data_OB4
# 
_chem_comp.id                                    OB4 
_chem_comp.name                                  "(1S,2R,4S)-N-ethyl-5,6-bis(4-hydroxyphenyl)-N-(4-methoxyphenyl)-7-oxabicyclo[2.2.1]hept-5-ene-2-sulfonamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H27 N O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-05-21 
_chem_comp.pdbx_modified_date                    2016-05-27 
_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                        493.571 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     OB4 
_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        4ZWK 
_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 
OB4 C01 C1  C 0 1 Y N N -4.581  17.117 7.341 3.322  -2.561 -2.659 C01 OB4 1  
OB4 C02 C2  C 0 1 Y N N -3.494  16.966 8.112 3.315  -3.484 -1.620 C02 OB4 2  
OB4 C03 C3  C 0 1 Y N N -2.666  18.019 8.199 2.760  -3.149 -0.392 C03 OB4 3  
OB4 C04 C4  C 0 1 Y N N -2.917  19.168 7.542 2.214  -1.899 -0.197 C04 OB4 4  
OB4 C05 C5  C 0 1 Y N N -4.021  19.337 6.781 2.219  -0.967 -1.239 C05 OB4 5  
OB4 C06 C6  C 0 1 Y N N -4.827  18.265 6.696 2.783  -1.307 -2.472 C06 OB4 6  
OB4 O01 O1  O 0 1 N N N -3.249  15.798 8.766 3.851  -4.718 -1.808 O01 OB4 7  
OB4 C07 C7  C 0 1 N N N -4.275  20.470 6.086 1.637  0.371  -1.036 C07 OB4 8  
OB4 C08 C8  C 0 1 N N N -5.370  21.233 5.831 2.078  1.335  -0.191 C08 OB4 9  
OB4 C09 C9  C 0 1 N N S -4.850  22.314 4.881 1.125  2.520  -0.368 C09 OB4 10 
OB4 C10 C10 C 0 1 Y N N -6.660  21.192 6.248 3.239  1.257  0.714  C10 OB4 11 
OB4 C11 C11 C 0 1 N N S -3.175  21.125 5.257 0.412  0.960  -1.742 C11 OB4 12 
OB4 C12 C12 C 0 1 Y N N -7.026  20.667 7.434 4.530  1.145  0.190  C12 OB4 13 
OB4 C13 C13 C 0 1 Y N N -8.302  20.630 7.846 5.612  1.073  1.040  C13 OB4 14 
OB4 C14 C14 C 0 1 Y N N -9.298  21.122 7.093 5.422  1.111  2.416  C14 OB4 15 
OB4 C15 C15 C 0 1 Y N N -8.953  21.653 5.908 4.141  1.222  2.941  C15 OB4 16 
OB4 C16 C16 C 0 1 Y N N -7.670  21.687 5.499 3.053  1.301  2.099  C16 OB4 17 
OB4 O02 O2  O 0 1 N N N -10.595 21.086 7.511 6.491  1.039  3.250  O02 OB4 18 
OB4 C17 C17 C 0 1 N N R -3.511  20.678 3.819 -0.709 0.970  -0.657 C17 OB4 19 
OB4 C18 C18 C 0 1 N N N -4.634  21.696 3.490 -0.205 2.073  0.315  C18 OB4 20 
OB4 S01 S1  S 0 1 N N N -2.054  20.580 2.655 -2.309 1.426  -1.382 S01 OB4 21 
OB4 O03 O3  O 0 1 N N N -3.519  22.486 5.299 0.775  2.378  -1.786 O03 OB4 22 
OB4 N01 N1  N 0 1 N N N -1.075  19.389 3.361 -3.363 1.399  -0.105 N01 OB4 23 
OB4 O04 O4  O 0 1 N N N -1.687  21.980 2.825 -2.298 2.784  -1.799 O04 OB4 24 
OB4 O05 O5  O 0 1 N N N -2.821  20.171 1.486 -2.776 0.398  -2.244 O05 OB4 25 
OB4 C19 C19 C 0 1 Y N N -1.481  18.198 3.630 -3.673 0.187  0.521  C19 OB4 26 
OB4 C20 C20 C 0 1 N N N 0.346   19.757 3.678 -3.971 2.645  0.369  C20 OB4 27 
OB4 C21 C21 C 0 1 Y N N -1.469  17.604 4.846 -4.083 0.175  1.848  C21 OB4 28 
OB4 C22 C22 C 0 1 Y N N -1.916  16.352 5.045 -4.389 -1.022 2.465  C22 OB4 29 
OB4 C23 C23 C 0 1 Y N N -2.411  15.586 4.056 -4.287 -2.212 1.760  C23 OB4 30 
OB4 C24 C24 C 0 1 Y N N -2.427  16.168 2.843 -3.878 -2.201 0.435  C24 OB4 31 
OB4 C25 C25 C 0 1 Y N N -1.979  17.419 2.647 -3.578 -1.005 -0.186 C25 OB4 32 
OB4 C26 C26 C 0 1 N N N 1.250   19.694 2.438 -5.342 2.825  -0.287 C26 OB4 33 
OB4 O06 O6  O 0 1 N N N -2.843  14.314 4.341 -4.588 -3.391 2.368  O06 OB4 34 
OB4 C27 C27 C 0 1 N N N -2.544  13.770 5.605 -4.461 -4.578 1.583  C27 OB4 35 
OB4 H1  H1  H 0 1 N N N -5.273  16.295 7.238 3.754  -2.826 -3.612 H1  OB4 36 
OB4 H2  H2  H 0 1 N N N -1.778  17.943 8.810 2.757  -3.870 0.412  H2  OB4 37 
OB4 H3  H3  H 0 1 N N N -2.212  19.982 7.626 1.783  -1.640 0.758  H3  OB4 38 
OB4 H4  H4  H 0 1 N N N -5.712  18.332 6.081 2.789  -0.590 -3.280 H4  OB4 39 
OB4 H5  H5  H 0 1 N N N -2.441  15.874 9.259 4.792  -4.775 -1.590 H5  OB4 40 
OB4 H6  H6  H 0 1 N N N -5.470  23.223 4.866 1.516  3.492  -0.068 H6  OB4 41 
OB4 H7  H7  H 0 1 N N N -2.155  20.867 5.577 0.152  0.505  -2.698 H7  OB4 42 
OB4 H8  H8  H 0 1 N N N -6.261  20.260 8.079 4.679  1.115  -0.879 H8  OB4 43 
OB4 H9  H9  H 0 1 N N N -8.533  20.194 8.807 6.610  0.986  0.637  H9  OB4 44 
OB4 H10 H10 H 0 1 N N N -9.722  22.062 5.269 3.997  1.252  4.011  H10 OB4 45 
OB4 H11 H11 H 0 1 N N N -7.441  22.125 4.539 2.057  1.388  2.508  H11 OB4 46 
OB4 H12 H12 H 0 1 N N N -10.641 20.676 8.367 6.872  1.899  3.477  H12 OB4 47 
OB4 H13 H13 H 0 1 N N N -3.940  19.666 3.846 -0.772 0.006  -0.153 H13 OB4 48 
OB4 H14 H14 H 0 1 N N N -4.303  22.446 2.757 -0.016 1.661  1.307  H14 OB4 49 
OB4 H15 H15 H 0 1 N N N -5.542  21.197 3.120 -0.914 2.900  0.368  H15 OB4 50 
OB4 H16 H16 H 0 1 N N N 0.733   19.059 4.435 -4.090 2.602  1.452  H16 OB4 51 
OB4 H17 H17 H 0 1 N N N 0.366   20.781 4.080 -3.329 3.486  0.106  H17 OB4 52 
OB4 H18 H18 H 0 1 N N N -1.085  18.158 5.690 -4.161 1.101  2.397  H18 OB4 53 
OB4 H19 H19 H 0 1 N N N -1.876  15.943 6.044 -4.707 -1.032 3.497  H19 OB4 54 
OB4 H20 H20 H 0 1 N N N -2.812  15.612 2.001 -3.798 -3.129 -0.114 H20 OB4 55 
OB4 H21 H21 H 0 1 N N N -2.020  17.824 1.647 -3.260 -0.996 -1.218 H21 OB4 56 
OB4 H22 H22 H 0 1 N N N 2.277   19.971 2.718 -5.223 2.868  -1.370 H22 OB4 57 
OB4 H23 H23 H 0 1 N N N 1.243   18.672 2.031 -5.984 1.985  -0.025 H23 OB4 58 
OB4 H24 H24 H 0 1 N N N 0.877   20.394 1.676 -5.794 3.752  0.065  H24 OB4 59 
OB4 H25 H25 H 0 1 N N N -2.957  12.753 5.674 -5.125 -4.515 0.721  H25 OB4 60 
OB4 H26 H26 H 0 1 N N N -1.453  13.733 5.739 -3.431 -4.679 1.242  H26 OB4 61 
OB4 H27 H27 H 0 1 N N N -2.989  14.400 6.390 -4.730 -5.444 2.187  H27 OB4 62 
# 
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 
OB4 O05 S01 DOUB N N 1  
OB4 C26 C20 SING N N 2  
OB4 C25 C24 DOUB Y N 3  
OB4 C25 C19 SING Y N 4  
OB4 S01 O04 DOUB N N 5  
OB4 S01 N01 SING N N 6  
OB4 S01 C17 SING N N 7  
OB4 C24 C23 SING Y N 8  
OB4 N01 C19 SING N N 9  
OB4 N01 C20 SING N N 10 
OB4 C18 C17 SING N N 11 
OB4 C18 C09 SING N N 12 
OB4 C19 C21 DOUB Y N 13 
OB4 C17 C11 SING N N 14 
OB4 C23 O06 SING N N 15 
OB4 C23 C22 DOUB Y N 16 
OB4 O06 C27 SING N N 17 
OB4 C21 C22 SING Y N 18 
OB4 C09 O03 SING N N 19 
OB4 C09 C08 SING N N 20 
OB4 C11 O03 SING N N 21 
OB4 C11 C07 SING N N 22 
OB4 C16 C15 DOUB Y N 23 
OB4 C16 C10 SING Y N 24 
OB4 C08 C07 DOUB N N 25 
OB4 C08 C10 SING N N 26 
OB4 C15 C14 SING Y N 27 
OB4 C07 C05 SING N N 28 
OB4 C10 C12 DOUB Y N 29 
OB4 C06 C05 DOUB Y N 30 
OB4 C06 C01 SING Y N 31 
OB4 C05 C04 SING Y N 32 
OB4 C14 O02 SING N N 33 
OB4 C14 C13 DOUB Y N 34 
OB4 C01 C02 DOUB Y N 35 
OB4 C12 C13 SING Y N 36 
OB4 C04 C03 DOUB Y N 37 
OB4 C02 C03 SING Y N 38 
OB4 C02 O01 SING N N 39 
OB4 C01 H1  SING N N 40 
OB4 C03 H2  SING N N 41 
OB4 C04 H3  SING N N 42 
OB4 C06 H4  SING N N 43 
OB4 O01 H5  SING N N 44 
OB4 C09 H6  SING N N 45 
OB4 C11 H7  SING N N 46 
OB4 C12 H8  SING N N 47 
OB4 C13 H9  SING N N 48 
OB4 C15 H10 SING N N 49 
OB4 C16 H11 SING N N 50 
OB4 O02 H12 SING N N 51 
OB4 C17 H13 SING N N 52 
OB4 C18 H14 SING N N 53 
OB4 C18 H15 SING N N 54 
OB4 C20 H16 SING N N 55 
OB4 C20 H17 SING N N 56 
OB4 C21 H18 SING N N 57 
OB4 C22 H19 SING N N 58 
OB4 C24 H20 SING N N 59 
OB4 C25 H21 SING N N 60 
OB4 C26 H22 SING N N 61 
OB4 C26 H23 SING N N 62 
OB4 C26 H24 SING N N 63 
OB4 C27 H25 SING N N 64 
OB4 C27 H26 SING N N 65 
OB4 C27 H27 SING N N 66 
# 
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 
OB4 SMILES           ACDLabs              12.01 "c1c(ccc(c1)C3=C(c2ccc(O)cc2)C4OC3C(C4)S(=O)(N(c5ccc(OC)cc5)CC)=O)O"                                                                                                                        
OB4 InChI            InChI                1.03  "InChI=1S/C27H27NO6S/c1-3-28(19-8-14-22(33-2)15-9-19)35(31,32)24-16-23-25(17-4-10-20(29)11-5-17)26(27(24)34-23)18-6-12-21(30)13-7-18/h4-15,23-24,27,29-30H,3,16H2,1-2H3/t23-,24+,27+/m0/s1" 
OB4 InChIKey         InChI                1.03  DGXXRQNAGODTPD-CLCZQPDDSA-N                                                                                                                                                                 
OB4 SMILES_CANONICAL CACTVS               3.385 "CCN(c1ccc(OC)cc1)[S](=O)(=O)[C@@H]2C[C@@H]3O[C@H]2C(=C3c4ccc(O)cc4)c5ccc(O)cc5"                                                                                                            
OB4 SMILES           CACTVS               3.385 "CCN(c1ccc(OC)cc1)[S](=O)(=O)[CH]2C[CH]3O[CH]2C(=C3c4ccc(O)cc4)c5ccc(O)cc5"                                                                                                                 
OB4 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCN(c1ccc(cc1)OC)S(=O)(=O)[C@@H]2C[C@H]3C(=C([C@@H]2O3)c4ccc(cc4)O)c5ccc(cc5)O"                                                                                                            
OB4 SMILES           "OpenEye OEToolkits" 1.9.2 "CCN(c1ccc(cc1)OC)S(=O)(=O)C2CC3C(=C(C2O3)c4ccc(cc4)O)c5ccc(cc5)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 
OB4 "SYSTEMATIC NAME" ACDLabs              12.01 "(1S,2R,4S)-N-ethyl-5,6-bis(4-hydroxyphenyl)-N-(4-methoxyphenyl)-7-oxabicyclo[2.2.1]hept-5-ene-2-sulfonamide" 
OB4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(1S,4S,5R)-N-ethyl-2,3-bis(4-hydroxyphenyl)-N-(4-methoxyphenyl)-7-oxabicyclo[2.2.1]hept-2-ene-5-sulfonamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
OB4 "Create component" 2015-05-21 RCSB 
OB4 "Initial release"  2016-06-01 RCSB 
# 
