data_C23 # _chem_comp.id C23 _chem_comp.name "1-[3-methyl-4-(piperidin-4-yloxy)-1-benzofuran-2-yl]-3-phenylpropan-1-one" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H25 N O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-07-06 _chem_comp.pdbx_modified_date 2014-09-05 _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 363.450 _chem_comp.one_letter_code ? _chem_comp.three_letter_code C23 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4B12 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 C23 O2 O2 O 0 1 N N N 1.582 -8.707 92.498 1.985 -2.088 0.112 O2 C23 1 C23 C14 C14 C 0 1 N N N 2.495 -8.929 91.736 2.060 -0.878 0.042 C14 C23 2 C23 C15 C15 C 0 1 N N N 3.903 -9.227 92.247 3.410 -0.208 0.018 C15 C23 3 C23 C16 C16 C 0 1 N N N 3.836 -9.906 93.624 4.508 -1.270 0.094 C16 C23 4 C23 C17 C17 C 0 1 Y N N 3.634 -11.416 93.531 5.858 -0.600 0.071 C17 C23 5 C23 C22 C22 C 0 1 Y N N 4.696 -12.273 93.274 6.463 -0.222 1.255 C22 C23 6 C23 C21 C21 C 0 1 Y N N 4.469 -13.662 93.202 7.700 0.393 1.233 C21 C23 7 C23 C20 C20 C 0 1 Y N N 3.190 -14.194 93.366 8.334 0.630 0.028 C20 C23 8 C23 C19 C19 C 0 1 Y N N 2.127 -13.320 93.595 7.729 0.251 -1.157 C19 C23 9 C23 C18 C18 C 0 1 Y N N 2.348 -11.951 93.696 6.493 -0.368 -1.135 C18 C23 10 C23 C2 C2 C 0 1 Y N N 2.167 -8.863 90.273 0.881 -0.098 -0.024 C2 C23 11 C23 O O O 0 1 Y N N 1.001 -8.465 89.955 0.840 1.251 -0.105 O C23 12 C23 C3 C3 C 0 1 Y N N 0.908 -8.431 88.618 -0.442 1.667 -0.151 C3 C23 13 C23 C13 C13 C 0 1 Y N N 2.102 -8.863 87.995 -1.261 0.523 -0.097 C13 C23 14 C23 C1 C1 C 0 1 Y N N 2.933 -9.131 89.113 -0.390 -0.590 -0.022 C1 C23 15 C23 C C C 0 1 N N N 4.346 -9.625 88.891 -0.791 -2.041 0.051 C C23 16 C23 C7 C7 C 0 1 Y N N 2.165 -8.908 86.595 -2.658 0.662 -0.129 C7 C23 17 C23 C6 C6 C 0 1 Y N N 1.015 -8.496 85.885 -3.215 1.924 -0.213 C6 C23 18 C23 C5 C5 C 0 1 Y N N -0.164 -8.084 86.517 -2.402 3.045 -0.266 C5 C23 19 C23 C4 C4 C 0 1 Y N N -0.236 -8.042 87.905 -1.028 2.923 -0.235 C4 C23 20 C23 O1 O1 O 0 1 N N N 3.307 -9.332 85.925 -3.455 -0.436 -0.077 O1 C23 21 C23 C8 C8 C 0 1 N N N 3.219 -10.126 84.702 -4.860 -0.225 -0.236 C8 C23 22 C23 C12 C12 C 0 1 N N N 4.513 -10.166 83.864 -5.513 -1.506 -0.763 C12 C23 23 C23 C11 C11 C 0 1 N N N 5.603 -10.987 84.517 -7.025 -1.293 -0.873 C11 C23 24 C23 N N N 0 1 N N N 5.154 -12.006 85.471 -7.569 -0.952 0.448 N C23 25 C23 C10 C10 C 0 1 N N N 3.760 -12.290 85.816 -6.992 0.299 0.953 C10 C23 26 C23 C9 C9 C 0 1 N N N 2.744 -11.542 84.992 -5.479 0.135 1.118 C9 C23 27 C23 H151 H151 H 0 0 N N N 4.413 -9.895 91.537 3.517 0.361 -0.905 H151 C23 28 C23 H152 H152 H 0 0 N N N 4.465 -8.285 92.333 3.496 0.465 0.871 H152 C23 29 C23 H161 H161 H 0 0 N N N 4.777 -9.710 94.159 4.401 -1.839 1.018 H161 C23 30 C23 H162 H162 H 0 0 N N N 2.997 -9.473 94.188 4.422 -1.943 -0.759 H162 C23 31 C23 H22 H22 H 0 1 N N N 5.691 -11.877 93.130 5.968 -0.407 2.197 H22 C23 32 C23 H18 H18 H 0 1 N N N 1.519 -11.291 93.904 6.023 -0.667 -2.060 H18 C23 33 C23 H21 H21 H 0 1 N N N 5.300 -14.326 93.017 8.172 0.689 2.158 H21 C23 34 C23 H20 H20 H 0 1 N N N 3.026 -15.260 93.317 9.300 1.111 0.011 H20 C23 35 C23 H19 H19 H 0 1 N N N 1.125 -13.710 93.695 8.224 0.437 -2.099 H19 C23 36 C23 H4 H4 H 0 1 N N N -1.134 -7.723 88.413 -0.407 3.805 -0.278 H4 C23 37 C23 HC1 HC1 H 0 1 N N N 4.348 -10.724 88.848 -0.908 -2.334 1.094 HC1 C23 38 C23 HC2 HC2 H 0 1 N N N 4.731 -9.221 87.943 -1.735 -2.183 -0.475 HC2 C23 39 C23 HC3 HC3 H 0 1 N N N 4.986 -9.289 89.720 -0.020 -2.655 -0.415 HC3 C23 40 C23 H6 H6 H 0 1 N N N 1.047 -8.499 84.805 -4.289 2.037 -0.238 H6 C23 41 C23 H5 H5 H 0 1 N N N -1.021 -7.798 85.925 -2.849 4.026 -0.332 H5 C23 42 C23 H8 H8 H 0 1 N N N 2.452 -9.662 84.065 -5.029 0.588 -0.942 H8 C23 43 C23 H121 H121 H 0 0 N N N 4.283 -10.603 82.881 -5.107 -1.743 -1.746 H121 C23 44 C23 H122 H122 H 0 0 N N N 4.879 -9.137 83.731 -5.310 -2.327 -0.076 H122 C23 45 C23 H91C H91C H 0 0 N N N 1.794 -11.497 85.545 -5.275 -0.661 1.834 H91C C23 46 C23 H92C H92C H 0 0 N N N 2.590 -12.073 84.041 -5.049 1.069 1.478 H92C C23 47 C23 H111 H111 H 0 0 N N N 6.165 -11.496 83.720 -7.228 -0.481 -1.570 H111 C23 48 C23 H112 H112 H 0 0 N N N 6.271 -10.296 85.052 -7.494 -2.208 -1.234 H112 C23 49 C23 H H H 0 1 N N N 5.523 -12.870 85.129 -8.577 -0.901 0.421 H C23 50 C23 H101 H101 H 0 0 N N N 3.586 -13.368 85.680 -7.195 1.104 0.247 H101 C23 51 C23 H102 H102 H 0 0 N N N 3.607 -12.024 86.872 -7.438 0.541 1.918 H102 C23 52 # 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 C23 O2 C14 DOUB N N 1 C23 C14 C15 SING N N 2 C23 C14 C2 SING N N 3 C23 C15 C16 SING N N 4 C23 C16 C17 SING N N 5 C23 C17 C22 SING Y N 6 C23 C17 C18 DOUB Y N 7 C23 C22 C21 DOUB Y N 8 C23 C21 C20 SING Y N 9 C23 C20 C19 DOUB Y N 10 C23 C19 C18 SING Y N 11 C23 C2 O SING Y N 12 C23 C2 C1 DOUB Y N 13 C23 O C3 SING Y N 14 C23 C3 C13 SING Y N 15 C23 C3 C4 DOUB Y N 16 C23 C13 C1 SING Y N 17 C23 C13 C7 DOUB Y N 18 C23 C1 C SING N N 19 C23 C7 C6 SING Y N 20 C23 C7 O1 SING N N 21 C23 C6 C5 DOUB Y N 22 C23 C5 C4 SING Y N 23 C23 O1 C8 SING N N 24 C23 C8 C12 SING N N 25 C23 C8 C9 SING N N 26 C23 C12 C11 SING N N 27 C23 C11 N SING N N 28 C23 N C10 SING N N 29 C23 C10 C9 SING N N 30 C23 C15 H151 SING N N 31 C23 C15 H152 SING N N 32 C23 C16 H161 SING N N 33 C23 C16 H162 SING N N 34 C23 C22 H22 SING N N 35 C23 C18 H18 SING N N 36 C23 C21 H21 SING N N 37 C23 C20 H20 SING N N 38 C23 C19 H19 SING N N 39 C23 C4 H4 SING N N 40 C23 C HC1 SING N N 41 C23 C HC2 SING N N 42 C23 C HC3 SING N N 43 C23 C6 H6 SING N N 44 C23 C5 H5 SING N N 45 C23 C8 H8 SING N N 46 C23 C12 H121 SING N N 47 C23 C12 H122 SING N N 48 C23 C9 H91C SING N N 49 C23 C9 H92C SING N N 50 C23 C11 H111 SING N N 51 C23 C11 H112 SING N N 52 C23 N H SING N N 53 C23 C10 H101 SING N N 54 C23 C10 H102 SING N N 55 # 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 C23 SMILES ACDLabs 12.01 "O=C(c3oc2cccc(OC1CCNCC1)c2c3C)CCc4ccccc4" C23 InChI InChI 1.03 "InChI=1S/C23H25NO3/c1-16-22-20(26-18-12-14-24-15-13-18)8-5-9-21(22)27-23(16)19(25)11-10-17-6-3-2-4-7-17/h2-9,18,24H,10-15H2,1H3" C23 InChIKey InChI 1.03 ZUAGYVKWPGUWFU-UHFFFAOYSA-N C23 SMILES_CANONICAL CACTVS 3.385 "Cc1c(oc2cccc(OC3CCNCC3)c12)C(=O)CCc4ccccc4" C23 SMILES CACTVS 3.385 "Cc1c(oc2cccc(OC3CCNCC3)c12)C(=O)CCc4ccccc4" C23 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1c2c(cccc2OC3CCNCC3)oc1C(=O)CCc4ccccc4" C23 SMILES "OpenEye OEToolkits" 1.9.2 "Cc1c2c(cccc2OC3CCNCC3)oc1C(=O)CCc4ccccc4" # 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 C23 "SYSTEMATIC NAME" ACDLabs 12.01 "1-[3-methyl-4-(piperidin-4-yloxy)-1-benzofuran-2-yl]-3-phenylpropan-1-one" C23 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "1-(3-methyl-4-piperidin-4-yloxy-1-benzofuran-2-yl)-3-phenyl-propan-1-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site C23 "Create component" 2012-07-06 EBI C23 "Initial release" 2012-10-12 RCSB C23 "Modify descriptor" 2014-09-05 RCSB #