data_OBH
#

_chem_comp.id                                   OBH
_chem_comp.name                                 "cyclohexa-2,5-dien-1-yl (1S,2R,4S)-5,6-bis(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hept-5-ene-2-sulfonate"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C24 H22 O6 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2015-05-05
_chem_comp.pdbx_modified_date                   2020-06-01
_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                       438.493
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    OBH
_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       4ZN9
_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
OBH  CAN  C1   C  0  1  Y  N  N   -3.146  -3.997  22.740  -3.997  -1.142  -0.733  CAN  OBH   1  
OBH  CAJ  C2   C  0  1  Y  N  N   -2.415  -3.462  23.774  -5.127  -1.674  -0.150  CAJ  OBH   2  
OBH  CAW  C3   C  0  1  Y  N  N   -3.102  -2.914  24.817  -5.013  -2.543   0.927  CAW  OBH   3  
OBH  OAC  O1   O  0  1  N  N  N   -2.474  -2.398  25.827  -6.130  -3.066   1.497  OAC  OBH   4  
OBH  CAK  C4   C  0  1  Y  N  N   -4.477  -2.937  24.815  -3.760  -2.880   1.423  CAK  OBH   5  
OBH  CAO  C5   C  0  1  Y  N  N   -5.173  -3.464  23.767  -2.624  -2.354   0.848  CAO  OBH   6  
OBH  CAZ  C6   C  0  1  Y  N  N   -4.525  -4.006  22.692  -2.734  -1.479  -0.237  CAZ  OBH   7  
OBH  CAU  C7   C  0  1  N  N  N   -5.189  -4.585  21.603  -1.523  -0.913  -0.856  CAU  OBH   8  
OBH  CAV  C8   C  0  1  N  N  N   -6.356  -4.296  20.887  -1.151   0.391  -0.880  CAV  OBH   9  
OBH  CBA  C9   C  0  1  Y  N  N   -7.258  -3.283  20.894  -1.875   1.531  -0.292  CBA  OBH  10  
OBH  CAP  C10  C  0  1  Y  N  N   -8.587  -3.557  20.735  -2.041   1.618   1.093  CAP  OBH  11  
OBH  CAL  C11  C  0  1  Y  N  N   -9.478  -2.534  20.692  -2.720   2.687   1.638  CAL  OBH  12  
OBH  CAX  C12  C  0  1  Y  N  N   -9.024  -1.252  20.773  -3.239   3.676   0.813  CAX  OBH  13  
OBH  OAD  O2   O  0  1  N  N  N   -9.854  -0.221  20.736  -3.908   4.727   1.354  OAD  OBH  14  
OBH  CAM  C13  C  0  1  Y  N  N   -7.693  -0.995  20.907  -3.077   3.594  -0.564  CAM  OBH  15  
OBH  CAQ  C14  C  0  1  Y  N  N   -6.806  -2.010  20.966  -2.395   2.533  -1.118  CAQ  OBH  16  
OBH  CBC  C15  C  0  1  N  N  S   -6.459  -5.269  19.767   0.177   0.436  -1.642  CBC  OBH  17  
OBH  OAS  O3   O  0  1  N  N  N   -5.896  -6.304  20.331  -0.015  -0.670  -2.588  OAS  OBH  18  
OBH  CBB  C16  C  0  1  N  N  S   -4.742  -5.803  20.771  -0.424  -1.678  -1.598  CBB  OBH  19  
OBH  CAR  C17  C  0  1  N  N  N   -4.199  -5.452  19.425   0.802  -1.668  -0.633  CAR  OBH  20  
OBH  CBD  C18  C  0  1  N  N  R   -5.408  -4.775  18.787   1.227  -0.182  -0.667  CBD  OBH  21  
OBH  SBE  S1   S  0  1  N  N  N   -5.670  -5.197  17.064   2.908   0.001  -1.325  SBE  OBH  22  
OBH  OAA  O4   O  0  1  N  N  N   -4.737  -4.509  16.321   3.080  -0.804  -2.483  OAA  OBH  23  
OBH  OAB  O5   O  0  1  N  N  N   -5.481  -6.538  16.854   3.301   1.366  -1.316  OAB  OBH  24  
OBH  OAT  O6   O  0  1  N  N  N   -6.820  -4.730  16.633   3.798  -0.653  -0.277  OAT  OBH  25  
OBH  CAY  C19  C  0  1  N  N  N   -7.739  -5.386  15.877   3.969   0.127   0.908  CAY  OBH  26  
OBH  CAH  C20  C  0  1  N  N  N   -9.056  -5.302  16.258   4.009  -0.787   2.096  CAH  OBH  27  
OBH  CAF  C21  C  0  1  N  N  N  -10.068  -5.899  15.552   5.115  -1.137   2.678  CAF  OBH  28  
OBH  CAE  C22  C  0  1  N  N  N   -9.778  -6.623  14.415   6.461  -0.659   2.221  CAE  OBH  29  
OBH  CAG  C23  C  0  1  N  N  N   -8.456  -6.719  14.010   6.340   0.575   1.378  CAG  OBH  30  
OBH  CAI  C24  C  0  1  N  N  N   -7.458  -6.083  14.726   5.234   0.923   0.794  CAI  OBH  31  
OBH  H1   H1   H  0  1  N  N  N   -2.608  -4.438  21.914  -4.087  -0.470  -1.573  H1   OBH  32  
OBH  H2   H2   H  0  1  N  N  N   -1.335  -3.475  23.761  -6.104  -1.415  -0.532  H2   OBH  33  
OBH  H3   H3   H  0  1  N  N  N   -3.104  -2.065  26.456  -6.417  -3.902   1.106  H3   OBH  34  
OBH  H4   H4   H  0  1  N  N  N   -5.015  -2.530  25.658  -3.676  -3.556   2.261  H4   OBH  35  
OBH  H5   H5   H  0  1  N  N  N   -6.253  -3.453  23.787  -1.651  -2.616   1.234  H5   OBH  36  
OBH  H6   H6   H  0  1  N  N  N   -8.926  -4.579  20.644  -1.638   0.849   1.735  H6   OBH  37  
OBH  H7   H7   H  0  1  N  N  N  -10.535  -2.734  20.595  -2.848   2.755   2.708  H7   OBH  38  
OBH  H8   H8   H  0  1  N  N  N   -9.359   0.587  20.805  -3.343   5.482   1.573  H8   OBH  39  
OBH  H9   H9   H  0  1  N  N  N   -7.346   0.026  20.966  -3.483   4.366  -1.202  H9   OBH  40  
OBH  H10  H10  H  0  1  N  N  N   -5.750  -1.809  21.069  -2.266   2.472  -2.189  H10  OBH  41  
OBH  H11  H11  H  0  1  N  N  N   -7.466  -5.381  19.338   0.436   1.399  -2.081  H11  OBH  42  
OBH  H12  H12  H  0  1  N  N  N   -4.095  -6.489  21.338  -0.713  -2.650  -1.999  H12  OBH  43  
OBH  H13  H13  H  0  1  N  N  N   -3.345  -4.763  19.502   0.508  -1.968   0.373  H13  OBH  44  
OBH  H14  H14  H  0  1  N  N  N   -3.897  -6.350  18.865   1.600  -2.308  -1.010  H14  OBH  45  
OBH  H15  H15  H  0  1  N  N  N   -5.311  -3.681  18.845   1.147   0.264   0.324  H15  OBH  46  
OBH  H18  H18  H  0  1  N  N  N   -9.304  -4.744  17.149   3.077  -1.172   2.483  H18  OBH  47  
OBH  H19  H19  H  0  1  N  N  N  -11.091  -5.802  15.886   5.064  -1.799   3.530  H19  OBH  48  
OBH  H20  H20  H  0  1  N  N  N  -10.142  -7.648  14.581   7.077  -0.437   3.093  H20  OBH  49  
OBH  H21  H21  H  0  1  N  N  N  -10.339  -6.165  13.587   6.940  -1.445   1.638  H21  OBH  50  
OBH  H22  H22  H  0  1  N  N  N   -8.204  -7.293  13.131   7.211   1.200   1.250  H22  OBH  51  
OBH  H23  H23  H  0  1  N  N  N   -6.438  -6.135  14.374   5.225   1.826   0.202  H23  OBH  52  
OBH  H24  H24  H  0  1  N  N  N   -7.607  -6.297  16.479   3.126   0.810   1.011  H24  OBH  53  
#   #
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
OBH  CAN  CAJ  DOUB  Y  N   1  
OBH  CAN  CAZ  SING  Y  N   2  
OBH  CAJ  CAW  SING  Y  N   3  
OBH  CAW  OAC  SING  N  N   4  
OBH  CAW  CAK  DOUB  Y  N   5  
OBH  CAK  CAO  SING  Y  N   6  
OBH  CAO  CAZ  DOUB  Y  N   7  
OBH  CAZ  CAU  SING  N  N   8  
OBH  CAU  CAV  DOUB  N  N   9  
OBH  CAU  CBB  SING  N  N  10  
OBH  CAV  CBA  SING  N  N  11  
OBH  CAV  CBC  SING  N  N  12  
OBH  CBA  CAP  DOUB  Y  N  13  
OBH  CBA  CAQ  SING  Y  N  14  
OBH  CAP  CAL  SING  Y  N  15  
OBH  CAL  CAX  DOUB  Y  N  16  
OBH  CAX  OAD  SING  N  N  17  
OBH  CAX  CAM  SING  Y  N  18  
OBH  CAM  CAQ  DOUB  Y  N  19  
OBH  CBC  OAS  SING  N  N  20  
OBH  CBC  CBD  SING  N  N  21  
OBH  OAS  CBB  SING  N  N  22  
OBH  CBB  CAR  SING  N  N  23  
OBH  CAR  CBD  SING  N  N  24  
OBH  CBD  SBE  SING  N  N  25  
OBH  SBE  OAA  DOUB  N  N  26  
OBH  SBE  OAB  DOUB  N  N  27  
OBH  SBE  OAT  SING  N  N  28  
OBH  OAT  CAY  SING  N  N  29  
OBH  CAY  CAH  SING  N  N  30  
OBH  CAY  CAI  SING  N  N  31  
OBH  CAH  CAF  DOUB  N  N  32  
OBH  CAF  CAE  SING  N  N  33  
OBH  CAE  CAG  SING  N  N  34  
OBH  CAG  CAI  DOUB  N  N  35  
OBH  CAN  H1   SING  N  N  36  
OBH  CAJ  H2   SING  N  N  37  
OBH  OAC  H3   SING  N  N  38  
OBH  CAK  H4   SING  N  N  39  
OBH  CAO  H5   SING  N  N  40  
OBH  CAP  H6   SING  N  N  41  
OBH  CAL  H7   SING  N  N  42  
OBH  OAD  H8   SING  N  N  43  
OBH  CAM  H9   SING  N  N  44  
OBH  CAQ  H10  SING  N  N  45  
OBH  CBC  H11  SING  N  N  46  
OBH  CBB  H12  SING  N  N  47  
OBH  CAR  H13  SING  N  N  48  
OBH  CAR  H14  SING  N  N  49  
OBH  CBD  H15  SING  N  N  50  
OBH  CAH  H18  SING  N  N  51  
OBH  CAF  H19  SING  N  N  52  
OBH  CAE  H20  SING  N  N  53  
OBH  CAE  H21  SING  N  N  54  
OBH  CAG  H22  SING  N  N  55  
OBH  CAI  H23  SING  N  N  56  
OBH  CAY  H24  SING  N  N  57  
#   #
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
OBH  SMILES            ACDLabs               12.01  "c1cc(O)ccc1C3=C(c2ccc(O)cc2)C4OC3CC4S(=O)(=O)OC5C=CCC=C5"  
OBH  InChI             InChI                 1.03   "InChI=1S/C24H22O6S/c25-17-10-6-15(7-11-17)22-20-14-21(31(27,28)30-19-4-2-1-3-5-19)24(29-20)23(22)16-8-12-18(26)13-9-16/h2-13,19-21,24-26H,1,14H2/t20-,21+,24+/m0/s1"  
OBH  InChIKey          InChI                 1.03   BDNHEHZCMDJALX-YZUZCNPQSA-N  
OBH  SMILES_CANONICAL  CACTVS                3.385  "Oc1ccc(cc1)C2=C([C@@H]3O[C@H]2C[C@H]3[S](=O)(=O)OC4C=CCC=C4)c5ccc(O)cc5"  
OBH  SMILES            CACTVS                3.385  "Oc1ccc(cc1)C2=C([CH]3O[CH]2C[CH]3[S](=O)(=O)OC4C=CCC=C4)c5ccc(O)cc5"  
OBH  SMILES_CANONICAL  "OpenEye OEToolkits"  1.9.2  "c1cc(ccc1C2=C([C@H]3[C@@H](C[C@@H]2O3)S(=O)(=O)OC4C=CCC=C4)c5ccc(cc5)O)O"  
OBH  SMILES            "OpenEye OEToolkits"  1.9.2  "c1cc(ccc1C2=C(C3C(CC2O3)S(=O)(=O)OC4C=CCC=C4)c5ccc(cc5)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
OBH  "SYSTEMATIC NAME"  ACDLabs               12.01  "cyclohexa-2,5-dien-1-yl (1S,2R,4S)-5,6-bis(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hept-5-ene-2-sulfonate"  
OBH  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.9.2  "cyclohexa-2,5-dien-1-yl (1S,4S,5R)-2,3-bis(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hept-2-ene-5-sulfonate"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
OBH  "Create component"    2015-05-05  RCSB  
OBH  "Initial release"     2015-09-09  RCSB  
OBH  "Other modification"  2020-06-01  RCSB  
##
