data_0WO # _chem_comp.id 0WO _chem_comp.name ;(2R,4S)-2-[(R)-carboxy{[(5-methyl-3-phenyl-1,2-oxazol-4-yl)carbonyl]amino}methyl]-5,5-dimethyl-1,3-thiazolidine-4-carbo xylic acid ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H21 N3 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Oxacillin, hydroxylated form" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-07-27 _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 419.452 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0WO _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 4F6Y _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 0WO C C C 0 1 N N N -2.693 18.201 27.506 -0.917 -2.978 0.529 C 0WO 1 0WO N N N 0 1 N N N -2.409 17.863 29.983 0.559 -1.171 -0.138 N 0WO 2 0WO O O O 0 1 N N N -1.687 18.971 27.512 -1.612 -3.581 1.506 O 0WO 3 0WO CA CA C 0 1 N N R -3.387 17.873 28.870 -0.674 -1.492 0.585 CA 0WO 4 0WO CB CB C 0 1 N N R -4.463 18.892 28.974 -1.850 -0.758 -0.063 CB 0WO 5 0WO CAA CAA C 0 1 N N N 0.300 16.579 29.950 3.591 -3.248 -1.196 CAA 0WO 6 0WO CAB CAB C 0 1 N N N -6.378 20.728 31.871 -4.830 1.278 1.563 CAB 0WO 7 0WO CAC CAC C 0 1 N N N -7.050 20.747 29.386 -5.178 0.342 -0.745 CAC 0WO 8 0WO OAE OAE O 0 1 N N N -4.400 22.916 28.513 -2.526 1.071 -2.431 OAE 0WO 9 0WO OAF OAF O 0 1 N N N -3.342 16.070 30.976 1.800 -1.603 1.654 OAF 0WO 10 0WO OAH OAH O 0 1 N N N -4.963 23.340 30.684 -4.057 2.606 -2.002 OAH 0WO 11 0WO CAI CAI C 0 1 Y N N -4.587 18.031 35.796 2.477 4.084 1.326 CAI 0WO 12 0WO CAJ CAJ C 0 1 Y N N -4.671 18.363 34.402 3.822 3.778 1.216 CAJ 0WO 13 0WO CAK CAK C 0 1 Y N N -3.476 17.312 36.306 1.520 3.185 0.889 CAK 0WO 14 0WO CAL CAL C 0 1 Y N N -3.608 17.999 33.549 4.215 2.573 0.669 CAL 0WO 15 0WO CAM CAM C 0 1 Y N N -2.417 16.962 35.424 1.902 1.980 0.336 CAM 0WO 16 0WO NAN NAN N 0 1 Y N N -0.089 16.994 33.750 4.725 0.134 -1.104 NAN 0WO 17 0WO NAP NAP N 0 1 N N N -3.875 20.305 29.063 -1.685 0.719 0.041 NAP 0WO 18 0WO OAQ OAQ O 0 1 Y N N 0.862 16.703 32.432 4.797 -1.024 -1.435 OAQ 0WO 19 0WO SAR SAR S 0 1 N N N -5.588 18.684 30.392 -3.398 -1.004 0.902 SAR 0WO 20 0WO CAT CAT C 0 1 N N N -4.670 22.508 29.698 -3.167 1.681 -1.609 CAT 0WO 21 0WO CAU CAU C 0 1 N N N -2.431 16.925 30.966 1.750 -1.258 0.488 CAU 0WO 22 0WO CAV CAV C 0 1 Y N N -0.095 16.738 31.409 3.796 -1.773 -0.968 CAV 0WO 23 0WO CAW CAW C 0 1 Y N N -2.460 17.302 34.049 3.256 1.664 0.227 CAW 0WO 24 0WO CAX CAX C 0 1 Y N N -1.376 17.026 33.265 3.672 0.369 -0.362 CAX 0WO 25 0WO CAY CAY C 0 1 Y N N -1.333 16.912 31.858 2.990 -0.936 -0.238 CAY 0WO 26 0WO CBB CBB C 0 1 N N S -4.548 21.047 30.154 -2.968 1.403 -0.141 CBB 0WO 27 0WO CBC CBC C 0 1 N N N -5.967 20.403 30.431 -4.164 0.580 0.376 CBC 0WO 28 0WO OXT OXT O 0 1 N N N -3.253 17.745 26.471 -0.481 -3.627 -0.392 OXT 0WO 29 0WO HN HN H 0 1 N N N -1.706 18.574 30.012 0.520 -0.896 -1.067 HN 0WO 30 0WO HO HO H 0 1 N N N -1.420 19.151 26.618 -1.742 -4.536 1.427 HO 0WO 31 0WO HA HA H 0 1 N N N -3.845 16.876 28.787 -0.578 -1.178 1.624 HA 0WO 32 0WO HB HB H 0 1 N N N -5.102 18.835 28.080 -1.979 -1.067 -1.100 HB 0WO 33 0WO HAA HAA H 0 1 N N N 1.389 16.444 29.877 4.400 -3.635 -1.816 HAA 0WO 34 0WO HAAA HAAA H 0 0 N N N -0.207 15.700 29.527 3.588 -3.767 -0.238 HAAA 0WO 35 0WO HAAB HAAB H 0 0 N N N 0.004 17.478 29.390 2.638 -3.409 -1.700 HAAB 0WO 36 0WO HAB HAB H 0 1 N N N -5.561 20.458 32.556 -5.646 0.660 1.937 HAB 0WO 37 0WO HABA HABA H 0 0 N N N -6.588 21.804 31.958 -4.095 1.428 2.355 HABA 0WO 38 0WO HABB HABB H 0 0 N N N -7.280 20.156 32.133 -5.222 2.244 1.244 HABB 0WO 39 0WO HAC HAC H 0 1 N N N -6.686 20.488 28.381 -5.975 -0.307 -0.382 HAC 0WO 40 0WO HACA HACA H 0 0 N N N -7.964 20.175 29.604 -5.602 1.296 -1.060 HACA 0WO 41 0WO HACB HACB H 0 0 N N N -7.272 21.823 29.429 -4.681 -0.132 -1.591 HACB 0WO 42 0WO HOAH HOAH H 0 0 N N N -4.936 24.234 30.363 -4.149 2.749 -2.954 HOAH 0WO 43 0WO HAI HAI H 0 1 N N N -5.380 18.332 36.465 2.173 5.026 1.758 HAI 0WO 44 0WO HAJ HAJ H 0 1 N N N -5.534 18.883 34.013 4.565 4.483 1.558 HAJ 0WO 45 0WO HAK HAK H 0 1 N N N -3.435 17.034 37.349 0.472 3.427 0.982 HAK 0WO 46 0WO HAL HAL H 0 1 N N N -3.660 18.250 32.500 5.265 2.336 0.583 HAL 0WO 47 0WO HAM HAM H 0 1 N N N -1.562 16.426 35.810 1.154 1.280 -0.005 HAM 0WO 48 0WO HNAP HNAP H 0 0 N N N -2.895 20.248 29.253 -1.260 0.974 0.920 HNAP 0WO 49 0WO HBB HBB H 0 1 N N N -3.948 20.998 31.075 -2.940 2.352 0.395 HBB 0WO 50 # # 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 0WO OXT C DOUB N N 1 0WO C O SING N N 2 0WO C CA SING N N 3 0WO CA N SING N N 4 0WO N CAU SING N N 5 0WO N HN SING N N 6 0WO O HO SING N N 7 0WO CA CB SING N N 8 0WO CA HA SING N N 9 0WO CB NAP SING N N 10 0WO CB SAR SING N N 11 0WO CB HB SING N N 12 0WO CAA CAV SING N N 13 0WO CAA HAA SING N N 14 0WO CAA HAAA SING N N 15 0WO CAA HAAB SING N N 16 0WO CBC CAB SING N N 17 0WO CAB HAB SING N N 18 0WO CAB HABA SING N N 19 0WO CAB HABB SING N N 20 0WO CAC CBC SING N N 21 0WO CAC HAC SING N N 22 0WO CAC HACA SING N N 23 0WO CAC HACB SING N N 24 0WO OAE CAT DOUB N N 25 0WO CAU OAF DOUB N N 26 0WO CAT OAH SING N N 27 0WO OAH HOAH SING N N 28 0WO CAJ CAI DOUB Y N 29 0WO CAI CAK SING Y N 30 0WO CAI HAI SING N N 31 0WO CAL CAJ SING Y N 32 0WO CAJ HAJ SING N N 33 0WO CAM CAK DOUB Y N 34 0WO CAK HAK SING N N 35 0WO CAL CAW DOUB Y N 36 0WO CAL HAL SING N N 37 0WO CAW CAM SING Y N 38 0WO CAM HAM SING N N 39 0WO OAQ NAN SING Y N 40 0WO CAX NAN DOUB Y N 41 0WO NAP CBB SING N N 42 0WO NAP HNAP SING N N 43 0WO CAV OAQ SING Y N 44 0WO SAR CBC SING N N 45 0WO CAT CBB SING N N 46 0WO CAU CAY SING N N 47 0WO CAV CAY DOUB Y N 48 0WO CAX CAW SING N N 49 0WO CAY CAX SING Y N 50 0WO CBB CBC SING N N 51 0WO CBB HBB SING N N 52 # # 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 0WO SMILES ACDLabs 12.01 "O=C(NC(C(=O)O)C1SC(C(N1)C(=O)O)(C)C)c3c(onc3c2ccccc2)C" 0WO InChI InChI 1.03 "InChI=1S/C19H21N3O6S/c1-9-11(12(22-28-9)10-7-5-4-6-8-10)15(23)20-13(17(24)25)16-21-14(18(26)27)19(2,3)29-16/h4-8,13-14,16,21H,1-3H3,(H,20,23)(H,24,25)(H,26,27)/t13-,14-,16+/m0/s1" 0WO InChIKey InChI 1.03 JCHZLBSPYSDECZ-OFQRWUPVSA-N 0WO SMILES_CANONICAL CACTVS 3.370 "Cc1onc(c2ccccc2)c1C(=O)N[C@@H]([C@@H]3N[C@@H](C(O)=O)C(C)(C)S3)C(O)=O" 0WO SMILES CACTVS 3.370 "Cc1onc(c2ccccc2)c1C(=O)N[CH]([CH]3N[CH](C(O)=O)C(C)(C)S3)C(O)=O" 0WO SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1c(c(no1)c2ccccc2)C(=O)N[C@@H]([C@@H]3N[C@H](C(S3)(C)C)C(=O)O)C(=O)O" 0WO SMILES "OpenEye OEToolkits" 1.7.6 "Cc1c(c(no1)c2ccccc2)C(=O)NC(C3NC(C(S3)(C)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 0WO "SYSTEMATIC NAME" ACDLabs 12.01 "(2R,4S)-2-[(R)-carboxy{[(5-methyl-3-phenyl-1,2-oxazol-4-yl)carbonyl]amino}methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid" 0WO "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-oxidanyl-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 0WO "Create component" 2012-07-27 RCSB 0WO "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 0WO _pdbx_chem_comp_synonyms.name "Oxacillin, hydroxylated form" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##