data_491 # _chem_comp.id 491 _chem_comp.name "2-acetamido-3-O-[(1R)-1-carboxyethyl]-2-deoxy-1-O-phosphono-alpha-D-glucopyranose" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C11 H20 N O11 P" _chem_comp.mon_nstd_parent_comp_id NDG _chem_comp.pdbx_synonyms ;2-(acetylamino)-3-O-[(1R)-1-carboxyethyl]-2-deoxy-1-O-phosphono-alpha-D-glucopyranose; N-acetyl-3-O-[(1R)-1-carboxyethyl]-1-O-phosphono-alpha-D-glucosamine; 2-acetamido-3-O-[(1R)-1-carboxyethyl]-2-deoxy-1-O-phosphono-alpha-D-glucose; 2-acetamido-3-O-[(1R)-1-carboxyethyl]-2-deoxy-1-O-phosphono-D-glucose; 2-acetamido-3-O-[(1R)-1-carboxyethyl]-2-deoxy-1-O-phosphono-glucose ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-02-16 _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 373.250 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 491 _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 4Y7U _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 1 491 "2-(acetylamino)-3-O-[(1R)-1-carboxyethyl]-2-deoxy-1-O-phosphono-alpha-D-glucopyranose" PDB ? 2 491 "N-acetyl-3-O-[(1R)-1-carboxyethyl]-1-O-phosphono-alpha-D-glucosamine" PDB ? 3 491 "2-acetamido-3-O-[(1R)-1-carboxyethyl]-2-deoxy-1-O-phosphono-alpha-D-glucose" PDB ? 4 491 "2-acetamido-3-O-[(1R)-1-carboxyethyl]-2-deoxy-1-O-phosphono-D-glucose" PDB ? 5 491 "2-acetamido-3-O-[(1R)-1-carboxyethyl]-2-deoxy-1-O-phosphono-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 491 C01 C01 C 0 1 N N N -20.573 -36.854 17.515 -3.178 1.481 -2.072 C01 491 1 491 C02 C02 C 0 1 N N R -19.471 -37.173 16.527 -2.988 0.470 -0.940 C02 491 2 491 C03 C03 C 0 1 N N N -18.254 -36.435 16.906 -4.335 0.022 -0.435 C03 491 3 491 O04 O04 O 0 1 N N N -17.204 -37.061 17.163 -5.157 -0.671 -1.239 O04 491 4 491 O05 O05 O 0 1 N N N -18.271 -35.179 16.974 -4.677 0.287 0.693 O05 491 5 491 O3 O06 O 0 1 N N N -19.875 -36.793 15.203 -2.259 1.081 0.127 O3 491 6 491 C3 C07 C 0 1 N N R -19.272 -37.612 14.130 -0.840 0.963 0.004 C3 491 7 491 C2 C08 C 0 1 N N R -18.834 -36.754 13.031 -0.342 -0.176 0.900 C2 491 8 491 C1 C09 C 0 1 N N R -18.088 -37.564 12.004 1.185 -0.244 0.823 C1 491 9 491 O5 O10 O 0 1 N N N -18.955 -38.672 11.486 1.737 1.014 1.215 O5 491 10 491 C5 C11 C 0 1 N N R -19.596 -39.464 12.529 1.344 2.108 0.384 C5 491 11 491 C4 C12 C 0 1 N N S -20.240 -38.629 13.612 -0.177 2.272 0.442 C4 491 12 491 O4 O13 O 0 1 N N N -20.671 -39.472 14.664 -0.577 3.329 -0.433 O4 491 13 491 C6 C14 C 0 1 N N N -20.632 -40.325 11.872 2.015 3.391 0.879 C6 491 14 491 O6 O15 O 0 1 N N N -19.963 -41.156 10.952 3.430 3.282 0.716 O6 491 15 491 O1 O16 O 0 1 N N N -16.967 -38.075 12.562 1.582 -0.542 -0.517 O1 491 16 491 P17 P17 P 0 1 N N N -16.028 -39.035 11.765 2.925 -1.354 -0.875 P17 491 17 491 O18 O18 O 0 1 N N N -14.699 -39.112 12.486 2.808 -2.858 -0.313 O18 491 18 491 O19 O19 O 0 1 N N N -16.633 -40.416 11.704 3.121 -1.391 -2.472 O19 491 19 491 O20 O20 O 0 1 N N N -15.798 -38.526 10.365 4.088 -0.684 -0.250 O20 491 20 491 N2 N21 N 0 1 N N N -18.001 -35.652 13.576 -0.913 -1.445 0.442 N2 491 21 491 C7 C22 C 0 1 N N N -17.535 -34.565 12.727 -1.083 -2.460 1.311 C7 491 22 491 O7 O23 O 0 1 N N N -17.811 -34.546 11.543 -0.763 -2.324 2.473 O7 491 23 491 C8 C24 C 0 1 N N N -16.673 -33.423 13.343 -1.670 -3.766 0.840 C8 491 24 491 H1A H1 H 0 1 N N N -20.256 -37.148 18.526 -3.802 2.304 -1.724 H1A 491 25 491 H2A H2 H 0 1 N N N -20.781 -35.774 17.496 -2.207 1.867 -2.382 H2A 491 26 491 H3A H3 H 0 1 N N N -21.483 -37.408 17.241 -3.661 0.992 -2.918 H3A 491 27 491 H4A H4 H 0 1 N N N -19.267 -38.253 16.560 -2.434 -0.392 -1.311 H4A 491 28 491 H5A H5 H 0 1 N N N -16.516 -36.447 17.391 -6.010 -0.937 -0.871 H5A 491 29 491 H3 H6 H 0 1 N N N -18.398 -38.140 14.539 -0.581 0.751 -1.033 H3 491 30 491 H2 H7 H 0 1 N N N -19.720 -36.316 12.548 -0.648 0.010 1.930 H2 491 31 491 H1 H8 H 0 1 N N N -17.831 -36.903 11.163 1.548 -1.025 1.491 H1 491 32 491 H5 H9 H 0 1 N N N -18.844 -40.117 12.996 1.649 1.912 -0.644 H5 491 33 491 H4 H10 H 0 1 N N N -21.104 -38.104 13.179 -0.480 2.508 1.462 H4 491 34 491 HO4 H11 H 0 1 N Y N -21.076 -38.948 15.345 -0.189 4.188 -0.215 HO4 491 35 491 H61 H12 H 0 1 N N N -21.366 -39.696 11.347 1.646 4.240 0.303 H61 491 36 491 H62 H13 H 0 1 N N N -21.147 -40.937 12.627 1.781 3.540 1.934 H62 491 37 491 HO6 H14 H 0 1 N Y N -20.593 -41.718 10.516 3.921 4.062 1.010 HO6 491 38 491 H15 H15 H 0 1 N N N -14.005 -38.824 11.904 2.066 -3.359 -0.680 H15 491 39 491 H16 H16 H 0 1 N N N -16.742 -40.675 10.796 3.913 -1.865 -2.760 H16 491 40 491 HN2 H17 H 0 1 N N N -17.755 -35.657 14.545 -1.169 -1.554 -0.488 HN2 491 41 491 H81 H18 H 0 1 N N N -16.411 -32.697 12.559 -1.893 -3.700 -0.225 H81 491 42 491 H82 H19 H 0 1 N N N -17.246 -32.917 14.134 -0.954 -4.569 1.013 H82 491 43 491 H83 H20 H 0 1 N N N -15.753 -33.848 13.771 -2.588 -3.972 1.392 H83 491 44 # # 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 491 O20 P17 DOUB N N 1 491 O6 C6 SING N N 2 491 O5 C1 SING N N 3 491 O5 C5 SING N N 4 491 O7 C7 DOUB N N 5 491 O19 P17 SING N N 6 491 P17 O18 SING N N 7 491 P17 O1 SING N N 8 491 C6 C5 SING N N 9 491 C1 O1 SING N N 10 491 C1 C2 SING N N 11 491 C5 C4 SING N N 12 491 C7 C8 SING N N 13 491 C7 N2 SING N N 14 491 C2 N2 SING N N 15 491 C2 C3 SING N N 16 491 C4 C3 SING N N 17 491 C4 O4 SING N N 18 491 C3 O3 SING N N 19 491 O3 C02 SING N N 20 491 C02 C03 SING N N 21 491 C02 C01 SING N N 22 491 C03 O05 DOUB N N 23 491 C03 O04 SING N N 24 491 C01 H1A SING N N 25 491 C01 H2A SING N N 26 491 C01 H3A SING N N 27 491 C02 H4A SING N N 28 491 O04 H5A SING N N 29 491 C3 H3 SING N N 30 491 C2 H2 SING N N 31 491 C1 H1 SING N N 32 491 C5 H5 SING N N 33 491 C4 H4 SING N N 34 491 O4 HO4 SING N N 35 491 C6 H61 SING N N 36 491 C6 H62 SING N N 37 491 O6 HO6 SING N N 38 491 O18 H15 SING N N 39 491 O19 H16 SING N N 40 491 N2 HN2 SING N N 41 491 C8 H81 SING N N 42 491 C8 H82 SING N N 43 491 C8 H83 SING N N 44 # # 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 491 SMILES ACDLabs 12.01 "O=C(O)C(OC1C(O)C(OC(OP(=O)(O)O)C1NC(=O)C)CO)C" 491 InChI InChI 1.03 "InChI=1S/C11H20NO11P/c1-4(10(16)17)21-9-7(12-5(2)14)11(23-24(18,19)20)22-6(3-13)8(9)15/h4,6-9,11,13,15H,3H2,1-2H3,(H,12,14)(H,16,17)(H2,18,19,20)/t4-,6-,7-,8-,9-,11-/m1/s1" 491 InChIKey InChI 1.03 DTSXRQWOCZUNPL-YVNCZSHWSA-N 491 SMILES_CANONICAL CACTVS 3.385 "C[C@@H](O[C@H]1[C@H](O)[C@@H](CO)O[C@H](O[P](O)(O)=O)[C@@H]1NC(C)=O)C(O)=O" 491 SMILES CACTVS 3.385 "C[CH](O[CH]1[CH](O)[CH](CO)O[CH](O[P](O)(O)=O)[CH]1NC(C)=O)C(O)=O" 491 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@H](C(=O)O)O[C@@H]1[C@H]([C@H](O[C@@H]([C@H]1O)CO)OP(=O)(O)O)NC(=O)C" 491 SMILES "OpenEye OEToolkits" 1.9.2 "CC(C(=O)O)OC1C(C(OC(C1O)CO)OP(=O)(O)O)NC(=O)C" # # 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 491 "SYSTEMATIC NAME" ACDLabs 12.01 "2-(acetylamino)-3-O-[(1R)-1-carboxyethyl]-2-deoxy-1-O-phosphono-alpha-D-glucopyranose" 491 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2R)-2-[(2R,3S,4R,5R,6R)-5-acetamido-2-(hydroxymethyl)-3-oxidanyl-6-phosphonooxy-oxan-4-yl]oxypropanoic acid" # _pdbx_chem_comp_related.comp_id 491 _pdbx_chem_comp_related.related_comp_id NDG _pdbx_chem_comp_related.relationship_type "Carbohydrate core" _pdbx_chem_comp_related.details ? # # loop_ _pdbx_chem_comp_atom_related.ordinal _pdbx_chem_comp_atom_related.comp_id _pdbx_chem_comp_atom_related.atom_id _pdbx_chem_comp_atom_related.related_comp_id _pdbx_chem_comp_atom_related.related_atom_id _pdbx_chem_comp_atom_related.related_type 1 491 C3 NDG C3 "Carbohydrate core" 2 491 C2 NDG C2 "Carbohydrate core" 3 491 C1 NDG C1 "Carbohydrate core" 4 491 C5 NDG C5 "Carbohydrate core" 5 491 C4 NDG C4 "Carbohydrate core" 6 491 C6 NDG C6 "Carbohydrate core" 7 491 C7 NDG C7 "Carbohydrate core" 8 491 C8 NDG C8 "Carbohydrate core" 9 491 N2 NDG N2 "Carbohydrate core" 10 491 O3 NDG O3 "Carbohydrate core" 11 491 O5 NDG O5 "Carbohydrate core" 12 491 O4 NDG O4 "Carbohydrate core" 13 491 O6 NDG O6 "Carbohydrate core" 14 491 O1 NDG O1 "Carbohydrate core" 15 491 O7 NDG O7 "Carbohydrate core" 16 491 H4 NDG H4 "Carbohydrate core" 17 491 HO4 NDG HO4 "Carbohydrate core" 18 491 H61 NDG H61 "Carbohydrate core" 19 491 H62 NDG H62 "Carbohydrate core" 20 491 HO6 NDG HO6 "Carbohydrate core" 21 491 HN2 NDG HN2 "Carbohydrate core" 22 491 H81 NDG H81 "Carbohydrate core" 23 491 H82 NDG H82 "Carbohydrate core" 24 491 H83 NDG H83 "Carbohydrate core" 25 491 H3 NDG H3 "Carbohydrate core" 26 491 H2 NDG H2 "Carbohydrate core" 27 491 H1 NDG H1 "Carbohydrate core" 28 491 H5 NDG H5 "Carbohydrate core" # # 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 491 "CARBOHYDRATE ISOMER" D PDB ? 491 "CARBOHYDRATE RING" pyranose PDB ? 491 "CARBOHYDRATE ANOMER" alpha PDB ? 491 "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 491 "Create component" 2015-02-16 EBI 491 "Initial release" 2015-03-18 RCSB 491 "Other modification" 2020-07-03 RCSB 491 "Modify parent residue" 2020-07-17 RCSB 491 "Modify name" 2020-07-17 RCSB 491 "Modify synonyms" 2020-07-17 RCSB 491 "Modify internal type" 2020-07-17 RCSB 491 "Modify linking type" 2020-07-17 RCSB 491 "Modify atom id" 2020-07-17 RCSB 491 "Modify component atom id" 2020-07-17 RCSB 491 "Modify leaving atom flag" 2020-07-17 RCSB ##