# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 10:30:46 2020
#   Inital geometry file: a 131 line input string
#   Ligand name: 6-chloro-4'-[(2-chloro-6-fluorobenzoyl)(methyl)amino]-3'-(2,2,2-trifluoroethoxy)biphenyl-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C(=O)c1c(F)cccc1Cl)c2ccc(cc2OCC(F)(F)F)c3cc(ccc3Cl)C(N)=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
 4P3  4P3  6-chloro-4'-[(2-chloro-6-fluorobenzoyl)(methyl)amino]-3'-(2,2,2-trifluoroethoxy)biphenyl-3-carboxamide  ligand  50  34  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_4P3
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
 4P3  O2   O   O     0  -0.477  -6.0563  -3.1780  -1.6283
 4P3  C20  C   C     0   0.490  -6.5671  -2.0943  -1.3835
 4P3  N1   N   NH2   0  -0.811  -7.7464  -1.7094  -1.8914
 4P3  C19  C   CR6   0  -0.004  -5.8888  -1.1144  -0.4773
 4P3  C21  C   CR16  0  -0.302  -6.5784  -0.1314   0.2258
 4P3  C22  C   CR16  0  -0.176  -5.8982   0.7338   1.0651
 4P3  C    C   CR6   0  -0.125  -4.5217   0.6294   1.1911
 4P3  CL   CL  CL    0  -0.110  -3.7172   1.7146   2.2713
 4P3  C18  C   CR16  0  -0.334  -4.5121  -1.2163  -0.3174
 4P3  C1   C   CR6   0   0.172  -3.7997  -0.3424   0.4976
 4P3  C2   C   CR6   0   0.081  -2.3304  -0.4829   0.5985
 4P3  C17  C   CR16  0  -0.416  -1.5006   0.5691   0.2137
 4P3  C14  C   CR6   0   0.407  -0.1214   0.4252   0.2644
 4P3  O1   O   O2    0  -0.464   0.7528   1.3796  -0.1056
 4P3  C15  C   CH2   0  -0.385   0.2602   2.6651  -0.3789
 4P3  C16  C   CT    0   1.000   1.4653   3.5500  -0.5972
 4P3  F3   F   F     0  -0.307   1.0728   4.8086  -0.8212
 4P3  F2   F   F     0  -0.303   2.2815   3.5620   0.4593
 4P3  F1   F   F     0  -0.307   2.1899   3.1637  -1.6523
 4P3  C5   C   CR6   0   0.210   0.4355  -0.7770   0.7131
 4P3  C4   C   CR16  0  -0.244  -0.3944  -1.8152   1.0907
 4P3  C3   C   CR16  0  -0.321  -1.7743  -1.6788   1.0328
 4P3  N    N   NT    0  -0.520   1.8447  -0.9126   0.8079
 4P3  C6   C   CH3   0  -0.532   2.4657  -0.3819   2.0096
 4P3  C7   C   C     0   0.512   2.5013  -1.4243  -0.2503
 4P3  O    O   O     0  -0.450   1.9482  -1.7831  -1.2734
 4P3  C8   C   CR6   0  -0.248   3.9885  -1.5810  -0.1150
 4P3  C13  C   CR6   0  -0.030   4.8824  -0.5762  -0.4607
 4P3  CL1  CL  CL    0  -0.091   4.2522   0.9648  -0.9175
 4P3  C12  C   CR16  0  -0.226   6.2522  -0.7802  -0.4286
 4P3  C11  C   CR16  0  -0.247   6.7381  -2.0221  -0.0460
 4P3  C10  C   CR16  0  -0.402   5.8744  -3.0494   0.3050
 4P3  C9   C   CR6   0   0.570   4.5181  -2.8043   0.2569
 4P3  F    F   F     0  -0.297   3.6592  -3.7740   0.5960
 4P3  H1   H   HNH2  0   0.408  -8.2298  -2.3143  -2.5355
 4P3  H2   H   HNH2  0   0.415  -8.0857  -0.7662  -1.8161
 4P3  H3   H   HCR6  0   0.273  -7.6541  -0.0376   0.1544
 4P3  H4   H   HCR6  0   0.290  -6.4400   1.4827   1.6259
 4P3  H5   H   HCR6  0   0.270  -3.9677  -1.9806  -0.8570
 4P3  H6   H   HCR6  0   0.292  -1.9497   1.4856  -0.1449
 4P3  H7   H   HCH2  0   0.279  -0.3622   2.6882  -1.2793
 4P3  H8   H   HCH2  0   0.275  -0.3264   3.0650   0.4553
 4P3  H9   H   HCR6  0   0.269   0.0460  -2.7389   1.4432
 4P3  H10  H   HCR6  0   0.263  -2.4106  -2.4987   1.3384
 4P3  H11  H   HCH3  0   0.261   1.9878  -0.8093   2.8895
 4P3  H12  H   HCH3  0   0.268   3.5214  -0.6351   2.0439
 4P3  H13  H   HCH3  0   0.256   2.3718   0.7033   2.0473
 4P3  H14  H   HCR6  0   0.289   6.9300   0.0175  -0.6984
 4P3  H15  H   HCR6  0   0.286   7.8058  -2.1901  -0.0180
 4P3  H16  H   HCR6  0   0.293   6.2453  -4.0184   0.6102

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
 4P3  F3   C16  single    1.337  0.020  1.337
 4P3  F2   C16  single    1.335  0.020  1.335
 4P3  C16  F1   single    1.337  0.020  1.337
 4P3  C16  C15  single    1.511  0.020  1.511
 4P3  C15  O1   single    1.404  0.020  1.404
 4P3  O1   C14  single    1.346  0.020  1.346
 4P3  F    C9   single    1.339  0.020  1.339
 4P3  C14  C17  aromatic  1.388  0.020  1.388
 4P3  C14  C5   aromatic  1.399  0.020  1.399
 4P3  C17  C2   aromatic  1.394  0.020  1.394
 4P3  C9   C10  aromatic  1.379  0.020  1.379
 4P3  C9   C8   aromatic  1.384  0.020  1.384
 4P3  C6   N    single    1.453  0.020  1.453
 4P3  C10  C11  aromatic  1.387  0.020  1.387
 4P3  N    C5   single    1.419  0.020  1.419
 4P3  N    C7   single    1.346  0.020  1.346
 4P3  C5   C4   aromatic  1.382  0.020  1.382
 4P3  C2   C1   single    1.479  0.020  1.479
 4P3  C2   C3   aromatic  1.389  0.020  1.389
 4P3  C18  C1   aromatic  1.391  0.020  1.391
 4P3  C18  C19  aromatic  1.390  0.020  1.390
 4P3  C1   C    aromatic  1.395  0.020  1.395
 4P3  O2   C20  double    1.223  0.020  1.223
 4P3  N1   C20  single    1.341  0.020  1.341
 4P3  C20  C19  single    1.497  0.020  1.497
 4P3  O    C7   double    1.217  0.020  1.217
 4P3  C19  C21  aromatic  1.391  0.020  1.391
 4P3  C7   C8   single    1.502  0.020  1.502
 4P3  C    CL   single    1.730  0.020  1.730
 4P3  C    C22  aromatic  1.386  0.020  1.386
 4P3  C21  C22  aromatic  1.384  0.020  1.384
 4P3  C8   C13  aromatic  1.389  0.020  1.389
 4P3  C11  C12  aromatic  1.387  0.020  1.387
 4P3  C4   C3   aromatic  1.388  0.020  1.388
 4P3  C13  C12  aromatic  1.385  0.020  1.385
 4P3  C13  CL1  single    1.726  0.020  1.726
 4P3  N1   H1   single    0.860  0.020  1.020
 4P3  N1   H2   single    0.860  0.020  1.020
 4P3  C21  H3   single    0.930  0.020  1.080
 4P3  C22  H4   single    0.930  0.020  1.080
 4P3  C18  H5   single    0.930  0.020  1.080
 4P3  C17  H6   single    0.930  0.020  1.080
 4P3  C15  H7   single    0.970  0.020  1.090
 4P3  C15  H8   single    0.970  0.020  1.090
 4P3  C4   H9   single    0.930  0.020  1.080
 4P3  C3   H10  single    0.930  0.020  1.080
 4P3  C6   H11  single    0.970  0.020  1.090
 4P3  C6   H12  single    0.970  0.020  1.090
 4P3  C6   H13  single    0.970  0.020  1.090
 4P3  C12  H14  single    0.930  0.020  1.080
 4P3  C11  H15  single    0.930  0.020  1.080
 4P3  C10  H16  single    0.930  0.020  1.080

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
 4P3  C19  C20  N1   116.10  3.000
 4P3  C19  C20  O2   120.80  3.000
 4P3  N1   C20  O2   123.10  3.000
 4P3  H2   N1   H1   116.71  3.000
 4P3  H2   N1   C20  122.55  3.000
 4P3  H1   N1   C20  119.48  3.000
 4P3  C18  C19  C21  118.99  3.000
 4P3  C21  C19  C20  122.93  3.000
 4P3  C18  C19  C20  118.06  3.000
 4P3  H3   C21  C22  118.31  3.000
 4P3  H3   C21  C19  121.37  3.000
 4P3  C22  C21  C19  120.29  3.000
 4P3  H4   C22  C    120.18  3.000
 4P3  H4   C22  C21  120.08  3.000
 4P3  C    C22  C21  119.74  3.000
 4P3  C1   C    CL   120.44  3.000
 4P3  CL   C    C22  118.12  3.000
 4P3  C1   C    C22  121.41  3.000
 4P3  H5   C18  C1   118.55  3.000
 4P3  H5   C18  C19  119.52  3.000
 4P3  C1   C18  C19  121.91  3.000
 4P3  C2   C1   C18  119.27  3.000
 4P3  C18  C1   C    117.63  3.000
 4P3  C2   C1   C    123.11  3.000
 4P3  C3   C2   C17  119.86  3.000
 4P3  C3   C2   C1   120.06  3.000
 4P3  C17  C2   C1   120.05  3.000
 4P3  H6   C17  C14  120.84  3.000
 4P3  H6   C17  C2   118.93  3.000
 4P3  C14  C17  C2   120.22  3.000
 4P3  C5   C14  O1   116.04  3.000
 4P3  C5   C14  C17  119.78  3.000
 4P3  O1   C14  C17  124.18  3.000
 4P3  C15  O1   C14  118.36  3.000
 4P3  H8   C15  H7   108.31  3.000
 4P3  H8   C15  C16  108.87  3.000
 4P3  H7   C15  C16  108.80  3.000
 4P3  H8   C15  O1   111.97  3.000
 4P3  H7   C15  O1   112.27  3.000
 4P3  C16  C15  O1   106.53  3.000
 4P3  F1   C16  F2   107.20  3.000
 4P3  F1   C16  F3   107.38  3.000
 4P3  F2   C16  F3   107.67  3.000
 4P3  F1   C16  C15  112.15  3.000
 4P3  F2   C16  C15  112.24  3.000
 4P3  F3   C16  C15  109.95  3.000
 4P3  N    C5   C4   120.43  3.000
 4P3  C4   C5   C14  119.62  3.000
 4P3  N    C5   C14  119.94  3.000
 4P3  H9   C4   C3   120.14  3.000
 4P3  H9   C4   C5   119.06  3.000
 4P3  C3   C4   C5   120.79  3.000
 4P3  H10  C3   C4   119.90  3.000
 4P3  H10  C3   C2   120.36  3.000
 4P3  C4   C3   C2   119.73  3.000
 4P3  C7   N    C6   125.48  3.000
 4P3  C7   N    C5   117.91  3.000
 4P3  C6   N    C5   116.41  3.000
 4P3  H13  C6   H12  108.34  3.000
 4P3  H13  C6   H11  108.97  3.000
 4P3  H12  C6   H11  108.04  3.000
 4P3  H13  C6   N    110.82  3.000
 4P3  H12  C6   N    110.88  3.000
 4P3  H11  C6   N    109.72  3.000
 4P3  C8   C7   O    119.67  3.000
 4P3  C8   C7   N    116.86  3.000
 4P3  O    C7   N    123.45  3.000
 4P3  C9   C8   C13  117.40  3.000
 4P3  C13  C8   C7   122.66  3.000
 4P3  C9   C8   C7   119.70  3.000
 4P3  C12  C13  CL1  119.90  3.000
 4P3  CL1  C13  C8   118.48  3.000
 4P3  C12  C13  C8   121.62  3.000
 4P3  H14  C12  C11  120.65  3.000
 4P3  H14  C12  C13  120.37  3.000
 4P3  C11  C12  C13  118.98  3.000
 4P3  H15  C11  C10  119.55  3.000
 4P3  H15  C11  C12  119.47  3.000
 4P3  C10  C11  C12  120.97  3.000
 4P3  H16  C10  C9   120.43  3.000
 4P3  H16  C10  C11  121.42  3.000
 4P3  C9   C10  C11  118.15  3.000
 4P3  F    C9   C10  119.56  3.000
 4P3  C10  C9   C8   122.88  3.000
 4P3  F    C9   C8   117.56  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
 4P3  CONST_01  C2   C1   C18  C19   180.00   0.0  0
 4P3  CONST_02  C    C1   C18  C19     0.00   0.0  0
 4P3  CONST_03  C    C22  C21  C19     0.00   0.0  0
 4P3  CONST_04  C1   C18  C19  C21     0.00   0.0  0
 4P3  CONST_05  C1   C    C22  C21     0.00   0.0  0
 4P3  CONST_06  C2   C1   C    C22   180.00   0.0  0
 4P3  CONST_07  C18  C1   C    C22     0.00   0.0  0
 4P3  CONST_08  C18  C19  C21  C22     0.00   0.0  0
 4P3  CONST_13  C14  C17  C2   C1    180.00   0.0  0
 4P3  CONST_14  C4   C3   C2   C1    180.00   0.0  0
 4P3  CONST_15  C5   C14  C17  C2      0.00   0.0  0
 4P3  CONST_16  C5   C4   C3   C2      0.00   0.0  0
 4P3  CONST_17  C4   C5   C14  C17     0.00   0.0  0
 4P3  CONST_18  C4   C3   C2   C17     0.00   0.0  0
 4P3  CONST_19  C3   C2   C17  C14     0.00   0.0  0
 4P3  CONST_20  C3   C4   C5   C14     0.00   0.0  0
 4P3  CONST_21  C11  C10  C9   C8      0.00   0.0  0
 4P3  CONST_22  C11  C12  C13  C8      0.00   0.0  0
 4P3  CONST_23  C10  C9   C8   C13     0.00   0.0  0
 4P3  CONST_24  C10  C11  C12  C13     0.00   0.0  0
 4P3  CONST_25  C9   C10  C11  C12     0.00   0.0  0
 4P3  CONST_26  C9   C8   C13  C12     0.00   0.0  0
 4P3  CONST_27  C1   C18  C19  C20   180.00   0.0  0
 4P3  CONST_28  C22  C21  C19  C20   180.00   0.0  0
 4P3  CONST_29  CL   C    C22  C21   180.00   0.0  0
 4P3  CONST_30  C2   C1   C    CL      0.00   0.0  0
 4P3  CONST_31  C18  C1   C    CL    180.00   0.0  0
 4P3  CONST_32  O1   C14  C17  C2    180.00   0.0  0
 4P3  CONST_33  N    C5   C14  C17   180.00   0.0  0
 4P3  CONST_34  C4   C5   C14  O1    180.00   0.0  0
 4P3  CONST_35  N    C5   C4   C3    180.00   0.0  0
 4P3  CONST_36  C10  C9   C8   C7    180.00   0.0  0
 4P3  CONST_37  C12  C13  C8   C7    180.00   0.0  0
 4P3  CONST_38  F    C9   C8   C13   180.00   0.0  0
 4P3  CONST_39  C9   C8   C13  CL1   180.00   0.0  0
 4P3  CONST_40  C11  C12  C13  CL1   180.00   0.0  0
 4P3  CONST_41  F    C9   C10  C11   180.00   0.0  0
 4P3  CONST_42  H4   C22  C21  C19   180.00   0.0  0
 4P3  CONST_43  H5   C18  C19  C21   180.00   0.0  0
 4P3  CONST_44  H3   C21  C22  C     180.00   0.0  0
 4P3  CONST_45  H6   C17  C2   C1      0.00   0.0  0
 4P3  CONST_46  H10  C3   C2   C1      0.00   0.0  0
 4P3  CONST_47  H9   C4   C3   C2    180.00   0.0  0
 4P3  CONST_48  H16  C10  C9   C8    180.00   0.0  0
 4P3  CONST_49  H14  C12  C13  C8    180.00   0.0  0
 4P3  CONST_50  H15  C11  C12  C13   180.00   0.0  0
 4P3  CONST_51  C8   C7   N    C5    180.00   0.0  0
 4P3  CONST_56  O    C7   N    C5      0.00   0.0  0
 4P3  CONST_57  C8   C7   N    C6      0.00   0.0  0
 4P3  CONST_58  H1   N1   C20  C19   180.00   0.0  0
 4P3  CONST_59  H2   N1   C20  C19     0.00   0.0  0
 4P3  CONST_60  O    C7   N    C6    180.00   0.0  0
 4P3  Var_01    C18  C19  C20  O2     23.21  30.0  2
 4P3  Var_02    C5   C14  O1   C15  -170.96  30.0  2
 4P3  Var_03    C9   C8   C7   N      96.48  30.0  2
 4P3  Var_04    C16  C15  O1   C14   173.23  30.0  2
 4P3  Var_05    H11  C6   N    C5     54.09  30.0  3
 4P3  Var_06    F3   C16  C15  O1   -177.99  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
 4P3  plan-1  C20  0.020
 4P3  plan-1  C19  0.020
 4P3  plan-1  C21  0.020
 4P3  plan-1  C22  0.020
 4P3  plan-1  C    0.020
 4P3  plan-1  CL   0.020
 4P3  plan-1  C18  0.020
 4P3  plan-1  C1   0.020
 4P3  plan-1  C2   0.020
 4P3  plan-1  H3   0.020
 4P3  plan-1  H4   0.020
 4P3  plan-1  H5   0.020
 4P3  plan-2  C1   0.020
 4P3  plan-2  C2   0.020
 4P3  plan-2  C17  0.020
 4P3  plan-2  C14  0.020
 4P3  plan-2  O1   0.020
 4P3  plan-2  C5   0.020
 4P3  plan-2  C4   0.020
 4P3  plan-2  C3   0.020
 4P3  plan-2  N    0.020
 4P3  plan-2  H6   0.020
 4P3  plan-2  H9   0.020
 4P3  plan-2  H10  0.020
 4P3  plan-3  C7   0.020
 4P3  plan-3  C8   0.020
 4P3  plan-3  C13  0.020
 4P3  plan-3  CL1  0.020
 4P3  plan-3  C12  0.020
 4P3  plan-3  C11  0.020
 4P3  plan-3  C10  0.020
 4P3  plan-3  C9   0.020
 4P3  plan-3  F    0.020
 4P3  plan-3  H14  0.020
 4P3  plan-3  H15  0.020
 4P3  plan-3  H16  0.020
 4P3  plan-4  O2   0.020
 4P3  plan-4  C20  0.020
 4P3  plan-4  N1   0.020
 4P3  plan-4  C19  0.020
 4P3  plan-4  H1   0.020
 4P3  plan-4  H2   0.020
 4P3  plan-5  C5   0.020
 4P3  plan-5  N    0.020
 4P3  plan-5  C6   0.020
 4P3  plan-5  C7   0.020
 4P3  plan-5  O    0.020
 4P3  plan-5  C8   0.020

