data_C3G # _chem_comp.id C3G _chem_comp.name "4-nitrophenyl beta-D-glucopyranosiduronic acid" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C12 H13 N O9" _chem_comp.mon_nstd_parent_comp_id BDP _chem_comp.pdbx_synonyms "4-nitrophenyl beta-D-glucosiduronic acid; 4-nitrophenyl D-glucosiduronic acid; 4-nitrophenyl glucosiduronic acid" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-09-11 _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 315.233 _chem_comp.one_letter_code ? _chem_comp.three_letter_code C3G _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 6AYI _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 C3G "4-nitrophenyl beta-D-glucosiduronic acid" PDB ? 2 C3G "4-nitrophenyl D-glucosiduronic acid" PDB ? 3 C3G "4-nitrophenyl glucosiduronic 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 C3G C6 C10 C 0 1 N N N 45.324 38.421 145.314 2.219 2.422 -0.395 C6 C3G 1 C3G C15 C15 C 0 1 Y N N 48.841 33.035 144.945 -2.538 -1.659 -0.938 C15 C3G 2 C3G C17 C17 C 0 1 Y N N 47.760 32.100 146.881 -3.926 -0.005 0.098 C17 C3G 3 C3G C3 C02 C 0 1 N N S 48.081 38.216 142.659 3.373 -1.113 0.515 C3 C3G 4 C3G C2 C03 C 0 1 N N R 48.051 36.760 142.454 2.184 -1.824 -0.139 C2 C3G 5 C3G C1 C05 C 0 1 N N S 47.773 35.994 143.771 0.911 -1.011 0.112 C1 C3G 6 C3G C5 C07 C 0 1 N N S 46.617 37.954 144.666 2.150 1.041 0.204 C5 C3G 7 C3G C4 C08 C 0 1 N N S 46.845 38.702 143.329 3.472 0.310 -0.043 C4 C3G 8 C3G C14 C14 C 0 1 Y N N 47.640 33.716 144.592 -1.422 -1.100 -0.333 C14 C3G 9 C3G C16 C16 C 0 1 Y N N 48.880 32.232 146.094 -3.787 -1.109 -0.723 C16 C3G 10 C3G C18 C18 C 0 1 Y N N 46.547 32.783 146.528 -2.815 0.557 0.698 C18 C3G 11 C3G C19 C19 C 0 1 Y N N 46.504 33.577 145.390 -1.563 0.011 0.486 C19 C3G 12 C3G N20 N20 N 1 1 N N N 47.807 31.283 148.049 -5.265 0.582 0.326 N20 C3G 13 C3G O3 O01 O 0 1 N N N 48.232 38.887 141.358 4.577 -1.825 0.225 O3 C3G 14 C3G O2 O04 O 0 1 N N N 49.337 36.312 141.913 2.037 -3.128 0.427 O2 C3G 15 C3G O5 O06 O 0 1 N N N 46.564 36.501 144.462 1.083 0.311 -0.404 O5 C3G 16 C3G O4 O09 O 0 1 N N N 46.966 40.069 143.579 4.533 1.007 0.613 O4 C3G 17 C3G O6A O11 O 0 1 N N N 45.082 39.634 145.412 1.495 2.718 -1.316 O6A C3G 18 C3G O6B O12 O 0 1 N N N 44.462 37.533 145.783 3.082 3.325 0.098 O6B C3G 19 C3G O1 O13 O 0 1 N N N 47.591 34.519 143.432 -0.192 -1.639 -0.543 O1 C3G 20 C3G O21 O21 O 0 1 N N N 49.054 30.628 148.423 -6.244 0.093 -0.209 O21 C3G 21 C3G O22 O22 O -1 1 N N N 46.863 31.144 148.698 -5.389 1.555 1.049 O22 C3G 22 C3G H1A H1 H 0 1 N N N 49.721 33.137 144.328 -2.431 -2.521 -1.580 H1A C3G 23 C3G H3 H2 H 0 1 N N N 48.945 38.468 143.291 3.224 -1.071 1.594 H3 C3G 24 C3G H2 H3 H 0 1 N N N 47.252 36.513 141.739 2.356 -1.909 -1.212 H2 C3G 25 C3G H1 H4 H 0 1 N N N 48.646 36.103 144.431 0.718 -0.960 1.184 H1 C3G 26 C3G H5 H5 H 0 1 N N N 47.452 38.194 145.340 1.973 1.118 1.277 H5 C3G 27 C3G H4 H6 H 0 1 N N N 45.982 38.508 142.674 3.671 0.268 -1.114 H4 C3G 28 C3G H7 H7 H 0 1 N N N 49.791 31.717 146.361 -4.656 -1.542 -1.196 H7 C3G 29 C3G H8 H8 H 0 1 N N N 45.669 32.679 147.148 -2.924 1.424 1.332 H8 C3G 30 C3G H9 H9 H 0 1 N N N 45.591 34.087 145.122 -0.696 0.448 0.959 H9 C3G 31 C3G HO3 H10 H 0 1 N Y N 48.252 39.828 141.487 4.583 -2.736 0.551 HO3 C3G 32 C3G HO2 H11 H 0 1 N Y N 49.315 35.371 141.781 1.302 -3.636 0.059 HO2 C3G 33 C3G HO4 H12 H 0 1 N Y N 46.365 40.319 144.271 4.654 1.917 0.308 HO4 C3G 34 C3G HO6B H13 H 0 0 N N N 43.716 37.984 146.161 3.087 4.199 -0.316 HO6B C3G 35 # # 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 C3G O3 C3 SING N N 1 C3G O2 C2 SING N N 2 C3G C2 C3 SING N N 3 C3G C2 C1 SING N N 4 C3G C3 C4 SING N N 5 C3G C4 O4 SING N N 6 C3G C4 C5 SING N N 7 C3G O1 C1 SING N N 8 C3G O1 C14 SING N N 9 C3G C1 O5 SING N N 10 C3G O5 C5 SING N N 11 C3G C14 C15 DOUB Y N 12 C3G C14 C19 SING Y N 13 C3G C5 C6 SING N N 14 C3G C15 C16 SING Y N 15 C3G C6 O6A DOUB N N 16 C3G C6 O6B SING N N 17 C3G C19 C18 DOUB Y N 18 C3G C16 C17 DOUB Y N 19 C3G C18 C17 SING Y N 20 C3G C17 N20 SING N N 21 C3G N20 O21 DOUB N N 22 C3G N20 O22 SING N N 23 C3G C15 H1A SING N N 24 C3G C3 H3 SING N N 25 C3G C2 H2 SING N N 26 C3G C1 H1 SING N N 27 C3G C5 H5 SING N N 28 C3G C4 H4 SING N N 29 C3G C16 H7 SING N N 30 C3G C18 H8 SING N N 31 C3G C19 H9 SING N N 32 C3G O3 HO3 SING N N 33 C3G O2 HO2 SING N N 34 C3G O4 HO4 SING N N 35 C3G O6B HO6B SING N N 36 # # 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 C3G SMILES ACDLabs 12.01 "C(=O)(O)C1C(C(C(C(O1)Oc2ccc([N+](=O)[O-])cc2)O)O)O" C3G InChI InChI 1.03 "InChI=1S/C12H13NO9/c14-7-8(15)10(11(17)18)22-12(9(7)16)21-6-3-1-5(2-4-6)13(19)20/h1-4,7-10,12,14-16H,(H,17,18)/t7-,8-,9+,10-,12+/m0/s1" C3G InChIKey InChI 1.03 QSUILVWOWLUOEU-GOVZDWNOSA-N C3G SMILES_CANONICAL CACTVS 3.385 "O[C@@H]1[C@@H](O)[C@@H](O[C@@H]([C@H]1O)C(O)=O)Oc2ccc(cc2)[N+]([O-])=O" C3G SMILES CACTVS 3.385 "O[CH]1[CH](O)[CH](O[CH]([CH]1O)C(O)=O)Oc2ccc(cc2)[N+]([O-])=O" C3G SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1[N+](=O)[O-])O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)C(=O)O)O)O)O" C3G SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1[N+](=O)[O-])OC2C(C(C(C(O2)C(=O)O)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 C3G "SYSTEMATIC NAME" ACDLabs 12.01 "4-nitrophenyl beta-D-glucopyranosiduronic acid" C3G "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S},3~{S},4~{S},5~{R},6~{S})-6-(4-nitrophenoxy)-3,4,5-tris(oxidanyl)oxane-2-carboxylic acid" # _pdbx_chem_comp_related.comp_id C3G _pdbx_chem_comp_related.related_comp_id BDP _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 C3G C3 BDP C3 "Carbohydrate core" 2 C3G C2 BDP C2 "Carbohydrate core" 3 C3G C1 BDP C1 "Carbohydrate core" 4 C3G C5 BDP C5 "Carbohydrate core" 5 C3G C4 BDP C4 "Carbohydrate core" 6 C3G C6 BDP C6 "Carbohydrate core" 7 C3G O3 BDP O3 "Carbohydrate core" 8 C3G O2 BDP O2 "Carbohydrate core" 9 C3G O5 BDP O5 "Carbohydrate core" 10 C3G O4 BDP O4 "Carbohydrate core" 11 C3G O6A BDP O6A "Carbohydrate core" 12 C3G O6B BDP O6B "Carbohydrate core" 13 C3G O1 BDP O1 "Carbohydrate core" 14 C3G HO3 BDP HO3 "Carbohydrate core" 15 C3G HO2 BDP HO2 "Carbohydrate core" 16 C3G HO4 BDP HO4 "Carbohydrate core" 17 C3G HO6B BDP HO6B "Carbohydrate core" 18 C3G H3 BDP H3 "Carbohydrate core" 19 C3G H2 BDP H2 "Carbohydrate core" 20 C3G H1 BDP H1 "Carbohydrate core" 21 C3G H5 BDP H5 "Carbohydrate core" 22 C3G H4 BDP H4 "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 C3G "CARBOHYDRATE ISOMER" D PDB ? C3G "CARBOHYDRATE RING" pyranose PDB ? C3G "CARBOHYDRATE ANOMER" beta PDB ? C3G "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 C3G "Create component" 2017-09-11 RCSB C3G "Initial release" 2017-12-20 RCSB C3G "Other modification" 2020-07-03 RCSB C3G "Modify parent residue" 2020-07-17 RCSB C3G "Modify synonyms" 2020-07-17 RCSB C3G "Modify internal type" 2020-07-17 RCSB C3G "Modify linking type" 2020-07-17 RCSB C3G "Modify atom id" 2020-07-17 RCSB C3G "Modify component atom id" 2020-07-17 RCSB C3G "Modify leaving atom flag" 2020-07-17 RCSB ##