data_OB2 # _chem_comp.id OB2 _chem_comp.name "(1S,2R,4S)-5,6-bis(4-hydroxyphenyl)-N-methyl-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 "C25 H23 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 449.519 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OB2 _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 4ZUC _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 OB2 C01 C1 C 0 1 Y N N 23.386 15.121 4.282 3.957 -1.266 0.519 C01 OB2 1 OB2 C02 C2 C 0 1 Y N N 22.722 15.600 3.130 5.089 -1.641 -0.171 C02 OB2 2 OB2 C03 C3 C 0 1 Y N N 21.309 15.544 3.061 4.978 -2.255 -1.411 C03 OB2 3 OB2 O01 O1 O 0 1 N N N 20.664 15.999 1.953 6.098 -2.622 -2.088 O01 OB2 4 OB2 C04 C4 C 0 1 Y N N 20.534 15.023 4.118 3.726 -2.496 -1.963 C04 OB2 5 OB2 C05 C5 C 0 1 Y N N 21.195 14.551 5.268 2.588 -2.125 -1.280 C05 OB2 6 OB2 C06 C6 C 0 1 Y N N 22.611 14.594 5.342 2.694 -1.506 -0.032 C06 OB2 7 OB2 C07 C7 C 0 1 N N N 23.157 14.112 6.472 1.480 -1.113 0.705 C07 OB2 8 OB2 C08 C8 C 0 1 N N N 24.272 14.448 7.169 1.088 0.146 1.020 C08 OB2 9 OB2 C09 C9 C 0 1 Y N N 25.215 15.406 7.034 1.789 1.401 0.697 C09 OB2 10 OB2 C10 C10 C 0 1 Y N N 26.571 15.062 7.227 1.941 1.797 -0.635 C10 OB2 11 OB2 C11 C11 C 0 1 Y N N 27.560 16.052 7.134 2.597 2.972 -0.932 C11 OB2 12 OB2 C12 C12 C 0 1 Y N N 27.181 17.395 6.870 3.108 3.762 0.090 C12 OB2 13 OB2 O02 O2 O 0 1 N N N 28.140 18.346 6.779 3.753 4.920 -0.207 O02 OB2 14 OB2 C13 C13 C 0 1 Y N N 25.827 17.751 6.697 2.960 3.373 1.415 C13 OB2 15 OB2 C14 C14 C 0 1 Y N N 24.830 16.755 6.790 2.300 2.203 1.722 C14 OB2 16 OB2 C15 C15 C 0 1 N N S 24.268 13.614 8.288 -0.233 -0.002 1.781 C15 OB2 17 OB2 O03 O3 O 0 1 N N N 23.705 12.415 7.756 -0.015 -1.287 2.455 O03 OB2 18 OB2 C16 C16 C 0 1 N N S 22.559 13.041 7.183 0.400 -2.043 1.264 C16 OB2 19 OB2 C17 C17 C 0 1 N N N 21.911 13.471 8.495 -0.835 -1.840 0.332 C17 OB2 20 OB2 C18 C18 C 0 1 N N R 23.122 14.170 9.122 -1.282 -0.406 0.699 C18 OB2 21 OB2 S01 S1 S 0 1 N N N 23.377 13.711 10.974 -2.960 -0.404 1.390 S01 OB2 22 OB2 O04 O4 O 0 1 N N N 23.441 12.190 11.083 -3.109 -1.449 2.341 O04 OB2 23 OB2 O05 O5 O 0 1 N N N 22.191 14.288 11.745 -3.374 0.922 1.688 O05 OB2 24 OB2 N01 N1 N 0 1 N N N 24.821 14.367 11.469 -3.928 -0.860 0.126 N01 OB2 25 OB2 C19 C19 C 0 1 N N N 24.964 15.835 11.300 -4.628 -2.146 0.167 C19 OB2 26 OB2 C20 C20 C 0 1 Y N N 25.839 13.634 11.977 -4.077 -0.018 -0.978 C20 OB2 27 OB2 C21 C21 C 0 1 Y N N 27.159 13.865 11.498 -3.894 1.352 -0.839 C21 OB2 28 OB2 C22 C22 C 0 1 Y N N 28.252 13.121 12.004 -4.042 2.181 -1.934 C22 OB2 29 OB2 C23 C23 C 0 1 Y N N 28.024 12.140 12.994 -4.373 1.649 -3.167 C23 OB2 30 OB2 C24 C24 C 0 1 Y N N 26.725 11.893 13.484 -4.556 0.286 -3.308 C24 OB2 31 OB2 C25 C25 C 0 1 Y N N 25.650 12.632 12.979 -4.404 -0.550 -2.219 C25 OB2 32 OB2 H1 H1 H 0 1 N N N 24.463 15.157 4.352 4.044 -0.792 1.486 H1 OB2 33 OB2 H2 H2 H 0 1 N N N 23.290 16.007 2.306 6.065 -1.456 0.254 H2 OB2 34 OB2 H3 H3 H 0 1 N N N 19.727 15.891 2.065 6.400 -3.519 -1.890 H3 OB2 35 OB2 H4 H4 H 0 1 N N N 19.457 14.987 4.047 3.645 -2.974 -2.928 H4 OB2 36 OB2 H5 H5 H 0 1 N N N 20.623 14.156 6.095 1.615 -2.312 -1.710 H5 OB2 37 OB2 H6 H6 H 0 1 N N N 26.845 14.041 7.445 1.544 1.183 -1.430 H6 OB2 38 OB2 H7 H7 H 0 1 N N N 28.601 15.795 7.262 2.715 3.278 -1.960 H7 OB2 39 OB2 H8 H8 H 0 1 N N N 28.993 17.951 6.918 3.175 5.693 -0.250 H8 OB2 40 OB2 H9 H9 H 0 1 N N N 25.555 18.777 6.495 3.355 3.993 2.207 H9 OB2 41 OB2 H10 H10 H 0 1 N N N 23.787 17.014 6.677 2.186 1.901 2.753 H10 OB2 42 OB2 H11 H11 H 0 1 N N N 25.218 13.506 8.832 -0.510 0.840 2.415 H11 OB2 43 OB2 H12 H12 H 0 1 N N N 21.921 12.379 6.580 0.708 -3.074 1.437 H12 OB2 44 OB2 H13 H13 H 0 1 N N N 21.069 14.161 8.336 -0.545 -1.904 -0.717 H13 OB2 45 OB2 H14 H14 H 0 1 N N N 21.572 12.612 9.092 -1.619 -2.561 0.562 H14 OB2 46 OB2 H15 H15 H 0 1 N N N 23.050 15.266 9.059 -1.219 0.250 -0.169 H15 OB2 47 OB2 H16 H16 H 0 1 N N N 25.954 16.151 11.660 -5.606 -2.014 0.630 H16 OB2 48 OB2 H17 H17 H 0 1 N N N 24.861 16.093 10.236 -4.755 -2.523 -0.848 H17 OB2 49 OB2 H18 H18 H 0 1 N N N 24.182 16.348 11.879 -4.044 -2.859 0.749 H18 OB2 50 OB2 H19 H19 H 0 1 N N N 27.329 14.616 10.740 -3.636 1.768 0.123 H19 OB2 51 OB2 H20 H20 H 0 1 N N N 29.251 13.302 11.636 -3.900 3.246 -1.826 H20 OB2 52 OB2 H21 H21 H 0 1 N N N 28.856 11.571 13.381 -4.489 2.300 -4.021 H21 OB2 53 OB2 H22 H22 H 0 1 N N N 26.562 11.141 14.242 -4.814 -0.126 -4.273 H22 OB2 54 OB2 H23 H23 H 0 1 N N N 24.655 12.441 13.354 -4.543 -1.615 -2.332 H23 OB2 55 # 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 OB2 O01 C03 SING N N 1 OB2 C03 C02 DOUB Y N 2 OB2 C03 C04 SING Y N 3 OB2 C02 C01 SING Y N 4 OB2 C04 C05 DOUB Y N 5 OB2 C01 C06 DOUB Y N 6 OB2 C05 C06 SING Y N 7 OB2 C06 C07 SING N N 8 OB2 C07 C08 DOUB N N 9 OB2 C07 C16 SING N N 10 OB2 C13 C14 DOUB Y N 11 OB2 C13 C12 SING Y N 12 OB2 O02 C12 SING N N 13 OB2 C14 C09 SING Y N 14 OB2 C12 C11 DOUB Y N 15 OB2 C09 C08 SING N N 16 OB2 C09 C10 DOUB Y N 17 OB2 C11 C10 SING Y N 18 OB2 C08 C15 SING N N 19 OB2 C16 O03 SING N N 20 OB2 C16 C17 SING N N 21 OB2 O03 C15 SING N N 22 OB2 C15 C18 SING N N 23 OB2 C17 C18 SING N N 24 OB2 C18 S01 SING N N 25 OB2 S01 O04 DOUB N N 26 OB2 S01 N01 SING N N 27 OB2 S01 O05 DOUB N N 28 OB2 C19 N01 SING N N 29 OB2 N01 C20 SING N N 30 OB2 C21 C20 DOUB Y N 31 OB2 C21 C22 SING Y N 32 OB2 C20 C25 SING Y N 33 OB2 C22 C23 DOUB Y N 34 OB2 C25 C24 DOUB Y N 35 OB2 C23 C24 SING Y N 36 OB2 C01 H1 SING N N 37 OB2 C02 H2 SING N N 38 OB2 O01 H3 SING N N 39 OB2 C04 H4 SING N N 40 OB2 C05 H5 SING N N 41 OB2 C10 H6 SING N N 42 OB2 C11 H7 SING N N 43 OB2 O02 H8 SING N N 44 OB2 C13 H9 SING N N 45 OB2 C14 H10 SING N N 46 OB2 C15 H11 SING N N 47 OB2 C16 H12 SING N N 48 OB2 C17 H13 SING N N 49 OB2 C17 H14 SING N N 50 OB2 C18 H15 SING N N 51 OB2 C19 H16 SING N N 52 OB2 C19 H17 SING N N 53 OB2 C19 H18 SING N N 54 OB2 C21 H19 SING N N 55 OB2 C22 H20 SING N N 56 OB2 C23 H21 SING N N 57 OB2 C24 H22 SING N N 58 OB2 C25 H23 SING N N 59 # 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 OB2 SMILES ACDLabs 12.01 "c1c(ccc(c1)O)C2=C(C3C(CC2O3)S(=O)(N(c4ccccc4)C)=O)c5ccc(O)cc5" OB2 InChI InChI 1.03 "InChI=1S/C25H23NO5S/c1-26(18-5-3-2-4-6-18)32(29,30)22-15-21-23(16-7-11-19(27)12-8-16)24(25(22)31-21)17-9-13-20(28)14-10-17/h2-14,21-22,25,27-28H,15H2,1H3/t21-,22+,25+/m0/s1" OB2 InChIKey InChI 1.03 HSQGBJYGRBCENH-SGIRGMQISA-N OB2 SMILES_CANONICAL CACTVS 3.385 "CN(c1ccccc1)[S](=O)(=O)[C@@H]2C[C@@H]3O[C@H]2C(=C3c4ccc(O)cc4)c5ccc(O)cc5" OB2 SMILES CACTVS 3.385 "CN(c1ccccc1)[S](=O)(=O)[CH]2C[CH]3O[CH]2C(=C3c4ccc(O)cc4)c5ccc(O)cc5" OB2 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CN(c1ccccc1)S(=O)(=O)[C@@H]2C[C@H]3C(=C([C@@H]2O3)c4ccc(cc4)O)c5ccc(cc5)O" OB2 SMILES "OpenEye OEToolkits" 1.9.2 "CN(c1ccccc1)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 OB2 "SYSTEMATIC NAME" ACDLabs 12.01 "(1S,2R,4S)-5,6-bis(4-hydroxyphenyl)-N-methyl-N-phenyl-7-oxabicyclo[2.2.1]hept-5-ene-2-sulfonamide" OB2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(1S,4S,5R)-2,3-bis(4-hydroxyphenyl)-N-methyl-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 OB2 "Create component" 2015-05-18 RCSB OB2 "Initial release" 2016-06-01 RCSB #