# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 07:16:02 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  54  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  -0.267   3.8119  -2.4354  -1.6682
 PUV  C21  C  CR16   0  -0.338   3.1361  -1.4612  -0.9531
 PUV  C5   C  CR16   0  -0.446   2.5556   2.7166   0.0357
 PUV  C2   C  CR16   0  -0.364   0.6747   0.7419   0.4036
 PUV  C25  C  CR16   0  -0.498   3.5782  -2.7025   1.0584
 PUV  C15  C  CR15   0  -0.022  -7.4756  -0.3337   1.4363
 PUV  C16  C  CR15   0  -0.515  -7.9437   0.8067   0.8774
 PUV  C23  C  CR6    0  -0.320   4.3902  -3.5596  -1.0796
 PUV  C    C  CR6    0   0.047   1.2161   2.9724  -0.2699
 PUV  C1   C  CR6    0   0.129   0.2531   1.9884  -0.0670
 PUV  C20  C  CR6    0   0.388   3.0217  -1.5997   0.4249
 PUV  C3   C  CR6    0   0.232   1.9929   0.4950   0.7065
 PUV  C4   C  CR6    0   0.350   2.9633   1.4904   0.5343
 PUV  C24  C  CR6    0   0.530   4.2432  -3.6495   0.3019
 PUV  C13  C  CR5    0   0.295  -5.5539   0.6601   1.1235
 PUV  C26  C  C      0   0.411   5.1163  -4.5787  -1.9540
 PUV  C10  C  C      0   0.567  -3.5296   1.9281   0.7188
 PUV  C6   C  CH2    0  -0.487   0.8440   4.3082  -0.8492
 PUV  C7   C  CH2    0  -0.314  -0.4685   4.1976  -1.5956
 PUV  C8   C  CT     0   0.015  -1.2246   2.2128  -0.3748
 PUV  C17  C  CH3    0  -0.655  -1.6462   1.2705  -1.5156
 PUV  C18  C  CH3    0  -0.437   5.2349   2.1308   0.6936
 PUV  C9   C  CH2    0  -0.559  -2.0336   1.8960   0.9059
 PUV  N14  N  N      0  -0.421  -6.1182  -0.4138   1.5743
 PUV  N12  N  NH1    0  -0.692  -4.1886   0.8206   1.1553
 PUV  N    N  NH1    0  -0.611  -1.4428   3.6163  -0.6969
 PUV  O27  O  OC    -1  -0.592   5.1221  -4.3328  -3.1755
 PUV  O28  O  O      0  -0.586   5.6370  -5.5565  -1.3899
 PUV  O11  O  O      0  -0.455  -4.1452   2.8612   0.2315
 PUV  O19  O  O2     0  -0.505   2.3589  -0.7221   1.2226
 PUV  O    O  O2     0  -0.458   4.2218   1.1568   0.8555
 PUV  F    F  F      0  -0.304   4.7545  -4.6820   0.9854
 PUV  S    S  S2     0   0.229  -6.6322   1.8562   0.4923
 PUV  H1   H  HCR6   0   0.259   3.8990  -2.3274  -2.7406
 PUV  H2   H  HCR6   0   0.272   2.7035  -0.6169  -1.4729
 PUV  H3   H  HCR6   0   0.279   3.2766   3.5074  -0.1314
 PUV  H4   H  HCR6   0   0.263  -0.0335  -0.0671   0.5393
 PUV  H5   H  HCR6   0   0.280   3.4948  -2.8233   2.1315
 PUV  H8   H  HCH2   0   0.247   0.7445   5.0477  -0.0489
 PUV  H9   H  HCH2   0   0.242   1.6379   4.6617  -1.5103
 PUV  H10  H  HCH2   0   0.242  -0.8231   5.1859  -1.8899
 PUV  H11  H  HCH2   0   0.202  -0.3185   3.6266  -2.5244
 PUV  H12  H  HCH3   0   0.245  -1.0750   1.4847  -2.4193
 PUV  H13  H  HCH3   0   0.233  -1.4786   0.2223  -1.2628
 PUV  H14  H  HCH3   0   0.234  -2.7044   1.3902  -1.7584
 PUV  H15  H  HCH3   0   0.231   5.3343   2.4452  -0.3484
 PUV  H16  H  HCH3   0   0.231   5.0529   3.0122   1.3134
 PUV  H17  H  HCH3   0   0.263   6.1641   1.6637   1.0094
 PUV  H18  H  HCH2   0   0.294  -1.7813   2.6451   1.6613
 PUV  H19  H  HCH2   0   0.271  -1.7418   0.9275   1.3123
 PUV  H20  H  HNH1   0   0.430  -3.6731   0.0530   1.5622
 PUV  H21  H  HNH1   0   0.359  -2.3792   3.7394  -1.0549
 PUV  H6   H  HCR5   0   0.272  -8.0903  -1.1572   1.7702
 PUV  H7   H  HCR5   0   0.302  -8.9653   1.0858   0.6757

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    1.219  0.020  1.219
 PUV  C10  C9   single    1.508  0.020  1.508
 PUV  C10  N12  single    1.361  0.020  1.361
 PUV  C9   C8   single    1.548  0.020  1.548
 PUV  C8   N    single    1.456  0.020  1.456
 PUV  C8   C1   single    1.526  0.020  1.526
 PUV  S    C16  aromatic  1.723  0.020  1.723
 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  1.375  0.020  1.375
 PUV  C1   C    aromatic  1.392  0.020  1.392
 PUV  N12  C13  single    1.375  0.020  1.375
 PUV  C16  C15  aromatic  1.354  0.020  1.354
 PUV  O19  C3   single    1.372  0.020  1.372
 PUV  O19  C20  single    1.359  0.020  1.359
 PUV  C13  N14  aromatic  1.294  0.020  1.294
 PUV  C25  C20  aromatic  1.388  0.020  1.388
 PUV  C25  C24  aromatic  1.383  0.020  1.383
 PUV  C3   C4   aromatic  1.401  0.020  1.401
 PUV  C7   C6   single    1.514  0.020  1.514
 PUV  F    C24  single    1.340  0.020  1.340
 PUV  C20  C21  aromatic  1.390  0.020  1.390
 PUV  C15  N14  aromatic  1.367  0.020  1.367
 PUV  C    C6   single    1.503  0.020  1.503
 PUV  C    C5   aromatic  1.398  0.020  1.398
 PUV  C24  C23  aromatic  1.392  0.020  1.392
 PUV  C4   C5   aromatic  1.385  0.020  1.385
 PUV  C4   O    single    1.341  0.020  1.341
 PUV  C21  C22  aromatic  1.385  0.020  1.385
 PUV  C23  C22  aromatic  1.394  0.020  1.394
 PUV  C23  C26  single    1.527  0.020  1.527
 PUV  O    C18  single    1.415  0.020  1.415
 PUV  O28  C26  deloc     1.243  0.020  1.243
 PUV  C26  O27  deloc     1.246  0.020  1.246
 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

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  117.76  3.000
 PUV  H1   C22  C21  118.76  3.000
 PUV  C23  C22  C21  123.48  3.000
 PUV  H2   C21  C20  121.42  3.000
 PUV  H2   C21  C22  119.75  3.000
 PUV  C20  C21  C22  118.83  3.000
 PUV  H3   C5   C4   120.40  3.000
 PUV  H3   C5   C    118.08  3.000
 PUV  C4   C5   C    121.52  3.000
 PUV  H4   C2   C3   117.70  3.000
 PUV  H4   C2   C1   120.72  3.000
 PUV  C3   C2   C1   121.58  3.000
 PUV  H5   C25  C24  120.18  3.000
 PUV  H5   C25  C20  120.66  3.000
 PUV  C24  C25  C20  119.16  3.000
 PUV  H6   C15  N14  119.28  3.000
 PUV  H6   C15  C16  124.96  3.000
 PUV  N14  C15  C16  115.76  3.000
 PUV  H7   C16  S    121.45  3.000
 PUV  H7   C16  C15  128.54  3.000
 PUV  S    C16  C15  110.01  3.000
 PUV  C26  C23  C24  125.14  3.000
 PUV  C26  C23  C22  119.58  3.000
 PUV  C24  C23  C22  115.28  3.000
 PUV  C6   C    C1   120.89  3.000
 PUV  C6   C    C5   118.96  3.000
 PUV  C1   C    C5   120.13  3.000
 PUV  C8   C1   C    122.45  3.000
 PUV  C    C1   C2   118.10  3.000
 PUV  C8   C1   C2   119.43  3.000
 PUV  O19  C20  C25  116.15  3.000
 PUV  C25  C20  C21  119.92  3.000
 PUV  O19  C20  C21  123.92  3.000
 PUV  O19  C3   C4   119.47  3.000
 PUV  C4   C3   C2   120.63  3.000
 PUV  O19  C3   C2   119.87  3.000
 PUV  O    C4   C3   116.35  3.000
 PUV  O    C4   C5   125.64  3.000
 PUV  C3   C4   C5   118.00  3.000
 PUV  F    C24  C23  121.05  3.000
 PUV  C23  C24  C25  123.34  3.000
 PUV  F    C24  C25  115.62  3.000
 PUV  S    C13  N12  123.14  3.000
 PUV  N12  C13  N14  121.44  3.000
 PUV  S    C13  N14  115.41  3.000
 PUV  O28  C26  O27  126.73  3.000
 PUV  O27  C26  C23  115.60  3.000
 PUV  O28  C26  C23  117.67  3.000
 PUV  O11  C10  N12  120.43  3.000
 PUV  N12  C10  C9   115.04  3.000
 PUV  O11  C10  C9   124.52  3.000
 PUV  H9   C6   H8   106.87  3.000
 PUV  H9   C6   C7   110.82  3.000
 PUV  H8   C6   C7   109.34  3.000
 PUV  H9   C6   C    109.94  3.000
 PUV  H8   C6   C    109.95  3.000
 PUV  C7   C6   C    109.86  3.000
 PUV  H11  C7   H10  106.66  3.000
 PUV  H11  C7   N    114.05  3.000
 PUV  H10  C7   N    108.23  3.000
 PUV  H11  C7   C6   109.62  3.000
 PUV  H10  C7   C6   110.41  3.000
 PUV  N    C7   C6   107.87  3.000
 PUV  N    C8   C9   107.58  3.000
 PUV  N    C8   C17  112.66  3.000
 PUV  C9   C8   C17  110.18  3.000
 PUV  N    C8   C1   109.36  3.000
 PUV  C9   C8   C1   108.01  3.000
 PUV  C17  C8   C1   108.95  3.000
 PUV  H14  C17  H13  107.79  3.000
 PUV  H14  C17  H12  107.57  3.000
 PUV  H13  C17  H12  107.48  3.000
 PUV  H14  C17  C8   111.29  3.000
 PUV  H13  C17  C8   111.99  3.000
 PUV  H12  C17  C8   110.53  3.000
 PUV  H17  C18  H16  108.91  3.000
 PUV  H17  C18  H15  108.84  3.000
 PUV  H16  C18  H15  108.90  3.000
 PUV  H17  C18  O    106.45  3.000
 PUV  H16  C18  O    111.78  3.000
 PUV  H15  C18  O    111.86  3.000
 PUV  H19  C9   H18  106.82  3.000
 PUV  H19  C9   C8   110.51  3.000
 PUV  H18  C9   C8   108.11  3.000
 PUV  H19  C9   C10  109.32  3.000
 PUV  H18  C9   C10  107.46  3.000
 PUV  C8   C9   C10  114.30  3.000
 PUV  C13  N14  C15  110.44  3.000
 PUV  H20  N12  C10  120.03  3.000
 PUV  H20  N12  C13  115.30  3.000
 PUV  C10  N12  C13  124.64  3.000
 PUV  H21  N    C8   109.56  3.000
 PUV  H21  N    C7   110.79  3.000
 PUV  C8   N    C7   115.06  3.000
 PUV  C3   O19  C20  118.84  3.000
 PUV  C18  O    C4   118.26  3.000
 PUV  C13  S    C16   88.38  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  Var_01    C7   C6   C    C5   157.61  30.0  1
 PUV  Var_02    N    C7   C6   C     53.38  30.0  1
 PUV  Var_03    C8   N    C7   C6   -69.75  30.0  1
 PUV  Var_04    C4   C3   O19  C20  -75.69  30.0  2
 PUV  Var_05    O28  C26  C23  C22  178.88  30.0  2
 PUV  Var_06    O11  C10  C9   C8   -52.55  30.0  2
 PUV  Var_07    H15  C18  O    C4   -61.44  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  H6   0.020
 PUV  plan-1  H7   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

