data_16T # _chem_comp.id 16T _chem_comp.name "1-[(3S)-1-{[3-(3-chlorophenoxy)-4-hydroxyphenyl]sulfonyl}piperidin-3-yl]-5-methylpyrimidine-2,4(1H,3H)-dione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H22 Cl N3 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-10-23 _chem_comp.pdbx_modified_date 2012-10-26 _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 491.945 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 16T _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 4HLD _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 16T C1 C1 C 0 1 N N N 12.347 -3.371 0.902 7.863 0.520 1.604 C1 16T 1 16T C2 C2 C 0 1 N N N 11.813 -2.008 0.698 6.756 0.319 0.602 C2 16T 2 16T C3 C3 C 0 1 N N N 11.402 -1.257 1.722 5.528 0.832 0.828 C3 16T 3 16T N4 N4 N 0 1 N N N 10.893 0.013 1.593 4.534 0.641 -0.093 N4 16T 4 16T C5 C5 C 0 1 N N N 10.799 0.640 0.368 4.769 -0.054 -1.221 C5 16T 5 16T O6 O6 O 0 1 N N N 10.394 1.785 0.233 3.871 -0.213 -2.025 O6 16T 6 16T N7 N7 N 0 1 N N N 11.195 -0.128 -0.702 5.984 -0.576 -1.471 N7 16T 7 16T C8 C8 C 0 1 N N N 11.694 -1.420 -0.663 6.991 -0.405 -0.591 C8 16T 8 16T O9 O9 O 0 1 N N N 12.026 -2.042 -1.669 8.091 -0.877 -0.817 O9 16T 9 16T C10 C10 C 0 1 N N S 10.423 0.737 2.741 3.201 1.197 0.152 C10 16T 10 16T C11 C11 C 0 1 N N N 9.423 -0.037 3.593 2.840 2.171 -0.972 C11 16T 11 16T C12 C12 C 0 1 N N N 8.930 0.771 4.782 1.461 2.778 -0.701 C12 16T 12 16T C13 C13 C 0 1 N N N 10.097 1.367 5.548 0.413 1.661 -0.672 C13 16T 13 16T N14 N14 N 0 1 N N N 10.931 2.155 4.589 0.829 0.647 0.305 N14 16T 14 16T C15 C15 C 0 1 N N N 11.561 1.303 3.545 2.172 0.063 0.190 C15 16T 15 16T S16 S16 S 0 1 N N N 11.933 3.383 5.232 -0.197 0.170 1.515 S16 16T 16 16T O17 O17 O 0 1 N N N 11.175 4.058 6.274 0.622 -0.344 2.556 O17 16T 17 16T O18 O18 O 0 1 N N N 12.556 4.059 4.109 -1.117 1.237 1.704 O18 16T 18 16T C19 C19 C 0 1 Y N N 13.216 2.403 5.974 -1.132 -1.191 0.900 C19 16T 19 16T C20 C20 C 0 1 Y N N 13.031 1.918 7.251 -0.665 -2.480 1.068 C20 16T 20 16T C21 C21 C 0 1 Y N N 14.017 1.133 7.814 -1.395 -3.552 0.587 C21 16T 21 16T C22 C22 C 0 1 Y N N 15.154 0.842 7.092 -2.598 -3.334 -0.064 C22 16T 22 16T C23 C23 C 0 1 Y N N 15.329 1.335 5.811 -3.069 -2.034 -0.233 C23 16T 23 16T C24 C24 C 0 1 Y N N 14.364 2.141 5.248 -2.335 -0.966 0.256 C24 16T 24 16T O25 O25 O 0 1 N N N 16.499 1.089 5.112 -4.250 -1.815 -0.871 O25 16T 25 16T C26 C26 C 0 1 Y N N 16.555 0.059 4.181 -4.666 -0.530 -1.018 C26 16T 26 16T C27 C27 C 0 1 Y N N 15.818 -1.110 4.239 -4.299 0.195 -2.142 C27 16T 27 16T C28 C28 C 0 1 Y N N 15.991 -2.074 3.262 -4.724 1.501 -2.290 C28 16T 28 16T C29 C29 C 0 1 Y N N 16.891 -1.886 2.233 -5.515 2.087 -1.318 C29 16T 29 16T C30 C30 C 0 1 Y N N 17.621 -0.718 2.183 -5.882 1.366 -0.196 C30 16T 30 16T C31 C31 C 0 1 Y N N 17.453 0.245 3.153 -5.464 0.057 -0.046 C31 16T 31 16T CL1 CL1 CL 0 0 N N N 18.746 -0.383 0.921 -6.874 2.105 1.023 CL1 16T 32 16T O33 O33 O 0 1 N N N 16.112 0.049 7.674 -3.317 -4.386 -0.538 O33 16T 33 16T H1 H1 H 0 1 N N N 12.349 -3.608 1.976 7.856 -0.299 2.323 H1 16T 34 16T H2 H2 H 0 1 N N N 11.715 -4.096 0.368 8.823 0.540 1.087 H2 16T 35 16T H3 H3 H 0 1 N N N 13.375 -3.424 0.513 7.713 1.464 2.128 H3 16T 36 16T H4 H4 H 0 1 N N N 11.474 -1.674 2.716 5.331 1.391 1.731 H4 16T 37 16T H5 H5 H 0 1 N N N 11.114 0.292 -1.606 6.137 -1.071 -2.291 H5 16T 38 16T H6 H6 H 0 1 N N N 9.870 1.606 2.356 3.196 1.725 1.106 H6 16T 39 16T H7 H7 H 0 1 N N N 8.560 -0.308 2.967 3.584 2.966 -1.018 H7 16T 40 16T H8 H8 H 0 1 N N N 9.908 -0.952 3.964 2.820 1.638 -1.923 H8 16T 41 16T H9 H9 H 0 1 N N N 8.282 1.584 4.422 1.473 3.291 0.261 H9 16T 42 16T H10 H10 H 0 1 N N N 8.356 0.114 5.452 1.215 3.489 -1.489 H10 16T 43 16T H11 H11 H 0 1 N N N 10.701 0.562 5.992 -0.553 2.075 -0.382 H11 16T 44 16T H12 H12 H 0 1 N N N 9.722 2.026 6.344 0.334 1.209 -1.661 H12 16T 45 16T H13 H13 H 0 1 N N N 12.142 0.493 4.010 2.239 -0.521 -0.728 H13 16T 46 16T H14 H14 H 0 1 N N N 12.221 1.906 2.904 2.367 -0.578 1.049 H14 16T 47 16T H15 H15 H 0 1 N N N 12.131 2.148 7.801 0.273 -2.652 1.575 H15 16T 48 16T H16 H16 H 0 1 N N N 13.898 0.749 8.816 -1.027 -4.559 0.719 H16 16T 49 16T H17 H17 H 0 1 N N N 14.501 2.559 4.262 -2.698 0.043 0.127 H17 16T 50 16T H18 H18 H 0 1 N N N 15.113 -1.269 5.041 -3.682 -0.261 -2.902 H18 16T 51 16T H19 H19 H 0 1 N N N 15.414 -2.986 3.305 -4.439 2.066 -3.165 H19 16T 52 16T H20 H20 H 0 1 N N N 17.022 -2.645 1.476 -5.845 3.108 -1.435 H20 16T 53 16T H21 H21 H 0 1 N N N 18.031 1.156 3.107 -5.751 -0.506 0.830 H21 16T 54 16T H22 H22 H 0 1 N N N 15.831 -0.198 8.547 -3.953 -4.746 0.097 H22 16T 55 # 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 16T O9 C8 DOUB N N 1 16T N7 C8 SING N N 2 16T N7 C5 SING N N 3 16T C8 C2 SING N N 4 16T O6 C5 DOUB N N 5 16T C5 N4 SING N N 6 16T C2 C1 SING N N 7 16T C2 C3 DOUB N N 8 16T CL1 C30 SING N N 9 16T N4 C3 SING N N 10 16T N4 C10 SING N N 11 16T C30 C29 DOUB Y N 12 16T C30 C31 SING Y N 13 16T C29 C28 SING Y N 14 16T C10 C15 SING N N 15 16T C10 C11 SING N N 16 16T C31 C26 DOUB Y N 17 16T C28 C27 DOUB Y N 18 16T C15 N14 SING N N 19 16T C11 C12 SING N N 20 16T O18 S16 DOUB N N 21 16T C26 C27 SING Y N 22 16T C26 O25 SING N N 23 16T N14 S16 SING N N 24 16T N14 C13 SING N N 25 16T C12 C13 SING N N 26 16T O25 C23 SING N N 27 16T S16 C19 SING N N 28 16T S16 O17 DOUB N N 29 16T C24 C23 DOUB Y N 30 16T C24 C19 SING Y N 31 16T C23 C22 SING Y N 32 16T C19 C20 DOUB Y N 33 16T C22 O33 SING N N 34 16T C22 C21 DOUB Y N 35 16T C20 C21 SING Y N 36 16T C1 H1 SING N N 37 16T C1 H2 SING N N 38 16T C1 H3 SING N N 39 16T C3 H4 SING N N 40 16T N7 H5 SING N N 41 16T C10 H6 SING N N 42 16T C11 H7 SING N N 43 16T C11 H8 SING N N 44 16T C12 H9 SING N N 45 16T C12 H10 SING N N 46 16T C13 H11 SING N N 47 16T C13 H12 SING N N 48 16T C15 H13 SING N N 49 16T C15 H14 SING N N 50 16T C20 H15 SING N N 51 16T C21 H16 SING N N 52 16T C24 H17 SING N N 53 16T C27 H18 SING N N 54 16T C28 H19 SING N N 55 16T C29 H20 SING N N 56 16T C31 H21 SING N N 57 16T O33 H22 SING N N 58 # 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 16T SMILES ACDLabs 12.01 "O=S(=O)(c2cc(Oc1cccc(Cl)c1)c(O)cc2)N4CCCC(N3C=C(C(=O)NC3=O)C)C4" 16T InChI InChI 1.03 "InChI=1S/C22H22ClN3O6S/c1-14-12-26(22(29)24-21(14)28)16-5-3-9-25(13-16)33(30,31)18-7-8-19(27)20(11-18)32-17-6-2-4-15(23)10-17/h2,4,6-8,10-12,16,27H,3,5,9,13H2,1H3,(H,24,28,29)/t16-/m0/s1" 16T InChIKey InChI 1.03 IDMZBDJWQBWWLK-INIZCTEOSA-N 16T SMILES_CANONICAL CACTVS 3.370 "CC1=CN([C@H]2CCCN(C2)[S](=O)(=O)c3ccc(O)c(Oc4cccc(Cl)c4)c3)C(=O)NC1=O" 16T SMILES CACTVS 3.370 "CC1=CN([CH]2CCCN(C2)[S](=O)(=O)c3ccc(O)c(Oc4cccc(Cl)c4)c3)C(=O)NC1=O" 16T SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC1=CN(C(=O)NC1=O)[C@H]2CCCN(C2)S(=O)(=O)c3ccc(c(c3)Oc4cccc(c4)Cl)O" 16T SMILES "OpenEye OEToolkits" 1.7.6 "CC1=CN(C(=O)NC1=O)C2CCCN(C2)S(=O)(=O)c3ccc(c(c3)Oc4cccc(c4)Cl)O" # 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 16T "SYSTEMATIC NAME" ACDLabs 12.01 "1-[(3S)-1-{[3-(3-chlorophenoxy)-4-hydroxyphenyl]sulfonyl}piperidin-3-yl]-5-methylpyrimidine-2,4(1H,3H)-dione" 16T "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "1-[(3S)-1-[3-(3-chloranylphenoxy)-4-oxidanyl-phenyl]sulfonylpiperidin-3-yl]-5-methyl-pyrimidine-2,4-dione" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 16T "Create component" 2012-10-23 RCSB 16T "Initial release" 2012-10-26 RCSB #