# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 11:48:19 2021
#   Inital geometry file: a 128 line input string
#   Ligand name: (E)-3-[4-[(1R)-2-(2-methylpropyl)-6-oxidanyl-3,4-dihydro-1H-isoquinolin-1-yl]phenyl]prop-2-enoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)CN1CCc2cc(O)ccc2[C@H]1c3ccc(\C=C\C(O)=O)cc3
#
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
 QHG  QHG  '(E)-3-[4-[(1R)-2-(2-methylpropyl)-6-oxidanyl-3,4-dihydro-1H-isoquinolin-1-yl]phenyl]prop-2-enoic acid'  ligand  51  26  .  2021-08-20  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_QHG
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
 QHG  C1    C  CH3   0  -0.655  10.4086  20.8307  63.3722
 QHG  C2    C  CH1   0  -0.262  11.0933  22.1028  63.8610
 QHG  C3    C  CH3   0  -0.643  10.9090  22.2881  65.3617
 QHG  C4    C  CH2   0  -0.242  12.5743  22.0491  63.4855
 QHG  N5    N  NT    0  -0.433  13.3285  23.2292  63.8740
 QHG  C6    C  CH2   0  -0.305  13.0553  24.3597  63.0105
 QHG  C7    C  CH2   0  -0.497  13.5732  25.6317  63.6456
 QHG  C8    C  CR6   0   0.068  15.0239  25.4882  63.9984
 QHG  C9    C  CR16  0  -0.393  15.8205  26.6189  64.1565
 QHG  C10   C  CR6   0   0.351  17.1711  26.5043  64.4553
 QHG  C11   C  CR16  0  -0.389  17.7340  25.2363  64.5870
 QHG  C12   C  CR16  0  -0.258  16.9358  24.1171  64.4329
 QHG  C13   C  CR6   0   0.046  15.5760  24.2175  64.1468
 QHG  C14   C  CH1   0  -0.130  14.7500  22.9503  63.9826
 QHG  C15   C  CR6   0   0.092  15.0052  22.0337  65.1598
 QHG  C16   C  CR16  0  -0.233  14.5013  22.3583  66.4206
 QHG  C17   C  CR16  0  -0.305  14.7509  21.5503  67.5100
 QHG  C18   C  CR6   0   0.135  15.5159  20.3832  67.3765
 QHG  C19   C  CR16  0  -0.293  16.0106  20.0610  66.1134
 QHG  C20   C  CR16  0  -0.301  15.7559  20.8759  65.0191
 QHG  C21   C  C1    0  -0.215  15.8165  19.4907  68.4893
 QHG  C22   C  C1    0  -0.427  15.4344  19.6527  69.7630
 QHG  C23   C  C     0   0.540  15.7677  18.7205  70.8458
 QHG  O24   O  O     0  -0.462  15.4050  18.8845  71.9896
 QHG  O25   O  OH1   0  -0.599  16.5037  17.6799  70.4653
 QHG  O26   O  OH1   0  -0.636  17.8890  27.6379  64.5986
 QHG  H11C  H  HCH3  0   0.225  10.5163  20.7066  62.2929
 QHG  H12C  H  HCH3  0   0.214  10.8375  19.9475  63.8524
 QHG  H13C  H  HCH3  0   0.228   9.3415  20.8440  63.5979
 QHG  H2    H  HCH1  0   0.220  10.6206  22.9494  63.3506
 QHG  H31C  H  HCH3  0   0.232  11.3846  23.2049  65.7074
 QHG  H32C  H  HCH3  0   0.219   9.8505  22.3320  65.6252
 QHG  H33C  H  HCH3  0   0.207  11.3555  21.4563  65.9132
 QHG  H41C  H  HCH2  0   0.230  13.0055  21.1778  63.9867
 QHG  H42C  H  HCH2  0   0.202  12.6738  21.8570  62.4028
 QHG  H61C  H  HCH2  0   0.200  13.4983  24.2267  62.0079
 QHG  H62C  H  HCH2  0   0.247  11.9786  24.4434  62.8644
 QHG  H14   H  HCH1  0   0.231  15.1164  22.4371  63.0735
 QHG  H71C  H  HCH2  0   0.244  13.4319  26.4752  62.9663
 QHG  H72C  H  HCH2  0   0.248  12.9901  25.8499  64.5454
 QHG  H9    H  HCR6  0   0.252  15.3833  27.6037  64.0327
 QHG  H11   H  HCR6  0   0.267  18.7891  25.1222  64.8083
 QHG  H26   H  HOH1  0   0.473  18.8112  27.4279  64.7828
 QHG  H12   H  HCR6  0   0.253  17.3917  23.1408  64.5491
 QHG  H16   H  HCR6  0   0.251  13.8993  23.2503  66.5361
 QHG  H20   H  HCR6  0   0.257  16.1401  20.5996  64.0442
 QHG  H17   H  HCR6  0   0.255  14.3465  21.8316  68.4740
 QHG  H19   H  HCR6  0   0.259  16.5980  19.1599  65.9829
 QHG  H21   H  H     0   0.272  16.4102  18.6219  68.2243
 QHG  H22   H  H     0   0.280  14.8445  20.5056  70.0747
 QHG  H25   H  HOH1  0   0.483  16.6849  17.1120  71.2282

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
 QHG  C1   C2    single    1.525  0.020  1.525
 QHG  C2   C3    single    1.523  0.020  1.523
 QHG  C2   C4    single    1.529  0.020  1.529
 QHG  C4   N5    single    1.453  0.020  1.453
 QHG  N5   C6    single    1.449  0.020  1.449
 QHG  N5   C14   single    1.453  0.020  1.453
 QHG  C6   C7    single    1.513  0.020  1.513
 QHG  C7   C8    single    1.500  0.020  1.500
 QHG  C8   C9    aromatic  1.392  0.020  1.392
 QHG  C8   C13   aromatic  1.393  0.020  1.393
 QHG  C9   C10   aromatic  1.388  0.020  1.388
 QHG  C10  C11   aromatic  1.394  0.020  1.394
 QHG  C10  O26   single    1.349  0.020  1.349
 QHG  C11  C12   aromatic  1.383  0.020  1.383
 QHG  C12  C13   aromatic  1.393  0.020  1.393
 QHG  C13  C14   single    1.522  0.020  1.522
 QHG  C14  C15   single    1.514  0.020  1.514
 QHG  C15  C16   aromatic  1.396  0.020  1.396
 QHG  C15  C20   aromatic  1.387  0.020  1.387
 QHG  C16  C17   aromatic  1.379  0.020  1.379
 QHG  C17  C18   aromatic  1.402  0.020  1.402
 QHG  C18  C19   aromatic  1.394  0.020  1.394
 QHG  C18  C21   single    1.458  0.020  1.458
 QHG  C19  C20   aromatic  1.388  0.020  1.388
 QHG  C21  C22   double    1.340  0.020  1.340
 QHG  C22  C23   single    1.467  0.020  1.467
 QHG  C23  O24   double    1.211  0.020  1.211
 QHG  C23  O25   single    1.330  0.020  1.330
 QHG  C1   H11C  single    0.970  0.020  1.090
 QHG  C1   H12C  single    0.970  0.020  1.090
 QHG  C1   H13C  single    0.970  0.020  1.090
 QHG  C2   H2    single    0.970  0.020  1.090
 QHG  C3   H31C  single    0.970  0.020  1.090
 QHG  C3   H32C  single    0.970  0.020  1.090
 QHG  C3   H33C  single    0.970  0.020  1.090
 QHG  C4   H41C  single    0.970  0.020  1.090
 QHG  C4   H42C  single    0.970  0.020  1.090
 QHG  C6   H61C  single    0.970  0.020  1.090
 QHG  C6   H62C  single    0.970  0.020  1.090
 QHG  C14  H14   single    0.970  0.020  1.090
 QHG  C7   H71C  single    0.970  0.020  1.090
 QHG  C7   H72C  single    0.970  0.020  1.090
 QHG  C9   H9    single    0.930  0.020  1.080
 QHG  C11  H11   single    0.930  0.020  1.080
 QHG  O26  H26   single    0.850  0.020  0.980
 QHG  C12  H12   single    0.930  0.020  1.080
 QHG  C16  H16   single    0.930  0.020  1.080
 QHG  C20  H20   single    0.930  0.020  1.080
 QHG  C17  H17   single    0.930  0.020  1.080
 QHG  C19  H19   single    0.930  0.020  1.080
 QHG  C21  H21   single    0.930  0.020  1.080
 QHG  C22  H22   single    0.930  0.020  1.080
 QHG  O25  H25   single    0.850  0.020  0.980

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
 QHG  H13C  C1   H12C  107.63  3.000
 QHG  H13C  C1   H11C  107.60  3.000
 QHG  H12C  C1   H11C  107.68  3.000
 QHG  H13C  C1   C2    111.26  3.000
 QHG  H12C  C1   C2    110.92  3.000
 QHG  H11C  C1   C2    111.56  3.000
 QHG  H2    C2   C4    109.31  3.000
 QHG  H2    C2   C3    108.23  3.000
 QHG  C4    C2   C3    111.31  3.000
 QHG  H2    C2   C1    107.55  3.000
 QHG  C4    C2   C1    109.08  3.000
 QHG  C3    C2   C1    111.28  3.000
 QHG  H33C  C3   H32C  107.74  3.000
 QHG  H33C  C3   H31C  107.57  3.000
 QHG  H32C  C3   H31C  108.24  3.000
 QHG  H33C  C3   C2    110.79  3.000
 QHG  H32C  C3   C2    111.10  3.000
 QHG  H31C  C3   C2    111.24  3.000
 QHG  H42C  C4   H41C  105.98  3.000
 QHG  H42C  C4   N5    110.89  3.000
 QHG  H41C  C4   N5    108.65  3.000
 QHG  H42C  C4   C2    109.52  3.000
 QHG  H41C  C4   C2    107.30  3.000
 QHG  N5    C4   C2    114.11  3.000
 QHG  C14   N5   C6    112.27  3.000
 QHG  C14   N5   C4    111.83  3.000
 QHG  C6    N5   C4    112.12  3.000
 QHG  H62C  C6   H61C  106.50  3.000
 QHG  H62C  C6   C7    109.26  3.000
 QHG  H61C  C6   C7    110.19  3.000
 QHG  H62C  C6   N5    109.04  3.000
 QHG  H61C  C6   N5    111.81  3.000
 QHG  C7    C6   N5    109.96  3.000
 QHG  H72C  C7   H71C  106.77  3.000
 QHG  H72C  C7   C8    109.94  3.000
 QHG  H71C  C7   C8    110.20  3.000
 QHG  H72C  C7   C6    109.30  3.000
 QHG  H71C  C7   C6    110.11  3.000
 QHG  C8    C7   C6    110.45  3.000
 QHG  C13   C8   C9    120.12  3.000
 QHG  C13   C8   C7    119.70  3.000
 QHG  C9    C8   C7    120.16  3.000
 QHG  H9    C9   C10   119.46  3.000
 QHG  H9    C9   C8    119.59  3.000
 QHG  C10   C9   C8    120.95  3.000
 QHG  O26   C10  C11   122.65  3.000
 QHG  O26   C10  C9    118.11  3.000
 QHG  C11   C10  C9    119.24  3.000
 QHG  H11   C11  C12   119.94  3.000
 QHG  H11   C11  C10   120.54  3.000
 QHG  C12   C11  C10   119.52  3.000
 QHG  H12   C12  C13   119.83  3.000
 QHG  H12   C12  C11   118.31  3.000
 QHG  C13   C12  C11   121.85  3.000
 QHG  C14   C13  C12   119.47  3.000
 QHG  C14   C13  C8    122.20  3.000
 QHG  C12   C13  C8    118.31  3.000
 QHG  H14   C14  C15   107.59  3.000
 QHG  H14   C14  C13   107.17  3.000
 QHG  C15   C14  C13   109.20  3.000
 QHG  H14   C14  N5    110.59  3.000
 QHG  C15   C14  N5    109.84  3.000
 QHG  C13   C14  N5    112.30  3.000
 QHG  C20   C15  C16   118.76  3.000
 QHG  C20   C15  C14   121.19  3.000
 QHG  C16   C15  C14   120.04  3.000
 QHG  H16   C16  C17   119.95  3.000
 QHG  H16   C16  C15   119.26  3.000
 QHG  C17   C16  C15   120.78  3.000
 QHG  H17   C17  C18   120.34  3.000
 QHG  H17   C17  C16   118.91  3.000
 QHG  C18   C17  C16   120.75  3.000
 QHG  C21   C18  C19   118.48  3.000
 QHG  C21   C18  C17   123.33  3.000
 QHG  C19   C18  C17   118.18  3.000
 QHG  H19   C19  C20   119.52  3.000
 QHG  H19   C19  C18   119.58  3.000
 QHG  C20   C19  C18   120.90  3.000
 QHG  H20   C20  C19   119.64  3.000
 QHG  H20   C20  C15   119.73  3.000
 QHG  C19   C20  C15   120.62  3.000
 QHG  H21   C21  C22   119.02  3.000
 QHG  H21   C21  C18   114.62  3.000
 QHG  C22   C21  C18   126.36  3.000
 QHG  H22   C22  C23   114.32  3.000
 QHG  H22   C22  C21   121.62  3.000
 QHG  C23   C22  C21   124.06  3.000
 QHG  O25   C23  O24   122.81  3.000
 QHG  O25   C23  C22   114.31  3.000
 QHG  O24   C23  C22   122.88  3.000
 QHG  H25   O25  C23   109.69  3.000
 QHG  H26   O26  C10   110.26  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
 QHG  CONST_01  C11   C10  C9   C8      0.00   0.0  0
 QHG  CONST_02  C11   C12  C13  C8      0.00   0.0  0
 QHG  CONST_03  C12   C13  C8   C9      0.00   0.0  0
 QHG  CONST_04  C12   C11  C10  C9      0.00   0.0  0
 QHG  CONST_05  C13   C8   C9   C10     0.00   0.0  0
 QHG  CONST_06  C13   C12  C11  C10     0.00   0.0  0
 QHG  CONST_07  C18   C17  C16  C15     0.00   0.0  0
 QHG  CONST_08  C18   C19  C20  C15     0.00   0.0  0
 QHG  CONST_09  C19   C20  C15  C16     0.00   0.0  0
 QHG  CONST_10  C19   C18  C17  C16     0.00   0.0  0
 QHG  CONST_11  C20   C15  C16  C17     0.00   0.0  0
 QHG  CONST_12  C20   C19  C18  C17     0.00   0.0  0
 QHG  CONST_13  C17   C16  C15  C14   180.00   0.0  0
 QHG  CONST_14  C19   C20  C15  C14   180.00   0.0  0
 QHG  CONST_15  O26   C10  C9   C8    180.00   0.0  0
 QHG  CONST_16  O26   C10  C11  C12   180.00   0.0  0
 QHG  CONST_17  C21   C18  C17  C16   180.00   0.0  0
 QHG  CONST_18  C21   C18  C19  C20   180.00   0.0  0
 QHG  CONST_19  H9    C9   C8   C7      0.00   0.0  0
 QHG  CONST_20  H12   C12  C13  C8    180.00   0.0  0
 QHG  CONST_21  H11   C11  C10  C9    180.00   0.0  0
 QHG  CONST_22  H16   C16  C15  C14     0.00   0.0  0
 QHG  CONST_23  H20   C20  C15  C14     0.00   0.0  0
 QHG  CONST_24  H17   C17  C16  C15   180.00   0.0  0
 QHG  CONST_25  H19   C19  C20  C15   180.00   0.0  0
 QHG  CONST_26  H25   O25  C23  C22   180.00   0.0  0
 QHG  Var_01    C8    C7   C6   N5     54.09  30.0  1
 QHG  Var_02    C9    C8   C7   C6    157.93  30.0  1
 QHG  Var_03    C14   N5   C6   C7    -67.40  30.0  1
 QHG  Var_04    C6    N5   C4   C2    -75.09  30.0  3
 QHG  Var_05    C22   C21  C18  C17    -0.79  30.0  2
 QHG  Var_06    C23   C22  C21  C18  -179.93   0.0  2
 QHG  Var_07    N5    C4   C2   C1    178.61  30.0  3
 QHG  Var_08    O24   C23  C22  C21  -179.61  30.0  2
 QHG  Var_09    H31C  C3   C2   C1   -179.10  30.0  3
 QHG  Var_10    H11C  C1   C2   C3    178.56  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
 QHG  chir_01  C14  N5  C13  C15  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
 QHG  plan-1  C14  0.020
 QHG  plan-1  C15  0.020
 QHG  plan-1  C16  0.020
 QHG  plan-1  C17  0.020
 QHG  plan-1  C18  0.020
 QHG  plan-1  C19  0.020
 QHG  plan-1  C20  0.020
 QHG  plan-1  C21  0.020
 QHG  plan-1  H16  0.020
 QHG  plan-1  H20  0.020
 QHG  plan-1  H17  0.020
 QHG  plan-1  H19  0.020
 QHG  plan-2  C7   0.020
 QHG  plan-2  C8   0.020
 QHG  plan-2  C9   0.020
 QHG  plan-2  C10  0.020
 QHG  plan-2  C11  0.020
 QHG  plan-2  C12  0.020
 QHG  plan-2  C13  0.020
 QHG  plan-2  C14  0.020
 QHG  plan-2  O26  0.020
 QHG  plan-2  H9   0.020
 QHG  plan-2  H11  0.020
 QHG  plan-2  H12  0.020
 QHG  plan-3  C22  0.020
 QHG  plan-3  C23  0.020
 QHG  plan-3  O24  0.020
 QHG  plan-3  O25  0.020
 QHG  plan-3  H25  0.020
 QHG  plan-4  C18  0.020
 QHG  plan-4  C21  0.020
 QHG  plan-4  C22  0.020
 QHG  plan-4  C23  0.020
 QHG  plan-4  H21  0.020
 QHG  plan-4  H22  0.020

