data_5RE # _chem_comp.id 5RE _chem_comp.name "(2~{S})-3-(4-fluorophenyl)-2-[2-(3-hydroxyphenyl)ethanoylamino]-~{N}-[(1~{S})-1-phenylethyl]propanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H25 F N2 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-11-17 _chem_comp.pdbx_modified_date 2016-04-08 _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 420.476 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5RE _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 5EQG _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 5RE C14 C1 C 0 1 N N S 583.400 -26.697 279.910 0.784 0.440 -0.207 C14 5RE 1 5RE C10 C2 C 0 1 N N N 581.645 -26.185 281.557 -1.571 0.978 -0.524 C10 5RE 2 5RE C01 C3 C 0 1 Y N N 581.276 -22.311 281.884 -4.488 2.148 0.402 C01 5RE 3 5RE C02 C4 C 0 1 Y N N 580.967 -21.314 282.825 -5.706 1.844 0.994 C02 5RE 4 5RE O03 O1 O 0 1 N N N 580.928 -19.995 282.450 -6.188 2.624 1.998 O03 5RE 5 5RE C05 C5 C 0 1 Y N N 580.701 -21.677 284.153 -6.431 0.745 0.559 C05 5RE 6 5RE C06 C6 C 0 1 Y N N 580.739 -23.023 284.537 -5.939 -0.045 -0.463 C06 5RE 7 5RE C07 C7 C 0 1 Y N N 581.047 -24.018 283.595 -4.726 0.259 -1.051 C07 5RE 8 5RE C08 C8 C 0 1 Y N N 581.315 -23.658 282.265 -4.001 1.355 -0.619 C08 5RE 9 5RE C09 C9 C 0 1 N N N 581.647 -24.672 281.195 -2.679 1.685 -1.262 C09 5RE 10 5RE O11 O2 O 0 1 N N N 580.872 -26.574 282.402 -1.830 0.276 0.430 O11 5RE 11 5RE N12 N1 N 0 1 N N N 582.452 -27.075 280.930 -0.293 1.127 -0.925 N12 5RE 12 5RE C15 C10 C 0 1 N N N 584.219 -27.854 279.331 0.933 -0.983 -0.751 C15 5RE 13 5RE C16 C11 C 0 1 Y N N 584.395 -29.108 280.166 -0.315 -1.770 -0.445 C16 5RE 14 5RE C17 C12 C 0 1 Y N N 584.350 -30.342 279.522 -0.414 -2.475 0.740 C17 5RE 15 5RE C18 C13 C 0 1 Y N N 584.509 -31.524 280.244 -1.558 -3.197 1.022 C18 5RE 16 5RE C19 C14 C 0 1 Y N N 584.715 -31.475 281.613 -2.605 -3.215 0.116 C19 5RE 17 5RE F20 F1 F 0 1 N N N 584.867 -32.625 282.305 -3.724 -3.920 0.390 F20 5RE 18 5RE C21 C15 C 0 1 Y N N 584.765 -30.243 282.264 -2.505 -2.508 -1.070 C21 5RE 19 5RE C22 C16 C 0 1 Y N N 584.611 -29.059 281.539 -1.362 -1.783 -1.347 C22 5RE 20 5RE C23 C17 C 0 1 N N N 582.690 -26.006 278.748 2.076 1.190 -0.404 C23 5RE 21 5RE O24 O3 O 0 1 N N N 581.587 -26.378 278.418 2.096 2.199 -1.076 O24 5RE 22 5RE N25 N2 N 0 1 N N N 583.329 -24.978 278.150 3.211 0.740 0.169 N25 5RE 23 5RE C27 C18 C 0 1 N N S 582.822 -24.193 277.024 4.467 1.469 -0.022 C27 5RE 24 5RE C28 C19 C 0 1 N N N 582.031 -25.013 276.067 4.565 2.594 1.011 C28 5RE 25 5RE C29 C20 C 0 1 Y N N 581.947 -23.007 277.432 5.628 0.524 0.152 C29 5RE 26 5RE C30 C21 C 0 1 Y N N 580.892 -23.142 278.325 6.725 0.616 -0.684 C30 5RE 27 5RE C31 C22 C 0 1 Y N N 580.116 -22.038 278.660 7.789 -0.251 -0.525 C31 5RE 28 5RE C32 C23 C 0 1 Y N N 580.374 -20.793 278.101 7.757 -1.210 0.471 C32 5RE 29 5RE C33 C24 C 0 1 Y N N 581.420 -20.663 277.205 6.660 -1.301 1.307 C33 5RE 30 5RE C34 C25 C 0 1 Y N N 582.196 -21.767 276.873 5.598 -0.431 1.151 C34 5RE 31 5RE H141 H1 H 0 0 N N N 584.109 -25.975 280.341 0.545 0.400 0.855 H141 5RE 32 5RE H011 H2 H 0 0 N N N 581.485 -22.037 280.861 -3.924 3.006 0.736 H011 5RE 33 5RE H04 H3 H 0 1 N N N 580.706 -19.458 283.202 -6.742 3.356 1.696 H04 5RE 34 5RE H051 H4 H 0 0 N N N 580.466 -20.916 284.882 -7.379 0.506 1.018 H051 5RE 35 5RE H061 H5 H 0 0 N N N 580.531 -23.297 285.561 -6.503 -0.902 -0.802 H061 5RE 36 5RE H071 H6 H 0 0 N N N 581.078 -25.056 283.893 -4.343 -0.360 -1.848 H071 5RE 37 5RE H092 H7 H 0 0 N N N 582.655 -24.431 280.825 -2.513 2.761 -1.222 H092 5RE 38 5RE H091 H8 H 0 0 N N N 580.917 -24.535 280.384 -2.689 1.357 -2.302 H091 5RE 39 5RE H13 H9 H 0 1 N N N 582.387 -28.039 281.186 -0.086 1.688 -1.689 H13 5RE 40 5RE H151 H10 H 0 0 N N N 583.734 -28.156 278.391 1.084 -0.946 -1.830 H151 5RE 41 5RE H152 H11 H 0 0 N N N 585.225 -27.464 279.116 1.790 -1.464 -0.280 H152 5RE 42 5RE H171 H12 H 0 0 N N N 584.191 -30.384 278.455 0.403 -2.461 1.446 H171 5RE 43 5RE H181 H13 H 0 0 N N N 584.472 -32.477 279.737 -1.635 -3.748 1.947 H181 5RE 44 5RE H211 H14 H 0 0 N N N 584.923 -30.204 283.332 -3.322 -2.522 -1.778 H211 5RE 45 5RE H221 H15 H 0 0 N N N 584.660 -28.106 282.044 -1.286 -1.228 -2.271 H221 5RE 46 5RE H26 H16 H 0 1 N N N 584.229 -24.731 278.509 3.195 -0.067 0.707 H26 5RE 47 5RE H271 H17 H 0 0 N N N 583.686 -23.786 276.479 4.491 1.894 -1.025 H271 5RE 48 5RE H281 H18 H 0 0 N N N 582.627 -25.881 275.747 5.500 3.136 0.869 H281 5RE 49 5RE H282 H19 H 0 0 N N N 581.110 -25.361 276.557 3.726 3.277 0.885 H282 5RE 50 5RE H283 H20 H 0 0 N N N 581.771 -24.403 275.189 4.541 2.168 2.014 H283 5RE 51 5RE H301 H21 H 0 0 N N N 580.674 -24.106 278.760 6.750 1.364 -1.462 H301 5RE 52 5RE H311 H22 H 0 0 N N N 579.304 -22.150 279.363 8.646 -0.180 -1.178 H311 5RE 53 5RE H321 H23 H 0 0 N N N 579.767 -19.939 278.362 8.589 -1.887 0.595 H321 5RE 54 5RE H331 H24 H 0 0 N N N 581.634 -19.701 276.762 6.635 -2.050 2.085 H331 5RE 55 5RE H341 H25 H 0 0 N N N 583.006 -21.655 276.167 4.741 -0.502 1.804 H341 5RE 56 # 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 5RE C28 C27 SING N N 1 5RE C34 C33 DOUB Y N 2 5RE C34 C29 SING Y N 3 5RE C27 C29 SING N N 4 5RE C27 N25 SING N N 5 5RE C33 C32 SING Y N 6 5RE C29 C30 DOUB Y N 7 5RE C32 C31 DOUB Y N 8 5RE N25 C23 SING N N 9 5RE C30 C31 SING Y N 10 5RE O24 C23 DOUB N N 11 5RE C23 C14 SING N N 12 5RE C15 C14 SING N N 13 5RE C15 C16 SING N N 14 5RE C17 C16 DOUB Y N 15 5RE C17 C18 SING Y N 16 5RE C14 N12 SING N N 17 5RE C16 C22 SING Y N 18 5RE C18 C19 DOUB Y N 19 5RE N12 C10 SING N N 20 5RE C09 C10 SING N N 21 5RE C09 C08 SING N N 22 5RE C22 C21 DOUB Y N 23 5RE C10 O11 DOUB N N 24 5RE C19 C21 SING Y N 25 5RE C19 F20 SING N N 26 5RE C01 C08 DOUB Y N 27 5RE C01 C02 SING Y N 28 5RE C08 C07 SING Y N 29 5RE O03 C02 SING N N 30 5RE C02 C05 DOUB Y N 31 5RE C07 C06 DOUB Y N 32 5RE C05 C06 SING Y N 33 5RE C14 H141 SING N N 34 5RE C01 H011 SING N N 35 5RE O03 H04 SING N N 36 5RE C05 H051 SING N N 37 5RE C06 H061 SING N N 38 5RE C07 H071 SING N N 39 5RE C09 H092 SING N N 40 5RE C09 H091 SING N N 41 5RE N12 H13 SING N N 42 5RE C15 H151 SING N N 43 5RE C15 H152 SING N N 44 5RE C17 H171 SING N N 45 5RE C18 H181 SING N N 46 5RE C21 H211 SING N N 47 5RE C22 H221 SING N N 48 5RE N25 H26 SING N N 49 5RE C27 H271 SING N N 50 5RE C28 H281 SING N N 51 5RE C28 H282 SING N N 52 5RE C28 H283 SING N N 53 5RE C30 H301 SING N N 54 5RE C31 H311 SING N N 55 5RE C32 H321 SING N N 56 5RE C33 H331 SING N N 57 5RE C34 H341 SING N N 58 # 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 5RE InChI InChI 1.03 "InChI=1S/C25H25FN2O3/c1-17(20-7-3-2-4-8-20)27-25(31)23(15-18-10-12-21(26)13-11-18)28-24(30)16-19-6-5-9-22(29)14-19/h2-14,17,23,29H,15-16H2,1H3,(H,27,31)(H,28,30)/t17-,23-/m0/s1" 5RE InChIKey InChI 1.03 FYIWCUFRBHMEBW-SBUREZEXSA-N 5RE SMILES_CANONICAL CACTVS 3.385 "C[C@H](NC(=O)[C@H](Cc1ccc(F)cc1)NC(=O)Cc2cccc(O)c2)c3ccccc3" 5RE SMILES CACTVS 3.385 "C[CH](NC(=O)[CH](Cc1ccc(F)cc1)NC(=O)Cc2cccc(O)c2)c3ccccc3" 5RE SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "C[C@@H](c1ccccc1)NC(=O)[C@H](Cc2ccc(cc2)F)NC(=O)Cc3cccc(c3)O" 5RE SMILES "OpenEye OEToolkits" 2.0.4 "CC(c1ccccc1)NC(=O)C(Cc2ccc(cc2)F)NC(=O)Cc3cccc(c3)O" # 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 5RE "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "(2~{S})-3-(4-fluorophenyl)-2-[2-(3-hydroxyphenyl)ethanoylamino]-~{N}-[(1~{S})-1-phenylethyl]propanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5RE "Create component" 2015-11-17 RCSB 5RE "Initial release" 2016-04-13 RCSB #