data_R88
# 
_chem_comp.id                                    R88 
_chem_comp.name                                  (4-BROMOPHENYL)[4-({(2E)-4-[CYCLOPROPYL(METHYL)AMINO]BUT-2-ENYL}OXY)PHENYL]METHANONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 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                     2002-08-24 
_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                        400.309 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     R88 
_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        1H36 
_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 
R88 C1A  C1A  C  0 1 Y N N 67.263 70.572 71.422 1.320  -0.304 3.449   C1A  R88 1  
R88 C1   C1   C  0 1 N N N 66.131 69.808 70.761 2.338  -0.414 2.384   C1   R88 2  
R88 O2   O2   O  0 1 N N N 65.411 69.132 71.489 3.460  -0.798 2.653   O2   R88 3  
R88 C1B  C1B  C  0 1 Y N N 65.841 69.823 69.255 1.994  -0.058 0.995   C1B  R88 4  
R88 C6B  C6B  C  0 1 Y N N 64.628 69.238 68.775 2.954  0.523  0.161   C6B  R88 5  
R88 C5B  C5B  C  0 1 Y N N 64.328 69.228 67.391 2.629  0.853  -1.134  C5B  R88 6  
R88 C4B  C4B  C  0 1 Y N N 65.240 69.808 66.456 1.347  0.610  -1.615  C4B  R88 7  
R88 C2C  C2C  C  0 1 N N N 63.711 70.382 64.692 -0.337 0.570  -3.086  C2C  R88 8  
R88 C3C  C3C  C  0 1 N N N 63.711 70.447 63.197 -0.753 0.910  -4.494  C3C  R88 9  
R88 C4C  C4C  C  0 1 N N N 63.939 71.574 62.528 -1.173 -0.034 -5.299  C4C  R88 10 
R88 C5C  C5C  C  0 1 N N N 63.951 71.664 61.014 -1.590 0.304  -6.707  C5C  R88 11 
R88 N1D  N1D  N  0 1 N N S 62.608 71.917 60.370 -0.746 -0.431 -7.658  N1D  R88 12 
R88 C1F  C1F  C  0 1 N N N 61.818 72.972 61.074 0.615  0.097  -7.511  C1F  R88 13 
R88 C1E  C1E  C  0 1 N N N 61.895 70.616 60.120 -1.202 -0.058 -9.003  C1E  R88 14 
R88 C2E  C2E  C  0 1 N N N 62.572 69.397 59.429 -0.481 -0.692 -10.195 C2E  R88 15 
R88 C3B  C3B  C  0 1 Y N N 66.449 70.394 66.922 0.387  0.037  -0.788  C3B  R88 16 
R88 C2B  C2B  C  0 1 Y N N 66.749 70.402 68.311 0.706  -0.301 0.507   C2B  R88 17 
R88 C6A  C6A  C  0 1 Y N N 67.344 71.997 71.358 1.591  -0.788 4.731   C6A  R88 18 
R88 C5A  C5A  C  0 1 Y N N 68.412 72.678 71.998 0.636  -0.682 5.720   C5A  R88 19 
R88 C4A  C4A  C  0 1 Y N N 69.401 71.940 72.706 -0.588 -0.099 5.445   C4A  R88 20 
R88 O1C  O1C  O  0 1 N N N 64.967 69.803 65.083 1.030  0.937  -2.893  O1C  R88 21 
R88 C3E  C3E  C  0 1 N N N 61.577 70.277 58.645 -1.902 -1.134 -9.836  C3E  R88 22 
R88 BR23 BR23 BR 0 0 N N N 70.783 72.821 73.548 -1.892 0.040  6.807   BR23 R88 23 
R88 C3A  C3A  C  0 1 Y N N 69.325 70.524 72.772 -0.863 0.382  4.176   C3A  R88 24 
R88 C2A  C2A  C  0 1 Y N N 68.259 69.843 72.132 0.084  0.288  3.179   C2A  R88 25 
R88 H6   H6   H  0 1 N N N 63.918 68.790 69.490 3.950  0.712  0.533   H6   R88 26 
R88 H5   H5   H  0 1 N N N 63.389 68.772 67.034 3.370  1.302  -1.779  H5   R88 27 
R88 H151 1H15 H  0 0 N N N 63.512 71.367 65.174 -0.962 1.117  -2.381  H151 R88 28 
R88 H152 2H15 H  0 0 N N N 62.829 69.841 65.108 -0.452 -0.500 -2.921  H152 R88 29 
R88 H16  H16  H  0 1 N N N 63.514 69.523 62.627 -0.705 1.932  -4.840  H16  R88 30 
R88 H17  H17  H  0 1 N N N 64.130 72.494 63.106 -1.221 -1.056 -4.953  H17  R88 31 
R88 H201 1H20 H  0 0 N N N 64.417 70.749 60.580 -1.474 1.375  -6.872  H201 R88 32 
R88 H202 2H20 H  0 0 N N N 64.686 72.435 60.682 -2.633 0.024  -6.854  H202 R88 33 
R88 H271 1H27 H  0 0 N N N 60.827 73.159 60.599 1.282  -0.420 -8.201  H271 R88 34 
R88 H272 2H27 H  0 0 N N N 62.403 73.917 61.162 0.617  1.164  -7.737  H272 R88 35 
R88 H273 3H27 H  0 0 N N N 61.703 72.729 62.156 0.958  -0.058 -6.488  H273 R88 36 
R88 H25  H25  H  0 1 N N N 61.092 70.364 60.851 -1.549 0.969  -9.114  H25  R88 37 
R88 H261 1H26 H  0 0 N N N 62.655 68.308 59.654 -0.355 -0.082 -11.089 H261 R88 38 
R88 H262 2H26 H  0 0 N N N 63.624 69.063 59.272 0.330  -1.386 -9.980  H262 R88 39 
R88 H3   H3   H  0 1 N N N 67.155 70.843 66.204 -0.607 -0.149 -1.165  H3   R88 40 
R88 H2   H2   H  0 1 N N N 67.689 70.858 68.665 -0.038 -0.750 1.147   H2   R88 41 
R88 H13  H13  H  0 1 N N N 66.576 72.568 70.811 2.546  -1.243 4.947   H13  R88 42 
R88 H12  H12  H  0 1 N N N 68.475 73.778 71.947 0.845  -1.056 6.712   H12  R88 43 
R88 H3E1 1H3E H  0 0 N N N 61.617 70.841 57.684 -2.024 -2.119 -9.386  H3E1 R88 44 
R88 H3E2 2H3E H  0 0 N N N 60.643 70.082 58.069 -2.709 -0.814 -10.495 H3E2 R88 45 
R88 H10  H10  H  0 1 N N N 70.094 69.954 73.320 -1.821 0.836  3.967   H10  R88 46 
R88 H9   H9   H  0 1 N N N 68.201 68.743 72.184 -0.131 0.664  2.190   H9   R88 47 
# 
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 
R88 C1A C1   SING N N 1  
R88 C1A C6A  DOUB Y N 2  
R88 C1A C2A  SING Y N 3  
R88 C1  O2   DOUB N N 4  
R88 C1  C1B  SING N N 5  
R88 C1B C6B  DOUB Y N 6  
R88 C1B C2B  SING Y N 7  
R88 C6B C5B  SING Y N 8  
R88 C6B H6   SING N N 9  
R88 C5B C4B  DOUB Y N 10 
R88 C5B H5   SING N N 11 
R88 C4B C3B  SING Y N 12 
R88 C4B O1C  SING N N 13 
R88 C2C C3C  SING N N 14 
R88 C2C O1C  SING N N 15 
R88 C2C H151 SING N N 16 
R88 C2C H152 SING N N 17 
R88 C3C C4C  DOUB N E 18 
R88 C3C H16  SING N N 19 
R88 C4C C5C  SING N N 20 
R88 C4C H17  SING N N 21 
R88 C5C N1D  SING N N 22 
R88 C5C H201 SING N N 23 
R88 C5C H202 SING N N 24 
R88 N1D C1F  SING N N 25 
R88 N1D C1E  SING N N 26 
R88 C1F H271 SING N N 27 
R88 C1F H272 SING N N 28 
R88 C1F H273 SING N N 29 
R88 C1E C2E  SING N N 30 
R88 C1E C3E  SING N N 31 
R88 C1E H25  SING N N 32 
R88 C2E C3E  SING N N 33 
R88 C2E H261 SING N N 34 
R88 C2E H262 SING N N 35 
R88 C3B C2B  DOUB Y N 36 
R88 C3B H3   SING N N 37 
R88 C2B H2   SING N N 38 
R88 C6A C5A  SING Y N 39 
R88 C6A H13  SING N N 40 
R88 C5A C4A  DOUB Y N 41 
R88 C5A H12  SING N N 42 
R88 C4A BR23 SING N N 43 
R88 C4A C3A  SING Y N 44 
R88 C3E H3E1 SING N N 45 
R88 C3E H3E2 SING N N 46 
R88 C3A C2A  DOUB Y N 47 
R88 C3A H10  SING N N 48 
R88 C2A H9   SING N N 49 
# 
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 
R88 SMILES           ACDLabs              10.04 Brc1ccc(cc1)C(=O)c3ccc(OC/C=C/CN(C)C2CC2)cc3                                                                                           
R88 InChI            InChI                1.02b InChI=1/C21H22BrNO2/c1-23(19-10-11-19)14-2-3-15-25-20-12-6-17(7-13-20)21(24)16-4-8-18(22)9-5-16/h2-9,12-13,19H,10-11,14-15H2,1H3/b3-2+ 
R88 InChIKey         InChI                1.02b JAZMZJDLZUDIDG-NSCUHMNNBD                                                                                                              
R88 SMILES_CANONICAL CACTVS               3.341 CN(C/C=C/COc1ccc(cc1)C(=O)c2ccc(Br)cc2)C3CC3                                                                                           
R88 SMILES           CACTVS               3.341 CN(CC=CCOc1ccc(cc1)C(=O)c2ccc(Br)cc2)C3CC3                                                                                             
R88 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[N@@](C\C=C\COc1ccc(cc1)C(=O)c2ccc(cc2)Br)C3CC3                                                                                       
R88 SMILES           "OpenEye OEToolkits" 1.5.0 CN(CC=CCOc1ccc(cc1)C(=O)c2ccc(cc2)Br)C3CC3                                                                                             
# 
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 
R88 "SYSTEMATIC NAME" ACDLabs              10.04 (4-bromophenyl)[4-({(2E)-4-[cyclopropyl(methyl)amino]but-2-en-1-yl}oxy)phenyl]methanone 
R88 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (4-bromophenyl)-[4-[(E)-4-(cyclopropyl-methyl-amino)but-2-enoxy]phenyl]methanone        
# 
