data_THK
# 
_chem_comp.id                                    THK 
_chem_comp.name                                  "4-(4-CHLORO-PHENYL)-1-{3-[2-(4-FLUORO-PHENYL)-[1,3]DITHIOLAN-2-YL]-PROPYL}-PIPERIDIN-4-OL" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H27 Cl F N O S2" 
_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                    2011-06-04 
_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                        452.048 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     THK 
_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        1AID 
_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 
THK N1   N1   N  0 1 N N N 63.265 38.766 -0.214 -0.960 -0.710 0.969  N1   THK 1  
THK C2   C2   C  0 1 N N N 63.012 39.892 -1.133 -2.133 -0.943 1.819  C2   THK 2  
THK C3   C3   C  0 1 N N N 62.672 39.414 -2.550 -1.701 -1.039 3.283  C3   THK 3  
THK C4   C4   C  0 1 N N N 63.697 38.401 -3.095 -1.055 0.283  3.706  C4   THK 4  
THK O19  O19  O  0 1 N N N 64.981 39.019 -3.106 -2.026 1.330  3.649  O19  THK 5  
THK C5   C5   C  0 1 N N N 63.768 37.224 -2.108 0.098  0.601  2.749  C5   THK 6  
THK C6   C6   C  0 1 N N N 64.169 37.711 -0.712 -0.427 0.612  1.313  C6   THK 7  
THK C7   C7   C  0 1 N N N 63.787 39.224 1.090  -1.450 -0.622 -0.412 C7   THK 8  
THK C8   C8   C  0 1 N N N 62.760 40.033 1.890  -0.271 -0.379 -1.356 C8   THK 9  
THK C9   C9   C  0 1 N N N 63.515 41.115 2.679  -0.781 -0.287 -2.796 C9   THK 10 
THK C10  C10  C  0 1 N N N 62.869 41.417 4.046  0.396  -0.044 -3.740 C10  THK 11 
THK C12  C12  C  0 1 Y N N 62.964 40.279 4.905  -0.064 -0.017 -5.175 C12  THK 12 
THK C13  C13  C  0 1 Y N N 64.213 39.889 5.419  -0.455 1.176  -5.752 C13  THK 13 
THK C14  C14  C  0 1 Y N N 64.357 38.711 6.157  -0.879 1.202  -7.067 C14  THK 14 
THK C15  C15  C  0 1 Y N N 63.244 37.907 6.403  -0.912 0.032  -7.807 C15  THK 15 
THK F18  F18  F  0 1 N N N 63.381 36.724 7.069  -1.325 0.056  -9.093 F18  THK 16 
THK C16  C16  C  0 1 Y N N 61.990 38.311 5.935  -0.519 -1.162 -7.228 C16  THK 17 
THK C17  C17  C  0 1 Y N N 61.842 39.492 5.200  -0.091 -1.185 -5.914 C17  THK 18 
THK C20  C20  C  0 1 Y N N 63.426 38.045 -4.454 -0.528 0.161  5.112  C20  THK 19 
THK C21  C21  C  0 1 Y N N 63.206 39.061 -5.405 -0.473 1.274  5.929  C21  THK 20 
THK C22  C22  C  0 1 Y N N 62.847 38.760 -6.720 0.009  1.163  7.219  C22  THK 21 
THK C23  C23  C  0 1 Y N N 62.717 37.430 -7.118 0.438  -0.064 7.693  C23  THK 22 
THK CL6  CL6  CL 0 0 N N N 62.172 37.073 -8.741 1.045  -0.205 9.314  CL6  THK 23 
THK C24  C24  C  0 1 Y N N 62.976 36.402 -6.195 0.383  -1.178 6.875  C24  THK 24 
THK C25  C25  C  0 1 Y N N 63.343 36.706 -4.874 -0.104 -1.066 5.587  C25  THK 25 
THK S51  S51  S  0 1 N N N 61.138 41.902 3.760  1.274  1.511  -3.305 S51  THK 26 
THK C52  C52  C  0 1 N N N 61.082 43.324 4.892  2.656  0.914  -2.256 C52  THK 27 
THK C55  C55  C  0 1 N N N 62.445 43.775 5.427  3.176  -0.361 -2.963 C55  THK 28 
THK S58  S58  S  0 1 N N N 63.820 42.802 4.780  1.704  -1.307 -3.493 S58  THK 29 
THK H21A 1H2  H  0 0 N N N 62.221 40.569 -0.734 -2.617 -1.873 1.521  H21A THK 30 
THK H22A 2H2  H  0 0 N N N 63.867 40.606 -1.142 -2.834 -0.117 1.701  H22A THK 31 
THK H31  1H3  H  0 1 N N N 61.637 39.001 -2.596 -0.980 -1.849 3.398  H31  THK 32 
THK H32  2H3  H  0 1 N N N 62.552 40.276 -3.246 -2.572 -1.235 3.908  H32  THK 33 
THK HO9  HO9  H  0 1 N N N 65.613 38.394 -3.442 -1.578 2.142  3.922  HO9  THK 34 
THK H51  1H5  H  0 1 N N N 62.815 36.645 -2.085 0.513  1.579  2.992  H51  THK 35 
THK H52  2H5  H  0 1 N N N 64.445 36.417 -2.474 0.873  -0.158 2.848  H52  THK 36 
THK H61  1H6  H  0 1 N N N 65.232 38.045 -0.690 0.384  0.864  0.631  H61  THK 37 
THK H62  2H6  H  0 1 N N N 64.236 36.862 0.008  -1.219 1.356  1.222  H62  THK 38 
THK H71  1H7  H  0 1 N N N 64.173 38.366 1.688  -1.945 -1.555 -0.682 H71  THK 39 
THK H72  2H7  H  0 1 N N N 64.734 39.797 0.961  -2.158 0.201  -0.494 H72  THK 40 
THK H81  1H8  H  0 1 N N N 61.949 40.453 1.249  0.224  0.553  -1.087 H81  THK 41 
THK H82  2H8  H  0 1 N N N 62.119 39.392 2.541  0.436  -1.203 -1.274 H82  THK 42 
THK H91  1H9  H  0 1 N N N 64.590 40.846 2.796  -1.277 -1.220 -3.066 H91  THK 43 
THK H92  2H9  H  0 1 N N N 63.625 42.045 2.075  -1.489 0.536  -2.878 H92  THK 44 
THK H13  H13  H  0 1 N N N 65.099 40.520 5.239  -0.430 2.088  -5.175 H13  THK 45 
THK H14  H14  H  0 1 N N N 65.346 38.416 6.544  -1.186 2.134  -7.518 H14  THK 46 
THK H16  H16  H  0 1 N N N 61.104 37.689 6.148  -0.544 -2.076 -7.803 H16  THK 47 
THK H17  H17  H  0 1 N N N 60.841 39.802 4.853  0.215  -2.117 -5.462 H17  THK 48 
THK H21  H21  H  0 1 N N N 63.317 40.118 -5.112 -0.808 2.232  5.559  H21  THK 49 
THK H22  H22  H  0 1 N N N 62.666 39.572 -7.443 0.053  2.033  7.857  H22  THK 50 
THK H24  H24  H  0 1 N N N 62.890 35.348 -6.509 0.717  -2.136 7.245  H24  THK 51 
THK H25  H25  H  0 1 N N N 63.566 35.891 -4.164 -0.147 -1.936 4.948  H25  THK 52 
THK H521 1H52 H  0 0 N N N 60.554 44.179 4.410  3.443  1.665  -2.204 H521 THK 53 
THK H522 2H52 H  0 0 N N N 60.384 43.117 5.737  2.295  0.672  -1.256 H522 THK 54 
THK H551 1H55 H  0 0 N N N 62.605 44.862 5.238  3.776  -0.088 -3.831 H551 THK 55 
THK H552 2H55 H  0 0 N N N 62.451 43.779 6.542  3.771  -0.956 -2.270 H552 THK 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 
THK N1  C2   SING N N 1  
THK N1  C6   SING N N 2  
THK N1  C7   SING N N 3  
THK C2  C3   SING N N 4  
THK C2  H21A SING N N 5  
THK C2  H22A SING N N 6  
THK C3  C4   SING N N 7  
THK C3  H31  SING N N 8  
THK C3  H32  SING N N 9  
THK C4  O19  SING N N 10 
THK C4  C5   SING N N 11 
THK C4  C20  SING N N 12 
THK O19 HO9  SING N N 13 
THK C5  C6   SING N N 14 
THK C5  H51  SING N N 15 
THK C5  H52  SING N N 16 
THK C6  H61  SING N N 17 
THK C6  H62  SING N N 18 
THK C7  C8   SING N N 19 
THK C7  H71  SING N N 20 
THK C7  H72  SING N N 21 
THK C8  C9   SING N N 22 
THK C8  H81  SING N N 23 
THK C8  H82  SING N N 24 
THK C9  C10  SING N N 25 
THK C9  H91  SING N N 26 
THK C9  H92  SING N N 27 
THK C10 C12  SING N N 28 
THK C10 S51  SING N N 29 
THK C10 S58  SING N N 30 
THK C12 C13  DOUB Y N 31 
THK C12 C17  SING Y N 32 
THK C13 C14  SING Y N 33 
THK C13 H13  SING N N 34 
THK C14 C15  DOUB Y N 35 
THK C14 H14  SING N N 36 
THK C15 F18  SING N N 37 
THK C15 C16  SING Y N 38 
THK C16 C17  DOUB Y N 39 
THK C16 H16  SING N N 40 
THK C17 H17  SING N N 41 
THK C20 C21  DOUB Y N 42 
THK C20 C25  SING Y N 43 
THK C21 C22  SING Y N 44 
THK C21 H21  SING N N 45 
THK C22 C23  DOUB Y N 46 
THK C22 H22  SING N N 47 
THK C23 CL6  SING N N 48 
THK C23 C24  SING Y N 49 
THK C24 C25  DOUB Y N 50 
THK C24 H24  SING N N 51 
THK C25 H25  SING N N 52 
THK S51 C52  SING N N 53 
THK C52 C55  SING N N 54 
THK C52 H521 SING N N 55 
THK C52 H522 SING N N 56 
THK C55 S58  SING N N 57 
THK C55 H551 SING N N 58 
THK C55 H552 SING N N 59 
# 
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 
THK SMILES           ACDLabs              10.04 "Clc1ccc(cc1)C2(O)CCN(CC2)CCCC3(SCCS3)c4ccc(F)cc4"                                                                                     
THK SMILES_CANONICAL CACTVS               3.341 "OC1(CCN(CCCC2(SCCS2)c3ccc(F)cc3)CC1)c4ccc(Cl)cc4"                                                                                     
THK SMILES           CACTVS               3.341 "OC1(CCN(CCCC2(SCCS2)c3ccc(F)cc3)CC1)c4ccc(Cl)cc4"                                                                                     
THK SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C2(SCCS2)CCCN3CCC(CC3)(c4ccc(cc4)Cl)O)F"                                                                                     
THK SMILES           "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C2(SCCS2)CCCN3CCC(CC3)(c4ccc(cc4)Cl)O)F"                                                                                     
THK InChI            InChI                1.03  "InChI=1S/C23H27ClFNOS2/c24-20-6-2-18(3-7-20)22(27)11-14-26(15-12-22)13-1-10-23(28-16-17-29-23)19-4-8-21(25)9-5-19/h2-9,27H,1,10-17H2" 
THK InChIKey         InChI                1.03  KVDKNVPAAQKHKD-UHFFFAOYSA-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 
THK "SYSTEMATIC NAME" ACDLabs              10.04 "4-(4-chlorophenyl)-1-{3-[2-(4-fluorophenyl)-1,3-dithiolan-2-yl]propyl}piperidin-4-ol" 
THK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-(4-chlorophenyl)-1-[3-[2-(4-fluorophenyl)-1,3-dithiolan-2-yl]propyl]piperidin-4-ol" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
THK "Create component"  1999-07-08 EBI  
THK "Modify descriptor" 2011-06-04 RCSB 
# 
