data_NBY # _chem_comp.id NBY _chem_comp.name "N-{[(4-nitrophenyl)carbonyl]carbamoyl}-beta-D-glucopyranosylamine" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C14 H17 N3 O9" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;N-{[(4-nitrophenyl)carbonyl]carbamoyl}-beta-D-glucosylamine; N-{[(4-nitrophenyl)carbonyl]carbamoyl}-D-glucosylamine; N-{[(4-nitrophenyl)carbonyl]carbamoyl}-glucosylamine ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-02-13 _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 371.299 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NBY _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 2QN8 _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 NBY "N-{[(4-nitrophenyl)carbonyl]carbamoyl}-beta-D-glucosylamine" PDB ? 2 NBY "N-{[(4-nitrophenyl)carbonyl]carbamoyl}-D-glucosylamine" PDB ? 3 NBY "N-{[(4-nitrophenyl)carbonyl]carbamoyl}-glucosylamine" 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 NBY O5 O5 O 0 1 N N N 19.261 12.530 59.156 -3.288 -0.746 -0.590 O5 NBY 1 NBY C1 C1 C 0 1 N N R 18.442 13.360 58.238 -2.728 0.315 0.186 C1 NBY 2 NBY C2 C2 C 0 1 N N R 17.021 13.646 58.846 -3.519 1.602 -0.063 C2 NBY 3 NBY O2 O2 O 0 1 N N N 16.229 14.453 57.954 -2.996 2.650 0.756 O2 NBY 4 NBY C3 C3 C 0 1 N N S 17.208 14.369 60.215 -4.991 1.363 0.288 C3 NBY 5 NBY O3 O3 O 0 1 N N N 15.926 14.653 60.806 -5.750 2.536 -0.011 O3 NBY 6 NBY C4 C4 C 0 1 N N S 18.065 13.470 61.144 -5.517 0.187 -0.540 C4 NBY 7 NBY O4 O4 O 0 1 N N N 18.267 14.098 62.434 -6.869 -0.092 -0.168 O4 NBY 8 NBY C5 C5 C 0 1 N N R 19.458 13.164 60.472 -4.649 -1.045 -0.272 C5 NBY 9 NBY C6 C6 C 0 1 N N N 20.336 12.232 61.380 -5.132 -2.209 -1.140 C6 NBY 10 NBY O6 O6 O 0 1 N N N 19.627 10.984 61.645 -4.397 -3.388 -0.808 O6 NBY 11 NBY N1 N1 N 0 1 N N N 18.300 12.683 56.955 -1.330 0.518 -0.201 N1 NBY 12 NBY C7 C7 C 0 1 N N N 18.890 13.181 55.878 -0.343 -0.080 0.495 C7 NBY 13 NBY O7 O7 O 0 1 N N N 19.569 14.233 55.951 -0.613 -0.788 1.446 O7 NBY 14 NBY N2 N2 N 0 1 N N N 18.767 12.527 54.634 0.943 0.107 0.139 N2 NBY 15 NBY C8 C8 C 0 1 N N N 18.062 11.415 54.487 1.929 -0.491 0.835 C8 NBY 16 NBY O8 O8 O 0 1 N N N 17.460 10.896 55.439 1.659 -1.199 1.785 O8 NBY 17 NBY C9 C9 C 0 1 Y N N 17.963 10.724 53.137 3.339 -0.287 0.444 C9 NBY 18 NBY C10 C10 C 0 1 Y N N 17.186 9.504 52.994 4.364 -0.905 1.164 C10 NBY 19 NBY C11 C11 C 0 1 Y N N 17.088 8.831 51.733 5.678 -0.709 0.793 C11 NBY 20 NBY C12 C12 C 0 1 Y N N 17.759 9.346 50.550 5.982 0.098 -0.289 C12 NBY 21 NBY C13 C13 C 0 1 Y N N 18.540 10.582 50.703 4.972 0.713 -1.007 C13 NBY 22 NBY C14 C14 C 0 1 Y N N 18.638 11.260 51.976 3.653 0.521 -0.650 C14 NBY 23 NBY N3 N3 N 1 1 N N N 17.666 8.686 49.323 7.395 0.308 -0.677 N3 NBY 24 NBY O9 O9 O 0 1 N N N 18.226 9.119 48.352 7.666 1.022 -1.626 O9 NBY 25 NBY O10 O10 O -1 1 N N N 17.001 7.645 49.227 8.287 -0.232 -0.047 O10 NBY 26 NBY H1 H1 H 0 1 N N N 18.956 14.322 58.095 -2.778 0.057 1.244 H1 NBY 27 NBY H2 H2 H 0 1 N N N 16.486 12.696 58.991 -3.436 1.882 -1.113 H2 NBY 28 NBY HO2 HO2 H 0 1 N Y N 16.055 15.295 58.358 -2.065 2.851 0.590 HO2 NBY 29 NBY H3 H3 H 0 1 N N N 17.727 15.328 60.066 -5.079 1.132 1.350 H3 NBY 30 NBY HO3 HO3 H 0 1 N Y N 16.019 14.716 61.749 -5.465 3.323 0.474 HO3 NBY 31 NBY H4 H4 H 0 1 N N N 17.523 12.526 61.299 -5.476 0.439 -1.599 H4 NBY 32 NBY HO4 HO4 H 0 1 N Y N 18.311 13.430 63.108 -7.475 0.649 -0.307 HO4 NBY 33 NBY H5 H5 H 0 1 N N N 19.986 14.120 60.343 -4.724 -1.321 0.780 H5 NBY 34 NBY H61 H16 H 0 1 N N N 21.283 12.010 60.866 -6.194 -2.379 -0.962 H61 NBY 35 NBY H62 H26 H 0 1 N N N 20.539 12.742 62.333 -4.974 -1.967 -2.192 H62 NBY 36 NBY HO6 HO6 H 0 1 N Y N 19.473 10.527 60.827 -4.651 -4.168 -1.321 HO6 NBY 37 NBY HN1 HN1 H 0 1 N N N 17.759 11.845 56.888 -1.114 1.083 -0.960 HN1 NBY 38 NBY HN2 HN2 H 0 1 N N N 19.228 12.916 53.836 1.159 0.672 -0.620 HN2 NBY 39 NBY H10 H10 H 0 1 N N N 16.674 9.098 53.853 4.128 -1.534 2.009 H10 NBY 40 NBY H11 H11 H 0 1 N N N 16.505 7.925 51.660 6.471 -1.187 1.349 H11 NBY 41 NBY H13 H13 H 0 1 N N N 19.052 10.993 49.845 5.216 1.342 -1.850 H13 NBY 42 NBY H14 H14 H 0 1 N N N 19.216 12.168 52.060 2.866 1.002 -1.212 H14 NBY 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 NBY O9 N3 DOUB N N 1 NBY O10 N3 SING N N 2 NBY N3 C12 SING N N 3 NBY C12 C13 DOUB Y N 4 NBY C12 C11 SING Y N 5 NBY C13 C14 SING Y N 6 NBY C11 C10 DOUB Y N 7 NBY C14 C9 DOUB Y N 8 NBY C10 C9 SING Y N 9 NBY C9 C8 SING N N 10 NBY C8 N2 SING N N 11 NBY C8 O8 DOUB N N 12 NBY N2 C7 SING N N 13 NBY C7 O7 DOUB N N 14 NBY C7 N1 SING N N 15 NBY N1 C1 SING N N 16 NBY O2 C2 SING N N 17 NBY C1 C2 SING N N 18 NBY C1 O5 SING N N 19 NBY C2 C3 SING N N 20 NBY O5 C5 SING N N 21 NBY C3 O3 SING N N 22 NBY C3 C4 SING N N 23 NBY C5 C4 SING N N 24 NBY C5 C6 SING N N 25 NBY C4 O4 SING N N 26 NBY C6 O6 SING N N 27 NBY C1 H1 SING N N 28 NBY C2 H2 SING N N 29 NBY O2 HO2 SING N N 30 NBY C3 H3 SING N N 31 NBY O3 HO3 SING N N 32 NBY C4 H4 SING N N 33 NBY O4 HO4 SING N N 34 NBY C5 H5 SING N N 35 NBY C6 H61 SING N N 36 NBY C6 H62 SING N N 37 NBY O6 HO6 SING N N 38 NBY N1 HN1 SING N N 39 NBY N2 HN2 SING N N 40 NBY C10 H10 SING N N 41 NBY C11 H11 SING N N 42 NBY C13 H13 SING N N 43 NBY C14 H14 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 NBY SMILES ACDLabs 10.04 "O=C(NC1OC(C(O)C(O)C1O)CO)NC(=O)c2ccc([N+]([O-])=O)cc2" NBY SMILES_CANONICAL CACTVS 3.341 "OC[C@H]1O[C@@H](NC(=O)NC(=O)c2ccc(cc2)[N+]([O-])=O)[C@H](O)[C@@H](O)[C@@H]1O" NBY SMILES CACTVS 3.341 "OC[CH]1O[CH](NC(=O)NC(=O)c2ccc(cc2)[N+]([O-])=O)[CH](O)[CH](O)[CH]1O" NBY SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C(=O)NC(=O)N[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)[N+](=O)[O-]" NBY SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C(=O)NC(=O)NC2C(C(C(C(O2)CO)O)O)O)[N+](=O)[O-]" NBY InChI InChI 1.03 "InChI=1S/C14H17N3O9/c18-5-8-9(19)10(20)11(21)13(26-8)16-14(23)15-12(22)6-1-3-7(4-2-6)17(24)25/h1-4,8-11,13,18-21H,5H2,(H2,15,16,22,23)/t8-,9-,10+,11-,13-/m1/s1" NBY InChIKey InChI 1.03 TXVZHPDFTXBTMX-BZNQNGANSA-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 NBY "SYSTEMATIC NAME" ACDLabs 10.04 "N-{[(4-nitrophenyl)carbonyl]carbamoyl}-beta-D-glucopyranosylamine" NBY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-nitro-N-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]carbamoyl]benzamide" # # 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 NBY "CARBOHYDRATE ISOMER" D PDB ? NBY "CARBOHYDRATE RING" pyranose PDB ? NBY "CARBOHYDRATE ANOMER" beta PDB ? NBY "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 NBY "Create component" 2008-02-13 RCSB NBY "Modify aromatic_flag" 2011-06-04 RCSB NBY "Modify descriptor" 2011-06-04 RCSB NBY "Other modification" 2020-07-03 RCSB NBY "Modify synonyms" 2020-07-17 RCSB NBY "Modify internal type" 2020-07-17 RCSB NBY "Modify linking type" 2020-07-17 RCSB NBY "Modify atom id" 2020-07-17 RCSB NBY "Modify component atom id" 2020-07-17 RCSB NBY "Modify leaving atom flag" 2020-07-17 RCSB ##