# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May 24 17:13:00 2020
#   Inital geometry file: a 138 line input string
#   Ligand name: 2-fluoro-4-{[(1R)-6-methoxy-1-methyl-1-{2-oxo-2-[(1,3-thiazol-2-yl)amino]ethyl}-1,2,3,4-tetrahydroisoquinolin-7-yl]oxy}benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc2CCN[C@](C)(CC(=O)Nc3sccn3)c2cc1Oc4ccc(C(O)=O)c(F)c4
#
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
 PUV  PUV  '2-fluoro-4-{[(1R)-6-methoxy-1-methyl-1-{2-oxo-2-[(1,3-thiazol-2-yl)amino]ethyl}-1,2,3,4-tetrahydroisoquinolin-7-yl]oxy}benzoic acid'  ligand  55  33  .  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_PUV
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
 PUV  C22  C  CR16  0  -0.236   3.8099  -2.4790  -1.7091
 PUV  C21  C  CR16  0  -0.336   3.1333  -1.5220  -0.9802
 PUV  C5   C  CR16  0  -0.447   2.4240   2.6092   0.1116
 PUV  C2   C  CR16  0  -0.354   0.5799   0.5732   0.3021
 PUV  C25  C  CR16  0  -0.493   3.4092  -2.8767   0.9972
 PUV  C15  C  CR15  0  -0.022  -7.7250   0.6380   2.3457
 PUV  C16  C  CR15  0  -0.515  -8.1399   1.3600   1.2791
 PUV  C23  C  CR6   0  -0.308   4.3050  -3.6509  -1.1294
 PUV  C    C  CR6   0   0.050   1.0991   2.8363  -0.2702
 PUV  C1   C  CR6   0   0.128   0.1540   1.8197  -0.1630
 PUV  C20  C  CR6   0   0.409   2.9300  -1.7249   0.3828
 PUV  C3   C  CR6   0   0.222   1.8841   0.3568   0.6782
 PUV  C4   C  CR6   0   0.352   2.8368   1.3784   0.5948
 PUV  C24  C  CR6   0   0.580   4.0814  -3.8091   0.2395
 PUV  C13  C  CR5   0   0.295  -5.7566   1.1119   1.5203
 PUV  C26  C  C     0   0.549   5.0188  -4.6703  -1.9259
 PUV  C10  C  C     0   0.593  -3.6686   1.7567   0.4679
 PUV  C6   C  CH2   0  -0.488   0.7230   4.1776  -0.8327
 PUV  C7   C  CH2   0  -0.314  -0.5218   4.0453  -1.6838
 PUV  C8   C  CT    0   0.019  -1.3061   2.0071  -0.5692
 PUV  C17  C  CH3   0  -0.652  -1.6064   1.0724  -1.7546
 PUV  C18  C  CH3   0  -0.438   5.0790   2.0659   0.9048
 PUV  C9   C  CH2   0  -0.576  -2.1747   1.6526   0.6528
 PUV  N14  N  N     0  -0.423  -6.3717   0.4987   2.4798
 PUV  N12  N  NH1   0  -0.698  -4.3854   1.1159   1.4338
 PUV  N    N  NH1   0  -0.614  -1.5473   3.4105  -0.8837
 PUV  O27  O  OH1   0  -0.597   5.1010  -4.3358  -3.2093
 PUV  O28  O  O     0  -0.436   5.4804  -5.6965  -1.4885
 PUV  O11  O  O     0  -0.455  -4.2386   2.3606  -0.4230
 PUV  O19  O  O2    0  -0.494   2.2577  -0.8691   1.1782
 PUV  O    O  O2    0  -0.458   4.0834   1.0622   0.9734
 PUV  F    F  F     0  -0.289   4.5221  -4.8942   0.8740
 PUV  S    S  S2    0   0.225  -6.7790   1.9090   0.3741
 PUV  H1   H  HCR6  0   0.286   3.9530  -2.3038  -2.7656
 PUV  H2   H  HCR6  0   0.290   2.7638  -0.6375  -1.4798
 PUV  H3   H  HCR6  0   0.281   3.1304   3.4239   0.0110
 PUV  H4   H  HCR6  0   0.265  -0.1095  -0.2595   0.3735
 PUV  H5   H  HCR6  0   0.298   3.2576  -3.0440   2.0559
 PUV  H7   H  HCR5  0   0.302  -9.1480   1.5945   0.9777
 PUV  H8   H  HCH2  0   0.248   0.5365   4.8865  -0.0203
 PUV  H9   H  HCH2  0   0.243   1.5518   4.5812  -1.4180
 PUV  H10  H  HCH2  0   0.242  -0.8833   5.0292  -1.9845
 PUV  H11  H  HCH2  0   0.202  -0.2753   3.5024  -2.6087
 PUV  H12  H  HCH3  0   0.239  -0.9747   1.3270  -2.6067
 PUV  H13  H  HCH3  0   0.228  -1.4136   0.0273  -1.5082
 PUV  H14  H  HCH3  0   0.237  -2.6457   1.1540  -2.0727
 PUV  H15  H  HCH3  0   0.232   5.2286   2.4205  -0.1179
 PUV  H16  H  HCH3  0   0.232   4.8386   2.9189   1.5439
 PUV  H17  H  HCH3  0   0.264   6.0003   1.6098   1.2572
 PUV  H18  H  HCH2  0   0.304  -1.9070   2.3307   1.4701
 PUV  H19  H  HCH2  0   0.277  -1.9511   0.6459   1.0127
 PUV  H20  H  HNH1  0   0.429  -3.9036   0.6201   2.1709
 PUV  H21  H  HNH1  0   0.361  -2.4487   3.4946  -1.3315
 PUV  H23  H  HOH1  0   0.488   5.5646  -5.0326  -3.6969
 PUV  H6   H  HCR5  0   0.272  -8.3778   0.1789   3.0740

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
 PUV  C17  C8   single    1.539  0.020  1.539
 PUV  O11  C10  double    1.218  0.020  1.218
 PUV  C10  C9   single    1.509  0.020  1.509
 PUV  C10  N12  single    1.363  0.020  1.363
 PUV  C9   C8   single    1.541  0.020  1.541
 PUV  C8   N    single    1.458  0.020  1.458
 PUV  C8   C1   single    1.527  0.020  1.527
 PUV  S    C16  aromatic  1.724  0.020  1.724
 PUV  S    C13  aromatic  1.730  0.020  1.730
 PUV  N    C7   single    1.447  0.020  1.447
 PUV  C2   C1   aromatic  1.397  0.020  1.397
 PUV  C2   C3   aromatic  1.374  0.020  1.374
 PUV  C1   C    aromatic  1.392  0.020  1.392
 PUV  N12  C13  single    1.374  0.020  1.374
 PUV  C16  C15  aromatic  1.353  0.020  1.353
 PUV  O19  C3   single    1.376  0.020  1.376
 PUV  O19  C20  single    1.348  0.020  1.348
 PUV  C13  N14  aromatic  1.294  0.020  1.294
 PUV  C25  C20  aromatic  1.391  0.020  1.391
 PUV  C25  C24  aromatic  1.377  0.020  1.377
 PUV  C3   C4   aromatic  1.399  0.020  1.399
 PUV  C7   C6   single    1.514  0.020  1.514
 PUV  F    C24  single    1.332  0.020  1.332
 PUV  C20  C21  aromatic  1.393  0.020  1.393
 PUV  C15  N14  aromatic  1.367  0.020  1.367
 PUV  C    C6   single    1.502  0.020  1.502
 PUV  C    C5   aromatic  1.397  0.020  1.397
 PUV  C24  C23  aromatic  1.396  0.020  1.396
 PUV  C4   C5   aromatic  1.385  0.020  1.385
 PUV  C4   O    single    1.341  0.020  1.341
 PUV  C21  C22  aromatic  1.380  0.020  1.380
 PUV  C23  C22  aromatic  1.398  0.020  1.398
 PUV  C23  C26  single    1.478  0.020  1.478
 PUV  O    C18  single    1.415  0.020  1.415
 PUV  O28  C26  double    1.207  0.020  1.207
 PUV  C26  O27  single    1.329  0.020  1.329
 PUV  C22  H1   single    0.930  0.020  1.080
 PUV  C21  H2   single    0.930  0.020  1.080
 PUV  C5   H3   single    0.930  0.020  1.080
 PUV  C2   H4   single    0.930  0.020  1.080
 PUV  C25  H5   single    0.930  0.020  1.080
 PUV  C15  H6   single    0.930  0.020  1.080
 PUV  C16  H7   single    0.930  0.020  1.080
 PUV  C6   H8   single    0.970  0.020  1.090
 PUV  C6   H9   single    0.970  0.020  1.090
 PUV  C7   H10  single    0.970  0.020  1.090
 PUV  C7   H11  single    0.970  0.020  1.090
 PUV  C17  H12  single    0.970  0.020  1.090
 PUV  C17  H13  single    0.970  0.020  1.090
 PUV  C17  H14  single    0.970  0.020  1.090
 PUV  C18  H15  single    0.970  0.020  1.090
 PUV  C18  H16  single    0.970  0.020  1.090
 PUV  C18  H17  single    0.970  0.020  1.090
 PUV  C9   H18  single    0.970  0.020  1.090
 PUV  C9   H19  single    0.970  0.020  1.090
 PUV  N12  H20  single    0.860  0.020  1.020
 PUV  N    H21  single    0.890  0.020  1.040
 PUV  O27  H23  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
 PUV  H1   C22  C23  119.64  3.000
 PUV  H1   C22  C21  117.96  3.000
 PUV  C23  C22  C21  122.40  3.000
 PUV  H2   C21  C20  121.44  3.000
 PUV  H2   C21  C22  119.39  3.000
 PUV  C20  C21  C22  119.16  3.000
 PUV  H3   C5   C4   120.43  3.000
 PUV  H3   C5   C    118.09  3.000
 PUV  C4   C5   C    121.48  3.000
 PUV  H4   C2   C3   117.69  3.000
 PUV  H4   C2   C1   120.91  3.000
 PUV  C3   C2   C1   121.39  3.000
 PUV  H5   C25  C24  120.13  3.000
 PUV  H5   C25  C20  120.79  3.000
 PUV  C24  C25  C20  119.08  3.000
 PUV  H6   C15  N14  119.26  3.000
 PUV  H6   C15  C16  124.94  3.000
 PUV  N14  C15  C16  115.80  3.000
 PUV  H7   C16  S    121.47  3.000
 PUV  H7   C16  C15  128.55  3.000
 PUV  S    C16  C15  109.98  3.000
 PUV  C26  C23  C24  121.86  3.000
 PUV  C26  C23  C22  121.73  3.000
 PUV  C24  C23  C22  116.41  3.000
 PUV  C6   C    C1   120.72  3.000
 PUV  C6   C    C5   118.99  3.000
 PUV  C1   C    C5   120.26  3.000
 PUV  C8   C1   C    122.62  3.000
 PUV  C    C1   C2   118.05  3.000
 PUV  C8   C1   C2   119.31  3.000
 PUV  O19  C20  C25  115.91  3.000
 PUV  C25  C20  C21  120.18  3.000
 PUV  O19  C20  C21  123.89  3.000
 PUV  O19  C3   C4   119.16  3.000
 PUV  C4   C3   C2   120.98  3.000
 PUV  O19  C3   C2   119.84  3.000
 PUV  O    C4   C3   116.36  3.000
 PUV  O    C4   C5   125.81  3.000
 PUV  C3   C4   C5   117.81  3.000
 PUV  F    C24  C23  120.42  3.000
 PUV  C23  C24  C25  122.76  3.000
 PUV  F    C24  C25  116.81  3.000
 PUV  S    C13  N12  123.14  3.000
 PUV  N12  C13  N14  121.49  3.000
 PUV  S    C13  N14  115.38  3.000
 PUV  O28  C26  O27  122.70  3.000
 PUV  O27  C26  C23  112.14  3.000
 PUV  O28  C26  C23  125.16  3.000
 PUV  O11  C10  N12  120.36  3.000
 PUV  N12  C10  C9   113.67  3.000
 PUV  O11  C10  C9   125.96  3.000
 PUV  H9   C6   H8   106.73  3.000
 PUV  H9   C6   C7   110.80  3.000
 PUV  H8   C6   C7   109.51  3.000
 PUV  H9   C6   C    109.92  3.000
 PUV  H8   C6   C    110.07  3.000
 PUV  C7   C6   C    109.77  3.000
 PUV  H11  C7   H10  106.71  3.000
 PUV  H11  C7   N    114.02  3.000
 PUV  H10  C7   N    108.25  3.000
 PUV  H11  C7   C6   109.36  3.000
 PUV  H10  C7   C6   110.41  3.000
 PUV  N    C7   C6   108.07  3.000
 PUV  N    C8   C9   107.41  3.000
 PUV  N    C8   C17  112.71  3.000
 PUV  C9   C8   C17  111.17  3.000
 PUV  N    C8   C1   109.49  3.000
 PUV  C9   C8   C1   107.45  3.000
 PUV  C17  C8   C1   108.48  3.000
 PUV  H14  C17  H13  107.83  3.000
 PUV  H14  C17  H12  107.87  3.000
 PUV  H13  C17  H12  107.32  3.000
 PUV  H14  C17  C8   111.43  3.000
 PUV  H13  C17  C8   111.92  3.000
 PUV  H12  C17  C8   110.30  3.000
 PUV  H17  C18  H16  108.94  3.000
 PUV  H17  C18  H15  108.88  3.000
 PUV  H16  C18  H15  108.92  3.000
 PUV  H17  C18  O    106.44  3.000
 PUV  H16  C18  O    111.75  3.000
 PUV  H15  C18  O    111.82  3.000
 PUV  H19  C9   H18  105.95  3.000
 PUV  H19  C9   C8   110.98  3.000
 PUV  H18  C9   C8   108.16  3.000
 PUV  H19  C9   C10  107.85  3.000
 PUV  H18  C9   C10  106.90  3.000
 PUV  C8   C9   C10  116.43  3.000
 PUV  C13  N14  C15  110.45  3.000
 PUV  H20  N12  C10  119.79  3.000
 PUV  H20  N12  C13  115.38  3.000
 PUV  C10  N12  C13  124.81  3.000
 PUV  H21  N    C8   108.87  3.000
 PUV  H21  N    C7   110.54  3.000
 PUV  C8   N    C7   115.09  3.000
 PUV  H23  O27  C26  109.55  3.000
 PUV  C3   O19  C20  119.13  3.000
 PUV  C18  O    C4   118.24  3.000
 PUV  C13  S    C16   88.39  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
 PUV  CONST_01  C25  C20  C21  C22    0.00   0.0  0
 PUV  CONST_02  C25  C24  C23  C22    0.00   0.0  0
 PUV  CONST_03  C24  C25  C20  C21    0.00   0.0  0
 PUV  CONST_04  C24  C23  C22  C21    0.00   0.0  0
 PUV  CONST_05  C2   C1   C    C5     0.00   0.0  0
 PUV  CONST_06  C2   C3   C4   C5     0.00   0.0  0
 PUV  CONST_07  C13  S    C16  C15    0.00   0.0  0
 PUV  CONST_08  S    C13  N14  C15    0.00   0.0  0
 PUV  CONST_09  N14  C13  S    C16    0.00   0.0  0
 PUV  CONST_10  C13  N14  C15  C16    0.00   0.0  0
 PUV  CONST_11  C20  C25  C24  C23    0.00   0.0  0
 PUV  CONST_12  C20  C21  C22  C23    0.00   0.0  0
 PUV  CONST_13  C3   C2   C1   C      0.00   0.0  0
 PUV  CONST_14  C3   C4   C5   C      0.00   0.0  0
 PUV  CONST_15  C4   C3   C2   C1     0.00   0.0  0
 PUV  CONST_16  C4   C5   C    C1     0.00   0.0  0
 PUV  CONST_17  S    C16  C15  N14    0.00   0.0  0
 PUV  CONST_18  O19  C20  C21  C22  180.00   0.0  0
 PUV  CONST_19  F    C24  C23  C22  180.00   0.0  0
 PUV  CONST_20  C26  C23  C22  C21  180.00   0.0  0
 PUV  CONST_21  O19  C3   C4   C5   180.00   0.0  0
 PUV  CONST_22  O    C4   C3   C2   180.00   0.0  0
 PUV  CONST_23  C26  C23  C24  C25  180.00   0.0  0
 PUV  CONST_24  N12  C13  N14  C15  180.00   0.0  0
 PUV  CONST_25  N12  C13  S    C16  180.00   0.0  0
 PUV  CONST_26  O    C4   C5   C    180.00   0.0  0
 PUV  CONST_27  O19  C3   C2   C1   180.00   0.0  0
 PUV  CONST_28  F    C24  C25  C20  180.00   0.0  0
 PUV  CONST_29  O19  C20  C25  C24  180.00   0.0  0
 PUV  CONST_30  H5   C25  C20  C21  180.00   0.0  0
 PUV  CONST_31  H2   C21  C20  C25  180.00   0.0  0
 PUV  CONST_32  H4   C2   C1   C    180.00   0.0  0
 PUV  CONST_33  H3   C5   C    C1   180.00   0.0  0
 PUV  CONST_34  H1   C22  C21  C20  180.00   0.0  0
 PUV  CONST_35  H7   C16  S    C13  180.00   0.0  0
 PUV  CONST_36  H6   C15  N14  C13  180.00   0.0  0
 PUV  CONST_37  S    C13  N12  C10    0.00   0.0  0
 PUV  CONST_38  N14  C13  N12  C10  180.00   0.0  0
 PUV  CONST_39  H20  N12  C13  N14    0.00   0.0  0
 PUV  CONST_40  O11  C10  N12  C13    0.00   0.0  0
 PUV  CONST_41  C9   C10  N12  C13  180.00   0.0  0
 PUV  CONST_42  H23  O27  C26  C23  180.00   0.0  0
 PUV  Var_01    C7   C6   C    C5   156.55  30.0  1
 PUV  Var_02    N    C7   C6   C     53.98  30.0  1
 PUV  Var_03    C8   N    C7   C6   -69.28  30.0  1
 PUV  Var_04    C4   C3   O19  C20  -78.78  30.0  2
 PUV  Var_05    O28  C26  C23  C22  179.36  30.0  2
 PUV  Var_06    O11  C10  C9   C8   -17.35  30.0  2
 PUV  Var_07    H15  C18  O    C4   -61.57  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
 PUV  chir_01  C8  C9  N  C1  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
 PUV  plan-1  C15  0.020
 PUV  plan-1  C16  0.020
 PUV  plan-1  C13  0.020
 PUV  plan-1  N14  0.020
 PUV  plan-1  N12  0.020
 PUV  plan-1  S    0.020
 PUV  plan-1  H7   0.020
 PUV  plan-1  H6   0.020
 PUV  plan-2  C22  0.020
 PUV  plan-2  C21  0.020
 PUV  plan-2  C25  0.020
 PUV  plan-2  C23  0.020
 PUV  plan-2  C20  0.020
 PUV  plan-2  C24  0.020
 PUV  plan-2  C26  0.020
 PUV  plan-2  O19  0.020
 PUV  plan-2  F    0.020
 PUV  plan-2  H1   0.020
 PUV  plan-2  H2   0.020
 PUV  plan-2  H5   0.020
 PUV  plan-3  C5   0.020
 PUV  plan-3  C2   0.020
 PUV  plan-3  C    0.020
 PUV  plan-3  C1   0.020
 PUV  plan-3  C3   0.020
 PUV  plan-3  C4   0.020
 PUV  plan-3  C6   0.020
 PUV  plan-3  C8   0.020
 PUV  plan-3  O19  0.020
 PUV  plan-3  O    0.020
 PUV  plan-3  H3   0.020
 PUV  plan-3  H4   0.020
 PUV  plan-4  C13  0.020
 PUV  plan-4  C10  0.020
 PUV  plan-4  C9   0.020
 PUV  plan-4  N12  0.020
 PUV  plan-4  O11  0.020
 PUV  plan-4  H20  0.020
 PUV  plan-5  C23  0.020
 PUV  plan-5  C26  0.020
 PUV  plan-5  O27  0.020
 PUV  plan-5  O28  0.020
 PUV  plan-5  H23  0.020

