data_AXP
#

_chem_comp.id                                   AXP
_chem_comp.name                                 "(1S)-4-acetamido-1,5-anhydro-2,4-dideoxy-1-phosphono-D-glycero-D-galacto-octitol"
_chem_comp.type                                 D-saccharide
_chem_comp.pdbx_type                            ATOMS
_chem_comp.formula                              "C10 H20 N O9 P"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "4-ACETAMIDO-2,4-DIDEXOY-D-GLYCERO-BETA-D-GALACTO-OCTOPYRANOSYLPHOSPHONIC ACID (AN AXIAL PHOSPHONATE)"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    1999-07-08
_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                       329.241
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    AXP
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  N
_chem_comp.pdbx_ideal_coordinates_details       ?
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       1DIL
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 RCSB
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     AXP
_pdbx_chem_comp_synonyms.name        "4-ACETAMIDO-2,4-DIDEXOY-D-GLYCERO-BETA-D-GALACTO-OCTOPYRANOSYLPHOSPHONIC ACID (AN AXIAL PHOSPHONATE)"
_pdbx_chem_comp_synonyms.provenance  PDB
_pdbx_chem_comp_synonyms.type        ?
#   #
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
AXP  P1    P1    P  0  1  N  N  N  43.289  52.356  45.755  -0.701  -0.087  -3.197  P1    AXP   1  
AXP  C2    C2    C  0  1  N  N  S  42.860  51.715  47.395  -0.428  -0.223  -1.400  C2    AXP   2  
AXP  C3    C3    C  0  1  N  N  N  41.545  51.035  47.666   0.679  -1.243  -1.128  C3    AXP   3  
AXP  C4    C4    C  0  1  N  N  S  41.408  50.423  49.099   0.878  -1.373   0.385  C4    AXP   4  
AXP  C5    C5    C  0  1  N  N  R  42.535  50.909  50.004   1.120   0.022   0.970  C5    AXP   5  
AXP  C6    C6    C  0  1  N  N  R  43.877  50.554  49.374  -0.020   0.948   0.542  C6    AXP   6  
AXP  C7    C7    C  0  1  N  N  R  45.137  51.000  50.148  -1.350   0.377   1.037  C7    AXP   7  
AXP  C8    C8    C  0  1  N  N  R  46.390  50.801  49.266  -1.394   0.439   2.565  C8    AXP   8  
AXP  C9    C9    C  0  1  N  N  N  47.644  51.190  50.039  -2.783   0.022   3.053  C9    AXP   9  
AXP  C10   C10   C  0  1  N  N  N  42.817  50.740  52.406   3.531   0.318   1.153  C10   AXP  10  
AXP  C11   C11   C  0  1  N  N  N  42.555  49.895  53.647   4.840   0.860   0.640  C11   AXP  11  
AXP  N5    N5    N  0  1  N  N  N  42.369  50.240  51.258   2.392   0.549   0.471  N5    AXP  12  
AXP  O1P   O1P   O  0  1  N  N  N  44.581  51.931  45.269  -1.101  -1.406  -3.736  O1P   AXP  13  
AXP  O2P   O2P   O  0  1  N  N  N  42.112  52.189  44.818   0.659   0.393  -3.912  O2P   AXP  14  
AXP  O3P   O3P   O  0  1  N  N  N  43.639  53.857  46.141  -1.866   0.985  -3.484  O3P   AXP  15  
AXP  O4    O4    O  0  1  N  N  N  40.181  50.779  49.679  -0.288  -1.946   0.978  O4    AXP  16  
AXP  O6    O6    O  0  1  N  N  N  43.974  51.151  48.059  -0.049   1.050  -0.882  O6    AXP  17  
AXP  O7    O7    O  0  1  N  N  N  45.007  52.359  50.518  -2.429   1.144   0.498  O7    AXP  18  
AXP  O8    O8    O  0  1  N  N  N  46.482  49.443  48.863  -0.414  -0.447   3.107  O8    AXP  19  
AXP  O9    O9    O  0  1  N  N  N  47.840  50.259  51.081  -2.825   0.081   4.480  O9    AXP  20  
AXP  O10   O10   O  0  1  N  N  N  43.416  51.813  52.477   3.503  -0.325   2.180  O10   AXP  21  
AXP  H2    H2    H  0  1  N  N  N  42.569  52.672  47.887  -1.349  -0.551  -0.917  H2    AXP  22  
AXP  H32   H31   H  0  1  N  N  N  40.699  51.732  47.460   1.607  -0.906  -1.591  H32   AXP  23  
AXP  H31   H32   H  0  1  N  N  N  41.345  50.257  46.892   0.394  -2.210  -1.543  H31   AXP  24  
AXP  H4    H4    H  0  1  N  N  N  41.463  49.314  48.994   1.741  -2.008   0.587  H4    AXP  25  
AXP  H5    H5    H  0  1  N  N  N  42.507  52.014  50.145   1.151  -0.038   2.057  H5    AXP  26  
AXP  H6    H6    H  0  1  N  N  N  43.874  49.439  49.367   0.131   1.937   0.973  H6    AXP  27  
AXP  H7    H7    H  0  1  N  N  N  45.247  50.382  51.069  -1.444  -0.659   0.713  H7    AXP  28  
AXP  H8    H8    H  0  1  N  N  N  46.302  51.451  48.364  -1.185   1.457   2.894  H8    AXP  29  
AXP  H92   H91   H  0  1  N  N  N  48.538  51.287  49.380  -3.532   0.699   2.640  H92   AXP  30  
AXP  H91   H92   H  0  1  N  N  N  47.608  52.241  50.407  -2.993  -0.995   2.725  H91   AXP  31  
AXP  H111  H111  H  0  0  N  N  N  42.930  50.314  54.609   5.643   0.574   1.319  H111  AXP  32  
AXP  H113  H112  H  0  0  N  N  N  41.465  49.671  53.730   5.039   0.452  -0.350  H113  AXP  33  
AXP  H112  H113  H  0  0  N  N  N  42.959  48.866  53.497   4.785   1.947   0.580  H112  AXP  34  
AXP  HN5   HN5   H  0  1  N  N  N  41.896  49.339  51.339   2.415   1.065  -0.350  HN5   AXP  35  
AXP  HOP2  HOP2  H  0  0  N  N  N  42.336  52.525  43.958   0.884   1.253  -3.533  HOP2  AXP  36  
AXP  HOP3  HOP3  H  0  0  N  N  N  43.863  54.193  45.281  -1.978   1.026  -4.443  HOP3  AXP  37  
AXP  HO4   HO4   H  0  1  N  Y  N  40.097  50.407  50.549  -0.401  -2.821   0.582  HO4   AXP  38  
AXP  HO7   HO7   H  0  1  N  Y  N  45.782  52.633  50.994  -2.266   2.065   0.742  HO7   AXP  39  
AXP  HO8   HO8   H  0  1  N  Y  N  47.252  49.320  48.320  -0.715  -1.346   2.918  HO8   AXP  40  
AXP  HO9   HO9   H  0  1  N  Y  N  48.621  50.501  51.563  -3.715  -0.188   4.745  HO9   AXP  41  
#   #
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
AXP  P1   C2    SING  N  N   1  
AXP  P1   O1P   DOUB  N  N   2  
AXP  P1   O2P   SING  N  N   3  
AXP  P1   O3P   SING  N  N   4  
AXP  C2   C3    SING  N  N   5  
AXP  C2   O6    SING  N  N   6  
AXP  C2   H2    SING  N  N   7  
AXP  C3   C4    SING  N  N   8  
AXP  C3   H32   SING  N  N   9  
AXP  C3   H31   SING  N  N  10  
AXP  C4   C5    SING  N  N  11  
AXP  C4   O4    SING  N  N  12  
AXP  C4   H4    SING  N  N  13  
AXP  C5   C6    SING  N  N  14  
AXP  C5   N5    SING  N  N  15  
AXP  C5   H5    SING  N  N  16  
AXP  C6   C7    SING  N  N  17  
AXP  C6   O6    SING  N  N  18  
AXP  C6   H6    SING  N  N  19  
AXP  C7   C8    SING  N  N  20  
AXP  C7   O7    SING  N  N  21  
AXP  C7   H7    SING  N  N  22  
AXP  C8   C9    SING  N  N  23  
AXP  C8   O8    SING  N  N  24  
AXP  C8   H8    SING  N  N  25  
AXP  C9   O9    SING  N  N  26  
AXP  C9   H92   SING  N  N  27  
AXP  C9   H91   SING  N  N  28  
AXP  C10  C11   SING  N  N  29  
AXP  C10  N5    SING  N  N  30  
AXP  C10  O10   DOUB  N  N  31  
AXP  C11  H111  SING  N  N  32  
AXP  C11  H113  SING  N  N  33  
AXP  C11  H112  SING  N  N  34  
AXP  N5   HN5   SING  N  N  35  
AXP  O2P  HOP2  SING  N  N  36  
AXP  O3P  HOP3  SING  N  N  37  
AXP  O4   HO4   SING  N  N  38  
AXP  O7   HO7   SING  N  N  39  
AXP  O8   HO8   SING  N  N  40  
AXP  O9   HO9   SING  N  N  41  
#   #
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
AXP  SMILES            ACDLabs               10.04  "O=P(O)(O)C1OC(C(NC(=O)C)C(O)C1)C(O)C(O)CO"  
AXP  SMILES_CANONICAL  CACTVS                3.341  "CC(=O)N[C@@H]1[C@@H](O)C[C@@H](O[C@H]1[C@H](O)[C@H](O)CO)[P](O)(O)=O"  
AXP  SMILES            CACTVS                3.341  "CC(=O)N[CH]1[CH](O)C[CH](O[CH]1[CH](O)[CH](O)CO)[P](O)(O)=O"  
AXP  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "CC(=O)N[C@@H]1[C@H](C[C@@H](O[C@H]1[C@@H]([C@@H](CO)O)O)P(=O)(O)O)O"  
AXP  SMILES            "OpenEye OEToolkits"  1.5.0  "CC(=O)NC1C(CC(OC1C(C(CO)O)O)P(=O)(O)O)O"  
AXP  InChI             InChI                 1.03   "InChI=1S/C10H20NO9P/c1-4(13)11-8-5(14)2-7(21(17,18)19)20-10(8)9(16)6(15)3-12/h5-10,12,14-16H,2-3H2,1H3,(H,11,13)(H2,17,18,19)/t5-,6+,7-,8+,9+,10+/m0/s1"  
AXP  InChIKey          InChI                 1.03   QITAGYVZDNZULE-HDBWYCHPSA-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
AXP  "SYSTEMATIC NAME"  ACDLabs               10.04  "(1S)-4-(acetylamino)-1,5-anhydro-2,4-dideoxy-1-phosphono-D-glycero-D-galacto-octitol"  
AXP  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "[(2S,4S,5R,6R)-5-acetamido-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxan-2-yl]phosphonic acid"  
#   #
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
AXP  "CARBOHYDRATE ISOMER"                  D         PDB  ?  
AXP  "CARBOHYDRATE RING"                    pyranose  PDB  ?  
AXP  "CARBOHYDRATE PRIMARY CARBONYL GROUP"  ketose    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
AXP  "Create component"          1999-07-08  RCSB  
AXP  "Modify descriptor"         2011-06-04  RCSB  
AXP  "Other modification"        2020-07-03  RCSB  
AXP  "Modify name"               2020-07-17  RCSB  
AXP  "Modify synonyms"           2020-07-17  RCSB  
AXP  "Modify linking type"       2020-07-17  RCSB  
AXP  "Modify atom id"            2020-07-17  RCSB  
AXP  "Modify component atom id"  2020-07-17  RCSB  
AXP  "Modify leaving atom flag"  2020-07-17  RCSB  
##
