data_PNJ
#

_chem_comp.id                                   PNJ
_chem_comp.name                                 "4-nitrophenyl 2-amino-2-deoxy-beta-D-glucopyranoside"
_chem_comp.type                                 D-saccharide
_chem_comp.pdbx_type                            ATOMS
_chem_comp.formula                              "C12 H16 N2 O7"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        
;PNP-BETA-D-GLUCOSAMINE; 4-nitrophenyl 2-amino-2-deoxy-beta-D-glucoside; 4-nitrophenyl 2-amino-2-deoxy-D-glucoside;
4-nitrophenyl 2-amino-2-deoxy-glucoside
;

_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2008-08-05
_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                       300.265
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    PNJ
_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       2VZU
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 EBI
#   #
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  PNJ  PNP-BETA-D-GLUCOSAMINE                            PDB  ?  
2  PNJ  "4-nitrophenyl 2-amino-2-deoxy-beta-D-glucoside"  PDB  ?  
3  PNJ  "4-nitrophenyl 2-amino-2-deoxy-D-glucoside"       PDB  ?  
4  PNJ  "4-nitrophenyl 2-amino-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
PNJ  C1    C1    C   0  1  N  N  S  50.836  40.612  71.124   1.146   0.810  -0.111  C1    PNJ   1  
PNJ  C2    C2    C   0  1  N  N  R  50.150  40.749  72.511   2.466   1.557   0.096  C2    PNJ   2  
PNJ  C4    C4    C   0  1  N  N  S  49.681  43.127  71.880   3.615  -0.656   0.172  C4    PNJ   3  
PNJ  C5    C5    C   0  1  N  N  R  50.072  42.747  70.424   2.250  -1.317  -0.038  C5    PNJ   4  
PNJ  C6    C6    C   0  1  N  N  N  50.480  43.903  69.472   2.226  -2.673   0.671  C6    PNJ   5  
PNJ  C7    C7    C   0  1  Y  N  N  52.934  39.681  70.459  -1.181   1.079   0.299  C7    PNJ   6  
PNJ  C8    C8    C   0  1  Y  N  N  52.534  39.705  69.126  -2.263   1.751   0.848  C8    PNJ   7  
PNJ  C9    C9    C   0  1  Y  N  N  53.416  39.370  68.123  -3.543   1.267   0.660  C9    PNJ   8  
PNJ  C10   C10   C   0  1  Y  N  N  54.707  38.995  68.442  -3.746   0.113  -0.075  C10   PNJ   9  
PNJ  C11   C11   C   0  1  Y  N  N  55.134  38.966  69.781  -2.668  -0.559  -0.622  C11   PNJ  10  
PNJ  C12   C12   C   0  1  Y  N  N  54.243  39.303  70.801  -1.387  -0.075  -0.443  C12   PNJ  11  
PNJ  N1    N1    N   1  1  N  N  N  55.544  38.678  67.430  -5.118  -0.404  -0.275  N1    PNJ  12  
PNJ  O1    O1    O   0  1  N  N  N  52.076  40.023  71.447   0.080   1.554   0.483  O1    PNJ  13  
PNJ  O3    O3    O   0  1  N  N  N  48.733  42.210  73.885   4.856   1.380  -0.236  O3    PNJ  14  
PNJ  O4    O4    O   0  1  N  N  N  48.753  44.157  71.880   4.634  -1.465  -0.419  O4    PNJ  15  
PNJ  C3    C3    C   0  1  N  N  R  49.082  41.875  72.557   3.611   0.725  -0.490  C3    PNJ  16  
PNJ  O5    O5    O   0  1  N  N  N  51.190  41.876  70.591   1.228  -0.478   0.502  O5    PNJ  17  
PNJ  O6    O6    O   0  1  N  N  N  51.690  44.454  69.958   0.997  -3.341   0.379  O6    PNJ  18  
PNJ  O7    O7    O  -1  1  N  N  N  56.942  38.677  67.668  -5.298  -1.421  -0.921  O7    PNJ  19  
PNJ  N2    N2    N   0  1  N  N  N  49.711  39.428  73.007   2.406   2.858  -0.584  N2    PNJ  20  
PNJ  O8    O8    O   0  1  N  N  N  55.029  38.406  66.127  -6.068   0.187   0.208  O8    PNJ  21  
PNJ  H8    H8    H   0  1  N  N  N  51.522  39.989  68.876  -2.105   2.652   1.422  H8    PNJ  22  
PNJ  H9    H9    H   0  1  N  N  N  53.100  39.400  67.091  -4.386   1.790   1.087  H9    PNJ  23  
PNJ  H11   H11   H   0  1  N  N  N  56.149  38.684  70.020  -2.829  -1.460  -1.195  H11   PNJ  24  
PNJ  H12   H12   H   0  1  N  N  N  54.554  39.274  71.835  -0.546  -0.600  -0.871  H12   PNJ  25  
PNJ  H1    H1    H   0  1  N  N  N  50.228  40.004  70.438   0.957   0.694  -1.178  H1    PNJ  26  
PNJ  H2    H2    H   0  1  N  N  N  50.946  41.079  73.194   2.635   1.711   1.162  H2    PNJ  27  
PNJ  H5    H5    H   0  1  N  N  N  49.232  42.202  69.969   2.077  -1.462  -1.105  H5    PNJ  28  
PNJ  H61   H61C  H   0  1  N  N  N  50.628  43.515  68.453   3.061  -3.280   0.323  H61   PNJ  29  
PNJ  H62   H62C  H   0  1  N  N  N  49.695  44.674  69.461   2.310  -2.521   1.747  H62   PNJ  30  
PNJ  H4    H4    H   0  1  N  N  N  50.592  43.419  72.422   3.808  -0.548   1.239  H4    PNJ  31  
PNJ  HO6   H6    H   0  1  N  Y  N  51.964  45.166  69.392   0.912  -4.209   0.797  HO6   PNJ  32  
PNJ  HO4   HA    H   0  1  N  Y  N  48.524  44.378  72.775   4.693  -2.356  -0.047  HO4   PNJ  33  
PNJ  H3    H3    H   0  1  N  N  N  48.197  41.550  71.990   3.468   0.615  -1.565  H3    PNJ  34  
PNJ  HO3   HB    H   0  1  N  Y  N  48.362  41.449  74.317   5.627   0.905  -0.575  HO3   PNJ  35  
PNJ  HN2   H21N  H   0  1  N  N  N  49.272  39.535  73.899   1.654   3.423  -0.218  HN2   PNJ  36  
PNJ  H22N  H22N  H   0  0  N  N  N  49.060  39.029  72.361   3.289   3.342  -0.516  H22N  PNJ  37  
#   #
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
PNJ  C8   C9    SING  Y  N   1  
PNJ  C8   C7    DOUB  Y  N   2  
PNJ  C9   C10   DOUB  Y  N   3  
PNJ  C10  N1    SING  N  N   4  
PNJ  C10  C11   SING  Y  N   5  
PNJ  N1   O8    DOUB  N  N   6  
PNJ  N1   O7    SING  N  N   7  
PNJ  C11  C12   DOUB  Y  N   8  
PNJ  C12  C7    SING  Y  N   9  
PNJ  C7   O1    SING  N  N  10  
PNJ  O1   C1    SING  N  N  11  
PNJ  C1   O5    SING  N  N  12  
PNJ  C1   C2    SING  N  N  13  
PNJ  O5   C5    SING  N  N  14  
PNJ  C5   C6    SING  N  N  15  
PNJ  C5   C4    SING  N  N  16  
PNJ  C6   O6    SING  N  N  17  
PNJ  C4   O4    SING  N  N  18  
PNJ  C4   C3    SING  N  N  19  
PNJ  C3   O3    SING  N  N  20  
PNJ  C3   C2    SING  N  N  21  
PNJ  C2   N2    SING  N  N  22  
PNJ  C8   H8    SING  N  N  23  
PNJ  C9   H9    SING  N  N  24  
PNJ  C11  H11   SING  N  N  25  
PNJ  C12  H12   SING  N  N  26  
PNJ  C1   H1    SING  N  N  27  
PNJ  C2   H2    SING  N  N  28  
PNJ  C5   H5    SING  N  N  29  
PNJ  C6   H61   SING  N  N  30  
PNJ  C6   H62   SING  N  N  31  
PNJ  C4   H4    SING  N  N  32  
PNJ  O6   HO6   SING  N  N  33  
PNJ  O4   HO4   SING  N  N  34  
PNJ  C3   H3    SING  N  N  35  
PNJ  O3   HO3   SING  N  N  36  
PNJ  N2   HN2   SING  N  N  37  
PNJ  N2   H22N  SING  N  N  38  
#   #
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
PNJ  InChI             InChI                 1.03   "InChI=1S/C12H16N2O7/c13-9-11(17)10(16)8(5-15)21-12(9)20-7-3-1-6(2-4-7)14(18)19/h1-4,8-12,15-17H,5,13H2/t8-,9-,10-,11-,12-/m1/s1"  
PNJ  InChIKey          InChI                 1.03   ZRNBGANFPXCMFT-LZQZFOIKSA-N  
PNJ  SMILES_CANONICAL  CACTVS                3.385  "N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1Oc2ccc(cc2)[N+]([O-])=O"  
PNJ  SMILES            CACTVS                3.385  "N[CH]1[CH](O)[CH](O)[CH](CO)O[CH]1Oc2ccc(cc2)[N+]([O-])=O"  
PNJ  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "c1cc(ccc1[N+](=O)[O-])O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)N"  
PNJ  SMILES            "OpenEye OEToolkits"  2.0.7  "c1cc(ccc1[N+](=O)[O-])OC2C(C(C(C(O2)CO)O)O)N"  
#
_pdbx_chem_comp_identifier.comp_id          PNJ
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.7
_pdbx_chem_comp_identifier.identifier       "(2~{R},3~{S},4~{R},5~{R},6~{S})-5-azanyl-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxane-3,4-diol"
#   #
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
PNJ  "CARBOHYDRATE ISOMER"                  D         PDB  ?  
PNJ  "CARBOHYDRATE RING"                    pyranose  PDB  ?  
PNJ  "CARBOHYDRATE ANOMER"                  beta      PDB  ?  
PNJ  "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
PNJ  "Create component"          2008-08-05  EBI   
PNJ  "Modify aromatic_flag"      2011-06-04  RCSB  
PNJ  "Modify descriptor"         2011-06-04  RCSB  
PNJ  "Other modification"        2019-10-16  PDBE  
PNJ  "Other modification"        2020-07-03  RCSB  
PNJ  "Modify name"               2020-07-17  RCSB  
PNJ  "Modify synonyms"           2020-07-17  RCSB  
PNJ  "Modify internal type"      2020-07-17  RCSB  
PNJ  "Modify linking type"       2020-07-17  RCSB  
PNJ  "Modify atom id"            2020-07-17  RCSB  
PNJ  "Modify component atom id"  2020-07-17  RCSB  
PNJ  "Modify leaving atom flag"  2020-07-17  RCSB  
##
