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 "Ro 48-8071" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2002-01-09 _chem_comp.pdbx_modified_date 2021-03-01 _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 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" R71 InChI InChI 1.03 "InChI=1S/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 1.03 CMYCCJYVZIMDFU-UHFFFAOYSA-N # # 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" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site R71 "Create component" 2002-01-09 EBI R71 "Modify descriptor" 2011-06-04 RCSB R71 "Modify synonyms" 2013-11-13 EBI R71 "Other modification" 2018-07-25 EBI R71 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id R71 _pdbx_chem_comp_synonyms.name "Ro 48-8071" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##