data_4UZ # _chem_comp.id 4UZ _chem_comp.name "2-{[(benzyloxy)carbonyl]amino}-2-deoxy-beta-D-glucopyranose" _chem_comp.type "D-saccharide, beta linking" _chem_comp.pdbx_type ATOMS _chem_comp.formula "C14 H19 N O7" _chem_comp.mon_nstd_parent_comp_id GCS _chem_comp.pdbx_synonyms ;N-[(benzyloxy)carbonyl]-beta-D-glucosamine; 2-{[(benzyloxy)carbonyl]amino}-2-deoxy-beta-D-glucose; 2-{[(benzyloxy)carbonyl]amino}-2-deoxy-D-glucose; 2-{[(benzyloxy)carbonyl]amino}-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 313.303 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4UZ _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 5BRE _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 4UZ "N-[(benzyloxy)carbonyl]-beta-D-glucosamine" PDB ? 2 4UZ "2-{[(benzyloxy)carbonyl]amino}-2-deoxy-beta-D-glucose" PDB ? 3 4UZ "2-{[(benzyloxy)carbonyl]amino}-2-deoxy-D-glucose" PDB ? 4 4UZ "2-{[(benzyloxy)carbonyl]amino}-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 4UZ C3 C01 C 0 1 N N R -21.382 -11.760 -3.991 -2.333 -1.396 -0.329 C3 4UZ 1 4UZ C2 C02 C 0 1 N N R -22.685 -11.049 -4.367 -1.466 -0.262 0.226 C2 4UZ 2 4UZ C1 C03 C 0 1 N N R -22.416 -9.554 -4.555 -2.006 1.078 -0.281 C1 4UZ 3 4UZ O5 O04 O 0 1 N N N -21.500 -9.420 -5.636 -3.372 1.219 0.114 O5 4UZ 4 4UZ C5 C05 C 0 1 N N R -20.203 -9.997 -5.316 -4.239 0.214 -0.415 C5 4UZ 5 4UZ C4 C06 C 0 1 N N S -20.333 -11.497 -5.004 -3.789 -1.162 0.085 C4 4UZ 6 4UZ N2 N07 N 0 1 N N N -23.615 -11.246 -3.271 -0.084 -0.436 -0.228 N2 4UZ 7 4UZ O4 O08 O 0 1 N N N -19.067 -12.012 -4.481 -4.620 -2.173 -0.489 O4 4UZ 8 4UZ O3 O09 O 0 1 N N N -21.636 -13.162 -3.883 -1.881 -2.645 0.197 O3 4UZ 9 4UZ C6 C10 C 0 1 N N N -19.282 -9.750 -6.514 -5.673 0.481 0.048 C6 4UZ 10 4UZ O1 O11 O 0 1 N Y N -23.570 -8.887 -4.906 -1.236 2.144 0.278 O1 4UZ 11 4UZ O6 O12 O 0 1 N N N -19.995 -10.141 -7.742 -6.133 1.711 -0.515 O6 4UZ 12 4UZ C13 C13 C 0 1 N N N -24.912 -11.558 -3.439 0.931 0.089 0.487 C13 4UZ 13 4UZ O14 O14 O 0 1 N N N -25.523 -11.721 -2.197 2.201 -0.071 0.071 O14 4UZ 14 4UZ O15 O15 O 0 1 N N N -25.424 -11.845 -4.504 0.700 0.706 1.508 O15 4UZ 15 4UZ C16 C16 C 0 1 N N N -26.586 -12.710 -2.210 3.243 0.521 0.890 C16 4UZ 16 4UZ C17 C17 C 0 1 Y N N -27.827 -12.024 -2.688 4.589 0.242 0.271 C17 4UZ 17 4UZ C18 C18 C 0 1 Y N N -28.916 -12.769 -3.198 5.283 -0.904 0.614 C18 4UZ 18 4UZ C19 C19 C 0 1 Y N N -30.048 -12.087 -3.628 6.515 -1.163 0.043 C19 4UZ 19 4UZ C20 C20 C 0 1 Y N N -30.099 -10.709 -3.560 7.052 -0.277 -0.872 C20 4UZ 20 4UZ C21 C21 C 0 1 Y N N -29.039 -9.979 -3.054 6.358 0.868 -1.216 C21 4UZ 21 4UZ C22 C22 C 0 1 Y N N -27.905 -10.627 -2.623 5.126 1.128 -0.644 C22 4UZ 22 4UZ H3 H1 H 0 1 N N N -21.045 -11.370 -3.019 -2.261 -1.411 -1.417 H3 4UZ 23 4UZ H2 H2 H 0 1 N N N -23.084 -11.474 -5.300 -1.497 -0.280 1.315 H2 4UZ 24 4UZ H1 H3 H 0 1 N N N -21.984 -9.146 -3.629 -1.936 1.110 -1.368 H1 4UZ 25 4UZ H5 H4 H 0 1 N N N -19.779 -9.491 -4.436 -4.199 0.235 -1.504 H5 4UZ 26 4UZ H4 H5 H 0 1 N N N -20.587 -12.026 -5.934 -3.869 -1.199 1.171 H4 4UZ 27 4UZ HN21 H6 H 0 0 N N N -23.272 -11.144 -2.337 0.101 -0.928 -1.043 HN21 4UZ 28 4UZ HO4 H7 H 0 1 N Y N -19.156 -12.939 -4.291 -5.558 -2.083 -0.270 HO4 4UZ 29 4UZ HO3 H8 H 0 1 N Y N -22.310 -13.313 -3.230 -2.389 -3.408 -0.111 HO3 4UZ 30 4UZ H61 H9 H 0 1 N N N -18.367 -10.352 -6.409 -6.318 -0.333 -0.280 H61 4UZ 31 4UZ H62 H10 H 0 1 N N N -19.016 -8.684 -6.563 -5.697 0.548 1.136 H62 4UZ 32 4UZ HO1 H11 H 0 1 N Y N -24.204 -8.958 -4.202 -1.523 3.025 -0.000 HO1 4UZ 33 4UZ HO6 H12 H 0 1 N Y N -19.435 -9.993 -8.495 -7.037 1.945 -0.263 HO6 4UZ 34 4UZ H13 H13 H 0 1 N N N -26.742 -13.108 -1.196 3.089 1.598 0.952 H13 4UZ 35 4UZ H14 H14 H 0 1 N N N -26.325 -13.534 -2.891 3.207 0.090 1.891 H14 4UZ 36 4UZ H15 H15 H 0 1 N N N -28.869 -13.847 -3.252 4.863 -1.596 1.329 H15 4UZ 37 4UZ H16 H16 H 0 1 N N N -30.892 -12.638 -4.017 7.057 -2.057 0.311 H16 4UZ 38 4UZ H17 H17 H 0 1 N N N -30.981 -10.193 -3.908 8.015 -0.479 -1.318 H17 4UZ 39 4UZ H18 H18 H 0 1 N N N -29.102 -8.902 -2.997 6.777 1.560 -1.931 H18 4UZ 40 4UZ H19 H19 H 0 1 N N N -27.074 -10.058 -2.234 4.582 2.020 -0.915 H19 4UZ 41 # # 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 4UZ O6 C6 SING N N 1 4UZ C6 C5 SING N N 2 4UZ O5 C5 SING N N 3 4UZ O5 C1 SING N N 4 4UZ C5 C4 SING N N 5 4UZ C4 O4 SING N N 6 4UZ C4 C3 SING N N 7 4UZ O1 C1 SING N N 8 4UZ C1 C2 SING N N 9 4UZ O15 C13 DOUB N N 10 4UZ C2 C3 SING N N 11 4UZ C2 N2 SING N N 12 4UZ C3 O3 SING N N 13 4UZ C19 C20 DOUB Y N 14 4UZ C19 C18 SING Y N 15 4UZ C20 C21 SING Y N 16 4UZ C13 N2 SING N N 17 4UZ C13 O14 SING N N 18 4UZ C18 C17 DOUB Y N 19 4UZ C21 C22 DOUB Y N 20 4UZ C17 C22 SING Y N 21 4UZ C17 C16 SING N N 22 4UZ C16 O14 SING N N 23 4UZ C3 H3 SING N N 24 4UZ C2 H2 SING N N 25 4UZ C1 H1 SING N N 26 4UZ C5 H5 SING N N 27 4UZ C4 H4 SING N N 28 4UZ N2 HN21 SING N N 29 4UZ O4 HO4 SING N N 30 4UZ O3 HO3 SING N N 31 4UZ C6 H61 SING N N 32 4UZ C6 H62 SING N N 33 4UZ O1 HO1 SING N N 34 4UZ O6 HO6 SING N N 35 4UZ C16 H13 SING N N 36 4UZ C16 H14 SING N N 37 4UZ C18 H15 SING N N 38 4UZ C19 H16 SING N N 39 4UZ C20 H17 SING N N 40 4UZ C21 H18 SING N N 41 4UZ C22 H19 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 4UZ SMILES ACDLabs 12.01 "C2(O)C(NC(OCc1ccccc1)=O)C(OC(C2O)CO)O" 4UZ InChI InChI 1.03 "InChI=1S/C14H19NO7/c16-6-9-11(17)12(18)10(13(19)22-9)15-14(20)21-7-8-4-2-1-3-5-8/h1-5,9-13,16-19H,6-7H2,(H,15,20)/t9-,10-,11-,12-,13-/m1/s1" 4UZ InChIKey InChI 1.03 FRTOTMQAWIIMKK-SYLRKERUSA-N 4UZ SMILES_CANONICAL CACTVS 3.385 "OC[C@H]1O[C@@H](O)[C@H](NC(=O)OCc2ccccc2)[C@@H](O)[C@@H]1O" 4UZ SMILES CACTVS 3.385 "OC[CH]1O[CH](O)[CH](NC(=O)OCc2ccccc2)[CH](O)[CH]1O" 4UZ SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)COC(=O)N[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O)CO)O)O" 4UZ SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)COC(=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 4UZ "SYSTEMATIC NAME" ACDLabs 12.01 "2-{[(benzyloxy)carbonyl]amino}-2-deoxy-beta-D-glucopyranose" 4UZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(phenylmethyl) N-[(2R,3R,4R,5S,6R)-6-(hydroxymethyl)-2,4,5-tris(oxidanyl)oxan-3-yl]carbamate" # _pdbx_chem_comp_related.comp_id 4UZ _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 4UZ C3 GCS C3 "Carbohydrate core" 2 4UZ C2 GCS C2 "Carbohydrate core" 3 4UZ C1 GCS C1 "Carbohydrate core" 4 4UZ C5 GCS C5 "Carbohydrate core" 5 4UZ C4 GCS C4 "Carbohydrate core" 6 4UZ C6 GCS C6 "Carbohydrate core" 7 4UZ N2 GCS N2 "Carbohydrate core" 8 4UZ O5 GCS O5 "Carbohydrate core" 9 4UZ O4 GCS O4 "Carbohydrate core" 10 4UZ O3 GCS O3 "Carbohydrate core" 11 4UZ O1 GCS O1 "Carbohydrate core" 12 4UZ O6 GCS O6 "Carbohydrate core" 13 4UZ H3 GCS H3 "Carbohydrate core" 14 4UZ H62 GCS H62 "Carbohydrate core" 15 4UZ HO1 GCS HO1 "Carbohydrate core" 16 4UZ HO6 GCS HO6 "Carbohydrate core" 17 4UZ H2 GCS H2 "Carbohydrate core" 18 4UZ H1 GCS H1 "Carbohydrate core" 19 4UZ H5 GCS H5 "Carbohydrate core" 20 4UZ H4 GCS H4 "Carbohydrate core" 21 4UZ HN21 GCS HN21 "Carbohydrate core" 22 4UZ HO4 GCS HO4 "Carbohydrate core" 23 4UZ HO3 GCS HO3 "Carbohydrate core" 24 4UZ 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 4UZ "CARBOHYDRATE ISOMER" D PDB ? 4UZ "CARBOHYDRATE RING" pyranose PDB ? 4UZ "CARBOHYDRATE ANOMER" beta PDB ? 4UZ "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 4UZ "Create component" 2015-06-02 RCSB 4UZ "Initial release" 2015-06-17 RCSB 4UZ "Other modification" 2020-07-03 RCSB 4UZ "Modify parent residue" 2020-07-17 RCSB 4UZ "Modify synonyms" 2020-07-17 RCSB 4UZ "Modify internal type" 2020-07-17 RCSB 4UZ "Modify linking type" 2020-07-17 RCSB 4UZ "Modify atom id" 2020-07-17 RCSB 4UZ "Modify component atom id" 2020-07-17 RCSB 4UZ "Modify leaving atom flag" 2020-07-17 RCSB ##