# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 11:46:25 2020
#   Inital geometry file: a 120 line input string
#   Ligand name: (2S)-6-{[4-(4-chlorophenyl)-3,6-dihydropyridin-1(2H)-yl]methyl}-2-methyl-2H-1,4-benzoxazin-3(4H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H]1Oc2ccc(CN3CCC(=CC3)c4ccc(Cl)cc4)cc2NC1=O
#
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
 1WQ  1WQ  (2S)-6-{[4-(4-chlorophenyl)-3,6-dihydropyridin-1(2H)-yl]methyl}-2-methyl-2H-1,4-benzoxazin-3(4H)-one  ligand  47  26  .  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_1WQ
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
 1WQ  C1   C   CH3   0  -0.682   7.3441   0.1899  -0.9427
 1WQ  C2   C   CR16  0  -0.137   6.6624  -1.1193  -0.5711
 1WQ  O4   O   O     0  -0.479   5.3942  -1.2595  -1.1993
 1WQ  C5   C   CR66  0   0.326   4.4122  -0.4743  -0.6922
 1WQ  C6   C   CR16  0  -0.345   3.4075   0.0173  -1.5088
 1WQ  C7   C   CR16  0  -0.290   2.3827   0.7746  -0.9613
 1WQ  C8   C   CR6   0   0.085   2.3582   1.0632   0.4009
 1WQ  C9   C   CH2   0  -0.329   1.2694   1.9309   0.9780
 1WQ  N10  N   NT    0  -0.421  -0.0469   1.5264   0.5360
 1WQ  C11  C   CH2   0  -0.289  -1.0634   2.5195   0.8193
 1WQ  C12  C   CH2   0  -0.510  -2.3479   2.1782   0.0835
 1WQ  C13  C   C     0   0.095  -2.7426   0.7448   0.3156
 1WQ  C14  C   C1    0  -0.322  -1.8383  -0.1225   0.7766
 1WQ  C15  C   CH2   0  -0.282  -0.4175   0.2321   1.0664
 1WQ  C16  C   CR6   0   0.114  -4.1292   0.3431   0.0096
 1WQ  C17  C   CR16  0  -0.323  -4.8602   1.0110  -0.9754
 1WQ  C18  C   CR16  0  -0.191  -6.1573   0.6383  -1.2945
 1WQ  C19  C   CR6   0  -0.061  -6.7451  -0.4139  -0.6128
 1WQ  CL   CL  CL    0  -0.132  -8.3683  -0.8864  -0.9986
 1WQ  C21  C   CR16  0  -0.193  -6.0543  -1.0884   0.3829
 1WQ  C22  C   CR16  0  -0.330  -4.7595  -0.7040   0.6875
 1WQ  C23  C   CR16  0  -0.393   3.3714   0.5677   1.2113
 1WQ  C24  C   CR66  0   0.332   4.3946  -0.1999   0.6714
 1WQ  N25  N   NR16  0  -0.718   5.4070  -0.7473   1.4590
 1WQ  C26  C   CR6   0   0.500   6.5518  -1.2448   0.9412
 1WQ  O27  O   O     0  -0.459   7.4486  -1.7093   1.6185
 1WQ  H1   H   HCH3  0   0.256   8.3512   0.2164  -0.5281
 1WQ  H2   H   HCH3  0   0.261   7.4254   0.2721  -2.0261
 1WQ  H3   H   HCH3  0   0.242   6.8009   1.0590  -0.5689
 1WQ  H4   H   HCR6  0   0.288   7.2575  -1.9588  -0.9303
 1WQ  H5   H   HCR6  0   0.268   3.4261  -0.2038  -2.5685
 1WQ  H6   H   HCR6  0   0.249   1.5924   1.1482  -1.5995
 1WQ  H7   H   HCH2  0   0.213   1.3553   1.9406   2.0777
 1WQ  H8   H   HCH2  0   0.255   1.4292   2.9622   0.6495
 1WQ  H10  H   HCH2  0   0.200  -1.2667   2.6055   1.9000
 1WQ  H11  H   HCH2  0   0.242  -0.7029   3.4953   0.4881
 1WQ  H12  H   HCH2  0   0.244  -3.1444   2.8469   0.4213
 1WQ  H13  H   HCH2  0   0.246  -2.2200   2.3691  -0.9869
 1WQ  H14  H   H     0   0.249  -2.1029  -1.1598   0.9505
 1WQ  H15  H   HCH2  0   0.251   0.2308  -0.5360   0.6345
 1WQ  H16  H   HCH2  0   0.210  -0.2566   0.1733   2.1603
 1WQ  H17  H   HCR6  0   0.264  -4.4150   1.8318  -1.5226
 1WQ  H18  H   HCR6  0   0.279  -6.6997   1.1656  -2.0677
 1WQ  H19  H   HCR6  0   0.279  -6.5231  -1.8979   0.9260
 1WQ  H20  H   HCR6  0   0.259  -4.2422  -1.2217   1.4848
 1WQ  H21  H   HCR6  0   0.267   3.3662   0.7724   2.2762
 1WQ  H22  H   HNR6  0   0.414   5.3052  -0.7320   2.4649

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
 1WQ  CL   C19  single    1.734  0.020  1.734
 1WQ  C18  C19  aromatic  1.385  0.020  1.385
 1WQ  C18  C17  aromatic  1.387  0.020  1.387
 1WQ  C19  C21  aromatic  1.387  0.020  1.387
 1WQ  C17  C16  aromatic  1.397  0.020  1.397
 1WQ  C21  C22  aromatic  1.385  0.020  1.385
 1WQ  C16  C22  aromatic  1.398  0.020  1.398
 1WQ  C16  C13  single    1.476  0.020  1.476
 1WQ  C12  C13  single    1.505  0.020  1.505
 1WQ  C12  C11  single    1.519  0.020  1.519
 1WQ  C13  C14  double    1.335  0.020  1.335
 1WQ  C11  N10  single    1.449  0.020  1.449
 1WQ  C6   C7   aromatic  1.387  0.020  1.387
 1WQ  C6   C5   aromatic  1.385  0.020  1.385
 1WQ  C7   C8   aromatic  1.393  0.020  1.393
 1WQ  C14  C15  single    1.493  0.020  1.493
 1WQ  O4   C5   single    1.356  0.020  1.356
 1WQ  O4   C2   single    1.422  0.020  1.422
 1WQ  C5   C24  aromatic  1.391  0.020  1.391
 1WQ  N10  C15  single    1.447  0.020  1.447
 1WQ  N10  C9   single    1.446  0.020  1.446
 1WQ  C2   C1   single    1.522  0.020  1.522
 1WQ  C2   C26  single    1.522  0.020  1.522
 1WQ  C8   C9   single    1.507  0.020  1.507
 1WQ  C8   C23  aromatic  1.389  0.020  1.389
 1WQ  C24  C23  aromatic  1.388  0.020  1.388
 1WQ  C24  N25  single    1.395  0.020  1.395
 1WQ  C26  N25  single    1.351  0.020  1.351
 1WQ  C26  O27  double    1.216  0.020  1.216
 1WQ  C1   H1   single    0.970  0.020  1.090
 1WQ  C1   H2   single    0.970  0.020  1.090
 1WQ  C1   H3   single    0.970  0.020  1.090
 1WQ  C2   H4   single    0.970  0.020  1.090
 1WQ  C6   H5   single    0.930  0.020  1.080
 1WQ  C7   H6   single    0.930  0.020  1.080
 1WQ  C9   H7   single    0.970  0.020  1.090
 1WQ  C9   H8   single    0.970  0.020  1.090
 1WQ  C11  H10  single    0.970  0.020  1.090
 1WQ  C11  H11  single    0.970  0.020  1.090
 1WQ  C12  H12  single    0.970  0.020  1.090
 1WQ  C12  H13  single    0.970  0.020  1.090
 1WQ  C14  H14  single    0.930  0.020  1.080
 1WQ  C15  H15  single    0.970  0.020  1.090
 1WQ  C15  H16  single    0.970  0.020  1.090
 1WQ  C17  H17  single    0.930  0.020  1.080
 1WQ  C18  H18  single    0.930  0.020  1.080
 1WQ  C21  H19  single    0.930  0.020  1.080
 1WQ  C22  H20  single    0.930  0.020  1.080
 1WQ  C23  H21  single    0.930  0.020  1.080
 1WQ  N25  H22  single    0.860  0.020  1.020

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
 1WQ  H3   C1   H2   108.52  3.000
 1WQ  H3   C1   H1   108.09  3.000
 1WQ  H2   C1   H1   107.91  3.000
 1WQ  H3   C1   C2   112.25  3.000
 1WQ  H2   C1   C2   109.95  3.000
 1WQ  H1   C1   C2   110.00  3.000
 1WQ  H4   C2   C26  107.68  3.000
 1WQ  H4   C2   O4   105.39  3.000
 1WQ  C26  C2   O4   111.48  3.000
 1WQ  H4   C2   C1   109.72  3.000
 1WQ  C26  C2   C1   110.25  3.000
 1WQ  O4   C2   C1   112.11  3.000
 1WQ  C5   O4   C2   115.06  3.000
 1WQ  C24  C5   C6   119.92  3.000
 1WQ  C24  C5   O4   119.35  3.000
 1WQ  C6   C5   O4   120.70  3.000
 1WQ  H5   C6   C7   120.70  3.000
 1WQ  H5   C6   C5   119.49  3.000
 1WQ  C7   C6   C5   119.81  3.000
 1WQ  H6   C7   C8   119.50  3.000
 1WQ  H6   C7   C6   119.69  3.000
 1WQ  C8   C7   C6   120.82  3.000
 1WQ  C23  C8   C9   120.60  3.000
 1WQ  C23  C8   C7   118.95  3.000
 1WQ  C9   C8   C7   120.43  3.000
 1WQ  H8   C9   H7   106.24  3.000
 1WQ  H8   C9   N10  107.75  3.000
 1WQ  H7   C9   N10  112.20  3.000
 1WQ  H8   C9   C8   108.80  3.000
 1WQ  H7   C9   C8   109.30  3.000
 1WQ  N10  C9   C8   112.30  3.000
 1WQ  C15  N10  C11  111.20  3.000
 1WQ  C15  N10  C9   111.80  3.000
 1WQ  C11  N10  C9   112.77  3.000
 1WQ  H11  C11  H10  106.76  3.000
 1WQ  H11  C11  C12  109.45  3.000
 1WQ  H10  C11  C12  109.65  3.000
 1WQ  H11  C11  N10  108.77  3.000
 1WQ  H10  C11  N10  111.98  3.000
 1WQ  C12  C11  N10  110.15  3.000
 1WQ  H13  C12  H12  106.29  3.000
 1WQ  H13  C12  C13  110.34  3.000
 1WQ  H12  C12  C13  110.11  3.000
 1WQ  H13  C12  C11  109.61  3.000
 1WQ  H12  C12  C11  109.21  3.000
 1WQ  C13  C12  C11  111.17  3.000
 1WQ  C16  C13  C14  122.09  3.000
 1WQ  C14  C13  C12  119.63  3.000
 1WQ  C16  C13  C12  118.28  3.000
 1WQ  H14  C14  C15  115.36  3.000
 1WQ  H14  C14  C13  120.76  3.000
 1WQ  C15  C14  C13  123.87  3.000
 1WQ  H16  C15  H15  105.47  3.000
 1WQ  H16  C15  C14  108.51  3.000
 1WQ  H15  C15  C14  108.70  3.000
 1WQ  H16  C15  N10  111.87  3.000
 1WQ  H15  C15  N10  109.36  3.000
 1WQ  C14  C15  N10  112.65  3.000
 1WQ  C22  C16  C17  117.67  3.000
 1WQ  C22  C16  C13  121.81  3.000
 1WQ  C17  C16  C13  120.52  3.000
 1WQ  H17  C17  C18  118.18  3.000
 1WQ  H17  C17  C16  120.26  3.000
 1WQ  C18  C17  C16  121.56  3.000
 1WQ  H18  C18  C19  120.62  3.000
 1WQ  H18  C18  C17  120.17  3.000
 1WQ  C19  C18  C17  119.21  3.000
 1WQ  C21  C19  CL   119.57  3.000
 1WQ  C21  C19  C18  120.77  3.000
 1WQ  CL   C19  C18  119.67  3.000
 1WQ  H19  C21  C22  120.17  3.000
 1WQ  H19  C21  C19  120.57  3.000
 1WQ  C22  C21  C19  119.25  3.000
 1WQ  H20  C22  C21  118.44  3.000
 1WQ  H20  C22  C16  120.01  3.000
 1WQ  C21  C22  C16  121.54  3.000
 1WQ  H21  C23  C24  119.32  3.000
 1WQ  H21  C23  C8   120.15  3.000
 1WQ  C24  C23  C8   120.53  3.000
 1WQ  N25  C24  C23  122.17  3.000
 1WQ  N25  C24  C5   117.84  3.000
 1WQ  C23  C24  C5   119.97  3.000
 1WQ  H22  N25  C26  118.16  3.000
 1WQ  H22  N25  C24  118.87  3.000
 1WQ  C26  N25  C24  122.90  3.000
 1WQ  O27  C26  N25  123.51  3.000
 1WQ  O27  C26  C2   122.11  3.000
 1WQ  N25  C26  C2   114.33  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
 1WQ  CONST_01  C8   C7   C6   C5      0.00   0.0  0
 1WQ  CONST_02  C8   C23  C24  C5      0.00   0.0  0
 1WQ  CONST_03  C23  C8   C7   C6      0.00   0.0  0
 1WQ  CONST_04  C23  C24  C5   C6      0.00   0.0  0
 1WQ  CONST_05  C24  C5   C6   C7      0.00   0.0  0
 1WQ  CONST_06  C24  C23  C8   C7      0.00   0.0  0
 1WQ  CONST_07  C19  C18  C17  C16     0.00   0.0  0
 1WQ  CONST_08  C19  C21  C22  C16     0.00   0.0  0
 1WQ  CONST_09  C21  C19  C18  C17     0.00   0.0  0
 1WQ  CONST_10  C21  C22  C16  C17     0.00   0.0  0
 1WQ  CONST_11  C22  C21  C19  C18     0.00   0.0  0
 1WQ  CONST_12  C22  C16  C17  C18     0.00   0.0  0
 1WQ  CONST_13  C18  C17  C16  C13   180.00   0.0  0
 1WQ  CONST_14  C21  C22  C16  C13   180.00   0.0  0
 1WQ  CONST_15  C24  N25  C26  C2      0.00   0.0  0
 1WQ  CONST_16  C9   C8   C7   C6    180.00   0.0  0
 1WQ  CONST_17  C24  C23  C8   C9    180.00   0.0  0
 1WQ  CONST_18  CL   C19  C18  C17   180.00   0.0  0
 1WQ  CONST_19  C22  C21  C19  CL    180.00   0.0  0
 1WQ  CONST_20  O27  C26  N25  C24   180.00   0.0  0
 1WQ  CONST_21  H5   C6   C5   O4      0.00   0.0  0
 1WQ  CONST_22  H6   C7   C6   C5    180.00   0.0  0
 1WQ  CONST_23  H21  C23  C24  C5    180.00   0.0  0
 1WQ  CONST_24  H17  C17  C16  C13     0.00   0.0  0
 1WQ  CONST_25  H20  C22  C16  C13     0.00   0.0  0
 1WQ  CONST_26  H18  C18  C17  C16   180.00   0.0  0
 1WQ  CONST_27  H19  C21  C22  C16   180.00   0.0  0
 1WQ  CONST_28  H22  N25  C26  C2    180.00   0.0  0
 1WQ  Var_01    C6   C5   O4   C2    147.39  30.0  1
 1WQ  Var_02    C26  N25  C24  C5     16.32  30.0  1
 1WQ  Var_03    C13  C12  C11  N10    49.97  30.0  1
 1WQ  Var_04    C13  C14  C15  N10   -12.25  30.0  1
 1WQ  Var_05    C16  C13  C12  C11   162.92  30.0  1
 1WQ  Var_06    C14  C15  N10  C11    45.21  30.0  1
 1WQ  Var_07    C17  C16  C13  C12    28.35  30.0  2
 1WQ  Var_08    C15  C14  C13  C12    -1.04  30.0  1
 1WQ  Var_09    C15  N10  C11  C12   -65.39  30.0  1
 1WQ  Var_10    N10  C9   C8   C7     48.07  30.0  2
 1WQ  Var_11    C11  N10  C9   C8   -166.45  30.0  1

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
 1WQ  chir_01  C2  O4  C1  C26  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
 1WQ  plan-1  C13  0.020
 1WQ  plan-1  C16  0.020
 1WQ  plan-1  C17  0.020
 1WQ  plan-1  C18  0.020
 1WQ  plan-1  C19  0.020
 1WQ  plan-1  CL   0.020
 1WQ  plan-1  C21  0.020
 1WQ  plan-1  C22  0.020
 1WQ  plan-1  H17  0.020
 1WQ  plan-1  H18  0.020
 1WQ  plan-1  H19  0.020
 1WQ  plan-1  H20  0.020
 1WQ  plan-2  O4   0.020
 1WQ  plan-2  C5   0.020
 1WQ  plan-2  C6   0.020
 1WQ  plan-2  C7   0.020
 1WQ  plan-2  C8   0.020
 1WQ  plan-2  C9   0.020
 1WQ  plan-2  C23  0.020
 1WQ  plan-2  C24  0.020
 1WQ  plan-2  N25  0.020
 1WQ  plan-2  H5   0.020
 1WQ  plan-2  H6   0.020
 1WQ  plan-2  H21  0.020
 1WQ  plan-3  C2   0.020
 1WQ  plan-3  C24  0.020
 1WQ  plan-3  N25  0.020
 1WQ  plan-3  C26  0.020
 1WQ  plan-3  O27  0.020
 1WQ  plan-3  H22  0.020

