# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 14:32:48 2020
#   Inital geometry file: a 82 line input string
#   Ligand name: (2S)-2-(2-fluorobiphenyl-4-yl)propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](C(O)=O)c1ccc(c(F)c1)c2ccccc2
#
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
 FLP  FLP  '(2S)-2-(2-fluorobiphenyl-4-yl)propanoic acid'  ligand  31  18  .  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_FLP
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
 FLP  C     C  CR16  0  -0.241   0.8620   0.4955  -4.6666
 FLP  C1    C  CR16  0  -0.296   0.8704   0.6333  -3.2864
 FLP  C2    C  CR6   0   0.096  -0.1467   0.0735  -2.5121
 FLP  C3    C  CR16  0  -0.299  -1.1696  -0.6256  -3.1528
 FLP  C4    C  CR16  0  -0.241  -1.1759  -0.7652  -4.5335
 FLP  C5    C  CR16  0  -0.263  -0.1584  -0.2070  -5.2951
 FLP  C6    C  CR6   0  -0.160  -0.1760   0.2302  -1.0434
 FLP  C7    C  CR16  0  -0.263  -1.3211   0.6757  -0.3868
 FLP  C8    C  CR16  0  -0.318  -1.3601   0.8106   0.9932
 FLP  C9    C  CR6   0   0.191  -0.2505   0.5010   1.7707
 FLP  C10   C  CR16  0  -0.449   0.9016   0.0486   1.1342
 FLP  C11   C  CR6   0   0.536   0.9151  -0.0761  -0.2383
 FLP  C12   C  CH1   0  -0.498  -0.2935   0.6790   3.2647
 FLP  C13   C  CH3   0  -0.645   0.8185   1.6105   3.7701
 FLP  C14   C  C     0   0.575  -0.2375  -0.6537   3.9858
 FLP  O     O  O     0  -0.430   0.0441  -1.7110   3.4829
 FLP  O1    O  OH1   0  -0.592  -0.5350  -0.5164   5.2724
 FLP  F     F  F     0  -0.307   2.0353  -0.5412  -0.8167
 FLP  H     H  HCR6  0   0.259   1.6546   0.9420  -5.2529
 FLP  H1    H  HCR6  0   0.252   1.6618   1.2017  -2.8154
 FLP  H3    H  HCR6  0   0.256  -1.9608  -1.0755  -2.5660
 FLP  H4    H  HCR6  0   0.259  -1.9753  -1.3150  -5.0130
 FLP  H5    H  HCR6  0   0.258  -0.1609  -0.3166  -6.3718
 FLP  H7    H  HCR6  0   0.265  -2.1937   0.9384  -0.9717
 FLP  H8    H  HCR6  0   0.261  -2.2657   1.1700   1.4653
 FLP  H10   H  HCR6  0   0.271   1.7905  -0.2156   1.6930
 FLP  H12   H  HCH1  0   0.303  -1.2517   1.1370   3.5276
 FLP  H131  H  HCH3  0   0.237   1.8094   1.1981   3.5798
 FLP  H132  H  HCH3  0   0.252   0.7494   2.5689   3.2573
 FLP  H133  H  HCH3  0   0.252   0.7269   1.7949   4.8391
 FLP  HO1   H  HOH1  0   0.482  -0.4789  -1.3743   5.7195

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
 FLP  C    C1    aromatic  1.387  0.020  1.387
 FLP  C    C5    aromatic  1.389  0.020  1.389
 FLP  C    H     single    0.930  0.020  1.080
 FLP  C1   C2    aromatic  1.395  0.020  1.395
 FLP  C1   H1    single    0.930  0.020  1.080
 FLP  C2   C3    aromatic  1.395  0.020  1.395
 FLP  C2   C6    single    1.477  0.020  1.477
 FLP  C3   C4    aromatic  1.388  0.020  1.388
 FLP  C3   H3    single    0.930  0.020  1.080
 FLP  C4   C5    aromatic  1.388  0.020  1.388
 FLP  C4   H4    single    0.930  0.020  1.080
 FLP  C5   H5    single    0.930  0.020  1.080
 FLP  C6   C7    aromatic  1.393  0.020  1.393
 FLP  C6   C11   aromatic  1.390  0.020  1.390
 FLP  C7   C8    aromatic  1.387  0.020  1.387
 FLP  C7   H7    single    0.930  0.020  1.080
 FLP  C8   C9    aromatic  1.390  0.020  1.390
 FLP  C8   H8    single    0.930  0.020  1.080
 FLP  C9   C10   aromatic  1.392  0.020  1.392
 FLP  C9   C12   single    1.505  0.020  1.505
 FLP  C10  C11   aromatic  1.378  0.020  1.378
 FLP  C10  H10   single    0.930  0.020  1.080
 FLP  C11  F     single    1.344  0.020  1.344
 FLP  C12  C13   single    1.536  0.020  1.536
 FLP  C12  C14   single    1.516  0.020  1.516
 FLP  C12  H12   single    0.970  0.020  1.090
 FLP  C13  H131  single    0.970  0.020  1.090
 FLP  C13  H132  single    0.970  0.020  1.090
 FLP  C13  H133  single    0.970  0.020  1.090
 FLP  C14  O     double    1.204  0.020  1.204
 FLP  C14  O1    single    1.328  0.020  1.328
 FLP  O1   HO1   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
 FLP  H     C    C5    120.10  3.000
 FLP  H     C    C1    119.58  3.000
 FLP  C5    C    C1    120.32  3.000
 FLP  H1    C1   C2    120.15  3.000
 FLP  H1    C1   C     119.32  3.000
 FLP  C2    C1   C     120.52  3.000
 FLP  C6    C2   C3    119.69  3.000
 FLP  C6    C2   C1    121.57  3.000
 FLP  C3    C2   C1    118.73  3.000
 FLP  H3    C3   C4    119.60  3.000
 FLP  H3    C3   C2    119.68  3.000
 FLP  C4    C3   C2    120.72  3.000
 FLP  H4    C4   C5    120.18  3.000
 FLP  H4    C4   C3    119.69  3.000
 FLP  C5    C4   C3    120.13  3.000
 FLP  H5    C5   C4    120.22  3.000
 FLP  H5    C5   C     120.20  3.000
 FLP  C4    C5   C     119.58  3.000
 FLP  C11   C6   C7    116.28  3.000
 FLP  C11   C6   C2    122.46  3.000
 FLP  C7    C6   C2    121.25  3.000
 FLP  H7    C7   C8    119.42  3.000
 FLP  H7    C7   C6    119.04  3.000
 FLP  C8    C7   C6    121.54  3.000
 FLP  H8    C8   C9    119.85  3.000
 FLP  H8    C8   C7    119.32  3.000
 FLP  C9    C8   C7    120.83  3.000
 FLP  C12   C9   C10   121.06  3.000
 FLP  C12   C9   C8    120.41  3.000
 FLP  C10   C9   C8    118.52  3.000
 FLP  H10   C10  C11   118.93  3.000
 FLP  H10   C10  C9    121.53  3.000
 FLP  C11   C10  C9    119.54  3.000
 FLP  F     C11  C10   117.92  3.000
 FLP  F     C11  C6    118.77  3.000
 FLP  C10   C11  C6    123.30  3.000
 FLP  H12   C12  C14   106.62  3.000
 FLP  H12   C12  C13   107.52  3.000
 FLP  C14   C12  C13   110.48  3.000
 FLP  H12   C12  C9    108.24  3.000
 FLP  C14   C12  C9    111.53  3.000
 FLP  C13   C12  C9    112.18  3.000
 FLP  H133  C13  H132  107.94  3.000
 FLP  H133  C13  H131  108.18  3.000
 FLP  H132  C13  H131  107.97  3.000
 FLP  H133  C13  C12   111.39  3.000
 FLP  H132  C13  C12   109.44  3.000
 FLP  H131  C13  C12   111.79  3.000
 FLP  O1    C14  O     123.22  3.000
 FLP  O1    C14  C12   111.21  3.000
 FLP  O     C14  C12   125.57  3.000
 FLP  HO1   O1   C14   110.03  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
 FLP  CONST_01  C3   C2   C1   C      0.00  0.0  0
 FLP  CONST_02  C6   C2   C1   C    180.00  0.0  0
 FLP  CONST_03  C3   C4   C5   C      0.00  0.0  0
 FLP  CONST_04  C4   C5   C    C1     0.00  0.0  0
 FLP  CONST_05  C4   C3   C2   C1     0.00  0.0  0
 FLP  CONST_08  C5   C    C1   C2     0.00  0.0  0
 FLP  CONST_09  C5   C4   C3   C2     0.00  0.0  0
 FLP  CONST_10  C8   C7   C6   C2   180.00  0.0  0
 FLP  CONST_11  C10  C11  C6   C2   180.00  0.0  0
 FLP  CONST_14  C6   C2   C3   C4   180.00  0.0  0
 FLP  CONST_15  C9   C8   C7   C6     0.00  0.0  0
 FLP  CONST_16  C9   C10  C11  C6     0.00  0.0  0
 FLP  CONST_17  C10  C11  C6   C7     0.00  0.0  0
 FLP  CONST_18  C10  C9   C8   C7     0.00  0.0  0
 FLP  CONST_19  C11  C6   C7   C8     0.00  0.0  0
 FLP  CONST_20  C11  C10  C9   C8     0.00  0.0  0
 FLP  CONST_21  F    C11  C6   C2     0.00  0.0  0
 FLP  CONST_22  F    C11  C6   C7   180.00  0.0  0
 FLP  CONST_23  C12  C9   C8   C7   180.00  0.0  0
 FLP  CONST_24  F    C11  C10  C9   180.00  0.0  0
 FLP  CONST_25  C12  C9   C10  C11  180.00  0.0  0
 FLP  CONST_26  H4   C4   C5   C    180.00  0.0  0
 FLP  CONST_27  H5   C5   C    C1   180.00  0.0  0
 FLP  CONST_28  H3   C3   C2   C1   180.00  0.0  0
 FLP  CONST_29  H    C    C1   C2   180.00  0.0  0
 FLP  CONST_30  H7   C7   C6   C2     0.00  0.0  0
 FLP  CONST_31  H1   C1   C2   C3   180.00  0.0  0
 FLP  CONST_32  H8   C8   C7   C6   180.00  0.0  0
 FLP  CONST_33  H10  C10  C11  C6   180.00  0.0  0
 FLP  CONST_34  HO1  O1   C14  C12  180.00  0.0  0

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
 FLP  chir_01  C12  C9  C13  C14  positiv

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
 FLP  plan-1  C    0.020
 FLP  plan-1  C1   0.020
 FLP  plan-1  C2   0.020
 FLP  plan-1  C3   0.020
 FLP  plan-1  C4   0.020
 FLP  plan-1  C5   0.020
 FLP  plan-1  C6   0.020
 FLP  plan-1  H    0.020
 FLP  plan-1  H1   0.020
 FLP  plan-1  H3   0.020
 FLP  plan-1  H4   0.020
 FLP  plan-1  H5   0.020
 FLP  plan-2  C2   0.020
 FLP  plan-2  C6   0.020
 FLP  plan-2  C7   0.020
 FLP  plan-2  C8   0.020
 FLP  plan-2  C9   0.020
 FLP  plan-2  C10  0.020
 FLP  plan-2  C11  0.020
 FLP  plan-2  C12  0.020
 FLP  plan-2  F    0.020
 FLP  plan-2  H7   0.020
 FLP  plan-2  H8   0.020
 FLP  plan-2  H10  0.020
 FLP  plan-3  C12  0.020
 FLP  plan-3  C14  0.020
 FLP  plan-3  O    0.020
 FLP  plan-3  O1   0.020
 FLP  plan-3  HO1  0.020

