data_OHT
# 
_chem_comp.id                                    OHT 
_chem_comp.name                                  4-HYDROXYTAMOXIFEN 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H29 N 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                        387.514 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     OHT 
_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        3ERT 
_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 
OHT C10  C10  C 0 1 N N N 30.574 1.465  29.550 -0.987 -1.496 4.231  C10  OHT 1  
OHT C9   C9   C 0 1 N N N 30.702 -0.023 29.372 -1.694 -0.220 3.770  C9   OHT 2  
OHT C8   C8   C 0 1 N N N 31.363 -0.388 28.059 -1.464 -0.024 2.293  C8   OHT 3  
OHT C11  C11  C 0 1 Y N N 32.788 0.053  27.962 -2.608 0.022  1.371  C11  OHT 4  
OHT C16  C16  C 0 1 Y N N 33.241 0.782  26.842 -3.473 -1.072 1.267  C16  OHT 5  
OHT C15  C15  C 0 1 Y N N 34.559 1.235  26.776 -4.543 -1.020 0.399  C15  OHT 6  
OHT C14  C14  C 0 1 Y N N 35.451 0.980  27.799 -4.764 0.110  -0.366 C14  OHT 7  
OHT C13  C13  C 0 1 Y N N 35.027 0.270  28.897 -3.913 1.197  -0.269 C13  OHT 8  
OHT C12  C12  C 0 1 Y N N 33.707 -0.188 28.976 -2.842 1.164  0.597  C12  OHT 9  
OHT C7   C7   C 0 1 N N N 30.708 -1.057 27.065 -0.202 0.108  1.815  C7   OHT 10 
OHT C1   C1   C 0 1 Y N N 29.210 -1.233 27.016 0.948  0.061  2.743  C1   OHT 11 
OHT C2   C2   C 0 1 Y N N 28.609 -2.490 26.695 1.932  -0.917 2.590  C2   OHT 12 
OHT C3   C3   C 0 1 Y N N 27.215 -2.613 26.605 3.003  -0.957 3.456  C3   OHT 13 
OHT C4   C4   C 0 1 Y N N 26.409 -1.482 26.835 3.104  -0.026 4.481  C4   OHT 14 
OHT O4   O4   O 0 1 N N N 25.058 -1.622 26.722 4.162  -0.069 5.334  O4   OHT 15 
OHT C5   C5   C 0 1 Y N N 26.992 -0.235 27.156 2.128  0.948  4.638  C5   OHT 16 
OHT C6   C6   C 0 1 Y N N 28.375 -0.134 27.239 1.057  0.999  3.771  C6   OHT 17 
OHT C17  C17  C 0 1 Y N N 31.411 -1.690 25.945 0.023  0.301  0.366  C17  OHT 18 
OHT C18  C18  C 0 1 Y N N 32.529 -2.496 26.146 0.664  1.451  -0.095 C18  OHT 19 
OHT C19  C19  C 0 1 Y N N 33.182 -3.114 25.117 0.873  1.627  -1.446 C19  OHT 20 
OHT C20  C20  C 0 1 Y N N 32.725 -2.944 23.820 0.446  0.661  -2.348 C20  OHT 21 
OHT O20  O20  O 0 1 N N N 33.296 -3.554 22.740 0.654  0.837  -3.679 O20  OHT 22 
OHT C23  C23  C 0 1 N N N 32.900 -3.183 21.423 0.111  -0.308 -4.337 C23  OHT 23 
OHT C24  C24  C 0 1 N N N 34.059 -3.508 20.520 0.313  -0.172 -5.847 C24  OHT 24 
OHT N24  N24  N 0 1 N N N 34.109 -4.887 20.118 1.750  -0.170 -6.151 N24  OHT 25 
OHT C25  C25  C 0 1 N N N 33.390 -5.111 18.863 2.209  -1.561 -6.033 C25  OHT 26 
OHT C26  C26  C 0 1 N N N 35.506 -5.291 19.922 1.882  0.198  -7.567 C26  OHT 27 
OHT C21  C21  C 0 1 Y N N 31.601 -2.135 23.579 -0.191 -0.485 -1.892 C21  OHT 28 
OHT C22  C22  C 0 1 Y N N 30.966 -1.528 24.626 -0.399 -0.669 -0.542 C22  OHT 29 
OHT H101 1H10 H 0 0 N N N 30.087 1.733  30.516 0.081  -1.410 4.038  H101 OHT 30 
OHT H102 2H10 H 0 0 N N N 31.561 1.970  29.441 -1.153 -1.638 5.299  H102 OHT 31 
OHT H103 3H10 H 0 0 N N N 30.041 1.929  28.687 -1.387 -2.351 3.684  H103 OHT 32 
OHT H91  1H9  H 0 1 N N N 31.234 -0.487 30.234 -2.763 -0.307 3.963  H91  OHT 33 
OHT H92  2H9  H 0 1 N N N 29.714 -0.528 29.480 -1.294 0.633  4.316  H92  OHT 34 
OHT H16  H16  H 0 1 N N N 32.555 1.000  26.006 -3.301 -1.956 1.864  H16  OHT 35 
OHT H15  H15  H 0 1 N N N 34.902 1.806  25.897 -5.211 -1.865 0.317  H15  OHT 36 
OHT H14  H14  H 0 1 N N N 36.491 1.339  27.739 -5.604 0.144  -1.043 H14  OHT 37 
OHT H13  H13  H 0 1 N N N 35.743 0.068  29.711 -4.092 2.076  -0.871 H13  OHT 38 
OHT H12  H12  H 0 1 N N N 33.381 -0.755 29.863 -2.179 2.013  0.672  H12  OHT 39 
OHT H2   H2   H 0 1 N N N 29.232 -3.381 26.513 1.853  -1.642 1.793  H2   OHT 40 
OHT H3   H3   H 0 1 N N N 26.758 -3.586 26.356 3.764  -1.714 3.338  H3   OHT 41 
OHT HO4  HO4  H 0 1 N N N 24.514 -0.858 26.877 4.853  0.485  4.949  HO4  OHT 42 
OHT H5   H5   H 0 1 N N N 26.369 0.656  27.341 2.211  1.671  5.436  H5   OHT 43 
OHT H6   H6   H 0 1 N N N 28.821 0.843  27.488 0.299  1.758  3.893  H6   OHT 44 
OHT H18  H18  H 0 1 N N N 32.915 -2.652 27.167 0.997  2.203  0.605  H18  OHT 45 
OHT H19  H19  H 0 1 N N N 34.064 -3.740 25.330 1.369  2.517  -1.804 H19  OHT 46 
OHT H231 1H23 H 0 0 N N N 31.943 -3.655 21.100 0.619  -1.205 -3.982 H231 OHT 47 
OHT H232 2H23 H 0 0 N N N 32.564 -2.122 21.345 -0.953 -0.383 -4.118 H232 OHT 48 
OHT H241 1H24 H 0 0 N N N 34.063 -2.838 19.628 -0.163 -1.011 -6.355 H241 OHT 49 
OHT H242 2H24 H 0 0 N N N 35.022 -3.199 20.989 -0.131 0.760  -6.191 H242 OHT 50 
OHT H251 1H25 H 0 0 N N N 33.428 -6.180 18.551 3.276  -1.612 -6.250 H251 OHT 51 
OHT H252 2H25 H 0 0 N N N 32.339 -4.743 18.925 2.027  -1.919 -5.019 H252 OHT 52 
OHT H253 3H25 H 0 0 N N N 33.762 -4.438 18.055 1.664  -2.185 -6.741 H253 OHT 53 
OHT H261 1H26 H 0 0 N N N 35.544 -6.360 19.610 2.930  0.140  -7.861 H261 OHT 54 
OHT H262 2H26 H 0 0 N N N 36.040 -4.624 19.205 1.295  -0.487 -8.177 H262 OHT 55 
OHT H263 3H26 H 0 0 N N N 36.132 -5.092 20.823 1.520  1.215  -7.712 H263 OHT 56 
OHT H21  H21  H 0 1 N N N 31.213 -1.975 22.558 -0.522 -1.234 -2.596 H21  OHT 57 
OHT H22  H22  H 0 1 N N N 30.085 -0.901 24.404 -0.896 -1.561 -0.189 H22  OHT 58 
# 
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 
OHT C10 C9   SING N N 1  
OHT C10 H101 SING N N 2  
OHT C10 H102 SING N N 3  
OHT C10 H103 SING N N 4  
OHT C9  C8   SING N N 5  
OHT C9  H91  SING N N 6  
OHT C9  H92  SING N N 7  
OHT C8  C11  SING N N 8  
OHT C8  C7   DOUB N Z 9  
OHT C11 C16  SING Y N 10 
OHT C11 C12  DOUB Y N 11 
OHT C16 C15  DOUB Y N 12 
OHT C16 H16  SING N N 13 
OHT C15 C14  SING Y N 14 
OHT C15 H15  SING N N 15 
OHT C14 C13  DOUB Y N 16 
OHT C14 H14  SING N N 17 
OHT C13 C12  SING Y N 18 
OHT C13 H13  SING N N 19 
OHT C12 H12  SING N N 20 
OHT C7  C1   SING N N 21 
OHT C7  C17  SING N N 22 
OHT C1  C2   SING Y N 23 
OHT C1  C6   DOUB Y N 24 
OHT C2  C3   DOUB Y N 25 
OHT C2  H2   SING N N 26 
OHT C3  C4   SING Y N 27 
OHT C3  H3   SING N N 28 
OHT C4  O4   SING N N 29 
OHT C4  C5   DOUB Y N 30 
OHT O4  HO4  SING N N 31 
OHT C5  C6   SING Y N 32 
OHT C5  H5   SING N N 33 
OHT C6  H6   SING N N 34 
OHT C17 C18  DOUB Y N 35 
OHT C17 C22  SING Y N 36 
OHT C18 C19  SING Y N 37 
OHT C18 H18  SING N N 38 
OHT C19 C20  DOUB Y N 39 
OHT C19 H19  SING N N 40 
OHT C20 O20  SING N N 41 
OHT C20 C21  SING Y N 42 
OHT O20 C23  SING N N 43 
OHT C23 C24  SING N N 44 
OHT C23 H231 SING N N 45 
OHT C23 H232 SING N N 46 
OHT C24 N24  SING N N 47 
OHT C24 H241 SING N N 48 
OHT C24 H242 SING N N 49 
OHT N24 C25  SING N N 50 
OHT N24 C26  SING N N 51 
OHT C25 H251 SING N N 52 
OHT C25 H252 SING N N 53 
OHT C25 H253 SING N N 54 
OHT C26 H261 SING N N 55 
OHT C26 H262 SING N N 56 
OHT C26 H263 SING N N 57 
OHT C21 C22  DOUB Y N 58 
OHT C21 H21  SING N N 59 
OHT C22 H22  SING N N 60 
# 
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 
OHT SMILES           ACDLabs              10.04 O(c1ccc(cc1)/C(c2ccc(O)cc2)=C(\c3ccccc3)CC)CCN(C)C                                                                                          
OHT InChI            InChI                1.02b InChI=1/C26H29NO2/c1-4-25(20-8-6-5-7-9-20)26(21-10-14-23(28)15-11-21)22-12-16-24(17-13-22)29-19-18-27(2)3/h5-17,28H,4,18-19H2,1-3H3/b26-25- 
OHT InChIKey         InChI                1.02b TXUZVZSFRXZGTL-QPLCGJKRBX                                                                                                                   
OHT SMILES_CANONICAL CACTVS               3.341 CC\C(c1ccccc1)=C(/c2ccc(O)cc2)c3ccc(OCCN(C)C)cc3                                                                                            
OHT SMILES           CACTVS               3.341 CCC(c1ccccc1)=C(c2ccc(O)cc2)c3ccc(OCCN(C)C)cc3                                                                                              
OHT SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC/C(=C(\c1ccc(cc1)O)/c2ccc(cc2)OCCN(C)C)/c3ccccc3                                                                                          
OHT SMILES           "OpenEye OEToolkits" 1.5.0 CCC(=C(c1ccc(cc1)O)c2ccc(cc2)OCCN(C)C)c3ccccc3                                                                                              
# 
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 
OHT "SYSTEMATIC NAME" ACDLabs              10.04 4-[(1Z)-1-{4-[2-(dimethylamino)ethoxy]phenyl}-2-phenylbut-1-en-1-yl]phenol 
OHT "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-[(Z)-1-[4-(2-dimethylaminoethoxy)phenyl]-2-phenyl-but-1-enyl]phenol      
# 
