data_QM5
#

_chem_comp.id                                   QM5
_chem_comp.name                                 "(2~{S},3~{S})-2-azanyl-3-[[4-[2-(4-methoxyphenyl)hydrazinyl]phenyl]methoxy]butanedioic acid"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C18 H21 N3 O6"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-06-30
_chem_comp.pdbx_modified_date                   2021-01-22
_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                       375.376
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    QM5
_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       6ZL4
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBE
#   #
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
QM5  C4   C1   C  0  1  Y  N  N  37.131  25.606  -16.662   0.321   1.394   1.117  C4   QM5   1  
QM5  C14  C2   C  0  1  Y  N  N  39.606  28.877  -15.548   6.608   1.280   0.008  C14  QM5   2  
QM5  C5   C3   C  0  1  Y  N  N  37.498  24.256  -16.640  -1.026   1.157   1.308  C5   QM5   3  
QM5  C6   C4   C  0  1  Y  N  N  36.622  23.307  -17.121  -1.533  -0.120   1.153  C6   QM5   4  
QM5  C11  C5   C  0  1  N  N  N  40.521  22.149  -19.555  -5.430   1.879  -0.632  C11  QM5   5  
QM5  C7   C6   C  0  1  N  N  N  37.072  21.850  -17.090  -3.003  -0.376   1.363  C7   QM5   6  
QM5  C8   C7   C  0  1  N  N  S  39.422  21.295  -17.484  -5.107  -0.429   0.215  C8   QM5   7  
QM5  C9   C8   C  0  1  N  N  N  39.410  21.184  -15.973  -5.405  -1.882  -0.052  C9   QM5   8  
QM5  C10  C9   C  0  1  N  N  S  40.585  22.114  -17.991  -5.825   0.438  -0.822  C10  QM5   9  
QM5  C12  C10  C  0  1  Y  N  N  37.241  28.375  -15.500   4.744  -0.230   0.018  C12  QM5  10  
QM5  C13  C11  C  0  1  Y  N  N  38.344  28.913  -16.160   5.259   1.047   0.195  C13  QM5  11  
QM5  N1   N1   N  0  1  N  N  N  40.490  23.463  -17.523  -5.448  -0.000  -2.172  N1   QM5  12  
QM5  N2   N2   N  0  1  N  N  N  35.509  27.452  -17.185   2.528   0.587   0.570  N2   QM5  13  
QM5  C3   C12  C  0  1  Y  N  N  35.882  25.997  -17.169   1.166   0.350   0.763  C3   QM5  14  
QM5  N3   N3   N  0  1  N  N  N  35.906  28.394  -16.120   3.379  -0.468   0.212  N3   QM5  15  
QM5  C1   C13  C  0  1  Y  N  N  35.362  23.683  -17.650  -0.694  -1.163   0.806  C1   QM5  16  
QM5  C15  C14  C  0  1  Y  N  N  39.758  28.297  -14.278   7.448   0.237  -0.356  C15  QM5  17  
QM5  C16  C15  C  0  1  Y  N  N  38.659  27.759  -13.627   6.935  -1.040  -0.527  C16  QM5  18  
QM5  C17  C16  C  0  1  Y  N  N  37.400  27.792  -14.229   5.588  -1.275  -0.336  C17  QM5  19  
QM5  C18  C17  C  0  1  N  N  N  41.055  27.497  -12.505   9.581  -0.651  -0.919  C18  QM5  20  
QM5  C2   C18  C  0  1  Y  N  N  35.000  25.029  -17.668   0.652  -0.930   0.602  C2   QM5  21  
QM5  O1   O1   O  0  1  N  N  N  38.204  21.834  -17.994  -3.697  -0.208   0.126  O1   QM5  22  
QM5  O2   O2   O  0  1  N  N  N  39.089  20.108  -15.452  -4.516  -2.631  -0.381  O2   QM5  23  
QM5  O3   O3   O  0  1  N  N  N  39.730  22.176  -15.224  -6.659  -2.344   0.078  O3   QM5  24  
QM5  O4   O4   O  0  1  N  N  N  40.569  23.265  -20.158  -6.008   2.613   0.333  O4   QM5  25  
QM5  O5   O5   O  0  1  N  N  N  40.415  21.088  -20.207  -4.593   2.375  -1.348  O5   QM5  26  
QM5  O6   O6   O  0  1  N  N  N  41.013  28.259  -13.669   8.774   0.468  -0.545  O6   QM5  27  
QM5  H1   H1   H  0  1  N  N  N  37.814  26.353  -16.286   0.716   2.392   1.239  H1   QM5  28  
QM5  H2   H2   H  0  1  N  N  N  40.463  29.296  -16.055   7.008   2.274   0.141  H2   QM5  29  
QM5  H3   H3   H  0  1  N  N  N  38.460  23.960  -16.249  -1.684   1.969   1.579  H3   QM5  30  
QM5  H4   H4   H  0  1  N  N  N  36.273  21.183  -17.446  -3.147  -1.395   1.725  H4   QM5  31  
QM5  H5   H5   H  0  1  N  N  N  37.373  21.552  -16.075  -3.394   0.329   2.098  H5   QM5  32  
QM5  H6   H6   H  0  1  N  N  N  39.542  20.277  -17.883  -5.453  -0.164   1.213  H6   QM5  33  
QM5  H7   H7   H  0  1  N  N  N  41.533  21.653  -17.678  -6.903   0.337  -0.695  H7   QM5  34  
QM5  H8   H8   H  0  1  N  N  N  38.228  29.356  -17.138   4.605   1.859   0.479  H8   QM5  35  
QM5  H9   H9   H  0  1  N  N  N  40.528  23.473  -16.524  -5.958   0.514  -2.875  H9   QM5  36  
QM5  H10  H10  H  0  1  N  N  N  41.251  23.998  -17.891  -4.452   0.084  -2.315  H10  QM5  37  
QM5  H12  H12  H  0  1  N  N  N  35.883  27.823  -18.035   2.886   1.482   0.683  H12  QM5  38  
QM5  H13  H13  H  0  1  N  N  N  35.792  29.310  -16.504   3.021  -1.362   0.099  H13  QM5  39  
QM5  H14  H14  H  0  1  N  N  N  34.688  22.933  -18.036  -1.093  -2.160   0.686  H14  QM5  40  
QM5  H15  H15  H  0  1  N  N  N  38.777  27.313  -12.651   7.589  -1.851  -0.811  H15  QM5  41  
QM5  H16  H16  H  0  1  N  N  N  36.547  27.370  -13.719   5.188  -2.269  -0.473  H16  QM5  42  
QM5  H17  H17  H  0  1  N  N  N  42.073  27.518  -12.089   9.217  -1.062  -1.861  H17  QM5  43  
QM5  H18  H18  H  0  1  N  N  N  40.350  27.912  -11.770  10.616  -0.329  -1.038  H18  QM5  44  
QM5  H19  H19  H  0  1  N  N  N  40.775  26.459  -12.736   9.524  -1.414  -0.144  H19  QM5  45  
QM5  H20  H20  H  0  1  N  N  N  34.041  25.326  -18.066   1.306  -1.745   0.331  H20  QM5  46  
QM5  H21  H21  H  0  1  N  N  N  39.668  21.918  -14.312  -6.801  -3.283  -0.104  H21  QM5  47  
QM5  H22  H22  H  0  1  N  N  N  40.513  23.122  -21.095  -5.721   3.533   0.416  H22  QM5  48  
#   #
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
QM5  O5   C11  DOUB  N  N   1  
QM5  O4   C11  SING  N  N   2  
QM5  C11  C10  SING  N  N   3  
QM5  O1   C8   SING  N  N   4  
QM5  O1   C7   SING  N  N   5  
QM5  C10  N1   SING  N  N   6  
QM5  C10  C8   SING  N  N   7  
QM5  C2   C1   DOUB  Y  N   8  
QM5  C2   C3   SING  Y  N   9  
QM5  C1   C6   SING  Y  N  10  
QM5  C8   C9   SING  N  N  11  
QM5  N2   C3   SING  N  N  12  
QM5  N2   N3   SING  N  N  13  
QM5  C3   C4   DOUB  Y  N  14  
QM5  C6   C7   SING  N  N  15  
QM5  C6   C5   DOUB  Y  N  16  
QM5  C4   C5   SING  Y  N  17  
QM5  C13  C14  DOUB  Y  N  18  
QM5  C13  C12  SING  Y  N  19  
QM5  N3   C12  SING  N  N  20  
QM5  C9   O2   DOUB  N  N  21  
QM5  C9   O3   SING  N  N  22  
QM5  C14  C15  SING  Y  N  23  
QM5  C12  C17  DOUB  Y  N  24  
QM5  C15  O6   SING  N  N  25  
QM5  C15  C16  DOUB  Y  N  26  
QM5  C17  C16  SING  Y  N  27  
QM5  O6   C18  SING  N  N  28  
QM5  C4   H1   SING  N  N  29  
QM5  C14  H2   SING  N  N  30  
QM5  C5   H3   SING  N  N  31  
QM5  C7   H4   SING  N  N  32  
QM5  C7   H5   SING  N  N  33  
QM5  C8   H6   SING  N  N  34  
QM5  C10  H7   SING  N  N  35  
QM5  C13  H8   SING  N  N  36  
QM5  N1   H9   SING  N  N  37  
QM5  N1   H10  SING  N  N  38  
QM5  N2   H12  SING  N  N  39  
QM5  N3   H13  SING  N  N  40  
QM5  C1   H14  SING  N  N  41  
QM5  C16  H15  SING  N  N  42  
QM5  C17  H16  SING  N  N  43  
QM5  C18  H17  SING  N  N  44  
QM5  C18  H18  SING  N  N  45  
QM5  C18  H19  SING  N  N  46  
QM5  C2   H20  SING  N  N  47  
QM5  O3   H21  SING  N  N  48  
QM5  O4   H22  SING  N  N  49  
#   #
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
QM5  InChI             InChI                 1.03   "InChI=1S/C18H21N3O6/c1-26-14-8-6-13(7-9-14)21-20-12-4-2-11(3-5-12)10-27-16(18(24)25)15(19)17(22)23/h2-9,15-16,20-21H,10,19H2,1H3,(H,22,23)(H,24,25)/t15-,16-/m0/s1"  
QM5  InChIKey          InChI                 1.03   FVCUHYYDCQQINH-HOTGVXAUSA-N  
QM5  SMILES_CANONICAL  CACTVS                3.385  "COc1ccc(NNc2ccc(CO[C@@H]([C@H](N)C(O)=O)C(O)=O)cc2)cc1"  
QM5  SMILES            CACTVS                3.385  "COc1ccc(NNc2ccc(CO[CH]([CH](N)C(O)=O)C(O)=O)cc2)cc1"  
QM5  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "COc1ccc(cc1)NNc2ccc(cc2)CO[C@@H]([C@@H](C(=O)O)N)C(=O)O"  
QM5  SMILES            "OpenEye OEToolkits"  2.0.7  "COc1ccc(cc1)NNc2ccc(cc2)COC(C(C(=O)O)N)C(=O)O"  
#
_pdbx_chem_comp_identifier.comp_id          QM5
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.7
_pdbx_chem_comp_identifier.identifier       "(2~{S},3~{S})-2-azanyl-3-[[4-[2-(4-methoxyphenyl)hydrazinyl]phenyl]methoxy]butanedioic 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
QM5  "Create component"  2020-06-30  PDBE  
QM5  "Initial release"   2021-01-27  RCSB  
##
