# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 22 23:39:12 2020
#   Inital geometry file: a 103 line input string
#   Ligand name: N-(4-fluorobenzyl)-2,3-dihydroxy-1-oxo-1,2-dihydroisoquinoline-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: ON1C(=C(C(=O)NCc2ccc(F)cc2)c3ccccc3C1=O)O
#
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
 M76  M76  N-(4-fluorobenzyl)-2,3-dihydroxy-1-oxo-1,2-dihydroisoquinoline-4-carboxamide  ligand  37  24  .  2021-08-14  2021-08-14  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_M76
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
 M76  O1   O  O     0  -0.481   0.0055   0.9851   2.1640
 M76  C2   C  C     0   0.501   0.0246   0.8078   0.9542
 M76  N3   N  NH1   0  -0.602   1.0877   1.0706   0.1775
 M76  C4   C  CH2   0  -0.359   2.3769   1.4929   0.6720
 M76  C5   C  CR6   0   0.097   3.4685   0.4958   0.3718
 M76  C6   C  CR16  0  -0.269   3.3042  -0.8572   0.6600
 M76  C7   C  CR16  0  -0.397   4.3153  -1.7703   0.4045
 M76  C8   C  CR6   0   0.513   5.4987  -1.3123  -0.1446
 M76  C10  C  CR16  0  -0.398   5.6991   0.0195  -0.4438
 M76  C11  C  CR16  0  -0.295   4.6714   0.9173  -0.1829
 M76  C12  C  CR6   0  -0.341  -1.1760   0.2971   0.2227
 M76  C13  C  CR6   0   0.607  -1.1189  -0.9023  -0.4137
 M76  O14  O  OH1   0  -0.586  -0.0162  -1.6249  -0.4602
 M76  N15  N  NR6   0  -0.325  -2.2379  -1.4233  -1.0178
 M76  O16  O  OH1   0  -0.522  -2.0614  -2.5815  -1.7038
 M76  C17  C  CR6   0   0.534  -3.4848  -0.8241  -1.0759
 M76  O18  O  O     0  -0.444  -4.4011  -1.3727  -1.6581
 M76  C19  C  CR66  0  -0.197  -3.5577   0.4531  -0.3801
 M76  C20  C  CR16  0  -0.261  -4.7824   1.1328  -0.3795
 M76  C21  C  CR16  0  -0.269  -4.9045   2.3476   0.2521
 M76  C22  C  CR16  0  -0.225  -3.7898   2.8996   0.8918
 M76  C23  C  CR16  0  -0.344  -2.5800   2.2439   0.9015
 M76  C24  C  CR66  0   0.295  -2.4294   0.9971   0.2648
 M76  F9   F  F     0  -0.317   6.4808  -2.1940  -0.3978
 M76  H1   H  HNH1  0   0.408   0.9963   0.9414  -0.8178
 M76  H2   H  HCH2  0   0.268   2.6354   2.4599   0.2357
 M76  H3   H  HCH2  0   0.271   2.2894   1.6475   1.7471
 M76  H4   H  HCR6  0   0.262   2.3748  -1.2144   1.0843
 M76  H5   H  HCR6  0   0.279   4.1837  -2.8212   0.6270
 M76  H6   H  HCR6  0   0.280   6.6322   0.3534  -0.8784
 M76  H7   H  HCR6  0   0.265   4.8163   1.9642  -0.4205
 M76  H9   H  HOH1  0   0.501  -2.4534  -3.2913  -1.1703
 M76  H10  H  HCR6  0   0.265  -5.6317   0.6915  -0.8830
 M76  H11  H  HCR6  0   0.263  -5.8507   2.8712   0.2557
 M76  H12  H  HCR6  0   0.267  -3.8762   3.8569   1.3894
 M76  H13  H  HCR6  0   0.258  -1.7426   2.6995   1.4096
 M76  H8   H  HOH1  0   0.495  -0.1417  -2.4244  -0.9939

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
 M76  C22  C23  aromatic  1.376  0.020  1.376
 M76  C22  C21  aromatic  1.399  0.020  1.399
 M76  O1   C2   double    1.223  0.020  1.223
 M76  C6   C7   aromatic  1.386  0.020  1.386
 M76  C6   C5   aromatic  1.393  0.020  1.393
 M76  C23  C24  aromatic  1.408  0.020  1.408
 M76  C7   C8   aromatic  1.383  0.020  1.383
 M76  C21  C20  aromatic  1.375  0.020  1.375
 M76  C4   C5   single    1.509  0.020  1.509
 M76  C4   N3   single    1.444  0.020  1.444
 M76  C2   N3   single    1.343  0.020  1.343
 M76  C2   C12  single    1.496  0.020  1.496
 M76  C5   C11  aromatic  1.390  0.020  1.390
 M76  C8   F9   single    1.344  0.020  1.344
 M76  C8   C10  aromatic  1.380  0.020  1.380
 M76  C24  C12  single    1.436  0.020  1.436
 M76  C24  C19  aromatic  1.409  0.020  1.409
 M76  C20  C19  aromatic  1.401  0.020  1.401
 M76  C12  C13  double    1.359  0.020  1.359
 M76  C19  C17  single    1.456  0.020  1.456
 M76  C11  C10  aromatic  1.389  0.020  1.389
 M76  C13  O14  single    1.319  0.020  1.319
 M76  C13  N15  single    1.374  0.020  1.374
 M76  C17  N15  single    1.385  0.020  1.385
 M76  C17  O18  double    1.216  0.020  1.216
 M76  N15  O16  single    1.358  0.020  1.358
 M76  N3   H1   single    0.860  0.020  1.020
 M76  C4   H2   single    0.970  0.020  1.090
 M76  C4   H3   single    0.970  0.020  1.090
 M76  C6   H4   single    0.930  0.020  1.080
 M76  C7   H5   single    0.930  0.020  1.080
 M76  C10  H6   single    0.930  0.020  1.080
 M76  C11  H7   single    0.930  0.020  1.080
 M76  O16  H9   single    0.850  0.020  0.980
 M76  C20  H10  single    0.930  0.020  1.080
 M76  C21  H11  single    0.930  0.020  1.080
 M76  C22  H12  single    0.930  0.020  1.080
 M76  C23  H13  single    0.930  0.020  1.080
 M76  O14  H8   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
 M76  C12  C2   N3   114.80  3.000
 M76  C12  C2   O1   121.39  3.000
 M76  N3   C2   O1   123.80  3.000
 M76  H1   N3   C4   117.17  3.000
 M76  H1   N3   C2   118.33  3.000
 M76  C4   N3   C2   124.48  3.000
 M76  H3   C4   H2   106.72  3.000
 M76  H3   C4   C5   110.37  3.000
 M76  H2   C4   C5   109.54  3.000
 M76  H3   C4   N3   107.92  3.000
 M76  H2   C4   N3   109.49  3.000
 M76  C5   C4   N3   112.62  3.000
 M76  C11  C5   C6   118.63  3.000
 M76  C11  C5   C4   120.34  3.000
 M76  C6   C5   C4   121.03  3.000
 M76  H4   C6   C7   118.77  3.000
 M76  H4   C6   C5   120.19  3.000
 M76  C7   C6   C5   121.04  3.000
 M76  H5   C7   C8   120.49  3.000
 M76  H5   C7   C6   120.87  3.000
 M76  C8   C7   C6   118.64  3.000
 M76  F9   C8   C10  119.10  3.000
 M76  C10  C8   C7   122.02  3.000
 M76  F9   C8   C7   118.88  3.000
 M76  H6   C10  C11  120.92  3.000
 M76  H6   C10  C8   120.68  3.000
 M76  C11  C10  C8   118.40  3.000
 M76  H7   C11  C10  118.97  3.000
 M76  H7   C11  C5   119.76  3.000
 M76  C10  C11  C5   121.27  3.000
 M76  C24  C12  C13  118.72  3.000
 M76  C13  C12  C2   119.78  3.000
 M76  C24  C12  C2   121.31  3.000
 M76  N15  C13  O14  117.23  3.000
 M76  N15  C13  C12  120.41  3.000
 M76  O14  C13  C12  122.35  3.000
 M76  H8   O14  C13  111.28  3.000
 M76  C17  N15  O16  117.72  3.000
 M76  O16  N15  C13  116.08  3.000
 M76  C17  N15  C13  125.99  3.000
 M76  H9   O16  N15  107.07  3.000
 M76  C19  C17  O18  125.91  3.000
 M76  O18  C17  N15  120.22  3.000
 M76  C19  C17  N15  113.87  3.000
 M76  C24  C19  C20  120.85  3.000
 M76  C20  C19  C17  118.01  3.000
 M76  C24  C19  C17  121.15  3.000
 M76  H10  C20  C21  120.31  3.000
 M76  H10  C20  C19  119.24  3.000
 M76  C21  C20  C19  120.45  3.000
 M76  H11  C21  C22  120.32  3.000
 M76  H11  C21  C20  120.47  3.000
 M76  C22  C21  C20  119.21  3.000
 M76  H12  C22  C23  119.24  3.000
 M76  H12  C22  C21  119.71  3.000
 M76  C23  C22  C21  121.05  3.000
 M76  H13  C23  C24  120.21  3.000
 M76  H13  C23  C22  118.94  3.000
 M76  C24  C23  C22  120.85  3.000
 M76  C23  C24  C19  117.59  3.000
 M76  C19  C24  C12  119.82  3.000
 M76  C23  C24  C12  122.56  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
 M76  CONST_01  C8   C7   C6   C5     0.00   0.0  0
 M76  CONST_02  C8   C10  C11  C5     0.00   0.0  0
 M76  CONST_03  C10  C8   C7   C6     0.00   0.0  0
 M76  CONST_04  C10  C11  C5   C6     0.00   0.0  0
 M76  CONST_05  C11  C5   C6   C7     0.00   0.0  0
 M76  CONST_06  C11  C10  C8   C7     0.00   0.0  0
 M76  CONST_07  C22  C23  C24  C19    0.00   0.0  0
 M76  CONST_08  C22  C21  C20  C19    0.00   0.0  0
 M76  CONST_09  C23  C22  C21  C20    0.00   0.0  0
 M76  CONST_10  C23  C24  C19  C20    0.00   0.0  0
 M76  CONST_11  C24  C23  C22  C21    0.00   0.0  0
 M76  CONST_12  C24  C19  C20  C21    0.00   0.0  0
 M76  CONST_13  C19  C17  N15  C13    0.00   0.0  0
 M76  CONST_14  C7   C6   C5   C4   180.00   0.0  0
 M76  CONST_15  C10  C11  C5   C4   180.00   0.0  0
 M76  CONST_16  F9   C8   C7   C6   180.00   0.0  0
 M76  CONST_17  F9   C8   C10  C11  180.00   0.0  0
 M76  CONST_18  O18  C17  N15  C13  180.00   0.0  0
 M76  CONST_19  C19  C17  N15  O16  180.00   0.0  0
 M76  CONST_20  H5   C7   C6   C5   180.00   0.0  0
 M76  CONST_21  H6   C10  C11  C5   180.00   0.0  0
 M76  CONST_22  H7   C11  C5   C6   180.00   0.0  0
 M76  CONST_23  H4   C6   C7   C8   180.00   0.0  0
 M76  CONST_24  H13  C23  C24  C12    0.00   0.0  0
 M76  CONST_25  H10  C20  C19  C17    0.00   0.0  0
 M76  CONST_26  H11  C21  C20  C19  180.00   0.0  0
 M76  CONST_27  H12  C22  C21  C20  180.00   0.0  0
 M76  CONST_28  O18  C17  N15  O16    0.00   0.0  0
 M76  CONST_29  C12  C2   N3   C4   180.00   0.0  0
 M76  CONST_30  H1   N3   C2   C12    0.00   0.0  0
 M76  CONST_31  C4   N3   C2   O1     0.00   0.0  0
 M76  Var_01    C24  C12  C2   O1    58.23  30.0  2
 M76  Var_02    C6   C5   C4   N3   -49.21  30.0  2
 M76  Var_03    C5   C4   N3   C2   116.62  30.0  2

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
 M76  plan-1  C4   0.020
 M76  plan-1  C5   0.020
 M76  plan-1  C6   0.020
 M76  plan-1  C7   0.020
 M76  plan-1  C8   0.020
 M76  plan-1  C10  0.020
 M76  plan-1  C11  0.020
 M76  plan-1  F9   0.020
 M76  plan-1  H4   0.020
 M76  plan-1  H5   0.020
 M76  plan-1  H6   0.020
 M76  plan-1  H7   0.020
 M76  plan-2  C2   0.020
 M76  plan-2  C12  0.020
 M76  plan-2  C13  0.020
 M76  plan-2  O14  0.020
 M76  plan-2  N15  0.020
 M76  plan-2  O16  0.020
 M76  plan-2  C17  0.020
 M76  plan-2  O18  0.020
 M76  plan-2  C19  0.020
 M76  plan-2  C20  0.020
 M76  plan-2  C21  0.020
 M76  plan-2  C22  0.020
 M76  plan-2  C23  0.020
 M76  plan-2  C24  0.020
 M76  plan-2  H10  0.020
 M76  plan-2  H11  0.020
 M76  plan-2  H12  0.020
 M76  plan-2  H13  0.020
 M76  plan-3  O1   0.020
 M76  plan-3  C2   0.020
 M76  plan-3  N3   0.020
 M76  plan-3  C4   0.020
 M76  plan-3  C12  0.020
 M76  plan-3  H1   0.020

