# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  8 01:33:00 2020
#   Inital geometry file: a 148 line input string
#   Ligand name: 2-(3-{(2-chloro-4-fluorophenyl)[1-(2-chlorophenyl)-6-oxo-1,6-dihydropyridazin-3-yl]amino}propyl)-1H-isoindole-1,3(2H)-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1ccc(N(CCCN2C(=O)c3ccccc3C2=O)C4=NN(C(=O)C=C4)c5ccccc5Cl)c(Cl)c1
#
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
 222  222  2-(3-{(2-chloro-4-fluorophenyl)[1-(2-chlorophenyl)-6-oxo-1,6-dihydropyridazin-3-yl]amino}propyl)-1H-isoindole-1,3(2H)-dione  ligand  56  37  .  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_222
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
 222  C13   C   CR6   0   0.527  -1.4288  -2.5441   0.7480
 222  C1    C   CR16  0  -0.276  -2.3442   0.1440  -0.5242
 222  C2    C   CR6   0   0.425  -2.7016  -0.4955   0.6530
 222  C3    C   CR6   0  -0.073  -3.9713  -0.2933   1.1837
 222  C4    C   CR16  0  -0.212  -4.8764   0.5369   0.5436
 222  C5    C   CR16  0  -0.245  -4.5119   1.1659  -0.6362
 222  C6    C   CR16  0  -0.257  -3.2465   0.9728  -1.1714
 222  C14   C   CR16  0  -0.346  -0.4610  -3.2872   1.5323
 222  N11   N   NR6   0  -0.468  -1.7720  -1.3412   1.3117
 222  CL1   CL  CL    0  -0.096  -4.4393  -1.0780   2.6479
 222  C15   C   CR16  0  -0.247  -0.0240  -2.8302   2.7168
 222  C16   C   CR6   0   0.479  -0.5402  -1.5797   3.2034
 222  N17   N   N     0  -0.297  -1.3592  -0.8693   2.5005
 222  O18   O   OC    0  -0.494  -1.9017  -2.9243  -0.3164
 222  N21   N   NT    0  -0.555  -0.1713  -1.0856   4.4308
 222  C22   C   CH2   0  -0.320  -0.8854   0.0725   4.9544
 222  C23   C   CR6   0   0.270   0.5584  -1.8864   5.3322
 222  C33   C   CR16  0  -0.249   1.9122  -1.6569   5.5436
 222  C34   C   CR16  0  -0.411   2.6396  -2.4129   6.4494
 222  C35   C   CR6   0   0.543   1.9847  -3.4130   7.1403
 222  C36   C   CR16  0  -0.381   0.6402  -3.6812   6.9648
 222  C37   C   CR6   0  -0.037  -0.0623  -2.9037   6.0598
 222  CL2   CL  CL    0  -0.085  -1.7424  -3.2028   5.8163
 222  F42   F   F     0  -0.305   2.6715  -4.1578   8.0130
 222  C24   C   CH2   0  -0.429  -0.3150   1.3911   4.4499
 222  C27   C   CH2   0  -0.335  -1.1639   2.5910   4.8489
 222  N30   N   NR5   0  -0.590  -2.3999   2.7072   4.0963
 222  C43   C   CR5   0   0.577  -3.6438   2.2842   4.5388
 222  C44   C   CR56  0  -0.029  -4.6129   2.6950   3.4951
 222  C45   C   CR56  0  -0.020  -3.9131   3.3475   2.4947
 222  C46   C   CR5   0   0.579  -2.4797   3.3473   2.8683
 222  C47   C   CR16  0  -0.293  -5.9825   2.5509   3.4449
 222  C48   C   CR16  0  -0.248  -6.6402   3.1056   2.3480
 222  C49   C   CR16  0  -0.240  -5.9370   3.7693   1.3469
 222  C50   C   CR16  0  -0.288  -4.5503   3.8955   1.4032
 222  O55   O   O     0  -0.405  -3.8616   1.7175   5.5803
 222  O56   O   O     0  -0.405  -1.5463   3.8170   2.2676
 222  H4    H   HCR6  0   0.282  -5.8592   0.6906   0.9665
 222  H5    H   HCR6  0   0.270  -5.2207   1.8150  -1.1317
 222  H6    H   HCR6  0   0.267  -2.9594   1.4679  -2.0888
 222  H14   H   HCR6  0   0.296  -0.1107  -4.2276   1.1293
 222  H15   H   HCR6  0   0.301   0.7001  -3.3929   3.2901
 222  H221  H   HCH2  0   0.254  -1.9401  -0.0245   4.6903
 222  H222  H   HCH2  0   0.262  -0.8241   0.0385   6.0429
 222  H33   H   HCR6  0   0.284   2.4005  -0.8722   4.9813
 222  H34   H   HCR6  0   0.293   3.6931  -2.2288   6.6102
 222  H36   H   HCR6  0   0.307   0.1565  -4.4723   7.5215
 222  H241  H   HCH2  0   0.242   0.6857   1.5353   4.8645
 222  H242  H   HCH2  0   0.252  -0.2069   1.3663   3.3649
 222  H271  H   HCH2  0   0.268  -1.4224   2.5510   5.9075
 222  H272  H   HCH2  0   0.277  -0.5976   3.5095   4.6979
 222  H47   H   HCR6  0   0.274  -6.5297   2.0390   4.2252
 222  H48   H   HCR6  0   0.278  -7.7161   3.0208   2.2727
 222  H49   H   HCR6  0   0.277  -6.4771   4.1894   0.5091
 222  H50   H   HCR6  0   0.274  -4.0030   4.4033   0.6206
 222  H1    H   HCR6  0   0.274  -1.3507  -0.0056  -0.9256

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
 222  C13  C14   aromatic  1.450  0.020  1.450
 222  C13  O18   double    1.225  0.020  1.225
 222  C13  N11   aromatic  1.372  0.020  1.372
 222  C1   C2    aromatic  1.387  0.020  1.387
 222  C1   C6    aromatic  1.386  0.020  1.386
 222  C1   H1    single    0.930  0.020  1.080
 222  C2   N11   single    1.419  0.020  1.419
 222  C2   C3    aromatic  1.391  0.020  1.391
 222  C3   CL1   single    1.726  0.020  1.726
 222  C3   C4    aromatic  1.385  0.020  1.385
 222  C4   C5    aromatic  1.386  0.020  1.386
 222  C4   H4    single    0.930  0.020  1.080
 222  C5   C6    aromatic  1.387  0.020  1.387
 222  C5   H5    single    0.930  0.020  1.080
 222  C6   H6    single    0.930  0.020  1.080
 222  C14  C15   aromatic  1.343  0.020  1.343
 222  C14  H14   single    0.930  0.020  1.080
 222  N11  N17   aromatic  1.344  0.020  1.344
 222  C15  C16   aromatic  1.438  0.020  1.438
 222  C15  H15   single    0.930  0.020  1.080
 222  C16  N21   single    1.374  0.020  1.374
 222  C16  N17   aromatic  1.292  0.020  1.292
 222  N21  C23   single    1.409  0.020  1.409
 222  N21  C22   single    1.458  0.020  1.458
 222  C22  C24   single    1.523  0.020  1.523
 222  C22  H221  single    0.970  0.020  1.090
 222  C22  H222  single    0.970  0.020  1.090
 222  C23  C33   aromatic  1.389  0.020  1.389
 222  C23  C37   aromatic  1.396  0.020  1.396
 222  C33  C34   aromatic  1.386  0.020  1.386
 222  C33  H33   single    0.930  0.020  1.080
 222  C34  C35   aromatic  1.381  0.020  1.381
 222  C34  H34   single    0.930  0.020  1.080
 222  C35  F42   single    1.337  0.020  1.337
 222  C35  C36   aromatic  1.382  0.020  1.382
 222  C36  C37   aromatic  1.385  0.020  1.385
 222  C36  H36   single    0.930  0.020  1.080
 222  C37  CL2   single    1.724  0.020  1.724
 222  C24  C27   single    1.523  0.020  1.523
 222  C24  H241  single    0.970  0.020  1.090
 222  C24  H242  single    0.970  0.020  1.090
 222  C27  N30   single    1.452  0.020  1.452
 222  C27  H271  single    0.970  0.020  1.090
 222  C27  H272  single    0.970  0.020  1.090
 222  N30  C43   single    1.386  0.020  1.386
 222  N30  C46   single    1.387  0.020  1.387
 222  C43  O55   double    1.206  0.020  1.206
 222  C43  C44   single    1.482  0.020  1.482
 222  C44  C47   aromatic  1.378  0.020  1.378
 222  C44  C45   aromatic  1.384  0.020  1.384
 222  C45  C50   aromatic  1.378  0.020  1.378
 222  C45  C46   single    1.481  0.020  1.481
 222  C46  O56   double    1.205  0.020  1.205
 222  C47  C48   aromatic  1.394  0.020  1.394
 222  C47  H47   single    0.930  0.020  1.080
 222  C48  C49   aromatic  1.392  0.020  1.392
 222  C48  H48   single    0.930  0.020  1.080
 222  C49  C50   aromatic  1.394  0.020  1.394
 222  C49  H49   single    0.930  0.020  1.080
 222  C50  H50   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
 222  O18   C13  N11   122.17  3.000
 222  N11   C13  C14   113.19  3.000
 222  O18   C13  C14   124.63  3.000
 222  H1    C1   C6    120.49  3.000
 222  H1    C1   C2    119.20  3.000
 222  C6    C1   C2    120.30  3.000
 222  N11   C2   C3    120.50  3.000
 222  C3    C2   C1    119.48  3.000
 222  N11   C2   C1    120.02  3.000
 222  CL1   C3   C4    119.17  3.000
 222  C4    C3   C2    120.49  3.000
 222  CL1   C3   C2    120.34  3.000
 222  H4    C4   C5    120.51  3.000
 222  H4    C4   C3    119.91  3.000
 222  C5    C4   C3    119.58  3.000
 222  H5    C5   C6    120.30  3.000
 222  H5    C5   C4    119.35  3.000
 222  C6    C5   C4    120.34  3.000
 222  H6    C6   C5    120.38  3.000
 222  H6    C6   C1    119.81  3.000
 222  C5    C6   C1    119.80  3.000
 222  H14   C14  C15   121.28  3.000
 222  H14   C14  C13   117.39  3.000
 222  C15   C14  C13   121.32  3.000
 222  N17   N11  C2    113.74  3.000
 222  N17   N11  C13   126.47  3.000
 222  C2    N11  C13   119.71  3.000
 222  H15   C15  C16   120.90  3.000
 222  H15   C15  C14   120.56  3.000
 222  C16   C15  C14   118.54  3.000
 222  N21   C16  N17   117.30  3.000
 222  N17   C16  C15   121.44  3.000
 222  N21   C16  C15   121.25  3.000
 222  C16   N17  N11   118.87  3.000
 222  C23   N21  C22   118.38  3.000
 222  C22   N21  C16   118.36  3.000
 222  C23   N21  C16   120.41  3.000
 222  H222  C22  H221  107.04  3.000
 222  H222  C22  C24   109.67  3.000
 222  H221  C22  C24   111.02  3.000
 222  H222  C22  N21   107.82  3.000
 222  H221  C22  N21   108.41  3.000
 222  C24   C22  N21   112.67  3.000
 222  C37   C23  C33   118.31  3.000
 222  C37   C23  N21   121.14  3.000
 222  C33   C23  N21   120.53  3.000
 222  H33   C33  C34   119.89  3.000
 222  H33   C33  C23   118.72  3.000
 222  C34   C33  C23   121.39  3.000
 222  H34   C34  C35   120.73  3.000
 222  H34   C34  C33   121.04  3.000
 222  C35   C34  C33   118.24  3.000
 222  F42   C35  C36   118.32  3.000
 222  C36   C35  C34   122.58  3.000
 222  F42   C35  C34   119.10  3.000
 222  H36   C36  C37   121.34  3.000
 222  H36   C36  C35   120.77  3.000
 222  C37   C36  C35   117.88  3.000
 222  CL2   C37  C36   119.31  3.000
 222  CL2   C37  C23   119.08  3.000
 222  C36   C37  C23   121.61  3.000
 222  H242  C24  H241  106.84  3.000
 222  H242  C24  C27   109.50  3.000
 222  H241  C24  C27   107.89  3.000
 222  H242  C24  C22   110.30  3.000
 222  H241  C24  C22   109.37  3.000
 222  C27   C24  C22   112.74  3.000
 222  H272  C27  H271  106.78  3.000
 222  H272  C27  N30   107.65  3.000
 222  H271  C27  N30   107.72  3.000
 222  H272  C27  C24   109.77  3.000
 222  H271  C27  C24   110.95  3.000
 222  N30   C27  C24   113.69  3.000
 222  C46   N30  C43   111.82  3.000
 222  C46   N30  C27   123.02  3.000
 222  C43   N30  C27   125.03  3.000
 222  O55   C43  C44   128.35  3.000
 222  C44   C43  N30   106.10  3.000
 222  O55   C43  N30   125.54  3.000
 222  C47   C44  C45   121.70  3.000
 222  C45   C44  C43   107.99  3.000
 222  C47   C44  C43   130.27  3.000
 222  C50   C45  C46   130.36  3.000
 222  C46   C45  C44   107.87  3.000
 222  C50   C45  C44   121.75  3.000
 222  O56   C46  C45   128.58  3.000
 222  O56   C46  N30   125.20  3.000
 222  C45   C46  N30   106.20  3.000
 222  H47   C47  C48   121.14  3.000
 222  H47   C47  C44   121.73  3.000
 222  C48   C47  C44   117.12  3.000
 222  H48   C48  C49   119.33  3.000
 222  H48   C48  C47   119.52  3.000
 222  C49   C48  C47   121.15  3.000
 222  H49   C49  C50   119.53  3.000
 222  H49   C49  C48   119.34  3.000
 222  C50   C49  C48   121.12  3.000
 222  H50   C50  C49   121.12  3.000
 222  H50   C50  C45   121.73  3.000
 222  C49   C50  C45   117.15  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
 222  CONST_01  C16  C15  C14  C13    0.00   0.0  0
 222  CONST_04  C16  N17  N11  C13    0.00   0.0  0
 222  CONST_06  C4   C3   C2   C1     0.00   0.0  0
 222  CONST_07  C4   C5   C6   C1     0.00   0.0  0
 222  CONST_08  C5   C6   C1   C2     0.00   0.0  0
 222  CONST_09  C14  C13  N11  C2   180.00   0.0  0
 222  CONST_10  C16  N17  N11  C2   180.00   0.0  0
 222  CONST_11  C5   C4   C3   C2     0.00   0.0  0
 222  CONST_12  C6   C1   C2   C3     0.00   0.0  0
 222  CONST_14  C6   C5   C4   C3     0.00   0.0  0
 222  CONST_15  N11  C2   C3   C4   180.00   0.0  0
 222  CONST_16  N11  C2   C1   C6   180.00   0.0  0
 222  CONST_17  N17  N11  C13  C14    0.00   0.0  0
 222  CONST_18  N17  C16  C15  C14    0.00   0.0  0
 222  CONST_19  C15  C14  C13  N11    0.00   0.0  0
 222  CONST_20  C15  C16  N17  N11    0.00   0.0  0
 222  CONST_21  C35  C34  C33  C23    0.00   0.0  0
 222  CONST_22  C35  C36  C37  C23    0.00   0.0  0
 222  CONST_23  C36  C37  C23  C33    0.00   0.0  0
 222  CONST_24  C36  C35  C34  C33    0.00   0.0  0
 222  CONST_25  C37  C23  C33  C34    0.00   0.0  0
 222  CONST_26  C37  C36  C35  C34    0.00   0.0  0
 222  CONST_27  C49  C48  C47  C44    0.00   0.0  0
 222  CONST_28  C49  C50  C45  C44    0.00   0.0  0
 222  CONST_29  C48  C47  C44  C45    0.00   0.0  0
 222  CONST_30  C48  C49  C50  C45    0.00   0.0  0
 222  CONST_31  C50  C45  C44  C47    0.00   0.0  0
 222  CONST_32  C50  C49  C48  C47    0.00   0.0  0
 222  CONST_33  C46  N30  C43  C44    0.00   0.0  0
 222  CONST_34  CL1  C3   C2   C1   180.00   0.0  0
 222  CONST_35  O18  C13  N11  C2     0.00   0.0  0
 222  CONST_36  CL1  C3   C4   C5   180.00   0.0  0
 222  CONST_37  N21  C16  C15  C14  180.00   0.0  0
 222  CONST_38  CL1  C3   C2   N11    0.00   0.0  0
 222  CONST_39  N21  C16  N17  N11  180.00   0.0  0
 222  CONST_40  O18  C13  C14  C15  180.00   0.0  0
 222  CONST_41  O18  C13  N11  N17  180.00   0.0  0
 222  CONST_42  C34  C33  C23  N21  180.00   0.0  0
 222  CONST_43  C36  C37  C23  N21  180.00   0.0  0
 222  CONST_44  CL2  C37  C23  C33  180.00   0.0  0
 222  CONST_45  F42  C35  C34  C33  180.00   0.0  0
 222  CONST_46  CL2  C37  C36  C35  180.00   0.0  0
 222  CONST_47  F42  C35  C36  C37  180.00   0.0  0
 222  CONST_48  C44  C43  N30  C27  180.00   0.0  0
 222  CONST_49  O55  C43  N30  C46  180.00   0.0  0
 222  CONST_50  H15  C15  C14  C13  180.00   0.0  0
 222  CONST_51  H5   C5   C6   C1   180.00   0.0  0
 222  CONST_52  H6   C6   C1   C2   180.00   0.0  0
 222  CONST_53  H4   C4   C3   C2   180.00   0.0  0
 222  CONST_54  H1   C1   C2   C3   180.00   0.0  0
 222  CONST_55  H14  C14  C13  N11  180.00   0.0  0
 222  CONST_56  H34  C34  C33  C23  180.00   0.0  0
 222  CONST_57  H36  C36  C37  C23  180.00   0.0  0
 222  CONST_58  H33  C33  C34  C35  180.00   0.0  0
 222  CONST_59  H47  C47  C44  C43    0.00   0.0  0
 222  CONST_60  H48  C48  C47  C44  180.00   0.0  0
 222  CONST_61  H50  C50  C45  C44  180.00   0.0  0
 222  CONST_62  H49  C49  C50  C45  180.00   0.0  0
 222  CONST_63  O55  C43  N30  C27    0.00   0.0  0
 222  Var_01    C23  N21  C16  C15   -9.89  30.0  2
 222  Var_02    C33  C23  N21  C16  105.62  30.0  2
 222  Var_03    C43  N30  C27  C24   98.64  30.0  3
 222  Var_04    C24  C22  N21  C16  -85.26  30.0  3
 222  Var_05    N30  C27  C24  C22  -73.97  30.0  3
 222  Var_06    C27  C24  C22  N21  172.63  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
 222  plan-1  C13  0.020
 222  plan-1  C2   0.020
 222  plan-1  C14  0.020
 222  plan-1  N11  0.020
 222  plan-1  C15  0.020
 222  plan-1  C16  0.020
 222  plan-1  N17  0.020
 222  plan-1  O18  0.020
 222  plan-1  N21  0.020
 222  plan-1  H14  0.020
 222  plan-1  H15  0.020
 222  plan-2  C1   0.020
 222  plan-2  C2   0.020
 222  plan-2  C3   0.020
 222  plan-2  C4   0.020
 222  plan-2  C5   0.020
 222  plan-2  C6   0.020
 222  plan-2  N11  0.020
 222  plan-2  CL1  0.020
 222  plan-2  H4   0.020
 222  plan-2  H5   0.020
 222  plan-2  H6   0.020
 222  plan-2  H1   0.020
 222  plan-3  N21  0.020
 222  plan-3  C23  0.020
 222  plan-3  C33  0.020
 222  plan-3  C34  0.020
 222  plan-3  C35  0.020
 222  plan-3  C36  0.020
 222  plan-3  C37  0.020
 222  plan-3  CL2  0.020
 222  plan-3  F42  0.020
 222  plan-3  H33  0.020
 222  plan-3  H34  0.020
 222  plan-3  H36  0.020
 222  plan-4  C27  0.020
 222  plan-4  N30  0.020
 222  plan-4  C43  0.020
 222  plan-4  C44  0.020
 222  plan-4  C45  0.020
 222  plan-4  C46  0.020
 222  plan-4  C47  0.020
 222  plan-4  C48  0.020
 222  plan-4  C49  0.020
 222  plan-4  C50  0.020
 222  plan-4  O55  0.020
 222  plan-4  O56  0.020
 222  plan-4  H47  0.020
 222  plan-4  H48  0.020
 222  plan-4  H49  0.020
 222  plan-4  H50  0.020

