data_35P
# 
_chem_comp.id                                    35P 
_chem_comp.name                                  "(2R,4S)-5,5-dimethyl-2-{(1R)-2-oxo-1-[(phenoxyacetyl)amino]ethyl}-1,3-thiazolidine-4-carboxylic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H20 N2 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "OPEN FORM - PENICILLIN V" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-06-19 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        352.405 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     35P 
_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        4QJG 
_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 
35P C24 C24 C 0 1 Y N N N N N -36.472 16.387 -38.735 6.413  0.236  -0.821 C24 35P 1  
35P C23 C23 C 0 1 Y N N N N N -36.370 15.415 -37.761 7.616  -0.311 -0.415 C23 35P 2  
35P C22 C22 C 0 1 Y N N N N N -36.241 15.788 -36.436 7.641  -1.266 0.584  C22 35P 3  
35P C21 C21 C 0 1 Y N N N N N -36.161 17.124 -36.093 6.463  -1.678 1.180  C21 35P 4  
35P C20 C20 C 0 1 Y N N N N N -36.233 18.092 -37.079 5.258  -1.134 0.778  C20 35P 5  
35P C19 C19 C 0 1 Y N N N N N -36.421 17.733 -38.418 5.230  -0.175 -0.224 C19 35P 6  
35P O1  O1  O 0 1 N N N N N N -36.513 18.734 -39.386 4.046  0.361  -0.620 O1  35P 7  
35P C2  C2  C 0 1 N N N N N N -37.295 18.885 -40.627 2.868  -0.109 0.038  C2  35P 8  
35P C3  C3  C 0 1 N N N N N N -36.984 20.343 -40.695 1.661  0.593  -0.529 C3  35P 9  
35P O18 O18 O 0 1 N N N N N N -37.813 21.153 -40.408 1.796  1.415  -1.410 O18 35P 10 
35P N4  N4  N 0 1 N N N N N N -35.748 20.612 -41.084 0.431  0.307  -0.057 N4  35P 11 
35P C5  C5  C 0 1 N N R N N N -35.162 21.768 -41.392 -0.742 0.990  -0.609 C5  35P 12 
35P C6  C6  C 0 1 N N N N N N -33.910 21.630 -42.237 -0.934 2.307  0.098  C6  35P 13 
35P O17 O17 O 0 1 N N N N N N -33.282 20.739 -42.146 -0.171 2.641  0.972  O17 35P 14 
35P C8  C8  C 0 1 N N R N N N -35.337 23.074 -40.752 -1.982 0.117  -0.407 C8  35P 15 
35P N7  N7  N 0 1 N N N N N N -33.853 23.212 -40.403 -3.199 0.777  -0.955 N7  35P 16 
35P S11 S11 S 0 1 N N N N N N -35.907 23.069 -39.043 -2.425 -0.005 1.376  S11 35P 17 
35P C10 C10 C 0 1 N N N N N N -34.372 22.742 -38.150 -4.215 -0.286 1.073  C10 35P 18 
35P C12 C12 C 0 1 N N N N N N -34.058 24.000 -37.370 -4.555 -1.773 1.195  C12 35P 19 
35P C15 C15 C 0 1 N N N N N N -34.478 21.592 -37.126 -5.062 0.539  2.044  C15 35P 20 
35P C9  C9  C 0 1 N N S N N N -33.396 22.398 -39.240 -4.415 0.200  -0.375 C9  35P 21 
35P C13 C13 C 0 1 N N N N N N -31.934 22.700 -38.885 -4.851 -0.967 -1.223 C13 35P 22 
35P O14 O14 O 0 1 N N N N N N -31.427 23.776 -39.236 -4.069 -1.488 -1.982 O14 35P 23 
35P O16 O16 O 0 1 N N N N N N -31.249 21.844 -38.291 -6.109 -1.428 -1.135 O16 35P 24 
35P H1  H1  H 0 1 N N N N N N -36.594 16.091 -39.766 6.395  0.985  -1.598 H1  35P 25 
35P H2  H2  H 0 1 N N N N N N -36.391 14.370 -38.032 8.537  0.009  -0.880 H2  35P 26 
35P H3  H3  H 0 1 N N N N N N -36.203 15.032 -35.666 8.582  -1.693 0.899  H3  35P 27 
35P H4  H4  H 0 1 N N N N N N -36.043 17.412 -35.059 6.485  -2.424 1.959  H4  35P 28 
35P H5  H5  H 0 1 N N N N N N -36.143 19.135 -36.812 4.338  -1.455 1.244  H5  35P 29 
35P H6  H6  H 0 1 N N N N N N -38.366 18.666 -40.505 2.769  -1.184 -0.117 H6  35P 30 
35P H7  H7  H 0 1 N N N N N N -36.897 18.307 -41.474 2.941  0.098  1.105  H7  35P 31 
35P H8  H8  H 0 1 N N N N N N -35.153 19.812 -41.160 0.323  -0.350 0.647  H8  35P 32 
35P H9  H9  H 0 1 N N N N N N -35.821 21.993 -42.244 -0.592 1.167  -1.673 H9  35P 33 
35P H10 H10 H 0 1 N N N N N N -33.638 22.413 -42.930 -1.755 2.952  -0.177 H10 35P 34 
35P H11 H11 H 0 1 N N N N N N -35.785 23.886 -41.344 -1.839 -0.871 -0.845 H11 35P 35 
35P H12 H12 H 0 1 N N N N N N -33.320 22.935 -41.203 -3.167 1.775  -0.808 H12 35P 36 
35P H14 H14 H 0 1 N N N N N N -34.830 24.158 -36.602 -4.331 -2.115 2.205  H14 35P 37 
35P H15 H15 H 0 1 N N N N N N -33.076 23.896 -36.886 -5.614 -1.922 0.986  H15 35P 38 
35P H16 H16 H 0 1 N N N N N N -34.040 24.861 -38.055 -3.960 -2.341 0.479  H16 35P 39 
35P H17 H17 H 0 1 N N N N N N -35.196 21.866 -36.339 -4.824 1.597  1.925  H17 35P 40 
35P H18 H18 H 0 1 N N N N N N -34.821 20.679 -37.634 -6.119 0.379  1.831  H18 35P 41 
35P H19 H19 H 0 1 N N N N N N -33.491 21.411 -36.674 -4.846 0.231  3.067  H19 35P 42 
35P H20 H20 H 0 1 N N N N N N -33.488 21.329 -39.484 -5.202 0.954  -0.385 H20 35P 43 
35P H21 H21 H 0 1 N N N N N N -30.362 22.166 -38.184 -6.342 -2.178 -1.699 H21 35P 44 
# 
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 
35P C6  O17 DOUB N N 1  
35P C6  C5  SING N N 2  
35P C5  N4  SING N N 3  
35P C5  C8  SING N N 4  
35P N4  C3  SING N N 5  
35P C8  N7  SING N N 6  
35P C8  S11 SING N N 7  
35P C3  C2  SING N N 8  
35P C3  O18 DOUB N N 9  
35P C2  O1  SING N N 10 
35P N7  C9  SING N N 11 
35P O1  C19 SING N N 12 
35P C9  C13 SING N N 13 
35P C9  C10 SING N N 14 
35P O14 C13 DOUB N N 15 
35P S11 C10 SING N N 16 
35P C13 O16 SING N N 17 
35P C24 C19 DOUB Y N 18 
35P C24 C23 SING Y N 19 
35P C19 C20 SING Y N 20 
35P C10 C12 SING N N 21 
35P C10 C15 SING N N 22 
35P C23 C22 DOUB Y N 23 
35P C20 C21 DOUB Y N 24 
35P C22 C21 SING Y N 25 
35P C24 H1  SING N N 26 
35P C23 H2  SING N N 27 
35P C22 H3  SING N N 28 
35P C21 H4  SING N N 29 
35P C20 H5  SING N N 30 
35P C2  H6  SING N N 31 
35P C2  H7  SING N N 32 
35P N4  H8  SING N N 33 
35P C5  H9  SING N N 34 
35P C6  H10 SING N N 35 
35P C8  H11 SING N N 36 
35P N7  H12 SING N N 37 
35P C12 H14 SING N N 38 
35P C12 H15 SING N N 39 
35P C12 H16 SING N N 40 
35P C15 H17 SING N N 41 
35P C15 H18 SING N N 42 
35P C15 H19 SING N N 43 
35P C9  H20 SING N N 44 
35P O16 H21 SING N N 45 
# 
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 
35P SMILES           ACDLabs              12.01 "c1c(cccc1)OCC(=O)NC(C2NC(C(S2)(C)C)C(O)=O)C=O"                                                                                                                
35P InChI            InChI                1.03  "InChI=1S/C16H20N2O5S/c1-16(2)13(15(21)22)18-14(24-16)11(8-19)17-12(20)9-23-10-6-4-3-5-7-10/h3-8,11,13-14,18H,9H2,1-2H3,(H,17,20)(H,21,22)/t11-,13+,14-/m1/s1" 
35P InChIKey         InChI                1.03  OQVOJWZOUWGSDX-KWCYVHTRSA-N                                                                                                                                    
35P SMILES_CANONICAL CACTVS               3.385 "CC1(C)S[C@@H](N[C@H]1C(O)=O)[C@H](NC(=O)COc2ccccc2)C=O"                                                                                                       
35P SMILES           CACTVS               3.385 "CC1(C)S[CH](N[CH]1C(O)=O)[CH](NC(=O)COc2ccccc2)C=O"                                                                                                           
35P SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC1([C@@H](N[C@H](S1)[C@@H](C=O)NC(=O)COc2ccccc2)C(=O)O)C"                                                                                                    
35P SMILES           "OpenEye OEToolkits" 1.7.6 "CC1(C(NC(S1)C(C=O)NC(=O)COc2ccccc2)C(=O)O)C"                                                                                                                  
# 
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 
35P "SYSTEMATIC NAME" ACDLabs              12.01 "(2R,4S)-5,5-dimethyl-2-{(1R)-2-oxo-1-[(phenoxyacetyl)amino]ethyl}-1,3-thiazolidine-4-carboxylic acid"             
35P "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R,4S)-5,5-dimethyl-2-[(1R)-2-oxidanylidene-1-(2-phenoxyethanoylamino)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 
35P "Create component" 2014-06-19 RCSB 
35P "Initial release"  2014-07-08 RCSB 
35P "Modify synonyms"  2015-08-04 RCSB 
35P "Modify synonyms"  2021-03-01 PDBE 
35P "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      35P 
_pdbx_chem_comp_synonyms.name         "OPEN FORM - PENICILLIN V" 
_pdbx_chem_comp_synonyms.provenance   ? 
_pdbx_chem_comp_synonyms.type         ? 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            35P 
_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               C6 
_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      ? 
# 
