# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 04:38:10 2020
#   Inital geometry file: a 136 line input string
#   Ligand name: (2E)-3-{4-[(1R)-2-(4-fluorophenyl)-6-hydroxy-1-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl]phenyl}prop-2-enoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@]1(N(CCc2cc(O)ccc12)c3ccc(F)cc3)c4ccc(/C=C/C(O)=O)cc4
#
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
 77W  77W  '(2E)-3-{4-[(1R)-2-(4-fluorophenyl)-6-hydroxy-1-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl]phenyl}prop-2-enoic acid'  ligand  51  30  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_77W
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
 77W  C1   C  CR16   0  -0.390  -2.9481   3.3954  -0.7906
 77W  C2   C  CR6    0   0.350  -3.8645   3.4464   0.2587
 77W  C3   C  CR16   0  -0.395  -4.0602   2.3176   1.0408
 77W  C12  C  CH3    0  -0.680  -2.0725  -0.6684  -1.9746
 77W  C13  C  CR6    0   0.123  -0.1529   0.2255  -0.5621
 77W  C14  C  CR6    0   0.277  -1.1771  -2.4368   0.2126
 77W  C15  C  CR16   0  -0.248   0.1675  -2.5839   0.5567
 77W  C16  C  CR16   0  -0.417   0.8358  -3.7815   0.3519
 77W  C17  C  CR6    0   0.513   0.1423  -4.8493  -0.1826
 77W  C18  C  CR16   0  -0.416  -1.1933  -4.7536  -0.5152
 77W  C19  C  CR16   0  -0.272  -1.8418  -3.5416  -0.3228
 77W  C20  C  CR16   0  -0.233   0.3628   0.7985   0.6047
 77W  C21  C  CR16   0  -0.319   1.6919   1.1487   0.7073
 77W  C22  C  CR6    0   0.142   2.5752   0.9434  -0.3626
 77W  C23  C  CR16   0  -0.302   2.0550   0.3817  -1.5249
 77W  C24  C  CR16   0  -0.302   0.7132   0.0294  -1.6251
 77W  C25  C  C1     0  -0.251   3.9963   1.2865  -0.3140
 77W  C26  C  C1     0  -0.440   4.6572   1.8507   0.6996
 77W  C28  C  C      0   0.401   6.1369   2.1535   0.6537
 77W  C4   C  CR6    0   0.055  -3.3569   1.1409   0.7919
 77W  C5   C  CR6    0   0.093  -2.4390   1.0820  -0.2537
 77W  C6   C  CR16   0  -0.264  -2.2528   2.2251  -1.0299
 77W  C7   C  CH2    0  -0.493  -3.5957  -0.0655   1.6491
 77W  C8   C  CH2    0  -0.330  -3.2112  -1.3249   0.9046
 77W  N9   N  NT     0  -0.515  -1.8372  -1.2034   0.4458
 77W  C10  C  CT     0  -0.006  -1.6278  -0.1698  -0.5915
 77W  O11  O  OH1    0  -0.636  -4.5795   4.5534   0.5483
 77W  F27  F  F      0  -0.320   0.7841  -6.0160  -0.3745
 77W  O29  O  OC    -1  -0.617   6.6140   2.6554   1.6932
 77W  O30  O  O      0  -0.601   6.7557   1.8848  -0.3958
 77W  H1   H  HCR6   0   0.267  -2.7755   4.2642  -1.4161
 77W  H2   H  HCR6   0   0.253  -4.7766   2.3498   1.8543
 77W  H3   H  HCH3   0   0.241  -1.5182  -1.5528  -2.2880
 77W  H4   H  HCH3   0   0.249  -3.1309  -0.9282  -1.9575
 77W  H5   H  HCH3   0   0.244  -1.9389   0.0967  -2.7391
 77W  H6   H  HCR6   0   0.272   0.6984  -1.7581   1.0071
 77W  H7   H  HCR6   0   0.275   1.8781  -3.8851   0.6247
 77W  H8   H  HCR6   0   0.276  -1.7211  -5.6038  -0.9271
 77W  H9   H  HCR6   0   0.267  -2.8853  -3.4656  -0.5995
 77W  H10  H  HCR6   0   0.250  -0.2923   0.9538   1.4530
 77W  H11  H  HCR6   0   0.244   2.0490   1.5815   1.6337
 77W  H12  H  HCR6   0   0.249   2.7106   0.2119  -2.3712
 77W  H13  H  HCR6   0   0.251   0.3638  -0.4053  -2.5515
 77W  H14  H  H      0   0.235   4.5609   1.0447  -1.2102
 77W  H15  H  H      0   0.226   4.1395   2.1175   1.6165
 77W  H16  H  HCR6   0   0.251  -1.5340   2.2146  -1.8407
 77W  H17  H  HCH2   0   0.249  -3.0061   0.0050   2.5679
 77W  H18  H  HCH2   0   0.247  -4.6443  -0.1144   1.9501
 77W  H19  H  HCH2   0   0.256  -3.2707  -2.1806   1.5780
 77W  H20  H  HCH2   0   0.216  -3.9341  -1.5075   0.0957
 77W  H21  H  HOH1   0   0.473  -4.3556   5.2651  -0.0613

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
 77W  O30  C28  deloc     1.248  0.020  1.248
 77W  O29  C28  deloc     1.249  0.020  1.249
 77W  C28  C26  single    1.511  0.020  1.511
 77W  C26  C25  double    1.335  0.020  1.335
 77W  C25  C22  single    1.463  0.020  1.463
 77W  C22  C23  aromatic  1.392  0.020  1.392
 77W  C22  C21  aromatic  1.403  0.020  1.403
 77W  C23  C24  aromatic  1.391  0.020  1.391
 77W  C21  C20  aromatic  1.378  0.020  1.378
 77W  C24  C13  aromatic  1.385  0.020  1.385
 77W  C20  C13  aromatic  1.399  0.020  1.399
 77W  C16  C15  aromatic  1.387  0.020  1.387
 77W  C16  C17  aromatic  1.381  0.020  1.381
 77W  F27  C17  single    1.345  0.020  1.345
 77W  C13  C10  single    1.527  0.020  1.527
 77W  C15  C14  aromatic  1.396  0.020  1.396
 77W  C17  C18  aromatic  1.380  0.020  1.380
 77W  C14  N9   single    1.418  0.020  1.418
 77W  C14  C19  aromatic  1.396  0.020  1.396
 77W  C10  N9   single    1.479  0.020  1.479
 77W  C10  C5   single    1.529  0.020  1.529
 77W  C10  C12  single    1.536  0.020  1.536
 77W  C18  C19  aromatic  1.388  0.020  1.388
 77W  C6   C5   aromatic  1.394  0.020  1.394
 77W  C6   C1   aromatic  1.382  0.020  1.382
 77W  N9   C8   single    1.454  0.020  1.454
 77W  C5   C4   aromatic  1.393  0.020  1.393
 77W  C1   C2   aromatic  1.394  0.020  1.394
 77W  C4   C7   single    1.499  0.020  1.499
 77W  C4   C3   aromatic  1.393  0.020  1.393
 77W  C8   C7   single    1.513  0.020  1.513
 77W  C2   C3   aromatic  1.387  0.020  1.387
 77W  C2   O11  single    1.349  0.020  1.349
 77W  C1   H1   single    0.930  0.020  1.080
 77W  C3   H2   single    0.930  0.020  1.080
 77W  C12  H3   single    0.970  0.020  1.090
 77W  C12  H4   single    0.970  0.020  1.090
 77W  C12  H5   single    0.970  0.020  1.090
 77W  C15  H6   single    0.930  0.020  1.080
 77W  C16  H7   single    0.930  0.020  1.080
 77W  C18  H8   single    0.930  0.020  1.080
 77W  C19  H9   single    0.930  0.020  1.080
 77W  C20  H10  single    0.930  0.020  1.080
 77W  C21  H11  single    0.930  0.020  1.080
 77W  C23  H12  single    0.930  0.020  1.080
 77W  C24  H13  single    0.930  0.020  1.080
 77W  C25  H14  single    0.930  0.020  1.080
 77W  C26  H15  single    0.930  0.020  1.080
 77W  C6   H16  single    0.930  0.020  1.080
 77W  C7   H17  single    0.970  0.020  1.090
 77W  C7   H18  single    0.970  0.020  1.090
 77W  C8   H19  single    0.970  0.020  1.090
 77W  C8   H20  single    0.970  0.020  1.090
 77W  O11  H21  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
 77W  H1   C1   C6   119.90  3.000
 77W  H1   C1   C2   120.63  3.000
 77W  C6   C1   C2   119.47  3.000
 77W  O11  C2   C3   118.15  3.000
 77W  O11  C2   C1   122.68  3.000
 77W  C3   C2   C1   119.17  3.000
 77W  H2   C3   C4   119.51  3.000
 77W  H2   C3   C2   119.48  3.000
 77W  C4   C3   C2   121.02  3.000
 77W  H5   C12  H4   107.30  3.000
 77W  H5   C12  H3   107.80  3.000
 77W  H4   C12  H3   107.76  3.000
 77W  H5   C12  C10  111.61  3.000
 77W  H4   C12  C10  110.14  3.000
 77W  H3   C12  C10  112.03  3.000
 77W  C10  C13  C24  123.54  3.000
 77W  C10  C13  C20  118.57  3.000
 77W  C24  C13  C20  117.88  3.000
 77W  N9   C14  C19  121.98  3.000
 77W  C19  C14  C15  118.02  3.000
 77W  N9   C14  C15  119.97  3.000
 77W  H6   C15  C16  119.01  3.000
 77W  H6   C15  C14  119.71  3.000
 77W  C16  C15  C14  121.27  3.000
 77W  H7   C16  C17  120.48  3.000
 77W  H7   C16  C15  120.64  3.000
 77W  C17  C16  C15  118.88  3.000
 77W  F27  C17  C18  119.18  3.000
 77W  C18  C17  C16  121.73  3.000
 77W  F27  C17  C16  119.09  3.000
 77W  H8   C18  C19  120.73  3.000
 77W  H8   C18  C17  120.62  3.000
 77W  C19  C18  C17  118.65  3.000
 77W  H9   C19  C18  118.44  3.000
 77W  H9   C19  C14  120.11  3.000
 77W  C18  C19  C14  121.45  3.000
 77W  H10  C20  C21  119.25  3.000
 77W  H10  C20  C13  119.29  3.000
 77W  C21  C20  C13  121.45  3.000
 77W  H11  C21  C22  120.22  3.000
 77W  H11  C21  C20  118.89  3.000
 77W  C22  C21  C20  120.89  3.000
 77W  C25  C22  C23  119.05  3.000
 77W  C23  C22  C21  117.43  3.000
 77W  C25  C22  C21  123.52  3.000
 77W  H12  C23  C24  119.19  3.000
 77W  H12  C23  C22  119.28  3.000
 77W  C24  C23  C22  121.53  3.000
 77W  H13  C24  C23  118.38  3.000
 77W  H13  C24  C13  120.82  3.000
 77W  C23  C24  C13  120.81  3.000
 77W  H14  C25  C26  117.59  3.000
 77W  H14  C25  C22  115.17  3.000
 77W  C26  C25  C22  127.24  3.000
 77W  H15  C26  C28  116.30  3.000
 77W  H15  C26  C25  120.58  3.000
 77W  C28  C26  C25  123.12  3.000
 77W  O30  C28  O29  126.66  3.000
 77W  O29  C28  C26  115.42  3.000
 77W  O30  C28  C26  117.91  3.000
 77W  C7   C4   C5   120.02  3.000
 77W  C7   C4   C3   119.81  3.000
 77W  C5   C4   C3   120.17  3.000
 77W  C10  C5   C6   118.51  3.000
 77W  C6   C5   C4   118.12  3.000
 77W  C10  C5   C4   123.37  3.000
 77W  H16  C6   C5   119.82  3.000
 77W  H16  C6   C1   118.12  3.000
 77W  C5   C6   C1   122.05  3.000
 77W  H18  C7   H17  106.79  3.000
 77W  H18  C7   C8   110.03  3.000
 77W  H17  C7   C8   109.27  3.000
 77W  H18  C7   C4   110.28  3.000
 77W  H17  C7   C4   110.03  3.000
 77W  C8   C7   C4   110.37  3.000
 77W  H20  C8   H19  106.74  3.000
 77W  H20  C8   N9   113.76  3.000
 77W  H19  C8   N9   108.19  3.000
 77W  H20  C8   C7   109.45  3.000
 77W  H19  C8   C7   109.60  3.000
 77W  N9   C8   C7   109.03  3.000
 77W  C10  N9   C8   114.43  3.000
 77W  C8   N9   C14  114.78  3.000
 77W  C10  N9   C14  115.25  3.000
 77W  N9   C10  C5   110.00  3.000
 77W  C5   C10  C13  107.23  3.000
 77W  N9   C10  C13  107.70  3.000
 77W  C5   C10  C12  108.12  3.000
 77W  N9   C10  C12  111.32  3.000
 77W  C13  C10  C12  112.39  3.000
 77W  H21  O11  C2   110.31  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
 77W  CONST_01  C4   C5   C6   C1     0.00   0.0  0
 77W  CONST_02  C4   C3   C2   C1     0.00   0.0  0
 77W  CONST_03  C5   C6   C1   C2     0.00   0.0  0
 77W  CONST_04  C5   C4   C3   C2     0.00   0.0  0
 77W  CONST_05  C6   C5   C4   C3     0.00   0.0  0
 77W  CONST_06  C6   C1   C2   C3     0.00   0.0  0
 77W  CONST_07  C22  C23  C24  C13    0.00   0.0  0
 77W  CONST_08  C22  C21  C20  C13    0.00   0.0  0
 77W  CONST_09  C17  C16  C15  C14    0.00   0.0  0
 77W  CONST_10  C17  C18  C19  C14    0.00   0.0  0
 77W  CONST_11  C18  C17  C16  C15    0.00   0.0  0
 77W  CONST_12  C18  C19  C14  C15    0.00   0.0  0
 77W  CONST_13  C19  C14  C15  C16    0.00   0.0  0
 77W  CONST_14  C19  C18  C17  C16    0.00   0.0  0
 77W  CONST_15  C23  C22  C21  C20    0.00   0.0  0
 77W  CONST_16  C23  C24  C13  C20    0.00   0.0  0
 77W  CONST_17  C24  C23  C22  C21    0.00   0.0  0
 77W  CONST_18  C24  C13  C20  C21    0.00   0.0  0
 77W  CONST_19  N9   C14  C15  C16  180.00   0.0  0
 77W  CONST_20  N9   C14  C19  C18  180.00   0.0  0
 77W  CONST_21  C10  C13  C20  C21  180.00   0.0  0
 77W  CONST_22  C10  C13  C24  C23  180.00   0.0  0
 77W  CONST_23  F27  C17  C16  C15  180.00   0.0  0
 77W  CONST_24  F27  C17  C18  C19  180.00   0.0  0
 77W  CONST_25  C25  C22  C21  C20  180.00   0.0  0
 77W  CONST_26  C25  C22  C23  C24  180.00   0.0  0
 77W  CONST_27  O11  C2   C3   C4   180.00   0.0  0
 77W  CONST_28  O11  C2   C1   C6   180.00   0.0  0
 77W  CONST_29  H2   C3   C2   C1   180.00   0.0  0
 77W  CONST_30  H16  C6   C1   C2   180.00   0.0  0
 77W  CONST_31  H1   C1   C2   C3   180.00   0.0  0
 77W  CONST_32  H12  C23  C24  C13  180.00   0.0  0
 77W  CONST_33  H11  C21  C20  C13  180.00   0.0  0
 77W  CONST_34  H7   C16  C15  C14  180.00   0.0  0
 77W  CONST_35  H8   C18  C19  C14  180.00   0.0  0
 77W  CONST_36  H9   C19  C14  C15  180.00   0.0  0
 77W  CONST_37  H6   C15  C16  C17  180.00   0.0  0
 77W  CONST_38  H13  C24  C13  C20  180.00   0.0  0
 77W  CONST_39  H10  C20  C21  C22  180.00   0.0  0
 77W  Var_01    C8   C7   C4   C3   156.57  30.0  1
 77W  Var_02    C7   C8   N9   C14  156.42  30.0  1
 77W  Var_03    C10  N9   C14  C15   82.45  30.0  2
 77W  Var_04    N9   C8   C7   C4    54.72  30.0  1
 77W  Var_05    C26  C25  C22  C21   -1.35  30.0  2
 77W  Var_06    C28  C26  C25  C22  179.38   0.0  2
 77W  Var_07    O30  C28  C26  C25    1.51  30.0  2

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
 77W  chir_01  C10  N9  C5  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
 77W  plan-1  C14  0.020
 77W  plan-1  C15  0.020
 77W  plan-1  C16  0.020
 77W  plan-1  C17  0.020
 77W  plan-1  C18  0.020
 77W  plan-1  C19  0.020
 77W  plan-1  N9   0.020
 77W  plan-1  F27  0.020
 77W  plan-1  H6   0.020
 77W  plan-1  H7   0.020
 77W  plan-1  H8   0.020
 77W  plan-1  H9   0.020
 77W  plan-2  C13  0.020
 77W  plan-2  C20  0.020
 77W  plan-2  C21  0.020
 77W  plan-2  C22  0.020
 77W  plan-2  C23  0.020
 77W  plan-2  C24  0.020
 77W  plan-2  C25  0.020
 77W  plan-2  C10  0.020
 77W  plan-2  H10  0.020
 77W  plan-2  H11  0.020
 77W  plan-2  H12  0.020
 77W  plan-2  H13  0.020
 77W  plan-3  C1   0.020
 77W  plan-3  C2   0.020
 77W  plan-3  C3   0.020
 77W  plan-3  C4   0.020
 77W  plan-3  C5   0.020
 77W  plan-3  C6   0.020
 77W  plan-3  C7   0.020
 77W  plan-3  C10  0.020
 77W  plan-3  O11  0.020
 77W  plan-3  H1   0.020
 77W  plan-3  H2   0.020
 77W  plan-3  H16  0.020
 77W  plan-4  C26  0.020
 77W  plan-4  C28  0.020
 77W  plan-4  O29  0.020
 77W  plan-4  O30  0.020
 77W  plan-5  C22  0.020
 77W  plan-5  C25  0.020
 77W  plan-5  C26  0.020
 77W  plan-5  C28  0.020
 77W  plan-5  H14  0.020
 77W  plan-5  H15  0.020

