data_PB4
# 
_chem_comp.id                                    PB4 
_chem_comp.name                                  "N,N'-BIS(4-FLUORO-3-METHYLBENZYL)PYRIMIDINE-4,6-DICARBOXAMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H20 F2 N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "PYRIMIDINE-4,6-DICARBOXYLIC ACID BIS-(4-FLUORO-3-METHYL-BENZYLAMIDE)" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-10-28 
_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                        410.417 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PB4 
_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        1XUD 
_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 
PB4 C1   C1   C 0 1 Y N N -11.603 27.335 44.851 0.798  0.007  -1.197 C1   PB4 1  
PB4 C2   C2   C 0 1 Y N N -11.040 27.942 45.966 1.500  -0.146 0.000  C2   PB4 2  
PB4 C3   C3   C 0 1 Y N N -9.658  27.993 46.058 0.799  0.007  1.198  C3   PB4 3  
PB4 C7   C7   C 0 1 N N N -5.802  27.967 53.452 -1.878 -1.970 8.159  C7   PB4 4  
PB4 C8   C8   C 0 1 N N N -18.288 22.176 44.244 -1.876 -1.971 -8.159 C8   PB4 5  
PB4 C9   C9   C 0 1 N N N -9.054  28.610 47.228 1.492  -0.144 2.502  C9   PB4 6  
PB4 C10  C10  C 0 1 N N N -6.923  28.823 48.544 1.489  -0.144 4.939  C10  PB4 7  
PB4 C11  C11  C 0 1 Y N N -7.083  28.004 49.813 0.504  0.071  6.059  C11  PB4 8  
PB4 C12  C12  C 0 1 N N N -13.065 27.263 44.746 1.491  -0.144 -2.501 C12  PB4 9  
PB4 C13  C13  C 0 1 N N N -15.012 26.067 43.631 1.488  -0.143 -4.938 C13  PB4 10 
PB4 C14  C14  C 0 1 Y N N -15.603 24.956 44.508 0.502  0.072  -6.058 C14  PB4 11 
PB4 C15  C15  C 0 1 Y N N -16.631 24.114 43.985 -0.199 -0.999 -6.575 C15  PB4 12 
PB4 C16  C16  C 0 1 Y N N -16.728 22.856 46.166 -1.304 0.467  -8.114 C16  PB4 13 
PB4 C19  C19  C 0 1 Y N N -7.948  26.840 49.844 0.309  1.340  6.572  C19  PB4 14 
PB4 C20  C20  C 0 1 Y N N -8.119  26.059 51.011 -0.593 1.539  7.599  C20  PB4 15 
PB4 C21  C21  C 0 1 Y N N -7.418  26.427 52.188 -1.306 0.467  8.111  C21  PB4 16 
PB4 C22  C22  C 0 1 Y N N -6.382  28.368 51.003 -0.202 -0.999 6.572  C22  PB4 17 
PB4 N1   N1   N 0 1 Y N N -8.830  27.444 45.047 -0.499 0.286  1.152  N1   PB4 18 
PB4 C5   C5   C 0 1 Y N N -9.389  26.832 43.919 -1.121 0.427  0.000  C5   PB4 19 
PB4 N2   N2   N 0 1 Y N N -10.781 26.785 43.839 -0.499 0.291  -1.151 N2   PB4 20 
PB4 N3   N3   N 0 1 N N N -7.715  28.315 47.385 0.805  0.005  3.652  N3   PB4 21 
PB4 N4   N4   N 0 1 N N N -13.562 26.303 43.858 0.804  0.006  -3.651 N4   PB4 22 
PB4 C6   C6   C 0 1 Y N N -17.185 23.073 44.815 -1.107 -0.802 -7.599 C6   PB4 23 
PB4 C17  C17  C 0 1 Y N N -15.701 23.689 46.697 -0.596 1.539  -7.598 C17  PB4 24 
PB4 C18  C18  C 0 1 Y N N -15.149 24.724 45.873 0.306  1.341  -6.571 C18  PB4 25 
PB4 C4   C4   C 0 1 Y N N -6.556  27.575 52.177 -1.106 -0.802 7.599  C4   PB4 26 
PB4 O1   O1   O 0 1 N N N -13.883 27.952 45.382 2.678  -0.403 -2.532 O1   PB4 27 
PB4 O2   O2   O 0 1 N N N -9.610  29.315 48.077 2.678  -0.404 2.533  O2   PB4 28 
PB4 F1   F1   F 0 1 N N N -7.588  25.598 53.442 -2.189 0.661  9.115  F1   PB4 29 
PB4 F2   F2   F 0 1 N N N -17.291 21.819 46.972 -2.187 0.660  -9.118 F2   PB4 30 
PB4 H2   H2   H 0 1 N N N -11.675 28.373 46.759 2.555  -0.376 0.000  H2   PB4 31 
PB4 H71  1H7  H 0 1 N N N -5.216  27.086 53.803 -1.318 -2.415 8.981  H71  PB4 32 
PB4 H72  2H7  H 0 1 N N N -5.132  28.859 53.444 -2.845 -1.625 8.523  H72  PB4 33 
PB4 H73  3H7  H 0 1 N N N -6.540  28.085 54.279 -2.028 -2.714 7.376  H73  PB4 34 
PB4 H81  1H8  H 0 1 N N N -17.925 21.722 43.293 -1.316 -2.415 -8.982 H81  PB4 35 
PB4 H82  2H8  H 0 1 N N N -18.716 21.371 44.886 -2.026 -2.715 -7.378 H82  PB4 36 
PB4 H83  3H8  H 0 1 N N N -19.119 22.821 43.874 -2.844 -1.627 -8.524 H83  PB4 37 
PB4 H101 1H10 H 0 0 N N N -5.846  28.914 48.271 2.290  0.591  5.012  H101 PB4 38 
PB4 H102 2H10 H 0 0 N N N -7.160  29.895 48.739 1.909  -1.147 5.012  H102 PB4 39 
PB4 H131 1H13 H 0 0 N N N -15.588 27.014 43.755 1.908  -1.145 -5.012 H131 PB4 40 
PB4 H132 2H13 H 0 0 N N N -15.213 25.865 42.553 2.288  0.593  -5.012 H132 PB4 41 
PB4 H15  H15  H 0 1 N N N -16.992 24.266 42.954 -0.045 -1.990 -6.174 H15  PB4 42 
PB4 H19  H19  H 0 1 N N N -8.501  26.535 48.939 0.862  2.176  6.171  H19  PB4 43 
PB4 H20  H20  H 0 1 N N N -8.786  25.180 51.003 -0.745 2.530  8.000  H20  PB4 44 
PB4 H22  H22  H 0 1 N N N -5.717  29.248 51.015 -0.049 -1.990 6.171  H22  PB4 45 
PB4 H5   H5   H 0 1 N N N -8.757  26.403 43.124 -2.176 0.658  0.001  H5   PB4 46 
PB4 HN3  HN3  H 0 1 N N N -7.315  27.728 46.653 -0.141 0.213  3.627  HN3  PB4 47 
PB4 HN4  HN4  H 0 1 N N N -12.851 25.763 43.365 -0.143 0.213  -3.626 HN4  PB4 48 
PB4 H17  H17  H 0 1 N N N -15.340 23.535 47.728 -0.749 2.530  -7.998 H17  PB4 49 
PB4 H18  H18  H 0 1 N N N -14.354 25.358 46.300 0.859  2.177  -6.169 H18  PB4 50 
# 
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 
PB4 C1  C2   SING Y N 1  
PB4 C1  C12  SING N N 2  
PB4 C1  N2   DOUB Y N 3  
PB4 C2  C3   DOUB Y N 4  
PB4 C2  H2   SING N N 5  
PB4 C3  C9   SING N N 6  
PB4 C3  N1   SING Y N 7  
PB4 C7  C4   SING N N 8  
PB4 C7  H71  SING N N 9  
PB4 C7  H72  SING N N 10 
PB4 C7  H73  SING N N 11 
PB4 C8  C6   SING N N 12 
PB4 C8  H81  SING N N 13 
PB4 C8  H82  SING N N 14 
PB4 C8  H83  SING N N 15 
PB4 C9  N3   SING N N 16 
PB4 C9  O2   DOUB N N 17 
PB4 C10 C11  SING N N 18 
PB4 C10 N3   SING N N 19 
PB4 C10 H101 SING N N 20 
PB4 C10 H102 SING N N 21 
PB4 C11 C19  SING Y N 22 
PB4 C11 C22  DOUB Y N 23 
PB4 C12 N4   SING N N 24 
PB4 C12 O1   DOUB N N 25 
PB4 C13 C14  SING N N 26 
PB4 C13 N4   SING N N 27 
PB4 C13 H131 SING N N 28 
PB4 C13 H132 SING N N 29 
PB4 C14 C15  DOUB Y N 30 
PB4 C14 C18  SING Y N 31 
PB4 C15 C6   SING Y N 32 
PB4 C15 H15  SING N N 33 
PB4 C16 C6   DOUB Y N 34 
PB4 C16 C17  SING Y N 35 
PB4 C16 F2   SING N N 36 
PB4 C19 C20  DOUB Y N 37 
PB4 C19 H19  SING N N 38 
PB4 C20 C21  SING Y N 39 
PB4 C20 H20  SING N N 40 
PB4 C21 C4   DOUB Y N 41 
PB4 C21 F1   SING N N 42 
PB4 C22 C4   SING Y N 43 
PB4 C22 H22  SING N N 44 
PB4 N1  C5   DOUB Y N 45 
PB4 C5  N2   SING Y N 46 
PB4 C5  H5   SING N N 47 
PB4 N3  HN3  SING N N 48 
PB4 N4  HN4  SING N N 49 
PB4 C17 C18  DOUB Y N 50 
PB4 C17 H17  SING N N 51 
PB4 C18 H18  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 
PB4 SMILES           ACDLabs              10.04 O=C(c2ncnc(C(=O)NCc1ccc(F)c(c1)C)c2)NCc3ccc(F)c(c3)C                                                                                                                
PB4 InChI            InChI                1.02b InChI=1/C22H20F2N4O2/c1-13-7-15(3-5-17(13)23)10-25-21(29)19-9-20(28-12-27-19)22(30)26-11-16-4-6-18(24)14(2)8-16/h3-9,12H,10-11H2,1-2H3,(H,25,29)(H,26,30)/f/h25-26H 
PB4 InChIKey         InChI                1.02b PYFRREJCFXFNRR-SPEPDGBUCU                                                                                                                                           
PB4 SMILES_CANONICAL CACTVS               3.341 Cc1cc(CNC(=O)c2cc(ncn2)C(=O)NCc3ccc(F)c(C)c3)ccc1F                                                                                                                  
PB4 SMILES           CACTVS               3.341 Cc1cc(CNC(=O)c2cc(ncn2)C(=O)NCc3ccc(F)c(C)c3)ccc1F                                                                                                                  
PB4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1cc(ccc1F)CNC(=O)c2cc(ncn2)C(=O)NCc3ccc(c(c3)C)F                                                                                                                  
PB4 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1cc(ccc1F)CNC(=O)c2cc(ncn2)C(=O)NCc3ccc(c(c3)C)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 
PB4 "SYSTEMATIC NAME" ACDLabs              10.04 "N,N'-bis(4-fluoro-3-methylbenzyl)pyrimidine-4,6-dicarboxamide"          
PB4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N,N'-bis[(4-fluoro-3-methyl-phenyl)methyl]pyrimidine-4,6-dicarboxamide" 
# 
