data_IOG # _chem_comp.id IOG _chem_comp.name "N-[(1R)-3-(4-HYDROXYPHENYL)-1-METHYLPROPYL]-2-[2-PHENYL-6-(2-PIPERIDIN-1-YLETHOXY)-1H-INDOL-3-YL]ACETAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C33 H39 N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-04-06 _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 525.681 _chem_comp.one_letter_code ? _chem_comp.three_letter_code IOG _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 IOG C1 C1 C 0 1 Y N N 28.888 0.085 27.326 11.099 4.253 2.828 C1 IOG 1 IOG C2 C2 C 0 1 Y N N 27.790 0.888 27.644 11.461 3.188 2.017 C2 IOG 2 IOG C3 C3 C 0 1 Y N N 26.490 0.397 27.497 12.785 2.749 2.012 C3 IOG 3 IOG C4 C4 C 0 1 Y N N 26.324 -0.928 27.060 13.731 3.381 2.818 C4 IOG 4 IOG O5 O5 O 0 1 N N N 25.049 -1.329 26.872 15.023 2.952 2.815 O5 IOG 5 IOG C6 C6 C 0 1 Y N N 27.407 -1.721 26.698 13.354 4.451 3.629 C6 IOG 6 IOG C7 C7 C 0 1 Y N N 28.716 -1.222 26.864 12.030 4.890 3.634 C7 IOG 7 IOG C8 C8 C 0 1 N N N 30.253 0.713 27.519 9.667 4.726 2.833 C8 IOG 8 IOG C9 C9 C 0 1 N N N 30.614 0.697 29.024 9.368 5.816 1.792 C9 IOG 9 IOG C10 C10 C 0 1 N N N 31.906 1.519 29.246 7.930 6.360 1.835 C10 IOG 10 IOG C11 C11 C 0 1 N N N 32.324 1.377 30.712 7.751 7.486 0.820 C11 IOG 11 IOG N12 N12 N 0 1 N N N 32.927 1.060 28.269 6.966 5.316 1.579 N12 IOG 12 IOG C13 C13 C 0 1 N N N 33.450 1.993 27.450 5.687 5.331 2.118 C13 IOG 13 IOG O14 O14 O 0 1 N N N 33.104 3.199 27.542 5.243 6.210 2.852 O14 IOG 14 IOG C15 C15 C 0 1 N N N 34.441 1.605 26.421 4.861 4.118 1.694 C15 IOG 15 IOG C16 C16 C 0 1 N N N 34.747 0.164 26.427 3.796 3.744 2.650 C16 IOG 16 IOG C17 C17 C 0 1 N N N 35.687 -0.750 27.129 3.918 2.868 3.704 C17 IOG 17 IOG N18 N18 N 0 1 N N N 35.449 -2.102 26.593 2.706 2.798 4.336 N18 IOG 18 IOG C19 C19 C 0 1 Y N N 34.418 -2.055 25.724 1.795 3.618 3.709 C19 IOG 19 IOG C20 C20 C 0 1 Y N N 33.871 -3.113 24.980 0.449 3.864 4.002 C20 IOG 20 IOG C21 C21 C 0 1 Y N N 32.943 -2.808 23.956 -0.232 4.758 3.177 C21 IOG 21 IOG C22 C22 C 0 1 Y N N 32.373 -1.537 23.903 0.397 5.382 2.105 C22 IOG 22 IOG C23 C23 C 0 1 Y N N 32.843 -0.512 24.756 1.744 5.126 1.824 C23 IOG 23 IOG C24 C24 C 0 1 Y N N 33.920 -0.774 25.621 2.458 4.226 2.641 C24 IOG 24 IOG C25 C25 C 0 1 Y N N 36.771 -0.386 28.106 5.055 2.102 4.160 C25 IOG 25 IOG C26 C26 C 0 1 Y N N 36.672 0.711 28.975 5.928 2.646 5.101 C26 IOG 26 IOG C27 C27 C 0 1 Y N N 37.719 0.993 29.890 7.026 1.907 5.541 C27 IOG 27 IOG C28 C28 C 0 1 Y N N 38.888 0.227 29.899 7.249 0.624 5.041 C28 IOG 28 IOG C29 C29 C 0 1 Y N N 38.991 -0.849 29.047 6.375 0.081 4.099 C29 IOG 29 IOG C30 C30 C 0 1 Y N N 37.925 -1.170 28.156 5.277 0.820 3.659 C30 IOG 30 IOG O31 O31 O 0 1 N N N 32.358 -3.796 23.248 -1.551 5.028 3.430 O31 IOG 31 IOG C32 C32 C 0 1 N N N 33.069 -4.651 22.332 -1.973 4.946 4.785 C32 IOG 32 IOG C33 C33 C 0 1 N N N 33.596 -3.990 21.059 -3.120 5.913 5.015 C33 IOG 33 IOG N34 N34 N 0 1 N N N 32.626 -4.118 19.931 -3.582 5.807 6.398 N34 IOG 34 IOG C35 C35 C 0 1 N N N 33.271 -3.320 18.852 -2.503 6.165 7.329 C35 IOG 35 IOG C36 C36 C 0 1 N N N 32.295 -3.121 17.681 -2.955 6.012 8.783 C36 IOG 36 IOG C37 C37 C 0 1 N N N 31.030 -2.395 18.146 -4.210 6.831 9.063 C37 IOG 37 IOG C38 C38 C 0 1 N N N 30.366 -3.298 19.200 -5.294 6.511 8.040 C38 IOG 38 IOG C39 C39 C 0 1 N N N 31.360 -3.493 20.346 -4.768 6.648 6.610 C39 IOG 39 IOG H2 H2 H 0 1 N N N 27.947 1.894 28.005 10.730 2.689 1.385 H2 IOG 40 IOG H3 H3 H 0 1 N N N 25.635 1.020 27.714 13.072 1.915 1.378 H3 IOG 41 IOG HO5 HO5 H 0 1 N N N 24.619 -1.423 27.714 15.056 1.984 2.886 HO5 IOG 42 IOG H6 H6 H 0 1 N N N 27.248 -2.710 26.294 14.087 4.947 4.261 H6 IOG 43 IOG H7 H7 H 0 1 N N N 29.572 -1.841 26.637 11.745 5.724 4.269 H7 IOG 44 IOG H81 1H8 H 0 1 N N N 31.004 0.141 26.954 8.987 3.877 2.698 H81 IOG 45 IOG H82 2H8 H 0 1 N N N 30.236 1.751 27.155 9.444 5.121 3.833 H82 IOG 46 IOG H91 1H9 H 0 1 N N N 29.791 1.140 29.605 9.578 5.429 0.787 H91 IOG 47 IOG H92 2H9 H 0 1 N N N 30.774 -0.340 29.354 10.071 6.643 1.961 H92 IOG 48 IOG H10 H10 H 0 1 N N N 31.762 2.594 29.066 7.707 6.756 2.831 H10 IOG 49 IOG H111 1H11 H 0 0 N N N 33.421 1.343 30.779 7.999 7.151 -0.193 H111 IOG 50 IOG H112 2H11 H 0 0 N N N 31.948 2.237 31.285 6.719 7.851 0.818 H112 IOG 51 IOG H113 3H11 H 0 0 N N N 31.903 0.449 31.125 8.407 8.330 1.058 H113 IOG 52 IOG HN12 HN12 H 0 0 N N N 33.213 0.103 28.222 7.234 4.539 0.982 HN12 IOG 53 IOG H151 1H15 H 0 0 N N N 34.033 1.867 25.433 5.562 3.277 1.534 H151 IOG 54 IOG H152 2H15 H 0 0 N N N 35.375 2.141 26.644 4.439 4.340 0.695 H152 IOG 55 IOG HN18 HN18 H 0 0 N N N 35.968 -2.922 26.834 2.503 2.229 5.147 HN18 IOG 56 IOG H20 H20 H 0 1 N N N 34.152 -4.136 25.185 -0.042 3.378 4.839 H20 IOG 57 IOG H22 H22 H 0 1 N N N 31.571 -1.335 23.209 -0.153 6.076 1.474 H22 IOG 58 IOG H23 H23 H 0 1 N N N 32.379 0.463 24.743 2.225 5.617 0.983 H23 IOG 59 IOG H26 H26 H 0 1 N N N 35.796 1.343 28.947 5.768 3.645 5.500 H26 IOG 60 IOG H27 H27 H 0 1 N N N 37.611 1.810 30.588 7.707 2.331 6.273 H27 IOG 61 IOG H28 H28 H 0 1 N N N 39.700 0.476 30.566 8.104 0.048 5.383 H28 IOG 62 IOG H29 H29 H 0 1 N N N 39.885 -1.454 29.053 6.548 -0.918 3.710 H29 IOG 63 IOG H30 H30 H 0 1 N N N 38.012 -2.032 27.511 4.605 0.382 2.925 H30 IOG 64 IOG H321 1H32 H 0 0 N N N 33.937 -5.057 22.872 -2.304 3.920 4.975 H321 IOG 65 IOG H322 2H32 H 0 0 N N N 32.337 -5.401 21.997 -1.121 5.172 5.434 H322 IOG 66 IOG H331 1H33 H 0 0 N N N 33.767 -2.922 21.259 -2.809 6.947 4.835 H331 IOG 67 IOG H332 2H33 H 0 0 N N N 34.530 -4.494 20.770 -3.960 5.672 4.355 H332 IOG 68 IOG H351 1H35 H 0 0 N N N 33.561 -2.337 19.253 -2.164 7.195 7.153 H351 IOG 69 IOG H352 2H35 H 0 0 N N N 34.160 -3.858 18.491 -1.642 5.506 7.164 H352 IOG 70 IOG H361 1H36 H 0 0 N N N 32.787 -2.521 16.902 -2.150 6.326 9.456 H361 IOG 71 IOG H362 2H36 H 0 0 N N N 32.011 -4.108 17.286 -3.154 4.954 8.996 H362 IOG 72 IOG H371 1H37 H 0 0 N N N 31.286 -1.419 18.583 -4.575 6.626 10.075 H371 IOG 73 IOG H372 2H37 H 0 0 N N N 30.350 -2.207 17.302 -3.968 7.900 9.017 H372 IOG 74 IOG H381 1H38 H 0 0 N N N 29.447 -2.824 19.576 -5.658 5.488 8.202 H381 IOG 75 IOG H382 2H38 H 0 0 N N N 30.098 -4.269 18.757 -6.149 7.181 8.186 H382 IOG 76 IOG H391 1H39 H 0 0 N N N 30.890 -4.142 21.099 -5.563 6.343 5.919 H391 IOG 77 IOG H392 2H39 H 0 0 N N N 31.605 -2.494 20.736 -4.540 7.701 6.400 H392 IOG 78 # 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 IOG C1 C7 SING Y N 1 IOG C1 C8 SING N N 2 IOG C1 C2 DOUB Y N 3 IOG C2 C3 SING Y N 4 IOG C2 H2 SING N N 5 IOG C3 C4 DOUB Y N 6 IOG C3 H3 SING N N 7 IOG C4 C6 SING Y N 8 IOG C4 O5 SING N N 9 IOG O5 HO5 SING N N 10 IOG C6 C7 DOUB Y N 11 IOG C6 H6 SING N N 12 IOG C7 H7 SING N N 13 IOG C8 C9 SING N N 14 IOG C8 H81 SING N N 15 IOG C8 H82 SING N N 16 IOG C9 C10 SING N N 17 IOG C9 H91 SING N N 18 IOG C9 H92 SING N N 19 IOG C10 N12 SING N N 20 IOG C10 C11 SING N N 21 IOG C10 H10 SING N N 22 IOG C11 H111 SING N N 23 IOG C11 H112 SING N N 24 IOG C11 H113 SING N N 25 IOG N12 C13 SING N N 26 IOG N12 HN12 SING N N 27 IOG C13 C15 SING N N 28 IOG C13 O14 DOUB N N 29 IOG C15 C16 SING N N 30 IOG C15 H151 SING N N 31 IOG C15 H152 SING N N 32 IOG C16 C24 SING N N 33 IOG C16 C17 DOUB N N 34 IOG C17 N18 SING N N 35 IOG C17 C25 SING N N 36 IOG N18 C19 SING N N 37 IOG N18 HN18 SING N N 38 IOG C19 C20 DOUB Y N 39 IOG C19 C24 SING Y N 40 IOG C20 C21 SING Y N 41 IOG C20 H20 SING N N 42 IOG C21 O31 SING N N 43 IOG C21 C22 DOUB Y N 44 IOG C22 C23 SING Y N 45 IOG C22 H22 SING N N 46 IOG C23 C24 DOUB Y N 47 IOG C23 H23 SING N N 48 IOG C25 C30 DOUB Y N 49 IOG C25 C26 SING Y N 50 IOG C26 C27 DOUB Y N 51 IOG C26 H26 SING N N 52 IOG C27 C28 SING Y N 53 IOG C27 H27 SING N N 54 IOG C28 C29 DOUB Y N 55 IOG C28 H28 SING N N 56 IOG C29 C30 SING Y N 57 IOG C29 H29 SING N N 58 IOG C30 H30 SING N N 59 IOG O31 C32 SING N N 60 IOG C32 C33 SING N N 61 IOG C32 H321 SING N N 62 IOG C32 H322 SING N N 63 IOG C33 N34 SING N N 64 IOG C33 H331 SING N N 65 IOG C33 H332 SING N N 66 IOG N34 C35 SING N N 67 IOG N34 C39 SING N N 68 IOG C35 C36 SING N N 69 IOG C35 H351 SING N N 70 IOG C35 H352 SING N N 71 IOG C36 C37 SING N N 72 IOG C36 H361 SING N N 73 IOG C36 H362 SING N N 74 IOG C37 C38 SING N N 75 IOG C37 H371 SING N N 76 IOG C37 H372 SING N N 77 IOG C38 C39 SING N N 78 IOG C38 H381 SING N N 79 IOG C38 H382 SING N N 80 IOG C39 H391 SING N N 81 IOG C39 H392 SING N N 82 # 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 IOG SMILES ACDLabs 10.04 "O=C(NC(C)CCc1ccc(O)cc1)Cc5c3ccc(OCCN2CCCCC2)cc3nc5c4ccccc4" IOG SMILES_CANONICAL CACTVS 3.341 "C[C@H](CCc1ccc(O)cc1)NC(=O)Cc2c([nH]c3cc(OCCN4CCCCC4)ccc23)c5ccccc5" IOG SMILES CACTVS 3.341 "C[CH](CCc1ccc(O)cc1)NC(=O)Cc2c([nH]c3cc(OCCN4CCCCC4)ccc23)c5ccccc5" IOG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@H](CCc1ccc(cc1)O)NC(=O)Cc2c3ccc(cc3[nH]c2c4ccccc4)OCCN5CCCCC5" IOG SMILES "OpenEye OEToolkits" 1.5.0 "CC(CCc1ccc(cc1)O)NC(=O)Cc2c3ccc(cc3[nH]c2c4ccccc4)OCCN5CCCCC5" IOG InChI InChI 1.03 "InChI=1S/C33H39N3O3/c1-24(10-11-25-12-14-27(37)15-13-25)34-32(38)23-30-29-17-16-28(39-21-20-36-18-6-3-7-19-36)22-31(29)35-33(30)26-8-4-2-5-9-26/h2,4-5,8-9,12-17,22,24,35,37H,3,6-7,10-11,18-21,23H2,1H3,(H,34,38)/t24-/m1/s1" IOG InChIKey InChI 1.03 FACGWONUFWMXPN-XMMPIXPASA-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 IOG "SYSTEMATIC NAME" ACDLabs 10.04 "N-[(1R)-3-(4-hydroxyphenyl)-1-methylpropyl]-2-[2-phenyl-6-(2-piperidin-1-ylethoxy)-1H-indol-3-yl]acetamide" IOG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]-2-[2-phenyl-6-(2-piperidin-1-ylethoxy)-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 IOG "Create component" 2007-04-06 RCSB IOG "Modify descriptor" 2011-06-04 RCSB #