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 #