data_BG8 # _chem_comp.id BG8 _chem_comp.name "2-(benzoylamino)-2-deoxy-beta-D-glucopyranose" _chem_comp.type "D-saccharide, beta linking" _chem_comp.pdbx_type ATOMS _chem_comp.formula "C13 H17 N O6" _chem_comp.mon_nstd_parent_comp_id GCS _chem_comp.pdbx_synonyms ;N-benzoyl-beta-D-glucosamine; 2-(benzoylamino)-2-deoxy-beta-D-glucose; 2-(benzoylamino)-2-deoxy-D-glucose; 2-(benzoylamino)-2-deoxy-glucose ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-06-02 _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 283.277 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BG8 _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 5BRD _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 BG8 N-benzoyl-beta-D-glucosamine PDB ? 2 BG8 "2-(benzoylamino)-2-deoxy-beta-D-glucose" PDB ? 3 BG8 "2-(benzoylamino)-2-deoxy-D-glucose" PDB ? 4 BG8 "2-(benzoylamino)-2-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 BG8 C3 C01 C 0 1 N N R 9.736 -11.460 33.975 -1.414 -1.376 0.023 C3 BG8 1 BG8 C2 C02 C 0 1 N N R 8.455 -10.665 33.683 -0.584 -0.127 0.334 C2 BG8 2 BG8 C1 C03 C 0 1 N N R 8.707 -9.162 33.658 -1.161 1.065 -0.435 C1 BG8 3 BG8 O5 O04 O 0 1 N N N 9.631 -8.944 32.607 -2.533 1.242 -0.077 O5 BG8 4 BG8 C5 C05 C 0 1 N N R 10.934 -9.543 32.937 -3.367 0.124 -0.388 C5 BG8 5 BG8 C4 C06 C 0 1 N N S 10.842 -11.062 33.093 -2.878 -1.105 0.383 C4 BG8 6 BG8 N2 N07 N 0 1 N N N 7.493 -10.988 34.698 0.805 -0.348 -0.076 N2 BG8 7 BG8 O4 O08 O 0 1 N N N 12.099 -11.547 33.683 -3.675 -2.237 0.029 O4 BG8 8 BG8 O3 O09 O 0 1 N N N 9.459 -12.862 33.842 -0.927 -2.477 0.791 O3 BG8 9 BG8 C6 C10 C 0 1 N N N 11.928 -9.154 31.856 -4.810 0.438 0.012 C6 BG8 10 BG8 O1 O11 O 0 1 N Y N 7.536 -8.535 33.337 -0.426 2.245 -0.107 O1 BG8 11 BG8 O6 O12 O 0 1 N N N 11.528 -9.697 30.622 -5.304 1.512 -0.790 O6 BG8 12 BG8 C13 C13 C 0 1 N N N 6.263 -11.374 34.324 1.800 0.342 0.516 C13 BG8 13 BG8 O15 O15 O 0 1 N N N 5.946 -11.443 33.148 1.545 1.148 1.389 O15 BG8 14 BG8 C14 C14 C 0 1 Y N N 5.540 -11.445 36.711 4.235 0.832 0.713 C14 BG8 15 BG8 C16 C16 C 0 1 Y N N 5.283 -11.777 35.394 3.202 0.119 0.102 C16 BG8 16 BG8 C17 C17 C 0 1 Y N N 4.175 -12.532 35.064 3.498 -0.806 -0.900 C17 BG8 17 BG8 C18 C18 C 0 1 Y N N 3.295 -12.926 36.042 4.808 -1.009 -1.281 C18 BG8 18 BG8 C19 C19 C 0 1 Y N N 3.536 -12.581 37.354 5.828 -0.300 -0.671 C19 BG8 19 BG8 C20 C20 C 0 1 Y N N 4.654 -11.835 37.692 5.541 0.618 0.323 C20 BG8 20 BG8 H3 H1 H 0 1 N N N 10.028 -11.251 35.015 -1.338 -1.609 -1.039 H3 BG8 21 BG8 H2 H2 H 0 1 N N N 8.073 -10.972 32.698 -0.620 0.078 1.404 H2 BG8 22 BG8 H1 H3 H 0 1 N N N 9.109 -8.831 34.627 -1.087 0.877 -1.507 H1 BG8 23 BG8 H5 H4 H 0 1 N N N 11.284 -9.124 33.892 -3.321 -0.076 -1.459 H5 BG8 24 BG8 H4 H5 H 0 1 N N N 10.703 -11.513 32.099 -2.963 -0.920 1.454 H4 BG8 25 BG8 HN21 H6 H 0 0 N N N 7.735 -10.927 35.666 1.008 -0.991 -0.773 HN21 BG8 26 BG8 HO4 H7 H 0 1 N Y N 12.057 -12.490 33.786 -4.616 -2.133 0.226 HO4 BG8 27 BG8 HO3 H8 H 0 1 N Y N 8.743 -13.100 34.419 -1.410 -3.303 0.646 HO3 BG8 28 BG8 H61 H9 H 0 1 N N N 12.924 -9.541 32.119 -5.430 -0.446 -0.143 H61 BG8 29 BG8 H62 H10 H 0 1 N N N 11.970 -8.058 31.776 -4.842 0.724 1.063 H62 BG8 30 BG8 HO1 H11 H 0 1 N Y N 6.903 -8.671 34.032 -0.737 3.041 -0.559 HO1 BG8 31 BG8 HO6 H12 H 0 1 N Y N 12.153 -9.451 29.950 -6.216 1.765 -0.591 HO6 BG8 32 BG8 H13 H13 H 0 1 N N N 6.427 -10.885 36.969 4.012 1.552 1.487 H13 BG8 33 BG8 H14 H14 H 0 1 N N N 4.000 -12.813 34.036 2.704 -1.361 -1.377 H14 BG8 34 BG8 H15 H15 H 0 1 N N N 2.419 -13.503 35.784 5.039 -1.725 -2.057 H15 BG8 35 BG8 H16 H16 H 0 1 N N N 2.848 -12.894 38.125 6.852 -0.463 -0.973 H16 BG8 36 BG8 H17 H17 H 0 1 N N N 4.830 -11.560 38.721 6.340 1.173 0.792 H17 BG8 37 # # 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 BG8 O6 C6 SING N N 1 BG8 C6 C5 SING N N 2 BG8 O5 C5 SING N N 3 BG8 O5 C1 SING N N 4 BG8 C5 C4 SING N N 5 BG8 C4 O4 SING N N 6 BG8 C4 C3 SING N N 7 BG8 O15 C13 DOUB N N 8 BG8 O1 C1 SING N N 9 BG8 C1 C2 SING N N 10 BG8 C2 C3 SING N N 11 BG8 C2 N2 SING N N 12 BG8 O3 C3 SING N N 13 BG8 C13 N2 SING N N 14 BG8 C13 C16 SING N N 15 BG8 C17 C16 DOUB Y N 16 BG8 C17 C18 SING Y N 17 BG8 C16 C14 SING Y N 18 BG8 C18 C19 DOUB Y N 19 BG8 C14 C20 DOUB Y N 20 BG8 C19 C20 SING Y N 21 BG8 C3 H3 SING N N 22 BG8 C2 H2 SING N N 23 BG8 C1 H1 SING N N 24 BG8 C5 H5 SING N N 25 BG8 C4 H4 SING N N 26 BG8 N2 HN21 SING N N 27 BG8 O4 HO4 SING N N 28 BG8 O3 HO3 SING N N 29 BG8 C6 H61 SING N N 30 BG8 C6 H62 SING N N 31 BG8 O1 HO1 SING N N 32 BG8 O6 HO6 SING N N 33 BG8 C14 H13 SING N N 34 BG8 C17 H14 SING N N 35 BG8 C18 H15 SING N N 36 BG8 C19 H16 SING N N 37 BG8 C20 H17 SING N N 38 # # 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 BG8 SMILES ACDLabs 12.01 "C2(C(NC(c1ccccc1)=O)C(OC(C2O)CO)O)O" BG8 InChI InChI 1.03 "InChI=1S/C13H17NO6/c15-6-8-10(16)11(17)9(13(19)20-8)14-12(18)7-4-2-1-3-5-7/h1-5,8-11,13,15-17,19H,6H2,(H,14,18)/t8-,9-,10-,11-,13-/m1/s1" BG8 InChIKey InChI 1.03 VSGKVJPCJOJUBP-VDWIVTDKSA-N BG8 SMILES_CANONICAL CACTVS 3.385 "OC[C@H]1O[C@@H](O)[C@H](NC(=O)c2ccccc2)[C@@H](O)[C@@H]1O" BG8 SMILES CACTVS 3.385 "OC[CH]1O[CH](O)[CH](NC(=O)c2ccccc2)[CH](O)[CH]1O" BG8 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)C(=O)N[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O)CO)O)O" BG8 SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)C(=O)NC2C(C(C(OC2O)CO)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 BG8 "SYSTEMATIC NAME" ACDLabs 12.01 "2-(benzoylamino)-2-deoxy-beta-D-glucopyranose" BG8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[(2R,3R,4R,5S,6R)-6-(hydroxymethyl)-2,4,5-tris(oxidanyl)oxan-3-yl]benzamide" # _pdbx_chem_comp_related.comp_id BG8 _pdbx_chem_comp_related.related_comp_id GCS _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 BG8 C3 GCS C3 "Carbohydrate core" 2 BG8 C2 GCS C2 "Carbohydrate core" 3 BG8 C1 GCS C1 "Carbohydrate core" 4 BG8 C5 GCS C5 "Carbohydrate core" 5 BG8 C4 GCS C4 "Carbohydrate core" 6 BG8 C6 GCS C6 "Carbohydrate core" 7 BG8 N2 GCS N2 "Carbohydrate core" 8 BG8 O5 GCS O5 "Carbohydrate core" 9 BG8 O4 GCS O4 "Carbohydrate core" 10 BG8 O3 GCS O3 "Carbohydrate core" 11 BG8 O1 GCS O1 "Carbohydrate core" 12 BG8 O6 GCS O6 "Carbohydrate core" 13 BG8 H3 GCS H3 "Carbohydrate core" 14 BG8 H62 GCS H62 "Carbohydrate core" 15 BG8 HO1 GCS HO1 "Carbohydrate core" 16 BG8 HO6 GCS HO6 "Carbohydrate core" 17 BG8 H2 GCS H2 "Carbohydrate core" 18 BG8 H1 GCS H1 "Carbohydrate core" 19 BG8 H5 GCS H5 "Carbohydrate core" 20 BG8 H4 GCS H4 "Carbohydrate core" 21 BG8 HN21 GCS HN21 "Carbohydrate core" 22 BG8 HO4 GCS HO4 "Carbohydrate core" 23 BG8 HO3 GCS HO3 "Carbohydrate core" 24 BG8 H61 GCS H61 "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 BG8 "CARBOHYDRATE ISOMER" D PDB ? BG8 "CARBOHYDRATE RING" pyranose PDB ? BG8 "CARBOHYDRATE ANOMER" beta PDB ? BG8 "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 BG8 "Create component" 2015-06-02 RCSB BG8 "Initial release" 2015-06-17 RCSB BG8 "Other modification" 2020-07-03 RCSB BG8 "Modify parent residue" 2020-07-17 RCSB BG8 "Modify synonyms" 2020-07-17 RCSB BG8 "Modify internal type" 2020-07-17 RCSB BG8 "Modify linking type" 2020-07-17 RCSB BG8 "Modify atom id" 2020-07-17 RCSB BG8 "Modify component atom id" 2020-07-17 RCSB BG8 "Modify leaving atom flag" 2020-07-17 RCSB ##