data_SDZ
# 
_chem_comp.id                                    SDZ 
_chem_comp.name                                  1-[2-HYDROXY-3-(4-CYCLOHEXYL-PHENOXY)-PROPYL]-4-(2-PYRIDYL)-PIPERAZINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H33 N3 O2" 
_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                        395.538 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SDZ 
_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        1HRV 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
SDZ N1   N1   N 0 1 Y N N 37.708 6.822  126.808 0.779  0.522  -7.245  N1   SDZ 1  
SDZ C2   C2   C 0 1 Y N N 37.027 7.790  127.483 1.106  0.442  -8.521  C2   SDZ 2  
SDZ C3   C3   C 0 1 Y N N 35.898 8.355  127.001 0.142  0.237  -9.487  C3   SDZ 3  
SDZ C4   C4   C 0 1 Y N N 35.469 7.997  125.719 -1.186 0.109  -9.106  C4   SDZ 4  
SDZ C5   C5   C 0 1 Y N N 36.160 7.027  125.019 -1.498 0.191  -7.761  C5   SDZ 5  
SDZ C6   C6   C 0 1 Y N N 37.276 6.427  125.638 -0.475 0.399  -6.841  C6   SDZ 6  
SDZ N2   N2   N 0 1 N N N 37.962 5.368  125.046 -0.774 0.483  -5.486  N2   SDZ 7  
SDZ C7   C7   C 0 1 N N N 38.642 5.584  123.772 0.497  0.702  -4.786  C7   SDZ 8  
SDZ C8   C8   C 0 1 N N N 38.957 4.248  123.128 0.262  0.684  -3.275  C8   SDZ 9  
SDZ N3   N3   N 0 1 N N N 39.802 3.420  124.002 -0.226 -0.638 -2.868  N3   SDZ 10 
SDZ C9   C9   C 0 1 N N N 38.801 4.560  125.946 -1.263 -0.839 -5.079  C9   SDZ 11 
SDZ C10  C10  C 0 1 N N N 39.102 3.231  125.290 -1.498 -0.857 -3.568  C10  SDZ 12 
SDZ C11  C11  C 0 1 N N N 40.034 2.062  123.316 -0.542 -0.549 -1.436  C11  SDZ 13 
SDZ C12  C12  C 0 1 N N S 41.547 1.802  123.189 0.745  -0.325 -0.642  C12  SDZ 14 
SDZ O1   O1   O 0 1 N N N 42.136 2.813  122.366 1.643  -1.412 -0.875  O1   SDZ 15 
SDZ C13  C13  C 0 1 N N N 41.779 0.419  122.552 0.418  -0.245 0.849   C13  SDZ 16 
SDZ O2   O2   O 0 1 N N N 41.706 -0.590 123.562 1.621  -0.036 1.591   O2   SDZ 17 
SDZ C14  C14  C 0 1 Y N N 42.832 -1.461 123.447 1.269  0.026  2.902   C14  SDZ 18 
SDZ C15  C15  C 0 1 Y N N 44.038 -1.058 123.938 2.240  0.224  3.873   C15  SDZ 19 
SDZ C16  C16  C 0 1 Y N N 45.178 -1.882 123.819 1.879  0.287  5.205   C16  SDZ 20 
SDZ C17  C17  C 0 1 Y N N 45.067 -3.125 123.151 0.552  0.153  5.571   C17  SDZ 21 
SDZ C18  C18  C 0 1 Y N N 43.826 -3.509 122.683 -0.416 -0.045 4.604   C18  SDZ 22 
SDZ C19  C19  C 0 1 Y N N 42.672 -2.691 122.842 -0.061 -0.103 3.271   C19  SDZ 23 
SDZ C20  C20  C 0 1 N N N 46.296 -4.024 122.948 0.162  0.222  7.024   C20  SDZ 24 
SDZ C21  C21  C 0 1 N N N 47.571 -3.256 123.358 -0.813 1.381  7.236   C21  SDZ 25 
SDZ C22  C22  C 0 1 N N N 48.807 -4.155 123.156 -1.210 1.451  8.712   C22  SDZ 26 
SDZ C23  C23  C 0 1 N N N 48.906 -4.559 121.673 -1.880 0.139  9.123   C23  SDZ 27 
SDZ C24  C24  C 0 1 N N N 47.638 -5.330 121.263 -0.904 -1.019 8.912   C24  SDZ 28 
SDZ C25  C25  C 0 1 N N N 46.399 -4.429 121.466 -0.507 -1.090 7.436   C25  SDZ 29 
SDZ H2   H2   H 0 1 N N N 37.405 8.130  128.461 2.141  0.543  -8.813  H2   SDZ 30 
SDZ H3   H3   H 0 1 N N N 35.349 9.078  127.627 0.419  0.178  -10.530 H3   SDZ 31 
SDZ H4   H4   H 0 1 N N N 34.588 8.478  125.261 -1.959 -0.052 -9.843  H4   SDZ 32 
SDZ H5   H5   H 0 1 N N N 35.833 6.742  124.004 -2.521 0.095  -7.430  H5   SDZ 33 
SDZ H71  1H7  H 0 1 N N N 38.060 6.250  123.093 0.910  1.668  -5.078  H71  SDZ 34 
SDZ H72  2H7  H 0 1 N N N 39.550 6.221  123.883 1.198  -0.087 -5.054  H72  SDZ 35 
SDZ H81  1H8  H 0 1 N N N 38.028 3.709  122.827 -0.477 1.440  -3.014  H81  SDZ 36 
SDZ H82  2H8  H 0 1 N N N 39.414 4.377  122.119 1.198  0.899  -2.760  H82  SDZ 37 
SDZ H91  1H9  H 0 1 N N N 39.727 5.097  126.256 -2.199 -1.054 -5.594  H91  SDZ 38 
SDZ H92  2H9  H 0 1 N N N 38.343 4.438  126.955 -0.523 -1.595 -5.340  H92  SDZ 39 
SDZ H101 1H10 H 0 0 N N N 38.180 2.614  125.170 -1.911 -1.823 -3.277  H101 SDZ 40 
SDZ H102 2H10 H 0 0 N N N 39.670 2.556  125.971 -2.200 -0.067 -3.300  H102 SDZ 41 
SDZ H111 1H11 H 0 0 N N N 39.506 1.230  123.838 -1.014 -1.476 -1.110  H111 SDZ 42 
SDZ H112 2H11 H 0 0 N N N 39.510 1.991  122.334 -1.223 0.284  -1.266  H112 SDZ 43 
SDZ H12  H12  H 0 1 N N N 42.015 1.827  124.200 1.212  0.605  -0.962  H12  SDZ 44 
SDZ HO1  HO1  H 0 1 N N N 43.069 2.652  122.287 1.193  -2.215 -0.579  HO1  SDZ 45 
SDZ H131 1H13 H 0 0 N N N 41.078 0.221  121.707 -0.266 0.583  1.027   H131 SDZ 46 
SDZ H132 2H13 H 0 0 N N N 42.734 0.373  121.979 -0.048 -1.177 1.169   H132 SDZ 47 
SDZ H15  H15  H 0 1 N N N 44.091 -0.071 124.428 3.276  0.329  3.588   H15  SDZ 48 
SDZ H16  H16  H 0 1 N N N 46.143 -1.558 124.242 2.634  0.442  5.962   H16  SDZ 49 
SDZ H18  H18  H 0 1 N N N 43.755 -4.484 122.173 -1.451 -0.151 4.893   H18  SDZ 50 
SDZ H19  H19  H 0 1 N N N 41.670 -3.004 122.502 -0.818 -0.258 2.516   H19  SDZ 51 
SDZ H20  H20  H 0 1 N N N 46.192 -4.938 123.577 1.052  0.381  7.633   H20  SDZ 52 
SDZ H211 1H21 H 0 0 N N N 47.666 -2.283 122.820 -0.336 2.316  6.943   H211 SDZ 53 
SDZ H212 2H21 H 0 0 N N N 47.505 -2.859 124.398 -1.704 1.222  6.628   H212 SDZ 54 
SDZ H221 1H22 H 0 0 N N N 49.743 -3.675 123.526 -0.319 1.611  9.320   H221 SDZ 55 
SDZ H222 2H22 H 0 0 N N N 48.802 -5.039 123.835 -1.905 2.277  8.862   H222 SDZ 56 
SDZ H231 1H23 H 0 0 N N N 49.098 -3.683 121.010 -2.162 0.189  10.175  H231 SDZ 57 
SDZ H232 2H23 H 0 0 N N N 49.836 -5.132 121.454 -2.770 -0.020 8.515   H232 SDZ 58 
SDZ H241 1H24 H 0 0 N N N 47.704 -5.727 120.223 -0.013 -0.860 9.520   H241 SDZ 59 
SDZ H242 2H24 H 0 0 N N N 47.544 -6.302 121.799 -1.381 -1.954 9.205   H242 SDZ 60 
SDZ H251 1H25 H 0 0 N N N 45.463 -4.908 121.094 -1.398 -1.249 6.827   H251 SDZ 61 
SDZ H252 2H25 H 0 0 N N N 46.405 -3.544 120.786 0.187  -1.915 7.285   H252 SDZ 62 
# 
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 
SDZ N1  C2   DOUB Y N 1  
SDZ N1  C6   SING Y N 2  
SDZ C2  C3   SING Y N 3  
SDZ C2  H2   SING N N 4  
SDZ C3  C4   DOUB Y N 5  
SDZ C3  H3   SING N N 6  
SDZ C4  C5   SING Y N 7  
SDZ C4  H4   SING N N 8  
SDZ C5  C6   DOUB Y N 9  
SDZ C5  H5   SING N N 10 
SDZ C6  N2   SING N N 11 
SDZ N2  C7   SING N N 12 
SDZ N2  C9   SING N N 13 
SDZ C7  C8   SING N N 14 
SDZ C7  H71  SING N N 15 
SDZ C7  H72  SING N N 16 
SDZ C8  N3   SING N N 17 
SDZ C8  H81  SING N N 18 
SDZ C8  H82  SING N N 19 
SDZ N3  C10  SING N N 20 
SDZ N3  C11  SING N N 21 
SDZ C9  C10  SING N N 22 
SDZ C9  H91  SING N N 23 
SDZ C9  H92  SING N N 24 
SDZ C10 H101 SING N N 25 
SDZ C10 H102 SING N N 26 
SDZ C11 C12  SING N N 27 
SDZ C11 H111 SING N N 28 
SDZ C11 H112 SING N N 29 
SDZ C12 O1   SING N N 30 
SDZ C12 C13  SING N N 31 
SDZ C12 H12  SING N N 32 
SDZ O1  HO1  SING N N 33 
SDZ C13 O2   SING N N 34 
SDZ C13 H131 SING N N 35 
SDZ C13 H132 SING N N 36 
SDZ O2  C14  SING N N 37 
SDZ C14 C15  DOUB Y N 38 
SDZ C14 C19  SING Y N 39 
SDZ C15 C16  SING Y N 40 
SDZ C15 H15  SING N N 41 
SDZ C16 C17  DOUB Y N 42 
SDZ C16 H16  SING N N 43 
SDZ C17 C18  SING Y N 44 
SDZ C17 C20  SING N N 45 
SDZ C18 C19  DOUB Y N 46 
SDZ C18 H18  SING N N 47 
SDZ C19 H19  SING N N 48 
SDZ C20 C21  SING N N 49 
SDZ C20 C25  SING N N 50 
SDZ C20 H20  SING N N 51 
SDZ C21 C22  SING N N 52 
SDZ C21 H211 SING N N 53 
SDZ C21 H212 SING N N 54 
SDZ C22 C23  SING N N 55 
SDZ C22 H221 SING N N 56 
SDZ C22 H222 SING N N 57 
SDZ C23 C24  SING N N 58 
SDZ C23 H231 SING N N 59 
SDZ C23 H232 SING N N 60 
SDZ C24 C25  SING N N 61 
SDZ C24 H241 SING N N 62 
SDZ C24 H242 SING N N 63 
SDZ C25 H251 SING N N 64 
SDZ C25 H252 SING N N 65 
# 
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 
SDZ SMILES           ACDLabs              10.04 OC(CN2CCN(c1ncccc1)CC2)COc3ccc(cc3)C4CCCCC4                                                                                                                  
SDZ InChI            InChI                1.02b InChI=1/C24H33N3O2/c28-22(18-26-14-16-27(17-15-26)24-8-4-5-13-25-24)19-29-23-11-9-21(10-12-23)20-6-2-1-3-7-20/h4-5,8-13,20,22,28H,1-3,6-7,14-19H2/t22-/m0/s1 
SDZ InChIKey         InChI                1.02b BZJHCQBNFUNZPJ-QFIPXVFZBV                                                                                                                                    
SDZ SMILES_CANONICAL CACTVS               3.341 O[C@H](COc1ccc(cc1)C2CCCCC2)CN3CCN(CC3)c4ccccn4                                                                                                              
SDZ SMILES           CACTVS               3.341 O[CH](COc1ccc(cc1)C2CCCCC2)CN3CCN(CC3)c4ccccn4                                                                                                               
SDZ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccnc(c1)N2CCN(CC2)C[C@@H](COc3ccc(cc3)C4CCCCC4)O                                                                                                           
SDZ SMILES           "OpenEye OEToolkits" 1.5.0 c1ccnc(c1)N2CCN(CC2)CC(COc3ccc(cc3)C4CCCCC4)O                                                                                                                
# 
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 
SDZ "SYSTEMATIC NAME" ACDLabs              10.04 (2S)-1-(4-cyclohexylphenoxy)-3-(4-pyridin-2-ylpiperazin-1-yl)propan-2-ol 
SDZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-1-(4-cyclohexylphenoxy)-3-(4-pyridin-2-ylpiperazin-1-yl)propan-2-ol 
# 
