data_TFP
# 
_chem_comp.id                                    TFP 
_chem_comp.name                                  10-[3-(4-METHYL-PIPERAZIN-1-YL)-PROPYL]-2-TRIFLUOROMETHYL-10H-PHENOTHIAZINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H24 F3 N3 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                        407.496 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TFP 
_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        1LIN 
_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 
TFP C1   C1   C 0 1 Y N N 12.662 25.976 13.209 -2.319 -0.155 -2.376 C1   TFP 1  
TFP C2   C2   C 0 1 Y N N 12.339 24.875 13.950 -2.056 -0.409 -3.709 C2   TFP 2  
TFP C3   C3   C 0 1 Y N N 13.269 24.354 14.792 -0.761 -0.336 -4.185 C3   TFP 3  
TFP C4   C4   C 0 1 Y N N 14.530 24.952 14.878 0.285  -0.005 -3.329 C4   TFP 4  
TFP C5   C5   C 0 1 Y N N 14.832 26.085 14.086 0.019  0.245  -1.987 C5   TFP 5  
TFP C6   C6   C 0 1 Y N N 13.862 26.602 13.236 -1.286 0.173  -1.519 C6   TFP 6  
TFP S    S    S 0 1 N N N 15.687 24.323 15.985 1.916  0.076  -3.979 S    TFP 7  
TFP C7   C7   C 0 1 Y N N 16.565 25.838 16.328 2.887  -0.072 -2.522 C7   TFP 8  
TFP C8   C8   C 0 1 Y N N 17.158 26.006 17.585 4.218  -0.462 -2.640 C8   TFP 9  
TFP C9   C9   C 0 1 Y N N 17.833 27.177 17.865 5.012  -0.589 -1.517 C9   TFP 10 
TFP C10  C10  C 0 1 Y N N 17.932 28.180 16.928 4.486  -0.328 -0.265 C10  TFP 11 
TFP C11  C11  C 0 1 Y N N 17.363 28.046 15.684 3.166  0.059  -0.138 C11  TFP 12 
TFP C12  C12  C 0 1 Y N N 16.670 26.871 15.366 2.360  0.190  -1.264 C12  TFP 13 
TFP N1   N1   N 0 1 N N N 16.089 26.699 14.118 1.034  0.584  -1.093 N1   TFP 14 
TFP C13  C13  C 0 1 N N N 16.980 26.600 12.998 0.690  1.387  0.082  C13  TFP 15 
TFP C14  C14  C 0 1 N N N 17.793 25.307 12.940 0.307  0.461  1.238  C14  TFP 16 
TFP C15  C15  C 0 1 N N N 19.307 25.548 12.893 -0.051 1.300  2.466  C15  TFP 17 
TFP N2   N2   N 0 1 N N N 19.681 26.947 12.667 -0.419 0.410  3.576  N2   TFP 18 
TFP C16  C16  C 0 1 N N N 21.005 27.125 13.259 -0.750 1.273  4.717  C16  TFP 19 
TFP C17  C17  C 0 1 N N N 21.953 27.879 12.333 -1.026 0.413  5.950  C17  TFP 20 
TFP N3   N3   N 0 1 N N N 22.291 27.108 11.137 0.186  -0.328 6.315  N3   TFP 21 
TFP C18  C18  C 0 1 N N N 21.042 26.557 10.617 0.518  -1.191 5.175  C18  TFP 22 
TFP C19  C19  C 0 1 N N N 19.814 27.218 11.235 0.793  -0.331 3.942  C19  TFP 23 
TFP C20  C20  C 0 1 N N N 22.822 28.027 10.132 -0.180 -1.218 7.425  C20  TFP 24 
TFP C21  C21  C 0 1 N N N 11.663 26.568 12.325 -3.732 -0.235 -1.858 C21  TFP 25 
TFP F1   F1   F 0 1 N N N 10.602 26.832 12.945 -4.593 -0.581 -2.905 F1   TFP 26 
TFP F2   F2   F 0 1 N N N 11.322 25.767 11.405 -3.806 -1.206 -0.854 F2   TFP 27 
TFP F3   F3   F 0 1 N N N 11.941 27.695 11.792 -4.108 1.006  -1.336 F3   TFP 28 
TFP H2   H2   H 0 1 N N N 11.340 24.412 13.869 -2.863 -0.666 -4.379 H2   TFP 29 
TFP H3   H3   H 0 1 N N N 13.006 23.466 15.391 -0.560 -0.535 -5.227 H3   TFP 30 
TFP H6   H6   H 0 1 N N N 14.039 27.485 12.599 -1.494 0.371  -0.478 H6   TFP 31 
TFP H8   H8   H 0 1 N N N 17.093 25.217 18.353 4.633  -0.666 -3.616 H8   TFP 32 
TFP H9   H9   H 0 1 N N N 18.301 27.313 18.854 6.043  -0.892 -1.616 H9   TFP 33 
TFP H10  H10  H 0 1 N N N 18.476 29.106 17.178 5.107  -0.427 0.612  H10  TFP 34 
TFP H11  H11  H 0 1 N N N 17.460 28.866 14.953 2.758  0.262  0.840  H11  TFP 35 
TFP H131 1H13 H 0 0 N N N 16.420 26.748 12.044 -0.151 2.038  -0.155 H131 TFP 36 
TFP H132 2H13 H 0 0 N N N 17.657 27.484 12.963 1.548  1.994  0.372  H132 TFP 37 
TFP H141 1H14 H 0 0 N N N 17.524 24.631 13.785 1.148  -0.189 1.476  H141 TFP 38 
TFP H142 2H14 H 0 0 N N N 17.465 24.670 12.085 -0.550 -0.145 0.949  H142 TFP 39 
TFP H151 1H15 H 0 0 N N N 19.794 25.156 13.816 -0.893 1.950  2.229  H151 TFP 40 
TFP H152 2H15 H 0 0 N N N 19.785 24.887 12.132 0.806  1.906  2.756  H152 TFP 41 
TFP H161 1H16 H 0 0 N N N 20.937 27.618 14.256 -1.636 1.863  4.480  H161 TFP 42 
TFP H162 2H16 H 0 0 N N N 21.440 26.148 13.573 0.085  1.942  4.921  H162 TFP 43 
TFP H171 1H17 H 0 0 N N N 21.541 28.879 12.063 -1.829 -0.290 5.730  H171 TFP 44 
TFP H172 2H17 H 0 0 N N N 22.871 28.204 12.875 -1.323 1.053  6.780  H172 TFP 45 
TFP H181 1H18 H 0 0 N N N 21.010 26.611 9.503  1.404  -1.781 5.412  H181 TFP 46 
TFP H182 2H18 H 0 0 N N N 21.008 25.449 10.741 -0.318 -1.860 4.971  H182 TFP 47 
TFP H191 1H19 H 0 0 N N N 18.887 26.928 10.686 1.091  -0.971 3.111  H191 TFP 48 
TFP H192 2H19 H 0 0 N N N 19.808 28.314 11.034 1.596  0.372  4.162  H192 TFP 49 
TFP H201 1H20 H 0 0 N N N 23.079 27.439 9.220  0.692  -1.793 7.734  H201 TFP 50 
TFP H202 2H20 H 0 0 N N N 22.128 28.872 9.915  -0.538 -0.622 8.265  H202 TFP 51 
TFP H203 3H20 H 0 0 N N N 23.680 28.628 10.511 -0.968 -1.898 7.101  H203 TFP 52 
# 
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 
TFP C1  C2   DOUB Y N 1  
TFP C1  C6   SING Y N 2  
TFP C1  C21  SING N N 3  
TFP C2  C3   SING Y N 4  
TFP C2  H2   SING N N 5  
TFP C3  C4   DOUB Y N 6  
TFP C3  H3   SING N N 7  
TFP C4  C5   SING Y N 8  
TFP C4  S    SING N N 9  
TFP C5  C6   DOUB Y N 10 
TFP C5  N1   SING N N 11 
TFP C6  H6   SING N N 12 
TFP S   C7   SING N N 13 
TFP C7  C8   DOUB Y N 14 
TFP C7  C12  SING Y N 15 
TFP C8  C9   SING Y N 16 
TFP C8  H8   SING N N 17 
TFP C9  C10  DOUB Y N 18 
TFP C9  H9   SING N N 19 
TFP C10 C11  SING Y N 20 
TFP C10 H10  SING N N 21 
TFP C11 C12  DOUB Y N 22 
TFP C11 H11  SING N N 23 
TFP C12 N1   SING N N 24 
TFP N1  C13  SING N N 25 
TFP C13 C14  SING N N 26 
TFP C13 H131 SING N N 27 
TFP C13 H132 SING N N 28 
TFP C14 C15  SING N N 29 
TFP C14 H141 SING N N 30 
TFP C14 H142 SING N N 31 
TFP C15 N2   SING N N 32 
TFP C15 H151 SING N N 33 
TFP C15 H152 SING N N 34 
TFP N2  C16  SING N N 35 
TFP N2  C19  SING N N 36 
TFP C16 C17  SING N N 37 
TFP C16 H161 SING N N 38 
TFP C16 H162 SING N N 39 
TFP C17 N3   SING N N 40 
TFP C17 H171 SING N N 41 
TFP C17 H172 SING N N 42 
TFP N3  C18  SING N N 43 
TFP N3  C20  SING N N 44 
TFP C18 C19  SING N N 45 
TFP C18 H181 SING N N 46 
TFP C18 H182 SING N N 47 
TFP C19 H191 SING N N 48 
TFP C19 H192 SING N N 49 
TFP C20 H201 SING N N 50 
TFP C20 H202 SING N N 51 
TFP C20 H203 SING N N 52 
TFP C21 F1   SING N N 53 
TFP C21 F2   SING N N 54 
TFP C21 F3   SING N N 55 
# 
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 
TFP SMILES           ACDLabs              10.04 FC(F)(F)c2cc1N(c3c(Sc1cc2)cccc3)CCCN4CCN(C)CC4                                                                                        
TFP InChI            InChI                1.02b InChI=1/C21H24F3N3S/c1-25-11-13-26(14-12-25)9-4-10-27-17-5-2-3-6-19(17)28-20-8-7-16(15-18(20)27)21(22,23)24/h2-3,5-8,15H,4,9-14H2,1H3 
TFP InChIKey         InChI                1.02b ZEWQUBUPAILYHI-UHFFFAOYAS                                                                                                             
TFP SMILES_CANONICAL CACTVS               3.341 CN1CCN(CCCN2c3ccccc3Sc4ccc(cc24)C(F)(F)F)CC1                                                                                          
TFP SMILES           CACTVS               3.341 CN1CCN(CCCN2c3ccccc3Sc4ccc(cc24)C(F)(F)F)CC1                                                                                          
TFP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CN1CCN(CC1)CCCN2c3ccccc3Sc4c2cc(cc4)C(F)(F)F                                                                                          
TFP SMILES           "OpenEye OEToolkits" 1.5.0 CN1CCN(CC1)CCCN2c3ccccc3Sc4c2cc(cc4)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 
TFP "SYSTEMATIC NAME" ACDLabs              10.04 10-[3-(4-methylpiperazin-1-yl)propyl]-2-(trifluoromethyl)-10H-phenothiazine 
TFP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 10-[3-(4-methylpiperazin-1-yl)propyl]-2-(trifluoromethyl)phenothiazine      
# 
