# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 15:35:30 2021
#   Inital geometry file: a 90 line input string
#   Ligand name: (1~{S})-1-[1-[(5-phenyl-1,2-oxazol-3-yl)methyl]imidazol-2-yl]ethanol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](O)c1nccn1Cc2cc(on2)c3ccccc3
#
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
 FYF  FYF  (1~{S})-1-[1-[(5-phenyl-1,2-oxazol-3-yl)methyl]imidazol-2-yl]ethanol  ligand  35  20  .  2022-07-25  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_FYF
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
 FYF  C1   C  CR16  0  -0.218  -10.1396  8.9840  -11.3280
 FYF  C2   C  CR16  0  -0.233  -10.6133  8.0035  -12.1880
 FYF  C3   C  CR16  0  -0.213  -10.9580  6.7556  -11.6854
 FYF  C4   C  CR16  0  -0.288  -10.8301  6.4914  -10.3329
 FYF  C5   C  CR6   0   0.005  -10.3533  7.4725   -9.4621
 FYF  C6   C  CR16  0  -0.262  -10.0087  8.7250   -9.9728
 FYF  C7   C  CR5   0   0.495  -10.2261  7.1691   -8.0445
 FYF  C8   C  CR15  0  -0.490  -10.4731  6.0534   -7.3086
 FYF  C9   C  CR5   0   0.271  -10.1378  6.4431   -5.9925
 FYF  N10  N  N     0  -0.153   -9.7211  7.6740   -5.9527
 FYF  O11  O  O     0  -0.347   -9.7803  8.1323   -7.2307
 FYF  C12  C  CH2   0  -0.404  -10.2015  5.6238   -4.7473
 FYF  N13  N  NR5   0  -0.452   -9.5299  4.3556   -4.9089
 FYF  C14  C  CR15  0  -0.099  -10.1379  3.1287   -5.0025
 FYF  C15  C  CR15  0  -0.171   -9.1252  2.2292   -5.1449
 FYF  N16  N  N     0  -0.438   -7.9251  2.8732   -5.1479
 FYF  C17  C  CR5   0   0.451   -8.1951  4.1430   -5.0070
 FYF  C18  C  CH1   0  -0.014   -7.1205  5.1924   -4.9796
 FYF  O19  O  OH1   0  -0.627   -6.0599  4.7606   -4.1680
 FYF  C20  C  CH3   0  -0.662   -6.6524  5.5151   -6.3964
 FYF  H1   H  HCR6  0   0.247   -9.8680  9.9580  -11.7112
 FYF  H2   H  HCR6  0   0.245  -10.7130  8.2092  -13.2450
 FYF  H3   H  HCR6  0   0.246  -11.3276  5.9846  -12.3476
 FYF  H4   H  HCR6  0   0.231  -11.1069  5.5143   -9.9592
 FYF  H5   H  HCR6  0   0.247   -9.6377  9.5054   -9.3225
 FYF  H6   H  HCR5  0   0.256  -10.8309  5.0940   -7.6395
 FYF  H7   H  HCH2  0   0.287   -9.7723  6.1776   -3.9121
 FYF  H8   H  HCH2  0   0.282  -11.2408  5.4252   -4.4862
 FYF  H9   H  HCR5  0   0.250  -11.2072  3.0148   -4.9463
 FYF  H10  H  HCR5  0   0.224   -9.1981  1.1576   -5.2399
 FYF  H11  H  HCH1  0   0.221   -7.5067  6.1097   -4.5239
 FYF  H12  H  HOH1  0   0.432   -5.9297  3.8218   -4.3441
 FYF  H13  H  HCH3  0   0.234   -5.8540  6.2564   -6.3708
 FYF  H14  H  HCH3  0   0.228   -6.2803  4.6166   -6.8901
 FYF  H15  H  HCH3  0   0.220   -7.4646  5.9132   -7.0050

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
 FYF  C2   C3   aromatic  1.389  0.020  1.389
 FYF  C2   C1   aromatic  1.388  0.020  1.388
 FYF  C3   C4   aromatic  1.384  0.020  1.384
 FYF  C1   C6   aromatic  1.386  0.020  1.386
 FYF  C4   C5   aromatic  1.396  0.020  1.396
 FYF  C6   C5   aromatic  1.396  0.020  1.396
 FYF  C5   C7   single    1.455  0.020  1.455
 FYF  C7   O11  aromatic  1.337  0.020  1.337
 FYF  C7   C8   aromatic  1.359  0.020  1.359
 FYF  O11  N10  aromatic  1.359  0.020  1.359
 FYF  C8   C9   aromatic  1.413  0.020  1.413
 FYF  N10  C9   aromatic  1.300  0.020  1.300
 FYF  C9   C12  single    1.492  0.020  1.492
 FYF  C15  C14  aromatic  1.362  0.020  1.362
 FYF  C15  N16  aromatic  1.362  0.020  1.362
 FYF  C14  N13  aromatic  1.372  0.020  1.372
 FYF  N16  C17  aromatic  1.306  0.020  1.306
 FYF  C20  C18  single    1.527  0.020  1.527
 FYF  N13  C17  aromatic  1.355  0.020  1.355
 FYF  N13  C12  single    1.444  0.020  1.444
 FYF  C17  C18  single    1.502  0.020  1.502
 FYF  C18  O19  single    1.404  0.020  1.404
 FYF  C1   H1   single    0.930  0.020  1.080
 FYF  C2   H2   single    0.930  0.020  1.080
 FYF  C3   H3   single    0.930  0.020  1.080
 FYF  C4   H4   single    0.930  0.020  1.080
 FYF  C6   H5   single    0.930  0.020  1.080
 FYF  C8   H6   single    0.930  0.020  1.080
 FYF  C12  H7   single    0.970  0.020  1.090
 FYF  C12  H8   single    0.970  0.020  1.090
 FYF  C14  H9   single    0.930  0.020  1.080
 FYF  C15  H10  single    0.930  0.020  1.080
 FYF  C18  H11  single    0.970  0.020  1.090
 FYF  O19  H12  single    0.850  0.020  0.980
 FYF  C20  H13  single    0.970  0.020  1.090
 FYF  C20  H14  single    0.970  0.020  1.090
 FYF  C20  H15  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
 FYF  H1   C1   C6   119.42  3.000
 FYF  H1   C1   C2   120.17  3.000
 FYF  C6   C1   C2   120.41  3.000
 FYF  H2   C2   C3   120.12  3.000
 FYF  H2   C2   C1   120.19  3.000
 FYF  C3   C2   C1   119.69  3.000
 FYF  H3   C3   C4   119.60  3.000
 FYF  H3   C3   C2   120.25  3.000
 FYF  C4   C3   C2   120.15  3.000
 FYF  H4   C4   C5   120.44  3.000
 FYF  H4   C4   C3   119.10  3.000
 FYF  C5   C4   C3   120.47  3.000
 FYF  C7   C5   C6   121.46  3.000
 FYF  C7   C5   C4   119.41  3.000
 FYF  C6   C5   C4   119.13  3.000
 FYF  H5   C6   C5   120.81  3.000
 FYF  H5   C6   C1   119.05  3.000
 FYF  C5   C6   C1   120.14  3.000
 FYF  O11  C7   C8   108.80  3.000
 FYF  C8   C7   C5   133.06  3.000
 FYF  O11  C7   C5   118.15  3.000
 FYF  H6   C8   C9   127.68  3.000
 FYF  H6   C8   C7   128.74  3.000
 FYF  C9   C8   C7   103.59  3.000
 FYF  C12  C9   N10  120.53  3.000
 FYF  C12  C9   C8   128.02  3.000
 FYF  N10  C9   C8   111.45  3.000
 FYF  O11  N10  C9   106.05  3.000
 FYF  N10  O11  C7   110.11  3.000
 FYF  H8   C12  H7   106.53  3.000
 FYF  H8   C12  N13  108.07  3.000
 FYF  H7   C12  N13  110.41  3.000
 FYF  H8   C12  C9   109.92  3.000
 FYF  H7   C12  C9   110.10  3.000
 FYF  N13  C12  C9   111.65  3.000
 FYF  C17  N13  C14  106.93  3.000
 FYF  C17  N13  C12  127.15  3.000
 FYF  C14  N13  C12  125.92  3.000
 FYF  H9   C14  C15  132.37  3.000
 FYF  H9   C14  N13  122.06  3.000
 FYF  C15  C14  N13  105.56  3.000
 FYF  H10  C15  N16  121.96  3.000
 FYF  H10  C15  C14  127.98  3.000
 FYF  N16  C15  C14  110.06  3.000
 FYF  C17  N16  C15  106.11  3.000
 FYF  C18  C17  N16  122.24  3.000
 FYF  C18  C17  N13  126.42  3.000
 FYF  N16  C17  N13  111.34  3.000
 FYF  H11  C18  C20  108.51  3.000
 FYF  H11  C18  O19  106.48  3.000
 FYF  C20  C18  O19  111.71  3.000
 FYF  H11  C18  C17  109.92  3.000
 FYF  O19  C18  C17  109.64  3.000
 FYF  C20  C18  C17  110.49  3.000
 FYF  H12  O19  C18  107.22  3.000
 FYF  H15  C20  H14  107.59  3.000
 FYF  H15  C20  H13  108.09  3.000
 FYF  H14  C20  H13  108.73  3.000
 FYF  H15  C20  C18  111.52  3.000
 FYF  H14  C20  C18  110.53  3.000
 FYF  H13  C20  C18  110.29  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
 FYF  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 FYF  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 FYF  CONST_03  C7   C5   C6   C1    180.00   0.0  0
 FYF  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 FYF  CONST_05  C5   C6   C1   C2      0.00   0.0  0
 FYF  CONST_06  C6   C1   C2   C3      0.00   0.0  0
 FYF  CONST_07  C6   C5   C4   C3      0.00   0.0  0
 FYF  CONST_08  C7   C5   C4   C3    180.00   0.0  0
 FYF  CONST_09  O11  C7   C5   C4    180.00   0.0  0
 FYF  CONST_10  C8   C7   C5   C4      0.00   0.0  0
 FYF  CONST_11  N10  O11  C7   C5    180.00   0.0  0
 FYF  CONST_12  C9   C8   C7   C5    180.00   0.0  0
 FYF  CONST_13  O11  C7   C5   C6      0.00   0.0  0
 FYF  CONST_14  C8   C7   C5   C6    180.00   0.0  0
 FYF  CONST_15  C9   N10  O11  C7      0.00   0.0  0
 FYF  CONST_16  N10  C9   C8   C7      0.00   0.0  0
 FYF  CONST_17  N10  O11  C7   C8      0.00   0.0  0
 FYF  CONST_18  O11  N10  C9   C8      0.00   0.0  0
 FYF  CONST_19  O11  C7   C8   C9      0.00   0.0  0
 FYF  CONST_20  N16  C15  C14  N13     0.00   0.0  0
 FYF  CONST_21  C15  N16  C17  N13     0.00   0.0  0
 FYF  CONST_22  C17  N16  C15  C14     0.00   0.0  0
 FYF  CONST_23  N16  C17  N13  C14     0.00   0.0  0
 FYF  CONST_24  C17  N13  C14  C15     0.00   0.0  0
 FYF  CONST_25  C12  C9   C8   C7    180.00   0.0  0
 FYF  CONST_26  C12  C9   N10  O11   180.00   0.0  0
 FYF  CONST_27  C15  C14  N13  C12   180.00   0.0  0
 FYF  CONST_28  N16  C17  N13  C12   180.00   0.0  0
 FYF  CONST_29  C18  C17  N13  C14   180.00   0.0  0
 FYF  CONST_30  C18  C17  N16  C15   180.00   0.0  0
 FYF  CONST_31  H3   C3   C2   C1    180.00   0.0  0
 FYF  CONST_32  H4   C4   C3   C2    180.00   0.0  0
 FYF  CONST_33  H5   C6   C1   C2    180.00   0.0  0
 FYF  CONST_34  H1   C1   C2   C3    180.00   0.0  0
 FYF  CONST_35  H2   C2   C3   C4    180.00   0.0  0
 FYF  CONST_36  H6   C8   C7   C5      0.00   0.0  0
 FYF  CONST_37  H10  C15  C14  N13   180.00   0.0  0
 FYF  CONST_38  H9   C14  C15  N16   180.00   0.0  0
 FYF  Var_01    N13  C12  C9   C8     50.75  30.0  2
 FYF  Var_02    C14  N13  C12  C9   -108.30  30.0  2

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
 FYF  chir_01  C18  C20  C17  O19  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
 FYF  plan-1  C5   0.020
 FYF  plan-1  C7   0.020
 FYF  plan-1  C8   0.020
 FYF  plan-1  C9   0.020
 FYF  plan-1  N10  0.020
 FYF  plan-1  O11  0.020
 FYF  plan-1  C12  0.020
 FYF  plan-1  H6   0.020
 FYF  plan-2  C12  0.020
 FYF  plan-2  N13  0.020
 FYF  plan-2  C14  0.020
 FYF  plan-2  C15  0.020
 FYF  plan-2  N16  0.020
 FYF  plan-2  C17  0.020
 FYF  plan-2  C18  0.020
 FYF  plan-2  H9   0.020
 FYF  plan-2  H10  0.020
 FYF  plan-3  C1   0.020
 FYF  plan-3  C2   0.020
 FYF  plan-3  C3   0.020
 FYF  plan-3  C4   0.020
 FYF  plan-3  C5   0.020
 FYF  plan-3  C6   0.020
 FYF  plan-3  C7   0.020
 FYF  plan-3  H1   0.020
 FYF  plan-3  H2   0.020
 FYF  plan-3  H3   0.020
 FYF  plan-3  H4   0.020
 FYF  plan-3  H5   0.020

