data_HRQ
#

_chem_comp.id                                   HRQ
_chem_comp.name                                 "7-methoxy-~{N}-[(3~{S})-1-(4-methylphenyl)pyrrolidin-3-yl]-1~{H}-indole-3-carboxamide"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C21 H23 N3 O2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2018-12-18
_chem_comp.pdbx_modified_date                   2019-05-10
_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                       349.426
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    HRQ
_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       6Q9Y
_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
HRQ  C1   C1   C  0  1  Y  N  N   -9.765  11.033  -17.282  -5.274   2.003  -0.934  C1   HRQ   1  
HRQ  C2   C2   C  0  1  Y  N  N  -10.549  12.173  -17.150  -6.264   1.051  -0.741  C2   HRQ   2  
HRQ  C3   C3   C  0  1  Y  N  N  -10.411  13.020  -16.044  -5.943  -0.214  -0.283  C3   HRQ   3  
HRQ  C11  C4   C  0  1  N  N  N  -12.041  14.604  -16.882  -8.260  -0.737  -0.394  C11  HRQ   4  
HRQ  C12  C5   C  0  1  N  N  N   -6.841  10.522  -13.599  -1.007   0.385   0.125  C12  HRQ   5  
HRQ  C15  C6   C  0  1  N  N  S   -5.266   8.807  -14.343   1.404   0.266   0.461  C15  HRQ   6  
HRQ  C16  C7   C  0  1  N  N  N   -3.815   9.256  -14.106   2.489  -0.821   0.307  C16  HRQ   7  
HRQ  C18  C8   C  0  1  N  N  N   -3.860   7.102  -15.255   3.300   0.859   1.813  C18  HRQ   8  
HRQ  C19  C9   C  0  1  N  N  N   -5.147   7.875  -15.562   1.752   0.917   1.825  C19  HRQ   9  
HRQ  C20  C10  C  0  1  Y  N  N   -1.893   7.687  -13.880   4.801  -0.328   0.414  C20  HRQ  10  
HRQ  C21  C11  C  0  1  Y  N  N   -1.366   6.388  -14.050   5.033  -1.202  -0.640  C21  HRQ  11  
HRQ  C22  C12  C  0  1  Y  N  N   -0.186   5.999  -13.419   6.194  -1.097  -1.380  C22  HRQ  12  
HRQ  C23  C13  C  0  1  Y  N  N    0.521   6.879  -12.606   7.126  -0.123  -1.072  C23  HRQ  13  
HRQ  C24  C14  C  0  1  Y  N  N    0.012   8.160  -12.428   6.899   0.749  -0.023  C24  HRQ  14  
HRQ  C25  C15  C  0  1  Y  N  N   -1.168   8.568  -13.053   5.739   0.650   0.721  C25  HRQ  15  
HRQ  C26  C16  C  0  1  N  N  N    1.825   6.429  -11.936   8.393  -0.012  -1.881  C26  HRQ  16  
HRQ  C4   C17  C  0  1  Y  N  N   -8.819  10.706  -16.313  -3.956   1.700  -0.672  C4   HRQ  17  
HRQ  C5   C18  C  0  1  Y  N  N   -8.662  11.546  -15.204  -3.616   0.430  -0.210  C5   HRQ  18  
HRQ  C6   C19  C  0  1  Y  N  N   -9.451  12.687  -15.079  -4.613  -0.537  -0.012  C6   HRQ  19  
HRQ  N7   N1   N  0  1  Y  N  N   -9.169  13.327  -13.900  -3.993  -1.684   0.444  N7   HRQ  20  
HRQ  C8   C20  C  0  1  Y  N  N   -8.222  12.645  -13.250  -2.657  -1.490   0.544  C8   HRQ  21  
HRQ  C9   C21  C  0  1  Y  N  N   -7.830  11.551  -13.955  -2.345  -0.219   0.161  C9   HRQ  22  
HRQ  O10  O1   O  0  1  N  N  N  -11.138  14.181  -15.844  -6.921  -1.139  -0.096  O10  HRQ  23  
HRQ  N13  N2   N  0  1  N  N  N   -6.197   9.901  -14.603   0.069  -0.337   0.496  N13  HRQ  24  
HRQ  O14  O2   O  0  1  N  N  N   -6.616  10.247  -12.417  -0.869   1.538  -0.240  O14  HRQ  25  
HRQ  N17  N3   N  0  1  N  N  N   -3.089   8.049  -14.451   3.625  -0.428   1.161  N17  HRQ  26  
HRQ  H1   H1   H  0  1  N  N  N   -9.890  10.395  -18.144  -5.537   2.986  -1.296  H1   HRQ  27  
HRQ  H2   H2   H  0  1  N  N  N  -11.276  12.409  -17.913  -7.293   1.299  -0.950  H2   HRQ  28  
HRQ  H3   H3   H  0  1  N  N  N  -12.541  15.535  -16.577  -8.533   0.109   0.236  H3   HRQ  29  
HRQ  H4   H4   H  0  1  N  N  N  -11.477  14.778  -17.810  -8.328  -0.447  -1.442  H4   HRQ  30  
HRQ  H5   H5   H  0  1  N  N  N  -12.795  13.822  -17.053  -8.939  -1.567  -0.202  H5   HRQ  31  
HRQ  H6   H6   H  0  1  N  N  N   -5.606   8.221  -13.476   1.474   0.997  -0.345  H6   HRQ  32  
HRQ  H7   H7   H  0  1  N  N  N   -3.647   9.542  -13.057   2.097  -1.785   0.632  H7   HRQ  33  
HRQ  H8   H8   H  0  1  N  N  N   -3.540  10.094  -14.763   2.808  -0.882  -0.734  H8   HRQ  34  
HRQ  H9   H9   H  0  1  N  N  N   -4.076   6.185  -14.687   3.707   1.690   1.236  H9   HRQ  35  
HRQ  H10  H10  H  0  1  N  N  N   -3.325   6.842  -16.180   3.690   0.877   2.830  H10  HRQ  36  
HRQ  H11  H11  H  0  1  N  N  N   -5.054   8.449  -16.495   1.401   1.948   1.867  H11  HRQ  37  
HRQ  H12  H12  H  0  1  N  N  N   -6.011   7.198  -15.632   1.346   0.334   2.651  H12  HRQ  38  
HRQ  H13  H13  H  0  1  N  N  N   -1.887   5.683  -14.681   4.306  -1.964  -0.881  H13  HRQ  39  
HRQ  H14  H14  H  0  1  N  N  N    0.187   4.996  -13.564   6.376  -1.777  -2.199  H14  HRQ  40  
HRQ  H15  H15  H  0  1  N  N  N    0.541   8.855  -11.792   7.629   1.509   0.215  H15  HRQ  41  
HRQ  H16  H16  H  0  1  N  N  N   -1.530   9.574  -12.900   5.562   1.331   1.539  H16  HRQ  42  
HRQ  H17  H17  H  0  1  N  N  N    2.674   6.650  -12.600   8.230   0.666  -2.719  H17  HRQ  43  
HRQ  H18  H18  H  0  1  N  N  N    1.953   6.967  -10.985   9.193   0.375  -1.251  H18  HRQ  44  
HRQ  H19  H19  H  0  1  N  N  N    1.783   5.347  -11.742   8.671  -0.996  -2.258  H19  HRQ  45  
HRQ  H20  H20  H  0  1  N  N  N   -8.215   9.817  -16.416  -3.188   2.444  -0.824  H20  HRQ  46  
HRQ  H21  H21  H  0  1  N  N  N   -9.602  14.169  -13.578  -4.451  -2.511   0.661  H21  HRQ  47  
HRQ  H22  H22  H  0  1  N  N  N   -7.820  12.927  -12.288  -1.945  -2.231   0.877  H22  HRQ  48  
HRQ  H23  H23  H  0  1  N  N  N   -6.359  10.194  -15.545  -0.041  -1.256   0.787  H23  HRQ  49  
#   #
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
HRQ  C1   C2   DOUB  Y  N   1  
HRQ  C1   C4   SING  Y  N   2  
HRQ  C2   C3   SING  Y  N   3  
HRQ  C11  O10  SING  N  N   4  
HRQ  C4   C5   DOUB  Y  N   5  
HRQ  C3   O10  SING  N  N   6  
HRQ  C3   C6   DOUB  Y  N   7  
HRQ  C19  C18  SING  N  N   8  
HRQ  C19  C15  SING  N  N   9  
HRQ  C18  N17  SING  N  N  10  
HRQ  C5   C6   SING  Y  N  11  
HRQ  C5   C9   SING  Y  N  12  
HRQ  C6   N7   SING  Y  N  13  
HRQ  N13  C15  SING  N  N  14  
HRQ  N13  C12  SING  N  N  15  
HRQ  N17  C16  SING  N  N  16  
HRQ  N17  C20  SING  N  N  17  
HRQ  C15  C16  SING  N  N  18  
HRQ  C21  C20  DOUB  Y  N  19  
HRQ  C21  C22  SING  Y  N  20  
HRQ  C9   C12  SING  N  N  21  
HRQ  C9   C8   DOUB  Y  N  22  
HRQ  N7   C8   SING  Y  N  23  
HRQ  C20  C25  SING  Y  N  24  
HRQ  C12  O14  DOUB  N  N  25  
HRQ  C22  C23  DOUB  Y  N  26  
HRQ  C25  C24  DOUB  Y  N  27  
HRQ  C23  C24  SING  Y  N  28  
HRQ  C23  C26  SING  N  N  29  
HRQ  C1   H1   SING  N  N  30  
HRQ  C2   H2   SING  N  N  31  
HRQ  C11  H3   SING  N  N  32  
HRQ  C11  H4   SING  N  N  33  
HRQ  C11  H5   SING  N  N  34  
HRQ  C15  H6   SING  N  N  35  
HRQ  C16  H7   SING  N  N  36  
HRQ  C16  H8   SING  N  N  37  
HRQ  C18  H9   SING  N  N  38  
HRQ  C18  H10  SING  N  N  39  
HRQ  C19  H11  SING  N  N  40  
HRQ  C19  H12  SING  N  N  41  
HRQ  C21  H13  SING  N  N  42  
HRQ  C22  H14  SING  N  N  43  
HRQ  C24  H15  SING  N  N  44  
HRQ  C25  H16  SING  N  N  45  
HRQ  C26  H17  SING  N  N  46  
HRQ  C26  H18  SING  N  N  47  
HRQ  C26  H19  SING  N  N  48  
HRQ  C4   H20  SING  N  N  49  
HRQ  N7   H21  SING  N  N  50  
HRQ  C8   H22  SING  N  N  51  
HRQ  N13  H23  SING  N  N  52  
#   #
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
HRQ  InChI             InChI                 1.03   "InChI=1S/C21H23N3O2/c1-14-6-8-16(9-7-14)24-11-10-15(13-24)23-21(25)18-12-22-20-17(18)4-3-5-19(20)26-2/h3-9,12,15,22H,10-11,13H2,1-2H3,(H,23,25)/t15-/m0/s1"  
HRQ  InChIKey          InChI                 1.03   GMGMKERXGPBQDO-HNNXBMFYSA-N  
HRQ  SMILES_CANONICAL  CACTVS                3.385  "COc1cccc2c1[nH]cc2C(=O)N[C@H]3CCN(C3)c4ccc(C)cc4"  
HRQ  SMILES            CACTVS                3.385  "COc1cccc2c1[nH]cc2C(=O)N[CH]3CCN(C3)c4ccc(C)cc4"  
HRQ  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "Cc1ccc(cc1)N2CC[C@@H](C2)NC(=O)c3c[nH]c4c3cccc4OC"  
HRQ  SMILES            "OpenEye OEToolkits"  2.0.6  "Cc1ccc(cc1)N2CCC(C2)NC(=O)c3c[nH]c4c3cccc4OC"  
#
_pdbx_chem_comp_identifier.comp_id          HRQ
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.6
_pdbx_chem_comp_identifier.identifier       "7-methoxy-~{N}-[(3~{S})-1-(4-methylphenyl)pyrrolidin-3-yl]-1~{H}-indole-3-carboxamide"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
HRQ  "Create component"  2018-12-18  EBI   
HRQ  "Initial release"   2019-05-15  RCSB  
##
