data_0KU # _chem_comp.id 0KU _chem_comp.name "N-(4-chlorophenyl)-N'-{(S)-[5-(hydroxymethyl)-4-methyl-1,3-thiazol-2-yl][(2S)-piperidin-2-yl]methyl}ethanediamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H23 Cl N4 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-02-06 _chem_comp.pdbx_modified_date 2013-03-15 _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 422.929 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0KU _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 4DKU _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 0KU C01 C01 C 0 1 Y N N 25.023 -14.616 43.334 -6.707 -0.727 0.202 C01 0KU 1 0KU C02 C02 C 0 1 Y N N 24.329 -14.722 42.167 -6.469 -0.414 -1.125 C02 0KU 2 0KU C03 C03 C 0 1 Y N N 24.982 -14.917 40.991 -5.215 0.006 -1.523 C03 0KU 3 0KU C04 C04 C 0 1 Y N N 26.350 -15.012 40.984 -4.192 0.116 -0.589 C04 0KU 4 0KU C05 C05 C 0 1 Y N N 27.035 -14.903 42.148 -4.434 -0.198 0.742 C05 0KU 5 0KU C06 C06 C 0 1 Y N N 26.370 -14.697 43.324 -5.691 -0.613 1.135 C06 0KU 6 0KU CL1 CL1 CL 0 0 N N N 24.229 -14.361 44.801 -8.284 -1.256 0.698 CL1 0KU 7 0KU N08 N08 N 0 1 N N N 27.154 -15.228 39.831 -2.922 0.541 -0.989 N08 0KU 8 0KU C09 C09 C 0 1 N N N 26.720 -15.016 38.505 -1.825 0.055 -0.376 C09 0KU 9 0KU C10 C10 C 0 1 N N N 27.654 -15.270 37.373 -0.476 0.595 -0.721 C10 0KU 10 0KU N11 N11 N 0 1 N N N 27.233 -15.042 36.021 0.622 0.109 -0.108 N11 0KU 11 0KU O12 O12 O 0 1 N N N 28.749 -15.645 37.601 -0.368 1.472 -1.553 O12 0KU 12 0KU O13 O13 O 0 1 N N N 25.631 -14.646 38.285 -1.933 -0.822 0.456 O13 0KU 13 0KU C14 C14 C 0 1 N N S 28.097 -15.286 34.934 1.945 0.638 -0.446 C14 0KU 14 0KU C15 C15 C 0 1 N N S 27.393 -15.962 33.771 2.218 1.895 0.382 C15 0KU 15 0KU C16 C16 C 0 1 Y N N 28.717 -14.024 34.438 2.994 -0.400 -0.145 C16 0KU 16 0KU C17 C17 C 0 1 N N N 25.988 -16.263 33.929 1.153 2.950 0.076 C17 0KU 17 0KU C18 C18 C 0 1 N N N 25.421 -16.775 32.646 1.442 4.213 0.892 C18 0KU 18 0KU C19 C19 C 0 1 N N N 26.238 -17.834 31.957 2.848 4.717 0.557 C19 0KU 19 0KU C20 C20 C 0 1 N N N 27.731 -17.735 32.221 3.865 3.611 0.850 C20 0KU 20 0KU N21 N21 N 0 1 N N N 28.020 -17.209 33.547 3.545 2.425 0.044 N21 0KU 21 0KU N22 N22 N 0 1 Y N N 29.946 -13.934 33.964 3.044 -1.108 0.933 N22 0KU 22 0KU C23 C23 C 0 1 Y N N 30.175 -12.658 33.541 4.031 -1.975 1.037 C23 0KU 23 0KU C24 C24 C 0 1 Y N N 29.124 -11.754 33.655 4.859 -2.000 -0.011 C24 0KU 24 0KU S25 S25 S 0 1 Y N N 27.795 -12.600 34.316 4.286 -0.817 -1.184 S25 0KU 25 0KU C26 C26 C 0 1 N N N 31.502 -12.293 32.988 4.214 -2.862 2.242 C26 0KU 26 0KU C27 C27 C 0 1 N N N 29.068 -10.308 33.273 6.068 -2.888 -0.165 C27 0KU 27 0KU O28 O28 O 0 1 N N N 29.904 -10.010 32.223 5.683 -4.111 -0.797 O28 0KU 28 0KU H1 H1 H 0 1 N N N 23.251 -14.651 42.176 -7.265 -0.500 -1.850 H1 0KU 29 0KU H2 H2 H 0 1 N N N 24.427 -14.997 40.068 -5.030 0.249 -2.559 H2 0KU 30 0KU H3 H3 H 0 1 N N N 28.112 -14.979 42.146 -3.641 -0.113 1.470 H3 0KU 31 0KU H4 H4 H 0 1 N N N 26.923 -14.599 44.246 -5.880 -0.857 2.170 H4 0KU 32 0KU H5 H5 H 0 1 N N N 28.090 -15.552 39.969 -2.831 1.186 -1.708 H5 0KU 33 0KU H6 H6 H 0 1 N N N 26.309 -14.703 35.846 0.535 -0.592 0.557 H6 0KU 34 0KU H7 H7 H 0 1 N N N 28.907 -15.953 35.264 1.976 0.889 -1.507 H7 0KU 35 0KU H8 H8 H 0 1 N N N 27.522 -15.326 32.883 2.187 1.645 1.443 H8 0KU 36 0KU H9 H9 H 0 1 N N N 25.452 -15.349 34.224 1.174 3.191 -0.987 H9 0KU 37 0KU H10 H10 H 0 1 N N N 25.866 -17.028 34.710 0.169 2.562 0.341 H10 0KU 38 0KU H12 H12 H 0 1 N N N 25.318 -15.924 31.957 0.711 4.982 0.644 H12 0KU 39 0KU H11 H11 H 0 1 N N N 24.428 -17.197 32.858 1.381 3.981 1.955 H11 0KU 40 0KU H13 H13 H 0 1 N N N 26.072 -17.747 30.873 2.897 4.986 -0.498 H13 0KU 41 0KU H14 H14 H 0 1 N N N 25.890 -18.818 32.304 3.076 5.591 1.166 H14 0KU 42 0KU H16 H16 H 0 1 N N N 28.174 -18.738 32.133 4.866 3.962 0.598 H16 0KU 43 0KU H15 H15 H 0 1 N N N 28.180 -17.069 31.470 3.825 3.352 1.908 H15 0KU 44 0KU H17 H17 H 0 1 N N N 27.694 -17.862 34.231 3.613 2.629 -0.942 H17 0KU 45 0KU H21 H21 H 0 1 N N N 32.160 -13.174 33.001 4.840 -2.353 2.976 H21 0KU 46 0KU H19 H19 H 0 1 N N N 31.383 -11.939 31.953 3.241 -3.079 2.684 H19 0KU 47 0KU H20 H20 H 0 1 N N N 31.947 -11.494 33.600 4.692 -3.793 1.939 H20 0KU 48 0KU H23 H23 H 0 1 N N N 29.363 -9.701 34.142 6.814 -2.382 -0.777 H23 0KU 49 0KU H22 H22 H 0 1 N N N 28.036 -10.059 32.985 6.488 -3.103 0.817 H22 0KU 50 0KU H24 H24 H 0 1 N N N 29.836 -9.085 32.016 6.413 -4.732 -0.928 H24 0KU 51 # 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 0KU C19 C20 SING N N 1 0KU C19 C18 SING N N 2 0KU C20 N21 SING N N 3 0KU O28 C27 SING N N 4 0KU C18 C17 SING N N 5 0KU C26 C23 SING N N 6 0KU C27 C24 SING N N 7 0KU C23 C24 DOUB Y N 8 0KU C23 N22 SING Y N 9 0KU N21 C15 SING N N 10 0KU C24 S25 SING Y N 11 0KU C15 C17 SING N N 12 0KU C15 C14 SING N N 13 0KU N22 C16 DOUB Y N 14 0KU S25 C16 SING Y N 15 0KU C16 C14 SING N N 16 0KU C14 N11 SING N N 17 0KU N11 C10 SING N N 18 0KU C10 O12 DOUB N N 19 0KU C10 C09 SING N N 20 0KU O13 C09 DOUB N N 21 0KU C09 N08 SING N N 22 0KU N08 C04 SING N N 23 0KU C04 C03 DOUB Y N 24 0KU C04 C05 SING Y N 25 0KU C03 C02 SING Y N 26 0KU C05 C06 DOUB Y N 27 0KU C02 C01 DOUB Y N 28 0KU C06 C01 SING Y N 29 0KU C01 CL1 SING N N 30 0KU C02 H1 SING N N 31 0KU C03 H2 SING N N 32 0KU C05 H3 SING N N 33 0KU C06 H4 SING N N 34 0KU N08 H5 SING N N 35 0KU N11 H6 SING N N 36 0KU C14 H7 SING N N 37 0KU C15 H8 SING N N 38 0KU C17 H9 SING N N 39 0KU C17 H10 SING N N 40 0KU C18 H12 SING N N 41 0KU C18 H11 SING N N 42 0KU C19 H13 SING N N 43 0KU C19 H14 SING N N 44 0KU C20 H16 SING N N 45 0KU C20 H15 SING N N 46 0KU N21 H17 SING N N 47 0KU C26 H21 SING N N 48 0KU C26 H19 SING N N 49 0KU C26 H20 SING N N 50 0KU C27 H23 SING N N 51 0KU C27 H22 SING N N 52 0KU O28 H24 SING N N 53 # 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 0KU SMILES ACDLabs 12.01 "O=C(NC(c1nc(c(s1)CO)C)C2NCCCC2)C(=O)Nc3ccc(Cl)cc3" 0KU InChI InChI 1.03 "InChI=1S/C19H23ClN4O3S/c1-11-15(10-25)28-19(22-11)16(14-4-2-3-9-21-14)24-18(27)17(26)23-13-7-5-12(20)6-8-13/h5-8,14,16,21,25H,2-4,9-10H2,1H3,(H,23,26)(H,24,27)/t14-,16-/m0/s1" 0KU InChIKey InChI 1.03 XEDSYSDQIUMILN-HOCLYGCPSA-N 0KU SMILES_CANONICAL CACTVS 3.370 "Cc1nc(sc1CO)[C@@H](NC(=O)C(=O)Nc2ccc(Cl)cc2)[C@@H]3CCCCN3" 0KU SMILES CACTVS 3.370 "Cc1nc(sc1CO)[CH](NC(=O)C(=O)Nc2ccc(Cl)cc2)[CH]3CCCCN3" 0KU SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1c(sc(n1)[C@H]([C@@H]2CCCCN2)NC(=O)C(=O)Nc3ccc(cc3)Cl)CO" 0KU SMILES "OpenEye OEToolkits" 1.7.6 "Cc1c(sc(n1)C(C2CCCCN2)NC(=O)C(=O)Nc3ccc(cc3)Cl)CO" # 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 0KU "SYSTEMATIC NAME" ACDLabs 12.01 "N-(4-chlorophenyl)-N'-{(S)-[5-(hydroxymethyl)-4-methyl-1,3-thiazol-2-yl][(2S)-piperidin-2-yl]methyl}ethanediamide" 0KU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-(4-chlorophenyl)-N'-[(S)-[5-(hydroxymethyl)-4-methyl-1,3-thiazol-2-yl]-[(2S)-piperidin-2-yl]methyl]ethanediamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 0KU "Create component" 2012-02-06 RCSB 0KU "Other modification" 2013-03-13 RCSB 0KU "Initial release" 2013-03-20 RCSB #