data_BBV # _chem_comp.id BBV _chem_comp.name "benzyl 2-acetamido-2-deoxy-alpha-D-glucopyranoside" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C15 H21 N O6" _chem_comp.mon_nstd_parent_comp_id NDG _chem_comp.pdbx_synonyms ;benzyl 2-(acetylamino)-2-deoxy-alpha-D-glucopyranoside; benzyl 2-acetamido-2-deoxy-alpha-D-glucoside; benzyl 2-acetamido-2-deoxy-D-glucoside; benzyl 2-acetamido-2-deoxy-glucoside ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-04-09 _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 311.330 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BBV _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 4EEO _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 BBV "benzyl 2-(acetylamino)-2-deoxy-alpha-D-glucopyranoside" PDB ? 2 BBV "benzyl 2-acetamido-2-deoxy-alpha-D-glucoside" PDB ? 3 BBV "benzyl 2-acetamido-2-deoxy-D-glucoside" PDB ? 4 BBV "benzyl 2-acetamido-2-deoxy-glucoside" 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 BBV C1 C1 C 0 1 N N S 31.573 56.248 120.035 0.794 0.211 0.980 C1 BBV 1 BBV O1 O1 O 0 1 N N N 30.992 56.459 121.296 -0.473 0.304 0.326 O1 BBV 2 BBV C2 C2 C 0 1 N N R 32.570 57.357 119.703 1.894 0.699 0.033 C2 BBV 3 BBV N2 N2 N 0 1 N N N 33.691 57.412 120.644 1.607 2.073 -0.385 N2 BBV 4 BBV C3 C3 C 0 1 N N R 31.846 58.698 119.551 1.938 -0.212 -1.198 C3 BBV 5 BBV O3 O3 O 0 1 N N N 32.789 59.550 118.943 3.009 0.193 -2.054 O3 BBV 6 BBV C4 C4 C 0 1 N N S 30.680 58.585 118.563 2.162 -1.657 -0.743 C4 BBV 7 BBV O4 O4 O 0 1 N N N 29.918 59.775 118.535 2.133 -2.525 -1.877 O4 BBV 8 BBV C5 C5 C 0 1 N N R 29.790 57.366 118.850 1.052 -2.054 0.234 C5 BBV 9 BBV O5 O5 O 0 1 N N N 30.571 56.176 119.031 1.046 -1.149 1.340 O5 BBV 10 BBV C6 C6 C 0 1 N N N 28.693 57.166 117.786 1.302 -3.476 0.740 C6 BBV 11 BBV O6 O6 O 0 1 N N N 27.612 56.466 118.379 0.206 -3.889 1.559 O6 BBV 12 BBV C7 C7 C 0 1 N N N 34.984 57.309 120.287 1.993 3.107 0.388 C7 BBV 13 BBV O7 O7 O 0 1 N N N 35.357 57.146 119.132 2.579 2.900 1.430 O7 BBV 14 BBV C8 C8 C 0 1 N N N 36.015 57.370 121.382 1.697 4.521 -0.041 C8 BBV 15 BBV "C1'" "C1'" C 0 1 Y N N 29.997 55.842 123.328 -2.867 0.209 0.400 "C1'" BBV 16 BBV "C2'" "C2'" C 0 1 Y N N 29.540 57.146 123.601 -3.414 -0.908 -0.205 "C2'" BBV 17 BBV "C3'" "C3'" C 0 1 Y N N 30.110 54.890 124.335 -3.495 1.435 0.285 "C3'" BBV 18 BBV "C4'" "C4'" C 0 1 Y N N 29.221 57.514 124.905 -4.589 -0.798 -0.925 "C4'" BBV 19 BBV "C5'" "C5'" C 0 1 Y N N 29.786 55.262 125.642 -4.670 1.544 -0.436 "C5'" BBV 20 BBV "C6'" "C6'" C 0 1 Y N N 29.337 56.575 125.931 -5.217 0.428 -1.040 "C6'" BBV 21 BBV "C7'" "C7'" C 0 1 N N N 30.374 55.459 121.934 -1.590 0.088 1.191 "C7'" BBV 22 BBV H1 H1 H 0 1 N N N 32.129 55.299 120.050 0.787 0.830 1.877 H1 BBV 23 BBV H2 H2 H 0 1 N N N 32.987 57.115 118.714 2.856 0.668 0.545 H2 BBV 24 BBV HN2 HN2 H 0 1 N N N 33.482 57.534 121.614 1.138 2.239 -1.217 HN2 BBV 25 BBV H3 H3 H 0 1 N N N 31.500 59.071 120.526 0.994 -0.141 -1.737 H3 BBV 26 BBV HO3 HO3 H 0 1 N Y N 32.405 60.410 118.817 3.096 -0.342 -2.855 HO3 BBV 27 BBV H4 H4 H 0 1 N N N 31.119 58.431 117.566 3.129 -1.737 -0.247 H4 BBV 28 BBV HO4 HO4 H 0 1 N Y N 29.203 59.679 117.917 2.268 -3.458 -1.662 HO4 BBV 29 BBV H5 H5 H 0 1 N N N 29.271 57.574 119.798 0.089 -2.013 -0.274 H5 BBV 30 BBV H61 H6 H 0 1 N N N 28.346 58.145 117.422 1.396 -4.153 -0.110 H61 BBV 31 BBV H62 H6A H 0 1 N N N 29.095 56.583 116.944 2.221 -3.497 1.325 H62 BBV 32 BBV HO6 HO6 H 0 1 N Y N 26.927 56.335 117.734 0.297 -4.784 1.916 HO6 BBV 33 BBV H81 H8 H 0 1 N N N 37.019 57.250 120.948 1.169 4.508 -0.995 H81 BBV 34 BBV H82 H8A H 0 1 N N N 35.950 58.342 121.893 1.077 5.007 0.711 H82 BBV 35 BBV H83 H8B H 0 1 N N N 35.830 56.562 122.105 2.632 5.071 -0.152 H83 BBV 36 BBV "H2'" "H2'" H 0 1 N N N 29.437 57.861 122.798 -2.923 -1.865 -0.115 "H2'" BBV 37 BBV "H3'" "H3'" H 0 1 N N N 30.441 53.886 124.112 -3.068 2.307 0.757 "H3'" BBV 38 BBV "H4'" "H4'" H 0 1 N N N 28.886 58.518 125.121 -5.016 -1.670 -1.398 "H4'" BBV 39 BBV "H5'" "H5'" H 0 1 N N N 29.879 54.541 126.441 -5.161 2.502 -0.525 "H5'" BBV 40 BBV "H6'" "H6'" H 0 1 N N N 29.085 56.849 126.945 -6.135 0.514 -1.603 "H6'" BBV 41 BBV "H7'" "H7'" H 0 1 N N N 29.463 55.191 121.379 -1.525 -0.909 1.626 "H7'" BBV 42 BBV "H7'A" "H7'A" H 0 0 N N N 31.048 54.591 121.973 -1.583 0.833 1.986 "H7'A" BBV 43 # # 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 BBV O5 C1 SING N N 1 BBV C2 C1 SING N N 2 BBV C1 O1 SING N N 3 BBV C1 H1 SING N N 4 BBV O1 "C7'" SING N N 5 BBV C3 C2 SING N N 6 BBV C2 N2 SING N N 7 BBV C2 H2 SING N N 8 BBV C7 N2 SING N N 9 BBV N2 HN2 SING N N 10 BBV C4 C3 SING N N 11 BBV O3 C3 SING N N 12 BBV C3 H3 SING N N 13 BBV O3 HO3 SING N N 14 BBV O4 C4 SING N N 15 BBV C4 C5 SING N N 16 BBV C4 H4 SING N N 17 BBV O4 HO4 SING N N 18 BBV C6 C5 SING N N 19 BBV C5 O5 SING N N 20 BBV C5 H5 SING N N 21 BBV C6 O6 SING N N 22 BBV C6 H61 SING N N 23 BBV C6 H62 SING N N 24 BBV O6 HO6 SING N N 25 BBV O7 C7 DOUB N N 26 BBV C7 C8 SING N N 27 BBV C8 H81 SING N N 28 BBV C8 H82 SING N N 29 BBV C8 H83 SING N N 30 BBV "C7'" "C1'" SING N N 31 BBV "C1'" "C2'" DOUB Y N 32 BBV "C1'" "C3'" SING Y N 33 BBV "C2'" "C4'" SING Y N 34 BBV "C2'" "H2'" SING N N 35 BBV "C3'" "C5'" DOUB Y N 36 BBV "C3'" "H3'" SING N N 37 BBV "C4'" "C6'" DOUB Y N 38 BBV "C4'" "H4'" SING N N 39 BBV "C5'" "C6'" SING Y N 40 BBV "C5'" "H5'" SING N N 41 BBV "C6'" "H6'" SING N N 42 BBV "C7'" "H7'" SING N N 43 BBV "C7'" "H7'A" 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 BBV SMILES ACDLabs 12.01 "O=C(NC2C(O)C(O)C(OC2OCc1ccccc1)CO)C" BBV InChI InChI 1.03 "InChI=1S/C15H21NO6/c1-9(18)16-12-14(20)13(19)11(7-17)22-15(12)21-8-10-5-3-2-4-6-10/h2-6,11-15,17,19-20H,7-8H2,1H3,(H,16,18)/t11-,12-,13-,14-,15+/m1/s1" BBV InChIKey InChI 1.03 SKOZFDIGKDPQBO-RYPNDVFKSA-N BBV SMILES_CANONICAL CACTVS 3.370 "CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OCc2ccccc2" BBV SMILES CACTVS 3.370 "CC(=O)N[CH]1[CH](O)[CH](O)[CH](CO)O[CH]1OCc2ccccc2" BBV SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@@H]1OCc2ccccc2)CO)O)O" BBV SMILES "OpenEye OEToolkits" 1.7.6 "CC(=O)NC1C(C(C(OC1OCc2ccccc2)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 BBV "SYSTEMATIC NAME" ACDLabs 12.01 "benzyl 2-(acetylamino)-2-deoxy-alpha-D-glucopyranoside" BBV "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[(2S,3R,4R,5S,6R)-6-(hydroxymethyl)-4,5-bis(oxidanyl)-2-phenylmethoxy-oxan-3-yl]ethanamide" # _pdbx_chem_comp_related.comp_id BBV _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 BBV C1 NDG C1 "Carbohydrate core" 2 BBV C2 NDG C2 "Carbohydrate core" 3 BBV C3 NDG C3 "Carbohydrate core" 4 BBV C4 NDG C4 "Carbohydrate core" 5 BBV C5 NDG C5 "Carbohydrate core" 6 BBV C6 NDG C6 "Carbohydrate core" 7 BBV C7 NDG C7 "Carbohydrate core" 8 BBV C8 NDG C8 "Carbohydrate core" 9 BBV N2 NDG N2 "Carbohydrate core" 10 BBV O1 NDG O1 "Carbohydrate core" 11 BBV O3 NDG O3 "Carbohydrate core" 12 BBV O4 NDG O4 "Carbohydrate core" 13 BBV O5 NDG O5 "Carbohydrate core" 14 BBV O6 NDG O6 "Carbohydrate core" 15 BBV O7 NDG O7 "Carbohydrate core" 16 BBV H1 NDG H1 "Carbohydrate core" 17 BBV H2 NDG H2 "Carbohydrate core" 18 BBV H3 NDG H3 "Carbohydrate core" 19 BBV H4 NDG H4 "Carbohydrate core" 20 BBV H5 NDG H5 "Carbohydrate core" 21 BBV H61 NDG H61 "Carbohydrate core" 22 BBV H62 NDG H62 "Carbohydrate core" 23 BBV H81 NDG H81 "Carbohydrate core" 24 BBV H82 NDG H82 "Carbohydrate core" 25 BBV H83 NDG H83 "Carbohydrate core" 26 BBV HN2 NDG HN2 "Carbohydrate core" 27 BBV HO3 NDG HO3 "Carbohydrate core" 28 BBV HO4 NDG HO4 "Carbohydrate core" 29 BBV HO6 NDG HO6 "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 BBV "CARBOHYDRATE ISOMER" D PDB ? BBV "CARBOHYDRATE RING" pyranose PDB ? BBV "CARBOHYDRATE ANOMER" alpha PDB ? BBV "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 BBV "Create component" 2012-04-09 RCSB BBV "Other modification" 2020-07-03 RCSB BBV "Modify parent residue" 2020-07-17 RCSB BBV "Modify name" 2020-07-17 RCSB BBV "Modify synonyms" 2020-07-17 RCSB BBV "Modify internal type" 2020-07-17 RCSB BBV "Modify linking type" 2020-07-17 RCSB BBV "Modify atom id" 2020-07-17 RCSB BBV "Modify component atom id" 2020-07-17 RCSB BBV "Modify leaving atom flag" 2020-07-17 RCSB ##