data_TF1
# 
_chem_comp.id                                    TF1 
_chem_comp.name                                  4-({(2R,5S)-2,5-DIMETHYL-4-[(2R)-3,3,3-TRIFLUORO-2-HYDROXY-2-METHYLPROPANOYL]PIPERAZIN-1-YL}CARBONYL)BENZONITRILE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H20 F3 N3 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-06-08 
_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                        383.365 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TF1 
_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        2BU2 
_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 
TF1 N1   N1   N 0 1 N N N 57.456 60.218 76.806 1.322  -0.050 -0.634 N1   TF1 1  
TF1 C1   C1   C 0 1 N N N 58.047 59.280 75.918 2.529  -0.627 -0.477 C1   TF1 2  
TF1 C2   C2   C 0 1 N N S 56.648 61.257 76.089 0.115  -0.872 -0.801 C2   TF1 3  
TF1 C3   C3   C 0 1 N N N 57.323 60.183 78.295 1.187  1.414  -0.641 C3   TF1 4  
TF1 C4   C4   C 0 1 N N R 58.914 58.065 76.459 3.733  0.220  -0.156 C4   TF1 5  
TF1 O1   O1   O 0 1 N N N 57.874 59.382 74.700 2.647  -1.828 -0.595 O1   TF1 6  
TF1 C5   C5   C 0 1 N N N 56.919 62.631 76.733 -0.905 -0.469 0.271  C5   TF1 7  
TF1 C6   C6   C 0 1 N N N 55.141 60.865 76.091 0.476  -2.351 -0.640 C6   TF1 8  
TF1 C7   C7   C 0 1 N N R 57.642 61.552 78.938 0.167  1.818  0.431  C7   TF1 9  
TF1 C8   C8   C 0 1 N N N 58.006 56.853 76.918 4.866  -0.675 0.352  C8   TF1 10 
TF1 C9   C9   C 0 1 N N N 59.818 57.577 75.281 4.191  0.956  -1.417 C9   TF1 11 
TF1 O2   O2   O 0 1 N N N 59.753 58.463 77.422 3.391  1.172  0.853  O2   TF1 12 
TF1 N2   N2   N 0 1 N N N 56.800 62.570 78.229 -1.040 0.995  0.268  N2   TF1 13 
TF1 C10  C10  C 0 1 N N N 59.138 61.934 78.846 -0.193 3.296  0.266  C10  TF1 14 
TF1 F1   F1   F 0 1 N N N 57.225 56.438 75.931 5.202  -1.607 -0.636 F1   TF1 15 
TF1 F2   F2   F 0 1 N N N 58.720 55.827 77.344 5.984  0.112  0.650  F2   TF1 16 
TF1 F3   F3   F 0 1 N N N 57.219 57.190 77.923 4.448  -1.347 1.505  F3   TF1 17 
TF1 C11  C11  C 0 1 N N N 55.921 63.496 78.865 -2.248 1.572  0.113  C11  TF1 18 
TF1 C12  C12  C 0 1 Y N N 55.733 63.569 80.344 -3.471 0.740  0.110  C12  TF1 19 
TF1 O3   O3   O 0 1 N N N 55.302 64.278 78.157 -2.333 2.777  -0.025 O3   TF1 20 
TF1 C13  C13  C 0 1 Y N N 56.865 63.963 81.144 -4.573 1.121  -0.657 C13  TF1 21 
TF1 C14  C14  C 0 1 Y N N 54.433 63.366 80.947 -3.520 -0.430 0.870  C14  TF1 22 
TF1 C15  C15  C 0 1 Y N N 56.712 64.182 82.542 -5.712 0.346  -0.660 C15  TF1 23 
TF1 C16  C16  C 0 1 Y N N 54.277 63.591 82.370 -4.661 -1.203 0.873  C16  TF1 24 
TF1 C17  C17  C 0 1 Y N N 55.433 63.999 83.148 -5.764 -0.821 0.105  C17  TF1 25 
TF1 C18  C18  C 0 1 N N N 55.342 64.215 84.568 -6.947 -1.627 0.103  C18  TF1 26 
TF1 N3   N3   N 0 1 N N N 55.301 64.379 85.719 -7.887 -2.266 0.101  N3   TF1 27 
TF1 H2   H2   H 0 1 N N N 56.946 61.320 75.032 -0.308 -0.704 -1.791 H2   TF1 28 
TF1 H3C1 1H3C H 0 0 N N N 58.043 59.448 78.684 0.840  1.745  -1.620 H3C1 TF1 29 
TF1 H3C2 2H3C H 0 0 N N N 56.289 59.908 78.549 2.152  1.871  -0.418 H3C2 TF1 30 
TF1 H5C1 1H5C H 0 0 N N N 56.172 63.344 76.355 -1.870 -0.925 0.048  H5C1 TF1 31 
TF1 H5C2 2H5C H 0 0 N N N 57.938 62.951 76.471 -0.559 -0.799 1.250  H5C2 TF1 32 
TF1 H6C1 1H6C H 0 0 N N N 55.012 59.903 75.573 1.007  -2.495 0.300  H6C1 TF1 33 
TF1 H6C2 2H6C H 0 0 N N N 54.560 61.642 75.573 -0.436 -2.949 -0.639 H6C2 TF1 34 
TF1 H6C3 3H6C H 0 0 N N N 54.787 60.773 77.128 1.112  -2.661 -1.469 H6C3 TF1 35 
TF1 H7   H7   H 0 1 N N N 57.416 61.506 80.014 0.591  1.652  1.421  H7   TF1 36 
TF1 H9C1 1H9C H 0 0 N N N 60.270 56.609 75.543 3.384  1.593  -1.779 H9C1 TF1 37 
TF1 H9C2 2H9C H 0 0 N N N 60.612 58.316 75.098 5.062  1.568  -1.185 H9C2 TF1 38 
TF1 H9C3 3H9C H 0 0 N N N 59.208 57.462 74.373 4.453  0.229  -2.187 H9C3 TF1 39 
TF1 HA   HA   H 0 1 N N N 60.627 58.557 77.062 3.108  0.669  1.628  HA   TF1 40 
TF1 H101 1H10 H 0 0 N N N 59.746 61.154 79.328 -0.630 3.456  -0.719 H101 TF1 41 
TF1 H102 2H10 H 0 0 N N N 59.303 62.895 79.355 -0.912 3.582  1.033  H102 TF1 42 
TF1 H103 3H10 H 0 0 N N N 59.429 62.025 77.789 0.707  3.902  0.367  H103 TF1 43 
TF1 H13  H13  H 0 1 N N N 57.832 64.092 80.681 -4.534 2.024  -1.248 H13  TF1 44 
TF1 H14  H14  H 0 1 N N N 53.593 63.052 80.346 -2.667 -0.725 1.464  H14  TF1 45 
TF1 H15  H15  H 0 1 N N N 57.559 64.485 83.140 -6.565 0.642  -1.253 H15  TF1 46 
TF1 H16  H16  H 0 1 N N N 53.316 63.457 82.844 -4.700 -2.105 1.464  H16  TF1 47 
# 
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 
TF1 N1  C1   SING N N 1  
TF1 N1  C2   SING N N 2  
TF1 N1  C3   SING N N 3  
TF1 C1  C4   SING N N 4  
TF1 C1  O1   DOUB N N 5  
TF1 C2  C5   SING N N 6  
TF1 C2  C6   SING N N 7  
TF1 C2  H2   SING N N 8  
TF1 C3  C7   SING N N 9  
TF1 C3  H3C1 SING N N 10 
TF1 C3  H3C2 SING N N 11 
TF1 C4  C8   SING N N 12 
TF1 C4  C9   SING N N 13 
TF1 C4  O2   SING N N 14 
TF1 C5  N2   SING N N 15 
TF1 C5  H5C1 SING N N 16 
TF1 C5  H5C2 SING N N 17 
TF1 C6  H6C1 SING N N 18 
TF1 C6  H6C2 SING N N 19 
TF1 C6  H6C3 SING N N 20 
TF1 C7  N2   SING N N 21 
TF1 C7  C10  SING N N 22 
TF1 C7  H7   SING N N 23 
TF1 C8  F1   SING N N 24 
TF1 C8  F2   SING N N 25 
TF1 C8  F3   SING N N 26 
TF1 C9  H9C1 SING N N 27 
TF1 C9  H9C2 SING N N 28 
TF1 C9  H9C3 SING N N 29 
TF1 O2  HA   SING N N 30 
TF1 N2  C11  SING N N 31 
TF1 C10 H101 SING N N 32 
TF1 C10 H102 SING N N 33 
TF1 C10 H103 SING N N 34 
TF1 C11 C12  SING N N 35 
TF1 C11 O3   DOUB N N 36 
TF1 C12 C13  DOUB Y N 37 
TF1 C12 C14  SING Y N 38 
TF1 C13 C15  SING Y N 39 
TF1 C13 H13  SING N N 40 
TF1 C14 C16  DOUB Y N 41 
TF1 C14 H14  SING N N 42 
TF1 C15 C17  DOUB Y N 43 
TF1 C15 H15  SING N N 44 
TF1 C16 C17  SING Y N 45 
TF1 C16 H16  SING N N 46 
TF1 C17 C18  SING N N 47 
TF1 C18 N3   TRIP N N 48 
# 
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 
TF1 SMILES           ACDLabs              10.04 O=C(c1ccc(C#N)cc1)N2CC(N(C(=O)C(O)(C)C(F)(F)F)CC2C)C                                                                                               
TF1 InChI            InChI                1.02b InChI=1/C18H20F3N3O3/c1-11-10-24(16(26)17(3,27)18(19,20)21)12(2)9-23(11)15(25)14-6-4-13(8-22)5-7-14/h4-7,11-12,27H,9-10H2,1-3H3/t11-,12+,17-/m1/s1 
TF1 InChIKey         InChI                1.02b IWFSHKKFDSWNLZ-BWACUDIHBS                                                                                                                          
TF1 SMILES_CANONICAL CACTVS               3.341 C[C@@H]1CN([C@@H](C)CN1C(=O)c2ccc(cc2)C#N)C(=O)[C@@](C)(O)C(F)(F)F                                                                                 
TF1 SMILES           CACTVS               3.341 C[CH]1CN([CH](C)CN1C(=O)c2ccc(cc2)C#N)C(=O)[C](C)(O)C(F)(F)F                                                                                       
TF1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@H]1CN([C@@H](CN1C(=O)[C@](C)(C(F)(F)F)O)C)C(=O)c2ccc(cc2)C#N                                                                                   
TF1 SMILES           "OpenEye OEToolkits" 1.5.0 CC1CN(C(CN1C(=O)C(C)(C(F)(F)F)O)C)C(=O)c2ccc(cc2)C#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 
TF1 "SYSTEMATIC NAME" ACDLabs              10.04 4-({(2R,5S)-2,5-dimethyl-4-[(2R)-3,3,3-trifluoro-2-hydroxy-2-methylpropanoyl]piperazin-1-yl}carbonyl)benzonitrile 
TF1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-[(2R,5S)-2,5-dimethyl-4-[(2R)-3,3,3-trifluoro-2-hydroxy-2-methyl-propanoyl]piperazin-1-yl]carbonylbenzonitrile  
# 
