data_DXU
# 
_chem_comp.id                                    DXU 
_chem_comp.name                                  "Dicloxacillin, open form" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H25 Cl2 N3 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "dicloxacillin - open form; (3R,4R,5R)-3-(2,6-dichlorophenyl)-N-{(1R)-1-[(2R,4S)-4-(dihydroxymethyl)-5,5-dimethyl-1,3-thiazolidin-2-yl]-2-oxoethyl}-5-methyl-1,2-oxazolidine-4-carboxamide" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-08-25 
_chem_comp.pdbx_modified_date                    2025-05-21 
_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                        478.390 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DXU 
_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        4R23 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
DXU CL1 CL1 CL 0 0 N N N N N N -40.468 19.227 -41.325 -1.545 1.286  -1.788 CL1 DXU 1  
DXU C29 C29 C  0 1 Y N N N N N -39.190 19.381 -42.607 -2.739 1.521  -0.550 C29 DXU 2  
DXU C30 C30 C  0 1 Y N N N N N -39.342 20.153 -43.740 -2.832 2.740  0.099  C30 DXU 3  
DXU C31 C31 C  0 1 Y N N N N N -38.338 20.265 -44.729 -3.787 2.929  1.081  C31 DXU 4  
DXU C32 C32 C  0 1 Y N N N N N -37.134 19.611 -44.596 -4.648 1.902  1.415  C32 DXU 5  
DXU C33 C33 C  0 1 Y N N N N N -36.922 18.832 -43.475 -4.556 0.683  0.766  C33 DXU 6  
DXU CL2 CL2 CL 0 0 N N N N N N -35.312 17.991 -43.406 -5.639 -0.608 1.186  CL2 DXU 7  
DXU C28 C28 C  0 1 Y N N N N N -37.920 18.654 -42.508 -3.601 0.493  -0.216 C28 DXU 8  
DXU C26 C26 C  0 1 N N R N N N -37.723 17.959 -41.222 -3.504 -0.833 -0.927 C26 DXU 9  
DXU N25 N25 N  0 1 N N N N N N -38.245 16.929 -40.582 -3.926 -1.937 -0.034 N25 DXU 10 
DXU O24 O24 O  0 1 N N N N N N -38.074 17.117 -39.330 -3.033 -3.078 -0.266 O24 DXU 11 
DXU C23 C23 C  0 1 N N R N N N -36.986 18.004 -39.015 -2.080 -2.727 -1.285 C23 DXU 12 
DXU C27 C27 C  0 1 N N N N N N -37.131 18.850 -37.765 -0.707 -3.321 -0.960 C27 DXU 13 
DXU C22 C22 C  0 1 N N R N N N -36.812 18.756 -40.341 -2.025 -1.179 -1.241 C22 DXU 14 
DXU C21 C21 C  0 1 N N N N N N -36.994 20.280 -40.587 -1.112 -0.701 -0.142 C21 DXU 15 
DXU O21 O21 O  0 1 N N N N N N -38.006 20.990 -40.543 -1.537 -0.569 0.986  O21 DXU 16 
DXU N2  N2  N  0 1 N N N N N N -35.839 20.791 -40.988 0.178  -0.419 -0.413 N2  DXU 17 
DXU C2  C2  C  0 1 N N R N N N -35.514 22.135 -41.402 1.066  0.046  0.656  C2  DXU 18 
DXU C1  C1  C  0 1 N N N N N N -34.229 21.876 -42.167 0.924  1.538  0.813  C1  DXU 19 
DXU O1  O1  O  0 1 N N N N N N -33.463 20.953 -41.717 0.159  2.150  0.106  O1  DXU 20 
DXU C3  C3  C  0 1 N N R N N N -35.235 23.170 -40.291 2.515  -0.293 0.299  C3  DXU 21 
DXU S4  S4  S  0 1 N N N N N N -36.031 22.860 -38.731 3.097  0.708  -1.133 S4  DXU 22 
DXU C5  C5  C  0 1 N N N N N N -34.539 22.801 -37.732 4.867  0.664  -0.643 C5  DXU 23 
DXU C52 C52 C  0 1 N N N N N N -34.380 24.115 -36.976 5.625  -0.389 -1.454 C52 DXU 24 
DXU C51 C51 C  0 1 N N N N N N -34.638 21.685 -36.684 5.509  2.042  -0.820 C51 DXU 25 
DXU C6  C6  C  0 1 N N S N N N -33.449 22.532 -38.792 4.819  0.272  0.846  C6  DXU 26 
DXU N7  N7  N  0 1 N N N N N N -33.772 23.212 -40.059 3.451  0.165  1.362  N7  DXU 27 
DXU C8  C8  C  0 1 N N N N N N -32.073 23.015 -38.390 5.520  -1.077 1.023  C8  DXU 28 
DXU O82 O82 O  0 1 N N N N N N -31.330 21.844 -38.110 6.903  -0.942 0.688  O82 DXU 29 
DXU O81 O81 O  0 1 N N N N N N -31.548 23.829 -39.424 5.399  -1.501 2.382  O81 DXU 30 
DXU H1  H1  H  0 1 N N N N N N -40.266 20.694 -43.877 -2.159 3.543  -0.162 H1  DXU 31 
DXU H2  H2  H  0 1 N N N N N N -38.519 20.873 -45.603 -3.859 3.880  1.587  H2  DXU 32 
DXU H3  H3  H  0 1 N N N N N N -36.370 19.705 -45.353 -5.394 2.050  2.182  H3  DXU 33 
DXU H4  H4  H  0 1 N N N N N N -36.891 17.359 -41.619 -4.102 -0.825 -1.838 H4  DXU 34 
DXU H5  H5  H  0 1 N N N N N N -39.222 16.862 -40.785 -3.901 -1.650 0.933  H5  DXU 35 
DXU H6  H6  H  0 1 N N N N N N -36.082 17.391 -38.881 -2.421 -3.071 -2.261 H6  DXU 36 
DXU H7  H7  H  0 1 N N N N N N -37.248 18.194 -36.889 -0.779 -4.408 -0.931 H7  DXU 37 
DXU H8  H8  H  0 1 N N N N N N -36.234 19.474 -37.639 0.007  -3.024 -1.727 H8  DXU 38 
DXU H9  H9  H  0 1 N N N N N N -38.016 19.496 -37.860 -0.373 -2.953 0.010  H9  DXU 39 
DXU H10 H10 H  0 1 N N N N N N -35.790 18.527 -40.678 -1.723 -0.770 -2.205 H10 DXU 40 
DXU H11 H11 H  0 1 N N N N N N -35.075 20.146 -41.007 0.518  -0.524 -1.315 H11 DXU 41 
DXU H12 H12 H  0 1 N N N N N N -36.280 22.530 -42.085 0.798  -0.445 1.591  H12 DXU 42 
DXU H13 H13 H  0 1 N N N N N N -33.972 22.443 -43.049 1.505  2.060  1.558  H13 DXU 43 
DXU H14 H14 H  0 1 N N N N N N -35.586 24.157 -40.627 2.630  -1.360 0.106  H14 DXU 44 
DXU H15 H15 H  0 1 N N N N N N -35.197 24.220 -36.247 5.558  -0.149 -2.515 H15 DXU 45 
DXU H16 H16 H  0 1 N N N N N N -33.415 24.120 -36.449 6.672  -0.399 -1.149 H16 DXU 46 
DXU H17 H17 H  0 1 N N N N N N -34.414 24.953 -37.687 5.186  -1.370 -1.275 H17 DXU 47 
DXU H18 H18 H  0 1 N N N N N N -35.428 21.931 -35.959 4.972  2.773  -0.216 H18 DXU 48 
DXU H19 H19 H  0 1 N N N N N N -34.881 20.735 -37.182 6.550  2.001  -0.500 H19 DXU 49 
DXU H20 H20 H  0 1 N N N N N N -33.676 21.588 -36.159 5.462  2.333  -1.869 H20 DXU 50 
DXU H21 H21 H  0 1 N N N N N N -33.402 21.447 -38.968 5.354  1.024  1.425  H21 DXU 51 
DXU H22 H22 H  0 1 N N N N N N -33.303 22.751 -40.812 3.146  1.040  1.761  H22 DXU 52 
DXU H24 H24 H  0 1 N N N N N N -31.751 21.361 -37.408 7.379  -0.299 1.232  H24 DXU 53 
DXU H25 H25 H  0 1 N N N N N N -30.683 24.136 -39.178 5.821  -2.351 2.568  H25 DXU 54 
DXU H23 H23 H  0 1 N N N N N N -32.175 23.612 -37.472 5.058  -1.816 0.369  H23 DXU 55 
# 
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 
DXU C31 C32 DOUB Y N 1  
DXU C31 C30 SING Y N 2  
DXU C32 C33 SING Y N 3  
DXU C30 C29 DOUB Y N 4  
DXU C33 CL2 SING N N 5  
DXU C33 C28 DOUB Y N 6  
DXU C29 C28 SING Y N 7  
DXU C29 CL1 SING N N 8  
DXU C28 C26 SING N N 9  
DXU C1  O1  DOUB N N 10 
DXU C1  C2  SING N N 11 
DXU C2  N2  SING N N 12 
DXU C2  C3  SING N N 13 
DXU C26 N25 SING N N 14 
DXU C26 C22 SING N N 15 
DXU N2  C21 SING N N 16 
DXU C21 O21 DOUB N N 17 
DXU C21 C22 SING N N 18 
DXU N25 O24 SING N N 19 
DXU C22 C23 SING N N 20 
DXU C3  N7  SING N N 21 
DXU C3  S4  SING N N 22 
DXU N7  C6  SING N N 23 
DXU O81 C8  SING N N 24 
DXU O24 C23 SING N N 25 
DXU C23 C27 SING N N 26 
DXU C6  C8  SING N N 27 
DXU C6  C5  SING N N 28 
DXU S4  C5  SING N N 29 
DXU C8  O82 SING N N 30 
DXU C5  C52 SING N N 31 
DXU C5  C51 SING N N 32 
DXU C30 H1  SING N N 33 
DXU C31 H2  SING N N 34 
DXU C32 H3  SING N N 35 
DXU C26 H4  SING N N 36 
DXU N25 H5  SING N N 37 
DXU C23 H6  SING N N 38 
DXU C27 H7  SING N N 39 
DXU C27 H8  SING N N 40 
DXU C27 H9  SING N N 41 
DXU C22 H10 SING N N 42 
DXU N2  H11 SING N N 43 
DXU C2  H12 SING N N 44 
DXU C1  H13 SING N N 45 
DXU C3  H14 SING N N 46 
DXU C52 H15 SING N N 47 
DXU C52 H16 SING N N 48 
DXU C52 H17 SING N N 49 
DXU C51 H18 SING N N 50 
DXU C51 H19 SING N N 51 
DXU C51 H20 SING N N 52 
DXU C6  H21 SING N N 53 
DXU N7  H22 SING N N 54 
DXU O82 H24 SING N N 55 
DXU O81 H25 SING N N 56 
DXU C8  H23 SING N N 57 
# 
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 
DXU SMILES           ACDLabs              12.01 "O=C(NC(C=O)C1SC(C(N1)C(O)O)(C)C)C3C(c2c(Cl)cccc2Cl)NOC3C"                                                                                                                                            
DXU InChI            InChI                1.03  "InChI=1S/C19H25Cl2N3O5S/c1-8-12(14(24-29-8)13-9(20)5-4-6-10(13)21)16(26)22-11(7-25)17-23-15(18(27)28)19(2,3)30-17/h4-8,11-12,14-15,17-18,23-24,27-28H,1-3H3,(H,22,26)/t8-,11-,12+,14-,15+,17-/m1/s1" 
DXU InChIKey         InChI                1.03  AXRWQAUUTZEPPM-YSIYDJFASA-N                                                                                                                                                                           
DXU SMILES_CANONICAL CACTVS               3.385 "C[C@H]1ON[C@H]([C@H]1C(=O)N[C@H](C=O)[C@@H]2N[C@@H](C(O)O)C(C)(C)S2)c3c(Cl)cccc3Cl"                                                                                                                  
DXU SMILES           CACTVS               3.385 "C[CH]1ON[CH]([CH]1C(=O)N[CH](C=O)[CH]2N[CH](C(O)O)C(C)(C)S2)c3c(Cl)cccc3Cl"                                                                                                                          
DXU SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@H]1[C@@H](C(NO1)c2c(cccc2Cl)Cl)C(=O)N[C@H](C=O)[C@@H]3N[C@H](C(S3)(C)C)C(O)O"                                                                                                                   
DXU SMILES           "OpenEye OEToolkits" 1.7.6 "CC1C(C(NO1)c2c(cccc2Cl)Cl)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 
DXU "SYSTEMATIC NAME" ACDLabs              12.01 "(3R,4R,5R)-3-(2,6-dichlorophenyl)-N-{(1R)-1-[(2R,4S)-4-(dihydroxymethyl)-5,5-dimethyl-1,3-thiazolidin-2-yl]-2-oxoethyl}-5-methyl-1,2-oxazolidine-4-carboxamide"                   
DXU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(4R,5R)-3-[2,6-bis(chloranyl)phenyl]-N-[(1R)-1-[(2R,4S)-4-[bis(oxidanyl)methyl]-5,5-dimethyl-1,3-thiazolidin-2-yl]-2-oxidanylidene-ethyl]-5-methyl-1,2-oxazolidine-4-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
DXU "Create component" 2014-08-25 RCSB 
DXU "Initial release"  2014-09-17 RCSB 
DXU "Modify synonyms"  2020-06-05 PDBE 
DXU "Modify PCM"       2024-09-27 PDBE 
DXU "Modify name"      2025-05-21 PDBE 
# 
loop_
_pdbx_chem_comp_synonyms.ordinal 
_pdbx_chem_comp_synonyms.comp_id 
_pdbx_chem_comp_synonyms.name 
_pdbx_chem_comp_synonyms.provenance 
_pdbx_chem_comp_synonyms.type 
1 DXU "dicloxacillin - open form"                                                                                                                                      AUTHOR ? 
2 DXU "(3R,4R,5R)-3-(2,6-dichlorophenyl)-N-{(1R)-1-[(2R,4S)-4-(dihydroxymethyl)-5,5-dimethyl-1,3-thiazolidin-2-yl]-2-oxoethyl}-5-methyl-1,2-oxazolidine-4-carboxamide" PDB    ? 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            DXU 
_pdbx_chem_comp_pcm.modified_residue_id                SER 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C1 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   OG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
