# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 14 22:06:08 2020
#   Inital geometry file: a 125 line input string
#   Ligand name: (1S)-1-[2-(6-fluoro-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]c4cc(F)ccc34)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
 AK0  AK0  (1S)-1-[2-(6-fluoro-1H-indol-3-yl)ethyl]-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carbaldehyde  ligand  51  28  .  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_AK0
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
 AK0  C4   C  CR16  0  -0.434  -2.0237   1.0517   0.6716
 AK0  C14  C  CH2   0  -0.547   1.4708  -1.7684   0.3988
 AK0  C5   C  CR6   0   0.121  -2.1272  -0.2975   0.3122
 AK0  C6   C  CR6   0   0.033  -3.2327  -0.7339  -0.3957
 AK0  C11  C  CH3   0  -0.438  -1.8723   3.7732   1.3576
 AK0  C7   C  CH1   0  -0.179  -1.0047  -1.2308   0.7074
 AK0  C8   C  CH2   0  -0.335  -2.0907  -2.9379  -0.6880
 AK0  C9   C  CH2   0  -0.494  -3.4053  -2.1822  -0.7692
 AK0  C10  C  CH3   0  -0.437  -6.1685   2.0977  -1.4499
 AK0  C13  C  CH2   0  -0.412   0.2808  -0.9348  -0.0756
 AK0  N1   N  NT    0  -0.408  -1.4195  -2.6125   0.5541
 AK0  N2   N  NR15  0  -0.690   4.5403  -1.3363  -1.6088
 AK0  C3   C  CR6   0   0.317  -3.0012   1.9643   0.3311
 AK0  C1   C  CR16  0  -0.432  -4.2252   0.1910  -0.7454
 AK0  C15  C  CR5   0   0.043   2.7497  -1.3666  -0.2562
 AK0  C16  C  CR15  0  -0.097   3.4193  -2.0339  -1.2398
 AK0  C17  C  CR56  0   0.374   4.6257  -0.2004  -0.8669
 AK0  C18  C  CR56  0   0.016   3.5103  -0.1773   0.0007
 AK0  C19  C  CR16  0  -0.465   5.5891   0.8088  -0.8744
 AK0  C2   C  CR6   0   0.312  -4.1262   1.5242  -0.3998
 AK0  C20  C  CR6   0   0.501   5.3916   1.8358   0.0168
 AK0  C21  C  CR16  0  -0.425   4.3074   1.9037   0.8952
 AK0  C22  C  CR16  0  -0.359   3.3643   0.8942   0.8868
 AK0  F1   F  F     0  -0.326   6.2940   2.8367   0.0523
 AK0  O1   O  O2    0  -0.465  -5.0290   2.4749  -0.7050
 AK0  O2   O  O2    0  -0.465  -2.9831   3.2742   0.6423
 AK0  O3   O  O     0  -0.492  -1.6174  -4.6699   1.5175
 AK0  H1   H  HCR6  0   0.269  -1.1572   1.3712   1.2376
 AK0  H2   H  HCH2  0   0.236   1.5646  -1.6718   1.4867
 AK0  H3   H  HCH2  0   0.250   1.2846  -2.8263   0.2005
 AK0  H4   H  HCH3  0   0.228  -1.7720   3.3041   2.3405
 AK0  H5   H  HCH3  0   0.226  -0.9370   3.6378   0.8071
 AK0  H6   H  HCH3  0   0.261  -2.0459   4.8376   1.4954
 AK0  H7   H  HCH1  0   0.272  -0.7896  -1.0755   1.7702
 AK0  H8   H  HCH2  0   0.271  -2.2500  -4.0121  -0.7403
 AK0  H9   H  HCH2  0   0.256  -1.4432  -2.6654  -1.5250
 AK0  H10  H  HCH2  0   0.254  -4.1358  -2.6496  -0.1019
 AK0  H11  H  HCH2  0   0.253  -3.8111  -2.2688  -1.7794
 AK0  H12  H  HCH3  0   0.227  -5.9003   1.6789  -2.4236
 AK0  H13  H  HCH3  0   0.227  -6.7861   1.3709  -0.9148
 AK0  H14  H  HCH3  0   0.260  -6.7494   3.0034  -1.6059
 AK0  H15  H  H     0   0.196  -0.7777  -3.0607   2.4282
 AK0  H16  H  HCH2  0   0.244   0.5081   0.1284   0.0345
 AK0  H17  H  HCH2  0   0.241   0.1177  -1.0960  -1.1450
 AK0  H18  H  HNR5  0   0.410   5.2051  -1.6380  -2.3009
 AK0  H19  H  HCR6  0   0.275  -5.0837  -0.1663  -1.3003
 AK0  H20  H  HCR5  0   0.281   3.1794  -2.9732  -1.7135
 AK0  H21  H  HCR6  0   0.280   6.4444   0.7913  -1.5372
 AK0  H22  H  HCR6  0   0.269   4.2185   2.7429   1.5722
 AK0  H23  H  HCR6  0   0.249   2.5240   0.9374   1.5688
 AK0  C12  C  C1    0   0.245  -1.2702  -3.5014   1.5467

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
 AK0  C10  O1   single    1.413  0.020  1.413
 AK0  O1   C2   single    1.346  0.020  1.346
 AK0  O2   C11  single    1.412  0.020  1.412
 AK0  O2   C3   single    1.346  0.020  1.346
 AK0  C2   C3   aromatic  1.412  0.020  1.412
 AK0  C2   C1   aromatic  1.381  0.020  1.381
 AK0  C3   C4   aromatic  1.380  0.020  1.380
 AK0  C1   C6   aromatic  1.401  0.020  1.401
 AK0  C4   C5   aromatic  1.400  0.020  1.400
 AK0  C6   C5   aromatic  1.383  0.020  1.383
 AK0  C6   C9   single    1.506  0.020  1.506
 AK0  C5   C7   single    1.512  0.020  1.512
 AK0  C9   C8   single    1.519  0.020  1.519
 AK0  C21  C22  aromatic  1.382  0.020  1.382
 AK0  C21  C20  aromatic  1.397  0.020  1.397
 AK0  F1   C20  single    1.348  0.020  1.348
 AK0  C7   N1   single    1.451  0.020  1.451
 AK0  C7   C13  single    1.534  0.020  1.534
 AK0  C8   N1   single    1.449  0.020  1.449
 AK0  C22  C18  aromatic  1.398  0.020  1.398
 AK0  C20  C19  aromatic  1.374  0.020  1.374
 AK0  N1   C12  single    1.341  0.020  1.341
 AK0  C13  C14  single    1.528  0.020  1.528
 AK0  C12  O3   double    1.219  0.020  1.219
 AK0  C18  C17  aromatic  1.413  0.020  1.413
 AK0  C18  C15  aromatic  1.435  0.020  1.435
 AK0  C19  C17  aromatic  1.395  0.020  1.395
 AK0  C14  C15  single    1.492  0.020  1.492
 AK0  C17  N2   aromatic  1.359  0.020  1.359
 AK0  C15  C16  aromatic  1.364  0.020  1.364
 AK0  N2   C16  aromatic  1.371  0.020  1.371
 AK0  C4   H1   single    0.930  0.020  1.080
 AK0  C14  H2   single    0.970  0.020  1.090
 AK0  C14  H3   single    0.970  0.020  1.090
 AK0  C11  H4   single    0.970  0.020  1.090
 AK0  C11  H5   single    0.970  0.020  1.090
 AK0  C11  H6   single    0.970  0.020  1.090
 AK0  C7   H7   single    0.970  0.020  1.090
 AK0  C8   H8   single    0.970  0.020  1.090
 AK0  C8   H9   single    0.970  0.020  1.090
 AK0  C9   H10  single    0.970  0.020  1.090
 AK0  C9   H11  single    0.970  0.020  1.090
 AK0  C10  H12  single    0.970  0.020  1.090
 AK0  C10  H13  single    0.970  0.020  1.090
 AK0  C10  H14  single    0.970  0.020  1.090
 AK0  C12  H15  single    0.930  0.020  1.080
 AK0  C13  H16  single    0.970  0.020  1.090
 AK0  C13  H17  single    0.970  0.020  1.090
 AK0  N2   H18  single    0.860  0.020  1.020
 AK0  C1   H19  single    0.930  0.020  1.080
 AK0  C16  H20  single    0.930  0.020  1.080
 AK0  C19  H21  single    0.930  0.020  1.080
 AK0  C21  H22  single    0.930  0.020  1.080
 AK0  C22  H23  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
 AK0  H1   C4   C3   120.04  3.000
 AK0  H1   C4   C5   118.52  3.000
 AK0  C3   C4   C5   121.44  3.000
 AK0  H3   C14  H2   106.27  3.000
 AK0  H3   C14  C15  109.10  3.000
 AK0  H2   C14  C15  109.79  3.000
 AK0  H3   C14  C13  109.82  3.000
 AK0  H2   C14  C13  109.06  3.000
 AK0  C15  C14  C13  112.59  3.000
 AK0  C7   C5   C6   122.15  3.000
 AK0  C7   C5   C4   118.21  3.000
 AK0  C6   C5   C4   119.63  3.000
 AK0  C1   C6   C9   119.47  3.000
 AK0  C9   C6   C5   121.46  3.000
 AK0  C1   C6   C5   119.05  3.000
 AK0  H6   C11  H5   108.75  3.000
 AK0  H6   C11  H4   108.70  3.000
 AK0  H5   C11  H4   108.71  3.000
 AK0  H6   C11  O2   106.53  3.000
 AK0  H5   C11  O2   111.96  3.000
 AK0  H4   C11  O2   112.07  3.000
 AK0  H7   C7   N1   107.08  3.000
 AK0  H7   C7   C13  107.65  3.000
 AK0  N1   C7   C13  111.68  3.000
 AK0  H7   C7   C5   108.17  3.000
 AK0  C13  C7   C5   111.68  3.000
 AK0  N1   C7   C5   110.36  3.000
 AK0  H9   C8   H8   107.24  3.000
 AK0  H9   C8   N1   109.04  3.000
 AK0  H8   C8   N1   109.33  3.000
 AK0  H9   C8   C9   110.36  3.000
 AK0  H8   C8   C9   111.24  3.000
 AK0  N1   C8   C9   109.57  3.000
 AK0  H11  C9   H10  106.38  3.000
 AK0  H11  C9   C8   109.37  3.000
 AK0  H10  C9   C8   109.44  3.000
 AK0  H11  C9   C6   110.38  3.000
 AK0  H10  C9   C6   109.64  3.000
 AK0  C8   C9   C6   111.49  3.000
 AK0  H14  C10  H13  108.79  3.000
 AK0  H14  C10  H12  108.81  3.000
 AK0  H13  C10  H12  108.65  3.000
 AK0  H14  C10  O1   106.51  3.000
 AK0  H13  C10  O1   112.02  3.000
 AK0  H12  C10  O1   111.96  3.000
 AK0  H17  C13  H16  105.84  3.000
 AK0  H17  C13  C7   110.22  3.000
 AK0  H16  C13  C7   108.09  3.000
 AK0  H17  C13  C14  109.83  3.000
 AK0  H16  C13  C14  109.72  3.000
 AK0  C7   C13  C14  112.88  3.000
 AK0  C12  N1   C8   122.50  3.000
 AK0  C12  N1   C7   121.42  3.000
 AK0  C8   N1   C7   115.91  3.000
 AK0  H18  N2   C17  125.77  3.000
 AK0  H18  N2   C16  124.96  3.000
 AK0  C17  N2   C16  109.25  3.000
 AK0  O2   C3   C2   115.69  3.000
 AK0  C2   C3   C4   119.08  3.000
 AK0  O2   C3   C4   125.23  3.000
 AK0  H19  C1   C2   120.25  3.000
 AK0  H19  C1   C6   118.14  3.000
 AK0  C2   C1   C6   121.61  3.000
 AK0  C18  C15  C16  105.92  3.000
 AK0  C16  C15  C14  127.26  3.000
 AK0  C18  C15  C14  126.80  3.000
 AK0  H20  C16  C15  129.29  3.000
 AK0  H20  C16  N2   120.44  3.000
 AK0  C15  C16  N2   110.27  3.000
 AK0  C19  C17  C18  122.44  3.000
 AK0  C19  C17  N2   130.16  3.000
 AK0  C18  C17  N2   107.40  3.000
 AK0  C22  C18  C17  118.95  3.000
 AK0  C17  C18  C15  107.15  3.000
 AK0  C22  C18  C15  133.89  3.000
 AK0  H21  C19  C20  121.52  3.000
 AK0  H21  C19  C17  122.50  3.000
 AK0  C20  C19  C17  115.98  3.000
 AK0  O1   C2   C1   125.25  3.000
 AK0  C1   C2   C3   119.19  3.000
 AK0  O1   C2   C3   115.57  3.000
 AK0  F1   C20  C21  117.83  3.000
 AK0  F1   C20  C19  118.41  3.000
 AK0  C21  C20  C19  123.75  3.000
 AK0  H22  C21  C22  120.97  3.000
 AK0  H22  C21  C20  119.66  3.000
 AK0  C22  C21  C20  119.37  3.000
 AK0  H23  C22  C21  119.78  3.000
 AK0  H23  C22  C18  120.71  3.000
 AK0  C21  C22  C18  119.51  3.000
 AK0  C2   O1   C10  118.16  3.000
 AK0  C3   O2   C11  118.12  3.000
 AK0  H15  C12  O3   121.99  3.000
 AK0  H15  C12  N1   112.14  3.000
 AK0  O3   C12  N1   125.87  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
 AK0  CONST_01  C1   C2   C3   C4      0.00   0.0  0
 AK0  CONST_02  C1   C6   C5   C4      0.00   0.0  0
 AK0  CONST_03  C2   C3   C4   C5      0.00   0.0  0
 AK0  CONST_04  C2   C1   C6   C5      0.00   0.0  0
 AK0  CONST_05  C3   C2   C1   C6      0.00   0.0  0
 AK0  CONST_06  C3   C4   C5   C6      0.00   0.0  0
 AK0  CONST_07  C22  C18  C17  N2    180.00   0.0  0
 AK0  CONST_08  C15  C18  C17  N2      0.00   0.0  0
 AK0  CONST_09  C20  C19  C17  N2    180.00   0.0  0
 AK0  CONST_10  C18  C15  C16  N2      0.00   0.0  0
 AK0  CONST_11  C21  C22  C18  C15   180.00   0.0  0
 AK0  CONST_12  C19  C17  C18  C15   180.00   0.0  0
 AK0  CONST_13  C17  N2   C16  C15     0.00   0.0  0
 AK0  CONST_14  C22  C18  C15  C16   180.00   0.0  0
 AK0  CONST_15  C17  C18  C15  C16     0.00   0.0  0
 AK0  CONST_16  C18  C17  N2   C16     0.00   0.0  0
 AK0  CONST_17  C19  C17  N2   C16   180.00   0.0  0
 AK0  CONST_18  C21  C22  C18  C17     0.00   0.0  0
 AK0  CONST_19  C21  C20  C19  C17     0.00   0.0  0
 AK0  CONST_20  C20  C21  C22  C18     0.00   0.0  0
 AK0  CONST_21  C20  C19  C17  C18     0.00   0.0  0
 AK0  CONST_22  C22  C21  C20  C19     0.00   0.0  0
 AK0  CONST_23  C22  C18  C17  C19     0.00   0.0  0
 AK0  CONST_24  O1   C2   C3   C4    180.00   0.0  0
 AK0  CONST_25  C22  C18  C15  C14     0.00   0.0  0
 AK0  CONST_26  C17  C18  C15  C14   180.00   0.0  0
 AK0  CONST_27  N2   C16  C15  C14   180.00   0.0  0
 AK0  CONST_28  O2   C3   C4   C5    180.00   0.0  0
 AK0  CONST_29  O1   C2   C1   C6    180.00   0.0  0
 AK0  CONST_30  O2   C3   C2   C1    180.00   0.0  0
 AK0  CONST_31  F1   C20  C19  C17   180.00   0.0  0
 AK0  CONST_32  F1   C20  C21  C22   180.00   0.0  0
 AK0  CONST_33  H19  C1   C6   C5    180.00   0.0  0
 AK0  CONST_34  H1   C4   C5   C6    180.00   0.0  0
 AK0  CONST_35  H21  C19  C17  N2      0.00   0.0  0
 AK0  CONST_36  H23  C22  C18  C15     0.00   0.0  0
 AK0  CONST_37  H18  N2   C16  C15   180.00   0.0  0
 AK0  CONST_38  H20  C16  N2   C17   180.00   0.0  0
 AK0  CONST_39  H22  C21  C22  C18   180.00   0.0  0
 AK0  CONST_40  O3   C12  N1   C7    180.00   0.0  0
 AK0  CONST_41  O3   C12  N1   C8      0.00   0.0  0
 AK0  Var_01    C8   C9   C6   C5    -18.34  30.0  1
 AK0  Var_02    N1   C8   C9   C6     46.41  30.0  1
 AK0  Var_03    C9   C8   N1   C7    -64.32  30.0  1
 AK0  Var_04    C2   C3   O2   C11  -179.17  30.0  2
 AK0  Var_05    C15  C14  C13  C7   -173.40  30.0  3
 AK0  Var_06    C3   C2   O1   C10   179.24  30.0  2
 AK0  Var_07    C18  C15  C14  C13    73.18  30.0  2
 AK0  Var_08    H4   C11  O2   C3    -61.86  30.0  3
 AK0  Var_09    H12  C10  O1   C2    -59.93  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
 AK0  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
 AK0  plan-1  C14  0.020
 AK0  plan-1  N2   0.020
 AK0  plan-1  C15  0.020
 AK0  plan-1  C16  0.020
 AK0  plan-1  C17  0.020
 AK0  plan-1  C18  0.020
 AK0  plan-1  C19  0.020
 AK0  plan-1  C20  0.020
 AK0  plan-1  C21  0.020
 AK0  plan-1  C22  0.020
 AK0  plan-1  F1   0.020
 AK0  plan-1  H18  0.020
 AK0  plan-1  H20  0.020
 AK0  plan-1  H21  0.020
 AK0  plan-1  H22  0.020
 AK0  plan-1  H23  0.020
 AK0  plan-2  C4   0.020
 AK0  plan-2  C5   0.020
 AK0  plan-2  C6   0.020
 AK0  plan-2  C7   0.020
 AK0  plan-2  C9   0.020
 AK0  plan-2  C3   0.020
 AK0  plan-2  C1   0.020
 AK0  plan-2  C2   0.020
 AK0  plan-2  O1   0.020
 AK0  plan-2  O2   0.020
 AK0  plan-2  H1   0.020
 AK0  plan-2  H19  0.020
 AK0  plan-3  C7   0.020
 AK0  plan-3  C8   0.020
 AK0  plan-3  N1   0.020
 AK0  plan-3  O3   0.020
 AK0  plan-3  H15  0.020
 AK0  plan-3  C12  0.020

