data_R17
# 
_chem_comp.id                                    R17 
_chem_comp.name                                  ALLYL-{4-[3-(4-BROMO-PHENYL)-BENZOFURAN-6-YLOXY]-BUT-2-ENYL}-METHYL-AMINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H22 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                     2002-10-13 
_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                        412.320 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     R17 
_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        1O6Q 
_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 
R17 C3A  C3A  C  0 1 N N N 63.134 67.695 58.805 1.591  1.450  -10.938 C3A  R17 1  
R17 C2A  C2A  C  0 1 N N N 63.129 68.956 58.374 0.656  1.019  -10.128 C2A  R17 2  
R17 C1A  C1A  C  0 1 N N N 63.730 70.098 59.159 0.889  -0.214 -9.296  C1A  R17 3  
R17 N1   N1   N  0 1 N N S 62.905 71.330 59.064 0.782  0.127  -7.871  N1   R17 4  
R17 C1B  C1B  C  0 1 N N N 61.677 71.242 59.922 1.019  -1.113 -7.121  C1B  R17 5  
R17 C2B  C2B  C  0 1 N N N 61.905 71.506 61.403 0.923  -0.832 -5.643  C2B  R17 6  
R17 C3B  C3B  C  0 1 N N N 62.126 70.552 62.309 0.029  -1.453 -4.915  C3B  R17 7  
R17 C4B  C4B  C  0 1 N N N 62.343 70.855 63.765 -0.066 -1.172 -3.437  C4B  R17 8  
R17 O5B  O5B  O  0 1 N N N 63.719 71.254 63.965 -1.369 -0.672 -3.131  O5B  R17 9  
R17 C6C  C6C  C  0 1 Y N N 64.243 71.062 65.268 -1.395 -0.438 -1.793  C6C  R17 10 
R17 C7C  C7C  C  0 1 Y N N 63.717 70.056 66.139 -2.544 0.061  -1.207  C7C  R17 11 
R17 C7P  C7P  C  0 1 Y N N 64.302 69.932 67.412 -2.574 0.296  0.162   C7P  R17 12 
R17 O1C  O1C  O  0 1 Y N N 63.975 69.071 68.372 -3.523 0.763  0.998   O1C  R17 13 
R17 C2C  C2C  C  0 1 Y N N 64.801 69.281 69.448 -3.070 0.819  2.262   C2C  R17 14 
R17 C3C  C3C  C  0 1 Y N N 65.672 70.276 69.209 -1.790 0.386  2.313   C3C  R17 15 
R17 C3P  C3P  C  0 1 Y N N 65.371 70.739 67.869 -1.429 0.029  0.928   C3P  R17 16 
R17 C4C  C4C  C  0 1 Y N N 65.891 71.731 67.019 -0.278 -0.468 0.323   C4C  R17 17 
R17 C5C  C5C  C  0 1 Y N N 65.316 71.885 65.713 -0.265 -0.699 -1.024  C5C  R17 18 
R17 C1D  C1D  C  0 1 Y N N 66.714 70.743 70.167 -0.927 0.290  3.515   C1D  R17 19 
R17 C2D  C2D  C  0 1 Y N N 67.447 69.769 70.892 -1.306 -0.518 4.585   C2D  R17 20 
R17 C3D  C3D  C  0 1 Y N N 68.443 70.165 71.802 -0.499 -0.605 5.701   C3D  R17 21 
R17 C4D  C4D  C  0 1 Y N N 68.711 71.528 71.991 0.685  0.108  5.758   C4D  R17 22 
R17 C5D  C5D  C  0 1 Y N N 67.984 72.520 71.270 1.066  0.912  4.698   C5D  R17 23 
R17 C6D  C6D  C  0 1 Y N N 66.983 72.123 70.357 0.269  1.002  3.575   C6D  R17 24 
R17 BR25 BR25 BR 0 0 N N N 70.010 72.026 73.192 1.786  -0.014 7.291   BR25 R17 25 
R17 C1E  C1E  C  0 1 N N N 63.735 72.536 59.398 1.904  1.025  -7.567  C1E  R17 26 
R17 H3A1 1H3A H  0 0 N N N 63.575 67.456 59.741 1.424  2.335  -11.534 H3A1 R17 27 
R17 H3A2 2H3A H  0 0 N N N 62.697 66.930 58.213 2.530  0.921  -11.009 H3A2 R17 28 
R17 H2A  H2A  H  0 1 N N N 62.682 69.168 57.435 -0.282 1.549  -10.057 H2A  R17 29 
R17 H1A1 1H1A H  0 0 N N N 63.807 69.802 60.216 1.885  -0.608 -9.501  H1A1 R17 30 
R17 H1A2 2H1A H  0 0 N N N 64.721 70.318 58.736 0.142  -0.968 -9.546  H1A2 R17 31 
R17 H1B1 1H1B H  0 0 N N N 60.949 71.979 59.552 0.270  -1.854 -7.399  H1B1 R17 32 
R17 H1B2 2H1B H  0 0 N N N 61.324 70.203 59.847 2.013  -1.494 -7.354  H1B2 R17 33 
R17 H2B  H2B  H  0 1 N N N 61.887 72.513 61.737 1.591  -0.117 -5.185  H2B  R17 34 
R17 H3B  H3B  H  0 1 N N N 62.150 69.540 61.989 -0.638 -2.168 -5.373  H3B  R17 35 
R17 H4B1 1H4B H  0 0 N N N 61.674 71.671 64.075 0.109  -2.093 -2.880  H4B1 R17 36 
R17 H4B2 2H4B H  0 0 N N N 62.125 69.960 64.366 0.682  -0.431 -3.159  H4B2 R17 37 
R17 H7C  H7C  H  0 1 N N N 62.917 69.428 65.836 -3.417 0.261  -1.810  H7C  R17 38 
R17 H2C  H2C  H  0 1 N N N 64.757 68.728 70.353 -3.644 1.159  3.112   H2C  R17 39 
R17 H4C  H4C  H  0 1 N N N 66.691 72.352 67.336 0.600  -0.672 0.916   H4C  R17 40 
R17 H5C  H5C  H  0 1 N N N 65.700 72.631 65.063 0.626  -1.086 -1.494  H5C  R17 41 
R17 H2D  H2D  H  0 1 N N N 67.243 68.737 70.747 -2.230 -1.075 4.541   H2D  R17 42 
R17 H3D  H3D  H  0 1 N N N 68.990 69.435 72.344 -0.792 -1.231 6.531   H3D  R17 43 
R17 H5D  H5D  H  0 1 N N N 68.194 73.550 71.419 1.991  1.467  4.748   H5D  R17 44 
R17 H6D  H6D  H  0 1 N N N 66.435 72.853 69.816 0.567  1.630  2.748   H6D  R17 45 
R17 H1E1 1H1E H  0 0 N N N 63.074 73.383 59.633 1.868  1.308  -6.515  H1E1 R17 46 
R17 H1E2 2H1E H  0 0 N N N 64.370 72.314 60.269 2.845  0.515  -7.774  H1E2 R17 47 
R17 H1E3 3H1E H  0 0 N N N 64.369 72.794 58.537 1.832  1.919  -8.187  H1E3 R17 48 
# 
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 
R17 C3A C2A  DOUB N N 1  
R17 C3A H3A1 SING N N 2  
R17 C3A H3A2 SING N N 3  
R17 C2A C1A  SING N N 4  
R17 C2A H2A  SING N N 5  
R17 C1A N1   SING N N 6  
R17 C1A H1A1 SING N N 7  
R17 C1A H1A2 SING N N 8  
R17 N1  C1B  SING N N 9  
R17 N1  C1E  SING N N 10 
R17 C1B C2B  SING N N 11 
R17 C1B H1B1 SING N N 12 
R17 C1B H1B2 SING N N 13 
R17 C2B C3B  DOUB N E 14 
R17 C2B H2B  SING N N 15 
R17 C3B C4B  SING N N 16 
R17 C3B H3B  SING N N 17 
R17 C4B O5B  SING N N 18 
R17 C4B H4B1 SING N N 19 
R17 C4B H4B2 SING N N 20 
R17 O5B C6C  SING N N 21 
R17 C6C C7C  DOUB Y N 22 
R17 C6C C5C  SING Y N 23 
R17 C7C C7P  SING Y N 24 
R17 C7C H7C  SING N N 25 
R17 C7P O1C  SING Y N 26 
R17 C7P C3P  DOUB Y N 27 
R17 O1C C2C  SING Y N 28 
R17 C2C C3C  DOUB Y N 29 
R17 C2C H2C  SING N N 30 
R17 C3C C3P  SING Y N 31 
R17 C3C C1D  SING N N 32 
R17 C3P C4C  SING Y N 33 
R17 C4C C5C  DOUB Y N 34 
R17 C4C H4C  SING N N 35 
R17 C5C H5C  SING N N 36 
R17 C1D C2D  DOUB Y N 37 
R17 C1D C6D  SING Y N 38 
R17 C2D C3D  SING Y N 39 
R17 C2D H2D  SING N N 40 
R17 C3D C4D  DOUB Y N 41 
R17 C3D H3D  SING N N 42 
R17 C4D C5D  SING Y N 43 
R17 C4D BR25 SING N N 44 
R17 C5D C6D  DOUB Y N 45 
R17 C5D H5D  SING N N 46 
R17 C6D H6D  SING N N 47 
R17 C1E H1E1 SING N N 48 
R17 C1E H1E2 SING N N 49 
R17 C1E H1E3 SING N N 50 
# 
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 
R17 SMILES           ACDLabs              10.04 Brc3ccc(c1c2ccc(OC/C=C/CN(C\C=C)C)cc2oc1)cc3                                                                                        
R17 InChI            InChI                1.02b InChI=1/C22H22BrNO2/c1-3-12-24(2)13-4-5-14-25-19-10-11-20-21(16-26-22(20)15-19)17-6-8-18(23)9-7-17/h3-11,15-16H,1,12-14H2,2H3/b5-4+ 
R17 InChIKey         InChI                1.02b KCNKJCHARANTIP-SNAWJCMRBS                                                                                                           
R17 SMILES_CANONICAL CACTVS               3.341 CN(CC=C)C\C=C\COc1ccc2c(occ2c3ccc(Br)cc3)c1                                                                                         
R17 SMILES           CACTVS               3.341 CN(CC=C)CC=CCOc1ccc2c(occ2c3ccc(Br)cc3)c1                                                                                           
R17 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[N@@](CC=C)C\C=C\COc1ccc2c(c1)occ2c3ccc(cc3)Br                                                                                     
R17 SMILES           "OpenEye OEToolkits" 1.5.0 CN(CC=C)CC=CCOc1ccc2c(c1)occ2c3ccc(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 
R17 "SYSTEMATIC NAME" ACDLabs              10.04 (2E)-4-{[3-(4-bromophenyl)-1-benzofuran-6-yl]oxy}-N-methyl-N-prop-2-en-1-ylbut-2-en-1-amine 
R17 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (E)-4-[[3-(4-bromophenyl)-1-benzofuran-6-yl]oxy]-N-methyl-N-prop-2-enyl-but-2-en-1-amine    
# 
