# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 00:05:54 2020
#   Inital geometry file: a 134 line input string
#   Ligand name: (E)-3-[4-[(1R)-5-methyl-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)CN1CCc2c(C)c(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
 7QN  7QN  '(E)-3-[4-[(1R)-5-methyl-2-(2-methylpropyl)-6-oxidanyl-3,4-dihydro-1H-isoquinolin-1-yl]phenyl]prop-2-enoic acid'  ligand  53  27  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_7QN
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
 7QN  C1    C  CH3    0  -0.757   4.9799   1.5539  -1.7747
 7QN  C2    C  CR6    0  -0.066   3.9170   1.6401  -0.7119
 7QN  C3    C  CR6    0   0.303   3.6376   2.8486  -0.0730
 7QN  C4    C  CR16   0  -0.341   2.6375   2.9190   0.8948
 7QN  C5    C  CR16   0  -0.280   1.9151   1.7901   1.2172
 7QN  C6    C  CR6    0   0.049   2.1786   0.5649   0.6085
 7QN  C7    C  CR6    0   0.035   3.2023   0.4920  -0.3315
 7QN  C8    C  CH2    0  -0.516   3.5649  -0.8480  -0.9057
 7QN  C9    C  CH2    0  -0.299   3.0568  -1.9666  -0.0208
 7QN  N10   N  NT     0  -0.431   1.6368  -1.8145   0.2052
 7QN  C11   C  CH1    0  -0.135   1.3314  -0.6373   0.9975
 7QN  C12   C  CR6    0   0.096  -0.1317  -0.2776   0.8423
 7QN  C13   C  CR16   0  -0.305  -0.9434  -0.0540   1.9441
 7QN  C14   C  CR16   0  -0.309  -2.2708   0.3238   1.7832
 7QN  C15   C  CR6    0   0.141  -2.8276   0.4826   0.5148
 7QN  C16   C  CR16   0  -0.313  -2.0025   0.2411  -0.5926
 7QN  C17   C  CR16   0  -0.238  -0.6831  -0.1313  -0.4308
 7QN  C18   C  C1     0  -0.250  -4.2278   0.8921   0.4008
 7QN  C19   C  C1     0  -0.441  -4.9274   1.0808  -0.7206
 7QN  C20   C  C      0   0.401  -6.3758   1.5113  -0.7267
 7QN  O21   O  OC    -1  -0.618  -6.8976   1.6214  -1.8561
 7QN  O22   O  O      0  -0.601  -6.9280   1.7190   0.3727
 7QN  C23   C  CH2    0  -0.236   1.0237  -3.0028   0.7712
 7QN  C24   C  CH1    0  -0.270   0.9221  -4.1857  -0.1922
 7QN  C25   C  CH3    0  -0.651   0.1944  -5.3311   0.5046
 7QN  C26   C  CH3    0  -0.642   0.2254  -3.7943  -1.4891
 7QN  O27   O  OH1    0  -0.636   4.2998   3.9992  -0.3366
 7QN  H11C  H  HCH3   0   0.259   5.9515   1.2707  -1.3625
 7QN  H12C  H  HCH3   0   0.265   4.7250   0.8139  -2.5314
 7QN  H13C  H  HCH3   0   0.239   5.1153   2.4918  -2.3158
 7QN  H4    H  HCR6   0   0.255   2.4332   3.8627   1.3855
 7QN  H27   H  HOH1   0   0.471   5.0344   3.8490  -0.9397
 7QN  H5    H  HCR6   0   0.249   1.1315   1.8655   1.9614
 7QN  H11   H  HCH1   0   0.226   1.5132  -0.8323   2.0717
 7QN  H81C  H  HCH2   0   0.247   3.1500  -0.9638  -1.9125
 7QN  H82C  H  HCH2   0   0.245   4.6491  -0.9365  -1.0051
 7QN  H91C  H  HCH2   0   0.246   3.2419  -2.9208  -0.5137
 7QN  H92C  H  HCH2   0   0.198   3.6289  -1.9836   0.9234
 7QN  H231  H  HCH2   0   0.199   1.5496  -3.3213   1.6887
 7QN  H232  H  HCH2   0   0.228   0.0060  -2.7451   1.0779
 7QN  H13   H  HCR6   0   0.249  -0.5392  -0.1761   2.9427
 7QN  H17   H  HCR6   0   0.244  -0.0643  -0.3168  -1.2995
 7QN  H14   H  HCR6   0   0.249  -2.8853   0.4946   2.6594
 7QN  H16   H  HCR6   0   0.243  -2.3949   0.3501  -1.5960
 7QN  H18   H  H      0   0.234  -4.7393   1.0594   1.3447
 7QN  H19   H  H      0   0.225  -4.4682   0.9236  -1.6924
 7QN  H24   H  HCH1   0   0.220   1.9286  -4.5421  -0.4380
 7QN  H251  H  HCH3   0   0.214  -0.8269  -5.0431   0.7657
 7QN  H252  H  HCH3   0   0.228   0.1362  -6.2115  -0.1371
 7QN  H253  H  HCH3   0   0.224   0.7018  -5.6245   1.4255
 7QN  H261  H  HCH3   0   0.231   0.7558  -2.9889  -1.9963
 7QN  H262  H  HCH3   0   0.218   0.1628  -4.6440  -2.1712
 7QN  H263  H  HCH3   0   0.208  -0.7923  -3.4452  -1.2962

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
 7QN  C1   C2    single    1.506  0.020  1.506
 7QN  C2   C3    aromatic  1.395  0.020  1.395
 7QN  C2   C7    aromatic  1.405  0.020  1.405
 7QN  C3   C4    aromatic  1.394  0.020  1.394
 7QN  C3   O27   single    1.353  0.020  1.353
 7QN  C4   C5    aromatic  1.378  0.020  1.378
 7QN  C5   C6    aromatic  1.393  0.020  1.393
 7QN  C6   C7    aromatic  1.392  0.020  1.392
 7QN  C6   C11   single    1.521  0.020  1.521
 7QN  C7   C8    single    1.502  0.020  1.502
 7QN  C8   C9    single    1.514  0.020  1.514
 7QN  C9   N10   single    1.446  0.020  1.446
 7QN  N10  C11   single    1.451  0.020  1.451
 7QN  N10  C23   single    1.452  0.020  1.452
 7QN  C11  C12   single    1.515  0.020  1.515
 7QN  C12  C13   aromatic  1.387  0.020  1.387
 7QN  C12  C17   aromatic  1.395  0.020  1.395
 7QN  C13  C14   aromatic  1.389  0.020  1.389
 7QN  C14  C15   aromatic  1.394  0.020  1.394
 7QN  C15  C16   aromatic  1.402  0.020  1.402
 7QN  C15  C18   single    1.463  0.020  1.463
 7QN  C16  C17   aromatic  1.380  0.020  1.380
 7QN  C18  C19   double    1.335  0.020  1.335
 7QN  C19  C20   single    1.511  0.020  1.511
 7QN  C20  O21   deloc     1.249  0.020  1.249
 7QN  C20  O22   deloc     1.248  0.020  1.248
 7QN  C23  C24   single    1.529  0.020  1.529
 7QN  C24  C25   single    1.525  0.020  1.525
 7QN  C24  C26   single    1.523  0.020  1.523
 7QN  C1   H11C  single    0.970  0.020  1.090
 7QN  C1   H12C  single    0.970  0.020  1.090
 7QN  C1   H13C  single    0.970  0.020  1.090
 7QN  C4   H4    single    0.930  0.020  1.080
 7QN  O27  H27   single    0.850  0.020  0.980
 7QN  C5   H5    single    0.930  0.020  1.080
 7QN  C11  H11   single    0.970  0.020  1.090
 7QN  C8   H81C  single    0.970  0.020  1.090
 7QN  C8   H82C  single    0.970  0.020  1.090
 7QN  C9   H91C  single    0.970  0.020  1.090
 7QN  C9   H92C  single    0.970  0.020  1.090
 7QN  C23  H231  single    0.970  0.020  1.090
 7QN  C23  H232  single    0.970  0.020  1.090
 7QN  C13  H13   single    0.930  0.020  1.080
 7QN  C17  H17   single    0.930  0.020  1.080
 7QN  C14  H14   single    0.930  0.020  1.080
 7QN  C16  H16   single    0.930  0.020  1.080
 7QN  C18  H18   single    0.930  0.020  1.080
 7QN  C19  H19   single    0.930  0.020  1.080
 7QN  C24  H24   single    0.970  0.020  1.090
 7QN  C25  H251  single    0.970  0.020  1.090
 7QN  C25  H252  single    0.970  0.020  1.090
 7QN  C25  H253  single    0.970  0.020  1.090
 7QN  C26  H261  single    0.970  0.020  1.090
 7QN  C26  H262  single    0.970  0.020  1.090
 7QN  C26  H263  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
 7QN  H13C  C1   H12C  105.58  3.000
 7QN  H13C  C1   H11C  107.43  3.000
 7QN  H12C  C1   H11C  107.11  3.000
 7QN  H13C  C1   C2    112.86  3.000
 7QN  H12C  C1   C2    111.36  3.000
 7QN  H11C  C1   C2    112.11  3.000
 7QN  C7    C2   C3    118.82  3.000
 7QN  C7    C2   C1    120.23  3.000
 7QN  C3    C2   C1    120.94  3.000
 7QN  O27   C3   C4    116.32  3.000
 7QN  O27   C3   C2    123.31  3.000
 7QN  C4    C3   C2    120.36  3.000
 7QN  H4    C4   C5    120.58  3.000
 7QN  H4    C4   C3    119.60  3.000
 7QN  C5    C4   C3    119.82  3.000
 7QN  H5    C5   C6    119.88  3.000
 7QN  H5    C5   C4    118.87  3.000
 7QN  C6    C5   C4    121.25  3.000
 7QN  C11   C6   C7    122.75  3.000
 7QN  C11   C6   C5    118.54  3.000
 7QN  C7    C6   C5    118.71  3.000
 7QN  C8    C7   C6    118.85  3.000
 7QN  C8    C7   C2    120.18  3.000
 7QN  C6    C7   C2    120.95  3.000
 7QN  H82C  C8   H81C  106.49  3.000
 7QN  H82C  C8   C9    109.05  3.000
 7QN  H81C  C8   C9    109.40  3.000
 7QN  H82C  C8   C7    110.28  3.000
 7QN  H81C  C8   C7    110.75  3.000
 7QN  C9    C8   C7    110.77  3.000
 7QN  H92C  C9   H91C  106.58  3.000
 7QN  H92C  C9   N10   112.14  3.000
 7QN  H91C  C9   N10   109.24  3.000
 7QN  H92C  C9   C8    109.71  3.000
 7QN  H91C  C9   C8    109.00  3.000
 7QN  N10   C9   C8    110.07  3.000
 7QN  C23   N10  C11   111.23  3.000
 7QN  C23   N10  C9    112.93  3.000
 7QN  C11   N10  C9    112.16  3.000
 7QN  H11   C11  C12   107.45  3.000
 7QN  H11   C11  N10   110.63  3.000
 7QN  C12   C11  N10   109.87  3.000
 7QN  H11   C11  C6    107.22  3.000
 7QN  C12   C11  C6    108.91  3.000
 7QN  N10   C11  C6    112.60  3.000
 7QN  C17   C12  C13   118.47  3.000
 7QN  C17   C12  C11   120.01  3.000
 7QN  C13   C12  C11   121.49  3.000
 7QN  H13   C13  C14   119.57  3.000
 7QN  H13   C13  C12   119.70  3.000
 7QN  C14   C13  C12   120.74  3.000
 7QN  H14   C14  C15   119.41  3.000
 7QN  H14   C14  C13   119.40  3.000
 7QN  C15   C14  C13   121.19  3.000
 7QN  C18   C15  C16   123.36  3.000
 7QN  C18   C15  C14   119.00  3.000
 7QN  C16   C15  C14   117.64  3.000
 7QN  H16   C16  C17   118.83  3.000
 7QN  H16   C16  C15   120.08  3.000
 7QN  C17   C16  C15   121.09  3.000
 7QN  H17   C17  C16   119.90  3.000
 7QN  H17   C17  C12   119.23  3.000
 7QN  C16   C17  C12   120.87  3.000
 7QN  H18   C18  C19   117.47  3.000
 7QN  H18   C18  C15   115.20  3.000
 7QN  C19   C18  C15   127.33  3.000
 7QN  H19   C19  C20   116.28  3.000
 7QN  H19   C19  C18   120.63  3.000
 7QN  C20   C19  C18   123.08  3.000
 7QN  O22   C20  O21   126.67  3.000
 7QN  O22   C20  C19   117.92  3.000
 7QN  O21   C20  C19   115.42  3.000
 7QN  H232  C23  H231  106.15  3.000
 7QN  H232  C23  C24   107.29  3.000
 7QN  H231  C23  C24   109.38  3.000
 7QN  H232  C23  N10   108.02  3.000
 7QN  H231  C23  N10   111.02  3.000
 7QN  C24   C23  N10   114.56  3.000
 7QN  H24   C24  C26   108.22  3.000
 7QN  H24   C24  C25   107.25  3.000
 7QN  C26   C24  C25   111.32  3.000
 7QN  H24   C24  C23   109.39  3.000
 7QN  C26   C24  C23   111.59  3.000
 7QN  C25   C24  C23   108.95  3.000
 7QN  H253  C25  H252  107.70  3.000
 7QN  H253  C25  H251  107.68  3.000
 7QN  H252  C25  H251  107.66  3.000
 7QN  H253  C25  C24   111.43  3.000
 7QN  H252  C25  C24   111.27  3.000
 7QN  H251  C25  C24   110.92  3.000
 7QN  H263  C26  H262  107.79  3.000
 7QN  H263  C26  H261  107.41  3.000
 7QN  H262  C26  H261  108.22  3.000
 7QN  H263  C26  C24   110.95  3.000
 7QN  H262  C26  C24   111.00  3.000
 7QN  H261  C26  C24   111.32  3.000
 7QN  H27   O27  C3    111.28  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
 7QN  CONST_01  C5    C4   C3   C2      0.00   0.0  0
 7QN  CONST_02  C5    C6   C7   C2      0.00   0.0  0
 7QN  CONST_03  C6    C7   C2   C3      0.00   0.0  0
 7QN  CONST_04  C6    C5   C4   C3      0.00   0.0  0
 7QN  CONST_05  C7    C2   C3   C4      0.00   0.0  0
 7QN  CONST_06  C7    C6   C5   C4      0.00   0.0  0
 7QN  CONST_07  C15   C14  C13  C12     0.00   0.0  0
 7QN  CONST_08  C15   C16  C17  C12     0.00   0.0  0
 7QN  CONST_09  C16   C17  C12  C13     0.00   0.0  0
 7QN  CONST_10  C16   C15  C14  C13     0.00   0.0  0
 7QN  CONST_11  C17   C12  C13  C14     0.00   0.0  0
 7QN  CONST_12  C17   C16  C15  C14     0.00   0.0  0
 7QN  CONST_13  C14   C13  C12  C11   180.00   0.0  0
 7QN  CONST_14  C16   C17  C12  C11   180.00   0.0  0
 7QN  CONST_15  C4    C3   C2   C1    180.00   0.0  0
 7QN  CONST_16  C6    C7   C2   C1    180.00   0.0  0
 7QN  CONST_17  C8    C7   C2   C1      0.00   0.0  0
 7QN  CONST_18  O27   C3   C4   C5    180.00   0.0  0
 7QN  CONST_19  O27   C3   C2   C7    180.00   0.0  0
 7QN  CONST_20  C18   C15  C14  C13   180.00   0.0  0
 7QN  CONST_21  C18   C15  C16  C17   180.00   0.0  0
 7QN  CONST_22  H4    C4   C3   C2    180.00   0.0  0
 7QN  CONST_23  H5    C5   C4   C3    180.00   0.0  0
 7QN  CONST_24  H13   C13  C12  C11     0.00   0.0  0
 7QN  CONST_25  H17   C17  C12  C11     0.00   0.0  0
 7QN  CONST_26  H14   C14  C13  C12   180.00   0.0  0
 7QN  CONST_27  H16   C16  C17  C12   180.00   0.0  0
 7QN  Var_01    C9    C8   C7   C2    158.98  30.0  1
 7QN  Var_02    N10   C9   C8   C7     54.32  30.0  1
 7QN  Var_03    C11   N10  C9   C8    -67.06  30.0  1
 7QN  Var_04    C24   C23  N10  C9    -70.72  30.0  3
 7QN  Var_05    C19   C18  C15  C14  -179.36  30.0  2
 7QN  Var_06    H11C  C1   C2   C3     92.62  30.0  2
 7QN  Var_07    C20   C19  C18  C15  -179.77   0.0  2
 7QN  Var_08    C25   C24  C23  N10  -176.92  30.0  3
 7QN  Var_09    O21   C20  C19  C18  -178.75  30.0  2
 7QN  Var_10    H251  C25  C24  C23    62.47  30.0  3
 7QN  Var_11    H261  C26  C24  C23    59.10  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
 7QN  chir_01  C11  C6  N10  C12  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
 7QN  plan-1  C11  0.020
 7QN  plan-1  C12  0.020
 7QN  plan-1  C13  0.020
 7QN  plan-1  C14  0.020
 7QN  plan-1  C15  0.020
 7QN  plan-1  C16  0.020
 7QN  plan-1  C17  0.020
 7QN  plan-1  C18  0.020
 7QN  plan-1  H13  0.020
 7QN  plan-1  H17  0.020
 7QN  plan-1  H14  0.020
 7QN  plan-1  H16  0.020
 7QN  plan-2  C1   0.020
 7QN  plan-2  C2   0.020
 7QN  plan-2  C3   0.020
 7QN  plan-2  C4   0.020
 7QN  plan-2  C5   0.020
 7QN  plan-2  C6   0.020
 7QN  plan-2  C7   0.020
 7QN  plan-2  C8   0.020
 7QN  plan-2  C11  0.020
 7QN  plan-2  O27  0.020
 7QN  plan-2  H4   0.020
 7QN  plan-2  H5   0.020
 7QN  plan-3  C19  0.020
 7QN  plan-3  C20  0.020
 7QN  plan-3  O21  0.020
 7QN  plan-3  O22  0.020
 7QN  plan-4  C15  0.020
 7QN  plan-4  C18  0.020
 7QN  plan-4  C19  0.020
 7QN  plan-4  C20  0.020
 7QN  plan-4  H18  0.020
 7QN  plan-4  H19  0.020

