# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 14:53:00 2021
#   Inital geometry file: a 85 line input string
#   Ligand name: 2-[2-(cyclopropylmethylcarbamoyl)-5-fluoranyl-phenoxy]ethanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)COc1cc(F)ccc1C(=O)NCC2CC2
#
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
 M0K  M0K  '2-[2-(cyclopropylmethylcarbamoyl)-5-fluoranyl-phenoxy]ethanoic acid'  ligand  33  19  .  2022-08-10  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_M0K
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
 M0K  C1   C  CR16  0  -0.429  36.4024   9.9763  113.8083
 M0K  C2   C  CR16  0  -0.250  35.4167   9.3260  114.5307
 M0K  C3   C  CR6   0  -0.148  35.6630   8.1515  115.2352
 M0K  C4   C  C     0   0.533  34.4966   7.5447  115.9588
 M0K  C5   C  CH2   0  -0.313  33.3760   5.4998  116.7013
 M0K  C6   C  CH1   0  -0.245  33.5921   5.4781  118.1928
 M0K  C10  C  CH2   0  -0.344  38.3902   5.8271  115.8504
 M0K  O3   O  O     0  -0.431  39.5320   4.6035  114.1506
 M0K  C11  C  C     0   0.515  38.4936   5.0676  114.5422
 M0K  O2   O  OH1   0  -0.575  37.3302   4.9436  113.9311
 M0K  C9   C  CR6   0   0.418  36.9700   7.6414  115.2435
 M0K  C12  C  CR16  0  -0.527  37.9784   8.2821  114.5304
 M0K  C    C  CR6   0   0.556  37.6678   9.4289  113.8265
 M0K  F    F  F     0  -0.307  38.6492  10.0311  113.1454
 M0K  O    O  O     0  -0.495  33.6313   8.2679  116.4381
 M0K  N    N  NH1   0  -0.624  34.4166   6.2088  115.9848
 M0K  C8   C  CH2   0  -0.491  33.1481   4.2836  118.9794
 M0K  C7   C  CH2   0  -0.482  34.6099   4.5470  118.7714
 M0K  H1   H  HCR6  0   0.284  36.1904  10.8788  113.2522
 M0K  H2   H  HCR6  0   0.276  34.4161   9.7362  114.5345
 M0K  H3   H  HCH2  0   0.251  32.4070   5.9405  116.4625
 M0K  H4   H  HCH2  0   0.250  33.3633   4.4799  116.3150
 M0K  H5   H  HCH1  0   0.257  33.4865   6.4403  118.6816
 M0K  H6   H  HCH2  0   0.324  38.3998   5.0905  116.6567
 M0K  H7   H  HCH2  0   0.285  39.2822   6.4450  115.9805
 M0K  H8   H  HOH1  0   0.492  37.4307   4.4371  113.1100
 M0K  H9   H  HCR6  0   0.307  39.0011   7.9302  114.5207
 M0K  H10  H  HNH1  0   0.398  35.1718   5.6644  115.6059
 M0K  H11  H  HCH2  0   0.251  32.7302   4.4471  119.9645
 M0K  H12  H  HCH2  0   0.244  32.7000   3.4582  118.4392
 M0K  H13  H  HCH2  0   0.241  35.1517   3.9002  118.0912
 M0K  H14  H  HCH2  0   0.249  35.1956   4.8891  119.6150
 M0K  O1   O  O2    0  -0.472  37.1955   6.5472  115.9999

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
 M0K  F    C    single    1.338  0.020  1.338
 M0K  C1   C    aromatic  1.379  0.020  1.379
 M0K  C1   C2   aromatic  1.384  0.020  1.384
 M0K  C    C12  aromatic  1.381  0.020  1.381
 M0K  O3   C11  double    1.203  0.020  1.203
 M0K  C2   C3   aromatic  1.392  0.020  1.392
 M0K  O2   C11  single    1.320  0.020  1.320
 M0K  C12  C9   aromatic  1.391  0.020  1.391
 M0K  C11  C10  single    1.516  0.020  1.516
 M0K  C3   C9   aromatic  1.403  0.020  1.403
 M0K  C3   C4   single    1.501  0.020  1.501
 M0K  C9   O1   single    1.349  0.020  1.349
 M0K  N    C4   single    1.339  0.020  1.339
 M0K  N    C5   single    1.449  0.020  1.449
 M0K  C4   O    double    1.225  0.020  1.225
 M0K  C10  O1   single    1.403  0.020  1.403
 M0K  C5   C6   single    1.507  0.020  1.507
 M0K  C6   C7   single    1.496  0.020  1.496
 M0K  C6   C8   single    1.497  0.020  1.497
 M0K  C7   C8   single    1.500  0.020  1.500
 M0K  C1   H1   single    0.930  0.020  1.080
 M0K  C2   H2   single    0.930  0.020  1.080
 M0K  C5   H3   single    0.970  0.020  1.090
 M0K  C5   H4   single    0.970  0.020  1.090
 M0K  C6   H5   single    0.970  0.020  1.090
 M0K  C10  H6   single    0.970  0.020  1.090
 M0K  C10  H7   single    0.970  0.020  1.090
 M0K  O2   H8   single    0.850  0.020  0.980
 M0K  C12  H9   single    0.930  0.020  1.080
 M0K  N    H10  single    0.860  0.020  1.020
 M0K  C8   H11  single    0.970  0.020  1.090
 M0K  C8   H12  single    0.970  0.020  1.090
 M0K  C7   H13  single    0.970  0.020  1.090
 M0K  C7   H14  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
 M0K  H1   C1   C    121.21  3.000
 M0K  H1   C1   C2   121.39  3.000
 M0K  C    C1   C2   117.39  3.000
 M0K  H2   C2   C3   118.83  3.000
 M0K  H2   C2   C1   118.84  3.000
 M0K  C3   C2   C1   122.32  3.000
 M0K  C9   C3   C4   125.04  3.000
 M0K  C4   C3   C2   116.60  3.000
 M0K  C9   C3   C2   118.34  3.000
 M0K  N    C4   O    122.63  3.000
 M0K  O    C4   C3   119.92  3.000
 M0K  N    C4   C3   117.34  3.000
 M0K  H4   C5   H3   106.85  3.000
 M0K  H4   C5   N    106.90  3.000
 M0K  H3   C5   N    109.39  3.000
 M0K  H4   C5   C6   109.80  3.000
 M0K  H3   C5   C6   110.48  3.000
 M0K  N    C5   C6   113.17  3.000
 M0K  H5   C6   C7   116.37  3.000
 M0K  H5   C6   C8   116.24  3.000
 M0K  C7   C6   C8    60.14  3.000
 M0K  H5   C6   C5   114.79  3.000
 M0K  C8   C6   C5   119.26  3.000
 M0K  C7   C6   C5   119.30  3.000
 M0K  H7   C10  H6   106.63  3.000
 M0K  H7   C10  C11  109.29  3.000
 M0K  H6   C10  C11  107.37  3.000
 M0K  H7   C10  O1   113.08  3.000
 M0K  H6   C10  O1   105.96  3.000
 M0K  C11  C10  O1   114.03  3.000
 M0K  O2   C11  O3   125.02  3.000
 M0K  O2   C11  C10  112.73  3.000
 M0K  O3   C11  C10  122.21  3.000
 M0K  H8   O2   C11  110.46  3.000
 M0K  C12  C9   O1   122.66  3.000
 M0K  O1   C9   C3   116.99  3.000
 M0K  C12  C9   C3   120.31  3.000
 M0K  H9   C12  C    118.57  3.000
 M0K  H9   C12  C9   122.69  3.000
 M0K  C    C12  C9   118.72  3.000
 M0K  F    C    C12  117.93  3.000
 M0K  C12  C    C1   122.87  3.000
 M0K  F    C    C1   119.20  3.000
 M0K  H10  N    C5   117.45  3.000
 M0K  H10  N    C4   119.23  3.000
 M0K  C5   N    C4   122.75  3.000
 M0K  H12  C8   H11  114.14  3.000
 M0K  H12  C8   C7   117.89  3.000
 M0K  H11  C8   C7   118.42  3.000
 M0K  H12  C8   C6   117.93  3.000
 M0K  H11  C8   C6   118.17  3.000
 M0K  C7   C8   C6    59.88  3.000
 M0K  H14  C7   H13  114.03  3.000
 M0K  H14  C7   C8   118.35  3.000
 M0K  H13  C7   C8   118.00  3.000
 M0K  H14  C7   C6   118.23  3.000
 M0K  H13  C7   C6   117.96  3.000
 M0K  C8   C7   C6    59.99  3.000
 M0K  C9   O1   C10  119.93  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
 M0K  CONST_01  C9   C12  C    C1      0.00   0.0  0
 M0K  CONST_02  C9   C3   C2   C1      0.00   0.0  0
 M0K  CONST_03  C12  C    C1   C2      0.00   0.0  0
 M0K  CONST_04  C12  C9   C3   C2      0.00   0.0  0
 M0K  CONST_05  C    C1   C2   C3      0.00   0.0  0
 M0K  CONST_06  C    C12  C9   C3      0.00   0.0  0
 M0K  CONST_07  C4   C3   C2   C1    180.00   0.0  0
 M0K  CONST_08  F    C    C1   C2    180.00   0.0  0
 M0K  CONST_09  O1   C9   C3   C2    180.00   0.0  0
 M0K  CONST_10  C12  C9   C3   C4    180.00   0.0  0
 M0K  CONST_11  C    C12  C9   O1    180.00   0.0  0
 M0K  CONST_12  F    C    C12  C9    180.00   0.0  0
 M0K  CONST_13  H9   C12  C    C1    180.00   0.0  0
 M0K  CONST_14  H1   C1   C2   C3    180.00   0.0  0
 M0K  CONST_15  H2   C2   C3   C9    180.00   0.0  0
 M0K  CONST_16  C5   N    C4   C3    180.00   0.0  0
 M0K  CONST_17  H10  N    C4   C3      0.00   0.0  0
 M0K  CONST_18  O    C4   N    C5      0.00   0.0  0
 M0K  CONST_19  H8   O2   C11  C10   180.00   0.0  0
 M0K  Var_01    C8   C7   C6   C5   -108.91  30.0  1
 M0K  Var_02    H11  C8   C7   C6   -107.85  30.0  1
 M0K  Var_03    N    C4   C3   C2    143.19  30.0  2
 M0K  Var_04    C12  C9   O1   C10   -15.04  30.0  2
 M0K  Var_05    C7   C6   C5   N     -76.63  30.0  3
 M0K  Var_06    C6   C5   N    C4    -75.94  30.0  3
 M0K  Var_07    H6   C10  O1   C9    172.01  30.0  3
 M0K  Var_08    O3   C11  C10  O1    166.30  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
 M0K  chir_01  C6  C5  C7  C8  both

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
 M0K  plan-1  C1   0.020
 M0K  plan-1  C2   0.020
 M0K  plan-1  C3   0.020
 M0K  plan-1  C4   0.020
 M0K  plan-1  C9   0.020
 M0K  plan-1  C12  0.020
 M0K  plan-1  C    0.020
 M0K  plan-1  F    0.020
 M0K  plan-1  H1   0.020
 M0K  plan-1  H2   0.020
 M0K  plan-1  H9   0.020
 M0K  plan-1  O1   0.020
 M0K  plan-2  C3   0.020
 M0K  plan-2  C4   0.020
 M0K  plan-2  C5   0.020
 M0K  plan-2  O    0.020
 M0K  plan-2  N    0.020
 M0K  plan-2  H10  0.020
 M0K  plan-3  C10  0.020
 M0K  plan-3  O3   0.020
 M0K  plan-3  C11  0.020
 M0K  plan-3  O2   0.020
 M0K  plan-3  H8   0.020

