data_OB1 # _chem_comp.id OB1 _chem_comp.name "(1S,2R,4S)-5,6-bis(4-hydroxyphenyl)-N-phenyl-7-oxabicyclo[2.2.1]hept-5-ene-2-sulfonamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H21 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 2015-05-18 _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 435.492 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OB1 _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 4ZUB _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 OB1 C01 C1 C 0 1 Y N N 12.143 18.000 34.874 -2.307 3.001 0.992 C01 OB1 1 OB1 C02 C2 C 0 1 Y N N 13.303 17.906 35.545 -2.771 3.847 -0.007 C02 OB1 2 OB1 C03 C3 C 0 1 Y N N 14.105 18.983 35.525 -2.630 3.494 -1.343 C03 OB1 3 OB1 C04 C4 C 0 1 Y N N 13.762 20.100 34.864 -2.029 2.301 -1.683 C04 OB1 4 OB1 C05 C5 C 0 1 Y N N 12.596 20.213 34.192 -1.561 1.447 -0.681 C05 OB1 5 OB1 C06 C6 C 0 1 Y N N 11.803 19.119 34.216 -1.700 1.809 0.662 C06 OB1 6 OB1 O01 O1 O 0 1 N N N 13.659 16.778 36.216 -3.365 5.024 0.323 O01 OB1 7 OB1 C07 C7 C 0 1 N N N 12.287 21.352 33.531 -0.913 0.173 -1.039 C07 OB1 8 OB1 C08 C8 C 0 1 N N N 11.164 22.095 33.369 -1.360 -1.077 -0.762 C08 OB1 9 OB1 C09 C9 C 0 1 N N S 11.603 23.243 32.464 -0.322 -2.036 -1.352 C09 OB1 10 OB1 C10 C10 C 0 1 Y N N 9.891 22.004 33.814 -2.593 -1.439 -0.042 C10 OB1 11 OB1 C11 C11 C 0 1 N N S 13.333 22.099 32.713 0.401 -0.010 -1.805 C11 OB1 12 OB1 C12 C12 C 0 1 Y N N 9.545 21.481 35.008 -3.842 -1.129 -0.588 C12 OB1 13 OB1 C13 C13 C 0 1 Y N N 8.265 21.415 35.412 -4.992 -1.469 0.090 C13 OB1 14 OB1 C14 C14 C 0 1 Y N N 7.263 21.874 34.645 -4.912 -2.119 1.314 C14 OB1 15 OB1 C15 C15 C 0 1 Y N N 7.596 22.400 33.457 -3.674 -2.430 1.862 C15 OB1 16 OB1 C16 C16 C 0 1 Y N N 8.875 22.465 33.055 -2.518 -2.099 1.189 C16 OB1 17 OB1 O02 O2 O 0 1 N N N 5.966 21.813 35.046 -6.049 -2.452 1.979 O02 OB1 18 OB1 C17 C17 C 0 1 N N R 12.984 21.766 31.248 1.428 -0.486 -0.731 C17 OB1 19 OB1 C18 C18 C 0 1 N N N 11.773 22.708 31.040 0.917 -1.918 -0.410 C18 OB1 20 OB1 S01 S1 S 0 1 N N N 14.332 21.994 30.140 3.106 -0.534 -1.416 S01 OB1 21 OB1 O03 O3 O 0 1 N N N 12.942 23.442 32.842 0.133 -1.263 -2.514 O03 OB1 22 OB1 N01 N1 N 0 1 N N N 15.590 20.831 30.150 4.041 -1.119 -0.180 N01 OB1 23 OB1 O04 O4 O 0 1 N N N 14.040 21.743 28.733 3.204 -1.526 -2.429 O04 OB1 24 OB1 O05 O5 O 0 1 N N N 15.256 23.042 30.576 3.595 0.783 -1.632 O05 OB1 25 OB1 C19 C19 C 0 1 Y N N 16.638 20.891 30.881 4.181 -0.382 0.998 C19 OB1 26 OB1 C20 C20 C 0 1 Y N N 17.731 21.541 30.430 4.993 0.745 1.022 C20 OB1 27 OB1 C21 C21 C 0 1 Y N N 18.850 21.609 31.171 5.129 1.471 2.188 C21 OB1 28 OB1 C22 C22 C 0 1 Y N N 18.897 21.014 32.373 4.459 1.078 3.332 C22 OB1 29 OB1 C23 C23 C 0 1 Y N N 17.822 20.355 32.828 3.650 -0.044 3.312 C23 OB1 30 OB1 C24 C24 C 0 1 Y N N 16.704 20.292 32.085 3.504 -0.772 2.147 C24 OB1 31 OB1 H1 H1 H 0 1 N N N 11.469 17.156 34.864 -2.419 3.280 2.030 H1 OB1 32 OB1 H2 H2 H 0 1 N N N 15.047 18.950 36.052 -2.993 4.155 -2.116 H2 OB1 33 OB1 H3 H3 H 0 1 N N N 14.443 20.938 34.870 -1.921 2.027 -2.722 H3 OB1 34 OB1 H4 H4 H 0 1 N N N 10.862 19.146 33.687 -1.339 1.152 1.440 H4 OB1 35 OB1 H5 H5 H 0 1 N N N 14.508 16.906 36.624 -2.750 5.767 0.395 H5 OB1 36 OB1 H6 H6 H 0 1 N N N 10.952 24.127 32.526 -0.674 -3.046 -1.560 H6 OB1 37 OB1 H7 H7 H 0 1 N N N 14.372 21.864 32.988 0.708 0.832 -2.425 H7 OB1 38 OB1 H8 H8 H 0 1 N N N 10.320 21.104 35.659 -3.904 -0.623 -1.540 H8 OB1 39 OB1 H9 H9 H 0 1 N N N 8.037 20.983 36.375 -5.957 -1.229 -0.332 H9 OB1 40 OB1 H10 H10 H 0 1 N N N 6.819 22.779 32.810 -3.617 -2.935 2.815 H10 OB1 41 OB1 H11 H11 H 0 1 N N N 9.098 22.901 32.092 -1.556 -2.341 1.615 H11 OB1 42 OB1 H12 H12 H 0 1 N N N 5.919 21.413 35.906 -6.392 -3.329 1.758 H12 OB1 43 OB1 H13 H13 H 0 1 N N N 12.663 20.717 31.166 1.388 0.149 0.154 H13 OB1 44 OB1 H14 H14 H 0 1 N N N 12.000 23.513 30.326 0.622 -2.001 0.635 H14 OB1 45 OB1 H15 H15 H 0 1 N N N 10.882 22.159 30.701 1.670 -2.666 -0.662 H15 OB1 46 OB1 H16 H16 H 0 1 N N N 15.150 19.964 30.385 4.490 -1.973 -0.275 H16 OB1 47 OB1 H17 H17 H 0 1 N N N 17.706 22.014 29.459 5.517 1.052 0.129 H17 OB1 48 OB1 H18 H18 H 0 1 N N N 19.712 22.143 30.799 5.760 2.348 2.208 H18 OB1 49 OB1 H19 H19 H 0 1 N N N 19.795 21.066 32.970 4.567 1.647 4.243 H19 OB1 50 OB1 H20 H20 H 0 1 N N N 17.854 19.873 33.794 3.128 -0.349 4.207 H20 OB1 51 OB1 H21 H21 H 0 1 N N N 15.846 19.753 32.459 2.869 -1.645 2.131 H21 OB1 52 # 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 OB1 O04 S01 DOUB N N 1 OB1 S01 N01 SING N N 2 OB1 S01 O05 DOUB N N 3 OB1 S01 C17 SING N N 4 OB1 N01 C19 SING N N 5 OB1 C20 C19 DOUB Y N 6 OB1 C20 C21 SING Y N 7 OB1 C19 C24 SING Y N 8 OB1 C18 C17 SING N N 9 OB1 C18 C09 SING N N 10 OB1 C21 C22 DOUB Y N 11 OB1 C17 C11 SING N N 12 OB1 C24 C23 DOUB Y N 13 OB1 C22 C23 SING Y N 14 OB1 C09 O03 SING N N 15 OB1 C09 C08 SING N N 16 OB1 C11 O03 SING N N 17 OB1 C11 C07 SING N N 18 OB1 C16 C15 DOUB Y N 19 OB1 C16 C10 SING Y N 20 OB1 C08 C07 DOUB N N 21 OB1 C08 C10 SING N N 22 OB1 C15 C14 SING Y N 23 OB1 C07 C05 SING N N 24 OB1 C10 C12 DOUB Y N 25 OB1 C05 C06 DOUB Y N 26 OB1 C05 C04 SING Y N 27 OB1 C06 C01 SING Y N 28 OB1 C14 O02 SING N N 29 OB1 C14 C13 DOUB Y N 30 OB1 C04 C03 DOUB Y N 31 OB1 C01 C02 DOUB Y N 32 OB1 C12 C13 SING Y N 33 OB1 C03 C02 SING Y N 34 OB1 C02 O01 SING N N 35 OB1 C01 H1 SING N N 36 OB1 C03 H2 SING N N 37 OB1 C04 H3 SING N N 38 OB1 C06 H4 SING N N 39 OB1 O01 H5 SING N N 40 OB1 C09 H6 SING N N 41 OB1 C11 H7 SING N N 42 OB1 C12 H8 SING N N 43 OB1 C13 H9 SING N N 44 OB1 C15 H10 SING N N 45 OB1 C16 H11 SING N N 46 OB1 O02 H12 SING N N 47 OB1 C17 H13 SING N N 48 OB1 C18 H14 SING N N 49 OB1 C18 H15 SING N N 50 OB1 N01 H16 SING N N 51 OB1 C20 H17 SING N N 52 OB1 C21 H18 SING N N 53 OB1 C22 H19 SING N N 54 OB1 C23 H20 SING N N 55 OB1 C24 H21 SING N N 56 # 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 OB1 SMILES ACDLabs 12.01 "c1c(O)ccc(c1)C3=C(c2ccc(O)cc2)C4OC3C(C4)S(Nc5ccccc5)(=O)=O" OB1 InChI InChI 1.03 "InChI=1S/C24H21NO5S/c26-18-10-6-15(7-11-18)22-20-14-21(31(28,29)25-17-4-2-1-3-5-17)24(30-20)23(22)16-8-12-19(27)13-9-16/h1-13,20-21,24-27H,14H2/t20-,21+,24+/m0/s1" OB1 InChIKey InChI 1.03 HRIRAPQMJVLREA-YZUZCNPQSA-N OB1 SMILES_CANONICAL CACTVS 3.385 "Oc1ccc(cc1)C2=C([C@@H]3O[C@H]2C[C@H]3[S](=O)(=O)Nc4ccccc4)c5ccc(O)cc5" OB1 SMILES CACTVS 3.385 "Oc1ccc(cc1)C2=C([CH]3O[CH]2C[CH]3[S](=O)(=O)Nc4ccccc4)c5ccc(O)cc5" OB1 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)NS(=O)(=O)[C@@H]2C[C@H]3C(=C([C@@H]2O3)c4ccc(cc4)O)c5ccc(cc5)O" OB1 SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)NS(=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 OB1 "SYSTEMATIC NAME" ACDLabs 12.01 "(1S,2R,4S)-5,6-bis(4-hydroxyphenyl)-N-phenyl-7-oxabicyclo[2.2.1]hept-5-ene-2-sulfonamide" OB1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(1S,4S,5R)-2,3-bis(4-hydroxyphenyl)-N-phenyl-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 OB1 "Create component" 2015-05-18 RCSB OB1 "Initial release" 2016-06-01 RCSB #