# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 09:04:12 2020
#   Inital geometry file: a 126 line input string
#   Ligand name: 4'-fluoro-4,5-dihydroxy-N-[5-(1H-imidazol-1-yl)pentyl][1,1'-biphenyl]-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cc(cc(c1O)C(=O)NCCCCCn2ccnc2)c3ccc(F)cc3
#
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
 77R  77R  4'-fluoro-4,5-dihydroxy-N-[5-(1H-imidazol-1-yl)pentyl][1,1'-biphenyl]-3-carboxamide  ligand  50  28  .  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_77R
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
 77R  C4   C  C     0   0.642  -0.7824   2.3265   0.0764
 77R  C5   C  CR6   0   0.112  -3.7506  -0.0571   0.1092
 77R  C6   C  CR6   0   0.328  -4.5409   2.2273   0.2191
 77R  C10  C  CR15  0   0.092   8.2066  -0.7000  -1.1373
 77R  C13  C  CR15  0  -0.108   7.8545  -1.0921   0.9795
 77R  C17  C  CR16  0  -0.293  -5.1533  -1.9854  -0.6370
 77R  C20  C  CR6   0   0.514  -4.5870  -4.2225  -0.0538
 77R  C21  C  CR16  0  -0.397  -5.4346  -3.3416  -0.6968
 77R  C22  C  CR16  0  -0.396  -3.4779  -3.7883   0.6455
 77R  C24  C  CH2   0  -0.292   6.4917   0.7552  -0.0479
 77R  C26  C  CH2   0  -0.431   5.0719   0.2062  -0.0218
 77R  C28  C  CH2   0  -0.427   4.0452   1.3292  -0.0128
 77R  C1   C  CR6   0  -0.146  -2.1608   1.7763   0.1133
 77R  C2   C  CR6   0   0.241  -3.2152   2.6949   0.1803
 77R  C3   C  CR16  0  -0.411  -2.4476   0.4075   0.0713
 77R  N7   N  N     0  -0.458   9.0000  -1.7007  -0.8475
 77R  N8   N  NR5   0  -0.398   7.4956  -0.2897  -0.0666
 77R  C9   C  CR16  0  -0.411  -4.7951   0.8736   0.1871
 77R  C11  C  CR6   0   0.078  -4.0431  -1.5033   0.0584
 77R  C12  C  CR15  0  -0.219   8.7868  -1.9549   0.4773
 77R  O14  O  O     0  -0.551  -0.6049   3.5577   0.0602
 77R  N15  N  NH1   0  -0.669   0.2554   1.4957   0.0653
 77R  C16  C  CR16  0  -0.297  -3.2167  -2.4279   0.6992
 77R  O18  O  OH1   0  -0.646  -3.0475   4.0184   0.2125
 77R  F23  F  F     0  -0.315  -4.8491  -5.5380  -0.1095
 77R  C25  C  CH2   0  -0.236   1.6251   1.9765   0.0346
 77R  C27  C  CH2   0  -0.480   2.6098   0.8209   0.0199
 77R  H2   H  HCR5  0   0.286   7.4323  -0.9790   1.9642
 77R  H3   H  HCR6  0   0.266  -5.8049  -1.2978  -1.1609
 77R  H4   H  HCR6  0   0.282  -6.2952  -3.7051  -1.2430
 77R  H5   H  HCR6  0   0.282  -2.8326  -4.4956   1.1497
 77R  H6   H  HCH2  0   0.262   6.6421   1.3735  -0.9338
 77R  H7   H  HCH2  0   0.261   6.6692   1.3938   0.8191
 77R  H8   H  HCH2  0   0.234   4.9199  -0.4367  -0.8931
 77R  H9   H  HCH2  0   0.235   4.9404  -0.4247   0.8620
 77R  H10  H  HCH2  0   0.227   4.2179   1.9761   0.8534
 77R  H11  H  HCH2  0   0.227   4.1851   1.9602  -0.8966
 77R  H12  H  HCR6  0   0.252  -1.6491  -0.3164  -0.0225
 77R  H13  H  HCR6  0   0.269  -5.8244   0.5382   0.2377
 77R  H14  H  HCR5  0   0.249   9.3131  -2.7373   1.0023
 77R  H15  H  HNH1  0   0.421   0.1127   0.5009   0.1113
 77R  H16  H  HCR6  0   0.265  -2.3611  -2.0881   1.2688
 77R  H17  H  HOH1  0   0.484  -2.0617   4.1662   0.1551
 77R  H19  H  HCH2  0   0.241   1.7713   2.6016  -0.8499
 77R  H20  H  HCH2  0   0.240   1.8092   2.6118   0.9050
 77R  H21  H  HCH2  0   0.237   2.4242   0.1854  -0.8515
 77R  H22  H  HCH2  0   0.237   2.4618   0.1949   0.9056
 77R  O19  O  OH1   0  -0.633  -5.5686   3.0939   0.2952
 77R  H1   H  HCR5  0   0.277   8.1096  -0.2258  -2.1030
 77R  H18  H  HOH1  0   0.476  -5.2385   4.0009   0.3127

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
 77R  N7   C10  aromatic  1.310  0.020  1.310
 77R  N7   C12  aromatic  1.366  0.020  1.366
 77R  C10  N8   aromatic  1.349  0.020  1.349
 77R  C12  C13  aromatic  1.366  0.020  1.366
 77R  N8   C13  aromatic  1.366  0.020  1.366
 77R  N8   C24  single    1.449  0.020  1.449
 77R  O18  C2   single    1.335  0.020  1.335
 77R  C25  N15  single    1.452  0.020  1.452
 77R  C25  C27  single    1.518  0.020  1.518
 77R  C24  C26  single    1.522  0.020  1.522
 77R  C26  C28  single    1.522  0.020  1.522
 77R  N15  C4   single    1.329  0.020  1.329
 77R  O19  C6   single    1.346  0.020  1.346
 77R  C2   C6   aromatic  1.406  0.020  1.406
 77R  C2   C1   aromatic  1.400  0.020  1.400
 77R  C4   C1   single    1.485  0.020  1.485
 77R  C4   O14  double    1.244  0.020  1.244
 77R  C6   C9   aromatic  1.378  0.020  1.378
 77R  C1   C3   aromatic  1.399  0.020  1.399
 77R  C28  C27  single    1.523  0.020  1.523
 77R  C9   C5   aromatic  1.401  0.020  1.401
 77R  C3   C5   aromatic  1.384  0.020  1.384
 77R  C5   C11  single    1.476  0.020  1.476
 77R  C16  C11  aromatic  1.396  0.020  1.396
 77R  C16  C22  aromatic  1.386  0.020  1.386
 77R  C11  C17  aromatic  1.396  0.020  1.396
 77R  C22  C20  aromatic  1.381  0.020  1.381
 77R  C17  C21  aromatic  1.386  0.020  1.386
 77R  C20  C21  aromatic  1.381  0.020  1.381
 77R  C20  F23  single    1.343  0.020  1.343
 77R  C10  H1   single    0.930  0.020  1.080
 77R  C13  H2   single    0.930  0.020  1.080
 77R  C17  H3   single    0.930  0.020  1.080
 77R  C21  H4   single    0.930  0.020  1.080
 77R  C22  H5   single    0.930  0.020  1.080
 77R  C24  H6   single    0.970  0.020  1.090
 77R  C24  H7   single    0.970  0.020  1.090
 77R  C26  H8   single    0.970  0.020  1.090
 77R  C26  H9   single    0.970  0.020  1.090
 77R  C28  H10  single    0.970  0.020  1.090
 77R  C28  H11  single    0.970  0.020  1.090
 77R  C3   H12  single    0.930  0.020  1.080
 77R  C9   H13  single    0.930  0.020  1.080
 77R  C12  H14  single    0.930  0.020  1.080
 77R  N15  H15  single    0.860  0.020  1.020
 77R  C16  H16  single    0.930  0.020  1.080
 77R  O18  H17  single    0.850  0.020  0.980
 77R  O19  H18  single    0.850  0.020  0.980
 77R  C25  H19  single    0.970  0.020  1.090
 77R  C25  H20  single    0.970  0.020  1.090
 77R  C27  H21  single    0.970  0.020  1.090
 77R  C27  H22  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
 77R  N15  C4   O14  120.47  3.000
 77R  O14  C4   C1   119.97  3.000
 77R  N15  C4   C1   119.56  3.000
 77R  C11  C5   C9   120.32  3.000
 77R  C11  C5   C3   120.96  3.000
 77R  C9   C5   C3   118.71  3.000
 77R  O19  C6   C9   119.53  3.000
 77R  C9   C6   C2   120.00  3.000
 77R  O19  C6   C2   120.47  3.000
 77R  H1   C10  N8   121.91  3.000
 77R  H1   C10  N7   126.00  3.000
 77R  N8   C10  N7   112.09  3.000
 77R  H2   C13  C12  132.05  3.000
 77R  H2   C13  N8   122.36  3.000
 77R  C12  C13  N8   105.59  3.000
 77R  H3   C17  C11  120.03  3.000
 77R  H3   C17  C21  118.58  3.000
 77R  C11  C17  C21  121.38  3.000
 77R  F23  C20  C22  119.06  3.000
 77R  F23  C20  C21  119.06  3.000
 77R  C22  C20  C21  121.87  3.000
 77R  H4   C21  C20  120.58  3.000
 77R  H4   C21  C17  120.78  3.000
 77R  C20  C21  C17  118.64  3.000
 77R  H5   C22  C16  120.73  3.000
 77R  H5   C22  C20  120.62  3.000
 77R  C16  C22  C20  118.65  3.000
 77R  H7   C24  H6   106.93  3.000
 77R  H7   C24  N8   108.63  3.000
 77R  H6   C24  N8   107.62  3.000
 77R  H7   C24  C26  110.43  3.000
 77R  H6   C24  C26  110.30  3.000
 77R  N8   C24  C26  112.72  3.000
 77R  H9   C26  H8   106.73  3.000
 77R  H9   C26  C28  109.87  3.000
 77R  H8   C26  C28  110.17  3.000
 77R  H9   C26  C24  109.51  3.000
 77R  H8   C26  C24  109.14  3.000
 77R  C28  C26  C24  111.30  3.000
 77R  H11  C28  H10  106.14  3.000
 77R  H11  C28  C27  109.27  3.000
 77R  H10  C28  C27  109.20  3.000
 77R  H11  C28  C26  109.54  3.000
 77R  H10  C28  C26  109.53  3.000
 77R  C27  C28  C26  112.93  3.000
 77R  C3   C1   C2   119.27  3.000
 77R  C3   C1   C4   123.51  3.000
 77R  C2   C1   C4   117.21  3.000
 77R  O18  C2   C1   123.86  3.000
 77R  C1   C2   C6   119.55  3.000
 77R  O18  C2   C6   116.59  3.000
 77R  H12  C3   C1   120.39  3.000
 77R  H12  C3   C5   118.21  3.000
 77R  C1   C3   C5   121.37  3.000
 77R  C12  N7   C10  105.21  3.000
 77R  C24  N8   C13  126.55  3.000
 77R  C24  N8   C10  126.48  3.000
 77R  C13  N8   C10  106.89  3.000
 77R  H13  C9   C6   118.57  3.000
 77R  H13  C9   C5   120.33  3.000
 77R  C6   C9   C5   121.09  3.000
 77R  C16  C11  C17  118.09  3.000
 77R  C17  C11  C5   120.87  3.000
 77R  C16  C11  C5   121.05  3.000
 77R  H14  C12  N7   122.05  3.000
 77R  H14  C12  C13  127.73  3.000
 77R  N7   C12  C13  110.22  3.000
 77R  H15  N15  C25  117.53  3.000
 77R  H15  N15  C4   120.45  3.000
 77R  C25  N15  C4   121.98  3.000
 77R  H16  C16  C11  120.10  3.000
 77R  H16  C16  C22  118.51  3.000
 77R  C11  C16  C22  121.38  3.000
 77R  H17  O18  C2   105.63  3.000
 77R  H20  C25  H19  106.82  3.000
 77R  H20  C25  C27  109.92  3.000
 77R  H19  C25  C27  109.92  3.000
 77R  H20  C25  N15  109.54  3.000
 77R  H19  C25  N15  109.44  3.000
 77R  C27  C25  N15  111.10  3.000
 77R  H22  C27  H21  106.81  3.000
 77R  H22  C27  C25  109.86  3.000
 77R  H21  C27  C25  109.86  3.000
 77R  H22  C27  C28  109.61  3.000
 77R  H21  C27  C28  109.66  3.000
 77R  C25  C27  C28  110.94  3.000
 77R  H18  O19  C6   110.17  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
 77R  CONST_01  C2   C6   C9   C5      0.00   0.0  0
 77R  CONST_02  C2   C1   C3   C5      0.00   0.0  0
 77R  CONST_03  C22  C16  C11  C5    180.00   0.0  0
 77R  CONST_04  C21  C17  C11  C5    180.00   0.0  0
 77R  CONST_05  C3   C1   C2   C6      0.00   0.0  0
 77R  CONST_06  C3   C5   C9   C6      0.00   0.0  0
 77R  CONST_07  C11  C5   C9   C6    180.00   0.0  0
 77R  CONST_08  C13  C12  N7   C10     0.00   0.0  0
 77R  CONST_09  C12  C13  N8   C10     0.00   0.0  0
 77R  CONST_10  N7   C10  N8   C13     0.00   0.0  0
 77R  CONST_13  C22  C16  C11  C17     0.00   0.0  0
 77R  CONST_14  C22  C20  C21  C17     0.00   0.0  0
 77R  CONST_15  C11  C16  C22  C20     0.00   0.0  0
 77R  CONST_16  C11  C17  C21  C20     0.00   0.0  0
 77R  CONST_17  C16  C11  C17  C21     0.00   0.0  0
 77R  CONST_18  C16  C22  C20  C21     0.00   0.0  0
 77R  CONST_19  C9   C6   C2   C1      0.00   0.0  0
 77R  CONST_20  C9   C5   C3   C1      0.00   0.0  0
 77R  CONST_21  C11  C5   C3   C1    180.00   0.0  0
 77R  CONST_23  N8   C13  C12  N7      0.00   0.0  0
 77R  CONST_24  C12  N7   C10  N8      0.00   0.0  0
 77R  CONST_26  C6   C2   C1   C4    180.00   0.0  0
 77R  CONST_27  C5   C3   C1   C4    180.00   0.0  0
 77R  CONST_28  O19  C6   C9   C5    180.00   0.0  0
 77R  CONST_29  F23  C20  C21  C17   180.00   0.0  0
 77R  CONST_30  N7   C10  N8   C24   180.00   0.0  0
 77R  CONST_31  C12  C13  N8   C24   180.00   0.0  0
 77R  CONST_32  O19  C6   C2   C1    180.00   0.0  0
 77R  CONST_33  O18  C2   C1   C3    180.00   0.0  0
 77R  CONST_34  O18  C2   C6   C9    180.00   0.0  0
 77R  CONST_35  F23  C20  C22  C16   180.00   0.0  0
 77R  CONST_36  H16  C16  C11  C5      0.00   0.0  0
 77R  CONST_37  H3   C17  C11  C5      0.00   0.0  0
 77R  CONST_38  H14  C12  N7   C10   180.00   0.0  0
 77R  CONST_39  H2   C13  N8   C10   180.00   0.0  0
 77R  CONST_40  H1   C10  N8   C13   180.00   0.0  0
 77R  CONST_41  H5   C22  C20  C21   180.00   0.0  0
 77R  CONST_42  H4   C21  C20  C22   180.00   0.0  0
 77R  CONST_43  H13  C9   C6   C2    180.00   0.0  0
 77R  CONST_44  H12  C3   C1   C2    180.00   0.0  0
 77R  CONST_45  C25  N15  C4   C1    180.00   0.0  0
 77R  CONST_46  H15  N15  C4   C1      0.00   0.0  0
 77R  CONST_47  C25  N15  C4   O14     0.00   0.0  0
 77R  Var_01    C26  C24  N8   C10   102.92  30.0  2
 77R  Var_02    N15  C4   C1   C2    177.39  30.0  2
 77R  Var_03    N8   C24  C26  C28  -179.59  30.0  1
 77R  Var_04    C27  C25  N15  C4   -179.68  30.0  2
 77R  Var_05    C27  C28  C26  C24  -179.73  30.0  3
 77R  Var_06    C25  C27  C28  C26   179.72  30.0  3
 77R  Var_07    N15  C25  C27  C28   179.98  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
 77R  plan-1  C10  0.020
 77R  plan-1  C13  0.020
 77R  plan-1  C24  0.020
 77R  plan-1  N7   0.020
 77R  plan-1  N8   0.020
 77R  plan-1  C12  0.020
 77R  plan-1  H2   0.020
 77R  plan-1  H14  0.020
 77R  plan-1  H1   0.020
 77R  plan-2  C4   0.020
 77R  plan-2  C5   0.020
 77R  plan-2  C6   0.020
 77R  plan-2  C1   0.020
 77R  plan-2  C2   0.020
 77R  plan-2  C3   0.020
 77R  plan-2  C9   0.020
 77R  plan-2  C11  0.020
 77R  plan-2  O18  0.020
 77R  plan-2  H12  0.020
 77R  plan-2  H13  0.020
 77R  plan-2  O19  0.020
 77R  plan-3  C5   0.020
 77R  plan-3  C17  0.020
 77R  plan-3  C20  0.020
 77R  plan-3  C21  0.020
 77R  plan-3  C22  0.020
 77R  plan-3  C11  0.020
 77R  plan-3  C16  0.020
 77R  plan-3  F23  0.020
 77R  plan-3  H3   0.020
 77R  plan-3  H4   0.020
 77R  plan-3  H5   0.020
 77R  plan-3  H16  0.020
 77R  plan-4  C4   0.020
 77R  plan-4  C1   0.020
 77R  plan-4  O14  0.020
 77R  plan-4  N15  0.020
 77R  plan-4  C25  0.020
 77R  plan-4  H15  0.020

