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        ?
##
