data_PFA
# 
_chem_comp.id                                    PFA 
_chem_comp.name                                  [4-(4-HYDROXY-3-ISOPROPYL-PHENOXY)-3,5-DIMETHYL-PHENYL]-6-AZAURACIL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H21 N3 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         2-[4-(4-HYDROXY-3-ISOPROPYL-PHENOXY)-3,5-DIMETHYL-PHENYL]-2H-[1,2,4]TRIAZINE-3,5-DIONE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-11-18 
_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                        367.398 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PFA 
_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        1N46 
_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 
PFA O9   O9   O 0 1 N N N 7.699 -18.305 -23.849 -1.845 -0.756 -3.269 O9   PFA 1  
PFA C14  C14  C 0 1 N N N 6.881 -17.410 -23.917 -1.041 -0.284 -4.049 C14  PFA 2  
PFA N6   N6   N 0 1 N N N 6.708 -16.434 -22.980 -1.400 -0.082 -5.331 N6   PFA 3  
PFA C10  C10  C 0 1 N N N 5.759 -15.502 -23.132 -0.516 0.440  -6.206 C10  PFA 4  
PFA O8   O8   O 0 1 N N N 5.534 -14.609 -22.330 -0.832 0.619  -7.368 O8   PFA 5  
PFA N5   N5   N 0 1 N N N 6.090 -17.347 -24.994 0.190  0.039  -3.616 N5   PFA 6  
PFA N3   N3   N 0 1 N N N 5.067 -16.388 -25.224 1.138  0.583  -4.490 N3   PFA 7  
PFA C17  C17  C 0 1 N N N 4.918 -15.520 -24.343 0.828  0.788  -5.741 C17  PFA 8  
PFA C4   C4   C 0 1 Y N N 6.157 -18.340 -25.959 0.530  -0.177 -2.275 C4   PFA 9  
PFA C5   C5   C 0 1 Y N N 5.046 -19.211 -25.913 1.298  0.757  -1.593 C5   PFA 10 
PFA C6   C6   C 0 1 Y N N 5.025 -20.313 -26.797 1.632  0.543  -0.271 C6   PFA 11 
PFA C7   C7   C 0 1 N N N 3.850 -21.263 -26.768 2.465  1.558  0.468  C7   PFA 12 
PFA C3   C3   C 0 1 Y N N 7.248 -18.540 -26.877 0.099  -1.327 -1.626 C3   PFA 13 
PFA C2   C2   C 0 1 Y N N 7.220 -19.648 -27.798 0.439  -1.543 -0.306 C2   PFA 14 
PFA C19  C19  C 0 1 N N N 8.363 -19.816 -28.793 -0.028 -2.790 0.398  C19  PFA 15 
PFA C1   C1   C 0 1 Y N N 6.072 -20.533 -27.759 1.202  -0.605 0.376  C1   PFA 16 
PFA O20  O20  O 0 1 N N N 5.959 -21.621 -28.664 1.532  -0.816 1.677  O20  PFA 17 
PFA C21  C21  C 0 1 Y N N 5.195 -21.451 -29.809 0.544  -0.260 2.428  C21  PFA 18 
PFA C31  C31  C 0 1 Y N N 5.183 -20.196 -30.536 -0.528 0.365  1.810  C31  PFA 19 
PFA C22  C22  C 0 1 Y N N 4.427 -22.533 -30.315 0.609  -0.319 3.813  C22  PFA 20 
PFA C24  C24  C 0 1 Y N N 3.679 -22.413 -31.513 -0.394 0.245  4.575  C24  PFA 21 
PFA C25  C25  C 0 1 N N N 2.848 -23.588 -32.093 -0.324 0.181  6.079  C25  PFA 22 
PFA C8   C8   C 0 1 N N N 3.619 -24.919 -32.139 -0.298 -1.281 6.527  C8   PFA 23 
PFA C9   C9   C 0 1 N N N 1.614 -23.912 -31.249 0.946  0.884  6.561  C9   PFA 24 
PFA C26  C26  C 0 1 Y N N 3.680 -21.169 -32.186 -1.469 0.865  3.957  C26  PFA 25 
PFA C29  C29  C 0 1 Y N N 4.404 -20.081 -31.688 -1.531 0.929  2.573  C29  PFA 26 
PFA O27  O27  O 0 1 N N N 2.960 -20.990 -33.360 -2.457 1.421  4.708  O27  PFA 27 
PFA HN6  HN6  H 0 1 N N N 7.300 -16.400 -22.150 -2.294 -0.317 -5.626 HN6  PFA 28 
PFA H17C CH17 H 0 0 N N N 4.107 -14.823 -24.613 1.551  1.208  -6.423 H17C PFA 29 
PFA HC5  HC5  H 0 1 N N N 4.218 -19.035 -25.206 1.633  1.652  -2.097 HC5  PFA 30 
PFA HC71 1HC7 H 0 0 N N N 2.913 -20.676 -26.908 3.521  1.316  0.351  HC71 PFA 31 
PFA HC72 2HC7 H 0 0 N N N 3.833 -22.133 -27.466 2.273  2.551  0.062  HC72 PFA 32 
PFA HC73 3HC7 H 0 0 N N N 3.720 -21.639 -25.726 2.204  1.541  1.526  HC73 PFA 33 
PFA HC3  HC3  H 0 1 N N N 8.105 -17.845 -26.875 -0.497 -2.055 -2.156 HC3  PFA 34 
PFA H191 1H19 H 0 0 N N N 9.326 -19.842 -28.231 0.712  -3.580 0.268  H191 PFA 35 
PFA H192 2H19 H 0 0 N N N 8.341 -20.673 -29.506 -0.154 -2.582 1.460  H192 PFA 36 
PFA H193 3H19 H 0 0 N N N 8.474 -18.871 -29.374 -0.979 -3.112 -0.025 H193 PFA 37 
PFA H31C CH31 H 0 0 N N N 5.771 -19.322 -30.210 -0.578 0.412  0.732  H31C PFA 38 
PFA H22C CH22 H 0 0 N N N 4.411 -23.489 -29.765 1.444  -0.806 4.294  H22C PFA 39 
PFA H25C CH25 H 0 0 N N N 2.586 -23.224 -33.114 -1.197 0.675  6.505  H25C PFA 40 
PFA HC81 1HC8 H 0 0 N N N 4.020 -25.178 -31.131 -0.247 -1.328 7.615  HC81 PFA 41 
PFA HC82 2HC8 H 0 0 N N N 3.022 -25.763 -32.556 -1.203 -1.783 6.184  HC82 PFA 42 
PFA HC83 3HC8 H 0 0 N N N 4.578 -24.801 -32.695 0.574  -1.776 6.101  HC83 PFA 43 
PFA HC91 1HC9 H 0 0 N N N 0.980 -23.007 -31.104 1.819  0.389  6.135  HC91 PFA 44 
PFA HC92 2HC9 H 0 0 N N N 1.017 -24.756 -31.666 0.927  1.926  6.242  HC92 PFA 45 
PFA HC93 3HC9 H 0 0 N N N 1.895 -24.107 -30.188 0.996  0.838  7.649  HC93 PFA 46 
PFA H29C CH29 H 0 0 N N N 4.360 -19.113 -32.214 -2.366 1.417  2.092  H29C PFA 47 
PFA H27O OH27 H 0 0 N N N 2.961 -20.154 -33.812 -3.123 0.733  4.846  H27O PFA 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 
PFA O9  C14  DOUB N N 1  
PFA C14 N6   SING N N 2  
PFA C14 N5   SING N N 3  
PFA N6  C10  SING N N 4  
PFA N6  HN6  SING N N 5  
PFA C10 O8   DOUB N N 6  
PFA C10 C17  SING N N 7  
PFA N5  N3   SING N N 8  
PFA N5  C4   SING N N 9  
PFA N3  C17  DOUB N N 10 
PFA C17 H17C SING N N 11 
PFA C4  C5   DOUB Y N 12 
PFA C4  C3   SING Y N 13 
PFA C5  C6   SING Y N 14 
PFA C5  HC5  SING N N 15 
PFA C6  C7   SING N N 16 
PFA C6  C1   DOUB Y N 17 
PFA C7  HC71 SING N N 18 
PFA C7  HC72 SING N N 19 
PFA C7  HC73 SING N N 20 
PFA C3  C2   DOUB Y N 21 
PFA C3  HC3  SING N N 22 
PFA C2  C19  SING N N 23 
PFA C2  C1   SING Y N 24 
PFA C19 H191 SING N N 25 
PFA C19 H192 SING N N 26 
PFA C19 H193 SING N N 27 
PFA C1  O20  SING N N 28 
PFA O20 C21  SING N N 29 
PFA C21 C31  DOUB Y N 30 
PFA C21 C22  SING Y N 31 
PFA C31 C29  SING Y N 32 
PFA C31 H31C SING N N 33 
PFA C22 C24  DOUB Y N 34 
PFA C22 H22C SING N N 35 
PFA C24 C25  SING N N 36 
PFA C24 C26  SING Y N 37 
PFA C25 C8   SING N N 38 
PFA C25 C9   SING N N 39 
PFA C25 H25C SING N N 40 
PFA C8  HC81 SING N N 41 
PFA C8  HC82 SING N N 42 
PFA C8  HC83 SING N N 43 
PFA C9  HC91 SING N N 44 
PFA C9  HC92 SING N N 45 
PFA C9  HC93 SING N N 46 
PFA C26 C29  DOUB Y N 47 
PFA C26 O27  SING N N 48 
PFA C29 H29C SING N N 49 
PFA O27 H27O 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 
PFA SMILES           ACDLabs              10.04 O=C3C=NN(c2cc(c(Oc1cc(c(O)cc1)C(C)C)c(c2)C)C)C(=O)N3                                                                                     
PFA InChI            InChI                1.02b InChI=1/C20H21N3O4/c1-11(2)16-9-15(5-6-17(16)24)27-19-12(3)7-14(8-13(19)4)23-20(26)22-18(25)10-21-23/h5-11,24H,1-4H3,(H,22,25,26)/f/h22H 
PFA InChIKey         InChI                1.02b RXQAVKWRCZYGMV-QWOVJGMICP                                                                                                                
PFA SMILES_CANONICAL CACTVS               3.341 CC(C)c1cc(Oc2c(C)cc(cc2C)N3N=CC(=O)NC3=O)ccc1O                                                                                           
PFA SMILES           CACTVS               3.341 CC(C)c1cc(Oc2c(C)cc(cc2C)N3N=CC(=O)NC3=O)ccc1O                                                                                           
PFA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1cc(cc(c1Oc2ccc(c(c2)C(C)C)O)C)N3C(=O)NC(=O)C=N3                                                                                       
PFA SMILES           "OpenEye OEToolkits" 1.5.0 Cc1cc(cc(c1Oc2ccc(c(c2)C(C)C)O)C)N3C(=O)NC(=O)C=N3                                                                                       
# 
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 
PFA "SYSTEMATIC NAME" ACDLabs              10.04 2-{4-[4-hydroxy-3-(1-methylethyl)phenoxy]-3,5-dimethylphenyl}-1,2,4-triazine-3,5(2H,4H)-dione 
PFA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-[4-(4-hydroxy-3-propan-2-yl-phenoxy)-3,5-dimethyl-phenyl]-1,2,4-triazine-3,5-dione          
# 
