data_MPE
# 
_chem_comp.id                                    MPE 
_chem_comp.name                                  "(1H-INDOL-3-YL)-(2-MERCAPTO-ETHOXYIMINO)-ACETIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H14 N2 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-07-03 
_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                        266.316 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     MPE 
_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        1M4A 
_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 
MPE O9  O9  O 0 1 N N N N N N -9.913  -1.749 -11.659 2.815  -0.626 0.602  O9  MPE 1  
MPE C7  C7  C 0 1 N N N N N N -10.779 -1.955 -10.828 2.065  0.159  0.074  C7  MPE 2  
MPE O8  O8  O 0 1 N N N N N N -11.952 -1.940 -11.157 2.548  1.291  -0.461 O8  MPE 3  
MPE C6  C6  C 0 1 N N R N N N -10.384 -2.207 -9.408  0.587  -0.130 0.017  C6  MPE 4  
MPE N5  N5  N 0 1 N N N N N N -9.230  -1.399 -9.104  0.013  0.486  -1.186 N5  MPE 5  
MPE O4  O4  O 0 1 N N N N N N -9.098  -0.782 -7.822  0.107  -0.509 -2.254 O4  MPE 6  
MPE C3  C3  C 0 1 N N N N N N -9.471  0.580  -7.664  -0.450 0.088  -3.426 C3  MPE 7  
MPE C2  C2  C 0 1 N N N N N N -10.206 0.702  -6.342  -0.383 -0.905 -4.587 C2  MPE 8  
MPE S1  S1  S 0 1 N N N N N N -9.227  1.607  -5.132  -1.091 -0.146 -6.075 S1  MPE 9  
MPE C10 C10 C 0 1 Y N N N N N -10.055 -3.635 -9.188  -0.083 0.437  1.241  C10 MPE 10 
MPE C11 C11 C 0 1 Y N N N N N -10.366 -4.648 -10.072 -0.601 1.668  1.368  C11 MPE 11 
MPE N12 N12 N 0 1 Y N N N N N -9.902  -5.803 -9.511  -1.127 1.826  2.622  N12 MPE 12 
MPE C13 C13 C 0 1 Y N N N N N -9.308  -5.601 -8.310  -0.955 0.670  3.350  C13 MPE 13 
MPE C15 C15 C 0 1 Y N N N N N -8.707  -6.446 -7.391  -1.294 0.295  4.646  C15 MPE 14 
MPE C14 C14 C 0 1 Y N N N N N -9.359  -4.157 -7.999  -0.299 -0.252 2.515  C14 MPE 15 
MPE C18 C18 C 0 1 Y N N N N N -8.821  -3.662 -6.822  0.015  -1.524 2.995  C18 MPE 16 
MPE C17 C17 C 0 1 Y N N N N N -8.225  -4.555 -5.939  -0.326 -1.872 4.272  C17 MPE 17 
MPE C16 C16 C 0 1 Y N N N N N -8.173  -5.922 -6.216  -0.979 -0.967 5.098  C16 MPE 18 
MPE H8  H8  H 0 1 N N N N N N -12.627 -2.100 -10.508 3.496  1.477  -0.424 H8  MPE 19 
MPE H6  H6  H 0 1 N N N N N N -11.238 -1.942 -8.742  0.429  -1.208 -0.016 H6  MPE 20 
MPE H5  H5  H 0 1 N N N N N N -9.148  -0.675 -9.818  -0.969 0.622  -1.002 H5  MPE 21 
MPE H31 1H3 H 0 1 N N N N N N -8.606  1.279  -7.746  -1.490 0.357  -3.237 H31 MPE 22 
MPE H32 2H3 H 0 1 N N N N N N -10.059 0.972  -8.526  0.115  0.984  -3.681 H32 MPE 23 
MPE H21 1H2 H 0 1 N N N N N N -11.215 1.156  -6.475  0.656  -1.173 -4.776 H21 MPE 24 
MPE H22 2H2 H 0 1 N N N N N N -10.517 -0.295 -5.953  -0.949 -1.801 -4.332 H22 MPE 25 
MPE H1  H1  H 0 1 N N N N N N -9.687  1.683  -4.304  -0.937 -1.157 -6.948 H1  MPE 26 
MPE H11 H11 H 0 1 N N N N N N -10.885 -4.552 -11.040 -0.603 2.423  0.596  H11 MPE 27 
MPE H12 H12 H 0 1 N N N N N N -9.990  -6.722 -9.944  -1.557 2.632  2.949  H12 MPE 28 
MPE H15 H15 H 0 1 N N N N N N -8.654  -7.529 -7.593  -1.801 0.992  5.296  H15 MPE 29 
MPE H18 H18 H 0 1 N N N N N N -8.866  -2.583 -6.593  0.523  -2.233 2.358  H18 MPE 30 
MPE H17 H17 H 0 1 N N N N N N -7.785  -4.172 -5.002  -0.087 -2.858 4.641  H17 MPE 31 
MPE H16 H16 H 0 1 N N N N N N -7.699  -6.603 -5.489  -1.242 -1.256 6.104  H16 MPE 32 
# 
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 
MPE O9  C7  DOUB N N 1  
MPE C7  O8  SING N N 2  
MPE C7  C6  SING N N 3  
MPE O8  H8  SING N N 4  
MPE C6  N5  SING N N 5  
MPE C6  C10 SING N N 6  
MPE C6  H6  SING N N 7  
MPE N5  O4  SING N N 8  
MPE N5  H5  SING N N 9  
MPE O4  C3  SING N N 10 
MPE C3  C2  SING N N 11 
MPE C3  H31 SING N N 12 
MPE C3  H32 SING N N 13 
MPE C2  S1  SING N N 14 
MPE C2  H21 SING N N 15 
MPE C2  H22 SING N N 16 
MPE S1  H1  SING N N 17 
MPE C10 C11 DOUB Y N 18 
MPE C10 C14 SING Y N 19 
MPE C11 N12 SING Y N 20 
MPE C11 H11 SING N N 21 
MPE N12 C13 SING Y N 22 
MPE N12 H12 SING N N 23 
MPE C13 C15 SING Y N 24 
MPE C13 C14 DOUB Y N 25 
MPE C15 C16 DOUB Y N 26 
MPE C15 H15 SING N N 27 
MPE C14 C18 SING Y N 28 
MPE C18 C17 DOUB Y N 29 
MPE C18 H18 SING N N 30 
MPE C17 C16 SING Y N 31 
MPE C17 H17 SING N N 32 
MPE C16 H16 SING N N 33 
# 
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 
MPE SMILES           ACDLabs              10.04 "O=C(O)C(c2c1ccccc1nc2)NOCCS"                                                                                            
MPE SMILES_CANONICAL CACTVS               3.341 "OC(=O)[C@H](NOCCS)c1c[nH]c2ccccc12"                                                                                     
MPE SMILES           CACTVS               3.341 "OC(=O)[CH](NOCCS)c1c[nH]c2ccccc12"                                                                                      
MPE SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)c(c[nH]2)[C@H](C(=O)O)NOCCS"                                                                                 
MPE SMILES           "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)c(c[nH]2)C(C(=O)O)NOCCS"                                                                                     
MPE InChI            InChI                1.03  "InChI=1S/C12H14N2O3S/c15-12(16)11(14-17-5-6-18)9-7-13-10-4-2-1-3-8(9)10/h1-4,7,11,13-14,18H,5-6H2,(H,15,16)/t11-/m1/s1" 
MPE InChIKey         InChI                1.03  FJAWIBGKKKXXAL-LLVKDONJSA-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 
MPE "SYSTEMATIC NAME" ACDLabs              10.04 "(2R)-1H-indol-3-yl[(2-sulfanylethoxy)amino]ethanoic acid"      
MPE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-2-(1H-indol-3-yl)-2-(2-sulfanylethoxyamino)ethanoic 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 
MPE "Create component"  2002-07-03 RCSB 
MPE "Modify descriptor" 2011-06-04 RCSB 
MPE "Modify PCM"        2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            MPE 
_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               S1 
_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      ? 
# 
