# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 08:14:25 2021
#   Inital geometry file: a 130 line input string
#   Ligand name: 2-[2-[[3-(1,2,3,4-tetrahydroisoquinolin-7-yl)phenyl]methoxy]phenyl]ethanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)Cc1ccccc1OCc2cccc(c2)c3ccc4CCNCc4c3
#
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
 NWE  NWE  '2-[2-[[3-(1,2,3,4-tetrahydroisoquinolin-7-yl)phenyl]methoxy]phenyl]ethanoic acid'  ligand  51  28  .  2022-03-23  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_NWE
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
 NWE  C1   C  CR16  0  -0.358  30.1791   7.8549  -3.5319
 NWE  C2   C  CR6   0   0.055  28.7983   7.8081  -3.3720
 NWE  C3   C  CR6   0   0.065  28.1265   6.5947  -3.5228
 NWE  C11  C  CR16  0  -0.226  34.5320   7.7540  -3.4080
 NWE  C12  C  CR16  0  -0.325  33.1589   7.6827  -3.2407
 NWE  C13  C  CH2   0  -0.270  35.0867   5.1022  -6.0558
 NWE  C15  C  CR6   0   0.389  35.3209   2.7221  -6.1723
 NWE  C16  C  CR6   0   0.029  35.0203   1.5143  -5.5280
 NWE  C17  C  CR16  0  -0.302  35.2001   0.3281  -6.2197
 NWE  C18  C  CR16  0  -0.270  35.6671   0.3200  -7.5308
 NWE  C19  C  CR16  0  -0.253  35.9608   1.5212  -8.1528
 NWE  C20  C  CR16  0  -0.376  35.7904   2.7274  -7.4802
 NWE  C21  C  CH2   0  -0.648  34.5479   1.5430  -4.1054
 NWE  C22  C  C     0   0.564  33.2608   2.3123  -3.9313
 NWE  C25  C  CH2   0  -0.357  28.0321   9.0820  -3.0859
 NWE  C27  C  CH2   0  -0.325  25.9850   7.8940  -3.4629
 NWE  C28  C  CH2   0  -0.508  26.6325   6.5180  -3.3517
 NWE  C4   C  CR16  0  -0.283  28.8688   5.4563  -3.8309
 NWE  C5   C  CR16  0  -0.328  30.2419   5.5101  -3.9882
 NWE  C6   C  CR6   0   0.098  30.9254   6.7198  -3.8372
 NWE  C7   C  CR6   0   0.114  32.3916   6.7952  -4.0008
 NWE  C8   C  CR16  0  -0.354  33.0474   5.9832  -4.9230
 NWE  C9   C  CR6   0   0.129  34.4268   6.0389  -5.0893
 NWE  C10  C  CR16  0  -0.316  35.1696   6.9321  -4.3286
 NWE  O14  O  O2    0  -0.469  35.1201   3.8273  -5.4286
 NWE  O23  O  O     0  -0.441  32.3878   2.3860  -4.7589
 NWE  O24  O  OH1   0  -0.591  33.1712   2.8651  -2.7273
 NWE  N26  N  NH1   0  -0.579  26.6619   8.8942  -2.6560
 NWE  H1   H  HCR6  0   0.242  30.6798   8.8126  -3.4333
 NWE  H2   H  HCR6  0   0.259  35.1111   8.4463  -2.8111
 NWE  H3   H  HCR6  0   0.255  32.6822   8.3135  -2.5007
 NWE  H4   H  HCH2  0   0.245  36.0993   5.4371  -6.3014
 NWE  H5   H  HCH2  0   0.243  34.5139   5.0511  -6.9876
 NWE  H6   H  HCR6  0   0.254  34.9673  -0.6082  -5.7268
 NWE  H7   H  HCR6  0   0.253  35.8006  -0.6170  -8.0544
 NWE  H8   H  HCR6  0   0.259  36.3295   1.5328  -9.1704
 NWE  H9   H  HCR6  0   0.280  36.0360   3.6538  -7.9824
 NWE  H10  H  HCH2  0   0.306  34.3575   0.5224  -3.7594
 NWE  H11  H  HCH2  0   0.286  35.3125   1.9513  -3.4412
 NWE  H12  H  HCH2  0   0.251  28.5589   9.6676  -2.3294
 NWE  H13  H  HCH2  0   0.241  28.0340   9.6959  -3.9941
 NWE  H14  H  HCH2  0   0.228  26.0013   8.2301  -4.5041
 NWE  H15  H  HCH2  0   0.241  24.9360   7.8400  -3.1664
 NWE  H16  H  HCH2  0   0.244  26.2050   5.8298  -4.0854
 NWE  H17  H  HCH2  0   0.244  26.4017   6.0938  -2.3684
 NWE  H18  H  HCR6  0   0.246  28.3584   4.5074  -3.9515
 NWE  H19  H  HCR6  0   0.238  30.7802   4.6000  -4.2244
 NWE  H20  H  HCR6  0   0.249  32.4717   5.3037  -5.5405
 NWE  H21  H  HCR6  0   0.255  36.2444   6.9866  -4.4524
 NWE  H22  H  HOH1  0   0.474  32.3153   3.3079  -2.6318
 NWE  H23  H  HNH1  0   0.346  26.6522   8.5995  -1.6866

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
 NWE  C19  C18  aromatic  1.384  0.020  1.384
 NWE  C19  C20  aromatic  1.391  0.020  1.391
 NWE  C18  C17  aromatic  1.392  0.020  1.392
 NWE  C20  C15  aromatic  1.390  0.020  1.390
 NWE  C17  C16  aromatic  1.385  0.020  1.385
 NWE  C13  O14  single    1.421  0.020  1.421
 NWE  C13  C9   single    1.499  0.020  1.499
 NWE  C15  C16  aromatic  1.402  0.020  1.402
 NWE  C15  O14  single    1.347  0.020  1.347
 NWE  O23  C22  double    1.205  0.020  1.205
 NWE  C16  C21  single    1.499  0.020  1.499
 NWE  C9   C8   aromatic  1.391  0.020  1.391
 NWE  C9   C10  aromatic  1.389  0.020  1.389
 NWE  C8   C7   aromatic  1.393  0.020  1.393
 NWE  C10  C11  aromatic  1.389  0.020  1.389
 NWE  C22  C21  single    1.510  0.020  1.510
 NWE  C22  O24  single    1.328  0.020  1.328
 NWE  C7   C6   single    1.477  0.020  1.477
 NWE  C7   C12  aromatic  1.398  0.020  1.398
 NWE  C5   C6   aromatic  1.398  0.020  1.398
 NWE  C5   C4   aromatic  1.383  0.020  1.383
 NWE  C6   C1   aromatic  1.392  0.020  1.392
 NWE  C1   C2   aromatic  1.391  0.020  1.391
 NWE  C11  C12  aromatic  1.385  0.020  1.385
 NWE  C4   C3   aromatic  1.394  0.020  1.394
 NWE  C2   C3   aromatic  1.395  0.020  1.395
 NWE  C2   C25  single    1.514  0.020  1.514
 NWE  C3   C28  single    1.506  0.020  1.506
 NWE  C25  N26  single    1.448  0.020  1.448
 NWE  C28  C27  single    1.525  0.020  1.525
 NWE  C27  N26  single    1.452  0.020  1.452
 NWE  C1   H1   single    0.930  0.020  1.080
 NWE  C11  H2   single    0.930  0.020  1.080
 NWE  C12  H3   single    0.930  0.020  1.080
 NWE  C13  H4   single    0.970  0.020  1.090
 NWE  C13  H5   single    0.970  0.020  1.090
 NWE  C17  H6   single    0.930  0.020  1.080
 NWE  C18  H7   single    0.930  0.020  1.080
 NWE  C19  H8   single    0.930  0.020  1.080
 NWE  C20  H9   single    0.930  0.020  1.080
 NWE  C21  H10  single    0.970  0.020  1.090
 NWE  C21  H11  single    0.970  0.020  1.090
 NWE  C25  H12  single    0.970  0.020  1.090
 NWE  C25  H13  single    0.970  0.020  1.090
 NWE  C27  H14  single    0.970  0.020  1.090
 NWE  C27  H15  single    0.970  0.020  1.090
 NWE  C28  H16  single    0.970  0.020  1.090
 NWE  C28  H17  single    0.970  0.020  1.090
 NWE  C4   H18  single    0.930  0.020  1.080
 NWE  C5   H19  single    0.930  0.020  1.080
 NWE  C8   H20  single    0.930  0.020  1.080
 NWE  C10  H21  single    0.930  0.020  1.080
 NWE  O24  H22  single    0.850  0.020  0.980
 NWE  N26  H23  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
 NWE  H1   C1   C6   119.48  3.000
 NWE  H1   C1   C2   118.51  3.000
 NWE  C6   C1   C2   122.00  3.000
 NWE  C25  C2   C3   120.57  3.000
 NWE  C25  C2   C1   119.73  3.000
 NWE  C3   C2   C1   119.66  3.000
 NWE  C4   C3   C28  120.80  3.000
 NWE  C28  C3   C2   120.65  3.000
 NWE  C4   C3   C2   118.55  3.000
 NWE  H2   C11  C10  119.90  3.000
 NWE  H2   C11  C12  119.79  3.000
 NWE  C10  C11  C12  120.30  3.000
 NWE  H3   C12  C7   119.99  3.000
 NWE  H3   C12  C11  119.27  3.000
 NWE  C7   C12  C11  120.74  3.000
 NWE  H5   C13  H4   107.90  3.000
 NWE  H5   C13  O14  110.24  3.000
 NWE  H4   C13  O14  110.60  3.000
 NWE  H5   C13  C9   110.33  3.000
 NWE  H4   C13  C9   111.15  3.000
 NWE  O14  C13  C9   106.64  3.000
 NWE  O14  C15  C20  124.53  3.000
 NWE  O14  C15  C16  114.92  3.000
 NWE  C20  C15  C16  120.56  3.000
 NWE  C21  C16  C17  122.09  3.000
 NWE  C21  C16  C15  119.16  3.000
 NWE  C17  C16  C15  118.73  3.000
 NWE  H6   C17  C18  119.71  3.000
 NWE  H6   C17  C16  119.02  3.000
 NWE  C18  C17  C16  121.27  3.000
 NWE  H7   C18  C19  120.53  3.000
 NWE  H7   C18  C17  120.17  3.000
 NWE  C19  C18  C17  119.30  3.000
 NWE  H8   C19  C20  119.14  3.000
 NWE  H8   C19  C18  120.26  3.000
 NWE  C20  C19  C18  120.60  3.000
 NWE  H9   C20  C19  119.34  3.000
 NWE  H9   C20  C15  121.12  3.000
 NWE  C19  C20  C15  119.54  3.000
 NWE  H11  C21  H10  106.16  3.000
 NWE  H11  C21  C22  109.65  3.000
 NWE  H10  C21  C22  106.88  3.000
 NWE  H11  C21  C16  111.33  3.000
 NWE  H10  C21  C16  109.69  3.000
 NWE  C22  C21  C16  112.82  3.000
 NWE  O24  C22  O23  123.25  3.000
 NWE  O24  C22  C21  111.98  3.000
 NWE  O23  C22  C21  124.72  3.000
 NWE  H13  C25  H12  105.83  3.000
 NWE  H13  C25  N26  108.68  3.000
 NWE  H12  C25  N26  108.68  3.000
 NWE  H13  C25  C2   108.29  3.000
 NWE  H12  C25  C2   109.75  3.000
 NWE  N26  C25  C2   115.20  3.000
 NWE  H15  C27  H14  106.74  3.000
 NWE  H15  C27  N26  109.33  3.000
 NWE  H14  C27  N26  108.07  3.000
 NWE  H15  C27  C28  110.11  3.000
 NWE  H14  C27  C28  109.89  3.000
 NWE  N26  C27  C28  112.52  3.000
 NWE  H17  C28  H16  106.04  3.000
 NWE  H17  C28  C27  108.99  3.000
 NWE  H16  C28  C27  110.68  3.000
 NWE  H17  C28  C3   109.32  3.000
 NWE  H16  C28  C3   110.12  3.000
 NWE  C27  C28  C3   111.54  3.000
 NWE  H18  C4   C5   119.26  3.000
 NWE  H18  C4   C3   119.26  3.000
 NWE  C5   C4   C3   121.48  3.000
 NWE  H19  C5   C6   120.51  3.000
 NWE  H19  C5   C4   119.03  3.000
 NWE  C6   C5   C4   120.45  3.000
 NWE  C7   C6   C5   121.17  3.000
 NWE  C5   C6   C1   117.85  3.000
 NWE  C7   C6   C1   120.98  3.000
 NWE  C8   C7   C6   120.72  3.000
 NWE  C6   C7   C12  121.13  3.000
 NWE  C8   C7   C12  118.15  3.000
 NWE  H20  C8   C9   118.94  3.000
 NWE  H20  C8   C7   119.52  3.000
 NWE  C9   C8   C7   121.53  3.000
 NWE  C10  C9   C8   119.40  3.000
 NWE  C10  C9   C13  121.31  3.000
 NWE  C8   C9   C13  119.26  3.000
 NWE  H21  C10  C9   120.03  3.000
 NWE  H21  C10  C11  120.09  3.000
 NWE  C9   C10  C11  119.88  3.000
 NWE  C15  O14  C13  119.72  3.000
 NWE  H22  O24  C22  109.84  3.000
 NWE  H23  N26  C27  109.07  3.000
 NWE  H23  N26  C25  109.32  3.000
 NWE  C27  N26  C25  111.43  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
 NWE  CONST_03  C4   C5   C6   C1      0.00   0.0  0
 NWE  CONST_04  C4   C3   C2   C1      0.00   0.0  0
 NWE  CONST_05  C7   C6   C1   C2    180.00   0.0  0
 NWE  CONST_06  C5   C6   C1   C2      0.00   0.0  0
 NWE  CONST_07  C5   C4   C3   C2      0.00   0.0  0
 NWE  CONST_08  C6   C5   C4   C3      0.00   0.0  0
 NWE  CONST_09  C6   C1   C2   C3      0.00   0.0  0
 NWE  CONST_10  C8   C9   C10  C11     0.00   0.0  0
 NWE  CONST_11  C8   C7   C12  C11     0.00   0.0  0
 NWE  CONST_12  C6   C7   C12  C11   180.00   0.0  0
 NWE  CONST_13  C9   C8   C7   C12     0.00   0.0  0
 NWE  CONST_15  C9   C10  C11  C12     0.00   0.0  0
 NWE  CONST_16  C18  C19  C20  C15     0.00   0.0  0
 NWE  CONST_17  C18  C17  C16  C15     0.00   0.0  0
 NWE  CONST_18  C19  C18  C17  C16     0.00   0.0  0
 NWE  CONST_19  C19  C20  C15  C16     0.00   0.0  0
 NWE  CONST_20  C20  C19  C18  C17     0.00   0.0  0
 NWE  CONST_21  C20  C15  C16  C17     0.00   0.0  0
 NWE  CONST_22  C7   C6   C5   C4    180.00   0.0  0
 NWE  CONST_24  C9   C8   C7   C6    180.00   0.0  0
 NWE  CONST_25  C10  C9   C8   C7      0.00   0.0  0
 NWE  CONST_26  C10  C11  C12  C7      0.00   0.0  0
 NWE  CONST_27  C13  C9   C10  C11   180.00   0.0  0
 NWE  CONST_28  C7   C8   C9   C13   180.00   0.0  0
 NWE  CONST_29  O14  C15  C16  C17   180.00   0.0  0
 NWE  CONST_30  C21  C16  C17  C18   180.00   0.0  0
 NWE  CONST_31  O14  C15  C20  C19   180.00   0.0  0
 NWE  CONST_32  C21  C16  C15  C20   180.00   0.0  0
 NWE  CONST_33  H19  C5   C6   C1    180.00   0.0  0
 NWE  CONST_34  H18  C4   C3   C2    180.00   0.0  0
 NWE  CONST_35  H1   C1   C2   C3    180.00   0.0  0
 NWE  CONST_36  H20  C8   C7   C12   180.00   0.0  0
 NWE  CONST_37  H21  C10  C11  C12   180.00   0.0  0
 NWE  CONST_38  H8   C19  C20  C15   180.00   0.0  0
 NWE  CONST_39  H6   C17  C16  C15   180.00   0.0  0
 NWE  CONST_40  H7   C18  C17  C16   180.00   0.0  0
 NWE  CONST_41  H9   C20  C15  C16   180.00   0.0  0
 NWE  CONST_42  H3   C12  C7   C6      0.00   0.0  0
 NWE  CONST_43  H2   C11  C12  C7    180.00   0.0  0
 NWE  CONST_44  H22  O24  C22  C21   180.00   0.0  0
 NWE  Var_01    N26  C25  C2   C1   -167.33  30.0  1
 NWE  Var_02    C27  C28  C3   C2     18.33  30.0  1
 NWE  Var_03    C27  N26  C25  C2    -44.17  30.0  1
 NWE  Var_04    N26  C27  C28  C3    -48.00  30.0  1
 NWE  Var_05    C28  C27  N26  C25    62.05  30.0  1
 NWE  Var_06    C20  C15  O14  C13    14.76  30.0  1
 NWE  Var_07    C22  C21  C16  C15    60.83  30.0  2
 NWE  Var_08    C9   C13  O14  C15   162.19  30.0  1
 NWE  Var_09    O14  C13  C9   C8    -75.78  30.0  2
 NWE  Var_10    O23  C22  C21  C16    31.90  30.0  1

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
 NWE  plan-1  C15  0.020
 NWE  plan-1  C16  0.020
 NWE  plan-1  C17  0.020
 NWE  plan-1  C18  0.020
 NWE  plan-1  C19  0.020
 NWE  plan-1  C20  0.020
 NWE  plan-1  C21  0.020
 NWE  plan-1  O14  0.020
 NWE  plan-1  H6   0.020
 NWE  plan-1  H7   0.020
 NWE  plan-1  H8   0.020
 NWE  plan-1  H9   0.020
 NWE  plan-2  C11  0.020
 NWE  plan-2  C12  0.020
 NWE  plan-2  C13  0.020
 NWE  plan-2  C6   0.020
 NWE  plan-2  C7   0.020
 NWE  plan-2  C8   0.020
 NWE  plan-2  C9   0.020
 NWE  plan-2  C10  0.020
 NWE  plan-2  H2   0.020
 NWE  plan-2  H3   0.020
 NWE  plan-2  H20  0.020
 NWE  plan-2  H21  0.020
 NWE  plan-3  C1   0.020
 NWE  plan-3  C2   0.020
 NWE  plan-3  C3   0.020
 NWE  plan-3  C25  0.020
 NWE  plan-3  C28  0.020
 NWE  plan-3  C4   0.020
 NWE  plan-3  C5   0.020
 NWE  plan-3  C6   0.020
 NWE  plan-3  C7   0.020
 NWE  plan-3  H1   0.020
 NWE  plan-3  H18  0.020
 NWE  plan-3  H19  0.020
 NWE  plan-4  C21  0.020
 NWE  plan-4  C22  0.020
 NWE  plan-4  O23  0.020
 NWE  plan-4  O24  0.020
 NWE  plan-4  H22  0.020

