data_SKD # _chem_comp.id SKD _chem_comp.name "2-ACETYLAMINO-7-(1,2-DIHYDROXY-ETHYL)-3-HYDROXY-6,8-DIOXA-BICYCLO[3.2.1]OCTANE-5-CARBOXYLIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C11 H17 N O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "2,7-ANHYDRO-NEU5AC" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2020-06-17 _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 291.255 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SKD _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2SLI _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 SKD C1 C1 C 0 1 N N N 1.768 7.427 36.092 -2.791 -0.223 -0.843 C1 SKD 1 SKD C2 C2 C 0 1 N N S 3.053 7.223 36.906 -1.404 0.067 -0.330 C2 SKD 2 SKD C3 C3 C 0 1 N N N 4.256 6.883 36.005 -1.440 1.038 0.860 C3 SKD 3 SKD C4 C4 C 0 1 N N S 5.534 7.444 36.673 -0.004 1.434 1.219 C4 SKD 4 SKD C5 C5 C 0 1 N N R 5.465 7.266 38.209 0.842 0.167 1.389 C5 SKD 5 SKD C6 C6 C 0 1 N N R 4.137 7.877 38.760 0.669 -0.712 0.141 C6 SKD 6 SKD C7 C7 C 0 1 N N R 3.337 6.637 39.152 0.772 0.207 -1.099 C7 SKD 7 SKD C8 C8 C 0 1 N N R 2.176 6.953 40.107 1.315 -0.574 -2.297 C8 SKD 8 SKD C9 C9 C 0 1 N N N 2.682 7.498 41.445 1.342 0.333 -3.528 C9 SKD 9 SKD C10 C10 C 0 1 N N N 7.168 7.272 39.930 0.953 -0.314 3.775 C10 SKD 10 SKD C11 C11 C 0 1 N N N 8.412 7.911 40.514 0.492 -1.070 4.995 C11 SKD 11 SKD N5 N5 N 0 1 N N N 6.642 7.835 38.846 0.394 -0.567 2.575 N5 SKD 12 SKD O1A O1A O 0 1 N N N 1.694 6.937 34.939 -3.082 0.044 -1.984 O1A SKD 13 SKD O1B O1B O 0 1 N N N 0.807 8.035 36.612 -3.703 -0.782 -0.031 O1B SKD 14 SKD O4 O4 O 0 1 N N N 6.703 6.806 36.158 0.545 2.238 0.173 O4 SKD 15 SKD O6 O6 O 0 1 N N N 3.397 8.389 37.646 -0.722 -1.129 0.105 O6 SKD 16 SKD O7 O7 O 0 1 N N N 2.808 6.184 37.882 -0.575 0.643 -1.356 O7 SKD 17 SKD O8 O8 O 0 1 N N N 1.303 7.902 39.508 2.640 -1.026 -2.009 O8 SKD 18 SKD O9 O9 O 0 1 N N N 3.049 8.861 41.291 1.850 -0.396 -4.647 O9 SKD 19 SKD O10 O10 O 0 1 N N N 6.661 6.301 40.494 1.826 0.521 3.874 O10 SKD 20 SKD H31 1H3 H 0 1 N N N 4.330 5.793 35.780 -1.910 0.552 1.714 H31 SKD 21 SKD H32 2H3 H 0 1 N N N 4.124 7.243 34.958 -2.007 1.929 0.587 H32 SKD 22 SKD H4 H4 H 0 1 N N N 5.595 8.532 36.437 -0.004 2.000 2.150 H4 SKD 23 SKD H5 H5 H 0 1 N N N 5.460 6.178 38.453 1.891 0.440 1.503 H5 SKD 24 SKD H6 H6 H 0 1 N N N 4.309 8.643 39.551 1.365 -1.550 0.103 H6 SKD 25 SKD H7 H7 H 0 1 N N N 3.967 5.892 39.692 1.412 1.062 -0.883 H7 SKD 26 SKD H8 H8 H 0 1 N N N 1.627 6.002 40.303 0.672 -1.432 -2.492 H8 SKD 27 SKD H91 1H9 H 0 1 N N N 1.943 7.350 42.267 0.332 0.678 -3.748 H91 SKD 28 SKD H92 2H9 H 0 1 N N N 3.511 6.882 41.864 1.985 1.191 -3.333 H92 SKD 29 SKD H111 1H11 H 0 0 N N N 8.853 7.439 41.422 1.055 -0.732 5.866 H111 SKD 30 SKD H112 2H11 H 0 0 N N N 9.193 7.989 39.722 -0.569 -0.887 5.156 H112 SKD 31 SKD H113 3H11 H 0 0 N N N 8.212 8.989 40.717 0.659 -2.137 4.846 H113 SKD 32 SKD HN5 HN5 H 0 1 N N N 7.123 8.671 38.515 -0.304 -1.235 2.497 HN5 SKD 33 SKD HOB1 1HOB H 0 0 N N N 0.011 8.161 36.108 -4.593 -0.969 -0.361 HOB1 SKD 34 SKD HO4 HO4 H 0 1 N N N 7.487 7.150 36.568 -0.015 3.022 0.099 HO4 SKD 35 SKD HO8 HO8 H 0 1 N N N 0.585 8.097 40.098 3.174 -0.238 -1.843 HO8 SKD 36 SKD HO9 HO9 H 0 1 N N N 3.363 9.199 42.121 1.850 0.210 -5.400 HO9 SKD 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 SKD C1 C2 SING N N 1 SKD C1 O1A DOUB N N 2 SKD C1 O1B SING N N 3 SKD C2 C3 SING N N 4 SKD C2 O6 SING N N 5 SKD C2 O7 SING N N 6 SKD C3 C4 SING N N 7 SKD C3 H31 SING N N 8 SKD C3 H32 SING N N 9 SKD C4 C5 SING N N 10 SKD C4 O4 SING N N 11 SKD C4 H4 SING N N 12 SKD C5 C6 SING N N 13 SKD C5 N5 SING N N 14 SKD C5 H5 SING N N 15 SKD C6 C7 SING N N 16 SKD C6 O6 SING N N 17 SKD C6 H6 SING N N 18 SKD C7 C8 SING N N 19 SKD C7 O7 SING N N 20 SKD C7 H7 SING N N 21 SKD C8 C9 SING N N 22 SKD C8 O8 SING N N 23 SKD C8 H8 SING N N 24 SKD C9 O9 SING N N 25 SKD C9 H91 SING N N 26 SKD C9 H92 SING N N 27 SKD C10 C11 SING N N 28 SKD C10 N5 SING N N 29 SKD C10 O10 DOUB N N 30 SKD C11 H111 SING N N 31 SKD C11 H112 SING N N 32 SKD C11 H113 SING N N 33 SKD N5 HN5 SING N N 34 SKD O1B HOB1 SING N N 35 SKD O4 HO4 SING N N 36 SKD O8 HO8 SING N N 37 SKD 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 SKD SMILES ACDLabs 10.04 "O=C(NC1C(O)CC2(OC1C(O2)C(O)CO)C(=O)O)C" SKD SMILES_CANONICAL CACTVS 3.341 "CC(=O)N[C@@H]1[C@@H](O)C[C@]2(O[C@H]([C@H](O)CO)[C@@H]1O2)C(O)=O" SKD SMILES CACTVS 3.341 "CC(=O)N[CH]1[CH](O)C[C]2(O[CH]([CH](O)CO)[CH]1O2)C(O)=O" SKD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(=O)N[C@@H]1[C@H](C[C@@]2(O[C@H]1[C@H](O2)[C@@H](CO)O)C(=O)O)O" SKD SMILES "OpenEye OEToolkits" 1.5.0 "CC(=O)NC1C(CC2(OC1C(O2)C(CO)O)C(=O)O)O" SKD InChI InChI 1.03 "InChI=1S/C11H17NO8/c1-4(14)12-7-5(15)2-11(10(17)18)19-8(6(16)3-13)9(7)20-11/h5-9,13,15-16H,2-3H2,1H3,(H,12,14)(H,17,18)/t5-,6+,7+,8+,9+,11+/m0/s1" SKD InChIKey InChI 1.03 NCMJSVDTRDLWJE-YRMXFSIDSA-N # # 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 SKD "SYSTEMATIC NAME" ACDLabs 10.04 "(1R,2R,3S,5S,7R)-2-(acetylamino)-7-[(1R)-1,2-dihydroxyethyl]-3-hydroxy-6,8-dioxabicyclo[3.2.1]octane-5-carboxylic acid (non-preferred name)" SKD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1S,3S,4R,5R,6R)-4-acetamido-6-[(1R)-1,2-dihydroxyethyl]-3-hydroxy-7,8-dioxabicyclo[3.2.1]octane-1-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 SKD "Create component" 1999-07-08 RCSB SKD "Modify descriptor" 2011-06-04 RCSB SKD "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id SKD _pdbx_chem_comp_synonyms.name "2,7-ANHYDRO-NEU5AC" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##