# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 00:25:57 2020
#   Inital geometry file: a 134 line input string
#   Ligand name: (E)-3-[4-[(1R)-7-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)CN1CCc2cc(O)c(C)cc2[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
 VQI  VQI  '(E)-3-[4-[(1R)-7-methyl-2-(2-methylpropyl)-6-oxidanyl-3,4-dihydro-1H-isoquinolin-1-yl]phenyl]prop-2-enoic acid'  ligand  53  27  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_VQI
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
 VQI  C1    C  CH3    0  -0.713  -2.4208   4.2966  -1.0120
 VQI  C2    C  CR6    0   0.009  -2.7386   2.9383  -0.4606
 VQI  C3    C  CR16   0  -0.312  -2.0548   1.8072  -0.8724
 VQI  C4    C  CR6    0   0.066  -2.3217   0.5324  -0.3708
 VQI  C5    C  CR6    0   0.047  -3.3356   0.3879   0.5665
 VQI  C6    C  CR16   0  -0.439  -4.0357   1.5138   0.9986
 VQI  C7    C  CR6    0   0.319  -3.7423   2.7742   0.5038
 VQI  O8    O  OH1    0  -0.630  -4.3981   3.8845   0.9057
 VQI  C9    C  CH2    0  -0.498  -3.6921  -0.9754   1.0787
 VQI  C10   C  CH2    0  -0.302  -3.2334  -2.0360   0.0999
 VQI  N11   N  NT     0  -0.436  -1.8195  -1.8776  -0.1655
 VQI  C12   C  CH1    0  -0.135  -1.5063  -0.6486  -0.8737
 VQI  C13   C  CR6    0   0.094  -0.0314  -0.3335  -0.7292
 VQI  C14   C  CR16   0  -0.303   0.7411   0.0157  -1.8270
 VQI  C15   C  CR16   0  -0.309   2.0812   0.3491  -1.6766
 VQI  C16   C  CR6    0   0.139   2.6936   0.3318  -0.4238
 VQI  C17   C  CR16   0  -0.314   1.9074  -0.0317   0.6783
 VQI  C18   C  CR16   0  -0.241   0.5740  -0.3572   0.5276
 VQI  C19   C  C1     0  -0.251   4.1095   0.6866  -0.3195
 VQI  C20   C  C1     0  -0.442   4.8728   0.6548   0.7757
 VQI  C21   C  C      0   0.401   6.3336   1.0418   0.7758
 VQI  O22   O  O      0  -0.601   6.8307   1.4482  -0.2940
 VQI  O23   O  OC    -1  -0.618   6.9214   0.9162   1.8707
 VQI  C24   C  CH2    0  -0.238  -1.2347  -3.0338  -0.8193
 VQI  C25   C  CH1    0  -0.268  -1.0806  -4.2599   0.0813
 VQI  C26   C  CH3    0  -0.653  -0.3812  -5.3657  -0.7028
 VQI  C27   C  CH3    0  -0.642  -0.3175  -3.9252   1.3565
 VQI  H11C  H  HCH3   0   0.240  -3.2896   4.7600  -1.4825
 VQI  H12C  H  HCH3   0   0.241  -2.0815   4.9796  -0.2310
 VQI  H13C  H  HCH3   0   0.242  -1.6331   4.2338  -1.7612
 VQI  H3    H  HCR6   0   0.243  -1.2753   1.9280  -1.6167
 VQI  H12   H  HCH1   0   0.226  -1.7169  -0.7579  -1.9548
 VQI  H6    H  HCR6   0   0.256  -4.8284   1.3931   1.7310
 VQI  H91C  H  HCH2   0   0.245  -3.2179  -1.1543   2.0485
 VQI  H92C  H  HCH2   0   0.241  -4.7704  -1.0495   1.2369
 VQI  H8    H  HOH1   0   0.472  -5.0717   3.6590   1.5568
 VQI  H101  H  HCH2   0   0.245  -3.4039  -3.0226   0.5306
 VQI  H102  H  HCH2   0   0.198  -3.8402  -1.9872  -0.8213
 VQI  H241  H  HCH2   0   0.200  -1.8034  -3.3132  -1.7238
 VQI  H242  H  HCH2   0   0.228  -0.2342  -2.7589  -1.1650
 VQI  H14   H  HCR6   0   0.249   0.2944   0.0280  -2.8149
 VQI  H18   H  HCR6   0   0.245  -0.0105  -0.6451   1.3923
 VQI  H15   H  HCR6   0   0.248   2.6625   0.6196  -2.5504
 VQI  H17   H  HCR6   0   0.245   2.3418  -0.0577   1.6697
 VQI  H19   H  H      0   0.234   4.5763   1.0036  -1.2479
 VQI  H20   H  H      0   0.228   4.4602   0.3353   1.7284
 VQI  H25   H  HCH1   0   0.219  -2.0718  -4.6337   0.3614
 VQI  H261  H  HCH3   0   0.214   0.6261  -5.0576  -0.9942
 VQI  H262  H  HCH3   0   0.228  -0.2895  -6.2752  -0.1074
 VQI  H263  H  HCH3   0   0.224  -0.9260  -5.6197  -1.6142
 VQI  H271  H  HCH3   0   0.218  -0.1955  -4.8114   1.9819
 VQI  H272  H  HCH3   0   0.208   0.6787  -3.5406   1.1236
 VQI  H273  H  HCH3   0   0.231  -0.8317  -3.1631   1.9416

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
 VQI  C1   C2    single    1.500  0.020  1.500
 VQI  C2   C3    aromatic  1.384  0.020  1.384
 VQI  C2   C7    aromatic  1.402  0.020  1.402
 VQI  C3   C4    aromatic  1.396  0.020  1.396
 VQI  C4   C5    aromatic  1.388  0.020  1.388
 VQI  C4   C12   single    1.521  0.020  1.521
 VQI  C5   C6    aromatic  1.394  0.020  1.394
 VQI  C5   C9    single    1.499  0.020  1.499
 VQI  C6   C7    aromatic  1.385  0.020  1.385
 VQI  C7   O8    single    1.351  0.020  1.351
 VQI  C9   C10   single    1.514  0.020  1.514
 VQI  C10  N11   single    1.447  0.020  1.447
 VQI  N11  C12   single    1.453  0.020  1.453
 VQI  N11  C24   single    1.451  0.020  1.451
 VQI  C12  C13   single    1.515  0.020  1.515
 VQI  C13  C14   aromatic  1.387  0.020  1.387
 VQI  C13  C18   aromatic  1.395  0.020  1.395
 VQI  C14  C15   aromatic  1.389  0.020  1.389
 VQI  C15  C16   aromatic  1.395  0.020  1.395
 VQI  C16  C17   aromatic  1.402  0.020  1.402
 VQI  C16  C19   single    1.463  0.020  1.463
 VQI  C17  C18   aromatic  1.381  0.020  1.381
 VQI  C19  C20   double    1.335  0.020  1.335
 VQI  C20  C21   single    1.511  0.020  1.511
 VQI  C21  O22   deloc     1.248  0.020  1.248
 VQI  C21  O23   deloc     1.249  0.020  1.249
 VQI  C24  C25   single    1.529  0.020  1.529
 VQI  C25  C26   single    1.525  0.020  1.525
 VQI  C25  C27   single    1.523  0.020  1.523
 VQI  C1   H11C  single    0.970  0.020  1.090
 VQI  C1   H12C  single    0.970  0.020  1.090
 VQI  C1   H13C  single    0.970  0.020  1.090
 VQI  C3   H3    single    0.930  0.020  1.080
 VQI  C12  H12   single    0.970  0.020  1.090
 VQI  C6   H6    single    0.930  0.020  1.080
 VQI  C9   H91C  single    0.970  0.020  1.090
 VQI  C9   H92C  single    0.970  0.020  1.090
 VQI  O8   H8    single    0.850  0.020  0.980
 VQI  C10  H101  single    0.970  0.020  1.090
 VQI  C10  H102  single    0.970  0.020  1.090
 VQI  C24  H241  single    0.970  0.020  1.090
 VQI  C24  H242  single    0.970  0.020  1.090
 VQI  C14  H14   single    0.930  0.020  1.080
 VQI  C18  H18   single    0.930  0.020  1.080
 VQI  C15  H15   single    0.930  0.020  1.080
 VQI  C17  H17   single    0.930  0.020  1.080
 VQI  C19  H19   single    0.930  0.020  1.080
 VQI  C20  H20   single    0.930  0.020  1.080
 VQI  C25  H25   single    0.970  0.020  1.090
 VQI  C26  H261  single    0.970  0.020  1.090
 VQI  C26  H262  single    0.970  0.020  1.090
 VQI  C26  H263  single    0.970  0.020  1.090
 VQI  C27  H271  single    0.970  0.020  1.090
 VQI  C27  H272  single    0.970  0.020  1.090
 VQI  C27  H273  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
 VQI  H13C  C1   H12C  107.67  3.000
 VQI  H13C  C1   H11C  107.69  3.000
 VQI  H12C  C1   H11C  106.87  3.000
 VQI  H13C  C1   C2    110.73  3.000
 VQI  H12C  C1   C2    111.68  3.000
 VQI  H11C  C1   C2    111.98  3.000
 VQI  C7    C2   C3    117.56  3.000
 VQI  C7    C2   C1    120.71  3.000
 VQI  C3    C2   C1    121.72  3.000
 VQI  H3    C3   C4    119.07  3.000
 VQI  H3    C3   C2    117.92  3.000
 VQI  C4    C3   C2    123.02  3.000
 VQI  C12   C4   C5    122.28  3.000
 VQI  C12   C4   C3    119.21  3.000
 VQI  C5    C4   C3    118.51  3.000
 VQI  C9    C5   C6    120.59  3.000
 VQI  C9    C5   C4    119.93  3.000
 VQI  C6    C5   C4    119.46  3.000
 VQI  H6    C6   C7    119.78  3.000
 VQI  H6    C6   C5    119.06  3.000
 VQI  C7    C6   C5    121.17  3.000
 VQI  O8    C7   C6    122.60  3.000
 VQI  O8    C7   C2    117.14  3.000
 VQI  C6    C7   C2    120.26  3.000
 VQI  H8    O8   C7    110.37  3.000
 VQI  H92C  C9   H91C  106.76  3.000
 VQI  H92C  C9   C10   110.19  3.000
 VQI  H91C  C9   C10   109.09  3.000
 VQI  H92C  C9   C5    110.23  3.000
 VQI  H91C  C9   C5    110.39  3.000
 VQI  C10   C9   C5    110.12  3.000
 VQI  H102  C10  H101  106.49  3.000
 VQI  H102  C10  N11   112.28  3.000
 VQI  H101  C10  N11   108.92  3.000
 VQI  H102  C10  C9    109.99  3.000
 VQI  H101  C10  C9    109.34  3.000
 VQI  N11   C10  C9    109.74  3.000
 VQI  C24   N11  C12   111.56  3.000
 VQI  C24   N11  C10   112.90  3.000
 VQI  C12   N11  C10   113.12  3.000
 VQI  H12   C12  C13   107.39  3.000
 VQI  H12   C12  N11   110.58  3.000
 VQI  C13   C12  N11   109.84  3.000
 VQI  H12   C12  C4    107.32  3.000
 VQI  C13   C12  C4    109.20  3.000
 VQI  N11   C12  C4    112.35  3.000
 VQI  C18   C13  C14   118.40  3.000
 VQI  C18   C13  C12   120.31  3.000
 VQI  C14   C13  C12   121.27  3.000
 VQI  H14   C14  C15   119.56  3.000
 VQI  H14   C14  C13   119.64  3.000
 VQI  C15   C14  C13   120.80  3.000
 VQI  H15   C15  C16   119.46  3.000
 VQI  H15   C15  C14   119.34  3.000
 VQI  C16   C15  C14   121.19  3.000
 VQI  C19   C16  C17   123.34  3.000
 VQI  C19   C16  C15   119.07  3.000
 VQI  C17   C16  C15   117.59  3.000
 VQI  H17   C17  C18   118.79  3.000
 VQI  H17   C17  C16   120.07  3.000
 VQI  C18   C17  C16   121.13  3.000
 VQI  H18   C18  C17   119.79  3.000
 VQI  H18   C18  C13   119.32  3.000
 VQI  C17   C18  C13   120.88  3.000
 VQI  H19   C19  C20   117.53  3.000
 VQI  H19   C19  C16   115.19  3.000
 VQI  C20   C19  C16   127.28  3.000
 VQI  H20   C20  C21   116.26  3.000
 VQI  H20   C20  C19   120.62  3.000
 VQI  C21   C20  C19   123.12  3.000
 VQI  O23   C21  O22   126.65  3.000
 VQI  O23   C21  C20   115.41  3.000
 VQI  O22   C21  C20   117.94  3.000
 VQI  H242  C24  H241  106.01  3.000
 VQI  H242  C24  C25   107.19  3.000
 VQI  H241  C24  C25   109.36  3.000
 VQI  H242  C24  N11   108.11  3.000
 VQI  H241  C24  N11   111.28  3.000
 VQI  C25   C24  N11   114.46  3.000
 VQI  H25   C25  C27   108.31  3.000
 VQI  H25   C25  C26   107.39  3.000
 VQI  C27   C25  C26   111.10  3.000
 VQI  H25   C25  C24   109.45  3.000
 VQI  C27   C25  C24   111.55  3.000
 VQI  C26   C25  C24   108.95  3.000
 VQI  H263  C26  H262  107.67  3.000
 VQI  H263  C26  H261  107.64  3.000
 VQI  H262  C26  H261  107.64  3.000
 VQI  H263  C26  C25   111.65  3.000
 VQI  H262  C26  C25   111.25  3.000
 VQI  H261  C26  C25   110.81  3.000
 VQI  H273  C27  H272  107.36  3.000
 VQI  H273  C27  H271  108.23  3.000
 VQI  H272  C27  H271  107.81  3.000
 VQI  H273  C27  C25   111.52  3.000
 VQI  H272  C27  C25   110.83  3.000
 VQI  H271  C27  C25   110.93  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
 VQI  CONST_01  C5    C4   C3   C2      0.00   0.0  0
 VQI  CONST_02  C5    C6   C7   C2      0.00   0.0  0
 VQI  CONST_03  C6    C7   C2   C3      0.00   0.0  0
 VQI  CONST_04  C6    C5   C4   C3      0.00   0.0  0
 VQI  CONST_05  C7    C2   C3   C4      0.00   0.0  0
 VQI  CONST_06  C7    C6   C5   C4      0.00   0.0  0
 VQI  CONST_07  C16   C15  C14  C13     0.00   0.0  0
 VQI  CONST_08  C16   C17  C18  C13     0.00   0.0  0
 VQI  CONST_09  C17   C18  C13  C14     0.00   0.0  0
 VQI  CONST_10  C17   C16  C15  C14     0.00   0.0  0
 VQI  CONST_11  C18   C13  C14  C15     0.00   0.0  0
 VQI  CONST_12  C18   C17  C16  C15     0.00   0.0  0
 VQI  CONST_13  C15   C14  C13  C12   180.00   0.0  0
 VQI  CONST_14  C17   C18  C13  C12   180.00   0.0  0
 VQI  CONST_15  C4    C3   C2   C1    180.00   0.0  0
 VQI  CONST_16  C6    C7   C2   C1    180.00   0.0  0
 VQI  CONST_17  O8    C7   C2   C3    180.00   0.0  0
 VQI  CONST_18  O8    C7   C6   C5    180.00   0.0  0
 VQI  CONST_19  C19   C16  C15  C14   180.00   0.0  0
 VQI  CONST_20  C19   C16  C17  C18   180.00   0.0  0
 VQI  CONST_21  H6    C6   C7   C2    180.00   0.0  0
 VQI  CONST_22  H3    C3   C4   C5    180.00   0.0  0
 VQI  CONST_23  H14   C14  C13  C12     0.00   0.0  0
 VQI  CONST_24  H18   C18  C13  C12     0.00   0.0  0
 VQI  CONST_25  H15   C15  C14  C13   180.00   0.0  0
 VQI  CONST_26  H17   C17  C18  C13   180.00   0.0  0
 VQI  Var_01    C10   C9   C5   C4    -21.66  30.0  1
 VQI  Var_02    N11   C10  C9   C5     54.71  30.0  1
 VQI  Var_03    C12   N11  C10  C9    -66.53  30.0  1
 VQI  Var_04    C25   C24  N11  C10   -72.05  30.0  3
 VQI  Var_05    C20   C19  C16  C15  -176.06  30.0  2
 VQI  Var_06    H11C  C1   C2   C3    121.76  30.0  2
 VQI  Var_07    C21   C20  C19  C16   179.91   0.0  2
 VQI  Var_08    C26   C25  C24  N11  -176.61  30.0  3
 VQI  Var_09    O22   C21  C20  C19     2.27  30.0  2
 VQI  Var_10    H261  C26  C25  C24    62.70  30.0  3
 VQI  Var_11    H271  C27  C25  C24  -178.83  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
 VQI  chir_01  C12  C4  N11  C13  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
 VQI  plan-1  C12  0.020
 VQI  plan-1  C13  0.020
 VQI  plan-1  C14  0.020
 VQI  plan-1  C15  0.020
 VQI  plan-1  C16  0.020
 VQI  plan-1  C17  0.020
 VQI  plan-1  C18  0.020
 VQI  plan-1  C19  0.020
 VQI  plan-1  H14  0.020
 VQI  plan-1  H18  0.020
 VQI  plan-1  H15  0.020
 VQI  plan-1  H17  0.020
 VQI  plan-2  C1   0.020
 VQI  plan-2  C2   0.020
 VQI  plan-2  C3   0.020
 VQI  plan-2  C4   0.020
 VQI  plan-2  C5   0.020
 VQI  plan-2  C6   0.020
 VQI  plan-2  C7   0.020
 VQI  plan-2  O8   0.020
 VQI  plan-2  C9   0.020
 VQI  plan-2  C12  0.020
 VQI  plan-2  H3   0.020
 VQI  plan-2  H6   0.020
 VQI  plan-3  C20  0.020
 VQI  plan-3  C21  0.020
 VQI  plan-3  O22  0.020
 VQI  plan-3  O23  0.020
 VQI  plan-4  C16  0.020
 VQI  plan-4  C19  0.020
 VQI  plan-4  C20  0.020
 VQI  plan-4  C21  0.020
 VQI  plan-4  H19  0.020
 VQI  plan-4  H20  0.020

