# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May 17 10:13:34 2020
#   Inital geometry file: a 125 line input string
#   Ligand name: 7-[2,4-bis(fluoranyl)phenyl]-3-[(3~{R})-1-propanoylpyrrolidin-3-yl]-4~{H}-isoquinolin-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC(=O)N1CC[C@H](C1)C2=NC(=O)c3cc(ccc3C2)c4ccc(F)cc4F
#
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
 MZQ  MZQ  7-[2,4-bis(fluoranyl)phenyl]-3-[(3~{R})-1-propanoylpyrrolidin-3-yl]-4~{H}-isoquinolin-1-one  ligand  48  28  .  2021-08-14  2021-08-14  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_MZQ
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
 MZQ  C4   C  CR66  0  -0.083  -0.7652   0.2010  -0.0006
 MZQ  C5   C  CR6   0   0.438   0.2714   1.2354  -0.1972
 MZQ  C7   C  CR6   0   0.317   1.9735  -0.3489  -0.0915
 MZQ  C8   C  C     0  -0.588   1.0555  -1.4811   0.2279
 MZQ  C10  C  CH2   0  -0.485   4.0065  -1.3801   1.0380
 MZQ  N12  N  NT    0  -0.481   5.6380  -0.0147   0.0626
 MZQ  C13  C  C     0   0.561   6.7834   0.6533  -0.1565
 MZQ  C15  C  CH2   0  -0.584   8.0400   0.0310   0.4159
 MZQ  C17  C  CH2   0  -0.216   4.3635   0.4770  -0.4390
 MZQ  C20  C  CR6   0   0.107  -3.1001  -0.4002   0.1625
 MZQ  C21  C  CR6   0  -0.158  -4.5211   0.0024   0.1667
 MZQ  C22  C  CR6   0   0.542  -5.4719  -0.6297  -0.6248
 MZQ  C24  C  CR16  0  -0.554  -6.8008  -0.2559  -0.6570
 MZQ  C26  C  CR16  0  -0.412  -6.2886   1.4784   0.9503
 MZQ  C16  C  CH3   0  -0.653   9.3107   0.7454  -0.0081
 MZQ  O14  O  O     0  -0.512   6.8006   1.7084  -0.7804
 MZQ  C11  C  CH2   0  -0.268   5.5069  -1.2538   0.8187
 MZQ  C9   C  CH1   0  -0.387   3.4230  -0.7004  -0.2096
 MZQ  N6   N  N     0  -0.453   1.6153   0.8627  -0.2786
 MZQ  O18  O  O     0  -0.402  -0.0099   2.4098  -0.3029
 MZQ  C19  C  CR16  0  -0.328  -2.1139   0.5558  -0.0188
 MZQ  C3   C  CR66  0   0.138  -0.3896  -1.1218   0.1993
 MZQ  C2   C  CR16  0  -0.283  -1.3778  -2.0839   0.3863
 MZQ  C1   C  CR16  0  -0.275  -2.7128  -1.7302   0.3659
 MZQ  C27  C  CR16  0  -0.261  -4.9653   1.0671   0.9505
 MZQ  C25  C  CR6   0   0.539  -7.1831   0.8032   0.1430
 MZQ  F28  F  F     0  -0.307  -8.4654   1.1851   0.1271
 MZQ  F23  F  F     0  -0.299  -5.0882  -1.6384  -1.4173
 MZQ  H1   H  H     0   0.311   1.2664  -2.3044  -0.4622
 MZQ  H2   H  H     0   0.321   1.3233  -1.8689   1.2176
 MZQ  H3   H  HCH2  0   0.272   3.7000  -2.4184   1.1531
 MZQ  H4   H  HCH2  0   0.260   3.7045  -0.8349   1.9357
 MZQ  H5   H  HCH2  0   0.266   7.9567   0.0293   1.5078
 MZQ  H6   H  HCH2  0   0.261   8.0870  -1.0235   0.1291
 MZQ  H7   H  HCH2  0   0.241   4.0363   1.3591   0.1164
 MZQ  H8   H  HCH2  0   0.254   4.4305   0.7542  -1.4906
 MZQ  H9   H  HCR6  0   0.306  -7.5083  -0.7676  -1.2964
 MZQ  H10  H  HCR6  0   0.288  -6.6151   2.3038   1.5682
 MZQ  H11  H  HCH3  0   0.231  10.1762   0.2627   0.4444
 MZQ  H12  H  HCH3  0   0.226   9.4443   0.7198  -1.0893
 MZQ  H13  H  HCH3  0   0.227   9.3115   1.7887   0.3038
 MZQ  H14  H  HCH2  0   0.259   6.0540  -1.2109   1.7608
 MZQ  H15  H  HCH2  0   0.247   5.8907  -2.1056   0.2490
 MZQ  H16  H  HCH1  0   0.299   3.5096  -1.4017  -1.0495
 MZQ  H17  H  HCR6  0   0.265  -2.3888   1.5884  -0.1922
 MZQ  H18  H  HCR6  0   0.265  -1.0985  -3.1167   0.5532
 MZQ  H19  H  HCR6  0   0.265  -3.4607  -2.4940   0.5335
 MZQ  H20  H  HCR6  0   0.281  -4.2581   1.5796   1.5895

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
 MZQ  C27  C26  aromatic  1.386  0.020  1.386
 MZQ  C27  C21  aromatic  1.395  0.020  1.395
 MZQ  C2   C1   aromatic  1.381  0.020  1.381
 MZQ  C2   C3   aromatic  1.392  0.020  1.392
 MZQ  C26  C25  aromatic  1.381  0.020  1.381
 MZQ  C1   C20  aromatic  1.400  0.020  1.400
 MZQ  C10  C11  single    1.522  0.020  1.522
 MZQ  C10  C9   single    1.536  0.020  1.536
 MZQ  C11  N12  single    1.457  0.020  1.457
 MZQ  C3   C8   single    1.489  0.020  1.489
 MZQ  C3   C4   aromatic  1.389  0.020  1.389
 MZQ  C8   C7   single    1.492  0.020  1.492
 MZQ  C20  C21  single    1.477  0.020  1.477
 MZQ  C20  C19  aromatic  1.385  0.020  1.385
 MZQ  C21  C22  aromatic  1.389  0.020  1.389
 MZQ  C25  F28  single    1.338  0.020  1.338
 MZQ  C25  C24  aromatic  1.381  0.020  1.381
 MZQ  C15  C13  single    1.515  0.020  1.515
 MZQ  C15  C16  single    1.518  0.020  1.518
 MZQ  N12  C13  single    1.344  0.020  1.344
 MZQ  N12  C17  single    1.455  0.020  1.455
 MZQ  C4   C19  aromatic  1.395  0.020  1.395
 MZQ  C4   C5   single    1.478  0.020  1.478
 MZQ  C7   C9   single    1.496  0.020  1.496
 MZQ  C7   N6   double    1.277  0.020  1.277
 MZQ  C13  O14  double    1.226  0.020  1.226
 MZQ  C9   C17  single    1.524  0.020  1.524
 MZQ  C22  C24  aromatic  1.381  0.020  1.381
 MZQ  C22  F23  single    1.339  0.020  1.339
 MZQ  N6   C5   single    1.397  0.020  1.397
 MZQ  C5   O18  double    1.212  0.020  1.212
 MZQ  C8   H1   single    0.970  0.020  1.090
 MZQ  C8   H2   single    0.970  0.020  1.090
 MZQ  C10  H3   single    0.970  0.020  1.090
 MZQ  C10  H4   single    0.970  0.020  1.090
 MZQ  C15  H5   single    0.970  0.020  1.090
 MZQ  C15  H6   single    0.970  0.020  1.090
 MZQ  C17  H7   single    0.970  0.020  1.090
 MZQ  C17  H8   single    0.970  0.020  1.090
 MZQ  C24  H9   single    0.930  0.020  1.080
 MZQ  C26  H10  single    0.930  0.020  1.080
 MZQ  C16  H11  single    0.970  0.020  1.090
 MZQ  C16  H12  single    0.970  0.020  1.090
 MZQ  C16  H13  single    0.970  0.020  1.090
 MZQ  C11  H14  single    0.970  0.020  1.090
 MZQ  C11  H15  single    0.970  0.020  1.090
 MZQ  C9   H16  single    0.970  0.020  1.090
 MZQ  C19  H17  single    0.930  0.020  1.080
 MZQ  C2   H18  single    0.930  0.020  1.080
 MZQ  C1   H19  single    0.930  0.020  1.080
 MZQ  C27  H20  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
 MZQ  C3   C4   C19  120.36  3.000
 MZQ  C19  C4   C5   119.90  3.000
 MZQ  C3   C4   C5   119.73  3.000
 MZQ  O18  C5   N6   118.46  3.000
 MZQ  O18  C5   C4   121.81  3.000
 MZQ  N6   C5   C4   119.72  3.000
 MZQ  N6   C7   C9   118.88  3.000
 MZQ  N6   C7   C8   125.36  3.000
 MZQ  C9   C7   C8   115.77  3.000
 MZQ  H2   C8   H1   104.83  3.000
 MZQ  H2   C8   C3   109.86  3.000
 MZQ  H1   C8   C3   110.87  3.000
 MZQ  H2   C8   C7   108.14  3.000
 MZQ  H1   C8   C7   108.49  3.000
 MZQ  C3   C8   C7   114.19  3.000
 MZQ  H4   C10  H3   108.13  3.000
 MZQ  H4   C10  C9   109.97  3.000
 MZQ  H3   C10  C9   113.64  3.000
 MZQ  H4   C10  C11  110.45  3.000
 MZQ  H3   C10  C11  111.84  3.000
 MZQ  C9   C10  C11  102.75  3.000
 MZQ  C11  N12  C17  112.78  3.000
 MZQ  C17  N12  C13  121.49  3.000
 MZQ  C11  N12  C13  125.72  3.000
 MZQ  O14  C13  C15  122.30  3.000
 MZQ  O14  C13  N12  121.52  3.000
 MZQ  C15  C13  N12  116.18  3.000
 MZQ  H6   C15  H5   105.26  3.000
 MZQ  H6   C15  C16  110.15  3.000
 MZQ  H5   C15  C16  110.05  3.000
 MZQ  H6   C15  C13  109.43  3.000
 MZQ  H5   C15  C13  108.32  3.000
 MZQ  C16  C15  C13  113.30  3.000
 MZQ  H8   C17  H7   107.67  3.000
 MZQ  H8   C17  C9   112.32  3.000
 MZQ  H7   C17  C9   111.25  3.000
 MZQ  H8   C17  N12  111.39  3.000
 MZQ  H7   C17  N12  111.09  3.000
 MZQ  C9   C17  N12  103.15  3.000
 MZQ  C1   C20  C19  118.53  3.000
 MZQ  C19  C20  C21  119.81  3.000
 MZQ  C1   C20  C21  121.65  3.000
 MZQ  C27  C21  C22  116.71  3.000
 MZQ  C22  C21  C20  122.20  3.000
 MZQ  C27  C21  C20  121.07  3.000
 MZQ  F23  C22  C24  117.77  3.000
 MZQ  F23  C22  C21  118.93  3.000
 MZQ  C24  C22  C21  123.28  3.000
 MZQ  H9   C24  C25  121.59  3.000
 MZQ  H9   C24  C22  120.99  3.000
 MZQ  C25  C24  C22  117.41  3.000
 MZQ  H10  C26  C25  120.76  3.000
 MZQ  H10  C26  C27  120.98  3.000
 MZQ  C25  C26  C27  118.25  3.000
 MZQ  H13  C16  H12  107.86  3.000
 MZQ  H13  C16  H11  107.76  3.000
 MZQ  H12  C16  H11  107.71  3.000
 MZQ  H13  C16  C15  111.81  3.000
 MZQ  H12  C16  C15  111.63  3.000
 MZQ  H11  C16  C15  109.90  3.000
 MZQ  H15  C11  H14  107.73  3.000
 MZQ  H15  C11  N12  111.11  3.000
 MZQ  H14  C11  N12  111.70  3.000
 MZQ  H15  C11  C10  110.87  3.000
 MZQ  H14  C11  C10  111.93  3.000
 MZQ  N12  C11  C10  103.53  3.000
 MZQ  H16  C9   C17  109.25  3.000
 MZQ  H16  C9   C10  107.99  3.000
 MZQ  C17  C9   C10  103.28  3.000
 MZQ  H16  C9   C7   106.67  3.000
 MZQ  C17  C9   C7   115.36  3.000
 MZQ  C10  C9   C7   114.07  3.000
 MZQ  C7   N6   C5   120.95  3.000
 MZQ  H17  C19  C20  119.89  3.000
 MZQ  H17  C19  C4   119.36  3.000
 MZQ  C20  C19  C4   120.74  3.000
 MZQ  C2   C3   C8   121.30  3.000
 MZQ  C8   C3   C4   119.65  3.000
 MZQ  C2   C3   C4   119.04  3.000
 MZQ  H18  C2   C1   119.72  3.000
 MZQ  H18  C2   C3   119.80  3.000
 MZQ  C1   C2   C3   120.48  3.000
 MZQ  H19  C1   C2   119.01  3.000
 MZQ  H19  C1   C20  120.12  3.000
 MZQ  C2   C1   C20  120.85  3.000
 MZQ  H20  C27  C26  118.92  3.000
 MZQ  H20  C27  C21  119.03  3.000
 MZQ  C26  C27  C21  122.05  3.000
 MZQ  F28  C25  C26  119.21  3.000
 MZQ  F28  C25  C24  118.50  3.000
 MZQ  C26  C25  C24  122.29  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
 MZQ  CONST_01  C1   C2   C3   C4      0.00   0.0  0
 MZQ  CONST_02  C1   C20  C19  C4      0.00   0.0  0
 MZQ  CONST_03  C21  C20  C19  C4    180.00   0.0  0
 MZQ  CONST_04  C3   C2   C1   C20     0.00   0.0  0
 MZQ  CONST_05  C26  C27  C21  C20   180.00   0.0  0
 MZQ  CONST_06  C24  C22  C21  C20   180.00   0.0  0
 MZQ  CONST_07  C3   C4   C19  C20     0.00   0.0  0
 MZQ  CONST_08  C25  C26  C27  C21     0.00   0.0  0
 MZQ  CONST_09  C2   C1   C20  C21   180.00   0.0  0
 MZQ  CONST_10  C25  C24  C22  C21     0.00   0.0  0
 MZQ  CONST_11  C26  C27  C21  C22     0.00   0.0  0
 MZQ  CONST_14  C26  C25  C24  C22     0.00   0.0  0
 MZQ  CONST_15  C27  C26  C25  C24     0.00   0.0  0
 MZQ  CONST_16  C27  C21  C22  C24     0.00   0.0  0
 MZQ  CONST_17  C2   C1   C20  C19     0.00   0.0  0
 MZQ  CONST_19  C2   C3   C4   C19     0.00   0.0  0
 MZQ  CONST_21  F23  C22  C21  C20     0.00   0.0  0
 MZQ  CONST_22  F28  C25  C24  C22   180.00   0.0  0
 MZQ  CONST_23  F28  C25  C26  C27   180.00   0.0  0
 MZQ  CONST_24  F23  C22  C21  C27   180.00   0.0  0
 MZQ  CONST_25  F23  C22  C24  C25   180.00   0.0  0
 MZQ  CONST_26  H18  C2   C3   C4    180.00   0.0  0
 MZQ  CONST_27  H17  C19  C4   C5      0.00   0.0  0
 MZQ  CONST_28  H20  C27  C21  C20     0.00   0.0  0
 MZQ  CONST_29  H10  C26  C27  C21   180.00   0.0  0
 MZQ  CONST_30  H19  C1   C20  C21     0.00   0.0  0
 MZQ  CONST_31  H9   C24  C22  C21   180.00   0.0  0
 MZQ  CONST_32  C11  N12  C13  C15     0.00   0.0  0
 MZQ  CONST_33  C17  N12  C13  C15   180.00   0.0  0
 MZQ  CONST_34  O14  C13  N12  C17     0.00   0.0  0
 MZQ  CONST_35  C11  N12  C13  O14   180.00   0.0  0
 MZQ  Var_01    C7   C8   C3   C4     -5.19  30.0  1
 MZQ  Var_02    C8   C7   N6   C5     -0.16  30.0  1
 MZQ  Var_03    C17  N12  C11  C10   -12.08  30.0  1
 MZQ  Var_04    C9   C10  C11  N12    30.72  30.0  1
 MZQ  Var_05    C9   C17  N12  C11   -11.93  30.0  1
 MZQ  Var_06    C3   C8   C7   C9   -174.03  30.0  1
 MZQ  Var_07    C3   C4   C5   N6      4.67  30.0  1
 MZQ  Var_08    O18  C5   N6   C7    175.63  30.0  1
 MZQ  Var_09    C16  C15  C13  N12   173.10  30.0  1
 MZQ  Var_10    H11  C16  C15  C13   179.20  30.0  3

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
 MZQ  chir_01  C9  C10  C7  C17  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
 MZQ  plan-1  C20  0.020
 MZQ  plan-1  C21  0.020
 MZQ  plan-1  C22  0.020
 MZQ  plan-1  C24  0.020
 MZQ  plan-1  C26  0.020
 MZQ  plan-1  C27  0.020
 MZQ  plan-1  C25  0.020
 MZQ  plan-1  F28  0.020
 MZQ  plan-1  F23  0.020
 MZQ  plan-1  H9   0.020
 MZQ  plan-1  H10  0.020
 MZQ  plan-1  H20  0.020
 MZQ  plan-2  C4   0.020
 MZQ  plan-2  C5   0.020
 MZQ  plan-2  C8   0.020
 MZQ  plan-2  C20  0.020
 MZQ  plan-2  C21  0.020
 MZQ  plan-2  C19  0.020
 MZQ  plan-2  C3   0.020
 MZQ  plan-2  C2   0.020
 MZQ  plan-2  C1   0.020
 MZQ  plan-2  H17  0.020
 MZQ  plan-2  H18  0.020
 MZQ  plan-2  H19  0.020
 MZQ  plan-3  N12  0.020
 MZQ  plan-3  C13  0.020
 MZQ  plan-3  C15  0.020
 MZQ  plan-3  C17  0.020
 MZQ  plan-3  O14  0.020
 MZQ  plan-3  C11  0.020
 MZQ  plan-4  C4   0.020
 MZQ  plan-4  C5   0.020
 MZQ  plan-4  N6   0.020
 MZQ  plan-4  O18  0.020

