# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 03:28:15 2020
#   Inital geometry file: a 113 line input string
#   Ligand name: (11bR)-2-(cyclohexylcarbonyl)-1,2,3,6,7,11b-hexahydro-4H-pyrazino[2,1-a]isoquinolin-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C1CN(C[C@@H]2N1CCc3ccccc23)C(=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
 PZQ  PZQ  (11bR)-2-(cyclohexylcarbonyl)-1,2,3,6,7,11b-hexahydro-4H-pyrazino[2,1-a]isoquinolin-4-one  ligand  47  23  .  2021-08-20  2021-08-20  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_PZQ
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
 PZQ  C1    C  C     0   0.612   0.5997   0.9221   1.2983
 PZQ  C2    C  CH2   0  -0.439   1.7600  -1.5029   4.0763
 PZQ  C3    C  CH2   0  -0.405   1.8748  -0.5387   2.8998
 PZQ  C4    C  CH1   0  -0.419   0.4958  -0.0464   2.4635
 PZQ  C5    C  CH2   0  -0.430  -0.2308   0.6171   3.6446
 PZQ  C6    C  CH2   0  -0.431  -0.3379  -0.3408   4.8270
 PZQ  C7    C  CR16  0  -0.255   2.4269  -1.3088  -3.2915
 PZQ  C8    C  CR16  0  -0.297   1.1032  -1.6876  -3.4390
 PZQ  C9    C  CH2   0  -0.503  -1.3614  -1.3345  -3.2012
 PZQ  C10   C  CH2   0  -0.341  -2.3510  -0.2036  -2.9747
 PZQ  C11   C  CR6   0   0.077   0.3651   0.3372  -2.3621
 PZQ  C12   C  CR6   0   0.077   0.0619  -0.8775  -2.9893
 PZQ  C13   C  CH2   0  -0.430   1.0310  -0.8603   5.2510
 PZQ  C14   C  C     0   0.548  -2.4501   0.0210  -0.5688
 PZQ  C15   C  CH2   0  -0.418  -1.8000   0.5187   0.7112
 PZQ  C16   C  CH2   0  -0.364  -0.4816   2.0106  -0.6031
 PZQ  C17   C  CH1   0  -0.129  -0.7560   1.2496  -1.8875
 PZQ  C18   C  CR16  0  -0.283   1.6989   0.7214  -2.2398
 PZQ  C19   C  CR16  0  -0.264   2.7250  -0.0914  -2.6945
 PZQ  N1    N  NT    0  -0.472  -0.4947   1.0952   0.5117
 PZQ  N2    N  NT    0  -0.455  -1.9823   0.4785  -1.7472
 PZQ  O1    O  O     0  -0.489   1.6291   1.5469   1.0890
 PZQ  H21   H  HCH2  0   0.211   1.2220  -2.4043   3.7632
 PZQ  H22   H  HCH2  0   0.230   2.7564  -1.8297   4.3825
 PZQ  H31   H  HCH2  0   0.234   2.3822  -1.0256   2.0640
 PZQ  H32   H  HCH2  0   0.218   2.4940   0.3135   3.1913
 PZQ  H4    H  HCH1  0   0.254  -0.0812  -0.9263   2.1586
 PZQ  H51   H  HCH2  0   0.228   0.3246   1.5125   3.9428
 PZQ  H52   H  HCH2  0   0.247  -1.2276   0.9549   3.3524
 PZQ  H61   H  HCH2  0   0.214  -0.9784  -1.1842   4.5466
 PZQ  H62   H  HCH2  0   0.233  -0.8329   0.1605   5.6618
 PZQ  H7    H  HCR6  0   0.253   3.2198  -1.9537  -3.6484
 PZQ  H8    H  HCR6  0   0.249   0.8630  -2.6287  -3.9205
 PZQ  H91   H  HCH2  0   0.258  -1.5883  -2.1580  -2.5171
 PZQ  H92   H  HCH2  0   0.262  -1.4766  -1.7343  -4.2109
 PZQ  H101  H  HCH2  0   0.275  -3.3734  -0.5671  -2.9182
 PZQ  H102  H  HCH2  0   0.261  -2.3039   0.5220  -3.7891
 PZQ  H131  H  HCH2  0   0.229   0.9267  -1.5749   6.0708
 PZQ  H132  H  HCH2  0   0.211   1.6297  -0.0278   5.6362
 PZQ  H151  H  HCH2  0   0.286  -2.4826   1.2514   1.1599
 PZQ  H152  H  HCH2  0   0.295  -1.7706  -0.3350   1.3819
 PZQ  H161  H  HCH2  0   0.278  -1.2681   2.7605  -0.4679
 PZQ  H162  H  HCH2  0   0.291   0.4609   2.5450  -0.6473
 PZQ  H17   H  HCH1  0   0.285  -0.9397   1.9997  -2.6652
 PZQ  H18   H  HCR6  0   0.248   1.9550   1.6681  -1.7840
 PZQ  H19   H  HCR6  0   0.254   3.7532   0.2261  -2.5806
 PZQ  O2    O  O     0  -0.496  -3.3982  -0.7455  -0.4832

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
 PZQ  C1   C4    single    1.519  0.020  1.519
 PZQ  C1   N1    single    1.359  0.020  1.359
 PZQ  C1   O1    double    1.222  0.020  1.222
 PZQ  C2   C3    single    1.525  0.020  1.525
 PZQ  C2   C13   single    1.525  0.020  1.525
 PZQ  C2   H21   single    0.970  0.020  1.090
 PZQ  C2   H22   single    0.970  0.020  1.090
 PZQ  C3   C4    single    1.528  0.020  1.528
 PZQ  C3   H31   single    0.970  0.020  1.090
 PZQ  C3   H32   single    0.970  0.020  1.090
 PZQ  C4   C5    single    1.537  0.020  1.537
 PZQ  C4   H4    single    0.970  0.020  1.090
 PZQ  C5   C6    single    1.525  0.020  1.525
 PZQ  C5   H51   single    0.970  0.020  1.090
 PZQ  C5   H52   single    0.970  0.020  1.090
 PZQ  C6   C13   single    1.524  0.020  1.524
 PZQ  C6   H61   single    0.970  0.020  1.090
 PZQ  C6   H62   single    0.970  0.020  1.090
 PZQ  C7   C8    aromatic  1.385  0.020  1.385
 PZQ  C7   C19   aromatic  1.388  0.020  1.388
 PZQ  C7   H7    single    0.930  0.020  1.080
 PZQ  C8   C12   aromatic  1.394  0.020  1.394
 PZQ  C8   H8    single    0.930  0.020  1.080
 PZQ  C9   C10   single    1.520  0.020  1.520
 PZQ  C9   C12   single    1.510  0.020  1.510
 PZQ  C9   H91   single    0.970  0.020  1.090
 PZQ  C9   H92   single    0.970  0.020  1.090
 PZQ  C10  N2    single    1.452  0.020  1.452
 PZQ  C10  H101  single    0.970  0.020  1.090
 PZQ  C10  H102  single    0.970  0.020  1.090
 PZQ  C11  C12   aromatic  1.400  0.020  1.400
 PZQ  C11  C17   single    1.521  0.020  1.521
 PZQ  C11  C18   aromatic  1.393  0.020  1.393
 PZQ  C13  H131  single    0.970  0.020  1.090
 PZQ  C13  H132  single    0.970  0.020  1.090
 PZQ  C14  C15   single    1.519  0.020  1.519
 PZQ  C14  N2    single    1.348  0.020  1.348
 PZQ  C14  O2    double    1.222  0.020  1.222
 PZQ  C15  N1    single    1.441  0.020  1.441
 PZQ  C15  H151  single    0.970  0.020  1.090
 PZQ  C15  H152  single    0.970  0.020  1.090
 PZQ  C16  C17   single    1.518  0.020  1.518
 PZQ  C16  N1    single    1.443  0.020  1.443
 PZQ  C16  H161  single    0.970  0.020  1.090
 PZQ  C16  H162  single    0.970  0.020  1.090
 PZQ  C17  N2    single    1.455  0.020  1.455
 PZQ  C17  H17   single    0.970  0.020  1.090
 PZQ  C18  C19   aromatic  1.386  0.020  1.386
 PZQ  C18  H18   single    0.930  0.020  1.080
 PZQ  C19  H19   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
 PZQ  O1    C1   N1    120.93  3.000
 PZQ  O1    C1   C4    121.00  3.000
 PZQ  N1    C1   C4    118.06  3.000
 PZQ  H22   C2   H21   106.38  3.000
 PZQ  H22   C2   C13   110.26  3.000
 PZQ  H21   C2   C13   109.41  3.000
 PZQ  H22   C2   C3    109.66  3.000
 PZQ  H21   C2   C3    109.67  3.000
 PZQ  C13   C2   C3    111.34  3.000
 PZQ  H32   C3   H31   106.77  3.000
 PZQ  H32   C3   C4    109.65  3.000
 PZQ  H31   C3   C4    110.15  3.000
 PZQ  H32   C3   C2    109.26  3.000
 PZQ  H31   C3   C2    110.08  3.000
 PZQ  C4    C3   C2    110.85  3.000
 PZQ  H4    C4   C5    108.15  3.000
 PZQ  H4    C4   C3    107.22  3.000
 PZQ  C5    C4   C3    110.26  3.000
 PZQ  H4    C4   C1    109.55  3.000
 PZQ  C5    C4   C1    110.28  3.000
 PZQ  C3    C4   C1    111.27  3.000
 PZQ  H52   C5   H51   106.43  3.000
 PZQ  H52   C5   C6    109.72  3.000
 PZQ  H51   C5   C6    109.75  3.000
 PZQ  H52   C5   C4    111.06  3.000
 PZQ  H51   C5   C4    108.81  3.000
 PZQ  C6    C5   C4    110.96  3.000
 PZQ  H62   C6   H61   106.50  3.000
 PZQ  H62   C6   C13   110.54  3.000
 PZQ  H61   C6   C13   109.50  3.000
 PZQ  H62   C6   C5    109.64  3.000
 PZQ  H61   C6   C5    109.03  3.000
 PZQ  C13   C6   C5    111.50  3.000
 PZQ  H7    C7   C19   120.46  3.000
 PZQ  H7    C7   C8    120.14  3.000
 PZQ  C19   C7   C8    119.40  3.000
 PZQ  H8    C8   C12   118.84  3.000
 PZQ  H8    C8   C7    119.77  3.000
 PZQ  C12   C8   C7    121.39  3.000
 PZQ  H92   C9   H91   106.30  3.000
 PZQ  H92   C9   C12   109.87  3.000
 PZQ  H91   C9   C12   109.60  3.000
 PZQ  H92   C9   C10   109.97  3.000
 PZQ  H91   C9   C10   109.38  3.000
 PZQ  C12   C9   C10   111.57  3.000
 PZQ  H102  C10  H101  107.56  3.000
 PZQ  H102  C10  N2    107.91  3.000
 PZQ  H101  C10  N2    110.62  3.000
 PZQ  H102  C10  C9    110.81  3.000
 PZQ  H101  C10  C9    111.81  3.000
 PZQ  N2    C10  C9    108.07  3.000
 PZQ  C18   C11  C17   120.84  3.000
 PZQ  C18   C11  C12   119.06  3.000
 PZQ  C17   C11  C12   120.03  3.000
 PZQ  C11   C12  C9    121.98  3.000
 PZQ  C11   C12  C8    119.14  3.000
 PZQ  C9    C12  C8    118.89  3.000
 PZQ  H132  C13  H131  106.58  3.000
 PZQ  H132  C13  C6    109.25  3.000
 PZQ  H131  C13  C6    110.24  3.000
 PZQ  H132  C13  C2    109.27  3.000
 PZQ  H131  C13  C2    110.37  3.000
 PZQ  C6    C13  C2    111.02  3.000
 PZQ  O2    C14  N2    122.91  3.000
 PZQ  O2    C14  C15   118.57  3.000
 PZQ  N2    C14  C15   118.48  3.000
 PZQ  H152  C15  H151  106.81  3.000
 PZQ  H152  C15  N1    112.05  3.000
 PZQ  H151  C15  N1    110.67  3.000
 PZQ  H152  C15  C14   105.93  3.000
 PZQ  H151  C15  C14   107.28  3.000
 PZQ  N1    C15  C14   113.70  3.000
 PZQ  H162  C16  H161  106.97  3.000
 PZQ  H162  C16  N1    110.62  3.000
 PZQ  H161  C16  N1    109.43  3.000
 PZQ  H162  C16  C17   111.70  3.000
 PZQ  H161  C16  C17   108.53  3.000
 PZQ  N1    C16  C17   109.52  3.000
 PZQ  H17   C17  N2    106.85  3.000
 PZQ  H17   C17  C16   106.71  3.000
 PZQ  N2    C17  C16   109.66  3.000
 PZQ  H17   C17  C11   108.22  3.000
 PZQ  N2    C17  C11   109.47  3.000
 PZQ  C16   C17  C11   115.56  3.000
 PZQ  H18   C18  C19   118.45  3.000
 PZQ  H18   C18  C11   120.33  3.000
 PZQ  C19   C18  C11   121.22  3.000
 PZQ  H19   C19  C18   119.80  3.000
 PZQ  H19   C19  C7    120.43  3.000
 PZQ  C18   C19  C7    119.77  3.000
 PZQ  C16   N1   C15   111.66  3.000
 PZQ  C16   N1   C1    121.39  3.000
 PZQ  C15   N1   C1    126.76  3.000
 PZQ  C17   N2   C14   123.82  3.000
 PZQ  C17   N2   C10   112.42  3.000
 PZQ  C14   N2   C10   119.45  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
 PZQ  CONST_01  C11  C12  C8   C7      0.00   0.0  0
 PZQ  CONST_02  C11  C18  C19  C7      0.00   0.0  0
 PZQ  CONST_03  C18  C19  C7   C8      0.00   0.0  0
 PZQ  CONST_04  C18  C11  C12  C8      0.00   0.0  0
 PZQ  CONST_05  C19  C7   C8   C12     0.00   0.0  0
 PZQ  CONST_06  C19  C18  C11  C12     0.00   0.0  0
 PZQ  CONST_07  C15  C14  N2   C10   180.00   0.0  0
 PZQ  CONST_08  C17  N2   C14  C15     0.00   0.0  0
 PZQ  CONST_09  C15  N1   C1   C4      0.00   0.0  0
 PZQ  CONST_10  C16  N1   C1   C4    180.00   0.0  0
 PZQ  CONST_12  O2   C14  N2   C17   180.00   0.0  0
 PZQ  CONST_13  H18  C18  C19  C7    180.00   0.0  0
 PZQ  CONST_14  H19  C19  C7   C8    180.00   0.0  0
 PZQ  CONST_15  H8   C8   C12  C9      0.00   0.0  0
 PZQ  CONST_16  H7   C7   C8   C12   180.00   0.0  0
 PZQ  CONST_17  O1   C1   N1   C15   180.00   0.0  0
 PZQ  CONST_18  O1   C1   N1   C16     0.00   0.0  0
 PZQ  Var_01    C5   C6   C13  C2    -55.04  30.0  1
 PZQ  Var_02    C6   C13  C2   C3     55.47  30.0  1
 PZQ  Var_03    C13  C2   C3   C4    -56.78  30.0  1
 PZQ  Var_04    C13  C6   C5   C4     55.75  30.0  1
 PZQ  Var_05    C10  C9   C12  C8   -165.82  30.0  1
 PZQ  Var_06    C14  N2   C10  C9    -86.62  30.0  1
 PZQ  Var_07    N2   C10  C9   C12   -45.98  30.0  1
 PZQ  Var_08    C16  N1   C15  C14    46.32  30.0  1
 PZQ  Var_09    C17  C16  N1   C15   -64.97  30.0  1
 PZQ  Var_10    N2   C14  C15  N1    -18.56  30.0  1

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
 PZQ  chir_01  C4   C1  C3   C5   negativ
 PZQ  chir_02  C17  N2  C11  C16  positiv

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
 PZQ  plan-1  C1   0.020
 PZQ  plan-1  C4   0.020
 PZQ  plan-1  C15  0.020
 PZQ  plan-1  C16  0.020
 PZQ  plan-1  N1   0.020
 PZQ  plan-1  O1   0.020
 PZQ  plan-2  C7   0.020
 PZQ  plan-2  C8   0.020
 PZQ  plan-2  C9   0.020
 PZQ  plan-2  C11  0.020
 PZQ  plan-2  C12  0.020
 PZQ  plan-2  C17  0.020
 PZQ  plan-2  C18  0.020
 PZQ  plan-2  C19  0.020
 PZQ  plan-2  H7   0.020
 PZQ  plan-2  H8   0.020
 PZQ  plan-2  H18  0.020
 PZQ  plan-2  H19  0.020
 PZQ  plan-3  C10  0.020
 PZQ  plan-3  C14  0.020
 PZQ  plan-3  C15  0.020
 PZQ  plan-3  C17  0.020
 PZQ  plan-3  N2   0.020
 PZQ  plan-3  O2   0.020

