data_0YP # _chem_comp.id 0YP _chem_comp.name "N-[(1E)-1-bromo-1-(2-methoxyphenyl)-3-oxo-3-(piperidin-1-yl)prop-1-en-2-yl]-4-nitrobenzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H22 Br N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-09-14 _chem_comp.pdbx_modified_date 2013-10-08 _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 488.331 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0YP _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4G93 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # 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 0YP C1 C1 C 0 1 N N N 105.432 -26.113 269.148 -1.702 0.766 0.593 C1 0YP 1 0YP N1 N1 N 0 1 N N N 106.045 -27.412 269.120 -0.816 -0.248 0.538 N1 0YP 2 0YP O1 O1 O 0 1 N N N 104.912 -25.721 268.114 -1.323 1.890 0.861 O1 0YP 3 0YP C2 C2 C 0 1 N N N 105.845 -28.014 267.841 0.552 0.008 0.690 C2 0YP 4 0YP N2 N2 N 0 1 N N N 104.265 -29.338 266.388 1.350 2.209 0.009 N2 0YP 5 0YP O2 O2 O 0 1 N N N 103.905 -29.230 268.589 1.093 1.727 2.163 O2 0YP 6 0YP C3 C3 C 0 1 N N N 104.655 -28.899 267.692 1.014 1.364 1.004 C3 0YP 7 0YP C4 C4 C 0 1 N N N 103.154 -30.200 266.246 1.917 3.531 0.309 C4 0YP 8 0YP C5 C5 C 0 1 N N N 102.441 -29.898 264.947 3.235 3.687 -0.456 C5 0YP 9 0YP C6 C6 C 0 1 N N N 103.388 -30.017 263.746 2.990 3.431 -1.945 C6 0YP 10 0YP C7 C7 C 0 1 N N N 104.812 -29.859 264.165 2.483 2.001 -2.142 C7 0YP 11 0YP C8 C8 C 0 1 N N N 104.958 -28.923 265.270 1.162 1.824 -1.396 C8 0YP 12 0YP C9 C9 C 0 1 N N N 107.068 -28.302 267.034 1.450 -0.998 0.546 C9 0YP 13 0YP C10 C10 C 0 1 Y N N 107.518 -29.733 266.876 2.890 -0.711 0.608 C10 0YP 14 0YP C11 C11 C 0 1 Y N N 108.038 -30.164 265.684 3.722 -1.033 -0.477 C11 0YP 15 0YP C12 C12 C 0 1 Y N N 108.481 -31.587 265.523 5.078 -0.758 -0.407 C12 0YP 16 0YP C13 C13 C 0 1 Y N N 108.397 -32.441 266.583 5.609 -0.170 0.726 C13 0YP 17 0YP C14 C14 C 0 1 Y N N 107.840 -31.966 267.886 4.793 0.149 1.799 C14 0YP 18 0YP C15 C15 C 0 1 Y N N 107.419 -30.669 268.028 3.440 -0.111 1.745 C15 0YP 19 0YP C16 C16 C 0 1 Y N N 105.375 -25.229 270.362 -3.133 0.513 0.322 C16 0YP 20 0YP C17 C17 C 0 1 Y N N 104.396 -24.275 270.429 -4.053 1.562 0.379 C17 0YP 21 0YP C18 C18 C 0 1 Y N N 104.334 -23.342 271.593 -5.387 1.319 0.125 C18 0YP 22 0YP C19 C19 C 0 1 Y N N 105.252 -23.449 272.593 -5.814 0.040 -0.185 C19 0YP 23 0YP C20 C20 C 0 1 Y N N 106.342 -24.472 272.503 -4.907 -1.004 -0.243 C20 0YP 24 0YP C21 C21 C 0 1 Y N N 106.408 -25.316 271.430 -3.569 -0.774 0.004 C21 0YP 25 0YP N01 N01 N 1 1 N N N 105.183 -22.669 273.618 -7.247 -0.213 -0.456 N01 0YP 26 0YP O01 O01 O -1 1 N N N 104.263 -22.859 274.427 -7.626 -1.339 -0.729 O01 0YP 27 0YP C02 C02 C 0 1 N N N 108.830 -29.896 263.311 4.120 -2.011 -2.605 C02 0YP 28 0YP O02 O02 O 0 1 N N N 106.040 -21.781 273.727 -8.047 0.703 -0.405 O02 0YP 29 0YP O03 O03 O 0 1 N N N 108.217 -29.340 264.503 3.200 -1.611 -1.588 O03 0YP 30 0YP BR1 BR1 BR 0 0 N N N 107.445 -27.088 265.568 0.850 -2.769 0.266 BR1 0YP 31 0YP H1 H1 H 0 1 N N N 106.538 -27.832 269.882 -1.127 -1.156 0.393 H1 0YP 32 0YP H3 H3 H 0 1 N N N 102.462 -30.047 267.087 1.219 4.307 -0.003 H3 0YP 33 0YP H4 H4 H 0 1 N N N 103.499 -31.244 266.240 2.102 3.615 1.380 H4 0YP 34 0YP H5 H5 H 0 1 N N N 102.042 -28.874 264.988 3.618 4.698 -0.319 H5 0YP 35 0YP H6 H6 H 0 1 N N N 101.612 -30.610 264.820 3.963 2.968 -0.078 H6 0YP 36 0YP H7 H7 H 0 1 N N N 103.140 -29.234 263.014 2.243 4.135 -2.313 H7 0YP 37 0YP H8 H8 H 0 1 N N N 103.258 -31.006 263.283 3.920 3.567 -2.497 H8 0YP 38 0YP H9 H9 H 0 1 N N N 105.201 -30.840 264.477 2.330 1.812 -3.205 H9 0YP 39 0YP H10 H10 H 0 1 N N N 105.395 -29.490 263.308 3.217 1.298 -1.749 H10 0YP 40 0YP H11 H11 H 0 1 N N N 106.025 -28.836 265.524 0.848 0.781 -1.451 H11 0YP 41 0YP H12 H12 H 0 1 N N N 104.574 -27.941 264.958 0.400 2.461 -1.845 H12 0YP 42 0YP H14 H14 H 0 1 N N N 108.864 -31.933 264.574 5.721 -1.004 -1.239 H14 0YP 43 0YP H15 H15 H 0 1 N N N 108.734 -33.462 266.481 6.667 0.041 0.775 H15 0YP 44 0YP H16 H16 H 0 1 N N N 107.769 -32.648 268.720 5.218 0.607 2.679 H16 0YP 45 0YP H17 H17 H 0 1 N N N 107.018 -30.329 268.971 2.807 0.144 2.582 H17 0YP 46 0YP H18 H18 H 0 1 N N N 103.666 -24.197 269.637 -3.721 2.560 0.621 H18 0YP 47 0YP H19 H19 H 0 1 N N N 103.565 -22.586 271.642 -6.100 2.129 0.169 H19 0YP 48 0YP H20 H20 H 0 1 N N N 107.079 -24.543 273.289 -5.247 -2.000 -0.485 H20 0YP 49 0YP H21 H21 H 0 1 N N N 107.205 -26.042 271.358 -2.862 -1.588 -0.047 H21 0YP 50 0YP H01 H01 H 0 1 N N N 108.878 -29.124 262.529 4.770 -2.796 -2.219 H01 0YP 51 0YP H04 H04 H 0 1 N N N 109.847 -30.241 263.549 3.569 -2.386 -3.467 H04 0YP 52 0YP H05 H05 H 0 1 N N N 108.230 -30.745 262.952 4.725 -1.154 -2.905 H05 0YP 53 # 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 0YP C02 O03 SING N N 1 0YP C6 C7 SING N N 2 0YP C6 C5 SING N N 3 0YP C7 C8 SING N N 4 0YP O03 C11 SING N N 5 0YP C5 C4 SING N N 6 0YP C8 N2 SING N N 7 0YP C12 C11 DOUB Y N 8 0YP C12 C13 SING Y N 9 0YP BR1 C9 SING N N 10 0YP C11 C10 SING Y N 11 0YP C4 N2 SING N N 12 0YP N2 C3 SING N N 13 0YP C13 C14 DOUB Y N 14 0YP C10 C9 SING N N 15 0YP C10 C15 DOUB Y N 16 0YP C9 C2 DOUB N Z 17 0YP C3 C2 SING N N 18 0YP C3 O2 DOUB N N 19 0YP C2 N1 SING N N 20 0YP C14 C15 SING Y N 21 0YP O1 C1 DOUB N N 22 0YP N1 C1 SING N N 23 0YP C1 C16 SING N N 24 0YP C16 C17 DOUB Y N 25 0YP C16 C21 SING Y N 26 0YP C17 C18 SING Y N 27 0YP C21 C20 DOUB Y N 28 0YP C18 C19 DOUB Y N 29 0YP C20 C19 SING Y N 30 0YP C19 N01 SING N N 31 0YP N01 O02 DOUB N N 32 0YP N01 O01 SING N N 33 0YP N1 H1 SING N N 34 0YP C4 H3 SING N N 35 0YP C4 H4 SING N N 36 0YP C5 H5 SING N N 37 0YP C5 H6 SING N N 38 0YP C6 H7 SING N N 39 0YP C6 H8 SING N N 40 0YP C7 H9 SING N N 41 0YP C7 H10 SING N N 42 0YP C8 H11 SING N N 43 0YP C8 H12 SING N N 44 0YP C12 H14 SING N N 45 0YP C13 H15 SING N N 46 0YP C14 H16 SING N N 47 0YP C15 H17 SING N N 48 0YP C17 H18 SING N N 49 0YP C18 H19 SING N N 50 0YP C20 H20 SING N N 51 0YP C21 H21 SING N N 52 0YP C02 H01 SING N N 53 0YP C02 H04 SING N N 54 0YP C02 H05 SING N N 55 # 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 0YP SMILES ACDLabs 12.01 "O=C(\C(=C(\Br)c1ccccc1OC)NC(=O)c2ccc([N+]([O-])=O)cc2)N3CCCCC3" 0YP InChI InChI 1.03 "InChI=1S/C22H22BrN3O5/c1-31-18-8-4-3-7-17(18)19(23)20(22(28)25-13-5-2-6-14-25)24-21(27)15-9-11-16(12-10-15)26(29)30/h3-4,7-12H,2,5-6,13-14H2,1H3,(H,24,27)" 0YP InChIKey InChI 1.03 OQIUTYABZMBBME-UHFFFAOYSA-N 0YP SMILES_CANONICAL CACTVS 3.385 "COc1ccccc1\C(Br)=C(\NC(=O)c2ccc(cc2)[N+]([O-])=O)C(=O)N3CCCCC3" 0YP SMILES CACTVS 3.385 "COc1ccccc1C(Br)=C(NC(=O)c2ccc(cc2)[N+]([O-])=O)C(=O)N3CCCCC3" 0YP SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COc1ccccc1C(=C(C(=O)N2CCCCC2)NC(=O)c3ccc(cc3)[N+](=O)[O-])Br" 0YP SMILES "OpenEye OEToolkits" 1.7.6 "COc1ccccc1C(=C(C(=O)N2CCCCC2)NC(=O)c3ccc(cc3)[N+](=O)[O-])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 0YP "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(1E)-1-bromo-1-(2-methoxyphenyl)-3-oxo-3-(piperidin-1-yl)prop-1-en-2-yl]-4-nitrobenzamide" 0YP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[1-bromanyl-1-(2-methoxyphenyl)-3-oxidanylidene-3-piperidin-1-yl-prop-1-en-2-yl]-4-nitro-benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 0YP "Create component" 2012-09-14 RCSB 0YP "Initial release" 2013-07-24 RCSB 0YP "Modify component comp_id" 2013-10-08 RCSB #