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 2011-06-04 _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 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" R88 InChI InChI 1.03 "InChI=1S/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 1.03 JAZMZJDLZUDIDG-NSCUHMNNSA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site R88 "Create component" 2002-08-24 EBI R88 "Modify descriptor" 2011-06-04 RCSB #