data_R02
# 
_chem_comp.id                                    R02 
_chem_comp.name                                  {4-[((1S,2S)-2-{[ALLYL(CYCLOPROPYL)AMINO]METHYL}CYCLOPROPYL)METHOXY]PHENYL}(4-BROMOPHENYL)METHANONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H26 Br N O2" 
_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                        440.373 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     R02 
_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        1H37 
_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 
R02 C1G  C1G  C  0 1 Y N N 68.310 72.015 71.892 1.268  -0.026 4.262  C1G  R02 1  
R02 C1   C1   C  0 1 N N N 67.587 70.724 71.500 2.568  -0.049 3.562  C1   R02 2  
R02 O2   O2   O  0 1 N N N 67.749 69.739 72.213 3.600  -0.138 4.198  O2   R02 3  
R02 C1A  C1A  C  0 1 Y N N 66.688 70.581 70.260 2.615  0.035  2.090  C1A  R02 4  
R02 C2A  C2A  C  0 1 Y N N 66.807 71.469 69.155 3.799  0.408  1.446  C2A  R02 5  
R02 C3A  C3A  C  0 1 Y N N 65.986 71.333 68.012 3.838  0.486  0.072  C3A  R02 6  
R02 C4A  C4A  C  0 1 Y N N 65.019 70.297 67.937 2.702  0.194  -0.674 C4A  R02 7  
R02 O1B  O1B  O  0 1 N N N 64.191 70.158 66.790 2.745  0.272  -2.028 O1B  R02 8  
R02 C2B  C2B  C  0 1 N N N 64.825 70.291 65.480 1.444  -0.080 -2.504 C2B  R02 9  
R02 C3B  C3B  C  0 1 N N S 63.784 69.834 64.414 1.424  -0.012 -4.032 C3B  R02 10 
R02 C5B  C5B  C  0 1 N N N 62.436 70.593 64.498 1.293  -1.331 -4.796 C5B  R02 11 
R02 C2F  C2F  C  0 1 N N N 62.522 73.618 60.465 -2.551 -2.242 -7.400 C2F  R02 12 
R02 C1F  C1F  C  0 1 N N N 63.352 72.447 61.021 -1.317 -1.450 -6.964 C1F  R02 13 
R02 N1D  N1D  N  0 1 N N N 62.854 71.064 60.739 -1.519 -0.058 -6.539 N1D  R02 14 
R02 C1C  C1C  C  0 1 N N N 62.911 70.175 61.955 -0.231 0.413  -6.012 C1C  R02 15 
R02 C1E  C1E  C  0 1 N N N 63.614 70.506 59.598 -1.788 0.719  -7.755 C1E  R02 16 
R02 C2E  C2E  C  0 1 N N N 62.942 69.344 58.894 -2.063 2.153  -7.384 C2E  R02 17 
R02 C3E  C3E  C  0 1 N N N 63.645 68.326 58.388 -1.366 3.117  -7.932 C3E  R02 18 
R02 C5A  C5A  C  0 1 Y N N 64.885 69.396 69.042 1.523  -0.177 -0.038 C5A  R02 19 
R02 C6A  C6A  C  0 1 Y N N 65.715 69.537 70.196 1.477  -0.264 1.334  C6A  R02 20 
R02 C6G  C6G  C  0 1 Y N N 67.661 73.284 71.795 1.139  -0.617 5.521  C6G  R02 21 
R02 C5G  C5G  C  0 1 Y N N 68.338 74.469 72.153 -0.077 -0.592 6.170  C5G  R02 22 
R02 C4G  C4G  C  0 1 Y N N 69.677 74.413 72.619 -1.169 0.016  5.576  C4G  R02 23 
R02 BR25 BR25 BR 0 0 N N N 70.544 75.991 73.074 -2.834 0.046  6.472  BR25 R02 24 
R02 C3G  C3G  C  0 1 Y N N 70.341 73.150 72.728 -1.049 0.599  4.325  C3G  R02 25 
R02 C4B  C4B  C  0 1 N N S 63.365 70.830 63.297 0.112  -0.359 -4.737 C4B  R02 26 
R02 C3F  C3F  C  0 1 N N N 63.910 73.329 59.870 -1.533 -1.776 -8.443 C3F  R02 27 
R02 C2G  C2G  C  0 1 Y N N 69.659 71.958 72.366 0.162  0.586  3.668  C2G  R02 28 
R02 H6   H6   H  0 1 N N N 67.554 72.279 69.191 4.681  0.636  2.026  H6   R02 29 
R02 H5   H5   H  0 1 N N N 66.098 72.038 67.171 4.752  0.775  -0.425 H5   R02 30 
R02 H151 1H15 H  0 0 N N N 65.794 69.744 65.407 1.203  -1.093 -2.182 H151 R02 31 
R02 H152 2H15 H  0 0 N N N 65.223 71.315 65.290 0.709  0.614  -2.099 H152 R02 32 
R02 H16  H16  H  0 1 N N N 63.744 68.746 64.171 2.043  0.767  -4.476 H16  R02 33 
R02 H171 1H17 H  0 0 N N N 61.952 71.251 65.257 1.826  -1.419 -5.743 H171 R02 34 
R02 H172 2H17 H  0 0 N N N 61.370 70.288 64.617 1.221  -2.247 -4.210 H172 R02 35 
R02 H191 1H19 H  0 0 N N N 62.033 74.514 60.914 -2.577 -3.305 -7.163 H191 R02 36 
R02 H192 2H19 H  0 0 N N N 61.495 73.719 60.043 -3.513 -1.730 -7.373 H192 R02 37 
R02 H20  H20  H  0 1 N N N 63.810 72.606 62.025 -0.531 -1.993 -6.438 H20  R02 38 
R02 H271 1H27 H  0 0 N N N 61.922 69.681 62.100 -0.299 1.476  -5.785 H271 R02 39 
R02 H272 2H27 H  0 0 N N N 63.555 69.291 61.738 0.547  0.249  -6.757 H272 R02 40 
R02 H251 1H25 H  0 0 N N N 64.642 70.219 59.922 -0.921 0.674  -8.414 H251 R02 41 
R02 H252 2H25 H  0 0 N N N 63.859 71.311 58.867 -2.655 0.303  -8.268 H252 R02 42 
R02 H26  H26  H  0 1 N N N 61.843 69.338 58.797 -2.836 2.386  -6.666 H26  R02 43 
R02 H291 1H29 H  0 0 N N N 63.156 67.480 57.876 -1.564 4.145  -7.666 H291 R02 44 
R02 H292 2H29 H  0 0 N N N 64.744 68.332 58.485 -0.594 2.884  -8.650 H292 R02 45 
R02 H3   H3   H  0 1 N N N 64.136 68.588 69.002 0.643  -0.403 -0.623 H3   R02 46 
R02 H2   H2   H  0 1 N N N 65.604 68.837 71.041 0.561  -0.553 1.827  H2   R02 47 
R02 H13  H13  H  0 1 N N N 66.619 73.338 71.436 1.990  -1.092 5.986  H13  R02 48 
R02 H12  H12  H  0 1 N N N 67.825 75.442 72.070 -0.178 -1.048 7.144  H12  R02 49 
R02 H10  H10  H  0 1 N N N 71.381 73.102 73.093 -1.905 1.073  3.867  H10  R02 50 
R02 H4B  H4B  H  0 1 N N N 63.904 71.805 63.242 -0.736 -0.637 -4.112 H4B  R02 51 
R02 H3F1 1H3F H  0 0 N N N 64.840 73.922 59.708 -1.825 -0.957 -9.101 H3F1 R02 52 
R02 H3F2 2H3F H  0 0 N N N 64.307 73.135 58.846 -0.889 -2.532 -8.891 H3F2 R02 53 
R02 H9   H9   H  0 1 N N N 70.171 70.985 72.451 0.255  1.044  2.695  H9   R02 54 
# 
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 
R02 C1G C1   SING N N 1  
R02 C1G C6G  DOUB Y N 2  
R02 C1G C2G  SING Y N 3  
R02 C1  O2   DOUB N N 4  
R02 C1  C1A  SING N N 5  
R02 C1A C2A  DOUB Y N 6  
R02 C1A C6A  SING Y N 7  
R02 C2A C3A  SING Y N 8  
R02 C2A H6   SING N N 9  
R02 C3A C4A  DOUB Y N 10 
R02 C3A H5   SING N N 11 
R02 C4A O1B  SING N N 12 
R02 C4A C5A  SING Y N 13 
R02 O1B C2B  SING N N 14 
R02 C2B C3B  SING N N 15 
R02 C2B H151 SING N N 16 
R02 C2B H152 SING N N 17 
R02 C3B C5B  SING N N 18 
R02 C3B C4B  SING N N 19 
R02 C3B H16  SING N N 20 
R02 C5B C4B  SING N N 21 
R02 C5B H171 SING N N 22 
R02 C5B H172 SING N N 23 
R02 C2F C1F  SING N N 24 
R02 C2F C3F  SING N N 25 
R02 C2F H191 SING N N 26 
R02 C2F H192 SING N N 27 
R02 C1F N1D  SING N N 28 
R02 C1F C3F  SING N N 29 
R02 C1F H20  SING N N 30 
R02 N1D C1C  SING N N 31 
R02 N1D C1E  SING N N 32 
R02 C1C C4B  SING N N 33 
R02 C1C H271 SING N N 34 
R02 C1C H272 SING N N 35 
R02 C1E C2E  SING N N 36 
R02 C1E H251 SING N N 37 
R02 C1E H252 SING N N 38 
R02 C2E C3E  DOUB N N 39 
R02 C2E H26  SING N N 40 
R02 C3E H291 SING N N 41 
R02 C3E H292 SING N N 42 
R02 C5A C6A  DOUB Y N 43 
R02 C5A H3   SING N N 44 
R02 C6A H2   SING N N 45 
R02 C6G C5G  SING Y N 46 
R02 C6G H13  SING N N 47 
R02 C5G C4G  DOUB Y N 48 
R02 C5G H12  SING N N 49 
R02 C4G BR25 SING N N 50 
R02 C4G C3G  SING Y N 51 
R02 C3G C2G  DOUB Y N 52 
R02 C3G H10  SING N N 53 
R02 C4B H4B  SING N N 54 
R02 C3F H3F1 SING N N 55 
R02 C3F H3F2 SING N N 56 
R02 C2G H9   SING N N 57 
# 
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 
R02 SMILES           ACDLabs              10.04 Brc1ccc(cc1)C(=O)c4ccc(OCC2CC2CN(C\C=C)C3CC3)cc4                                                                                                               
R02 InChI            InChI                1.02b InChI=1/C24H26BrNO2/c1-2-13-26(22-9-10-22)15-19-14-20(19)16-28-23-11-5-18(6-12-23)24(27)17-3-7-21(25)8-4-17/h2-8,11-12,19-20,22H,1,9-10,13-16H2/t19-,20-/m1/s1 
R02 InChIKey         InChI                1.02b ICPGWJRDLWZVKA-WOJBJXKFBG                                                                                                                                      
R02 SMILES_CANONICAL CACTVS               3.341 Brc1ccc(cc1)C(=O)c2ccc(OC[C@H]3C[C@@H]3CN(CC=C)C4CC4)cc2                                                                                                       
R02 SMILES           CACTVS               3.341 Brc1ccc(cc1)C(=O)c2ccc(OC[CH]3C[CH]3CN(CC=C)C4CC4)cc2                                                                                                          
R02 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C=CC[N@@](C[C@H]1C[C@@H]1COc2ccc(cc2)C(=O)c3ccc(cc3)Br)C4CC4                                                                                                   
R02 SMILES           "OpenEye OEToolkits" 1.5.0 C=CCN(CC1CC1COc2ccc(cc2)C(=O)c3ccc(cc3)Br)C4CC4                                                                                                                
# 
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 
R02 "SYSTEMATIC NAME" ACDLabs              10.04 (4-bromophenyl)(4-{[(1S,2S)-2-{[cyclopropyl(prop-2-en-1-yl)amino]methyl}cyclopropyl]methoxy}phenyl)methanone 
R02 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (4-bromophenyl)-[4-[[(1S,2S)-2-[(cyclopropyl-prop-2-enyl-amino)methyl]cyclopropyl]methoxy]phenyl]methanone   
# 
