data_QGM
#

_chem_comp.id                                   QGM
_chem_comp.name                                 "(2R,4S)-5,7-dichloro-4-[(phenylcarbamoyl)amino]-1,2,3,4-tetrahydroquinoline-2-carboxylic acid"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C17 H15 Cl2 N3 O3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-10-29
_chem_comp.pdbx_modified_date                   2020-07-10
_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                       380.225
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    QGM
_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       6USU
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 RCSB
#   #
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
QGM  N    N1   N   0  1  N  N  N  -10.519   -9.264  39.624  -2.357   1.960  -0.220  N    QGM   1  
QGM  CA   C1   C   0  1  N  N  R  -10.783   -8.044  40.414  -0.969   2.423  -0.086  CA   QGM   2  
QGM  C    C2   C   0  1  N  N  N  -10.510   -6.849  39.667  -0.949   3.908   0.171  C    QGM   3  
QGM  O    O1   O   0  1  N  N  N  -10.577   -5.744  40.265   0.167   4.615  -0.067  O    QGM   4  
QGM  CB   C3   C   0  1  N  N  N  -12.219   -8.144  40.929  -0.341   1.682   1.102  CB   QGM   5  
QGM  CG   C4   C   0  1  N  N  S  -12.414   -9.462  41.770  -0.309   0.186   0.789  CG   QGM   6  
QGM  CD1  C5   C   0  1  Y  N  N  -11.837  -10.607  41.166  -1.671  -0.290   0.356  CD1  QGM   7  
QGM  ND2  N2   N   0  1  N  N  N  -11.801   -9.420  43.113   0.656  -0.064  -0.283  ND2  QGM   8  
QGM  OXT  O2   O   0  1  N  N  N  -10.195   -6.977  38.456  -1.937   4.462   0.590  OXT  QGM   9  
QGM  CAF  C6   C   0  1  Y  N  N  -12.479   -7.346  49.015   6.888  -0.932  -0.105  CAF  QGM  10  
QGM  CAG  C7   C   0  1  Y  N  N  -12.346   -8.723  48.873   6.536  -0.207  -1.229  CAG  QGM  11  
QGM  CAH  C8   C   0  1  Y  N  N  -12.288   -6.517  47.908   5.908  -1.451   0.721  CAH  QGM  12  
QGM  CAI  C9   C   0  1  Y  N  N  -12.021   -9.275  47.632   5.204   0.005  -1.527  CAI  QGM  13  
QGM  CAJ  C10  C   0  1  Y  N  N  -11.973   -7.067  46.663   4.574  -1.242   0.429  CAJ  QGM  14  
QGM  CAK  C11  C   0  1  Y  N  N  -11.624  -13.047  41.120  -3.205  -2.111   0.047  CAK  QGM  15  
QGM  CAL  C12  C   0  1  Y  N  N  -10.367  -11.676  39.612  -3.871   0.116  -0.525  CAL  QGM  16  
QGM  CAR  C13  C   0  1  N  N  N  -12.260   -8.798  44.229   1.969  -0.165   0.002  CAR  QGM  17  
QGM  CAS  C14  C   0  1  Y  N  N  -10.723  -12.936  40.087  -4.159  -1.232  -0.438  CAS  QGM  18  
QGM  CAT  C15  C   0  1  Y  N  N  -11.847   -8.454  46.521   4.218  -0.510  -0.696  CAT  QGM  19  
QGM  CAU  C16  C   0  1  Y  N  N  -12.162  -11.885  41.637  -1.967  -1.642   0.441  CAU  QGM  20  
QGM  CAV  C17  C   0  1  Y  N  N  -10.905  -10.510  40.138  -2.626   0.590  -0.127  CAV  QGM  21  
QGM  NAN  N3   N   0  1  N  N  N  -11.535   -9.029  45.353   2.867  -0.297  -0.995  NAN  QGM  22  
QGM  OAB  O3   O   0  1  N  N  N  -13.249   -8.064  44.218   2.344  -0.138   1.158  OAB  QGM  23  
QGM  CLD  CL1  CL  0  0  N  N  N  -10.032  -14.382  39.458  -5.713  -1.824  -0.936  CLD  QGM  24  
QGM  CLE  CL2  CL  0  0  N  N  N  -13.226  -12.084  42.826  -0.775  -2.750   1.046  CLE  QGM  25  
QGM  H1   H1   H   0  1  N  N  N   -9.532   -9.305  39.471  -3.076   2.595  -0.367  H1   QGM  26  
QGM  H2   H2   H   0  1  N  N  N  -10.121   -8.062  41.292  -0.415   2.197  -0.997  H2   QGM  27  
QGM  H3   H3   H   0  1  N  N  N  -10.355   -5.044  39.663   0.132   5.564   0.112  H3   QGM  28  
QGM  H4   H4   H   0  1  N  N  N  -12.437   -7.273  41.565   0.675   2.043   1.261  H4   QGM  29  
QGM  H5   H5   H   0  1  N  N  N  -12.910   -8.155  40.073  -0.937   1.856   1.998  H5   QGM  30  
QGM  H6   H6   H   0  1  N  N  N  -13.497   -9.619  41.886  -0.007  -0.362   1.682  H6   QGM  31  
QGM  H7   H7   H   0  1  N  N  N  -10.937   -9.913  43.213   0.350  -0.158  -1.199  H7   QGM  32  
QGM  H8   H8   H   0  1  N  N  N  -12.729   -6.920  49.976   7.930  -1.097   0.125  H8   QGM  33  
QGM  H9   H9   H   0  1  N  N  N  -12.495   -9.368  49.726   7.303   0.194  -1.875  H9   QGM  34  
QGM  H10  H10  H   0  1  N  N  N  -12.384   -5.447  48.015   6.186  -2.021   1.595  H10  QGM  35  
QGM  H11  H11  H   0  1  N  N  N  -11.904  -10.344  47.534   4.930   0.572  -2.404  H11  QGM  36  
QGM  H12  H12  H   0  1  N  N  N  -11.827   -6.422  45.809   3.810  -1.648   1.074  H12  QGM  37  
QGM  H13  H13  H   0  1  N  N  N  -11.902  -14.013  41.515  -3.430  -3.165   0.117  H13  QGM  38  
QGM  H14  H14  H   0  1  N  N  N   -9.649  -11.604  38.808  -4.614   0.803  -0.903  H14  QGM  39  
QGM  H15  H15  H   0  1  N  N  N  -10.748   -9.644  45.307   2.578  -0.243  -1.919  H15  QGM  40  
#   #
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
QGM  OXT  C    DOUB  N  N   1  
QGM  CLD  CAS  SING  N  N   2  
QGM  CAL  CAS  DOUB  Y  N   3  
QGM  CAL  CAV  SING  Y  N   4  
QGM  N    CAV  SING  N  N   5  
QGM  N    CA   SING  N  N   6  
QGM  C    O    SING  N  N   7  
QGM  C    CA   SING  N  N   8  
QGM  CAS  CAK  SING  Y  N   9  
QGM  CAV  CD1  DOUB  Y  N  10  
QGM  CA   CB   SING  N  N  11  
QGM  CB   CG   SING  N  N  12  
QGM  CAK  CAU  DOUB  Y  N  13  
QGM  CD1  CAU  SING  Y  N  14  
QGM  CD1  CG   SING  N  N  15  
QGM  CAU  CLE  SING  N  N  16  
QGM  CG   ND2  SING  N  N  17  
QGM  ND2  CAR  SING  N  N  18  
QGM  OAB  CAR  DOUB  N  N  19  
QGM  CAR  NAN  SING  N  N  20  
QGM  NAN  CAT  SING  N  N  21  
QGM  CAT  CAJ  DOUB  Y  N  22  
QGM  CAT  CAI  SING  Y  N  23  
QGM  CAJ  CAH  SING  Y  N  24  
QGM  CAI  CAG  DOUB  Y  N  25  
QGM  CAH  CAF  DOUB  Y  N  26  
QGM  CAG  CAF  SING  Y  N  27  
QGM  N    H1   SING  N  N  28  
QGM  CA   H2   SING  N  N  29  
QGM  O    H3   SING  N  N  30  
QGM  CB   H4   SING  N  N  31  
QGM  CB   H5   SING  N  N  32  
QGM  CG   H6   SING  N  N  33  
QGM  ND2  H7   SING  N  N  34  
QGM  CAF  H8   SING  N  N  35  
QGM  CAG  H9   SING  N  N  36  
QGM  CAH  H10  SING  N  N  37  
QGM  CAI  H11  SING  N  N  38  
QGM  CAJ  H12  SING  N  N  39  
QGM  CAK  H13  SING  N  N  40  
QGM  CAL  H14  SING  N  N  41  
QGM  NAN  H15  SING  N  N  42  
#   #
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
QGM  SMILES            ACDLabs               12.01  "N1c3c(C(CC1C(O)=O)NC(Nc2ccccc2)=O)c(cc(c3)Cl)Cl"  
QGM  InChI             InChI                 1.03   "InChI=1S/C17H15Cl2N3O3/c18-9-6-11(19)15-12(7-9)21-14(16(23)24)8-13(15)22-17(25)20-10-4-2-1-3-5-10/h1-7,13-14,21H,8H2,(H,23,24)(H2,20,22,25)/t13-,14+/m0/s1"  
QGM  InChIKey          InChI                 1.03   UCKHICKHGAOGAP-UONOGXRCSA-N  
QGM  SMILES_CANONICAL  CACTVS                3.385  "OC(=O)[C@H]1C[C@H](NC(=O)Nc2ccccc2)c3c(Cl)cc(Cl)cc3N1"  
QGM  SMILES            CACTVS                3.385  "OC(=O)[CH]1C[CH](NC(=O)Nc2ccccc2)c3c(Cl)cc(Cl)cc3N1"  
QGM  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "c1ccc(cc1)NC(=O)N[C@H]2C[C@@H](Nc3c2c(cc(c3)Cl)Cl)C(=O)O"  
QGM  SMILES            "OpenEye OEToolkits"  2.0.7  "c1ccc(cc1)NC(=O)NC2CC(Nc3c2c(cc(c3)Cl)Cl)C(=O)O"  
#   #
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
QGM  "SYSTEMATIC NAME"  ACDLabs               12.01  "(2R,4S)-5,7-dichloro-4-[(phenylcarbamoyl)amino]-1,2,3,4-tetrahydroquinoline-2-carboxylic acid"  
QGM  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "(2~{R},4~{S})-5,7-bis(chloranyl)-4-(phenylcarbamoylamino)-1,2,3,4-tetrahydroquinoline-2-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
QGM  "Create component"  2019-10-29  RCSB  
QGM  "Initial release"   2020-07-15  RCSB  
##
