# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Jul 30 14:10:13 2022
#   Inital geometry file: a 129 line input string
#   Ligand name: 1-methyl-6-(2-oxidanyl-6-oxidanylidene-cyclohexen-1-yl)carbonyl-3-phenyl-quinazoline-2,4-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1C(=O)N(C(=O)c2cc(ccc12)C(=O)C3=C(O)CCCC3=O)c4ccccc4
#
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
 9WC  9WC  "1-methyl-6-(2-oxidanyl-6-oxidanylidene-cyclohexen-1-yl)carbonyl-3-phenyl-quinazoline-2,4-dione"
  ligand  47  29  .  2022-09-16  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_9WC
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
 9WC  C10  C  CR6   0   0.023   2.2730  -3.5985  83.4092
 9WC  C13  C  CR66  0   0.440   0.2410  -2.2721  84.8221
 9WC  C15  C  CR16  0  -0.314   0.9480  -3.7679  83.0549
 9WC  C24  C  CR6   0   0.317  -3.7561  -2.7396  83.7373
 9WC  C26  C  CR16  0  -0.262  -5.6185  -1.9860  82.4341
 9WC  C28  C  CR16  0  -0.263  -5.8651  -3.8556  83.9284
 9WC  C1   C  CH2   0  -0.545   6.9956  -5.3061  82.8356
 9WC  C2   C  CH2   0  -0.469   7.1498  -4.9551  84.3045
 9WC  C3   C  CH2   0  -0.563   6.0059  -5.5589  85.0971
 9WC  C4   C  C     0   0.370   4.6417  -5.1862  84.5626
 9WC  C5   C  C     0  -0.372   4.5624  -4.7301  83.1712
 9WC  C6   C  C     0   0.445   5.6491  -4.9237  82.3289
 9WC  C9   C  C     0   0.420   3.3318  -4.2236  82.5831
 9WC  C11  C  CR16  0  -0.232   2.5756  -2.7417  84.4708
 9WC  C12  C  CR16  0  -0.335   1.5859  -2.0782  85.1613
 9WC  C14  C  CR66  0  -0.111  -0.0653  -3.1309  83.7627
 9WC  C16  C  CR6   0   0.583  -1.4555  -3.3466  83.3759
 9WC  C19  C  CR6   0   0.725  -2.0938  -1.7698  85.1695
 9WC  C25  C  CR16  0  -0.255  -4.2866  -1.8636  82.8041
 9WC  C27  C  CR16  0  -0.242  -6.4073  -2.9816  82.9951
 9WC  C29  C  CR16  0  -0.257  -4.5337  -3.7369  84.3022
 9WC  N17  N  NR6   0  -0.617  -0.7704  -1.6317  85.5073
 9WC  N18  N  NR6   0  -0.709  -2.3779  -2.6181  84.1064
 9WC  O7   O  OH1   0  -0.560   5.5655  -4.7835  81.0402
 9WC  O20  O  O     0  -0.421  -1.8102  -4.0892  82.4868
 9WC  O21  O  O     0  -0.456  -2.9876  -1.1958  85.7498
 9WC  O23  O  O     0  -0.474   3.1662  -4.2350  81.3563
 9WC  H1   H  HCR6  0   0.273   0.6787  -4.4137  82.2294
 9WC  H2   H  HCH3  0   0.290  -1.3423  -0.3667  87.0608
 9WC  H3   H  HCH3  0   0.265   0.0973  -1.3296  87.3948
 9WC  H4   H  HCH3  0   0.264   0.1874   0.0649  86.2980
 9WC  H5   H  HCR6  0   0.263  -6.0381  -1.3037  81.7068
 9WC  H6   H  HCR6  0   0.263  -6.4781  -4.6318  84.3670
 9WC  H7   H  HCH2  0   0.289   7.1173  -6.3855  82.6863
 9WC  H8   H  HCH2  0   0.290   7.7537  -4.8216  82.2172
 9WC  H9   H  HCH2  0   0.261   8.1046  -5.3253  84.6768
 9WC  H10  H  HCH2  0   0.246   7.1602  -3.8691  84.4233
 9WC  H11  H  HCH2  0   0.271   6.0752  -6.6527  85.0717
 9WC  H12  H  HCH2  0   0.276   6.0474  -5.2729  86.1495
 9WC  H13  H  HCR6  0   0.279   3.6055  -2.5557  84.7458
 9WC  H14  H  HCR6  0   0.299   1.8707  -1.4095  85.9592
 9WC  H15  H  HCR6  0   0.265  -3.6627  -1.0915  82.3720
 9WC  H16  H  HCR6  0   0.261  -7.4455  -3.0764  82.7049
 9WC  H17  H  HCR6  0   0.265  -4.1019  -4.4126  85.0294
 9WC  H18  H  HOH1  0   0.490   4.6044  -4.5876  80.8248
 9WC  C22  C  CH3   0  -0.561  -0.4338  -0.7662  86.6292
 9WC  O8   O  O     0  -0.416   3.6494  -5.3306  85.2527

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
 9WC  O7   C6   single    1.299  0.020  1.299
 9WC  O23  C9   double    1.238  0.020  1.238
 9WC  C26  C25  aromatic  1.388  0.020  1.388
 9WC  C26  C27  aromatic  1.389  0.020  1.389
 9WC  C6   C1   single    1.489  0.020  1.489
 9WC  C6   C5   double    1.388  0.020  1.388
 9WC  C25  C24  aromatic  1.386  0.020  1.386
 9WC  C1   C2   single    1.518  0.020  1.518
 9WC  O20  C16  double    1.212  0.020  1.212
 9WC  C9   C5   single    1.455  0.020  1.455
 9WC  C9   C10  single    1.481  0.020  1.481
 9WC  C27  C28  aromatic  1.389  0.020  1.389
 9WC  C5   C4   single    1.466  0.020  1.466
 9WC  C15  C10  aromatic  1.382  0.020  1.382
 9WC  C15  C14  aromatic  1.390  0.020  1.390
 9WC  C16  C14  single    1.459  0.020  1.459
 9WC  C16  N18  single    1.384  0.020  1.384
 9WC  C10  C11  aromatic  1.397  0.020  1.397
 9WC  C24  N18  single    1.432  0.020  1.432
 9WC  C24  C29  aromatic  1.385  0.020  1.385
 9WC  C14  C13  aromatic  1.398  0.020  1.398
 9WC  C2   C3   single    1.517  0.020  1.517
 9WC  N18  C19  single    1.389  0.020  1.389
 9WC  C28  C29  aromatic  1.388  0.020  1.388
 9WC  C4   C3   single    1.512  0.020  1.512
 9WC  C4   O8   double    1.217  0.020  1.217
 9WC  C11  C12  aromatic  1.377  0.020  1.377
 9WC  C13  C12  aromatic  1.401  0.020  1.401
 9WC  C13  N17  single    1.379  0.020  1.379
 9WC  C19  N17  single    1.373  0.020  1.373
 9WC  C19  O21  double    1.210  0.020  1.210
 9WC  N17  C22  single    1.456  0.020  1.456
 9WC  C15  H1   single    0.930  0.020  1.080
 9WC  C22  H2   single    0.970  0.020  1.090
 9WC  C22  H3   single    0.970  0.020  1.090
 9WC  C22  H4   single    0.970  0.020  1.090
 9WC  C26  H5   single    0.930  0.020  1.080
 9WC  C28  H6   single    0.930  0.020  1.080
 9WC  C1   H7   single    0.970  0.020  1.090
 9WC  C1   H8   single    0.970  0.020  1.090
 9WC  C2   H9   single    0.970  0.020  1.090
 9WC  C2   H10  single    0.970  0.020  1.090
 9WC  C3   H11  single    0.970  0.020  1.090
 9WC  C3   H12  single    0.970  0.020  1.090
 9WC  C11  H13  single    0.930  0.020  1.080
 9WC  C12  H14  single    0.930  0.020  1.080
 9WC  C25  H15  single    0.930  0.020  1.080
 9WC  C27  H16  single    0.930  0.020  1.080
 9WC  C29  H17  single    0.930  0.020  1.080
 9WC  O7   H18  single    0.850  0.020  0.980

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
 9WC  C11  C10  C9   121.85  3.000
 9WC  C11  C10  C15  118.53  3.000
 9WC  C9   C10  C15  119.38  3.000
 9WC  N17  C13  C14  120.08  3.000
 9WC  N17  C13  C12  121.30  3.000
 9WC  C14  C13  C12  118.63  3.000
 9WC  H1   C15  C14  118.71  3.000
 9WC  H1   C15  C10  120.49  3.000
 9WC  C14  C15  C10  120.79  3.000
 9WC  N18  C24  C29  119.76  3.000
 9WC  C29  C24  C25  120.99  3.000
 9WC  N18  C24  C25  119.24  3.000
 9WC  H5   C26  C27  120.22  3.000
 9WC  H5   C26  C25  119.73  3.000
 9WC  C27  C26  C25  120.05  3.000
 9WC  H6   C28  C29  119.71  3.000
 9WC  H6   C28  C27  120.18  3.000
 9WC  C29  C28  C27  120.11  3.000
 9WC  H8   C1   H7   106.42  3.000
 9WC  H8   C1   C6   108.74  3.000
 9WC  H7   C1   C6   107.87  3.000
 9WC  H8   C1   C2   112.02  3.000
 9WC  H7   C1   C2   110.37  3.000
 9WC  C6   C1   C2   111.21  3.000
 9WC  H10  C2   H9   106.99  3.000
 9WC  H10  C2   C3   110.24  3.000
 9WC  H9   C2   C3   110.31  3.000
 9WC  H10  C2   C1   109.63  3.000
 9WC  H9   C2   C1   109.94  3.000
 9WC  C3   C2   C1   109.69  3.000
 9WC  H12  C3   H11  106.34  3.000
 9WC  H12  C3   C4   108.10  3.000
 9WC  H11  C3   C4   107.15  3.000
 9WC  H12  C3   C2   111.76  3.000
 9WC  H11  C3   C2   109.71  3.000
 9WC  C4   C3   C2   113.43  3.000
 9WC  O8   C4   C5   122.05  3.000
 9WC  O8   C4   C3   120.39  3.000
 9WC  C5   C4   C3   117.45  3.000
 9WC  C9   C5   C6   117.73  3.000
 9WC  C9   C5   C4   122.52  3.000
 9WC  C6   C5   C4   119.34  3.000
 9WC  O7   C6   C5   122.44  3.000
 9WC  C5   C6   C1   122.49  3.000
 9WC  O7   C6   C1   115.06  3.000
 9WC  O23  C9   C5   120.70  3.000
 9WC  C5   C9   C10  121.74  3.000
 9WC  O23  C9   C10  117.45  3.000
 9WC  H13  C11  C12  118.28  3.000
 9WC  H13  C11  C10  120.30  3.000
 9WC  C12  C11  C10  121.38  3.000
 9WC  H14  C12  C11  118.66  3.000
 9WC  H14  C12  C13  121.21  3.000
 9WC  C11  C12  C13  120.13  3.000
 9WC  C16  C14  C15  119.45  3.000
 9WC  C16  C14  C13  120.03  3.000
 9WC  C15  C14  C13  120.51  3.000
 9WC  O20  C16  N18  120.99  3.000
 9WC  N18  C16  C14  114.67  3.000
 9WC  O20  C16  C14  124.34  3.000
 9WC  O21  C19  N18  120.36  3.000
 9WC  O21  C19  N17  123.10  3.000
 9WC  N18  C19  N17  116.54  3.000
 9WC  H15  C25  C26  120.64  3.000
 9WC  H15  C25  C24  119.94  3.000
 9WC  C26  C25  C24  119.43  3.000
 9WC  H16  C27  C28  119.97  3.000
 9WC  H16  C27  C26  119.97  3.000
 9WC  C28  C27  C26  120.06  3.000
 9WC  H17  C29  C28  120.68  3.000
 9WC  H17  C29  C24  119.96  3.000
 9WC  C28  C29  C24  119.36  3.000
 9WC  C19  N17  C22  118.17  3.000
 9WC  C22  N17  C13  119.28  3.000
 9WC  C19  N17  C13  122.54  3.000
 9WC  C19  N18  C16  126.09  3.000
 9WC  C19  N18  C24  116.48  3.000
 9WC  C16  N18  C24  117.44  3.000
 9WC  H18  O7   C6   107.19  3.000
 9WC  H4   C22  H3   109.30  3.000
 9WC  H4   C22  H2   108.56  3.000
 9WC  H3   C22  H2   108.66  3.000
 9WC  H4   C22  N17  110.55  3.000
 9WC  H3   C22  N17  110.30  3.000
 9WC  H2   C22  N17  109.42  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
 9WC  CONST_01  C13  C14  C15  C10     0.00   0.0  0
 9WC  CONST_02  C13  C12  C11  C10     0.00   0.0  0
 9WC  CONST_03  C12  C11  C10  C15     0.00   0.0  0
 9WC  CONST_04  C12  C13  C14  C15     0.00   0.0  0
 9WC  CONST_05  C27  C26  C25  C24     0.00   0.0  0
 9WC  CONST_06  C14  C16  N18  C24   180.00   0.0  0
 9WC  CONST_07  C27  C28  C29  C24     0.00   0.0  0
 9WC  CONST_08  C29  C24  C25  C26     0.00   0.0  0
 9WC  CONST_09  C29  C28  C27  C26     0.00   0.0  0
 9WC  CONST_10  C25  C26  C27  C28     0.00   0.0  0
 9WC  CONST_11  C25  C24  C29  C28     0.00   0.0  0
 9WC  CONST_12  C14  C15  C10  C11     0.00   0.0  0
 9WC  CONST_13  C14  C13  C12  C11     0.00   0.0  0
 9WC  CONST_14  N18  C24  C25  C26   180.00   0.0  0
 9WC  CONST_15  N18  C24  C29  C28   180.00   0.0  0
 9WC  CONST_16  N18  C19  N17  C13     0.00   0.0  0
 9WC  CONST_17  N17  C19  N18  C24   180.00   0.0  0
 9WC  CONST_18  C19  N18  C16  C14     0.00   0.0  0
 9WC  CONST_19  N17  C19  N18  C16     0.00   0.0  0
 9WC  CONST_20  O20  C16  N18  C24     0.00   0.0  0
 9WC  CONST_21  C14  C15  C10  C9    180.00   0.0  0
 9WC  CONST_22  C12  C11  C10  C9    180.00   0.0  0
 9WC  CONST_23  O20  C16  N18  C19   180.00   0.0  0
 9WC  CONST_24  O21  C19  N17  C13   180.00   0.0  0
 9WC  CONST_25  N18  C19  N17  C22   180.00   0.0  0
 9WC  CONST_26  O21  C19  N18  C24     0.00   0.0  0
 9WC  CONST_27  O21  C19  N18  C16   180.00   0.0  0
 9WC  CONST_28  H14  C12  C11  C10   180.00   0.0  0
 9WC  CONST_29  H1   C15  C14  C13   180.00   0.0  0
 9WC  CONST_30  H13  C11  C12  C13   180.00   0.0  0
 9WC  CONST_31  H13  C11  C10  C15   180.00   0.0  0
 9WC  CONST_32  H5   C26  C25  C24   180.00   0.0  0
 9WC  CONST_33  H6   C28  C29  C24   180.00   0.0  0
 9WC  CONST_34  H6   C28  C27  C26   180.00   0.0  0
 9WC  CONST_35  H5   C26  C27  C28   180.00   0.0  0
 9WC  CONST_36  H1   C15  C10  C11   180.00   0.0  0
 9WC  CONST_37  H14  C12  C13  C14   180.00   0.0  0
 9WC  CONST_38  H1   C15  C14  C16     0.00   0.0  0
 9WC  CONST_39  H16  C27  C26  C25   180.00   0.0  0
 9WC  CONST_40  H17  C29  C24  C25   180.00   0.0  0
 9WC  CONST_41  H15  C25  C26  C27   180.00   0.0  0
 9WC  CONST_42  H17  C29  C28  C27   180.00   0.0  0
 9WC  CONST_43  H15  C25  C24  C29   180.00   0.0  0
 9WC  CONST_44  H16  C27  C28  C29   180.00   0.0  0
 9WC  CONST_45  H14  C12  C13  N17     0.00   0.0  0
 9WC  CONST_46  H15  C25  C24  N18     0.00   0.0  0
 9WC  CONST_47  H17  C29  C24  N18     0.00   0.0  0
 9WC  CONST_48  O21  C19  N17  C22     0.00   0.0  0
 9WC  Var_01    C4   C5   C6   C1    -13.48  30.0  1
 9WC  Var_02    C4   C3   C2   C1    -53.76  30.0  1
 9WC  Var_03    C5   C6   C1   C2    -20.98  30.0  1
 9WC  Var_04    C5   C4   C3   C2     20.64  30.0  1
 9WC  Var_05    C6   C1   C2   C3     53.35  30.0  1
 9WC  Var_06    C6   C5   C4   C3     13.60  30.0  1
 9WC  Var_07    C25  C24  N18  C16   -90.55  30.0  2
 9WC  Var_08    C29  C24  N18  C16    88.65  30.0  2
 9WC  Var_09    C25  C24  N18  C19    89.24  30.0  2
 9WC  Var_10    C29  C24  N18  C19   -91.55  30.0  2
 9WC  Var_11    C6   C5   C9   C10  -161.01  30.0  2
 9WC  Var_12    C4   C5   C9   C10    26.45  30.0  2
 9WC  Var_13    C5   C9   C10  C15  -145.92  30.0  2
 9WC  Var_14    C9   C5   C6   C1    173.73  30.0  1
 9WC  Var_15    O7   C6   C1   C2    158.97  30.0  1
 9WC  Var_16    O8   C4   C3   C2   -163.02  30.0  1
 9WC  Var_17    C9   C5   C4   C3   -173.98  30.0  1
 9WC  Var_18    O7   C6   C5   C4    166.56  30.0  1
 9WC  Var_19    C11  C10  C9   C5     39.89  30.0  2
 9WC  Var_20    O8   C4   C5   C6   -162.68  30.0  1
 9WC  Var_21    H11  C3   C2   C1     66.02  30.0  1
 9WC  Var_22    H12  C3   C2   C1   -176.28  30.0  1
 9WC  Var_23    H7   C1   C2   C3    -66.34  30.0  1
 9WC  Var_24    H8   C1   C2   C3    175.27  30.0  1
 9WC  Var_25    H9   C2   C3   C4   -175.00  30.0  1
 9WC  Var_26    H10  C2   C3   C4     67.06  30.0  1
 9WC  Var_27    H7   C1   C6   C5    100.18  30.0  1
 9WC  Var_28    H8   C1   C6   C5   -144.80  30.0  1
 9WC  Var_29    H11  C3   C4   C5   -100.59  30.0  1
 9WC  Var_30    H12  C3   C4   C5    145.16  30.0  1
 9WC  Var_31    H9   C2   C1   C6    174.81  30.0  1
 9WC  Var_32    H10  C2   C1   C6    -67.83  30.0  1
 9WC  Var_33    O23  C9   C10  C15    37.97  30.0  2
 9WC  Var_34    O23  C9   C5   C4   -157.57  30.0  1
 9WC  Var_35    O23  C9   C5   C6     14.97  30.0  1
 9WC  Var_36    O7   C6   C5   C9     -6.23  30.0  1
 9WC  Var_37    O8   C4   C5   C9      9.74  30.0  1
 9WC  Var_38    O23  C9   C10  C11  -136.22  30.0  2
 9WC  Var_39    H2   C22  N17  C13  -178.74  30.0  3
 9WC  Var_40    H3   C22  N17  C13   -59.25  30.0  3
 9WC  Var_41    H4   C22  N17  C13    61.75  30.0  3
 9WC  Var_42    H2   C22  N17  C19     1.63  30.0  3
 9WC  Var_43    H3   C22  N17  C19   121.12  30.0  3
 9WC  Var_44    H4   C22  N17  C19  -117.88  30.0  3
 9WC  Var_45    H7   C1   C6   O7    -79.86  30.0  1
 9WC  Var_46    H8   C1   C6   O7     35.16  30.0  1
 9WC  Var_47    H11  C3   C4   O8     75.76  30.0  1
 9WC  Var_48    H12  C3   C4   O8    -38.49  30.0  1

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
 9WC  plan-1  C24  0.020
 9WC  plan-1  C26  0.020
 9WC  plan-1  C28  0.020
 9WC  plan-1  C25  0.020
 9WC  plan-1  C27  0.020
 9WC  plan-1  C29  0.020
 9WC  plan-1  N18  0.020
 9WC  plan-1  H5   0.020
 9WC  plan-1  H6   0.020
 9WC  plan-1  H15  0.020
 9WC  plan-1  H16  0.020
 9WC  plan-1  H17  0.020
 9WC  plan-2  C3   0.020
 9WC  plan-2  C4   0.020
 9WC  plan-2  C5   0.020
 9WC  plan-2  O8   0.020
 9WC  plan-3  C10  0.020
 9WC  plan-3  C5   0.020
 9WC  plan-3  C9   0.020
 9WC  plan-3  O23  0.020
 9WC  plan-4  C10  0.020
 9WC  plan-4  C13  0.020
 9WC  plan-4  C15  0.020
 9WC  plan-4  C24  0.020
 9WC  plan-4  C9   0.020
 9WC  plan-4  C11  0.020
 9WC  plan-4  C12  0.020
 9WC  plan-4  C14  0.020
 9WC  plan-4  C16  0.020
 9WC  plan-4  C19  0.020
 9WC  plan-4  N17  0.020
 9WC  plan-4  N18  0.020
 9WC  plan-4  O20  0.020
 9WC  plan-4  O21  0.020
 9WC  plan-4  H1   0.020
 9WC  plan-4  H13  0.020
 9WC  plan-4  H14  0.020
 9WC  plan-4  C22  0.020

