# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 20 15:51:24 2022
#   Inital geometry file: a 69 line input string
#   Ligand name: ethyl (2~{S},3~{R})-3-(5-bromanylpyridin-2-yl)-2-fluoranyl-3-oxidanyl-propanoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)[C@@H](F)[C@H](O)c1ccc(Br)cn1
#
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
 Q4K  Q4K  'ethyl (2~{S},3~{R})-3-(5-bromanylpyridin-2-yl)-2-fluoranyl-3-oxidanyl-propanoate'  ligand  27  16  .  2022-08-10  2022-08-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_Q4K
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
 Q4K  C10  C   CR6   0   0.217  36.8328  16.8589  61.4812
 Q4K  C13  C   CR6   0  -0.183  39.4378  16.5203  60.8168
 Q4K  C15  C   CR16  0  -0.054  38.4159  15.7941  60.2187
 Q4K  C01  C   CH3   0  -0.687  30.6607  15.4197  61.5622
 Q4K  C02  C   CH2   0  -0.181  31.1516  16.8431  61.4726
 Q4K  O03  O   O2    0  -0.454  32.5466  16.8016  61.1206
 Q4K  O05  O   O     0  -0.422  32.7065  19.0361  61.0575
 Q4K  C06  C   CH1   0   0.093  34.6470  17.6721  60.6317
 Q4K  F07  F   F     0  -0.356  35.2535  18.8812  60.3717
 Q4K  C08  C   CH1   0  -0.047  35.3552  16.9776  61.7890
 Q4K  O09  O   OH1   0  -0.653  35.0855  17.7135  62.9479
 Q4K  C11  C   CR16  0  -0.330  37.7890  17.6384  62.1152
 Q4K  C12  C   CR16  0  -0.118  39.1229  17.4622  61.7813
 Q4K  BR1  BR  BR    0  -0.021  41.2228  16.2111  60.3135
 Q4K  N16  N   N     0  -0.407  37.1481  15.9633  60.5525
 Q4K  H1   H   HCR6  0   0.284  38.6291  15.0541  59.4551
 Q4K  H2   H   HCH3  0   0.241  29.6057  15.4235  61.8343
 Q4K  H3   H   HCH3  0   0.238  30.7579  14.9008  60.6088
 Q4K  H4   H   HCH3  0   0.238  31.2000  14.8563  62.3234
 Q4K  H5   H   HCH2  0   0.241  31.0354  17.3603  62.4268
 Q4K  H6   H   HCH2  0   0.240  30.6015  17.4027  60.7142
 Q4K  H7   H   HCH1  0   0.277  34.7139  17.0460  59.7376
 Q4K  H8   H   HCH1  0   0.271  34.9505  15.9593  61.8435
 Q4K  H9   H   HOH1  0   0.467  35.2981  17.1763  63.7186
 Q4K  H10  H   HCR6  0   0.280  37.5113  18.3678  62.8626
 Q4K  H11  H   HCR6  0   0.295  39.8899  18.0519  62.2659
 Q4K  C04  C   C     0   0.530  33.1896  17.9417  60.9649

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
 Q4K  C06  F07  single    1.377  0.020  1.377
 Q4K  C06  C08  single    1.524  0.020  1.524
 Q4K  C06  C04  single    1.519  0.020  1.519
 Q4K  N16  C15  aromatic  1.322  0.020  1.322
 Q4K  N16  C10  aromatic  1.328  0.020  1.328
 Q4K  C08  C10  single    1.514  0.020  1.514
 Q4K  C08  O09  single    1.399  0.020  1.399
 Q4K  C15  C13  aromatic  1.389  0.020  1.389
 Q4K  O05  C04  double    1.200  0.020  1.200
 Q4K  C04  O03  single    1.318  0.020  1.318
 Q4K  C10  C11  aromatic  1.387  0.020  1.387
 Q4K  C13  BR1  single    1.880  0.020  1.880
 Q4K  C13  C12  aromatic  1.384  0.020  1.384
 Q4K  C02  O03  single    1.439  0.020  1.439
 Q4K  C02  C01  single    1.508  0.020  1.508
 Q4K  C11  C12  aromatic  1.386  0.020  1.386
 Q4K  C15  H1   single    0.930  0.020  1.080
 Q4K  C01  H2   single    0.970  0.020  1.090
 Q4K  C01  H3   single    0.970  0.020  1.090
 Q4K  C01  H4   single    0.970  0.020  1.090
 Q4K  C02  H5   single    0.970  0.020  1.090
 Q4K  C02  H6   single    0.970  0.020  1.090
 Q4K  C06  H7   single    0.970  0.020  1.090
 Q4K  C08  H8   single    0.970  0.020  1.090
 Q4K  O09  H9   single    0.850  0.020  0.980
 Q4K  C11  H10  single    0.930  0.020  1.080
 Q4K  C12  H11  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
 Q4K  N16  C10  C11  122.34  3.000
 Q4K  C11  C10  C08  122.40  3.000
 Q4K  N16  C10  C08  115.26  3.000
 Q4K  BR1  C13  C12  120.95  3.000
 Q4K  C12  C13  C15  119.23  3.000
 Q4K  BR1  C13  C15  119.81  3.000
 Q4K  H1   C15  N16  116.98  3.000
 Q4K  H1   C15  C13  121.02  3.000
 Q4K  N16  C15  C13  122.00  3.000
 Q4K  H4   C01  H3   108.71  3.000
 Q4K  H4   C01  H2   107.85  3.000
 Q4K  H3   C01  H2   107.85  3.000
 Q4K  H4   C01  C02  111.61  3.000
 Q4K  H3   C01  C02  111.61  3.000
 Q4K  H2   C01  C02  109.07  3.000
 Q4K  H6   C02  H5   108.11  3.000
 Q4K  H6   C02  O03  109.47  3.000
 Q4K  H5   C02  O03  109.31  3.000
 Q4K  H6   C02  C01  111.17  3.000
 Q4K  H5   C02  C01  111.13  3.000
 Q4K  O03  C02  C01  107.63  3.000
 Q4K  C04  O03  C02  118.47  3.000
 Q4K  H7   C06  C08  109.36  3.000
 Q4K  H7   C06  F07  108.74  3.000
 Q4K  C08  C06  F07  109.80  3.000
 Q4K  H7   C06  C04  109.86  3.000
 Q4K  C08  C06  C04  111.11  3.000
 Q4K  F07  C06  C04  107.94  3.000
 Q4K  H8   C08  O09  112.09  3.000
 Q4K  H8   C08  C06  106.81  3.000
 Q4K  O09  C08  C06  107.44  3.000
 Q4K  H8   C08  C10  107.30  3.000
 Q4K  O09  C08  C10  113.44  3.000
 Q4K  C06  C08  C10  109.56  3.000
 Q4K  H9   O09  C08  109.08  3.000
 Q4K  H10  C11  C12  119.98  3.000
 Q4K  H10  C11  C10  121.22  3.000
 Q4K  C12  C11  C10  118.80  3.000
 Q4K  H11  C12  C11  120.32  3.000
 Q4K  H11  C12  C13  121.44  3.000
 Q4K  C11  C12  C13  118.24  3.000
 Q4K  C15  N16  C10  119.38  3.000
 Q4K  C06  C04  O05  124.41  3.000
 Q4K  O05  C04  O03  125.69  3.000
 Q4K  C06  C04  O03  109.90  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
 Q4K  CONST_01  C13  C15  N16  C10    0.00   0.0  0
 Q4K  CONST_02  C13  C12  C11  C10    0.00   0.0  0
 Q4K  CONST_03  C11  C10  N16  C15    0.00   0.0  0
 Q4K  CONST_04  C11  C12  C13  C15    0.00   0.0  0
 Q4K  CONST_05  N16  C15  C13  C12    0.00   0.0  0
 Q4K  CONST_06  N16  C10  C11  C12    0.00   0.0  0
 Q4K  CONST_07  C08  C10  N16  C15  180.00   0.0  0
 Q4K  CONST_08  C12  C11  C10  C08  180.00   0.0  0
 Q4K  CONST_09  BR1  C13  C12  C11  180.00   0.0  0
 Q4K  CONST_10  N16  C15  C13  BR1  180.00   0.0  0
 Q4K  CONST_11  H1   C15  N16  C10  180.00   0.0  0
 Q4K  CONST_12  H11  C12  C11  C10  180.00   0.0  0
 Q4K  CONST_13  H10  C11  C12  C13  180.00   0.0  0
 Q4K  Var_01    C06  C04  O03  C02  178.60  30.0  1
 Q4K  Var_02    H2   C01  C02  O03  179.64  30.0  3
 Q4K  Var_03    H5   C02  O03  C04  -60.20  30.0  1

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
 Q4K  chir_01  C06  F07  C08  C04  negativ
 Q4K  chir_02  C08  O09  C06  C10  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
 Q4K  plan-1  C10  0.020
 Q4K  plan-1  C13  0.020
 Q4K  plan-1  C15  0.020
 Q4K  plan-1  C08  0.020
 Q4K  plan-1  C11  0.020
 Q4K  plan-1  C12  0.020
 Q4K  plan-1  BR1  0.020
 Q4K  plan-1  N16  0.020
 Q4K  plan-1  H1   0.020
 Q4K  plan-1  H10  0.020
 Q4K  plan-1  H11  0.020
 Q4K  plan-2  O03  0.020
 Q4K  plan-2  O05  0.020
 Q4K  plan-2  C06  0.020
 Q4K  plan-2  C04  0.020

