data_NBX
#

_chem_comp.id                                   NBX
_chem_comp.name                                 "N-{[(4-aminophenyl)carbonyl]carbamoyl}-beta-D-glucopyranosylamine"
_chem_comp.type                                 D-saccharide
_chem_comp.pdbx_type                            ATOMS
_chem_comp.formula                              "C14 H19 N3 O7"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        
;N-{[(4-aminophenyl)carbonyl]carbamoyl}-beta-D-glucosylamine; N-{[(4-aminophenyl)carbonyl]carbamoyl}-D-glucosylamine;
N-{[(4-aminophenyl)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                       341.317
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    NBX
_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       2QN9
_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  NBX  "N-{[(4-aminophenyl)carbonyl]carbamoyl}-beta-D-glucosylamine"  PDB  ?  
2  NBX  "N-{[(4-aminophenyl)carbonyl]carbamoyl}-D-glucosylamine"       PDB  ?  
3  NBX  "N-{[(4-aminophenyl)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
NBX  O5    O5    O  0  1  N  N  N  32.926  21.721  28.261   2.590   0.792  -0.521  O5    NBX   1  
NBX  C1    C1    C  0  1  N  N  R  33.114  23.153  27.872   2.021  -0.326   0.163  C1    NBX   2  
NBX  C2    C2    C  0  1  N  N  R  33.712  23.141  26.448   2.844  -1.581  -0.141  C2    NBX   3  
NBX  O2    O2    O  0  1  N  N  N  33.923  24.502  26.065   2.312  -2.690   0.587  O2    NBX   4  
NBX  C3    C3    C  0  1  N  N  S  32.671  22.476  25.485   4.298  -1.343   0.278  C3    NBX   5  
NBX  O3    O3    O  0  1  N  N  N  33.168  22.510  24.137   5.088  -2.482  -0.069  O3    NBX   6  
NBX  C4    C4    C  0  1  N  N  S  32.481  21.019  25.949   4.832  -0.106  -0.451  C4    NBX   7  
NBX  O4    O4    O  0  1  N  N  N  31.522  20.318  25.140   6.164   0.168  -0.012  O4    NBX   8  
NBX  C5    C5    C  0  1  N  N  R  32.000  20.991  27.417   3.933   1.091  -0.134  C5    NBX   9  
NBX  C6    C6    C  0  1  N  N  N  31.873  19.519  27.934   4.425   2.317  -0.906  C6    NBX  10  
NBX  O6    O6    O  0  1  N  N  N  32.982  18.709  27.439   3.658   3.460  -0.524  O6    NBX  11  
NBX  N1    N1    N  0  1  N  N  N  34.062  23.770  28.789   0.642  -0.525  -0.289  N1    NBX  12  
NBX  C7    C7    C  0  1  N  N  N  33.699  24.066  29.996  -0.380   0.011   0.409  C7    NBX  13  
NBX  O7    O7    O  0  1  N  N  N  32.530  23.869  30.358  -0.156   0.659   1.412  O7    NBX  14  
NBX  N2    N2    N  0  1  N  N  N  34.625  24.592  30.779  -1.648  -0.172  -0.007  N2    NBX  15  
NBX  C8    C8    C  0  1  N  N  N  34.400  25.003  32.007  -2.670   0.364   0.691  C8    NBX  16  
NBX  O8    O8    O  0  1  N  N  N  33.282  24.964  32.505  -2.446   1.012   1.694  O8    NBX  17  
NBX  C9    C9    C  0  1  Y  N  N  35.535  25.523  32.878  -4.058   0.164   0.236  C9    NBX  18  
NBX  C10   C10   C  0  1  Y  N  N  36.847  25.721  32.350  -5.119   0.719   0.959  C10   NBX  19  
NBX  C11   C11   C  0  1  Y  N  N  37.892  26.181  33.207  -6.409   0.531   0.533  C11   NBX  20  
NBX  C12   C12   C  0  1  Y  N  N  37.622  26.435  34.589  -6.663  -0.212  -0.617  C12   NBX  21  
NBX  C13   C13   C  0  1  Y  N  N  36.322  26.241  35.106  -5.609  -0.766  -1.338  C13   NBX  22  
NBX  C14   C14   C  0  1  Y  N  N  35.292  25.787  34.262  -4.316  -0.577  -0.922  C14   NBX  23  
NBX  N3    N3    N  0  1  N  N  N  38.640  26.879  35.443  -7.972  -0.401  -1.045  N3    NBX  24  
NBX  H1    H1    H  0  1  N  N  N  32.168  23.714  27.905   2.029  -0.138   1.237  H1    NBX  25  
NBX  H2    H2    H  0  1  N  N  N  34.658  22.581  26.407   2.802  -1.794  -1.210  H2    NBX  26  
NBX  HO2   HO2   H  0  1  N  Y  N  33.970  25.047  26.842   1.391  -2.894   0.374  HO2   NBX  27  
NBX  H3    H3    H  0  1  N  N  N  31.712  23.014  25.509   4.344  -1.182   1.355  H3    NBX  28  
NBX  HO3   HO3   H  0  1  N  Y  N  32.437  22.518  23.530   4.801  -3.303   0.352  HO3   NBX  29  
NBX  H4    H4    H  0  1  N  N  N  33.455  20.518  25.851   4.833  -0.289  -1.525  H4    NBX  30  
NBX  HO4   HO4   H  0  1  N  Y  N  30.733  20.163  25.646   6.789  -0.552  -0.177  HO4   NBX  31  
NBX  H5    H5    H  0  1  N  N  N  31.010  21.468  27.460   3.965   1.298   0.936  H5    NBX  32  
NBX  H61   H6    H  0  1  N  N  N  31.889  19.520  29.034   5.476   2.492  -0.678  H61   NBX  33  
NBX  H62   H6A   H  0  1  N  N  N  30.927  19.092  27.569   4.309   2.143  -1.976  H62   NBX  34  
NBX  HO6   HO6   H  0  1  N  Y  N  32.858  18.533  26.514   3.916   4.276  -0.975  HO6   NBX  35  
NBX  HN1   HN1   H  0  1  N  N  N  34.995  23.965  28.486   0.463  -1.043  -1.090  HN1   NBX  36  
NBX  HN2   HN2   H  0  1  N  N  N  35.552  24.683  30.415  -1.827  -0.690  -0.808  HN2   NBX  37  
NBX  H10   H10   H  0  1  N  N  N  37.048  25.524  31.307  -4.922   1.295   1.851  H10   NBX  38  
NBX  H11   H11   H  0  1  N  N  N  38.885  26.337  32.813  -7.228   0.959   1.091  H11   NBX  39  
NBX  H13   H13   H  0  1  N  N  N  36.119  26.441  36.148  -5.810  -1.342  -2.230  H13   NBX  40  
NBX  H14   H14   H  0  1  N  N  N  34.302  25.635  34.666  -3.499  -1.003  -1.484  H14   NBX  41  
NBX  HN3   HN3   H  0  1  N  N  N  39.488  26.985  34.924  -8.707  -0.016  -0.543  HN3   NBX  42  
NBX  HN3A  HN3A  H  0  0  N  N  N  38.381  27.759  35.841  -8.150  -0.919  -1.846  HN3A  NBX  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
NBX  O5   C1    SING  N  N   1  
NBX  O5   C5    SING  N  N   2  
NBX  C1   C2    SING  N  N   3  
NBX  C1   N1    SING  N  N   4  
NBX  C2   O2    SING  N  N   5  
NBX  C2   C3    SING  N  N   6  
NBX  C3   O3    SING  N  N   7  
NBX  C3   C4    SING  N  N   8  
NBX  C4   O4    SING  N  N   9  
NBX  C4   C5    SING  N  N  10  
NBX  C5   C6    SING  N  N  11  
NBX  C6   O6    SING  N  N  12  
NBX  N1   C7    SING  N  N  13  
NBX  C7   O7    DOUB  N  N  14  
NBX  C7   N2    SING  N  N  15  
NBX  N2   C8    SING  N  N  16  
NBX  C8   O8    DOUB  N  N  17  
NBX  C8   C9    SING  N  N  18  
NBX  C9   C10   DOUB  Y  N  19  
NBX  C9   C14   SING  Y  N  20  
NBX  C10  C11   SING  Y  N  21  
NBX  C11  C12   DOUB  Y  N  22  
NBX  C12  C13   SING  Y  N  23  
NBX  C12  N3    SING  N  N  24  
NBX  C13  C14   DOUB  Y  N  25  
NBX  C1   H1    SING  N  N  26  
NBX  C2   H2    SING  N  N  27  
NBX  O2   HO2   SING  N  N  28  
NBX  C3   H3    SING  N  N  29  
NBX  O3   HO3   SING  N  N  30  
NBX  C4   H4    SING  N  N  31  
NBX  O4   HO4   SING  N  N  32  
NBX  C5   H5    SING  N  N  33  
NBX  C6   H61   SING  N  N  34  
NBX  C6   H62   SING  N  N  35  
NBX  O6   HO6   SING  N  N  36  
NBX  N1   HN1   SING  N  N  37  
NBX  N2   HN2   SING  N  N  38  
NBX  C10  H10   SING  N  N  39  
NBX  C11  H11   SING  N  N  40  
NBX  C13  H13   SING  N  N  41  
NBX  C14  H14   SING  N  N  42  
NBX  N3   HN3   SING  N  N  43  
NBX  N3   HN3A  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
NBX  SMILES            ACDLabs               10.04  "O=C(NC1OC(C(O)C(O)C1O)CO)NC(=O)c2ccc(N)cc2"  
NBX  SMILES_CANONICAL  CACTVS                3.341  "Nc1ccc(cc1)C(=O)NC(=O)N[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O"  
NBX  SMILES            CACTVS                3.341  "Nc1ccc(cc1)C(=O)NC(=O)N[CH]2O[CH](CO)[CH](O)[CH](O)[CH]2O"  
NBX  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"  
NBX  SMILES            "OpenEye OEToolkits"  1.5.0  "c1cc(ccc1C(=O)NC(=O)NC2C(C(C(C(O2)CO)O)O)O)N"  
NBX  InChI             InChI                 1.03   "InChI=1S/C14H19N3O7/c15-7-3-1-6(2-4-7)12(22)16-14(23)17-13-11(21)10(20)9(19)8(5-18)24-13/h1-4,8-11,13,18-21H,5,15H2,(H2,16,17,22,23)/t8-,9-,10+,11-,13-/m1/s1"  
NBX  InChIKey          InChI                 1.03   PVSVRIIRRQSFIR-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
NBX  "SYSTEMATIC NAME"  ACDLabs               10.04  "N-{[(4-aminophenyl)carbonyl]carbamoyl}-beta-D-glucopyranosylamine"  
NBX  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "4-amino-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
NBX  "CARBOHYDRATE ISOMER"                  D         PDB  ?  
NBX  "CARBOHYDRATE RING"                    pyranose  PDB  ?  
NBX  "CARBOHYDRATE ANOMER"                  beta      PDB  ?  
NBX  "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
NBX  "Create component"          2008-02-13  RCSB  
NBX  "Modify aromatic_flag"      2011-06-04  RCSB  
NBX  "Modify descriptor"         2011-06-04  RCSB  
NBX  "Other modification"        2020-07-03  RCSB  
NBX  "Modify synonyms"           2020-07-17  RCSB  
NBX  "Modify internal type"      2020-07-17  RCSB  
NBX  "Modify linking type"       2020-07-17  RCSB  
NBX  "Modify atom id"            2020-07-17  RCSB  
NBX  "Modify component atom id"  2020-07-17  RCSB  
NBX  "Modify leaving atom flag"  2020-07-17  RCSB  
##
