# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 14 23:25:03 2020
#   Inital geometry file: a 125 line input string
#   Ligand name: (1S)-1-[2-(1H-indol-3-yl)ethyl]-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carbaldehyde
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc2CCN(C=O)[C@@H](CCc3c[nH]c4ccccc34)c2cc1OC
#
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
 AKU  AKU  (1S)-1-[2-(1H-indol-3-yl)ethyl]-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carbaldehyde  ligand  51  27  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_AKU
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
 AKU  C4   C  CR16  0  -0.434  -1.8103   0.9848   0.6496
 AKU  C14  C  CH2   0  -0.546   1.9767  -1.4469   0.3959
 AKU  C5   C  CR6   0   0.123  -1.7606  -0.3716   0.3056
 AKU  C6   C  CR6   0   0.034  -2.8149  -0.9388  -0.3884
 AKU  C11  C  CH3   0  -0.439  -1.9599   3.7129   1.2993
 AKU  C7   C  CH1   0  -0.179  -0.5390  -1.1693   0.7052
 AKU  C8   C  CH2   0  -0.337  -1.4242  -2.9914  -0.6842
 AKU  C9   C  CH2   0  -0.494  -2.8208  -2.3992  -0.7544
 AKU  C10  C  CH3   0  -0.437  -6.0935   1.5043  -1.3878
 AKU  C13  C  CH2   0  -0.413   0.7095  -0.7293  -0.0698
 AKU  N1   N  NT    0  -0.408  -0.7935  -2.5895   0.5563
 AKU  N2   N  NR15  0  -0.688   5.0095  -0.6592  -1.5574
 AKU  C3   C  CR6   0   0.317  -2.8894   1.7752   0.3101
 AKU  C1   C  CR16  0  -0.433  -3.9116  -0.1390  -0.7340
 AKU  C15  C  CR5   0   0.032   3.2132  -0.8986  -0.2350
 AKU  C16  C  CR15  0  -0.092   3.9711  -1.4798  -1.2117
 AKU  C17  C  CR56  0   0.354   4.9522   0.4787  -0.8088
 AKU  C18  C  CR56  0   0.026   3.8282   0.3671   0.0407
 AKU  C19  C  CR16  0  -0.306   5.7853   1.5966  -0.7947
 AKU  C2   C  CR6   0   0.312  -3.9651   1.1999  -0.4011
 AKU  C20  C  CR16  0  -0.285   5.4753   2.6121   0.0897
 AKU  C21  C  CR16  0  -0.269   4.3649   2.5206   0.9460
 AKU  C22  C  CR16  0  -0.379   3.5429   1.4105   0.9293
 AKU  O1   O  O2    0  -0.465  -4.9783   2.0341  -0.7011
 AKU  O2   O  O2    0  -0.465  -3.0174   3.0827   0.6069
 AKU  O3   O  O     0  -0.492  -0.8102  -4.6446   1.5440
 AKU  H1   H  HCR6  0   0.267  -0.9827   1.4092   1.2045
 AKU  H2   H  HCH2  0   0.234   2.0501  -1.3667   1.4868
 AKU  H3   H  HCH2  0   0.249   1.8977  -2.5134   0.1740
 AKU  H4   H  HCH3  0   0.261  -2.2585   4.7482   1.4442
 AKU  H5   H  HCH3  0   0.228  -1.7811   3.2590   2.2779
 AKU  H6   H  HCH3  0   0.226  -1.0279   3.6923   0.7273
 AKU  H7   H  HCH1  0   0.272  -0.3443  -0.9876   1.7679
 AKU  H8   H  HCH2  0   0.271  -1.4498  -4.0766  -0.7419
 AKU  H9   H  HCH2  0   0.257  -0.8211  -2.6347  -1.5223
 AKU  H10  H  HCH2  0   0.254  -3.4843  -2.9472  -0.0785
 AKU  H11  H  HCH2  0   0.253  -3.2230  -2.5367  -1.7605
 AKU  H12  H  HCH3  0   0.227  -5.8183   1.0974  -2.3645
 AKU  H13  H  HCH3  0   0.228  -6.5944   0.7221  -0.8108
 AKU  H14  H  HCH3  0   0.260  -6.7863   2.3291  -1.5352
 AKU  H15  H  H     0   0.196  -0.1525  -2.9504   2.4499
 AKU  H16  H  HCH2  0   0.243   0.8262   0.3489   0.0634
 AKU  H17  H  HCH2  0   0.241   0.5667  -0.8834  -1.1430
 AKU  H18  H  HNR5  0   0.407   5.7124  -0.8760  -2.2435
 AKU  H19  H  HCR6  0   0.276  -4.7280  -0.5998  -1.2758
 AKU  H20  H  HCR5  0   0.279   3.8448  -2.4369  -1.6939
 AKU  H21  H  HCR6  0   0.258   6.6439   1.6662  -1.4507
 AKU  H22  H  HCR6  0   0.248   6.1016   3.4942   0.1247
 AKU  H23  H  HCR6  0   0.245   4.1545   3.3345   1.6280
 AKU  H24  H  HCR6  0   0.237   2.6927   1.3497   1.5983
 AKU  C12  C  C1    0   0.246  -0.5803  -3.4475   1.5648

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
 AKU  C10  O1   single    1.413  0.020  1.413
 AKU  O1   C2   single    1.346  0.020  1.346
 AKU  O2   C11  single    1.412  0.020  1.412
 AKU  O2   C3   single    1.347  0.020  1.347
 AKU  C2   C3   aromatic  1.412  0.020  1.412
 AKU  C2   C1   aromatic  1.381  0.020  1.381
 AKU  C3   C4   aromatic  1.380  0.020  1.380
 AKU  C1   C6   aromatic  1.401  0.020  1.401
 AKU  C4   C5   aromatic  1.400  0.020  1.400
 AKU  C6   C5   aromatic  1.384  0.020  1.384
 AKU  C6   C9   single    1.506  0.020  1.506
 AKU  C5   C7   single    1.513  0.020  1.513
 AKU  C9   C8   single    1.519  0.020  1.519
 AKU  C7   N1   single    1.450  0.020  1.450
 AKU  C7   C13  single    1.534  0.020  1.534
 AKU  C8   N1   single    1.449  0.020  1.449
 AKU  C21  C22  aromatic  1.381  0.020  1.381
 AKU  C21  C20  aromatic  1.405  0.020  1.405
 AKU  N1   C12  single    1.341  0.020  1.341
 AKU  C22  C18  aromatic  1.400  0.020  1.400
 AKU  C13  C14  single    1.529  0.020  1.529
 AKU  C12  O3   double    1.219  0.020  1.219
 AKU  C20  C19  aromatic  1.382  0.020  1.382
 AKU  C18  C15  aromatic  1.434  0.020  1.434
 AKU  C18  C17  aromatic  1.413  0.020  1.413
 AKU  C14  C15  single    1.493  0.020  1.493
 AKU  C15  C16  aromatic  1.366  0.020  1.366
 AKU  C19  C17  aromatic  1.394  0.020  1.394
 AKU  C17  N2   aromatic  1.363  0.020  1.363
 AKU  C16  N2   aromatic  1.368  0.020  1.368
 AKU  C4   H1   single    0.930  0.020  1.080
 AKU  C14  H2   single    0.970  0.020  1.090
 AKU  C14  H3   single    0.970  0.020  1.090
 AKU  C11  H4   single    0.970  0.020  1.090
 AKU  C11  H5   single    0.970  0.020  1.090
 AKU  C11  H6   single    0.970  0.020  1.090
 AKU  C7   H7   single    0.970  0.020  1.090
 AKU  C8   H8   single    0.970  0.020  1.090
 AKU  C8   H9   single    0.970  0.020  1.090
 AKU  C9   H10  single    0.970  0.020  1.090
 AKU  C9   H11  single    0.970  0.020  1.090
 AKU  C10  H12  single    0.970  0.020  1.090
 AKU  C10  H13  single    0.970  0.020  1.090
 AKU  C10  H14  single    0.970  0.020  1.090
 AKU  C12  H15  single    0.930  0.020  1.080
 AKU  C13  H16  single    0.970  0.020  1.090
 AKU  C13  H17  single    0.970  0.020  1.090
 AKU  N2   H18  single    0.860  0.020  1.020
 AKU  C1   H19  single    0.930  0.020  1.080
 AKU  C16  H20  single    0.930  0.020  1.080
 AKU  C19  H21  single    0.930  0.020  1.080
 AKU  C20  H22  single    0.930  0.020  1.080
 AKU  C21  H23  single    0.930  0.020  1.080
 AKU  C22  H24  single    0.930  0.020  1.080

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
 AKU  H1   C4   C3   119.94  3.000
 AKU  H1   C4   C5   118.58  3.000
 AKU  C3   C4   C5   121.48  3.000
 AKU  H3   C14  H2   106.17  3.000
 AKU  H3   C14  C15  109.44  3.000
 AKU  H2   C14  C15  109.78  3.000
 AKU  H3   C14  C13  109.66  3.000
 AKU  H2   C14  C13  108.92  3.000
 AKU  C15  C14  C13  112.67  3.000
 AKU  C7   C5   C6   122.11  3.000
 AKU  C7   C5   C4   118.33  3.000
 AKU  C6   C5   C4   119.56  3.000
 AKU  C1   C6   C9   119.40  3.000
 AKU  C9   C6   C5   121.51  3.000
 AKU  C1   C6   C5   119.09  3.000
 AKU  H6   C11  H5   108.71  3.000
 AKU  H6   C11  H4   108.77  3.000
 AKU  H5   C11  H4   108.72  3.000
 AKU  H6   C11  O2   111.91  3.000
 AKU  H5   C11  O2   112.08  3.000
 AKU  H4   C11  O2   106.53  3.000
 AKU  H7   C7   N1   107.05  3.000
 AKU  H7   C7   C13  107.33  3.000
 AKU  N1   C7   C13  111.82  3.000
 AKU  H7   C7   C5   108.19  3.000
 AKU  C13  C7   C5   111.87  3.000
 AKU  N1   C7   C5   110.34  3.000
 AKU  H9   C8   H8   107.36  3.000
 AKU  H9   C8   N1   109.03  3.000
 AKU  H8   C8   N1   109.43  3.000
 AKU  H9   C8   C9   110.18  3.000
 AKU  H8   C8   C9   111.42  3.000
 AKU  N1   C8   C9   109.38  3.000
 AKU  H11  C9   H10  106.42  3.000
 AKU  H11  C9   C8   109.40  3.000
 AKU  H10  C9   C8   109.50  3.000
 AKU  H11  C9   C6   110.33  3.000
 AKU  H10  C9   C6   109.75  3.000
 AKU  C8   C9   C6   111.31  3.000
 AKU  H14  C10  H13  108.81  3.000
 AKU  H14  C10  H12  108.76  3.000
 AKU  H13  C10  H12  108.69  3.000
 AKU  H14  C10  O1   106.52  3.000
 AKU  H13  C10  O1   111.93  3.000
 AKU  H12  C10  O1   112.03  3.000
 AKU  H17  C13  H16  105.82  3.000
 AKU  H17  C13  C7   110.43  3.000
 AKU  H16  C13  C7   107.96  3.000
 AKU  H17  C13  C14  109.94  3.000
 AKU  H16  C13  C14  109.72  3.000
 AKU  C7   C13  C14  112.71  3.000
 AKU  C12  N1   C8   122.39  3.000
 AKU  C12  N1   C7   121.42  3.000
 AKU  C8   N1   C7   115.85  3.000
 AKU  H18  N2   C17  125.72  3.000
 AKU  H18  N2   C16  124.99  3.000
 AKU  C17  N2   C16  109.27  3.000
 AKU  O2   C3   C2   115.73  3.000
 AKU  C2   C3   C4   119.09  3.000
 AKU  O2   C3   C4   125.18  3.000
 AKU  H19  C1   C2   120.27  3.000
 AKU  H19  C1   C6   118.09  3.000
 AKU  C2   C1   C6   121.64  3.000
 AKU  C18  C15  C16  105.97  3.000
 AKU  C16  C15  C14  127.27  3.000
 AKU  C18  C15  C14  126.75  3.000
 AKU  H20  C16  C15  129.20  3.000
 AKU  H20  C16  N2   120.53  3.000
 AKU  C15  C16  N2   110.28  3.000
 AKU  C19  C17  C18  122.17  3.000
 AKU  C19  C17  N2   130.52  3.000
 AKU  C18  C17  N2   107.32  3.000
 AKU  C22  C18  C17  119.00  3.000
 AKU  C17  C18  C15  107.17  3.000
 AKU  C22  C18  C15  133.83  3.000
 AKU  H21  C19  C20  121.22  3.000
 AKU  H21  C19  C17  121.28  3.000
 AKU  C20  C19  C17  117.50  3.000
 AKU  O1   C2   C1   125.19  3.000
 AKU  C1   C2   C3   119.15  3.000
 AKU  O1   C2   C3   115.67  3.000
 AKU  H22  C20  C21  119.38  3.000
 AKU  H22  C20  C19  119.33  3.000
 AKU  C21  C20  C19  121.29  3.000
 AKU  H23  C21  C22  119.75  3.000
 AKU  H23  C21  C20  119.25  3.000
 AKU  C22  C21  C20  121.01  3.000
 AKU  H24  C22  C21  120.30  3.000
 AKU  H24  C22  C18  120.66  3.000
 AKU  C21  C22  C18  119.04  3.000
 AKU  C2   O1   C10  118.04  3.000
 AKU  C3   O2   C11  118.04  3.000
 AKU  H15  C12  O3   122.01  3.000
 AKU  H15  C12  N1   112.16  3.000
 AKU  O3   C12  N1   125.83  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
 AKU  CONST_01  C1   C2   C3   C4      0.00   0.0  0
 AKU  CONST_02  C1   C6   C5   C4      0.00   0.0  0
 AKU  CONST_03  C2   C3   C4   C5      0.00   0.0  0
 AKU  CONST_04  C2   C1   C6   C5      0.00   0.0  0
 AKU  CONST_05  C3   C2   C1   C6      0.00   0.0  0
 AKU  CONST_06  C3   C4   C5   C6      0.00   0.0  0
 AKU  CONST_07  C22  C18  C17  N2    180.00   0.0  0
 AKU  CONST_08  C15  C18  C17  N2      0.00   0.0  0
 AKU  CONST_09  C20  C19  C17  N2    180.00   0.0  0
 AKU  CONST_10  C18  C15  C16  N2      0.00   0.0  0
 AKU  CONST_11  C21  C22  C18  C15   180.00   0.0  0
 AKU  CONST_12  C19  C17  C18  C15   180.00   0.0  0
 AKU  CONST_13  C17  N2   C16  C15     0.00   0.0  0
 AKU  CONST_14  C22  C18  C15  C16   180.00   0.0  0
 AKU  CONST_15  C17  C18  C15  C16     0.00   0.0  0
 AKU  CONST_16  C18  C17  N2   C16     0.00   0.0  0
 AKU  CONST_17  C19  C17  N2   C16   180.00   0.0  0
 AKU  CONST_18  C21  C22  C18  C17     0.00   0.0  0
 AKU  CONST_19  C21  C20  C19  C17     0.00   0.0  0
 AKU  CONST_20  C20  C21  C22  C18     0.00   0.0  0
 AKU  CONST_21  C20  C19  C17  C18     0.00   0.0  0
 AKU  CONST_22  C22  C21  C20  C19     0.00   0.0  0
 AKU  CONST_23  C22  C18  C17  C19     0.00   0.0  0
 AKU  CONST_24  O1   C2   C3   C4    180.00   0.0  0
 AKU  CONST_25  C22  C18  C15  C14     0.00   0.0  0
 AKU  CONST_26  C17  C18  C15  C14   180.00   0.0  0
 AKU  CONST_27  N2   C16  C15  C14   180.00   0.0  0
 AKU  CONST_28  O2   C3   C4   C5    180.00   0.0  0
 AKU  CONST_29  O1   C2   C1   C6    180.00   0.0  0
 AKU  CONST_30  O2   C3   C2   C1    180.00   0.0  0
 AKU  CONST_31  H19  C1   C6   C5    180.00   0.0  0
 AKU  CONST_32  H1   C4   C5   C6    180.00   0.0  0
 AKU  CONST_33  H21  C19  C17  N2      0.00   0.0  0
 AKU  CONST_34  H24  C22  C18  C15     0.00   0.0  0
 AKU  CONST_35  H18  N2   C16  C15   180.00   0.0  0
 AKU  CONST_36  H22  C20  C19  C17   180.00   0.0  0
 AKU  CONST_37  H20  C16  N2   C17   180.00   0.0  0
 AKU  CONST_38  H23  C21  C22  C18   180.00   0.0  0
 AKU  CONST_39  O3   C12  N1   C7    180.00   0.0  0
 AKU  CONST_40  O3   C12  N1   C8      0.00   0.0  0
 AKU  Var_01    C8   C9   C6   C5    -18.36  30.0  1
 AKU  Var_02    N1   C8   C9   C6     46.98  30.0  1
 AKU  Var_03    C9   C8   N1   C7    -64.88  30.0  1
 AKU  Var_04    C2   C3   O2   C11  -179.02  30.0  2
 AKU  Var_05    C15  C14  C13  C7   -172.78  30.0  3
 AKU  Var_06    C3   C2   O1   C10  -178.70  30.0  2
 AKU  Var_07    C18  C15  C14  C13    71.81  30.0  2
 AKU  Var_08    H4   C11  O2   C3   -179.68  30.0  3
 AKU  Var_09    H12  C10  O1   C2    -60.95  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
 AKU  chir_01  C7  C5  N1  C13  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
 AKU  plan-1  C14  0.020
 AKU  plan-1  N2   0.020
 AKU  plan-1  C15  0.020
 AKU  plan-1  C16  0.020
 AKU  plan-1  C17  0.020
 AKU  plan-1  C18  0.020
 AKU  plan-1  C19  0.020
 AKU  plan-1  C20  0.020
 AKU  plan-1  C21  0.020
 AKU  plan-1  C22  0.020
 AKU  plan-1  H18  0.020
 AKU  plan-1  H20  0.020
 AKU  plan-1  H21  0.020
 AKU  plan-1  H22  0.020
 AKU  plan-1  H23  0.020
 AKU  plan-1  H24  0.020
 AKU  plan-2  C4   0.020
 AKU  plan-2  C5   0.020
 AKU  plan-2  C6   0.020
 AKU  plan-2  C7   0.020
 AKU  plan-2  C9   0.020
 AKU  plan-2  C3   0.020
 AKU  plan-2  C1   0.020
 AKU  plan-2  C2   0.020
 AKU  plan-2  O1   0.020
 AKU  plan-2  O2   0.020
 AKU  plan-2  H1   0.020
 AKU  plan-2  H19  0.020
 AKU  plan-3  C7   0.020
 AKU  plan-3  C8   0.020
 AKU  plan-3  N1   0.020
 AKU  plan-3  O3   0.020
 AKU  plan-3  H15  0.020
 AKU  plan-3  C12  0.020

