data_CEW # _chem_comp.id CEW _chem_comp.name "(2R)-2-[(1R)-1-({[(2R)-2-amino-2,3-dihydro-1,3-thiazol-4-yl](methoxyimino)acetyl}amino)-2-oxoethyl]-5-methyl-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H19 N5 O5 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-06-17 _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 401.461 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CEW _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 3HUM _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 CEW S1 S1 S 0 1 N N N 23.351 2.849 -3.012 -2.556 -1.501 0.624 S1 CEW 1 CEW C2 C2 C 0 1 N N N 24.527 1.659 -2.713 -4.130 -2.089 -0.072 C2 CEW 2 CEW C3 C3 C 0 1 N N N 24.283 0.549 -1.918 -5.074 -0.931 -0.219 C3 CEW 3 CEW "C3'" "C3'" C 0 1 N N N 25.285 -0.370 -1.658 -6.545 -1.248 -0.301 "C3'" CEW 4 CEW C4 C4 C 0 1 N N N 23.061 0.313 -1.319 -4.729 0.334 -0.282 C4 CEW 5 CEW "C4'" "C4'" C 0 1 N N N 22.940 -0.872 -0.407 -5.827 1.305 -0.445 "C4'" CEW 6 CEW O4A O4A O 0 1 N N N 21.871 -1.069 0.162 -6.963 0.913 -0.626 O4A CEW 7 CEW O4B O4B O 0 1 N N N 23.917 -1.607 -0.287 -5.571 2.627 -0.395 O4B CEW 8 CEW N5 N5 N 0 1 N N N 21.996 1.092 -1.413 -3.446 0.860 -0.210 N5 CEW 9 CEW C6 C6 C 0 1 N N R 21.814 2.327 -2.182 -2.266 -0.002 -0.371 C6 CEW 10 CEW C7 C7 C 0 1 N N R 21.138 3.290 -1.183 -1.017 0.724 0.133 C7 CEW 11 CEW C8 C8 C 0 1 N N N 20.694 4.612 -1.815 -1.211 1.115 1.576 C8 CEW 12 CEW O9 O9 O 0 1 N N N 20.703 5.690 -1.222 -0.458 0.696 2.421 O9 CEW 13 CEW N10 N10 N 0 1 N N N 19.977 2.542 -0.734 0.143 -0.163 0.020 N10 CEW 14 CEW C11 C11 C 0 1 N N N 19.228 2.813 0.334 1.381 0.357 -0.089 C11 CEW 15 CEW O12 O12 O 0 1 N N N 18.249 2.130 0.648 1.536 1.563 -0.093 O12 CEW 16 CEW C13 C13 C 0 1 N N N 19.575 3.997 1.256 2.555 -0.540 -0.204 C13 CEW 17 CEW N16 N16 N 0 1 N N N 18.806 4.178 2.293 2.383 -1.833 -0.295 N16 CEW 18 CEW O17 O17 O 0 1 N N N 19.718 4.550 3.332 3.505 -2.697 -0.317 O17 CEW 19 CEW C18 C18 C 0 1 N N N 19.016 5.224 4.376 3.170 -4.082 -0.419 C18 CEW 20 CEW C14 C14 C 0 1 N N N 20.566 4.961 1.180 3.913 0.023 -0.217 C14 CEW 21 CEW C15 C15 C 0 1 N N N 20.301 6.131 1.768 4.917 -0.631 0.372 C15 CEW 22 CEW S16 S16 S 0 1 N N N 21.625 7.121 1.574 6.385 0.336 0.159 S16 CEW 23 CEW C17 C17 C 0 1 N N R 22.502 6.017 0.755 5.559 1.669 -0.769 C17 CEW 24 CEW N18 N18 N 0 1 N N N 23.714 6.233 0.297 5.667 2.944 -0.047 N18 CEW 25 CEW N19 N19 N 0 1 N N N 21.796 4.894 0.631 4.160 1.231 -0.843 N19 CEW 26 CEW H2 H2 H 0 1 N N N 24.789 1.255 -3.702 -3.950 -2.538 -1.049 H2 CEW 27 CEW H2A H2A H 0 1 N N N 25.271 2.211 -2.120 -4.567 -2.832 0.595 H2A CEW 28 CEW "H3'" "H3'" H 0 1 N N N 25.811 -0.614 -2.593 -6.688 -2.327 -0.237 "H3'" CEW 29 CEW "H3'A" "H3'A" H 0 0 N N N 25.997 0.058 -0.937 -7.068 -0.762 0.522 "H3'A" CEW 30 CEW "H3'B" "H3'B" H 0 0 N N N 24.843 -1.285 -1.237 -6.942 -0.885 -1.249 "H3'B" CEW 31 CEW HO4B HO4B H 0 0 N N N 23.705 -2.323 0.300 -6.323 3.225 -0.508 HO4B CEW 32 CEW HN5 HN5 H 0 1 N N N 21.297 0.483 -1.787 -3.326 1.810 -0.052 HN5 CEW 33 CEW H6 H6 H 0 1 N N N 21.162 2.243 -3.064 -2.142 -0.271 -1.420 H6 CEW 34 CEW H7 H7 H 0 1 N N N 21.833 3.584 -0.382 -0.850 1.619 -0.466 H7 CEW 35 CEW H8 H8 H 0 1 N N N 20.353 4.597 -2.840 -2.024 1.770 1.853 H8 CEW 36 CEW HN10 HN10 H 0 0 N N N 19.714 1.746 -1.279 0.020 -1.125 0.023 HN10 CEW 37 CEW H18 H18 H 0 1 N N N 19.696 5.397 5.223 2.558 -4.372 0.435 H18 CEW 38 CEW H18A H18A H 0 0 N N N 18.642 6.189 4.003 2.613 -4.255 -1.340 H18A CEW 39 CEW H18B H18B H 0 0 N N N 18.169 4.605 4.707 4.083 -4.677 -0.430 H18B CEW 40 CEW H15 H15 H 0 1 N N N 19.386 6.390 2.280 4.847 -1.579 0.886 H15 CEW 41 CEW H17 H17 H 0 1 N N N 23.517 6.027 0.331 5.983 1.759 -1.769 H17 CEW 42 CEW HN18 HN18 H 0 0 N N N 23.689 6.288 -0.701 6.633 3.217 0.062 HN18 CEW 43 CEW HN1A HN1A H 0 0 N N N 24.062 7.093 0.669 5.138 3.668 -0.510 HN1A CEW 44 CEW HN19 HN19 H 0 0 N N N 22.299 4.160 1.087 3.468 1.745 -1.289 HN19 CEW 45 # 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 CEW S1 C2 SING N N 1 CEW S1 C6 SING N N 2 CEW C2 C3 SING N N 3 CEW C3 "C3'" SING N N 4 CEW C3 C4 DOUB N N 5 CEW C4 "C4'" SING N N 6 CEW C4 N5 SING N N 7 CEW "C4'" O4A DOUB N N 8 CEW "C4'" O4B SING N N 9 CEW N5 C6 SING N N 10 CEW C6 C7 SING N N 11 CEW C7 C8 SING N N 12 CEW C7 N10 SING N N 13 CEW C8 O9 DOUB N N 14 CEW N10 C11 SING N N 15 CEW C11 O12 DOUB N N 16 CEW C11 C13 SING N N 17 CEW C13 N16 DOUB N N 18 CEW C13 C14 SING N N 19 CEW N16 O17 SING N N 20 CEW O17 C18 SING N N 21 CEW C14 C15 DOUB N N 22 CEW C14 N19 SING N N 23 CEW C15 S16 SING N N 24 CEW S16 C17 SING N N 25 CEW C17 N18 SING N N 26 CEW C17 N19 SING N N 27 CEW C2 H2 SING N N 28 CEW C2 H2A SING N E 29 CEW "C3'" "H3'" SING N N 30 CEW "C3'" "H3'A" SING N N 31 CEW "C3'" "H3'B" SING N N 32 CEW O4B HO4B SING N N 33 CEW N5 HN5 SING N N 34 CEW C6 H6 SING N N 35 CEW C7 H7 SING N N 36 CEW C8 H8 SING N N 37 CEW N10 HN10 SING N N 38 CEW C18 H18 SING N N 39 CEW C18 H18A SING N N 40 CEW C18 H18B SING N N 41 CEW C15 H15 SING N N 42 CEW C17 H17 SING N N 43 CEW N18 HN18 SING N N 44 CEW N18 HN1A SING N N 45 CEW N19 HN19 SING N N 46 # 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 CEW SMILES ACDLabs 10.04 "O=CC(NC(=O)\C(=N\OC)C1=CSC(N)N1)C2SCC(=C(N2)C(=O)O)C" CEW SMILES_CANONICAL CACTVS 3.341 "CO/N=C(/C(=O)N[C@H](C=O)[C@@H]1NC(=C(C)CS1)C(O)=O)C2=CS[C@H](N)N2" CEW SMILES CACTVS 3.341 "CON=C(C(=O)N[CH](C=O)[CH]1NC(=C(C)CS1)C(O)=O)C2=CS[CH](N)N2" CEW SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1=C(N[C@H](SC1)[C@@H](C=O)NC(=O)C(=NOC)C2=CSC(N2)N)C(=O)O" CEW SMILES "OpenEye OEToolkits" 1.5.0 "CC1=C(NC(SC1)C(C=O)NC(=O)C(=NOC)C2=CSC(N2)N)C(=O)O" CEW InChI InChI 1.03 "InChI=1S/C14H19N5O5S2/c1-6-4-25-12(18-9(6)13(22)23)7(3-20)16-11(21)10(19-24-2)8-5-26-14(15)17-8/h3,5,7,12,14,17-18H,4,15H2,1-2H3,(H,16,21)(H,22,23)/b19-10+/t7-,12-,14?/m1/s1" CEW InChIKey InChI 1.03 FAPGDVXEBFTUCY-VMCWCDDNSA-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 CEW "SYSTEMATIC NAME" ACDLabs 10.04 "(2R)-2-[(1R)-1-{[(2E)-2-[(2R)-2-amino-2,3-dihydro-1,3-thiazol-4-yl]-2-(methoxyimino)acetyl]amino}-2-oxoethyl]-5-methyl-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid" CEW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-2-[(1R)-1-[[2-(2-amino-2,3-dihydro-1,3-thiazol-4-yl)-2-methoxyimino-ethanoyl]amino]-2-oxo-ethyl]-5-methyl-3,6-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 CEW "Create component" 2009-06-17 PDBJ CEW "Modify descriptor" 2011-06-04 RCSB #