data_1S7 # _chem_comp.id 1S7 _chem_comp.name "(2R)-2-{(1S)-1-methoxy-2-oxo-1-[(thiophen-2-ylacetyl)amino]ethyl}-5-methylidene-5,6-dihydro-2H-1,3-thiazine-4-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H16 N2 O5 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Cefoxitin, bound form" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-05-15 _chem_comp.pdbx_modified_date 2021-03-13 _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 368.428 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1S7 _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 4KEN _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 1S7 C C C 0 1 N N N 24.248 6.121 9.377 0.975 -3.139 -2.210 C 1S7 1 1S7 N N N 0 1 N N N 26.641 4.987 9.005 -0.527 -0.958 -1.170 N 1S7 2 1S7 O O O 0 1 N N N 24.806 6.284 8.054 1.494 -2.177 -1.290 O 1S7 3 1S7 S S S 0 1 Y N N 28.488 4.617 12.781 -5.104 0.050 0.168 S 1S7 4 1S7 C1 C1 C 0 1 N N S 25.909 5.410 7.802 0.515 -1.639 -0.398 C1 1S7 5 1S7 O1 O1 O 0 1 N N N 25.551 3.075 9.364 -1.628 -0.407 0.676 O1 1S7 6 1S7 S1 S1 S 0 1 N N N 26.350 6.874 5.563 2.535 -1.467 1.438 S1 1S7 7 1S7 C2 C2 C 0 1 N N N 26.433 3.849 9.631 -1.561 -0.371 -0.535 C2 1S7 8 1S7 N2 N2 N 0 1 N N N 27.740 6.938 7.749 1.695 0.483 -0.219 N2 1S7 9 1S7 C3 C3 C 0 1 N N N 27.266 3.455 10.830 -2.634 0.329 -1.328 C3 1S7 10 1S7 C4 C4 C 0 1 Y N N 28.415 4.346 11.092 -3.665 0.896 -0.387 C4 1S7 11 1S7 O4 O4 O 0 1 N N N 26.284 3.394 6.660 -1.289 -2.963 0.336 O4 1S7 12 1S7 C5 C5 C 0 1 Y N N 29.458 4.893 10.370 -3.628 2.115 0.151 C5 1S7 13 1S7 O5 O5 O 0 1 N N N 30.529 8.347 8.487 3.983 3.014 -0.730 O5 1S7 14 1S7 C6 C6 C 0 1 Y N N 30.269 5.636 11.205 -4.689 2.417 0.987 C6 1S7 15 1S7 O6 O6 O 0 1 N N N 28.731 9.350 9.117 2.265 2.466 -2.022 O6 1S7 16 1S7 C7 C7 C 0 1 Y N N 29.900 5.607 12.552 -5.588 1.442 1.128 C7 1S7 17 1S7 C8 C8 C 0 1 N N R 26.999 6.014 6.955 1.183 -0.641 0.549 C8 1S7 18 1S7 C9 C9 C 0 1 N N N 27.928 7.333 4.883 3.402 -0.044 2.179 C9 1S7 19 1S7 C10 C10 C 0 1 N N N 28.850 7.992 5.905 3.756 0.892 1.041 C10 1S7 20 1S7 C11 C11 C 0 1 N N N 29.793 8.866 5.466 4.947 1.480 1.000 C11 1S7 21 1S7 C13 C13 C 0 1 N N N 28.626 7.763 7.308 2.769 1.141 -0.018 C13 1S7 22 1S7 C14 C14 C 0 1 N N N 25.486 4.180 7.085 -0.101 -2.757 0.403 C14 1S7 23 1S7 C15 C15 C 0 1 N N N 29.335 8.539 8.355 3.048 2.270 -0.945 C15 1S7 24 1S7 H H H 0 1 N N N 23.407 6.818 9.509 0.627 -4.015 -1.662 H 1S7 25 1S7 HA HA H 0 1 N N N 23.891 5.088 9.499 0.144 -2.702 -2.763 HA 1S7 26 1S7 HB HB H 0 1 N N N 25.022 6.333 10.130 1.760 -3.435 -2.907 HB 1S7 27 1S7 HN HN H 0 1 N N N 27.340 5.602 9.370 -0.474 -0.930 -2.138 HN 1S7 28 1S7 H3 H3 H 0 1 N N N 26.616 3.461 11.718 -2.187 1.137 -1.908 H3 1S7 29 1S7 H3A H3A H 0 1 N N N 27.650 2.438 10.663 -3.109 -0.382 -2.003 H3A 1S7 30 1S7 H5 H5 H 0 1 N N N 29.616 4.759 9.310 -2.830 2.815 -0.050 H5 1S7 31 1S7 H6 H6 H 0 1 N N N 31.120 6.195 10.845 -4.781 3.369 1.488 H6 1S7 32 1S7 HO6 HO6 H 0 1 N N N 29.348 9.724 9.735 2.486 3.213 -2.595 HO6 1S7 33 1S7 H7 H7 H 0 1 N N N 30.420 6.128 13.343 -6.477 1.498 1.738 H7 1S7 34 1S7 H8 H8 H 0 1 N N N 27.651 5.219 6.564 0.447 -0.278 1.268 H8 1S7 35 1S7 H9 H9 H 0 1 N N N 28.421 6.428 4.499 2.748 0.462 2.889 H9 1S7 36 1S7 H9A H9A H 0 1 N N N 27.761 8.038 4.056 4.309 -0.381 2.681 H9A 1S7 37 1S7 H11 H11 H 0 1 N N N 30.398 9.410 6.177 5.630 1.375 1.830 H11 1S7 38 1S7 H11A H11A H 0 0 N N N 29.938 9.017 4.406 5.232 2.064 0.137 H11A 1S7 39 1S7 H14 H14 H 0 1 N N N 24.432 3.989 6.943 0.519 -3.373 1.037 H14 1S7 40 # # 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 1S7 O C SING N N 1 1S7 C H SING N N 2 1S7 C HA SING N N 3 1S7 C HB SING N N 4 1S7 C1 N SING N N 5 1S7 N C2 SING N N 6 1S7 N HN SING N N 7 1S7 C1 O SING N N 8 1S7 C4 S SING Y N 9 1S7 C7 S SING Y N 10 1S7 C8 C1 SING N N 11 1S7 C14 C1 SING N N 12 1S7 O1 C2 DOUB N N 13 1S7 C9 S1 SING N N 14 1S7 S1 C8 SING N N 15 1S7 C2 C3 SING N N 16 1S7 C8 N2 SING N N 17 1S7 C13 N2 DOUB N N 18 1S7 C3 C4 SING N N 19 1S7 C3 H3 SING N N 20 1S7 C3 H3A SING N N 21 1S7 C5 C4 DOUB Y N 22 1S7 O4 C14 DOUB N N 23 1S7 C5 C6 SING Y N 24 1S7 C5 H5 SING N N 25 1S7 C15 O5 DOUB N N 26 1S7 C6 C7 DOUB Y N 27 1S7 C6 H6 SING N N 28 1S7 C15 O6 SING N N 29 1S7 O6 HO6 SING N N 30 1S7 C7 H7 SING N N 31 1S7 C8 H8 SING N N 32 1S7 C9 C10 SING N N 33 1S7 C9 H9 SING N N 34 1S7 C9 H9A SING N N 35 1S7 C11 C10 DOUB N N 36 1S7 C10 C13 SING N N 37 1S7 C11 H11 SING N N 38 1S7 C11 H11A SING N N 39 1S7 C13 C15 SING N N 40 1S7 C14 H14 SING N N 41 # # 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 1S7 SMILES ACDLabs 12.01 "O=CC(OC)(NC(=O)Cc1sccc1)C2N=C(C(=O)O)\C(=C)CS2" 1S7 InChI InChI 1.03 "InChI=1S/C15H16N2O5S2/c1-9-7-24-14(16-12(9)13(20)21)15(8-18,22-2)17-11(19)6-10-4-3-5-23-10/h3-5,8,14H,1,6-7H2,2H3,(H,17,19)(H,20,21)/t14-,15+/m1/s1" 1S7 InChIKey InChI 1.03 BMQDZZSQSZJJQV-CABCVRRESA-N 1S7 SMILES_CANONICAL CACTVS 3.370 "CO[C@@](NC(=O)Cc1sccc1)(C=O)[C@H]2SCC(=C)C(=N2)C(O)=O" 1S7 SMILES CACTVS 3.370 "CO[C](NC(=O)Cc1sccc1)(C=O)[CH]2SCC(=C)C(=N2)C(O)=O" 1S7 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CO[C@@](C=O)([C@@H]1N=C(C(=C)CS1)C(=O)O)NC(=O)Cc2cccs2" 1S7 SMILES "OpenEye OEToolkits" 1.7.6 "COC(C=O)(C1N=C(C(=C)CS1)C(=O)O)NC(=O)Cc2cccs2" # # 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 1S7 "SYSTEMATIC NAME" ACDLabs 12.01 "(2R)-2-{(1S)-1-methoxy-2-oxo-1-[(thiophen-2-ylacetyl)amino]ethyl}-5-methylidene-5,6-dihydro-2H-1,3-thiazine-4-carboxylic acid" 1S7 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R)-2-[(1S)-1-methoxy-2-oxidanylidene-1-(2-thiophen-2-ylethanoylamino)ethyl]-5-methylidene-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 1S7 "Create component" 2013-05-15 RCSB 1S7 "Initial release" 2014-10-29 RCSB 1S7 "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 1S7 _pdbx_chem_comp_synonyms.name "Cefoxitin, bound form" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##