data_6ZC # _chem_comp.id 6ZC _chem_comp.name "4-nitrophenyl 2-acetamido-2-deoxy-alpha-D-glucopyranoside" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C14 H18 N2 O8" _chem_comp.mon_nstd_parent_comp_id PA1 _chem_comp.pdbx_synonyms ;N-[(2R,3R,4R,5S,6R)-6-(hydroxymethyl)-2-(4-nitrophenoxy)-4,5-bis(oxidanyl)oxan-3-yl]ethanamide; 4-nitrophenyl 2-acetamido-2-deoxy-alpha-D-glucoside; 4-nitrophenyl 2-acetamido-2-deoxy-D-glucoside; 4-nitrophenyl 2-acetamido-2-deoxy-glucoside ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-07-29 _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 342.301 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6ZC _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 5GGL _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 6ZC "N-[(2R,3R,4R,5S,6R)-6-(hydroxymethyl)-2-(4-nitrophenoxy)-4,5-bis(oxidanyl)oxan-3-yl]ethanamide" PDB ? 2 6ZC "4-nitrophenyl 2-acetamido-2-deoxy-alpha-D-glucoside" PDB ? 3 6ZC "4-nitrophenyl 2-acetamido-2-deoxy-D-glucoside" PDB ? 4 6ZC "4-nitrophenyl 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 6ZC C1 C1 C 0 1 N N R -0.037 16.127 76.374 1.018 0.286 0.567 C1 6ZC 1 6ZC C2 C2 C 0 1 N N R -1.198 16.019 77.352 2.487 0.580 0.250 C2 6ZC 2 6ZC C3 C3 C 0 1 N N R -0.903 16.819 78.627 2.999 -0.451 -0.761 C3 6ZC 3 6ZC C4 C4 C 0 1 N N S 0.459 16.397 79.218 2.798 -1.857 -0.187 C4 6ZC 4 6ZC C5 C5 C 0 1 N N R 1.560 16.538 78.171 1.318 -2.057 0.147 C5 6ZC 5 6ZC C6 C6 C 0 1 N N N 2.936 16.062 78.612 1.119 -3.437 0.776 C6 6ZC 6 6ZC N2 N2 N 0 1 N N N -2.443 16.436 76.705 2.605 1.924 -0.319 N2 6ZC 7 6ZC O1 O1 O 0 1 N N N 0.064 17.436 75.843 0.237 0.420 -0.623 O1 6ZC 8 6ZC O4 O4 O 0 1 N N N 0.831 17.263 80.295 3.206 -2.829 -1.152 O4 6ZC 9 6ZC O5 O5 O 0 1 N N N 1.208 15.783 77.012 0.898 -1.048 1.067 O5 6ZC 10 6ZC O6 O6 O 0 1 N N N 2.887 14.656 78.886 -0.276 -3.670 0.981 O6 6ZC 11 6ZC O7 O7 O 0 1 N N N -3.036 14.346 76.097 2.690 2.844 1.698 O7 6ZC 12 6ZC "O1'" "O1'" O 0 1 N N N 1.457 17.466 69.798 -6.054 0.438 -1.010 "O1'" 6ZC 13 6ZC "N1'" "N1'" N 1 1 N N N 2.291 17.698 70.877 -5.336 0.328 -0.032 "N1'" 6ZC 14 6ZC "O2'" "O2'" O -1 1 N N N 3.656 17.901 70.761 -5.829 0.197 1.074 "O2'" 6ZC 15 6ZC "C4'" "C4'" C 0 1 Y N N 1.714 17.667 72.128 -3.864 0.352 -0.188 "C4'" 6ZC 16 6ZC "C3'" "C3'" C 0 1 Y N N 0.698 18.551 72.448 -3.306 0.500 -1.444 "C3'" 6ZC 17 6ZC "C2'" "C2'" C 0 1 Y N N 0.136 18.476 73.708 -1.932 0.523 -1.592 "C2'" 6ZC 18 6ZC "C5'" "C5'" C 0 1 Y N N 2.189 16.716 73.000 -3.051 0.232 0.923 "C5'" 6ZC 19 6ZC "C6'" "C6'" C 0 1 Y N N 1.629 16.646 74.250 -1.677 0.254 0.780 "C6'" 6ZC 20 6ZC "C1'" "C1'" C 0 1 Y N N 0.612 17.525 74.594 -1.114 0.398 -0.479 "C1'" 6ZC 21 6ZC C7 C7 C 0 1 N N N -3.268 15.546 76.135 2.701 2.994 0.495 C7 6ZC 22 6ZC C8 C8 C 0 1 N N N -4.528 16.094 75.525 2.823 4.378 -0.090 C8 6ZC 23 6ZC O3 O3 O 0 1 N N N -1.943 16.568 79.574 4.389 -0.229 -1.008 O3 6ZC 24 6ZC H1 H1 H 0 1 N N N -0.222 15.418 75.553 0.660 0.990 1.318 H1 6ZC 25 6ZC H2 H2 H 0 1 N N N -1.294 14.962 77.640 3.076 0.517 1.164 H2 6ZC 26 6ZC H3 H3 H 0 1 N N N -0.864 17.889 78.376 2.442 -0.355 -1.694 H3 6ZC 27 6ZC H4 H4 H 0 1 N N N 0.402 15.352 79.555 3.395 -1.969 0.718 H4 6ZC 28 6ZC H5 H5 H 0 1 N N N 1.638 17.602 77.901 0.726 -1.985 -0.766 H5 6ZC 29 6ZC H61 H6 H 0 1 N N N 3.665 16.255 77.811 1.521 -4.201 0.112 H61 6ZC 30 6ZC H62 H7 H 0 1 N N N 3.238 16.603 79.521 1.638 -3.478 1.734 H62 6ZC 31 6ZC HN21 H8 H 0 0 N N N -2.684 17.406 76.688 2.614 2.045 -1.282 HN21 6ZC 32 6ZC HO4 H9 H 0 1 N Y N 0.176 17.215 80.981 3.106 -3.744 -0.855 HO4 6ZC 33 6ZC HO6 H10 H 0 1 N Y N 3.745 14.357 79.162 -0.477 -4.529 1.378 HO6 6ZC 34 6ZC H11 H11 H 0 1 N N N 0.353 19.281 71.731 -3.944 0.597 -2.310 H11 6ZC 35 6ZC H12 H12 H 0 1 N N N -0.660 19.147 73.996 -1.497 0.639 -2.574 H12 6ZC 36 6ZC H13 H13 H 0 1 N N N 2.981 16.043 72.709 -3.490 0.121 1.904 H13 6ZC 37 6ZC H14 H14 H 0 1 N N N 1.977 15.912 74.962 -1.042 0.161 1.649 H14 6ZC 38 6ZC H15 H15 H 0 1 N N N -5.115 15.270 75.093 3.876 4.621 -0.233 H15 6ZC 39 6ZC H16 H16 H 0 1 N N N -5.121 16.599 76.301 2.308 4.413 -1.051 H16 6ZC 40 6ZC H17 H17 H 0 1 N N N -4.270 16.814 74.734 2.372 5.101 0.590 H17 6ZC 41 6ZC HO3 H18 H 0 1 N Y N -1.772 17.058 80.370 4.780 -0.847 -1.640 HO3 6ZC 42 # # 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 6ZC "O1'" "N1'" DOUB N N 1 6ZC "O2'" "N1'" SING N N 2 6ZC "N1'" "C4'" SING N N 3 6ZC "C4'" "C3'" DOUB Y N 4 6ZC "C4'" "C5'" SING Y N 5 6ZC "C3'" "C2'" SING Y N 6 6ZC "C5'" "C6'" DOUB Y N 7 6ZC "C2'" "C1'" DOUB Y N 8 6ZC "C6'" "C1'" SING Y N 9 6ZC "C1'" O1 SING N N 10 6ZC C8 C7 SING N N 11 6ZC O1 C1 SING N N 12 6ZC O7 C7 DOUB N N 13 6ZC C7 N2 SING N N 14 6ZC C1 O5 SING N N 15 6ZC C1 C2 SING N N 16 6ZC N2 C2 SING N N 17 6ZC O5 C5 SING N N 18 6ZC C2 C3 SING N N 19 6ZC C5 C6 SING N N 20 6ZC C5 C4 SING N N 21 6ZC C6 O6 SING N N 22 6ZC C3 C4 SING N N 23 6ZC C3 O3 SING N N 24 6ZC C4 O4 SING N N 25 6ZC C1 H1 SING N N 26 6ZC C2 H2 SING N N 27 6ZC C3 H3 SING N N 28 6ZC C4 H4 SING N N 29 6ZC C5 H5 SING N N 30 6ZC C6 H61 SING N N 31 6ZC C6 H62 SING N N 32 6ZC N2 HN21 SING N N 33 6ZC O4 HO4 SING N N 34 6ZC O6 HO6 SING N N 35 6ZC "C3'" H11 SING N N 36 6ZC "C2'" H12 SING N N 37 6ZC "C5'" H13 SING N N 38 6ZC "C6'" H14 SING N N 39 6ZC C8 H15 SING N N 40 6ZC C8 H16 SING N N 41 6ZC C8 H17 SING N N 42 6ZC O3 HO3 SING N N 43 # # 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 6ZC InChI InChI 1.03 "InChI=1S/C14H18N2O8/c1-7(18)15-11-13(20)12(19)10(6-17)24-14(11)23-9-4-2-8(3-5-9)16(21)22/h2-5,10-14,17,19-20H,6H2,1H3,(H,15,18)/t10-,11-,12-,13-,14+/m1/s1" 6ZC InChIKey InChI 1.03 OMRLTNCLYHKQCK-KSTCHIGDSA-N 6ZC SMILES_CANONICAL CACTVS 3.385 "CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1Oc2ccc(cc2)[N+]([O-])=O" 6ZC SMILES CACTVS 3.385 "CC(=O)N[CH]1[CH](O)[CH](O)[CH](CO)O[CH]1Oc2ccc(cc2)[N+]([O-])=O" 6ZC SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@@H]1Oc2ccc(cc2)[N+](=O)[O-])CO)O)O" 6ZC SMILES "OpenEye OEToolkits" 2.0.5 "CC(=O)NC1C(C(C(OC1Oc2ccc(cc2)[N+](=O)[O-])CO)O)O" # _pdbx_chem_comp_identifier.comp_id 6ZC _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.5 _pdbx_chem_comp_identifier.identifier "~{N}-[(2~{R},3~{R},4~{R},5~{S},6~{R})-6-(hydroxymethyl)-2-(4-nitrophenoxy)-4,5-bis(oxidanyl)oxan-3-yl]ethanamide" # _pdbx_chem_comp_related.comp_id 6ZC _pdbx_chem_comp_related.related_comp_id PA1 _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 6ZC C1 PA1 C1 "Carbohydrate core" 2 6ZC C2 PA1 C2 "Carbohydrate core" 3 6ZC C3 PA1 C3 "Carbohydrate core" 4 6ZC C4 PA1 C4 "Carbohydrate core" 5 6ZC C5 PA1 C5 "Carbohydrate core" 6 6ZC C6 PA1 C6 "Carbohydrate core" 7 6ZC N2 PA1 N2 "Carbohydrate core" 8 6ZC O1 PA1 O1 "Carbohydrate core" 9 6ZC O3 PA1 O3 "Carbohydrate core" 10 6ZC O4 PA1 O4 "Carbohydrate core" 11 6ZC O5 PA1 O5 "Carbohydrate core" 12 6ZC O6 PA1 O6 "Carbohydrate core" 13 6ZC H1 PA1 H1 "Carbohydrate core" 14 6ZC HO6 PA1 HO6 "Carbohydrate core" 15 6ZC HO3 PA1 HO3 "Carbohydrate core" 16 6ZC H2 PA1 H2 "Carbohydrate core" 17 6ZC H3 PA1 H3 "Carbohydrate core" 18 6ZC H4 PA1 H4 "Carbohydrate core" 19 6ZC H5 PA1 H5 "Carbohydrate core" 20 6ZC H61 PA1 H61 "Carbohydrate core" 21 6ZC H62 PA1 H62 "Carbohydrate core" 22 6ZC HN21 PA1 HN21 "Carbohydrate core" 23 6ZC HO4 PA1 HO4 "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 6ZC "CARBOHYDRATE ISOMER" D PDB ? 6ZC "CARBOHYDRATE RING" pyranose PDB ? 6ZC "CARBOHYDRATE ANOMER" alpha PDB ? 6ZC "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 6ZC "Create component" 2016-07-29 PDBJ 6ZC "Initial release" 2016-08-10 RCSB 6ZC "Other modification" 2020-07-03 RCSB 6ZC "Modify parent residue" 2020-07-17 RCSB 6ZC "Modify name" 2020-07-17 RCSB 6ZC "Modify synonyms" 2020-07-17 RCSB 6ZC "Modify internal type" 2020-07-17 RCSB 6ZC "Modify linking type" 2020-07-17 RCSB 6ZC "Modify atom id" 2020-07-17 RCSB 6ZC "Modify component atom id" 2020-07-17 RCSB 6ZC "Modify leaving atom flag" 2020-07-17 RCSB ##