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 #