data_BG8
#

_chem_comp.id                                   BG8
_chem_comp.name                                 "2-(benzoylamino)-2-deoxy-beta-D-glucopyranose"
_chem_comp.type                                 "D-saccharide, beta linking"
_chem_comp.pdbx_type                            ATOMS
_chem_comp.formula                              "C13 H17 N O6"
_chem_comp.mon_nstd_parent_comp_id              GCS
_chem_comp.pdbx_synonyms                        
;N-benzoyl-beta-D-glucosamine; 2-(benzoylamino)-2-deoxy-beta-D-glucose; 2-(benzoylamino)-2-deoxy-D-glucose;
2-(benzoylamino)-2-deoxy-glucose
;

_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2015-06-02
_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                       283.277
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    BG8
_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       5BRD
_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  BG8  N-benzoyl-beta-D-glucosamine               PDB  ?  
2  BG8  "2-(benzoylamino)-2-deoxy-beta-D-glucose"  PDB  ?  
3  BG8  "2-(benzoylamino)-2-deoxy-D-glucose"       PDB  ?  
4  BG8  "2-(benzoylamino)-2-deoxy-glucose"         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
BG8  C3    C01  C  0  1  N  N  R   9.736  -11.460  33.975  -1.414  -1.376   0.023  C3    BG8   1  
BG8  C2    C02  C  0  1  N  N  R   8.455  -10.665  33.683  -0.584  -0.127   0.334  C2    BG8   2  
BG8  C1    C03  C  0  1  N  N  R   8.707   -9.162  33.658  -1.161   1.065  -0.435  C1    BG8   3  
BG8  O5    O04  O  0  1  N  N  N   9.631   -8.944  32.607  -2.533   1.242  -0.077  O5    BG8   4  
BG8  C5    C05  C  0  1  N  N  R  10.934   -9.543  32.937  -3.367   0.124  -0.388  C5    BG8   5  
BG8  C4    C06  C  0  1  N  N  S  10.842  -11.062  33.093  -2.878  -1.105   0.383  C4    BG8   6  
BG8  N2    N07  N  0  1  N  N  N   7.493  -10.988  34.698   0.805  -0.348  -0.076  N2    BG8   7  
BG8  O4    O08  O  0  1  N  N  N  12.099  -11.547  33.683  -3.675  -2.237   0.029  O4    BG8   8  
BG8  O3    O09  O  0  1  N  N  N   9.459  -12.862  33.842  -0.927  -2.477   0.791  O3    BG8   9  
BG8  C6    C10  C  0  1  N  N  N  11.928   -9.154  31.856  -4.810   0.438   0.012  C6    BG8  10  
BG8  O1    O11  O  0  1  N  Y  N   7.536   -8.535  33.337  -0.426   2.245  -0.107  O1    BG8  11  
BG8  O6    O12  O  0  1  N  N  N  11.528   -9.697  30.622  -5.304   1.512  -0.790  O6    BG8  12  
BG8  C13   C13  C  0  1  N  N  N   6.263  -11.374  34.324   1.800   0.342   0.516  C13   BG8  13  
BG8  O15   O15  O  0  1  N  N  N   5.946  -11.443  33.148   1.545   1.148   1.389  O15   BG8  14  
BG8  C14   C14  C  0  1  Y  N  N   5.540  -11.445  36.711   4.235   0.832   0.713  C14   BG8  15  
BG8  C16   C16  C  0  1  Y  N  N   5.283  -11.777  35.394   3.202   0.119   0.102  C16   BG8  16  
BG8  C17   C17  C  0  1  Y  N  N   4.175  -12.532  35.064   3.498  -0.806  -0.900  C17   BG8  17  
BG8  C18   C18  C  0  1  Y  N  N   3.295  -12.926  36.042   4.808  -1.009  -1.281  C18   BG8  18  
BG8  C19   C19  C  0  1  Y  N  N   3.536  -12.581  37.354   5.828  -0.300  -0.671  C19   BG8  19  
BG8  C20   C20  C  0  1  Y  N  N   4.654  -11.835  37.692   5.541   0.618   0.323  C20   BG8  20  
BG8  H3    H1   H  0  1  N  N  N  10.028  -11.251  35.015  -1.338  -1.609  -1.039  H3    BG8  21  
BG8  H2    H2   H  0  1  N  N  N   8.073  -10.972  32.698  -0.620   0.078   1.404  H2    BG8  22  
BG8  H1    H3   H  0  1  N  N  N   9.109   -8.831  34.627  -1.087   0.877  -1.507  H1    BG8  23  
BG8  H5    H4   H  0  1  N  N  N  11.284   -9.124  33.892  -3.321  -0.076  -1.459  H5    BG8  24  
BG8  H4    H5   H  0  1  N  N  N  10.703  -11.513  32.099  -2.963  -0.920   1.454  H4    BG8  25  
BG8  HN21  H6   H  0  0  N  N  N   7.735  -10.927  35.666   1.008  -0.991  -0.773  HN21  BG8  26  
BG8  HO4   H7   H  0  1  N  Y  N  12.057  -12.490  33.786  -4.616  -2.133   0.226  HO4   BG8  27  
BG8  HO3   H8   H  0  1  N  Y  N   8.743  -13.100  34.419  -1.410  -3.303   0.646  HO3   BG8  28  
BG8  H61   H9   H  0  1  N  N  N  12.924   -9.541  32.119  -5.430  -0.446  -0.143  H61   BG8  29  
BG8  H62   H10  H  0  1  N  N  N  11.970   -8.058  31.776  -4.842   0.724   1.063  H62   BG8  30  
BG8  HO1   H11  H  0  1  N  Y  N   6.903   -8.671  34.032  -0.737   3.041  -0.559  HO1   BG8  31  
BG8  HO6   H12  H  0  1  N  Y  N  12.153   -9.451  29.950  -6.216   1.765  -0.591  HO6   BG8  32  
BG8  H13   H13  H  0  1  N  N  N   6.427  -10.885  36.969   4.012   1.552   1.487  H13   BG8  33  
BG8  H14   H14  H  0  1  N  N  N   4.000  -12.813  34.036   2.704  -1.361  -1.377  H14   BG8  34  
BG8  H15   H15  H  0  1  N  N  N   2.419  -13.503  35.784   5.039  -1.725  -2.057  H15   BG8  35  
BG8  H16   H16  H  0  1  N  N  N   2.848  -12.894  38.125   6.852  -0.463  -0.973  H16   BG8  36  
BG8  H17   H17  H  0  1  N  N  N   4.830  -11.560  38.721   6.340   1.173   0.792  H17   BG8  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
BG8  O6   C6    SING  N  N   1  
BG8  C6   C5    SING  N  N   2  
BG8  O5   C5    SING  N  N   3  
BG8  O5   C1    SING  N  N   4  
BG8  C5   C4    SING  N  N   5  
BG8  C4   O4    SING  N  N   6  
BG8  C4   C3    SING  N  N   7  
BG8  O15  C13   DOUB  N  N   8  
BG8  O1   C1    SING  N  N   9  
BG8  C1   C2    SING  N  N  10  
BG8  C2   C3    SING  N  N  11  
BG8  C2   N2    SING  N  N  12  
BG8  O3   C3    SING  N  N  13  
BG8  C13  N2    SING  N  N  14  
BG8  C13  C16   SING  N  N  15  
BG8  C17  C16   DOUB  Y  N  16  
BG8  C17  C18   SING  Y  N  17  
BG8  C16  C14   SING  Y  N  18  
BG8  C18  C19   DOUB  Y  N  19  
BG8  C14  C20   DOUB  Y  N  20  
BG8  C19  C20   SING  Y  N  21  
BG8  C3   H3    SING  N  N  22  
BG8  C2   H2    SING  N  N  23  
BG8  C1   H1    SING  N  N  24  
BG8  C5   H5    SING  N  N  25  
BG8  C4   H4    SING  N  N  26  
BG8  N2   HN21  SING  N  N  27  
BG8  O4   HO4   SING  N  N  28  
BG8  O3   HO3   SING  N  N  29  
BG8  C6   H61   SING  N  N  30  
BG8  C6   H62   SING  N  N  31  
BG8  O1   HO1   SING  N  N  32  
BG8  O6   HO6   SING  N  N  33  
BG8  C14  H13   SING  N  N  34  
BG8  C17  H14   SING  N  N  35  
BG8  C18  H15   SING  N  N  36  
BG8  C19  H16   SING  N  N  37  
BG8  C20  H17   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
BG8  SMILES            ACDLabs               12.01  "C2(C(NC(c1ccccc1)=O)C(OC(C2O)CO)O)O"  
BG8  InChI             InChI                 1.03   "InChI=1S/C13H17NO6/c15-6-8-10(16)11(17)9(13(19)20-8)14-12(18)7-4-2-1-3-5-7/h1-5,8-11,13,15-17,19H,6H2,(H,14,18)/t8-,9-,10-,11-,13-/m1/s1"  
BG8  InChIKey          InChI                 1.03   VSGKVJPCJOJUBP-VDWIVTDKSA-N  
BG8  SMILES_CANONICAL  CACTVS                3.385  "OC[C@H]1O[C@@H](O)[C@H](NC(=O)c2ccccc2)[C@@H](O)[C@@H]1O"  
BG8  SMILES            CACTVS                3.385  "OC[CH]1O[CH](O)[CH](NC(=O)c2ccccc2)[CH](O)[CH]1O"  
BG8  SMILES_CANONICAL  "OpenEye OEToolkits"  1.9.2  "c1ccc(cc1)C(=O)N[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O)CO)O)O"  
BG8  SMILES            "OpenEye OEToolkits"  1.9.2  "c1ccc(cc1)C(=O)NC2C(C(C(OC2O)CO)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
BG8  "SYSTEMATIC NAME"  ACDLabs               12.01  "2-(benzoylamino)-2-deoxy-beta-D-glucopyranose"  
BG8  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.9.2  "N-[(2R,3R,4R,5S,6R)-6-(hydroxymethyl)-2,4,5-tris(oxidanyl)oxan-3-yl]benzamide"  
#
_pdbx_chem_comp_related.comp_id            BG8
_pdbx_chem_comp_related.related_comp_id    GCS
_pdbx_chem_comp_related.relationship_type  "Carbohydrate core"
_pdbx_chem_comp_related.details            ?
#   #
loop_
_pdbx_chem_comp_atom_related.ordinal
_pdbx_chem_comp_atom_related.comp_id
_pdbx_chem_comp_atom_related.atom_id
_pdbx_chem_comp_atom_related.related_comp_id
_pdbx_chem_comp_atom_related.related_atom_id
_pdbx_chem_comp_atom_related.related_type
 1  BG8  C3    GCS  C3    "Carbohydrate core"  
 2  BG8  C2    GCS  C2    "Carbohydrate core"  
 3  BG8  C1    GCS  C1    "Carbohydrate core"  
 4  BG8  C5    GCS  C5    "Carbohydrate core"  
 5  BG8  C4    GCS  C4    "Carbohydrate core"  
 6  BG8  C6    GCS  C6    "Carbohydrate core"  
 7  BG8  N2    GCS  N2    "Carbohydrate core"  
 8  BG8  O5    GCS  O5    "Carbohydrate core"  
 9  BG8  O4    GCS  O4    "Carbohydrate core"  
10  BG8  O3    GCS  O3    "Carbohydrate core"  
11  BG8  O1    GCS  O1    "Carbohydrate core"  
12  BG8  O6    GCS  O6    "Carbohydrate core"  
13  BG8  H3    GCS  H3    "Carbohydrate core"  
14  BG8  H62   GCS  H62   "Carbohydrate core"  
15  BG8  HO1   GCS  HO1   "Carbohydrate core"  
16  BG8  HO6   GCS  HO6   "Carbohydrate core"  
17  BG8  H2    GCS  H2    "Carbohydrate core"  
18  BG8  H1    GCS  H1    "Carbohydrate core"  
19  BG8  H5    GCS  H5    "Carbohydrate core"  
20  BG8  H4    GCS  H4    "Carbohydrate core"  
21  BG8  HN21  GCS  HN21  "Carbohydrate core"  
22  BG8  HO4   GCS  HO4   "Carbohydrate core"  
23  BG8  HO3   GCS  HO3   "Carbohydrate core"  
24  BG8  H61   GCS  H61   "Carbohydrate core"  
#   #
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
BG8  "CARBOHYDRATE ISOMER"                  D         PDB  ?  
BG8  "CARBOHYDRATE RING"                    pyranose  PDB  ?  
BG8  "CARBOHYDRATE ANOMER"                  beta      PDB  ?  
BG8  "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
BG8  "Create component"          2015-06-02  RCSB  
BG8  "Initial release"           2015-06-17  RCSB  
BG8  "Other modification"        2020-07-03  RCSB  
BG8  "Modify parent residue"     2020-07-17  RCSB  
BG8  "Modify synonyms"           2020-07-17  RCSB  
BG8  "Modify internal type"      2020-07-17  RCSB  
BG8  "Modify linking type"       2020-07-17  RCSB  
BG8  "Modify atom id"            2020-07-17  RCSB  
BG8  "Modify component atom id"  2020-07-17  RCSB  
BG8  "Modify leaving atom flag"  2020-07-17  RCSB  
##
