# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 31 15:50:54 2020
#   Inital geometry file: a 130 line input string
#   Ligand name: methyl 4-(2-fluoro-3-{[(6-methylpyridin-3-yl)carbamoyl]amino}benzyl)piperazine-1-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)N1CCN(CC1)Cc2cccc(NC(=O)Nc3ccc(C)nc3)c2F
#
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
 2OW  2OW  'methyl 4-(2-fluoro-3-{[(6-methylpyridin-3-yl)carbamoyl]amino}benzyl)piperazine-1-carboxylate'  ligand  53  29  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_2OW
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
 2OW  C10  C  CR6   0  -0.135    1.0944  -0.7197  -0.1827
 2OW  C13  C  CR16  0  -0.297   -1.0712  -0.9880   1.5857
 2OW  C20  C  CR16  0  -0.166   -6.8419   1.4481  -0.7792
 2OW  C22  C  CR6   0   0.221   -8.7768   0.2739  -0.4417
 2OW  C24  C  CR16  0  -0.328   -8.0529  -0.7783   0.1030
 2OW  C26  C  CR6   0   0.476   -0.1392  -0.1503  -0.4418
 2OW  C28  C  CH2   0  -0.286    3.8654   0.4377   0.2722
 2OW  C01  C  CH3   0  -0.409    8.8459   2.0787   0.9296
 2OW  O02  O  O2    0  -0.481    7.5910   1.4082   0.9179
 2OW  O04  O  O     0  -0.531    8.3318   0.0741  -0.7259
 2OW  N05  N  NT    0  -0.493    6.2234  -0.1492   0.0934
 2OW  C06  C  CH2   0  -0.305    5.8885  -1.2734  -0.7581
 2OW  C07  C  CH2   0  -0.280    4.5768  -1.0169  -1.4771
 2OW  N08  N  NT    0  -0.431    3.5239  -0.7269  -0.5233
 2OW  C09  C  CH2   0  -0.297    2.2347  -0.5886  -1.1637
 2OW  C11  C  CR16  0  -0.283    1.2175  -1.4617   0.9886
 2OW  C12  C  CR16  0  -0.257    0.1464  -1.5925   1.8587
 2OW  C14  C  CR6   0   0.206   -1.2337  -0.2581   0.4121
 2OW  N15  N  NH1   0  -0.784   -2.4211   0.3978   0.0741
 2OW  C16  C  C     0   0.735   -3.6684  -0.1534   0.2097
 2OW  O17  O  O     0  -0.493   -3.8631  -1.2635   0.6690
 2OW  N18  N  NH1   0  -0.789   -4.6607   0.6846  -0.2176
 2OW  C19  C  CR6   0   0.285   -6.0302   0.4408  -0.2474
 2OW  N21  N  N     0  -0.410   -8.1550   1.3713  -0.8730
 2OW  C25  C  CR16  0  -0.204   -6.6723  -0.7080   0.2071
 2OW  F27  F  F     0  -0.309   -0.3059   0.5568  -1.5765
 2OW  C29  C  CH2   0  -0.305    5.1677   0.2156   1.0205
 2OW  H1   H  HCR6  0   0.274   -1.8874  -1.0759   2.2869
 2OW  H2   H  HCR6  0   0.268   -6.3839   2.3643  -1.1432
 2OW  H3   H  HCR6  0   0.265   -8.5660  -1.6634   0.4553
 2OW  H4   H  HCH2  0   0.209    3.9479   1.3438  -0.3523
 2OW  H5   H  HCH2  0   0.251    3.0773   0.6203   1.0055
 2OW  H6   H  HCH3  0   0.246    8.7728   2.8278   1.7129
 2OW  H7   H  HCH3  0   0.233    9.6663   1.3993   1.1601
 2OW  H8   H  HCH3  0   0.233    9.0482   2.5742  -0.0199
 2OW  H9   H  HCH2  0   0.266    6.6802  -1.4350  -1.4844
 2OW  H10  H  HCH2  0   0.237    5.8005  -2.1795  -0.1486
 2OW  H11  H  HCH2  0   0.202    4.7157  -0.1967  -2.2016
 2OW  H12  H  HCH2  0   0.247    4.3097  -1.9111  -2.0439
 2OW  H14  H  HCH2  0   0.267    2.1378  -1.3855  -1.9078
 2OW  H15  H  HCH2  0   0.225    2.1578   0.3567  -1.7214
 2OW  H16  H  HCR6  0   0.260    2.1698  -1.9216   1.2161
 2OW  H17  H  HCR6  0   0.259    0.2616  -2.1622   2.7711
 2OW  H18  H  HNH1  0   0.412   -2.3312   1.2503  -0.4569
 2OW  H19  H  HNH1  0   0.414   -4.3853   1.5888  -0.5718
 2OW  H20  H  HCH3  0   0.248  -10.5673   0.2419  -1.6240
 2OW  H21  H  HCH3  0   0.242  -10.6826  -0.6695  -0.1194
 2OW  H22  H  HCH3  0   0.247  -10.7294   1.0946  -0.0974
 2OW  H23  H  HCR6  0   0.290   -6.1261  -1.5317   0.6353
 2OW  H24  H  HCH2  0   0.271    5.4262   1.1166   1.5673
 2OW  H25  H  HCH2  0   0.238    5.0318  -0.5916   1.7483
 2OW  C23  C  CH3   0  -0.714  -10.2684   0.2287  -0.5742
 2OW  C03  C  C     0   0.759    7.4464   0.4150   0.0362

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
 2OW  C23  C22  single    1.498  0.020  1.498
 2OW  C24  C22  aromatic  1.389  0.020  1.389
 2OW  C24  C25  aromatic  1.386  0.020  1.386
 2OW  C22  N21  aromatic  1.333  0.020  1.333
 2OW  C25  C19  aromatic  1.392  0.020  1.392
 2OW  N21  C20  aromatic  1.319  0.020  1.319
 2OW  C19  C20  aromatic  1.399  0.020  1.399
 2OW  C19  N18  single    1.391  0.020  1.391
 2OW  N18  C16  single    1.367  0.020  1.367
 2OW  C16  N15  single    1.370  0.020  1.370
 2OW  C16  O17  double    1.217  0.020  1.217
 2OW  N15  C14  single    1.398  0.020  1.398
 2OW  C14  C13  aromatic  1.392  0.020  1.392
 2OW  C14  C26  aromatic  1.392  0.020  1.392
 2OW  F27  C26  single    1.347  0.020  1.347
 2OW  C13  C12  aromatic  1.387  0.020  1.387
 2OW  C26  C10  aromatic  1.383  0.020  1.383
 2OW  C12  C11  aromatic  1.386  0.020  1.386
 2OW  C10  C11  aromatic  1.392  0.020  1.392
 2OW  C10  C09  single    1.510  0.020  1.510
 2OW  C09  N08  single    1.446  0.020  1.446
 2OW  C07  N08  single    1.450  0.020  1.450
 2OW  C07  C06  single    1.518  0.020  1.518
 2OW  N08  C28  single    1.451  0.020  1.451
 2OW  C28  C29  single    1.518  0.020  1.518
 2OW  C06  N05  single    1.450  0.020  1.450
 2OW  C29  N05  single    1.452  0.020  1.452
 2OW  N05  C03  single    1.348  0.020  1.348
 2OW  O02  C03  single    1.336  0.020  1.336
 2OW  O02  C01  single    1.423  0.020  1.423
 2OW  C03  O04  double    1.217  0.020  1.217
 2OW  C13  H1   single    0.930  0.020  1.080
 2OW  C20  H2   single    0.930  0.020  1.080
 2OW  C24  H3   single    0.930  0.020  1.080
 2OW  C28  H4   single    0.970  0.020  1.090
 2OW  C28  H5   single    0.970  0.020  1.090
 2OW  C01  H6   single    0.970  0.020  1.090
 2OW  C01  H7   single    0.970  0.020  1.090
 2OW  C01  H8   single    0.970  0.020  1.090
 2OW  C06  H9   single    0.970  0.020  1.090
 2OW  C06  H10  single    0.970  0.020  1.090
 2OW  C07  H11  single    0.970  0.020  1.090
 2OW  C07  H12  single    0.970  0.020  1.090
 2OW  C09  H14  single    0.970  0.020  1.090
 2OW  C09  H15  single    0.970  0.020  1.090
 2OW  C11  H16  single    0.930  0.020  1.080
 2OW  C12  H17  single    0.930  0.020  1.080
 2OW  N15  H18  single    0.860  0.020  1.020
 2OW  N18  H19  single    0.860  0.020  1.020
 2OW  C23  H20  single    0.970  0.020  1.090
 2OW  C23  H21  single    0.970  0.020  1.090
 2OW  C23  H22  single    0.970  0.020  1.090
 2OW  C25  H23  single    0.930  0.020  1.080
 2OW  C29  H24  single    0.970  0.020  1.090
 2OW  C29  H25  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
 2OW  C11  C10  C09  121.75  3.000
 2OW  C09  C10  C26  121.08  3.000
 2OW  C11  C10  C26  117.12  3.000
 2OW  H1   C13  C14  120.14  3.000
 2OW  H1   C13  C12  120.04  3.000
 2OW  C14  C13  C12  119.81  3.000
 2OW  H2   C20  N21  116.42  3.000
 2OW  H2   C20  C19  119.33  3.000
 2OW  N21  C20  C19  124.26  3.000
 2OW  C23  C22  N21  117.43  3.000
 2OW  N21  C22  C24  120.51  3.000
 2OW  C23  C22  C24  122.06  3.000
 2OW  H3   C24  C25  119.30  3.000
 2OW  H3   C24  C22  120.02  3.000
 2OW  C25  C24  C22  120.68  3.000
 2OW  F27  C26  C14  117.38  3.000
 2OW  F27  C26  C10  118.95  3.000
 2OW  C14  C26  C10  123.67  3.000
 2OW  H5   C28  H4   107.26  3.000
 2OW  H5   C28  C29  108.22  3.000
 2OW  H4   C28  C29  109.57  3.000
 2OW  H5   C28  N08  109.42  3.000
 2OW  H4   C28  N08  111.49  3.000
 2OW  C29  C28  N08  110.77  3.000
 2OW  H8   C01  H7   109.14  3.000
 2OW  H8   C01  H6   109.09  3.000
 2OW  H7   C01  H6   109.15  3.000
 2OW  H8   C01  O02  111.76  3.000
 2OW  H7   C01  O02  111.83  3.000
 2OW  H6   C01  O02  105.76  3.000
 2OW  C03  O02  C01  116.82  3.000
 2OW  C29  N05  C06  113.71  3.000
 2OW  C29  N05  C03  125.57  3.000
 2OW  C06  N05  C03  120.62  3.000
 2OW  H10  C06  H9   107.91  3.000
 2OW  H10  C06  C07  109.51  3.000
 2OW  H9   C06  C07  109.77  3.000
 2OW  H10  C06  N05  109.46  3.000
 2OW  H9   C06  N05  109.86  3.000
 2OW  C07  C06  N05  110.29  3.000
 2OW  H12  C07  H11  107.38  3.000
 2OW  H12  C07  N08  109.12  3.000
 2OW  H11  C07  N08  112.01  3.000
 2OW  H12  C07  C06  108.60  3.000
 2OW  H11  C07  C06  109.15  3.000
 2OW  N08  C07  C06  110.48  3.000
 2OW  C09  N08  C07  112.04  3.000
 2OW  C07  N08  C28  110.50  3.000
 2OW  C09  N08  C28  112.08  3.000
 2OW  H15  C09  H14  105.94  3.000
 2OW  H15  C09  N08  111.65  3.000
 2OW  H14  C09  N08  108.08  3.000
 2OW  H15  C09  C10  110.56  3.000
 2OW  H14  C09  C10  108.16  3.000
 2OW  N08  C09  C10  112.17  3.000
 2OW  H16  C11  C12  120.54  3.000
 2OW  H16  C11  C10  118.78  3.000
 2OW  C12  C11  C10  120.67  3.000
 2OW  H17  C12  C11  119.79  3.000
 2OW  H17  C12  C13  119.28  3.000
 2OW  C11  C12  C13  120.92  3.000
 2OW  N15  C14  C26  118.89  3.000
 2OW  C26  C14  C13  117.78  3.000
 2OW  N15  C14  C13  123.31  3.000
 2OW  H18  N15  C16  118.24  3.000
 2OW  H18  N15  C14  116.63  3.000
 2OW  C16  N15  C14  124.09  3.000
 2OW  N18  C16  O17  124.11  3.000
 2OW  O17  C16  N15  123.35  3.000
 2OW  N18  C16  N15  112.53  3.000
 2OW  H19  N18  C19  114.71  3.000
 2OW  H19  N18  C16  117.43  3.000
 2OW  C19  N18  C16  127.85  3.000
 2OW  C25  C19  N18  126.26  3.000
 2OW  N18  C19  C20  116.94  3.000
 2OW  C25  C19  C20  116.79  3.000
 2OW  C22  N21  C20  119.30  3.000
 2OW  H23  C25  C19  121.80  3.000
 2OW  H23  C25  C24  119.74  3.000
 2OW  C19  C25  C24  118.46  3.000
 2OW  H25  C29  H24  107.86  3.000
 2OW  H25  C29  N05  109.23  3.000
 2OW  H24  C29  N05  110.93  3.000
 2OW  H25  C29  C28  109.20  3.000
 2OW  H24  C29  C28  109.34  3.000
 2OW  N05  C29  C28  110.23  3.000
 2OW  H22  C23  H21  108.16  3.000
 2OW  H22  C23  H20  107.16  3.000
 2OW  H21  C23  H20  107.91  3.000
 2OW  H22  C23  C22  110.99  3.000
 2OW  H21  C23  C22  111.52  3.000
 2OW  H20  C23  C22  110.93  3.000
 2OW  N05  C03  O04  124.70  3.000
 2OW  O04  C03  O02  122.88  3.000
 2OW  N05  C03  O02  112.42  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
 2OW  CONST_01  C13  C14  C26  C10     0.00   0.0  0
 2OW  CONST_02  C13  C12  C11  C10     0.00   0.0  0
 2OW  CONST_03  C24  C22  N21  C20     0.00   0.0  0
 2OW  CONST_04  C24  C25  C19  C20     0.00   0.0  0
 2OW  CONST_05  C19  C25  C24  C22     0.00   0.0  0
 2OW  CONST_06  C19  C20  N21  C22     0.00   0.0  0
 2OW  CONST_07  C12  C13  C14  C26     0.00   0.0  0
 2OW  CONST_08  C12  C11  C10  C26     0.00   0.0  0
 2OW  CONST_09  C14  C13  C12  C11     0.00   0.0  0
 2OW  CONST_10  C14  C26  C10  C11     0.00   0.0  0
 2OW  CONST_11  C25  C24  C22  N21     0.00   0.0  0
 2OW  CONST_12  C25  C19  C20  N21     0.00   0.0  0
 2OW  CONST_13  N15  C14  C26  C10   180.00   0.0  0
 2OW  CONST_14  F27  C26  C14  C13   180.00   0.0  0
 2OW  CONST_15  C23  C22  N21  C20   180.00   0.0  0
 2OW  CONST_16  N18  C19  C25  C24   180.00   0.0  0
 2OW  CONST_17  C14  C26  C10  C09   180.00   0.0  0
 2OW  CONST_18  C12  C11  C10  C09   180.00   0.0  0
 2OW  CONST_19  F27  C26  C10  C11   180.00   0.0  0
 2OW  CONST_20  N15  C14  C13  C12   180.00   0.0  0
 2OW  CONST_21  N21  C20  C19  N18   180.00   0.0  0
 2OW  CONST_22  C25  C24  C22  C23   180.00   0.0  0
 2OW  CONST_23  H17  C12  C11  C10   180.00   0.0  0
 2OW  CONST_24  H16  C11  C12  C13   180.00   0.0  0
 2OW  CONST_25  H23  C25  C19  C20   180.00   0.0  0
 2OW  CONST_26  H2   C20  N21  C22   180.00   0.0  0
 2OW  CONST_27  H1   C13  C14  C26   180.00   0.0  0
 2OW  CONST_28  H3   C24  C25  C19   180.00   0.0  0
 2OW  CONST_30  C16  N18  C19  C20   180.00   0.0  0
 2OW  CONST_32  C25  C19  N18  C16     0.00   0.0  0
 2OW  CONST_34  H19  N18  C19  C20     0.00   0.0  0
 2OW  CONST_35  O17  C16  N15  C14     0.00   0.0  0
 2OW  CONST_36  C19  N18  C16  O17     0.00   0.0  0
 2OW  CONST_37  N18  C16  N15  C14   180.00   0.0  0
 2OW  CONST_38  C19  N18  C16  N15   180.00   0.0  0
 2OW  Var_01    C06  C07  N08  C28    59.15  30.0  1
 2OW  Var_02    C06  N05  C29  C28   -53.31  30.0  1
 2OW  Var_03    N08  C07  C06  N05   -55.71  30.0  1
 2OW  Var_04    N08  C28  C29  N05    54.99  30.0  1
 2OW  Var_05    C29  C28  N08  C07   -58.92  30.0  1
 2OW  Var_06    C29  N05  C06  C07    53.74  30.0  1
 2OW  Var_07    C07  N08  C09  C10   162.09  30.0  3
 2OW  Var_08    N08  C09  C10  C26   155.66  30.0  2
 2OW  Var_09    H20  C23  C22  C24  -115.40  30.0  2
 2OW  Var_10    N05  C03  O02  C01  -179.47  30.0  3
 2OW  Var_11    H6   C01  O02  C03  -179.02  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
 2OW  plan-1  C20  0.020
 2OW  plan-1  C22  0.020
 2OW  plan-1  C24  0.020
 2OW  plan-1  N18  0.020
 2OW  plan-1  C19  0.020
 2OW  plan-1  N21  0.020
 2OW  plan-1  C25  0.020
 2OW  plan-1  H2   0.020
 2OW  plan-1  H3   0.020
 2OW  plan-1  H23  0.020
 2OW  plan-1  C23  0.020
 2OW  plan-2  O02  0.020
 2OW  plan-2  O04  0.020
 2OW  plan-2  N05  0.020
 2OW  plan-2  C03  0.020
 2OW  plan-3  C10  0.020
 2OW  plan-3  C13  0.020
 2OW  plan-3  C26  0.020
 2OW  plan-3  C09  0.020
 2OW  plan-3  C11  0.020
 2OW  plan-3  C12  0.020
 2OW  plan-3  C14  0.020
 2OW  plan-3  N15  0.020
 2OW  plan-3  F27  0.020
 2OW  plan-3  H1   0.020
 2OW  plan-3  H16  0.020
 2OW  plan-3  H17  0.020
 2OW  plan-4  C14  0.020
 2OW  plan-4  N15  0.020
 2OW  plan-4  C16  0.020
 2OW  plan-4  O17  0.020
 2OW  plan-4  N18  0.020
 2OW  plan-4  C19  0.020
 2OW  plan-4  H18  0.020
 2OW  plan-4  H19  0.020

