data_HS2
# 
_chem_comp.id                                    HS2 
_chem_comp.name                                  2-deoxy-4-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-2-{[(1R)-1-hydroxyethyl]amino}-alpha-D-glucopyranose 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H23 N O11" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-08-26 
_chem_comp.pdbx_modified_date                    2008-12-26 
_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                        381.333 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HS2 
_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        3E80 
_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 
HS2 O35  O35  O 0 1 N N N 37.267 100.062 10.098 2.326  -3.457 -1.027 O35  HS2 1  
HS2 C27  C27  C 0 1 N N N 36.835 99.227  9.270  3.414  -2.671 -0.895 C27  HS2 2  
HS2 O34  O34  O 0 1 N N N 35.746 99.242  8.654  4.505  -3.083 -1.234 O34  HS2 3  
HS2 C19  C19  C 0 1 N N N 37.659 98.095  8.960  3.279  -1.314 -0.338 C19  HS2 4  
HS2 C24  C24  C 0 1 N N N 38.991 98.199  9.099  4.367  -0.568 -0.221 C24  HS2 5  
HS2 C17  C17  C 0 1 N N S 39.941 97.167  8.551  4.326  0.833  0.327  C17  HS2 6  
HS2 O25  O25  O 0 1 N N N 40.470 97.748  7.358  5.429  1.029  1.215  O25  HS2 7  
HS2 C12  C12  C 0 1 N N R 39.162 95.870  8.305  3.013  1.044  1.089  C12  HS2 8  
HS2 O18  O18  O 0 1 N N N 39.001 95.142  9.534  2.826  2.437  1.347  O18  HS2 9  
HS2 C13  C13  C 0 1 N N R 37.767 96.085  7.678  1.863  0.520  0.219  C13  HS2 10 
HS2 O13  O13  O 0 1 N N N 36.952 96.912  8.515  2.046  -0.884 0.025  O13  HS2 11 
HS2 O3   O3   O 0 1 N N N 37.842 96.702  6.394  0.616  0.760  0.873  O3   HS2 12 
HS2 C1   C1   C 0 1 N N S 36.854 96.195  5.504  -0.528 0.521  0.051  C1   HS2 13 
HS2 C4   C4   C 0 1 N N R 35.873 97.305  5.139  -1.618 -0.169 0.877  C4   HS2 14 
HS2 O9   O9   O 0 1 N N N 35.080 97.655  6.278  -1.150 -1.447 1.313  O9   HS2 15 
HS2 C3   C3   C 0 1 N N R 34.973 96.834  4.003  -2.865 -0.349 0.007  C3   HS2 16 
HS2 N14  N14  N 0 1 N N N 34.138 97.900  3.466  -3.942 -0.943 0.810  N14  HS2 17 
HS2 C7   C7   C 0 1 N N R 32.697 97.905  3.644  -4.899 -1.663 -0.042 C7   HS2 18 
HS2 C8   C8   C 0 1 N N N 32.132 98.832  2.573  -5.418 -2.895 0.702  C8   HS2 19 
HS2 O7   O7   O 0 1 N N N 31.958 96.679  3.488  -5.994 -0.803 -0.361 O7   HS2 20 
HS2 C10  C10  C 0 1 N N S 35.642 96.092  2.835  -3.313 1.017  -0.520 C10  HS2 21 
HS2 O15  O15  O 0 1 N N N 36.234 96.955  1.843  -3.668 1.858  0.579  O15  HS2 22 
HS2 O5   O5   O 0 1 N N N 36.635 95.168  3.328  -2.242 1.617  -1.252 O5   HS2 23 
HS2 C2   C2   C 0 1 N N R 37.590 95.694  4.259  -1.064 1.853  -0.479 C2   HS2 24 
HS2 C6   C6   C 0 1 N N N 38.694 94.695  4.647  -0.003 2.521  -1.356 C6   HS2 25 
HS2 O11  O11  O 0 1 N N N 39.065 93.949  3.488  -0.457 3.817  -1.750 O11  HS2 26 
HS2 HO35 HO35 H 0 0 N N N 36.628 100.756 10.212 2.465  -4.339 -1.397 HO35 HS2 27 
HS2 H24  H24  H 0 1 N N N 39.395 99.053  9.622  5.317  -0.979 -0.530 H24  HS2 28 
HS2 H17  H17  H 0 1 N N N 40.766 96.903  9.229  4.389  1.547  -0.494 H17  HS2 29 
HS2 HO25 HO25 H 0 0 N N N 40.587 98.682  7.485  6.294  0.910  0.800  HO25 HS2 30 
HS2 H12  H12  H 0 1 N N N 39.764 95.301  7.581  3.042  0.496  2.030  H12  HS2 31 
HS2 HO18 HO18 H 0 0 N N N 38.965 94.211  9.349  3.528  2.837  1.878  HO18 HS2 32 
HS2 H13  H13  H 0 1 N N N 37.323 95.084  7.574  1.874  1.025  -0.748 H13  HS2 33 
HS2 H1   H1   H 0 1 N N N 36.279 95.378  5.965  -0.247 -0.117 -0.787 H1   HS2 34 
HS2 H4   H4   H 0 1 N N N 36.435 98.193  4.814  -1.862 0.445  1.744  H4   HS2 35 
HS2 HO9  HO9  H 0 1 N N N 35.639 97.733  7.042  -1.791 -1.940 1.843  HO9  HS2 36 
HS2 H3   H3   H 0 1 N N N 34.362 96.080  4.521  -2.633 -1.004 -0.832 H3   HS2 37 
HS2 HN14 HN14 H 0 0 N N N 34.465 98.740  3.898  -3.568 -1.549 1.525  HN14 HS2 38 
HS2 H7   H7   H 0 1 N N N 32.574 98.185  4.701  -4.403 -1.976 -0.961 H7   HS2 39 
HS2 H8   H8   H 0 1 N N N 31.996 99.839  2.994  -5.914 -2.582 1.621  H8   HS2 40 
HS2 H8A  H8A  H 0 1 N N N 32.830 98.880  1.725  -6.127 -3.429 0.070  H8A  HS2 41 
HS2 H8B  H8B  H 0 1 N N N 31.162 98.445  2.228  -4.582 -3.551 0.946  H8B  HS2 42 
HS2 HO7  HO7  H 0 1 N N N 31.795 96.522  2.565  -6.666 -1.213 -0.923 HO7  HS2 43 
HS2 H10  H10  H 0 1 N N N 34.829 95.552  2.328  -4.175 0.890  -1.174 H10  HS2 44 
HS2 HO15 HO15 H 0 0 N N N 36.364 97.820  2.213  -3.962 2.742  0.319  HO15 HS2 45 
HS2 H2   H2   H 0 1 N N N 38.108 96.525  3.757  -1.305 2.506  0.360  H2   HS2 46 
HS2 H6   H6   H 0 1 N N N 39.568 95.239  5.033  0.926  2.616  -0.794 H6   HS2 47 
HS2 H6A  H6A  H 0 1 N N N 38.325 94.014  5.428  0.170  1.911  -2.243 H6A  HS2 48 
HS2 HO11 HO11 H 0 0 N N N 39.147 94.536  2.746  0.167  4.299  -2.309 HO11 HS2 49 
# 
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 
HS2 C27 O35  SING N N 1  
HS2 O35 HO35 SING N N 2  
HS2 O34 C27  DOUB N N 3  
HS2 C19 C27  SING N N 4  
HS2 O13 C19  SING N N 5  
HS2 C19 C24  DOUB N N 6  
HS2 C17 C24  SING N N 7  
HS2 C24 H24  SING N N 8  
HS2 O25 C17  SING N N 9  
HS2 C12 C17  SING N N 10 
HS2 C17 H17  SING N N 11 
HS2 O25 HO25 SING N N 12 
HS2 C13 C12  SING N N 13 
HS2 C12 O18  SING N N 14 
HS2 C12 H12  SING N N 15 
HS2 O18 HO18 SING N N 16 
HS2 O3  C13  SING N N 17 
HS2 C13 O13  SING N N 18 
HS2 C13 H13  SING N N 19 
HS2 C1  O3   SING N N 20 
HS2 C2  C1   SING N N 21 
HS2 C4  C1   SING N N 22 
HS2 C1  H1   SING N N 23 
HS2 C3  C4   SING N N 24 
HS2 C4  O9   SING N N 25 
HS2 C4  H4   SING N N 26 
HS2 O9  HO9  SING N N 27 
HS2 C10 C3   SING N N 28 
HS2 N14 C3   SING N N 29 
HS2 C3  H3   SING N N 30 
HS2 N14 C7   SING N N 31 
HS2 N14 HN14 SING N N 32 
HS2 C8  C7   SING N N 33 
HS2 O7  C7   SING N N 34 
HS2 C7  H7   SING N N 35 
HS2 C8  H8   SING N N 36 
HS2 C8  H8A  SING N N 37 
HS2 C8  H8B  SING N N 38 
HS2 O7  HO7  SING N N 39 
HS2 O15 C10  SING N N 40 
HS2 C10 O5   SING N N 41 
HS2 C10 H10  SING N N 42 
HS2 O15 HO15 SING N N 43 
HS2 O5  C2   SING N N 44 
HS2 C2  C6   SING N N 45 
HS2 C2  H2   SING N N 46 
HS2 O11 C6   SING N N 47 
HS2 C6  H6   SING N N 48 
HS2 C6  H6A  SING N N 49 
HS2 O11 HO11 SING N N 50 
# 
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 
HS2 SMILES           ACDLabs              10.04 O=C(O)C=2OC(OC1C(OC(O)C(NC(O)C)C1O)CO)C(O)C(O)C=2                                                                                                                                  
HS2 InChI            InChI                1.02b InChI=1/C14H23NO11/c1-4(17)15-8-10(20)11(7(3-16)24-13(8)23)26-14-9(19)5(18)2-6(25-14)12(21)22/h2,4-5,7-11,13-20,23H,3H2,1H3,(H,21,22)/t4-,5+,7-,8-,9-,10-,11-,13+,14+/m1/s1/f/h21H 
HS2 InChIKey         InChI                1.02b BRQANPZZVGHFMG-FDPYDJGZDN                                                                                                                                                          
HS2 SMILES_CANONICAL CACTVS               3.341 C[C@@H](O)N[C@H]1[C@@H](O)O[C@H](CO)[C@@H](O[C@@H]2OC(=C[C@H](O)[C@H]2O)C(O)=O)[C@@H]1O                                                                                            
HS2 SMILES           CACTVS               3.341 C[CH](O)N[CH]1[CH](O)O[CH](CO)[CH](O[CH]2OC(=C[CH](O)[CH]2O)C(O)=O)[CH]1O                                                                                                          
HS2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@H](N[C@@H]1[C@H]([C@@H]([C@H](O[C@@H]1O)CO)O[C@H]2[C@@H]([C@H](C=C(O2)C(=O)O)O)O)O)O                                                                                           
HS2 SMILES           "OpenEye OEToolkits" 1.5.0 CC(NC1C(C(C(OC1O)CO)OC2C(C(C=C(O2)C(=O)O)O)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 
HS2 "SYSTEMATIC NAME" ACDLabs              10.04 2-deoxy-4-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-2-{[(1R)-1-hydroxyethyl]amino}-alpha-D-glucopyranose                                            
HS2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(4S,5R,6R)-6-[(2R,3S,4R,5R,6S)-4,6-dihydroxy-5-(1-hydroxyethylamino)-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-5,6-dihydro-4H-pyran-2-carboxylic acid" 
# 
