FAI SING N N 15 9SG C2 O6 SING N N 16 9SG C2 FAJ SING N N 17 9SG C7 C8 SING N N 18 9SG C7 O7 SING N N 19 9SG C8 C9 SING N N 20 9SG C9 O9 SING N N 21 9SG C11 H111 SING N N 22 9SG C11 H113 SING N N 23 9SG C11 H112 SING N N 24 9SG N5 HN5 SING N N 25 9SG C5 H5 SING N N 26 9SG C4 H4 SING N N 27 9SG C4 H7A SING N N 28 9SG C3 H32 SING N N 29 9SG C6 H6 SING N N 30 9SG O1B HO1B SING N N 31 9SG C7 H7 SING N N 32 9SG O7 HO7 SING N N 33 9SG C8 H8 SING N N 34 9SG O8 HO8 SING N N 35 9SG C9 H92 SING N N 36 9SG C9 H91 SING N N 37 9SG O9 HO9 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 9SG SMILES ACDLabs 12.01 "O=C(C)NC1C(C(C(CO)O)O)OC(C(C1)F)(F)C(=O)O" 9SG InChI InChI 1.03 "InChI=1S/C11H17F2NO7/c1-4(16)14-5-2-7(12)11(13,10(19)20)21-9(5)8(18)6(17)3-15/h5-9,15,17-18H,2-3H2,1H3,(H,14,16)(H,19,20)/t5-,6-,7-,8-,9-,11-/m1/s1" 9SG InChIKey InChI 1.03 AHSNGFVNAWRJGS-WNBQUBFESA-N 9SG SMILES_CANONICAL CACTVS 3.385 "CC(=O)N[C@@H]1C[C@@H](F)[C@@](F)(O[C@H]1[C@H](O)[C@H](O)CO)C(O)=O" 9SG SMILES CACTVS 3.385 "CC(=O)N[CH]1C[CH](F)[C](F)(O[CH]1[CH](O)[CH](O)CO)C(O)=O" 9SG SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(=O)N[C@@H]1C[C@H]([C@@](O[C@H]1[C@@H]([C@@H](CO)O)O)(C(=O)O)F)F" 9SG SMILES "OpenEye OEToolkits" 2.0.6 "CC(=O)NC1CC(C(OC1C(C(CO)O)O)(C(=O)O)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 9SG "SYSTEMATIC NAME" ACDLabs 12.01 ;(2R,3R,5R,6R)-5-(acetylamino)-2,3-difluoro-6-[(1R,2R)-1,2,3-trihydroxypropyl]tetrahydro-2H-pyran-2-carboxylic acid (non-preferred name) ; 9SG "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 ;(2~{R},3~{R},5~{R},6~{R})-5-acetamido-2,3-bis(fluoranyl)-6-[(1~{R},2~{R})-1,2,3-tris(oxidanyl)propyl]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 9SG "CARBOHYDRATE ISOMER" D PDB ? 9SG "CARBOHYDRATE RING" pyranose PDB ? 9SG "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 9SG "Create component" 2017-06-07 RCSB 9SG "Initial release" 2018-02-21 RCSB 9SG "Other modification" 2020-07-03 RCSB 9SG "Modify name" 2020-07-17 RCSB 9SG "Modify synonyms" 2020-07-17 RCSB 9SG "Modify internal type" 2020-07-17 RCSB 9SG "Modify linking type" 2020-07-17 RCSB 9SG "Modify atom id" 2020-07-17 RCSB 9SG "Modify component atom id" 2020-07-17 RCSB 9SG "Modify leaving atom flag" 2020-07-17 RCSB ##