data_55M # _chem_comp.id 55M _chem_comp.name "(4R)-4-[(1R)-1-{[6-(3,4-dimethoxyphenyl)[1,3]thiazolo[5,4-c]pyridin-4-yl]oxy}ethyl]pyrrolidin-2-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H21 N3 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-07-29 _chem_comp.pdbx_modified_date 2015-09-18 _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 399.463 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 55M _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 5CXH _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 55M C1 C1 C 0 1 Y N N 3.397 0.552 14.394 1.465 -2.516 -0.137 C1 55M 1 55M C2 C2 C 0 1 Y N N 3.201 -0.532 15.197 0.356 -3.294 0.218 C2 55M 2 55M C3 C3 C 0 1 Y N N 1.948 -1.111 15.316 -0.897 -2.644 0.291 C3 55M 3 55M C11 C4 C 0 1 N N N 2.035 5.043 13.859 3.115 3.308 -0.722 C11 55M 4 55M C13 C5 C 0 1 N N N 4.005 5.118 12.683 4.243 2.983 1.282 C13 55M 5 55M C14 C6 C 0 1 N N N 3.006 4.734 11.639 3.745 1.617 0.858 C14 55M 6 55M C15 C7 C 0 1 N N R 1.745 4.471 12.471 3.391 1.790 -0.637 C15 55M 7 55M C17 C8 C 0 1 N N R 1.367 2.957 12.479 2.141 0.986 -1.001 C17 55M 8 55M C19 C9 C 0 1 N N N 0.841 2.413 11.114 1.822 1.181 -2.484 C19 55M 9 55M C20 C10 C 0 1 Y N N -1.453 -0.294 14.071 -2.381 0.755 -0.184 C20 55M 10 55M C21 C11 C 0 1 Y N N -2.780 -0.655 14.198 -3.607 1.390 -0.112 C21 55M 11 55M C22 C12 C 0 1 Y N N -3.106 -1.724 14.995 -4.746 0.666 0.235 C22 55M 12 55M C23 C13 C 0 1 Y N N -2.093 -2.407 15.670 -4.651 -0.690 0.509 C23 55M 13 55M C24 C14 C 0 1 Y N N -0.775 -2.051 15.554 -3.429 -1.327 0.438 C24 55M 14 55M C27 C15 C 0 1 N N N -3.715 1.243 12.999 -2.494 3.399 -0.729 C27 55M 15 55M C28 C16 C 0 1 N N N -4.892 -2.851 16.188 -7.077 0.488 0.667 C28 55M 16 55M C4 C17 C 0 1 Y N N 0.929 -0.519 14.586 -0.973 -1.293 0.015 C4 55M 17 55M N5 N1 N 0 1 Y N N 1.151 0.561 13.827 0.109 -0.592 -0.318 N5 55M 18 55M C6 C18 C 0 1 Y N N 2.332 1.125 13.698 1.300 -1.153 -0.399 C6 55M 19 55M C7 C19 C 0 1 Y N N -0.451 -1.009 14.699 -2.287 -0.608 0.091 C7 55M 20 55M S8 S1 S 0 1 Y N N 5.055 1.134 14.363 2.879 -3.562 -0.146 S8 55M 21 55M C9 C20 C 0 1 Y N N 5.345 -0.193 15.490 1.922 -4.902 0.305 C9 55M 22 55M N10 N2 N 0 1 Y N N 4.345 -0.866 15.765 0.689 -4.575 0.435 N10 55M 23 55M N12 N3 N 0 1 N N N 3.408 5.254 13.843 3.881 3.908 0.377 N12 55M 24 55M O16 O1 O 0 1 N N N 5.133 5.289 12.466 4.876 3.210 2.292 O16 55M 25 55M O18 O2 O 0 1 N N N 2.508 2.231 12.917 2.375 -0.400 -0.743 O18 55M 26 55M O25 O3 O 0 1 N N N -4.446 -2.054 15.116 -5.952 1.290 0.305 O25 55M 27 55M O26 O4 O 0 1 N N N -3.804 -0.012 13.572 -3.702 2.720 -0.380 O26 55M 28 55M H1 H1 H 0 1 N N N 1.775 -1.974 15.942 -1.785 -3.198 0.559 H1 55M 29 55M H2 H2 H 0 1 N N N 1.494 5.988 14.016 3.458 3.701 -1.679 H2 55M 30 55M H3 H3 H 0 1 N N N 1.757 4.326 14.646 2.051 3.506 -0.593 H3 55M 31 55M H4 H4 H 0 1 N N N 3.322 3.829 11.099 4.529 0.869 0.980 H4 55M 32 55M H5 H5 H 0 1 N N N 2.846 5.552 10.921 2.860 1.340 1.430 H5 55M 33 55M H6 H6 H 0 1 N N N 0.909 5.032 12.027 4.232 1.510 -1.273 H6 55M 34 55M H7 H7 H 0 1 N N N 0.558 2.828 13.214 1.300 1.330 -0.400 H7 55M 35 55M H8 H8 H 0 1 N N N 0.601 1.344 11.213 0.932 0.608 -2.743 H8 55M 36 55M H9 H9 H 0 1 N N N -0.064 2.967 10.823 1.644 2.239 -2.681 H9 55M 37 55M H10 H10 H 0 1 N N N 1.615 2.545 10.344 2.664 0.837 -3.086 H10 55M 38 55M H11 H11 H 0 1 N N N -1.193 0.564 13.469 -1.498 1.314 -0.457 H11 55M 39 55M H12 H12 H 0 1 N N N -2.356 -3.242 16.303 -5.536 -1.248 0.779 H12 55M 40 55M H13 H13 H 0 1 N N N -0.009 -2.568 16.113 -3.358 -2.383 0.652 H13 55M 41 55M H14 H14 H 0 1 N N N -4.688 1.518 12.565 -1.781 3.315 0.091 H14 55M 42 55M H15 H15 H 0 1 N N N -3.436 1.978 13.768 -2.070 2.949 -1.627 H15 55M 43 55M H16 H16 H 0 1 N N N -2.951 1.231 12.208 -2.710 4.451 -0.917 H16 55M 44 55M H17 H17 H 0 1 N N N -5.979 -3.000 16.108 -7.204 -0.311 -0.063 H17 55M 45 55M H18 H18 H 0 1 N N N -4.385 -3.827 16.155 -6.913 0.056 1.654 H18 55M 46 55M H19 H19 H 0 1 N N N -4.660 -2.349 17.139 -7.974 1.107 0.686 H19 55M 47 55M H20 H20 H 0 1 N N N 6.319 -0.401 15.907 2.306 -5.899 0.457 H20 55M 48 55M H21 H21 H 0 1 N N N 3.914 5.496 14.671 4.097 4.852 0.442 H21 55M 49 # 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 55M C19 C17 SING N N 1 55M C14 C15 SING N N 2 55M C14 C13 SING N N 3 55M O16 C13 DOUB N N 4 55M C15 C17 SING N N 5 55M C15 C11 SING N N 6 55M C17 O18 SING N N 7 55M C13 N12 SING N N 8 55M O18 C6 SING N N 9 55M C27 O26 SING N N 10 55M O26 C21 SING N N 11 55M C6 N5 DOUB Y N 12 55M C6 C1 SING Y N 13 55M N5 C4 SING Y N 14 55M N12 C11 SING N N 15 55M C20 C21 DOUB Y N 16 55M C20 C7 SING Y N 17 55M C21 C22 SING Y N 18 55M S8 C1 SING Y N 19 55M S8 C9 SING Y N 20 55M C1 C2 DOUB Y N 21 55M C4 C7 SING N N 22 55M C4 C3 DOUB Y N 23 55M C7 C24 DOUB Y N 24 55M C22 O25 SING N N 25 55M C22 C23 DOUB Y N 26 55M O25 C28 SING N N 27 55M C2 C3 SING Y N 28 55M C2 N10 SING Y N 29 55M C9 N10 DOUB Y N 30 55M C24 C23 SING Y N 31 55M C3 H1 SING N N 32 55M C11 H2 SING N N 33 55M C11 H3 SING N N 34 55M C14 H4 SING N N 35 55M C14 H5 SING N N 36 55M C15 H6 SING N N 37 55M C17 H7 SING N N 38 55M C19 H8 SING N N 39 55M C19 H9 SING N N 40 55M C19 H10 SING N N 41 55M C20 H11 SING N N 42 55M C23 H12 SING N N 43 55M C24 H13 SING N N 44 55M C27 H14 SING N N 45 55M C27 H15 SING N N 46 55M C27 H16 SING N N 47 55M C28 H17 SING N N 48 55M C28 H18 SING N N 49 55M C28 H19 SING N N 50 55M C9 H20 SING N N 51 55M N12 H21 SING N N 52 # 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 55M SMILES ACDLabs 12.01 "c24c(cc(c1cc(c(OC)cc1)OC)nc2OC(C3CNC(C3)=O)C)ncs4" 55M InChI InChI 1.03 "InChI=1S/C20H21N3O4S/c1-11(13-7-18(24)21-9-13)27-20-19-15(22-10-28-19)8-14(23-20)12-4-5-16(25-2)17(6-12)26-3/h4-6,8,10-11,13H,7,9H2,1-3H3,(H,21,24)/t11-,13-/m1/s1" 55M InChIKey InChI 1.03 OTUKQYFHRKKGEI-DGCLKSJQSA-N 55M SMILES_CANONICAL CACTVS 3.385 "COc1ccc(cc1OC)c2cc3ncsc3c(O[C@H](C)[C@H]4CNC(=O)C4)n2" 55M SMILES CACTVS 3.385 "COc1ccc(cc1OC)c2cc3ncsc3c(O[CH](C)[CH]4CNC(=O)C4)n2" 55M SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@H]([C@@H]1CC(=O)NC1)Oc2c3c(cc(n2)c4ccc(c(c4)OC)OC)ncs3" 55M SMILES "OpenEye OEToolkits" 1.9.2 "CC(C1CC(=O)NC1)Oc2c3c(cc(n2)c4ccc(c(c4)OC)OC)ncs3" # 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 55M "SYSTEMATIC NAME" ACDLabs 12.01 "(4R)-4-[(1R)-1-{[6-(3,4-dimethoxyphenyl)[1,3]thiazolo[5,4-c]pyridin-4-yl]oxy}ethyl]pyrrolidin-2-one" 55M "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(4R)-4-[(1R)-1-[[6-(3,4-dimethoxyphenyl)-[1,3]thiazolo[5,4-c]pyridin-4-yl]oxy]ethyl]pyrrolidin-2-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 55M "Create component" 2015-07-29 RCSB 55M "Initial release" 2015-09-23 RCSB #