data_TFI
# 
_chem_comp.id                                    TFI 
_chem_comp.name                                  2-[5-METHANESULFONYLAMINO-2-(4-AMINOPHENYL)-6-OXO-1,6-DIHYDRO-1-PYRIMIDINYL]-N-(3,3,3-TRIFLUORO-1-ISOPROPYL-2-OXOPROPYL)ACETAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H22 F3 N5 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                        489.469 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TFI 
_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        1EAT 
_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 
TFI C1   C1   C 0 1 N N N -8.204  22.401 36.788 -2.633 -0.045 4.907  C1   TFI 1  
TFI C2   C2   C 0 1 N N N -8.789  23.505 37.716 -1.302 0.437  4.389  C2   TFI 2  
TFI C3   C3   C 0 1 N N S -10.304 23.401 37.879 -0.640 -0.273 3.237  C3   TFI 3  
TFI C4   C4   C 0 1 N N N -11.140 24.634 38.290 0.547  -1.086 3.754  C4   TFI 4  
TFI C5   C5   C 0 1 N N N -12.617 24.460 38.011 1.579  -0.142 4.375  C5   TFI 5  
TFI C6   C6   C 0 1 N N N -10.911 25.088 39.717 0.063  -2.079 4.812  C6   TFI 6  
TFI C7   C7   C 0 1 N N N -11.354 21.236 38.401 -0.108 0.391  0.953  C7   TFI 7  
TFI C8   C8   C 0 1 N N N -11.460 20.143 39.462 0.375  1.405  -0.050 C8   TFI 8  
TFI C9   C9   C 0 1 Y N N -13.880 19.617 39.370 -0.772 0.893  -2.141 C9   TFI 9  
TFI C10  C10  C 0 1 Y N N -14.899 18.565 39.261 -0.764 0.313  -3.432 C10  TFI 10 
TFI C11  C11  C 0 1 Y N N -14.486 17.319 38.944 0.376  -0.301 -3.871 C11  TFI 11 
TFI C12  C12  C 0 1 Y N N -12.234 17.917 38.743 1.455  0.193  -1.889 C12  TFI 12 
TFI C13  C13  C 0 1 Y N N -10.837 17.479 38.410 2.675  0.115  -1.062 C13  TFI 13 
TFI C14  C14  C 0 1 Y N N -10.117 18.082 37.363 3.265  -1.124 -0.801 C14  TFI 14 
TFI C15  C15  C 0 1 Y N N -8.852  17.647 37.063 4.403  -1.194 -0.030 C15  TFI 15 
TFI C16  C16  C 0 1 Y N N -8.308  16.561 37.755 4.965  -0.032 0.490  C16  TFI 16 
TFI C17  C17  C 0 1 Y N N -9.060  15.883 38.707 4.380  1.203  0.231  C17  TFI 17 
TFI C18  C18  C 0 1 Y N N -10.300 16.357 39.049 3.245  1.280  -0.543 C18  TFI 18 
TFI C19  C19  C 0 1 N N N -16.573 18.120 42.037 -1.519 -2.059 -5.412 C19  TFI 19 
TFI N1   N1   N 0 1 N N N -10.567 22.249 38.767 -0.169 0.712  2.261  N1   TFI 20 
TFI N2   N2   N 0 1 Y N N -12.555 19.209 39.176 0.347  0.816  -1.391 N2   TFI 21 
TFI N3   N3   N 0 1 Y N N -13.171 17.001 38.660 1.453  -0.347 -3.089 N3   TFI 22 
TFI N4   N4   N 0 1 N N N -16.242 18.951 39.516 -1.903 0.368  -4.246 N4   TFI 23 
TFI N5   N5   N 0 1 N N N -6.967  16.177 37.512 6.116  -0.106 1.270  N5   TFI 24 
TFI O1   O1   O 0 1 N N N -8.455  24.718 37.156 -0.767 1.393  4.897  O1   TFI 25 
TFI O2   O2   O 0 1 N N N -12.005 21.196 37.363 -0.444 -0.714 0.585  O2   TFI 26 
TFI O3   O3   O 0 1 N N N -14.172 20.785 39.638 -1.770 1.450  -1.715 O3   TFI 27 
TFI O4   O4   O 0 1 N N N -18.472 18.810 40.507 -3.212 -0.132 -6.206 O4   TFI 28 
TFI O5   O5   O 0 1 N N N -17.240 16.779 40.002 -0.775 0.333  -6.375 O5   TFI 29 
TFI F1   F1   F 0 1 N N N -8.442  21.171 37.225 -3.095 0.832  5.893  F1   TFI 30 
TFI F2   F2   F 0 1 N N N -6.891  22.479 36.640 -3.554 -0.091 3.855  F2   TFI 31 
TFI F3   F3   F 0 1 N N N -8.712  22.468 35.571 -2.484 -1.324 5.453  F3   TFI 32 
TFI S1   S1   S 0 1 N N N -17.263 18.101 40.455 -1.877 -0.314 -5.755 S1   TFI 33 
TFI H3   H3   H 0 1 N N N -10.678 23.282 36.835 -1.358 -0.941 2.761  H3   TFI 34 
TFI H4   H4   H 0 1 N N N -10.761 25.452 37.634 1.004  -1.630 2.927  H4   TFI 35 
TFI H51  1H5  H 0 1 N N N -13.220 25.349 38.307 2.426  -0.721 4.744  H51  TFI 36 
TFI H52  2H5  H 0 1 N N N -12.793 24.196 36.942 1.924  0.565  3.621  H52  TFI 37 
TFI H53  3H5  H 0 1 N N N -13.008 23.533 38.492 1.123  0.401  5.202  H53  TFI 38 
TFI H61  1H6  H 0 1 N N N -11.514 25.977 40.013 -0.295 -1.534 5.685  H61  TFI 39 
TFI H62  2H6  H 0 1 N N N -11.081 24.245 40.427 -0.746 -2.681 4.402  H62  TFI 40 
TFI H63  3H6  H 0 1 N N N -9.826  25.272 39.899 0.888  -2.730 5.104  H63  TFI 41 
TFI H81  1H8  H 0 1 N N N -10.491 19.605 39.589 -0.273 2.281  -0.024 H81  TFI 42 
TFI H82  2H8  H 0 1 N N N -11.554 20.577 40.484 1.395  1.701  0.195  H82  TFI 43 
TFI H11  H11  H 0 1 N N N -15.254 16.528 38.915 0.403  -0.750 -4.853 H11  TFI 44 
TFI H14  H14  H 0 1 N N N -10.549 18.905 36.770 2.829  -2.026 -1.204 H14  TFI 45 
TFI H15  H15  H 0 1 N N N -8.279  18.164 36.274 4.860  -2.151 0.172  H15  TFI 46 
TFI H17  H17  H 0 1 N N N -8.673  14.970 39.190 4.819  2.103  0.637  H17  TFI 47 
TFI H18  H18  H 0 1 N N N -10.866 15.835 39.838 2.791  2.240  -0.743 H18  TFI 48 
TFI H191 1H19 H 0 0 N N N -17.272 17.537 42.680 -1.478 -2.613 -6.350 H191 TFI 49 
TFI H192 2H19 H 0 0 N N N -15.522 17.748 42.070 -0.560 -2.140 -4.900 H192 TFI 50 
TFI H193 3H19 H 0 0 N N N -16.363 19.146 42.420 -2.304 -2.474 -4.779 H193 TFI 51 
TFI HN1  HN1  H 0 1 N N N -10.175 22.145 39.703 0.099  1.597  2.556  HN1  TFI 52 
TFI HN4  HN4  H 0 1 N N N -16.696 19.074 38.611 -2.707 0.806  -3.926 HN4  TFI 53 
TFI HN51 1HN5 H 0 0 N N N -6.570  15.384 38.016 6.508  0.702  1.633  HN51 TFI 54 
TFI HN52 2HN5 H 0 0 N N N -6.365  16.988 37.656 6.525  -0.967 1.451  HN52 TFI 55 
# 
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 
TFI C1  C2   SING N N 1  
TFI C1  F1   SING N N 2  
TFI C1  F2   SING N N 3  
TFI C1  F3   SING N N 4  
TFI C2  C3   SING N N 5  
TFI C2  O1   DOUB N N 6  
TFI C3  C4   SING N N 7  
TFI C3  N1   SING N N 8  
TFI C3  H3   SING N N 9  
TFI C4  C5   SING N N 10 
TFI C4  C6   SING N N 11 
TFI C4  H4   SING N N 12 
TFI C5  H51  SING N N 13 
TFI C5  H52  SING N N 14 
TFI C5  H53  SING N N 15 
TFI C6  H61  SING N N 16 
TFI C6  H62  SING N N 17 
TFI C6  H63  SING N N 18 
TFI C7  C8   SING N N 19 
TFI C7  N1   SING N N 20 
TFI C7  O2   DOUB N N 21 
TFI C8  N2   SING N N 22 
TFI C8  H81  SING N N 23 
TFI C8  H82  SING N N 24 
TFI C9  C10  SING Y N 25 
TFI C9  N2   SING Y N 26 
TFI C9  O3   DOUB N N 27 
TFI C10 C11  DOUB Y N 28 
TFI C10 N4   SING N N 29 
TFI C11 N3   SING Y N 30 
TFI C11 H11  SING N N 31 
TFI C12 C13  SING N N 32 
TFI C12 N2   SING Y N 33 
TFI C12 N3   DOUB Y N 34 
TFI C13 C14  SING Y N 35 
TFI C13 C18  DOUB Y N 36 
TFI C14 C15  DOUB Y N 37 
TFI C14 H14  SING N N 38 
TFI C15 C16  SING Y N 39 
TFI C15 H15  SING N N 40 
TFI C16 C17  DOUB Y N 41 
TFI C16 N5   SING N N 42 
TFI C17 C18  SING Y N 43 
TFI C17 H17  SING N N 44 
TFI C18 H18  SING N N 45 
TFI C19 S1   SING N N 46 
TFI C19 H191 SING N N 47 
TFI C19 H192 SING N N 48 
TFI C19 H193 SING N N 49 
TFI N1  HN1  SING N N 50 
TFI N4  S1   SING N N 51 
TFI N4  HN4  SING N N 52 
TFI N5  HN51 SING N N 53 
TFI N5  HN52 SING N N 54 
TFI O4  S1   DOUB N N 55 
TFI O5  S1   DOUB N N 56 
# 
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 
TFI SMILES           ACDLabs              10.04 FC(F)(F)C(=O)C(NC(=O)CN2C(=O)C(=CN=C2c1ccc(N)cc1)NS(=O)(=O)C)C(C)C                                                                                                             
TFI InChI            InChI                1.02b InChI=1/C19H22F3N5O5S/c1-10(2)15(16(29)19(20,21)22)25-14(28)9-27-17(11-4-6-12(23)7-5-11)24-8-13(18(27)30)26-33(3,31)32/h4-8,10,15,26H,9,23H2,1-3H3,(H,25,28)/t15-/m0/s1/f/h25H 
TFI InChIKey         InChI                1.02b JWSWTHSJMGVOKE-PNNQWWITDR                                                                                                                                                      
TFI SMILES_CANONICAL CACTVS               3.341 CC(C)[C@H](NC(=O)CN1C(=O)C(=CN=C1c2ccc(N)cc2)N[S](C)(=O)=O)C(=O)C(F)(F)F                                                                                                       
TFI SMILES           CACTVS               3.341 CC(C)[CH](NC(=O)CN1C(=O)C(=CN=C1c2ccc(N)cc2)N[S](C)(=O)=O)C(=O)C(F)(F)F                                                                                                        
TFI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)[C@@H](C(=O)C(F)(F)F)NC(=O)CN1C(=NC=C(C1=O)NS(=O)(=O)C)c2ccc(cc2)N                                                                                                        
TFI SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)C(C(=O)C(F)(F)F)NC(=O)CN1C(=NC=C(C1=O)NS(=O)(=O)C)c2ccc(cc2)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 
TFI "SYSTEMATIC NAME" ACDLabs              10.04 2-[2-(4-aminophenyl)-5-[(methylsulfonyl)amino]-6-oxopyrimidin-1(6H)-yl]-N-[(1S)-3,3,3-trifluoro-1-(1-methylethyl)-2-oxopropyl]acetamide 
TFI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-[2-(4-aminophenyl)-5-(methylsulfonylamino)-6-oxo-pyrimidin-1-yl]-N-[(3S)-1,1,1-trifluoro-4-methyl-2-oxo-pentan-3-yl]ethanamide        
# 
