data_H1S
# 
_chem_comp.id                                    H1S 
_chem_comp.name                                  "HEPARIN DISACCHARIDE I-S" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H15 N O19 S3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    -4 
_chem_comp.pdbx_initial_date                     2004-08-03 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        573.438 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     H1S 
_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        1U4L 
_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 
H1S C1  C1  C 0  1 N N S 18.604 7.744  35.047 -0.870 -0.091 0.175  C1  H1S 1  
H1S C2  C2  C 0  1 N N R 18.562 8.923  34.009 -0.920 1.436  0.096  C2  H1S 2  
H1S O3  O3  O 0  1 N N N 18.409 8.245  36.398 0.323  -0.496 0.851  O3  H1S 3  
H1S C4  C4  C 0  1 N N R 17.578 6.681  34.581 -2.094 -0.592 0.950  C4  H1S 4  
H1S O5  O5  O 0  1 N N N 18.783 8.478  32.639 -2.095 1.845  -0.602 O5  H1S 5  
H1S C6  C6  C 0  1 N N N 19.597 10.006 34.392 0.316  1.946  -0.647 C6  H1S 6  
H1S C7  C7  C 0  1 N N R 17.081 8.840  36.581 1.245  -0.916 -0.157 C7  H1S 7  
H1S C8  C8  C 0  1 N N R 17.902 6.234  33.153 -3.354 -0.014 0.299  C8  H1S 8  
H1S O9  O9  O 0  1 N N N 17.625 5.571  35.485 -2.139 -2.019 0.905  O9  H1S 9  
H1S C10 C10 C 0  1 N N S 17.826 7.465  32.230 -3.218 1.508  0.210  C10 H1S 10 
H1S O11 O11 O 0  1 N N N 20.894 9.715  33.851 0.335  3.375  -0.615 O11 H1S 11 
H1S C12 C12 C 0  1 N N R 16.533 8.572  38.015 2.629  -1.131 0.472  C12 H1S 12 
H1S O13 O13 O 0  1 N N N 17.156 10.296 36.402 0.796  -2.138 -0.733 O13 H1S 13 
H1S N14 N14 N 0  1 N N N 16.931 5.233  32.726 -4.526 -0.354 1.110  N14 H1S 14 
H1S O15 O15 O 0  1 N N N 16.495 8.016  32.257 -3.035 2.046  1.521  O15 H1S 15 
H1S S16 S16 S 0  1 N N N 21.952 10.298 34.806 1.583  3.815  -1.368 S16 H1S 16 
H1S C17 C17 C 0  1 N N S 17.499 9.228  39.057 3.623  -1.366 -0.674 C17 H1S 17 
H1S O18 O18 O 0  1 N N N 15.233 9.199  38.134 3.012  0.026  1.218  O18 H1S 18 
H1S C19 C19 C 0  1 N N N 17.781 11.065 37.347 1.688  -2.581 -1.636 C19 H1S 19 
H1S S20 S20 S 0  1 N N N 17.386 3.649  32.636 -5.976 -0.674 0.377  S20 H1S 20 
H1S O21 O21 O 0  1 N N N 21.850 9.682  36.091 1.300  3.623  -2.781 O21 H1S 21 
H1S O22 O22 O 0  1 N N N 23.241 10.041 34.284 1.794  5.214  -1.031 O22 H1S 22 
H1S O23 O23 O -1 1 N N N 21.744 11.939 34.961 2.666  2.964  -0.900 O23 H1S 23 
H1S C24 C24 C 0  1 N N N 17.970 10.611 38.609 2.976  -2.288 -1.675 C24 H1S 24 
H1S O25 O25 O 0  1 N N N 18.641 8.383  39.252 4.815  -1.968 -0.164 O25 H1S 25 
H1S S26 S26 S 0  1 N N N 14.095 8.167  38.026 3.839  -0.465 2.398  S26 H1S 26 
H1S C27 C27 C 0  1 N N N 18.232 12.409 36.961 1.180  -3.479 -2.684 C27 H1S 27 
H1S O28 O28 O 0  1 N N N 17.659 3.154  33.941 -5.784 -1.885 -0.405 O28 H1S 28 
H1S O29 O29 O 0  1 N N N 16.333 2.889  32.058 -6.946 -0.854 1.446  O29 H1S 29 
H1S O30 O30 O -1 1 N N N 18.744 3.525  31.692 -6.278 0.480  -0.456 O30 H1S 30 
H1S O31 O31 O 0  1 N N N 12.869 8.830  38.306 5.141  -0.831 1.862  O31 H1S 31 
H1S O32 O32 O 0  1 N N N 14.038 7.626  36.705 3.919  0.645  3.334  O32 H1S 32 
H1S O33 O33 O -1 1 N N N 14.315 6.943  39.128 3.128  -1.607 2.952  O33 H1S 33 
H1S O34 O34 O -1 1 N N N 17.702 12.970 36.025 -0.003 -3.789 -2.704 O34 H1S 34 
H1S O35 O35 O 0  1 N N N 19.255 13.054 37.667 1.941  -3.917 -3.537 O35 H1S 35 
H1S H1  H1  H 0  1 N N N 19.602 7.249  35.086 -0.879 -0.510 -0.831 H1  H1S 36 
H1S H2  H2  H 0  1 N N N 17.534 9.354  34.048 -0.934 1.851  1.104  H2  H1S 37 
H1S H4  H4  H 0  1 N N N 16.550 7.113  34.582 -2.032 -0.260 1.986  H4  H1S 38 
H1S H61 1H6 H 0  1 N N N 19.641 10.154 35.496 1.215  1.560  -0.165 H61 H1S 39 
H1S H62 2H6 H 0  1 N N N 19.251 11.023 34.094 0.284  1.606  -1.682 H62 H1S 40 
H1S H7  H7  H 0  1 N N N 16.403 8.377  35.826 1.313  -0.152 -0.931 H7  H1S 41 
H1S H8  H8  H 0  1 N N N 18.923 5.788  33.108 -3.471 -0.428 -0.702 H8  H1S 42 
H1S HO9 HO9 H 0  1 N N N 16.996 4.919  35.199 -2.923 -2.290 1.403  HO9 H1S 43 
H1S H10 H10 H 0  1 N N N 18.075 7.141  31.192 -4.123 1.928  -0.231 H10 H1S 44 
H1S H12 H12 H 0  1 N N N 16.457 7.475  38.200 2.605  -2.003 1.127  H12 H1S 45 
H1S H14 H14 H 0  1 N N N 16.549 5.514  31.823 -4.452 -0.393 2.076  H14 H1S 46 
H1S H15 H15 H 0  1 N N N 15.869 7.353  31.990 -2.956 3.005  1.422  H15 H1S 47 
H1S H17 H17 H 0  1 N N N 16.934 9.348  40.011 3.865  -0.417 -1.150 H17 H1S 48 
H1S H24 H24 H 0  1 N N N 18.490 11.343 39.250 3.586  -2.725 -2.452 H24 H1S 49 
H1S H25 H25 H 0  1 N N N 19.227 8.781  39.885 5.399  -2.114 -0.921 H25 H1S 50 
# 
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 
H1S C1  C2  SING N N 1  
H1S C1  O3  SING N N 2  
H1S C1  C4  SING N N 3  
H1S C1  H1  SING N N 4  
H1S C2  O5  SING N N 5  
H1S C2  C6  SING N N 6  
H1S C2  H2  SING N N 7  
H1S O3  C7  SING N N 8  
H1S C4  C8  SING N N 9  
H1S C4  O9  SING N N 10 
H1S C4  H4  SING N N 11 
H1S O5  C10 SING N N 12 
H1S C6  O11 SING N N 13 
H1S C6  H61 SING N N 14 
H1S C6  H62 SING N N 15 
H1S C7  C12 SING N N 16 
H1S C7  O13 SING N N 17 
H1S C7  H7  SING N N 18 
H1S C8  C10 SING N N 19 
H1S C8  N14 SING N N 20 
H1S C8  H8  SING N N 21 
H1S O9  HO9 SING N N 22 
H1S C10 O15 SING N N 23 
H1S C10 H10 SING N N 24 
H1S O11 S16 SING N N 25 
H1S C12 C17 SING N N 26 
H1S C12 O18 SING N N 27 
H1S C12 H12 SING N N 28 
H1S O13 C19 SING N N 29 
H1S N14 S20 SING N N 30 
H1S N14 H14 SING N N 31 
H1S O15 H15 SING N N 32 
H1S S16 O21 DOUB N N 33 
H1S S16 O22 DOUB N N 34 
H1S S16 O23 SING N N 35 
H1S C17 C24 SING N N 36 
H1S C17 O25 SING N N 37 
H1S C17 H17 SING N N 38 
H1S O18 S26 SING N N 39 
H1S C19 C24 DOUB N N 40 
H1S C19 C27 SING N N 41 
H1S S20 O28 DOUB N N 42 
H1S S20 O29 DOUB N N 43 
H1S S20 O30 SING N N 44 
H1S C24 H24 SING N N 45 
H1S O25 H25 SING N N 46 
H1S S26 O31 DOUB N N 47 
H1S S26 O32 DOUB N N 48 
H1S S26 O33 SING N N 49 
H1S C27 O34 SING N N 50 
H1S C27 O35 DOUB N N 51 
# 
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 
H1S SMILES           ACDLabs              10.04 [O-]S(=O)(=O)OC2C(O)C=C(OC2OC1C(OC(O)C(NS([O-])(=O)=O)C1O)COS([O-])(=O)=O)C([O-])=O 
H1S InChI            InChI                1.02b 
InChI=1/C12H19NO19S3/c14-3-1-4(10(16)17)30-12(8(3)32-35(25,26)27)31-9-5(2-28-34(22,23)24)29-11(18)6(7(9)15)13-33(19,20)21/h1,3,5-9,11-15,18H,2H2,(H,16,17)(H,19,20,21)(H,22,23,24)(H,25,26,27)/p-4/t3-,5+,6+,7+,8+,9+,11-,12-/m0/s1/fC12H15NO19S3/q-4 
H1S InChIKey         InChI                1.02b LRPGJWKAYQRIAQ-QWBBSVBADX 
H1S SMILES_CANONICAL CACTVS               3.341 O[C@H]1O[C@H](CO[S]([O-])(=O)=O)[C@@H](O[C@@H]2OC(=C[C@H](O)[C@H]2O[S]([O-])(=O)=O)C([O-])=O)[C@H](O)[C@H]1N[S]([O-])(=O)=O 
H1S SMILES           CACTVS               3.341 O[CH]1O[CH](CO[S]([O-])(=O)=O)[CH](O[CH]2OC(=C[CH](O)[CH]2O[S]([O-])(=O)=O)C([O-])=O)[CH](O)[CH]1N[S]([O-])(=O)=O 
H1S 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)COS(=O)(=O)[O-])C(=O)[O-] 
H1S SMILES           "OpenEye OEToolkits" 1.5.0 C1=C(OC(C(C1O)OS(=O)(=O)[O-])OC2C(OC(C(C2O)NS(=O)(=O)[O-])O)COS(=O)(=O)[O-])C(=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 
H1S "SYSTEMATIC NAME" ACDLabs              10.04 "(2R,3R,4S)-2-({(2R,3S,4R,5R,6S)-4,6-dihydroxy-5-(sulfonatoamino)-2-[(sulfonatooxy)methyl]tetrahydro-2H-pyran-3-yl}oxy)-4-hydroxy-3-(sulfonatooxy)-3,4-dihydro-2H-pyran-6-carboxylate (non-preferred name)" 
H1S "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (4S,5R,6R)-6-[(2R,3S,4R,5R,6S)-4,6-dihydroxy-5-(sulfonatoamino)-2-(sulfonatooxymethyl)oxan-3-yl]oxy-4-hydroxy-5-sulfonatooxy-5,6-dihydro-4H-pyran-2-carboxylate                                             
# 
