data_OB9
# 
_chem_comp.id                                    OB9 
_chem_comp.name                                  "(1S,2R,4S)-5,6-bis(4-hydroxyphenyl)-N-phenyl-N-(2,2,2-trifluoroethyl)-7-oxabicyclo[2.2.1]hept-5-ene-2-sulfonamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H22 F3 N O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-05-28 
_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                        517.517 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     OB9 
_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        5BPR 
_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 
OB9 C01 C1  C 0 1 Y N N -22.451 -24.218 -4.760  -4.363 2.982  -1.640 C01 OB9 1  
OB9 C02 C2  C 0 1 Y N N -23.629 -24.852 -4.873  -4.653 3.404  -0.349 C02 OB9 2  
OB9 C03 C3  C 0 1 Y N N -23.585 -26.172 -5.099  -4.067 2.774  0.742  C03 OB9 3  
OB9 C04 C4  C 0 1 Y N N -22.417 -26.825 -5.208  -3.193 1.726  0.547  C04 OB9 4  
OB9 C05 C5  C 0 1 Y N N -21.227 -26.203 -5.088  -2.898 1.297  -0.751 C05 OB9 5  
OB9 C06 C6  C 0 1 Y N N -21.286 -24.876 -4.865  -3.495 1.931  -1.844 C06 OB9 6  
OB9 O01 O1  O 0 1 N N N -24.814 -24.195 -4.765  -5.514 4.436  -0.151 O01 OB9 7  
OB9 C07 C7  C 0 1 N N N -20.069 -26.888 -5.212  -1.964 0.178  -0.965 C07 OB9 8  
OB9 C08 C8  C 0 1 N N N -18.896 -26.903 -4.533  -2.140 -1.115 -0.593 C08 OB9 9  
OB9 C09 C9  C 0 1 N N S -18.052 -27.937 -5.274  -0.882 -1.859 -1.049 C09 OB9 10 
OB9 C10 C10 C 0 1 Y N N -18.421 -26.253 -3.452  -3.303 -1.686 0.108  C10 OB9 11 
OB9 C11 C11 C 0 1 N N S -19.862 -27.917 -6.320  -0.600 0.234  -1.658 C11 OB9 12 
OB9 C12 C12 C 0 1 Y N N -19.184 -25.931 -2.389  -3.161 -2.200 1.400  C12 OB9 13 
OB9 C13 C13 C 0 1 Y N N -18.683 -25.294 -1.318  -4.252 -2.733 2.051  C13 OB9 14 
OB9 C14 C14 C 0 1 Y N N -17.387 -24.951 -1.253  -5.492 -2.760 1.426  C14 OB9 15 
OB9 C15 C15 C 0 1 Y N N -16.616 -25.272 -2.304  -5.639 -2.250 0.142  C15 OB9 16 
OB9 C16 C16 C 0 1 Y N N -17.120 -25.910 -3.372  -4.555 -1.710 -0.515 C16 OB9 17 
OB9 O02 O2  O 0 1 N N N -16.868 -24.306 -0.175  -6.565 -3.286 2.072  O02 OB9 18 
OB9 C17 C17 C 0 1 N N R -18.940 -27.246 -7.359  0.440  0.091  -0.504 C17 OB9 19 
OB9 C18 C18 C 0 1 N N N -17.589 -27.342 -6.611  0.239  -1.408 -0.062 C18 OB9 20 
OB9 S01 S1  S 0 1 N N N -18.996 -27.951 -9.087  2.128  0.366  -1.110 S01 OB9 21 
OB9 O03 O3  O 0 1 N N N -19.023 -28.858 -5.700  -0.540 -1.100 -2.258 O03 OB9 22 
OB9 N01 N1  N 0 1 N N N -19.865 -29.412 -8.990  3.100  -0.110 0.143  N01 OB9 23 
OB9 O04 O4  O 0 1 N N N -17.544 -28.002 -9.226  2.436  -0.543 -2.158 O04 OB9 24 
OB9 O05 O5  O 0 1 N N N -19.707 -26.815 -9.660  2.388  1.756  -1.247 O05 OB9 25 
OB9 C19 C19 C 0 1 Y N N -20.951 -29.636 -9.637  3.381  0.777  1.185  C19 OB9 26 
OB9 C20 C20 C 0 1 N N N -19.379 -30.518 -8.082  3.666  -1.461 0.158  C20 OB9 27 
OB9 C21 C21 C 0 1 Y N N -22.031 -28.825 -9.679  3.014  0.459  2.487  C21 OB9 28 
OB9 C22 C22 C 0 1 Y N N -23.141 -29.127 -10.370 3.294  1.338  3.515  C22 OB9 29 
OB9 C23 C23 C 0 1 Y N N -23.225 -30.277 -11.053 3.938  2.533  3.249  C23 OB9 30 
OB9 C24 C24 C 0 1 Y N N -22.178 -31.110 -11.033 4.304  2.852  1.955  C24 OB9 31 
OB9 C25 C25 C 0 1 Y N N -21.077 -30.787 -10.336 4.033  1.975  0.923  C25 OB9 32 
OB9 C26 C26 C 0 1 N N N -17.907 -30.762 -8.044  5.073  -1.432 -0.442 C26 OB9 33 
OB9 F01 F1  F 0 1 N N N -17.565 -31.363 -6.937  5.884  -0.578 0.313  F01 OB9 34 
OB9 F02 F2  F 0 1 N N N -17.545 -31.534 -9.028  5.613  -2.722 -0.427 F02 OB9 35 
OB9 F03 F3  F 0 1 N N N -17.189 -29.682 -8.123  5.008  -0.969 -1.760 F03 OB9 36 
OB9 H1  H1  H 0 1 N N N -22.441 -23.153 -4.580  -4.821 3.475  -2.484 H1  OB9 37 
OB9 H2  H2  H 0 1 N N N -24.509 -26.723 -5.196  -4.295 3.106  1.743  H2  OB9 38 
OB9 H3  H3  H 0 1 N N N -22.431 -27.888 -5.399  -2.737 1.237  1.395  H3  OB9 39 
OB9 H4  H4  H 0 1 N N N -20.364 -24.322 -4.767  -3.270 1.603  -2.849 H4  OB9 40 
OB9 H5  H5  H 0 1 N N N -24.652 -23.272 -4.606  -6.438 4.166  -0.060 H5  OB9 41 
OB9 H6  H6  H 0 1 N N N -17.231 -28.351 -4.670  -0.992 -2.936 -1.178 H6  OB9 42 
OB9 H7  H7  H 0 1 N N N -20.797 -28.308 -6.747  -0.449 1.071  -2.340 H7  OB9 43 
OB9 H8  H8  H 0 1 N N N -20.232 -26.193 -2.399  -2.197 -2.180 1.887  H8  OB9 44 
OB9 H9  H9  H 0 1 N N N -19.336 -25.053 -0.492  -4.143 -3.130 3.050  H9  OB9 45 
OB9 H10 H10 H 0 1 N N N -15.568 -25.011 -2.290  -6.605 -2.274 -0.340 H10 OB9 46 
OB9 H11 H11 H 0 1 N N N -16.463 -26.156 -4.193  -4.670 -1.310 -1.512 H11 OB9 47 
OB9 H12 H12 H 0 1 N N N -17.552 -24.161 0.468   -7.063 -2.644 2.596  H12 OB9 48 
OB9 H13 H13 H 0 1 N N N -19.221 -26.187 -7.460  0.206  0.773  0.313  H13 OB9 49 
OB9 H14 H14 H 0 1 N N N -16.884 -28.008 -7.130  -0.092 -1.467 0.975  H14 OB9 50 
OB9 H15 H15 H 0 1 N N N -17.128 -26.352 -6.477  1.152  -1.984 -0.211 H15 OB9 51 
OB9 H16 H16 H 0 1 N N N -19.702 -30.274 -7.059  3.716  -1.822 1.186  H16 OB9 52 
OB9 H17 H17 H 0 1 N N N -19.862 -31.451 -8.407  3.034  -2.127 -0.430 H17 OB9 53 
OB9 H18 H18 H 0 1 N N N -22.000 -27.894 -9.133  2.511  -0.473 2.694  H18 OB9 54 
OB9 H19 H19 H 0 1 N N N -23.973 -28.438 -10.376 3.009  1.092  4.527  H19 OB9 55 
OB9 H20 H20 H 0 1 N N N -24.118 -30.526 -11.607 4.151  3.220  4.055  H20 OB9 56 
OB9 H21 H21 H 0 1 N N N -22.219 -32.042 -11.577 4.807  3.785  1.751  H21 OB9 57 
OB9 H22 H22 H 0 1 N N N -20.250 -31.482 -10.333 4.319  2.224  -0.088 H22 OB9 58 
# 
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 
OB9 C23 C24 DOUB Y N 1  
OB9 C23 C22 SING Y N 2  
OB9 C24 C25 SING Y N 3  
OB9 C22 C21 DOUB Y N 4  
OB9 C25 C19 DOUB Y N 5  
OB9 C21 C19 SING Y N 6  
OB9 O05 S01 DOUB N N 7  
OB9 C19 N01 SING N N 8  
OB9 O04 S01 DOUB N N 9  
OB9 S01 N01 SING N N 10 
OB9 S01 C17 SING N N 11 
OB9 F02 C26 SING N N 12 
OB9 N01 C20 SING N N 13 
OB9 F03 C26 SING N N 14 
OB9 C20 C26 SING N N 15 
OB9 C26 F01 SING N N 16 
OB9 C17 C18 SING N N 17 
OB9 C17 C11 SING N N 18 
OB9 C18 C09 SING N N 19 
OB9 C11 O03 SING N N 20 
OB9 C11 C07 SING N N 21 
OB9 O03 C09 SING N N 22 
OB9 C09 C08 SING N N 23 
OB9 C07 C05 SING N N 24 
OB9 C07 C08 DOUB N N 25 
OB9 C04 C03 DOUB Y N 26 
OB9 C04 C05 SING Y N 27 
OB9 C03 C02 SING Y N 28 
OB9 C05 C06 DOUB Y N 29 
OB9 C02 O01 SING N N 30 
OB9 C02 C01 DOUB Y N 31 
OB9 C06 C01 SING Y N 32 
OB9 C08 C10 SING N N 33 
OB9 C10 C16 DOUB Y N 34 
OB9 C10 C12 SING Y N 35 
OB9 C16 C15 SING Y N 36 
OB9 C12 C13 DOUB Y N 37 
OB9 C15 C14 DOUB Y N 38 
OB9 C13 C14 SING Y N 39 
OB9 C14 O02 SING N N 40 
OB9 C01 H1  SING N N 41 
OB9 C03 H2  SING N N 42 
OB9 C04 H3  SING N N 43 
OB9 C06 H4  SING N N 44 
OB9 O01 H5  SING N N 45 
OB9 C09 H6  SING N N 46 
OB9 C11 H7  SING N N 47 
OB9 C12 H8  SING N N 48 
OB9 C13 H9  SING N N 49 
OB9 C15 H10 SING N N 50 
OB9 C16 H11 SING N N 51 
OB9 O02 H12 SING N N 52 
OB9 C17 H13 SING N N 53 
OB9 C18 H14 SING N N 54 
OB9 C18 H15 SING N N 55 
OB9 C20 H16 SING N N 56 
OB9 C20 H17 SING N N 57 
OB9 C21 H18 SING N N 58 
OB9 C22 H19 SING N N 59 
OB9 C23 H20 SING N N 60 
OB9 C24 H21 SING N N 61 
OB9 C25 H22 SING N N 62 
# 
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 
OB9 SMILES           ACDLabs              12.01 "c1c(O)ccc(c1)C3=C(c2ccc(cc2)O)C4CC(C3O4)S(N(CC(F)(F)F)c5ccccc5)(=O)=O"                                                                                                                     
OB9 InChI            InChI                1.03  "InChI=1S/C26H22F3NO5S/c27-26(28,29)15-30(18-4-2-1-3-5-18)36(33,34)22-14-21-23(16-6-10-19(31)11-7-16)24(25(22)35-21)17-8-12-20(32)13-9-17/h1-13,21-22,25,31-32H,14-15H2/t21-,22+,25+/m0/s1" 
OB9 InChIKey         InChI                1.03  IKDGMHLBCBZLCS-SGIRGMQISA-N                                                                                                                                                                 
OB9 SMILES_CANONICAL CACTVS               3.385 "Oc1ccc(cc1)C2=C([C@@H]3O[C@H]2C[C@H]3[S](=O)(=O)N(CC(F)(F)F)c4ccccc4)c5ccc(O)cc5"                                                                                                          
OB9 SMILES           CACTVS               3.385 "Oc1ccc(cc1)C2=C([CH]3O[CH]2C[CH]3[S](=O)(=O)N(CC(F)(F)F)c4ccccc4)c5ccc(O)cc5"                                                                                                              
OB9 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)N(CC(F)(F)F)S(=O)(=O)[C@@H]2C[C@H]3C(=C([C@@H]2O3)c4ccc(cc4)O)c5ccc(cc5)O"                                                                                                       
OB9 SMILES           "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)N(CC(F)(F)F)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 
OB9 "SYSTEMATIC NAME" ACDLabs              12.01 "(1S,2R,4S)-5,6-bis(4-hydroxyphenyl)-N-phenyl-N-(2,2,2-trifluoroethyl)-7-oxabicyclo[2.2.1]hept-5-ene-2-sulfonamide"       
OB9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(1S,4S,5R)-2,3-bis(4-hydroxyphenyl)-N-phenyl-N-[2,2,2-tris(fluoranyl)ethyl]-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 
OB9 "Create component" 2015-05-28 RCSB 
OB9 "Initial release"  2016-06-01 RCSB 
# 
