data_BPL
# 
_chem_comp.id                                    BPL 
_chem_comp.name                                  1-BENZO[A]PYREN-6-YL-3-METHYL-UREA 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H16 N2 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         6-[3-METHYLUREAYL]-BENZO[A]PYRENE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-03-20 
_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                        324.375 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BPL 
_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        1EM4 
_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 
BPL C1  C1  C 0 1 Y N N -36.571 49.816 61.060 -0.079 -0.369 -4.894 C1  BPL 1  
BPL C2  C2  C 0 1 Y N N -36.484 51.036 60.384 1.270  -0.235 -5.146 C2  BPL 2  
BPL C3  C3  C 0 1 Y N N -36.587 52.242 61.087 2.175  0.010  -4.128 C3  BPL 3  
BPL C4  C4  C 0 1 Y N N -36.727 52.241 62.481 1.733  0.129  -2.810 C4  BPL 4  
BPL C5  C5  C 0 1 Y N N -36.820 51.011 63.177 0.352  -0.006 -2.539 C5  BPL 5  
BPL C6  C6  C 0 1 Y N N -37.000 50.998 64.587 -0.113 0.108  -1.217 C6  BPL 6  
BPL C7  C7  C 0 1 Y N N -37.050 52.228 65.297 0.835  0.372  -0.135 C7  BPL 7  
BPL C8  C8  C 0 1 Y N N -37.219 52.211 66.700 0.369  0.478  1.173  C8  BPL 8  
BPL C9  C9  C 0 1 Y N N -37.341 50.982 67.394 -1.005 0.345  1.462  C9  BPL 9  
BPL C10 C10 C 0 1 Y N N -37.329 49.749 66.675 -1.945 0.095  0.433  C10 BPL 10 
BPL C11 C11 C 0 1 Y N N -37.136 49.758 65.272 -1.487 -0.028 -0.950 C11 BPL 11 
BPL C12 C12 C 0 1 Y N N -37.061 48.574 64.514 -2.381 -0.278 -2.007 C12 BPL 12 
BPL C13 C13 C 0 1 Y N N -36.837 48.588 63.136 -1.936 -0.389 -3.285 C13 BPL 13 
BPL C14 C14 C 0 1 Y N N -36.752 49.798 62.450 -0.563 -0.258 -3.585 C14 BPL 14 
BPL C15 C15 C 0 1 Y N N -36.800 53.444 63.188 2.658  0.388  -1.711 C15 BPL 15 
BPL C16 C16 C 0 1 Y N N -36.969 53.438 64.573 2.213  0.499  -0.439 C16 BPL 16 
BPL C17 C17 C 0 1 Y N N -37.498 50.948 68.802 -1.461 0.460  2.788  C17 BPL 17 
BPL C18 C18 C 0 1 Y N N -37.624 49.752 69.497 -2.788 0.331  3.063  C18 BPL 18 
BPL C19 C19 C 0 1 Y N N -37.609 48.553 68.801 -3.708 0.085  2.048  C19 BPL 19 
BPL C20 C20 C 0 1 Y N N -37.485 48.551 67.409 -3.302 -0.032 0.752  C20 BPL 20 
BPL N21 N21 N 0 1 N N N -37.251 53.424 67.477 1.268  0.723  2.205  N21 BPL 21 
BPL C22 C22 C 0 1 N N N -38.402 54.127 67.819 1.388  -0.157 3.218  C22 BPL 22 
BPL O23 O23 O 0 1 N N N -39.527 53.813 67.427 0.710  -1.166 3.230  O23 BPL 23 
BPL N24 N24 N 0 1 N N N -38.180 55.190 68.676 2.260  0.080  4.218  N24 BPL 24 
BPL C25 C25 C 0 1 N N N -39.253 55.953 69.284 2.390  -0.877 5.320  C25 BPL 25 
BPL H1  H1  H 0 1 N N N -36.506 48.898 60.495 -0.762 -0.561 -5.708 H1  BPL 26 
BPL H2  H2  H 0 1 N N N -36.338 51.050 59.314 1.629  -0.324 -6.160 H2  BPL 27 
BPL H3  H3  H 0 1 N N N -36.569 53.175 60.539 3.226  0.110  -4.355 H3  BPL 28 
BPL H12 H12 H 0 1 N N N -37.162 47.603 64.972 -3.436 -0.382 -1.799 H12 BPL 29 
BPL H13 H13 H 0 1 N N N -36.745 47.648 62.607 -2.641 -0.582 -4.081 H13 BPL 30 
BPL H15 H15 H 0 1 N N N -36.745 54.392 62.672 3.714  0.491  -1.916 H15 BPL 31 
BPL H16 H16 H 0 1 N N N -37.036 54.394 65.071 2.918  0.691  0.355  H16 BPL 32 
BPL H17 H17 H 0 1 N N N -37.514 51.852 69.391 -0.759 0.650  3.587  H17 BPL 33 
BPL H18 H18 H 0 1 N N N -37.727 49.753 70.573 -3.132 0.420  4.083  H18 BPL 34 
BPL H19 H19 H 0 1 N N N -37.695 47.629 69.350 -4.756 -0.014 2.290  H19 BPL 35 
BPL H20 H20 H 0 1 N N N -37.495 47.589 66.925 -4.025 -0.224 -0.026 H20 BPL 36 
BPL H21 H21 H 0 1 N N N -36.373 53.749 67.814 1.810  1.528  2.196  H21 BPL 37 
BPL H24 H24 H 0 1 N N N -37.245 55.404 68.979 2.801  0.885  4.209  H24 BPL 38 
BPL H26 H26 H 0 1 N N N -39.199 55.870 70.393 3.137  -0.517 6.027  H26 BPL 39 
BPL H27 H27 H 0 1 N N N -40.256 55.593 68.961 1.430  -0.981 5.826  H27 BPL 40 
BPL H28 H28 H 0 1 N N N -39.149 57.026 69.024 2.699  -1.845 4.925  H28 BPL 41 
# 
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 
BPL C1  C2  DOUB Y N 1  
BPL C1  C14 SING Y N 2  
BPL C1  H1  SING N N 3  
BPL C2  C3  SING Y N 4  
BPL C2  H2  SING N N 5  
BPL C3  C4  DOUB Y N 6  
BPL C3  H3  SING N N 7  
BPL C4  C5  SING Y N 8  
BPL C4  C15 SING Y N 9  
BPL C5  C6  DOUB Y N 10 
BPL C5  C14 SING Y N 11 
BPL C6  C7  SING Y N 12 
BPL C6  C11 SING Y N 13 
BPL C7  C8  DOUB Y N 14 
BPL C7  C16 SING Y N 15 
BPL C8  C9  SING Y N 16 
BPL C8  N21 SING N N 17 
BPL C9  C10 DOUB Y N 18 
BPL C9  C17 SING Y N 19 
BPL C10 C11 SING Y N 20 
BPL C10 C20 SING Y N 21 
BPL C11 C12 DOUB Y N 22 
BPL C12 C13 SING Y N 23 
BPL C12 H12 SING N N 24 
BPL C13 C14 DOUB Y N 25 
BPL C13 H13 SING N N 26 
BPL C15 C16 DOUB Y N 27 
BPL C15 H15 SING N N 28 
BPL C16 H16 SING N N 29 
BPL C17 C18 DOUB Y N 30 
BPL C17 H17 SING N N 31 
BPL C18 C19 SING Y N 32 
BPL C18 H18 SING N N 33 
BPL C19 C20 DOUB Y N 34 
BPL C19 H19 SING N N 35 
BPL C20 H20 SING N N 36 
BPL N21 C22 SING N N 37 
BPL N21 H21 SING N N 38 
BPL C22 O23 DOUB N N 39 
BPL C22 N24 SING N N 40 
BPL N24 C25 SING N N 41 
BPL N24 H24 SING N N 42 
BPL C25 H26 SING N N 43 
BPL C25 H27 SING N N 44 
BPL C25 H28 SING N N 45 
# 
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 
BPL SMILES           ACDLabs              10.04 O=C(NC)Nc4c5c(c1ccc3c2c1c4ccc2ccc3)cccc5                                                                                               
BPL InChI            InChI                1.02b InChI=1/C22H16N2O/c1-23-22(25)24-21-17-8-3-2-7-15(17)16-11-9-13-5-4-6-14-10-12-18(21)20(16)19(13)14/h2-12H,1H3,(H2,23,24,25)/f/h23-24H 
BPL InChIKey         InChI                1.02b BRZOCLVBOXAQBG-DVIAZDKACP                                                                                                              
BPL SMILES_CANONICAL CACTVS               3.341 CNC(=O)Nc1c2ccccc2c3ccc4cccc5ccc1c3c45                                                                                                 
BPL SMILES           CACTVS               3.341 CNC(=O)Nc1c2ccccc2c3ccc4cccc5ccc1c3c45                                                                                                 
BPL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CNC(=O)Nc1c2ccccc2c3ccc4cccc5c4c3c1cc5                                                                                                 
BPL SMILES           "OpenEye OEToolkits" 1.5.0 CNC(=O)Nc1c2ccccc2c3ccc4cccc5c4c3c1cc5                                                                                                 
# 
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 
BPL "SYSTEMATIC NAME" ACDLabs              10.04 1-benzo[pqr]tetraphen-6-yl-3-methylurea 
BPL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 1-benzo[b]pyren-6-yl-3-methyl-urea      
# 
