data_OBB # _chem_comp.id OBB _chem_comp.name "3-bromophenyl (1S,2R,4S)-5,6-bis(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hept-5-ene-2-sulfonate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H19 Br O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-05-07 _chem_comp.pdbx_modified_date 2016-04-29 _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 515.373 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OBB _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 4ZNT _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 OBB C01 C1 C 0 1 Y N N -17.115 -24.660 -1.344 -6.201 -0.967 2.076 C01 OBB 1 OBB C02 C2 C 0 1 Y N N -18.416 -24.949 -1.547 -4.979 -1.375 2.595 C02 OBB 2 OBB C03 C3 C 0 1 Y N N -18.828 -25.598 -2.652 -3.867 -1.431 1.782 C03 OBB 3 OBB C04 C4 C 0 1 Y N N -17.973 -26.000 -3.617 -3.971 -1.077 0.434 C04 OBB 4 OBB C05 C5 C 0 1 Y N N -16.670 -25.701 -3.396 -5.203 -0.668 -0.084 C05 OBB 5 OBB C06 C6 C 0 1 Y N N -16.250 -25.048 -2.296 -6.310 -0.620 0.735 C06 OBB 6 OBB O01 O1 O 0 1 N N N -16.690 -24.005 -0.229 -7.294 -0.913 2.881 O01 OBB 7 OBB C07 C7 C 0 1 N N N -18.370 -26.659 -4.736 -2.784 -1.130 -0.438 C07 OBB 8 OBB C08 C8 C 0 1 N N N -19.529 -26.696 -5.440 -2.167 -0.084 -1.041 C08 OBB 9 OBB C09 C9 C 0 1 N N S -19.238 -27.662 -6.586 -0.994 -0.683 -1.824 C09 OBB 10 OBB C10 C10 C 0 1 Y N N -20.729 -26.078 -5.365 -2.546 1.337 -0.960 C10 OBB 11 OBB C11 C11 C 0 1 Y N N -20.832 -24.744 -5.167 -2.470 2.015 0.260 C11 OBB 12 OBB C12 C12 C 0 1 Y N N -22.027 -24.123 -5.120 -2.826 3.344 0.330 C12 OBB 13 OBB C13 C13 C 0 1 Y N N -23.178 -24.807 -5.274 -3.261 4.010 -0.808 C13 OBB 14 OBB C14 C14 C 0 1 Y N N -23.083 -26.131 -5.479 -3.339 3.341 -2.023 C14 OBB 15 OBB C15 C15 C 0 1 Y N N -21.890 -26.745 -5.529 -2.979 2.013 -2.105 C15 OBB 16 OBB O02 O2 O 0 1 N N N -24.392 -24.195 -5.223 -3.612 5.320 -0.733 O02 OBB 17 OBB C16 C16 C 0 1 N N S -17.458 -27.635 -5.489 -1.991 -2.377 -0.841 C16 OBB 18 OBB C17 C17 C 0 1 N N N -16.995 -26.933 -6.777 -0.660 -2.293 -0.032 C17 OBB 19 OBB C18 C18 C 0 1 N N R -18.329 -26.895 -7.563 0.054 -1.094 -0.745 C18 OBB 20 OBB O03 O3 O 0 1 N N N -18.358 -28.593 -6.002 -1.551 -1.990 -2.190 O03 OBB 21 OBB S01 S1 S 0 1 N N N -18.292 -27.588 -9.297 1.615 -1.626 -1.501 S01 OBB 22 OBB O04 O4 O 0 1 N N N -19.749 -26.946 -9.775 2.434 -2.169 -0.339 O04 OBB 23 OBB O05 O5 O 0 1 N N N -18.223 -28.996 -8.924 1.403 -2.755 -2.339 O05 OBB 24 OBB O06 O6 O 0 1 N N N -17.094 -26.871 -9.735 2.356 -0.503 -1.958 O06 OBB 25 OBB C19 C19 C 0 1 Y N N -20.784 -27.836 -9.814 2.944 -1.208 0.474 C19 OBB 26 OBB C20 C20 C 0 1 Y N N -20.751 -28.919 -10.609 4.187 -0.655 0.202 C20 OBB 27 OBB C21 C21 C 0 1 Y N N -21.768 -29.790 -10.650 4.704 0.323 1.031 C21 OBB 28 OBB C22 C22 C 0 1 Y N N -22.859 -29.599 -9.894 3.982 0.751 2.131 C22 OBB 29 OBB C23 C23 C 0 1 Y N N -22.914 -28.524 -9.097 2.744 0.201 2.404 C23 OBB 30 OBB C24 C24 C 0 1 Y N N -21.888 -27.660 -9.063 2.221 -0.773 1.575 C24 OBB 31 OBB BR1 BR1 BR 0 0 N N N -21.654 -31.293 -11.788 6.398 1.077 0.661 BR1 OBB 32 OBB H1 H1 H 0 1 N N N -19.144 -24.653 -0.806 -4.900 -1.648 3.636 H1 OBB 33 OBB H2 H2 H 0 1 N N N -19.881 -25.805 -2.771 -2.917 -1.748 2.187 H2 OBB 34 OBB H3 H3 H 0 1 N N N -15.938 -25.999 -4.132 -5.288 -0.393 -1.125 H3 OBB 35 OBB H4 H4 H 0 1 N N N -15.199 -24.832 -2.177 -7.263 -0.304 0.336 H4 OBB 36 OBB H5 H5 H 0 1 N N N -17.435 -23.811 0.328 -7.418 -0.059 3.319 H5 OBB 37 OBB H6 H6 H 0 1 N N N -20.140 -28.079 -7.057 -0.622 -0.075 -2.649 H6 OBB 38 OBB H7 H7 H 0 1 N N N -19.932 -24.160 -5.043 -2.132 1.497 1.146 H7 OBB 39 OBB H8 H8 H 0 1 N N N -22.063 -23.056 -4.956 -2.767 3.869 1.273 H8 OBB 40 OBB H9 H9 H 0 1 N N N -23.984 -26.713 -5.606 -3.678 3.863 -2.905 H9 OBB 41 OBB H10 H10 H 0 1 N N N -21.859 -27.810 -5.707 -3.040 1.494 -3.049 H10 OBB 42 OBB H11 H11 H 0 1 N N N -24.272 -23.265 -5.072 -2.882 5.933 -0.893 H11 OBB 43 OBB H12 H12 H 0 1 N N N -16.632 -28.029 -4.879 -2.529 -3.322 -0.767 H12 OBB 44 OBB H13 H13 H 0 1 N N N -16.227 -27.517 -7.306 -0.856 -2.083 1.020 H13 OBB 45 OBB H14 H14 H 0 1 N N N -16.612 -25.922 -6.575 -0.078 -3.208 -0.142 H14 OBB 46 OBB H15 H15 H 0 1 N N N -18.675 -25.855 -7.655 0.221 -0.271 -0.050 H15 OBB 47 OBB H16 H16 H 0 1 N N N -19.884 -29.091 -11.230 4.751 -0.989 -0.657 H16 OBB 48 OBB H17 H17 H 0 1 N N N -23.680 -30.300 -9.927 4.387 1.515 2.778 H17 OBB 49 OBB H18 H18 H 0 1 N N N -23.785 -28.353 -8.481 2.182 0.536 3.264 H18 OBB 50 OBB H19 H19 H 0 1 N N N -21.949 -26.798 -8.415 1.251 -1.199 1.787 H19 OBB 51 # 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 OBB BR1 C21 SING N N 1 OBB C21 C20 DOUB Y N 2 OBB C21 C22 SING Y N 3 OBB C20 C19 SING Y N 4 OBB C22 C23 DOUB Y N 5 OBB C19 O04 SING N N 6 OBB C19 C24 DOUB Y N 7 OBB O04 S01 SING N N 8 OBB O06 S01 DOUB N N 9 OBB S01 O05 DOUB N N 10 OBB S01 C18 SING N N 11 OBB C23 C24 SING Y N 12 OBB C18 C17 SING N N 13 OBB C18 C09 SING N N 14 OBB C17 C16 SING N N 15 OBB C09 O03 SING N N 16 OBB C09 C08 SING N N 17 OBB O03 C16 SING N N 18 OBB C15 C14 DOUB Y N 19 OBB C15 C10 SING Y N 20 OBB C16 C07 SING N N 21 OBB C14 C13 SING Y N 22 OBB C08 C10 SING N N 23 OBB C08 C07 DOUB N N 24 OBB C10 C11 DOUB Y N 25 OBB C13 O02 SING N N 26 OBB C13 C12 DOUB Y N 27 OBB C11 C12 SING Y N 28 OBB C07 C04 SING N N 29 OBB C04 C05 DOUB Y N 30 OBB C04 C03 SING Y N 31 OBB C05 C06 SING Y N 32 OBB C03 C02 DOUB Y N 33 OBB C06 C01 DOUB Y N 34 OBB C02 C01 SING Y N 35 OBB C01 O01 SING N N 36 OBB C02 H1 SING N N 37 OBB C03 H2 SING N N 38 OBB C05 H3 SING N N 39 OBB C06 H4 SING N N 40 OBB O01 H5 SING N N 41 OBB C09 H6 SING N N 42 OBB C11 H7 SING N N 43 OBB C12 H8 SING N N 44 OBB C14 H9 SING N N 45 OBB C15 H10 SING N N 46 OBB O02 H11 SING N N 47 OBB C16 H12 SING N N 48 OBB C17 H13 SING N N 49 OBB C17 H14 SING N N 50 OBB C18 H15 SING N N 51 OBB C20 H16 SING N N 52 OBB C22 H17 SING N N 53 OBB C23 H18 SING N N 54 OBB C24 H19 SING N N 55 # 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 OBB SMILES ACDLabs 12.01 "c1(O)ccc(cc1)C3=C(c2ccc(O)cc2)C4OC3CC4S(=O)(Oc5cccc(c5)Br)=O" OBB InChI InChI 1.03 "InChI=1S/C24H19BrO6S/c25-16-2-1-3-19(12-16)31-32(28,29)21-13-20-22(14-4-8-17(26)9-5-14)23(24(21)30-20)15-6-10-18(27)11-7-15/h1-12,20-21,24,26-27H,13H2/t20-,21+,24+/m0/s1" OBB InChIKey InChI 1.03 YUEGTSPCXKRDJQ-YZUZCNPQSA-N OBB SMILES_CANONICAL CACTVS 3.385 "Oc1ccc(cc1)C2=C([C@@H]3O[C@H]2C[C@H]3[S](=O)(=O)Oc4cccc(Br)c4)c5ccc(O)cc5" OBB SMILES CACTVS 3.385 "Oc1ccc(cc1)C2=C([CH]3O[CH]2C[CH]3[S](=O)(=O)Oc4cccc(Br)c4)c5ccc(O)cc5" OBB SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(cc(c1)Br)OS(=O)(=O)[C@@H]2C[C@H]3C(=C([C@@H]2O3)c4ccc(cc4)O)c5ccc(cc5)O" OBB SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(cc(c1)Br)OS(=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 OBB "SYSTEMATIC NAME" ACDLabs 12.01 "3-bromophenyl (1S,2R,4S)-5,6-bis(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hept-5-ene-2-sulfonate" OBB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(3-bromophenyl) (1S,4S,5R)-2,3-bis(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hept-2-ene-5-sulfonate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site OBB "Create component" 2015-05-07 RCSB OBB "Initial release" 2016-05-04 RCSB #