data_IOK
# 
_chem_comp.id                                    IOK 
_chem_comp.name                                  N-[(1R)-3-(4-HYDROXYPHENYL)-1-METHYLPROPYL]-2-(2-PHENYL-1H-INDOL-3-YL)ACETAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H26 N2 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-04-05 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        398.497 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IOK 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye OEToolkits" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
IOK C1   C1   C 0 1 Y N N 15.813 35.883 49.888 -0.973  6.654  3.063 C1   IOK 1  
IOK C2   C2   C 0 1 Y N N 14.703 36.091 50.726 -0.252  7.812  3.315 C2   IOK 2  
IOK C3   C3   C 0 1 Y N N 13.432 36.265 50.178 0.749   8.203  2.426 C3   IOK 3  
IOK C4   C4   C 0 1 Y N N 13.260 36.231 48.796 1.017   7.431  1.295 C4   IOK 4  
IOK O5   O5   O 0 1 N N N 12.021 36.392 48.290 1.993   7.813  0.426 O5   IOK 5  
IOK C6   C6   C 0 1 Y N N 14.368 36.066 47.958 0.285   6.268  1.054 C6   IOK 6  
IOK C7   C7   C 0 1 Y N N 15.642 35.833 48.513 -0.716  5.878  1.944 C7   IOK 7  
IOK C8   C8   C 0 1 N N N 17.166 35.717 50.544 -2.056  6.232  4.025 C8   IOK 8  
IOK C9   C9   C 0 1 N N N 18.304 35.705 49.517 -1.563  5.314  5.153 C9   IOK 9  
IOK C10  C10  C 0 1 N N N 19.670 35.765 50.226 -2.669  4.818  6.099 C10  IOK 10 
IOK C11  C11  C 0 1 N N N 20.219 37.196 50.274 -2.098  3.855  7.137 C11  IOK 11 
IOK N12  N12  N 0 1 N N N 19.508 35.264 51.600 -3.324  5.919  6.765 N12  IOK 12 
IOK C13  C13  C 0 1 N N N 19.707 33.974 51.859 -4.683  6.168  6.636 C13  IOK 13 
IOK O14  O14  O 0 1 N N N 20.040 33.195 50.930 -5.461  5.500  5.961 O14  IOK 14 
IOK C15  C15  C 0 1 N N N 19.554 33.456 53.255 -5.131  7.386  7.442 C15  IOK 15 
IOK C16  C16  C 0 1 N N N 18.617 34.269 54.111 -6.333  8.061  6.906 C16  IOK 16 
IOK C17  C17  C 0 1 N N N 18.921 35.153 55.178 -6.351  9.083  5.985 C17  IOK 17 
IOK N18  N18  N 0 1 N N N 17.752 35.646 55.665 -7.658  9.422  5.758 N18  IOK 18 
IOK C19  C19  C 0 1 Y N N 16.713 35.135 54.938 -8.492  8.635  6.518 C19  IOK 19 
IOK C20  C20  C 0 1 Y N N 15.336 35.324 55.083 -9.888  8.624  6.611 C20  IOK 20 
IOK C21  C21  C 0 1 Y N N 14.481 34.660 54.197 -10.471 7.698  7.481 C21  IOK 21 
IOK C22  C22  C 0 1 Y N N 15.016 33.839 53.180 -9.687  6.820  8.226 C22  IOK 22 
IOK C23  C23  C 0 1 Y N N 16.382 33.621 53.072 -8.292  6.842  8.123 C23  IOK 23 
IOK C24  C24  C 0 1 Y N N 17.240 34.316 53.961 -7.681  7.767  7.252 C24  IOK 24 
IOK C25  C25  C 0 1 Y N N 20.223 35.580 55.762 -5.266  9.757  5.312 C25  IOK 25 
IOK C26  C26  C 0 1 Y N N 21.475 35.211 55.273 -4.796  9.274  4.091 C26  IOK 26 
IOK C27  C27  C 0 1 Y N N 22.652 35.675 55.894 -3.749  9.926  3.440 C27  IOK 27 
IOK C28  C28  C 0 1 Y N N 22.573 36.484 57.022 -3.171  11.060 4.011 C28  IOK 28 
IOK C29  C29  C 0 1 Y N N 21.320 36.874 57.512 -3.642  11.543 5.232 C29  IOK 29 
IOK C30  C30  C 0 1 Y N N 20.157 36.435 56.873 -4.690  10.891 5.883 C30  IOK 30 
IOK H2   H2   H 0 1 N N N 14.835 36.116 51.798 -0.454  8.420  4.193 H2   IOK 31 
IOK H3   H3   H 0 1 N N N 12.582 36.426 50.825 1.316   9.109  2.619 H3   IOK 32 
IOK HO5  HO5  H 0 1 N N N 11.391 36.430 49.000 2.383   8.656  0.708 HO5  IOK 33 
IOK H6   H6   H 0 1 N N N 14.247 36.117 46.886 0.489   5.663  0.175 H6   IOK 34 
IOK H7   H7   H 0 1 N N N 16.482 35.616 47.870 -1.282  4.971  1.748 H7   IOK 35 
IOK H81  1H8  H 0 1 N N N 17.326 36.556 51.237 -2.553  7.115  4.445 H81  IOK 36 
IOK H82  2H8  H 0 1 N N N 17.173 34.752 51.073 -2.831  5.706  3.453 H82  IOK 37 
IOK H91  1H9  H 0 1 N N N 18.245 34.780 48.925 -0.794  5.834  5.738 H91  IOK 38 
IOK H92  2H9  H 0 1 N N N 18.203 36.583 48.863 -1.070  4.448  4.690 H92  IOK 39 
IOK H10  H10  H 0 1 N N N 20.384 35.146 49.662 -3.442  4.291  5.530 H10  IOK 40 
IOK H111 1H11 H 0 0 N N N 20.350 37.504 51.322 -1.290  4.323  7.711 H111 IOK 41 
IOK H112 2H11 H 0 0 N N N 21.189 37.234 49.756 -2.873  3.529  7.838 H112 IOK 42 
IOK H113 3H11 H 0 0 N N N 19.511 37.877 49.778 -1.683  2.964  6.653 H113 IOK 43 
IOK HN12 HN12 H 0 0 N N N 19.250 35.890 52.336 -2.768  6.536  7.351 HN12 IOK 44 
IOK H151 1H15 H 0 0 N N N 19.158 32.432 53.196 -4.275  8.086  7.493 H151 IOK 45 
IOK H152 2H15 H 0 0 N N N 20.546 33.508 53.727 -5.295  7.051  8.484 H152 IOK 46 
IOK HN18 HN18 H 0 0 N N N 17.666 36.281 56.433 -7.971  10.145 5.124 HN18 IOK 47 
IOK H20  H20  H 0 1 N N N 14.943 35.965 55.858 -10.500 9.307  6.031 H20  IOK 48 
IOK H21  H21  H 0 1 N N N 13.411 34.775 54.291 -11.554 7.664  7.576 H21  IOK 49 
IOK H22  H22  H 0 1 N N N 14.348 33.371 52.472 -10.163 6.109  8.896 H22  IOK 50 
IOK H23  H23  H 0 1 N N N 16.780 32.942 52.332 -7.695  6.151  8.711 H23  IOK 51 
IOK H26  H26  H 0 1 N N N 21.544 34.564 54.411 -5.236  8.391  3.633 H26  IOK 52 
IOK H27  H27  H 0 1 N N N 23.617 35.402 55.493 -3.382  9.549  2.490 H27  IOK 53 
IOK H28  H28  H 0 1 N N N 23.475 36.811 57.519 -2.356  11.568 3.505 H28  IOK 54 
IOK H29  H29  H 0 1 N N N 21.253 37.512 58.381 -3.193  12.426 5.677 H29  IOK 55 
IOK H30  H30  H 0 1 N N N 19.194 36.758 57.239 -5.045  11.280 6.834 H30  IOK 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 
IOK C1  C7   SING Y N 1  
IOK C1  C8   SING N N 2  
IOK C1  C2   DOUB Y N 3  
IOK C2  C3   SING Y N 4  
IOK C2  H2   SING N N 5  
IOK C3  C4   DOUB Y N 6  
IOK C3  H3   SING N N 7  
IOK C4  C6   SING Y N 8  
IOK C4  O5   SING N N 9  
IOK O5  HO5  SING N N 10 
IOK C6  C7   DOUB Y N 11 
IOK C6  H6   SING N N 12 
IOK C7  H7   SING N N 13 
IOK C8  C9   SING N N 14 
IOK C8  H81  SING N N 15 
IOK C8  H82  SING N N 16 
IOK C9  C10  SING N N 17 
IOK C9  H91  SING N N 18 
IOK C9  H92  SING N N 19 
IOK C10 C11  SING N N 20 
IOK C10 N12  SING N N 21 
IOK C10 H10  SING N N 22 
IOK C11 H111 SING N N 23 
IOK C11 H112 SING N N 24 
IOK C11 H113 SING N N 25 
IOK N12 C13  SING N N 26 
IOK N12 HN12 SING N N 27 
IOK C13 O14  DOUB N N 28 
IOK C13 C15  SING N N 29 
IOK C15 C16  SING N N 30 
IOK C15 H151 SING N N 31 
IOK C15 H152 SING N N 32 
IOK C16 C24  SING N N 33 
IOK C16 C17  DOUB N N 34 
IOK C17 N18  SING N N 35 
IOK C17 C25  SING N N 36 
IOK N18 C19  SING N N 37 
IOK N18 HN18 SING N N 38 
IOK C19 C24  DOUB Y N 39 
IOK C19 C20  SING Y N 40 
IOK C20 C21  DOUB Y N 41 
IOK C20 H20  SING N N 42 
IOK C21 C22  SING Y N 43 
IOK C21 H21  SING N N 44 
IOK C22 C23  DOUB Y N 45 
IOK C22 H22  SING N N 46 
IOK C23 C24  SING Y N 47 
IOK C23 H23  SING N N 48 
IOK C25 C26  DOUB Y N 49 
IOK C25 C30  SING Y N 50 
IOK C26 C27  SING Y N 51 
IOK C26 H26  SING N N 52 
IOK C27 C28  DOUB Y N 53 
IOK C27 H27  SING N N 54 
IOK C28 C29  SING Y N 55 
IOK C28 H28  SING N N 56 
IOK C29 C30  DOUB Y N 57 
IOK C29 H29  SING N N 58 
IOK C30 H30  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 
IOK SMILES           ACDLabs              10.04 O=C(NC(C)CCc1ccc(O)cc1)Cc3c2ccccc2nc3c4ccccc4                                                                                                                                     
IOK InChI            InChI                1.02b InChI=1/C26H26N2O2/c1-18(11-12-19-13-15-21(29)16-14-19)27-25(30)17-23-22-9-5-6-10-24(22)28-26(23)20-7-3-2-4-8-20/h2-10,13-16,18,28-29H,11-12,17H2,1H3,(H,27,30)/t18-/m1/s1/f/h27H 
IOK InChIKey         InChI                1.02b APLJSSOXDWUNGV-YESIIZMGDC                                                                                                                                                         
IOK SMILES_CANONICAL CACTVS               3.341 C[C@H](CCc1ccc(O)cc1)NC(=O)Cc2c([nH]c3ccccc23)c4ccccc4                                                                                                                            
IOK SMILES           CACTVS               3.341 C[CH](CCc1ccc(O)cc1)NC(=O)Cc2c([nH]c3ccccc23)c4ccccc4                                                                                                                             
IOK SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@H](CCc1ccc(cc1)O)NC(=O)Cc2c3ccccc3[nH]c2c4ccccc4                                                                                                                              
IOK SMILES           "OpenEye OEToolkits" 1.5.0 CC(CCc1ccc(cc1)O)NC(=O)Cc2c3ccccc3[nH]c2c4ccccc4                                                                                                                                  
# 
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 
IOK "SYSTEMATIC NAME" ACDLabs              10.04 N-[(1R)-3-(4-hydroxyphenyl)-1-methylpropyl]-2-(2-phenyl-1H-indol-3-yl)acetamide 
IOK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]-2-(2-phenyl-1H-indol-3-yl)ethanamide     
# 
