# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 22:49:55 2020
#   Inital geometry file: a 121 line input string
#   Ligand name: 7-methoxy-~{N}-[(3~{S})-1-(4-methylphenyl)pyrrolidin-3-yl]-1~{H}-indole-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cccc2c1[nH]cc2C(=O)N[C@H]3CCN(C3)c4ccc(C)cc4
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 HRQ  HRQ  7-methoxy-~{N}-[(3~{S})-1-(4-methylphenyl)pyrrolidin-3-yl]-1~{H}-indole-3-carboxamide  ligand  49  26  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HRQ
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 HRQ  C1   C  CR16  0  -0.252  -5.6365   2.0117  -0.5506
 HRQ  C2   C  CR16  0  -0.420  -6.5089   0.9096  -0.4707
 HRQ  C3   C  CR6   0   0.357  -6.0129  -0.3615  -0.2501
 HRQ  C11  C  CH3   0  -0.434  -8.1352  -1.4050  -0.2999
 HRQ  C15  C  CR15  0  -0.108   1.2418   0.7825   0.4277
 HRQ  C16  C  CH2   0  -0.251   2.3152  -0.1674  -0.1071
 HRQ  C18  C  CH2   0  -0.276   3.2715   1.2798   1.5720
 HRQ  C19  C  CH2   0  -0.472   1.7737   1.1568   1.8109
 HRQ  C20  C  CR6   0   0.389   4.7745   0.0042   0.0667
 HRQ  C21  C  CR16  0  -0.353   4.9728  -0.9781  -0.9184
 HRQ  C22  C  CR16  0  -0.284   6.2466  -1.2856  -1.3690
 HRQ  C23  C  CR6   0   0.058   7.3822  -0.6503  -0.8735
 HRQ  C24  C  CR16  0  -0.282   7.1816   0.3138   0.1115
 HRQ  C25  C  CR16  0  -0.356   5.9183   0.6422   0.5770
 HRQ  C26  C  CH3   0  -0.722   8.7547  -0.9718  -1.3928
 HRQ  C4   C  CR16  0  -0.387  -4.2725   1.8849  -0.4174
 HRQ  C5   C  CR56  0   0.064  -3.7468   0.6014  -0.1934
 HRQ  C6   C  CR56  0   0.281  -4.6247  -0.4909  -0.1134
 HRQ  N7   N  NR15  0  -0.669  -3.8812  -1.6189   0.1093
 HRQ  C8   C  CR15  0  -0.031  -2.5750  -1.2893   0.1760
 HRQ  C9   C  CR5   0  -0.188  -2.4265   0.0686   0.0032
 HRQ  O10  O  O2    0  -0.473  -6.7311  -1.4946  -0.1515
 HRQ  N13  N  NH1   0  -0.674  -0.0713   0.1991   0.4121
 HRQ  O14  O  O     0  -0.497  -1.1538   1.9969  -0.4328
 HRQ  N17  N  NR5   0  -0.539   3.5243   0.3178   0.5145
 HRQ  H1   H  HCR6  0   0.251  -6.0658   2.9897  -0.7267
 HRQ  H2   H  HCR6  0   0.277  -7.5712   1.0779  -0.5839
 HRQ  H3   H  HCH3  0   0.230  -8.5841  -0.7700   0.4679
 HRQ  H4   H  HCH3  0   0.230  -8.4143  -1.0197  -1.2836
 HRQ  H5   H  HCH3  0   0.260  -8.5231  -2.4147  -0.1931
 HRQ  H6   H  HCR5  0   0.270   1.2188   1.6745  -0.1984
 HRQ  H7   H  HCH2  0   0.224   2.0947  -1.2071   0.1724
 HRQ  H8   H  HCH2  0   0.244   2.3723  -0.1298  -1.1985
 HRQ  H9   H  HCH2  0   0.227   3.5408   2.2979   1.2643
 HRQ  H10  H  HCH2  0   0.241   3.8497   1.0484   2.4704
 HRQ  H11  H  HCH2  0   0.257   1.3314   2.0743   2.1970
 HRQ  H12  H  HCH2  0   0.242   1.5652   0.3524   2.5213
 HRQ  H13  H  HCR6  0   0.260   4.1303  -1.5197  -1.3283
 HRQ  H14  H  HCR6  0   0.239   6.3526  -2.0519  -2.1290
 HRQ  H15  H  HCR6  0   0.239   8.0362   0.8327   0.5318
 HRQ  H16  H  HCR6  0   0.259   5.8281   1.4040   1.3399
 HRQ  H17  H  HCH3  0   0.238   9.0487  -0.2991  -2.2023
 HRQ  H18  H  HCH3  0   0.237   9.5107  -0.8807  -0.6125
 HRQ  H19  H  HCH3  0   0.237   8.8051  -1.9870  -1.7871
 HRQ  H20  H  HCR6  0   0.244  -3.6242   2.7455  -0.4876
 HRQ  H21  H  HNR5  0   0.420  -4.2349  -2.5583   0.1869
 HRQ  H22  H  HCR5  0   0.296  -1.8338  -2.0586   0.3265
 HRQ  H23  H  HNH1  0   0.397  -0.1715  -0.7019   0.8520
 HRQ  C12  C  C     0   0.501  -1.1791   0.8402  -0.0251

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 HRQ  C1   C2   aromatic  1.408  0.020  1.408
 HRQ  C1   C4   aromatic  1.376  0.020  1.376
 HRQ  C2   C3   aromatic  1.382  0.020  1.382
 HRQ  C11  O10  single    1.415  0.020  1.415
 HRQ  C4   C5   aromatic  1.405  0.020  1.405
 HRQ  C3   O10  single    1.345  0.020  1.345
 HRQ  C3   C6   aromatic  1.401  0.020  1.401
 HRQ  C19  C18  single    1.522  0.020  1.522
 HRQ  C19  C15  single    1.528  0.020  1.528
 HRQ  C18  N17  single    1.452  0.020  1.452
 HRQ  C5   C6   aromatic  1.404  0.020  1.404
 HRQ  C5   C9   aromatic  1.437  0.020  1.437
 HRQ  C6   N7   aromatic  1.369  0.020  1.369
 HRQ  N13  C15  single    1.437  0.020  1.437
 HRQ  N13  C12  single    1.353  0.020  1.353
 HRQ  N17  C16  single    1.444  0.020  1.444
 HRQ  N17  C20  single    1.365  0.020  1.365
 HRQ  C15  C16  single    1.530  0.020  1.530
 HRQ  C21  C20  aromatic  1.405  0.020  1.405
 HRQ  C21  C22  aromatic  1.386  0.020  1.386
 HRQ  C9   C12  single    1.467  0.020  1.467
 HRQ  C9   C8   aromatic  1.377  0.020  1.377
 HRQ  N7   C8   aromatic  1.349  0.020  1.349
 HRQ  C20  C25  aromatic  1.406  0.020  1.406
 HRQ  C12  O14  double    1.227  0.020  1.227
 HRQ  C22  C23  aromatic  1.392  0.020  1.392
 HRQ  C25  C24  aromatic  1.386  0.020  1.386
 HRQ  C23  C24  aromatic  1.393  0.020  1.393
 HRQ  C23  C26  single    1.502  0.020  1.502
 HRQ  C1   H1   single    0.930  0.020  1.080
 HRQ  C2   H2   single    0.930  0.020  1.080
 HRQ  C11  H3   single    0.970  0.020  1.090
 HRQ  C11  H4   single    0.970  0.020  1.090
 HRQ  C11  H5   single    0.970  0.020  1.090
 HRQ  C15  H6   single    0.970  0.020  1.090
 HRQ  C16  H7   single    0.970  0.020  1.090
 HRQ  C16  H8   single    0.970  0.020  1.090
 HRQ  C18  H9   single    0.970  0.020  1.090
 HRQ  C18  H10  single    0.970  0.020  1.090
 HRQ  C19  H11  single    0.970  0.020  1.090
 HRQ  C19  H12  single    0.970  0.020  1.090
 HRQ  C21  H13  single    0.930  0.020  1.080
 HRQ  C22  H14  single    0.930  0.020  1.080
 HRQ  C24  H15  single    0.930  0.020  1.080
 HRQ  C25  H16  single    0.930  0.020  1.080
 HRQ  C26  H17  single    0.970  0.020  1.090
 HRQ  C26  H18  single    0.970  0.020  1.090
 HRQ  C26  H19  single    0.970  0.020  1.090
 HRQ  C4   H20  single    0.930  0.020  1.080
 HRQ  N7   H21  single    0.860  0.020  1.020
 HRQ  C8   H22  single    0.930  0.020  1.080
 HRQ  N13  H23  single    0.860  0.020  1.020

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 HRQ  H1   C1   C4   119.48  3.000
 HRQ  H1   C1   C2   118.08  3.000
 HRQ  C4   C1   C2   122.44  3.000
 HRQ  H2   C2   C3   120.82  3.000
 HRQ  H2   C2   C1   118.75  3.000
 HRQ  C3   C2   C1   120.43  3.000
 HRQ  O10  C3   C6   116.37  3.000
 HRQ  C6   C3   C2   117.14  3.000
 HRQ  O10  C3   C2   126.49  3.000
 HRQ  H5   C11  H4   108.96  3.000
 HRQ  H5   C11  H3   108.91  3.000
 HRQ  H4   C11  H3   108.83  3.000
 HRQ  H5   C11  O10  106.56  3.000
 HRQ  H4   C11  O10  111.73  3.000
 HRQ  H3   C11  O10  111.77  3.000
 HRQ  H6   C15  N13  107.86  3.000
 HRQ  H6   C15  C19  109.07  3.000
 HRQ  N13  C15  C19  115.29  3.000
 HRQ  H6   C15  C16  108.79  3.000
 HRQ  N13  C15  C16  112.66  3.000
 HRQ  C19  C15  C16  102.96  3.000
 HRQ  H8   C16  H7   107.27  3.000
 HRQ  H8   C16  N17  111.99  3.000
 HRQ  H7   C16  N17  112.12  3.000
 HRQ  H8   C16  C15  111.36  3.000
 HRQ  H7   C16  C15  110.96  3.000
 HRQ  N17  C16  C15  103.20  3.000
 HRQ  H10  C18  H9   107.28  3.000
 HRQ  H10  C18  N17  111.48  3.000
 HRQ  H9   C18  N17  111.59  3.000
 HRQ  H10  C18  C19  111.99  3.000
 HRQ  H9   C18  C19  111.14  3.000
 HRQ  N17  C18  C19  103.43  3.000
 HRQ  H12  C19  H11  108.18  3.000
 HRQ  H12  C19  C18  110.44  3.000
 HRQ  H11  C19  C18  112.78  3.000
 HRQ  H12  C19  C15  109.97  3.000
 HRQ  H11  C19  C15  112.69  3.000
 HRQ  C18  C19  C15  102.72  3.000
 HRQ  N17  C20  C25  121.47  3.000
 HRQ  C25  C20  C21  117.19  3.000
 HRQ  N17  C20  C21  121.34  3.000
 HRQ  H13  C21  C22  118.78  3.000
 HRQ  H13  C21  C20  120.36  3.000
 HRQ  C22  C21  C20  120.85  3.000
 HRQ  H14  C22  C23  119.48  3.000
 HRQ  H14  C22  C21  118.33  3.000
 HRQ  C23  C22  C21  122.19  3.000
 HRQ  C26  C23  C24  121.61  3.000
 HRQ  C26  C23  C22  121.63  3.000
 HRQ  C24  C23  C22  116.75  3.000
 HRQ  H15  C24  C25  118.34  3.000
 HRQ  H15  C24  C23  119.46  3.000
 HRQ  C25  C24  C23  122.20  3.000
 HRQ  H16  C25  C24  118.67  3.000
 HRQ  H16  C25  C20  120.52  3.000
 HRQ  C24  C25  C20  120.81  3.000
 HRQ  H19  C26  H18  107.73  3.000
 HRQ  H19  C26  H17  107.03  3.000
 HRQ  H18  C26  H17  106.99  3.000
 HRQ  H19  C26  C23  111.50  3.000
 HRQ  H18  C26  C23  111.61  3.000
 HRQ  H17  C26  C23  111.72  3.000
 HRQ  H20  C4   C5   120.92  3.000
 HRQ  H20  C4   C1   121.02  3.000
 HRQ  C5   C4   C1   118.06  3.000
 HRQ  C9   C5   C6   106.16  3.000
 HRQ  C9   C5   C4   134.76  3.000
 HRQ  C6   C5   C4   119.08  3.000
 HRQ  N7   C6   C5   108.10  3.000
 HRQ  N7   C6   C3   129.06  3.000
 HRQ  C5   C6   C3   122.84  3.000
 HRQ  H21  N7   C8   124.36  3.000
 HRQ  H21  N7   C6   126.19  3.000
 HRQ  C8   N7   C6   109.43  3.000
 HRQ  H22  C8   C9   130.30  3.000
 HRQ  H22  C8   N7   119.86  3.000
 HRQ  C9   C8   N7   109.83  3.000
 HRQ  C8   C9   C5   106.48  3.000
 HRQ  C8   C9   C12  127.79  3.000
 HRQ  C5   C9   C12  125.70  3.000
 HRQ  C11  O10  C3   117.96  3.000
 HRQ  H23  N13  C15  116.69  3.000
 HRQ  H23  N13  C12  118.91  3.000
 HRQ  C15  N13  C12  124.02  3.000
 HRQ  C20  N17  C18  123.43  3.000
 HRQ  C20  N17  C16  123.28  3.000
 HRQ  C18  N17  C16  112.99  3.000
 HRQ  O14  C12  N13  122.51  3.000
 HRQ  O14  C12  C9   121.32  3.000
 HRQ  N13  C12  C9   116.16  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 HRQ  CONST_01  C6   C3   C2   C1      0.00   0.0  0
 HRQ  CONST_02  C6   C5   C4   C1      0.00   0.0  0
 HRQ  CONST_03  C9   C5   C4   C1    180.00   0.0  0
 HRQ  CONST_04  C5   C4   C1   C2      0.00   0.0  0
 HRQ  CONST_05  C5   C6   C3   C2      0.00   0.0  0
 HRQ  CONST_06  N7   C6   C3   C2    180.00   0.0  0
 HRQ  CONST_07  C4   C1   C2   C3      0.00   0.0  0
 HRQ  CONST_08  C4   C5   C6   C3      0.00   0.0  0
 HRQ  CONST_09  C9   C5   C6   C3    180.00   0.0  0
 HRQ  CONST_10  C8   N7   C6   C3    180.00   0.0  0
 HRQ  CONST_11  C23  C22  C21  C20     0.00   0.0  0
 HRQ  CONST_12  C23  C24  C25  C20     0.00   0.0  0
 HRQ  CONST_13  C24  C25  C20  C21     0.00   0.0  0
 HRQ  CONST_14  C24  C23  C22  C21     0.00   0.0  0
 HRQ  CONST_15  C25  C20  C21  C22     0.00   0.0  0
 HRQ  CONST_16  C25  C24  C23  C22     0.00   0.0  0
 HRQ  CONST_17  N7   C6   C5   C4    180.00   0.0  0
 HRQ  CONST_18  C8   C9   C5   C4    180.00   0.0  0
 HRQ  CONST_19  C8   N7   C6   C5      0.00   0.0  0
 HRQ  CONST_20  N7   C8   C9   C5      0.00   0.0  0
 HRQ  CONST_21  C8   C9   C5   C6      0.00   0.0  0
 HRQ  CONST_22  C9   C8   N7   C6      0.00   0.0  0
 HRQ  CONST_23  C9   C5   C6   N7      0.00   0.0  0
 HRQ  CONST_24  N17  C20  C21  C22   180.00   0.0  0
 HRQ  CONST_25  N17  C20  C25  C24   180.00   0.0  0
 HRQ  CONST_26  O10  C3   C2   C1    180.00   0.0  0
 HRQ  CONST_27  C4   C5   C9   C12     0.00   0.0  0
 HRQ  CONST_28  C6   C5   C9   C12   180.00   0.0  0
 HRQ  CONST_29  N7   C8   C9   C12   180.00   0.0  0
 HRQ  CONST_30  C26  C23  C22  C21   180.00   0.0  0
 HRQ  CONST_31  C26  C23  C24  C25   180.00   0.0  0
 HRQ  CONST_32  O10  C3   C6   C5    180.00   0.0  0
 HRQ  CONST_33  O10  C3   C6   N7      0.00   0.0  0
 HRQ  CONST_34  H20  C4   C1   C2    180.00   0.0  0
 HRQ  CONST_35  H1   C1   C2   C3    180.00   0.0  0
 HRQ  CONST_36  H21  N7   C6   C3      0.00   0.0  0
 HRQ  CONST_37  H14  C22  C21  C20   180.00   0.0  0
 HRQ  CONST_38  H15  C24  C25  C20   180.00   0.0  0
 HRQ  CONST_39  H16  C25  C20  C21   180.00   0.0  0
 HRQ  CONST_40  H13  C21  C22  C23   180.00   0.0  0
 HRQ  CONST_41  H2   C2   C1   C4    180.00   0.0  0
 HRQ  CONST_42  H22  C8   C9   C5    180.00   0.0  0
 HRQ  CONST_43  C9   C12  N13  C15   180.00   0.0  0
 HRQ  CONST_44  O14  C12  N13  C15     0.00   0.0  0
 HRQ  CONST_45  H23  N13  C12  C9      0.00   0.0  0
 HRQ  Var_01    N17  C18  C19  C15   -31.15  30.0  1
 HRQ  Var_02    C18  N17  C16  C15    11.75  30.0  1
 HRQ  Var_03    C19  C18  N17  C16    12.36  30.0  1
 HRQ  Var_04    C21  C20  N17  C16    -9.57  30.0  2
 HRQ  Var_05    C6   C3   O10  C11  -179.28  30.0  2
 HRQ  Var_06    N13  C12  C9   C5    168.81  30.0  2
 HRQ  Var_07    H17  C26  C23  C22    93.08  30.0  2
 HRQ  Var_08    H3   C11  O10  C3    -61.42  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 HRQ  chir_01  C15  C19  N13  C16  positiv

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 HRQ  plan-1  C20  0.020
 HRQ  plan-1  C21  0.020
 HRQ  plan-1  C22  0.020
 HRQ  plan-1  C23  0.020
 HRQ  plan-1  C24  0.020
 HRQ  plan-1  C25  0.020
 HRQ  plan-1  C26  0.020
 HRQ  plan-1  N17  0.020
 HRQ  plan-1  H13  0.020
 HRQ  plan-1  H14  0.020
 HRQ  plan-1  H15  0.020
 HRQ  plan-1  H16  0.020
 HRQ  plan-2  C1   0.020
 HRQ  plan-2  C2   0.020
 HRQ  plan-2  C3   0.020
 HRQ  plan-2  C4   0.020
 HRQ  plan-2  C5   0.020
 HRQ  plan-2  C6   0.020
 HRQ  plan-2  N7   0.020
 HRQ  plan-2  C8   0.020
 HRQ  plan-2  C9   0.020
 HRQ  plan-2  O10  0.020
 HRQ  plan-2  H1   0.020
 HRQ  plan-2  H2   0.020
 HRQ  plan-2  H20  0.020
 HRQ  plan-2  H21  0.020
 HRQ  plan-2  H22  0.020
 HRQ  plan-2  C12  0.020
 HRQ  plan-3  C15  0.020
 HRQ  plan-3  C9   0.020
 HRQ  plan-3  N13  0.020
 HRQ  plan-3  O14  0.020
 HRQ  plan-3  H23  0.020
 HRQ  plan-3  C12  0.020

