# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 14:30:15 2020
#   Inital geometry file: a 97 line input string
#   Ligand name: 3-[6-(3-hydroxyphenyl)pyridin-2-yl]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cccc(c1)c2cccc(n2)c3cccc(c3)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
 FBK  FBK  '3-[6-(3-hydroxyphenyl)pyridin-2-yl]benzoic acid'  ligand  35  22  .  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_FBK
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
 FBK  O1   O  O     0  -0.436   2.5098   2.8404   0.7910
 FBK  O2   O  OH1   0  -0.633  -3.2179   3.2388  -0.9513
 FBK  C1   C  CR6   0  -0.059   3.2924   0.6831   0.1631
 FBK  C2   C  CR16  0  -0.269   4.3824  -0.1080  -0.1973
 FBK  C3   C  CR16  0  -0.222   4.1829  -1.4459  -0.4971
 FBK  C4   C  CR16  0  -0.315   2.9130  -1.9989  -0.4349
 FBK  C5   C  CR6   0   0.086   1.8138  -1.2214  -0.0692
 FBK  C6   C  CR6   0   0.247   0.4472  -1.7877   0.0055
 FBK  N    N  N     0  -0.466  -0.5534  -0.9147  -0.0221
 FBK  C    C  C     0   0.536   3.4346   2.1252   0.4883
 FBK  O    O  OH1   0  -0.594   4.6865   2.5518   0.4090
 FBK  C10  C  CR6   0   0.242  -1.8138  -1.3285   0.0432
 FBK  C11  C  CR6   0   0.080  -2.8596  -0.2799   0.0071
 FBK  C12  C  CR16  0  -0.355  -4.1627  -0.5366   0.4309
 FBK  C13  C  CR16  0  -0.226  -5.1163   0.4705   0.3809
 FBK  C14  C  CR16  0  -0.345  -4.7978   1.7346  -0.0860
 FBK  C15  C  CR6   0   0.391  -3.4949   1.9974  -0.5052
 FBK  C16  C  CR16  0  -0.436  -2.5333   0.9956  -0.4532
 FBK  C17  C  CR16  0  -0.303   2.0207   0.1243   0.2209
 FBK  C7   C  CR16  0  -0.344   0.2167  -3.1580   0.1161
 FBK  C8   C  CR16  0  -0.140  -1.0935  -3.6018   0.1682
 FBK  C9   C  CR16  0  -0.342  -2.1289  -2.6850   0.1249
 FBK  H1   H  HOH1  0   0.475  -2.2944   3.2995  -1.2197
 FBK  H2   H  HCR6  0   0.272   5.3801   0.3048  -0.2500
 FBK  H3   H  HCR6  0   0.270   5.0226  -2.0627  -0.7872
 FBK  H4   H  HCR6  0   0.264   2.7890  -3.0426  -0.6909
 FBK  H5   H  HOH1  0   0.489   4.7291   3.4964   0.6197
 FBK  H6   H  HCR6  0   0.252  -4.4432  -1.5074   0.8160
 FBK  H7   H  HCR6  0   0.261  -6.1251   0.2671   0.7156
 FBK  H8   H  HCR6  0   0.266  -5.5469   2.5152  -0.1254
 FBK  H9   H  HCR6  0   0.271  -1.5184   1.2005  -0.7736
 FBK  H10  H  HCR6  0   0.264   1.1745   0.7378   0.4981
 FBK  H11  H  HCR6  0   0.273   1.0297  -3.8675   0.1717
 FBK  H12  H  HCR6  0   0.277  -1.3057  -4.6600   0.2428
 FBK  H13  H  HCR6  0   0.272  -3.1545  -3.0249   0.1456

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
 FBK  O2   C15  single    1.348  0.020  1.348
 FBK  C3   C4   aromatic  1.386  0.020  1.386
 FBK  C3   C2   aromatic  1.385  0.020  1.385
 FBK  C4   C5   aromatic  1.395  0.020  1.395
 FBK  C15  C16  aromatic  1.390  0.020  1.390
 FBK  C15  C14  aromatic  1.394  0.020  1.394
 FBK  C16  C11  aromatic  1.395  0.020  1.395
 FBK  C2   C1   aromatic  1.394  0.020  1.394
 FBK  C14  C13  aromatic  1.385  0.020  1.385
 FBK  C11  C10  single    1.481  0.020  1.481
 FBK  C11  C12  aromatic  1.394  0.020  1.394
 FBK  N    C10  aromatic  1.328  0.020  1.328
 FBK  N    C6   aromatic  1.328  0.020  1.328
 FBK  C10  C9   aromatic  1.395  0.020  1.395
 FBK  C5   C6   single    1.481  0.020  1.481
 FBK  C5   C17  aromatic  1.392  0.020  1.392
 FBK  C6   C7   aromatic  1.394  0.020  1.394
 FBK  C9   C8   aromatic  1.384  0.020  1.384
 FBK  C8   C7   aromatic  1.384  0.020  1.384
 FBK  C13  C12  aromatic  1.388  0.020  1.388
 FBK  C1   C17  aromatic  1.390  0.020  1.390
 FBK  C1   C    single    1.485  0.020  1.485
 FBK  O1   C    double    1.208  0.020  1.208
 FBK  C    O    single    1.325  0.020  1.325
 FBK  O2   H1   single    0.850  0.020  0.980
 FBK  C2   H2   single    0.930  0.020  1.080
 FBK  C3   H3   single    0.930  0.020  1.080
 FBK  C4   H4   single    0.930  0.020  1.080
 FBK  O    H5   single    0.850  0.020  0.980
 FBK  C12  H6   single    0.930  0.020  1.080
 FBK  C13  H7   single    0.930  0.020  1.080
 FBK  C14  H8   single    0.930  0.020  1.080
 FBK  C16  H9   single    0.930  0.020  1.080
 FBK  C17  H10  single    0.930  0.020  1.080
 FBK  C7   H11  single    0.930  0.020  1.080
 FBK  C8   H12  single    0.930  0.020  1.080
 FBK  C9   H13  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
 FBK  H1   O2   C15  110.31  3.000
 FBK  C17  C1   C    117.96  3.000
 FBK  C    C1   C2   122.19  3.000
 FBK  C17  C1   C2   119.85  3.000
 FBK  H2   C2   C3   119.41  3.000
 FBK  H2   C2   C1   121.16  3.000
 FBK  C3   C2   C1   119.42  3.000
 FBK  H3   C3   C4   119.71  3.000
 FBK  H3   C3   C2   119.80  3.000
 FBK  C4   C3   C2   120.49  3.000
 FBK  H4   C4   C5   120.62  3.000
 FBK  H4   C4   C3   118.63  3.000
 FBK  C5   C4   C3   120.74  3.000
 FBK  C17  C5   C6   119.75  3.000
 FBK  C17  C5   C4   118.44  3.000
 FBK  C6   C5   C4   121.81  3.000
 FBK  C7   C6   N    121.55  3.000
 FBK  C7   C6   C5   122.16  3.000
 FBK  N    C6   C5   116.28  3.000
 FBK  C10  N    C6   120.61  3.000
 FBK  O    C    C1   112.95  3.000
 FBK  O    C    O1   123.22  3.000
 FBK  C1   C    O1   123.82  3.000
 FBK  H5   O    C    110.03  3.000
 FBK  C9   C10  C11  122.02  3.000
 FBK  C9   C10  N    121.34  3.000
 FBK  C11  C10  N    116.63  3.000
 FBK  C16  C11  C12  119.17  3.000
 FBK  C12  C11  C10  121.48  3.000
 FBK  C16  C11  C10  119.35  3.000
 FBK  H6   C12  C13  119.08  3.000
 FBK  H6   C12  C11  121.06  3.000
 FBK  C13  C12  C11  119.85  3.000
 FBK  H7   C13  C14  119.36  3.000
 FBK  H7   C13  C12  119.54  3.000
 FBK  C14  C13  C12  121.10  3.000
 FBK  H8   C14  C15  120.00  3.000
 FBK  H8   C14  C13  120.75  3.000
 FBK  C15  C14  C13  119.25  3.000
 FBK  C16  C15  C14  119.98  3.000
 FBK  C14  C15  O2   117.73  3.000
 FBK  C16  C15  O2   122.29  3.000
 FBK  H9   C16  C15  120.04  3.000
 FBK  H9   C16  C11  119.31  3.000
 FBK  C15  C16  C11  120.64  3.000
 FBK  H10  C17  C5   119.05  3.000
 FBK  H10  C17  C1   119.90  3.000
 FBK  C5   C17  C1   121.06  3.000
 FBK  H11  C7   C8   119.98  3.000
 FBK  H11  C7   C6   121.68  3.000
 FBK  C8   C7   C6   118.33  3.000
 FBK  H12  C8   C9   120.23  3.000
 FBK  H12  C8   C7   120.12  3.000
 FBK  C9   C8   C7   119.65  3.000
 FBK  H13  C9   C8   120.08  3.000
 FBK  H13  C9   C10  121.42  3.000
 FBK  C8   C9   C10  118.50  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
 FBK  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 FBK  CONST_02  C4   C5   C17  C1     0.00   0.0  0
 FBK  CONST_03  C6   C5   C17  C1   180.00   0.0  0
 FBK  CONST_04  C5   C4   C3   C2     0.00   0.0  0
 FBK  CONST_05  C5   C17  C1   C2     0.00   0.0  0
 FBK  CONST_06  C6   C5   C4   C3   180.00   0.0  0
 FBK  CONST_07  C17  C5   C4   C3     0.00   0.0  0
 FBK  CONST_08  C17  C1   C2   C3     0.00   0.0  0
 FBK  CONST_11  C10  N    C6   C5   180.00   0.0  0
 FBK  CONST_12  C8   C7   C6   C5   180.00   0.0  0
 FBK  CONST_13  C11  C10  N    C6   180.00   0.0  0
 FBK  CONST_14  C9   C10  N    C6     0.00   0.0  0
 FBK  CONST_15  C9   C8   C7   C6     0.00   0.0  0
 FBK  CONST_18  C8   C9   C10  N      0.00   0.0  0
 FBK  CONST_20  C8   C7   C6   N      0.00   0.0  0
 FBK  CONST_21  C15  C16  C11  C10  180.00   0.0  0
 FBK  CONST_22  C13  C12  C11  C10  180.00   0.0  0
 FBK  CONST_23  C7   C6   N    C10    0.00   0.0  0
 FBK  CONST_24  C7   C8   C9   C10    0.00   0.0  0
 FBK  CONST_25  C14  C15  C16  C11    0.00   0.0  0
 FBK  CONST_26  C8   C9   C10  C11  180.00   0.0  0
 FBK  CONST_27  C14  C13  C12  C11    0.00   0.0  0
 FBK  CONST_28  C15  C16  C11  C12    0.00   0.0  0
 FBK  CONST_30  C15  C14  C13  C12    0.00   0.0  0
 FBK  CONST_31  C16  C15  C14  C13    0.00   0.0  0
 FBK  CONST_32  C16  C11  C12  C13    0.00   0.0  0
 FBK  CONST_35  C11  C16  C15  O2   180.00   0.0  0
 FBK  CONST_36  C13  C14  C15  O2   180.00   0.0  0
 FBK  CONST_37  C    C1   C2   C3   180.00   0.0  0
 FBK  CONST_38  C    C1   C17  C5   180.00   0.0  0
 FBK  CONST_39  H3   C3   C2   C1   180.00   0.0  0
 FBK  CONST_40  H4   C4   C3   C2   180.00   0.0  0
 FBK  CONST_41  H10  C17  C1   C2   180.00   0.0  0
 FBK  CONST_42  H2   C2   C3   C4   180.00   0.0  0
 FBK  CONST_43  H11  C7   C6   C5     0.00   0.0  0
 FBK  CONST_44  H12  C8   C7   C6   180.00   0.0  0
 FBK  CONST_45  H13  C9   C10  N    180.00   0.0  0
 FBK  CONST_46  H9   C16  C11  C10    0.00   0.0  0
 FBK  CONST_47  H6   C12  C11  C10    0.00   0.0  0
 FBK  CONST_48  H7   C13  C12  C11  180.00   0.0  0
 FBK  CONST_49  H8   C14  C13  C12  180.00   0.0  0
 FBK  CONST_50  H5   O    C    C1   180.00   0.0  0
 FBK  Var_01    C2   C1   C    O1   179.25  30.0  2

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
 FBK  plan-1  C1   0.020
 FBK  plan-1  C2   0.020
 FBK  plan-1  C3   0.020
 FBK  plan-1  C4   0.020
 FBK  plan-1  C5   0.020
 FBK  plan-1  C6   0.020
 FBK  plan-1  C    0.020
 FBK  plan-1  C17  0.020
 FBK  plan-1  H2   0.020
 FBK  plan-1  H3   0.020
 FBK  plan-1  H4   0.020
 FBK  plan-1  H10  0.020
 FBK  plan-2  C5   0.020
 FBK  plan-2  C6   0.020
 FBK  plan-2  N    0.020
 FBK  plan-2  C10  0.020
 FBK  plan-2  C11  0.020
 FBK  plan-2  C7   0.020
 FBK  plan-2  C8   0.020
 FBK  plan-2  C9   0.020
 FBK  plan-2  H11  0.020
 FBK  plan-2  H12  0.020
 FBK  plan-2  H13  0.020
 FBK  plan-3  O2   0.020
 FBK  plan-3  C10  0.020
 FBK  plan-3  C11  0.020
 FBK  plan-3  C12  0.020
 FBK  plan-3  C13  0.020
 FBK  plan-3  C14  0.020
 FBK  plan-3  C15  0.020
 FBK  plan-3  C16  0.020
 FBK  plan-3  H6   0.020
 FBK  plan-3  H7   0.020
 FBK  plan-3  H8   0.020
 FBK  plan-3  H9   0.020
 FBK  plan-4  O1   0.020
 FBK  plan-4  C1   0.020
 FBK  plan-4  C    0.020
 FBK  plan-4  O    0.020
 FBK  plan-4  H5   0.020

