data_FO5 # _chem_comp.id FO5 _chem_comp.name "3-oxo-3-{4-[3-(thiophen-2-yl)-1,2,4-oxadiazol-5-yl]piperidin-1-yl}propanenitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H14 N4 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-09-13 _chem_comp.pdbx_modified_date 2011-12-16 _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 302.352 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FO5 _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 3TP0 _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 FO5 C C C 0 1 N N N -11.858 -27.065 1.901 4.667 0.261 0.188 C FO5 1 FO5 N N N 0 1 N N N -15.035 -28.406 1.142 7.778 -1.099 -0.215 N FO5 2 FO5 O O O 0 1 N N N -12.046 -26.695 0.723 5.196 0.310 1.278 O FO5 3 FO5 S S S 0 1 Y N N -3.157 -26.182 2.884 -5.173 1.156 -0.383 S FO5 4 FO5 C1 C1 C 0 1 N N N -12.905 -27.853 2.647 5.410 -0.324 -0.985 C1 FO5 5 FO5 N1 N1 N 0 1 N N N -10.781 -26.712 2.590 3.412 0.725 0.027 N1 FO5 6 FO5 O1 O1 O 0 1 Y N N -6.929 -25.844 5.849 -0.970 -1.300 0.387 O1 FO5 7 FO5 C2 C2 C 0 1 N N N -14.103 -28.134 1.814 6.747 -0.762 -0.550 C2 FO5 8 FO5 N2 N2 N 0 1 Y N N -5.578 -25.946 6.072 -2.161 -1.531 0.404 N2 FO5 9 FO5 C3 C3 C 0 1 N N N -9.789 -25.882 1.936 2.672 1.293 1.163 C3 FO5 10 FO5 N3 N3 N 0 1 Y N N -5.953 -26.027 3.866 -1.927 0.536 -0.112 N3 FO5 11 FO5 C4 C4 C 0 1 N N N -8.448 -26.119 2.561 1.325 0.574 1.283 C4 FO5 12 FO5 C5 C5 C 0 1 N N N -8.513 -25.845 4.058 0.585 0.658 -0.054 C5 FO5 13 FO5 C6 C6 C 0 1 N N N -9.185 -27.091 4.520 1.409 -0.038 -1.140 C6 FO5 14 FO5 C7 C7 C 0 1 N N N -10.612 -27.058 4.006 2.760 0.679 -1.289 C7 FO5 15 FO5 C8 C8 C 0 1 Y N N -7.136 -25.894 4.517 -0.755 -0.020 0.070 C8 FO5 16 FO5 C9 C9 C 0 1 Y N N -5.037 -26.031 4.844 -2.833 -0.446 0.106 C9 FO5 17 FO5 C10 C10 C 0 1 Y N N -3.671 -26.148 4.523 -4.302 -0.319 0.021 C10 FO5 18 FO5 C11 C11 C 0 1 Y N N -2.561 -26.235 5.345 -5.184 -1.315 0.242 C11 FO5 19 FO5 C12 C12 C 0 1 Y N N -1.343 -26.324 4.633 -6.507 -0.954 0.104 C12 FO5 20 FO5 C13 C13 C 0 1 Y N N -1.437 -26.352 3.245 -6.715 0.325 -0.227 C13 FO5 21 FO5 H1 H1 H 0 1 N N N -12.464 -28.811 2.959 4.857 -1.178 -1.376 H1 FO5 22 FO5 H1A H1A H 0 1 N N N -13.220 -27.271 3.526 5.510 0.431 -1.765 H1A FO5 23 FO5 H3 H3 H 0 1 N N N -9.745 -26.137 0.867 3.245 1.152 2.079 H3 FO5 24 FO5 H3A H3A H 0 1 N N N -10.064 -24.823 2.050 2.504 2.357 0.994 H3A FO5 25 FO5 H4 H4 H 0 1 N N N -8.150 -27.165 2.396 1.493 -0.472 1.541 H4 FO5 26 FO5 H4A H4A H 0 1 N N N -7.709 -25.447 2.101 0.727 1.049 2.060 H4A FO5 27 FO5 H5 H5 H 0 1 N N N -8.994 -24.908 4.376 0.440 1.704 -0.324 H5 FO5 28 FO5 H6 H6 H 0 1 N N N -8.660 -27.973 4.124 1.576 -1.078 -0.859 H6 FO5 29 FO5 H6A H6A H 0 1 N N N -9.180 -27.139 5.619 0.871 0.001 -2.087 H6A FO5 30 FO5 H7 H7 H 0 1 N N N -11.154 -26.303 4.594 2.599 1.694 -1.653 H7 FO5 31 FO5 H7A H7A H 0 1 N N N -11.035 -28.063 4.150 3.390 0.133 -1.990 H7A FO5 32 FO5 H11 H11 H 0 1 N N N -2.620 -26.235 6.423 -4.878 -2.316 0.507 H11 FO5 33 FO5 H12 H12 H 0 1 N N N -0.390 -26.368 5.139 -7.317 -1.653 0.253 H12 FO5 34 FO5 H13 H13 H 0 1 N N N -0.628 -26.456 2.537 -7.683 0.779 -0.375 H13 FO5 35 # 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 FO5 C O DOUB N N 1 FO5 C C1 SING N N 2 FO5 C N1 SING N N 3 FO5 N C2 TRIP N N 4 FO5 S C10 SING Y N 5 FO5 S C13 SING Y N 6 FO5 C1 C2 SING N N 7 FO5 N1 C3 SING N N 8 FO5 N1 C7 SING N N 9 FO5 O1 N2 SING Y N 10 FO5 O1 C8 SING Y N 11 FO5 N2 C9 DOUB Y N 12 FO5 C3 C4 SING N N 13 FO5 N3 C8 DOUB Y N 14 FO5 N3 C9 SING Y N 15 FO5 C4 C5 SING N N 16 FO5 C5 C6 SING N N 17 FO5 C5 C8 SING N N 18 FO5 C6 C7 SING N N 19 FO5 C9 C10 SING N N 20 FO5 C10 C11 DOUB Y N 21 FO5 C11 C12 SING Y N 22 FO5 C12 C13 DOUB Y N 23 FO5 C1 H1 SING N N 24 FO5 C1 H1A SING N N 25 FO5 C3 H3 SING N N 26 FO5 C3 H3A SING N N 27 FO5 C4 H4 SING N N 28 FO5 C4 H4A SING N N 29 FO5 C5 H5 SING N N 30 FO5 C6 H6 SING N N 31 FO5 C6 H6A SING N N 32 FO5 C7 H7 SING N N 33 FO5 C7 H7A SING N N 34 FO5 C11 H11 SING N N 35 FO5 C12 H12 SING N N 36 FO5 C13 H13 SING N N 37 # 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 FO5 SMILES ACDLabs 12.01 "N#CCC(=O)N3CCC(c1onc(n1)c2sccc2)CC3" FO5 InChI InChI 1.03 "InChI=1S/C14H14N4O2S/c15-6-3-12(19)18-7-4-10(5-8-18)14-16-13(17-20-14)11-2-1-9-21-11/h1-2,9-10H,3-5,7-8H2" FO5 InChIKey InChI 1.03 SSTGJZVDCOEUFG-UHFFFAOYSA-N FO5 SMILES_CANONICAL CACTVS 3.370 "O=C(CC#N)N1CCC(CC1)c2onc(n2)c3sccc3" FO5 SMILES CACTVS 3.370 "O=C(CC#N)N1CCC(CC1)c2onc(n2)c3sccc3" FO5 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "c1cc(sc1)c2nc(on2)C3CCN(CC3)C(=O)CC#N" FO5 SMILES "OpenEye OEToolkits" 1.7.2 "c1cc(sc1)c2nc(on2)C3CCN(CC3)C(=O)CC#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 FO5 "SYSTEMATIC NAME" ACDLabs 12.01 "3-oxo-3-{4-[3-(thiophen-2-yl)-1,2,4-oxadiazol-5-yl]piperidin-1-yl}propanenitrile" FO5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "3-oxidanylidene-3-[4-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)piperidin-1-yl]propanenitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site FO5 "Create component" 2011-09-13 RCSB #