data_NGB # _chem_comp.id NGB _chem_comp.name "4-nitrophenyl 6-O-beta-D-glucopyranosyl-beta-D-glucopyranoside" _chem_comp.type D-SACCHARIDE _chem_comp.pdbx_type ATOMS _chem_comp.formula "C18 H25 N O13" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms P-NITROPHENYL-GENTIOBIOSIDE _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-08-13 _chem_comp.pdbx_modified_date 2020-06-17 _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 463.390 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NGB _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 4M82 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # 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 NGB O14 O14 O -1 1 N N N 31.599 12.018 -13.897 2.726 -4.923 1.229 O14 NGB 1 NGB N1 N1 N 1 1 N N N 30.565 12.661 -13.809 3.550 -4.466 0.457 N1 NGB 2 NGB O13 O13 O 0 1 N N N 30.359 13.603 -14.559 4.352 -5.204 -0.085 O13 NGB 3 NGB C16 C16 C 0 1 Y N N 29.608 12.321 -12.854 3.573 -3.013 0.174 C16 NGB 4 NGB C17 C17 C 0 1 Y N N 28.540 13.178 -12.653 2.658 -2.176 0.786 C17 NGB 5 NGB C15 C15 C 0 1 Y N N 29.726 11.151 -12.116 4.513 -2.494 -0.697 C15 NGB 6 NGB C14 C14 C 0 1 Y N N 28.748 10.840 -11.168 4.536 -1.139 -0.962 C14 NGB 7 NGB C13 C13 C 0 1 Y N N 27.677 11.707 -10.984 3.616 -0.298 -0.354 C13 NGB 8 NGB C18 C18 C 0 1 Y N N 27.562 12.877 -11.722 2.677 -0.820 0.524 C18 NGB 9 NGB O7 O7 O 0 1 N N N 26.719 11.419 -10.065 3.638 1.036 -0.613 O7 NGB 10 NGB C7 C7 C 0 1 N N S 27.018 10.583 -8.971 2.661 1.842 0.049 C7 NGB 11 NGB C8 C8 C 0 1 N N R 26.200 11.077 -7.786 2.917 3.318 -0.265 C8 NGB 12 NGB O8 O8 O 0 1 N N N 26.634 12.399 -7.438 4.199 3.698 0.241 O8 NGB 13 NGB C9 C9 C 0 1 N N S 26.413 10.147 -6.606 1.831 4.169 0.399 C9 NGB 14 NGB O9 O9 O 0 1 N N N 25.618 10.565 -5.489 2.021 5.542 0.050 O9 NGB 15 NGB C10 C10 C 0 1 N N S 26.052 8.739 -7.032 0.458 3.701 -0.093 C10 NGB 16 NGB O10 O10 O 0 1 N N N 26.250 7.812 -5.960 -0.566 4.440 0.574 O10 NGB 17 NGB C11 C11 C 0 1 N N R 26.923 8.365 -8.226 0.296 2.210 0.215 C11 NGB 18 NGB O11 O11 O 0 1 N N N 26.622 9.255 -9.304 1.356 1.479 -0.407 O11 NGB 19 NGB C12 C12 C 0 1 N N N 26.694 6.914 -8.629 -1.048 1.720 -0.327 C12 NGB 20 NGB O12 O12 O 0 1 N N N 25.527 6.807 -9.439 -1.251 0.360 0.061 O12 NGB 21 NGB C1 C1 C 0 1 N N R 24.567 5.916 -8.856 -2.484 -0.198 -0.397 C1 NGB 22 NGB C2 C2 C 0 1 N N R 25.116 4.493 -8.753 -2.539 -1.684 -0.033 C2 NGB 23 NGB O2 O2 O 0 1 N N N 25.368 3.937 -10.057 -1.484 -2.378 -0.701 O2 NGB 24 NGB C3 C3 C 0 1 N N S 24.149 3.617 -7.978 -3.889 -2.259 -0.473 C3 NGB 25 NGB O3 O3 O 0 1 N N N 24.723 2.312 -7.850 -3.978 -3.628 -0.073 O3 NGB 26 NGB C4 C4 C 0 1 N N S 23.993 4.246 -6.603 -5.014 -1.457 0.188 C4 NGB 27 NGB O4 O4 O 0 1 N N N 23.237 3.406 -5.714 -6.278 -1.939 -0.272 O4 NGB 28 NGB C5 C5 C 0 1 N N R 23.324 5.610 -6.823 -4.863 0.020 -0.184 C5 NGB 29 NGB O5 O5 O 0 1 N N N 24.255 6.402 -7.553 -3.575 0.484 0.226 O5 NGB 30 NGB C6 C6 C 0 1 N N N 22.999 6.362 -5.533 -5.948 0.837 0.521 C6 NGB 31 NGB O6 O6 O 0 1 N N N 24.184 6.699 -4.813 -5.881 2.196 0.084 O6 NGB 32 NGB H1 H1 H 0 1 N N N 28.469 14.090 -13.228 1.928 -2.583 1.470 H1 NGB 33 NGB H2 H2 H 0 1 N N N 30.564 10.489 -12.273 5.229 -3.149 -1.171 H2 NGB 34 NGB H3 H3 H 0 1 N N N 28.823 9.935 -10.584 5.271 -0.734 -1.643 H3 NGB 35 NGB H4 H4 H 0 1 N N N 26.723 13.541 -11.572 1.962 -0.167 1.002 H4 NGB 36 NGB H5 H5 H 0 1 N N N 28.089 10.623 -8.721 2.727 1.682 1.126 H5 NGB 37 NGB H6 H6 H 0 1 N N N 25.134 11.081 -8.058 2.892 3.470 -1.344 H6 NGB 38 NGB H7 H7 H 0 1 N N N 26.128 12.715 -6.699 4.935 3.195 -0.133 H7 NGB 39 NGB H8 H8 H 0 1 N N N 27.478 10.168 -6.331 1.890 4.057 1.481 H8 NGB 40 NGB H9 H9 H 0 1 N N N 25.761 9.974 -4.759 2.874 5.904 0.326 H9 NGB 41 NGB H10 H10 H 0 1 N N N 24.999 8.725 -7.348 0.382 3.862 -1.168 H10 NGB 42 NGB H11 H11 H 0 1 N N N 25.702 8.057 -5.224 -0.522 5.395 0.427 H11 NGB 43 NGB H12 H12 H 0 1 N N N 27.977 8.481 -7.935 0.332 2.055 1.293 H12 NGB 44 NGB H13 H13 H 0 1 N N N 26.566 6.301 -7.724 -1.850 2.337 0.079 H13 NGB 45 NGB H14 H14 H 0 1 N N N 27.564 6.553 -9.196 -1.049 1.791 -1.415 H14 NGB 46 NGB H15 H15 H 0 1 N N N 23.657 5.894 -9.474 -2.555 -0.085 -1.479 H15 NGB 47 NGB H16 H16 H 0 1 N N N 26.061 4.535 -8.192 -2.428 -1.799 1.045 H16 NGB 48 NGB H17 H17 H 0 1 N N N 25.708 3.055 -9.965 -0.599 -2.061 -0.473 H17 NGB 49 NGB H18 H18 H 0 1 N N N 23.176 3.580 -8.490 -3.979 -2.190 -1.558 H18 NGB 50 NGB H19 H19 H 0 1 N N N 24.129 1.750 -7.366 -3.291 -4.194 -0.450 H19 NGB 51 NGB H20 H20 H 0 1 N N N 24.995 4.418 -6.183 -4.953 -1.569 1.270 H20 NGB 52 NGB H21 H21 H 0 1 N N N 23.160 3.829 -4.867 -6.439 -2.872 -0.074 H21 NGB 53 NGB H22 H22 H 0 1 N N N 22.399 5.468 -7.401 -4.965 0.136 -1.263 H22 NGB 54 NGB H23 H23 H 0 1 N N N 22.458 7.286 -5.784 -6.928 0.426 0.279 H23 NGB 55 NGB H24 H24 H 0 1 N N N 22.364 5.726 -4.899 -5.792 0.794 1.599 H24 NGB 56 NGB H25 H25 H 0 1 N N N 23.951 7.164 -4.018 -6.541 2.773 0.491 H25 NGB 57 # # 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 NGB O13 N1 DOUB N N 1 NGB O14 N1 SING N N 2 NGB N1 C16 SING N N 3 NGB C16 C17 DOUB Y N 4 NGB C16 C15 SING Y N 5 NGB C17 C18 SING Y N 6 NGB C15 C14 DOUB Y N 7 NGB C18 C13 DOUB Y N 8 NGB C14 C13 SING Y N 9 NGB C13 O7 SING N N 10 NGB O7 C7 SING N N 11 NGB O2 C2 SING N N 12 NGB O12 C1 SING N N 13 NGB O12 C12 SING N N 14 NGB O11 C7 SING N N 15 NGB O11 C11 SING N N 16 NGB C7 C8 SING N N 17 NGB C1 C2 SING N N 18 NGB C1 O5 SING N N 19 NGB C2 C3 SING N N 20 NGB C12 C11 SING N N 21 NGB C11 C10 SING N N 22 NGB C3 O3 SING N N 23 NGB C3 C4 SING N N 24 NGB C8 O8 SING N N 25 NGB C8 C9 SING N N 26 NGB O5 C5 SING N N 27 NGB C10 C9 SING N N 28 NGB C10 O10 SING N N 29 NGB C5 C4 SING N N 30 NGB C5 C6 SING N N 31 NGB C9 O9 SING N N 32 NGB C4 O4 SING N N 33 NGB C6 O6 SING N N 34 NGB C17 H1 SING N N 35 NGB C15 H2 SING N N 36 NGB C14 H3 SING N N 37 NGB C18 H4 SING N N 38 NGB C7 H5 SING N N 39 NGB C8 H6 SING N N 40 NGB O8 H7 SING N N 41 NGB C9 H8 SING N N 42 NGB O9 H9 SING N N 43 NGB C10 H10 SING N N 44 NGB O10 H11 SING N N 45 NGB C11 H12 SING N N 46 NGB C12 H13 SING N N 47 NGB C12 H14 SING N N 48 NGB C1 H15 SING N N 49 NGB C2 H16 SING N N 50 NGB O2 H17 SING N N 51 NGB C3 H18 SING N N 52 NGB O3 H19 SING N N 53 NGB C4 H20 SING N N 54 NGB O4 H21 SING N N 55 NGB C5 H22 SING N N 56 NGB C6 H23 SING N N 57 NGB C6 H24 SING N N 58 NGB O6 H25 SING N N 59 # # 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 NGB SMILES ACDLabs 12.01 "[O-][N+](=O)c3ccc(OC1OC(C(O)C(O)C1O)COC2OC(CO)C(O)C(O)C2O)cc3" NGB InChI InChI 1.03 "InChI=1S/C18H25NO13/c20-5-9-11(21)13(23)15(25)17(31-9)29-6-10-12(22)14(24)16(26)18(32-10)30-8-3-1-7(2-4-8)19(27)28/h1-4,9-18,20-26H,5-6H2/t9-,10-,11-,12-,13+,14+,15-,16-,17-,18-/m1/s1" NGB InChIKey InChI 1.03 ISCYUJSLZREARS-NNUBVHJDSA-N NGB SMILES_CANONICAL CACTVS 3.385 "OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](Oc3ccc(cc3)[N+]([O-])=O)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O" NGB SMILES CACTVS 3.385 "OC[CH]1O[CH](OC[CH]2O[CH](Oc3ccc(cc3)[N+]([O-])=O)[CH](O)[CH](O)[CH]2O)[CH](O)[CH](O)[CH]1O" NGB SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1[N+](=O)[O-])O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)O" NGB SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1[N+](=O)[O-])OC2C(C(C(C(O2)COC3C(C(C(C(O3)CO)O)O)O)O)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 NGB "SYSTEMATIC NAME" ACDLabs 12.01 "4-nitrophenyl 6-O-beta-D-glucopyranosyl-beta-D-glucopyranoside" NGB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6S)-6-(4-nitrophenoxy)-3,4,5-tris(oxidanyl)oxan-2-yl]methoxy]oxane-3,4,5-triol" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site NGB "Create component" 2013-08-13 RCSB NGB "Modify synonyms" 2013-08-13 RCSB NGB "Initial release" 2014-06-25 RCSB NGB "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id NGB _pdbx_chem_comp_synonyms.name P-NITROPHENYL-GENTIOBIOSIDE _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##