data_1S6 # _chem_comp.id 1S6 _chem_comp.name ;(2R,4S)-5,5-dimethyl-2-[(1R)-1-{[(5-methyl-3-phenyl-1,2-oxazol-4-yl)carbonyl]amino}-2-oxoethyl]-1,3-thiazolidine-4-carb oxylic acid ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H21 N3 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Oxacillin, bound form" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-05-15 _chem_comp.pdbx_modified_date 2020-06-17 _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 403.452 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1S6 _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 4JXG _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 1S6 C C C 0 1 N N N -33.315 3.348 15.887 1.146 -2.213 -1.569 C 0WO 1 1S6 N N N 0 1 N N N -35.084 4.338 14.809 -0.490 -0.904 -0.345 N 0WO 2 1S6 CA CA C 0 1 N N R -33.742 4.604 15.238 0.684 -0.823 -1.217 CA 0WO 3 1S6 CB CB C 0 1 N N R -33.417 5.623 16.303 1.808 -0.080 -0.491 CB 0WO 4 1S6 CAA CAA C 0 1 N N N -36.258 2.995 11.300 -3.042 -3.664 0.361 CAA 0WO 5 1S6 CAB CAB C 0 1 N N N -36.285 6.099 19.027 5.029 -1.450 1.355 CAB 0WO 6 1S6 CAC CAC C 0 1 N N N -34.086 7.298 19.372 4.185 0.827 2.015 CAC 0WO 7 1S6 OAE OAE O 0 1 N N N -32.276 4.761 20.074 3.591 2.405 -0.736 OAE 0WO 8 1S6 OAF OAF O 0 1 N N N -34.976 5.936 13.289 -1.854 -1.091 -2.089 OAF 0WO 9 1S6 OAH OAH O 0 1 N N N -34.359 4.043 20.707 5.659 2.130 -0.007 OAH 0WO 10 1S6 CAI CAI C 0 1 Y N N -38.678 8.061 16.916 -3.311 4.143 -0.235 CAI 0WO 11 1S6 CAJ CAJ C 0 1 Y N N -39.262 6.772 17.124 -2.189 3.344 -0.109 CAJ 0WO 12 1S6 CAK CAK C 0 1 Y N N -37.949 8.330 15.736 -4.575 3.593 -0.116 CAK 0WO 13 1S6 CAL CAL C 0 1 Y N N -39.173 5.749 16.157 -2.324 1.992 0.129 CAL 0WO 14 1S6 CAM CAM C 0 1 Y N N -37.843 7.293 14.780 -4.722 2.243 0.128 CAM 0WO 15 1S6 NAN NAN N 0 1 Y N N -39.175 4.424 13.108 -4.661 -0.607 1.237 NAN 0WO 16 1S6 NAP NAP N 0 1 N N N -33.037 4.990 17.559 3.074 -0.122 -1.275 NAP 0WO 17 1S6 OAQ OAQ O 0 1 Y N N -38.525 3.672 12.095 -4.524 -1.805 1.260 OAQ 0WO 18 1S6 SAR SAR S 0 1 N N N -34.763 6.697 16.763 2.315 -0.973 1.037 SAR 0WO 19 1S6 CAT CAT C 0 1 N N N -33.524 4.546 19.884 4.470 1.647 -0.399 CAT 0WO 20 1S6 CAU CAU C 0 1 N N N -35.569 5.010 13.799 -1.719 -1.038 -0.881 CAU 0WO 21 1S6 CAV CAV C 0 1 Y N N -37.137 3.755 12.221 -3.486 -2.234 0.540 CAV 0WO 22 1S6 CAW CAW C 0 1 Y N N -38.427 6.019 14.999 -3.595 1.431 0.244 CAW 0WO 23 1S6 CAX CAX C 0 1 Y N N -38.247 5.051 13.901 -3.747 -0.021 0.505 CAX 0WO 24 1S6 CAY CAY C 0 1 Y N N -36.920 4.648 13.354 -2.900 -1.120 -0.005 CAY 0WO 25 1S6 CBB CBB C 0 1 N N S -34.107 4.908 18.547 4.230 0.159 -0.419 CBB 0WO 26 1S6 CBC CBC C 0 1 N N N -34.839 6.270 18.515 4.036 -0.333 1.028 CBC 0WO 27 1S6 OXT OXT O 0 1 N N N -34.010 2.581 16.551 0.556 -3.173 -1.135 OXT 0WO 28 1S6 H1 H1 H 0 1 N N N -32.278 3.073 15.765 2.003 -2.351 -2.211 H1 0WO 29 1S6 H2 H2 H 0 1 N N N -35.640 3.649 15.275 -0.383 -0.862 0.618 H2 0WO 30 1S6 H3 H3 H 0 1 N N N -33.103 4.793 14.363 0.423 -0.285 -2.129 H3 0WO 31 1S6 H4 H4 H 0 1 N N N -32.607 6.277 15.948 1.517 0.947 -0.268 H4 0WO 32 1S6 H5 H5 H 0 1 N N N -36.875 2.426 10.589 -3.708 -4.323 0.918 H5 0WO 33 1S6 H6 H6 H 0 1 N N N -35.613 3.695 10.748 -3.075 -3.924 -0.697 H6 0WO 34 1S6 H7 H7 H 0 1 N N N -35.633 2.300 11.880 -2.024 -3.777 0.733 H7 0WO 35 1S6 H8 H8 H 0 1 N N N -36.268 5.841 20.096 4.925 -2.253 0.625 H8 0WO 36 1S6 H9 H9 H 0 1 N N N -36.837 7.040 18.886 6.045 -1.056 1.319 H9 0WO 37 1S6 H10 H10 H 0 1 N N N -36.781 5.295 18.463 4.824 -1.838 2.353 H10 0WO 38 1S6 H11 H11 H 0 1 N N N -34.151 7.010 20.432 3.967 0.476 3.024 H11 0WO 39 1S6 H12 H12 H 0 1 N N N -33.030 7.329 19.064 5.205 1.209 1.976 H12 0WO 40 1S6 H13 H13 H 0 1 N N N -34.537 8.292 19.234 3.488 1.622 1.749 H13 0WO 41 1S6 H14 H14 H 0 1 N N N -33.916 3.837 21.522 5.766 3.091 -0.011 H14 0WO 42 1S6 H15 H15 H 0 1 N N N -38.795 8.832 17.664 -3.200 5.201 -0.422 H15 0WO 43 1S6 H16 H16 H 0 1 N N N -39.786 6.576 18.048 -1.204 3.780 -0.199 H16 0WO 44 1S6 H17 H17 H 0 1 N N N -37.489 9.293 15.570 -5.447 4.221 -0.214 H17 0WO 45 1S6 H18 H18 H 0 1 N N N -39.660 4.796 16.302 -1.447 1.369 0.226 H18 0WO 46 1S6 H19 H19 H 0 1 N N N -37.305 7.475 13.862 -5.709 1.814 0.216 H19 0WO 47 1S6 H20 H20 H 0 1 N N N -32.726 4.061 17.358 3.179 -1.009 -1.745 H20 0WO 48 1S6 H22 H22 H 0 1 N N N -34.821 4.126 18.248 5.107 -0.332 -0.840 H22 0WO 49 # # 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 1S6 CAA CAV SING N N 1 1S6 OAQ CAV SING Y N 2 1S6 OAQ NAN SING Y N 3 1S6 CAV CAY DOUB Y N 4 1S6 NAN CAX DOUB Y N 5 1S6 OAF CAU DOUB N N 6 1S6 CAY CAU SING N N 7 1S6 CAY CAX SING Y N 8 1S6 CAU N SING N N 9 1S6 CAX CAW SING N N 10 1S6 CAM CAW DOUB Y N 11 1S6 CAM CAK SING Y N 12 1S6 N CA SING N N 13 1S6 CAW CAL SING Y N 14 1S6 CA C SING N N 15 1S6 CA CB SING N N 16 1S6 CAK CAI DOUB Y N 17 1S6 C OXT DOUB N N 18 1S6 CAL CAJ DOUB Y N 19 1S6 CB SAR SING N N 20 1S6 CB NAP SING N N 21 1S6 SAR CBC SING N N 22 1S6 CAI CAJ SING Y N 23 1S6 NAP CBB SING N N 24 1S6 CBC CBB SING N N 25 1S6 CBC CAB SING N N 26 1S6 CBC CAC SING N N 27 1S6 CBB CAT SING N N 28 1S6 CAT OAE DOUB N N 29 1S6 CAT OAH SING N N 30 1S6 C H1 SING N N 31 1S6 N H2 SING N N 32 1S6 CA H3 SING N N 33 1S6 CB H4 SING N N 34 1S6 CAA H5 SING N N 35 1S6 CAA H6 SING N N 36 1S6 CAA H7 SING N N 37 1S6 CAB H8 SING N N 38 1S6 CAB H9 SING N N 39 1S6 CAB H10 SING N N 40 1S6 CAC H11 SING N N 41 1S6 CAC H12 SING N N 42 1S6 CAC H13 SING N N 43 1S6 OAH H14 SING N N 44 1S6 CAI H15 SING N N 45 1S6 CAJ H16 SING N N 46 1S6 CAK H17 SING N N 47 1S6 CAL H18 SING N N 48 1S6 CAM H19 SING N N 49 1S6 NAP H20 SING N N 50 1S6 CBB H22 SING N N 51 # # 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 1S6 SMILES ACDLabs 12.01 "O=C(NC(C=O)C1SC(C(N1)C(=O)O)(C)C)c3c(onc3c2ccccc2)C" 1S6 InChI InChI 1.03 "InChI=1S/C19H21N3O5S/c1-10-13(14(22-27-10)11-7-5-4-6-8-11)16(24)20-12(9-23)17-21-15(18(25)26)19(2,3)28-17/h4-9,12,15,17,21H,1-3H3,(H,20,24)(H,25,26)/t12-,15+,17-/m1/s1" 1S6 InChIKey InChI 1.03 QXXMSXCGXIRLPM-ISTRZQFTSA-N 1S6 SMILES_CANONICAL CACTVS 3.370 "Cc1onc(c2ccccc2)c1C(=O)N[C@H](C=O)[C@@H]3N[C@@H](C(O)=O)C(C)(C)S3" 1S6 SMILES CACTVS 3.370 "Cc1onc(c2ccccc2)c1C(=O)N[CH](C=O)[CH]3N[CH](C(O)=O)C(C)(C)S3" 1S6 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1c(c(no1)c2ccccc2)C(=O)N[C@H](C=O)[C@@H]3N[C@H](C(S3)(C)C)C(=O)O" 1S6 SMILES "OpenEye OEToolkits" 1.7.6 "Cc1c(c(no1)c2ccccc2)C(=O)NC(C=O)C3NC(C(S3)(C)C)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 1S6 "SYSTEMATIC NAME" ACDLabs 12.01 "(2R,4S)-5,5-dimethyl-2-[(1R)-1-{[(5-methyl-3-phenyl-1,2-oxazol-4-yl)carbonyl]amino}-2-oxoethyl]-1,3-thiazolidine-4-carboxylic acid" 1S6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R,4S)-5,5-dimethyl-2-[(1R)-1-[(5-methyl-3-phenyl-1,2-oxazol-4-yl)carbonylamino]-2-oxidanylidene-ethyl]-1,3-thiazolidine-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 1S6 "Create component" 2013-05-15 RCSB 1S6 "Initial release" 2013-10-09 RCSB 1S6 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 1S6 _pdbx_chem_comp_synonyms.name "Oxacillin, bound form" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##