data_PB3
# 
_chem_comp.id                                    PB3 
_chem_comp.name                                  "N,N'-BIS(3-METHYLBENZYL)PYRIMIDINE-4,6-DICARBOXAMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H22 N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "PYRIMIDINE-4,6-DICARBOXYLIC ACID BIS-(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                        374.436 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PB3 
_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        1XUC 
_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 
PB3 C1   C1   C 0 1 Y N N -11.643 27.426 44.933 -0.558 -0.065 -1.196 C1   PB3 1  
PB3 C2   C2   C 0 1 Y N N -11.092 28.001 46.071 -1.276 -0.001 0.000  C2   PB3 2  
PB3 C3   C3   C 0 1 Y N N -9.715  28.043 46.181 -0.559 0.064  1.196  C3   PB3 3  
PB3 N6   N6   N 0 1 Y N N -10.815 26.898 43.919 0.770  -0.062 -1.150 N6   PB3 4  
PB3 C7   C7   C 0 1 N N N -5.912  27.986 53.638 1.632  -2.053 8.287  C7   PB3 5  
PB3 C8   C8   C 0 1 N N N -18.263 22.235 44.158 1.631  2.056  -8.285 C8   PB3 6  
PB3 C9   C9   C 0 1 N N N -9.128  28.628 47.375 -1.268 0.134  2.498  C9   PB3 7  
PB3 C11  C11  C 0 1 N N N -7.011  28.805 48.723 -1.265 0.267  4.931  C11  PB3 8  
PB3 C12  C12  C 0 1 Y N N -7.196  27.992 50.001 -0.257 0.329  6.050  C12  PB3 9  
PB3 C15  C15  C 0 1 N N N -13.100 27.364 44.816 -1.267 -0.137 -2.498 C15  PB3 10 
PB3 C21  C21  C 0 1 Y N N -16.637 24.209 43.964 0.200  0.837  -6.631 C21  PB3 11 
PB3 C24  C24  C 0 1 Y N N -15.714 23.701 46.665 1.132  -1.607 -7.523 C24  PB3 12 
PB3 C30  C30  C 0 1 Y N N -8.085  26.842 50.053 0.204  1.552  6.497  C30  PB3 13 
PB3 C31  C31  C 0 1 Y N N -8.266  26.083 51.244 1.128  1.609  7.524  C31  PB3 14 
PB3 C32  C32  C 0 1 Y N N -7.553  26.460 52.416 1.591  0.442  8.103  C32  PB3 15 
PB3 C34  C34  C 0 1 Y N N -6.488  28.357 51.185 0.208  -0.838 6.626  C34  PB3 16 
PB3 N4   N4   N 0 1 Y N N -8.878  27.515 45.168 0.769  0.068  1.150  N4   PB3 17 
PB3 C5   C5   C 0 1 Y N N -9.425  26.936 44.018 1.407  0.001  0.000  C5   PB3 18 
PB3 N10  N10  N 0 1 N N N -7.793  28.332 47.545 -0.565 0.197  3.646  N10  PB3 19 
PB3 N16  N16  N 0 1 N N N -13.595 26.419 43.918 -0.564 -0.199 -3.646 N16  PB3 20 
PB3 C17  C17  C 0 1 N N N -15.044 26.194 43.685 -1.264 -0.270 -4.931 C17  PB3 21 
PB3 C18  C18  C 0 1 Y N N -15.623 25.046 44.522 -0.256 -0.330 -6.049 C18  PB3 22 
PB3 C4   C4   C 0 1 Y N N -17.178 23.132 44.756 1.128  0.783  -7.654 C4   PB3 23 
PB3 C23  C23  C 0 1 Y N N -16.726 22.874 46.094 1.593  -0.439 -8.102 C23  PB3 24 
PB3 C25  C25  C 0 1 Y N N -15.173 24.774 45.881 0.207  -1.552 -6.497 C25  PB3 25 
PB3 C6   C6   C 0 1 Y N N -6.675  27.587 52.375 1.128  -0.781 7.655  C6   PB3 26 
PB3 O41  O41  O 0 1 N N N -13.918 28.048 45.454 -2.482 -0.140 -2.529 O41  PB3 27 
PB3 O42  O42  O 0 1 N N N -9.700  29.307 48.230 -2.482 0.135  2.529  O42  PB3 28 
PB3 H2   H2   H 0 1 N N N -11.732 28.414 46.868 -2.356 -0.002 0.000  H2   PB3 29 
PB3 H71  1H7  H 0 1 N N N -5.341  27.101 54.005 0.990  -2.322 9.125  H71  PB3 30 
PB3 H72  2H7  H 0 1 N N N -5.227  28.865 53.606 1.620  -2.855 7.548  H72  PB3 31 
PB3 H73  3H7  H 0 1 N N N -6.644  28.133 54.466 2.651  -1.903 8.643  H73  PB3 32 
PB3 H81  1H8  H 0 1 N N N -17.889 21.817 43.194 0.989  2.324  -9.124 H81  PB3 33 
PB3 H82  2H8  H 0 1 N N N -18.681 21.402 44.770 1.617  2.857  -7.546 H82  PB3 34 
PB3 H83  3H8  H 0 1 N N N -19.104 22.877 43.807 2.651  1.907  -8.640 H83  PB3 35 
PB3 H111 1H11 H 0 0 N N N -5.928  28.868 48.463 -1.889 -0.617 5.053  H111 PB3 36 
PB3 H112 2H11 H 0 0 N N N -7.229  29.881 48.919 -1.890 1.159  4.956  H112 PB3 37 
PB3 H21  H21  H 0 1 N N N -16.997 24.392 42.937 -0.162 1.793  -6.282 H21  PB3 38 
PB3 H24  H24  H 0 1 N N N -15.357 23.515 47.692 1.495  -2.562 -7.872 H24  PB3 39 
PB3 H30  H30  H 0 1 N N N -8.644  26.533 49.154 -0.157 2.464  6.046  H30  PB3 40 
PB3 H31  H31  H 0 1 N N N -8.948  25.216 51.259 1.489  2.565  7.874  H31  PB3 41 
PB3 H32  H32  H 0 1 N N N -7.680  25.884 53.348 2.313  0.486  8.905  H32  PB3 42 
PB3 H34  H34  H 0 1 N N N -5.805  29.223 51.180 -0.152 -1.794 6.276  H34  PB3 43 
PB3 H5   H5   H 0 1 N N N -8.785  26.525 43.220 2.487  0.002  0.000  H5   PB3 44 
PB3 H10  H10  H 0 1 N N N -7.385  27.765 46.802 0.404  0.197  3.621  H10  PB3 45 
PB3 H16  H16  H 0 1 N N N -12.884 25.882 43.422 0.405  -0.196 -3.621 H16  PB3 46 
PB3 H171 1H17 H 0 0 N N N -15.251 26.037 42.601 -1.890 0.613  -5.053 H171 PB3 47 
PB3 H172 2H17 H 0 0 N N N -15.622 27.134 43.848 -1.888 -1.163 -4.956 H172 PB3 48 
PB3 H23  H23  H 0 1 N N N -17.154 22.044 46.681 2.316  -0.482 -8.903 H23  PB3 49 
PB3 H25  H25  H 0 1 N N N -14.391 25.406 46.335 -0.152 -2.465 -6.045 H25  PB3 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 
PB3 C1  C2   SING Y N 1  
PB3 C1  N6   DOUB Y N 2  
PB3 C1  C15  SING N N 3  
PB3 C2  C3   DOUB Y N 4  
PB3 C2  H2   SING N N 5  
PB3 C3  C9   SING N N 6  
PB3 C3  N4   SING Y N 7  
PB3 N6  C5   SING Y N 8  
PB3 C7  C6   SING N N 9  
PB3 C7  H71  SING N N 10 
PB3 C7  H72  SING N N 11 
PB3 C7  H73  SING N N 12 
PB3 C8  C4   SING N N 13 
PB3 C8  H81  SING N N 14 
PB3 C8  H82  SING N N 15 
PB3 C8  H83  SING N N 16 
PB3 C9  N10  SING N N 17 
PB3 C9  O42  DOUB N N 18 
PB3 C11 C12  SING N N 19 
PB3 C11 N10  SING N N 20 
PB3 C11 H111 SING N N 21 
PB3 C11 H112 SING N N 22 
PB3 C12 C30  DOUB Y N 23 
PB3 C12 C34  SING Y N 24 
PB3 C15 N16  SING N N 25 
PB3 C15 O41  DOUB N N 26 
PB3 C21 C18  SING Y N 27 
PB3 C21 C4   DOUB Y N 28 
PB3 C21 H21  SING N N 29 
PB3 C24 C23  DOUB Y N 30 
PB3 C24 C25  SING Y N 31 
PB3 C24 H24  SING N N 32 
PB3 C30 C31  SING Y N 33 
PB3 C30 H30  SING N N 34 
PB3 C31 C32  DOUB Y N 35 
PB3 C31 H31  SING N N 36 
PB3 C32 C6   SING Y N 37 
PB3 C32 H32  SING N N 38 
PB3 C34 C6   DOUB Y N 39 
PB3 C34 H34  SING N N 40 
PB3 N4  C5   DOUB Y N 41 
PB3 C5  H5   SING N N 42 
PB3 N10 H10  SING N N 43 
PB3 N16 C17  SING N N 44 
PB3 N16 H16  SING N N 45 
PB3 C17 C18  SING N N 46 
PB3 C17 H171 SING N N 47 
PB3 C17 H172 SING N N 48 
PB3 C18 C25  DOUB Y N 49 
PB3 C4  C23  SING Y N 50 
PB3 C23 H23  SING N N 51 
PB3 C25 H25  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 
PB3 SMILES           ACDLabs              10.04 O=C(c2ncnc(C(=O)NCc1cccc(c1)C)c2)NCc3cccc(c3)C                                                                                                               
PB3 InChI            InChI                1.02b InChI=1/C22H22N4O2/c1-15-5-3-7-17(9-15)12-23-21(27)19-11-20(26-14-25-19)22(28)24-13-18-8-4-6-16(2)10-18/h3-11,14H,12-13H2,1-2H3,(H,23,27)(H,24,28)/f/h23-24H 
PB3 InChIKey         InChI                1.02b GTBUZLPQANSGGE-DVIAZDKACH                                                                                                                                    
PB3 SMILES_CANONICAL CACTVS               3.341 Cc1cccc(CNC(=O)c2cc(ncn2)C(=O)NCc3cccc(C)c3)c1                                                                                                               
PB3 SMILES           CACTVS               3.341 Cc1cccc(CNC(=O)c2cc(ncn2)C(=O)NCc3cccc(C)c3)c1                                                                                                               
PB3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1cccc(c1)CNC(=O)c2cc(ncn2)C(=O)NCc3cccc(c3)C                                                                                                               
PB3 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1cccc(c1)CNC(=O)c2cc(ncn2)C(=O)NCc3cccc(c3)C                                                                                                               
# 
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 
PB3 "SYSTEMATIC NAME" ACDLabs              10.04 "N,N'-bis(3-methylbenzyl)pyrimidine-4,6-dicarboxamide"         
PB3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N,N'-bis[(3-methylphenyl)methyl]pyrimidine-4,6-dicarboxamide" 
# 
