data_9PG # _chem_comp.id 9PG _chem_comp.name "4-nitrophenyl alpha-D-galactopyranoside" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C12 H15 N O8" _chem_comp.mon_nstd_parent_comp_id GLA _chem_comp.pdbx_synonyms "4-nitrophenyl alpha-D-galactoside; 4-nitrophenyl D-galactoside; 4-nitrophenyl galactoside" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-05-22 _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 301.249 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9PG _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 4ZYR _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 9PG "4-nitrophenyl alpha-D-galactoside" PDB ? 2 9PG "4-nitrophenyl D-galactoside" PDB ? 3 9PG "4-nitrophenyl galactoside" 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 9PG C6 C6 C 0 1 N N N 5.601 -37.584 17.241 1.955 2.803 0.363 C6 9PG 1 9PG C5 C5 C 0 1 N N R 6.248 -38.366 16.102 1.914 1.275 0.422 C5 9PG 2 9PG C4 C4 C 0 1 N N R 5.581 -38.020 14.767 3.335 0.732 0.598 C4 9PG 3 9PG C3 C3 C 0 1 N N S 6.229 -38.833 13.648 3.293 -0.799 0.596 C3 9PG 4 9PG C2 C2 C 0 1 N N R 6.193 -40.307 14.019 2.645 -1.279 -0.706 C2 9PG 5 9PG C1 C1 C 0 1 N N R 6.818 -40.498 15.392 1.250 -0.659 -0.831 C1 9PG 6 9PG O8 O8 O -1 1 N N N 12.400 -42.939 18.920 -5.480 0.691 -0.998 O8 9PG 7 9PG N N N 1 1 N N N 11.348 -43.330 18.572 -5.040 0.079 -0.041 N 9PG 8 9PG O7 O7 O 0 1 N N N 10.982 -44.404 18.879 -5.788 -0.275 0.852 O7 9PG 9 9PG C9 C9 C 0 1 Y N N 10.503 -42.487 17.754 -3.595 -0.234 0.036 C9 9PG 10 9PG C14 C14 C 0 1 Y N N 9.124 -42.544 17.872 -3.097 -0.928 1.122 C14 9PG 11 9PG C13 C13 C 0 1 Y N N 8.333 -41.730 17.079 -1.749 -1.222 1.197 C13 9PG 12 9PG C12 C12 C 0 1 Y N N 8.923 -40.863 16.172 -0.895 -0.818 0.180 C12 9PG 13 9PG C11 C11 C 0 1 Y N N 10.300 -40.811 16.058 -1.398 -0.122 -0.909 C11 9PG 14 9PG C10 C10 C 0 1 Y N N 11.090 -41.623 16.850 -2.748 0.164 -0.981 C10 9PG 15 9PG O1 O1 O 0 1 N N N 8.136 -40.038 15.366 0.431 -1.105 0.251 O1 9PG 16 9PG O2 O2 O 0 1 N N N 6.901 -41.041 13.053 2.534 -2.704 -0.687 O2 9PG 17 9PG O3 O3 O 0 1 N N N 5.508 -38.661 12.460 4.623 -1.314 0.686 O3 9PG 18 9PG O4 O4 O 0 1 N N N 4.224 -38.341 14.820 4.157 1.189 -0.478 O4 9PG 19 9PG O5 O5 O 0 1 N N N 6.113 -39.740 16.328 1.358 0.765 -0.792 O5 9PG 20 9PG O6 O6 O 0 1 N N N 4.204 -37.632 17.138 0.621 3.313 0.315 O6 9PG 21 9PG H61 H1 H 0 1 N N N 5.908 -38.023 18.202 2.459 3.188 1.249 H61 9PG 22 9PG H62 H2 H 0 1 N N N 5.932 -36.536 17.194 2.497 3.118 -0.529 H62 9PG 23 9PG H5 H3 H 0 1 N N N 7.311 -38.089 16.045 1.298 0.960 1.264 H5 9PG 24 9PG H4 H4 H 0 1 N N N 5.724 -36.949 14.562 3.745 1.085 1.544 H4 9PG 25 9PG H3 H5 H 0 1 N N N 7.274 -38.513 13.526 2.707 -1.148 1.446 H3 9PG 26 9PG H2 H6 H 0 1 N N N 5.144 -40.637 14.058 3.257 -0.971 -1.553 H2 9PG 27 9PG H1 H7 H 0 1 N N N 6.785 -41.566 15.653 0.801 -0.964 -1.777 H1 9PG 28 9PG H8 H8 H 0 1 N N N 8.668 -43.220 18.580 -3.761 -1.242 1.914 H8 9PG 29 9PG H9 H9 H 0 1 N N N 7.257 -41.770 17.167 -1.360 -1.764 2.046 H9 9PG 30 9PG H10 H10 H 0 1 N N N 10.758 -40.136 15.350 -0.736 0.193 -1.702 H10 9PG 31 9PG H11 H11 H 0 1 N N N 12.166 -41.582 16.762 -3.140 0.706 -1.829 H11 9PG 32 9PG HO2 H12 H 0 1 N Y N 6.882 -41.964 13.279 2.131 -3.077 -1.483 HO2 9PG 33 9PG HO3 H13 H 0 1 N Y N 5.520 -37.744 12.212 4.672 -2.280 0.683 HO3 9PG 34 9PG HO4 H14 H 0 1 N Y N 3.807 -37.842 15.513 5.073 0.882 -0.431 HO4 9PG 35 9PG HO6 H15 H 0 1 N Y N 3.816 -37.141 17.853 0.571 4.278 0.275 HO6 9PG 36 # # 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 9PG O3 C3 SING N N 1 9PG O2 C2 SING N N 2 9PG C3 C2 SING N N 3 9PG C3 C4 SING N N 4 9PG C2 C1 SING N N 5 9PG C4 O4 SING N N 6 9PG C4 C5 SING N N 7 9PG O1 C1 SING N N 8 9PG O1 C12 SING N N 9 9PG C1 O5 SING N N 10 9PG C11 C12 DOUB Y N 11 9PG C11 C10 SING Y N 12 9PG C5 O5 SING N N 13 9PG C5 C6 SING N N 14 9PG C12 C13 SING Y N 15 9PG C10 C9 DOUB Y N 16 9PG C13 C14 DOUB Y N 17 9PG O6 C6 SING N N 18 9PG C9 C14 SING Y N 19 9PG C9 N SING N N 20 9PG N O7 DOUB N N 21 9PG N O8 SING N N 22 9PG C6 H61 SING N N 23 9PG C6 H62 SING N N 24 9PG C5 H5 SING N N 25 9PG C4 H4 SING N N 26 9PG C3 H3 SING N N 27 9PG C2 H2 SING N N 28 9PG C1 H1 SING N N 29 9PG C14 H8 SING N N 30 9PG C13 H9 SING N N 31 9PG C11 H10 SING N N 32 9PG C10 H11 SING N N 33 9PG O2 HO2 SING N N 34 9PG O3 HO3 SING N N 35 9PG O4 HO4 SING N N 36 9PG O6 HO6 SING N N 37 # # 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 9PG SMILES ACDLabs 12.01 "C(C1OC(C(C(C1O)O)O)Oc2ccc([N+]([O-])=O)cc2)O" 9PG InChI InChI 1.03 "InChI=1S/C12H15NO8/c14-5-8-9(15)10(16)11(17)12(21-8)20-7-3-1-6(2-4-7)13(18)19/h1-4,8-12,14-17H,5H2/t8-,9+,10+,11-,12+/m1/s1" 9PG InChIKey InChI 1.03 IFBHRQDFSNCLOZ-IIRVCBMXSA-N 9PG SMILES_CANONICAL CACTVS 3.385 "OC[C@H]1O[C@H](Oc2ccc(cc2)[N+]([O-])=O)[C@H](O)[C@@H](O)[C@H]1O" 9PG SMILES CACTVS 3.385 "OC[CH]1O[CH](Oc2ccc(cc2)[N+]([O-])=O)[CH](O)[CH](O)[CH]1O" 9PG SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1[N+](=O)[O-])O[C@@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)O" 9PG SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1[N+](=O)[O-])OC2C(C(C(C(O2)CO)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 9PG "SYSTEMATIC NAME" ACDLabs 12.01 "4-nitrophenyl alpha-D-galactopyranoside" 9PG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxane-3,4,5-triol" # _pdbx_chem_comp_related.comp_id 9PG _pdbx_chem_comp_related.related_comp_id GLA _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 9PG C1 GLA C1 "Carbohydrate core" 2 9PG C2 GLA C2 "Carbohydrate core" 3 9PG C3 GLA C3 "Carbohydrate core" 4 9PG C4 GLA C4 "Carbohydrate core" 5 9PG C5 GLA C5 "Carbohydrate core" 6 9PG C6 GLA C6 "Carbohydrate core" 7 9PG O1 GLA O1 "Carbohydrate core" 8 9PG O2 GLA O2 "Carbohydrate core" 9 9PG O3 GLA O3 "Carbohydrate core" 10 9PG O4 GLA O4 "Carbohydrate core" 11 9PG O5 GLA O5 "Carbohydrate core" 12 9PG O6 GLA O6 "Carbohydrate core" 13 9PG H61 GLA H61 "Carbohydrate core" 14 9PG HO2 GLA HO2 "Carbohydrate core" 15 9PG HO3 GLA HO3 "Carbohydrate core" 16 9PG HO4 GLA HO4 "Carbohydrate core" 17 9PG HO6 GLA HO6 "Carbohydrate core" 18 9PG H62 GLA H62 "Carbohydrate core" 19 9PG H5 GLA H5 "Carbohydrate core" 20 9PG H4 GLA H4 "Carbohydrate core" 21 9PG H3 GLA H3 "Carbohydrate core" 22 9PG H2 GLA H2 "Carbohydrate core" 23 9PG H1 GLA H1 "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 9PG "CARBOHYDRATE ISOMER" D PDB ? 9PG "CARBOHYDRATE RING" pyranose PDB ? 9PG "CARBOHYDRATE ANOMER" alpha PDB ? 9PG "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 9PG "Create component" 2015-05-22 RCSB 9PG "Initial release" 2015-07-29 RCSB 9PG "Other modification" 2020-07-03 RCSB 9PG "Modify parent residue" 2020-07-17 RCSB 9PG "Modify synonyms" 2020-07-17 RCSB 9PG "Modify internal type" 2020-07-17 RCSB 9PG "Modify linking type" 2020-07-17 RCSB 9PG "Modify atom id" 2020-07-17 RCSB 9PG "Modify component atom id" 2020-07-17 RCSB 9PG "Modify leaving atom flag" 2020-07-17 RCSB ##