# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 18:24:30 2020
#   Inital geometry file: a 126 line input string
#   Ligand name: (2S)-3-[4-(acetylamino)phenoxy]-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)Nc1ccc(OC[C@](C)(O)C(=O)Nc2ccc(c(c2)C(F)(F)F)[N+]([O-])=O)cc1
#
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
 B68  B68  (2S)-3-[4-(acetylamino)phenoxy]-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide  ligand  49  31  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_B68
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
 B68  C24   C  CH3    0  -0.784  10.4430   1.8064  -0.8929
 B68  C23   C  C      0   0.504   9.3049   0.8162  -0.9066
 B68  O23   O  O      0  -0.479   9.3818  -0.2516  -1.4911
 B68  N22   N  NH1    0  -0.730   8.1998   1.2342  -0.2418
 B68  C19   C  CR6    0   0.345   6.9481   0.6108  -0.1364
 B68  C18   C  CR16   0  -0.289   6.7251  -0.7495  -0.3629
 B68  C17   C  CR16   0  -0.342   5.4567  -1.2815  -0.2111
 B68  C20   C  CR16   0  -0.328   5.8697   1.4008   0.2495
 B68  C21   C  CR16   0  -0.368   4.5984   0.8689   0.4083
 B68  C16   C  CR6    0   0.380   4.3806  -0.4847   0.1732
 B68  O14   O  O2     0  -0.476   3.1846  -1.1015   0.2946
 B68  C13   C  CH2    0  -0.188   2.0608  -0.3216   0.6277
 B68  C11   C  CT     0   0.050   0.8456  -1.2502   0.6551
 B68  O11   O  OH1    0  -0.655   0.6517  -1.8811  -0.5874
 B68  C12   C  CH3    0  -0.662   0.9855  -2.3532   1.7024
 B68  C10   C  C      0   0.539  -0.3753  -0.3998   1.0548
 B68  O10   O  O      0  -0.445  -0.3100   0.4310   1.9383
 B68  N9    N  NH1    0  -0.748  -1.5040  -0.7057   0.3646
 B68  C6    C  CR6    0   0.454  -2.7772  -0.1839   0.5115
 B68  C5    C  CR16   0  -0.411  -3.7818  -0.7626  -0.2735
 B68  C1    C  CR16   0  -0.313  -3.1129   0.8535   1.3788
 B68  C2    C  CR16   0  -0.248  -4.4206   1.2980   1.4307
 B68  C3    C  CR6    0   0.225  -5.3953   0.7454   0.6209
 B68  N8    N  N      1   0.318  -6.7158   1.3450   0.6896
 B68  O1    O  O     -1  -0.365  -7.1086   1.7065   1.7728
 B68  O2    O  O      0  -0.370  -7.3297   1.4806  -0.3414
 B68  C4    C  CR6    0  -0.163  -5.0854  -0.3098  -0.2428
 B68  C7    C  CT     0   1.073  -6.1028  -1.0285  -1.0959
 B68  F2    F  F      0  -0.296  -5.6540  -2.2309  -1.4676
 B68  F1    F  F      0  -0.305  -7.2447  -1.2385  -0.4360
 B68  F3    F  F      0  -0.301  -6.3844  -0.3655  -2.2177
 B68  H24   H  HCH3   0   0.275  10.4528   2.3515  -1.8384
 B68  H24A  H  HCH3   0   0.255  10.3744   2.5331  -0.0856
 B68  H24B  H  HCH3   0   0.267  11.3901   1.2772  -0.8093
 B68  HN22  H  HNH1   0   0.413   8.2483   2.1554   0.1648
 B68  H18   H  HCR6   0   0.277   7.5319  -1.4033  -0.6520
 B68  H17   H  HCR6   0   0.265   5.2989  -2.3380  -0.3888
 B68  H20   H  HCR6   0   0.273   6.0147   2.4592   0.4320
 B68  H21   H  HCR6   0   0.283   3.7996   1.5316   0.7126
 B68  H13   H  HCH2   0   0.248   2.1856   0.1572   1.6024
 B68  H13A  H  HCH2   0   0.250   1.9046   0.4702  -0.1177
 B68  HO11  H  HOH1   0   0.464   0.7944  -1.2492  -1.3028
 B68  H12   H  HCH3   0   0.247   1.1069  -1.9293   2.6979
 B68  H12A  H  HCH3   0   0.252   0.0987  -2.9880   1.7088
 B68  H12B  H  HCH3   0   0.260   1.8494  -2.9807   1.4891
 B68  HN9   H  HNH1   0   0.427  -1.3942  -1.4267  -0.3370
 B68  H5    H  HCR6   0   0.306  -3.5162  -1.5959  -0.9097
 B68  H1    H  HCR6   0   0.309  -2.3785   1.3231   2.0100
 B68  H2    H  HCR6   0   0.309  -4.6650   2.1111   2.0995

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
 B68  C24  C23   single    1.509  0.020  1.509
 B68  C24  H24   single    0.970  0.020  1.090
 B68  C24  H24A  single    0.970  0.020  1.090
 B68  C24  H24B  single    0.970  0.020  1.090
 B68  C23  O23   double    1.220  0.020  1.220
 B68  C23  N22   single    1.356  0.020  1.356
 B68  N22  C19   single    1.402  0.020  1.402
 B68  N22  HN22  single    0.860  0.020  1.020
 B68  C19  C18   aromatic  1.397  0.020  1.397
 B68  C19  C20   aromatic  1.391  0.020  1.391
 B68  C18  C17   aromatic  1.384  0.020  1.384
 B68  C18  H18   single    0.930  0.020  1.080
 B68  C17  C16   aromatic  1.393  0.020  1.393
 B68  C17  H17   single    0.930  0.020  1.080
 B68  C20  C21   aromatic  1.387  0.020  1.387
 B68  C20  H20   single    0.930  0.020  1.080
 B68  C21  C16   aromatic  1.391  0.020  1.391
 B68  C21  H21   single    0.930  0.020  1.080
 B68  C16  O14   single    1.351  0.020  1.351
 B68  O14  C13   single    1.408  0.020  1.408
 B68  C13  C11   single    1.530  0.020  1.530
 B68  C13  H13   single    0.970  0.020  1.090
 B68  C13  H13A  single    0.970  0.020  1.090
 B68  C11  O11   single    1.407  0.020  1.407
 B68  C11  C12   single    1.527  0.020  1.527
 B68  C11  C10   single    1.541  0.020  1.541
 B68  O11  HO11  single    0.850  0.020  0.980
 B68  C12  H12   single    0.970  0.020  1.090
 B68  C12  H12A  single    0.970  0.020  1.090
 B68  C12  H12B  single    0.970  0.020  1.090
 B68  C10  O10   double    1.215  0.020  1.215
 B68  C10  N9    single    1.358  0.020  1.358
 B68  N9   C6    single    1.384  0.020  1.384
 B68  N9   HN9   single    0.860  0.020  1.020
 B68  C6   C5    aromatic  1.400  0.020  1.400
 B68  C6   C1    aromatic  1.393  0.020  1.393
 B68  C5   C4    aromatic  1.380  0.020  1.380
 B68  C5   H5    single    0.930  0.020  1.080
 B68  C1   C2    aromatic  1.382  0.020  1.382
 B68  C1   H1    single    0.930  0.020  1.080
 B68  C2   C3    aromatic  1.383  0.020  1.383
 B68  C2   H2    single    0.930  0.020  1.080
 B68  C3   N8    single    1.452  0.020  1.452
 B68  C3   C4    aromatic  1.398  0.020  1.398
 B68  N8   O1    single    1.208  0.020  1.208
 B68  N8   O2    double    1.207  0.020  1.207
 B68  C4   C7    single    1.510  0.020  1.510
 B68  C7   F2    single    1.336  0.020  1.336
 B68  C7   F1    single    1.336  0.020  1.336
 B68  C7   F3    single    1.333  0.020  1.333

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
 B68  H24B  C24  H24A  108.82  3.000
 B68  H24B  C24  H24   107.55  3.000
 B68  H24A  C24  H24   108.04  3.000
 B68  H24B  C24  C23   109.76  3.000
 B68  H24A  C24  C23   113.42  3.000
 B68  H24   C24  C23   109.07  3.000
 B68  N22   C23  O23   123.80  3.000
 B68  N22   C23  C24   114.08  3.000
 B68  O23   C23  C24   122.10  3.000
 B68  HN22  N22  C19   114.77  3.000
 B68  HN22  N22  C23   116.12  3.000
 B68  C19   N22  C23   128.85  3.000
 B68  C20   C19  C18   118.30  3.000
 B68  C20   C19  N22   117.40  3.000
 B68  C18   C19  N22   124.28  3.000
 B68  H18   C18  C17   118.84  3.000
 B68  H18   C18  C19   120.97  3.000
 B68  C17   C18  C19   120.19  3.000
 B68  H17   C17  C16   119.39  3.000
 B68  H17   C17  C18   119.38  3.000
 B68  C16   C17  C18   121.23  3.000
 B68  H20   C20  C21   118.55  3.000
 B68  H20   C20  C19   119.83  3.000
 B68  C21   C20  C19   121.62  3.000
 B68  H21   C21  C16   121.88  3.000
 B68  H21   C21  C20   118.30  3.000
 B68  C16   C21  C20   119.82  3.000
 B68  O14   C16  C21   124.58  3.000
 B68  O14   C16  C17   116.58  3.000
 B68  C21   C16  C17   118.83  3.000
 B68  C13   O14  C16   118.36  3.000
 B68  H13A  C13  H13   107.79  3.000
 B68  H13A  C13  C11   109.68  3.000
 B68  H13   C13  C11   109.92  3.000
 B68  H13A  C13  O14   110.62  3.000
 B68  H13   C13  O14   111.25  3.000
 B68  C11   C13  O14   107.58  3.000
 B68  C10   C11  C12   107.05  3.000
 B68  C10   C11  O11   111.55  3.000
 B68  C12   C11  O11   107.12  3.000
 B68  C10   C11  C13   107.41  3.000
 B68  C12   C11  C13   112.21  3.000
 B68  O11   C11  C13   111.47  3.000
 B68  HO11  O11  C11   109.92  3.000
 B68  H12B  C12  H12A  108.11  3.000
 B68  H12B  C12  H12   108.36  3.000
 B68  H12A  C12  H12   108.17  3.000
 B68  H12B  C12  C11   110.76  3.000
 B68  H12A  C12  C11   110.49  3.000
 B68  H12   C12  C11   110.86  3.000
 B68  N9    C10  O10   124.65  3.000
 B68  N9    C10  C11   113.74  3.000
 B68  O10   C10  C11   121.58  3.000
 B68  HN9   N9   C6    116.24  3.000
 B68  HN9   N9   C10   115.01  3.000
 B68  C6    N9   C10   128.74  3.000
 B68  C1    C6   C5    118.94  3.000
 B68  C1    C6   N9    124.65  3.000
 B68  C5    C6   N9    116.41  3.000
 B68  H5    C5   C4    119.86  3.000
 B68  H5    C5   C6    118.17  3.000
 B68  C4    C5   C6    121.97  3.000
 B68  H1    C1   C2    118.89  3.000
 B68  H1    C1   C6    121.71  3.000
 B68  C2    C1   C6    119.40  3.000
 B68  H2    C2   C3    120.25  3.000
 B68  H2    C2   C1    118.63  3.000
 B68  C3    C2   C1    121.09  3.000
 B68  C4    C3   N8    122.85  3.000
 B68  C4    C3   C2    120.48  3.000
 B68  N8    C3   C2    116.64  3.000
 B68  O2    N8   O1    124.53  3.000
 B68  O2    N8   C3    117.93  3.000
 B68  O1    N8   C3    117.51  3.000
 B68  C7    C4   C3    123.98  3.000
 B68  C7    C4   C5    117.89  3.000
 B68  C3    C4   C5    118.07  3.000
 B68  F3    C7   F1    108.26  3.000
 B68  F3    C7   F2    106.52  3.000
 B68  F1    C7   F2    106.45  3.000
 B68  F3    C7   C4    112.40  3.000
 B68  F1    C7   C4    111.83  3.000
 B68  F2    C7   C4    111.05  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
 B68  CONST_01  C16   C17  C18  C19    0.00   0.0  0
 B68  CONST_02  C16   C21  C20  C19    0.00   0.0  0
 B68  CONST_03  C21   C20  C19  C18    0.00   0.0  0
 B68  CONST_04  C21   C16  C17  C18    0.00   0.0  0
 B68  CONST_05  C20   C19  C18  C17    0.00   0.0  0
 B68  CONST_06  C20   C21  C16  C17    0.00   0.0  0
 B68  CONST_07  C3    C4   C5   C6     0.00   0.0  0
 B68  CONST_08  C3    C2   C1   C6     0.00   0.0  0
 B68  CONST_09  C2    C1   C6   C5     0.00   0.0  0
 B68  CONST_10  C2    C3   C4   C5     0.00   0.0  0
 B68  CONST_11  C4    C5   C6   C1     0.00   0.0  0
 B68  CONST_12  C4    C3   C2   C1     0.00   0.0  0
 B68  CONST_13  C17   C18  C19  N22  180.00   0.0  0
 B68  CONST_14  C21   C20  C19  N22  180.00   0.0  0
 B68  CONST_15  O14   C16  C17  C18  180.00   0.0  0
 B68  CONST_16  O14   C16  C21  C20  180.00   0.0  0
 B68  CONST_17  C4    C5   C6   N9   180.00   0.0  0
 B68  CONST_18  C2    C1   C6   N9   180.00   0.0  0
 B68  CONST_19  C7    C4   C5   C6   180.00   0.0  0
 B68  CONST_20  N8    C3   C4   C5   180.00   0.0  0
 B68  CONST_21  N8    C3   C2   C1   180.00   0.0  0
 B68  CONST_22  C7    C4   C3   C2   180.00   0.0  0
 B68  CONST_23  H17   C17  C18  C19  180.00   0.0  0
 B68  CONST_24  H21   C21  C20  C19  180.00   0.0  0
 B68  CONST_25  H20   C20  C19  C18  180.00   0.0  0
 B68  CONST_26  H18   C18  C19  C20  180.00   0.0  0
 B68  CONST_27  H2    C2   C1   C6   180.00   0.0  0
 B68  CONST_28  H1    C1   C6   C5   180.00   0.0  0
 B68  CONST_29  H5    C5   C6   C1   180.00   0.0  0
 B68  CONST_32  C5    C6   N9   C10  180.00   0.0  0
 B68  CONST_33  C1    C6   N9   C10    0.00   0.0  0
 B68  CONST_38  HN22  N22  C19  C18  180.00   0.0  0
 B68  CONST_39  HN9   N9   C6   C5     0.00   0.0  0
 B68  CONST_40  C19   N22  C23  C24  180.00   0.0  0
 B68  CONST_41  C19   N22  C23  O23    0.00   0.0  0
 B68  CONST_42  C6    N9   C10  C11  180.00   0.0  0
 B68  CONST_43  C6    N9   C10  O10    0.00   0.0  0
 B68  Var_01    F2    C7   C4   C5    17.53  30.0  2
 B68  Var_02    C11   C13  O14  C16  178.19  30.0  3
 B68  Var_03    H24   C24  C23  O23   79.05  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
 B68  chir_01  C11  O11  C12  C10  positiv

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
 B68  plan-1  N22   0.020
 B68  plan-1  C19   0.020
 B68  plan-1  C18   0.020
 B68  plan-1  C17   0.020
 B68  plan-1  C20   0.020
 B68  plan-1  C21   0.020
 B68  plan-1  C16   0.020
 B68  plan-1  O14   0.020
 B68  plan-1  H18   0.020
 B68  plan-1  H17   0.020
 B68  plan-1  H20   0.020
 B68  plan-1  H21   0.020
 B68  plan-2  N9    0.020
 B68  plan-2  C6    0.020
 B68  plan-2  C5    0.020
 B68  plan-2  C1    0.020
 B68  plan-2  C2    0.020
 B68  plan-2  C3    0.020
 B68  plan-2  N8    0.020
 B68  plan-2  C4    0.020
 B68  plan-2  C7    0.020
 B68  plan-2  H5    0.020
 B68  plan-2  H1    0.020
 B68  plan-2  H2    0.020
 B68  plan-3  C24   0.020
 B68  plan-3  C23   0.020
 B68  plan-3  O23   0.020
 B68  plan-3  N22   0.020
 B68  plan-3  C19   0.020
 B68  plan-3  HN22  0.020
 B68  plan-4  C11   0.020
 B68  plan-4  C10   0.020
 B68  plan-4  O10   0.020
 B68  plan-4  N9    0.020
 B68  plan-4  C6    0.020
 B68  plan-4  HN9   0.020
 B68  plan-5  C3    0.020
 B68  plan-5  N8    0.020
 B68  plan-5  O1    0.020
 B68  plan-5  O2    0.020

