# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 02:38:04 2020
#   Inital geometry file: a 133 line input string
#   Ligand name: (2S)-2-{2-fluoro-3'-[(hexylcarbamoyl)oxy][1,1'-biphenyl]-4-yl}propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCNC(=O)Oc1cccc(c1)c2ccc(cc2F)[C@H](C)C(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
 FF8  FF8  '(2S)-2-{2-fluoro-3'-[(hexylcarbamoyl)oxy][1,1'-biphenyl]-4-yl}propanoic acid'  ligand  53  28  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FF8
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
 FF8  C01  C  C      0   0.538    3.8546  -1.2241   0.7334
 FF8  C02  C  C1     0  -0.497    4.9601  -0.4209   0.9395
 FF8  C03  C  C      0   0.231    4.9509   0.9018   0.5148
 FF8  C04  C  C1     0  -0.303    3.7943   1.3808  -0.1025
 FF8  C05  C  C1     0  -0.270    2.6978   0.5610  -0.2946
 FF8  C06  C  C      0  -0.171    2.6993  -0.7766   0.1120
 FF8  C07  C  CR16   0  -0.366    0.2579  -1.1910   0.2708
 FF8  C08  C  CR6    0   0.101    1.5229  -1.6435  -0.1012
 FF8  C09  C  CR6    0   0.383   -0.8535  -1.9862   0.0510
 FF8  C10  C  CR16   0  -0.322   -0.7415  -3.2328  -0.5400
 FF8  C11  C  CR16   0  -0.242    0.5172  -3.6824  -0.9139
 FF8  C12  C  CR16   0  -0.301    1.6406  -2.8995  -0.6976
 FF8  C13  C  CH1    0  -0.500    6.1387   1.7938   0.7409
 FF8  C14  C  C      0   0.434    6.8154   2.2039  -0.5970
 FF8  O15  O  OC    -1  -0.605    7.5360   3.2191  -0.5642
 FF8  C16  C  CH3    0  -0.644    5.7826   2.9942   1.6156
 FF8  O17  O  O      0  -0.598    6.6147   1.4634  -1.5771
 FF8  F18  F  F      0  -0.311    3.9040  -2.4913   1.1832
 FF8  O19  O  O2     0  -0.528   -2.0858  -1.5528   0.4894
 FF8  C20  C  C      0   0.736   -2.8434  -0.8424  -0.3859
 FF8  O21  O  O      0  -0.501   -2.4830  -0.5757  -1.5101
 FF8  N22  N  NH1    0  -0.664   -4.0076  -0.4993   0.1697
 FF8  C23  C  CH2    0  -0.233   -5.0053   0.2678  -0.5498
 FF8  C24  C  CH2    0  -0.476   -6.2406   0.4711   0.3113
 FF8  C25  C  CH2    0  -0.418   -7.3113   1.2762  -0.4127
 FF8  C26  C  CH2    0  -0.408   -8.5566   1.4982   0.4358
 FF8  C27  C  CH2    0  -0.420   -9.6332   2.3050  -0.2792
 FF8  C28  C  CH3    0  -0.662  -10.8716   2.5237   0.5788
 FF8  H1   H  H      0   0.266    5.8288  -0.8341   1.4383
 FF8  H2   H  H      0   0.246    3.7504   2.4067  -0.4468
 FF8  H3   H  H      0   0.259    1.8186   0.9535  -0.7908
 FF8  H5   H  HCR6   0   0.273   -1.6200  -3.8445  -0.6999
 FF8  H6   H  HCR6   0   0.266    0.6208  -4.6515  -1.3837
 FF8  H7   H  HCR6   0   0.256    2.6083  -3.2621  -1.0165
 FF8  H8   H  HCH1   0   0.252    6.8891   1.2054   1.2845
 FF8  H10  H  HCH3   0   0.214    5.0775   3.6632   1.1189
 FF8  H11  H  HCH3   0   0.217    5.3300   2.6756   2.5559
 FF8  H12  H  HCH3   0   0.229    6.6735   3.5729   1.8530
 FF8  H13  H  HNH1   0   0.406   -4.1937  -0.7662   1.1236
 FF8  H14  H  HCH2   0   0.233   -4.5953   1.2393  -0.8402
 FF8  H15  H  HCH2   0   0.234   -5.2803  -0.2524  -1.4712
 FF8  H16  H  HCH2   0   0.232   -6.6481  -0.5022   0.6028
 FF8  H17  H  HCH2   0   0.231   -5.9608   0.9849   1.2363
 FF8  H18  H  HCH2   0   0.216   -6.8984   2.2453  -0.7128
 FF8  H19  H  HCH2   0   0.216   -7.5887   0.7627  -1.3394
 FF8  H20  H  HCH2   0   0.210   -8.9696   0.5290   0.7369
 FF8  H21  H  HCH2   0   0.210   -8.2779   2.0096   1.3637
 FF8  H22  H  HCH2   0   0.212   -9.2190   3.2723  -0.5804
 FF8  H23  H  HCH2   0   0.211   -9.9117   1.7936  -1.2058
 FF8  H24  H  HCH3   0   0.216  -11.3240   1.5728   0.8670
 FF8  H25  H  HCH3   0   0.216  -10.6232   3.0601   1.4967
 FF8  H26  H  HCH3   0   0.226  -11.6294   3.1046   0.0521
 FF8  H4   H  HCR6   0   0.269    0.1422  -0.2267   0.7513

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
 FF8  C27  C28  single    1.522  0.020  1.522
 FF8  C27  C26  single    1.524  0.020  1.524
 FF8  C25  C26  single    1.523  0.020  1.523
 FF8  C25  C24  single    1.523  0.020  1.523
 FF8  C23  C24  single    1.519  0.020  1.519
 FF8  C23  N22  single    1.450  0.020  1.450
 FF8  O21  C20  double    1.210  0.020  1.210
 FF8  N22  C20  single    1.335  0.020  1.335
 FF8  C20  O19  single    1.358  0.020  1.358
 FF8  C16  C13  single    1.527  0.020  1.527
 FF8  O19  C09  single    1.378  0.020  1.378
 FF8  F18  C01  single    1.345  0.020  1.345
 FF8  C02  C01  aromatic  1.382  0.020  1.382
 FF8  C02  C03  aromatic  1.389  0.020  1.389
 FF8  C13  C03  single    1.503  0.020  1.503
 FF8  C13  C14  single    1.554  0.020  1.554
 FF8  C01  C06  aromatic  1.386  0.020  1.386
 FF8  C07  C09  aromatic  1.384  0.020  1.384
 FF8  C07  C08  aromatic  1.394  0.020  1.394
 FF8  C03  C04  aromatic  1.396  0.020  1.396
 FF8  C09  C10  aromatic  1.384  0.020  1.384
 FF8  O17  C14  deloc     1.245  0.020  1.245
 FF8  C06  C08  single    1.477  0.020  1.477
 FF8  C06  C05  aromatic  1.398  0.020  1.398
 FF8  C14  O15  deloc     1.245  0.020  1.245
 FF8  C04  C05  aromatic  1.383  0.020  1.383
 FF8  C08  C12  aromatic  1.395  0.020  1.395
 FF8  C10  C11  aromatic  1.388  0.020  1.388
 FF8  C12  C11  aromatic  1.386  0.020  1.386
 FF8  C02  H1   single    0.930  0.020  1.080
 FF8  C04  H2   single    0.930  0.020  1.080
 FF8  C05  H3   single    0.930  0.020  1.080
 FF8  C07  H4   single    0.930  0.020  1.080
 FF8  C10  H5   single    0.930  0.020  1.080
 FF8  C11  H6   single    0.930  0.020  1.080
 FF8  C12  H7   single    0.930  0.020  1.080
 FF8  C13  H8   single    0.970  0.020  1.090
 FF8  C16  H10  single    0.970  0.020  1.090
 FF8  C16  H11  single    0.970  0.020  1.090
 FF8  C16  H12  single    0.970  0.020  1.090
 FF8  N22  H13  single    0.860  0.020  1.020
 FF8  C23  H14  single    0.970  0.020  1.090
 FF8  C23  H15  single    0.970  0.020  1.090
 FF8  C24  H16  single    0.970  0.020  1.090
 FF8  C24  H17  single    0.970  0.020  1.090
 FF8  C25  H18  single    0.970  0.020  1.090
 FF8  C25  H19  single    0.970  0.020  1.090
 FF8  C26  H20  single    0.970  0.020  1.090
 FF8  C26  H21  single    0.970  0.020  1.090
 FF8  C27  H22  single    0.970  0.020  1.090
 FF8  C27  H23  single    0.970  0.020  1.090
 FF8  C28  H24  single    0.970  0.020  1.090
 FF8  C28  H25  single    0.970  0.020  1.090
 FF8  C28  H26  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
 FF8  F18  C01  C06  118.98  3.000
 FF8  C06  C01  C02  123.09  3.000
 FF8  F18  C01  C02  117.91  3.000
 FF8  H1   C02  C03  120.61  3.000
 FF8  H1   C02  C01  119.23  3.000
 FF8  C03  C02  C01  120.16  3.000
 FF8  C13  C03  C04  121.19  3.000
 FF8  C04  C03  C02  117.87  3.000
 FF8  C13  C03  C02  120.93  3.000
 FF8  H2   C04  C05  119.04  3.000
 FF8  H2   C04  C03  119.95  3.000
 FF8  C05  C04  C03  121.01  3.000
 FF8  H3   C05  C06  118.74  3.000
 FF8  H3   C05  C04  119.51  3.000
 FF8  C06  C05  C04  121.74  3.000
 FF8  C08  C06  C05  121.25  3.000
 FF8  C05  C06  C01  116.12  3.000
 FF8  C08  C06  C01  122.62  3.000
 FF8  H4   C07  C09  119.74  3.000
 FF8  H4   C07  C08  120.27  3.000
 FF8  C09  C07  C08  119.98  3.000
 FF8  C12  C08  C07  118.87  3.000
 FF8  C12  C08  C06  121.53  3.000
 FF8  C07  C08  C06  119.59  3.000
 FF8  O19  C09  C10  119.44  3.000
 FF8  C10  C09  C07  121.35  3.000
 FF8  O19  C09  C07  119.13  3.000
 FF8  H5   C10  C11  120.88  3.000
 FF8  H5   C10  C09  120.43  3.000
 FF8  C11  C10  C09  118.70  3.000
 FF8  H6   C11  C12  119.73  3.000
 FF8  H6   C11  C10  119.61  3.000
 FF8  C12  C11  C10  120.66  3.000
 FF8  H7   C12  C11  119.32  3.000
 FF8  H7   C12  C08  120.22  3.000
 FF8  C11  C12  C08  120.44  3.000
 FF8  H8   C13  C16  107.28  3.000
 FF8  H8   C13  C14  105.67  3.000
 FF8  C16  C13  C14  112.78  3.000
 FF8  H8   C13  C03  107.26  3.000
 FF8  C14  C13  C03  111.79  3.000
 FF8  C16  C13  C03  111.62  3.000
 FF8  O17  C14  O15  126.80  3.000
 FF8  O15  C14  C13  116.37  3.000
 FF8  O17  C14  C13  116.78  3.000
 FF8  H12  C16  H11  107.87  3.000
 FF8  H12  C16  H10  107.58  3.000
 FF8  H11  C16  H10  107.64  3.000
 FF8  H12  C16  C13  110.61  3.000
 FF8  H11  C16  C13  111.15  3.000
 FF8  H10  C16  C13  111.82  3.000
 FF8  C20  O19  C09  117.28  3.000
 FF8  N22  C20  O21  126.13  3.000
 FF8  N22  C20  O19  110.65  3.000
 FF8  O21  C20  O19  123.21  3.000
 FF8  H13  N22  C23  118.87  3.000
 FF8  H13  N22  C20  119.14  3.000
 FF8  C23  N22  C20  121.98  3.000
 FF8  H15  C23  H14  107.05  3.000
 FF8  H15  C23  C24  109.68  3.000
 FF8  H14  C23  C24  109.65  3.000
 FF8  H15  C23  N22  109.85  3.000
 FF8  H14  C23  N22  110.11  3.000
 FF8  C24  C23  N22  110.43  3.000
 FF8  H17  C24  H16  106.71  3.000
 FF8  H17  C24  C25  109.47  3.000
 FF8  H16  C24  C25  109.57  3.000
 FF8  H17  C24  C23  109.51  3.000
 FF8  H16  C24  C23  109.55  3.000
 FF8  C25  C24  C23  111.90  3.000
 FF8  H19  C25  H18  106.17  3.000
 FF8  H19  C25  C26  109.43  3.000
 FF8  H18  C25  C26  109.38  3.000
 FF8  H19  C25  C24  109.42  3.000
 FF8  H18  C25  C24  109.45  3.000
 FF8  C26  C25  C24  112.77  3.000
 FF8  H21  C26  H20  106.02  3.000
 FF8  H21  C26  C27  109.27  3.000
 FF8  H20  C26  C27  109.34  3.000
 FF8  H21  C26  C25  109.38  3.000
 FF8  H20  C26  C25  109.41  3.000
 FF8  C27  C26  C25  113.17  3.000
 FF8  H23  C27  H22  106.04  3.000
 FF8  H23  C27  C28  109.72  3.000
 FF8  H22  C27  C28  109.63  3.000
 FF8  H23  C27  C26  109.25  3.000
 FF8  H22  C27  C26  109.26  3.000
 FF8  C28  C27  C26  112.73  3.000
 FF8  H26  C28  H25  107.61  3.000
 FF8  H26  C28  H24  107.66  3.000
 FF8  H25  C28  H24  107.47  3.000
 FF8  H26  C28  C27  111.69  3.000
 FF8  H25  C28  C27  111.06  3.000
 FF8  H24  C28  C27  111.15  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
 FF8  CONST_01  C04  C03  C02  C01     0.00   0.0  0
 FF8  CONST_04  C04  C05  C06  C01     0.00   0.0  0
 FF8  CONST_05  C08  C06  C01  C02   180.00   0.0  0
 FF8  CONST_06  C05  C06  C01  C02     0.00   0.0  0
 FF8  CONST_07  C05  C04  C03  C02     0.00   0.0  0
 FF8  CONST_08  C06  C01  C02  C03     0.00   0.0  0
 FF8  CONST_09  C06  C05  C04  C03     0.00   0.0  0
 FF8  CONST_10  C08  C06  C05  C04   180.00   0.0  0
 FF8  CONST_13  C09  C07  C08  C06   180.00   0.0  0
 FF8  CONST_14  C11  C12  C08  C06   180.00   0.0  0
 FF8  CONST_15  C11  C10  C09  C07     0.00   0.0  0
 FF8  CONST_16  C11  C12  C08  C07     0.00   0.0  0
 FF8  CONST_17  C10  C09  C07  C08     0.00   0.0  0
 FF8  CONST_18  C10  C11  C12  C08     0.00   0.0  0
 FF8  CONST_19  C12  C08  C07  C09     0.00   0.0  0
 FF8  CONST_20  C12  C11  C10  C09     0.00   0.0  0
 FF8  CONST_21  C13  C03  C02  C01   180.00   0.0  0
 FF8  CONST_22  F18  C01  C02  C03   180.00   0.0  0
 FF8  CONST_23  F18  C01  C06  C05   180.00   0.0  0
 FF8  CONST_24  C13  C03  C04  C05   180.00   0.0  0
 FF8  CONST_25  O19  C09  C07  C08   180.00   0.0  0
 FF8  CONST_26  F18  C01  C06  C08     0.00   0.0  0
 FF8  CONST_27  O19  C09  C10  C11   180.00   0.0  0
 FF8  CONST_28  H3   C05  C06  C01   180.00   0.0  0
 FF8  CONST_29  H2   C04  C03  C02   180.00   0.0  0
 FF8  CONST_30  H1   C02  C03  C04   180.00   0.0  0
 FF8  CONST_31  H4   C07  C08  C06     0.00   0.0  0
 FF8  CONST_32  H7   C12  C08  C06     0.00   0.0  0
 FF8  CONST_33  H5   C10  C09  C07   180.00   0.0  0
 FF8  CONST_34  H6   C11  C12  C08   180.00   0.0  0
 FF8  Var_01    O21  C20  O19  C09    -0.35  30.0  1
 FF8  Var_02    C23  N22  C20  O19   179.91  30.0  2
 FF8  Var_03    C24  C23  N22  C20   178.18  30.0  1
 FF8  Var_04    C25  C24  C23  N22   179.92  30.0  3
 FF8  Var_05    C26  C25  C24  C23  -179.70  30.0  1
 FF8  Var_06    C27  C26  C25  C24   179.90  30.0  3
 FF8  Var_07    C28  C27  C26  C25  -179.86  30.0  1
 FF8  Var_08    H24  C28  C27  C26   -59.88  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
 FF8  chir_01  C13  C16  C03  C14  negativ

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
 FF8  plan-1  C01  0.020
 FF8  plan-1  C02  0.020
 FF8  plan-1  C03  0.020
 FF8  plan-1  C04  0.020
 FF8  plan-1  C05  0.020
 FF8  plan-1  C06  0.020
 FF8  plan-1  C08  0.020
 FF8  plan-1  C13  0.020
 FF8  plan-1  F18  0.020
 FF8  plan-1  H1   0.020
 FF8  plan-1  H2   0.020
 FF8  plan-1  H3   0.020
 FF8  plan-2  C06  0.020
 FF8  plan-2  C07  0.020
 FF8  plan-2  C08  0.020
 FF8  plan-2  C09  0.020
 FF8  plan-2  C10  0.020
 FF8  plan-2  C11  0.020
 FF8  plan-2  C12  0.020
 FF8  plan-2  O19  0.020
 FF8  plan-2  H5   0.020
 FF8  plan-2  H6   0.020
 FF8  plan-2  H7   0.020
 FF8  plan-2  H4   0.020
 FF8  plan-3  C13  0.020
 FF8  plan-3  C14  0.020
 FF8  plan-3  O15  0.020
 FF8  plan-3  O17  0.020
 FF8  plan-4  O19  0.020
 FF8  plan-4  C20  0.020
 FF8  plan-4  O21  0.020
 FF8  plan-4  N22  0.020

