data_PGJ
# 
_chem_comp.id                                    PGJ 
_chem_comp.name                                  "2-(ETHOXYMETHYL)-4-(4-FLUOROPHENYL)-3-[2-(2-HYDROXYPHENOXY)PYRIMIDIN-4-YL]ISOXAZOL-5(2H)-ONE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H18 F N3 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-03-15 
_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                        423.394 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PGJ 
_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        1YW2 
_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 
PGJ C1   C1   C 0 1 Y N N 18.928 39.525 18.027 -0.954 0.484  -1.902 C1   PGJ 1  
PGJ N2   N2   N 0 1 Y N N 17.978 40.250 18.918 -2.089 0.552  -2.644 N2   PGJ 2  
PGJ O3   O3   O 0 1 Y N N 17.989 39.398 20.164 -1.876 0.342  -3.815 O3   PGJ 3  
PGJ C4   C4   C 0 1 Y N N 18.845 38.368 20.014 -0.579 0.094  -4.049 C4   PGJ 4  
PGJ C5   C5   C 0 1 Y N N 19.455 38.477 18.675 0.075  0.177  -2.789 C5   PGJ 5  
PGJ C6   C6   C 0 1 N N N 18.399 41.621 19.222 -3.413 0.852  -2.093 C6   PGJ 6  
PGJ O7   O7   O 0 1 N N N 17.253 42.445 19.339 -4.133 -0.365 -1.894 O7   PGJ 7  
PGJ C10  C10  C 0 1 N N N 17.470 43.791 19.696 -3.835 -0.809 -0.569 C10  PGJ 8  
PGJ C11  C11  C 0 1 N N N 18.958 43.999 19.931 -4.579 -2.116 -0.289 C11  PGJ 9  
PGJ C17  C17  C 0 1 Y N N 18.947 39.822 16.601 -0.835 0.687  -0.441 C17  PGJ 10 
PGJ C18  C18  C 0 1 Y N N 18.953 38.814 15.649 -1.275 1.876  0.148  C18  PGJ 11 
PGJ C19  C19  C 0 1 Y N N 18.987 39.184 14.312 -1.144 2.018  1.519  C19  PGJ 12 
PGJ N20  N20  N 0 1 Y N N 19.015 40.463 13.934 -0.610 1.034  2.224  N20  PGJ 13 
PGJ C21  C21  C 0 1 Y N N 18.989 41.494 14.853 -0.202 -0.080 1.638  C21  PGJ 14 
PGJ N22  N22  N 0 1 Y N N 18.945 41.086 16.178 -0.313 -0.262 0.333  N22  PGJ 15 
PGJ O23  O23  O 0 1 N N N 18.956 42.783 14.418 0.337  -1.064 2.396  O23  PGJ 16 
PGJ C24  C24  C 0 1 Y N N 18.297 43.736 15.186 0.217  -0.672 3.693  C24  PGJ 17 
PGJ C25  C25  C 0 1 Y N N 18.984 44.882 15.554 -0.875 -1.077 4.443  C25  PGJ 18 
PGJ C26  C26  C 0 1 Y N N 18.367 45.861 16.323 -0.995 -0.677 5.760  C26  PGJ 19 
PGJ C27  C27  C 0 1 Y N N 17.054 45.691 16.728 -0.028 0.127  6.333  C27  PGJ 20 
PGJ C28  C28  C 0 1 Y N N 16.358 44.539 16.386 1.064  0.535  5.591  C28  PGJ 21 
PGJ C29  C29  C 0 1 Y N N 16.965 43.579 15.588 1.194  0.132  4.271  C29  PGJ 22 
PGJ O34  O34  O 0 1 N N N 16.252 42.451 15.245 2.268  0.533  3.539  O34  PGJ 23 
PGJ C35  C35  C 0 1 Y N N 20.380 37.422 18.258 1.514  -0.013 -2.491 C35  PGJ 24 
PGJ C36  C36  C 0 1 Y N N 19.963 36.101 18.457 2.134  -1.228 -2.781 C36  PGJ 25 
PGJ C37  C37  C 0 1 Y N N 20.781 35.053 18.059 3.474  -1.400 -2.502 C37  PGJ 26 
PGJ C38  C38  C 0 1 Y N N 22.019 35.351 17.505 4.203  -0.368 -1.934 C38  PGJ 27 
PGJ C39  C39  C 0 1 Y N N 22.468 36.648 17.344 3.592  0.840  -1.643 C39  PGJ 28 
PGJ C40  C40  C 0 1 Y N N 21.592 37.696 17.638 2.254  1.024  -1.924 C40  PGJ 29 
PGJ F45  F45  F 0 1 N N N 22.803 34.315 17.190 5.515  -0.542 -1.663 F45  PGJ 30 
PGJ O47  O47  O 0 1 N N N 19.142 37.541 20.823 -0.064 -0.150 -5.126 O47  PGJ 31 
PGJ H61  1H6  H 0 1 N N N 19.129 42.015 18.477 -3.961 1.489  -2.789 H61  PGJ 32 
PGJ H62  2H6  H 0 1 N N N 19.052 41.673 20.125 -3.301 1.369  -1.140 H62  PGJ 33 
PGJ H101 1H10 H 0 0 N N N 16.852 44.106 20.569 -4.150 -0.051 0.147  H101 PGJ 34 
PGJ H102 2H10 H 0 0 N N N 17.053 44.504 18.947 -2.762 -0.974 -0.474 H102 PGJ 35 
PGJ H111 1H11 H 0 0 N N N 19.576 43.684 19.058 -4.351 -2.455 0.720  H111 PGJ 36 
PGJ H112 2H11 H 0 0 N N N 19.130 45.064 20.213 -5.652 -1.951 -0.384 H112 PGJ 37 
PGJ H113 3H11 H 0 0 N N N 19.375 43.286 20.680 -4.263 -2.874 -1.006 H113 PGJ 38 
PGJ H18  H18  H 0 1 N N N 18.931 37.752 15.946 -1.707 2.664  -0.450 H18  PGJ 39 
PGJ H19  H19  H 0 1 N N N 18.992 38.425 13.512 -1.472 2.924  2.008  H19  PGJ 40 
PGJ H25  H25  H 0 1 N N N 20.031 45.016 15.232 -1.632 -1.705 3.998  H25  PGJ 41 
PGJ H26  H26  H 0 1 N N N 18.919 46.772 16.612 -1.847 -0.993 6.344  H26  PGJ 42 
PGJ H27  H27  H 0 1 N N N 16.561 46.476 17.325 -0.126 0.438  7.363  H27  PGJ 43 
PGJ H28  H28  H 0 1 N N N 15.327 44.387 16.747 1.818  1.163  6.040  H28  PGJ 44 
PGJ H34  H34  H 0 1 N N N 15.348 42.345 15.518 2.956  -0.135 3.664  H34  PGJ 45 
PGJ H36  H36  H 0 1 N N N 18.989 35.886 18.928 1.565  -2.033 -3.224 H36  PGJ 46 
PGJ H37  H37  H 0 1 N N N 20.454 34.007 18.180 3.955  -2.340 -2.727 H37  PGJ 47 
PGJ H39  H39  H 0 1 N N N 23.495 36.841 16.991 4.165  1.641  -1.200 H39  PGJ 48 
PGJ H40  H40  H 0 1 N N N 21.856 38.736 17.382 1.778  1.967  -1.697 H40  PGJ 49 
# 
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 
PGJ C1  N2   SING Y N 1  
PGJ C1  C5   DOUB Y N 2  
PGJ C1  C17  SING Y N 3  
PGJ N2  O3   SING Y N 4  
PGJ N2  C6   SING N N 5  
PGJ O3  C4   SING Y N 6  
PGJ C4  C5   SING Y N 7  
PGJ C4  O47  DOUB N N 8  
PGJ C5  C35  SING Y N 9  
PGJ C6  O7   SING N N 10 
PGJ C6  H61  SING N N 11 
PGJ C6  H62  SING N N 12 
PGJ O7  C10  SING N N 13 
PGJ C10 C11  SING N N 14 
PGJ C10 H101 SING N N 15 
PGJ C10 H102 SING N N 16 
PGJ C11 H111 SING N N 17 
PGJ C11 H112 SING N N 18 
PGJ C11 H113 SING N N 19 
PGJ C17 C18  DOUB Y N 20 
PGJ C17 N22  SING Y N 21 
PGJ C18 C19  SING Y N 22 
PGJ C18 H18  SING N N 23 
PGJ C19 N20  DOUB Y N 24 
PGJ C19 H19  SING N N 25 
PGJ N20 C21  SING Y N 26 
PGJ C21 N22  DOUB Y N 27 
PGJ C21 O23  SING N N 28 
PGJ O23 C24  SING N N 29 
PGJ C24 C25  DOUB Y N 30 
PGJ C24 C29  SING Y N 31 
PGJ C25 C26  SING Y N 32 
PGJ C25 H25  SING N N 33 
PGJ C26 C27  DOUB Y N 34 
PGJ C26 H26  SING N N 35 
PGJ C27 C28  SING Y N 36 
PGJ C27 H27  SING N N 37 
PGJ C28 C29  DOUB Y N 38 
PGJ C28 H28  SING N N 39 
PGJ C29 O34  SING N N 40 
PGJ O34 H34  SING N N 41 
PGJ C35 C36  DOUB Y N 42 
PGJ C35 C40  SING Y N 43 
PGJ C36 C37  SING Y N 44 
PGJ C36 H36  SING N N 45 
PGJ C37 C38  DOUB Y N 46 
PGJ C37 H37  SING N N 47 
PGJ C38 C39  SING Y N 48 
PGJ C38 F45  SING N N 49 
PGJ C39 C40  DOUB Y N 50 
PGJ C39 H39  SING N N 51 
PGJ C40 H40  SING N N 52 
# 
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 
PGJ SMILES           ACDLabs              10.04 "Fc4ccc(C=1C(=O)ON(C=1c3nc(Oc2ccccc2O)ncc3)COCC)cc4"                                                                                         
PGJ SMILES_CANONICAL CACTVS               3.341 "CCOCN1OC(=O)C(=C1c2ccnc(Oc3ccccc3O)n2)c4ccc(F)cc4"                                                                                          
PGJ SMILES           CACTVS               3.341 "CCOCN1OC(=O)C(=C1c2ccnc(Oc3ccccc3O)n2)c4ccc(F)cc4"                                                                                          
PGJ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCOC[N@]1C(=C(C(=O)O1)c2ccc(cc2)F)c3ccnc(n3)Oc4ccccc4O"                                                                                     
PGJ SMILES           "OpenEye OEToolkits" 1.5.0 "CCOCN1C(=C(C(=O)O1)c2ccc(cc2)F)c3ccnc(n3)Oc4ccccc4O"                                                                                        
PGJ InChI            InChI                1.03  "InChI=1S/C22H18FN3O5/c1-2-29-13-26-20(19(21(28)31-26)14-7-9-15(23)10-8-14)16-11-12-24-22(25-16)30-18-6-4-3-5-17(18)27/h3-12,27H,2,13H2,1H3" 
PGJ InChIKey         InChI                1.03  ZSOXFJURLPCSOO-UHFFFAOYSA-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 
PGJ "SYSTEMATIC NAME" ACDLabs              10.04 "2-(ethoxymethyl)-4-(4-fluorophenyl)-3-[2-(2-hydroxyphenoxy)pyrimidin-4-yl]isoxazol-5(2H)-one"     
PGJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-2-(ethoxymethyl)-4-(4-fluorophenyl)-3-[2-(2-hydroxyphenoxy)pyrimidin-4-yl]-1,2-oxazol-5-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
PGJ "Create component"     2005-03-15 RCSB 
PGJ "Modify aromatic_flag" 2011-06-04 RCSB 
PGJ "Modify descriptor"    2011-06-04 RCSB 
# 
