data_R71
# 
_chem_comp.id                                    R71 
_chem_comp.name                                  [4-({6-[ALLYL(METHYL)AMINO]HEXYL}OXY)-2-FLUOROPHENYL](4-BROMOPHENYL)METHANONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H27 Br F N O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         R048-8071 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-01-09 
_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                        448.368 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     R71 
_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        1GSZ 
_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 
R71 C8   C8   C  0 1 Y N N 68.847 72.728 71.698 -0.991 0.484  4.545   C8   R71 1  
R71 C7   C7   C  0 1 N N N 68.298 71.330 71.383 -2.166 0.751  3.690   C7   R71 2  
R71 O21  O21  O  0 1 N N N 68.873 70.302 72.011 -3.088 1.420  4.116   O21  R71 3  
R71 C1   C1   C  0 1 Y N N 67.150 71.016 70.417 -2.222 0.206  2.323   C1   R71 4  
R71 C6   C6   C  0 1 Y N N 66.277 69.874 70.573 -1.436 0.771  1.309   C6   R71 5  
R71 F22  F22  F  0 1 N N N 66.416 69.013 71.579 -0.625 1.816  1.581   F22  R71 6  
R71 C5   C5   C  0 1 Y N N 65.238 69.641 69.640 -1.491 0.250  0.031   C5   R71 7  
R71 C4   C4   C  0 1 Y N N 65.040 70.524 68.547 -2.331 -0.820 -0.245  C4   R71 8  
R71 O14  O14  O  0 1 N N N 64.015 70.285 67.644 -2.389 -1.327 -1.502  O14  R71 9  
R71 C15  C15  C  0 1 N N N 64.335 69.407 66.567 -1.490 -0.554 -2.301  C15  R71 10 
R71 C16  C16  C  0 1 N N N 63.182 69.428 65.563 -1.507 -1.076 -3.739  C16  R71 11 
R71 C17  C17  C  0 1 N N N 63.218 70.764 64.804 -0.545 -0.248 -4.593  C17  R71 12 
R71 C18  C18  C  0 1 N N N 63.932 70.569 63.459 -0.562 -0.770 -6.031  C18  R71 13 
R71 C19  C19  C  0 1 N N N 62.960 69.933 62.462 0.399  0.056  -6.886  C19  R71 14 
R71 C20  C20  C  0 1 N N N 62.134 71.035 61.790 0.382  -0.465 -8.324  C20  R71 15 
R71 N24  N24  N  0 1 N N S 62.672 71.368 60.471 1.305  0.329  -9.144  N24  R71 16 
R71 C27  C27  C  0 1 N N N 62.922 72.810 60.386 0.749  1.687  -9.212  C27  R71 17 
R71 C25  C25  C  0 1 N N N 61.714 70.960 59.419 1.241  -0.221 -10.505 C25  R71 18 
R71 C26  C26  C  0 1 N N N 61.820 69.503 59.023 2.171  0.553  -11.404 C26  R71 19 
R71 C29  C29  C  0 1 N N N 62.984 68.961 58.651 3.153  -0.061 -12.015 C29  R71 20 
R71 C3   C3   C  0 1 Y N N 65.892 71.646 68.392 -3.110 -1.379 0.763   C3   R71 21 
R71 C2   C2   C  0 1 Y N N 66.932 71.887 69.316 -3.059 -0.876 2.031   C2   R71 22 
R71 C13  C13  C  0 1 Y N N 70.258 72.910 71.696 -0.885 1.088  5.800   C13  R71 23 
R71 C12  C12  C  0 1 Y N N 70.830 74.172 71.996 0.213  0.834  6.593   C12  R71 24 
R71 C11  C11  C  0 1 Y N N 70.001 75.276 72.304 1.211  -0.016 6.147   C11  R71 25 
R71 BR23 BR23 BR 0 0 N N N 70.782 76.913 72.714 2.715  -0.358 7.241   BR23 R71 26 
R71 C10  C10  C  0 1 Y N N 68.579 75.118 72.309 1.112  -0.617 4.904   C10  R71 27 
R71 C9   C9   C  0 1 Y N N 68.004 73.847 72.007 0.015  -0.376 4.103   C9   R71 28 
R71 H5   H5   H  0 1 N N N 64.577 68.766 69.764 -0.888 0.681  -0.754  H5   R71 29 
R71 H151 1H15 H  0 0 N N N 64.581 68.376 66.914 -0.482 -0.636 -1.896  H151 R71 30 
R71 H152 2H15 H  0 0 N N N 65.316 69.648 66.096 -1.802 0.490  -2.290  H152 R71 31 
R71 H161 1H16 H  0 0 N N N 62.194 69.235 66.043 -2.516 -0.993 -4.143  H161 R71 32 
R71 H162 2H16 H  0 0 N N N 63.195 68.547 64.879 -1.196 -2.120 -3.749  H162 R71 33 
R71 H171 1H17 H  0 0 N N N 63.676 71.581 65.410 0.462  -0.331 -4.188  H171 R71 34 
R71 H172 2H17 H  0 0 N N N 62.202 71.207 64.682 -0.857 0.796  -4.582  H172 R71 35 
R71 H181 1H18 H  0 0 N N N 64.876 69.985 63.562 -1.571 -0.688 -6.436  H181 R71 36 
R71 H182 2H18 H  0 0 N N N 64.375 71.517 63.073 -0.251 -1.815 -6.042  H182 R71 37 
R71 H191 1H19 H  0 0 N N N 62.319 69.153 62.935 1.407  -0.026 -6.481  H191 R71 38 
R71 H192 2H19 H  0 0 N N N 63.480 69.282 61.721 0.087  1.101  -6.875  H192 R71 39 
R71 H201 1H20 H  0 0 N N N 62.050 71.938 62.439 -0.626 -0.382 -8.729  H201 R71 40 
R71 H202 2H20 H  0 0 N N N 61.054 70.763 61.736 0.693  -1.510 -8.335  H202 R71 41 
R71 H271 1H27 H  0 0 N N N 63.332 73.064 59.381 1.402  2.318  -9.813  H271 R71 42 
R71 H272 2H27 H  0 0 N N N 63.580 73.171 61.210 -0.241 1.651  -9.666  H272 R71 43 
R71 H273 3H27 H  0 0 N N N 62.014 73.408 60.631 0.672  2.098  -8.205  H273 R71 44 
R71 H251 1H25 H  0 0 N N N 61.812 71.617 58.524 1.541  -1.268 -10.488 H251 R71 45 
R71 H252 2H25 H  0 0 N N N 60.670 71.209 59.722 0.221  -0.141 -10.881 H252 R71 46 
R71 H26  H26  H  0 1 N N N 60.915 68.873 59.042 2.026  1.614  -11.545 H26  R71 47 
R71 H291 1H29 H  0 0 N N N 63.061 67.899 58.362 3.819  0.493  -12.659 H291 R71 48 
R71 H292 2H29 H  0 0 N N N 63.889 69.591 58.632 3.297  -1.122 -11.874 H292 R71 49 
R71 H3   H3   H  0 1 N N N 65.742 72.335 67.544 -3.757 -2.215 0.542   H3   R71 50 
R71 H2   H2   H  0 1 N N N 67.586 72.765 69.181 -3.666 -1.313 2.810   H2   R71 51 
R71 H13  H13  H  0 1 N N N 70.916 72.057 71.458 -1.662 1.751  6.149   H13  R71 52 
R71 H12  H12  H  0 1 N N N 71.926 74.294 71.989 0.297  1.300  7.564   H12  R71 53 
R71 H10  H10  H  0 1 N N N 67.928 75.977 72.546 1.893  -1.280 4.562   H10  R71 54 
R71 H9   H9   H  0 1 N N N 66.908 73.725 72.011 -0.060 -0.846 3.134   H9   R71 55 
# 
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 
R71 C8  C7   SING N N 1  
R71 C8  C13  DOUB Y N 2  
R71 C8  C9   SING Y N 3  
R71 C7  O21  DOUB N N 4  
R71 C7  C1   SING N N 5  
R71 C1  C6   DOUB Y N 6  
R71 C1  C2   SING Y N 7  
R71 C6  F22  SING N N 8  
R71 C6  C5   SING Y N 9  
R71 C5  C4   DOUB Y N 10 
R71 C5  H5   SING N N 11 
R71 C4  O14  SING N N 12 
R71 C4  C3   SING Y N 13 
R71 O14 C15  SING N N 14 
R71 C15 C16  SING N N 15 
R71 C15 H151 SING N N 16 
R71 C15 H152 SING N N 17 
R71 C16 C17  SING N N 18 
R71 C16 H161 SING N N 19 
R71 C16 H162 SING N N 20 
R71 C17 C18  SING N N 21 
R71 C17 H171 SING N N 22 
R71 C17 H172 SING N N 23 
R71 C18 C19  SING N N 24 
R71 C18 H181 SING N N 25 
R71 C18 H182 SING N N 26 
R71 C19 C20  SING N N 27 
R71 C19 H191 SING N N 28 
R71 C19 H192 SING N N 29 
R71 C20 N24  SING N N 30 
R71 C20 H201 SING N N 31 
R71 C20 H202 SING N N 32 
R71 N24 C27  SING N N 33 
R71 N24 C25  SING N N 34 
R71 C27 H271 SING N N 35 
R71 C27 H272 SING N N 36 
R71 C27 H273 SING N N 37 
R71 C25 C26  SING N N 38 
R71 C25 H251 SING N N 39 
R71 C25 H252 SING N N 40 
R71 C26 C29  DOUB N N 41 
R71 C26 H26  SING N N 42 
R71 C29 H291 SING N N 43 
R71 C29 H292 SING N N 44 
R71 C3  C2   DOUB Y N 45 
R71 C3  H3   SING N N 46 
R71 C2  H2   SING N N 47 
R71 C13 C12  SING Y N 48 
R71 C13 H13  SING N N 49 
R71 C12 C11  DOUB Y N 50 
R71 C12 H12  SING N N 51 
R71 C11 BR23 SING N N 52 
R71 C11 C10  SING Y N 53 
R71 C10 C9   DOUB Y N 54 
R71 C10 H10  SING N N 55 
R71 C9  H9   SING N N 56 
# 
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 
R71 SMILES           ACDLabs              10.04 O=C(c1ccc(Br)cc1)c2ccc(OCCCCCCN(C\C=C)C)cc2F                                                                                         
R71 InChI            InChI                1.02b InChI=1/C23H27BrFNO2/c1-3-14-26(2)15-6-4-5-7-16-28-20-12-13-21(22(25)17-20)23(27)18-8-10-19(24)11-9-18/h3,8-13,17H,1,4-7,14-16H2,2H3 
R71 InChIKey         InChI                1.02b CMYCCJYVZIMDFU-UHFFFAOYAA                                                                                                            
R71 SMILES_CANONICAL CACTVS               3.341 CN(CCCCCCOc1ccc(c(F)c1)C(=O)c2ccc(Br)cc2)CC=C                                                                                        
R71 SMILES           CACTVS               3.341 CN(CCCCCCOc1ccc(c(F)c1)C(=O)c2ccc(Br)cc2)CC=C                                                                                        
R71 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[N@@](CCCCCCOc1ccc(c(c1)F)C(=O)c2ccc(cc2)Br)CC=C                                                                                    
R71 SMILES           "OpenEye OEToolkits" 1.5.0 CN(CCCCCCOc1ccc(c(c1)F)C(=O)c2ccc(cc2)Br)CC=C                                                                                        
# 
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 
R71 "SYSTEMATIC NAME" ACDLabs              10.04 (4-bromophenyl)[2-fluoro-4-({6-[methyl(prop-2-en-1-yl)amino]hexyl}oxy)phenyl]methanone 
R71 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (4-bromophenyl)-[2-fluoro-4-[6-(methyl-prop-2-enyl-amino)hexoxy]phenyl]methanone       
# 
