data_GC9 # _chem_comp.id GC9 _chem_comp.name "2,6-anhydro-3,5-dideoxy-5-[(hydroxyacetyl)amino]-D-glycero-L-altro-non-2-enonic acid" _chem_comp.type L-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C11 H17 N O9" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-11-05 _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 307.254 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GC9 _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 6MYV _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 GC9 C4 C4 C 0 1 N N S -26.784 41.255 -27.216 0.731 1.956 0.666 C4 GC9 1 GC9 C3 C3 C 0 1 N N N -26.417 39.953 -26.858 -0.622 2.566 0.421 C3 GC9 2 GC9 C2 C2 C 0 1 N N N -25.933 39.034 -27.787 -1.656 1.851 0.003 C2 GC9 3 GC9 C6 C6 C 0 1 N N R -25.689 40.740 -29.351 -0.463 -0.191 0.292 C6 GC9 4 GC9 C5 C5 C 0 1 N N R -26.937 41.368 -28.724 0.812 0.596 -0.037 C5 GC9 5 GC9 C1 C1 C 0 1 N N N -25.597 37.731 -27.426 -2.946 2.534 -0.201 C1 GC9 6 GC9 C7 C7 C 0 1 N N S -25.641 41.014 -30.851 -0.387 -1.582 -0.340 C7 GC9 7 GC9 C8 C8 C 0 1 N N R -24.397 40.401 -31.502 -1.673 -2.353 -0.034 C8 GC9 8 GC9 C9 C9 C 0 1 N N N -24.401 40.725 -33.089 -1.547 -3.785 -0.558 C9 GC9 9 GC9 C10 C10 C 0 1 N N N -27.907 43.525 -29.930 3.187 0.056 -0.133 C10 GC9 10 GC9 C11 C11 C 0 1 N N N -27.526 44.937 -30.141 4.392 -0.700 0.361 C11 GC9 11 GC9 N5 N5 N 0 1 N N N -27.069 42.767 -29.176 1.985 -0.139 0.444 N5 GC9 12 GC9 O6 O6 O 0 1 N N N -25.755 39.329 -29.104 -1.582 0.521 -0.245 O6 GC9 13 GC9 O1B O1B O 0 1 N N N -25.731 37.349 -26.244 -4.018 1.836 -0.625 O1B GC9 14 GC9 O1A O1A O 0 1 N N N -25.157 36.939 -28.289 -3.043 3.726 0.013 O1A GC9 15 GC9 O7 O7 O 0 1 N N N -25.608 42.443 -31.028 0.732 -2.290 0.199 O7 GC9 16 GC9 O8 O8 O 0 1 N N N -23.209 40.913 -30.911 -1.888 -2.379 1.378 O8 GC9 17 GC9 O9 O9 O 0 1 N N N -24.897 39.553 -33.635 -2.788 -4.470 -0.377 O9 GC9 18 GC9 O10 O10 O 0 1 N N N -28.905 43.078 -30.489 3.298 0.841 -1.051 O10 GC9 19 GC9 O11 O11 O 0 1 N N N -28.259 45.600 -28.998 5.538 -0.323 -0.404 O11 GC9 20 GC9 O4 O4 O 0 1 N N N -28.005 41.569 -26.536 1.745 2.820 0.149 O4 GC9 21 GC9 H4 H4 H 0 1 N N N -26.002 41.960 -26.899 0.881 1.821 1.737 H4 GC9 22 GC9 H3 H3 H 0 1 N N N -26.512 39.650 -25.826 -0.755 3.625 0.591 H3 GC9 23 GC9 H6 H6 H 0 1 N N N -24.794 41.170 -28.877 -0.571 -0.283 1.372 H6 GC9 24 GC9 H5 H5 H 0 1 N N N -27.821 40.794 -29.039 0.887 0.743 -1.114 H5 GC9 25 GC9 H7 H7 H 0 1 N N N -26.539 40.591 -31.324 -0.270 -1.485 -1.420 H7 GC9 26 GC9 H8 H8 H 0 1 N N N -24.439 39.308 -31.384 -2.516 -1.861 -0.520 H8 GC9 27 GC9 H91 H91 H 0 1 N N N -23.385 40.934 -33.454 -1.295 -3.763 -1.618 H91 GC9 28 GC9 H92 H92 H 0 1 N N N -25.056 41.578 -33.318 -0.762 -4.305 -0.009 H92 GC9 29 GC9 H112 H112 H 0 0 N N N -26.438 45.079 -30.061 4.563 -0.465 1.412 H112 GC9 30 GC9 H111 H111 H 0 0 N N N -27.874 45.309 -31.116 4.219 -1.771 0.253 H111 GC9 31 GC9 HN5 HN5 H 0 1 N N N -26.317 43.323 -28.821 1.895 -0.767 1.178 HN5 GC9 32 GC9 HO1B HO1B H 0 0 N N N -25.457 36.442 -26.171 -4.842 2.326 -0.745 HO1B GC9 33 GC9 HO7 HO7 H 0 1 N N N -26.377 42.830 -30.626 0.694 -2.413 1.157 HO7 GC9 34 GC9 HO8 HO8 H 0 1 N N N -23.210 40.721 -29.981 -1.175 -2.803 1.877 HO8 GC9 35 GC9 HO9 HO9 H 0 1 N N N -24.941 39.637 -34.580 -2.781 -5.385 -0.687 HO9 GC9 36 GC9 HO11 HO11 H 0 0 N N N -28.096 46.536 -29.017 6.353 -0.772 -0.140 HO11 GC9 37 GC9 HO4 HO4 H 0 1 N N N -27.875 41.489 -25.598 1.753 3.701 0.549 HO4 GC9 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 GC9 O9 C9 SING N N 1 GC9 C9 C8 SING N N 2 GC9 C8 O8 SING N N 3 GC9 C8 C7 SING N N 4 GC9 O7 C7 SING N N 5 GC9 C7 C6 SING N N 6 GC9 O10 C10 DOUB N N 7 GC9 C11 C10 SING N N 8 GC9 C11 O11 SING N N 9 GC9 C10 N5 SING N N 10 GC9 C6 O6 SING N N 11 GC9 C6 C5 SING N N 12 GC9 N5 C5 SING N N 13 GC9 O6 C2 SING N N 14 GC9 C5 C4 SING N N 15 GC9 O1A C1 DOUB N N 16 GC9 C2 C1 SING N N 17 GC9 C2 C3 DOUB N N 18 GC9 C1 O1B SING N N 19 GC9 C4 C3 SING N N 20 GC9 C4 O4 SING N N 21 GC9 C4 H4 SING N N 22 GC9 C3 H3 SING N N 23 GC9 C6 H6 SING N N 24 GC9 C5 H5 SING N N 25 GC9 C7 H7 SING N N 26 GC9 C8 H8 SING N N 27 GC9 C9 H91 SING N N 28 GC9 C9 H92 SING N N 29 GC9 C11 H112 SING N N 30 GC9 C11 H111 SING N N 31 GC9 N5 HN5 SING N N 32 GC9 O1B HO1B SING N N 33 GC9 O7 HO7 SING N N 34 GC9 O8 HO8 SING N N 35 GC9 O9 HO9 SING N N 36 GC9 O11 HO11 SING N N 37 GC9 O4 HO4 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 GC9 SMILES ACDLabs 12.01 "C1(C=C(C(O)=O)OC(C1NC(CO)=O)C(C(O)CO)O)O" GC9 InChI InChI 1.03 "InChI=1S/C11H17NO9/c13-2-5(16)9(18)10-8(12-7(17)3-14)4(15)1-6(21-10)11(19)20/h1,4-5,8-10,13-16,18H,2-3H2,(H,12,17)(H,19,20)/t4-,5+,8+,9-,10+/m0/s1" GC9 InChIKey InChI 1.03 FDONZIZJWIPGCO-CYVDNQRASA-N GC9 SMILES_CANONICAL CACTVS 3.385 "OC[C@@H](O)[C@H](O)[C@@H]1OC(=C[C@H](O)[C@H]1NC(=O)CO)C(O)=O" GC9 SMILES CACTVS 3.385 "OC[CH](O)[CH](O)[CH]1OC(=C[CH](O)[CH]1NC(=O)CO)C(O)=O" GC9 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C1=C(O[C@H]([C@@H]([C@H]1O)NC(=O)CO)[C@H]([C@@H](CO)O)O)C(=O)O" GC9 SMILES "OpenEye OEToolkits" 2.0.7 "C1=C(OC(C(C1O)NC(=O)CO)C(C(CO)O)O)C(=O)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 GC9 "SYSTEMATIC NAME" ACDLabs 12.01 "2,6-anhydro-3,5-dideoxy-5-[(hydroxyacetyl)amino]-D-glycero-L-altro-non-2-enonic acid" GC9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 ;(2~{R},3~{R},4~{S})-4-oxidanyl-3-(2-oxidanylethanoylamino)-2-[(1~{S},2~{R})-1,2,3-tris(oxidanyl)propyl]-3,4-dihydro-2~{ H}-pyran-6-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 GC9 "CARBOHYDRATE ISOMER" L PDB ? GC9 "CARBOHYDRATE RING" dihydropyran PDB ? GC9 "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 GC9 "Create component" 2018-11-05 RCSB GC9 "Initial release" 2019-10-02 RCSB GC9 "Other modification" 2020-04-11 RCSB GC9 "Other modification" 2020-07-03 RCSB GC9 "Modify component atom id" 2020-07-17 RCSB ##