# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 22:56:40 2020
#   Inital geometry file: a 129 line input string
#   Ligand name: (3~{R},4~{a}~{S},10~{a}~{S})-6-methoxy-3-[(3-methoxyphenyl)methyl]-1-methyl-3,4,4~{a},5,10,10~{a}-hexahydro-2~{H}-benzo[g]quinoline
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cccc(C[C@H]2C[C@H]3Cc4c(C[C@@H]3N(C)C2)cccc4OC)c1
#
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
 LQE  LQE  (3~{R},4~{a}~{S},10~{a}~{S})-6-methoxy-3-[(3-methoxyphenyl)methyl]-1-methyl-3,4,4~{a},5,10,10~{a}-hexahydro-2~{H}-benzo[g]quinoline  ligand  55  26  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_LQE
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
 LQE  C1   C  CR6   0  -0.033  -3.8012   0.1878   0.1489
 LQE  C2   C  CR6   0   0.104  -3.6381  -1.1123   0.6114
 LQE  C3   C  CH2   0  -0.469  -2.6355   0.9729  -0.3848
 LQE  C11  C  CR16  0  -0.245  -5.9905  -1.2426   1.1231
 LQE  C12  C  CH2   0  -0.409  -0.1648   1.1354  -0.7192
 LQE  C13  C  CH3   0  -0.434  -6.4220   2.6661  -0.3198
 LQE  C15  C  CH1   0  -0.244   1.1916   0.5065  -0.4435
 LQE  C16  C  CH2   0  -0.246   1.1190  -0.9762  -0.7689
 LQE  C18  C  CH2   0  -0.507   2.2970   1.2120  -1.2362
 LQE  C19  C  CR6   0   0.153   3.6738   0.6790  -0.9502
 LQE  C20  C  CR16  0  -0.403   4.2839   0.9514   0.2668
 LQE  C21  C  CR16  0  -0.340   4.3466  -0.1167  -1.8777
 LQE  C22  C  CR6   0   0.398   5.5459   0.4408   0.5724
 LQE  C23  C  CR16  0  -0.227   5.6003  -0.6230  -1.5763
 LQE  C24  C  CR16  0  -0.401   6.2124  -0.3543  -0.3578
 LQE  C26  C  CH3   0  -0.436   7.3166   0.2834   2.1454
 LQE  C4   C  CR6   0   0.353  -5.0860   0.7610   0.1635
 LQE  C5   C  CH2   0  -0.539  -2.2906  -1.7866   0.6084
 LQE  C6   C  CR16  0  -0.333  -4.7391  -1.8234   1.0984
 LQE  C7   C  CH1   0  -0.258  -1.2807   0.3983   0.0080
 LQE  C8   C  CR16  0  -0.405  -6.1764   0.0542   0.6538
 LQE  O9   O  O2    0  -0.467  -5.1689   2.0157  -0.3266
 LQE  C10  C  CH1   0  -0.005  -1.2441  -1.1039  -0.2683
 LQE  N14  N  NT    0  -0.429   0.0827  -1.6484  -0.0058
 LQE  O25  O  O2    0  -0.474   6.0398   0.7683   1.7834
 LQE  H1   H  HCH2  0   0.235  -2.7012   1.0199  -1.4789
 LQE  H2   H  HCH2  0   0.247  -2.6914   2.0100  -0.0459
 LQE  H3   H  HCR6  0   0.251  -6.8412  -1.7955   1.5005
 LQE  H4   H  HCH2  0   0.233  -0.1656   2.1918  -0.4336
 LQE  H5   H  HCH2  0   0.207  -0.3568   1.1055  -1.7998
 LQE  H6   H  HCH3  0   0.226  -6.8184   2.7827   0.6925
 LQE  H7   H  HCH3  0   0.257  -6.2601   3.6532  -0.7464
 LQE  H8   H  HCH3  0   0.226  -7.1623   2.1391  -0.9276
 LQE  H9   H  HCH1  0   0.224   1.4136   0.6083   0.6260
 LQE  H10  H  HCH2  0   0.178   0.9686  -1.0968  -1.8591
 LQE  H11  H  HCH2  0   0.235   2.0731  -1.4548  -0.5346
 LQE  H12  H  HCH3  0   0.191  -0.1203  -3.3846  -1.2386
 LQE  H13  H  HCH3  0   0.235   1.1820  -3.4165  -0.0417
 LQE  H14  H  HCH3  0   0.240  -0.4767  -3.6219   0.4793
 LQE  H15  H  HCH2  0   0.237   2.0861   1.1257  -2.3064
 LQE  H16  H  HCH2  0   0.248   2.2592   2.2795  -1.0003
 LQE  H17  H  HCR6  0   0.249   3.7792   1.5724   0.9992
 LQE  H18  H  HCR6  0   0.242   3.8885  -0.3386  -2.8338
 LQE  H19  H  HCR6  0   0.255   6.1190  -1.2407  -2.2983
 LQE  H20  H  HCR6  0   0.275   7.1925  -0.7643  -0.1564
 LQE  H21  H  HCH3  0   0.258   7.5152   0.6520   3.1487
 LQE  H22  H  HCH3  0   0.227   7.3517  -0.8093   2.1602
 LQE  H23  H  HCH3  0   0.227   8.0987   0.6506   1.4753
 LQE  H24  H  HCH2  0   0.245  -1.9033  -1.8285   1.6333
 LQE  H25  H  HCH2  0   0.256  -2.4369  -2.8233   0.2991
 LQE  H26  H  HCR6  0   0.238  -4.6032  -2.8379   1.4542
 LQE  H27  H  HCH1  0   0.224  -1.1418   0.5335   1.0890
 LQE  H28  H  HCR6  0   0.273  -7.1674   0.4868   0.6722
 LQE  H29  H  HCH1  0   0.185  -1.5224  -1.2595  -1.3309
 LQE  C17  C  CH3   0  -0.531   0.1599  -3.0796  -0.2180

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
 LQE  C13  O9   single    1.412  0.020  1.412
 LQE  C8   C11  aromatic  1.392  0.020  1.392
 LQE  C8   C4   aromatic  1.389  0.020  1.389
 LQE  O9   C4   single    1.350  0.020  1.350
 LQE  C11  C6   aromatic  1.380  0.020  1.380
 LQE  C4   C1   aromatic  1.407  0.020  1.407
 LQE  C6   C2   aromatic  1.398  0.020  1.398
 LQE  C1   C2   aromatic  1.390  0.020  1.390
 LQE  C1   C3   single    1.503  0.020  1.503
 LQE  C2   C5   single    1.507  0.020  1.507
 LQE  C3   C7   single    1.523  0.020  1.523
 LQE  C5   C10  single    1.526  0.020  1.526
 LQE  C7   C10  single    1.528  0.020  1.528
 LQE  C7   C12  single    1.522  0.020  1.522
 LQE  C26  O25  single    1.413  0.020  1.413
 LQE  C10  N14  single    1.458  0.020  1.458
 LQE  O25  C22  single    1.348  0.020  1.348
 LQE  C12  C15  single    1.520  0.020  1.520
 LQE  C22  C20  aromatic  1.395  0.020  1.395
 LQE  C22  C24  aromatic  1.393  0.020  1.393
 LQE  N14  C17  single    1.449  0.020  1.449
 LQE  N14  C16  single    1.452  0.020  1.452
 LQE  C20  C19  aromatic  1.388  0.020  1.388
 LQE  C15  C16  single    1.520  0.020  1.520
 LQE  C15  C18  single    1.532  0.020  1.532
 LQE  C24  C23  aromatic  1.390  0.020  1.390
 LQE  C19  C18  single    1.504  0.020  1.504
 LQE  C19  C21  aromatic  1.395  0.020  1.395
 LQE  C23  C21  aromatic  1.385  0.020  1.385
 LQE  C3   H1   single    0.970  0.020  1.090
 LQE  C3   H2   single    0.970  0.020  1.090
 LQE  C11  H3   single    0.930  0.020  1.080
 LQE  C12  H4   single    0.970  0.020  1.090
 LQE  C12  H5   single    0.970  0.020  1.090
 LQE  C13  H6   single    0.970  0.020  1.090
 LQE  C13  H7   single    0.970  0.020  1.090
 LQE  C13  H8   single    0.970  0.020  1.090
 LQE  C15  H9   single    0.970  0.020  1.090
 LQE  C16  H10  single    0.970  0.020  1.090
 LQE  C16  H11  single    0.970  0.020  1.090
 LQE  C17  H12  single    0.970  0.020  1.090
 LQE  C17  H13  single    0.970  0.020  1.090
 LQE  C17  H14  single    0.970  0.020  1.090
 LQE  C18  H15  single    0.970  0.020  1.090
 LQE  C18  H16  single    0.970  0.020  1.090
 LQE  C20  H17  single    0.930  0.020  1.080
 LQE  C21  H18  single    0.930  0.020  1.080
 LQE  C23  H19  single    0.930  0.020  1.080
 LQE  C24  H20  single    0.930  0.020  1.080
 LQE  C26  H21  single    0.970  0.020  1.090
 LQE  C26  H22  single    0.970  0.020  1.090
 LQE  C26  H23  single    0.970  0.020  1.090
 LQE  C5   H24  single    0.970  0.020  1.090
 LQE  C5   H25  single    0.970  0.020  1.090
 LQE  C6   H26  single    0.930  0.020  1.080
 LQE  C7   H27  single    0.970  0.020  1.090
 LQE  C8   H28  single    0.930  0.020  1.080
 LQE  C10  H29  single    0.970  0.020  1.090

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
 LQE  C4   C1   C3   119.94  3.000
 LQE  C3   C1   C2   121.05  3.000
 LQE  C4   C1   C2   119.01  3.000
 LQE  C6   C2   C5   118.51  3.000
 LQE  C5   C2   C1   121.54  3.000
 LQE  C6   C2   C1   119.95  3.000
 LQE  H2   C3   H1   105.41  3.000
 LQE  H2   C3   C7   108.88  3.000
 LQE  H1   C3   C7   109.07  3.000
 LQE  H2   C3   C1   110.24  3.000
 LQE  H1   C3   C1   109.27  3.000
 LQE  C7   C3   C1   113.65  3.000
 LQE  H3   C11  C8   119.25  3.000
 LQE  H3   C11  C6   120.26  3.000
 LQE  C8   C11  C6   120.49  3.000
 LQE  H5   C12  H4   106.44  3.000
 LQE  H5   C12  C7   109.20  3.000
 LQE  H4   C12  C7   110.01  3.000
 LQE  H5   C12  C15  108.86  3.000
 LQE  H4   C12  C15  110.65  3.000
 LQE  C7   C12  C15  111.53  3.000
 LQE  H8   C13  H7   108.68  3.000
 LQE  H8   C13  H6   108.70  3.000
 LQE  H7   C13  H6   108.69  3.000
 LQE  H8   C13  O9   112.10  3.000
 LQE  H7   C13  O9   106.51  3.000
 LQE  H6   C13  O9   112.05  3.000
 LQE  H9   C15  C18  108.40  3.000
 LQE  H9   C15  C16  108.00  3.000
 LQE  C18  C15  C16  111.89  3.000
 LQE  H9   C15  C12  108.60  3.000
 LQE  C18  C15  C12  111.06  3.000
 LQE  C16  C15  C12  108.79  3.000
 LQE  H11  C16  H10  106.38  3.000
 LQE  H11  C16  N14  107.92  3.000
 LQE  H10  C16  N14  111.73  3.000
 LQE  H11  C16  C15  109.86  3.000
 LQE  H10  C16  C15  108.88  3.000
 LQE  N14  C16  C15  111.92  3.000
 LQE  H16  C18  H15  106.33  3.000
 LQE  H16  C18  C19  109.67  3.000
 LQE  H15  C18  C19  109.55  3.000
 LQE  H16  C18  C15  108.23  3.000
 LQE  H15  C18  C15  109.31  3.000
 LQE  C19  C18  C15  113.51  3.000
 LQE  C21  C19  C20  118.87  3.000
 LQE  C21  C19  C18  121.15  3.000
 LQE  C20  C19  C18  119.97  3.000
 LQE  H17  C20  C22  118.84  3.000
 LQE  H17  C20  C19  119.98  3.000
 LQE  C22  C20  C19  121.17  3.000
 LQE  H18  C21  C23  120.00  3.000
 LQE  H18  C21  C19  119.98  3.000
 LQE  C23  C21  C19  120.02  3.000
 LQE  O25  C22  C24  124.26  3.000
 LQE  C24  C22  C20  119.69  3.000
 LQE  O25  C22  C20  116.05  3.000
 LQE  H19  C23  C24  118.95  3.000
 LQE  H19  C23  C21  119.81  3.000
 LQE  C24  C23  C21  121.24  3.000
 LQE  H20  C24  C23  119.28  3.000
 LQE  H20  C24  C22  121.71  3.000
 LQE  C23  C24  C22  119.01  3.000
 LQE  H23  C26  H22  108.72  3.000
 LQE  H23  C26  H21  108.73  3.000
 LQE  H22  C26  H21  108.69  3.000
 LQE  H23  C26  O25  111.97  3.000
 LQE  H22  C26  O25  112.05  3.000
 LQE  H21  C26  O25  106.57  3.000
 LQE  O9   C4   C8   123.58  3.000
 LQE  O9   C4   C1   115.54  3.000
 LQE  C8   C4   C1   120.88  3.000
 LQE  H25  C5   H24  106.02  3.000
 LQE  H25  C5   C10  110.73  3.000
 LQE  H24  C5   C10  108.16  3.000
 LQE  H25  C5   C2   107.80  3.000
 LQE  H24  C5   C2   109.34  3.000
 LQE  C10  C5   C2   114.46  3.000
 LQE  H26  C6   C11  120.13  3.000
 LQE  H26  C6   C2   119.45  3.000
 LQE  C11  C6   C2   120.42  3.000
 LQE  H27  C7   C10  107.22  3.000
 LQE  H27  C7   C12  108.53  3.000
 LQE  C10  C7   C12  111.85  3.000
 LQE  H27  C7   C3   108.66  3.000
 LQE  C12  C7   C3   110.25  3.000
 LQE  C10  C7   C3   110.22  3.000
 LQE  H28  C8   C4   121.46  3.000
 LQE  H28  C8   C11  119.30  3.000
 LQE  C4   C8   C11  119.24  3.000
 LQE  C4   O9   C13  118.75  3.000
 LQE  H29  C10  N14  110.38  3.000
 LQE  H29  C10  C7   107.76  3.000
 LQE  N14  C10  C7   110.89  3.000
 LQE  H29  C10  C5   108.38  3.000
 LQE  N14  C10  C5   110.70  3.000
 LQE  C7   C10  C5   108.63  3.000
 LQE  C10  N14  C17  113.02  3.000
 LQE  C17  N14  C16  110.02  3.000
 LQE  C10  N14  C16  112.45  3.000
 LQE  C26  O25  C22  118.54  3.000
 LQE  H14  C17  H13  106.89  3.000
 LQE  H14  C17  H12  107.86  3.000
 LQE  H13  C17  H12  107.62  3.000
 LQE  H14  C17  N14  111.54  3.000
 LQE  H13  C17  N14  109.36  3.000
 LQE  H12  C17  N14  113.31  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
 LQE  CONST_01  C11  C8   C4   C1      0.00   0.0  0
 LQE  CONST_02  C11  C6   C2   C1      0.00   0.0  0
 LQE  CONST_03  C8   C11  C6   C2      0.00   0.0  0
 LQE  CONST_04  C8   C4   C1   C2      0.00   0.0  0
 LQE  CONST_05  C24  C22  C20  C19     0.00   0.0  0
 LQE  CONST_06  C24  C23  C21  C19     0.00   0.0  0
 LQE  CONST_07  C23  C24  C22  C20     0.00   0.0  0
 LQE  CONST_08  C23  C21  C19  C20     0.00   0.0  0
 LQE  CONST_09  C22  C20  C19  C21     0.00   0.0  0
 LQE  CONST_10  C22  C24  C23  C21     0.00   0.0  0
 LQE  CONST_11  C6   C11  C8   C4      0.00   0.0  0
 LQE  CONST_12  C6   C2   C1   C4      0.00   0.0  0
 LQE  CONST_13  O9   C4   C1   C2    180.00   0.0  0
 LQE  CONST_14  O9   C4   C1   C3      0.00   0.0  0
 LQE  CONST_15  O9   C4   C8   C11   180.00   0.0  0
 LQE  CONST_16  C22  C20  C19  C18   180.00   0.0  0
 LQE  CONST_17  C23  C21  C19  C18   180.00   0.0  0
 LQE  CONST_18  O25  C22  C20  C19   180.00   0.0  0
 LQE  CONST_19  O25  C22  C24  C23   180.00   0.0  0
 LQE  CONST_20  H28  C8   C4   C1    180.00   0.0  0
 LQE  CONST_21  H26  C6   C2   C1    180.00   0.0  0
 LQE  CONST_22  H3   C11  C6   C2    180.00   0.0  0
 LQE  CONST_23  H19  C23  C21  C19   180.00   0.0  0
 LQE  CONST_24  H20  C24  C22  C20   180.00   0.0  0
 LQE  CONST_25  H18  C21  C19  C20   180.00   0.0  0
 LQE  CONST_26  H17  C20  C19  C21   180.00   0.0  0
 LQE  Var_01    C10  C5   C2   C1    -16.00  30.0  1
 LQE  Var_02    C7   C3   C1   C2    -17.10  30.0  1
 LQE  Var_03    C10  N14  C16  C15    60.29  30.0  1
 LQE  Var_04    C20  C19  C18  C15   -72.01  30.0  2
 LQE  Var_05    C8   C4   O9   C13     1.39  30.0  2
 LQE  Var_06    H12  C17  N14  C16   -68.75  30.0  3
 LQE  Var_07    H21  C26  O25  C22  -179.49  30.0  3
 LQE  Var_08    H6   C13  O9   C4     60.88  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
 LQE  chir_01  C15  C12  C16  C18  negativ
 LQE  chir_02  C7   C3   C10  C12  negativ
 LQE  chir_03  C10  N14  C5   C7   negativ

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
 LQE  plan-1  C18  0.020
 LQE  plan-1  C19  0.020
 LQE  plan-1  C20  0.020
 LQE  plan-1  C21  0.020
 LQE  plan-1  C22  0.020
 LQE  plan-1  C23  0.020
 LQE  plan-1  C24  0.020
 LQE  plan-1  O25  0.020
 LQE  plan-1  H17  0.020
 LQE  plan-1  H18  0.020
 LQE  plan-1  H19  0.020
 LQE  plan-1  H20  0.020
 LQE  plan-2  C1   0.020
 LQE  plan-2  C2   0.020
 LQE  plan-2  C3   0.020
 LQE  plan-2  C11  0.020
 LQE  plan-2  C4   0.020
 LQE  plan-2  C5   0.020
 LQE  plan-2  C6   0.020
 LQE  plan-2  C8   0.020
 LQE  plan-2  O9   0.020
 LQE  plan-2  H3   0.020
 LQE  plan-2  H26  0.020
 LQE  plan-2  H28  0.020

