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        ?
##
