data_OFB # _chem_comp.id OFB _chem_comp.name "3-fluorophenyl (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 F 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 454.467 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OFB _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 4ZNS _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 OFB C01 C1 C 0 1 Y N N -17.116 -24.924 -1.441 -5.296 1.701 -1.645 C01 OFB 1 OFB C02 C2 C 0 1 Y N N -16.296 -25.382 -2.392 -5.366 1.192 -0.354 C02 OFB 2 OFB C03 C3 C 0 1 Y N N -16.766 -26.047 -3.435 -4.215 1.006 0.379 C03 OFB 3 OFB C04 C4 C 0 1 Y N N -18.068 -26.315 -3.640 -2.974 1.332 -0.177 C04 OFB 4 OFB C05 C5 C 0 1 Y N N -18.867 -25.832 -2.679 -2.909 1.844 -1.476 C05 OFB 5 OFB C06 C6 C 0 1 Y N N -18.420 -25.145 -1.617 -4.065 2.021 -2.204 C06 OFB 6 OFB O01 O1 O 0 1 N N N -16.678 -24.239 -0.394 -6.434 1.883 -2.364 O01 OFB 7 OFB C07 C7 C 0 1 N N N -18.514 -27.009 -4.701 -1.740 1.136 0.604 C07 OFB 8 OFB C08 C8 C 0 1 N N N -19.665 -27.051 -5.401 -1.223 -0.042 1.032 C08 OFB 9 OFB C09 C9 C 0 1 N N S -19.392 -28.072 -6.503 0.059 0.312 1.791 C09 OFB 10 OFB C10 C10 C 0 1 Y N N -20.823 -26.399 -5.455 -1.781 -1.388 0.812 C10 OFB 11 OFB C11 C11 C 0 1 Y N N -21.951 -27.020 -5.798 -2.236 -2.144 1.896 C11 OFB 12 OFB C12 C12 C 0 1 Y N N -23.101 -26.372 -5.940 -2.758 -3.402 1.685 C12 OFB 13 OFB C13 C13 C 0 1 Y N N -23.178 -25.059 -5.778 -2.831 -3.919 0.398 C13 OFB 14 OFB C14 C14 C 0 1 Y N N -22.070 -24.407 -5.464 -2.380 -3.172 -0.682 C14 OFB 15 OFB C15 C15 C 0 1 Y N N -20.919 -25.073 -5.323 -1.862 -1.911 -0.482 C15 OFB 16 OFB O02 O2 O 0 1 N N N -24.319 -24.398 -5.922 -3.346 -5.160 0.195 O02 OFB 17 OFB C16 C16 C 0 1 N N S -17.673 -28.061 -5.419 -0.776 2.221 1.092 C16 OFB 18 OFB C17 C17 C 0 1 N N N -17.158 -27.434 -6.708 0.484 2.085 0.181 C17 OFB 19 OFB C18 C18 C 0 1 N N R -18.460 -27.416 -7.523 1.084 0.732 0.693 C18 OFB 20 OFB O03 O3 O 0 1 N N N -18.561 -28.991 -5.923 -0.308 1.618 2.349 O03 OFB 21 OFB S01 S1 S 0 1 N N N -18.452 -28.280 -9.169 2.741 0.980 1.389 S01 OFB 22 OFB O04 O4 O 0 1 N N N -20.012 -28.058 -9.447 3.552 1.561 0.240 O04 OFB 23 OFB O05 O5 O 0 1 N N N -17.974 -29.499 -8.745 2.723 2.013 2.364 O05 OFB 24 OFB O06 O6 O 0 1 N N N -17.600 -27.412 -9.852 3.361 -0.270 1.658 O06 OFB 25 OFB C19 C19 C 0 1 Y N N -20.611 -29.079 -10.092 3.889 0.654 -0.714 C19 OFB 26 OFB C20 C20 C 0 1 Y N N -20.058 -29.800 -11.080 5.065 -0.072 -0.598 C20 OFB 27 OFB C21 C21 C 0 1 Y N N -20.657 -30.789 -11.708 5.403 -0.999 -1.568 C21 OFB 28 OFB C22 C22 C 0 1 Y N N -21.877 -31.121 -11.371 4.567 -1.201 -2.653 C22 OFB 29 OFB C23 C23 C 0 1 Y N N -22.471 -30.432 -10.411 3.395 -0.478 -2.769 C23 OFB 30 OFB C24 C24 C 0 1 Y N N -21.855 -29.434 -9.793 3.054 0.448 -1.803 C24 OFB 31 OFB F01 F1 F 0 1 N N N -20.022 -31.412 -12.635 6.548 -1.707 -1.456 F01 OFB 32 OFB H1 H1 H 0 1 N N N -15.234 -25.207 -2.308 -6.325 0.940 0.074 H1 OFB 33 OFB H2 H2 H 0 1 N N N -16.057 -26.398 -4.170 -4.271 0.610 1.383 H2 OFB 34 OFB H3 H3 H 0 1 N N N -19.930 -26.005 -2.764 -1.952 2.097 -1.910 H3 OFB 35 OFB H4 H4 H 0 1 N N N -19.126 -24.765 -0.894 -4.015 2.416 -3.207 H4 OFB 36 OFB H5 H5 H 0 1 N N N -17.412 -24.006 0.162 -6.835 2.756 -2.252 H5 OFB 37 OFB H6 H6 H 0 1 N N N -20.311 -28.473 -6.956 0.400 -0.435 2.509 H6 OFB 38 OFB H7 H7 H 0 1 N N N -21.929 -28.087 -5.966 -2.179 -1.743 2.897 H7 OFB 39 OFB H8 H8 H 0 1 N N N -23.993 -26.927 -6.193 -3.109 -3.987 2.522 H8 OFB 40 OFB H9 H9 H 0 1 N N N -22.095 -23.337 -5.322 -2.438 -3.578 -1.681 H9 OFB 41 OFB H10 H10 H 0 1 N N N -20.025 -24.513 -5.092 -1.515 -1.328 -1.323 H10 OFB 42 OFB H11 H11 H 0 1 N N N -24.171 -23.473 -5.766 -4.301 -5.169 0.042 H11 OFB 43 OFB H12 H12 H 0 1 N N N -16.868 -28.468 -4.789 -1.195 3.224 1.170 H12 OFB 44 OFB H13 H13 H 0 1 N N N -16.385 -28.054 -7.185 0.201 2.034 -0.870 H13 OFB 45 OFB H14 H14 H 0 1 N N N -16.764 -26.420 -6.542 1.181 2.905 0.356 H14 OFB 46 OFB H15 H15 H 0 1 N N N -18.774 -26.379 -7.714 1.105 -0.011 -0.104 H15 OFB 47 OFB H16 H16 H 0 1 N N N -19.051 -29.551 -11.380 5.717 0.087 0.249 H16 OFB 48 OFB H17 H17 H 0 1 N N N -22.386 -31.936 -11.864 4.832 -1.925 -3.410 H17 OFB 49 OFB H18 H18 H 0 1 N N N -23.480 -30.688 -10.124 2.744 -0.638 -3.617 H18 OFB 50 OFB H19 H19 H 0 1 N N N -22.382 -28.892 -9.021 2.135 1.009 -1.893 H19 OFB 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 OFB F01 C21 SING N N 1 OFB C21 C22 DOUB Y N 2 OFB C21 C20 SING Y N 3 OFB C22 C23 SING Y N 4 OFB C20 C19 DOUB Y N 5 OFB C23 C24 DOUB Y N 6 OFB C19 C24 SING Y N 7 OFB C19 O04 SING N N 8 OFB O06 S01 DOUB N N 9 OFB O04 S01 SING N N 10 OFB S01 O05 DOUB N N 11 OFB S01 C18 SING N N 12 OFB C18 C17 SING N N 13 OFB C18 C09 SING N N 14 OFB C17 C16 SING N N 15 OFB C09 O03 SING N N 16 OFB C09 C08 SING N N 17 OFB C12 C11 DOUB Y N 18 OFB C12 C13 SING Y N 19 OFB O03 C16 SING N N 20 OFB O02 C13 SING N N 21 OFB C11 C10 SING Y N 22 OFB C13 C14 DOUB Y N 23 OFB C14 C15 SING Y N 24 OFB C10 C08 SING N N 25 OFB C10 C15 DOUB Y N 26 OFB C16 C07 SING N N 27 OFB C08 C07 DOUB N N 28 OFB C07 C04 SING N N 29 OFB C04 C03 DOUB Y N 30 OFB C04 C05 SING Y N 31 OFB C03 C02 SING Y N 32 OFB C05 C06 DOUB Y N 33 OFB C02 C01 DOUB Y N 34 OFB C06 C01 SING Y N 35 OFB C01 O01 SING N N 36 OFB C02 H1 SING N N 37 OFB C03 H2 SING N N 38 OFB C05 H3 SING N N 39 OFB C06 H4 SING N N 40 OFB O01 H5 SING N N 41 OFB C09 H6 SING N N 42 OFB C11 H7 SING N N 43 OFB C12 H8 SING N N 44 OFB C14 H9 SING N N 45 OFB C15 H10 SING N N 46 OFB O02 H11 SING N N 47 OFB C16 H12 SING N N 48 OFB C17 H13 SING N N 49 OFB C17 H14 SING N N 50 OFB C18 H15 SING N N 51 OFB C20 H16 SING N N 52 OFB C22 H17 SING N N 53 OFB C23 H18 SING N N 54 OFB 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 OFB SMILES ACDLabs 12.01 "c1(O)ccc(cc1)C2=C(C3OC2CC3S(=O)(Oc4cccc(c4)F)=O)c5ccc(cc5)O" OFB InChI InChI 1.03 "InChI=1S/C24H19FO6S/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" OFB InChIKey InChI 1.03 PJRYBICUCUOQQX-YZUZCNPQSA-N OFB SMILES_CANONICAL CACTVS 3.385 "Oc1ccc(cc1)C2=C([C@@H]3O[C@H]2C[C@H]3[S](=O)(=O)Oc4cccc(F)c4)c5ccc(O)cc5" OFB SMILES CACTVS 3.385 "Oc1ccc(cc1)C2=C([CH]3O[CH]2C[CH]3[S](=O)(=O)Oc4cccc(F)c4)c5ccc(O)cc5" OFB SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(cc(c1)F)OS(=O)(=O)[C@@H]2C[C@H]3C(=C([C@@H]2O3)c4ccc(cc4)O)c5ccc(cc5)O" OFB SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(cc(c1)F)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 OFB "SYSTEMATIC NAME" ACDLabs 12.01 "3-fluorophenyl (1S,2R,4S)-5,6-bis(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hept-5-ene-2-sulfonate" OFB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(3-fluorophenyl) (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 OFB "Create component" 2015-05-07 RCSB OFB "Initial release" 2016-05-04 RCSB #