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                    2008-10-14 
_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 N 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 Y N 9  
825 C60 C59  DOUB N N 10 
825 C60 H60  SING Y N 11 
825 C59 C58  SING N N 12 
825 C59 H59  SING Y 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 N 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 Y 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 Y N 36 
825 C38 C39  DOUB N N 37 
825 C39 C40  SING Y N 38 
825 C39 C45  SING N N 39 
825 C35 C40  DOUB N N 40 
825 C40 H40  SING Y 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 InChI            InChI                1.02b InChI=1/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/f/h27-28H 
825 InChIKey         InChI                1.02b WDTMVBQZDFMOIK-IUMHHLBDDS                                                                                                                                             
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                                                                                                             
# 
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" 
# 
