data_PFD
# 
_chem_comp.id                                    PFD 
_chem_comp.name                                  5-(2-ETHOXYETHYL)-5-[4-(4-FLUOROPHENOXY)PHENOXY]PYRIMIDINE-2,4,6(1H,3H,5H)-TRIONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H19 F N2 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-02-07 
_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                        402.373 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PFD 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1YOU 
_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 
PFD F29  F29  F 0 1 N N N 69.660 55.552 24.989 2.709  0.298  -7.067 F29  PFD 1  
PFD C28  C28  C 0 1 Y N N 68.531 55.801 24.348 1.706  0.108  -6.183 C28  PFD 2  
PFD C26  C26  C 0 1 Y N N 68.276 57.077 23.863 1.949  0.227  -4.825 C26  PFD 3  
PFD C24  C24  C 0 1 Y N N 67.086 57.279 23.180 0.924  0.034  -3.919 C24  PFD 4  
PFD C27  C27  C 0 1 Y N N 67.638 54.748 24.186 0.435  -0.206 -6.635 C27  PFD 5  
PFD C25  C25  C 0 1 Y N N 66.446 54.972 23.510 -0.590 -0.405 -5.731 C25  PFD 6  
PFD C23  C23  C 0 1 Y N N 66.180 56.233 23.012 -0.349 -0.280 -4.371 C23  PFD 7  
PFD O22  O22  O 0 1 N N N 65.010 56.464 22.345 -1.358 -0.471 -3.481 O22  PFD 8  
PFD C20  C20  C 0 1 Y N N 63.779 56.291 22.913 -0.854 -0.192 -2.249 C20  PFD 9  
PFD C16  C16  C 0 1 Y N N 63.645 56.167 24.304 -0.227 -1.187 -1.515 C16  PFD 10 
PFD C12  C12  C 0 1 Y N N 62.350 55.986 24.845 0.284  -0.904 -0.263 C12  PFD 11 
PFD C17  C17  C 0 1 Y N N 62.639 56.227 22.091 -0.968 1.088  -1.727 C17  PFD 12 
PFD C13  C13  C 0 1 Y N N 61.360 56.056 22.662 -0.461 1.369  -0.473 C13  PFD 13 
PFD C6   C6   C 0 1 Y N N 61.173 55.920 24.065 0.170  0.375  0.258  C6   PFD 14 
PFD O2   O2   O 0 1 N N N 59.893 55.686 24.674 0.674  0.655  1.490  O2   PFD 15 
PFD C1   C1   C 0 1 N N N 58.917 54.657 24.208 -0.372 0.405  2.430  C1   PFD 16 
PFD C5   C5   C 0 1 N N N 57.753 54.232 25.150 0.162  0.725  3.828  C5   PFD 17 
PFD C11  C11  C 0 1 N N N 57.319 55.239 26.219 1.408  -0.119 4.102  C11  PFD 18 
PFD O15  O15  O 0 1 N N N 56.780 54.619 27.399 1.980  0.267  5.353  O15  PFD 19 
PFD C19  C19  C 0 1 N N N 57.323 55.125 28.648 3.133  -0.551 5.552  C19  PFD 20 
PFD C21  C21  C 0 1 N N N 57.311 54.090 29.773 3.796  -0.186 6.882  C21  PFD 21 
PFD C4   C4   C 0 1 N N N 59.548 53.310 23.871 -1.512 1.360  2.132  C4   PFD 22 
PFD O10  O10  O 0 1 N N N 60.088 52.617 24.751 -1.341 2.561  2.148  O10  PFD 23 
PFD N9   N9   N 0 1 N N N 59.522 52.792 22.608 -2.716 0.830  1.846  N9   PFD 24 
PFD C14  C14  C 0 1 N N N 58.910 53.450 21.618 -2.918 -0.491 1.825  C14  PFD 25 
PFD O18  O18  O 0 1 N N N 58.921 52.907 20.397 -4.037 -0.886 1.560  O18  PFD 26 
PFD N7   N7   N 0 1 N N N 58.354 54.643 21.784 -1.980 -1.411 2.076  N7   PFD 27 
PFD C3   C3   C 0 1 N N N 58.300 55.257 22.965 -0.709 -1.072 2.380  C3   PFD 28 
PFD O8   O8   O 0 1 N N N 57.724 56.358 23.027 0.130  -1.917 2.606  O8   PFD 29 
PFD H26  H26  H 0 1 N N N 68.993 57.901 24.015 2.940  0.472  -4.473 H26  PFD 30 
PFD H24  H24  H 0 1 N N N 66.859 58.277 22.768 1.114  0.128  -2.860 H24  PFD 31 
PFD H27  H27  H 0 1 N N N 67.872 53.748 24.589 0.247  -0.298 -7.694 H27  PFD 32 
PFD H25  H25  H 0 1 N N N 65.717 54.156 23.370 -1.580 -0.650 -6.084 H25  PFD 33 
PFD H16  H16  H 0 1 N N N 64.534 56.211 24.955 -0.138 -2.184 -1.921 H16  PFD 34 
PFD H12  H12  H 0 1 N N N 62.252 55.891 25.940 0.772  -1.679 0.308  H12  PFD 35 
PFD H17  H17  H 0 1 N N N 62.748 56.311 20.997 -1.457 1.863  -2.298 H17  PFD 36 
PFD H13  H13  H 0 1 N N N 60.483 56.028 21.994 -0.550 2.366  -0.066 H13  PFD 37 
PFD H51  1H5  H 0 1 N N N 58.004 53.260 25.635 -0.602 0.496  4.570  H51  PFD 38 
PFD H52  2H5  H 0 1 N N N 56.869 53.936 24.538 0.420  1.782  3.886  H52  PFD 39 
PFD H111 1H11 H 0 0 N N N 56.600 55.979 25.797 2.136  0.038  3.306  H111 PFD 40 
PFD H112 2H11 H 0 0 N N N 58.158 55.925 26.480 1.132  -1.173 4.139  H112 PFD 41 
PFD H191 1H19 H 0 0 N N N 56.797 56.057 28.961 3.839  -0.389 4.737  H191 PFD 42 
PFD H192 2H19 H 0 0 N N N 58.349 55.535 28.497 2.835  -1.600 5.570  H192 PFD 43 
PFD H211 1H21 H 0 0 N N N 57.837 53.158 29.460 4.676  -0.811 7.033  H211 PFD 44 
PFD H212 2H21 H 0 0 N N N 57.728 54.478 30.732 4.094  0.861  6.863  H212 PFD 45 
PFD H213 3H21 H 0 0 N N N 56.285 53.680 29.924 3.090  -0.349 7.696  H213 PFD 46 
PFD HN9  HN9  H 0 1 N N N 59.967 51.898 22.401 -3.458 1.423  1.651  HN9  PFD 47 
PFD HN7  HN7  H 0 1 N N N 57.951 55.107 20.970 -2.220 -2.351 2.038  HN7  PFD 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 
PFD F29 C28  SING N N 1  
PFD C28 C26  DOUB Y N 2  
PFD C28 C27  SING Y N 3  
PFD C26 C24  SING Y N 4  
PFD C26 H26  SING N N 5  
PFD C24 C23  DOUB Y N 6  
PFD C24 H24  SING N N 7  
PFD C27 C25  DOUB Y N 8  
PFD C27 H27  SING N N 9  
PFD C25 C23  SING Y N 10 
PFD C25 H25  SING N N 11 
PFD C23 O22  SING N N 12 
PFD O22 C20  SING N N 13 
PFD C20 C16  DOUB Y N 14 
PFD C20 C17  SING Y N 15 
PFD C16 C12  SING Y N 16 
PFD C16 H16  SING N N 17 
PFD C12 C6   DOUB Y N 18 
PFD C12 H12  SING N N 19 
PFD C17 C13  DOUB Y N 20 
PFD C17 H17  SING N N 21 
PFD C13 C6   SING Y N 22 
PFD C13 H13  SING N N 23 
PFD C6  O2   SING N N 24 
PFD O2  C1   SING N N 25 
PFD C1  C5   SING N N 26 
PFD C1  C4   SING N N 27 
PFD C1  C3   SING N N 28 
PFD C5  C11  SING N N 29 
PFD C5  H51  SING N N 30 
PFD C5  H52  SING N N 31 
PFD C11 O15  SING N N 32 
PFD C11 H111 SING N N 33 
PFD C11 H112 SING N N 34 
PFD O15 C19  SING N N 35 
PFD C19 C21  SING N N 36 
PFD C19 H191 SING N N 37 
PFD C19 H192 SING N N 38 
PFD C21 H211 SING N N 39 
PFD C21 H212 SING N N 40 
PFD C21 H213 SING N N 41 
PFD C4  O10  DOUB N N 42 
PFD C4  N9   SING N N 43 
PFD N9  C14  SING N N 44 
PFD N9  HN9  SING N N 45 
PFD C14 O18  DOUB N N 46 
PFD C14 N7   SING N N 47 
PFD N7  C3   SING N N 48 
PFD N7  HN7  SING N N 49 
PFD C3  O8   DOUB 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 
PFD SMILES           ACDLabs              10.04 O=C3NC(=O)NC(=O)C3(Oc2ccc(Oc1ccc(F)cc1)cc2)CCOCC                                                                                                               
PFD InChI            InChI                1.02b InChI=1/C20H19FN2O6/c1-2-27-12-11-20(17(24)22-19(26)23-18(20)25)29-16-9-7-15(8-10-16)28-14-5-3-13(21)4-6-14/h3-10H,2,11-12H2,1H3,(H2,22,23,24,25,26)/f/h22-23H 
PFD InChIKey         InChI                1.02b XRSYNYGEEYTXJV-PDJAEHLQCL                                                                                                                                      
PFD SMILES_CANONICAL CACTVS               3.341 CCOCCC1(Oc2ccc(Oc3ccc(F)cc3)cc2)C(=O)NC(=O)NC1=O                                                                                                               
PFD SMILES           CACTVS               3.341 CCOCCC1(Oc2ccc(Oc3ccc(F)cc3)cc2)C(=O)NC(=O)NC1=O                                                                                                               
PFD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCOCCC1(C(=O)NC(=O)NC1=O)Oc2ccc(cc2)Oc3ccc(cc3)F                                                                                                               
PFD SMILES           "OpenEye OEToolkits" 1.5.0 CCOCCC1(C(=O)NC(=O)NC1=O)Oc2ccc(cc2)Oc3ccc(cc3)F                                                                                                               
# 
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 
PFD "SYSTEMATIC NAME" ACDLabs              10.04 5-(2-ethoxyethyl)-5-[4-(4-fluorophenoxy)phenoxy]pyrimidine-2,4,6(1H,3H,5H)-trione 
PFD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 5-(2-ethoxyethyl)-5-[4-(4-fluorophenoxy)phenoxy]-1,3-diazinane-2,4,6-trione       
# 
