data_Z59 # _chem_comp.id Z59 _chem_comp.name "(2R,3R)-2,3-dihydroxy-4-oxo-4-[(2R)-2-phenylpyrrolidin-1-yl]-N-(thiophen-2-ylmethyl)butanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H22 N2 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-11-15 _chem_comp.pdbx_modified_date 2011-06-04 _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 374.454 _chem_comp.one_letter_code ? _chem_comp.three_letter_code Z59 _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 3KME _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 Z59 C1 C1 C 0 1 N N N 49.276 35.410 39.166 -1.483 0.061 -1.136 C1 Z59 1 Z59 N2 N2 N 0 1 N N N 48.736 35.038 37.941 -1.933 1.099 -0.404 N2 Z59 2 Z59 C3 C3 C 0 1 N N R 48.260 35.239 40.390 -0.060 -0.410 -0.981 C3 Z59 3 Z59 C4 C4 C 0 1 N N R 48.349 33.785 40.793 0.144 -0.958 0.433 C4 Z59 4 Z59 C5 C5 C 0 1 N N R 49.542 35.119 36.730 -3.293 1.656 -0.451 C5 Z59 5 Z59 C6 C6 C 0 1 N N N 47.309 33.240 41.835 1.529 -1.541 0.551 C6 Z59 6 Z59 C7 C7 C 0 1 Y N N 50.535 33.955 36.731 -4.291 0.606 -0.035 C7 Z59 7 Z59 N8 N8 N 0 1 N N N 47.688 33.116 43.178 2.608 -0.741 0.445 N8 Z59 8 Z59 S9 S9 S 0 1 Y N N 49.469 31.324 44.729 5.689 0.305 -1.117 S9 Z59 9 Z59 C10 C10 C 0 1 Y N N 47.965 31.900 45.396 4.976 -0.211 0.406 C10 Z59 10 Z59 O11 O11 O 0 1 N N N 50.462 35.855 39.335 -2.225 -0.497 -1.917 O11 Z59 11 Z59 C12 C12 C 0 1 Y N N 51.849 34.202 36.259 -4.002 -0.245 1.015 C12 Z59 12 Z59 C13 C13 C 0 1 Y N N 50.149 30.858 46.289 6.656 1.518 -0.288 C13 Z59 13 Z59 O14 O14 O 0 1 N N N 46.173 32.987 41.416 1.672 -2.730 0.741 O14 Z59 14 Z59 C15 C15 C 0 1 Y N N 48.000 31.715 46.842 5.477 0.519 1.404 C15 Z59 15 Z59 C16 C16 C 0 1 Y N N 49.226 31.152 47.331 6.404 1.473 1.021 C16 Z59 16 Z59 O17 O17 O 0 1 N N N 48.770 36.045 41.454 0.207 -1.440 -1.934 O17 Z59 17 Z59 C18 C18 C 0 1 N N N 46.920 32.527 44.400 3.954 -1.308 0.559 C18 Z59 18 Z59 O19 O19 O 0 1 N N N 49.771 33.531 41.061 -0.825 -1.975 0.694 O19 Z59 19 Z59 C20 C20 C 0 1 N N N 47.362 34.567 37.650 -1.145 1.860 0.583 C20 Z59 20 Z59 C21 C21 C 0 1 Y N N 52.807 33.154 36.237 -4.917 -1.209 1.396 C21 Z59 21 Z59 C23 C23 C 0 1 N N N 48.509 35.074 35.579 -3.337 2.842 0.535 C23 Z59 22 Z59 C24 C24 C 0 1 Y N N 50.203 32.648 37.217 -5.498 0.498 -0.699 C24 Z59 23 Z59 C25 C25 C 0 1 N N N 47.295 34.311 36.144 -1.842 3.241 0.667 C25 Z59 24 Z59 C26 C26 C 0 1 Y N N 51.168 31.593 37.219 -6.414 -0.465 -0.318 C26 Z59 25 Z59 C27 C27 C 0 1 Y N N 52.479 31.855 36.725 -6.122 -1.320 0.728 C27 Z59 26 Z59 H3 H3 H 0 1 N N N 47.226 35.525 40.148 0.620 0.425 -1.148 H3 Z59 27 Z59 H4 H4 H 0 1 N N N 47.997 33.153 39.964 0.027 -0.151 1.156 H4 Z59 28 Z59 H5 H5 H 0 1 N N N 50.156 36.027 36.636 -3.517 2.001 -1.460 H5 Z59 29 Z59 HN8 HN8 H 0 1 N N N 48.602 33.463 43.387 2.494 0.210 0.293 HN8 Z59 30 Z59 H12 H12 H 0 1 N N N 52.122 35.189 35.916 -3.060 -0.158 1.537 H12 Z59 31 Z59 H13 H13 H 0 1 N N N 51.123 30.414 46.432 7.349 2.195 -0.766 H13 Z59 32 Z59 H15 H15 H 0 1 N N N 47.176 31.979 47.488 5.181 0.377 2.433 H15 Z59 33 Z59 H16 H16 H 0 1 N N N 49.426 30.971 48.377 6.887 2.130 1.728 H16 Z59 34 Z59 HO17 HO17 H 0 0 N N N 49.629 36.375 41.218 -0.362 -2.217 -1.844 HO17 Z59 35 Z59 H18 H18 H 0 1 N N N 46.357 33.326 44.906 4.069 -1.777 1.536 H18 Z59 36 Z59 H18A H18A H 0 0 N N N 46.219 31.751 44.059 4.102 -2.054 -0.221 H18A Z59 37 Z59 HO19 HO19 H 0 0 N N N 50.300 34.173 40.602 -0.779 -2.727 0.087 HO19 Z59 38 Z59 H20 H20 H 0 1 N N N 47.148 33.642 38.206 -1.169 1.363 1.553 H20 Z59 39 Z59 H20A H20A H 0 0 N N N 46.625 35.330 37.943 -0.116 1.973 0.240 H20A Z59 40 Z59 H21 H21 H 0 1 N N N 53.796 33.343 35.846 -4.690 -1.874 2.216 H21 Z59 41 Z59 H23 H23 H 0 1 N N N 48.223 36.090 35.271 -3.923 3.664 0.123 H23 Z59 42 Z59 H23A H23A H 0 0 N N N 48.923 34.555 34.702 -3.736 2.527 1.499 H23A Z59 43 Z59 H24 H24 H 0 1 N N N 49.207 32.457 37.588 -5.727 1.166 -1.516 H24 Z59 44 Z59 H25 H25 H 0 1 N N N 47.358 33.236 35.918 -1.649 3.719 1.627 H25 Z59 45 Z59 H25A H25A H 0 0 N N N 46.353 34.686 35.716 -1.535 3.885 -0.157 H25A Z59 46 Z59 H26 H26 H 0 1 N N N 50.907 30.612 37.589 -7.357 -0.549 -0.837 H26 Z59 47 Z59 H27 H27 H 0 1 N N N 53.222 31.071 36.720 -6.837 -2.073 1.026 H27 Z59 48 # 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 Z59 N2 C1 SING N N 1 Z59 C1 O11 DOUB N N 2 Z59 C1 C3 SING N N 3 Z59 C5 N2 SING N N 4 Z59 C20 N2 SING N N 5 Z59 C3 C4 SING N N 6 Z59 C3 O17 SING N N 7 Z59 C3 H3 SING N N 8 Z59 C4 O19 SING N N 9 Z59 C4 C6 SING N N 10 Z59 C4 H4 SING N N 11 Z59 C23 C5 SING N N 12 Z59 C5 C7 SING N N 13 Z59 C5 H5 SING N N 14 Z59 O14 C6 DOUB N N 15 Z59 C6 N8 SING N N 16 Z59 C12 C7 DOUB Y N 17 Z59 C7 C24 SING Y N 18 Z59 N8 C18 SING N N 19 Z59 N8 HN8 SING N N 20 Z59 S9 C10 SING Y N 21 Z59 S9 C13 SING Y N 22 Z59 C18 C10 SING N N 23 Z59 C10 C15 DOUB Y N 24 Z59 C21 C12 SING Y N 25 Z59 C12 H12 SING N N 26 Z59 C13 C16 DOUB Y N 27 Z59 C13 H13 SING N N 28 Z59 C15 C16 SING Y N 29 Z59 C15 H15 SING N N 30 Z59 C16 H16 SING N N 31 Z59 O17 HO17 SING N N 32 Z59 C18 H18 SING N N 33 Z59 C18 H18A SING N N 34 Z59 O19 HO19 SING N N 35 Z59 C25 C20 SING N N 36 Z59 C20 H20 SING N N 37 Z59 C20 H20A SING N N 38 Z59 C21 C27 DOUB Y N 39 Z59 C21 H21 SING N N 40 Z59 C23 C25 SING N N 41 Z59 C23 H23 SING N N 42 Z59 C23 H23A SING N N 43 Z59 C24 C26 DOUB Y N 44 Z59 C24 H24 SING N N 45 Z59 C25 H25 SING N N 46 Z59 C25 H25A SING N N 47 Z59 C27 C26 SING Y N 48 Z59 C26 H26 SING N N 49 Z59 C27 H27 SING N N 50 # 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 Z59 SMILES_CANONICAL CACTVS 3.352 "O[C@H]([C@@H](O)C(=O)N1CCC[C@@H]1c2ccccc2)C(=O)NCc3sccc3" Z59 SMILES CACTVS 3.352 "O[CH]([CH](O)C(=O)N1CCC[CH]1c2ccccc2)C(=O)NCc3sccc3" Z59 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)[C@H]2CCCN2C(=O)[C@@H]([C@H](C(=O)NCc3cccs3)O)O" Z59 SMILES "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)C2CCCN2C(=O)C(C(C(=O)NCc3cccs3)O)O" Z59 InChI InChI 1.03 "InChI=1S/C19H22N2O4S/c22-16(18(24)20-12-14-8-5-11-26-14)17(23)19(25)21-10-4-9-15(21)13-6-2-1-3-7-13/h1-3,5-8,11,15-17,22-23H,4,9-10,12H2,(H,20,24)/t15-,16-,17-/m1/s1" Z59 InChIKey InChI 1.03 IJWSOCHVNGQZGZ-BRWVUGGUSA-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 Z59 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(2R,3R)-2,3-dihydroxy-4-oxo-4-[(2R)-2-phenylpyrrolidin-1-yl]-N-(thiophen-2-ylmethyl)butanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site Z59 "Create component" 2009-11-15 RCSB Z59 "Modify aromatic_flag" 2011-06-04 RCSB Z59 "Modify descriptor" 2011-06-04 RCSB #