data_MCQ
#

_chem_comp.id                                   MCQ
_chem_comp.name                                 "{(4S)-2-[(1R)-1-amino-3-(methylsulfanyl)propyl]-4-[(S)-[(2-hydroxyethyl)sulfanyl](4-hydroxyphenyl)methyl]-5-oxo-4,5-dihydro-1H-imidazol-1-yl}acetic acid"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C18 H25 N3 O5 S2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2015-12-22
_chem_comp.pdbx_modified_date                   2019-09-04
_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                       427.538
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    MCQ
_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       5FHV
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 EBI
#   #
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
MCQ  C3   C1   C  0  1  N  N  N  -20.382  -1.651  -14.255  -1.814   3.357  -0.158  C3   MCQ   1  
MCQ  O3   O1   O  0  1  N  N  N  -21.322  -2.418  -14.555  -0.820   3.208   0.513  O3   MCQ   2  
MCQ  CA3  C2   C  0  1  N  N  N  -18.971  -2.026  -14.624  -2.187   2.327  -1.193  CA3  MCQ   3  
MCQ  N3   N1   N  0  1  N  N  N  -18.020  -0.958  -14.317  -1.189   1.255  -1.195  N3   MCQ   4  
MCQ  C1   C3   C  0  1  N  N  N  -17.480  -0.558  -13.138  -1.245   0.137  -0.408  C1   MCQ   5  
MCQ  CA1  C4   C  0  1  N  N  R  -17.793  -1.156  -11.825  -2.356  -0.132   0.573  CA1  MCQ   6  
MCQ  CB1  C5   C  0  1  N  N  N  -16.938  -0.594  -10.695  -3.412  -1.023  -0.083  CB1  MCQ   7  
MCQ  CG1  C6   C  0  1  N  N  N  -17.692   0.518   -9.973  -4.598  -1.195   0.868  CG1  MCQ   8  
MCQ  SD   S1   S  0  1  N  N  N  -17.687   0.259   -8.232  -5.850  -2.252   0.089  SD   MCQ   9  
MCQ  CE   C7   C  0  1  N  N  N  -19.336  -0.128   -7.759  -7.154  -2.336   1.347  CE   MCQ  10  
MCQ  N1   N2   N  0  1  N  N  N  -18.785  -1.924  -11.554  -1.811  -0.810   1.757  N1   MCQ  11  
MCQ  C2   C8   C  0  1  N  N  N  -17.461  -0.177  -15.218  -0.090   1.230  -1.980  C2   MCQ  12  
MCQ  O2   O2   O  0  1  N  N  N  -17.704  -0.245  -16.475   0.259   2.061  -2.790  O2   MCQ  13  
MCQ  CA2  C9   C  0  1  N  N  S  -16.523   0.768  -14.614   0.615  -0.064  -1.620  CA2  MCQ  14  
MCQ  N2   N3   N  0  1  N  N  N  -16.603   0.472  -13.303  -0.252  -0.660  -0.592  N2   MCQ  15  
MCQ  CB2  C10  C  0  1  N  N  S  -15.706   1.839  -15.224   2.008   0.221  -1.055  CB2  MCQ  16  
MCQ  CG2  C11  C  0  1  Y  N  N  -14.226   1.885  -15.095   2.685  -1.079  -0.707  CG2  MCQ  17  
MCQ  CD2  C12  C  0  1  Y  N  N  -13.198   1.999  -16.017   2.110  -1.930   0.219  CD2  MCQ  18  
MCQ  CD1  C13  C  0  1  Y  N  N  -13.950   1.819  -13.738   3.876  -1.422  -1.318  CD1  MCQ  19  
MCQ  CE1  C14  C  0  1  Y  N  N  -12.640   1.850  -13.294   4.499  -2.614  -1.001  CE1  MCQ  20  
MCQ  CZ   C15  C  0  1  Y  N  N  -11.604   1.956  -14.206   3.927  -3.467  -0.068  CZ   MCQ  21  
MCQ  CE2  C16  C  0  1  Y  N  N  -11.886   2.034  -15.564   2.729  -3.123   0.540  CE2  MCQ  22  
MCQ  OH   O3   O  0  1  N  N  N  -10.321   1.985  -13.761   4.537  -4.640   0.245  OH   MCQ  23  
MCQ  S2   S2   S  0  1  N  N  N  -16.537   3.426  -14.917   1.857   1.243   0.437  S2   MCQ  24  
MCQ  C21  C17  C  0  1  N  N  N  -17.481   3.586  -16.455   3.584   1.598   0.864  C21  MCQ  25  
MCQ  C11  C18  C  0  1  N  N  N  -18.524   4.605  -16.187   3.629   2.466   2.124  C11  MCQ  26  
MCQ  O1   O4   O  0  1  N  N  N  -19.510   4.047  -15.343   4.989   2.746   2.460  O1   MCQ  27  
MCQ  H2   H2   H  0  1  N  N  N  -18.931  -2.238  -15.703  -3.166   1.912  -0.956  H2   MCQ  28  
MCQ  H3   H3   H  0  1  N  N  N  -18.685  -2.928  -14.063  -2.219   2.796  -2.176  H3   MCQ  29  
MCQ  H5   H5   H  0  1  N  N  N  -16.703  -1.398   -9.982  -3.753  -0.561  -1.010  H5   MCQ  30  
MCQ  H6   H6   H  0  1  N  N  N  -16.004  -0.189  -11.112  -2.978  -1.999  -0.303  H6   MCQ  31  
MCQ  H7   H7   H  0  1  N  N  N  -17.210   1.482  -10.194  -4.257  -1.657   1.794  H7   MCQ  32  
MCQ  H8   H8   H  0  1  N  N  N  -18.732   0.538  -10.330  -5.032  -0.219   1.087  H8   MCQ  33  
MCQ  H9   H9   H  0  1  N  N  N  -19.376  -0.298   -6.673  -7.523  -1.331   1.554  H9   MCQ  34  
MCQ  H10  H10  H  0  1  N  N  N  -19.999   0.709   -8.024  -7.972  -2.956   0.982  H10  MCQ  35  
MCQ  H11  H11  H  0  1  N  N  N  -19.664  -1.037   -8.285  -6.749  -2.770   2.261  H11  MCQ  36  
MCQ  H12  H12  H  0  1  N  N  N  -18.753  -2.182  -10.588  -1.323  -1.654   1.497  H12  MCQ  37  
MCQ  H13  H13  H  0  1  N  N  N  -15.872   1.715  -16.304   2.601   0.752  -1.800  H13  MCQ  38  
MCQ  H14  H14  H  0  1  N  N  N  -13.414   2.060  -17.073   1.177  -1.662   0.693  H14  MCQ  39  
MCQ  H15  H15  H  0  1  N  N  N  -14.759   1.743  -13.026   4.321  -0.758  -2.045  H15  MCQ  40  
MCQ  H16  H16  H  0  1  N  N  N  -12.426   1.792  -12.237   5.429  -2.882  -1.480  H16  MCQ  41  
MCQ  H17  H17  H  0  1  N  N  N  -11.077   2.123  -16.274   2.280  -3.787   1.264  H17  MCQ  42  
MCQ  H18  H18  H  0  1  N  N  N  -10.313   1.922  -12.813   5.162  -4.575   0.980  H18  MCQ  43  
MCQ  H19  H19  H  0  1  N  N  N  -17.945   2.625  -16.721   4.112   0.662   1.049  H19  MCQ  44  
MCQ  H20  H20  H  0  1  N  N  N  -16.825   3.916  -17.274   4.061   2.128   0.040  H20  MCQ  45  
MCQ  H21  H21  H  0  1  N  N  N  -18.069   5.477  -15.695   3.101   3.401   1.939  H21  MCQ  46  
MCQ  H22  H22  H  0  1  N  N  N  -18.985   4.918  -17.135   3.152   1.936   2.948  H22  MCQ  47  
MCQ  H23  H23  H  0  1  N  N  N  -20.181   4.696  -15.168   5.094   3.293   3.251  H23  MCQ  48  
MCQ  OXT  O5   O  0  1  N  Y  N  -20.555  -0.487  -13.621  -2.590   4.438   0.023  OXT  MCQ  49  
MCQ  H1   H1   H  0  1  N  N  N  -17.108  -2.001  -11.989  -2.813   0.811   0.873  H1   MCQ  50  
MCQ  HXT  H4   H  0  1  N  N  N  -19.641  -1.442  -11.742  -1.210  -0.192   2.283  HXT  MCQ  51  
MCQ  H24  H24  H  0  1  N  N  N  -15.699   0.050  -14.740   0.680  -0.719  -2.489  H24  MCQ  52  
MCQ  H25  H25  H  0  1  N  N  N  -21.480  -0.355  -13.448  -2.312   5.069   0.702  H25  MCQ  53  
#   #
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
MCQ  O2   C2   DOUB  N  N   1  
MCQ  C21  C11  SING  N  N   2  
MCQ  C21  S2   SING  N  N   3  
MCQ  C11  O1   SING  N  N   4  
MCQ  CD2  CE2  DOUB  Y  N   5  
MCQ  CD2  CG2  SING  Y  N   6  
MCQ  CE2  CZ   SING  Y  N   7  
MCQ  CB2  CG2  SING  N  N   8  
MCQ  CB2  S2   SING  N  N   9  
MCQ  CB2  CA2  SING  N  N  10  
MCQ  C2   CA2  SING  N  N  11  
MCQ  C2   N3   SING  N  N  12  
MCQ  CG2  CD1  DOUB  Y  N  13  
MCQ  CA3  N3   SING  N  N  14  
MCQ  CA3  C3   SING  N  N  15  
MCQ  CA2  N2   SING  N  N  16  
MCQ  O3   C3   DOUB  N  N  17  
MCQ  N3   C1   SING  N  N  18  
MCQ  CZ   OH   SING  N  N  19  
MCQ  CZ   CE1  DOUB  Y  N  20  
MCQ  CD1  CE1  SING  Y  N  21  
MCQ  N2   C1   DOUB  N  N  22  
MCQ  C1   CA1  SING  N  N  23  
MCQ  CA1  N1   SING  N  N  24  
MCQ  CA1  CB1  SING  N  N  25  
MCQ  CB1  CG1  SING  N  N  26  
MCQ  CG1  SD   SING  N  N  27  
MCQ  SD   CE   SING  N  N  28  
MCQ  CA3  H2   SING  N  N  29  
MCQ  CA3  H3   SING  N  N  30  
MCQ  CB1  H5   SING  N  N  31  
MCQ  CB1  H6   SING  N  N  32  
MCQ  CG1  H7   SING  N  N  33  
MCQ  CG1  H8   SING  N  N  34  
MCQ  CE   H9   SING  N  N  35  
MCQ  CE   H10  SING  N  N  36  
MCQ  CE   H11  SING  N  N  37  
MCQ  N1   H12  SING  N  N  38  
MCQ  CB2  H13  SING  N  N  39  
MCQ  CD2  H14  SING  N  N  40  
MCQ  CD1  H15  SING  N  N  41  
MCQ  CE1  H16  SING  N  N  42  
MCQ  CE2  H17  SING  N  N  43  
MCQ  OH   H18  SING  N  N  44  
MCQ  C21  H19  SING  N  N  45  
MCQ  C21  H20  SING  N  N  46  
MCQ  C11  H21  SING  N  N  47  
MCQ  C11  H22  SING  N  N  48  
MCQ  O1   H23  SING  N  N  49  
MCQ  C3   OXT  SING  N  N  50  
MCQ  CA1  H1   SING  N  N  51  
MCQ  N1   HXT  SING  N  N  52  
MCQ  CA2  H24  SING  N  N  53  
MCQ  OXT  H25  SING  N  N  54  
#   #
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
MCQ  SMILES            ACDLabs               12.01  "C(O)(=O)CN1C(C(N)CCSC)=NC(C1=O)C(c2ccc(O)cc2)SCCO"  
MCQ  InChI             InChI                 1.03   "InChI=1S/C18H25N3O5S2/c1-27-8-6-13(19)17-20-15(18(26)21(17)10-14(24)25)16(28-9-7-22)11-2-4-12(23)5-3-11/h2-5,13,15-16,22-23H,6-10,19H2,1H3,(H,24,25)/t13-,15-,16+/m1/s1"  
MCQ  InChIKey          InChI                 1.03   UHNJBECKZOYAMH-BMFZPTHFSA-N  
MCQ  SMILES_CANONICAL  CACTVS                3.385  "CSCC[C@@H](N)C1=N[C@H]([C@@H](SCCO)c2ccc(O)cc2)C(=O)N1CC(O)=O"  
MCQ  SMILES            CACTVS                3.385  "CSCC[CH](N)C1=N[CH]([CH](SCCO)c2ccc(O)cc2)C(=O)N1CC(O)=O"  
MCQ  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.4  "CSCCC(C1=NC(C(=O)N1CC(=O)O)[C@H](c2ccc(cc2)O)SCCO)N"  
MCQ  SMILES            "OpenEye OEToolkits"  2.0.4  "CSCCC(C1=NC(C(=O)N1CC(=O)O)C(c2ccc(cc2)O)SCCO)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
MCQ  "SYSTEMATIC NAME"  ACDLabs               12.01  "{(4S)-2-[(1R)-1-amino-3-(methylsulfanyl)propyl]-4-[(S)-[(2-hydroxyethyl)sulfanyl](4-hydroxyphenyl)methyl]-5-oxo-4,5-dihydro-1H-imidazol-1-yl}acetic acid"  
MCQ  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.4  "2-[2-(1-azanyl-3-methylsulfanyl-propyl)-4-[(~{S})-2-hydroxyethylsulfanyl-(4-hydroxyphenyl)methyl]-5-oxidanylidene-4~{H}-imidazol-1-yl]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
MCQ  "Create component"    2015-12-22  EBI   
MCQ  "Other modification"  2016-02-25  EBI   
MCQ  "Initial release"     2017-01-11  RCSB  
MCQ  "Other modification"  2019-09-04  EBI   
##
