# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 09:01:24 2020
#   Inital geometry file: a 119 line input string
#   Ligand name: 2-chloro-5-ethyl-8-fluoro-11-(4-methylpiperazin-1-yl)-5H-dibenzo[b,e][1,4]diazepine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN1c2ccc(F)cc2N=C(N3CCN(C)CC3)c4cc(Cl)ccc14
#
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
 4OQ  4OQ  2-chloro-5-ethyl-8-fluoro-11-(4-methylpiperazin-1-yl)-5H-dibenzo[b,e][1,4]diazepine  ligand  48  26  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_4OQ
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
 4OQ  C1   C   CH2   0  -0.324   1.2149   0.2635   2.8565
 4OQ  C2   C   CR6   0   0.224   2.1190  -0.1799   0.6068
 4OQ  C3   C   CR16  0  -0.300   3.4366   0.0681   0.9715
 4OQ  C11  C   CR6   0  -0.041  -1.1084   3.1714  -0.6238
 4OQ  C12  C   CR16  0  -0.210  -0.4520   3.5137   0.5490
 4OQ  C13  C   CR16  0  -0.300   0.2449   2.5426   1.2479
 4OQ  C14  C   CR6   0   0.320   0.2719   1.2245   0.7977
 4OQ  C15  C   CH2   0  -0.330  -1.7843  -2.3747  -1.6804
 4OQ  C16  C   CH2   0  -0.285  -2.0372  -3.3708  -0.5599
 4OQ  C17  C   CH3   0  -0.516  -3.5502  -3.9734   1.2001
 4OQ  C18  C   CH2   0  -0.270  -3.1614  -1.6683   0.6869
 4OQ  C19  C   CH2   0  -0.340  -2.9005  -0.6645  -0.4265
 4OQ  CL   CL  CL    0  -0.127  -1.9522   4.3909  -1.5198
 4OQ  C10  C   CR16  0  -0.243  -1.1136   1.8657  -1.0779
 4OQ  N    N   NT    0  -0.575   1.0243   0.2082   1.4163
 4OQ  C    C   CH3   0  -0.671  -0.1031   0.1168   3.5965
 4OQ  C9   C   CR6   0  -0.095  -0.4435   0.8865  -0.3514
 4OQ  C8   C   C     0   0.491  -0.4718  -0.5292  -0.8002
 4OQ  N2   N   NT    0  -0.461  -1.6910  -1.0208  -1.1583
 4OQ  N3   N   NT    0  -0.412  -3.2438  -3.0157   0.1637
 4OQ  N1   N   N     0  -0.497   0.5785  -1.2490  -0.9683
 4OQ  C7   C   CR6   0   0.262   1.8446  -0.8486  -0.6040
 4OQ  C6   C   CR16  0  -0.495   2.9158  -1.2397  -1.4119
 4OQ  C5   C   CR6   0   0.524   4.2081  -0.9718  -1.0163
 4OQ  F    F   F     0  -0.322   5.2199  -1.3621  -1.8134
 4OQ  C4   C   CR16  0  -0.432   4.4988  -0.3335   0.1725
 4OQ  H1   H   HCH2  0   0.257   1.8654  -0.5712   3.1198
 4OQ  H2   H   HCH2  0   0.223   1.7339   1.1724   3.1888
 4OQ  H3   H   HCR6  0   0.269   3.6527   0.5798   1.9003
 4OQ  H4   H   HCR6  0   0.286  -0.4647   4.5334   0.9089
 4OQ  H5   H   HCR6  0   0.273   0.7711   2.8277   2.1488
 4OQ  H6   H   HCH2  0   0.265  -0.8745  -2.6261  -2.2180
 4OQ  H7   H   HCH2  0   0.249  -2.6185  -2.3995  -2.3863
 4OQ  H8   H   HCH2  0   0.242  -2.1601  -4.3688  -0.9878
 4OQ  H9   H   HCH2  0   0.201  -1.1543  -3.4081   0.1016
 4OQ  H10  H   HCH3  0   0.234  -4.4933  -3.7124   1.6826
 4OQ  H11  H   HCH3  0   0.234  -3.6601  -4.9688   0.7672
 4OQ  H12  H   HCH3  0   0.193  -2.7772  -4.0313   1.9823
 4OQ  H13  H   HCH2  0   0.192  -2.3675  -1.5655   1.4513
 4OQ  H14  H   HCH2  0   0.246  -4.1065  -1.4143   1.1732
 4OQ  H15  H   HCH2  0   0.251  -3.7383  -0.6570  -1.1278
 4OQ  H16  H   HCH2  0   0.274  -2.8261   0.3325  -0.0004
 4OQ  H17  H   HCR6  0   0.288  -1.6481   1.6001  -1.9809
 4OQ  H18  H   HCH3  0   0.231  -0.7844   0.9468   3.4074
 4OQ  H19  H   HCH3  0   0.232  -0.6042  -0.8069   3.3053
 4OQ  H20  H   HCH3  0   0.241   0.0786   0.0826   4.6706
 4OQ  H22  H   HCR6  0   0.270   2.7191  -1.7730  -2.3331
 4OQ  H23  H   HCR6  0   0.275   5.5214  -0.1472   0.4716

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
 4OQ  N3   C17  single    1.444  0.020  1.444
 4OQ  N3   C18  single    1.448  0.020  1.448
 4OQ  N3   C16  single    1.451  0.020  1.451
 4OQ  C19  C18  single    1.522  0.020  1.522
 4OQ  C19  N2   single    1.458  0.020  1.458
 4OQ  C15  C16  single    1.520  0.020  1.520
 4OQ  C15  N2   single    1.454  0.020  1.454
 4OQ  N2   C8   single    1.362  0.020  1.362
 4OQ  CL   C11  single    1.733  0.020  1.733
 4OQ  C10  C11  aromatic  1.382  0.020  1.382
 4OQ  C10  C9   aromatic  1.391  0.020  1.391
 4OQ  C8   N1   double    1.284  0.020  1.284
 4OQ  C8   C9   single    1.485  0.020  1.485
 4OQ  C11  C12  aromatic  1.387  0.020  1.387
 4OQ  N1   C7   single    1.377  0.020  1.377
 4OQ  C9   C14  aromatic  1.395  0.020  1.395
 4OQ  C12  C13  aromatic  1.385  0.020  1.385
 4OQ  C7   C6   aromatic  1.398  0.020  1.398
 4OQ  C7   C2   aromatic  1.410  0.020  1.410
 4OQ  C14  C13  aromatic  1.393  0.020  1.393
 4OQ  C14  N    single    1.408  0.020  1.408
 4OQ  C6   C5   aromatic  1.378  0.020  1.378
 4OQ  N    C2   single    1.416  0.020  1.416
 4OQ  N    C1   single    1.454  0.020  1.454
 4OQ  C2   C3   aromatic  1.390  0.020  1.390
 4OQ  C5   F    single    1.346  0.020  1.346
 4OQ  C5   C4   aromatic  1.380  0.020  1.380
 4OQ  C1   C    single    1.519  0.020  1.519
 4OQ  C3   C4   aromatic  1.389  0.020  1.389
 4OQ  C1   H1   single    0.970  0.020  1.090
 4OQ  C1   H2   single    0.970  0.020  1.090
 4OQ  C3   H3   single    0.930  0.020  1.080
 4OQ  C12  H4   single    0.930  0.020  1.080
 4OQ  C13  H5   single    0.930  0.020  1.080
 4OQ  C15  H6   single    0.970  0.020  1.090
 4OQ  C15  H7   single    0.970  0.020  1.090
 4OQ  C16  H8   single    0.970  0.020  1.090
 4OQ  C16  H9   single    0.970  0.020  1.090
 4OQ  C17  H10  single    0.970  0.020  1.090
 4OQ  C17  H11  single    0.970  0.020  1.090
 4OQ  C17  H12  single    0.970  0.020  1.090
 4OQ  C18  H13  single    0.970  0.020  1.090
 4OQ  C18  H14  single    0.970  0.020  1.090
 4OQ  C19  H15  single    0.970  0.020  1.090
 4OQ  C19  H16  single    0.970  0.020  1.090
 4OQ  C10  H17  single    0.930  0.020  1.080
 4OQ  C    H18  single    0.970  0.020  1.090
 4OQ  C    H19  single    0.970  0.020  1.090
 4OQ  C    H20  single    0.970  0.020  1.090
 4OQ  C6   H22  single    0.930  0.020  1.080
 4OQ  C4   H23  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
 4OQ  H2   C1   H1   106.18  3.000
 4OQ  H2   C1   C    110.04  3.000
 4OQ  H1   C1   C    109.03  3.000
 4OQ  H2   C1   N    113.16  3.000
 4OQ  H1   C1   N    106.75  3.000
 4OQ  C    C1   N    111.42  3.000
 4OQ  C7   C2   N    118.06  3.000
 4OQ  N    C2   C3   122.29  3.000
 4OQ  C7   C2   C3   119.64  3.000
 4OQ  H3   C3   C4   118.55  3.000
 4OQ  H3   C3   C2   119.93  3.000
 4OQ  C4   C3   C2   121.52  3.000
 4OQ  C10  C11  CL   119.55  3.000
 4OQ  C10  C11  C12  120.84  3.000
 4OQ  CL   C11  C12  119.61  3.000
 4OQ  H4   C12  C13  119.95  3.000
 4OQ  H4   C12  C11  120.57  3.000
 4OQ  C13  C12  C11  119.47  3.000
 4OQ  H5   C13  C14  120.60  3.000
 4OQ  H5   C13  C12  118.72  3.000
 4OQ  C14  C13  C12  120.68  3.000
 4OQ  C9   C14  N    117.45  3.000
 4OQ  N    C14  C13  123.47  3.000
 4OQ  C9   C14  C13  119.04  3.000
 4OQ  H7   C15  H6   108.32  3.000
 4OQ  H7   C15  N2   107.58  3.000
 4OQ  H6   C15  N2   109.84  3.000
 4OQ  H7   C15  C16  109.52  3.000
 4OQ  H6   C15  C16  110.63  3.000
 4OQ  N2   C15  C16  110.86  3.000
 4OQ  H9   C16  H8   107.09  3.000
 4OQ  H9   C16  N3   111.99  3.000
 4OQ  H8   C16  N3   108.98  3.000
 4OQ  H9   C16  C15  109.31  3.000
 4OQ  H8   C16  C15  109.17  3.000
 4OQ  N3   C16  C15  110.21  3.000
 4OQ  H12  C17  H11  107.74  3.000
 4OQ  H12  C17  H10  107.77  3.000
 4OQ  H11  C17  H10  107.86  3.000
 4OQ  H12  C17  N3   113.31  3.000
 4OQ  H11  C17  N3   109.98  3.000
 4OQ  H10  C17  N3   110.01  3.000
 4OQ  H14  C18  H13  106.95  3.000
 4OQ  H14  C18  N3   109.14  3.000
 4OQ  H13  C18  N3   112.14  3.000
 4OQ  H14  C18  C19  108.70  3.000
 4OQ  H13  C18  C19  108.73  3.000
 4OQ  N3   C18  C19  111.06  3.000
 4OQ  H16  C19  H15  107.33  3.000
 4OQ  H16  C19  N2   111.36  3.000
 4OQ  H15  C19  N2   108.41  3.000
 4OQ  H16  C19  C18  109.27  3.000
 4OQ  H15  C19  C18  110.04  3.000
 4OQ  N2   C19  C18  110.38  3.000
 4OQ  H17  C10  C9   120.05  3.000
 4OQ  H17  C10  C11  120.51  3.000
 4OQ  C9   C10  C11  119.43  3.000
 4OQ  C14  N    C2   111.09  3.000
 4OQ  C2   N    C1   118.39  3.000
 4OQ  C14  N    C1   118.55  3.000
 4OQ  H20  C    H19  108.25  3.000
 4OQ  H20  C    H18  107.39  3.000
 4OQ  H19  C    H18  108.14  3.000
 4OQ  H20  C    C1   109.79  3.000
 4OQ  H19  C    C1   110.52  3.000
 4OQ  H18  C    C1   112.60  3.000
 4OQ  C8   C9   C10  120.26  3.000
 4OQ  C8   C9   C14  119.31  3.000
 4OQ  C10  C9   C14  120.43  3.000
 4OQ  N1   C8   N2   119.68  3.000
 4OQ  N1   C8   C9   123.93  3.000
 4OQ  N2   C8   C9   116.13  3.000
 4OQ  C8   N2   C19  121.48  3.000
 4OQ  C8   N2   C15  119.19  3.000
 4OQ  C19  N2   C15  110.77  3.000
 4OQ  C18  N3   C17  111.71  3.000
 4OQ  C18  N3   C16  111.14  3.000
 4OQ  C17  N3   C16  111.84  3.000
 4OQ  C7   N1   C8   123.67  3.000
 4OQ  C6   C7   N1   118.07  3.000
 4OQ  C6   C7   C2   118.68  3.000
 4OQ  N1   C7   C2   122.95  3.000
 4OQ  H22  C6   C5   120.71  3.000
 4OQ  H22  C6   C7   119.37  3.000
 4OQ  C5   C6   C7   119.91  3.000
 4OQ  C4   C5   F    119.07  3.000
 4OQ  C4   C5   C6   122.33  3.000
 4OQ  F    C5   C6   118.60  3.000
 4OQ  H23  C4   C5   121.13  3.000
 4OQ  H23  C4   C3   120.95  3.000
 4OQ  C5   C4   C3   117.92  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
 4OQ  CONST_01  C5   C4   C3   C2      0.00   0.0  0
 4OQ  CONST_02  C6   C5   C4   C3      0.00   0.0  0
 4OQ  CONST_03  C14  C13  C12  C11     0.00   0.0  0
 4OQ  CONST_04  C9   C10  C11  C12     0.00   0.0  0
 4OQ  CONST_05  C10  C11  C12  C13     0.00   0.0  0
 4OQ  CONST_06  C4   C5   C6   C7      0.00   0.0  0
 4OQ  CONST_07  F    C5   C4   C3    180.00   0.0  0
 4OQ  CONST_08  CL   C11  C12  C13   180.00   0.0  0
 4OQ  CONST_09  C9   C10  C11  CL    180.00   0.0  0
 4OQ  CONST_10  F    C5   C6   C7    180.00   0.0  0
 4OQ  CONST_11  H23  C4   C3   C2    180.00   0.0  0
 4OQ  CONST_12  H5   C13  C12  C11   180.00   0.0  0
 4OQ  CONST_13  H17  C10  C11  C12   180.00   0.0  0
 4OQ  CONST_14  H4   C12  C13  C14   180.00   0.0  0
 4OQ  CONST_15  H3   C3   C4   C5    180.00   0.0  0
 4OQ  CONST_16  H22  C6   C5   C4    180.00   0.0  0
 4OQ  Var_01    C18  N3   C16  C15   -56.94  30.0  1
 4OQ  Var_02    C18  C19  N2   C15    56.33  30.0  1
 4OQ  Var_03    C19  C18  N3   C16    56.88  30.0  1
 4OQ  Var_04    C19  N2   C15  C16   -57.15  30.0  1
 4OQ  Var_05    N3   C18  C19  N2    -56.19  30.0  1
 4OQ  Var_06    N3   C16  C15  N2     57.08  30.0  1
 4OQ  Var_07    H10  C17  N3   C16  -176.49  30.0  3
 4OQ  Var_08    H18  C    C1   N     -64.87  30.0  3

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
 4OQ  plan-1  C15  0.020
 4OQ  plan-1  C19  0.020
 4OQ  plan-1  C9   0.020
 4OQ  plan-1  C8   0.020
 4OQ  plan-1  N2   0.020
 4OQ  plan-1  N1   0.020
 4OQ  plan-1  C7   0.020
 4OQ  plan-2  C11  0.020
 4OQ  plan-2  C12  0.020
 4OQ  plan-2  C13  0.020
 4OQ  plan-2  C14  0.020
 4OQ  plan-2  CL   0.020
 4OQ  plan-2  C10  0.020
 4OQ  plan-2  N    0.020
 4OQ  plan-2  C9   0.020
 4OQ  plan-2  C8   0.020
 4OQ  plan-2  H4   0.020
 4OQ  plan-2  H5   0.020
 4OQ  plan-2  H17  0.020
 4OQ  plan-3  C2   0.020
 4OQ  plan-3  C3   0.020
 4OQ  plan-3  N    0.020
 4OQ  plan-3  N1   0.020
 4OQ  plan-3  C7   0.020
 4OQ  plan-3  C6   0.020
 4OQ  plan-3  C5   0.020
 4OQ  plan-3  F    0.020
 4OQ  plan-3  C4   0.020
 4OQ  plan-3  H3   0.020
 4OQ  plan-3  H22  0.020
 4OQ  plan-3  H23  0.020

