data_TOA # _chem_comp.id TOA _chem_comp.name 3-ammonio-3-deoxy-alpha-D-glucopyranose _chem_comp.type "D-saccharide, alpha linking" _chem_comp.pdbx_type ATOMS _chem_comp.formula "C6 H14 N O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "3-DEOXY-3-AMINO GLUCOSE; 3-ammonio-3-deoxy-alpha-D-glucose; 3-ammonio-3-deoxy-D-glucose; 3-ammonio-3-deoxy-glucose" _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 1999-07-08 _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 ADG _chem_comp.formula_weight 180.179 _chem_comp.one_letter_code ? _chem_comp.three_letter_code TOA _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 1TOB _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 TOA "3-DEOXY-3-AMINO GLUCOSE" PDB ? 2 TOA 3-ammonio-3-deoxy-alpha-D-glucose PDB ? 3 TOA 3-ammonio-3-deoxy-D-glucose PDB ? 4 TOA 3-ammonio-3-deoxy-glucose PDB ? # # 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 TOA C1 C1 C 0 1 N N S -2.301 5.445 2.953 0.511 1.564 0.235 C1 TOA 1 TOA C2 C2 C 0 1 N N R -1.487 4.655 1.931 1.594 0.519 0.514 C2 TOA 2 TOA C3 C3 C 0 1 N N S -1.384 3.201 2.371 1.231 -0.782 -0.211 C3 TOA 3 TOA C4 C4 C 0 1 N N S -0.797 3.138 3.776 -0.190 -1.192 0.191 C4 TOA 4 TOA C5 C5 C 0 1 N N R -1.639 3.983 4.728 -1.137 -0.016 -0.060 C5 TOA 5 TOA C6 C6 C 0 1 N N N -1.061 4.023 6.129 -2.564 -0.426 0.312 C6 TOA 6 TOA O1 O1 O 0 1 N Y N -3.589 4.948 3.023 0.412 1.781 -1.173 O1 TOA 7 TOA O2 O2 O 0 1 N N N -2.115 4.727 0.659 2.854 0.996 0.039 O2 TOA 8 TOA N3 N3 N 1 1 N N N -0.594 2.406 1.406 2.176 -1.840 0.171 N3 TOA 9 TOA O4 O4 O 0 1 N N N -0.761 1.789 4.222 -0.608 -2.317 -0.585 O4 TOA 10 TOA O5 O5 O 0 1 N N N -1.706 5.345 4.253 -0.744 1.103 0.733 O5 TOA 11 TOA O6 O6 O 0 1 N N N 0.259 4.548 6.131 -3.468 0.623 -0.039 O6 TOA 12 TOA H1 H1 H 0 1 N N N -2.387 6.465 2.583 0.775 2.499 0.729 H1 TOA 13 TOA H2 H2 H 0 1 N N N -0.480 5.094 1.881 1.655 0.334 1.586 H2 TOA 14 TOA H3 H3 H 0 1 N N N -2.405 2.807 2.403 1.275 -0.624 -1.289 H3 TOA 15 TOA H4 H4 H 0 1 N N N 0.196 3.590 3.802 -0.205 -1.453 1.249 H4 TOA 16 TOA H5 H5 H 0 1 N N N -2.662 3.583 4.773 -1.102 0.256 -1.114 H5 TOA 17 TOA H61 H61 H 0 1 N N N -1.706 4.660 6.720 -2.833 -1.334 -0.228 H61 TOA 18 TOA H62 H62 H 0 1 N N N -1.054 3.014 6.564 -2.621 -0.611 1.385 H62 TOA 19 TOA HO1 HO1 H 0 1 N Y N -4.095 5.439 3.658 -0.280 2.444 -1.306 HO1 TOA 20 TOA HO2 HO2 H 0 1 N Y N -2.222 5.782 0.362 3.043 1.813 0.520 HO2 TOA 21 TOA HN31 HN31 H 0 0 N N N -1.226 1.790 0.861 2.134 -1.984 1.169 HN31 TOA 22 TOA HN32 HN32 H 0 0 N N N -0.102 3.028 0.734 3.112 -1.565 -0.090 HN32 TOA 23 TOA HN33 HN33 H 0 0 N N N 0.103 1.819 1.906 1.933 -2.696 -0.303 HN33 TOA 24 TOA HO4 HO4 H 0 1 N Y N -0.285 1.712 5.210 -1.506 -2.534 -0.301 HO4 TOA 25 TOA HO6 HO6 H 0 1 N Y N 0.635 4.579 7.165 -4.353 0.325 0.211 HO6 TOA 26 # # 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 TOA C1 C2 SING N N 1 TOA C1 O1 SING N N 2 TOA C1 O5 SING N N 3 TOA C1 H1 SING N N 4 TOA C2 C3 SING N N 5 TOA C2 O2 SING N N 6 TOA C2 H2 SING N N 7 TOA C3 C4 SING N N 8 TOA C3 N3 SING N N 9 TOA C3 H3 SING N N 10 TOA C4 C5 SING N N 11 TOA C4 O4 SING N N 12 TOA C4 H4 SING N N 13 TOA C5 C6 SING N N 14 TOA C5 O5 SING N N 15 TOA C5 H5 SING N N 16 TOA C6 O6 SING N N 17 TOA C6 H61 SING N N 18 TOA C6 H62 SING N N 19 TOA O1 HO1 SING N N 20 TOA O2 HO2 SING N N 21 TOA N3 HN31 SING N N 22 TOA N3 HN32 SING N N 23 TOA N3 HN33 SING N N 24 TOA O4 HO4 SING N N 25 TOA O6 HO6 SING N N 26 # # 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 TOA SMILES ACDLabs 10.04 "OC1C([NH3+])C(O)C(OC1O)CO" TOA SMILES_CANONICAL CACTVS 3.341 "[NH3+][C@@H]1[C@@H](O)[C@@H](O)O[C@H](CO)[C@H]1O" TOA SMILES CACTVS 3.341 "[NH3+][CH]1[CH](O)[CH](O)O[CH](CO)[CH]1O" TOA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O)O)[NH3+])O)O" TOA SMILES "OpenEye OEToolkits" 1.5.0 "C(C1C(C(C(C(O1)O)O)[NH3+])O)O" TOA InChI InChI 1.03 "InChI=1S/C6H13NO5/c7-3-4(9)2(1-8)12-6(11)5(3)10/h2-6,8-11H,1,7H2/p+1/t2-,3+,4-,5-,6+/m1/s1" TOA InChIKey InChI 1.03 BQCCAEOLPYCBAE-RXRWUWDJSA-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 TOA "SYSTEMATIC NAME" ACDLabs 10.04 3-ammonio-3-deoxy-alpha-D-glucopyranose TOA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S,3R,4S,5S,6R)-2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-yl]azanium" TOA "IUPAC CARBOHYDRATE SYMBOL" PDB-CARE 1.0 a-D-Glcp3N # # 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 TOA "CARBOHYDRATE ISOMER" D PDB ? TOA "CARBOHYDRATE RING" pyranose PDB ? TOA "CARBOHYDRATE ANOMER" alpha PDB ? TOA "CARBOHYDRATE PRIMARY CARBONYL GROUP" aldose 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 TOA "Create component" 1999-07-08 EBI TOA "Modify descriptor" 2011-06-04 RCSB TOA "Other modification" 2020-07-03 RCSB TOA "Modify name" 2020-07-17 RCSB TOA "Modify synonyms" 2020-07-17 RCSB TOA "Modify linking type" 2020-07-17 RCSB TOA "Modify leaving atom flag" 2020-07-17 RCSB ##