data_TXF
# 
_chem_comp.id                                    TXF 
_chem_comp.name                                  (Z)-4-(1-{4-[2-(DIMETHYLAMINO)ETHOXY]PHENYL}-5-HYDROXY-2-PHENYLPENT-1-ENYL)PHENOL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H31 N O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         GSK5182 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-11-16 
_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                        417.540 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TXF 
_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        2EWP 
_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 
TXF O29  O29  O 0 1 N N N 12.238 -14.221 84.591 3.496  5.007  -0.774 O29  TXF 1  
TXF C26  C26  C 0 1 Y N N 12.942 -13.076 84.813 2.924  3.801  -0.523 C26  TXF 2  
TXF C25  C25  C 0 1 Y N N 14.324 -13.084 84.678 2.097  3.215  -1.473 C25  TXF 3  
TXF C24  C24  C 0 1 Y N N 15.056 -11.929 84.911 1.515  1.991  -1.222 C24  TXF 4  
TXF C27  C27  C 0 1 Y N N 12.289 -11.911 85.179 3.168  3.156  0.683  C27  TXF 5  
TXF C28  C28  C 0 1 Y N N 13.022 -10.747 85.400 2.585  1.934  0.943  C28  TXF 6  
TXF C23  C23  C 0 1 Y N N 14.413 -10.732 85.251 1.758  1.340  -0.011 C23  TXF 7  
TXF C11  C11  C 0 1 N N N 15.178 -9.452  85.540 1.135  0.026  0.262  C11  TXF 8  
TXF C12  C12  C 0 1 N N N 16.166 -8.969  84.791 1.912  -1.077 0.401  C12  TXF 9  
TXF C17  C17  C 0 1 Y N N 16.870 -7.701  85.165 3.377  -0.950 0.398  C17  TXF 10 
TXF C22  C22  C 0 1 Y N N 16.816 -6.589  84.334 4.112  -1.264 1.546  C22  TXF 11 
TXF C21  C21  C 0 1 Y N N 17.498 -5.429  84.696 5.485  -1.143 1.535  C21  TXF 12 
TXF C20  C20  C 0 1 Y N N 18.237 -5.380  85.878 6.137  -0.711 0.392  C20  TXF 13 
TXF C19  C19  C 0 1 Y N N 18.303 -6.494  86.702 5.416  -0.397 -0.747 C19  TXF 14 
TXF C18  C18  C 0 1 Y N N 17.629 -7.657  86.343 4.043  -0.519 -0.754 C18  TXF 15 
TXF C13  C13  C 0 1 N N N 16.647 -9.651  83.531 1.273  -2.433 0.557  C13  TXF 16 
TXF C14  C14  C 0 1 N N N 17.991 -10.320 83.689 1.159  -3.104 -0.813 C14  TXF 17 
TXF C15  C15  C 0 1 N N N 18.727 -10.277 82.361 0.625  -4.527 -0.640 C15  TXF 18 
TXF O16  O16  O 0 1 N N N 18.041 -10.969 81.325 0.518  -5.155 -1.920 O16  TXF 19 
TXF C8   C8   C 0 1 Y N N 14.682 -8.758  86.768 -0.335 -0.084 0.385  C8   TXF 20 
TXF C7   C7   C 0 1 Y N N 14.209 -7.448  86.704 -0.914 -0.383 1.620  C7   TXF 21 
TXF C6   C6   C 0 1 Y N N 13.692 -6.843  87.851 -2.284 -0.485 1.730  C6   TXF 22 
TXF C9   C9   C 0 1 Y N N 14.600 -9.475  87.959 -1.147 0.111  -0.734 C9   TXF 23 
TXF C10  C10  C 0 1 Y N N 14.088 -8.876  89.094 -2.516 0.002  -0.617 C10  TXF 24 
TXF C5   C5   C 0 1 Y N N 13.633 -7.561  89.051 -3.089 -0.290 0.615  C5   TXF 25 
TXF O4   O4   O 0 1 N N N 13.122 -6.965  90.176 -4.439 -0.391 0.727  O4   TXF 26 
TXF C3   C3   C 0 1 N N N 12.465 -7.721  91.197 -4.981 -0.141 -0.571 C3   TXF 27 
TXF C2   C2   C 0 1 N N N 12.213 -6.846  92.418 -6.507 -0.240 -0.514 C2   TXF 28 
TXF N1   N1   N 0 1 N N N 11.063 -5.963  92.189 -7.036 0.831  0.341  N1   TXF 29 
TXF C31  C31  C 0 1 N N N 11.351 -4.946  91.154 -6.970 2.070  -0.447 C31  TXF 30 
TXF C30  C30  C 0 1 N N N 10.668 -5.365  93.484 -8.460 0.540  0.551  C30  TXF 31 
TXF H29  H29  H 0 1 N N N 12.074 -14.317 83.660 2.882  5.680  -0.451 H29  TXF 32 
TXF H25  H25  H 0 1 N N N 14.831 -13.993 84.390 1.910  3.719  -2.409 H25  TXF 33 
TXF H24  H24  H 0 1 N N N 16.133 -11.953 84.829 0.873  1.536  -1.961 H24  TXF 34 
TXF H27  H27  H 0 1 N N N 11.215 -11.905 85.293 3.811  3.615  1.419  H27  TXF 35 
TXF H28  H28  H 0 1 N N N 12.509 -9.842  85.691 2.775  1.434  1.881  H28  TXF 36 
TXF H22  H22  H 0 1 N N N 16.250 -6.623  83.415 3.605  -1.601 2.438  H22  TXF 37 
TXF H21  H21  H 0 1 N N N 17.454 -4.560  84.056 6.054  -1.385 2.420  H21  TXF 38 
TXF H20  H20  H 0 1 N N N 18.758 -4.474  86.152 7.212  -0.618 0.390  H20  TXF 39 
TXF H19  H19  H 0 1 N N N 18.875 -6.459  87.618 5.932  -0.060 -1.634 H19  TXF 40 
TXF H18  H18  H 0 1 N N N 17.691 -8.531  86.975 3.482  -0.274 -1.644 H18  TXF 41 
TXF H131 1H13 H 0 0 N N N 16.756 -8.875  82.760 1.887  -3.050 1.214  H131 TXF 42 
TXF H132 2H13 H 0 0 N N N 15.911 -10.420 83.254 0.279  -2.319 0.990  H132 TXF 43 
TXF H141 1H14 H 0 0 N N N 17.850 -11.365 84.001 0.476  -2.533 -1.441 H141 TXF 44 
TXF H142 2H14 H 0 0 N N N 18.579 -9.791  84.454 2.142  -3.140 -1.283 H142 TXF 45 
TXF H151 1H15 H 0 0 N N N 19.699 -10.772 82.504 1.308  -5.099 -0.011 H151 TXF 46 
TXF H152 2H15 H 0 0 N N N 18.837 -9.225  82.060 -0.358 -4.492 -0.170 H152 TXF 47 
TXF H16  H16  H 0 1 N N N 17.888 -10.379 80.597 0.179  -6.047 -1.767 H16  TXF 48 
TXF H7   H7   H 0 1 N N N 14.242 -6.904  85.772 -0.289 -0.535 2.487  H7   TXF 49 
TXF H6   H6   H 0 1 N N N 13.338 -5.823  87.812 -2.733 -0.716 2.685  H6   TXF 50 
TXF H9   H9   H 0 1 N N N 14.937 -10.500 87.996 -0.703 0.343  -1.690 H9   TXF 51 
TXF H10  H10  H 0 1 N N N 14.041 -9.431  90.019 -3.145 0.153  -1.481 H10  TXF 52 
TXF H31  1H3  H 0 1 N N N 13.106 -8.567  91.487 -4.595 -0.880 -1.274 H31  TXF 53 
TXF H32  2H3  H 0 1 N N N 11.504 -8.092  90.812 -4.694 0.857  -0.899 H32  TXF 54 
TXF H21A 1H2  H 0 0 N N N 13.104 -6.229  92.604 -6.793 -1.208 -0.102 H21A TXF 55 
TXF H22A 2H2  H 0 0 N N N 12.006 -7.489  93.286 -6.916 -0.138 -1.519 H22A TXF 56 
TXF H311 1H31 H 0 0 N N N 10.541 -4.941  90.410 -5.927 2.329  -0.630 H311 TXF 57 
TXF H312 2H31 H 0 0 N N N 12.303 -5.186  90.659 -7.480 1.923  -1.399 H312 TXF 58 
TXF H313 3H31 H 0 0 N N N 11.422 -3.954  91.624 -7.453 2.877  0.104  H313 TXF 59 
TXF H301 1H30 H 0 0 N N N 9.704  -4.847  93.370 -8.973 0.522  -0.411 H301 TXF 60 
TXF H302 2H30 H 0 0 N N N 11.436 -4.646  93.805 -8.565 -0.430 1.036  H302 TXF 61 
TXF H303 3H30 H 0 0 N N N 10.570 -6.158  94.240 -8.899 1.312  1.183  H303 TXF 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 
TXF O29 C26  SING N N 1  
TXF O29 H29  SING N N 2  
TXF C26 C25  DOUB Y N 3  
TXF C26 C27  SING Y N 4  
TXF C25 C24  SING Y N 5  
TXF C25 H25  SING N N 6  
TXF C24 C23  DOUB Y N 7  
TXF C24 H24  SING N N 8  
TXF C27 C28  DOUB Y N 9  
TXF C27 H27  SING N N 10 
TXF C28 C23  SING Y N 11 
TXF C28 H28  SING N N 12 
TXF C23 C11  SING N N 13 
TXF C11 C12  DOUB N Z 14 
TXF C11 C8   SING N N 15 
TXF C12 C17  SING N N 16 
TXF C12 C13  SING N N 17 
TXF C17 C22  DOUB Y N 18 
TXF C17 C18  SING Y N 19 
TXF C22 C21  SING Y N 20 
TXF C22 H22  SING N N 21 
TXF C21 C20  DOUB Y N 22 
TXF C21 H21  SING N N 23 
TXF C20 C19  SING Y N 24 
TXF C20 H20  SING N N 25 
TXF C19 C18  DOUB Y N 26 
TXF C19 H19  SING N N 27 
TXF C18 H18  SING N N 28 
TXF C13 C14  SING N N 29 
TXF C13 H131 SING N N 30 
TXF C13 H132 SING N N 31 
TXF C14 C15  SING N N 32 
TXF C14 H141 SING N N 33 
TXF C14 H142 SING N N 34 
TXF C15 O16  SING N N 35 
TXF C15 H151 SING N N 36 
TXF C15 H152 SING N N 37 
TXF O16 H16  SING N N 38 
TXF C8  C7   DOUB Y N 39 
TXF C8  C9   SING Y N 40 
TXF C7  C6   SING Y N 41 
TXF C7  H7   SING N N 42 
TXF C6  C5   DOUB Y N 43 
TXF C6  H6   SING N N 44 
TXF C9  C10  DOUB Y N 45 
TXF C9  H9   SING N N 46 
TXF C10 C5   SING Y N 47 
TXF C10 H10  SING N N 48 
TXF C5  O4   SING N N 49 
TXF O4  C3   SING N N 50 
TXF C3  C2   SING N N 51 
TXF C3  H31  SING N N 52 
TXF C3  H32  SING N N 53 
TXF C2  N1   SING N N 54 
TXF C2  H21A SING N N 55 
TXF C2  H22A SING N N 56 
TXF N1  C31  SING N N 57 
TXF N1  C30  SING N N 58 
TXF C31 H311 SING N N 59 
TXF C31 H312 SING N N 60 
TXF C31 H313 SING N N 61 
TXF C30 H301 SING N N 62 
TXF C30 H302 SING N N 63 
TXF C30 H303 SING N N 64 
# 
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 
TXF SMILES           ACDLabs              10.04 O(c1ccc(cc1)/C(c2ccc(O)cc2)=C(\c3ccccc3)CCCO)CCN(C)C                                                                                                            
TXF InChI            InChI                1.02b InChI=1/C27H31NO3/c1-28(2)18-20-31-25-16-12-23(13-17-25)27(22-10-14-24(30)15-11-22)26(9-6-19-29)21-7-4-3-5-8-21/h3-5,7-8,10-17,29-30H,6,9,18-20H2,1-2H3/b27-26- 
TXF InChIKey         InChI                1.02b ZVSFNBNLNLXEFQ-RQZHXJHFBI                                                                                                                                       
TXF SMILES_CANONICAL CACTVS               3.341 CN(C)CCOc1ccc(cc1)C(=C(CCCO)\c2ccccc2)/c3ccc(O)cc3                                                                                                              
TXF SMILES           CACTVS               3.341 CN(C)CCOc1ccc(cc1)C(=C(CCCO)c2ccccc2)c3ccc(O)cc3                                                                                                                
TXF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CN(C)CCOc1ccc(cc1)/C(=C(/CCCO)\c2ccccc2)/c3ccc(cc3)O                                                                                                            
TXF SMILES           "OpenEye OEToolkits" 1.5.0 CN(C)CCOc1ccc(cc1)C(=C(CCCO)c2ccccc2)c3ccc(cc3)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 
TXF "SYSTEMATIC NAME" ACDLabs              10.04 4-[(1Z)-1-{4-[2-(dimethylamino)ethoxy]phenyl}-5-hydroxy-2-phenylpent-1-en-1-yl]phenol 
TXF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-[(Z)-1-[4-(2-dimethylaminoethoxy)phenyl]-5-hydroxy-2-phenyl-pent-1-enyl]phenol      
# 
