data_LL5 # _chem_comp.id LL5 _chem_comp.name "(2S)-2-amino-3-methyl-1-{4-[3-(thiophen-2-yl)-1,2,4-oxadiazol-5-yl]piperidin-1-yl}butan-1-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H22 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 2010-12-21 _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 334.436 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LL5 _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 3Q0W _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 LL5 C22 C22 C 0 1 N N N 37.123 61.689 11.818 -4.798 -2.170 -0.219 C22 LL5 1 LL5 C20 C20 C 0 1 N N N 37.656 60.493 12.576 -5.755 -1.036 0.155 C20 LL5 2 LL5 C21 C21 C 0 1 N N N 38.823 60.761 13.575 -6.718 -1.519 1.242 C21 LL5 3 LL5 C19 C19 C 0 1 N N S 36.486 59.759 13.301 -4.953 0.157 0.678 C19 LL5 4 LL5 N33 N33 N 0 1 N N N 36.890 58.319 13.254 -5.875 1.195 1.157 N33 LL5 5 LL5 C7 C7 C 0 1 N N N 35.177 59.969 12.515 -4.101 0.715 -0.433 C7 LL5 6 LL5 O32 O32 O 0 1 N N N 34.854 59.272 11.529 -4.507 1.643 -1.100 O32 LL5 7 LL5 N1 N1 N 0 1 N N N 34.306 60.894 12.856 -2.889 0.184 -0.686 N1 LL5 8 LL5 C2 C2 C 0 1 N N N 34.536 61.889 13.937 -2.082 0.663 -1.816 C2 LL5 9 LL5 C3 C3 C 0 1 N N N 34.750 63.227 13.202 -0.696 1.063 -1.298 C3 LL5 10 LL5 C6 C6 C 0 1 N N N 33.094 61.142 12.042 -2.346 -0.882 0.168 C6 LL5 11 LL5 C5 C5 C 0 1 N N N 33.180 62.540 11.385 -0.958 -0.462 0.659 C5 LL5 12 LL5 C4 C4 C 0 1 N N N 33.474 63.619 12.487 -0.080 -0.116 -0.540 C4 LL5 13 LL5 C14 C14 C 0 1 Y N N 33.648 64.966 11.807 1.297 0.266 -0.062 C14 LL5 14 LL5 N23 N23 N 0 1 Y N N 33.288 66.072 12.334 2.421 -0.330 -0.373 N23 LL5 15 LL5 O26 O26 O 0 1 Y N N 34.194 65.137 10.621 1.601 1.279 0.756 O26 LL5 16 LL5 N25 N25 N 0 1 Y N N 34.202 66.600 10.421 2.798 1.316 0.946 N25 LL5 17 LL5 C24 C24 C 0 1 Y N N 33.582 67.079 11.476 3.388 0.352 0.284 C24 LL5 18 LL5 C27 C27 C 0 1 Y N N 33.353 68.399 11.714 4.837 0.064 0.258 C27 LL5 19 LL5 C31 C31 C 0 1 Y N N 33.060 68.968 12.862 5.781 0.760 0.922 C31 LL5 20 LL5 C30 C30 C 0 1 Y N N 33.007 70.337 12.688 7.069 0.302 0.743 C30 LL5 21 LL5 C29 C29 C 0 1 Y N N 33.225 70.903 11.454 7.185 -0.762 -0.059 C29 LL5 22 LL5 S28 S28 S 0 1 Y N N 33.550 69.588 10.497 5.596 -1.246 -0.637 S28 LL5 23 LL5 H22 H22 H 0 1 N N N 37.953 62.201 11.310 -4.175 -2.418 0.640 H22 LL5 24 LL5 H22A H22A H 0 0 N N N 36.388 61.352 11.072 -5.373 -3.047 -0.516 H22A LL5 25 LL5 H22B H22B H 0 0 N N N 36.640 62.383 12.521 -4.165 -1.852 -1.048 H22B LL5 26 LL5 H20 H20 H 0 1 N N N 38.111 59.861 11.799 -6.323 -0.734 -0.725 H20 LL5 27 LL5 H21 H21 H 0 1 N N N 39.117 59.817 14.058 -6.150 -1.821 2.122 H21 LL5 28 LL5 H21A H21A H 0 0 N N N 39.683 61.177 13.030 -7.399 -0.711 1.508 H21A LL5 29 LL5 H21B H21B H 0 0 N N N 38.492 61.477 14.341 -7.289 -2.369 0.869 H21B LL5 30 LL5 H19 H19 H 0 1 N N N 36.312 60.121 14.325 -4.312 -0.168 1.498 H19 LL5 31 LL5 HN33 HN33 H 0 0 N N N 36.191 57.761 13.702 -5.369 1.966 1.567 HN33 LL5 32 LL5 HN3A HN3A H 0 0 N N N 36.986 58.031 12.301 -6.479 1.512 0.415 HN3A LL5 33 LL5 H2 H2 H 0 1 N N N 33.671 61.944 14.614 -1.980 -0.131 -2.555 H2 LL5 34 LL5 H2A H2A H 0 1 N N N 35.418 61.623 14.538 -2.567 1.526 -2.271 H2A LL5 35 LL5 H3 H3 H 0 1 N N N 35.017 64.007 13.930 -0.056 1.329 -2.139 H3 LL5 36 LL5 H3A H3A H 0 1 N N N 35.562 63.117 12.469 -0.791 1.917 -0.628 H3A LL5 37 LL5 H6 H6 H 0 1 N N N 33.018 60.375 11.258 -3.005 -1.036 1.023 H6 LL5 38 LL5 H6A H6A H 0 1 N N N 32.205 61.097 12.689 -2.269 -1.806 -0.405 H6A LL5 39 LL5 H5 H5 H 0 1 N N N 33.990 62.546 10.641 -1.049 0.410 1.308 H5 LL5 40 LL5 H5A H5A H 0 1 N N N 32.225 62.772 10.890 -0.504 -1.283 1.214 H5A LL5 41 LL5 H4 H4 H 0 1 N N N 32.650 63.682 13.212 -0.009 -0.981 -1.200 H4 LL5 42 LL5 H31 H31 H 0 1 N N N 32.888 68.448 13.793 5.548 1.611 1.545 H31 LL5 43 LL5 H30 H30 H 0 1 N N N 32.791 70.973 13.534 7.921 0.767 1.216 H30 LL5 44 LL5 H29 H29 H 0 1 N N N 33.193 71.946 11.176 8.114 -1.252 -0.311 H29 LL5 45 # 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 LL5 C22 C20 SING N N 1 LL5 C22 H22 SING N N 2 LL5 C22 H22A SING N N 3 LL5 C22 H22B SING N N 4 LL5 C20 C19 SING N N 5 LL5 C20 C21 SING N N 6 LL5 C20 H20 SING N N 7 LL5 C21 H21 SING N N 8 LL5 C21 H21A SING N N 9 LL5 C21 H21B SING N N 10 LL5 C7 C19 SING N N 11 LL5 N33 C19 SING N N 12 LL5 C19 H19 SING N N 13 LL5 N33 HN33 SING N N 14 LL5 N33 HN3A SING N N 15 LL5 O32 C7 DOUB N N 16 LL5 C7 N1 SING N N 17 LL5 C6 N1 SING N N 18 LL5 N1 C2 SING N N 19 LL5 C3 C2 SING N N 20 LL5 C2 H2 SING N N 21 LL5 C2 H2A SING N N 22 LL5 C4 C3 SING N N 23 LL5 C3 H3 SING N N 24 LL5 C3 H3A SING N N 25 LL5 C5 C6 SING N N 26 LL5 C6 H6 SING N N 27 LL5 C6 H6A SING N N 28 LL5 C5 C4 SING N N 29 LL5 C5 H5 SING N N 30 LL5 C5 H5A SING N N 31 LL5 C14 C4 SING N N 32 LL5 C4 H4 SING N N 33 LL5 O26 C14 SING Y N 34 LL5 C14 N23 DOUB Y N 35 LL5 C24 N23 SING Y N 36 LL5 N25 O26 SING Y N 37 LL5 N25 C24 DOUB Y N 38 LL5 C24 C27 SING Y N 39 LL5 S28 C27 SING Y N 40 LL5 C27 C31 DOUB Y N 41 LL5 C30 C31 SING Y N 42 LL5 C31 H31 SING N N 43 LL5 C29 C30 DOUB Y N 44 LL5 C30 H30 SING N N 45 LL5 S28 C29 SING Y N 46 LL5 C29 H29 SING N N 47 # 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 LL5 SMILES ACDLabs 12.01 "O=C(N3CCC(c1onc(n1)c2sccc2)CC3)C(N)C(C)C" LL5 SMILES_CANONICAL CACTVS 3.370 "CC(C)[C@H](N)C(=O)N1CC[C@H](CC1)c2onc(n2)c3sccc3" LL5 SMILES CACTVS 3.370 "CC(C)[CH](N)C(=O)N1CC[CH](CC1)c2onc(n2)c3sccc3" LL5 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CC(C)[C@@H](C(=O)N1CCC(CC1)c2nc(no2)c3cccs3)N" LL5 SMILES "OpenEye OEToolkits" 1.7.0 "CC(C)C(C(=O)N1CCC(CC1)c2nc(no2)c3cccs3)N" LL5 InChI InChI 1.03 "InChI=1S/C16H22N4O2S/c1-10(2)13(17)16(21)20-7-5-11(6-8-20)15-18-14(19-22-15)12-4-3-9-23-12/h3-4,9-11,13H,5-8,17H2,1-2H3/t13-/m0/s1" LL5 InChIKey InChI 1.03 XUGKZTMKTMWUPY-ZDUSSCGKSA-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 LL5 "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-2-amino-3-methyl-1-{4-[3-(thiophen-2-yl)-1,2,4-oxadiazol-5-yl]piperidin-1-yl}butan-1-one" LL5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2S)-2-azanyl-3-methyl-1-[4-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)piperidin-1-yl]butan-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 LL5 "Create component" 2010-12-21 RCSB LL5 "Modify aromatic_flag" 2011-06-04 RCSB LL5 "Modify descriptor" 2011-06-04 RCSB #