# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 22:21:28 2020
#   Inital geometry file: a 95 line input string
#   Ligand name: 2-[2-(1-methyl-1H-imidazol-2-yl)ethyl]-1,2,3,4-tetrahydroisoquinolin-8-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1ccnc1CCN2CCc3cccc(N)c3C2
#
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
 4WN  4WN  2-[2-(1-methyl-1H-imidazol-2-yl)ethyl]-1,2,3,4-tetrahydroisoquinolin-8-amine  ligand  39  19  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_4WN
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
 4WN  CAJ  C  CH2   0  -0.308   0.4986  -1.4930   0.2885
 4WN  CAH  C  CH2   0  -0.496   1.7601  -2.0264  -0.3615
 4WN  CAO  C  CR6   0   0.065   2.8987  -1.0507  -0.2404
 4WN  CAF  C  CR16  0  -0.339   4.2114  -1.4800  -0.4320
 4WN  CAC  C  CR16  0  -0.255   5.2569  -0.5801  -0.3114
 4WN  CAE  C  CR16  0  -0.341   5.0086   0.7436   0.0171
 4WN  CAN  C  CR6   0   0.264   3.7006   1.1884   0.2175
 4WN  NAB  N  NH2   0  -0.863   3.4482   2.5207   0.5002
 4WN  CAP  C  CR6   0  -0.010   2.6351   0.2810   0.0663
 4WN  CAL  C  CH2   0  -0.317   1.2260   0.7752   0.2592
 4WN  NAR  N  NT    0  -0.431   0.2286  -0.1602  -0.2164
 4WN  CAK  C  CH2   0  -0.265  -1.1104   0.3040   0.0849
 4WN  CAI  C  CH2   0  -0.558  -2.1544  -0.2994  -0.8587
 4WN  CAQ  C  CR5   0   0.445  -3.5355   0.1646  -0.5498
 4WN  NAM  N  N     0  -0.462  -4.1834   1.1012  -1.2028
 4WN  CAD  C  CR15  0  -0.228  -5.3896   1.2284  -0.5765
 4WN  CAG  C  CR15  0  -0.113  -5.4698   0.3553   0.4677
 4WN  NAS  N  NR5   0  -0.431  -4.2807  -0.3209   0.4736
 4WN  CAA  C  CH3   0  -0.532  -3.8933  -1.3322   1.4318
 4WN  H1   H  HCH2  0   0.242  -0.3365  -2.1542   0.0534
 4WN  H2   H  HCH2  0   0.204   0.6041  -1.4972   1.3872
 4WN  H3   H  HCH2  0   0.243   2.0393  -2.9808   0.0903
 4WN  H4   H  HCH2  0   0.245   1.5586  -2.2297  -1.4175
 4WN  H5   H  HCR6  0   0.236   4.4073  -2.5194  -0.6668
 4WN  H6   H  HCR6  0   0.246   6.2778  -0.9095  -0.4588
 4WN  H7   H  HCR6  0   0.250   5.8320   1.4400   0.1262
 4WN  H8   H  HNH2  0   0.378   4.2557   3.0431   0.8022
 4WN  H9   H  HNH2  0   0.381   2.6661   2.7019   1.1096
 4WN  H10  H  HCH2  0   0.208   1.0736   1.0147   1.3302
 4WN  H11  H  HCH2  0   0.249   1.0961   1.7204  -0.2794
 4WN  H13  H  HCH2  0   0.209  -1.3776   0.1119   1.1374
 4WN  H14  H  HCH2  0   0.248  -1.1374   1.3892  -0.0409
 4WN  H15  H  HCH2  0   0.267  -1.9195   0.0026  -1.8796
 4WN  H16  H  HCH2  0   0.254  -2.1129  -1.3913  -0.8403
 4WN  H17  H  HCR5  0   0.245  -6.1372   1.9311  -0.9118
 4WN  H18  H  HCR5  0   0.283  -6.2471   0.1524   1.1855
 4WN  H19  H  HCH3  0   0.258  -3.3772  -0.8941   2.2850
 4WN  H20  H  HCH3  0   0.271  -4.7790  -1.8517   1.7879
 4WN  H21  H  HCH3  0   0.258  -3.2369  -2.0613   0.9627

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
 4WN  CAE  CAC  aromatic  1.386  0.020  1.386
 4WN  CAE  CAN  aromatic  1.396  0.020  1.396
 4WN  CAC  CAF  aromatic  1.385  0.020  1.385
 4WN  NAB  CAN  single    1.385  0.020  1.385
 4WN  CAN  CAP  aromatic  1.408  0.020  1.408
 4WN  CAF  CAO  aromatic  1.394  0.020  1.394
 4WN  CAP  CAO  aromatic  1.392  0.020  1.392
 4WN  CAP  CAL  single    1.506  0.020  1.506
 4WN  CAO  CAH  single    1.504  0.020  1.504
 4WN  CAL  NAR  single    1.448  0.020  1.448
 4WN  CAH  CAJ  single    1.516  0.020  1.516
 4WN  NAR  CAJ  single    1.451  0.020  1.451
 4WN  NAR  CAK  single    1.449  0.020  1.449
 4WN  CAK  CAI  single    1.531  0.020  1.531
 4WN  CAI  CAQ  single    1.489  0.020  1.489
 4WN  CAQ  NAM  aromatic  1.313  0.020  1.313
 4WN  CAQ  NAS  aromatic  1.356  0.020  1.356
 4WN  NAM  CAD  aromatic  1.365  0.020  1.365
 4WN  CAA  NAS  single    1.446  0.020  1.446
 4WN  NAS  CAG  aromatic  1.368  0.020  1.368
 4WN  CAD  CAG  aromatic  1.363  0.020  1.363
 4WN  CAJ  H1   single    0.970  0.020  1.090
 4WN  CAJ  H2   single    0.970  0.020  1.090
 4WN  CAH  H3   single    0.970  0.020  1.090
 4WN  CAH  H4   single    0.970  0.020  1.090
 4WN  CAF  H5   single    0.930  0.020  1.080
 4WN  CAC  H6   single    0.930  0.020  1.080
 4WN  CAE  H7   single    0.930  0.020  1.080
 4WN  NAB  H8   single    0.890  0.020  1.040
 4WN  NAB  H9   single    0.890  0.020  1.040
 4WN  CAL  H10  single    0.970  0.020  1.090
 4WN  CAL  H11  single    0.970  0.020  1.090
 4WN  CAK  H13  single    0.970  0.020  1.090
 4WN  CAK  H14  single    0.970  0.020  1.090
 4WN  CAI  H15  single    0.970  0.020  1.090
 4WN  CAI  H16  single    0.970  0.020  1.090
 4WN  CAD  H17  single    0.930  0.020  1.080
 4WN  CAG  H18  single    0.930  0.020  1.080
 4WN  CAA  H19  single    0.970  0.020  1.090
 4WN  CAA  H20  single    0.970  0.020  1.090
 4WN  CAA  H21  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
 4WN  H2   CAJ  H1   106.58  3.000
 4WN  H2   CAJ  NAR  111.58  3.000
 4WN  H1   CAJ  NAR  109.84  3.000
 4WN  H2   CAJ  CAH  110.24  3.000
 4WN  H1   CAJ  CAH  109.35  3.000
 4WN  NAR  CAJ  CAH  109.20  3.000
 4WN  H4   CAH  H3   106.50  3.000
 4WN  H4   CAH  CAO  109.73  3.000
 4WN  H3   CAH  CAO  109.88  3.000
 4WN  H4   CAH  CAJ  109.02  3.000
 4WN  H3   CAH  CAJ  110.05  3.000
 4WN  CAO  CAH  CAJ  111.53  3.000
 4WN  CAP  CAO  CAF  120.21  3.000
 4WN  CAP  CAO  CAH  119.67  3.000
 4WN  CAF  CAO  CAH  120.12  3.000
 4WN  H5   CAF  CAC  120.39  3.000
 4WN  H5   CAF  CAO  119.69  3.000
 4WN  CAC  CAF  CAO  119.92  3.000
 4WN  H6   CAC  CAE  119.45  3.000
 4WN  H6   CAC  CAF  120.15  3.000
 4WN  CAE  CAC  CAF  120.40  3.000
 4WN  H7   CAE  CAN  119.52  3.000
 4WN  H7   CAE  CAC  120.08  3.000
 4WN  CAN  CAE  CAC  120.40  3.000
 4WN  CAP  CAN  NAB  120.27  3.000
 4WN  CAP  CAN  CAE  119.24  3.000
 4WN  NAB  CAN  CAE  120.43  3.000
 4WN  H9   NAB  H8   110.32  3.000
 4WN  H9   NAB  CAN  115.96  3.000
 4WN  H8   NAB  CAN  114.43  3.000
 4WN  CAL  CAP  CAN  118.89  3.000
 4WN  CAL  CAP  CAO  121.30  3.000
 4WN  CAN  CAP  CAO  119.81  3.000
 4WN  H11  CAL  H10  105.81  3.000
 4WN  H11  CAL  NAR  108.32  3.000
 4WN  H10  CAL  NAR  111.25  3.000
 4WN  H11  CAL  CAP  109.34  3.000
 4WN  H10  CAL  CAP  108.88  3.000
 4WN  NAR  CAL  CAP  112.99  3.000
 4WN  CAK  NAR  CAL  111.19  3.000
 4WN  CAK  NAR  CAJ  113.20  3.000
 4WN  CAL  NAR  CAJ  110.55  3.000
 4WN  H14  CAK  H13  106.07  3.000
 4WN  H14  CAK  CAI  107.67  3.000
 4WN  H13  CAK  CAI  110.76  3.000
 4WN  H14  CAK  NAR  108.49  3.000
 4WN  H13  CAK  NAR  111.51  3.000
 4WN  CAI  CAK  NAR  112.07  3.000
 4WN  H16  CAI  H15  106.52  3.000
 4WN  H16  CAI  CAQ  110.06  3.000
 4WN  H15  CAI  CAQ  107.92  3.000
 4WN  H16  CAI  CAK  110.94  3.000
 4WN  H15  CAI  CAK  108.73  3.000
 4WN  CAQ  CAI  CAK  112.44  3.000
 4WN  NAS  CAQ  NAM  111.08  3.000
 4WN  NAS  CAQ  CAI  123.69  3.000
 4WN  NAM  CAQ  CAI  125.22  3.000
 4WN  CAD  NAM  CAQ  105.93  3.000
 4WN  H17  CAD  CAG  127.88  3.000
 4WN  H17  CAD  NAM  122.02  3.000
 4WN  CAG  CAD  NAM  110.10  3.000
 4WN  H18  CAG  NAS  122.09  3.000
 4WN  H18  CAG  CAD  132.32  3.000
 4WN  NAS  CAG  CAD  105.59  3.000
 4WN  CAA  NAS  CAG  125.55  3.000
 4WN  CAG  NAS  CAQ  107.31  3.000
 4WN  CAA  NAS  CAQ  127.11  3.000
 4WN  H21  CAA  H20  108.23  3.000
 4WN  H21  CAA  H19  108.76  3.000
 4WN  H20  CAA  H19  108.77  3.000
 4WN  H21  CAA  NAS  110.17  3.000
 4WN  H20  CAA  NAS  109.46  3.000
 4WN  H19  CAA  NAS  111.39  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
 4WN  CONST_01  CAE  CAC  CAF  CAO    0.00   0.0  0
 4WN  CONST_02  CAE  CAN  CAP  CAO    0.00   0.0  0
 4WN  CONST_03  CAN  CAE  CAC  CAF    0.00   0.0  0
 4WN  CONST_04  CAN  CAP  CAO  CAF    0.00   0.0  0
 4WN  CONST_05  CAP  CAN  CAE  CAC    0.00   0.0  0
 4WN  CONST_06  CAP  CAO  CAF  CAC    0.00   0.0  0
 4WN  CONST_07  CAG  CAD  NAM  CAQ    0.00   0.0  0
 4WN  CONST_08  CAD  CAG  NAS  CAQ    0.00   0.0  0
 4WN  CONST_09  CAG  NAS  CAQ  NAM    0.00   0.0  0
 4WN  CONST_10  NAS  CAG  CAD  NAM    0.00   0.0  0
 4WN  CONST_11  NAS  CAQ  NAM  CAD    0.00   0.0  0
 4WN  CONST_12  NAB  CAN  CAP  CAO  180.00   0.0  0
 4WN  CONST_13  NAB  CAN  CAE  CAC  180.00   0.0  0
 4WN  CONST_14  CAL  CAP  CAN  NAB    0.00   0.0  0
 4WN  CONST_15  CAD  NAM  CAQ  CAI  180.00   0.0  0
 4WN  CONST_16  CAG  NAS  CAQ  CAI  180.00   0.0  0
 4WN  CONST_17  CAA  NAS  CAQ  NAM  180.00   0.0  0
 4WN  CONST_18  CAA  NAS  CAG  CAD  180.00   0.0  0
 4WN  CONST_19  H5   CAF  CAO  CAH    0.00   0.0  0
 4WN  CONST_20  H6   CAC  CAF  CAO  180.00   0.0  0
 4WN  CONST_21  H7   CAE  CAC  CAF  180.00   0.0  0
 4WN  CONST_22  H17  CAD  NAM  CAQ  180.00   0.0  0
 4WN  CONST_23  H18  CAG  NAS  CAQ  180.00   0.0  0
 4WN  Var_01    CAF  CAO  CAH  CAJ  162.27  30.0  1
 4WN  Var_02    CAP  CAL  NAR  CAJ   48.75  30.0  1
 4WN  Var_03    CAL  NAR  CAJ  CAH  -68.75  30.0  1
 4WN  Var_04    NAR  CAL  CAP  CAO  -14.03  30.0  1
 4WN  Var_05    NAR  CAJ  CAH  CAO   51.42  30.0  1
 4WN  Var_06    CAI  CAK  NAR  CAJ  -78.58  30.0  3
 4WN  Var_07    CAQ  CAI  CAK  NAR  179.57  30.0  3
 4WN  Var_08    NAM  CAQ  CAI  CAK  100.82  30.0  2
 4WN  Var_09    H19  CAA  NAS  CAQ   87.43  30.0  2

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
 4WN  plan-1  CAI  0.020
 4WN  plan-1  CAQ  0.020
 4WN  plan-1  NAM  0.020
 4WN  plan-1  CAD  0.020
 4WN  plan-1  CAG  0.020
 4WN  plan-1  NAS  0.020
 4WN  plan-1  CAA  0.020
 4WN  plan-1  H17  0.020
 4WN  plan-1  H18  0.020
 4WN  plan-2  CAH  0.020
 4WN  plan-2  CAO  0.020
 4WN  plan-2  CAF  0.020
 4WN  plan-2  CAC  0.020
 4WN  plan-2  CAE  0.020
 4WN  plan-2  CAN  0.020
 4WN  plan-2  NAB  0.020
 4WN  plan-2  CAP  0.020
 4WN  plan-2  CAL  0.020
 4WN  plan-2  H5   0.020
 4WN  plan-2  H6   0.020
 4WN  plan-2  H7   0.020
 4WN  plan-3  CAN  0.020
 4WN  plan-3  NAB  0.020
 4WN  plan-3  H8   0.020
 4WN  plan-3  H9   0.020

