data_LEC # _chem_comp.id LEC _chem_comp.name "4-nitrophenyl 2-acetamido-2-deoxy-beta-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 NAG _chem_comp.pdbx_synonyms ;N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(4-nitrophenoxy)oxan-3-yl]ethanamide; 4-nitrophenyl 2-acetamido-2-deoxy-beta-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 2008-11-07 _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 LEC _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 3F64 _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 LEC "N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(4-nitrophenoxy)oxan-3-yl]ethanamide" PDB ? 2 LEC "4-nitrophenyl 2-acetamido-2-deoxy-beta-D-glucoside" PDB ? 3 LEC "4-nitrophenyl 2-acetamido-2-deoxy-D-glucoside" PDB ? 4 LEC "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 LEC C8 C8 C 0 1 N N N 35.896 50.209 14.033 -2.186 4.464 0.722 C8 LEC 1 LEC C7 C7 C 0 1 N N N 36.933 49.805 15.065 -2.078 3.139 0.012 C7 LEC 2 LEC O7 O7 O 0 1 N N N 36.939 50.318 16.206 -1.631 3.089 -1.114 O7 LEC 3 LEC N2 N2 N 0 1 N N N 37.779 48.848 14.654 -2.478 2.010 0.629 N2 LEC 4 LEC C2 C2 C 0 1 N N R 37.764 48.230 13.307 -2.374 0.722 -0.061 C2 LEC 5 LEC C3 C3 C 0 1 N N R 37.685 46.687 13.439 -3.401 -0.255 0.519 C3 LEC 6 LEC O3 O3 O 0 1 N N N 36.361 46.300 13.867 -4.720 0.238 0.274 O3 LEC 7 LEC C4 C4 C 0 1 N N S 38.071 45.939 12.134 -3.230 -1.620 -0.155 C4 LEC 8 LEC O4 O4 O 0 1 N N N 38.184 44.522 12.386 -4.135 -2.558 0.430 O4 LEC 9 LEC C5 C5 C 0 1 N N R 39.386 46.478 11.543 -1.791 -2.103 0.047 C5 LEC 10 LEC C6 C6 C 0 1 N N N 39.783 45.770 10.214 -1.596 -3.437 -0.675 C6 LEC 11 LEC O6 O6 O 0 1 N N N 38.874 46.114 9.169 -0.290 -3.945 -0.391 O6 LEC 12 LEC O5 O5 O 0 1 N N N 39.330 47.920 11.326 -0.886 -1.135 -0.488 O5 LEC 13 LEC C1 C1 C 0 1 N N S 39.022 48.704 12.535 -0.968 0.148 0.137 C1 LEC 14 LEC O1 O1 O 0 1 N N N 38.751 50.066 12.130 -0.007 1.027 -0.451 O1 LEC 15 LEC "C1'" "C1'" C 0 1 Y N N 39.778 50.848 11.652 1.304 0.717 -0.273 "C1'" LEC 16 LEC "C2'" "C2'" C 0 1 Y N N 40.670 50.393 10.687 2.290 1.527 -0.817 "C2'" LEC 17 LEC "C3'" "C3'" C 0 1 Y N N 41.691 51.210 10.186 3.622 1.209 -0.634 "C3'" LEC 18 LEC "C4'" "C4'" C 0 1 Y N N 41.818 52.516 10.647 3.972 0.086 0.091 "C4'" LEC 19 LEC "N1'" "N1'" N 1 1 N N N 42.784 53.340 10.202 5.400 -0.252 0.287 "N1'" LEC 20 LEC "O2'" "O2'" O -1 1 N N N 43.814 52.918 9.345 6.265 0.460 -0.191 "O2'" LEC 21 LEC "O1'" "O1'" O 0 1 N N N 42.792 54.667 10.628 5.710 -1.242 0.925 "O1'" LEC 22 LEC "C5'" "C5'" C 0 1 Y N N 40.922 52.971 11.609 2.991 -0.723 0.635 "C5'" LEC 23 LEC "C6'" "C6'" C 0 1 Y N N 39.908 52.156 12.101 1.658 -0.407 0.459 "C6'" LEC 24 LEC H81 H8 H 0 1 N N N 34.914 50.307 14.518 -1.817 5.256 0.070 H81 LEC 25 LEC H82 H8A H 0 1 N N N 36.181 51.172 13.585 -3.228 4.657 0.974 H82 LEC 26 LEC H83 H8B H 0 1 N N N 35.842 49.441 13.248 -1.590 4.437 1.634 H83 LEC 27 LEC HN2 HN2 H 0 1 N N N 38.469 48.529 15.303 -2.836 2.050 1.530 HN2 LEC 28 LEC H2 H2 H 0 1 N N N 36.877 48.543 12.736 -2.564 0.862 -1.125 H2 LEC 29 LEC H3 H3 H 0 1 N N N 38.427 46.392 14.195 -3.244 -0.355 1.593 H3 LEC 30 LEC HO3 HO3 H 0 1 N Y N 36.346 46.215 14.813 -5.423 -0.333 0.615 HO3 LEC 31 LEC H4 H4 H 0 1 N N N 37.273 46.114 11.398 -3.439 -1.528 -1.221 H4 LEC 32 LEC HO4 HO4 H 0 1 N Y N 38.209 44.054 11.560 -4.081 -3.446 0.050 HO4 LEC 33 LEC H5 H5 H 0 1 N N N 40.160 46.256 12.293 -1.598 -2.233 1.111 H5 LEC 34 LEC H61 H6 H 0 1 N N N 40.797 46.086 9.927 -2.345 -4.150 -0.331 H61 LEC 35 LEC H62 H6A H 0 1 N N N 39.750 44.681 10.369 -1.702 -3.288 -1.750 H62 LEC 36 LEC HO6 HO6 H 0 1 N Y N 37.996 46.190 9.525 -0.097 -4.792 -0.817 HO6 LEC 37 LEC H1 H1 H 0 1 N N N 39.892 48.590 13.199 -0.763 0.047 1.203 H1 LEC 38 LEC "H2'" "H2'" H 0 1 N N N 40.573 49.384 10.315 2.016 2.405 -1.384 "H2'" LEC 39 LEC "H3'" "H3'" H 0 1 N N N 42.377 50.828 9.445 4.390 1.839 -1.058 "H3'" LEC 40 LEC "H5'" "H5'" H 0 1 N N N 41.016 53.980 11.982 3.268 -1.601 1.200 "H5'" LEC 41 LEC "H6'" "H6'" H 0 1 N N N 39.218 52.542 12.836 0.892 -1.037 0.887 "H6'" LEC 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 LEC C8 C7 SING N N 1 LEC C7 O7 DOUB N N 2 LEC C7 N2 SING N N 3 LEC N2 C2 SING N N 4 LEC C2 C3 SING N N 5 LEC C2 C1 SING N N 6 LEC C3 O3 SING N N 7 LEC C3 C4 SING N N 8 LEC C4 O4 SING N N 9 LEC C4 C5 SING N N 10 LEC C5 C6 SING N N 11 LEC C5 O5 SING N N 12 LEC C6 O6 SING N N 13 LEC O5 C1 SING N N 14 LEC C1 O1 SING N N 15 LEC O1 "C1'" SING N N 16 LEC "C1'" "C2'" DOUB Y N 17 LEC "C1'" "C6'" SING Y N 18 LEC "C2'" "C3'" SING Y N 19 LEC "C3'" "C4'" DOUB Y N 20 LEC "C4'" "N1'" SING N N 21 LEC "C4'" "C5'" SING Y N 22 LEC "N1'" "O2'" SING N N 23 LEC "N1'" "O1'" DOUB N N 24 LEC "C5'" "C6'" DOUB Y N 25 LEC C8 H81 SING N N 26 LEC C8 H82 SING N N 27 LEC C8 H83 SING N N 28 LEC N2 HN2 SING N N 29 LEC C2 H2 SING N N 30 LEC C3 H3 SING N N 31 LEC O3 HO3 SING N N 32 LEC C4 H4 SING N N 33 LEC O4 HO4 SING N N 34 LEC C5 H5 SING N N 35 LEC C6 H61 SING N N 36 LEC C6 H62 SING N N 37 LEC O6 HO6 SING N N 38 LEC C1 H1 SING N N 39 LEC "C2'" "H2'" SING N N 40 LEC "C3'" "H3'" SING N N 41 LEC "C5'" "H5'" SING N N 42 LEC "C6'" "H6'" 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 LEC SMILES ACDLabs 10.04 "[O-][N+](=O)c2ccc(OC1OC(C(O)C(O)C1NC(=O)C)CO)cc2" LEC SMILES_CANONICAL CACTVS 3.341 "CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1Oc2ccc(cc2)[N+]([O-])=O" LEC SMILES CACTVS 3.341 "CC(=O)N[CH]1[CH](O)[CH](O)[CH](CO)O[CH]1Oc2ccc(cc2)[N+]([O-])=O" LEC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1Oc2ccc(cc2)[N+](=O)[O-])CO)O)O" LEC SMILES "OpenEye OEToolkits" 1.5.0 "CC(=O)NC1C(C(C(OC1Oc2ccc(cc2)[N+](=O)[O-])CO)O)O" LEC 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" LEC InChIKey InChI 1.03 OMRLTNCLYHKQCK-DHGKCCLASA-N # # 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 LEC "SYSTEMATIC NAME" ACDLabs 10.04 "4-nitrophenyl 2-(acetylamino)-2-deoxy-beta-D-glucopyranoside" LEC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(4-nitrophenoxy)oxan-3-yl]ethanamide" # _pdbx_chem_comp_related.comp_id LEC _pdbx_chem_comp_related.related_comp_id NAG _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 LEC C1 NAG C1 "Carbohydrate core" 2 LEC C2 NAG C2 "Carbohydrate core" 3 LEC C3 NAG C3 "Carbohydrate core" 4 LEC C4 NAG C4 "Carbohydrate core" 5 LEC C5 NAG C5 "Carbohydrate core" 6 LEC C6 NAG C6 "Carbohydrate core" 7 LEC C7 NAG C7 "Carbohydrate core" 8 LEC C8 NAG C8 "Carbohydrate core" 9 LEC N2 NAG N2 "Carbohydrate core" 10 LEC O1 NAG O1 "Carbohydrate core" 11 LEC O3 NAG O3 "Carbohydrate core" 12 LEC O4 NAG O4 "Carbohydrate core" 13 LEC O5 NAG O5 "Carbohydrate core" 14 LEC O6 NAG O6 "Carbohydrate core" 15 LEC O7 NAG O7 "Carbohydrate core" 16 LEC H1 NAG H1 "Carbohydrate core" 17 LEC H2 NAG H2 "Carbohydrate core" 18 LEC H3 NAG H3 "Carbohydrate core" 19 LEC H4 NAG H4 "Carbohydrate core" 20 LEC H5 NAG H5 "Carbohydrate core" 21 LEC H61 NAG H61 "Carbohydrate core" 22 LEC H62 NAG H62 "Carbohydrate core" 23 LEC H81 NAG H81 "Carbohydrate core" 24 LEC H82 NAG H82 "Carbohydrate core" 25 LEC H83 NAG H83 "Carbohydrate core" 26 LEC HN2 NAG HN2 "Carbohydrate core" 27 LEC HO3 NAG HO3 "Carbohydrate core" 28 LEC HO4 NAG HO4 "Carbohydrate core" 29 LEC HO6 NAG 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 LEC "CARBOHYDRATE ISOMER" D PDB ? LEC "CARBOHYDRATE RING" pyranose PDB ? LEC "CARBOHYDRATE ANOMER" beta PDB ? LEC "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 LEC "Create component" 2008-11-07 PDBJ LEC "Modify aromatic_flag" 2011-06-04 RCSB LEC "Modify descriptor" 2011-06-04 RCSB LEC "Other modification" 2020-07-03 RCSB LEC "Modify parent residue" 2020-07-17 RCSB LEC "Modify name" 2020-07-17 RCSB LEC "Modify synonyms" 2020-07-17 RCSB LEC "Modify internal type" 2020-07-17 RCSB LEC "Modify linking type" 2020-07-17 RCSB LEC "Modify atom id" 2020-07-17 RCSB LEC "Modify component atom id" 2020-07-17 RCSB LEC "Modify leaving atom flag" 2020-07-17 RCSB ##