# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 01:02:07 2020
#   Inital geometry file: a 119 line input string
#   Ligand name: 6-(1,2,3,4-tetrahydroisoquinolin-6-ylethynyl)naphthalene-2-carboximidamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=N)c1ccc2cc(ccc2c1)C#Cc3ccc4CNCCc4c3
#
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
 7UP  7UP  6-(1,2,3,4-tetrahydroisoquinolin-6-ylethynyl)naphthalene-2-carboximidamide  ligand  44  25  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_7UP
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
 7UP  N2   N  NH2   0  -0.804   7.9865  -1.4549   0.5051
 7UP  C1   C  C     0   0.333   7.3868  -0.3922  -0.1022
 7UP  N1   N  N     0  -0.639   8.0880   0.5272  -0.6465
 7UP  C2   C  CR6   0   0.006   5.8967  -0.4353  -0.1050
 7UP  C11  C  CR16  0  -0.359   5.1795   0.7314  -0.0075
 7UP  C10  C  CR66  0   0.133   3.7696   0.7218  -0.0120
 7UP  C5   C  CR66  0   0.127   3.0856  -0.5151  -0.1288
 7UP  C4   C  CR16  0  -0.302   3.8432  -1.7050  -0.2344
 7UP  C3   C  CR16  0  -0.280   5.2086  -1.6683  -0.2156
 7UP  C9   C  CR16  0  -0.302   3.0140   1.9139   0.1027
 7UP  C8   C  CR16  0  -0.292   1.6507   1.8805   0.0994
 7UP  C7   C  CR6   0  -0.107   0.9598   0.6436  -0.0180
 7UP  C6   C  CR16  0  -0.365   1.6760  -0.5284  -0.1315
 7UP  C12  C  CSP   0   0.134  -0.4611   0.6258  -0.0095
 7UP  C13  C  CSP   0   0.137  -1.6692   0.6146   0.0055
 7UP  C14  C  CR6   0  -0.107  -3.0908   0.5963   0.0262
 7UP  C22  C  CR16  0  -0.351  -3.7819  -0.6134  -0.0445
 7UP  C21  C  CR6   0   0.086  -5.1713  -0.6559  -0.0211
 7UP  C17  C  CR6   0   0.046  -5.8877   0.5388   0.0732
 7UP  C16  C  CR16  0  -0.282  -5.1970   1.7476   0.1481
 7UP  C15  C  CR16  0  -0.300  -3.8172   1.7888   0.1241
 7UP  C20  C  CH2   0  -0.487  -5.8906  -1.9763  -0.1049
 7UP  C19  C  CH2   0  -0.312  -7.3412  -1.8497   0.3289
 7UP  N3   N  NH1   0  -0.602  -7.9333  -0.7162  -0.3575
 7UP  C18  C  CH2   0  -0.335  -7.3916   0.5329   0.1341
 7UP  H3   H  HNH2  0   0.394   7.5000  -1.9114   1.2588
 7UP  H1   H  HNH2  0   0.386   8.9830  -1.3856   0.6388
 7UP  H2   H  H     0   0.333   7.4971   1.1817  -1.1455
 7UP  H9   H  HCR6  0   0.265   5.6909   1.6810   0.1002
 7UP  H5   H  HCR6  0   0.262   3.3263  -2.6515  -0.3348
 7UP  H4   H  HCR6  0   0.267   5.7697  -2.5892  -0.3076
 7UP  H8   H  HCR6  0   0.263   3.5327   2.8600   0.1955
 7UP  H7   H  HCR6  0   0.264   1.0811   2.7956   0.1898
 7UP  H6   H  HCR6  0   0.263   1.1555  -1.4737  -0.2219
 7UP  H19  H  HCR6  0   0.251  -3.2214  -1.5384  -0.1159
 7UP  H11  H  HCR6  0   0.253  -5.7552   2.6738   0.2245
 7UP  H10  H  HCR6  0   0.257  -3.2968   2.7358   0.1801
 7UP  H18  H  HCH2  0   0.248  -5.8530  -2.3397  -1.1360
 7UP  H17  H  HCH2  0   0.246  -5.3771  -2.7214   0.5064
 7UP  H16  H  HCH2  0   0.242  -7.8879  -2.7544   0.0610
 7UP  H15  H  HCH2  0   0.200  -7.3926  -1.7541   1.4253
 7UP  H14  H  HNH1  0   0.360  -8.9356  -0.7164  -0.2240
 7UP  H12  H  HCH2  0   0.221  -7.6877   0.7460   1.1748
 7UP  H13  H  HCH2  0   0.249  -7.7827   1.3567  -0.4680

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
 7UP  C9   C8   aromatic  1.364  0.020  1.364
 7UP  C9   C10  aromatic  1.416  0.020  1.416
 7UP  N1   C1   double    1.278  0.020  1.278
 7UP  C8   C7   aromatic  1.422  0.020  1.422
 7UP  C11  C10  aromatic  1.410  0.020  1.410
 7UP  C11  C2   aromatic  1.373  0.020  1.373
 7UP  C10  C5   aromatic  1.418  0.020  1.418
 7UP  C1   N2   single    1.363  0.020  1.363
 7UP  C1   C2   single    1.491  0.020  1.491
 7UP  C2   C3   aromatic  1.416  0.020  1.416
 7UP  C7   C12  single    1.421  0.020  1.421
 7UP  C7   C6   aromatic  1.378  0.020  1.378
 7UP  C15  C16  aromatic  1.381  0.020  1.381
 7UP  C15  C14  aromatic  1.400  0.020  1.400
 7UP  C5   C6   aromatic  1.410  0.020  1.410
 7UP  C5   C4   aromatic  1.415  0.020  1.415
 7UP  C12  C13  triple    1.208  0.020  1.208
 7UP  C13  C14  single    1.422  0.020  1.422
 7UP  C3   C4   aromatic  1.366  0.020  1.366
 7UP  C16  C17  aromatic  1.394  0.020  1.394
 7UP  C14  C22  aromatic  1.395  0.020  1.395
 7UP  C17  C18  single    1.505  0.020  1.505
 7UP  C17  C21  aromatic  1.396  0.020  1.396
 7UP  C22  C21  aromatic  1.390  0.020  1.390
 7UP  C18  N3   single    1.448  0.020  1.448
 7UP  C21  C20  single    1.506  0.020  1.506
 7UP  N3   C19  single    1.451  0.020  1.451
 7UP  C20  C19  single    1.519  0.020  1.519
 7UP  N2   H3   single    0.890  0.020  1.040
 7UP  N2   H1   single    0.890  0.020  1.040
 7UP  N1   H2   single    0.890  0.020  1.040
 7UP  C11  H9   single    0.930  0.020  1.080
 7UP  C4   H5   single    0.930  0.020  1.080
 7UP  C3   H4   single    0.930  0.020  1.080
 7UP  C9   H8   single    0.930  0.020  1.080
 7UP  C8   H7   single    0.930  0.020  1.080
 7UP  C6   H6   single    0.930  0.020  1.080
 7UP  C22  H19  single    0.930  0.020  1.080
 7UP  C16  H11  single    0.930  0.020  1.080
 7UP  C15  H10  single    0.930  0.020  1.080
 7UP  C20  H18  single    0.970  0.020  1.090
 7UP  C20  H17  single    0.970  0.020  1.090
 7UP  C19  H16  single    0.970  0.020  1.090
 7UP  C19  H15  single    0.970  0.020  1.090
 7UP  N3   H14  single    0.890  0.020  1.040
 7UP  C18  H12  single    0.970  0.020  1.090
 7UP  C18  H13  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
 7UP  H1   N2   H3   114.18  3.000
 7UP  H1   N2   C1   116.14  3.000
 7UP  H3   N2   C1   118.34  3.000
 7UP  C2   C1   N1   124.64  3.000
 7UP  C2   C1   N2   114.71  3.000
 7UP  N1   C1   N2   120.62  3.000
 7UP  H2   N1   C1   110.77  3.000
 7UP  C3   C2   C11  119.44  3.000
 7UP  C3   C2   C1   120.73  3.000
 7UP  C11  C2   C1   119.83  3.000
 7UP  H9   C11  C10  118.56  3.000
 7UP  H9   C11  C2   120.33  3.000
 7UP  C10  C11  C2   121.09  3.000
 7UP  C9   C10  C5   118.92  3.000
 7UP  C5   C10  C11  119.24  3.000
 7UP  C9   C10  C11  121.85  3.000
 7UP  C6   C5   C4   121.84  3.000
 7UP  C4   C5   C10  118.78  3.000
 7UP  C6   C5   C10  119.38  3.000
 7UP  H5   C4   C3   120.12  3.000
 7UP  H5   C4   C5   119.11  3.000
 7UP  C3   C4   C5   120.77  3.000
 7UP  H4   C3   C4   119.61  3.000
 7UP  H4   C3   C2   119.70  3.000
 7UP  C4   C3   C2   120.67  3.000
 7UP  H8   C9   C8   120.03  3.000
 7UP  H8   C9   C10  119.13  3.000
 7UP  C8   C9   C10  120.84  3.000
 7UP  H7   C8   C7   119.14  3.000
 7UP  H7   C8   C9   120.37  3.000
 7UP  C7   C8   C9   120.49  3.000
 7UP  C12  C7   C6   120.63  3.000
 7UP  C6   C7   C8   119.61  3.000
 7UP  C12  C7   C8   119.76  3.000
 7UP  H6   C6   C7   119.96  3.000
 7UP  H6   C6   C5   119.28  3.000
 7UP  C7   C6   C5   120.77  3.000
 7UP  C13  C12  C7   180.00  3.000
 7UP  C14  C13  C12  180.00  3.000
 7UP  C15  C14  C22  119.02  3.000
 7UP  C22  C14  C13  120.38  3.000
 7UP  C15  C14  C13  120.59  3.000
 7UP  H19  C22  C21  119.46  3.000
 7UP  H19  C22  C14  119.15  3.000
 7UP  C21  C22  C14  121.38  3.000
 7UP  C20  C21  C17  120.59  3.000
 7UP  C20  C21  C22  120.21  3.000
 7UP  C17  C21  C22  119.20  3.000
 7UP  C18  C17  C16  119.75  3.000
 7UP  C18  C17  C21  120.80  3.000
 7UP  C16  C17  C21  119.43  3.000
 7UP  H11  C16  C15  119.37  3.000
 7UP  H11  C16  C17  119.30  3.000
 7UP  C15  C16  C17  121.33  3.000
 7UP  H10  C15  C16  120.39  3.000
 7UP  H10  C15  C14  119.98  3.000
 7UP  C16  C15  C14  119.64  3.000
 7UP  H17  C20  H18  106.55  3.000
 7UP  H17  C20  C19  110.24  3.000
 7UP  H18  C20  C19  109.24  3.000
 7UP  H17  C20  C21  110.03  3.000
 7UP  H18  C20  C21  109.11  3.000
 7UP  C19  C20  C21  111.53  3.000
 7UP  H15  C19  H16  107.05  3.000
 7UP  H15  C19  N3   112.57  3.000
 7UP  H16  C19  N3   109.10  3.000
 7UP  H15  C19  C20  109.63  3.000
 7UP  H16  C19  C20  109.83  3.000
 7UP  N3   C19  C20  108.63  3.000
 7UP  H14  N3   C18  109.05  3.000
 7UP  H14  N3   C19  109.98  3.000
 7UP  C18  N3   C19  111.14  3.000
 7UP  H13  C18  H12  106.15  3.000
 7UP  H13  C18  N3   109.24  3.000
 7UP  H12  C18  N3   112.75  3.000
 7UP  H13  C18  C17  109.41  3.000
 7UP  H12  C18  C17  107.81  3.000
 7UP  N3   C18  C17  111.32  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
 7UP  CONST_01  C9   C10  C11  C2   180.00   0.0  0
 7UP  CONST_02  C5   C10  C11  C2     0.00   0.0  0
 7UP  CONST_03  C5   C4   C3   C2     0.00   0.0  0
 7UP  CONST_04  C8   C9   C10  C11  180.00   0.0  0
 7UP  CONST_05  C6   C5   C10  C11  180.00   0.0  0
 7UP  CONST_06  C4   C5   C10  C11    0.00   0.0  0
 7UP  CONST_07  C4   C3   C2   C11    0.00   0.0  0
 7UP  CONST_08  C7   C8   C9   C10    0.00   0.0  0
 7UP  CONST_09  C3   C2   C11  C10    0.00   0.0  0
 7UP  CONST_10  C7   C6   C5   C10    0.00   0.0  0
 7UP  CONST_11  C3   C4   C5   C10    0.00   0.0  0
 7UP  CONST_12  C8   C9   C10  C5     0.00   0.0  0
 7UP  CONST_13  C8   C7   C6   C5     0.00   0.0  0
 7UP  CONST_14  C9   C10  C5   C4   180.00   0.0  0
 7UP  CONST_15  C7   C6   C5   C4   180.00   0.0  0
 7UP  CONST_16  C6   C5   C4   C3   180.00   0.0  0
 7UP  CONST_17  C6   C7   C8   C9     0.00   0.0  0
 7UP  CONST_18  C6   C5   C10  C9     0.00   0.0  0
 7UP  CONST_19  C17  C16  C15  C14    0.00   0.0  0
 7UP  CONST_20  C17  C21  C22  C14    0.00   0.0  0
 7UP  CONST_21  C16  C15  C14  C22    0.00   0.0  0
 7UP  CONST_22  C16  C17  C21  C22    0.00   0.0  0
 7UP  CONST_23  C15  C16  C17  C21    0.00   0.0  0
 7UP  CONST_24  C15  C14  C22  C21    0.00   0.0  0
 7UP  CONST_25  C10  C11  C2   C1   180.00   0.0  0
 7UP  CONST_26  C4   C3   C2   C1   180.00   0.0  0
 7UP  CONST_27  C12  C7   C6   C5   180.00   0.0  0
 7UP  CONST_28  C12  C7   C8   C9   180.00   0.0  0
 7UP  CONST_29  C16  C15  C14  C13  180.00   0.0  0
 7UP  CONST_30  C21  C22  C14  C13  180.00   0.0  0
 7UP  CONST_31  H5   C4   C3   C2   180.00   0.0  0
 7UP  CONST_32  H8   C9   C10  C11    0.00   0.0  0
 7UP  CONST_33  H4   C3   C2   C11  180.00   0.0  0
 7UP  CONST_34  H7   C8   C9   C10  180.00   0.0  0
 7UP  CONST_35  H6   C6   C5   C10  180.00   0.0  0
 7UP  CONST_36  H9   C11  C10  C5   180.00   0.0  0
 7UP  CONST_37  H11  C16  C15  C14  180.00   0.0  0
 7UP  CONST_38  H10  C15  C14  C22  180.00   0.0  0
 7UP  CONST_39  H19  C22  C21  C17  180.00   0.0  0
 7UP  CONST_40  H2   N1   C1   C2     0.00   0.0  0
 7UP  CONST_42  H1   N2   C1   C2   180.00   0.0  0
 7UP  Var_01    C19  C20  C21  C22  163.74  30.0  1
 7UP  Var_02    N3   C18  C17  C21  -19.24  30.0  1
 7UP  Var_03    N3   C19  C20  C21   48.78  30.0  1
 7UP  Var_04    C19  N3   C18  C17   53.53  30.0  1
 7UP  Var_05    C18  N3   C19  C20  -69.91  30.0  1
 7UP  Var_06    C11  C2   C1   N2   145.93  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
 7UP  plan-1  C1   0.020
 7UP  plan-1  C2   0.020
 7UP  plan-1  C11  0.020
 7UP  plan-1  C10  0.020
 7UP  plan-1  C5   0.020
 7UP  plan-1  C4   0.020
 7UP  plan-1  C3   0.020
 7UP  plan-1  C9   0.020
 7UP  plan-1  C8   0.020
 7UP  plan-1  C7   0.020
 7UP  plan-1  C6   0.020
 7UP  plan-1  C12  0.020
 7UP  plan-1  C13  0.020
 7UP  plan-1  H9   0.020
 7UP  plan-1  H5   0.020
 7UP  plan-1  H4   0.020
 7UP  plan-1  H8   0.020
 7UP  plan-1  H7   0.020
 7UP  plan-1  H6   0.020
 7UP  plan-2  C12  0.020
 7UP  plan-2  C13  0.020
 7UP  plan-2  C14  0.020
 7UP  plan-2  C22  0.020
 7UP  plan-2  C21  0.020
 7UP  plan-2  C17  0.020
 7UP  plan-2  C16  0.020
 7UP  plan-2  C15  0.020
 7UP  plan-2  C20  0.020
 7UP  plan-2  C18  0.020
 7UP  plan-2  H19  0.020
 7UP  plan-2  H11  0.020
 7UP  plan-2  H10  0.020
 7UP  plan-3  N2   0.020
 7UP  plan-3  C1   0.020
 7UP  plan-3  N1   0.020
 7UP  plan-3  C2   0.020
 7UP  plan-3  H3   0.020
 7UP  plan-3  H1   0.020
 7UP  plan-3  H2   0.020

