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 2011-06-04 _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 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" IOK InChI InChI 1.03 "InChI=1S/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" IOK InChIKey InChI 1.03 APLJSSOXDWUNGV-GOSISDBHSA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site IOK "Create component" 2007-04-05 RCSB IOK "Modify descriptor" 2011-06-04 RCSB #