data_9SJ # _chem_comp.id 9SJ _chem_comp.name "5-acetamido-2,6-anhydro-3,5,7-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-3,5,7-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 9SJ _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 9SJ _pdbx_chem_comp_synonyms.name "5-(acetylamino)-2,6-anhydro-3,5,7-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 9SJ O10 O10 O 0 1 N N N 27.241 14.593 62.752 -2.267 2.892 -1.073 O10 9SJ 1 9SJ C10 C10 C 0 1 N N N 26.927 14.916 61.616 -1.546 3.202 -0.149 C10 9SJ 2 9SJ C11 C11 C 0 1 N N N 27.442 14.152 60.425 -1.515 4.628 0.338 C11 9SJ 3 9SJ N5 N5 N 0 1 N N N 26.114 15.955 61.370 -0.776 2.270 0.447 N5 9SJ 4 9SJ C5 C5 C 0 1 N N R 25.512 16.793 62.423 -0.810 0.882 -0.023 C5 9SJ 5 9SJ C4 C4 C 0 1 N N R 24.040 16.767 62.117 -1.968 0.142 0.654 C4 9SJ 6 9SJ O4 O4 O 0 1 N N N 23.513 15.526 62.571 -3.208 0.738 0.267 O4 9SJ 7 9SJ C3 C3 C 0 1 N N R 23.274 17.865 62.852 -1.946 -1.326 0.215 C3 9SJ 8 9SJ F1 F1 F 0 1 N N N 23.508 17.692 64.154 -2.154 -1.404 -1.166 F1 9SJ 9 9SJ C6 C6 C 0 1 N N S 25.973 18.217 62.178 0.508 0.189 0.333 C6 9SJ 10 9SJ O6 O6 O 0 1 N N N 25.236 19.101 63.036 0.449 -1.180 -0.074 O6 9SJ 11 9SJ C2 C2 C 0 1 N N R 23.845 19.257 62.753 -0.585 -1.934 0.563 C2 9SJ 12 9SJ C1 C1 C 0 1 N N N 23.451 19.961 64.032 -0.535 -3.361 0.082 C1 9SJ 13 9SJ O1A O1A O 0 1 N N N 24.290 20.784 64.388 0.242 -3.678 -0.789 O1A 9SJ 14 9SJ O1B O1B O 0 1 N N N 22.368 19.752 64.678 -1.352 -4.280 0.619 O1B 9SJ 15 9SJ C7 C7 C 0 1 N N N 27.465 18.380 62.443 1.663 0.887 -0.388 C7 9SJ 16 9SJ C8 C8 C 0 1 N N S 27.784 19.869 62.288 2.990 0.275 0.064 C8 9SJ 17 9SJ O8 O8 O 0 1 N N N 27.667 20.216 60.901 3.192 0.547 1.452 O8 9SJ 18 9SJ C9 C9 C 0 1 N N N 29.165 20.252 62.846 4.135 0.886 -0.747 C9 9SJ 19 9SJ O9 O9 O 0 1 N N N 30.174 19.719 61.978 5.360 0.232 -0.409 O9 9SJ 20 9SJ H1 H1 H 0 1 N N N 28.090 13.332 60.767 -2.201 5.230 -0.257 H1 9SJ 21 9SJ H2 H2 H 0 1 N N N 26.594 13.738 59.860 -1.817 4.661 1.385 H2 9SJ 22 9SJ H3 H3 H 0 1 N N N 28.018 14.829 59.777 -0.504 5.024 0.239 H3 9SJ 23 9SJ H4 H4 H 0 1 N N N 25.904 16.174 60.417 -0.199 2.517 1.186 H4 9SJ 24 9SJ H5 H5 H 0 1 N N N 25.742 16.444 63.440 -0.950 0.867 -1.104 H5 9SJ 25 9SJ H6 H6 H 0 1 N N N 23.887 16.882 61.034 -1.857 0.202 1.736 H6 9SJ 26 9SJ H7 H7 H 0 1 N N N 22.582 15.490 62.386 -3.985 0.318 0.659 H7 9SJ 27 9SJ H8 H8 H 0 1 N N N 22.208 17.851 62.580 -2.734 -1.873 0.733 H8 9SJ 28 9SJ H9 H9 H 0 1 N N N 25.776 18.473 61.126 0.667 0.242 1.410 H9 9SJ 29 9SJ H10 H10 H 0 1 N N N 23.591 19.798 61.830 -0.442 -1.910 1.643 H10 9SJ 30 9SJ H11 H11 H 0 1 N N N 22.338 20.320 65.439 -1.283 -5.183 0.278 H11 9SJ 31 9SJ H12 H12 H 0 1 N N N 27.707 18.045 63.463 1.550 0.758 -1.464 H12 9SJ 32 9SJ H13 H13 H 0 1 N N N 28.045 17.791 61.717 1.652 1.950 -0.147 H13 9SJ 33 9SJ H14 H14 H 0 1 N N N 27.030 20.431 62.858 2.966 -0.803 -0.096 H14 9SJ 34 9SJ H15 H15 H 0 1 N N N 27.862 21.139 60.787 3.224 1.489 1.668 H15 9SJ 35 9SJ H16 H16 H 0 1 N N N 29.286 19.833 63.856 3.936 0.756 -1.811 H16 9SJ 36 9SJ H17 H17 H 0 1 N N N 29.256 21.347 62.891 4.215 1.949 -0.519 H17 9SJ 37 9SJ H18 H18 H 0 1 N N N 31.033 19.949 62.312 6.130 0.569 -0.886 H18 9SJ 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 9SJ C11 C10 SING N N 1 9SJ O8 C8 SING N N 2 9SJ N5 C10 SING N N 3 9SJ N5 C5 SING N N 4 9SJ C10 O10 DOUB N N 5 9SJ O9 C9 SING N N 6 9SJ C4 C5 SING N N 7 9SJ C4 O4 SING N N 8 9SJ C4 C3 SING N N 9 9SJ C6 C5 SING N N 10 9SJ C6 C7 SING N N 11 9SJ C6 O6 SING N N 12 9SJ C8 C7 SING N N 13 9SJ C8 C9 SING N N 14 9SJ C2 C3 SING N N 15 9SJ C2 O6 SING N N 16 9SJ C2 C1 SING N N 17 9SJ C3 F1 SING N N 18 9SJ C1 O1A DOUB N N 19 9SJ C1 O1B SING N N 20 9SJ C11 H1 SING N N 21 9SJ C11 H2 SING N N 22 9SJ C11 H3 SING N N 23 9SJ N5 H4 SING N N 24 9SJ C5 H5 SING N N 25 9SJ C4 H6 SING N N 26 9SJ O4 H7 SING N N 27 9SJ C3 H8 SING N N 28 9SJ C6 H9 SING N N 29 9SJ C2 H10 SING N N 30 9SJ O1B H11 SING N N 31 9SJ C7 H12 SING N N 32 9SJ C7 H13 SING N N 33 9SJ C8 H14 SING N N 34 9SJ O8 H15 SING N N 35 9SJ C9 H16 SING N N 36 9SJ C9 H17 SING N N 37 9SJ O9 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 9SJ SMILES ACDLabs 12.01 "O=C(C)NC1C(O)C(F)C(OC1CC(CO)O)C(=O)O" 9SJ InChI InChI 1.03 "InChI=1S/C11H18FNO7/c1-4(15)13-8-6(2-5(16)3-14)20-10(11(18)19)7(12)9(8)17/h5-10,14,16-17H,2-3H2,1H3,(H,13,15)(H,18,19)/t5-,6-,7+,8-,9-,10-/m0/s1" 9SJ InChIKey InChI 1.03 BLSXDTLZOKHJGS-FOVGZEBNSA-N 9SJ SMILES_CANONICAL CACTVS 3.385 "CC(=O)N[C@@H]1[C@@H](O)[C@@H](F)[C@H](O[C@H]1C[C@H](O)CO)C(O)=O" 9SJ SMILES CACTVS 3.385 "CC(=O)N[CH]1[CH](O)[CH](F)[CH](O[CH]1C[CH](O)CO)C(O)=O" 9SJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(=O)N[C@H]1[C@@H](O[C@@H]([C@@H]([C@@H]1O)F)C(=O)O)C[C@@H](CO)O" 9SJ SMILES "OpenEye OEToolkits" 2.0.6 "CC(=O)NC1C(OC(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 9SJ "SYSTEMATIC NAME" ACDLabs 12.01 "5-(acetylamino)-2,6-anhydro-3,5,7-trideoxy-3-fluoro-D-threo-L-galacto-nononic acid" 9SJ "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]-3-fluoranyl-4-oxidanyl-oxane-2-carboxyl ic 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 9SJ "CARBOHYDRATE ISOMER" D PDB ? 9SJ "CARBOHYDRATE RING" pyranose PDB ? 9SJ "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 9SJ "Create component" 2017-06-07 RCSB 9SJ "Initial release" 2018-02-21 RCSB 9SJ "Other modification" 2020-07-03 RCSB 9SJ "Modify name" 2020-07-17 RCSB 9SJ "Modify synonyms" 2020-07-17 RCSB 9SJ "Modify internal type" 2020-07-17 RCSB 9SJ "Modify linking type" 2020-07-17 RCSB ##