# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 23:26:19 2020
#   Inital geometry file: a 119 line input string
#   Ligand name: (2~{R})-4-[5-(2-fluoranyl-4-methoxy-phenyl)-2-oxidanylidene-1,3-oxazol-3-yl]-2-methyl-2-methylsulfonyl-~{N}-oxidanyl-butanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(c(F)c1)C2=CN(CC[C@](C)(C(=O)NO)[S](C)(=O)=O)C(=O)O2
#
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
 H2N  H2N  (2~{R})-4-[5-(2-fluoranyl-4-methoxy-phenyl)-2-oxidanylidene-1,3-oxazol-3-yl]-2-methyl-2-methylsulfonyl-~{N}-oxidanyl-butanamide  ligand  46  27  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_H2N
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
 H2N  C10   C  CH2   0  -0.316  -1.2740   1.2144  -1.0843
 H2N  C11   C  CH2   0  -0.433  -2.0410   0.6862   0.1296
 H2N  C12   C  CT    0  -0.446  -3.4939   0.2544  -0.1200
 H2N  C13   C  C     0   0.580  -4.2325   0.1920   1.2367
 H2N  C15   C  CH3   0  -0.670  -4.2025   1.1695  -1.1225
 H2N  C16   C  CH3   0  -0.443   7.7915  -2.2567   0.4843
 H2N  O4    O  O     0  -0.441  -3.6447   0.3271   2.2909
 H2N  N2    N  NH1   0  -0.363  -5.5494  -0.0409   1.1536
 H2N  O5    O  OH1   0  -0.532  -6.3119  -0.0034   2.2768
 H2N  S1    S  S     0   1.219  -3.5173  -1.4417  -0.8406
 H2N  O2    O  OS    0  -0.664  -4.8973  -1.7599  -1.2064
 H2N  O3    O  OS    0  -0.657  -2.5045  -1.5007  -1.8936
 H2N  N1    N  NR5   0  -0.504   0.1203   1.3834  -0.7413
 H2N  C8    C  CR15  0  -0.136   1.0765   0.3804  -0.7539
 H2N  C9    C  CR5   0   0.685   0.6508   2.5023  -0.1931
 H2N  O1    O  O     0  -0.480   0.1415   3.5767   0.0185
 H2N  O6    O  O     0  -0.470   1.9383   2.2114   0.1006
 H2N  C7    C  CR5   0   0.376   2.1994   0.9033  -0.2375
 H2N  C5    C  CR6   0  -0.237   3.5325   0.4105   0.0359
 H2N  C4    C  CR6   0   0.542   3.9469  -0.8553  -0.3546
 H2N  F1    F  F     0  -0.307   3.0803  -1.6362  -1.0162
 H2N  C6    C  CR16  0  -0.266   4.4818   1.1826   0.7194
 H2N  C1    C  CR16  0  -0.340   5.7472   0.7075   0.9886
 H2N  C2    C  CR6   0   0.399   6.1228  -0.5752   0.5792
 H2N  C3    C  CR16  0  -0.530   5.2036  -1.3665  -0.1056
 H2N  O7    O  O2    0  -0.462   7.3676  -0.9649   0.8808
 H2N  H102  H  HCH2  0   0.287  -1.3231   0.5432  -1.9378
 H2N  H101  H  HCH2  0   0.286  -1.6591   2.1820  -1.4018
 H2N  H112  H  HCH2  0   0.267  -1.4721  -0.1272   0.5857
 H2N  H111  H  HCH2  0   0.291  -2.0603   1.4807   0.8766
 H2N  H141  H  HCH3  0   0.299  -3.7619  -2.5557   1.2598
 H2N  H143  H  HCH3  0   0.328  -2.9463  -3.5261   0.0151
 H2N  H142  H  HCH3  0   0.300  -2.0450  -2.2513   0.8618
 H2N  H152  H  HCH3  0   0.274  -3.6827   1.1867  -2.0786
 H2N  H151  H  HCH3  0   0.272  -5.2307   0.8806  -1.3241
 H2N  H153  H  HCH3  0   0.285  -4.2108   2.1854  -0.7283
 H2N  H163  H  HCH3  0   0.235   7.1808  -3.0408   0.9386
 H2N  H162  H  HCH3  0   0.235   7.7718  -2.3744  -0.6018
 H2N  H161  H  HCH3  0   0.267   8.8160  -2.3642   0.8304
 H2N  H2    H  HNH1  0   0.424  -6.0601  -0.1598   0.2913
 H2N  HO5   H  HOH1  0   0.481  -6.3501  -0.9082   2.6160
 H2N  H8    H  HCR5  0   0.307   0.8530  -0.6000  -1.1345
 H2N  H6    H  HCR6  0   0.274   4.2253   2.1779   1.0544
 H2N  H1    H  HCR6  0   0.274   6.4555   1.3268   1.5230
 H2N  H3    H  HCR6  0   0.305   5.4338  -2.3646  -0.4520
 H2N  C14   C  CH3   0  -0.799  -3.0168  -2.5382   0.4692

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
 H2N  C16  O7    single    1.416  0.020  1.416
 H2N  O7   C2    single    1.339  0.020  1.339
 H2N  C1   C2    aromatic  1.398  0.020  1.398
 H2N  C1   C6    aromatic  1.378  0.020  1.378
 H2N  C2   C3    aromatic  1.393  0.020  1.393
 H2N  C6   C5    aromatic  1.402  0.020  1.402
 H2N  C3   C4    aromatic  1.379  0.020  1.379
 H2N  C5   C4    aromatic  1.388  0.020  1.388
 H2N  C5   C7    single    1.447  0.020  1.447
 H2N  C4   F1    single    1.341  0.020  1.341
 H2N  O6   C7    single    1.376  0.020  1.376
 H2N  O6   C9    single    1.352  0.020  1.352
 H2N  C7   C8    double    1.342  0.020  1.342
 H2N  O1   C9    double    1.208  0.020  1.208
 H2N  C9   N1    single    1.354  0.020  1.354
 H2N  C8   N1    single    1.386  0.020  1.386
 H2N  N1   C10   single    1.446  0.020  1.446
 H2N  O2   S1    double    1.463  0.020  1.463
 H2N  C11  C10   single    1.530  0.020  1.530
 H2N  C11  C12   single    1.536  0.020  1.536
 H2N  C14  S1    single    1.780  0.020  1.780
 H2N  S1   C12   single    1.843  0.020  1.843
 H2N  S1   O3    double    1.462  0.020  1.462
 H2N  C15  C12   single    1.531  0.020  1.531
 H2N  C12  C13   single    1.546  0.020  1.546
 H2N  C13  O4    double    1.214  0.020  1.214
 H2N  C13  N2    single    1.340  0.020  1.340
 H2N  N2   O5    single    1.358  0.020  1.358
 H2N  C10  H102  single    0.970  0.020  1.090
 H2N  C10  H101  single    0.970  0.020  1.090
 H2N  C11  H112  single    0.970  0.020  1.090
 H2N  C11  H111  single    0.970  0.020  1.090
 H2N  C14  H141  single    0.970  0.020  1.090
 H2N  C14  H143  single    0.970  0.020  1.090
 H2N  C14  H142  single    0.970  0.020  1.090
 H2N  C15  H152  single    0.970  0.020  1.090
 H2N  C15  H151  single    0.970  0.020  1.090
 H2N  C15  H153  single    0.970  0.020  1.090
 H2N  C16  H163  single    0.970  0.020  1.090
 H2N  C16  H162  single    0.970  0.020  1.090
 H2N  C16  H161  single    0.970  0.020  1.090
 H2N  N2   H2    single    0.860  0.020  1.020
 H2N  O5   HO5   single    0.850  0.020  0.980
 H2N  C8   H8    single    0.930  0.020  1.080
 H2N  C6   H6    single    0.930  0.020  1.080
 H2N  C1   H1    single    0.930  0.020  1.080
 H2N  C3   H3    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
 H2N  H101  C10  H102  107.69  3.000
 H2N  H101  C10  N1    107.84  3.000
 H2N  H102  C10  N1    107.58  3.000
 H2N  H101  C10  C11   111.15  3.000
 H2N  H102  C10  C11   112.78  3.000
 H2N  N1    C10  C11   109.60  3.000
 H2N  H111  C11  H112  105.41  3.000
 H2N  H111  C11  C12   107.42  3.000
 H2N  H112  C11  C12   110.56  3.000
 H2N  H111  C11  C10   107.50  3.000
 H2N  H112  C11  C10   109.10  3.000
 H2N  C12   C11  C10   116.25  3.000
 H2N  S1    C12  C15   106.75  3.000
 H2N  C15   C12  C13   112.18  3.000
 H2N  S1    C12  C13   107.45  3.000
 H2N  C13   C12  C11   108.70  3.000
 H2N  C15   C12  C11   112.10  3.000
 H2N  S1    C12  C11   109.52  3.000
 H2N  N2    C13  O4    123.29  3.000
 H2N  N2    C13  C12   114.97  3.000
 H2N  O4    C13  C12   121.73  3.000
 H2N  H153  C15  H151  107.92  3.000
 H2N  H153  C15  H152  107.86  3.000
 H2N  H151  C15  H152  107.04  3.000
 H2N  H153  C15  C12   108.90  3.000
 H2N  H151  C15  C12   113.60  3.000
 H2N  H152  C15  C12   111.32  3.000
 H2N  H161  C16  H162  108.84  3.000
 H2N  H161  C16  H163  108.88  3.000
 H2N  H162  C16  H163  109.02  3.000
 H2N  H161  C16  O7    106.46  3.000
 H2N  H162  C16  O7    111.78  3.000
 H2N  H163  C16  O7    111.77  3.000
 H2N  H2    N2   O5    115.20  3.000
 H2N  H2    N2   C13   124.81  3.000
 H2N  O5    N2   C13   119.71  3.000
 H2N  HO5   O5   N2    106.65  3.000
 H2N  O3    S1   O2    117.69  3.000
 H2N  O3    S1   C14   108.08  3.000
 H2N  O2    S1   C14   108.38  3.000
 H2N  O3    S1   C12   108.05  3.000
 H2N  C14   S1   C12   106.00  3.000
 H2N  O2    S1   C12   108.06  3.000
 H2N  C9    N1   C8    109.36  3.000
 H2N  C8    N1   C10   125.35  3.000
 H2N  C9    N1   C10   124.78  3.000
 H2N  H8    C8   C7    131.72  3.000
 H2N  H8    C8   N1    121.32  3.000
 H2N  C7    C8   N1    106.97  3.000
 H2N  O6    C9   O1    123.70  3.000
 H2N  O1    C9   N1    129.85  3.000
 H2N  O6    C9   N1    106.45  3.000
 H2N  C7    O6   C9    109.38  3.000
 H2N  C5    C7   O6    116.87  3.000
 H2N  O6    C7   C8    107.83  3.000
 H2N  C5    C7   C8    135.30  3.000
 H2N  C6    C5   C4    115.94  3.000
 H2N  C4    C5   C7    122.17  3.000
 H2N  C6    C5   C7    121.90  3.000
 H2N  C3    C4   F1    117.52  3.000
 H2N  F1    C4   C5    118.48  3.000
 H2N  C3    C4   C5    124.00  3.000
 H2N  H6    C6   C1    118.34  3.000
 H2N  H6    C6   C5    119.84  3.000
 H2N  C1    C6   C5    121.82  3.000
 H2N  H1    C1   C2    119.60  3.000
 H2N  H1    C1   C6    120.01  3.000
 H2N  C2    C1   C6    120.39  3.000
 H2N  O7    C2   C3    123.99  3.000
 H2N  C3    C2   C1    119.21  3.000
 H2N  O7    C2   C1    116.80  3.000
 H2N  H3    C3   C2    122.78  3.000
 H2N  H3    C3   C4    118.57  3.000
 H2N  C2    C3   C4    118.65  3.000
 H2N  C2    O7   C16   118.73  3.000
 H2N  H142  C14  H143  109.40  3.000
 H2N  H142  C14  H141  110.77  3.000
 H2N  H143  C14  H141  109.45  3.000
 H2N  H142  C14  S1    110.78  3.000
 H2N  H143  C14  S1    105.67  3.000
 H2N  H141  C14  S1    110.64  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
 H2N  CONST_01  C2    C1   C6   C5      0.00   0.0  0
 H2N  CONST_02  C2    C3   C4   C5      0.00   0.0  0
 H2N  CONST_03  C1    C2   C3   C4      0.00   0.0  0
 H2N  CONST_04  C1    C6   C5   C4      0.00   0.0  0
 H2N  CONST_05  C3    C2   C1   C6      0.00   0.0  0
 H2N  CONST_06  C3    C4   C5   C6      0.00   0.0  0
 H2N  CONST_07  C1    C6   C5   C7    180.00   0.0  0
 H2N  CONST_08  C3    C4   C5   C7    180.00   0.0  0
 H2N  CONST_09  F1    C4   C5   C7      0.00   0.0  0
 H2N  CONST_10  O7    C2   C3   C4    180.00   0.0  0
 H2N  CONST_11  C2    C3   C4   F1    180.00   0.0  0
 H2N  CONST_12  C6    C5   C4   F1    180.00   0.0  0
 H2N  CONST_13  O7    C2   C1   C6    180.00   0.0  0
 H2N  CONST_14  H6    C6   C5   C7      0.00   0.0  0
 H2N  CONST_15  H1    C1   C6   C5    180.00   0.0  0
 H2N  CONST_16  H3    C3   C4   C5    180.00   0.0  0
 H2N  CONST_17  O5    N2   C13  C12   180.00   0.0  0
 H2N  CONST_18  O5    N2   C13  O4      0.00   0.0  0
 H2N  CONST_19  H2    N2   C13  C12     0.00   0.0  0
 H2N  Var_01    C6    C5   C7   C8   -173.54  30.0  3
 H2N  Var_02    C9    N1   C10  C11   -87.71  30.0  3
 H2N  Var_03    C1    C2   O7   C16  -179.95  30.0  2
 H2N  Var_04    N1    C10  C11  C12  -171.29  30.0  3
 H2N  Var_05    H163  C16  O7   C2    -60.94  30.0  3
 H2N  Var_06    H141  C14  S1   C12    66.53  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
 H2N  chir_01  C12  S1  C15  C13  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
 H2N  plan-1  C10  0.020
 H2N  plan-1  N1   0.020
 H2N  plan-1  C8   0.020
 H2N  plan-1  C9   0.020
 H2N  plan-1  O1   0.020
 H2N  plan-1  O6   0.020
 H2N  plan-1  C7   0.020
 H2N  plan-1  C5   0.020
 H2N  plan-1  H8   0.020
 H2N  plan-2  C7   0.020
 H2N  plan-2  C5   0.020
 H2N  plan-2  C4   0.020
 H2N  plan-2  F1   0.020
 H2N  plan-2  C6   0.020
 H2N  plan-2  C1   0.020
 H2N  plan-2  C2   0.020
 H2N  plan-2  C3   0.020
 H2N  plan-2  O7   0.020
 H2N  plan-2  H6   0.020
 H2N  plan-2  H1   0.020
 H2N  plan-2  H3   0.020
 H2N  plan-3  C12  0.020
 H2N  plan-3  C13  0.020
 H2N  plan-3  O4   0.020
 H2N  plan-3  N2   0.020
 H2N  plan-3  O5   0.020
 H2N  plan-3  H2   0.020

