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                    2008-10-14 
_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 InChI            InChI                1.02b InChI=1/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/f/h20H2 
221 InChIKey         InChI                1.02b ZTUMRSFHUOBXAC-KBTRWHMNDA                                                                                                            
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                                                                                        
# 
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        
# 
