# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 22:30:43 2020
#   Inital geometry file: a 115 line input string
#   Ligand name: (13~{a}~{S})-3,9,10-trimethoxy-6,8,13,13~{a}-tetrahydro-5~{H}-isoquinolino[2,1-b]isoquinolin-2-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc2CCN3Cc4c(C[C@H]3c2cc1O)ccc(OC)c4OC
#
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
 H68  H68  (13~{a}~{S})-3,9,10-trimethoxy-6,8,13,13~{a}-tetrahydro-5~{H}-isoquinolino[2,1-b]isoquinolin-2-ol  ligand  48  25  .  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_H68
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
 H68  C16  C  CH3   0  -0.413   4.6676   2.3693   0.4401
 H68  O4   O  O2    0  -0.486   4.1977   1.5346  -0.6113
 H68  C15  C  CR6   0   0.245   3.6430   0.3600  -0.1963
 H68  C17  C  CR6   0  -0.052   2.2605   0.2539  -0.0958
 H68  C18  C  CH2   0  -0.293   1.4007   1.4397  -0.4399
 H68  N1   N  NT    0  -0.450   0.0347   1.2727   0.0039
 H68  C19  C  CH2   0  -0.289  -0.7738   2.4184  -0.3543
 H68  C20  C  CH2   0  -0.501  -2.1016   2.3494   0.3706
 H68  C4   C  CR6   0   0.044  -2.7666   1.0271   0.1176
 H68  C3   C  CR16  0  -0.431  -4.1523   0.9002   0.2558
 H68  C2   C  CR6   0   0.295  -4.7910  -0.2958  -0.0101
 H68  O1   O  O2    0  -0.490  -6.1198  -0.5209   0.0920
 H68  C1   C  CH3   0  -0.431  -6.9604   0.5565   0.4521
 H68  C7   C  CR6   0   0.280  -4.0344  -1.3986  -0.4424
 H68  O2   O  OH1   0  -0.636  -4.6193  -2.5816  -0.7316
 H68  C6   C  CR16  0  -0.395  -2.6677  -1.2689  -0.5775
 H68  C5   C  CR6   0   0.065  -2.0158  -0.0663  -0.2880
 H68  C8   C  CH1   0  -0.097  -0.5140   0.0054  -0.4494
 H68  C9   C  CH2   0  -0.492   0.1843  -1.0921   0.3508
 H68  C10  C  CR6   0   0.071   1.6800  -0.9613   0.2720
 H68  C11  C  CR16  0  -0.321   2.5083  -2.0370   0.5577
 H68  C12  C  CR16  0  -0.389   3.8901  -1.9354   0.4753
 H68  C13  C  CR6   0   0.316   4.4719  -0.7310   0.0945
 H68  O3   O  O2    0  -0.466   5.7964  -0.5233  -0.0348
 H68  C14  C  CH3   0  -0.436   6.6685  -1.6033   0.2276
 H68  H1   H  HCH3  0   0.238   5.0328   3.2871  -0.0171
 H68  H2   H  HCH3  0   0.219   3.8660   2.6208   1.1400
 H68  H3   H  HCH3  0   0.228   5.4845   1.9050   0.9963
 H68  H4   H  HCH2  0   0.254   1.7968   2.3430   0.0306
 H68  H5   H  HCH2  0   0.216   1.4566   1.6163  -1.5294
 H68  H7   H  HCH2  0   0.241  -0.2394   3.3235  -0.0578
 H68  H8   H  HCH2  0   0.200  -0.9378   2.4880  -1.4432
 H68  H9   H  HCH2  0   0.243  -1.9355   2.4969   1.4421
 H68  H10  H  HCH2  0   0.242  -2.7480   3.1653   0.0396
 H68  H11  H  HCR6  0   0.273  -4.7194   1.7685   0.5684
 H68  H12  H  HCH3  0   0.230  -6.8878   1.3816  -0.2609
 H68  H13  H  HCH3  0   0.262  -7.9772   0.1724   0.4459
 H68  H14  H  HCH3  0   0.230  -6.7312   0.9334   1.4519
 H68  H15  H  HOH1  0   0.470  -5.5741  -2.5165  -0.6115
 H68  H16  H  HCR6  0   0.255  -2.1046  -2.1280  -0.9237
 H68  H17  H  HCH1  0   0.219  -0.2868  -0.1508  -1.5220
 H68  H18  H  HCH2  0   0.246  -0.1492  -1.0224   1.3911
 H68  H19  H  HCH2  0   0.248  -0.1140  -2.0789  -0.0080
 H68  H20  H  HCR6  0   0.247   2.0708  -2.9862   0.8437
 H68  H21  H  HCR6  0   0.278   4.4952  -2.8033   0.7007
 H68  H22  H  HCH3  0   0.227   6.5875  -1.9551   1.2596
 H68  H23  H  HCH3  0   0.227   6.4885  -2.4455  -0.4459
 H68  H24  H  HCH3  0   0.259   7.6773  -1.2327   0.0634

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
 H68  C16  O4   single    1.422  0.020  1.422
 H68  O4   C15  single    1.364  0.020  1.364
 H68  C18  C17  single    1.505  0.020  1.505
 H68  C18  N1   single    1.446  0.020  1.446
 H68  C15  C17  aromatic  1.390  0.020  1.390
 H68  C15  C13  aromatic  1.401  0.020  1.401
 H68  O3   C13  single    1.347  0.020  1.347
 H68  O3   C14  single    1.413  0.020  1.413
 H68  C19  N1   single    1.447  0.020  1.447
 H68  C19  C20  single    1.514  0.020  1.514
 H68  C17  C10  aromatic  1.396  0.020  1.396
 H68  C13  C12  aromatic  1.391  0.020  1.391
 H68  N1   C8   single    1.454  0.020  1.454
 H68  C8   C5   single    1.512  0.020  1.512
 H68  C8   C9   single    1.527  0.020  1.527
 H68  C10  C11  aromatic  1.387  0.020  1.387
 H68  C10  C9   single    1.503  0.020  1.503
 H68  C12  C11  aromatic  1.388  0.020  1.388
 H68  C20  C4   single    1.502  0.020  1.502
 H68  C5   C4   aromatic  1.387  0.020  1.387
 H68  C5   C6   aromatic  1.398  0.020  1.398
 H68  C4   C3   aromatic  1.398  0.020  1.398
 H68  C6   C7   aromatic  1.379  0.020  1.379
 H68  C7   O2   single    1.351  0.020  1.351
 H68  C7   C2   aromatic  1.406  0.020  1.406
 H68  C3   C2   aromatic  1.382  0.020  1.382
 H68  C2   O1   single    1.352  0.020  1.352
 H68  O1   C1   single    1.413  0.020  1.413
 H68  C16  H1   single    0.970  0.020  1.090
 H68  C16  H2   single    0.970  0.020  1.090
 H68  C16  H3   single    0.970  0.020  1.090
 H68  C18  H4   single    0.970  0.020  1.090
 H68  C18  H5   single    0.970  0.020  1.090
 H68  C19  H7   single    0.970  0.020  1.090
 H68  C19  H8   single    0.970  0.020  1.090
 H68  C20  H9   single    0.970  0.020  1.090
 H68  C20  H10  single    0.970  0.020  1.090
 H68  C3   H11  single    0.930  0.020  1.080
 H68  C1   H12  single    0.970  0.020  1.090
 H68  C1   H13  single    0.970  0.020  1.090
 H68  C1   H14  single    0.970  0.020  1.090
 H68  O2   H15  single    0.850  0.020  0.980
 H68  C6   H16  single    0.930  0.020  1.080
 H68  C8   H17  single    0.970  0.020  1.090
 H68  C9   H18  single    0.970  0.020  1.090
 H68  C9   H19  single    0.970  0.020  1.090
 H68  C11  H20  single    0.930  0.020  1.080
 H68  C12  H21  single    0.930  0.020  1.080
 H68  C14  H22  single    0.970  0.020  1.090
 H68  C14  H23  single    0.970  0.020  1.090
 H68  C14  H24  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
 H68  H3   C16  H2   108.67  3.000
 H68  H3   C16  H1   108.75  3.000
 H68  H2   C16  H1   108.71  3.000
 H68  H3   C16  O4   111.98  3.000
 H68  H2   C16  O4   111.46  3.000
 H68  H1   C16  O4   107.17  3.000
 H68  C15  O4   C16  114.52  3.000
 H68  C13  C15  C17  120.93  3.000
 H68  C13  C15  O4   119.56  3.000
 H68  C17  C15  O4   119.49  3.000
 H68  C10  C17  C18  120.58  3.000
 H68  C10  C17  C15  119.94  3.000
 H68  C18  C17  C15  119.44  3.000
 H68  H5   C18  H4   105.90  3.000
 H68  H5   C18  N1   111.64  3.000
 H68  H4   C18  N1   107.80  3.000
 H68  H5   C18  C17  108.81  3.000
 H68  H4   C18  C17  110.24  3.000
 H68  N1   C18  C17  112.25  3.000
 H68  C8   N1   C19  113.71  3.000
 H68  C8   N1   C18  111.20  3.000
 H68  C19  N1   C18  111.12  3.000
 H68  H8   C19  H7   106.77  3.000
 H68  H8   C19  C20  110.18  3.000
 H68  H7   C19  C20  109.68  3.000
 H68  H8   C19  N1   112.16  3.000
 H68  H7   C19  N1   108.39  3.000
 H68  C20  C19  N1   109.59  3.000
 H68  H10  C20  H9   106.62  3.000
 H68  H10  C20  C4   110.16  3.000
 H68  H9   C20  C4   110.54  3.000
 H68  H10  C20  C19  109.86  3.000
 H68  H9   C20  C19  109.23  3.000
 H68  C4   C20  C19  110.35  3.000
 H68  C5   C4   C3   119.59  3.000
 H68  C3   C4   C20  120.14  3.000
 H68  C5   C4   C20  120.25  3.000
 H68  H11  C3   C2   120.49  3.000
 H68  H11  C3   C4   118.33  3.000
 H68  C2   C3   C4   121.18  3.000
 H68  C7   C2   O1   114.95  3.000
 H68  O1   C2   C3   125.74  3.000
 H68  C7   C2   C3   119.31  3.000
 H68  C1   O1   C2   118.50  3.000
 H68  H14  C1   H13  108.86  3.000
 H68  H14  C1   H12  108.81  3.000
 H68  H13  C1   H12  108.98  3.000
 H68  H14  C1   O1   111.80  3.000
 H68  H13  C1   O1   106.60  3.000
 H68  H12  C1   O1   111.71  3.000
 H68  C6   C7   O2   119.36  3.000
 H68  O2   C7   C2   121.32  3.000
 H68  C6   C7   C2   119.32  3.000
 H68  H15  O2   C7   110.05  3.000
 H68  H16  C6   C5   120.37  3.000
 H68  H16  C6   C7   118.12  3.000
 H68  C5   C6   C7   121.50  3.000
 H68  C8   C5   C6   118.79  3.000
 H68  C6   C5   C4   119.09  3.000
 H68  C8   C5   C4   122.10  3.000
 H68  H17  C8   C9   108.20  3.000
 H68  H17  C8   C5   107.49  3.000
 H68  C9   C8   C5   111.36  3.000
 H68  H17  C8   N1   110.34  3.000
 H68  C9   C8   N1   106.89  3.000
 H68  C5   C8   N1   112.52  3.000
 H68  H19  C9   H18  106.66  3.000
 H68  H19  C9   C10  109.47  3.000
 H68  H18  C9   C10  110.32  3.000
 H68  H19  C9   C8   110.64  3.000
 H68  H18  C9   C8   108.23  3.000
 H68  C10  C9   C8   111.40  3.000
 H68  C11  C10  C9   121.04  3.000
 H68  C9   C10  C17  120.21  3.000
 H68  C11  C10  C17  118.74  3.000
 H68  H20  C11  C12  118.79  3.000
 H68  H20  C11  C10  119.51  3.000
 H68  C12  C11  C10  121.70  3.000
 H68  H21  C12  C13  121.19  3.000
 H68  H21  C12  C11  119.07  3.000
 H68  C13  C12  C11  119.74  3.000
 H68  O3   C13  C12  124.84  3.000
 H68  C12  C13  C15  118.94  3.000
 H68  O3   C13  C15  116.22  3.000
 H68  C14  O3   C13  118.12  3.000
 H68  H24  C14  H23  108.81  3.000
 H68  H24  C14  H22  108.72  3.000
 H68  H23  C14  H22  108.75  3.000
 H68  H24  C14  O3   106.50  3.000
 H68  H23  C14  O3   111.89  3.000
 H68  H22  C14  O3   112.06  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
 H68  CONST_01  C11  C10  C17  C15     0.00   0.0  0
 H68  CONST_02  C11  C12  C13  C15     0.00   0.0  0
 H68  CONST_03  C12  C13  C15  C17     0.00   0.0  0
 H68  CONST_04  C12  C11  C10  C17     0.00   0.0  0
 H68  CONST_05  C7   C6   C5   C4      0.00   0.0  0
 H68  CONST_06  C7   C2   C3   C4      0.00   0.0  0
 H68  CONST_07  C6   C5   C4   C3      0.00   0.0  0
 H68  CONST_08  C6   C7   C2   C3      0.00   0.0  0
 H68  CONST_09  C5   C6   C7   C2      0.00   0.0  0
 H68  CONST_10  C5   C4   C3   C2      0.00   0.0  0
 H68  CONST_11  C13  C15  C17  C10     0.00   0.0  0
 H68  CONST_12  C13  C12  C11  C10     0.00   0.0  0
 H68  CONST_13  C18  C17  C15  O4      0.00   0.0  0
 H68  CONST_14  C10  C17  C15  O4    180.00   0.0  0
 H68  CONST_15  C12  C13  C15  O4    180.00   0.0  0
 H68  CONST_16  O3   C13  C15  C17   180.00   0.0  0
 H68  CONST_17  O1   C2   C3   C4    180.00   0.0  0
 H68  CONST_18  O2   C7   C2   C3    180.00   0.0  0
 H68  CONST_19  C6   C7   C2   O1    180.00   0.0  0
 H68  CONST_20  C5   C6   C7   O2    180.00   0.0  0
 H68  CONST_21  O3   C13  C12  C11   180.00   0.0  0
 H68  CONST_22  H21  C12  C13  C15   180.00   0.0  0
 H68  CONST_23  H20  C11  C10  C17   180.00   0.0  0
 H68  CONST_24  H11  C3   C4   C20     0.00   0.0  0
 H68  CONST_25  H16  C6   C5   C4    180.00   0.0  0
 H68  Var_01    N1   C18  C17  C15  -166.69  30.0  1
 H68  Var_02    C19  N1   C18  C17  -179.26  30.0  1
 H68  Var_03    C8   C9   C10  C17    19.78  30.0  1
 H68  Var_04    C20  C19  N1   C18  -168.02  30.0  1
 H68  Var_05    C4   C20  C19  N1    -53.56  30.0  1
 H68  Var_06    C5   C4   C20  C19    21.44  30.0  1
 H68  Var_07    C17  C15  O4   C16    98.40  30.0  2
 H68  Var_08    C7   C2   O1   C1   -176.70  30.0  2
 H68  Var_09    H1   C16  O4   C15  -177.00  30.0  3
 H68  Var_10    H12  C1   O1   C2     59.31  30.0  3
 H68  Var_11    H22  C14  O3   C13   -61.50  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
 H68  chir_01  C8  N1  C5  C9  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
 H68  plan-1  O4   0.020
 H68  plan-1  C15  0.020
 H68  plan-1  C17  0.020
 H68  plan-1  C18  0.020
 H68  plan-1  C9   0.020
 H68  plan-1  C10  0.020
 H68  plan-1  C11  0.020
 H68  plan-1  C12  0.020
 H68  plan-1  C13  0.020
 H68  plan-1  O3   0.020
 H68  plan-1  H20  0.020
 H68  plan-1  H21  0.020
 H68  plan-2  C20  0.020
 H68  plan-2  C4   0.020
 H68  plan-2  C3   0.020
 H68  plan-2  C2   0.020
 H68  plan-2  O1   0.020
 H68  plan-2  C7   0.020
 H68  plan-2  O2   0.020
 H68  plan-2  C6   0.020
 H68  plan-2  C5   0.020
 H68  plan-2  C8   0.020
 H68  plan-2  H11  0.020
 H68  plan-2  H16  0.020

