data_H3S
#

_chem_comp.id                                   H3S
_chem_comp.name                                 "HEPARIN DISACCHARIDE III-S"
_chem_comp.type                                 saccharide
_chem_comp.pdbx_type                            ATOMS
_chem_comp.formula                              "C12 H16 N O16 S2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   -3
_chem_comp.pdbx_initial_date                    2004-08-03
_chem_comp.pdbx_modified_date                   2020-07-17
_chem_comp.pdbx_ambiguous_flag                  N
_chem_comp.pdbx_release_status                  OBS
_chem_comp.pdbx_replaced_by                     ?
_chem_comp.pdbx_replaces                        ?
_chem_comp.formula_weight                       494.383
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    H3S
_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       1U4M
_chem_comp.pdbx_subcomponent_list               "GNS UAP"
_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
_chem_comp_atom.pdbx_residue_numbering
_chem_comp_atom.pdbx_polymer_type
_chem_comp_atom.pdbx_component_id
H3S  C10  C10  C   0  1  N  N  S  18.088   7.539  31.929  -3.166   1.368  -1.103  C1   GNS   1  1  polymer  1  
H3S  C8   C8   C   0  1  N  N  R  18.096   6.315  32.880  -3.116   0.274  -0.034  C2   GNS   2  1  polymer  1  
H3S  N14  N14  N   0  1  N  N  N  17.113   5.344  32.421  -4.213   0.468   0.918  N    GNS   3  1  polymer  1  
H3S  S20  S20  S   0  1  N  N  N  17.497   3.745  32.461  -5.639  -0.349   0.714  S1   GNS   4  1  polymer  1  
H3S  O28  O28  O   0  1  N  N  N  17.757   3.342  33.804  -5.333  -1.760   0.885  O1S  GNS   5  1  polymer  1  
H3S  O29  O29  O   0  1  N  N  N  16.402   2.992  31.956  -6.547   0.148   1.737  O2S  GNS   6  1  polymer  1  
H3S  O30  O30  O  -1  1  N  N  N  18.850   3.490  31.534  -6.100  -0.042  -0.631  O3S  GNS   7  1  polymer  1  
H3S  C4   C4   C   0  1  N  N  R  17.762   6.780  34.314  -1.774   0.357   0.704  C3   GNS   8  1  polymer  1  
H3S  O9   O9   O   0  1  N  N  N  17.748   5.675  35.230  -1.652  -0.747   1.602  O3   GNS   9  1  polymer  1  
H3S  C1   C1   C   0  1  N  N  S  18.805   7.800  34.808  -0.644   0.312  -0.331  C4   GNS  10  1  polymer  1  
H3S  C2   C2   C   0  1  N  N  R  18.826   8.998  33.752  -0.880   1.404  -1.376  C5   GNS  11  1  polymer  1  
H3S  O5   O5   O   0  1  N  N  N  19.057   8.547  32.376  -2.116   1.169  -2.048  O5   GNS  12  1  polymer  1  
H3S  C6   C6   C   0  1  N  N  N  19.889  10.059  34.142   0.262   1.389  -2.394  C6   GNS  13  1  polymer  1  
H3S  O11  O11  O   0  1  N  N  N  21.226   9.567  33.941   0.108   2.485  -3.298  O6   GNS  14  1  polymer  1  
H3S  O3   O3   O   0  1  N  N  N  18.597   8.289  36.147   0.609   0.535   0.320  O4   GNS  15  1  polymer  1  
H3S  O15  O15  O   0  1  N  N  N  16.757   8.119  31.881  -3.009   2.645  -0.481  O1   GNS  16  1  polymer  1  
H3S  S26  S26  S   0  1  N  N  N  14.238   8.224  37.867   4.140   1.833   1.095  S    UAP  17  2  polymer  1  
H3S  C7   C7   C   0  1  N  N  R  17.264   8.909  36.402   1.544  -0.376  -0.261  C1   UAP  18  2  polymer  1  
H3S  C12  C12  C   0  1  N  N  R  16.733   8.584  37.851   2.962  -0.022   0.208  C2   UAP  19  2  polymer  1  
H3S  O18  O18  O   0  1  N  N  N  15.431   9.210  38.018   3.222   1.364  -0.025  O2   UAP  20  2  polymer  1  
H3S  C17  C17  C   0  1  N  N  S  17.716   9.228  38.919   3.942  -0.881  -0.605  C3   UAP  21  2  polymer  1  
H3S  O25  O25  O   0  1  N  N  N  18.823   8.342  39.137   5.214  -0.909   0.044  O3   UAP  22  2  polymer  1  
H3S  C24  C24  C   0  1  N  N  N  18.259  10.614  38.497   3.382  -2.278  -0.691  C4   UAP  23  2  polymer  1  
H3S  C19  C19  C   0  1  N  N  N  18.063  11.117  37.234   2.143  -2.564  -0.336  C5   UAP  24  2  polymer  1  
H3S  O13  O13  O   0  1  N  N  N  17.366  10.387  36.287   1.231  -1.703   0.149  O5   UAP  25  2  polymer  1  
H3S  C27  C27  C   0  1  N  N  N  18.575  12.445  36.844   1.717  -3.965  -0.486  C6   UAP  26  2  polymer  1  
H3S  O31  O31  O   0  1  N  N  N  13.036   8.967  38.059   5.460   1.301   0.794  O1S  UAP  27  2  polymer  1  
H3S  O32  O32  O   0  1  N  N  N  14.209   7.648  36.548   4.111   3.287   1.068  O2S  UAP  28  2  polymer  1  
H3S  O33  O33  O  -1  1  N  N  N  14.315   7.026  39.013   3.594   1.291   2.329  O3S  UAP  29  2  polymer  1  
H3S  O34  O34  O  -1  1  N  N  N  18.221  12.931  35.793   0.581  -4.296  -0.175  O61  UAP  30  2  polymer  1  
H3S  O35  O35  O   0  1  N  N  N  19.452  13.159  37.661   2.500  -4.799  -0.921  O62  UAP  31  2  polymer  1  
H3S  H10  H10  H   0  1  N  N  N  18.378   7.197  30.908  -4.127   1.330  -1.615  H1   GNS  32  1  polymer  1  
H3S  H8   H8   H   0  1  N  N  N  19.104   5.838  32.880  -3.212  -0.703  -0.507  H2   GNS  33  1  polymer  1  
H3S  H14  H14  H   0  1  N  N  N  16.825   5.590  31.474  -4.104   1.074   1.667  HN   GNS  34  1  polymer  1  
H3S  H4   H4   H   0  1  N  N  N  16.751   7.248  34.280  -1.722   1.291   1.263  H3   GNS  35  1  polymer  1  
H3S  HO9  HO9  H   0  1  N  N  N  17.105   5.046  34.925  -2.389  -0.684   2.225  HO3  GNS  36  1  polymer  1  
H3S  H1   H1   H   0  1  N  N  N  19.789   7.280  34.872  -0.633  -0.664  -0.816  H4   GNS  37  1  polymer  1  
H3S  H2   H2   H   0  1  N  N  N  17.810   9.456  33.784  -0.915   2.375  -0.884  H5   GNS  38  1  polymer  1  
H3S  H61  1H6  H   0  1  N  N  N  19.740  10.420  35.187   0.240   0.453  -2.951  H61  GNS  39  1  polymer  1  
H3S  H62  2H6  H   0  1  N  N  N  19.723  11.020  33.602   1.215   1.480  -1.872  H62  GNS  40  1  polymer  1  
H3S  H11  H11  H   0  1  N  N  N  21.877  10.217  34.180   0.847   2.439  -3.921  H6O  GNS  41  1  polymer  1  
H3S  H15  H15  H   0  1  N  N  N  16.130   7.467  31.592  -3.051   3.306  -1.186  HO1  GNS  42  1  polymer  1  
H3S  H7   H7   H   0  1  N  N  N  16.560   8.489  35.647   1.492  -0.308  -1.347  H1   UAP  43  2  polymer  1  
H3S  H12  H12  H   0  1  N  N  N  16.669   7.480  37.990   3.066  -0.245   1.269  H2   UAP  44  2  polymer  1  
H3S  H17  H17  H   0  1  N  N  N  17.124   9.378  39.852   4.049  -0.465  -1.607  H3   UAP  45  2  polymer  1  
H3S  H25  H25  H   0  1  N  N  N  19.411   8.727  39.776   5.788  -1.474  -0.490  HO3  UAP  46  2  polymer  1  
H3S  H24  H24  H   0  1  N  N  N  18.831  11.297  39.148   4.018  -3.072  -1.054  H4   UAP  47  2  polymer  1  
#   #
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
H3S  C1   C2   SING  N  N   1  
H3S  C1   O3   SING  N  N   2  
H3S  C1   C4   SING  N  N   3  
H3S  C1   H1   SING  N  N   4  
H3S  C2   O5   SING  N  N   5  
H3S  C2   C6   SING  N  N   6  
H3S  C2   H2   SING  N  N   7  
H3S  O3   C7   SING  N  N   8  
H3S  C4   C8   SING  N  N   9  
H3S  C4   O9   SING  N  N  10  
H3S  C4   H4   SING  N  N  11  
H3S  O5   C10  SING  N  N  12  
H3S  C6   O11  SING  N  N  13  
H3S  C6   H61  SING  N  N  14  
H3S  C6   H62  SING  N  N  15  
H3S  C7   C12  SING  N  N  16  
H3S  C7   O13  SING  N  N  17  
H3S  C7   H7   SING  N  N  18  
H3S  C8   C10  SING  N  N  19  
H3S  C8   N14  SING  N  N  20  
H3S  C8   H8   SING  N  N  21  
H3S  O9   HO9  SING  N  N  22  
H3S  C10  O15  SING  N  N  23  
H3S  C10  H10  SING  N  N  24  
H3S  O11  H11  SING  N  N  25  
H3S  C12  C17  SING  N  N  26  
H3S  C12  O18  SING  N  N  27  
H3S  C12  H12  SING  N  N  28  
H3S  O13  C19  SING  N  N  29  
H3S  N14  S20  SING  N  N  30  
H3S  N14  H14  SING  N  N  31  
H3S  O15  H15  SING  N  N  32  
H3S  C17  C24  SING  N  N  33  
H3S  C17  O25  SING  N  N  34  
H3S  C17  H17  SING  N  N  35  
H3S  O18  S26  SING  N  N  36  
H3S  C19  C24  DOUB  N  N  37  
H3S  C19  C27  SING  N  N  38  
H3S  S20  O28  DOUB  N  N  39  
H3S  S20  O29  DOUB  N  N  40  
H3S  S20  O30  SING  N  N  41  
H3S  C24  H24  SING  N  N  42  
H3S  O25  H25  SING  N  N  43  
H3S  S26  O31  DOUB  N  N  44  
H3S  S26  O32  DOUB  N  N  45  
H3S  S26  O33  SING  N  N  46  
H3S  C27  O34  SING  N  N  47  
H3S  C27  O35  DOUB  N  N  48  
#   #
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
H3S  SMILES            ACDLabs               10.04  "[O-]S(=O)(=O)OC2C(O)C=C(OC2OC1C(OC(O)C(NS([O-])(=O)=O)C1O)CO)C([O-])=O"  
H3S  SMILES_CANONICAL  CACTVS                3.341  "OC[C@H]1O[C@H](O)[C@H](N[S]([O-])(=O)=O)[C@@H](O)[C@@H]1O[C@@H]2OC(=C[C@H](O)[C@H]2O[S]([O-])(=O)=O)C([O-])=O"  
H3S  SMILES            CACTVS                3.341  "OC[CH]1O[CH](O)[CH](N[S]([O-])(=O)=O)[CH](O)[CH]1O[CH]2OC(=C[CH](O)[CH]2O[S]([O-])(=O)=O)C([O-])=O"  
H3S  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "C1=C(O[C@H]([C@@H]([C@H]1O)OS(=O)(=O)[O-])O[C@@H]2[C@H](O[C@@H]([C@@H]([C@H]2O)NS(=O)(=O)[O-])O)CO)C(=O)[O-]"  
H3S  SMILES            "OpenEye OEToolkits"  1.5.0  "C1=C(OC(C(C1O)OS(=O)(=O)[O-])OC2C(OC(C(C2O)NS(=O)(=O)[O-])O)CO)C(=O)[O-]"  
H3S  InChI             InChI                 1.03   "InChI=1S/C12H19NO16S2/c14-2-5-9(7(16)6(11(19)26-5)13-30(20,21)22)28-12-8(29-31(23,24)25)3(15)1-4(27-12)10(17)18/h1,3,5-9,11-16,19H,2H2,(H,17,18)(H,20,21,22)(H,23,24,25)/p-3/t3-,5+,6+,7+,8+,9+,11-,12-/m0/s1"  
H3S  InChIKey          InChI                 1.03   GSYQGRODWXMUOO-GYBHJADLSA-K  
#   #
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
H3S  "SYSTEMATIC NAME"  ACDLabs               10.04  "(2R,3R,4S)-2-{[(2R,3S,4R,5R,6S)-4,6-dihydroxy-2-(hydroxymethyl)-5-(sulfonatoamino)tetrahydro-2H-pyran-3-yl]oxy}-4-hydroxy-3-(sulfonatooxy)-3,4-dihydro-2H-pyran-6-carboxylate (non-preferred name)"  
H3S  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "(4S,5R,6R)-6-[(2R,3S,4R,5R,6S)-4,6-dihydroxy-2-(hydroxymethyl)-5-(sulfonatoamino)oxan-3-yl]oxy-4-hydroxy-5-sulfonatooxy-5,6-dihydro-4H-pyran-2-carboxylate"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
H3S  "Create component"    2004-08-03  RCSB  
H3S  "Modify descriptor"   2011-06-04  RCSB  
H3S  "Other modification"  2020-07-03  RCSB  
H3S  "Obsolete component"  2020-07-17  RCSB  
##
