data_2U3 # _chem_comp.id 2U3 _chem_comp.name "(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-{[(1,5-dihydroxy-4-oxo-1,4-dihydropyridin-2-yl)methoxy]imino}-N-{(2S)-1-hydroxy-3-methyl-3-[(sulfooxy)amino]butan-2-yl}ethanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H22 N6 O10 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-02-04 _chem_comp.pdbx_modified_date 2014-05-02 _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 522.510 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2U3 _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 4OOM _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 2U3 N N N 0 1 N N N 6.718 -2.315 15.912 0.917 -0.714 -0.001 N 2U3 1 2U3 CA CA C 0 1 N N S 6.049 -2.784 17.099 1.669 0.542 -0.057 CA 2U3 2 2U3 C C C 0 1 N N N 5.857 -4.234 16.802 1.566 1.136 -1.463 C 2U3 3 2U3 O O O 0 1 N N N 5.666 -4.782 15.515 2.166 0.242 -2.403 O 2U3 4 2U3 N1 N1 N 0 1 N N N 3.612 -2.926 17.772 3.919 1.499 0.072 N1 2U3 5 2U3 C2 C2 C 0 1 N N N 4.764 -2.063 17.509 3.138 0.273 0.276 C2 2U3 6 2U3 N3 N3 N 0 1 Y N N 10.177 -1.916 13.047 0.834 -3.355 0.124 N3 2U3 7 2U3 C4 C4 C 0 1 Y N N 9.572 -2.181 14.250 -0.491 -3.250 0.016 C4 2U3 8 2U3 C5 C5 C 0 1 Y N N 9.961 -3.359 14.849 -1.143 -4.409 -0.199 C5 2U3 9 2U3 S6 S6 S 0 1 Y N N 11.125 -4.146 13.870 0.047 -5.708 -0.266 S6 2U3 10 2U3 C7 C7 C 0 1 Y N N 11.025 -2.869 12.722 1.339 -4.544 0.010 C7 2U3 11 2U3 N8 N8 N 0 1 N N N 11.783 -2.896 11.598 2.687 -4.851 0.091 N8 2U3 12 2U3 C9 C9 C 0 1 N N N 8.590 -1.285 14.793 -1.194 -1.954 0.127 C9 2U3 13 2U3 C10 C10 C 0 1 N N N 7.873 -1.585 16.072 -0.419 -0.692 0.180 C10 2U3 14 2U3 N11 N11 N 0 1 N N N 8.301 -0.218 14.128 -2.496 -1.921 0.178 N11 2U3 15 2U3 O12 O12 O 0 1 N N N 8.345 -1.129 17.099 -0.987 0.362 0.387 O12 2U3 16 2U3 C13 C13 C 0 1 N N N 5.030 -1.462 18.858 3.256 -0.170 1.736 C13 2U3 17 2U3 C14 C14 C 0 1 N N N 4.367 -0.937 16.591 3.673 -0.832 -0.637 C14 2U3 18 2U3 O15 O15 O 0 1 N N N 3.154 -3.588 16.557 5.332 1.279 0.381 O15 2U3 19 2U3 S16 S16 S 0 1 N N N 1.522 -3.669 16.530 6.207 2.510 0.192 S16 2U3 20 2U3 O17 O17 O 0 1 N N N 1.115 -2.306 16.822 7.551 2.072 0.337 O17 2U3 21 2U3 O18 O18 O 0 1 N N N 1.263 -4.072 15.165 5.725 3.169 -0.971 O18 2U3 22 2U3 O19 O19 O 0 1 N N N 1.217 -4.630 17.560 5.930 3.444 1.361 O19 2U3 23 2U3 O20 O20 O 0 1 N N N 7.314 0.533 14.774 -3.174 -0.679 0.162 O20 2U3 24 2U3 C21 C21 C 0 1 N N N 6.749 1.411 13.803 -4.588 -0.786 0.338 C21 2U3 25 2U3 C22 C22 C 0 1 N N N 7.385 2.759 13.915 -5.218 0.574 0.181 C22 2U3 26 2U3 N23 N23 N 0 1 N N N 6.590 3.863 13.689 -6.542 0.730 0.421 N23 2U3 27 2U3 C24 C24 C 0 1 N N N 7.130 5.124 13.776 -7.149 1.938 0.291 C24 2U3 28 2U3 C25 C25 C 0 1 N N N 8.410 5.373 14.076 -6.440 3.029 -0.086 C25 2U3 29 2U3 C26 C26 C 0 1 N N N 9.284 4.202 14.325 -5.053 2.896 -0.344 C26 2U3 30 2U3 C27 C27 C 0 1 N N N 8.688 2.850 14.219 -4.455 1.625 -0.193 C27 2U3 31 2U3 O28 O28 O 0 1 N N N 5.235 3.723 13.382 -7.310 -0.392 0.817 O28 2U3 32 2U3 O29 O29 O 0 1 N N N 10.465 4.333 14.610 -4.386 3.862 -0.687 O29 2U3 33 2U3 O30 O30 O 0 1 N N N 8.959 6.632 14.170 -7.053 4.237 -0.216 O30 2U3 34 2U3 H1 H1 H 0 1 N N N 6.355 -2.514 15.002 1.379 -1.561 -0.098 H1 2U3 35 2U3 H2 H2 H 0 1 N N N 6.749 -2.706 17.944 1.255 1.246 0.666 H2 2U3 36 2U3 H3 H3 H 0 1 N N N 4.973 -4.537 17.383 0.516 1.281 -1.720 H3 2U3 37 2U3 H4 H4 H 0 1 N N N 6.750 -4.736 17.204 2.083 2.095 -1.492 H4 2U3 38 2U3 H5 H5 H 0 1 N N N 5.568 -5.724 15.583 2.137 0.555 -3.317 H5 2U3 39 2U3 H6 H6 H 0 1 N N N 2.867 -2.370 18.140 3.545 2.262 0.616 H6 2U3 40 2U3 H7 H7 H 0 1 N N N 9.589 -3.730 15.792 -2.211 -4.523 -0.312 H7 2U3 41 2U3 H8 H8 H 0 1 N N N 11.599 -2.079 11.052 3.336 -4.148 0.246 H8 2U3 42 2U3 H9 H9 H 0 1 N N N 12.751 -2.918 11.849 2.981 -5.770 -0.005 H9 2U3 43 2U3 H10 H10 H 0 1 N N N 5.324 -2.255 19.562 2.676 -1.080 1.888 H10 2U3 44 2U3 H11 H11 H 0 1 N N N 5.842 -0.724 18.777 4.303 -0.362 1.974 H11 2U3 45 2U3 H12 H12 H 0 1 N N N 4.119 -0.966 19.225 2.875 0.617 2.387 H12 2U3 46 2U3 H13 H13 H 0 1 N N N 3.438 -0.475 16.957 3.802 -0.439 -1.645 H13 2U3 47 2U3 H14 H14 H 0 1 N N N 5.167 -0.182 16.569 4.633 -1.183 -0.258 H14 2U3 48 2U3 H15 H15 H 0 1 N N N 4.206 -1.331 15.576 2.966 -1.661 -0.657 H15 2U3 49 2U3 H16 H16 H 0 1 N N N 5.667 1.501 13.977 -4.996 -1.464 -0.411 H16 2U3 50 2U3 H17 H17 H 0 1 N N N 6.926 1.005 12.796 -4.802 -1.173 1.334 H17 2U3 51 2U3 H18 H18 H 0 1 N N N 6.480 5.967 13.591 -8.207 2.030 0.490 H18 2U3 52 2U3 H19 H19 H 0 1 N N N 9.285 1.965 14.382 -3.399 1.493 -0.379 H19 2U3 53 2U3 H20 H20 H 0 1 N N N 5.009 2.801 13.357 -8.245 -0.195 0.969 H20 2U3 54 2U3 H21 H21 H 0 1 N N N 9.879 6.561 14.397 -6.460 4.951 -0.489 H21 2U3 55 2U3 H22 H22 H 0 1 N N N 0.785 -4.192 18.284 6.440 4.265 1.338 H22 2U3 56 # 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 2U3 N8 C7 SING N N 1 2U3 C7 N3 DOUB Y N 2 2U3 C7 S6 SING Y N 3 2U3 N3 C4 SING Y N 4 2U3 O28 N23 SING N N 5 2U3 N23 C24 SING N N 6 2U3 N23 C22 SING N N 7 2U3 C24 C25 DOUB N N 8 2U3 C21 C22 SING N N 9 2U3 C21 O20 SING N N 10 2U3 S6 C5 SING Y N 11 2U3 C22 C27 DOUB N N 12 2U3 C25 O30 SING N N 13 2U3 C25 C26 SING N N 14 2U3 N11 O20 SING N N 15 2U3 N11 C9 DOUB N Z 16 2U3 C27 C26 SING N N 17 2U3 C4 C9 SING N N 18 2U3 C4 C5 DOUB Y N 19 2U3 C26 O29 DOUB N N 20 2U3 C9 C10 SING N N 21 2U3 O18 S16 DOUB N N 22 2U3 O C SING N N 23 2U3 N C10 SING N N 24 2U3 N CA SING N N 25 2U3 C10 O12 DOUB N N 26 2U3 S16 O15 SING N N 27 2U3 S16 O17 DOUB N N 28 2U3 S16 O19 SING N N 29 2U3 O15 N1 SING N N 30 2U3 C14 C2 SING N N 31 2U3 C CA SING N N 32 2U3 CA C2 SING N N 33 2U3 C2 N1 SING N N 34 2U3 C2 C13 SING N N 35 2U3 N H1 SING N N 36 2U3 CA H2 SING N N 37 2U3 C H3 SING N N 38 2U3 C H4 SING N N 39 2U3 O H5 SING N N 40 2U3 N1 H6 SING N N 41 2U3 C5 H7 SING N N 42 2U3 N8 H8 SING N N 43 2U3 N8 H9 SING N N 44 2U3 C13 H10 SING N N 45 2U3 C13 H11 SING N N 46 2U3 C13 H12 SING N N 47 2U3 C14 H13 SING N N 48 2U3 C14 H14 SING N N 49 2U3 C14 H15 SING N N 50 2U3 C21 H16 SING N N 51 2U3 C21 H17 SING N N 52 2U3 C24 H18 SING N N 53 2U3 C27 H19 SING N N 54 2U3 O28 H20 SING N N 55 2U3 O30 H21 SING N N 56 2U3 O19 H22 SING N N 57 # 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 2U3 SMILES ACDLabs 12.01 "O=S(=O)(O)ONC(C)(C)C(NC(=O)C(=N\OCC1=CC(=O)C(O)=CN1O)/c2nc(sc2)N)CO" 2U3 InChI InChI 1.03 "InChI=1S/C16H22N6O10S2/c1-16(2,21-32-34(28,29)30)12(5-23)19-14(26)13(9-7-33-15(17)18-9)20-31-6-8-3-10(24)11(25)4-22(8)27/h3-4,7,12,21,23,25,27H,5-6H2,1-2H3,(H2,17,18)(H,19,26)(H,28,29,30)/b20-13-/t12-/m1/s1" 2U3 InChIKey InChI 1.03 QMZQKUCWCIHLQP-IDJNSLICSA-N 2U3 SMILES_CANONICAL CACTVS 3.385 "CC(C)(NO[S](O)(=O)=O)[C@@H](CO)NC(=O)C(=N/OCC1=CC(=O)C(=CN1O)O)\c2csc(N)n2" 2U3 SMILES CACTVS 3.385 "CC(C)(NO[S](O)(=O)=O)[CH](CO)NC(=O)C(=NOCC1=CC(=O)C(=CN1O)O)c2csc(N)n2" 2U3 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)([C@@H](CO)NC(=O)/C(=N\OCC1=CC(=O)C(=CN1O)O)/c2csc(n2)N)NOS(=O)(=O)O" 2U3 SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)(C(CO)NC(=O)C(=NOCC1=CC(=O)C(=CN1O)O)c2csc(n2)N)NOS(=O)(=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 2U3 "SYSTEMATIC NAME" ACDLabs 12.01 "(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-{[(1,5-dihydroxy-4-oxo-1,4-dihydropyridin-2-yl)methoxy]imino}-N-{(2S)-1-hydroxy-3-methyl-3-[(sulfooxy)amino]butan-2-yl}ethanamide" 2U3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[[(3S)-3-[[(2Z)-2-(2-azanyl-1,3-thiazol-4-yl)-2-[[1,5-bis(oxidanyl)-4-oxidanylidene-pyridin-2-yl]methoxyimino]ethanoyl]amino]-2-methyl-4-oxidanyl-butan-2-yl]amino] hydrogen sulfate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 2U3 "Create component" 2014-02-04 RCSB 2U3 "Initial release" 2014-05-07 RCSB #