data_5FB # _chem_comp.id 5FB _chem_comp.name "4-(4-{[(5R)-2,4-dioxo-1,3-thiazolidin-5-yl]methyl}-2-methoxyphenoxy)-3-(trifluoromethyl)benzonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H13 F3 N2 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-10-12 _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 422.378 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5FB _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 3K6P _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 5FB C15 C15 C 0 1 Y N N 36.115 -2.338 35.366 -0.408 0.563 -1.087 C15 5FB 1 5FB C20 C20 C 0 1 Y N N 34.813 1.167 37.834 3.529 -2.025 -1.066 C20 5FB 2 5FB C21 C21 C 0 1 Y N N 35.559 2.375 37.554 4.838 -1.555 -0.932 C21 5FB 3 5FB C22 C22 C 0 1 N N N 34.900 3.739 37.733 5.942 -2.399 -1.279 C22 5FB 4 5FB C24 C24 C 0 1 Y N N 36.919 2.329 37.109 5.067 -0.260 -0.459 C24 5FB 5 5FB C26 C26 C 0 1 N N N 38.985 0.930 36.412 4.248 1.944 0.384 C26 5FB 6 5FB C01 C01 C 0 1 N N N 37.522 -4.728 39.460 0.188 -1.433 3.217 C01 5FB 7 5FB O02 O02 O 0 1 N N N 37.054 -3.524 38.870 0.732 -0.636 2.162 O02 5FB 8 5FB C03 C03 C 0 1 Y N N 36.474 -3.538 37.583 -0.061 -0.421 1.079 C03 5FB 9 5FB C04 C04 C 0 1 Y N N 35.646 -4.655 37.126 -1.335 -0.964 1.032 C04 5FB 10 5FB C05 C05 C 0 1 Y N N 35.079 -4.567 35.789 -2.136 -0.752 -0.074 C05 5FB 11 5FB C06 C06 C 0 1 N N N 34.301 -5.743 35.190 -3.522 -1.343 -0.123 C06 5FB 12 5FB C07 C07 C 0 1 N N R 35.012 -7.105 35.006 -4.521 -0.350 0.473 C07 5FB 13 5FB S08 S08 S 0 1 N N N 36.198 -7.696 35.939 -4.654 1.139 -0.574 S08 5FB 14 5FB C09 C09 C 0 1 N N N 35.895 -9.317 35.780 -6.375 0.900 -0.925 C09 5FB 15 5FB O10 O10 O 0 1 N N N 36.416 -10.222 36.357 -7.072 1.616 -1.617 O10 5FB 16 5FB N11 N11 N 0 1 N N N 34.725 -9.490 35.021 -6.768 -0.208 -0.292 N11 5FB 17 5FB C12 C12 C 0 1 N N N 34.332 -8.183 34.331 -5.924 -0.917 0.438 C12 5FB 18 5FB O13 O13 O 0 1 N N N 33.348 -8.028 33.683 -6.244 -1.927 1.026 O13 5FB 19 5FB C14 C14 C 0 1 Y N N 35.303 -3.438 34.907 -1.676 0.014 -1.129 C14 5FB 20 5FB C16 C16 C 0 1 Y N N 36.685 -2.398 36.691 0.405 0.346 0.015 C16 5FB 21 5FB O17 O17 O 0 1 N N N 37.521 -1.350 37.104 1.655 0.880 0.056 O17 5FB 22 5FB C18 C18 C 0 1 Y N N 36.799 -0.147 37.216 2.701 0.079 -0.267 C18 5FB 23 5FB C19 C19 C 0 1 Y N N 35.432 -0.111 37.662 2.469 -1.208 -0.738 C19 5FB 24 5FB N23 N23 N 0 1 N N N 34.438 4.755 37.881 6.818 -3.068 -1.554 N23 5FB 25 5FB C25 C25 C 0 1 Y N N 37.542 1.065 36.943 4.003 0.548 -0.127 C25 5FB 26 5FB F27 F27 F 0 1 N N N 38.952 0.288 35.215 3.707 2.073 1.667 F27 5FB 27 5FB F28 F28 F 0 1 N N N 39.754 0.151 37.225 5.625 2.188 0.432 F28 5FB 28 5FB F29 F29 F 0 1 N N N 39.515 2.184 36.275 3.641 2.868 -0.474 F29 5FB 29 5FB H15 H15 H 0 1 N N N 36.294 -1.484 34.729 -0.049 1.157 -1.914 H15 5FB 30 5FB H20 H20 H 0 1 N N N 33.789 1.230 38.173 3.348 -3.025 -1.431 H20 5FB 31 5FB H24 H24 H 0 1 N N N 37.461 3.240 36.903 6.077 0.106 -0.354 H24 5FB 32 5FB H01 H01 H 0 1 N N N 37.937 -4.512 40.456 -0.713 -0.956 3.603 H01 5FB 33 5FB H01A H01A H 0 0 N N N 36.687 -5.438 39.557 -0.060 -2.422 2.833 H01A 5FB 34 5FB H01B H01B H 0 0 N N N 38.305 -5.167 38.824 0.922 -1.526 4.017 H01B 5FB 35 5FB H04 H04 H 0 1 N N N 35.463 -5.512 37.757 -1.699 -1.559 1.856 H04 5FB 36 5FB H06 H06 H 0 1 N N N 33.451 -5.926 35.863 -3.791 -1.552 -1.159 H06 5FB 37 5FB H06A H06A H 0 0 N N N 33.981 -5.423 34.187 -3.542 -2.269 0.451 H06A 5FB 38 5FB H07 H07 H 0 1 N N N 35.588 -6.435 34.351 -4.236 -0.082 1.490 H07 5FB 39 5FB HN11 HN11 H 0 0 N N N 34.219 -10.349 34.943 -7.690 -0.499 -0.370 HN11 5FB 40 5FB H14 H14 H 0 1 N N N 34.867 -3.421 33.919 -2.308 0.184 -1.988 H14 5FB 41 5FB H19 H19 H 0 1 N N N 34.889 -1.023 37.861 1.457 -1.569 -0.845 H19 5FB 42 # 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 5FB C14 C15 DOUB Y N 1 5FB C15 C16 SING Y N 2 5FB C15 H15 SING N N 3 5FB C21 C20 DOUB Y N 4 5FB C19 C20 SING Y N 5 5FB C20 H20 SING N N 6 5FB C24 C21 SING Y N 7 5FB C21 C22 SING N N 8 5FB C22 N23 TRIP N N 9 5FB C25 C24 DOUB Y N 10 5FB C24 H24 SING N N 11 5FB F27 C26 SING N N 12 5FB F29 C26 SING N N 13 5FB C26 C25 SING N N 14 5FB C26 F28 SING N N 15 5FB O02 C01 SING N N 16 5FB C01 H01 SING N N 17 5FB C01 H01A SING N N 18 5FB C01 H01B SING N N 19 5FB C03 O02 SING N N 20 5FB C16 C03 DOUB Y N 21 5FB C04 C03 SING Y N 22 5FB C05 C04 DOUB Y N 23 5FB C04 H04 SING N N 24 5FB C14 C05 SING Y N 25 5FB C06 C05 SING N N 26 5FB C07 C06 SING N N 27 5FB C06 H06 SING N N 28 5FB C06 H06A SING N N 29 5FB C12 C07 SING N N 30 5FB C07 S08 SING N N 31 5FB C07 H07 SING N N 32 5FB C09 S08 SING N N 33 5FB N11 C09 SING N N 34 5FB C09 O10 DOUB N N 35 5FB C12 N11 SING N N 36 5FB N11 HN11 SING N N 37 5FB O13 C12 DOUB N N 38 5FB C14 H14 SING N N 39 5FB C16 O17 SING N N 40 5FB O17 C18 SING N N 41 5FB C25 C18 SING Y N 42 5FB C18 C19 DOUB Y N 43 5FB C19 H19 SING N N 44 # 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 5FB SMILES ACDLabs 11.02 "FC(F)(F)c3cc(C#N)ccc3Oc1c(OC)cc(cc1)CC2SC(=O)NC2=O" 5FB SMILES_CANONICAL CACTVS 3.352 "COc1cc(C[C@H]2SC(=O)NC2=O)ccc1Oc3ccc(cc3C(F)(F)F)C#N" 5FB SMILES CACTVS 3.352 "COc1cc(C[CH]2SC(=O)NC2=O)ccc1Oc3ccc(cc3C(F)(F)F)C#N" 5FB SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "COc1cc(ccc1Oc2ccc(cc2C(F)(F)F)C#N)C[C@@H]3C(=O)NC(=O)S3" 5FB SMILES "OpenEye OEToolkits" 1.7.0 "COc1cc(ccc1Oc2ccc(cc2C(F)(F)F)C#N)CC3C(=O)NC(=O)S3" 5FB InChI InChI 1.03 "InChI=1S/C19H13F3N2O4S/c1-27-15-7-10(8-16-17(25)24-18(26)29-16)2-5-14(15)28-13-4-3-11(9-23)6-12(13)19(20,21)22/h2-7,16H,8H2,1H3,(H,24,25,26)/t16-/m1/s1" 5FB InChIKey InChI 1.03 IOTPZQVXYNGZSS-MRXNPFEDSA-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 5FB "SYSTEMATIC NAME" ACDLabs 11.02 "4-(4-{[(5R)-2,4-dioxo-1,3-thiazolidin-5-yl]methyl}-2-methoxyphenoxy)-3-(trifluoromethyl)benzonitrile" 5FB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "4-[4-[[(5R)-2,4-dioxo-1,3-thiazolidin-5-yl]methyl]-2-methoxy-phenoxy]-3-(trifluoromethyl)benzenecarbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5FB "Create component" 2009-10-12 RCSB 5FB "Modify aromatic_flag" 2011-06-04 RCSB 5FB "Modify descriptor" 2011-06-04 RCSB #