# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 04:06:36 2021
#   Inital geometry file: a 131 line input string
#   Ligand name: [2,4-bis(oxidanyl)phenyl]-[(1~{S})-6,7-dimethoxy-1-pyridin-3-yl-3,4-dihydro-1~{H}-isoquinolin-2-yl]methanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc2CCN([C@H](c3cccnc3)c2cc1OC)C(=O)c4ccc(O)cc4O
#
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
 NMW  NMW  '[2,4-bis(oxidanyl)phenyl]-[(1~{S})-6,7-dimethoxy-1-pyridin-3-yl-3,4-dihydro-1~{H}-isoquinolin-2-yl]methanone'  ligand  52  30  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_NMW
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
 NMW  C4    C  CR6   0   0.118  -44.6839  50.2015  16.3452
 NMW  C14   C  CR16  0  -0.083  -43.4655  52.9275  18.1389
 NMW  C5    C  CR6   0   0.119  -43.7849  51.1309  15.8580
 NMW  C6    C  CR16  0  -0.449  -44.0964  51.9001  14.7408
 NMW  C11   C  CR16  0  -0.181  -41.5709  51.7092  18.8885
 NMW  C7    C  CR6   0   0.310  -45.3214  51.7512  14.1108
 NMW  C8    C  CH3   0  -0.438  -44.8317  53.3996  12.4858
 NMW  C9    C  CH1   0  -0.271  -42.4586  51.2176  16.5622
 NMW  C10   C  CR6   0   0.036  -42.5108  51.9456  17.8919
 NMW  C12   C  CR16  0  -0.316  -41.6341  52.4354  20.0665
 NMW  C13   C  CR16  0  -0.075  -42.6340  53.3857  20.2068
 NMW  N1    N  N     0  -0.400  -43.5317  53.6329  19.2611
 NMW  N2    N  NT    0  -0.472  -41.9544  49.8568  16.7445
 NMW  C3    C  CR16  0  -0.462  -45.9126  50.0351  15.7090
 NMW  O3    O  O     0  -0.531  -40.5961  50.1325  14.9611
 NMW  C15   C  C     0   0.609  -40.9888  49.4248  15.8992
 NMW  C16   C  CR6   0  -0.232  -40.3832  48.0914  16.0905
 NMW  C21   C  CR6   0   0.368  -39.8499  47.4254  14.9642
 NMW  O5    O  OH1   0  -0.631  -39.8641  47.9651  13.7436
 NMW  C20   C  CR16  0  -0.434  -39.2955  46.1574  15.0987
 NMW  C19   C  CR6   0   0.379  -39.1931  45.5681  16.3512
 NMW  O4    O  OH1   0  -0.620  -38.6386  44.3502  16.4186
 NMW  C18   C  CR16  0  -0.405  -39.6377  46.2496  17.4883
 NMW  C17   C  CR16  0  -0.242  -40.2242  47.4873  17.3397
 NMW  C22   C  CH2   0  -0.299  -42.8214  48.9503  17.5065
 NMW  C23   C  CH2   0  -0.568  -44.2778  49.4398  17.5677
 NMW  O2    O  O2    0  -0.466  -45.7218  52.4461  13.0285
 NMW  C2    C  CR6   0   0.315  -46.2425  50.8025  14.6025
 NMW  O1    O  O2    0  -0.465  -47.4028  50.7160  13.9254
 NMW  C1    C  CH3   0  -0.438  -48.3609  49.7733  14.3603
 NMW  H14   H  HCR6  0   0.261  -44.2179  53.1505  17.3893
 NMW  H6    H  HCR6  0   0.280  -43.3663  52.6087  14.3712
 NMW  H110  H  HCR6  0   0.268  -40.7988  50.9624  18.7512
 NMW  H81   H  HCH3  0   0.261  -45.3324  53.8337  11.6240
 NMW  H83   H  HCH3  0   0.228  -44.6015  54.1967  13.1982
 NMW  H82   H  HCH3  0   0.228  -43.8948  52.9432  12.1552
 NMW  H9    H  HCH1  0   0.312  -41.7522  51.7523  15.9270
 NMW  H120  H  HCR6  0   0.272  -40.9224  52.2688  20.8633
 NMW  H130  H  HCR6  0   0.265  -42.7125  53.9693  21.1172
 NMW  H3    H  HCR6  0   0.276  -46.6052  49.2993  16.0974
 NMW  HO5   H  HOH1  0   0.476  -40.0976  48.9127  13.8490
 NMW  H20   H  HCR6  0   0.274  -38.9166  45.6452  14.2228
 NMW  HO4   H  HOH1  0   0.480  -38.5987  44.0464  17.3327
 NMW  H18   H  HCR6  0   0.276  -39.5202  45.8172  18.4742
 NMW  H17   H  HCR6  0   0.273  -40.5480  48.0032  18.2330
 NMW  H221  H  HCH2  0   0.281  -42.7974  47.9730  17.0287
 NMW  H222  H  HCH2  0   0.255  -42.4593  48.8245  18.5285
 NMW  H232  H  HCH2  0   0.265  -44.4051  50.0767  18.4472
 NMW  H231  H  HCH2  0   0.279  -44.9186  48.5718  17.7246
 NMW  H11   H  HCH3  0   0.261  -49.2117  49.8668  13.6899
 NMW  H13   H  HCH3  0   0.228  -47.9815  48.7492  14.3061
 NMW  H12   H  HCH3  0   0.228  -48.6964  49.9696  15.3825

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
 NMW  C8   O2    single    1.413  0.020  1.413
 NMW  O2   C7    single    1.347  0.020  1.347
 NMW  O5   C21   single    1.335  0.020  1.335
 NMW  O1   C2    single    1.346  0.020  1.346
 NMW  O1   C1    single    1.413  0.020  1.413
 NMW  C7   C2    aromatic  1.411  0.020  1.411
 NMW  C7   C6    aromatic  1.386  0.020  1.386
 NMW  C2   C3    aromatic  1.386  0.020  1.386
 NMW  C6   C5    aromatic  1.392  0.020  1.392
 NMW  C21  C20   aromatic  1.390  0.020  1.390
 NMW  C21  C16   aromatic  1.413  0.020  1.413
 NMW  C20  C19   aromatic  1.388  0.020  1.388
 NMW  C3   C4    aromatic  1.394  0.020  1.394
 NMW  C5   C4    aromatic  1.382  0.020  1.382
 NMW  C5   C9    single    1.504  0.020  1.504
 NMW  O3   C15   double    1.239  0.020  1.239
 NMW  C4   C23   single    1.496  0.020  1.496
 NMW  C9   N2    single    1.463  0.020  1.463
 NMW  C9   C10   single    1.517  0.020  1.517
 NMW  C15  C16   single    1.477  0.020  1.477
 NMW  C15  N2    single    1.354  0.020  1.354
 NMW  C16  C17   aromatic  1.397  0.020  1.397
 NMW  N2   C22   single    1.468  0.020  1.468
 NMW  C19  O4    single    1.340  0.020  1.340
 NMW  C19  C18   aromatic  1.398  0.020  1.398
 NMW  C22  C23   single    1.538  0.020  1.538
 NMW  C14  C10   aromatic  1.392  0.020  1.392
 NMW  C14  N1    aromatic  1.327  0.020  1.327
 NMW  C10  C11   aromatic  1.390  0.020  1.390
 NMW  C17  C18   aromatic  1.378  0.020  1.378
 NMW  N1   C13   aromatic  1.327  0.020  1.327
 NMW  C11  C12   aromatic  1.385  0.020  1.385
 NMW  C13  C12   aromatic  1.387  0.020  1.387
 NMW  C14  H14   single    0.930  0.020  1.080
 NMW  C6   H6    single    0.930  0.020  1.080
 NMW  C11  H110  single    0.930  0.020  1.080
 NMW  C8   H81   single    0.970  0.020  1.090
 NMW  C8   H83   single    0.970  0.020  1.090
 NMW  C8   H82   single    0.970  0.020  1.090
 NMW  C9   H9    single    0.970  0.020  1.090
 NMW  C12  H120  single    0.930  0.020  1.080
 NMW  C13  H130  single    0.930  0.020  1.080
 NMW  C3   H3    single    0.930  0.020  1.080
 NMW  O5   HO5   single    0.850  0.020  0.980
 NMW  C20  H20   single    0.930  0.020  1.080
 NMW  O4   HO4   single    0.850  0.020  0.980
 NMW  C18  H18   single    0.930  0.020  1.080
 NMW  C17  H17   single    0.930  0.020  1.080
 NMW  C22  H221  single    0.970  0.020  1.090
 NMW  C22  H222  single    0.970  0.020  1.090
 NMW  C23  H232  single    0.970  0.020  1.090
 NMW  C23  H231  single    0.970  0.020  1.090
 NMW  C1   H11   single    0.970  0.020  1.090
 NMW  C1   H13   single    0.970  0.020  1.090
 NMW  C1   H12   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
 NMW  C23   C4   C3    123.46  3.000
 NMW  C23   C4   C5    116.99  3.000
 NMW  C3    C4   C5    119.53  3.000
 NMW  H14   C14  N1    116.12  3.000
 NMW  H14   C14  C10   119.87  3.000
 NMW  N1    C14  C10   124.01  3.000
 NMW  C9    C5   C6    122.78  3.000
 NMW  C9    C5   C4    116.57  3.000
 NMW  C6    C5   C4    120.61  3.000
 NMW  H6    C6   C7    120.76  3.000
 NMW  H6    C6   C5    119.01  3.000
 NMW  C7    C6   C5    120.23  3.000
 NMW  H110  C11  C12   120.13  3.000
 NMW  H110  C11  C10   120.56  3.000
 NMW  C12   C11  C10   119.31  3.000
 NMW  C2    C7   O2    115.65  3.000
 NMW  C2    C7   C6    119.41  3.000
 NMW  O2    C7   C6    124.93  3.000
 NMW  H82   C8   H83   108.72  3.000
 NMW  H82   C8   H81   108.77  3.000
 NMW  H83   C8   H81   108.80  3.000
 NMW  H82   C8   O2    111.98  3.000
 NMW  H83   C8   O2    111.98  3.000
 NMW  H81   C8   O2    106.49  3.000
 NMW  H9    C9   N2    107.80  3.000
 NMW  H9    C9   C10   107.32  3.000
 NMW  N2    C9   C10   110.43  3.000
 NMW  H9    C9   C5    109.08  3.000
 NMW  C10   C9   C5    114.06  3.000
 NMW  N2    C9   C5    107.98  3.000
 NMW  C9    C10  C11   121.57  3.000
 NMW  C11   C10  C14   117.17  3.000
 NMW  C9    C10  C14   121.19  3.000
 NMW  H120  C12  C13   120.38  3.000
 NMW  H120  C12  C11   121.05  3.000
 NMW  C13   C12  C11   118.57  3.000
 NMW  H130  C13  N1    116.69  3.000
 NMW  H130  C13  C12   120.40  3.000
 NMW  N1    C13  C12   122.91  3.000
 NMW  C13   N1   C14   118.02  3.000
 NMW  C22   N2   C15   123.25  3.000
 NMW  C22   N2   C9    115.83  3.000
 NMW  C15   N2   C9    117.70  3.000
 NMW  H3    C3   C2    120.68  3.000
 NMW  H3    C3   C4    118.78  3.000
 NMW  C2    C3   C4    120.54  3.000
 NMW  C16   C15  O3    118.94  3.000
 NMW  C16   C15  N2    119.97  3.000
 NMW  O3    C15  N2    121.09  3.000
 NMW  C17   C16  C21   117.78  3.000
 NMW  C17   C16  C15   123.57  3.000
 NMW  C21   C16  C15   118.49  3.000
 NMW  C20   C21  O5    117.48  3.000
 NMW  C20   C21  C16   120.22  3.000
 NMW  O5    C21  C16   122.30  3.000
 NMW  HO5   O5   C21   107.14  3.000
 NMW  H20   C20  C19   120.21  3.000
 NMW  H20   C20  C21   119.51  3.000
 NMW  C19   C20  C21   120.26  3.000
 NMW  C18   C19  O4    122.26  3.000
 NMW  C18   C19  C20   120.23  3.000
 NMW  O4    C19  C20   117.51  3.000
 NMW  HO4   O4   C19   110.56  3.000
 NMW  H18   C18  C17   120.21  3.000
 NMW  H18   C18  C19   120.74  3.000
 NMW  C17   C18  C19   119.05  3.000
 NMW  H17   C17  C18   117.84  3.000
 NMW  H17   C17  C16   119.91  3.000
 NMW  C18   C17  C16   122.24  3.000
 NMW  H222  C22  H221  107.47  3.000
 NMW  H222  C22  C23   108.28  3.000
 NMW  H221  C22  C23   108.92  3.000
 NMW  H222  C22  N2    111.18  3.000
 NMW  H221  C22  N2    108.28  3.000
 NMW  C23   C22  N2    112.55  3.000
 NMW  H231  C23  H232  106.24  3.000
 NMW  H231  C23  C22   107.99  3.000
 NMW  H232  C23  C22   109.13  3.000
 NMW  H231  C23  C4    111.31  3.000
 NMW  H232  C23  C4    109.21  3.000
 NMW  C22   C23  C4    112.74  3.000
 NMW  C8    O2   C7    118.01  3.000
 NMW  O1    C2   C3    124.82  3.000
 NMW  C3    C2   C7    119.67  3.000
 NMW  O1    C2   C7    115.51  3.000
 NMW  C1    O1   C2    118.20  3.000
 NMW  H12   C1   H13   108.72  3.000
 NMW  H12   C1   H11   108.72  3.000
 NMW  H13   C1   H11   108.76  3.000
 NMW  H12   C1   O1    112.09  3.000
 NMW  H13   C1   O1    111.98  3.000
 NMW  H11   C1   O1    106.47  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
 NMW  CONST_01  C7    C2   C3   C4      0.00   0.0  0
 NMW  CONST_02  C7    C6   C5   C4      0.00   0.0  0
 NMW  CONST_03  C12   C11  C10  C14     0.00   0.0  0
 NMW  CONST_04  C12   C13  N1   C14     0.00   0.0  0
 NMW  CONST_05  C2    C7   C6   C5      0.00   0.0  0
 NMW  CONST_06  C2    C3   C4   C5      0.00   0.0  0
 NMW  CONST_07  C3    C2   C7   C6      0.00   0.0  0
 NMW  CONST_08  C3    C4   C5   C6      0.00   0.0  0
 NMW  CONST_09  N1    C14  C10  C11     0.00   0.0  0
 NMW  CONST_10  N1    C13  C12  C11     0.00   0.0  0
 NMW  CONST_11  C13   N1   C14  C10     0.00   0.0  0
 NMW  CONST_12  C13   C12  C11  C10     0.00   0.0  0
 NMW  CONST_13  C19   C20  C21  C16     0.00   0.0  0
 NMW  CONST_14  C19   C18  C17  C16     0.00   0.0  0
 NMW  CONST_15  C18   C19  C20  C21     0.00   0.0  0
 NMW  CONST_16  C18   C17  C16  C21     0.00   0.0  0
 NMW  CONST_17  C17   C16  C21  C20     0.00   0.0  0
 NMW  CONST_18  C17   C18  C19  C20     0.00   0.0  0
 NMW  CONST_19  N1    C14  C10  C9    180.00   0.0  0
 NMW  CONST_20  C12   C11  C10  C9    180.00   0.0  0
 NMW  CONST_21  O1    C2   C3   C4    180.00   0.0  0
 NMW  CONST_22  O2    C7   C6   C5    180.00   0.0  0
 NMW  CONST_23  O1    C2   C7   C6    180.00   0.0  0
 NMW  CONST_24  O2    C7   C2   C3    180.00   0.0  0
 NMW  CONST_25  C20   C21  C16  C15   180.00   0.0  0
 NMW  CONST_26  C18   C17  C16  C15   180.00   0.0  0
 NMW  CONST_27  O4    C19  C20  C21   180.00   0.0  0
 NMW  CONST_28  C19   C20  C21  O5    180.00   0.0  0
 NMW  CONST_29  C17   C16  C21  O5    180.00   0.0  0
 NMW  CONST_30  C17   C18  C19  O4    180.00   0.0  0
 NMW  CONST_31  C16   C15  N2   C9    180.00   0.0  0
 NMW  CONST_33  H6    C6   C5   C4    180.00   0.0  0
 NMW  CONST_34  H110  C11  C10  C14   180.00   0.0  0
 NMW  CONST_35  H130  C13  N1   C14   180.00   0.0  0
 NMW  CONST_36  H3    C3   C4   C5    180.00   0.0  0
 NMW  CONST_37  H14   C14  C10  C11   180.00   0.0  0
 NMW  CONST_38  H120  C12  C11  C10   180.00   0.0  0
 NMW  CONST_39  H20   C20  C21  C16   180.00   0.0  0
 NMW  CONST_40  H18   C18  C17  C16   180.00   0.0  0
 NMW  CONST_41  H17   C17  C16  C21   180.00   0.0  0
 NMW  CONST_42  O3    C15  N2   C9      0.00   0.0  0
 NMW  Var_01    N2    C22  C23  C4     31.47  30.0  1
 NMW  Var_02    C22   C23  C4   C5    -43.97  30.0  1
 NMW  Var_03    C23   C22  N2   C9     19.23  30.0  1
 NMW  Var_04    C21   C16  C15  N2    153.08  30.0  2
 NMW  Var_05    C2    C7   O2   C8   -179.32  30.0  2
 NMW  Var_06    H81   C8   O2   C7    179.30  30.0  3
 NMW  Var_07    H11   C1   O1   C2    179.83  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
 NMW  chir_01  C9  C5  N2  C10  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
 NMW  plan-1  C14   0.020
 NMW  plan-1  C11   0.020
 NMW  plan-1  C9    0.020
 NMW  plan-1  C10   0.020
 NMW  plan-1  C12   0.020
 NMW  plan-1  C13   0.020
 NMW  plan-1  N1    0.020
 NMW  plan-1  H14   0.020
 NMW  plan-1  H110  0.020
 NMW  plan-1  H120  0.020
 NMW  plan-1  H130  0.020
 NMW  plan-2  C15   0.020
 NMW  plan-2  C16   0.020
 NMW  plan-2  C21   0.020
 NMW  plan-2  O5    0.020
 NMW  plan-2  C20   0.020
 NMW  plan-2  C19   0.020
 NMW  plan-2  O4    0.020
 NMW  plan-2  C18   0.020
 NMW  plan-2  C17   0.020
 NMW  plan-2  H20   0.020
 NMW  plan-2  H18   0.020
 NMW  plan-2  H17   0.020
 NMW  plan-3  C4    0.020
 NMW  plan-3  C5    0.020
 NMW  plan-3  C6    0.020
 NMW  plan-3  C7    0.020
 NMW  plan-3  C9    0.020
 NMW  plan-3  C3    0.020
 NMW  plan-3  C23   0.020
 NMW  plan-3  O2    0.020
 NMW  plan-3  C2    0.020
 NMW  plan-3  O1    0.020
 NMW  plan-3  H6    0.020
 NMW  plan-3  H3    0.020
 NMW  plan-4  C9    0.020
 NMW  plan-4  N2    0.020
 NMW  plan-4  O3    0.020
 NMW  plan-4  C15   0.020
 NMW  plan-4  C16   0.020
 NMW  plan-4  C22   0.020

