data_158
# 
_chem_comp.id                                    158 
_chem_comp.name                                  "3-(2-MERCAPTO-ACETYLAMINO)-4-OXO-PENTANOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C7 H11 N O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-01-16 
_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                        205.232 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     158 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1NME 
_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 
158 O13  O13 O 0 1 N N N N N N 36.669 91.787 19.810 0.420  1.067  -1.470 O13  158 1  
158 C5   C5  C 0 1 N N N N N N 37.186 92.637 19.090 -0.021 -0.046 -1.280 C5   158 2  
158 C6   C6  C 0 1 N N N N N N 38.537 93.221 19.406 -0.592 -0.836 -2.429 C6   158 3  
158 S7   S7  S 0 1 N N N N N N 38.359 94.384 20.768 -0.477 0.142  -3.953 S7   158 4  
158 N4   N4  N 0 1 N N N N N N 36.614 93.117 17.999 -0.000 -0.577 -0.042 N4   158 5  
158 C3   C3  C 0 1 N N S N N N 35.260 92.744 17.623 0.554  0.190  1.075  C3   158 6  
158 C2   C2  C 0 1 N N N N N N 35.298 91.697 16.531 2.028  -0.098 1.200  C2   158 7  
158 O8   O8  O 0 1 N N N N N N 34.311 91.461 15.851 2.462  -1.175 0.868  O8   158 8  
158 C1   C1  C 0 1 N N N N N N 36.568 90.940 16.266 2.960  0.956  1.738  C1   158 9  
158 C9   C9  C 0 1 N N N N N N 34.506 94.024 17.243 -0.155 -0.208 2.370  C9   158 10 
158 C10  C10 C 0 1 N N N N N N 34.032 94.771 18.480 -1.629 0.081  2.245  C10  158 11 
158 O11  O11 O 0 1 N N N N N N 33.822 94.144 19.546 -2.066 0.557  1.224  O11  158 12 
158 O12  O12 O 0 1 N N N N N N 33.831 96.008 18.419 -2.455 -0.190 3.267  O12  158 13 
158 H61  1H6 H 0 1 N N N N N N 39.302 92.437 19.611 -0.029 -1.762 -2.549 H61  158 14 
158 H62  2H6 H 0 1 N N N N N N 39.022 93.680 18.513 -1.637 -1.070 -2.226 H62  158 15 
158 H7   H7  H 0 1 N N N N N N 39.211 94.752 20.967 -1.024 -0.721 -4.827 H7   158 16 
158 H4   H4  H 0 1 N N N N N N 37.200 93.756 17.462 -0.354 -1.468 0.109  H4   158 17 
158 H3   H3  H 0 1 N N N N N N 34.707 92.269 18.467 0.407  1.255  0.892  H3   158 18 
158 H11  1H1 H 0 1 N N N N N N 36.596 90.168 15.461 3.978  0.567  1.754  H11  158 19 
158 H12A 2H1 H 0 0 N N N N N N 37.385 91.674 16.080 2.918  1.838  1.099  H12A 158 20 
158 H13  3H1 H 0 1 N N N N N N 36.904 90.469 17.219 2.657  1.225  2.750  H13  158 21 
158 H91  1H9 H 0 1 N N N N N N 35.117 94.678 16.578 -0.008 -1.272 2.552  H91  158 22 
158 H92  2H9 H 0 1 N N N N N N 33.663 93.811 16.544 0.257  0.363  3.201  H92  158 23 
158 H12  H12 H 0 1 N N N N N N 33.534 96.474 19.191 -3.400 -0.004 3.187  H12  158 24 
# 
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 
158 O13 C5   DOUB N N 1  
158 C5  C6   SING N N 2  
158 C5  N4   SING N N 3  
158 C6  S7   SING N N 4  
158 C6  H61  SING N N 5  
158 C6  H62  SING N N 6  
158 S7  H7   SING N N 7  
158 N4  C3   SING N N 8  
158 N4  H4   SING N N 9  
158 C3  C2   SING N N 10 
158 C3  C9   SING N N 11 
158 C3  H3   SING N N 12 
158 C2  O8   DOUB N N 13 
158 C2  C1   SING N N 14 
158 C1  H11  SING N N 15 
158 C1  H12A SING N N 16 
158 C1  H13  SING N N 17 
158 C9  C10  SING N N 18 
158 C9  H91  SING N N 19 
158 C9  H92  SING N N 20 
158 C10 O11  DOUB N N 21 
158 C10 O12  SING N N 22 
158 O12 H12  SING N N 23 
# 
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 
158 SMILES           ACDLabs              10.04 "O=C(C(NC(=O)CS)CC(=O)O)C"                                                                       
158 SMILES_CANONICAL CACTVS               3.341 "CC(=O)[C@H](CC(O)=O)NC(=O)CS"                                                                   
158 SMILES           CACTVS               3.341 "CC(=O)[CH](CC(O)=O)NC(=O)CS"                                                                    
158 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(=O)[C@H](CC(=O)O)NC(=O)CS"                                                                   
158 SMILES           "OpenEye OEToolkits" 1.5.0 "CC(=O)C(CC(=O)O)NC(=O)CS"                                                                       
158 InChI            InChI                1.03  "InChI=1S/C7H11NO4S/c1-4(9)5(2-7(11)12)8-6(10)3-13/h5,13H,2-3H2,1H3,(H,8,10)(H,11,12)/t5-/m0/s1" 
158 InChIKey         InChI                1.03  BSLDCFOJAJXQLY-YFKPBYRVSA-N                                                                      
# 
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 
158 "SYSTEMATIC NAME" ACDLabs              10.04 "(3S)-4-oxo-3-[(sulfanylacetyl)amino]pentanoic acid"   
158 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3S)-4-oxo-3-(2-sulfanylethanoylamino)pentanoic 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 
158 "Create component"  2003-01-16 RCSB 
158 "Modify descriptor" 2011-06-04 RCSB 
158 "Modify PCM"        2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            158 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_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   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
