data_5L2
#

_chem_comp.id                                   5L2
_chem_comp.name                                 
;methyl
(2S,4R)-1-[(2S,3R,4R,5S,6S)-6-(acetyloxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]sulfonyl-4-sulfamoyloxy-pyrrolidine-2-carb
 oxylate
;

_chem_comp.type                                 D-saccharide
_chem_comp.pdbx_type                            ATOMS
_chem_comp.formula                              "C14 H24 N2 O13 S2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2015-10-16
_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                       492.476
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    5L2
_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       4ZX0
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 RCSB
#   #
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
5L2  C1   C1   C  0  1  N  N  S  -2.112   5.275  11.985  -0.766   0.984   0.162  C1   5L2   1  
5L2  C2   C2   C  0  1  N  N  R  -0.775   5.895  11.933  -0.261   0.920  -1.282  C2   5L2   2  
5L2  C3   C3   C  0  1  N  N  R   0.199   5.152  11.081  -1.020  -0.178  -2.032  C3   5L2   3  
5L2  C4   C4   C  0  1  N  N  S  -0.008   3.746  10.672  -2.522   0.111  -1.954  C4   5L2   4  
5L2  C5   C5   C  0  1  N  N  S  -1.105   3.043  11.463  -2.940   0.205  -0.484  C5   5L2   5  
5L2  C6   C6   C  0  1  N  N  N  -1.369   1.716  11.160  -4.427   0.553  -0.398  C6   5L2   6  
5L2  O2   O2   O  0  1  N  N  N  -0.844   7.345  11.664  -0.484   2.178  -1.922  O2   5L2   7  
5L2  O3   O3   O  0  1  N  N  N   1.056   5.855  10.159  -0.607  -0.195  -3.400  O3   5L2   8  
5L2  O4   O4   O  0  1  N  N  N   0.159   3.416   9.327  -2.806   1.347  -2.612  O4   5L2   9  
5L2  O6   O6   O  0  1  N  N  N  -2.611   1.399  11.702  -4.850   0.531   0.991  O6   5L2  10  
5L2  CAZ  CAZ  C  0  1  N  N  N  -3.383   0.486  11.003  -6.157   0.717   1.234  CAZ  5L2  11  
5L2  OAG  OAG  O  0  1  N  N  N  -3.221   0.287   9.867  -6.908   0.982   0.325  OAG  5L2  12  
5L2  CAB  CAB  C  0  1  N  N  N  -4.431  -0.242  11.844  -6.687   0.594   2.639  CAB  5L2  13  
5L2  O5   O5   O  0  1  N  N  N  -2.155   3.872  12.090  -2.174   1.224   0.162  O5   5L2  14  
5L2  SBN  SBN  S  0  1  N  N  N  -2.881   5.778  13.576  -0.420  -0.591   0.994  SBN  5L2  15  
5L2  OAN  OAN  O  0  1  N  N  N  -1.817   5.815  14.692  -0.597  -0.463   2.398  OAN  5L2  16  
5L2  OAO  OAO  O  0  1  N  N  N  -3.473   7.143  13.182  -1.002  -1.671   0.277  OAO  5L2  17  
5L2  N    N    N  0  1  N  N  N  -3.937   4.921  13.968   1.211  -0.808   0.806  N    5L2  18  
5L2  CD1  CD1  C  0  1  N  N  N  -3.727   3.906  14.562   2.260  -0.203   1.646  CD1  5L2  19  
5L2  CG   CG   C  0  1  N  N  R  -5.173   3.140  14.586   3.523  -0.181   0.749  CG   5L2  20  
5L2  OD2  OD2  O  0  1  N  N  N  -4.983   1.709  15.096   3.497   0.936  -0.143  OD2  5L2  21  
5L2  SBM  SBM  S  0  1  N  N  N  -5.687   1.049  16.481   4.260   2.151   0.363  SBM  5L2  22  
5L2  OAL  OAL  O  0  1  N  N  N  -4.797   1.576  17.579   4.020   3.194  -0.571  OAL  5L2  23  
5L2  OAM  OAM  O  0  1  N  N  N  -7.181   1.370  16.665   3.962   2.264   1.748  OAM  5L2  24  
5L2  NAF  NAF  N  0  1  N  N  N  -5.255  -0.496  16.473   5.874   1.794   0.261  NAF  5L2  25  
5L2  CB   CB   C  0  1  N  N  N  -5.525   3.256  13.479   3.378  -1.516  -0.027  CB   5L2  26  
5L2  CA   CA   C  0  1  N  N  S  -5.047   4.657  13.034   1.852  -1.641  -0.222  CA   5L2  27  
5L2  C    C    C  0  1  N  N  N  -6.149   5.668  13.183   1.426  -3.077  -0.057  C    5L2  28  
5L2  O    O    O  0  1  N  N  N  -6.622   5.829  14.198   0.664  -3.383   0.829  O    5L2  29  
5L2  OAS  OAS  O  0  1  N  N  N  -6.476   6.396  12.066   1.895  -4.016  -0.894  OAS  5L2  30  
5L2  CAA  CAA  C  0  1  N  N  N  -7.336   7.468  12.182   1.443  -5.379  -0.675  CAA  5L2  31  
5L2  H1   H1   H  0  1  N  N  N  -2.760   5.655  11.181  -0.259   1.792   0.689  H1   5L2  32  
5L2  H2   H2   H  0  1  N  N  N  -0.379   5.811  12.956   0.806   0.694  -1.285  H2   5L2  33  
5L2  H3   H3   H  0  1  N  N  N   0.951   4.962  11.861  -0.810  -1.145  -1.574  H3   5L2  34  
5L2  H4   H4   H  0  1  N  N  N   0.882   3.276  11.117  -3.074  -0.696  -2.438  H4   5L2  35  
5L2  H5   H5   H  0  1  N  N  N  -0.514   2.866  12.374  -2.761  -0.751   0.007  H5   5L2  36  
5L2  H61  H6   H  0  1  N  N  N  -1.390   1.577  10.069  -4.593   1.547  -0.813  H61  5L2  37  
5L2  H62  H7   H  0  1  N  N  N  -0.593   1.070  11.597  -5.005  -0.178  -0.965  H62  5L2  38  
5L2  HO2  H8   H  0  1  N  Y  N   0.035   7.705  11.639  -0.188   2.210  -2.842  HO2  5L2  39  
5L2  HO3  H9   H  0  1  N  Y  N   1.608   5.232   9.701  -1.049  -0.868  -3.936  HO3  5L2  40  
5L2  HO4  H10  H  0  1  N  Y  N  -0.003   2.488   9.206  -2.562   1.360  -3.547  HO4  5L2  41  
5L2  H11  H11  H  0  1  N  N  N  -4.979  -0.955  11.211  -6.261   1.383   3.258  H11  5L2  42  
5L2  H12  H12  H  0  1  N  N  N  -3.933  -0.785  12.661  -7.773   0.689   2.627  H12  5L2  43  
5L2  H13  H13  H  0  1  N  N  N  -5.135   0.490  12.266  -6.412  -0.378   3.048  H13  5L2  44  
5L2  H16  H16  H  0  1  N  N  N  -2.973   3.298  14.040   1.980   0.810   1.933  H16  5L2  45  
5L2  H17  H17  H  0  1  N  N  N  -5.803   3.676  15.311   4.431  -0.175   1.352  H17  5L2  46  
5L2  H18  H18  H  0  1  N  N  N  -5.641  -0.955  17.274   6.519   2.502   0.108  H18  5L2  47  
5L2  H19  H19  H  0  1  N  N  N  -5.597  -0.933  15.641   6.175   0.876   0.353  H19  5L2  48  
5L2  H20  H20  H  0  1  N  N  N  -5.071   2.477  12.848   3.888  -1.461  -0.989  H20  5L2  49  
5L2  H21  H21  H  0  1  N  N  N  -6.621   3.186  13.416   3.756  -2.349   0.565  H21  5L2  50  
5L2  H22  H22  H  0  1  N  N  N  -4.690   4.622  11.994   1.576  -1.282  -1.214  H22  5L2  51  
5L2  H23  H23  H  0  1  N  N  N  -7.483   7.929  11.194   1.737  -5.703   0.323  H23  5L2  52  
5L2  H24  H24  H  0  1  N  N  N  -8.304   7.121  12.572   0.357  -5.420  -0.766  H24  5L2  53  
5L2  H25  H25  H  0  1  N  N  N  -6.907   8.209  12.872   1.895  -6.035  -1.418  H25  5L2  54  
5L2  H14  H14  H  0  1  N  N  N  -3.382   4.118  15.585   2.436  -0.814   2.532  H14  5L2  55  
#   #
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
5L2  C1   C2   SING  N  N   1  
5L2  C1   O5   SING  N  N   2  
5L2  C1   SBN  SING  N  N   3  
5L2  C2   C3   SING  N  N   4  
5L2  C2   O2   SING  N  N   5  
5L2  C3   C4   SING  N  N   6  
5L2  C3   O3   SING  N  N   7  
5L2  C4   C5   SING  N  N   8  
5L2  C4   O4   SING  N  N   9  
5L2  C5   C6   SING  N  N  10  
5L2  C5   O5   SING  N  N  11  
5L2  C6   O6   SING  N  N  12  
5L2  O6   CAZ  SING  N  N  13  
5L2  CAZ  OAG  DOUB  N  N  14  
5L2  CAZ  CAB  SING  N  N  15  
5L2  SBN  OAN  DOUB  N  N  16  
5L2  SBN  OAO  DOUB  N  N  17  
5L2  SBN  N    SING  N  N  18  
5L2  N    CD1  SING  N  N  19  
5L2  N    CA   SING  N  N  20  
5L2  CD1  CG   SING  N  N  21  
5L2  CG   OD2  SING  N  N  22  
5L2  CG   CB   SING  N  N  23  
5L2  OD2  SBM  SING  N  N  24  
5L2  SBM  OAL  DOUB  N  N  25  
5L2  SBM  OAM  DOUB  N  N  26  
5L2  SBM  NAF  SING  N  N  27  
5L2  CB   CA   SING  N  N  28  
5L2  CA   C    SING  N  N  29  
5L2  C    O    DOUB  N  N  30  
5L2  C    OAS  SING  N  N  31  
5L2  OAS  CAA  SING  N  N  32  
5L2  C1   H1   SING  N  N  33  
5L2  C2   H2   SING  N  N  34  
5L2  C3   H3   SING  N  N  35  
5L2  C4   H4   SING  N  N  36  
5L2  C5   H5   SING  N  N  37  
5L2  C6   H61  SING  N  N  38  
5L2  C6   H62  SING  N  N  39  
5L2  O2   HO2  SING  N  N  40  
5L2  O3   HO3  SING  N  N  41  
5L2  O4   HO4  SING  N  N  42  
5L2  CAB  H11  SING  N  N  43  
5L2  CAB  H12  SING  N  N  44  
5L2  CAB  H13  SING  N  N  45  
5L2  CD1  H16  SING  N  N  46  
5L2  CG   H17  SING  N  N  47  
5L2  NAF  H18  SING  N  N  48  
5L2  NAF  H19  SING  N  N  49  
5L2  CB   H20  SING  N  N  50  
5L2  CB   H21  SING  N  N  51  
5L2  CA   H22  SING  N  N  52  
5L2  CAA  H23  SING  N  N  53  
5L2  CAA  H24  SING  N  N  54  
5L2  CAA  H25  SING  N  N  55  
5L2  CD1  H14  SING  N  N  56  
#   #
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
5L2  SMILES            ACDLabs               12.01  "C1(C(C(C(C(COC(=O)C)O1)O)O)O)S(=O)(=O)N2CC(OS(=O)(=O)N)CC2C(=O)OC"  
5L2  InChI             InChI                 1.03   "InChI=1S/C14H24N2O13S2/c1-6(17)27-5-9-10(18)11(19)12(20)14(28-9)30(22,23)16-4-7(29-31(15,24)25)3-8(16)13(21)26-2/h7-12,14,18-20H,3-5H2,1-2H3,(H2,15,24,25)/t7-,8+,9+,10-,11-,12-,14+/m1/s1"  
5L2  InChIKey          InChI                 1.03   GRPKARGAWXJOSH-DASVEIIPSA-N  
5L2  SMILES_CANONICAL  CACTVS                3.385  "COC(=O)[C@@H]1C[C@H](CN1[S](=O)(=O)[C@@H]2O[C@@H](COC(C)=O)[C@@H](O)[C@@H](O)[C@H]2O)O[S](N)(=O)=O"  
5L2  SMILES            CACTVS                3.385  "COC(=O)[CH]1C[CH](CN1[S](=O)(=O)[CH]2O[CH](COC(C)=O)[CH](O)[CH](O)[CH]2O)O[S](N)(=O)=O"  
5L2  SMILES_CANONICAL  "OpenEye OEToolkits"  1.9.2  "CC(=O)OC[C@H]1[C@H]([C@H]([C@H]([C@@H](O1)S(=O)(=O)N2C[C@@H](C[C@H]2C(=O)OC)OS(=O)(=O)N)O)O)O"  
5L2  SMILES            "OpenEye OEToolkits"  1.9.2  "CC(=O)OCC1C(C(C(C(O1)S(=O)(=O)N2CC(CC2C(=O)OC)OS(=O)(=O)N)O)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
5L2  "SYSTEMATIC NAME"  ACDLabs               12.01  
;methyl
(2S,4R)-1-({(2S,3R,4R,5S,6S)-6-[(acetyloxy)methyl]-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl}sulfonyl)-4-(sulfamoyloxy)py
rrolidine-2-carboxylate (non-preferred name)
;
  
5L2  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.9.2  
;methyl
(2S,4R)-1-[(2S,3R,4R,5S,6S)-6-(acetyloxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]sulfonyl-4-sulfamoyloxy-pyrrolidine-2-carb
oxylate
;
  
#   #
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
5L2  "CARBOHYDRATE ISOMER"                  D         PDB  ?  
5L2  "CARBOHYDRATE RING"                    pyranose  PDB  ?  
5L2  "CARBOHYDRATE ANOMER"                  beta      PDB  ?  
5L2  "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
5L2  "Create component"          2015-10-16  RCSB  
5L2  "Initial release"           2015-10-28  RCSB  
5L2  "Other modification"        2020-07-03  RCSB  
5L2  "Modify name"               2020-07-17  RCSB  
5L2  "Modify internal type"      2020-07-17  RCSB  
5L2  "Modify linking type"       2020-07-17  RCSB  
5L2  "Modify atom id"            2020-07-17  RCSB  
5L2  "Modify component atom id"  2020-07-17  RCSB  
5L2  "Modify leaving atom flag"  2020-07-17  RCSB  
##
