data_TFK
# 
_chem_comp.id                                    TFK 
_chem_comp.name                                  "3-[[(METHYLAMINO)SULFONYL]AMINO]-2-OXO-6-PHENYL-N-[3,3,3-TRIFLUORO-1-(1-METHYLETHYL)-2-OXOPHENYL]-1(2H)-PYRIDINE ACETAMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H23 F3 N4 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        488.481 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TFK 
_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        1EAS 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
TFK C1   C1   C 0 1 N N N -8.340  22.423 36.722 -0.072 -0.637 -5.520 C1   TFK 1  
TFK C2   C2   C 0 1 N N N -8.888  23.527 37.653 -0.916 0.309  -4.706 C2   TFK 2  
TFK C3   C3   C 0 1 N N S -10.423 23.446 37.842 -1.336 -0.067 -3.309 C3   TFK 3  
TFK C4   C4   C 0 1 N N N -11.198 24.691 38.312 -2.862 -0.007 -3.202 C4   TFK 4  
TFK C5   C5   C 0 1 N N N -12.681 24.617 38.035 -3.332 1.431  -3.425 C5   TFK 5  
TFK C6   C6   C 0 1 N N N -10.928 25.060 39.759 -3.484 -0.917 -4.263 C6   TFK 6  
TFK C7   C7   C 0 1 N N N -11.362 21.211 38.331 -0.445 0.455  -1.102 C7   TFK 7  
TFK C8   C8   C 0 1 N N N -11.388 20.085 39.369 0.165  1.417  -0.117 C8   TFK 8  
TFK C9   C9   C 0 1 Y N N -13.807 19.532 39.349 -0.578 0.729  2.092  C9   TFK 9  
TFK C10  C10  C 0 1 Y N N -14.828 18.495 39.356 -0.371 0.077  3.327  C10  TFK 10 
TFK C11  C11  C 0 1 Y N N -14.502 17.219 39.031 0.827  -0.563 3.563  C11  TFK 11 
TFK C12  C12  C 0 1 Y N N -13.167 16.904 38.666 1.815  -0.550 2.574  C12  TFK 12 
TFK C13  C13  C 0 1 Y N N -12.150 17.812 38.668 1.583  0.099  1.384  C13  TFK 13 
TFK C14  C14  C 0 1 Y N N -10.751 17.439 38.298 2.629  0.112  0.341  C14  TFK 14 
TFK C15  C15  C 0 1 Y N N -10.088 18.100 37.253 3.172  1.324  -0.092 C15  TFK 15 
TFK C16  C16  C 0 1 Y N N -8.816  17.710 36.892 4.148  1.329  -1.066 C16  TFK 16 
TFK C17  C17  C 0 1 Y N N -8.239  16.621 37.478 4.590  0.138  -1.614 C17  TFK 17 
TFK C18  C18  C 0 1 Y N N -8.913  15.902 38.454 4.057  -1.065 -1.189 C18  TFK 18 
TFK C19  C19  C 0 1 Y N N -10.149 16.327 38.894 3.084  -1.086 -0.211 C19  TFK 19 
TFK C20  C20  C 0 1 N N N -17.420 17.855 42.808 0.153  1.442  6.794  C20  TFK 20 
TFK N1   N1   N 0 1 N N N -10.695 22.288 38.724 -0.742 0.867  -2.351 N1   TFK 21 
TFK N2   N2   N 0 1 Y N N -12.485 19.131 39.100 0.391  0.732  1.158  N2   TFK 22 
TFK N3   N3   N 0 1 N N N -16.116 18.932 39.766 -1.375 0.076  4.301  N3   TFK 23 
TFK N4   N4   N 0 1 N N N -16.955 17.318 41.523 0.181  0.014  6.468  N4   TFK 24 
TFK O1   O1   O 0 1 N N N -8.529  24.728 37.089 -1.254 1.370  -5.173 O1   TFK 25 
TFK O2   O2   O 0 1 N N N -11.967 21.121 37.279 -0.671 -0.689 -0.772 O2   TFK 26 
TFK O3   O3   O 0 1 N N N -14.095 20.702 39.615 -1.635 1.299  1.874  O3   TFK 27 
TFK O4   O4   O 0 1 N N N -18.484 18.803 40.331 -0.717 -2.014 5.412  O4   TFK 28 
TFK O5   O5   O 0 1 N N N -17.437 16.986 39.087 -2.245 -0.363 6.557  O5   TFK 29 
TFK F1   F1   F 0 1 N N N -8.614  21.212 37.168 0.278  -0.027 -6.729 F1   TFK 30 
TFK F2   F2   F 0 1 N N N -7.023  22.456 36.579 1.086  -0.961 -4.807 F2   TFK 31 
TFK F3   F3   F 0 1 N N N -8.853  22.512 35.499 -0.800 -1.804 -5.781 F3   TFK 32 
TFK S1   S1   S 0 1 N N N -17.384 17.974 40.093 -1.128 -0.695 5.745  S1   TFK 33 
TFK H3   H3   H 0 1 N N N -10.826 23.341 36.808 -0.997 -1.079 -3.088 H3   TFK 34 
TFK H4   H4   H 0 1 N N N -10.792 25.519 37.685 -3.170 -0.340 -2.211 H4   TFK 35 
TFK H51  1H5  H 0 1 N N N -13.242 25.518 38.375 -4.418 1.474  -3.349 H51  TFK 36 
TFK H52  2H5  H 0 1 N N N -12.871 24.418 36.954 -2.888 2.080  -2.670 H52  TFK 37 
TFK H53  3H5  H 0 1 N N N -13.118 23.690 38.474 -3.023 1.764  -4.416 H53  TFK 38 
TFK H61  1H6  H 0 1 N N N -11.489 25.961 40.099 -3.132 -0.617 -5.250 H61  TFK 39 
TFK H62  2H6  H 0 1 N N N -11.127 24.193 40.431 -3.193 -1.950 -4.071 H62  TFK 40 
TFK H63  3H6  H 0 1 N N N -9.834  25.184 39.937 -4.570 -0.832 -4.222 H63  TFK 41 
TFK H81  1H8  H 0 1 N N N -10.402 19.567 39.435 -0.510 2.258  0.036  H81  TFK 42 
TFK H82  2H8  H 0 1 N N N -11.441 20.487 40.407 1.116  1.782  -0.507 H82  TFK 43 
TFK H11  H11  H 0 1 N N N -15.300 16.458 39.062 1.000  -1.070 4.501  H11  TFK 44 
TFK H12  H12  H 0 1 N N N -12.900 15.878 38.358 2.759  -1.047 2.745  H12  TFK 45 
TFK H15  H15  H 0 1 N N N -10.569 18.931 36.711 2.827  2.254  0.333  H15  TFK 46 
TFK H16  H16  H 0 1 N N N -8.255  18.274 36.127 4.568  2.265  -1.403 H16  TFK 47 
TFK H17  H17  H 0 1 N N N -7.225  16.321 37.162 5.354  0.148  -2.377 H17  TFK 48 
TFK H18  H18  H 0 1 N N N -8.464  14.989 38.881 4.406  -1.992 -1.621 H18  TFK 49 
TFK H19  H19  H 0 1 N N N -10.650 15.784 39.712 2.669  -2.026 0.119  H19  TFK 50 
TFK H201 1H20 H 0 0 N N N -17.126 17.406 43.785 1.096  1.726  7.261  H201 TFK 51 
TFK H202 2H20 H 0 0 N N N -17.149 18.936 42.838 0.011  2.020  5.881  H202 TFK 52 
TFK H203 3H20 H 0 0 N N N -18.533 17.891 42.774 -0.667 1.642  7.482  H203 TFK 53 
TFK HN1  HN1  H 0 1 N N N -10.393 22.226 39.696 -0.562 1.783  -2.615 HN1  TFK 54 
TFK HN3  HN3  H 0 1 N N N -16.432 19.599 39.062 -2.216 0.528  4.131  HN3  TFK 55 
TFK HN4  HN4  H 0 1 N N N -17.202 16.328 41.494 0.967  -0.515 6.676  HN4  TFK 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 
TFK C1  C2   SING N N 1  
TFK C1  F1   SING N N 2  
TFK C1  F2   SING N N 3  
TFK C1  F3   SING N N 4  
TFK C2  C3   SING N N 5  
TFK C2  O1   DOUB N N 6  
TFK C3  C4   SING N N 7  
TFK C3  N1   SING N N 8  
TFK C3  H3   SING N N 9  
TFK C4  C5   SING N N 10 
TFK C4  C6   SING N N 11 
TFK C4  H4   SING N N 12 
TFK C5  H51  SING N N 13 
TFK C5  H52  SING N N 14 
TFK C5  H53  SING N N 15 
TFK C6  H61  SING N N 16 
TFK C6  H62  SING N N 17 
TFK C6  H63  SING N N 18 
TFK C7  C8   SING N N 19 
TFK C7  N1   SING N N 20 
TFK C7  O2   DOUB N N 21 
TFK C8  N2   SING N N 22 
TFK C8  H81  SING N N 23 
TFK C8  H82  SING N N 24 
TFK C9  C10  SING Y N 25 
TFK C9  N2   SING Y N 26 
TFK C9  O3   DOUB N N 27 
TFK C10 C11  DOUB Y N 28 
TFK C10 N3   SING N N 29 
TFK C11 C12  SING Y N 30 
TFK C11 H11  SING N N 31 
TFK C12 C13  DOUB Y N 32 
TFK C12 H12  SING N N 33 
TFK C13 C14  SING N N 34 
TFK C13 N2   SING Y N 35 
TFK C14 C15  DOUB Y N 36 
TFK C14 C19  SING Y N 37 
TFK C15 C16  SING Y N 38 
TFK C15 H15  SING N N 39 
TFK C16 C17  DOUB Y N 40 
TFK C16 H16  SING N N 41 
TFK C17 C18  SING Y N 42 
TFK C17 H17  SING N N 43 
TFK C18 C19  DOUB Y N 44 
TFK C18 H18  SING N N 45 
TFK C19 H19  SING N N 46 
TFK C20 N4   SING N N 47 
TFK C20 H201 SING N N 48 
TFK C20 H202 SING N N 49 
TFK C20 H203 SING N N 50 
TFK N1  HN1  SING N N 51 
TFK N3  S1   SING N N 52 
TFK N3  HN3  SING N N 53 
TFK N4  S1   SING N N 54 
TFK N4  HN4  SING N N 55 
TFK O4  S1   DOUB N N 56 
TFK O5  S1   DOUB N N 57 
# 
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 
TFK SMILES           ACDLabs              10.04 O=C(NC(C(=O)C(F)(F)F)C(C)C)CN1C(=CC=C(C1=O)NS(=O)(=O)NC)c2ccccc2                                                                                                                 
TFK InChI            InChI                1.02b InChI=1/C20H23F3N4O5S/c1-12(2)17(18(29)20(21,22)23)25-16(28)11-27-15(13-7-5-4-6-8-13)10-9-14(19(27)30)26-33(31,32)24-3/h4-10,12,17,24,26H,11H2,1-3H3,(H,25,28)/t17-/m0/s1/f/h25H 
TFK InChIKey         InChI                1.02b MYFMPKCOIMRDDD-BDWLMLNDDO                                                                                                                                                        
TFK SMILES_CANONICAL CACTVS               3.341 CN[S](=O)(=O)NC1=CC=C(N(CC(=O)N[C@@H](C(C)C)C(=O)C(F)(F)F)C1=O)c2ccccc2                                                                                                          
TFK SMILES           CACTVS               3.341 CN[S](=O)(=O)NC1=CC=C(N(CC(=O)N[CH](C(C)C)C(=O)C(F)(F)F)C1=O)c2ccccc2                                                                                                            
TFK SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)[C@@H](C(=O)C(F)(F)F)NC(=O)CN1C(=CC=C(C1=O)NS(=O)(=O)NC)c2ccccc2                                                                                                            
TFK SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)C(C(=O)C(F)(F)F)NC(=O)CN1C(=CC=C(C1=O)NS(=O)(=O)NC)c2ccccc2                                                                                                                 
# 
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 
TFK "SYSTEMATIC NAME" ACDLabs              10.04 2-{3-[(methylsulfamoyl)amino]-2-oxo-6-phenylpyridin-1(2H)-yl}-N-[(1S)-3,3,3-trifluoro-1-(1-methylethyl)-2-oxopropyl]acetamide 
TFK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-[3-(methylsulfamoylamino)-2-oxo-6-phenyl-pyridin-1-yl]-N-[(3S)-1,1,1-trifluoro-4-methyl-2-oxo-pentan-3-yl]ethanamide        
# 
