data_YZE # _chem_comp.id YZE _chem_comp.name "N~2~-{[(1S)-1-carboxybut-3-en-1-yl]carbamoyl}-N~6~-[(4-iodophenyl)carbonyl]-L-lysine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H24 I N3 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-09-22 _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 517.315 _chem_comp.one_letter_code ? _chem_comp.three_letter_code YZE _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 3IWW _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 YZE C2 C2 C 0 1 N N N 13.788 47.121 40.471 8.741 0.828 -3.512 C2 YZE 1 YZE C4 C4 C 0 1 N N N 14.922 46.354 40.304 9.066 0.900 -2.245 C4 YZE 2 YZE C5 C5 C 0 1 N N N 14.883 44.884 40.684 8.530 2.020 -1.392 C5 YZE 3 YZE C6 C6 C 0 1 N N S 16.268 44.315 41.021 7.817 1.435 -0.172 C6 YZE 4 YZE C7 C7 C 0 1 N N N 17.272 44.479 39.844 7.388 2.554 0.743 C7 YZE 5 YZE O8 O8 O 0 1 N N N 17.186 43.679 38.863 6.218 2.707 1.003 O8 YZE 6 YZE O9 O9 O 0 1 N N N 18.187 45.329 39.988 8.306 3.380 1.269 O9 YZE 7 YZE N10 N10 N 0 1 N N N 16.910 45.031 42.095 6.638 0.683 -0.609 N10 YZE 8 YZE C11 C11 C 0 1 N N N 18.060 44.584 42.549 6.147 -0.308 0.161 C11 YZE 9 YZE N12 N12 N 0 1 N N N 18.602 45.336 43.489 5.063 -1.000 -0.241 N12 YZE 10 YZE C13 C13 C 0 1 N N S 19.921 45.047 44.043 4.530 -2.078 0.596 C13 YZE 11 YZE C14 C14 C 0 1 N N N 20.922 45.712 43.054 3.043 -2.273 0.290 C14 YZE 12 YZE C15 C15 C 0 1 N N N 22.367 45.174 43.119 2.269 -1.020 0.703 C15 YZE 13 YZE C16 C16 C 0 1 N N N 23.421 45.915 42.206 0.783 -1.215 0.397 C16 YZE 14 YZE C17 C17 C 0 1 N N N 23.505 47.454 42.391 0.009 0.039 0.809 C17 YZE 15 YZE N18 N18 N 0 1 N N N 23.664 47.845 43.819 -1.415 -0.148 0.517 N18 YZE 16 YZE C19 C19 C 0 1 N N N 23.174 49.004 44.292 -2.295 0.833 0.799 C19 YZE 17 YZE C20 C20 C 0 1 Y N N 23.287 49.319 45.824 -3.731 0.645 0.503 C20 YZE 18 YZE C21 C21 C 0 1 Y N N 22.725 50.498 46.400 -4.645 1.659 0.794 C21 YZE 19 YZE C22 C22 C 0 1 Y N N 22.822 50.770 47.808 -5.984 1.477 0.516 C22 YZE 20 YZE C23 C23 C 0 1 Y N N 23.485 49.906 48.713 -6.422 0.292 -0.050 C23 YZE 21 YZE I24 I24 I 0 1 N N N 23.684 50.191 50.918 -8.457 0.025 -0.468 I24 YZE 22 YZE C25 C25 C 0 1 Y N N 24.027 48.755 48.081 -5.520 -0.718 -0.341 C25 YZE 23 YZE C26 C26 C 0 1 Y N N 23.942 48.447 46.699 -4.178 -0.546 -0.072 C26 YZE 24 YZE O27 O27 O 0 1 N N N 22.520 49.751 43.568 -1.908 1.873 1.295 O27 YZE 25 YZE C28 C28 C 0 1 N N N 20.005 45.677 45.458 5.274 -3.355 0.304 C28 YZE 26 YZE O29 O29 O 0 1 N N N 19.544 46.844 45.647 6.160 -3.365 -0.518 O29 YZE 27 YZE O30 O30 O 0 1 N N N 20.435 44.930 46.348 4.954 -4.483 0.959 O30 YZE 28 YZE O31 O31 O 0 1 N N N 18.584 43.533 42.134 6.683 -0.578 1.219 O31 YZE 29 YZE H2 H2 H 0 1 N N N 12.888 46.675 40.867 9.126 0.025 -4.124 H2 YZE 30 YZE H2A H2A H 0 1 N N N 13.800 48.168 40.205 8.086 1.569 -3.945 H2A YZE 31 YZE H4 H4 H 0 1 N N N 15.826 46.793 39.908 9.719 0.156 -1.812 H4 YZE 32 YZE H5 H5 H 0 1 N N N 14.239 44.773 41.569 9.354 2.652 -1.063 H5 YZE 33 YZE H5A H5A H 0 1 N N N 14.474 44.318 39.834 7.826 2.615 -1.974 H5A YZE 34 YZE H6 H6 H 0 1 N N N 16.064 43.263 41.271 8.495 0.770 0.362 H6 YZE 35 YZE HO9 HO9 H 0 1 N N N 18.790 45.273 39.256 7.983 4.082 1.850 HO9 YZE 36 YZE HN10 HN10 H 0 0 N N N 16.490 45.850 42.486 6.211 0.899 -1.453 HN10 YZE 37 YZE HN12 HN12 H 0 0 N N N 18.094 46.126 43.831 4.636 -0.785 -1.085 HN12 YZE 38 YZE H13 H13 H 0 1 N N N 20.136 43.974 44.150 4.654 -1.817 1.647 H13 YZE 39 YZE H14 H14 H 0 1 N N N 20.548 45.537 42.035 2.912 -2.447 -0.778 H14 YZE 40 YZE H15 H15 H 0 1 N N N 22.708 45.272 44.160 2.401 -0.846 1.771 H15 YZE 41 YZE H16 H16 H 0 1 N N N 24.412 45.500 42.442 0.651 -1.388 -0.671 H16 YZE 42 YZE H16A H16A H 0 0 N N N 23.144 45.723 41.159 0.407 -2.073 0.954 H16A YZE 43 YZE H17 H17 H 0 1 N N N 24.373 47.827 41.828 0.140 0.212 1.878 H17 YZE 44 YZE H17A H17A H 0 0 N N N 22.577 47.903 42.007 0.384 0.897 0.253 H17A YZE 45 YZE HN18 HN18 H 0 0 N N N 24.147 47.230 44.442 -1.724 -0.978 0.121 HN18 YZE 46 YZE H21 H21 H 0 1 N N N 22.214 51.204 45.762 -4.305 2.584 1.236 H21 YZE 47 YZE H22 H22 H 0 1 N N N 22.370 51.672 48.192 -6.692 2.261 0.740 H22 YZE 48 YZE H25 H25 H 0 1 N N N 24.551 48.051 48.710 -5.867 -1.640 -0.782 H25 YZE 49 YZE H26 H26 H 0 1 N N N 24.384 47.537 46.322 -3.475 -1.333 -0.303 H26 YZE 50 YZE HO30 HO30 H 0 0 N N N 20.366 45.366 47.189 5.460 -5.277 0.738 HO30 YZE 51 YZE H23 H23 H 0 1 N N N 20.956 46.786 43.288 2.668 -3.132 0.847 H23 YZE 52 YZE H24 H24 H 0 1 N N N 22.340 44.121 42.802 2.645 -0.161 0.146 H24 YZE 53 # 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 YZE C2 H2 SING N N 1 YZE C2 H2A SING N N 2 YZE C4 C2 DOUB N N 3 YZE C4 C5 SING N N 4 YZE C4 H4 SING N N 5 YZE C5 C6 SING N N 6 YZE C5 H5 SING N N 7 YZE C5 H5A SING N N 8 YZE C6 N10 SING N N 9 YZE C6 H6 SING N N 10 YZE C7 C6 SING N N 11 YZE C7 O9 SING N N 12 YZE O8 C7 DOUB N N 13 YZE O9 HO9 SING N N 14 YZE N10 C11 SING N N 15 YZE N10 HN10 SING N N 16 YZE C11 N12 SING N N 17 YZE N12 C13 SING N N 18 YZE N12 HN12 SING N N 19 YZE C13 C28 SING N N 20 YZE C13 H13 SING N N 21 YZE C14 C13 SING N N 22 YZE C14 C15 SING N N 23 YZE C14 H14 SING N N 24 YZE C15 H15 SING N N 25 YZE C16 C15 SING N N 26 YZE C16 C17 SING N N 27 YZE C16 H16 SING N N 28 YZE C16 H16A SING N N 29 YZE C17 N18 SING N N 30 YZE C17 H17 SING N N 31 YZE C17 H17A SING N N 32 YZE N18 C19 SING N N 33 YZE N18 HN18 SING N N 34 YZE C19 C20 SING N N 35 YZE C20 C21 DOUB Y N 36 YZE C20 C26 SING Y N 37 YZE C21 C22 SING Y N 38 YZE C21 H21 SING N N 39 YZE C22 C23 DOUB Y N 40 YZE C22 H22 SING N N 41 YZE C23 I24 SING N N 42 YZE C25 C23 SING Y N 43 YZE C25 H25 SING N N 44 YZE C26 C25 DOUB Y N 45 YZE C26 H26 SING N N 46 YZE O27 C19 DOUB N N 47 YZE C28 O29 DOUB N N 48 YZE C28 O30 SING N N 49 YZE O30 HO30 SING N N 50 YZE O31 C11 DOUB N N 51 YZE C14 H23 SING N N 52 YZE C15 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 YZE SMILES ACDLabs 11.02 "O=C(c1ccc(I)cc1)NCCCCC(C(=O)O)NC(=O)NC(C(=O)O)C/C=C" YZE SMILES_CANONICAL CACTVS 3.352 "OC(=O)[C@H](CCCCNC(=O)c1ccc(I)cc1)NC(=O)N[C@@H](CC=C)C(O)=O" YZE SMILES CACTVS 3.352 "OC(=O)[CH](CCCCNC(=O)c1ccc(I)cc1)NC(=O)N[CH](CC=C)C(O)=O" YZE SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "C=CC[C@@H](C(=O)O)NC(=O)N[C@@H](CCCCNC(=O)c1ccc(cc1)I)C(=O)O" YZE SMILES "OpenEye OEToolkits" 1.7.0 "C=CCC(C(=O)O)NC(=O)NC(CCCCNC(=O)c1ccc(cc1)I)C(=O)O" YZE InChI InChI 1.03 "InChI=1S/C19H24IN3O6/c1-2-5-14(17(25)26)22-19(29)23-15(18(27)28)6-3-4-11-21-16(24)12-7-9-13(20)10-8-12/h2,7-10,14-15H,1,3-6,11H2,(H,21,24)(H,25,26)(H,27,28)(H2,22,23,29)/t14-,15-/m0/s1" YZE InChIKey InChI 1.03 CPITYBQMVPBERS-GJZGRUSLSA-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 YZE "SYSTEMATIC NAME" ACDLabs 11.02 "N~2~-{[(1S)-1-carboxybut-3-en-1-yl]carbamoyl}-N~6~-[(4-iodophenyl)carbonyl]-L-lysine" YZE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(2S)-2-[[(2S)-1-hydroxy-1-oxo-pent-4-en-2-yl]carbamoylamino]-6-[(4-iodophenyl)carbonylamino]hexanoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site YZE "Create component" 2009-09-22 RCSB YZE "Modify aromatic_flag" 2011-06-04 RCSB YZE "Modify descriptor" 2011-06-04 RCSB #