data_0HK
#

_chem_comp.id                                   0HK
_chem_comp.name                                 "(1R,2R,4S,5S,7S)-7-{[hydroxy(dithiophen-2-yl)acetyl]oxy}-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.0~2,4~]nonane"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C19 H22 N O4 S2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        Tiotropium
_chem_comp.pdbx_formal_charge                   1
_chem_comp.pdbx_initial_date                    2012-01-18
_chem_comp.pdbx_modified_date                   2021-03-01
_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                       392.512
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    0HK
_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       4DAJ
_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
0HK  C28  C28  C  0  1  N  N  N  -15.942   -7.110  -43.258  -0.305   0.285  -0.555  C28  0HK   1  
0HK  O29  O29  O  0  1  N  N  N  -16.533   -7.890  -43.996  -0.580   0.884  -1.567  O29  0HK   2  
0HK  C31  C31  C  0  1  Y  N  N  -16.491   -5.443  -41.570  -2.394   1.171   0.400  C31  0HK   3  
0HK  C32  C32  C  0  1  Y  N  N  -15.481   -4.730  -43.680  -2.007  -1.259   0.327  C32  0HK   4  
0HK  C34  C34  C  0  1  Y  N  N  -16.100   -6.275  -40.545  -2.345   2.349   1.023  C34  0HK   5  
0HK  C35  C35  C  0  1  Y  N  N  -16.207   -5.840  -39.258  -3.414   3.190   0.765  C35  0HK   6  
0HK  C36  C36  C  0  1  Y  N  N  -16.694   -4.577  -39.029  -4.331   2.694  -0.068  C36  0HK   7  
0HK  C41  C41  C  0  1  Y  N  N  -14.337   -4.219  -43.121  -1.593  -2.398   0.884  C41  0HK   8  
0HK  C42  C42  C  0  1  Y  N  N  -13.584   -3.337  -43.819  -2.354  -3.510   0.571  C42  0HK   9  
0HK  C43  C43  C  0  1  Y  N  N  -13.989   -2.962  -45.075  -3.386  -3.275  -0.240  C43  0HK  10  
0HK  O10  O10  O  0  1  N  N  N  -11.235   -6.235  -42.709   3.219  -0.230   2.165  O10  0HK  11  
0HK  O11  O11  O  0  1  N  N  N  -14.798   -7.505  -42.534   0.934  -0.198  -0.376  O11  0HK  12  
0HK  O33  O33  O  0  1  N  N  N  -17.696   -5.630  -43.612  -0.738   0.146   1.799  O33  0HK  13  
0HK  S37  S37  S  0  1  Y  N  N  -17.008   -3.986  -40.692  -3.854   1.079  -0.576  S37  0HK  14  
0HK  S44  S44  S  0  1  Y  N  N  -15.505   -3.911  -45.265  -3.438  -1.565  -0.649  S44  0HK  15  
0HK  C1   C1   C  0  1  N  N  N  -11.358  -10.366  -42.857   5.128   0.447  -1.493  C1   0HK  16  
0HK  C3   C3   C  0  1  N  N  R  -12.007   -8.438  -41.703   3.741  -1.076  -0.183  C3   0HK  17  
0HK  C4   C4   C  0  1  N  N  N  -13.364   -9.019  -41.478   2.905  -1.117  -1.473  C4   0HK  18  
0HK  C5   C5   C  0  1  N  N  N  -14.231   -8.787  -42.686   1.891   0.030  -1.444  C5   0HK  19  
0HK  C6   C6   C  0  1  N  N  N  -13.503   -8.848  -44.011   2.618   1.356  -1.201  C6   0HK  20  
0HK  C7   C7   C  0  1  N  N  S  -12.100   -8.337  -43.850   3.451   1.226   0.084  C7   0HK  21  
0HK  C8   C8   C  0  1  N  N  S  -12.268   -6.877  -43.448   2.574   0.586   1.185  C8   0HK  22  
0HK  C9   C9   C  0  1  N  N  R  -12.224   -6.959  -41.980   2.765  -0.935   1.008  C9   0HK  23  
0HK  C12  C12  C  0  1  N  N  N   -9.948   -8.562  -42.882   5.505   0.198   0.880  C12  0HK  24  
0HK  C30  C30  C  0  1  N  N  N  -16.442   -5.705  -43.049  -1.353   0.086   0.511  C30  0HK  25  
0HK  N2   N2   N  1  1  N  N  N  -11.349   -8.946  -42.827   4.497   0.205  -0.189  N2   0HK  26  
0HK  H1   H1   H  0  1  N  N  N  -15.713   -7.261  -40.758  -1.534   2.627   1.679  H1   0HK  27  
0HK  H2   H2   H  0  1  N  N  N  -15.915   -6.476  -38.435  -3.500   4.173   1.204  H2   0HK  28  
0HK  H3   H3   H  0  1  N  N  N  -16.848   -4.070  -38.088  -5.229   3.205  -0.382  H3   0HK  29  
0HK  H4   H4   H  0  1  N  N  N  -14.038   -4.519  -42.128  -0.729  -2.448   1.531  H4   0HK  30  
0HK  H5   H5   H  0  1  N  N  N  -12.677   -2.934  -43.393  -2.129  -4.495   0.955  H5   0HK  31  
0HK  H6   H6   H  0  1  N  N  N  -13.521   -2.278  -45.767  -4.085  -4.020  -0.590  H6   0HK  32  
0HK  H7   H7   H  0  1  N  N  N  -17.898   -6.450  -44.047  -0.297   0.985   1.987  H7   0HK  33  
0HK  H8   H8   H  0  1  N  N  N  -10.750  -10.755  -42.027   5.597   1.431  -1.492  H8   0HK  34  
0HK  H9   H9   H  0  1  N  N  N  -12.392  -10.728  -42.755   5.885  -0.315  -1.678  H9   0HK  35  
0HK  H10  H10  H  0  1  N  N  N  -10.940  -10.715  -43.813   4.372   0.406  -2.276  H10  0HK  36  
0HK  H11  H11  H  0  1  N  N  N  -11.396   -8.555  -40.796   4.388  -1.947  -0.085  H11  0HK  37  
0HK  H12  H12  H  0  1  N  N  N  -13.825   -8.540  -40.602   3.561  -1.003  -2.336  H12  0HK  38  
0HK  H13  H13  H  0  1  N  N  N  -13.272  -10.100  -41.298   2.379  -2.070  -1.537  H13  0HK  39  
0HK  H14  H14  H  0  1  N  N  N  -15.027   -9.546  -42.694   1.366   0.075  -2.398  H14  0HK  40  
0HK  H15  H15  H  0  1  N  N  N  -14.034   -8.227  -44.748   3.273   1.594  -2.039  H15  0HK  41  
0HK  H16  H16  H  0  1  N  N  N  -13.473   -9.890  -44.363   1.878   2.148  -1.078  H16  0HK  42  
0HK  H17  H17  H  0  1  N  N  N  -11.573   -8.392  -44.814   3.878   2.179   0.395  H17  0HK  43  
0HK  H18  H18  H  0  1  N  N  N  -13.059   -6.287  -43.935   1.614   1.052   1.410  H18  0HK  44  
0HK  H19  H19  H  0  1  N  N  N  -12.981   -6.423  -41.388   1.942  -1.645   1.091  H19  0HK  45  
0HK  H20  H20  H  0  1  N  N  N   -9.399   -9.058  -42.068   5.919   1.199   0.996  H20  0HK  46  
0HK  H21  H21  H  0  1  N  N  N   -9.522   -8.866  -43.850   5.040  -0.113   1.815  H21  0HK  47  
0HK  H22  H22  H  0  1  N  N  N   -9.862   -7.471  -42.770   6.303  -0.498   0.622  H22  0HK  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
0HK  S44  C43  SING  Y  N   1  
0HK  S44  C32  SING  Y  N   2  
0HK  C43  C42  DOUB  Y  N   3  
0HK  C6   C7   SING  N  N   4  
0HK  C6   C5   SING  N  N   5  
0HK  O29  C28  DOUB  N  N   6  
0HK  C7   C8   SING  N  N   7  
0HK  C7   N2   SING  N  N   8  
0HK  C42  C41  SING  Y  N   9  
0HK  C32  C41  DOUB  Y  N  10  
0HK  C32  C30  SING  N  N  11  
0HK  O33  C30  SING  N  N  12  
0HK  C8   O10  SING  N  N  13  
0HK  C8   C9   SING  N  N  14  
0HK  C28  C30  SING  N  N  15  
0HK  C28  O11  SING  N  N  16  
0HK  C30  C31  SING  N  N  17  
0HK  C12  N2   SING  N  N  18  
0HK  C1   N2   SING  N  N  19  
0HK  N2   C3   SING  N  N  20  
0HK  O10  C9   SING  N  N  21  
0HK  C5   O11  SING  N  N  22  
0HK  C5   C4   SING  N  N  23  
0HK  C9   C3   SING  N  N  24  
0HK  C3   C4   SING  N  N  25  
0HK  C31  S37  SING  Y  N  26  
0HK  C31  C34  DOUB  Y  N  27  
0HK  S37  C36  SING  Y  N  28  
0HK  C34  C35  SING  Y  N  29  
0HK  C35  C36  DOUB  Y  N  30  
0HK  C34  H1   SING  N  N  31  
0HK  C35  H2   SING  N  N  32  
0HK  C36  H3   SING  N  N  33  
0HK  C41  H4   SING  N  N  34  
0HK  C42  H5   SING  N  N  35  
0HK  C43  H6   SING  N  N  36  
0HK  O33  H7   SING  N  N  37  
0HK  C1   H8   SING  N  N  38  
0HK  C1   H9   SING  N  N  39  
0HK  C1   H10  SING  N  N  40  
0HK  C3   H11  SING  N  N  41  
0HK  C4   H12  SING  N  N  42  
0HK  C4   H13  SING  N  N  43  
0HK  C5   H14  SING  N  N  44  
0HK  C6   H15  SING  N  N  45  
0HK  C6   H16  SING  N  N  46  
0HK  C7   H17  SING  N  N  47  
0HK  C8   H18  SING  N  N  48  
0HK  C9   H19  SING  N  N  49  
0HK  C12  H20  SING  N  N  50  
0HK  C12  H21  SING  N  N  51  
0HK  C12  H22  SING  N  N  52  
#   #
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
0HK  SMILES            ACDLabs               12.01  "O=C(OC3CC1[N+](C)(C)C(C2OC12)C3)C(O)(c4sccc4)c5sccc5"  
0HK  InChI             InChI                 1.03   "InChI=1S/C19H22NO4S2/c1-20(2)12-9-11(10-13(20)17-16(12)24-17)23-18(21)19(22,14-5-3-7-25-14)15-6-4-8-26-15/h3-8,11-13,16-17,22H,9-10H2,1-2H3/q+1/t11-,12-,13+,16-,17+"  
0HK  InChIKey          InChI                 1.03   LERNTVKEWCAPOY-DZZGSBJMSA-N  
0HK  SMILES_CANONICAL  CACTVS                3.370  "C[N+]1(C)[C@@H]2CC(C[C@H]1[C@@H]3O[C@H]23)OC(=O)C(O)(c4sccc4)c5sccc5"  
0HK  SMILES            CACTVS                3.370  "C[N+]1(C)[CH]2CC(C[CH]1[CH]3O[CH]23)OC(=O)C(O)(c4sccc4)c5sccc5"  
0HK  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.6  "C[N+]1([C@@H]2CC(C[C@H]1[C@H]3[C@@H]2O3)OC(=O)C(c4cccs4)(c5cccs5)O)C"  
0HK  SMILES            "OpenEye OEToolkits"  1.7.6  "C[N+]1(C2CC(CC1C3C2O3)OC(=O)C(c4cccs4)(c5cccs5)O)C"  
#
_pdbx_chem_comp_identifier.comp_id          0HK
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          ACDLabs
_pdbx_chem_comp_identifier.program_version  12.01
_pdbx_chem_comp_identifier.identifier       "(1R,2R,4S,5S,7S)-7-{[hydroxy(dithiophen-2-yl)acetyl]oxy}-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.0~2,4~]nonane"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
0HK  "Create component"  2012-01-18  RCSB  
0HK  "Modify synonyms"   2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     0HK
_pdbx_chem_comp_synonyms.name        Tiotropium
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
