# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 01:08:07 2020
#   Inital geometry file: a 118 line input string
#   Ligand name: (4R)-4-[3-(2-fluoropyridin-3-yl)phenyl]-4-(4-methoxyphenyl)-4,5-dihydro-1,3-oxazol-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1)[C@]2(COC(=N2)N)c3cccc(c3)c4cccnc4F
#
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
 DWA  DWA  (4R)-4-[3-(2-fluoropyridin-3-yl)phenyl]-4-(4-methoxyphenyl)-4,5-dihydro-1,3-oxazol-2-amine  ligand  45  27  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_DWA
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
 DWA  C15  C  CH3   0  -0.437   5.1107   3.2959   1.7505
 DWA  O14  O  O2    0  -0.472   4.7841   2.8581   0.4471
 DWA  C2   C  CR6   0   0.366   3.9009   1.8494   0.3129
 DWA  C3   C  CR16  0  -0.327   3.6329   1.4285  -0.9924
 DWA  C4   C  CR16  0  -0.282   2.7389   0.4016  -1.2218
 DWA  C1   C  CR16  0  -0.364   3.2556   1.2172   1.3696
 DWA  C6   C  CR16  0  -0.307   2.3603   0.1811   1.1168
 DWA  C5   C  CR6   0   0.150   2.0869  -0.2480  -0.1721
 DWA  C7   C  CR5   0  -0.140   1.0876  -1.3739  -0.4472
 DWA  C19  C  CH2   0  -0.172   1.7283  -2.5179  -1.2731
 DWA  O18  O  O     0  -0.470   2.0856  -3.4752  -0.2759
 DWA  C17  C  CR5   0   0.670   1.3581  -3.1487   0.8069
 DWA  N16  N  N     0  -0.473   0.7187  -2.0449   0.7874
 DWA  N20  N  NH2   0  -0.839   1.4369  -4.0177   1.8307
 DWA  C8   C  CR6   0   0.180  -0.1302  -0.7672  -1.1226
 DWA  C13  C  CR16  0  -0.342  -1.1740  -0.2813  -0.3437
 DWA  C9   C  CR16  0  -0.338  -0.2037  -0.6315  -2.5058
 DWA  C10  C  CR16  0  -0.224  -1.3000  -0.0180  -3.0957
 DWA  C11  C  CR16  0  -0.314  -2.3332   0.4692  -2.3124
 DWA  C12  C  CR6   0   0.115  -2.2766   0.3409  -0.9250
 DWA  C21  C  CR6   0  -0.201  -3.3651   0.9003  -0.1010
 DWA  C26  C  CR16  0  -0.168  -3.8421   2.1912  -0.3010
 DWA  C25  C  CR16  0  -0.327  -4.8749   2.6880   0.4825
 DWA  C24  C  CR16  0  -0.055  -5.4097   1.8671   1.4571
 DWA  N23  N  N     0  -0.420  -4.9764   0.6241   1.6605
 DWA  C22  C  CR6   0   0.566  -4.0079   0.1891   0.9104
 DWA  F27  F  F     0  -0.293  -3.6287  -1.0711   1.1452
 DWA  H1   H  HCH3  0   0.259   5.8400   4.0938   1.6359
 DWA  H2   H  HCH3  0   0.227   4.2399   3.6899   2.2811
 DWA  H3   H  HCH3  0   0.228   5.5538   2.4968   2.3506
 DWA  H4   H  HCR6  0   0.261   4.1315   1.9122  -1.8232
 DWA  H5   H  HCR6  0   0.244   2.5545   0.1073  -2.2485
 DWA  H6   H  HCR6  0   0.275   3.4316   1.5107   2.3957
 DWA  H7   H  HCR6  0   0.253   1.8712  -0.2987   1.9533
 DWA  H8   H  HCH2  0   0.245   1.0133  -2.9775  -1.9608
 DWA  H9   H  HCH2  0   0.254   2.6231  -2.2353  -1.8247
 DWA  H10  H  HNH2  0   0.403   0.7990  -3.8691   2.5945
 DWA  H11  H  HNH2  0   0.403   1.6376  -4.9826   1.6249
 DWA  H12  H  HCR6  0   0.250  -1.1074  -0.3763   0.7316
 DWA  H13  H  HCR6  0   0.260   0.5898  -1.0030  -3.1431
 DWA  H14  H  HCR6  0   0.260  -1.3505   0.0745  -4.1726
 DWA  H15  H  HCR6  0   0.258  -3.1920   0.9342  -2.7797
 DWA  H16  H  HCR6  0   0.282  -3.3915   2.8131  -1.0640
 DWA  H17  H  HCR6  0   0.279  -5.2482   3.6922   0.3426
 DWA  H18  H  HCR6  0   0.279  -6.2134   2.2105   2.0968

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
 DWA  N23  C24  aromatic  1.332  0.020  1.332
 DWA  N23  C22  aromatic  1.300  0.020  1.300
 DWA  C24  C25  aromatic  1.382  0.020  1.382
 DWA  F27  C22  single    1.337  0.020  1.337
 DWA  C22  C21  aromatic  1.394  0.020  1.394
 DWA  C25  C26  aromatic  1.388  0.020  1.388
 DWA  C21  C26  aromatic  1.391  0.020  1.391
 DWA  C21  C12  single    1.475  0.020  1.475
 DWA  N20  C17  single    1.345  0.020  1.345
 DWA  C12  C13  aromatic  1.393  0.020  1.393
 DWA  C12  C11  aromatic  1.394  0.020  1.394
 DWA  C17  N16  double    1.276  0.020  1.276
 DWA  C17  O18  single    1.345  0.020  1.345
 DWA  C13  C8   aromatic  1.390  0.020  1.390
 DWA  N16  C7   single    1.453  0.020  1.453
 DWA  C11  C10  aromatic  1.385  0.020  1.385
 DWA  O18  C19  single    1.428  0.020  1.428
 DWA  C8   C7   single    1.519  0.020  1.519
 DWA  C8   C9   aromatic  1.392  0.020  1.392
 DWA  C7   C19  single    1.550  0.020  1.550
 DWA  C7   C5   single    1.530  0.020  1.530
 DWA  C10  C9   aromatic  1.388  0.020  1.388
 DWA  C6   C5   aromatic  1.386  0.020  1.386
 DWA  C6   C1   aromatic  1.392  0.020  1.392
 DWA  C5   C4   aromatic  1.396  0.020  1.396
 DWA  C1   C2   aromatic  1.390  0.020  1.390
 DWA  C4   C3   aromatic  1.381  0.020  1.381
 DWA  C2   C3   aromatic  1.397  0.020  1.397
 DWA  C2   O14  single    1.347  0.020  1.347
 DWA  C15  O14  single    1.413  0.020  1.413
 DWA  C15  H1   single    0.970  0.020  1.090
 DWA  C15  H2   single    0.970  0.020  1.090
 DWA  C15  H3   single    0.970  0.020  1.090
 DWA  C3   H4   single    0.930  0.020  1.080
 DWA  C4   H5   single    0.930  0.020  1.080
 DWA  C1   H6   single    0.930  0.020  1.080
 DWA  C6   H7   single    0.930  0.020  1.080
 DWA  C19  H8   single    0.970  0.020  1.090
 DWA  C19  H9   single    0.970  0.020  1.090
 DWA  N20  H10  single    0.890  0.020  1.040
 DWA  N20  H11  single    0.890  0.020  1.040
 DWA  C13  H12  single    0.930  0.020  1.080
 DWA  C9   H13  single    0.930  0.020  1.080
 DWA  C10  H14  single    0.930  0.020  1.080
 DWA  C11  H15  single    0.930  0.020  1.080
 DWA  C26  H16  single    0.930  0.020  1.080
 DWA  C25  H17  single    0.930  0.020  1.080
 DWA  C24  H18  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
 DWA  H3   C15  H2   108.66  3.000
 DWA  H3   C15  H1   108.81  3.000
 DWA  H2   C15  H1   108.72  3.000
 DWA  H3   C15  O14  111.94  3.000
 DWA  H2   C15  O14  112.04  3.000
 DWA  H1   C15  O14  106.57  3.000
 DWA  C2   O14  C15  118.37  3.000
 DWA  C1   C2   C3   118.94  3.000
 DWA  C3   C2   O14  116.37  3.000
 DWA  C1   C2   O14  124.68  3.000
 DWA  H4   C3   C4   120.19  3.000
 DWA  H4   C3   C2   119.59  3.000
 DWA  C4   C3   C2   120.23  3.000
 DWA  H5   C4   C5   120.43  3.000
 DWA  H5   C4   C3   118.01  3.000
 DWA  C5   C4   C3   121.56  3.000
 DWA  H6   C1   C6   118.60  3.000
 DWA  H6   C1   C2   121.47  3.000
 DWA  C6   C1   C2   119.92  3.000
 DWA  H7   C6   C5   119.53  3.000
 DWA  H7   C6   C1   118.73  3.000
 DWA  C5   C6   C1   121.74  3.000
 DWA  C7   C5   C6   121.59  3.000
 DWA  C6   C5   C4   117.60  3.000
 DWA  C7   C5   C4   120.80  3.000
 DWA  C8   C7   N16  111.02  3.000
 DWA  C8   C7   C19  112.91  3.000
 DWA  N16  C7   C19  102.53  3.000
 DWA  C19  C7   C5   111.65  3.000
 DWA  C8   C7   C5   108.04  3.000
 DWA  N16  C7   C5   110.66  3.000
 DWA  H9   C19  H8   109.15  3.000
 DWA  H9   C19  O18  108.80  3.000
 DWA  H8   C19  O18  108.73  3.000
 DWA  H9   C19  C7   114.73  3.000
 DWA  H8   C19  C7   112.04  3.000
 DWA  O18  C19  C7   103.07  3.000
 DWA  C17  O18  C19  105.32  3.000
 DWA  N20  C17  N16  126.86  3.000
 DWA  N16  C17  O18  117.96  3.000
 DWA  N20  C17  O18  115.11  3.000
 DWA  C17  N16  C7   106.58  3.000
 DWA  H11  N20  H10  115.03  3.000
 DWA  H11  N20  C17  118.37  3.000
 DWA  H10  N20  C17  116.44  3.000
 DWA  C9   C8   C13  118.89  3.000
 DWA  C9   C8   C7   121.55  3.000
 DWA  C13  C8   C7   119.50  3.000
 DWA  H12  C13  C12  120.19  3.000
 DWA  H12  C13  C8   118.70  3.000
 DWA  C12  C13  C8   121.10  3.000
 DWA  H13  C9   C10  118.69  3.000
 DWA  H13  C9   C8   120.83  3.000
 DWA  C10  C9   C8   120.48  3.000
 DWA  H14  C10  C11  119.87  3.000
 DWA  H14  C10  C9   119.84  3.000
 DWA  C11  C10  C9   120.29  3.000
 DWA  H15  C11  C12  120.08  3.000
 DWA  H15  C11  C10  119.91  3.000
 DWA  C12  C11  C10  120.00  3.000
 DWA  C21  C12  C11  119.40  3.000
 DWA  C11  C12  C13  119.24  3.000
 DWA  C21  C12  C13  121.34  3.000
 DWA  C22  C21  C26  114.83  3.000
 DWA  C26  C21  C12  121.65  3.000
 DWA  C22  C21  C12  123.51  3.000
 DWA  H16  C26  C25  120.12  3.000
 DWA  H16  C26  C21  119.46  3.000
 DWA  C25  C26  C21  120.41  3.000
 DWA  H17  C25  C24  120.64  3.000
 DWA  H17  C25  C26  121.10  3.000
 DWA  C24  C25  C26  118.25  3.000
 DWA  H18  C24  N23  116.55  3.000
 DWA  H18  C24  C25  121.02  3.000
 DWA  N23  C24  C25  122.42  3.000
 DWA  C22  N23  C24  117.80  3.000
 DWA  F27  C22  N23  115.17  3.000
 DWA  F27  C22  C21  118.54  3.000
 DWA  N23  C22  C21  126.28  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
 DWA  CONST_01  C5   C6   C1   C2      0.00   0.0  0
 DWA  CONST_02  C5   C4   C3   C2      0.00   0.0  0
 DWA  CONST_03  C6   C5   C4   C3      0.00   0.0  0
 DWA  CONST_04  C6   C1   C2   C3      0.00   0.0  0
 DWA  CONST_05  C1   C6   C5   C4      0.00   0.0  0
 DWA  CONST_06  C1   C2   C3   C4      0.00   0.0  0
 DWA  CONST_07  C21  C12  C13  C8    180.00   0.0  0
 DWA  CONST_08  C11  C12  C13  C8      0.00   0.0  0
 DWA  CONST_09  C11  C10  C9   C8      0.00   0.0  0
 DWA  CONST_12  C10  C11  C12  C13     0.00   0.0  0
 DWA  CONST_13  C10  C9   C8   C13     0.00   0.0  0
 DWA  CONST_14  C12  C13  C8   C9      0.00   0.0  0
 DWA  CONST_15  C12  C11  C10  C9      0.00   0.0  0
 DWA  CONST_16  C21  C12  C11  C10   180.00   0.0  0
 DWA  CONST_19  N23  C22  C21  C12   180.00   0.0  0
 DWA  CONST_20  C25  C26  C21  C12   180.00   0.0  0
 DWA  CONST_21  C24  N23  C22  C21     0.00   0.0  0
 DWA  CONST_22  C24  C25  C26  C21     0.00   0.0  0
 DWA  CONST_23  N23  C24  C25  C26     0.00   0.0  0
 DWA  CONST_24  N23  C22  C21  C26     0.00   0.0  0
 DWA  CONST_25  C22  N23  C24  C25     0.00   0.0  0
 DWA  CONST_26  C22  C21  C26  C25     0.00   0.0  0
 DWA  CONST_27  C7   C5   C4   C3    180.00   0.0  0
 DWA  CONST_28  C7   C5   C6   C1    180.00   0.0  0
 DWA  CONST_29  C12  C13  C8   C7    180.00   0.0  0
 DWA  CONST_30  C10  C9   C8   C7    180.00   0.0  0
 DWA  CONST_31  O18  C17  N16  C7      0.00   0.0  0
 DWA  CONST_32  C6   C1   C2   O14   180.00   0.0  0
 DWA  CONST_33  C4   C3   C2   O14   180.00   0.0  0
 DWA  CONST_34  F27  C22  C21  C12     0.00   0.0  0
 DWA  CONST_35  F27  C22  C21  C26   180.00   0.0  0
 DWA  CONST_36  F27  C22  N23  C24   180.00   0.0  0
 DWA  CONST_37  N20  C17  N16  C7    180.00   0.0  0
 DWA  CONST_38  H7   C6   C1   C2    180.00   0.0  0
 DWA  CONST_39  H5   C4   C3   C2    180.00   0.0  0
 DWA  CONST_40  H6   C1   C2   C3    180.00   0.0  0
 DWA  CONST_41  H4   C3   C2   C1    180.00   0.0  0
 DWA  CONST_42  H12  C13  C8   C7      0.00   0.0  0
 DWA  CONST_43  H13  C9   C8   C7      0.00   0.0  0
 DWA  CONST_44  H14  C10  C9   C8    180.00   0.0  0
 DWA  CONST_45  H15  C11  C12  C13   180.00   0.0  0
 DWA  CONST_46  H16  C26  C21  C12     0.00   0.0  0
 DWA  CONST_47  H17  C25  C26  C21   180.00   0.0  0
 DWA  CONST_48  H18  C24  C25  C26   180.00   0.0  0
 DWA  CONST_49  H10  N20  C17  O18   180.00   0.0  0
 DWA  Var_01    N16  C17  O18  C19    -9.54  30.0  1
 DWA  Var_02    H8   C19  O18  C17  -100.72  30.0  1
 DWA  Var_03    C1   C2   O14  C15     1.50  30.0  3
 DWA  Var_04    H1   C15  O14  C2    179.15  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
 DWA  chir_01  C7  C8  C19  C5  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
 DWA  plan-1  O14  0.020
 DWA  plan-1  C2   0.020
 DWA  plan-1  C3   0.020
 DWA  plan-1  C4   0.020
 DWA  plan-1  C1   0.020
 DWA  plan-1  C6   0.020
 DWA  plan-1  C5   0.020
 DWA  plan-1  C7   0.020
 DWA  plan-1  H4   0.020
 DWA  plan-1  H5   0.020
 DWA  plan-1  H6   0.020
 DWA  plan-1  H7   0.020
 DWA  plan-2  C7   0.020
 DWA  plan-2  O18  0.020
 DWA  plan-2  C17  0.020
 DWA  plan-2  N16  0.020
 DWA  plan-2  N20  0.020
 DWA  plan-2  H10  0.020
 DWA  plan-2  H11  0.020
 DWA  plan-3  C7   0.020
 DWA  plan-3  C8   0.020
 DWA  plan-3  C13  0.020
 DWA  plan-3  C9   0.020
 DWA  plan-3  C10  0.020
 DWA  plan-3  C11  0.020
 DWA  plan-3  C12  0.020
 DWA  plan-3  C21  0.020
 DWA  plan-3  H12  0.020
 DWA  plan-3  H13  0.020
 DWA  plan-3  H14  0.020
 DWA  plan-3  H15  0.020
 DWA  plan-4  C12  0.020
 DWA  plan-4  C21  0.020
 DWA  plan-4  C26  0.020
 DWA  plan-4  C25  0.020
 DWA  plan-4  C24  0.020
 DWA  plan-4  N23  0.020
 DWA  plan-4  C22  0.020
 DWA  plan-4  F27  0.020
 DWA  plan-4  H16  0.020
 DWA  plan-4  H17  0.020
 DWA  plan-4  H18  0.020

