# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 15:49:18 2020
#   Inital geometry file: a 104 line input string
#   Ligand name: N-({(5S)-3-[3-fluoro-4-(pyrrolidin-1-yl)phenyl]-4,5-dihydro-1,2-oxazol-5-yl}methyl)acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)NC[C@@H]1CC(=NO1)c2ccc(N3CCCC3)c(F)c2
#
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
 1YW  1YW  N-({(5S)-3-[3-fluoro-4-(pyrrolidin-1-yl)phenyl]-4,5-dihydro-1,2-oxazol-5-yl}methyl)acetamide  ligand  42  22  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_1YW
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
 1YW  O21  O  O     0  -0.507   6.5325  -1.3776   0.5431
 1YW  C22  C  C     0   0.522   6.4467  -0.3017  -0.0349
 1YW  C20  C  CH3   0  -0.775   7.6414   0.5978  -0.2287
 1YW  N19  N  NH1   0  -0.622   5.2911   0.1527  -0.5495
 1YW  C18  C  CH2   0  -0.308   4.0464  -0.5659  -0.4501
 1YW  C17  C  CR15  0   0.003   3.3441  -0.3757   0.8879
 1YW  O8   O  O     0  -0.399   3.1223   1.0323   1.1144
 1YW  C9   C  CH2   0  -0.596   1.9454  -0.9790   0.8875
 1YW  C6   C  CR5   0   0.216   1.1278   0.2686   0.7387
 1YW  N10  N  N     0  -0.119   1.8127   1.3330   0.8785
 1YW  C4   C  CR6   0   0.074  -0.3133   0.3104   0.4991
 1YW  C2   C  CR16  0  -0.298  -1.0019   1.5202   0.3903
 1YW  C5   C  CR16  0  -0.503  -1.0219  -0.8836   0.3786
 1YW  C3   C  CR6   0   0.586  -2.3825  -0.8428   0.1542
 1YW  F7   F  F     0  -0.311  -3.0417  -2.0061   0.0403
 1YW  C11  C  CR6   0   0.130  -3.0977   0.3464   0.0348
 1YW  C1   C  CR16  0  -0.281  -2.3655   1.5264   0.1606
 1YW  N15  N  NR5   0  -0.528  -4.4832   0.3901  -0.1943
 1YW  C13  C  CH2   0  -0.271  -5.3562   0.0019   0.9116
 1YW  C14  C  CH2   0  -0.274  -4.9944  -0.1480  -1.4630
 1YW  C16  C  CH2   0  -0.478  -6.2940  -0.8613  -1.0893
 1YW  C12  C  CH2   0  -0.471  -6.6987  -0.2024   0.2269
 1YW  H1   H  HCH3  0   0.267   8.3958   0.0736  -0.8155
 1YW  H2   H  HCH3  0   0.248   7.4049   1.5335  -0.7318
 1YW  H3   H  HCH3  0   0.265   8.0848   0.8260   0.7402
 1YW  H4   H  HNH1  0   0.405   5.2753   1.0607  -0.9820
 1YW  H5   H  HCH2  0   0.266   3.3977  -0.2268  -1.2603
 1YW  H6   H  HCH2  0   0.259   4.2177  -1.6329  -0.6028
 1YW  H7   H  HCR5  0   0.270   3.9687  -0.7429   1.7030
 1YW  H8   H  HCH2  0   0.285   1.7939  -1.6866   0.0695
 1YW  H9   H  HCH2  0   0.299   1.6953  -1.4959   1.8169
 1YW  H10  H  HCR6  0   0.260  -0.4692   2.4569   0.4818
 1YW  H11  H  HCR6  0   0.281  -0.5282  -1.8439   0.4614
 1YW  H12  H  HCR6  0   0.267  -2.8957   2.4657   0.0694
 1YW  H13  H  HCH2  0   0.206  -5.0385  -0.9277   1.4028
 1YW  H14  H  HCH2  0   0.235  -5.3837   0.7821   1.6756
 1YW  H15  H  HCH2  0   0.225  -5.1777   0.6698  -2.1669
 1YW  H16  H  HCH2  0   0.225  -4.2892  -0.8265  -1.9495
 1YW  H17  H  HCH2  0   0.243  -7.0530  -0.7778  -1.8667
 1YW  H18  H  HCH2  0   0.232  -6.1048  -1.9244  -0.9250
 1YW  H19  H  HCH2  0   0.242  -7.3785  -0.8129   0.8207
 1YW  H20  H  HCH2  0   0.231  -7.1817   0.7602   0.0441

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
 1YW  O8   C17  single    1.443  0.020  1.443
 1YW  O8   N10  single    1.364  0.020  1.364
 1YW  C17  C9   single    1.523  0.020  1.523
 1YW  C17  C18  single    1.523  0.020  1.523
 1YW  C9   C6   single    1.499  0.020  1.499
 1YW  N10  C6   double    1.273  0.020  1.273
 1YW  C6   C4   single    1.462  0.020  1.462
 1YW  C5   C4   aromatic  1.394  0.020  1.394
 1YW  C5   C3   aromatic  1.380  0.020  1.380
 1YW  F7   C3   single    1.342  0.020  1.342
 1YW  C4   C2   aromatic  1.396  0.020  1.396
 1YW  C3   C11  aromatic  1.393  0.020  1.393
 1YW  C2   C1   aromatic  1.383  0.020  1.383
 1YW  C11  N15  single    1.405  0.020  1.405
 1YW  C11  C1   aromatic  1.394  0.020  1.394
 1YW  C16  C14  single    1.529  0.020  1.529
 1YW  C16  C12  single    1.526  0.020  1.526
 1YW  N15  C14  single    1.470  0.020  1.470
 1YW  N15  C13  single    1.461  0.020  1.461
 1YW  C13  C12  single    1.521  0.020  1.521
 1YW  C18  N19  single    1.441  0.020  1.441
 1YW  N19  C22  single    1.344  0.020  1.344
 1YW  O21  C22  double    1.224  0.020  1.224
 1YW  C22  C20  single    1.508  0.020  1.508
 1YW  C20  H1   single    0.970  0.020  1.090
 1YW  C20  H2   single    0.970  0.020  1.090
 1YW  C20  H3   single    0.970  0.020  1.090
 1YW  N19  H4   single    0.860  0.020  1.020
 1YW  C18  H5   single    0.970  0.020  1.090
 1YW  C18  H6   single    0.970  0.020  1.090
 1YW  C17  H7   single    0.970  0.020  1.090
 1YW  C9   H8   single    0.970  0.020  1.090
 1YW  C9   H9   single    0.970  0.020  1.090
 1YW  C2   H10  single    0.930  0.020  1.080
 1YW  C5   H11  single    0.930  0.020  1.080
 1YW  C1   H12  single    0.930  0.020  1.080
 1YW  C13  H13  single    0.970  0.020  1.090
 1YW  C13  H14  single    0.970  0.020  1.090
 1YW  C14  H15  single    0.970  0.020  1.090
 1YW  C14  H16  single    0.970  0.020  1.090
 1YW  C16  H17  single    0.970  0.020  1.090
 1YW  C16  H18  single    0.970  0.020  1.090
 1YW  C12  H19  single    0.970  0.020  1.090
 1YW  C12  H20  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
 1YW  N19  C22  C20  115.48  3.000
 1YW  C20  C22  O21  121.97  3.000
 1YW  N19  C22  O21  122.55  3.000
 1YW  H3   C20  H2   108.62  3.000
 1YW  H3   C20  H1   107.32  3.000
 1YW  H2   C20  H1   108.36  3.000
 1YW  H3   C20  C22  109.45  3.000
 1YW  H2   C20  C22  113.59  3.000
 1YW  H1   C20  C22  109.31  3.000
 1YW  H4   N19  C18  117.80  3.000
 1YW  H4   N19  C22  118.89  3.000
 1YW  C18  N19  C22  123.21  3.000
 1YW  H6   C18  H5   107.04  3.000
 1YW  H6   C18  C17  108.50  3.000
 1YW  H5   C18  C17  109.83  3.000
 1YW  H6   C18  N19  110.02  3.000
 1YW  H5   C18  N19  107.89  3.000
 1YW  C17  C18  N19  113.38  3.000
 1YW  H7   C17  C9   113.13  3.000
 1YW  H7   C17  O8   107.41  3.000
 1YW  C9   C17  O8   104.20  3.000
 1YW  H7   C17  C18  110.52  3.000
 1YW  C9   C17  C18  111.94  3.000
 1YW  O8   C17  C18  109.30  3.000
 1YW  N10  O8   C17  109.60  3.000
 1YW  H9   C9   H8   107.39  3.000
 1YW  H9   C9   C6   110.69  3.000
 1YW  H8   C9   C6   112.91  3.000
 1YW  H9   C9   C17  113.41  3.000
 1YW  H8   C9   C17  112.59  3.000
 1YW  C6   C9   C17   99.86  3.000
 1YW  C4   C6   N10  121.63  3.000
 1YW  C4   C6   C9   125.31  3.000
 1YW  N10  C6   C9   113.04  3.000
 1YW  C6   N10  O8   110.55  3.000
 1YW  C5   C4   C2   119.00  3.000
 1YW  C2   C4   C6   121.59  3.000
 1YW  C5   C4   C6   119.40  3.000
 1YW  H10  C2   C1   119.73  3.000
 1YW  H10  C2   C4   120.06  3.000
 1YW  C1   C2   C4   120.21  3.000
 1YW  H11  C5   C3   119.23  3.000
 1YW  H11  C5   C4   121.42  3.000
 1YW  C3   C5   C4   119.35  3.000
 1YW  C11  C3   F7   118.72  3.000
 1YW  C11  C3   C5   123.07  3.000
 1YW  F7   C3   C5   118.20  3.000
 1YW  N15  C11  C1   120.41  3.000
 1YW  C1   C11  C3   116.43  3.000
 1YW  N15  C11  C3   123.16  3.000
 1YW  H12  C1   C11  118.00  3.000
 1YW  H12  C1   C2   120.06  3.000
 1YW  C11  C1   C2   121.94  3.000
 1YW  C14  N15  C13  110.38  3.000
 1YW  C13  N15  C11  117.22  3.000
 1YW  C14  N15  C11  118.18  3.000
 1YW  H14  C13  H13  107.39  3.000
 1YW  H14  C13  C12  112.87  3.000
 1YW  H13  C13  C12  110.06  3.000
 1YW  H14  C13  N15  110.77  3.000
 1YW  H13  C13  N15  112.99  3.000
 1YW  C12  C13  N15  102.84  3.000
 1YW  H16  C14  H15  106.60  3.000
 1YW  H16  C14  C16  111.57  3.000
 1YW  H15  C14  C16  111.31  3.000
 1YW  H16  C14  N15  112.77  3.000
 1YW  H15  C14  N15  109.87  3.000
 1YW  C16  C14  N15  104.80  3.000
 1YW  H18  C16  H17  107.61  3.000
 1YW  H18  C16  C12  109.66  3.000
 1YW  H17  C16  C12  113.41  3.000
 1YW  H18  C16  C14  110.09  3.000
 1YW  H17  C16  C14  112.45  3.000
 1YW  C12  C16  C14  103.58  3.000
 1YW  H20  C12  H19  108.00  3.000
 1YW  H20  C12  C16  110.69  3.000
 1YW  H19  C12  C16  113.17  3.000
 1YW  H20  C12  C13  110.32  3.000
 1YW  H19  C12  C13  112.37  3.000
 1YW  C16  C12  C13  102.25  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
 1YW  CONST_01  C11  C3   C5   C4      0.00   0.0  0
 1YW  CONST_02  C11  C1   C2   C4      0.00   0.0  0
 1YW  CONST_03  C3   C5   C4   C2      0.00   0.0  0
 1YW  CONST_04  C3   C11  C1   C2      0.00   0.0  0
 1YW  CONST_05  C1   C2   C4   C5      0.00   0.0  0
 1YW  CONST_06  C1   C11  C3   C5      0.00   0.0  0
 1YW  CONST_07  C3   C5   C4   C6    180.00   0.0  0
 1YW  CONST_08  C1   C2   C4   C6    180.00   0.0  0
 1YW  CONST_09  N15  C11  C1   C2    180.00   0.0  0
 1YW  CONST_10  N15  C11  C3   C5    180.00   0.0  0
 1YW  CONST_11  F7   C3   C5   C4    180.00   0.0  0
 1YW  CONST_12  N15  C11  C3   F7      0.00   0.0  0
 1YW  CONST_13  C1   C11  C3   F7    180.00   0.0  0
 1YW  CONST_14  H11  C5   C4   C6      0.00   0.0  0
 1YW  CONST_15  H10  C2   C4   C6      0.00   0.0  0
 1YW  CONST_16  H12  C1   C2   C4    180.00   0.0  0
 1YW  CONST_17  C18  N19  C22  O21     0.00   0.0  0
 1YW  CONST_18  C18  N19  C22  C20   180.00   0.0  0
 1YW  CONST_19  H4   N19  C22  O21   180.00   0.0  0
 1YW  Var_01    N10  C6   C9   C17   -10.32  30.0  1
 1YW  Var_02    C9   C6   N10  O8      0.64  30.0  1
 1YW  Var_03    C5   C4   C6   C9     -0.72  30.0  2
 1YW  Var_04    C14  N15  C11  C3    -64.45  30.0  2
 1YW  Var_05    C16  C14  N15  C11   141.10  30.0  1
 1YW  Var_06    C12  C13  N15  C11  -165.15  30.0  1
 1YW  Var_07    C12  C16  C14  N15    22.23  30.0  1
 1YW  Var_08    C16  C12  C13  N15    38.73  30.0  1
 1YW  Var_09    C14  C16  C12  C13   -37.58  30.0  1
 1YW  Var_10    C17  C18  N19  C22    81.38  30.0  1
 1YW  Var_11    H1   C20  C22  O21    60.68  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
 1YW  chir_01  C17  O8  C9  C18  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
 1YW  plan-1  O21  0.020
 1YW  plan-1  C22  0.020
 1YW  plan-1  C20  0.020
 1YW  plan-1  N19  0.020
 1YW  plan-1  C18  0.020
 1YW  plan-1  H4   0.020
 1YW  plan-2  C6   0.020
 1YW  plan-2  C4   0.020
 1YW  plan-2  C2   0.020
 1YW  plan-2  C5   0.020
 1YW  plan-2  C3   0.020
 1YW  plan-2  F7   0.020
 1YW  plan-2  C11  0.020
 1YW  plan-2  C1   0.020
 1YW  plan-2  N15  0.020
 1YW  plan-2  H10  0.020
 1YW  plan-2  H11  0.020
 1YW  plan-2  H12  0.020

