data_OB8
# 
_chem_comp.id                                    OB8 
_chem_comp.name                                  "(1S,2R,4S)-N-ethyl-5,6-bis(4-hydroxyphenyl)-N-(naphthalen-2-yl)-7-oxabicyclo[2.2.1]hept-5-ene-2-sulfonamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C30 H27 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                        513.604 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     OB8 
_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        5BP6 
_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 
OB8 C01 C1  C 0 1 Y N N -21.969 -24.229 -5.089  -4.152 2.946  -2.058 C01 OB8 1  
OB8 C02 C2  C 0 1 Y N N -23.122 -24.922 -5.095  -4.068 3.738  -0.920 C02 OB8 2  
OB8 C03 C3  C 0 1 Y N N -23.027 -26.258 -5.141  -3.390 3.280  0.202  C03 OB8 3  
OB8 C04 C4  C 0 1 Y N N -21.835 -26.875 -5.177  -2.798 2.036  0.192  C04 OB8 4  
OB8 C05 C5  C 0 1 Y N N -20.664 -26.200 -5.165  -2.880 1.235  -0.950 C05 OB8 5  
OB8 C06 C6  C 0 1 Y N N -20.780 -24.855 -5.121  -3.568 1.698  -2.076 C06 OB8 6  
OB8 O01 O1  O 0 1 N N N -24.336 -24.310 -5.060  -4.650 4.966  -0.906 O01 OB8 7  
OB8 C07 C7  C 0 1 N N N -19.477 -26.857 -5.201  -2.247 -0.096 -0.967 C07 OB8 8  
OB8 C08 C8  C 0 1 N N N -18.327 -26.771 -4.491  -2.582 -1.168 -0.207 C08 OB8 9  
OB8 C09 C9  C 0 1 N N S -17.421 -27.849 -5.098  -1.620 -2.289 -0.614 C09 OB8 10 
OB8 C10 C10 C 0 1 Y N N -17.904 -26.038 -3.438  -3.652 -1.241 0.803  C10 OB8 11 
OB8 C11 C11 C 0 1 N N S -19.186 -27.985 -6.196  -1.082 -0.552 -1.849 C11 OB8 12 
OB8 C12 C12 C 0 1 Y N N -16.628 -25.628 -3.297  -4.990 -1.114 0.418  C12 OB8 13 
OB8 C13 C13 C 0 1 Y N N -16.215 -24.931 -2.227  -5.987 -1.183 1.367  C13 OB8 14 
OB8 C14 C14 C 0 1 Y N N -17.061 -24.622 -1.230  -5.665 -1.377 2.703  C14 OB8 15 
OB8 C15 C15 C 0 1 Y N N -18.332 -25.035 -1.346  -4.337 -1.504 3.091  C15 OB8 16 
OB8 C16 C16 C 0 1 Y N N -18.740 -25.731 -2.422  -3.333 -1.442 2.149  C16 OB8 17 
OB8 O02 O2  O 0 1 N N N -16.651 -23.917 -0.147  -6.651 -1.443 3.635  O02 OB8 18 
OB8 C17 C17 C 0 1 N N R -18.229 -27.406 -7.245  0.138  -0.650 -0.881 C17 OB8 19 
OB8 C18 C18 C 0 1 N N N -16.895 -27.409 -6.468  -0.246 -1.892 0.009  C18 OB8 20 
OB8 S01 S1  S 0 1 N N N -18.317 -28.292 -8.886  1.673  -0.959 -1.796 S01 OB8 21 
OB8 O03 O3  O 0 1 N N N -18.343 -28.842 -5.473  -1.411 -1.967 -2.030 O03 OB8 22 
OB8 N01 N1  N 0 1 N N N -19.962 -28.286 -9.294  2.785  -1.327 -0.626 N01 OB8 23 
OB8 O04 O4  O 0 1 N N N -17.723 -29.535 -8.393  1.565  -2.151 -2.563 O04 OB8 24 
OB8 O05 O5  O 0 1 N N N -17.491 -27.312 -9.582  2.159  0.244  -2.375 O05 OB8 25 
OB8 C19 C19 C 0 1 Y N N -20.514 -29.173 -10.049 3.545  -0.312 -0.040 C19 OB8 26 
OB8 C20 C20 C 0 1 N N N -20.809 -27.163 -8.755  2.973  -2.718 -0.204 C20 OB8 27 
OB8 C21 C21 C 0 1 N N N -20.091 -25.797 -8.628  4.134  -3.336 -0.986 C21 OB8 28 
OB8 C22 C22 C 0 1 Y N N -19.773 -30.183 -10.557 3.052  0.998  -0.021 C22 OB8 29 
OB8 C23 C23 C 0 1 Y N N -20.272 -31.135 -11.362 3.770  2.006  0.542  C23 OB8 30 
OB8 C24 C24 C 0 1 Y N N -21.568 -31.127 -11.713 5.024  1.737  1.116  C24 OB8 31 
OB8 C25 C25 C 0 1 Y N N -22.345 -30.140 -11.234 5.531  0.413  1.102  C25 OB8 32 
OB8 C26 C26 C 0 1 Y N N -21.813 -29.197 -10.428 4.768  -0.611 0.518  C26 OB8 33 
OB8 C27 C27 C 0 1 Y N N -22.089 -32.072 -12.518 5.788  2.759  1.705  C27 OB8 34 
OB8 C28 C28 C 0 1 Y N N -23.387 -32.039 -12.853 7.000  2.466  2.251  C28 OB8 35 
OB8 C29 C29 C 0 1 Y N N -24.167 -31.057 -12.380 7.497  1.164  2.237  C29 OB8 36 
OB8 C30 C30 C 0 1 Y N N -23.647 -30.116 -11.577 6.786  0.149  1.676  C30 OB8 37 
OB8 H1  H1  H 0 1 N N N -21.999 -23.150 -5.058  -4.680 3.306  -2.928 H1  OB8 38 
OB8 H2  H2  H 0 1 N N N -23.929 -26.852 -5.149  -3.328 3.900  1.084  H2  OB8 39 
OB8 H3  H3  H 0 1 N N N -21.811 -27.954 -5.217  -2.267 1.683  1.064  H3  OB8 40 
OB8 H4  H4  H 0 1 N N N -19.880 -24.258 -5.111  -3.633 1.083  -2.961 H4  OB8 41 
OB8 H5  H5  H 0 1 N N N -24.216 -23.368 -5.030  -5.566 4.963  -0.597 H5  OB8 42 
OB8 H6  H6  H 0 1 N N N -16.625 -28.179 -4.415  -1.960 -3.302 -0.400 H6  OB8 43 
OB8 H7  H7  H 0 1 N N N -20.090 -28.443 -6.625  -0.926 0.023  -2.762 H7  OB8 44 
OB8 H8  H8  H 0 1 N N N -15.914 -25.868 -4.071  -5.241 -0.962 -0.621 H8  OB8 45 
OB8 H9  H9  H 0 1 N N N -15.185 -24.613 -2.166  -7.021 -1.084 1.070  H9  OB8 46 
OB8 H10 H10 H 0 1 N N N -19.039 -24.805 -0.563  -4.091 -1.655 4.132  H10 OB8 47 
OB8 H11 H11 H 0 1 N N N -19.769 -26.055 -2.476  -2.301 -1.545 2.451  H11 OB8 48 
OB8 H12 H12 H 0 1 N N N -17.382 -23.796 0.448   -6.987 -2.337 3.790  H12 OB8 49 
OB8 H13 H13 H 0 1 N N N -18.516 -26.365 -7.456  0.222  0.252  -0.275 H13 OB8 50 
OB8 H14 H14 H 0 1 N N N -16.176 -28.129 -6.885  -0.348 -1.604 1.055  H14 OB8 51 
OB8 H15 H15 H 0 1 N N N -16.435 -26.410 -6.433  0.484  -2.693 -0.104 H15 OB8 52 
OB8 H16 H16 H 0 1 N N N -21.670 -27.034 -9.427  3.197  -2.747 0.862  H16 OB8 53 
OB8 H17 H17 H 0 1 N N N -21.165 -27.455 -7.756  2.061  -3.283 -0.400 H17 OB8 54 
OB8 H18 H18 H 0 1 N N N -20.792 -25.050 -8.228  4.273  -4.370 -0.673 H18 OB8 55 
OB8 H19 H19 H 0 1 N N N -19.233 -25.896 -7.947  3.910  -3.306 -2.053 H19 OB8 56 
OB8 H20 H20 H 0 1 N N N -19.738 -25.475 -9.619  5.045  -2.771 -0.791 H20 OB8 57 
OB8 H21 H21 H 0 1 N N N -18.724 -30.227 -10.302 2.089  1.211  -0.460 H21 OB8 58 
OB8 H22 H22 H 0 1 N N N -19.624 -31.916 -11.731 3.376  3.012  0.549  H22 OB8 59 
OB8 H23 H23 H 0 1 N N N -22.463 -28.415 -10.064 5.141  -1.625 0.500  H23 OB8 60 
OB8 H24 H24 H 0 1 N N N -21.457 -32.862 -12.897 5.416  3.773  1.723  H24 OB8 61 
OB8 H25 H25 H 0 1 N N N -23.801 -32.799 -13.500 7.584  3.254  2.703  H25 OB8 62 
OB8 H26 H26 H 0 1 N N N -25.213 -31.023 -12.645 8.462  0.959  2.678  H26 OB8 63 
OB8 H27 H27 H 0 1 N N N -24.282 -29.328 -11.200 7.185  -0.855 1.672  H27 OB8 64 
# 
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 
OB8 C28 C27 DOUB Y N 1  
OB8 C28 C29 SING Y N 2  
OB8 C27 C24 SING Y N 3  
OB8 C29 C30 DOUB Y N 4  
OB8 C24 C23 DOUB Y N 5  
OB8 C24 C25 SING Y N 6  
OB8 C30 C25 SING Y N 7  
OB8 C23 C22 SING Y N 8  
OB8 C25 C26 DOUB Y N 9  
OB8 C22 C19 DOUB Y N 10 
OB8 C26 C19 SING Y N 11 
OB8 C19 N01 SING N N 12 
OB8 O05 S01 DOUB N N 13 
OB8 N01 S01 SING N N 14 
OB8 N01 C20 SING N N 15 
OB8 S01 O04 DOUB N N 16 
OB8 S01 C17 SING N N 17 
OB8 C20 C21 SING N N 18 
OB8 C17 C18 SING N N 19 
OB8 C17 C11 SING N N 20 
OB8 C18 C09 SING N N 21 
OB8 C11 O03 SING N N 22 
OB8 C11 C07 SING N N 23 
OB8 O03 C09 SING N N 24 
OB8 C07 C05 SING N N 25 
OB8 C07 C08 DOUB N N 26 
OB8 C04 C05 DOUB Y N 27 
OB8 C04 C03 SING Y N 28 
OB8 C05 C06 SING Y N 29 
OB8 C03 C02 DOUB Y N 30 
OB8 C06 C01 DOUB Y N 31 
OB8 C09 C08 SING N N 32 
OB8 C02 C01 SING Y N 33 
OB8 C02 O01 SING N N 34 
OB8 C08 C10 SING N N 35 
OB8 C10 C12 DOUB Y N 36 
OB8 C10 C16 SING Y N 37 
OB8 C12 C13 SING Y N 38 
OB8 C16 C15 DOUB Y N 39 
OB8 C13 C14 DOUB Y N 40 
OB8 C15 C14 SING Y N 41 
OB8 C14 O02 SING N N 42 
OB8 C01 H1  SING N N 43 
OB8 C03 H2  SING N N 44 
OB8 C04 H3  SING N N 45 
OB8 C06 H4  SING N N 46 
OB8 O01 H5  SING N N 47 
OB8 C09 H6  SING N N 48 
OB8 C11 H7  SING N N 49 
OB8 C12 H8  SING N N 50 
OB8 C13 H9  SING N N 51 
OB8 C15 H10 SING N N 52 
OB8 C16 H11 SING N N 53 
OB8 O02 H12 SING N N 54 
OB8 C17 H13 SING N N 55 
OB8 C18 H14 SING N N 56 
OB8 C18 H15 SING N N 57 
OB8 C20 H16 SING N N 58 
OB8 C20 H17 SING N N 59 
OB8 C21 H18 SING N N 60 
OB8 C21 H19 SING N N 61 
OB8 C21 H20 SING N N 62 
OB8 C22 H21 SING N N 63 
OB8 C23 H22 SING N N 64 
OB8 C26 H23 SING N N 65 
OB8 C27 H24 SING N N 66 
OB8 C28 H25 SING N N 67 
OB8 C29 H26 SING N N 68 
OB8 C30 H27 SING N N 69 
# 
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 
OB8 SMILES           ACDLabs              12.01 "c1c(O)ccc(c1)C3=C(c2ccc(O)cc2)C4CC(C3O4)S(=O)(N(CC)c5ccc6c(c5)cccc6)=O"                                                                                                                           
OB8 InChI            InChI                1.03  "InChI=1S/C30H27NO5S/c1-2-31(23-12-7-19-5-3-4-6-22(19)17-23)37(34,35)27-18-26-28(20-8-13-24(32)14-9-20)29(30(27)36-26)21-10-15-25(33)16-11-21/h3-17,26-27,30,32-33H,2,18H2,1H3/t26-,27+,30+/m0/s1" 
OB8 InChIKey         InChI                1.03  NWFALEHEZQFOMU-PVTPYKNESA-N                                                                                                                                                                        
OB8 SMILES_CANONICAL CACTVS               3.385 "CCN(c1ccc2ccccc2c1)[S](=O)(=O)[C@@H]3C[C@@H]4O[C@H]3C(=C4c5ccc(O)cc5)c6ccc(O)cc6"                                                                                                                 
OB8 SMILES           CACTVS               3.385 "CCN(c1ccc2ccccc2c1)[S](=O)(=O)[CH]3C[CH]4O[CH]3C(=C4c5ccc(O)cc5)c6ccc(O)cc6"                                                                                                                      
OB8 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCN(c1ccc2ccccc2c1)S(=O)(=O)[C@@H]3C[C@H]4C(=C([C@@H]3O4)c5ccc(cc5)O)c6ccc(cc6)O"                                                                                                                 
OB8 SMILES           "OpenEye OEToolkits" 1.9.2 "CCN(c1ccc2ccccc2c1)S(=O)(=O)C3CC4C(=C(C3O4)c5ccc(cc5)O)c6ccc(cc6)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 
OB8 "SYSTEMATIC NAME" ACDLabs              12.01 "(1S,2R,4S)-N-ethyl-5,6-bis(4-hydroxyphenyl)-N-(naphthalen-2-yl)-7-oxabicyclo[2.2.1]hept-5-ene-2-sulfonamide" 
OB8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(1S,4S,5R)-N-ethyl-2,3-bis(4-hydroxyphenyl)-N-naphthalen-2-yl-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 
OB8 "Create component" 2015-05-28 RCSB 
OB8 "Initial release"  2016-06-01 RCSB 
# 
