data_PB5
# 
_chem_comp.id                                    PB5 
_chem_comp.name                                  "N,N'-BIS(PYRIDIN-3-YLMETHYL)PYRIMIDINE-4,6-DICARBOXAMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H16 N6 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "PYRIMIDINE-4,6-DICARBOXYLIC ACID BIS-[(PYRIDIN-3-YLMETHYL)-AMIDE]" 
_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                        348.359 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PB5 
_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        1XUR 
_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 
PB5 C1   C1   C 0 1 Y N N -11.839 27.362 44.995 -1.198 -0.425 -0.001 C1   PB5 1  
PB5 C2   C2   C 0 1 Y N N -11.264 27.944 46.105 0.000  -1.143 0.001  C2   PB5 2  
PB5 C3   C3   C 0 1 Y N N -9.891  28.002 46.183 1.198  -0.425 0.009  C3   PB5 3  
PB5 N6   N6   N 0 1 Y N N -11.040 26.845 43.976 -1.152 0.903  0.004  N6   PB5 4  
PB5 C9   C9   C 0 1 N N N -9.268  28.598 47.359 2.502  -1.135 0.013  C9   PB5 5  
PB5 C11  C11  C 0 1 N N N -7.204  28.814 48.693 4.939  -1.131 0.012  C11  PB5 6  
PB5 C12  C12  C 0 1 Y N N -7.371  28.013 49.966 6.059  -0.123 0.015  C12  PB5 7  
PB5 C15  C15  C 0 1 N N N -13.298 27.278 44.904 -2.502 -1.135 -0.010 C15  PB5 8  
PB5 C21  C21  C 0 1 Y N N -16.566 23.948 44.013 -6.588 0.336  1.169  C21  PB5 9  
PB5 C24  C24  C 0 1 Y N N -15.967 23.648 46.781 -7.605 1.278  -1.171 C24  PB5 10 
PB5 C30  C30  C 0 1 Y N N -8.199  26.856 49.999 6.581  0.342  1.212  C30  PB5 11 
PB5 C31  C31  C 0 1 Y N N -8.373  26.102 51.173 7.611  1.269  1.167  C31  PB5 12 
PB5 C32  C32  C 0 1 Y N N -7.709  26.502 52.340 8.080  1.696  -0.062 C32  PB5 13 
PB5 C34  C34  C 0 1 Y N N -6.709  28.405 51.140 6.582  0.345  -1.175 C34  PB5 14 
PB5 N4   N4   N 0 1 Y N N -9.091  27.484 45.163 1.152  0.903  0.019  N4   PB5 15 
PB5 C5   C5   C 0 1 Y N N -9.663  26.901 44.046 0.000  1.541  0.011  C5   PB5 16 
PB5 N10  N10  N 0 1 N N N -7.945  28.292 47.522 3.652  -0.431 0.015  N10  PB5 17 
PB5 N16  N16  N 0 1 N N N -13.802 26.321 44.037 -3.652 -0.431 -0.012 N16  PB5 18 
PB5 C17  C17  C 0 1 N N N -15.252 26.109 43.864 -4.939 -1.131 -0.021 C17  PB5 19 
PB5 C18  C18  C 0 1 Y N N -15.777 24.915 44.653 -6.059 -0.123 -0.022 C18  PB5 20 
PB5 N22  N22  N 0 1 Y N N -17.047 22.844 44.757 -7.565 1.222  1.176  N22  PB5 21 
PB5 C23  C23  C 0 1 Y N N -16.756 22.686 46.131 -8.080 1.695  0.058  C23  PB5 22 
PB5 C25  C25  C 0 1 Y N N -15.486 24.751 46.039 -6.575 0.352  -1.218 C25  PB5 23 
PB5 N33  N33  N 0 1 Y N N -6.886  27.644 52.310 7.559  1.231  -1.180 N33  PB5 24 
PB5 O41  O41  O 0 1 N N N -14.112 27.957 45.540 -2.533 -2.349 -0.015 O41  PB5 25 
PB5 O42  O42  O 0 1 N N N -9.800  29.303 48.214 2.533  -2.349 0.009  O42  PB5 26 
PB5 H2   H2   H 0 1 N N N -11.890 28.355 46.915 0.000  -2.223 -0.003 H2   PB5 27 
PB5 H111 1H11 H 0 0 N N N -6.122  28.923 48.446 5.013  -1.759 0.900  H111 PB5 28 
PB5 H112 2H11 H 0 0 N N N -7.471  29.882 48.873 5.012  -1.753 -0.880 H112 PB5 29 
PB5 H21  H21  H 0 1 N N N -16.804 24.054 42.941 -6.192 -0.029 2.105  H21  PB5 30 
PB5 H24  H24  H 0 1 N N N -15.730 23.539 47.853 -8.031 1.670  -2.083 H24  PB5 31 
PB5 H30  H30  H 0 1 N N N -8.723  26.533 49.084 6.195  -0.008 2.158  H30  PB5 32 
PB5 H31  H31  H 0 1 N N N -9.021  25.210 51.178 8.041  1.654  2.080  H31  PB5 33 
PB5 H32  H32  H 0 1 N N N -7.833  25.925 53.272 8.881  2.418  -0.106 H32  PB5 34 
PB5 H34  H34  H 0 1 N N N -6.060  29.297 51.143 6.181  -0.013 -2.112 H34  PB5 35 
PB5 H5   H5   H 0 1 N N N -9.039  26.492 43.234 0.000  2.621  0.015  H5   PB5 36 
PB5 H10  H10  H 0 1 N N N -7.529  27.701 46.802 3.627  0.538  0.018  H10  PB5 37 
PB5 H16  H16  H 0 1 N N N -13.108 25.774 43.528 -3.627 0.538  -0.008 H16  PB5 38 
PB5 H171 1H17 H 0 0 N N N -15.515 26.020 42.784 -5.008 -1.753 -0.914 H171 PB5 39 
PB5 H172 2H17 H 0 0 N N N -15.822 27.034 44.115 -5.016 -1.760 0.866  H172 PB5 40 
PB5 H23  H23  H 0 1 N N N -17.142 21.818 46.692 -8.882 2.417  0.104  H23  PB5 41 
PB5 H25  H25  H 0 1 N N N -14.867 25.504 46.555 -6.184 0.008  -2.165 H25  PB5 42 
# 
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 
PB5 C1  C2   DOUB Y N 1  
PB5 C1  N6   SING Y N 2  
PB5 C1  C15  SING N N 3  
PB5 C2  C3   SING Y N 4  
PB5 C2  H2   SING N N 5  
PB5 C3  C9   SING N N 6  
PB5 C3  N4   DOUB Y N 7  
PB5 N6  C5   DOUB Y N 8  
PB5 C9  N10  SING N N 9  
PB5 C9  O42  DOUB N N 10 
PB5 C11 C12  SING N N 11 
PB5 C11 N10  SING N N 12 
PB5 C11 H111 SING N N 13 
PB5 C11 H112 SING N N 14 
PB5 C12 C30  SING Y N 15 
PB5 C12 C34  DOUB Y N 16 
PB5 C15 N16  SING N N 17 
PB5 C15 O41  DOUB N N 18 
PB5 C21 C18  SING Y N 19 
PB5 C21 N22  DOUB Y N 20 
PB5 C21 H21  SING N N 21 
PB5 C24 C23  DOUB Y N 22 
PB5 C24 C25  SING Y N 23 
PB5 C24 H24  SING N N 24 
PB5 C30 C31  DOUB Y N 25 
PB5 C30 H30  SING N N 26 
PB5 C31 C32  SING Y N 27 
PB5 C31 H31  SING N N 28 
PB5 C32 N33  DOUB Y N 29 
PB5 C32 H32  SING N N 30 
PB5 C34 N33  SING Y N 31 
PB5 C34 H34  SING N N 32 
PB5 N4  C5   SING Y N 33 
PB5 C5  H5   SING N N 34 
PB5 N10 H10  SING N N 35 
PB5 N16 C17  SING N N 36 
PB5 N16 H16  SING N N 37 
PB5 C17 C18  SING N N 38 
PB5 C17 H171 SING N N 39 
PB5 C17 H172 SING N N 40 
PB5 C18 C25  DOUB Y N 41 
PB5 N22 C23  SING Y N 42 
PB5 C23 H23  SING N N 43 
PB5 C25 H25  SING N N 44 
# 
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 
PB5 SMILES           ACDLabs              10.04 O=C(c2ncnc(C(=O)NCc1cccnc1)c2)NCc3cccnc3                                                                                                        
PB5 InChI            InChI                1.02b InChI=1/C18H16N6O2/c25-17(21-10-13-3-1-5-19-8-13)15-7-16(24-12-23-15)18(26)22-11-14-4-2-6-20-9-14/h1-9,12H,10-11H2,(H,21,25)(H,22,26)/f/h21-22H 
PB5 InChIKey         InChI                1.02b NHPBWKYFMTXWAA-XBTAAFKLCB                                                                                                                       
PB5 SMILES_CANONICAL CACTVS               3.341 O=C(NCc1cccnc1)c2cc(ncn2)C(=O)NCc3cccnc3                                                                                                        
PB5 SMILES           CACTVS               3.341 O=C(NCc1cccnc1)c2cc(ncn2)C(=O)NCc3cccnc3                                                                                                        
PB5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(cnc1)CNC(=O)c2cc(ncn2)C(=O)NCc3cccnc3                                                                                                      
PB5 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(cnc1)CNC(=O)c2cc(ncn2)C(=O)NCc3cccnc3                                                                                                      
# 
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 
PB5 "SYSTEMATIC NAME" ACDLabs              10.04 "N,N'-bis(pyridin-3-ylmethyl)pyrimidine-4,6-dicarboxamide" 
PB5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N,N'-bis(pyridin-3-ylmethyl)pyrimidine-4,6-dicarboxamide" 
# 
