data_825 # _chem_comp.id 825 _chem_comp.name "[{2-bromo-4-[(2R)-3-oxo-2,3-diphenylpropyl]phenyl}(difluoro)methyl]phosphonic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H18 Br F2 O4 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-04-28 _chem_comp.pdbx_modified_date 2011-06-04 _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 495.250 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 825 _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 3CWE _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 825 O57 O57 O 0 1 N N N 25.924 25.607 -1.175 -4.375 0.179 2.228 O57 825 1 825 C56 C56 C 0 1 N N N 24.752 25.227 -1.172 -4.093 -0.114 1.085 C56 825 2 825 C55 C55 C 0 1 Y N N 23.678 26.058 -1.837 -5.139 -0.597 0.170 C55 825 3 825 C62 C62 C 0 1 Y N N 22.352 25.617 -1.883 -6.460 -0.719 0.613 C62 825 4 825 C61 C61 C 0 1 Y N N 21.375 26.411 -2.493 -7.435 -1.171 -0.251 C61 825 5 825 C60 C60 C 0 1 Y N N 21.731 27.640 -3.041 -7.109 -1.505 -1.554 C60 825 6 825 C59 C59 C 0 1 Y N N 23.041 28.087 -3.006 -5.804 -1.387 -2.000 C59 825 7 825 C58 C58 C 0 1 Y N N 24.017 27.297 -2.396 -4.819 -0.931 -1.150 C58 825 8 825 C20 C20 C 0 1 N N R 24.405 23.912 -0.533 -2.672 0.021 0.602 C20 825 9 825 C4 C4 C 0 1 Y N N 24.577 22.806 -1.529 -2.465 1.401 0.032 C4 825 10 825 C3 C3 C 0 1 Y N N 23.455 22.081 -1.947 -2.086 1.554 -1.289 C3 825 11 825 C2 C2 C 0 1 Y N N 23.584 21.041 -2.876 -1.896 2.819 -1.811 C2 825 12 825 C5 C5 C 0 1 Y N N 25.850 22.505 -2.055 -2.659 2.514 0.828 C5 825 13 825 C6 C6 C 0 1 Y N N 25.979 21.463 -2.981 -2.470 3.780 0.306 C6 825 14 825 C1 C1 C 0 1 Y N N 24.852 20.737 -3.385 -2.084 3.932 -1.013 C1 825 15 825 C44 C44 C 0 1 N N N 25.272 23.709 0.736 -1.712 -0.197 1.773 C44 825 16 825 C36 C36 C 0 1 Y N N 24.768 22.530 1.539 -0.292 -0.183 1.267 C36 825 17 825 C37 C37 C 0 1 Y N N 25.305 21.245 1.314 0.305 -1.358 0.853 C37 825 18 825 C38 C38 C 0 1 Y N N 24.855 20.141 2.021 1.608 -1.346 0.388 C38 825 19 825 BR1 BR1 BR 0 0 N N N 25.594 18.518 1.632 2.425 -2.954 -0.180 BR1 825 20 825 C39 C39 C 0 1 Y N N 23.812 20.358 3.076 2.312 -0.156 0.339 C39 825 21 825 C40 C40 C 0 1 Y N N 23.288 21.652 3.265 1.714 1.019 0.754 C40 825 22 825 C35 C35 C 0 1 Y N N 23.783 22.719 2.513 0.411 1.006 1.213 C35 825 23 825 C45 C45 C 0 1 N N N 23.199 19.244 3.887 3.732 -0.142 -0.167 C45 825 24 825 F46 F46 F 0 1 N N N 23.145 18.135 3.150 4.542 -0.890 0.695 F46 825 25 825 F47 F47 F 0 1 N N N 21.931 19.605 4.108 3.776 -0.700 -1.449 F47 825 26 825 P48 P48 P 0 1 N N N 23.955 18.892 5.526 4.337 1.576 -0.230 P48 825 27 825 O49 O49 O 0 1 N N N 23.909 20.206 6.250 4.252 2.230 1.239 O49 825 28 825 O50 O50 O 0 1 N N N 25.353 18.406 5.276 5.742 1.588 -0.695 O50 825 29 825 O51 O51 O 0 1 N N N 23.039 17.814 6.062 3.428 2.428 -1.250 O51 825 30 825 H62 H62 H 0 1 N N N 22.083 24.666 -1.449 -6.716 -0.459 1.630 H62 825 31 825 H61 H61 H 0 1 N N N 20.350 26.072 -2.538 -8.455 -1.266 0.090 H61 825 32 825 H60 H60 H 0 1 N N N 20.972 28.256 -3.501 -7.876 -1.860 -2.226 H60 825 33 825 H59 H59 H 0 1 N N N 23.305 29.037 -3.446 -5.557 -1.650 -3.019 H59 825 34 825 H58 H58 H 0 1 N N N 25.039 27.643 -2.355 -3.801 -0.839 -1.500 H58 825 35 825 H20 H20 H 0 1 N N N 23.351 23.905 -0.217 -2.479 -0.724 -0.170 H20 825 36 825 H3 H3 H 0 1 N N N 22.481 22.326 -1.550 -1.939 0.684 -1.912 H3 825 37 825 H2 H2 H 0 1 N N N 22.717 20.481 -3.195 -1.600 2.939 -2.843 H2 825 38 825 H5 H5 H 0 1 N N N 26.716 23.072 -1.747 -2.960 2.395 1.859 H5 825 39 825 H6 H6 H 0 1 N N N 26.950 21.219 -3.385 -2.622 4.649 0.928 H6 825 40 825 H1 H1 H 0 1 N N N 24.962 19.933 -4.098 -1.935 4.921 -1.421 H1 825 41 825 H44 H44 H 0 1 N N N 26.313 23.521 0.435 -1.845 0.600 2.504 H44 825 42 825 H44A H44A H 0 0 N N N 25.212 24.615 1.357 -1.922 -1.158 2.241 H44A 825 43 825 H37 H37 H 0 1 N N N 26.083 21.119 0.576 -0.246 -2.287 0.892 H37 825 44 825 H40 H40 H 0 1 N N N 22.505 21.818 3.990 2.265 1.947 0.715 H40 825 45 825 H35 H35 H 0 1 N N N 23.397 23.712 2.687 -0.058 1.926 1.533 H35 825 46 825 HO49 HO49 H 0 0 N N N 23.899 20.051 7.187 4.559 3.146 1.280 HO49 825 47 825 HO51 HO51 H 0 0 N N N 22.847 17.189 5.373 2.510 2.533 -0.965 HO51 825 48 # 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 825 O57 C56 DOUB N N 1 825 C55 C56 SING N N 2 825 C56 C20 SING N N 3 825 C58 C55 DOUB Y N 4 825 C62 C55 SING Y N 5 825 C61 C62 DOUB Y N 6 825 C62 H62 SING N N 7 825 C60 C61 SING Y N 8 825 C61 H61 SING N N 9 825 C60 C59 DOUB Y N 10 825 C60 H60 SING N N 11 825 C59 C58 SING Y N 12 825 C59 H59 SING N N 13 825 C58 H58 SING N N 14 825 C4 C20 SING N N 15 825 C20 C44 SING N N 16 825 C20 H20 SING N N 17 825 C5 C4 DOUB Y N 18 825 C3 C4 SING Y N 19 825 C2 C3 DOUB Y N 20 825 C3 H3 SING N N 21 825 C1 C2 SING Y N 22 825 C2 H2 SING N N 23 825 C6 C5 SING Y N 24 825 C5 H5 SING N N 25 825 C1 C6 DOUB Y N 26 825 C6 H6 SING N N 27 825 C1 H1 SING N N 28 825 C44 C36 SING N N 29 825 C44 H44 SING N N 30 825 C44 H44A SING N N 31 825 C37 C36 DOUB Y N 32 825 C36 C35 SING Y N 33 825 C37 C38 SING Y N 34 825 C37 H37 SING N N 35 825 BR1 C38 SING N N 36 825 C38 C39 DOUB Y N 37 825 C39 C40 SING Y N 38 825 C39 C45 SING N N 39 825 C35 C40 DOUB Y N 40 825 C40 H40 SING N N 41 825 C35 H35 SING N N 42 825 F46 C45 SING N N 43 825 C45 F47 SING N N 44 825 C45 P48 SING N N 45 825 O50 P48 DOUB N N 46 825 P48 O51 SING N N 47 825 P48 O49 SING N N 48 825 O49 HO49 SING N N 49 825 O51 HO51 SING N N 50 # 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 825 SMILES ACDLabs 10.04 "Brc1cc(ccc1C(F)(F)P(=O)(O)O)CC(c2ccccc2)C(=O)c3ccccc3" 825 SMILES_CANONICAL CACTVS 3.341 "O[P](O)(=O)C(F)(F)c1ccc(C[C@@H](C(=O)c2ccccc2)c3ccccc3)cc1Br" 825 SMILES CACTVS 3.341 "O[P](O)(=O)C(F)(F)c1ccc(C[CH](C(=O)c2ccccc2)c3ccccc3)cc1Br" 825 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)[C@@H](Cc2ccc(c(c2)Br)C(F)(F)P(=O)(O)O)C(=O)c3ccccc3" 825 SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)C(Cc2ccc(c(c2)Br)C(F)(F)P(=O)(O)O)C(=O)c3ccccc3" 825 InChI InChI 1.03 "InChI=1S/C22H18BrF2O4P/c23-20-14-15(11-12-19(20)22(24,25)30(27,28)29)13-18(16-7-3-1-4-8-16)21(26)17-9-5-2-6-10-17/h1-12,14,18H,13H2,(H2,27,28,29)/t18-/m1/s1" 825 InChIKey InChI 1.03 WDTMVBQZDFMOIK-GOSISDBHSA-N # 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 825 "SYSTEMATIC NAME" ACDLabs 10.04 "[{2-bromo-4-[(2R)-3-oxo-2,3-diphenylpropyl]phenyl}(difluoro)methyl]phosphonic acid" 825 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[2-bromo-4-[(2R)-3-oxo-2,3-diphenyl-propyl]phenyl]-difluoro-methyl]phosphonic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 825 "Create component" 2008-04-28 RCSB 825 "Modify aromatic_flag" 2011-06-04 RCSB 825 "Modify descriptor" 2011-06-04 RCSB #