data_3F3 # _chem_comp.id 3F3 _chem_comp.name "4-[(2-{5-[(3-METHOXYPHENYL)METHYL]-1,3,4-OXADIAZOL-2-YL}-1-BENZOTHIOPHEN-3-YL)OXY]PIPERIDINE" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H23 N3 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-10-08 _chem_comp.pdbx_modified_date 2014-04-28 _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 421.512 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3F3 _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 4CAE _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 3F3 C C C 0 1 N N N 0.192 -12.744 93.823 7.546 -0.291 -2.376 C 3F3 1 3F3 O O O 0 1 N N N 1.396 -13.557 93.601 6.581 -0.899 -1.515 O 3F3 2 3F3 C1 C1 C 0 1 Y N N 2.619 -12.959 93.271 5.889 -0.075 -0.686 C1 3F3 3 3F3 C22 C22 C 0 1 Y N N 3.779 -13.754 93.253 6.133 1.291 -0.700 C22 3F3 4 3F3 C21 C21 C 0 1 Y N N 5.030 -13.236 92.899 5.428 2.126 0.144 C21 3F3 5 3F3 C20 C20 C 0 1 Y N N 5.113 -11.877 92.563 4.480 1.602 1.004 C20 3F3 6 3F3 C3 C3 C 0 1 Y N N 3.967 -11.061 92.592 4.235 0.242 1.020 C3 3F3 7 3F3 C2 C2 C 0 1 Y N N 2.699 -11.599 92.931 4.933 -0.598 0.173 C2 3F3 8 3F3 C4 C4 C 0 1 N N N 4.070 -9.593 92.224 3.201 -0.326 1.958 C4 3F3 9 3F3 C5 C5 C 0 1 Y N N 3.963 -9.415 90.725 1.859 -0.348 1.273 C5 3F3 10 3F3 O1 O1 O 0 1 Y N N 2.801 -9.180 89.963 0.944 0.640 1.287 O1 3F3 11 3F3 C6 C6 C 0 1 Y N N 3.256 -9.089 88.700 -0.099 0.201 0.552 C6 3F3 12 3F3 N1 N1 N 0 1 Y N N 4.568 -9.196 88.579 0.207 -1.006 0.126 N1 3F3 13 3F3 N N N 0 1 Y N N 5.021 -9.432 89.890 1.378 -1.323 0.556 N 3F3 14 3F3 C7 C7 C 0 1 Y N N 2.232 -8.863 87.673 -1.342 0.933 0.279 C7 3F3 15 3F3 S S S 0 1 Y N N 0.657 -8.273 88.058 -1.695 2.543 0.875 S 3F3 16 3F3 C19 C19 C 0 1 Y N N 0.118 -8.332 86.463 -3.270 2.565 0.093 C19 3F3 17 3F3 C18 C18 C 0 1 Y N N -1.121 -8.005 86.010 -4.258 3.557 0.072 C18 3F3 18 3F3 C17 C17 C 0 1 Y N N -1.456 -8.123 84.658 -5.430 3.352 -0.616 C17 3F3 19 3F3 C16 C16 C 0 1 Y N N -0.541 -8.557 83.684 -5.642 2.159 -1.296 C16 3F3 20 3F3 C15 C15 C 0 1 Y N N 0.745 -8.944 84.127 -4.696 1.181 -1.289 C15 3F3 21 3F3 C14 C14 C 0 1 Y N N 1.121 -8.809 85.478 -3.482 1.363 -0.591 C14 3F3 22 3F3 C8 C8 C 0 1 Y N N 2.368 -9.119 86.261 -2.352 0.459 -0.463 C8 3F3 23 3F3 O2 O2 O 0 1 N N N 3.541 -9.618 85.731 -2.323 -0.769 -1.045 O2 3F3 24 3F3 C9 C9 C 0 1 N N N 3.408 -10.742 84.829 -2.838 -1.862 -0.281 C9 3F3 25 3F3 C13 C13 C 0 1 N N N 4.249 -10.457 83.583 -3.420 -2.917 -1.226 C13 3F3 26 3F3 C12 C12 C 0 1 N N N 5.713 -10.412 83.990 -3.914 -4.111 -0.406 C12 3F3 27 3F3 N2 N2 N 0 1 N N N 6.015 -11.694 84.607 -2.796 -4.677 0.360 N2 3F3 28 3F3 C11 C11 C 0 1 N N N 5.346 -12.029 85.874 -2.252 -3.696 1.308 C11 3F3 29 3F3 C10 C10 C 0 1 N N N 3.835 -12.006 85.621 -1.708 -2.490 0.539 C10 3F3 30 3F3 HC1 HC1 H 0 1 N N N -0.655 -13.402 94.069 8.299 0.219 -1.775 HC1 3F3 31 3F3 HC2 HC2 H 0 1 N N N 0.369 -12.047 94.655 8.026 -1.059 -2.984 HC2 3F3 32 3F3 HC3 HC3 H 0 1 N N N -0.039 -12.175 92.911 7.050 0.429 -3.026 HC3 3F3 33 3F3 H22 H22 H 0 1 N N N 3.702 -14.797 93.521 6.874 1.700 -1.370 H22 3F3 34 3F3 H2 H2 H 0 1 N N N 1.816 -10.977 92.928 4.738 -1.660 0.183 H2 3F3 35 3F3 H21 H21 H 0 1 N N N 5.907 -13.866 92.885 5.618 3.189 0.134 H21 3F3 36 3F3 H20 H20 H 0 1 N N N 6.065 -11.453 92.279 3.930 2.257 1.663 H20 3F3 37 3F3 H41C H41C H 0 0 N N N 3.256 -9.039 92.714 3.482 -1.341 2.238 H41C 3F3 38 3F3 H42C H42C H 0 0 N N N 5.039 -9.201 92.567 3.142 0.294 2.853 H42C 3F3 39 3F3 H18 H18 H 0 1 N N N -1.862 -7.647 86.709 -4.098 4.486 0.599 H18 3F3 40 3F3 H17 H17 H 0 1 N N N -2.460 -7.870 84.349 -6.188 4.120 -0.628 H17 3F3 41 3F3 H16 H16 H 0 1 N N N -0.809 -8.594 82.638 -6.566 2.007 -1.833 H16 3F3 42 3F3 H15 H15 H 0 1 N N N 1.451 -9.350 83.418 -4.875 0.259 -1.822 H15 3F3 43 3F3 H9 H9 H 0 1 N N N 2.356 -10.858 84.528 -3.619 -1.502 0.388 H9 3F3 44 3F3 H131 H131 H 0 0 N N N 4.094 -11.254 82.841 -4.253 -2.488 -1.782 H131 3F3 45 3F3 H132 H132 H 0 0 N N N 3.954 -9.490 83.150 -2.649 -3.248 -1.921 H132 3F3 46 3F3 H101 H101 H 0 0 N N N 3.311 -12.015 86.588 -0.910 -2.813 -0.129 H101 3F3 47 3F3 H102 H102 H 0 0 N N N 3.556 -12.900 85.044 -1.318 -1.755 1.244 H102 3F3 48 3F3 H121 H121 H 0 0 N N N 6.348 -10.258 83.105 -4.695 -3.783 0.280 H121 3F3 49 3F3 H122 H122 H 0 0 N N N 5.882 -9.596 84.708 -4.316 -4.871 -1.077 H122 3F3 50 3F3 HA HA H 0 1 N N N 5.774 -12.405 83.947 -3.075 -5.522 0.835 HA 3F3 51 3F3 H111 H111 H 0 0 N N N 5.655 -13.030 86.208 -3.041 -3.369 1.985 H111 3F3 52 3F3 H112 H112 H 0 0 N N N 5.609 -11.289 86.644 -1.447 -4.154 1.882 H112 3F3 53 # 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 3F3 C O SING N N 1 3F3 O C1 SING N N 2 3F3 C1 C22 SING Y N 3 3F3 C1 C2 DOUB Y N 4 3F3 C22 C21 DOUB Y N 5 3F3 C21 C20 SING Y N 6 3F3 C20 C3 DOUB Y N 7 3F3 C3 C2 SING Y N 8 3F3 C3 C4 SING N N 9 3F3 C4 C5 SING N N 10 3F3 C5 O1 SING Y N 11 3F3 C5 N DOUB Y N 12 3F3 O1 C6 SING Y N 13 3F3 C6 N1 DOUB Y N 14 3F3 C6 C7 SING N N 15 3F3 N1 N SING Y N 16 3F3 C7 S SING Y N 17 3F3 C7 C8 DOUB Y N 18 3F3 S C19 SING Y N 19 3F3 C19 C18 SING Y N 20 3F3 C19 C14 DOUB Y N 21 3F3 C18 C17 DOUB Y N 22 3F3 C17 C16 SING Y N 23 3F3 C16 C15 DOUB Y N 24 3F3 C15 C14 SING Y N 25 3F3 C14 C8 SING Y N 26 3F3 C8 O2 SING N N 27 3F3 O2 C9 SING N N 28 3F3 C9 C13 SING N N 29 3F3 C9 C10 SING N N 30 3F3 C13 C12 SING N N 31 3F3 C12 N2 SING N N 32 3F3 N2 C11 SING N N 33 3F3 C11 C10 SING N N 34 3F3 C HC1 SING N N 35 3F3 C HC2 SING N N 36 3F3 C HC3 SING N N 37 3F3 C22 H22 SING N N 38 3F3 C2 H2 SING N N 39 3F3 C21 H21 SING N N 40 3F3 C20 H20 SING N N 41 3F3 C4 H41C SING N N 42 3F3 C4 H42C SING N N 43 3F3 C18 H18 SING N N 44 3F3 C17 H17 SING N N 45 3F3 C16 H16 SING N N 46 3F3 C15 H15 SING N N 47 3F3 C9 H9 SING N N 48 3F3 C13 H131 SING N N 49 3F3 C13 H132 SING N N 50 3F3 C10 H101 SING N N 51 3F3 C10 H102 SING N N 52 3F3 C12 H121 SING N N 53 3F3 C12 H122 SING N N 54 3F3 N2 HA SING N N 55 3F3 C11 H111 SING N N 56 3F3 C11 H112 SING N N 57 # 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 3F3 SMILES ACDLabs 12.01 "O(c1cccc(c1)Cc2nnc(o2)c5sc3ccccc3c5OC4CCNCC4)C" 3F3 InChI InChI 1.03 "InChI=1S/C23H23N3O3S/c1-27-17-6-4-5-15(13-17)14-20-25-26-23(29-20)22-21(28-16-9-11-24-12-10-16)18-7-2-3-8-1918)30-22/h2-8,13,16,24H,9-12,14H2,1H3" 3F3 InChIKey InChI 1.03 RWKJYYGODHUKPP-UHFFFAOYSA-N 3F3 SMILES_CANONICAL CACTVS 3.385 "COc1cccc(Cc2oc(nn2)c3sc4ccccc4c3OC5CCNCC5)c1" 3F3 SMILES CACTVS 3.385 "COc1cccc(Cc2oc(nn2)c3sc4ccccc4c3OC5CCNCC5)c1" 3F3 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COc1cccc(c1)Cc2nnc(o2)c3c(c4ccccc4s3)OC5CCNCC5" 3F3 SMILES "OpenEye OEToolkits" 1.7.6 "COc1cccc(c1)Cc2nnc(o2)c3c(c4ccccc4s3)OC5CCNCC5" # 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 3F3 "SYSTEMATIC NAME" ACDLabs 12.01 "4-({2-[5-(3-methoxybenzyl)-1,3,4-oxadiazol-2-yl]-1-benzothiophen-3-yl}oxy)piperidine" 3F3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[(3-methoxyphenyl)methyl]-5-(3-piperidin-4-yloxy-1-benzothiophen-2-yl)-1,3,4-oxadiazole" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3F3 "Create component" 2013-10-08 EBI 3F3 "Initial release" 2014-04-02 RCSB 3F3 "Other modification" 2014-04-28 EBI #