data_IH6
# 
_chem_comp.id                                    IH6 
_chem_comp.name                                  (3S)-4-{[4-(BUT-2-YNYLOXY)PHENYL]SULFONYL}-N-HYDROXY-2,2-DIMETHYLTHIOMORPHOLINE-3-CARBOXAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H22 N2 O5 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-06-15 
_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                        398.497 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IH6 
_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        1ZXC 
_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 
IH6 C1   C1   C 0 1 N N N 18.002 56.119 127.106 9.203  -1.235 0.624  C1   IH6 1  
IH6 C2   C2   C 0 1 N N N 17.432 54.960 127.809 7.816  -0.741 0.603  C2   IH6 2  
IH6 C3   C3   C 0 1 N N N 16.920 54.014 128.330 6.711  -0.346 0.585  C3   IH6 3  
IH6 C4   C4   C 0 1 N N N 16.249 52.841 128.927 5.324  0.148  0.564  C4   IH6 4  
IH6 O1   O1   O 0 1 N N N 16.479 52.679 130.338 4.678  -0.297 -0.631 O1   IH6 5  
IH6 C5   C5   C 0 1 Y N N 17.722 52.514 130.903 3.409  0.188  -0.595 C5   IH6 6  
IH6 C6   C6   C 0 1 Y N N 18.711 51.884 130.123 2.532  -0.084 -1.635 C6   IH6 7  
IH6 C7   C7   C 0 1 Y N N 19.994 51.679 130.634 1.242  0.409  -1.596 C7   IH6 8  
IH6 C8   C8   C 0 1 Y N N 20.289 52.091 131.936 0.825  1.174  -0.522 C8   IH6 9  
IH6 C9   C9   C 0 1 Y N N 19.317 52.722 132.729 1.698  1.446  0.516  C9   IH6 10 
IH6 C10  C10  C 0 1 Y N N 18.037 52.931 132.209 2.987  0.950  0.485  C10  IH6 11 
IH6 S1   S1   S 0 1 N N N 21.928 51.871 132.580 -0.820 1.801  -0.475 S1   IH6 12 
IH6 O2   O2   O 0 1 N N N 22.786 51.397 131.510 -1.262 1.828  -1.825 O2   IH6 13 
IH6 O3   O3   O 0 1 N N N 22.239 53.200 133.026 -0.782 2.920  0.400  O3   IH6 14 
IH6 N1   N1   N 0 1 N N N 21.896 50.980 134.095 -1.761 0.669  0.283  N1   IH6 15 
IH6 C11  C11  C 0 1 N N N 22.891 51.454 135.131 -1.933 0.721  1.736  C11  IH6 16 
IH6 C12  C12  C 0 1 N N N 24.035 50.511 135.496 -3.407 0.962  2.069  C12  IH6 17 
IH6 S2   S2   S 0 1 N N N 23.403 48.914 136.054 -4.405 -0.385 1.370  S2   IH6 18 
IH6 C13  C13  C 0 1 N N N 22.687 48.441 134.430 -3.935 -0.239 -0.377 C13  IH6 19 
IH6 C14  C14  C 0 1 N N S 21.563 49.549 134.484 -2.420 -0.374 -0.504 C14  IH6 20 
IH6 C15  C15  C 0 1 N N N 20.055 49.367 134.573 -1.993 -1.725 0.009  C15  IH6 21 
IH6 O4   O4   O 0 1 N N N 19.382 48.597 133.905 -1.532 -1.832 1.125  O4   IH6 22 
IH6 N2   N2   N 0 1 N N N 19.585 50.205 135.568 -2.122 -2.815 -0.774 N2   IH6 23 
IH6 O5   O5   O 0 1 N N N 18.209 50.204 135.848 -1.720 -4.084 -0.292 O5   IH6 24 
IH6 C16  C16  C 0 1 N N N 23.761 48.524 133.311 -4.618 -1.344 -1.184 C16  IH6 25 
IH6 C17  C17  C 0 1 N N N 22.321 46.973 134.621 -4.370 1.127  -0.911 C17  IH6 26 
IH6 H11  1H1  H 0 1 N N N 18.479 57.001 126.620 9.695  -0.896 1.535  H11  IH6 27 
IH6 H12  2H1  H 0 1 N N N 18.095 55.527 126.165 9.200  -2.324 0.596  H12  IH6 28 
IH6 H13  3H1  H 0 1 N N N 17.015 56.637 127.121 9.739  -0.850 -0.243 H13  IH6 29 
IH6 H41  1H4  H 0 1 N N N 15.155 52.867 128.711 4.788  -0.237 1.431  H41  IH6 30 
IH6 H42  2H4  H 0 1 N N N 16.529 51.911 128.378 5.326  1.238  0.592  H42  IH6 31 
IH6 H6   H6   H 0 1 N N N 18.477 51.546 129.099 2.857  -0.681 -2.474 H6   IH6 32 
IH6 H7   H7   H 0 1 N N N 20.768 51.195 130.014 0.559  0.198  -2.405 H7   IH6 33 
IH6 H9   H9   H 0 1 N N N 19.557 53.051 133.753 1.370  2.044  1.353  H9   IH6 34 
IH6 H10  H10  H 0 1 N N N 17.273 53.426 132.831 3.668  1.163  1.295  H10  IH6 35 
IH6 H111 1H11 H 0 0 N N N 23.311 52.437 134.815 -1.611 -0.224 2.174  H111 IH6 36 
IH6 H112 2H11 H 0 0 N N N 22.345 51.747 136.058 -1.331 1.533  2.144  H112 IH6 37 
IH6 H121 1H12 H 0 0 N N N 24.758 50.396 134.654 -3.537 0.987  3.151  H121 IH6 38 
IH6 H122 2H12 H 0 0 N N N 24.720 50.967 136.247 -3.727 1.912  1.641  H122 IH6 39 
IH6 H14  H14  H 0 1 N N N 21.813 49.048 135.448 -2.133 -0.276 -1.551 H14  IH6 40 
IH6 HN2  HN2  H 0 1 N N N 20.232 50.804 136.079 -2.491 -2.730 -1.667 HN2  IH6 41 
IH6 HO5  HO5  H 0 1 N N N 17.886 50.779 136.531 -1.895 -4.720 -1.000 HO5  IH6 42 
IH6 H161 1H16 H 0 0 N N N 23.326 48.236 132.325 -5.700 -1.248 -1.090 H161 IH6 43 
IH6 H162 2H16 H 0 0 N N N 24.241 49.529 133.273 -4.336 -1.256 -2.233 H162 IH6 44 
IH6 H163 3H16 H 0 0 N N N 24.662 47.916 133.557 -4.306 -2.317 -0.805 H163 IH6 45 
IH6 H171 1H17 H 0 0 N N N 21.886 46.685 133.635 -3.881 1.914  -0.337 H171 IH6 46 
IH6 H172 2H17 H 0 0 N N N 23.163 46.326 134.961 -4.088 1.214  -1.960 H172 IH6 47 
IH6 H173 3H17 H 0 0 N N N 21.659 46.770 135.495 -5.452 1.227  -0.816 H173 IH6 48 
# 
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 
IH6 C1  C2   SING N N 1  
IH6 C1  H11  SING N N 2  
IH6 C1  H12  SING N N 3  
IH6 C1  H13  SING N N 4  
IH6 C2  C3   TRIP N N 5  
IH6 C3  C4   SING N N 6  
IH6 C4  O1   SING N N 7  
IH6 C4  H41  SING N N 8  
IH6 C4  H42  SING N N 9  
IH6 O1  C5   SING N N 10 
IH6 C5  C6   DOUB Y N 11 
IH6 C5  C10  SING Y N 12 
IH6 C6  C7   SING Y N 13 
IH6 C6  H6   SING N N 14 
IH6 C7  C8   DOUB Y N 15 
IH6 C7  H7   SING N N 16 
IH6 C8  C9   SING Y N 17 
IH6 C8  S1   SING N N 18 
IH6 C9  C10  DOUB Y N 19 
IH6 C9  H9   SING N N 20 
IH6 C10 H10  SING N N 21 
IH6 S1  O2   DOUB N N 22 
IH6 S1  O3   DOUB N N 23 
IH6 S1  N1   SING N N 24 
IH6 N1  C11  SING N N 25 
IH6 N1  C14  SING N N 26 
IH6 C11 C12  SING N N 27 
IH6 C11 H111 SING N N 28 
IH6 C11 H112 SING N N 29 
IH6 C12 S2   SING N N 30 
IH6 C12 H121 SING N N 31 
IH6 C12 H122 SING N N 32 
IH6 S2  C13  SING N N 33 
IH6 C13 C14  SING N N 34 
IH6 C13 C16  SING N N 35 
IH6 C13 C17  SING N N 36 
IH6 C14 C15  SING N N 37 
IH6 C14 H14  SING N N 38 
IH6 C15 O4   DOUB N N 39 
IH6 C15 N2   SING N N 40 
IH6 N2  O5   SING N N 41 
IH6 N2  HN2  SING N N 42 
IH6 O5  HO5  SING N N 43 
IH6 C16 H161 SING N N 44 
IH6 C16 H162 SING N N 45 
IH6 C16 H163 SING N N 46 
IH6 C17 H171 SING N N 47 
IH6 C17 H172 SING N N 48 
IH6 C17 H173 SING N N 49 
# 
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 
IH6 SMILES           ACDLabs              10.04 O=S(=O)(N1C(C(=O)NO)C(SCC1)(C)C)c2ccc(OCC#CC)cc2                                                                                                       
IH6 InChI            InChI                1.02b InChI=1/C17H22N2O5S2/c1-4-5-11-24-13-6-8-14(9-7-13)26(22,23)19-10-12-25-17(2,3)15(19)16(20)18-21/h6-9,15,21H,10-12H2,1-3H3,(H,18,20)/t15-/m0/s1/f/h18H 
IH6 InChIKey         InChI                1.02b CVZIHNYAZLXRRS-NLVCMJLLDH                                                                                                                              
IH6 SMILES_CANONICAL CACTVS               3.341 CC#CCOc1ccc(cc1)[S](=O)(=O)N2CCSC(C)(C)[C@@H]2C(=O)NO                                                                                                  
IH6 SMILES           CACTVS               3.341 CC#CCOc1ccc(cc1)[S](=O)(=O)N2CCSC(C)(C)[CH]2C(=O)NO                                                                                                    
IH6 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC#CCOc1ccc(cc1)S(=O)(=O)[N@@]2CCSC([C@@H]2C(=O)NO)(C)C                                                                                                
IH6 SMILES           "OpenEye OEToolkits" 1.5.0 CC#CCOc1ccc(cc1)S(=O)(=O)N2CCSC(C2C(=O)NO)(C)C                                                                                                         
# 
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 
IH6 "SYSTEMATIC NAME" ACDLabs              10.04 (3S)-4-{[4-(but-2-yn-1-yloxy)phenyl]sulfonyl}-N-hydroxy-2,2-dimethylthiomorpholine-3-carboxamide 
IH6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (3S,4R)-4-(4-but-2-ynoxyphenyl)sulfonyl-N-hydroxy-2,2-dimethyl-thiomorpholine-3-carboxamide      
# 
