# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 17:09:43 2020
#   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  50  26  .  2021-08-20  2021-08-20  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

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  -0.635   0.6122  -5.2028   0.5295
 QHG  C2    C  CH1    0  -0.270   1.2646  -4.0436  -0.2166
 QHG  C3    C  CH3    0  -0.622   0.4852  -3.6931  -1.4777
 QHG  C4    C  CH2    0  -0.229   1.3753  -2.8442   0.7250
 QHG  N5    N  NT     0  -0.441   1.9082  -1.6434   0.1083
 QHG  C6    C  CH2    0  -0.293   3.3213  -1.7398  -0.1912
 QHG  C7    C  CH2    0  -0.483   3.7187  -0.6227  -1.1332
 QHG  C8    C  CR6    0   0.079   3.3361   0.7053  -0.5517
 QHG  C9    C  CR16   0  -0.410   3.9988   1.8654  -0.9504
 QHG  C10   C  CR6    0   0.373   3.6867   3.0948  -0.3887
 QHG  C11   C  CR16   0  -0.314   2.7053   3.1633   0.5999
 QHG  C12   C  CR16   0  -0.242   2.0484   2.0107   0.9847
 QHG  C13   C  CR6    0   0.045   2.3377   0.7708   0.4148
 QHG  C14   C  CH1    0  -0.135   1.5700  -0.4579   0.8764
 QHG  C15   C  CR6    0   0.120   0.0838  -0.1819   0.7703
 QHG  C16   C  CR16   0  -0.272  -0.6838   0.0781   1.8958
 QHG  C17   C  CR16   0  -0.232  -2.0348   0.3806   1.7806
 QHG  C18   C  CR6    0   0.184  -2.6610   0.4256   0.5355
 QHG  C19   C  CR16   0  -0.216  -1.8807   0.1454  -0.5946
 QHG  C20   C  CR16   0  -0.279  -0.5374  -0.1522  -0.4787
 QHG  C21   C  C1     0  -0.284  -4.0840   0.7604   0.4684
 QHG  C22   C  C1     0  -0.587  -4.8375   0.8772  -0.6276
 QHG  C23   C  C      0   0.296  -6.3039   1.2412  -0.5871
 QHG  O24   O  O      0  -0.697  -6.8275   1.4351   0.5286
 QHG  O25   O  OC    -1  -0.532  -6.8673   1.3179  -1.6991
 QHG  O26   O  OH1    0  -0.611   4.3021   4.2418  -0.7452
 QHG  H11C  H  HCH3   0   0.233   1.1709  -5.4681   1.4292
 QHG  H12C  H  HCH3   0   0.211  -0.4051  -4.9461   0.8352
 QHG  H13C  H  HCH3   0   0.219   0.5539  -6.0934  -0.0980
 QHG  H2    H  HCH1   0   0.219   2.2684  -4.3681  -0.5116
 QHG  H31C  H  HCH3   0   0.201  -0.5258  -3.3596  -1.2301
 QHG  H32C  H  HCH3   0   0.226   0.9659  -2.8875  -2.0323
 QHG  H33C  H  HCH3   0   0.213   0.4001  -4.5584  -2.1375
 QHG  H41C  H  HCH2   0   0.219   0.3666  -2.6212   1.0846
 QHG  H42C  H  HCH2   0   0.198   1.9606  -3.1312   1.6165
 QHG  H61C  H  HCH2   0   0.206   3.9446  -1.7068   0.7192
 QHG  H62C  H  HCH2   0   0.242   3.5185  -2.6992  -0.6693
 QHG  H14   H  HCH1   0   0.235   1.8040  -0.6073   1.9478
 QHG  H71C  H  HCH2   0   0.238   4.7930  -0.6543  -1.3261
 QHG  H72C  H  HCH2   0   0.240   3.2208  -0.7740  -2.0957
 QHG  H9    H  HCR6   0   0.226   4.7762   1.7949  -1.7051
 QHG  H11   H  HCR6   0   0.241   2.4637   4.1137   1.0595
 QHG  H26   H  HOH1   0   0.437   4.9579   4.0723  -1.4308
 QHG  H12   H  HCR6   0   0.241   1.2858   2.0822   1.7510
 QHG  H16   H  HCR6   0   0.252  -0.2255   0.0438   2.8779
 QHG  H20   H  HCR6   0   0.246   0.0437  -0.3735  -1.3650
 QHG  H17   H  HCR6   0   0.247  -2.6129   0.5824   2.6750
 QHG  H19   H  HCR6   0   0.207  -2.3280   0.1615  -1.5806
 QHG  H21   H  H      0   0.247  -4.5632   0.9364   1.4275
 QHG  H22   H  H      0   0.245  -4.4108   0.7141  -1.6131

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    1.451  0.020  1.451
 QHG  N5   C6    single    1.448  0.020  1.448
 QHG  N5   C14   single    1.452  0.020  1.452
 QHG  C6   C7    single    1.514  0.020  1.514
 QHG  C7   C8    single    1.499  0.020  1.499
 QHG  C8   C9    aromatic  1.394  0.020  1.394
 QHG  C8   C13   aromatic  1.391  0.020  1.391
 QHG  C9   C10   aromatic  1.387  0.020  1.387
 QHG  C10  C11   aromatic  1.395  0.020  1.395
 QHG  C10  O26   single    1.350  0.020  1.350
 QHG  C11  C12   aromatic  1.381  0.020  1.381
 QHG  C12  C13   aromatic  1.395  0.020  1.395
 QHG  C13  C14   single    1.521  0.020  1.521
 QHG  C14  C15   single    1.515  0.020  1.515
 QHG  C15  C16   aromatic  1.387  0.020  1.387
 QHG  C15  C20   aromatic  1.395  0.020  1.395
 QHG  C16  C17   aromatic  1.389  0.020  1.389
 QHG  C17  C18   aromatic  1.394  0.020  1.394
 QHG  C18  C19   aromatic  1.402  0.020  1.402
 QHG  C18  C21   single    1.463  0.020  1.463
 QHG  C19  C20   aromatic  1.381  0.020  1.381
 QHG  C21  C22   double    1.335  0.020  1.335
 QHG  C22  C23   single    1.511  0.020  1.511
 QHG  C23  O24   deloc     1.248  0.020  1.248
 QHG  C23  O25   deloc     1.249  0.020  1.249
 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

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  107.63  3.000
 QHG  H12C  C1   H11C  107.63  3.000
 QHG  H13C  C1   C2    111.22  3.000
 QHG  H12C  C1   C2    110.89  3.000
 QHG  H11C  C1   C2    111.65  3.000
 QHG  H2    C2   C4    109.38  3.000
 QHG  H2    C2   C3    108.30  3.000
 QHG  C4    C2   C3    111.49  3.000
 QHG  H2    C2   C1    107.37  3.000
 QHG  C4    C2   C1    109.03  3.000
 QHG  C3    C2   C1    111.16  3.000
 QHG  H33C  C3   H32C  108.23  3.000
 QHG  H33C  C3   H31C  107.86  3.000
 QHG  H32C  C3   H31C  107.32  3.000
 QHG  H33C  C3   C2    110.98  3.000
 QHG  H32C  C3   C2    111.45  3.000
 QHG  H31C  C3   C2    110.85  3.000
 QHG  H42C  C4   H41C  106.05  3.000
 QHG  H42C  C4   N5    111.31  3.000
 QHG  H41C  C4   N5    108.04  3.000
 QHG  H42C  C4   C2    109.37  3.000
 QHG  H41C  C4   C2    107.20  3.000
 QHG  N5    C4   C2    114.45  3.000
 QHG  C14   N5   C6    113.02  3.000
 QHG  C14   N5   C4    111.41  3.000
 QHG  C6    N5   C4    113.03  3.000
 QHG  H62C  C6   H61C  106.62  3.000
 QHG  H62C  C6   C7    109.20  3.000
 QHG  H61C  C6   C7    110.05  3.000
 QHG  H62C  C6   N5    109.03  3.000
 QHG  H61C  C6   N5    112.25  3.000
 QHG  C7    C6   N5    109.61  3.000
 QHG  H72C  C7   H71C  106.76  3.000
 QHG  H72C  C7   C8    110.33  3.000
 QHG  H71C  C7   C8    110.19  3.000
 QHG  H72C  C7   C6    109.02  3.000
 QHG  H71C  C7   C6    110.29  3.000
 QHG  C8    C7   C6    110.19  3.000
 QHG  C13   C8   C9    120.04  3.000
 QHG  C13   C8   C7    119.62  3.000
 QHG  C9    C8   C7    120.31  3.000
 QHG  H9    C9   C10   120.00  3.000
 QHG  H9    C9   C8    119.02  3.000
 QHG  C10   C9   C8    120.97  3.000
 QHG  O26   C10  C11   117.80  3.000
 QHG  O26   C10  C9    122.93  3.000
 QHG  C11   C10  C9    119.26  3.000
 QHG  H11   C11  C12   120.53  3.000
 QHG  H11   C11  C10   120.06  3.000
 QHG  C12   C11  C10   119.42  3.000
 QHG  H12   C12  C13   119.58  3.000
 QHG  H12   C12  C11   118.47  3.000
 QHG  C13   C12  C11   121.95  3.000
 QHG  C14   C13  C12   119.31  3.000
 QHG  C14   C13  C8    122.36  3.000
 QHG  C12   C13  C8    118.33  3.000
 QHG  H14   C14  C15   107.44  3.000
 QHG  H14   C14  C13   107.23  3.000
 QHG  C15   C14  C13   109.07  3.000
 QHG  H14   C14  N5    110.64  3.000
 QHG  C15   C14  N5    109.88  3.000
 QHG  C13   C14  N5    112.42  3.000
 QHG  C20   C15  C16   118.42  3.000
 QHG  C20   C15  C14   120.22  3.000
 QHG  C16   C15  C14   121.34  3.000
 QHG  H16   C16  C17   119.54  3.000
 QHG  H16   C16  C15   119.68  3.000
 QHG  C17   C16  C15   120.78  3.000
 QHG  H17   C17  C18   119.42  3.000
 QHG  H17   C17  C16   119.39  3.000
 QHG  C18   C17  C16   121.18  3.000
 QHG  C21   C18  C19   123.38  3.000
 QHG  C21   C18  C17   119.01  3.000
 QHG  C19   C18  C17   117.61  3.000
 QHG  H19   C19  C20   118.78  3.000
 QHG  H19   C19  C18   120.08  3.000
 QHG  C20   C19  C18   121.14  3.000
 QHG  H20   C20  C19   119.84  3.000
 QHG  H20   C20  C15   119.30  3.000
 QHG  C19   C20  C15   120.85  3.000
 QHG  H21   C21  C22   117.48  3.000
 QHG  H21   C21  C18   115.19  3.000
 QHG  C22   C21  C18   127.33  3.000
 QHG  H22   C22  C23   116.20  3.000
 QHG  H22   C22  C21   120.66  3.000
 QHG  C23   C22  C21   123.14  3.000
 QHG  O25   C23  O24   126.68  3.000
 QHG  O25   C23  C22   115.38  3.000
 QHG  O24   C23  C22   117.94  3.000
 QHG  H26   O26  C10   110.41  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  Var_01    C8    C7   C6   N5     55.23  30.0  1
 QHG  Var_02    C9    C8   C7   C6    156.35  30.0  1
 QHG  Var_03    C14   N5   C6   C7    -66.68  30.0  1
 QHG  Var_04    C6    N5   C4   C2    -71.13  30.0  3
 QHG  Var_05    C22   C21  C18  C17   178.49  30.0  2
 QHG  Var_06    C23   C22  C21  C18  -179.45   0.0  2
 QHG  Var_07    N5    C4   C2   C1   -176.43  30.0  3
 QHG  Var_08    O24   C23  C22  C21    -0.26  30.0  2
 QHG  Var_09    H31C  C3   C2   C1     62.45  30.0  3
 QHG  Var_10    H11C  C1   C2   C3    179.36  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-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

