# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 18:08:11 2022
#   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  32  19  .  2022-08-10  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

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  -0.430  36.4679   9.9369  113.6033
 M0K  C2   C  CR16   0  -0.258  35.4391   9.3372  114.3119
 M0K  C3   C  CR6    0  -0.159  35.6698   8.2896  115.1966
 M0K  C4   C  C      0   0.494  34.4884   7.6847  115.8986
 M0K  C5   C  CH2    0  -0.319  33.4523   5.5854  116.6012
 M0K  C6   C  CH1    0  -0.241  33.8522   5.3588  118.0385
 M0K  C10  C  CH2    0  -0.349  38.1602   5.9346  116.1691
 M0K  O3   O  O      0  -0.578  38.6221   4.1031  114.7775
 M0K  C11  C  C      0   0.415  37.7366   4.9032  115.1066
 M0K  O2   O  OC    -1  -0.577  36.5555   4.9415  114.6967
 M0K  C9   C  CR6    0   0.410  36.9871   7.8686  115.4216
 M0K  C12  C  CR16   0  -0.514  38.0358   8.4652  114.7229
 M0K  C    C  CR6    0   0.544  37.7501   9.4773  113.8296
 M0K  F    F  F      0  -0.313  38.7706  10.0500  113.1738
 M0K  O    O  O      0  -0.500  33.6277   8.4033  116.3986
 M0K  N    N  NH1    0  -0.646  34.4321   6.3515  115.8650
 M0K  C8   C  CH2    0  -0.489  33.4848   4.0751  118.7154
 M0K  C7   C  CH2    0  -0.484  34.9130   4.3493  118.3460
 M0K  H1   H  HCR6   0   0.276  36.2770  10.7366  112.9008
 M0K  H2   H  HCR6   0   0.267  34.4245   9.6787  114.1524
 M0K  H3   H  HCH2   0   0.243  32.4814   6.0798  116.5491
 M0K  H4   H  HCH2   0   0.240  33.3442   4.6225  116.0970
 M0K  H5   H  HCH1   0   0.252  33.8418   6.2500  118.6577
 M0K  H6   H  HCH2   0   0.261  38.2641   5.4275  117.1309
 M0K  H7   H  HCH2   0   0.236  39.1454   6.3416  115.9246
 M0K  H9   H  HCR6   0   0.293  39.0657   8.1768  114.8870
 M0K  H10  H  HNH1   0   0.431  35.2244   5.8370  115.4585
 M0K  H11  H  HCH2   0   0.248  33.2094   4.1066  119.7617
 M0K  H12  H  HCH2   0   0.242  32.9454   3.3332  118.1384
 M0K  H13  H  HCH2   0   0.240  35.3383   3.7980  117.5153
 M0K  H14  H  HCH2   0   0.246  35.6167   4.5653  119.1398
 M0K  O1   O  O2     0  -0.480  37.2009   6.9571  116.3882

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    1.341  0.020  1.341
 M0K  C1   C    aromatic  1.381  0.020  1.381
 M0K  C1   C2   aromatic  1.386  0.020  1.386
 M0K  C    C12  aromatic  1.380  0.020  1.380
 M0K  O3   C11  deloc     1.238  0.020  1.238
 M0K  C2   C3   aromatic  1.391  0.020  1.391
 M0K  O2   C11  deloc     1.251  0.020  1.251
 M0K  C12  C9   aromatic  1.394  0.020  1.394
 M0K  C11  C10  single    1.540  0.020  1.540
 M0K  C3   C9   aromatic  1.401  0.020  1.401
 M0K  C3   C4   single    1.501  0.020  1.501
 M0K  C9   O1   single    1.346  0.020  1.346
 M0K  N    C4   single    1.335  0.020  1.335
 M0K  N    C5   single    1.445  0.020  1.445
 M0K  C4   O    double    1.228  0.020  1.228
 M0K  C10  O1   single    1.419  0.020  1.419
 M0K  C5   C6   single    1.509  0.020  1.509
 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  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    121.10  3.000
 M0K  H1   C1   C2   121.41  3.000
 M0K  C    C1   C2   117.49  3.000
 M0K  H2   C2   C3   119.14  3.000
 M0K  H2   C2   C1   118.96  3.000
 M0K  C3   C2   C1   121.89  3.000
 M0K  C9   C3   C4   122.93  3.000
 M0K  C4   C3   C2   118.07  3.000
 M0K  C9   C3   C2   118.98  3.000
 M0K  N    C4   O    124.42  3.000
 M0K  O    C4   C3   120.42  3.000
 M0K  N    C4   C3   115.07  3.000
 M0K  H4   C5   H3   106.82  3.000
 M0K  H4   C5   N    107.42  3.000
 M0K  H3   C5   N    109.80  3.000
 M0K  H4   C5   C6   109.49  3.000
 M0K  H3   C5   C6   110.45  3.000
 M0K  N    C5   C6   112.65  3.000
 M0K  H5   C6   C7   116.33  3.000
 M0K  H5   C6   C8   116.35  3.000
 M0K  C7   C6   C8    60.17  3.000
 M0K  H5   C6   C5   114.69  3.000
 M0K  C8   C6   C5   119.63  3.000
 M0K  C7   C6   C5   119.01  3.000
 M0K  H7   C10  H6   106.49  3.000
 M0K  H7   C10  C11  110.05  3.000
 M0K  H6   C10  C11  108.83  3.000
 M0K  H7   C10  O1   112.04  3.000
 M0K  H6   C10  O1   105.24  3.000
 M0K  C11  C10  O1   113.77  3.000
 M0K  O2   C11  O3   127.45  3.000
 M0K  O2   C11  C10  117.73  3.000
 M0K  O3   C11  C10  114.80  3.000
 M0K  C12  C9   O1   122.03  3.000
 M0K  O1   C9   C3   117.92  3.000
 M0K  C12  C9   C3   119.88  3.000
 M0K  H9   C12  C    119.39  3.000
 M0K  H9   C12  C9   121.73  3.000
 M0K  C    C12  C9   118.86  3.000
 M0K  F    C    C12  118.17  3.000
 M0K  C12  C    C1   122.85  3.000
 M0K  F    C    C1   118.96  3.000
 M0K  H10  N    C5   117.28  3.000
 M0K  H10  N    C4   118.50  3.000
 M0K  C5   N    C4   123.04  3.000
 M0K  H12  C8   H11  114.08  3.000
 M0K  H12  C8   C7   117.89  3.000
 M0K  H11  C8   C7   118.35  3.000
 M0K  H12  C8   C6   117.93  3.000
 M0K  H11  C8   C6   118.33  3.000
 M0K  C7   C8   C6    59.89  3.000
 M0K  H14  C7   H13  114.10  3.000
 M0K  H14  C7   C8   118.34  3.000
 M0K  H13  C7   C8   117.98  3.000
 M0K  H14  C7   C6   118.49  3.000
 M0K  H13  C7   C6   117.63  3.000
 M0K  C8   C7   C6    59.94  3.000
 M0K  C9   O1   C10  118.98  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  Var_01    C8   C7   C6   C5   -109.50  30.0  1
 M0K  Var_02    H11  C8   C7   C6   -108.09  30.0  1
 M0K  Var_03    N    C4   C3   C2    131.55  30.0  2
 M0K  Var_04    C12  C9   O1   C10   -43.89  30.0  1
 M0K  Var_05    C7   C6   C5   N     -75.28  30.0  3
 M0K  Var_06    C6   C5   N    C4    -82.93  30.0  3
 M0K  Var_07    H6   C10  O1   C9    171.49  30.0  1
 M0K  Var_08    O3   C11  C10  O1    171.29  30.0  3

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

