data_0LP
#

_chem_comp.id                                   0LP
_chem_comp.name                                 "5-acetamido-2,6-anhydro-3,5-dideoxy-3-[(2E)-3-phenylprop-2-en-1-yl]-D-glycero-L-altro-non-2-enonic acid"
_chem_comp.type                                 L-saccharide
_chem_comp.pdbx_type                            ATOMS
_chem_comp.formula                              "C20 H25 N O8"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "5-(acetylamino)-2,6-anhydro-3,5-dideoxy-3-[(2E)-3-phenylprop-2-en-1-yl]-D-glycero-L-altro-non-2-enonic acid"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2012-08-16
_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                       407.414
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    0LP
_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       4GB1
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 RCSB
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     0LP
_pdbx_chem_comp_synonyms.name        "5-(acetylamino)-2,6-anhydro-3,5-dideoxy-3-[(2E)-3-phenylprop-2-en-1-yl]-D-glycero-L-altro-non-2-enonic acid"
_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
0LP  C11   C11   C  0  1  N  N  N  -16.009  26.190   6.898   2.707   4.596   0.891  C11   0LP   1  
0LP  C10   C10   C  0  1  N  N  N  -16.563  25.661   8.212   2.250   3.504  -0.041  C10   0LP   2  
0LP  O10   O10   O  0  1  N  N  N  -15.853  25.721   9.220   2.087   3.741  -1.219  O10   0LP   3  
0LP  N5    N5    N  0  1  N  N  N  -17.827  25.148   8.138   2.021   2.264   0.435  N5    0LP   4  
0LP  C5    C5    C  0  1  N  N  R  -18.565  24.593   9.305   1.576   1.202  -0.471  C5    0LP   5  
0LP  C4    C4    C  0  1  N  N  S  -18.211  23.081   9.437   0.053   1.261  -0.627  C4    0LP   6  
0LP  O4    O4    O  0  1  N  N  N  -16.857  22.966   9.950  -0.301   2.385  -1.435  O4    0LP   7  
0LP  C6    C6    C  0  1  N  N  R  -20.105  24.836   9.131   1.947  -0.167   0.114  C6    0LP   8  
0LP  C7    C7    C  0  1  N  N  S  -20.673  26.165   9.644   3.458  -0.237   0.346  C7    0LP   9  
0LP  O7    O7    O  0  1  N  N  N  -19.658  27.049  10.155   3.847   0.790   1.260  O7    0LP  10  
0LP  C8    C8    C  0  1  N  N  R  -21.673  26.797   8.607   3.822  -1.603   0.929  C8    0LP  11  
0LP  O8    O8    O  0  1  N  N  N  -22.168  25.922   7.558   3.053  -1.837   2.111  O8    0LP  12  
0LP  C9    C9    C  0  1  N  N  N  -21.059  28.021   7.956   5.312  -1.629   1.277  C9    0LP  13  
0LP  O9    O9    O  0  1  N  N  N  -21.926  29.080   8.315   5.677  -2.940   1.713  O9    0LP  14  
0LP  O6    O6    O  0  1  N  N  N  -20.935  23.949   9.873   1.556  -1.177  -0.821  O6    0LP  15  
0LP  C2    C2    C  0  1  N  N  N  -20.510  22.769  10.443   0.307  -1.100  -1.340  C2    0LP  16  
0LP  C1    C1    C  0  1  N  N  N  -21.605  22.227  11.179  -0.255  -2.294  -1.997  C1    0LP  17  
0LP  O1B   O1B   O  0  1  N  N  N  -21.434  21.328  12.064  -0.126  -2.454  -3.329  O1B   0LP  18  
0LP  O1A   O1A   O  0  1  N  N  N  -22.778  22.686  10.914  -0.835  -3.134  -1.338  O1A   0LP  19  
0LP  C3    C3    C  0  1  N  N  N  -19.164  22.285  10.172  -0.433  -0.003  -1.285  C3    0LP  20  
0LP  CAQ   CAQ   C  0  1  N  N  N  -18.719  20.837  10.439  -1.808  -0.020  -1.901  CAQ   0LP  21  
0LP  CAI   CAI   C  0  1  N  N  N  -17.918  20.579  11.715  -2.829  -0.344  -0.842  CAI   0LP  22  
0LP  CAJ   CAJ   C  0  1  N  N  N  -16.668  19.972  11.575  -3.854   0.471  -0.637  CAJ   0LP  23  
0LP  CAX   CAX   C  0  1  Y  N  N  -15.893  19.739  12.883  -4.856   0.153   0.402  CAX   0LP  24  
0LP  CAN   CAN   C  0  1  Y  N  N  -16.535  19.165  13.997  -4.723  -1.003   1.173  CAN   0LP  25  
0LP  CAL   CAL   C  0  1  Y  N  N  -15.880  18.922  15.209  -5.662  -1.294   2.141  CAL   0LP  26  
0LP  CAK   CAK   C  0  1  Y  N  N  -14.537  19.262  15.331  -6.733  -0.444   2.348  CAK   0LP  27  
0LP  CAM   CAM   C  0  1  Y  N  N  -13.865  19.831  14.238  -6.871   0.703   1.587  CAM   0LP  28  
0LP  CAO   CAO   C  0  1  Y  N  N  -14.538  20.069  13.021  -5.935   1.009   0.620  CAO   0LP  29  
0LP  H111  H111  H  0  0  N  N  N  -14.990  26.572   7.056   2.839   5.521   0.330  H111  0LP  30  
0LP  H112  H112  H  0  0  N  N  N  -15.985  25.378   6.157   1.960   4.746   1.670  H112  0LP  31  
0LP  H113  H113  H  0  0  N  N  N  -16.652  27.003   6.530   3.655   4.310   1.348  H113  0LP  32  
0LP  HN5   HN5   H  0  1  N  N  N  -18.283  25.145   7.248   2.151   2.074   1.377  HN5   0LP  33  
0LP  H5    H5    H  0  1  N  N  N  -18.236  25.107  10.220   2.050   1.327  -1.445  H5    0LP  34  
0LP  H4    H4    H  0  1  N  N  N  -18.195  22.691   8.409  -0.409   1.360   0.355  H4    0LP  35  
0LP  HO4   HO4   H  0  1  N  N  N  -16.627  22.048  10.036  -1.252   2.484  -1.576  HO4   0LP  36  
0LP  H6    H6    H  0  1  N  N  N  -20.339  24.753   8.059   1.423  -0.317   1.058  H6    0LP  37  
0LP  H7    H7    H  0  1  N  N  N  -21.301  25.893  10.505   3.978  -0.096  -0.602  H7    0LP  38  
0LP  HO7   HO7   H  0  1  N  N  N  -19.107  26.578  10.770   3.422   0.728   2.126  HO7   0LP  39  
0LP  H8    H8    H  0  1  N  N  N  -22.540  27.145   9.188   3.607  -2.380   0.196  H8    0LP  40  
0LP  HO8   HO8   H  0  1  N  N  N  -22.557  25.148   7.948   3.194  -1.183   2.808  HO8   0LP  41  
0LP  H91   H91   H  0  1  N  N  N  -21.020  27.903   6.863   5.895  -1.363   0.396  H91   0LP  42  
0LP  H92   H92   H  0  1  N  N  N  -20.045  28.200   8.342   5.511  -0.913   2.075  H92   0LP  43  
0LP  HO9   HO9   H  0  1  N  N  N  -21.606  29.892   7.941   6.610  -3.030   1.951  HO9   0LP  44  
0LP  HO1B  HO1B  H  0  0  N  N  N  -22.272  21.095  12.445  -0.511  -3.252  -3.715  HO1B  0LP  45  
0LP  H17   H17   H  0  1  N  N  N  -19.625  20.215  10.485  -2.026   0.959  -2.329  H17   0LP  46  
0LP  H18   H18   H  0  1  N  N  N  -18.099  20.519   9.588  -1.845  -0.776  -2.686  H18   0LP  47  
0LP  H19   H19   H  0  1  N  N  N  -18.303  20.855  12.686  -2.727  -1.242  -0.250  H19   0LP  48  
0LP  H20   H20   H  0  1  N  N  N  -16.272  19.685  10.612  -3.957   1.369  -1.229  H20   0LP  49  
0LP  H21   H21   H  0  1  N  N  N  -17.579  18.901  13.912  -3.887  -1.668   1.011  H21   0LP  50  
0LP  H22   H22   H  0  1  N  N  N  -16.410  18.477  16.038  -5.560  -2.188   2.738  H22   0LP  51  
0LP  H23   H23   H  0  1  N  N  N  -14.015  19.089  16.260  -7.465  -0.677   3.107  H23   0LP  52  
0LP  H24   H24   H  0  1  N  N  N  -12.820  20.090  14.330  -7.710   1.362   1.753  H24   0LP  53  
0LP  H25   H25   H  0  1  N  N  N  -14.006  20.508  12.190  -6.041   1.908   0.030  H25   0LP  54  
#   #
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
0LP  C11  C10   SING  N  N   1  
0LP  O8   C8    SING  N  N   2  
0LP  C9   O9    SING  N  N   3  
0LP  C9   C8    SING  N  N   4  
0LP  N5   C10   SING  N  N   5  
0LP  N5   C5    SING  N  N   6  
0LP  C10  O10   DOUB  N  N   7  
0LP  C8   C7    SING  N  N   8  
0LP  C6   C5    SING  N  N   9  
0LP  C6   C7    SING  N  N  10  
0LP  C6   O6    SING  N  N  11  
0LP  C5   C4    SING  N  N  12  
0LP  C4   O4    SING  N  N  13  
0LP  C4   C3    SING  N  N  14  
0LP  C7   O7    SING  N  N  15  
0LP  O6   C2    SING  N  N  16  
0LP  C3   CAQ   SING  N  N  17  
0LP  C3   C2    DOUB  N  N  18  
0LP  CAQ  CAI   SING  N  N  19  
0LP  C2   C1    SING  N  N  20  
0LP  O1A  C1    DOUB  N  N  21  
0LP  C1   O1B   SING  N  N  22  
0LP  CAJ  CAI   DOUB  N  E  23  
0LP  CAJ  CAX   SING  N  N  24  
0LP  CAX  CAO   DOUB  Y  N  25  
0LP  CAX  CAN   SING  Y  N  26  
0LP  CAO  CAM   SING  Y  N  27  
0LP  CAN  CAL   DOUB  Y  N  28  
0LP  CAM  CAK   DOUB  Y  N  29  
0LP  CAL  CAK   SING  Y  N  30  
0LP  C11  H111  SING  N  N  31  
0LP  C11  H112  SING  N  N  32  
0LP  C11  H113  SING  N  N  33  
0LP  N5   HN5   SING  N  N  34  
0LP  C5   H5    SING  N  N  35  
0LP  C4   H4    SING  N  N  36  
0LP  O4   HO4   SING  N  N  37  
0LP  C6   H6    SING  N  N  38  
0LP  C7   H7    SING  N  N  39  
0LP  O7   HO7   SING  N  N  40  
0LP  C8   H8    SING  N  N  41  
0LP  O8   HO8   SING  N  N  42  
0LP  C9   H91   SING  N  N  43  
0LP  C9   H92   SING  N  N  44  
0LP  O9   HO9   SING  N  N  45  
0LP  O1B  HO1B  SING  N  N  46  
0LP  CAQ  H17   SING  N  N  47  
0LP  CAQ  H18   SING  N  N  48  
0LP  CAI  H19   SING  N  N  49  
0LP  CAJ  H20   SING  N  N  50  
0LP  CAN  H21   SING  N  N  51  
0LP  CAL  H22   SING  N  N  52  
0LP  CAK  H23   SING  N  N  53  
0LP  CAM  H24   SING  N  N  54  
0LP  CAO  H25   SING  N  N  55  
#   #
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
0LP  SMILES            ACDLabs               12.01  "CC(=O)NC1C(O)C(=C(OC1C(O)C(O)CO)C(O)=O)C[C@H]=Cc2ccccc2"  
0LP  InChI             InChI                 1.03   "InChI=1S/C20H25NO8/c1-11(23)21-15-16(25)13(9-5-8-12-6-3-2-4-7-12)18(20(27)28)29-19(15)17(26)14(24)10-22/h2-8,14-17,19,22,24-26H,9-10H2,1H3,(H,21,23)(H,27,28)/b8-5+/t14-,15-,16+,17+,19-/m1/s1"  
0LP  InChIKey          InChI                 1.03   LRXKGKMIXXSWGY-KXNCHKOWSA-N  
0LP  SMILES_CANONICAL  CACTVS                3.385  "CC(=O)N[C@@H]1[C@@H](O)C(=C(O[C@H]1[C@@H](O)[C@H](O)CO)C(O)=O)C/C=C/c2ccccc2"  
0LP  SMILES            CACTVS                3.385  "CC(=O)N[CH]1[CH](O)C(=C(O[CH]1[CH](O)[CH](O)CO)C(O)=O)CC=Cc2ccccc2"  
0LP  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CC(=O)N[C@@H]1[C@H](C(=C(O[C@H]1[C@H]([C@@H](CO)O)O)C(=O)O)C/C=C/c2ccccc2)O"  
0LP  SMILES            "OpenEye OEToolkits"  2.0.7  "CC(=O)NC1C(C(=C(OC1C(C(CO)O)O)C(=O)O)CC=Cc2ccccc2)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
0LP  "SYSTEMATIC NAME"  ACDLabs               12.01  "5-(acetylamino)-2,6-anhydro-3,5-dideoxy-3-[(2E)-3-phenylprop-2-en-1-yl]-D-glycero-L-altro-non-2-enonic acid"  
0LP  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  
;(2~{R},3~{R},4~{S})-3-acetamido-4-oxidanyl-5-[(~{E})-3-phenylprop-2-enyl]-2-[(1~{S},2~{R})-1,2,3-tris(oxidanyl)propyl]-
3,4-dihydro-2~{H}-pyran-6-carboxylic 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
0LP  "CARBOHYDRATE ISOMER"                  L             PDB  ?  
0LP  "CARBOHYDRATE RING"                    dihydropyran  PDB  ?  
0LP  "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
0LP  "Create component"    2012-08-16  RCSB  
0LP  "Initial release"     2012-09-21  RCSB  
0LP  "Other modification"  2020-04-12  RCSB  
0LP  "Other modification"  2020-07-03  RCSB  
0LP  "Modify name"         2020-07-17  RCSB  
0LP  "Modify synonyms"     2020-07-17  RCSB  
##
