data_59J # _chem_comp.id 59J _chem_comp.name "(2R,5R)-2-[(R)-carboxy{[(2R)-2-{[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]amino}-2-(4-hydroxyphenyl)acetyl]amino}methyl]-5-methyl-5,6-dihydro-2H-1,3-thiazine-4-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H27 N5 O9 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-08-27 _chem_comp.pdbx_modified_date 2016-01-08 _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 549.554 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 59J _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 5DF9 _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 59J C10 C1 C 0 1 Y N N -41.823 -9.862 -40.153 -0.327 -1.215 -0.805 C10 59J 1 59J C11 C2 C 0 1 N N N -42.359 -6.713 -40.822 -3.175 0.183 -0.855 C11 59J 2 59J C12 C3 C 0 1 N N N -42.144 -4.658 -42.300 -4.349 0.752 1.199 C12 59J 3 59J C13 C4 C 0 1 N N N -42.856 -3.284 -42.438 -5.579 1.618 1.457 C13 59J 4 59J C14 C5 C 0 1 Y N N -42.322 -10.294 -41.512 -0.517 -1.892 0.386 C14 59J 5 59J C15 C6 C 0 1 Y N N -40.719 -10.449 -39.612 0.235 -1.863 -1.889 C15 59J 6 59J C16 C7 C 0 1 N N N -44.399 -5.597 -41.776 -5.493 -0.079 -0.786 C16 59J 7 59J C17 C8 C 0 1 N N N -45.002 -4.547 -42.584 -6.787 0.156 -0.073 C17 59J 8 59J C19 C9 C 0 1 N N N -44.831 -2.335 -43.730 -8.023 1.056 1.823 C19 59J 9 59J C20 C10 C 0 1 Y N N -41.650 -11.290 -42.201 -0.144 -3.218 0.494 C20 59J 10 59J C21 C11 C 0 1 Y N N -39.994 -11.529 -40.364 0.614 -3.187 -1.784 C21 59J 11 59J C22 C12 C 0 1 Y N N -40.439 -11.932 -41.606 0.420 -3.870 -0.592 C22 59J 12 59J C23 C13 C 0 1 N N N -45.705 -1.448 -42.870 -8.069 -0.041 2.889 C23 59J 13 59J S01 S1 S 0 1 N N N -43.364 -13.215 -37.015 5.250 2.304 0.428 S01 59J 14 59J O01 O1 O 0 1 N N N -43.653 -8.458 -35.190 1.724 3.554 -1.661 O01 59J 15 59J O02 O2 O 0 1 N N N -44.694 -9.117 -38.466 0.039 1.830 0.627 O02 59J 16 59J O03 O3 O 0 1 N N N -41.000 -12.636 -32.390 3.527 -2.634 0.541 O03 59J 17 59J O04 O4 O 0 1 N N N -41.000 -14.807 -32.591 5.412 -2.661 1.710 O04 59J 18 59J O05 O5 O 0 1 N N N -41.144 -6.743 -40.714 -3.174 -0.124 -2.032 O05 59J 19 59J O06 O6 O 0 1 N N N -45.114 -6.423 -41.226 -5.482 -0.578 -1.892 O06 59J 20 59J O07 O7 O 0 1 N N N -46.163 -4.663 -42.974 -7.816 -0.336 -0.488 O07 59J 21 59J O O8 O 0 1 N N N -39.757 -12.934 -42.293 0.787 -5.175 -0.488 O 59J 22 59J N01 N1 N 0 1 N N N -42.625 -12.202 -34.714 4.009 -0.042 0.055 N01 59J 23 59J N02 N2 N 0 1 N N N -43.016 -10.110 -37.189 1.577 1.087 -0.789 N02 59J 24 59J N03 N3 N 0 1 N N N -43.161 -7.715 -40.159 -2.011 0.433 -0.224 N03 59J 25 59J N04 N4 N 0 1 N N N -42.990 -5.661 -41.628 -4.340 0.273 -0.183 N04 59J 26 59J N05 N5 N 0 1 N N N -44.246 -3.410 -42.912 -6.795 0.922 1.036 N05 59J 27 59J C01 C14 C 0 1 N N R -43.713 -12.054 -35.717 3.985 1.328 -0.441 C01 59J 28 59J C02 C15 C 0 1 N N R -43.943 -10.626 -36.181 2.606 1.939 -0.189 C02 59J 29 59J C03 C16 C 0 1 N N N -43.857 -9.700 -35.012 2.544 3.312 -0.806 C03 59J 30 59J C07 C17 C 0 1 N N N -42.324 -13.547 -34.162 4.918 -0.620 0.679 C07 59J 31 59J C04 C18 C 0 1 N N R -42.852 -14.667 -34.775 6.242 -0.119 1.145 C04 59J 32 59J C05 C19 C 0 1 N N N -42.937 -14.714 -36.241 6.661 1.152 0.402 C05 59J 33 59J C06 C20 C 0 1 N N N -43.507 -9.329 -38.324 0.319 1.106 -0.305 C06 59J 34 59J C08 C21 C 0 1 N N N -43.716 -15.593 -33.983 7.296 -1.203 0.912 C08 59J 35 59J CA C22 C 0 1 N N R -42.525 -8.769 -39.336 -0.740 0.229 -0.923 CA 59J 36 59J C09 C23 C 0 1 N N N -41.389 -13.672 -32.981 4.639 -2.037 1.012 C09 59J 37 59J O08 O9 O 0 1 N N N -43.974 -10.152 -33.855 3.399 4.267 -0.408 O08 59J 38 59J H1 H1 H 0 1 N N N -41.888 -5.027 -43.304 -3.450 1.341 1.382 H1 59J 39 59J H2 H2 H 0 1 N N N -41.223 -4.522 -41.714 -4.363 -0.102 1.876 H2 59J 40 59J H3 H3 H 0 1 N N N -42.294 -2.667 -43.154 -5.643 1.843 2.522 H3 59J 41 59J H4 H4 H 0 1 N N N -42.863 -2.790 -41.455 -5.487 2.549 0.898 H4 59J 42 59J H5 H5 H 0 1 N N N -43.196 -9.829 -41.943 -0.956 -1.384 1.231 H5 59J 43 59J H6 H6 H 0 1 N N N -40.364 -10.137 -38.641 0.378 -1.333 -2.820 H6 59J 44 59J H7 H7 H 0 1 N N N -44.023 -1.733 -44.172 -8.888 0.961 1.166 H7 59J 45 59J H8 H8 H 0 1 N N N -45.439 -2.778 -44.533 -8.040 2.033 2.306 H8 59J 46 59J H9 H9 H 0 1 N N N -42.003 -11.604 -43.172 -0.296 -3.748 1.423 H9 59J 47 59J H10 H10 H 0 1 N N N -39.120 -11.992 -39.930 1.054 -3.693 -2.631 H10 59J 48 59J H11 H11 H 0 1 N N N -46.138 -0.648 -43.489 -8.983 0.060 3.474 H11 59J 49 59J H12 H12 H 0 1 N N N -46.514 -2.048 -42.428 -8.052 -1.018 2.406 H12 59J 50 59J H13 H13 H 0 1 N N N -45.098 -1.003 -42.067 -7.204 0.055 3.546 H13 59J 51 59J H14 H14 H 0 1 N N N -40.421 -12.877 -31.676 3.388 -3.559 0.785 H14 59J 52 59J H15 H15 H 0 1 N N N -39.018 -13.228 -41.774 0.090 -5.800 -0.727 H15 59J 53 59J H16 H16 H 0 1 N N N -42.037 -10.293 -37.101 1.801 0.508 -1.535 H16 59J 54 59J H17 H17 H 0 1 N N N -44.156 -7.697 -40.257 -2.015 0.747 0.694 H17 59J 55 59J H18 H18 H 0 1 N N N -44.648 -12.410 -35.260 4.195 1.331 -1.511 H18 59J 56 59J H19 H19 H 0 1 N N N -44.964 -10.567 -36.586 2.433 2.016 0.885 H19 59J 57 59J H20 H20 H 0 1 N N N -41.942 -15.280 -34.699 6.185 0.097 2.211 H20 59J 58 59J H21 H21 H 0 1 N N N -43.695 -15.464 -36.513 6.920 0.909 -0.629 H21 59J 59 59J H22 H22 H 0 1 N N N -41.956 -15.028 -36.627 7.517 1.606 0.900 H22 59J 60 59J H23 H23 H 0 1 N N N -43.536 -15.435 -32.909 7.183 -1.611 -0.093 H23 59J 61 59J H24 H24 H 0 1 N N N -44.773 -15.392 -34.211 8.291 -0.771 1.018 H24 59J 62 59J H25 H25 H 0 1 N N N -43.475 -16.634 -34.246 7.166 -2.000 1.644 H25 59J 63 59J H26 H26 H 0 1 N N N -41.735 -8.275 -38.752 -0.858 0.489 -1.975 H26 59J 64 59J H27 H27 H 0 1 N N N -43.886 -9.444 -33.228 3.321 5.132 -0.833 H27 59J 65 # 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 59J C19 N05 SING N N 1 59J C19 C23 SING N N 2 59J O07 C17 DOUB N N 3 59J N05 C17 SING N N 4 59J N05 C13 SING N N 5 59J C17 C16 SING N N 6 59J C13 C12 SING N N 7 59J C12 N04 SING N N 8 59J O C22 SING N N 9 59J C20 C22 DOUB Y N 10 59J C20 C14 SING Y N 11 59J C16 N04 SING N N 12 59J C16 O06 DOUB N N 13 59J N04 C11 SING N N 14 59J C22 C21 SING Y N 15 59J C14 C10 DOUB Y N 16 59J C11 O05 DOUB N N 17 59J C11 N03 SING N N 18 59J C21 C15 DOUB Y N 19 59J N03 CA SING N N 20 59J C10 C15 SING Y N 21 59J C10 CA SING N N 22 59J CA C06 SING N N 23 59J O02 C06 DOUB N N 24 59J C06 N02 SING N N 25 59J N02 C02 SING N N 26 59J S01 C05 SING N N 27 59J S01 C01 SING N N 28 59J C05 C04 SING N N 29 59J C02 C01 SING N N 30 59J C02 C03 SING N N 31 59J C01 N01 SING N N 32 59J O01 C03 DOUB N N 33 59J C03 O08 SING N N 34 59J C04 C07 SING N N 35 59J C04 C08 SING N N 36 59J N01 C07 DOUB N N 37 59J C07 C09 SING N N 38 59J C09 O04 DOUB N N 39 59J C09 O03 SING N N 40 59J C12 H1 SING N N 41 59J C12 H2 SING N N 42 59J C13 H3 SING N N 43 59J C13 H4 SING N N 44 59J C14 H5 SING N N 45 59J C15 H6 SING N N 46 59J C19 H7 SING N N 47 59J C19 H8 SING N N 48 59J C20 H9 SING N N 49 59J C21 H10 SING N N 50 59J C23 H11 SING N N 51 59J C23 H12 SING N N 52 59J C23 H13 SING N N 53 59J O03 H14 SING N N 54 59J O H15 SING N N 55 59J N02 H16 SING N N 56 59J N03 H17 SING N N 57 59J C01 H18 SING N N 58 59J C02 H19 SING N N 59 59J C04 H20 SING N N 60 59J C05 H21 SING N N 61 59J C05 H22 SING N N 62 59J C08 H23 SING N N 63 59J C08 H24 SING N N 64 59J C08 H25 SING N N 65 59J CA H26 SING N N 66 59J O08 H27 SING N N 67 # 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 59J SMILES ACDLabs 12.01 "c1(ccc(cc1)O)C(NC(=O)N2CCN(C(C2=O)=O)CC)C(=O)NC(C3SCC(C(=N3)C(O)=O)C)C(=O)O" 59J InChI InChI 1.03 "InChI=1S/C23H27N5O9S/c1-3-27-8-9-28(20(32)19(27)31)23(37)26-15(12-4-6-13(29)7-5-12)17(30)24-16(22(35)36)18-25-14(21(33)34)11(2)10-38-18/h4-7,11,15-16,18,29H,3,8-10H2,1-2H3,(H,24,30)(H,26,37)(H,33,34)(H,35,36)/t11-,15+,16-,18+/m0/s1" 59J InChIKey InChI 1.03 YNTRKCUUJNUMAH-QOQPWIFLSA-N 59J SMILES_CANONICAL CACTVS 3.385 "CCN1CCN(C(=O)N[C@@H](C(=O)N[C@@H]([C@H]2SC[C@H](C)C(=N2)C(O)=O)C(O)=O)c3ccc(O)cc3)C(=O)C1=O" 59J SMILES CACTVS 3.385 "CCN1CCN(C(=O)N[CH](C(=O)N[CH]([CH]2SC[CH](C)C(=N2)C(O)=O)C(O)=O)c3ccc(O)cc3)C(=O)C1=O" 59J SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCN1CCN(C(=O)C1=O)C(=O)N[C@H](c2ccc(cc2)O)C(=O)N[C@@H]([C@@H]3N=C([C@H](CS3)C)C(=O)O)C(=O)O" 59J SMILES "OpenEye OEToolkits" 1.9.2 "CCN1CCN(C(=O)C1=O)C(=O)NC(c2ccc(cc2)O)C(=O)NC(C3N=C(C(CS3)C)C(=O)O)C(=O)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 59J "SYSTEMATIC NAME" ACDLabs 12.01 "(2R,5R)-2-[(R)-carboxy{[(2R)-2-{[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]amino}-2-(4-hydroxyphenyl)acetyl]amino}methyl]-5-methyl-5,6-dihydro-2H-1,3-thiazine-4-carboxylic acid" 59J "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2R,5R)-2-[(1R)-1-[[(2R)-2-[[4-ethyl-2,3-bis(oxidanylidene)piperazin-1-yl]carbonylamino]-2-(4-hydroxyphenyl)ethanoyl]amino]-2-oxidanyl-2-oxidanylidene-ethyl]-5-methyl-5,6-dihydro-2H-1,3-thiazine-4-carboxylic 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 59J "Create component" 2015-08-27 EBI 59J "Initial release" 2016-01-13 RCSB #