data_R01
# 
_chem_comp.id                                    R01 
_chem_comp.name                                  "(4'-{[ALLYL(METHYL)AMINO]METHYL}-1,1'-BIPHENYL-4-YL)(4-BROMOPHENYL)METHANONE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H22 Br N O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-08-24 
_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                        420.342 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     R01 
_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        1H35 
_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 
R01 C1G  C1G  C  0 1 Y N N 67.449 71.163 70.936 -1.263 -0.112 3.782   C1G  R01 1  
R01 C1   C1   C  0 1 N N N 66.578 70.046 70.362 -2.360 -0.150 2.793   C1   R01 2  
R01 O2   O2   O  0 1 N N N 66.419 69.027 71.020 -3.512 -0.259 3.167   O2   R01 3  
R01 C4A  C4A  C  0 1 Y N N 65.896 70.144 69.003 -2.058 -0.054 1.352   C4A  R01 4  
R01 C3A  C3A  C  0 1 Y N N 64.525 69.774 68.862 -2.840 -0.750 0.425   C3A  R01 5  
R01 C2A  C2A  C  0 1 Y N N 63.877 69.865 67.598 -2.558 -0.660 -0.918  C2A  R01 6  
R01 C1A  C1A  C  0 1 Y N N 64.589 70.325 66.456 -1.491 0.125  -1.356  C1A  R01 7  
R01 C2B  C2B  C  0 1 Y N N 63.542 71.712 64.651 -0.806 1.442  -3.359  C2B  R01 8  
R01 C3B  C3B  C  0 1 Y N N 62.859 71.856 63.410 -0.524 1.525  -4.708  C3B  R01 9  
R01 C4B  C4B  C  0 1 Y N N 62.505 70.714 62.629 -0.620 0.400  -5.508  C4B  R01 10 
R01 C1C  C1C  C  0 1 N N N 61.735 70.868 61.271 -0.311 0.498  -6.980  C1C  R01 11 
R01 C5B  C5B  C  0 1 Y N N 62.855 69.416 63.128 -1.003 -0.811 -4.963  C5B  R01 12 
R01 C6B  C6B  C  0 1 Y N N 63.543 69.272 64.379 -1.282 -0.908 -3.615  C6B  R01 13 
R01 N1D  N1D  N  0 1 N N S 62.543 71.138 60.020 1.116  0.233  -7.199  N1D  R01 14 
R01 C1F  C1F  C  0 1 N N N 63.287 72.438 60.048 1.344  -1.172 -6.841  C1F  R01 15 
R01 C1E  C1E  C  0 1 N N N 63.481 70.003 59.730 1.348  0.344  -8.646  C1E  R01 16 
R01 C2E  C2E  C  0 1 N N N 62.988 69.131 58.593 2.802  0.082  -8.942  C2E  R01 17 
R01 C3E  C3E  C  0 1 N N N 63.647 68.045 58.164 3.142  -0.909 -9.729  C3E  R01 18 
R01 C6A  C6A  C  0 1 Y N N 65.964 70.696 66.590 -0.705 0.815  -0.432  C6A  R01 19 
R01 C5A  C5A  C  0 1 Y N N 66.608 70.603 67.856 -0.989 0.731  0.911   C5A  R01 20 
R01 C2G  C2G  C  0 1 Y N N 68.704 70.850 71.549 -1.552 -0.042 5.147   C2G  R01 21 
R01 C3G  C3G  C  0 1 Y N N 69.522 71.890 72.085 -0.523 -0.007 6.065   C3G  R01 22 
R01 C4G  C4G  C  0 1 Y N N 69.086 73.247 72.009 0.792  -0.041 5.636   C4G  R01 23 
R01 C1B  C1B  C  0 1 Y N N 63.887 70.428 65.143 -1.187 0.221  -2.804  C1B  R01 24 
R01 BR27 BR27 BR 0 0 N N N 70.135 74.612 72.695 2.196  0.005  6.902   BR27 R01 25 
R01 C5G  C5G  C  0 1 Y N N 67.840 73.558 71.402 1.085  -0.111 4.284   C5G  R01 26 
R01 C6G  C6G  C  0 1 Y N N 67.028 72.525 70.871 0.066  -0.152 3.356   C6G  R01 27 
R01 H6   H6   H  0 1 N N N 63.963 69.414 69.740 -3.667 -1.357 0.764   H6   R01 28 
R01 H5   H5   H  0 1 N N N 62.816 69.577 67.504 -3.162 -1.197 -1.634  H5   R01 29 
R01 H15  H15  H  0 1 N N N 63.806 72.609 65.236 -0.730 2.320  -2.736  H15  R01 30 
R01 H16  H16  H  0 1 N N N 62.599 72.865 63.047 -0.228 2.470  -5.139  H16  R01 31 
R01 H201 1H20 H  0 0 N N N 60.957 71.659 61.381 -0.554 1.499  -7.336  H201 R01 32 
R01 H202 2H20 H  0 0 N N N 61.100 69.966 61.107 -0.905 -0.235 -7.525  H202 R01 33 
R01 H18  H18  H  0 1 N N N 62.592 68.518 62.544 -1.076 -1.686 -5.593  H18  R01 34 
R01 H19  H19  H  0 1 N N N 63.806 68.267 64.751 -1.576 -1.856 -3.190  H19  R01 35 
R01 H271 1H27 H  0 0 N N N 63.882 72.637 59.126 1.183  -1.305 -5.771  H271 R01 36 
R01 H272 2H27 H  0 0 N N N 63.934 72.500 60.954 0.651  -1.805 -7.395  H272 R01 37 
R01 H273 3H27 H  0 0 N N N 62.591 73.284 60.256 2.368  -1.449 -7.092  H273 R01 38 
R01 H251 1H25 H  0 0 N N N 63.679 69.399 60.646 0.733  -0.387 -9.169  H251 R01 39 
R01 H252 2H25 H  0 0 N N N 64.515 70.373 59.536 1.084  1.347  -8.981  H252 R01 40 
R01 H26  H26  H  0 1 N N N 62.042 69.402 58.095 3.564  0.711  -8.507  H26  R01 41 
R01 H291 1H29 H  0 0 N N N 63.288 67.410 57.336 4.184  -1.096 -9.941  H291 R01 42 
R01 H292 2H29 H  0 0 N N N 64.593 67.773 58.662 2.380  -1.538 -10.164 H292 R01 43 
R01 H3   H3   H  0 1 N N N 66.526 71.055 65.711 0.120  1.422  -0.772  H3   R01 44 
R01 H2   H2   H  0 1 N N N 67.669 70.889 67.951 -0.383 1.269  1.626   H2   R01 45 
R01 H13  H13  H  0 1 N N N 69.040 69.801 71.607 -2.578 -0.015 5.483   H13  R01 46 
R01 H12  H12  H  0 1 N N N 70.489 71.646 72.557 -0.745 0.046  7.121   H12  R01 47 
R01 H10  H10  H  0 1 N N N 67.503 74.607 71.344 2.114  -0.137 3.956   H10  R01 48 
R01 H9   H9   H  0 1 N N N 66.061 72.776 70.403 0.295  -0.206 2.302   H9   R01 49 
# 
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 
R01 C1G C1   SING N N 1  
R01 C1G C2G  DOUB Y N 2  
R01 C1G C6G  SING Y N 3  
R01 C1  O2   DOUB N N 4  
R01 C1  C4A  SING N N 5  
R01 C4A C3A  DOUB Y N 6  
R01 C4A C5A  SING Y N 7  
R01 C3A C2A  SING Y N 8  
R01 C3A H6   SING N N 9  
R01 C2A C1A  DOUB Y N 10 
R01 C2A H5   SING N N 11 
R01 C1A C6A  SING Y N 12 
R01 C1A C1B  SING N N 13 
R01 C2B C3B  DOUB Y N 14 
R01 C2B C1B  SING Y N 15 
R01 C2B H15  SING N N 16 
R01 C3B C4B  SING Y N 17 
R01 C3B H16  SING N N 18 
R01 C4B C1C  SING N N 19 
R01 C4B C5B  DOUB Y N 20 
R01 C1C N1D  SING N N 21 
R01 C1C H201 SING N N 22 
R01 C1C H202 SING N N 23 
R01 C5B C6B  SING Y N 24 
R01 C5B H18  SING N N 25 
R01 C6B C1B  DOUB Y N 26 
R01 C6B H19  SING N N 27 
R01 N1D C1F  SING N N 28 
R01 N1D C1E  SING N N 29 
R01 C1F H271 SING N N 30 
R01 C1F H272 SING N N 31 
R01 C1F H273 SING N N 32 
R01 C1E C2E  SING N N 33 
R01 C1E H251 SING N N 34 
R01 C1E H252 SING N N 35 
R01 C2E C3E  DOUB N N 36 
R01 C2E H26  SING N N 37 
R01 C3E H291 SING N N 38 
R01 C3E H292 SING N N 39 
R01 C6A C5A  DOUB Y N 40 
R01 C6A H3   SING N N 41 
R01 C5A H2   SING N N 42 
R01 C2G C3G  SING Y N 43 
R01 C2G H13  SING N N 44 
R01 C3G C4G  DOUB Y N 45 
R01 C3G H12  SING N N 46 
R01 C4G BR27 SING N N 47 
R01 C4G C5G  SING Y N 48 
R01 C5G C6G  DOUB Y N 49 
R01 C5G H10  SING N N 50 
R01 C6G H9   SING N N 51 
# 
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 
R01 SMILES           ACDLabs              10.04 O=C(c1ccc(Br)cc1)c3ccc(c2ccc(cc2)CN(C\C=C)C)cc3                                                                           
R01 InChI            InChI                1.02b InChI=1/C24H22BrNO/c1-3-16-26(2)17-18-4-6-19(7-5-18)20-8-10-21(11-9-20)24(27)22-12-14-23(25)15-13-22/h3-15H,1,16-17H2,2H3 
R01 InChIKey         InChI                1.02b YATCZCSDJCQNAL-UHFFFAOYAR                                                                                                 
R01 SMILES_CANONICAL CACTVS               3.341 CN(CC=C)Cc1ccc(cc1)c2ccc(cc2)C(=O)c3ccc(Br)cc3                                                                            
R01 SMILES           CACTVS               3.341 CN(CC=C)Cc1ccc(cc1)c2ccc(cc2)C(=O)c3ccc(Br)cc3                                                                            
R01 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[N@@](CC=C)Cc1ccc(cc1)c2ccc(cc2)C(=O)c3ccc(cc3)Br                                                                        
R01 SMILES           "OpenEye OEToolkits" 1.5.0 CN(CC=C)Cc1ccc(cc1)c2ccc(cc2)C(=O)c3ccc(cc3)Br                                                                            
# 
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 
R01 "SYSTEMATIC NAME" ACDLabs              10.04 "(4-bromophenyl)(4'-{[methyl(prop-2-en-1-yl)amino]methyl}biphenyl-4-yl)methanone" 
R01 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (4-bromophenyl)-[4-[4-[(methyl-prop-2-enyl-amino)methyl]phenyl]phenyl]methanone   
# 
