data_3EA # _chem_comp.id 3EA _chem_comp.name "2-{5-[3-(7-PROPYL-3-TRIFLUOROMETHYLBENZO[D]ISOXAZOL-6-YLOXY)PROPOXY]INDOL-1-YL}ETHANOIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H23 F3 N2 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-08-29 _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 476.445 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3EA _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 2ATH _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 3EA C13 C13 C 0 1 N N N 44.981 8.149 9.213 4.861 5.026 1.413 C13 3EA 1 3EA C12 C12 C 0 1 N N N 45.035 9.552 8.607 4.564 3.526 1.378 C12 3EA 2 3EA C11 C11 C 0 1 N N N 45.278 9.480 7.097 4.507 3.051 -0.076 C11 3EA 3 3EA C10 C10 C 0 1 Y N N 45.058 10.845 6.441 4.215 1.573 -0.111 C10 3EA 4 3EA C5 C5 C 0 1 Y N N 43.761 11.264 6.161 5.257 0.657 -0.103 C5 3EA 5 3EA O4 O4 O 0 1 Y N N 42.560 10.661 6.403 6.599 0.780 -0.060 O4 3EA 6 3EA N3 N3 N 0 1 Y N N 41.541 11.508 5.921 7.187 -0.505 -0.058 N3 3EA 7 3EA C2 C2 C 0 1 Y N N 42.124 12.592 5.415 6.259 -1.412 -0.104 C2 3EA 8 3EA C1 C1 C 0 1 N N N 41.344 13.782 4.843 6.471 -2.904 -0.119 C1 3EA 9 3EA F34 F34 F 0 1 N N N 41.519 14.828 5.645 7.832 -3.184 0.039 F34 3EA 10 3EA F33 F33 F 0 1 N N N 41.727 14.069 3.601 5.750 -3.487 0.929 F33 3EA 11 3EA F32 F32 F 0 1 N N N 40.042 13.518 4.802 6.026 -3.426 -1.338 F32 3EA 12 3EA C6 C6 C 0 1 Y N N 43.505 12.485 5.544 4.969 -0.719 -0.129 C6 3EA 13 3EA C7 C7 C 0 1 Y N N 44.566 13.318 5.208 3.641 -1.153 -0.177 C7 3EA 14 3EA C8 C8 C 0 1 Y N N 45.868 12.911 5.487 2.627 -0.239 -0.190 C8 3EA 15 3EA C9 C9 C 0 1 Y N N 46.115 11.681 6.095 2.906 1.125 -0.157 C9 3EA 16 3EA O14 O14 O 0 1 N N N 47.378 11.197 6.266 1.886 2.022 -0.171 O14 3EA 17 3EA C15 C15 C 0 1 N N N 48.393 12.169 6.563 0.673 1.268 -0.220 C15 3EA 18 3EA C16 C16 C 0 1 N N N 49.168 11.652 7.774 -0.521 2.224 -0.238 C16 3EA 19 3EA C17 C17 C 0 1 N N N 48.110 11.275 8.811 -1.820 1.417 -0.290 C17 3EA 20 3EA O18 O18 O 0 1 N N N 48.726 11.211 10.102 -2.935 2.309 -0.307 O18 3EA 21 3EA C19 C19 C 0 1 Y N N 47.751 11.140 11.047 -4.055 1.539 -0.354 C19 3EA 22 3EA C20 C20 C 0 1 Y N N 47.151 12.314 11.483 -5.300 2.135 -0.374 C20 3EA 23 3EA C24 C24 C 0 1 Y N N 47.364 9.905 11.566 -3.941 0.151 -0.375 C24 3EA 24 3EA C23 C23 C 0 1 Y N N 46.363 9.846 12.535 -5.064 -0.644 -0.422 C23 3EA 25 3EA C22 C22 C 0 1 Y N N 45.762 11.027 12.978 -6.327 -0.063 -0.448 C22 3EA 26 3EA C21 C21 C 0 1 Y N N 46.151 12.261 12.455 -6.446 1.339 -0.426 C21 3EA 27 3EA C25 C25 C 0 1 Y N N 45.468 13.210 13.093 -7.882 1.625 -0.463 C25 3EA 28 3EA C26 C26 C 0 1 Y N N 44.674 12.630 13.994 -8.517 0.443 -0.503 C26 3EA 29 3EA N27 N27 N 0 1 Y N N 44.857 11.310 13.916 -7.606 -0.577 -0.495 N27 3EA 30 3EA C28 C28 C 0 1 N N N 44.128 10.317 14.726 -7.938 -2.004 -0.529 C28 3EA 31 3EA C29 C29 C 0 1 N N N 45.077 9.809 15.814 -7.974 -2.546 0.876 C29 3EA 32 3EA O31 O31 O 0 1 N N N 46.083 9.181 15.409 -8.260 -3.840 1.090 O31 3EA 33 3EA O30 O30 O 0 1 N N N 44.781 10.075 17.001 -7.745 -1.816 1.811 O30 3EA 34 3EA H131 1H13 H 0 0 N N N 44.070 8.048 9.822 5.819 5.218 0.930 H131 3EA 35 3EA H132 2H13 H 0 0 N N N 45.866 7.989 9.847 4.074 5.565 0.886 H132 3EA 36 3EA H133 3H13 H 0 0 N N N 44.968 7.401 8.407 4.901 5.364 2.449 H133 3EA 37 3EA H121 1H12 H 0 0 N N N 45.862 10.108 9.073 5.351 2.987 1.905 H121 3EA 38 3EA H122 2H12 H 0 0 N N N 44.078 10.061 8.793 3.606 3.333 1.860 H122 3EA 39 3EA H111 1H11 H 0 0 N N N 44.568 8.762 6.661 3.720 3.590 -0.603 H111 3EA 40 3EA H112 2H11 H 0 0 N N N 46.315 9.159 6.916 5.465 3.244 -0.559 H112 3EA 41 3EA H7 H7 H 0 1 N N N 44.382 14.271 4.735 3.418 -2.209 -0.202 H7 3EA 42 3EA H8 H8 H 0 1 N N N 46.696 13.555 5.230 1.602 -0.576 -0.227 H8 3EA 43 3EA H151 1H15 H 0 0 N N N 47.944 13.150 6.776 0.662 0.656 -1.122 H151 3EA 44 3EA H152 2H15 H 0 0 N N N 49.067 12.291 5.703 0.610 0.624 0.657 H152 3EA 45 3EA H161 1H16 H 0 0 N N N 49.864 12.410 8.163 -0.510 2.836 0.664 H161 3EA 46 3EA H162 2H16 H 0 0 N N N 49.777 10.777 7.503 -0.458 2.868 -1.115 H162 3EA 47 3EA H171 1H17 H 0 0 N N N 47.674 10.297 8.558 -1.831 0.804 -1.192 H171 3EA 48 3EA H172 2H17 H 0 0 N N N 47.313 12.033 8.819 -1.883 0.773 0.587 H172 3EA 49 3EA H20 H20 H 0 1 N N N 47.457 13.264 11.071 -5.387 3.211 -0.351 H20 3EA 50 3EA H24 H24 H 0 1 N N N 47.837 8.998 11.219 -2.962 -0.306 -0.355 H24 3EA 51 3EA H23 H23 H 0 1 N N N 46.054 8.894 12.940 -4.964 -1.719 -0.438 H23 3EA 52 3EA H25 H25 H 0 1 N N N 45.544 14.272 12.911 -8.342 2.602 -0.459 H25 3EA 53 3EA H26 H26 H 0 1 N N N 44.001 13.139 14.668 -9.589 0.316 -0.537 H26 3EA 54 3EA H281 1H28 H 0 0 N N N 43.789 9.483 14.094 -8.915 -2.138 -0.995 H281 3EA 55 3EA H282 2H28 H 0 0 N N N 43.244 10.783 15.186 -7.184 -2.539 -1.106 H282 3EA 56 3EA H31 H31 H 0 1 N N N 46.615 8.922 16.152 -8.282 -4.188 1.992 H31 3EA 57 # 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 3EA C13 C12 SING N N 1 3EA C13 H131 SING N N 2 3EA C13 H132 SING N N 3 3EA C13 H133 SING N N 4 3EA C12 C11 SING N N 5 3EA C12 H121 SING N N 6 3EA C12 H122 SING N N 7 3EA C11 C10 SING N N 8 3EA C11 H111 SING N N 9 3EA C11 H112 SING N N 10 3EA C10 C5 DOUB Y N 11 3EA C10 C9 SING Y N 12 3EA C5 O4 SING Y N 13 3EA C5 C6 SING Y N 14 3EA O4 N3 SING Y N 15 3EA N3 C2 DOUB Y N 16 3EA C2 C1 SING N N 17 3EA C2 C6 SING Y N 18 3EA C1 F34 SING N N 19 3EA C1 F33 SING N N 20 3EA C1 F32 SING N N 21 3EA C6 C7 DOUB Y N 22 3EA C7 C8 SING Y N 23 3EA C7 H7 SING N N 24 3EA C8 C9 DOUB Y N 25 3EA C8 H8 SING N N 26 3EA C9 O14 SING N N 27 3EA O14 C15 SING N N 28 3EA C15 C16 SING N N 29 3EA C15 H151 SING N N 30 3EA C15 H152 SING N N 31 3EA C16 C17 SING N N 32 3EA C16 H161 SING N N 33 3EA C16 H162 SING N N 34 3EA C17 O18 SING N N 35 3EA C17 H171 SING N N 36 3EA C17 H172 SING N N 37 3EA O18 C19 SING N N 38 3EA C19 C20 DOUB Y N 39 3EA C19 C24 SING Y N 40 3EA C20 C21 SING Y N 41 3EA C20 H20 SING N N 42 3EA C24 C23 DOUB Y N 43 3EA C24 H24 SING N N 44 3EA C23 C22 SING Y N 45 3EA C23 H23 SING N N 46 3EA C22 C21 DOUB Y N 47 3EA C22 N27 SING Y N 48 3EA C21 C25 SING Y N 49 3EA C25 C26 DOUB Y N 50 3EA C25 H25 SING N N 51 3EA C26 N27 SING Y N 52 3EA C26 H26 SING N N 53 3EA N27 C28 SING N N 54 3EA C28 C29 SING N N 55 3EA C28 H281 SING N N 56 3EA C28 H282 SING N N 57 3EA C29 O31 SING N N 58 3EA C29 O30 DOUB N N 59 3EA O31 H31 SING N N 60 # 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 3EA SMILES ACDLabs 10.04 "O=C(O)Cn4ccc3cc(OCCCOc2ccc1c(onc1C(F)(F)F)c2CCC)ccc34" 3EA SMILES_CANONICAL CACTVS 3.341 "CCCc1c(OCCCOc2ccc3n(CC(O)=O)ccc3c2)ccc4c1onc4C(F)(F)F" 3EA SMILES CACTVS 3.341 "CCCc1c(OCCCOc2ccc3n(CC(O)=O)ccc3c2)ccc4c1onc4C(F)(F)F" 3EA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCc1c(ccc2c1onc2C(F)(F)F)OCCCOc3ccc4c(c3)ccn4CC(=O)O" 3EA SMILES "OpenEye OEToolkits" 1.5.0 "CCCc1c(ccc2c1onc2C(F)(F)F)OCCCOc3ccc4c(c3)ccn4CC(=O)O" 3EA InChI InChI 1.03 "InChI=1S/C24H23F3N2O5/c1-2-4-17-20(8-6-18-22(17)34-28-23(18)24(25,26)27)33-12-3-11-32-16-5-7-19-15(13-16)9-10-29(19)14-21(30)31/h5-10,13H,2-4,11-12,14H2,1H3,(H,30,31)" 3EA InChIKey InChI 1.03 TWVYNPULGKGJOS-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 3EA "SYSTEMATIC NAME" ACDLabs 10.04 "[5-(3-{[7-propyl-3-(trifluoromethyl)-1,2-benzisoxazol-6-yl]oxy}propoxy)-1H-indol-1-yl]acetic acid" 3EA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[5-[3-[[7-propyl-3-(trifluoromethyl)-1,2-benzoxazol-6-yl]oxy]propoxy]indol-1-yl]ethanoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3EA "Create component" 2005-08-29 RCSB 3EA "Modify descriptor" 2011-06-04 RCSB #