data_221 # _chem_comp.id 221 _chem_comp.name "(2R,3R)-3-{[3,5-BIS(TRIFLUOROMETHYL)PHENYL]AMINO}-2-CYANO-3-THIOXOPROPANAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H9 F6 N3 O S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-10-16 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 357.275 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 221 _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 2IJN _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 221 C1 C1 C 0 1 Y N N 8.507 42.200 52.291 0.096 1.071 -4.958 C1 221 1 221 C2 C2 C 0 1 Y N N 9.723 42.033 51.502 -0.864 1.781 -4.238 C2 221 2 221 C3 C3 C 0 1 Y N N 9.712 42.502 50.126 -0.677 2.024 -2.877 C3 221 3 221 C4 C4 C 0 1 Y N N 8.547 43.109 49.559 0.474 1.561 -2.212 C4 221 4 221 C5 C5 C 0 1 Y N N 7.371 43.261 50.343 1.431 0.846 -2.957 C5 221 5 221 C6 C6 C 0 1 Y N N 7.316 42.818 51.715 1.244 0.603 -4.317 C6 221 6 221 C7 C7 C 0 1 N N N 11.027 41.376 52.062 -2.092 2.280 -4.922 C7 221 7 221 C8 C8 C 0 1 N N N 6.028 42.975 52.566 2.270 -0.158 -5.087 C8 221 8 221 N9 N9 N 0 1 N N N 8.597 43.546 48.197 0.659 1.801 -0.860 N9 221 9 221 C10 C10 C 0 1 N N N 8.695 42.849 46.912 1.851 1.468 -0.094 C10 221 10 221 C11 C11 C 0 1 N N N 9.274 43.496 45.796 2.933 2.563 -0.258 C11 221 11 221 C12 C12 C 0 1 N N N 9.784 44.838 45.870 4.222 2.190 0.472 C12 221 12 221 N13 N13 N 0 1 N N N 10.340 45.335 44.724 5.084 1.441 -0.301 N13 221 13 221 S14 S14 S 0 1 N N N 8.096 41.197 46.783 1.352 1.219 1.659 S14 221 14 221 O15 O15 O 0 1 N N N 9.740 45.592 47.033 4.470 2.520 1.630 O15 221 15 221 C16 C16 C 0 1 N N N 9.361 42.807 44.553 2.465 3.905 0.147 C16 221 16 221 N17 N17 N 0 1 N N N 9.432 42.258 43.545 2.097 4.960 0.460 N17 221 17 221 F18 F18 F 0 1 N N N 11.893 42.405 52.396 -2.142 1.968 -6.251 F18 221 18 221 F19 F19 F 0 1 N N N 11.632 40.581 51.099 -3.251 1.784 -4.396 F19 221 19 221 F20 F20 F 0 1 N N N 10.834 40.601 53.174 -2.213 3.638 -4.860 F20 221 20 221 F21 F21 F 0 1 N N N 5.397 41.757 52.605 1.954 -0.322 -6.406 F21 221 21 221 F22 F22 F 0 1 N N N 5.154 43.879 52.003 3.502 0.431 -5.087 F22 221 22 221 F23 F23 F 0 1 N N N 6.305 43.417 53.851 2.465 -1.417 -4.599 F23 221 23 221 H1 H1 H 0 1 N N N 8.488 41.861 53.316 -0.050 0.880 -6.019 H1 221 24 221 H3 H3 H 0 1 N N N 10.599 42.390 49.521 -1.426 2.579 -2.318 H3 221 25 221 H5 H5 H 0 1 N N N 6.498 43.719 49.901 2.327 0.482 -2.459 H5 221 26 221 HN9 HN9 H 0 1 N N N 8.556 44.541 48.102 -0.065 2.320 -0.374 HN9 221 27 221 H11 H11 H 0 1 N N N 9.066 43.754 46.845 3.197 2.636 -1.322 H11 221 28 221 H131 1H13 H 0 0 N N N 10.280 44.629 44.018 5.968 1.145 0.101 H131 221 29 221 H132 2H13 H 0 0 N N N 10.737 46.246 44.611 4.867 1.174 -1.256 H132 221 30 221 HS HS H 0 1 N N N 7.948 40.886 45.530 2.541 0.784 2.101 HS 221 31 221 H10 H10 H 0 1 N N N 8.507 43.155 45.872 2.239 0.492 -0.404 H10 221 32 # 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 221 C1 C2 DOUB Y N 1 221 C1 C6 SING Y N 2 221 C1 H1 SING N N 3 221 C2 C3 SING Y N 4 221 C2 C7 SING N N 5 221 C3 C4 DOUB Y N 6 221 C3 H3 SING N N 7 221 C4 N9 SING N N 8 221 C4 C5 SING Y N 9 221 C5 C6 DOUB Y N 10 221 C5 H5 SING N N 11 221 C6 C8 SING N N 12 221 C7 F19 SING N N 13 221 C7 F18 SING N N 14 221 C7 F20 SING N N 15 221 C8 F22 SING N N 16 221 C8 F21 SING N N 17 221 C8 F23 SING N N 18 221 N9 C10 SING N N 19 221 N9 HN9 SING N N 20 221 C10 C11 SING N N 21 221 C10 S14 SING N N 22 221 C10 H10 SING N N 23 221 C11 C16 SING N N 24 221 C11 C12 SING N N 25 221 C11 H11 SING N N 26 221 C12 N13 SING N N 27 221 C12 O15 DOUB N N 28 221 N13 H131 SING N N 29 221 N13 H132 SING N N 30 221 S14 HS SING N N 31 221 C16 N17 TRIP N N 32 # 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 221 SMILES ACDLabs 10.04 "N#CC(C(=O)N)C(S)Nc1cc(cc(c1)C(F)(F)F)C(F)(F)F" 221 SMILES_CANONICAL CACTVS 3.341 "NC(=O)[C@@H](C#N)[C@@H](S)Nc1cc(cc(c1)C(F)(F)F)C(F)(F)F" 221 SMILES CACTVS 3.341 "NC(=O)[CH](C#N)[CH](S)Nc1cc(cc(c1)C(F)(F)F)C(F)(F)F" 221 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1c(cc(cc1C(F)(F)F)NC(C(C#N)C(=O)N)S)C(F)(F)F" 221 SMILES "OpenEye OEToolkits" 1.5.0 "c1c(cc(cc1C(F)(F)F)NC(C(C#N)C(=O)N)S)C(F)(F)F" 221 InChI InChI 1.03 "InChI=1S/C12H9F6N3OS/c13-11(14,15)5-1-6(12(16,17)18)3-7(2-5)21-10(23)8(4-19)9(20)22/h1-3,8,10,21,23H,(H2,20,22)/t8?,10-/m1/s1" 221 InChIKey InChI 1.03 ZTUMRSFHUOBXAC-LHIURRSHSA-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 221 "SYSTEMATIC NAME" ACDLabs 10.04 "(2R,3R)-3-{[3,5-bis(trifluoromethyl)phenyl]amino}-2-cyano-3-sulfanylpropanamide" 221 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-[[3,5-bis(trifluoromethyl)phenyl]amino]-2-cyano-3-sulfanyl-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 221 "Create component" 2006-10-16 PDBJ 221 "Modify descriptor" 2011-06-04 RCSB #