data_BPO
# 
_chem_comp.id                                    BPO 
_chem_comp.name                                  3-[(Z)-AMINO(IMINO)METHYL]-N-[2-(4-BENZOYL-1-PIPERIDINYL)-2-OXO-1-PHENYLETHYL]BENZAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H28 N4 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-07-18 
_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                        468.547 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BPO 
_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        1EB2 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
BPO C22  C22  C 0 1 Y N N 12.569 -12.751 24.112 0.595  0.145  -6.462 C22  BPO 1  
BPO C1   C1   C 0 1 Y N N 12.871 -3.782  24.248 -0.276 -1.481 4.932  C1   BPO 2  
BPO N1   N1   N 0 1 N N N 12.174 -2.934  29.269 1.466  0.615  9.225  N1   BPO 3  
BPO C2   C2   C 0 1 Y N N 13.197 -3.010  26.547 0.280  -1.063 7.224  C2   BPO 4  
BPO C7   C7   C 0 1 N N R 8.761  -6.307  23.003 -0.216 -0.238 0.798  C7   BPO 5  
BPO C6   C6   C 0 1 N N N 8.031  -7.620  23.461 -0.183 -1.461 -0.081 C6   BPO 6  
BPO C5   C5   C 0 1 Y N N 11.595 -4.271  24.623 0.314  -0.271 4.562  C5   BPO 7  
BPO C4   C4   C 0 1 Y N N 11.131 -4.153  25.941 0.886  0.547  5.534  C4   BPO 8  
BPO C3   C3   C 0 1 Y N N 11.942 -3.511  26.910 0.874  0.148  6.867  C3   BPO 9  
BPO C11  C11  C 0 1 Y N N 7.429  -4.170  23.194 -1.356 1.750  -0.206 C11  BPO 10 
BPO C10  C10  C 0 1 Y N N 7.668  -5.364  22.502 -1.455 0.564  0.497  C10  BPO 11 
BPO C9   C9   C 0 1 N N N 11.381 -3.409  28.285 1.484  1.009  7.905  C9   BPO 12 
BPO C8   C8   C 0 1 N N N 10.713 -4.935  23.583 0.327  0.142  3.142  C8   BPO 13 
BPO C12  C12  C 0 1 Y N N 6.439  -3.287  22.771 -2.493 2.487  -0.482 C12  BPO 14 
BPO C17  C17  C 0 1 N N N 9.554  -11.047 24.218 -0.381 -2.096 -3.548 C17  BPO 15 
BPO C16  C16  C 0 1 N N N 8.551  -9.903  24.158 0.269  -2.537 -2.233 C16  BPO 16 
BPO C14  C14  C 0 1 Y N N 5.895  -4.823  20.964 -3.827 0.851  0.646  C14  BPO 17 
BPO C13  C13  C 0 1 Y N N 5.667  -3.633  21.651 -3.728 2.037  -0.056 C13  BPO 18 
BPO C15  C15  C 0 1 Y N N 6.893  -5.720  21.380 -2.691 0.112  0.918  C15  BPO 19 
BPO C18  C18  C 0 1 N N N 10.998 -10.676 23.829 0.378  -0.892 -4.110 C18  BPO 20 
BPO C19  C19  C 0 1 N N N 11.630 -11.964 23.246 -0.238 -0.477 -5.421 C19  BPO 21 
BPO C20  C20  C 0 1 N N N 11.015 -9.763  22.563 0.300  0.270  -3.118 C20  BPO 22 
BPO C    C    C 0 1 Y N N 13.659 -3.161  25.233 -0.289 -1.868 6.257  C    BPO 23 
BPO O    O    O 0 1 N N N 6.878  -7.679  23.825 -0.619 -2.515 0.330  O    BPO 24 
BPO O1   O1   O 0 1 N N N 11.006 -4.750  22.400 0.842  1.196  2.821  O1   BPO 25 
BPO N    N    N 0 1 N N N 9.597  -5.689  24.025 -0.229 -0.648 2.204  N    BPO 26 
BPO N2   N2   N 0 1 N N N 10.041 -3.503  28.331 2.038  2.140  7.570  N2   BPO 27 
BPO N3   N3   N 0 1 N N N 8.827  -8.772  23.281 0.329  -1.383 -1.325 N3   BPO 28 
BPO O2   O2   O 0 1 N N N 11.348 -12.287 22.110 -1.421 -0.655 -5.618 O2   BPO 29 
BPO C21  C21  C 0 1 N N N 10.214 -8.498  22.857 0.953  -0.141 -1.801 C21  BPO 30 
BPO C23  C23  C 0 1 Y N N 13.392 -13.717 23.490 0.026  0.532  -7.679 C23  BPO 31 
BPO C24  C24  C 0 1 Y N N 14.249 -14.442 24.304 0.814  1.115  -8.649 C24  BPO 32 
BPO C25  C25  C 0 1 Y N N 14.343 -14.273 25.688 2.164  1.316  -8.421 C25  BPO 33 
BPO C26  C26  C 0 1 Y N N 13.537 -13.315 26.283 2.734  0.936  -7.219 C26  BPO 34 
BPO C27  C27  C 0 1 Y N N 12.661 -12.567 25.492 1.959  0.358  -6.236 C27  BPO 35 
BPO H1   H1   H 0 1 N N N 13.236 -3.886  23.212 -0.723 -2.115 4.181  H1   BPO 36 
BPO HN11 1HN1 H 0 0 N N N 11.758 -2.858  30.288 1.866  1.180  9.905  HN11 BPO 37 
BPO HN12 2HN1 H 0 0 N N N 13.274 -2.857  29.231 1.050  -0.224 9.475  HN12 BPO 38 
BPO H2   H2   H 0 1 N N N 13.823 -2.496  27.296 0.267  -1.372 8.259  H2   BPO 39 
BPO H7   H7   H 0 1 N N N 9.414  -6.564  22.137 0.667  0.371  0.606  H7   BPO 40 
BPO H4   H4   H 0 1 N N N 10.143 -4.556  26.221 1.343  1.484  5.252  H4   BPO 41 
BPO H11  H11  H 0 1 N N N 8.032  -3.926  24.085 -0.391 2.102  -0.539 H11  BPO 42 
BPO H12  H12  H 0 1 N N N 6.265  -2.337  23.304 -2.415 3.414  -1.031 H12  BPO 43 
BPO H171 1H17 H 0 0 N N N 9.198  -11.902 23.598 -0.345 -2.916 -4.265 H171 BPO 44 
BPO H172 2H17 H 0 0 N N N 9.538  -11.518 25.229 -1.419 -1.817 -3.365 H172 BPO 45 
BPO H161 1H16 H 0 0 N N N 7.547  -10.317 23.906 1.277  -2.901 -2.428 H161 BPO 46 
BPO H162 2H16 H 0 0 N N N 8.376  -9.523  25.191 -0.325 -3.329 -1.778 H162 BPO 47 
BPO H14  H14  H 0 1 N N N 5.282  -5.065  20.079 -4.793 0.499  0.979  H14  BPO 48 
BPO H13  H13  H 0 1 N N N 4.868  -2.953  21.310 -4.616 2.613  -0.271 H13  BPO 49 
BPO H15  H15  H 0 1 N N N 7.064  -6.670  20.847 -2.768 -0.814 1.467  H15  BPO 50 
BPO H18  H18  H 0 1 N N N 11.582 -10.252 24.679 1.421  -1.164 -4.269 H18  BPO 51 
BPO H201 1H20 H 0 0 N N N 10.654 -10.293 21.651 0.821  1.134  -3.530 H201 BPO 52 
BPO H202 2H20 H 0 0 N N N 12.050 -9.540  22.213 -0.743 0.526  -2.939 H202 BPO 53 
BPO H    H    H 0 1 N N N 14.661 -2.785  24.966 -0.746 -2.805 6.539  H    BPO 54 
BPO HA   HA   H 0 1 N N N 9.387  -5.795  25.018 -0.640 -1.488 2.460  HA   BPO 55 
BPO HB   HB   H 0 1 N N N 9.393  -3.891  27.527 2.050  2.417  6.641  HB   BPO 56 
BPO H211 1H21 H 0 0 N N N 10.739 -7.861  23.607 0.813  0.646  -1.061 H211 BPO 57 
BPO H212 2H21 H 0 0 N N N 10.232 -7.806  21.983 2.018  -0.311 -1.958 H212 BPO 58 
BPO H23  H23  H 0 1 N N N 13.354 -13.887 22.401 -1.026 0.375  -7.859 H23  BPO 59 
BPO H24  H24  H 0 1 N N N 14.896 -15.199 23.830 0.376  1.414  -9.590 H24  BPO 60 
BPO H25  H25  H 0 1 N N N 15.038 -14.884 26.289 2.776  1.772  -9.185 H25  BPO 61 
BPO H26  H26  H 0 1 N N N 13.587 -13.145 27.372 3.788  1.096  -7.048 H26  BPO 62 
BPO H27  H27  H 0 1 N N N 12.022 -11.807 25.973 2.405  0.062  -5.298 H27  BPO 63 
# 
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 
BPO C22 C19  SING N N 1  
BPO C22 C23  DOUB Y N 2  
BPO C22 C27  SING Y N 3  
BPO C1  C5   DOUB Y N 4  
BPO C1  C    SING Y N 5  
BPO C1  H1   SING N N 6  
BPO N1  C9   SING N N 7  
BPO N1  HN11 SING N N 8  
BPO N1  HN12 SING N N 9  
BPO C2  C3   SING Y N 10 
BPO C2  C    DOUB Y N 11 
BPO C2  H2   SING N N 12 
BPO C7  C6   SING N N 13 
BPO C7  C10  SING N N 14 
BPO C7  N    SING N N 15 
BPO C7  H7   SING N N 16 
BPO C6  O    DOUB N N 17 
BPO C6  N3   SING N N 18 
BPO C5  C4   SING Y N 19 
BPO C5  C8   SING N N 20 
BPO C4  C3   DOUB Y N 21 
BPO C4  H4   SING N N 22 
BPO C3  C9   SING N N 23 
BPO C11 C10  DOUB Y N 24 
BPO C11 C12  SING Y N 25 
BPO C11 H11  SING N N 26 
BPO C10 C15  SING Y N 27 
BPO C9  N2   DOUB N E 28 
BPO C8  O1   DOUB N N 29 
BPO C8  N    SING N N 30 
BPO C12 C13  DOUB Y N 31 
BPO C12 H12  SING N N 32 
BPO C17 C16  SING N N 33 
BPO C17 C18  SING N N 34 
BPO C17 H171 SING N N 35 
BPO C17 H172 SING N N 36 
BPO C16 N3   SING N N 37 
BPO C16 H161 SING N N 38 
BPO C16 H162 SING N N 39 
BPO C14 C13  SING Y N 40 
BPO C14 C15  DOUB Y N 41 
BPO C14 H14  SING N N 42 
BPO C13 H13  SING N N 43 
BPO C15 H15  SING N N 44 
BPO C18 C19  SING N N 45 
BPO C18 C20  SING N N 46 
BPO C18 H18  SING N N 47 
BPO C19 O2   DOUB N N 48 
BPO C20 C21  SING N N 49 
BPO C20 H201 SING N N 50 
BPO C20 H202 SING N N 51 
BPO C   H    SING N N 52 
BPO N   HA   SING N N 53 
BPO N2  HB   SING N N 54 
BPO N3  C21  SING N N 55 
BPO C21 H211 SING N N 56 
BPO C21 H212 SING N N 57 
BPO C23 C24  SING Y N 58 
BPO C23 H23  SING N N 59 
BPO C24 C25  DOUB Y N 60 
BPO C24 H24  SING N N 61 
BPO C25 C26  SING Y N 62 
BPO C25 H25  SING N N 63 
BPO C26 C27  DOUB Y N 64 
BPO C26 H26  SING N N 65 
BPO C27 H27  SING N N 66 
# 
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 
BPO SMILES           ACDLabs              10.04 O=C(N2CCC(C(=O)c1ccccc1)CC2)C(c3ccccc3)NC(=O)c4cccc(C(=[N@H])N)c4                                                                                                                                             
BPO InChI            InChI                1.02b InChI=1/C28H28N4O3/c29-26(30)22-12-7-13-23(18-22)27(34)31-24(19-8-3-1-4-9-19)28(35)32-16-14-21(15-17-32)25(33)20-10-5-2-6-11-20/h1-13,18,21,24H,14-17H2,(H3,29,30)(H,31,34)/t24-/m1/s1/f/h29,31H,30H2/b29-26+ 
BPO InChIKey         InChI                1.02b SEXVRUMCMJFNTJ-WYLOSNFXDG                                                                                                                                                                                     
BPO SMILES_CANONICAL CACTVS               3.341 NC(=N)c1cccc(c1)C(=O)N[C@@H](C(=O)N2CC[C@H](CC2)C(=O)c3ccccc3)c4ccccc4                                                                                                                                        
BPO SMILES           CACTVS               3.341 NC(=N)c1cccc(c1)C(=O)N[CH](C(=O)N2CC[CH](CC2)C(=O)c3ccccc3)c4ccccc4                                                                                                                                           
BPO SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(\c1cccc(c1)C(=O)N[C@H](c2ccccc2)C(=O)N3CCC(CC3)C(=O)c4ccccc4)/N                                                                                                                                       
BPO SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(c1cccc(c1)C(=O)NC(c2ccccc2)C(=O)N3CCC(CC3)C(=O)c4ccccc4)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 
BPO "SYSTEMATIC NAME" ACDLabs              10.04 3-carbamimidoyl-N-{(1R)-2-oxo-1-phenyl-2-[4-(phenylcarbonyl)piperidin-1-yl]ethyl}benzamide 
BPO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-carbamimidoyl-N-[(1R)-2-oxo-1-phenyl-2-[4-(phenylcarbonyl)piperidin-1-yl]ethyl]benzamide 
# 
