# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 03:08:01 2020
#   Inital geometry file: a 108 line input string
#   Ligand name: 4'-fluoro-4,5-dihydroxy-N-[(1-methyl-1H-imidazol-4-yl)methyl][1,1'-biphenyl]-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1cnc(CNC(=O)c2cc(cc(O)c2O)c3ccc(F)cc3)c1
#
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
 77K  77K  4'-fluoro-4,5-dihydroxy-N-[(1-methyl-1H-imidazol-4-yl)methyl][1,1'-biphenyl]-3-carboxamide  ligand  41  25  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_77K
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
 77K  C4   C  CR16  0  -0.407  -0.8698  -0.6069   0.0777
 77K  C5   C  CR6   0  -0.144  -0.2895  -1.8770   0.1668
 77K  C6   C  CR6   0   0.241  -1.1147  -3.0055   0.2277
 77K  C7   C  CR6   0   0.078  -2.8484   0.8987  -0.0516
 77K  C8   C  CR16  0  -0.297  -2.2935   1.9815   0.6324
 77K  C10  C  CR6   0   0.515  -3.9898   3.4227  -0.2110
 77K  C20  C  CR5   0   0.093   4.0441   0.1683  -0.0065
 77K  C22  C  CR15  0   0.096   4.2847   2.2173  -0.5301
 77K  C24  C  CH2   0  -0.319   3.4322  -1.1917  -0.0087
 77K  C1   C  CR6   0   0.327  -2.5109  -2.8461   0.1739
 77K  C2   C  CR16  0  -0.410  -3.0566  -1.5844   0.0798
 77K  C3   C  CR6   0   0.112  -2.2433  -0.4450   0.0345
 77K  C9   C  CR16  0  -0.397  -2.8552   3.2467   0.5569
 77K  C11  C  CR16  0  -0.397  -4.5730   2.3781  -0.9014
 77K  C12  C  CR16  0  -0.294  -3.9944   1.1211  -0.8171
 77K  F13  F  F     0  -0.315  -4.5422   4.6441  -0.2864
 77K  O14  O  OH1   0  -0.632  -3.3262  -3.9159   0.2336
 77K  O15  O  OH1   0  -0.645  -0.6593  -4.2560   0.3331
 77K  C16  C  C     0   0.640   1.1779  -2.1011   0.1973
 77K  N17  N  NH1   0  -0.666   1.9881  -1.0613   0.0256
 77K  O18  O  O     0  -0.549   1.6328  -3.2429   0.3812
 77K  N19  N  N     0  -0.477   3.5068   1.1849  -0.7415
 77K  N21  N  NR5   0  -0.395   5.3005   1.9188   0.3013
 77K  C23  C  CR15  0  -0.116   5.1570   0.6062   0.6529
 77K  C25  C  CH3   0  -0.518   6.3476   2.8143   0.7395
 77K  H1   H  HCR6  0   0.247  -0.2481   0.2778   0.0335
 77K  H2   H  HCR6  0   0.266  -1.4197   1.8387   1.2553
 77K  H3   H  HCR5  0   0.282   4.1586   3.2035  -0.9518
 77K  H4   H  HCH2  0   0.259   3.7341  -1.7473  -0.9029
 77K  H5   H  HCH2  0   0.262   3.7813  -1.7613   0.8530
 77K  H6   H  HCR6  0   0.270  -4.1354  -1.4851   0.0698
 77K  H7   H  HCR6  0   0.282  -2.4230   4.0774   1.0993
 77K  H8   H  HCR6  0   0.282  -5.4585   2.5401  -1.5016
 77K  H9   H  HCR6  0   0.266  -4.4385   0.3074  -1.3763
 77K  H10  H  HOH1  0   0.476  -2.8092  -4.7286   0.2963
 77K  H11  H  HOH1  0   0.484   0.3316  -4.1818   0.3915
 77K  H12  H  HNH1  0   0.416   1.6225  -0.1623  -0.2464
 77K  H13  H  HCR5  0   0.290   5.8383   0.1099   1.3244
 77K  H14  H  HCH3  0   0.263   6.3736   2.8653   1.8258
 77K  H15  H  HCH3  0   0.263   7.3165   2.4794   0.3752
 77K  H16  H  HCH3  0   0.264   6.1514   3.8090   0.3490

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
 77K  O15  C6   single    1.335  0.020  1.335
 77K  C24  N17  single    1.450  0.020  1.450
 77K  C24  C20  single    1.491  0.020  1.491
 77K  N17  C16  single    1.329  0.020  1.329
 77K  O14  C1   single    1.346  0.020  1.346
 77K  C6   C1   aromatic  1.406  0.020  1.406
 77K  C6   C5   aromatic  1.399  0.020  1.399
 77K  C16  C5   single    1.485  0.020  1.485
 77K  C16  O18  double    1.243  0.020  1.243
 77K  C1   C2   aromatic  1.378  0.020  1.378
 77K  C5   C4   aromatic  1.399  0.020  1.399
 77K  C20  N19  aromatic  1.365  0.020  1.365
 77K  C20  C23  aromatic  1.366  0.020  1.366
 77K  N19  C22  aromatic  1.310  0.020  1.310
 77K  C2   C3   aromatic  1.401  0.020  1.401
 77K  C4   C3   aromatic  1.384  0.020  1.384
 77K  C3   C7   single    1.476  0.020  1.476
 77K  C8   C7   aromatic  1.396  0.020  1.396
 77K  C8   C9   aromatic  1.386  0.020  1.386
 77K  C23  N21  aromatic  1.366  0.020  1.366
 77K  C7   C12  aromatic  1.396  0.020  1.396
 77K  C22  N21  aromatic  1.346  0.020  1.346
 77K  C9   C10  aromatic  1.381  0.020  1.381
 77K  N21  C25  single    1.446  0.020  1.446
 77K  C12  C11  aromatic  1.386  0.020  1.386
 77K  C10  C11  aromatic  1.381  0.020  1.381
 77K  C10  F13  single    1.343  0.020  1.343
 77K  C4   H1   single    0.930  0.020  1.080
 77K  C8   H2   single    0.930  0.020  1.080
 77K  C22  H3   single    0.930  0.020  1.080
 77K  C24  H4   single    0.970  0.020  1.090
 77K  C24  H5   single    0.970  0.020  1.090
 77K  C2   H6   single    0.930  0.020  1.080
 77K  C9   H7   single    0.930  0.020  1.080
 77K  C11  H8   single    0.930  0.020  1.080
 77K  C12  H9   single    0.930  0.020  1.080
 77K  O14  H10  single    0.850  0.020  0.980
 77K  O15  H11  single    0.850  0.020  0.980
 77K  N17  H12  single    0.860  0.020  1.020
 77K  C23  H13  single    0.930  0.020  1.080
 77K  C25  H14  single    0.970  0.020  1.090
 77K  C25  H15  single    0.970  0.020  1.090
 77K  C25  H16  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
 77K  H1   C4   C3   118.25  3.000
 77K  H1   C4   C5   120.43  3.000
 77K  C3   C4   C5   121.33  3.000
 77K  C16  C5   C6   117.40  3.000
 77K  C16  C5   C4   123.24  3.000
 77K  C6   C5   C4   119.36  3.000
 77K  O15  C6   C1   116.61  3.000
 77K  C1   C6   C5   119.49  3.000
 77K  O15  C6   C5   123.90  3.000
 77K  C12  C7   C3   120.90  3.000
 77K  C12  C7   C8   118.13  3.000
 77K  C3   C7   C8   120.97  3.000
 77K  H2   C8   C9   118.61  3.000
 77K  H2   C8   C7   120.04  3.000
 77K  C9   C8   C7   121.35  3.000
 77K  F13  C10  C11  119.09  3.000
 77K  F13  C10  C9   119.02  3.000
 77K  C11  C10  C9   121.90  3.000
 77K  C23  C20  N19  110.00  3.000
 77K  C23  C20  C24  128.86  3.000
 77K  N19  C20  C24  121.13  3.000
 77K  H3   C22  N21  122.12  3.000
 77K  H3   C22  N19  125.97  3.000
 77K  N21  C22  N19  111.91  3.000
 77K  H5   C24  H4   106.98  3.000
 77K  H5   C24  N17  110.31  3.000
 77K  H4   C24  N17  109.84  3.000
 77K  H5   C24  C20  110.11  3.000
 77K  H4   C24  C20  110.53  3.000
 77K  N17  C24  C20  109.06  3.000
 77K  O14  C1   C2   119.39  3.000
 77K  C2   C1   C6   119.98  3.000
 77K  O14  C1   C6   120.63  3.000
 77K  H6   C2   C3   120.22  3.000
 77K  H6   C2   C1   118.62  3.000
 77K  C3   C2   C1   121.14  3.000
 77K  C2   C3   C7   120.29  3.000
 77K  C7   C3   C4   121.02  3.000
 77K  C2   C3   C4   118.70  3.000
 77K  H7   C9   C10  120.60  3.000
 77K  H7   C9   C8   120.76  3.000
 77K  C10  C9   C8   118.64  3.000
 77K  H8   C11  C12  120.73  3.000
 77K  H8   C11  C10  120.64  3.000
 77K  C12  C11  C10  118.63  3.000
 77K  H9   C12  C11  118.61  3.000
 77K  H9   C12  C7   120.02  3.000
 77K  C11  C12  C7   121.35  3.000
 77K  H10  O14  C1   110.33  3.000
 77K  H11  O15  C6   105.93  3.000
 77K  O18  C16  N17  120.97  3.000
 77K  O18  C16  C5   120.23  3.000
 77K  N17  C16  C5   118.79  3.000
 77K  H12  N17  C16  120.76  3.000
 77K  H12  N17  C24  115.78  3.000
 77K  C16  N17  C24  122.66  3.000
 77K  C22  N19  C20  105.45  3.000
 77K  C25  N21  C23  126.37  3.000
 77K  C25  N21  C22  126.61  3.000
 77K  C23  N21  C22  107.02  3.000
 77K  H13  C23  N21  122.43  3.000
 77K  H13  C23  C20  131.95  3.000
 77K  N21  C23  C20  105.62  3.000
 77K  H16  C25  H15  108.80  3.000
 77K  H16  C25  H14  108.68  3.000
 77K  H15  C25  H14  109.12  3.000
 77K  H16  C25  N21  109.11  3.000
 77K  H15  C25  N21  110.66  3.000
 77K  H14  C25  N21  110.43  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
 77K  CONST_01  C1   C6   C5   C4      0.00   0.0  0
 77K  CONST_02  C1   C2   C3   C4      0.00   0.0  0
 77K  CONST_05  C2   C1   C6   C5      0.00   0.0  0
 77K  CONST_06  C2   C3   C4   C5      0.00   0.0  0
 77K  CONST_07  C7   C3   C4   C5    180.00   0.0  0
 77K  CONST_08  C3   C2   C1   C6      0.00   0.0  0
 77K  CONST_09  C3   C4   C5   C6      0.00   0.0  0
 77K  CONST_10  C1   C2   C3   C7    180.00   0.0  0
 77K  CONST_11  C10  C9   C8   C7      0.00   0.0  0
 77K  CONST_12  C10  C11  C12  C7      0.00   0.0  0
 77K  CONST_14  C11  C12  C7   C8      0.00   0.0  0
 77K  CONST_15  C11  C10  C9   C8      0.00   0.0  0
 77K  CONST_16  N21  C22  N19  C20     0.00   0.0  0
 77K  CONST_17  C22  N21  C23  C20     0.00   0.0  0
 77K  CONST_18  C23  C20  N19  C22     0.00   0.0  0
 77K  CONST_20  C9   C8   C7   C3    180.00   0.0  0
 77K  CONST_21  C11  C12  C7   C3    180.00   0.0  0
 77K  CONST_22  C12  C7   C8   C9      0.00   0.0  0
 77K  CONST_23  C12  C11  C10  C9      0.00   0.0  0
 77K  CONST_24  N21  C23  C20  N19     0.00   0.0  0
 77K  CONST_25  C23  N21  C22  N19     0.00   0.0  0
 77K  CONST_26  O15  C6   C5   C4    180.00   0.0  0
 77K  CONST_27  O14  C1   C6   C5    180.00   0.0  0
 77K  CONST_28  F13  C10  C9   C8    180.00   0.0  0
 77K  CONST_29  C25  N21  C23  C20   180.00   0.0  0
 77K  CONST_30  C24  C20  N19  C22   180.00   0.0  0
 77K  CONST_31  N21  C23  C20  C24   180.00   0.0  0
 77K  CONST_32  C16  C5   C6   C1    180.00   0.0  0
 77K  CONST_33  O15  C6   C1   C2    180.00   0.0  0
 77K  CONST_34  O14  C1   C2   C3    180.00   0.0  0
 77K  CONST_35  C16  C5   C4   C3    180.00   0.0  0
 77K  CONST_36  F13  C10  C11  C12   180.00   0.0  0
 77K  CONST_37  C25  N21  C22  N19   180.00   0.0  0
 77K  CONST_38  H6   C2   C3   C4    180.00   0.0  0
 77K  CONST_39  H1   C4   C5   C6    180.00   0.0  0
 77K  CONST_40  H7   C9   C8   C7    180.00   0.0  0
 77K  CONST_41  H8   C11  C12  C7    180.00   0.0  0
 77K  CONST_42  H9   C12  C7   C8    180.00   0.0  0
 77K  CONST_43  H2   C8   C9   C10   180.00   0.0  0
 77K  CONST_44  H3   C22  N19  C20   180.00   0.0  0
 77K  CONST_45  H13  C23  N21  C22   180.00   0.0  0
 77K  CONST_46  C24  N17  C16  C5    180.00   0.0  0
 77K  CONST_47  H12  N17  C16  C5      0.00   0.0  0
 77K  CONST_48  O18  C16  N17  C24     0.00   0.0  0
 77K  Var_01    N17  C16  C5   C4     -5.54  30.0  2
 77K  Var_02    N19  C20  C24  N17   -40.53  30.0  2
 77K  Var_03    H14  C25  N21  C22   123.59  30.0  2
 77K  Var_04    C16  N17  C24  C20  -171.49  30.0  3

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
 77K  plan-1  C20  0.020
 77K  plan-1  C22  0.020
 77K  plan-1  C24  0.020
 77K  plan-1  N19  0.020
 77K  plan-1  N21  0.020
 77K  plan-1  C23  0.020
 77K  plan-1  C25  0.020
 77K  plan-1  H3   0.020
 77K  plan-1  H13  0.020
 77K  plan-2  C4   0.020
 77K  plan-2  C5   0.020
 77K  plan-2  C6   0.020
 77K  plan-2  C7   0.020
 77K  plan-2  C1   0.020
 77K  plan-2  C2   0.020
 77K  plan-2  C3   0.020
 77K  plan-2  O14  0.020
 77K  plan-2  O15  0.020
 77K  plan-2  C16  0.020
 77K  plan-2  H1   0.020
 77K  plan-2  H6   0.020
 77K  plan-3  C7   0.020
 77K  plan-3  C8   0.020
 77K  plan-3  C10  0.020
 77K  plan-3  C3   0.020
 77K  plan-3  C9   0.020
 77K  plan-3  C11  0.020
 77K  plan-3  C12  0.020
 77K  plan-3  F13  0.020
 77K  plan-3  H2   0.020
 77K  plan-3  H7   0.020
 77K  plan-3  H8   0.020
 77K  plan-3  H9   0.020
 77K  plan-4  C5   0.020
 77K  plan-4  C24  0.020
 77K  plan-4  C16  0.020
 77K  plan-4  N17  0.020
 77K  plan-4  O18  0.020
 77K  plan-4  H12  0.020

