data_RWI # _chem_comp.id RWI _chem_comp.name "(2S)-2-({2-deoxy-2-[(hydroxycarbamoyl)amino]-alpha-D-glucopyranosyl}oxy)butanedioic acid" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C11 H18 N2 O11" _chem_comp.mon_nstd_parent_comp_id PA1 _chem_comp.pdbx_synonyms ;(2S)-2-({2-deoxy-2-[(hydroxycarbamoyl)amino]-alpha-D-glucosyl}oxy)butanedioic acid; (2S)-2-({2-deoxy-2-[(hydroxycarbamoyl)amino]-D-glucosyl}oxy)butanedioic acid; (2S)-2-({2-deoxy-2-[(hydroxycarbamoyl)amino]-glucosyl}oxy)butanedioic acid ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-10-09 _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 354.267 _chem_comp.one_letter_code ? _chem_comp.three_letter_code RWI _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 6ULL _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # 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 RWI "(2S)-2-({2-deoxy-2-[(hydroxycarbamoyl)amino]-alpha-D-glucosyl}oxy)butanedioic acid" PDB ? 2 RWI "(2S)-2-({2-deoxy-2-[(hydroxycarbamoyl)amino]-D-glucosyl}oxy)butanedioic acid" PDB ? 3 RWI "(2S)-2-({2-deoxy-2-[(hydroxycarbamoyl)amino]-glucosyl}oxy)butanedioic acid" 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 RWI O7 O7 O 0 1 N N N 29.747 28.378 -11.807 -2.747 1.517 1.465 O7 RWI 1 RWI C7 C7 C 0 1 N N N 28.528 28.494 -11.554 -2.811 1.361 0.261 C7 RWI 2 RWI N8 N8 N 0 1 N N N 27.677 27.853 -12.340 -4.008 1.187 -0.333 N8 RWI 3 RWI O2 O2 O 0 1 N N N 28.253 27.077 -13.375 -5.191 1.184 0.445 O2 RWI 4 RWI N2 N2 N 0 1 N N N 28.014 29.309 -10.608 -1.686 1.369 -0.481 N2 RWI 5 RWI C2 C2 C 0 1 N N R 28.867 29.984 -9.640 -0.385 1.565 0.164 C2 RWI 6 RWI C3 C3 C 0 1 N N R 28.251 29.767 -8.249 0.607 2.144 -0.849 C3 RWI 7 RWI O3 O3 O 0 1 N N N 28.098 28.353 -8.025 0.159 3.433 -1.273 O3 RWI 8 RWI C4 C4 C 0 1 N N S 29.250 30.318 -7.272 1.982 2.272 -0.186 C4 RWI 9 RWI O4 O4 O 0 1 N N N 28.757 30.199 -5.894 2.932 2.743 -1.144 O4 RWI 10 RWI C5 C5 C 0 1 N N R 29.614 31.799 -7.560 2.418 0.899 0.334 C5 RWI 11 RWI C6 C6 C 0 1 N N N 30.786 32.359 -6.788 3.763 1.029 1.051 C6 RWI 12 RWI O6 O6 O 0 1 N N N 31.971 31.517 -6.954 4.226 -0.267 1.434 O6 RWI 13 RWI O5 O5 O 0 1 N N N 30.005 31.975 -8.931 1.437 0.404 1.248 O5 RWI 14 RWI C1 C1 C 0 1 N N R 29.079 31.450 -9.906 0.142 0.220 0.671 C1 RWI 15 RWI O1 O1 O 0 1 N N N 27.757 32.083 -9.775 0.233 -0.698 -0.420 O1 RWI 16 RWI C9 C9 C 0 1 N N S 27.759 33.498 -9.929 0.424 -2.057 -0.022 C9 RWI 17 RWI C10 C10 C 0 1 N N N 26.806 34.151 -8.882 1.775 -2.533 -0.491 C10 RWI 18 RWI O13 O13 O 0 1 N N N 26.815 35.430 -8.814 2.441 -1.837 -1.219 O13 RWI 19 RWI O14 O14 O 0 1 N N N 26.156 33.378 -8.097 2.237 -3.731 -0.100 O14 RWI 20 RWI C11 C11 C 0 1 N N N 27.300 33.839 -11.317 -0.669 -2.929 -0.645 C11 RWI 21 RWI C12 C12 C 0 1 N N N 28.387 33.540 -12.378 -2.009 -2.533 -0.082 C12 RWI 22 RWI O16 O16 O 0 1 N N N 29.391 34.317 -12.425 -3.121 -3.167 -0.486 O16 RWI 23 RWI O15 O15 O 0 1 N N N 28.203 32.567 -13.156 -2.083 -1.644 0.734 O15 RWI 24 RWI H1A H1 H 0 1 N N N 26.687 27.913 -12.211 -4.060 1.063 -1.294 H1A RWI 25 RWI H2A H2 H 0 1 N N N 29.199 27.154 -13.340 -6.000 1.052 -0.068 H2A RWI 26 RWI HN21 H3 H 0 0 N N N 27.025 29.452 -10.571 -1.737 1.245 -1.441 HN21 RWI 27 RWI H2 H4 H 0 1 N N N 29.852 29.495 -9.644 -0.494 2.254 1.002 H2 RWI 28 RWI H3 H5 H 0 1 N N N 27.291 30.299 -8.169 0.676 1.481 -1.712 H3 RWI 29 RWI HO3 H6 H 0 1 N Y N 27.717 28.207 -7.167 0.741 3.860 -1.917 HO3 RWI 30 RWI H4 H7 H 0 1 N N N 30.174 29.729 -7.363 1.922 2.975 0.644 H4 RWI 31 RWI HO4 H8 H 0 1 N Y N 29.403 30.553 -5.294 3.826 2.847 -0.792 HO4 RWI 32 RWI H5 H9 H 0 1 N N N 28.728 32.415 -7.348 2.517 0.208 -0.503 H5 RWI 33 RWI H61 H10 H 0 1 N N N 31.009 33.371 -7.156 4.489 1.491 0.381 H61 RWI 34 RWI H62 H11 H 0 1 N N N 30.525 32.406 -5.721 3.643 1.650 1.939 H62 RWI 35 RWI HO6 H12 H 0 1 N Y N 32.694 31.887 -6.461 5.076 -0.261 1.895 HO6 RWI 36 RWI H1 H13 H 0 1 N N N 29.468 31.590 -10.925 -0.538 -0.177 1.424 H1 RWI 37 RWI H14 H14 H 0 1 N N N 28.772 33.897 -9.775 0.370 -2.128 1.064 H14 RWI 38 RWI H15 H15 H 0 1 N N N 25.683 33.899 -7.459 3.109 -3.993 -0.426 H15 RWI 39 RWI H16 H16 H 0 1 N N N 27.051 34.910 -11.356 -0.673 -2.789 -1.725 H16 RWI 40 RWI H17 H17 H 0 1 N N N 26.404 33.246 -11.550 -0.473 -3.976 -0.414 H17 RWI 41 RWI H18 H18 H 0 1 N N N 29.968 34.047 -13.130 -3.957 -2.878 -0.097 H18 RWI 42 # # 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 RWI O2 N8 SING N N 1 RWI O15 C12 DOUB N N 2 RWI O16 C12 SING N N 3 RWI C12 C11 SING N N 4 RWI N8 C7 SING N N 5 RWI O7 C7 DOUB N N 6 RWI C7 N2 SING N N 7 RWI C11 C9 SING N N 8 RWI N2 C2 SING N N 9 RWI C9 O1 SING N N 10 RWI C9 C10 SING N N 11 RWI C1 O1 SING N N 12 RWI C1 C2 SING N N 13 RWI C1 O5 SING N N 14 RWI C2 C3 SING N N 15 RWI O5 C5 SING N N 16 RWI C10 O13 DOUB N N 17 RWI C10 O14 SING N N 18 RWI C3 O3 SING N N 19 RWI C3 C4 SING N N 20 RWI C5 C4 SING N N 21 RWI C5 C6 SING N N 22 RWI C4 O4 SING N N 23 RWI O6 C6 SING N N 24 RWI N8 H1A SING N N 25 RWI O2 H2A SING N N 26 RWI N2 HN21 SING N N 27 RWI C2 H2 SING N N 28 RWI C3 H3 SING N N 29 RWI O3 HO3 SING N N 30 RWI C4 H4 SING N N 31 RWI O4 HO4 SING N N 32 RWI C5 H5 SING N N 33 RWI C6 H61 SING N N 34 RWI C6 H62 SING N N 35 RWI O6 HO6 SING N N 36 RWI C1 H1 SING N N 37 RWI C9 H14 SING N N 38 RWI O14 H15 SING N N 39 RWI C11 H16 SING N N 40 RWI C11 H17 SING N N 41 RWI O16 H18 SING N N 42 # # 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 RWI SMILES ACDLabs 12.01 "O=C(NC1C(O)C(O)C(CO)OC1OC(C(=O)O)CC(O)=O)NO" RWI InChI InChI 1.03 "InChI=1S/C11H18N2O11/c14-2-4-7(17)8(18)6(12-11(21)13-22)10(24-4)23-3(9(19)20)1-5(15)16/h3-4,6-8,10,14,17-18,22H,1-2H2,(H,15,16)(H,19,20)(H2,12,13,21)/t3-,4+,6+,7+,8+,10-/m0/s1" RWI InChIKey InChI 1.03 QOPUTRBEPJZLTE-NKQVSKEESA-N RWI SMILES_CANONICAL CACTVS 3.385 "OC[C@H]1O[C@H](O[C@@H](CC(O)=O)C(O)=O)[C@H](NC(=O)NO)[C@@H](O)[C@@H]1O" RWI SMILES CACTVS 3.385 "OC[CH]1O[CH](O[CH](CC(O)=O)C(O)=O)[CH](NC(=O)NO)[CH](O)[CH]1O" RWI SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@@H](CC(=O)O)C(=O)O)NC(=O)NO)O)O)O" RWI SMILES "OpenEye OEToolkits" 2.0.7 "C(C1C(C(C(C(O1)OC(CC(=O)O)C(=O)O)NC(=O)NO)O)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 RWI "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-2-({2-deoxy-2-[(hydroxycarbamoyl)amino]-alpha-D-glucopyranosyl}oxy)butanedioic acid" RWI "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 ;(2~{S})-2-[(2~{R},3~{R},4~{R},5~{S},6~{R})-6-(hydroxymethyl)-4,5-bis(oxidanyl)-3-(oxidanylcarbamoylamino)oxan-2-yl]oxyb utanedioic acid ; # _pdbx_chem_comp_related.comp_id RWI _pdbx_chem_comp_related.related_comp_id PA1 _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 RWI C1 PA1 C1 "Carbohydrate core" 2 RWI C2 PA1 C2 "Carbohydrate core" 3 RWI C3 PA1 C3 "Carbohydrate core" 4 RWI C4 PA1 C4 "Carbohydrate core" 5 RWI C5 PA1 C5 "Carbohydrate core" 6 RWI C6 PA1 C6 "Carbohydrate core" 7 RWI N2 PA1 N2 "Carbohydrate core" 8 RWI O1 PA1 O1 "Carbohydrate core" 9 RWI O3 PA1 O3 "Carbohydrate core" 10 RWI O4 PA1 O4 "Carbohydrate core" 11 RWI O5 PA1 O5 "Carbohydrate core" 12 RWI O6 PA1 O6 "Carbohydrate core" 13 RWI H61 PA1 H61 "Carbohydrate core" 14 RWI H62 PA1 H62 "Carbohydrate core" 15 RWI HO6 PA1 HO6 "Carbohydrate core" 16 RWI H1 PA1 H1 "Carbohydrate core" 17 RWI HN21 PA1 HN21 "Carbohydrate core" 18 RWI H2 PA1 H2 "Carbohydrate core" 19 RWI H3 PA1 H3 "Carbohydrate core" 20 RWI HO3 PA1 HO3 "Carbohydrate core" 21 RWI H4 PA1 H4 "Carbohydrate core" 22 RWI HO4 PA1 HO4 "Carbohydrate core" 23 RWI H5 PA1 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 RWI "CARBOHYDRATE ISOMER" D PDB ? RWI "CARBOHYDRATE RING" pyranose PDB ? RWI "CARBOHYDRATE ANOMER" alpha PDB ? RWI "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 RWI "Create component" 2019-10-09 RCSB RWI "Initial release" 2020-01-08 RCSB RWI "Other modification" 2020-07-03 RCSB RWI "Modify parent residue" 2020-07-17 RCSB RWI "Modify synonyms" 2020-07-17 RCSB RWI "Modify atom id" 2020-07-17 RCSB RWI "Modify component atom id" 2020-07-17 RCSB RWI "Modify leaving atom flag" 2020-07-17 RCSB ##