# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Aug  4 02:54:59 2022
#   Inital geometry file: a 99 line input string
#   Ligand name: 2-(5-chloro-2-methoxyphenyl)-N-(isoquinolin-4-yl)acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(Cl)cc1CC(=O)Nc2cncc3ccccc23
#
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
 Z26  Z26  "2-(5-chloro-2-methoxyphenyl)-N-(isoquinolin-4-yl)acetamide"
  ligand  38  23  .  2022-08-11  2022-08-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_Z26
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
 Z26  C1    C   CR6   0   0.052  -19.6250  -0.7821  15.3868
 Z26  C10   C   CR66  0  -0.019  -17.9502   1.2740   9.1432
 Z26  C11   C   CR16  0  -0.095  -16.8530   0.5787   8.5846
 Z26  C13   C   CR16  0  -0.114  -17.0112  -1.0926  10.1219
 Z26  C14   C   CR16  0  -0.306  -19.7227   1.3618  10.8091
 Z26  C15   C   CR16  0  -0.246  -20.1544   2.5426  10.2687
 Z26  C16   C   CR16  0  -0.254  -19.4934   3.1225   9.1651
 Z26  C17   C   CR16  0  -0.297  -18.4123   2.4971   8.6088
 Z26  C19   C   CR16  0  -0.382  -21.1228   0.8468  16.3670
 Z26  C2    C   CH2   0  -0.681  -19.1733  -1.5705  14.1954
 Z26  C20   C   CR6   0   0.381  -20.6910   0.1211  15.2628
 Z26  C22   C   CH3   0  -0.444  -22.3152   1.1028  13.8315
 Z26  C3    C   C     0   0.545  -18.5374  -0.6926  13.1317
 Z26  C4    C   CR16  0  -0.264  -19.0102  -0.9315  16.6176
 Z26  C5    C   CR6   0  -0.051  -19.4474  -0.2027  17.7163
 Z26  C7    C   CR16  0  -0.212  -20.4985   0.6843  17.5982
 Z26  C8    C   CR6   0   0.193  -18.0804  -0.5203  10.7553
 Z26  C9    C   CR66  0   0.219  -18.6004   0.7033  10.2614
 Z26  N12   N   N     0  -0.403  -16.4041  -0.5577   9.0417
 Z26  N6    N   NH1   0  -0.752  -18.6724  -1.1576  11.8652
 Z26  O18   O   O     0  -0.449  -17.9303   0.3269  13.3952
 Z26  O21   O   O2    0  -0.469  -21.2317   0.2161  14.0353
 Z26  CL23  CL  CL    0  -0.140  -18.6602  -0.4128  19.2492
 Z26  H2    H   HCR6  0   0.274  -16.6079  -2.0312  10.4867
 Z26  H3    H   HCR6  0   0.268  -20.2481   0.9276  11.6477
 Z26  H4    H   HCR6  0   0.265  -21.0177   3.0408  10.6909
 Z26  H5    H   HCR6  0   0.265  -19.8514   4.0589   8.7585
 Z26  H6    H   HCR6  0   0.263  -17.9005   2.9253   7.7555
 Z26  H7    H   HCR6  0   0.289  -21.9444   1.5462  16.2946
 Z26  H8    H   HCH2  0   0.285  -19.9982  -2.1484  13.7716
 Z26  H9    H   HCH2  0   0.305  -18.4181  -2.2992  14.5038
 Z26  H10   H   HCH3  0   0.262  -22.5899   1.0171  12.7830
 Z26  H11   H   HCH3  0   0.240  -23.1785   0.8358  14.4461
 Z26  H12   H   HCH3  0   0.232  -22.0367   2.1388  14.0393
 Z26  H13   H   HCR6  0   0.275  -18.1847  -1.6247  16.7186
 Z26  H14   H   HCR6  0   0.279  -20.8424   1.2529  18.4514
 Z26  H15   H   HNH1  0   0.413  -19.1277  -2.0457  11.7162
 Z26  H1    H   HCR6  0   0.271  -16.3464   1.0026   7.7217

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
 Z26  C16  C17   aromatic  1.367  0.020  1.367
 Z26  C16  C15   aromatic  1.411  0.020  1.411
 Z26  C17  C10   aromatic  1.412  0.020  1.412
 Z26  C15  C14   aromatic  1.369  0.020  1.369
 Z26  C10  C11   aromatic  1.414  0.020  1.414
 Z26  C10  C9    aromatic  1.414  0.020  1.414
 Z26  C11  N12   aromatic  1.305  0.020  1.305
 Z26  C14  C9    aromatic  1.412  0.020  1.412
 Z26  C9   C8    aromatic  1.418  0.020  1.418
 Z26  N12  C13   aromatic  1.350  0.020  1.350
 Z26  C8   C13   aromatic  1.368  0.020  1.368
 Z26  C8   N6    single    1.410  0.020  1.410
 Z26  N6   C3    single    1.356  0.020  1.356
 Z26  C3   O18   double    1.215  0.020  1.215
 Z26  C3   C2    single    1.519  0.020  1.519
 Z26  C2   C1    single    1.498  0.020  1.498
 Z26  C22  O21   single    1.415  0.020  1.415
 Z26  O21  C20   single    1.345  0.020  1.345
 Z26  C1   C20   aromatic  1.403  0.020  1.403
 Z26  C1   C4    aromatic  1.384  0.020  1.384
 Z26  C20  C19   aromatic  1.390  0.020  1.390
 Z26  C4   C5    aromatic  1.389  0.020  1.389
 Z26  C19  C7    aromatic  1.390  0.020  1.390
 Z26  C5   C7    aromatic  1.380  0.020  1.380
 Z26  C5   CL23  single    1.736  0.020  1.736
 Z26  C11  H1    single    0.930  0.020  1.080
 Z26  C13  H2    single    0.930  0.020  1.080
 Z26  C14  H3    single    0.930  0.020  1.080
 Z26  C15  H4    single    0.930  0.020  1.080
 Z26  C16  H5    single    0.930  0.020  1.080
 Z26  C17  H6    single    0.930  0.020  1.080
 Z26  C19  H7    single    0.930  0.020  1.080
 Z26  C2   H8    single    0.970  0.020  1.090
 Z26  C2   H9    single    0.970  0.020  1.090
 Z26  C22  H10   single    0.970  0.020  1.090
 Z26  C22  H11   single    0.970  0.020  1.090
 Z26  C22  H12   single    0.970  0.020  1.090
 Z26  C4   H13   single    0.930  0.020  1.080
 Z26  C7   H14   single    0.930  0.020  1.080
 Z26  N6   H15   single    0.860  0.020  1.020

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
 Z26  C4    C1   C20  119.06  3.000
 Z26  C4    C1   C2   121.09  3.000
 Z26  C20   C1   C2   119.85  3.000
 Z26  C9    C10  C17  119.89  3.000
 Z26  C9    C10  C11  118.09  3.000
 Z26  C17   C10  C11  122.02  3.000
 Z26  H1    C11  N12  117.23  3.000
 Z26  H1    C11  C10  118.92  3.000
 Z26  N12   C11  C10  123.85  3.000
 Z26  H2    C13  N12  116.42  3.000
 Z26  H2    C13  C8   119.79  3.000
 Z26  N12   C13  C8   123.80  3.000
 Z26  H3    C14  C9   120.01  3.000
 Z26  H3    C14  C15  119.99  3.000
 Z26  C9    C14  C15  120.00  3.000
 Z26  H4    C15  C16  119.31  3.000
 Z26  H4    C15  C14  119.64  3.000
 Z26  C16   C15  C14  121.04  3.000
 Z26  H5    C16  C17  120.31  3.000
 Z26  H5    C16  C15  119.65  3.000
 Z26  C17   C16  C15  120.04  3.000
 Z26  H6    C17  C16  120.88  3.000
 Z26  H6    C17  C10  119.06  3.000
 Z26  C16   C17  C10  120.05  3.000
 Z26  H7    C19  C7   118.44  3.000
 Z26  H7    C19  C20  121.36  3.000
 Z26  C7    C19  C20  120.20  3.000
 Z26  H9    C2   H8   106.15  3.000
 Z26  H9    C2   C3   107.07  3.000
 Z26  H8    C2   C3   110.50  3.000
 Z26  H9    C2   C1   109.55  3.000
 Z26  H8    C2   C1   111.04  3.000
 Z26  C3    C2   C1   112.27  3.000
 Z26  O21   C20  C19  124.29  3.000
 Z26  C19   C20  C1   120.13  3.000
 Z26  O21   C20  C1   115.58  3.000
 Z26  H12   C22  H11  109.03  3.000
 Z26  H12   C22  H10  108.82  3.000
 Z26  H11   C22  H10  108.88  3.000
 Z26  H12   C22  O21  111.81  3.000
 Z26  H11   C22  O21  111.76  3.000
 Z26  H10   C22  O21  106.44  3.000
 Z26  O18   C3   N6   122.67  3.000
 Z26  O18   C3   C2   122.83  3.000
 Z26  N6    C3   C2   114.47  3.000
 Z26  H13   C4   C5   120.14  3.000
 Z26  H13   C4   C1   119.39  3.000
 Z26  C5    C4   C1   120.47  3.000
 Z26  CL23  C5   C7   119.91  3.000
 Z26  CL23  C5   C4   119.48  3.000
 Z26  C7    C5   C4   120.61  3.000
 Z26  H14   C7   C5   120.82  3.000
 Z26  H14   C7   C19  119.64  3.000
 Z26  C5    C7   C19  119.53  3.000
 Z26  N6    C8   C9   120.67  3.000
 Z26  N6    C8   C13  120.22  3.000
 Z26  C9    C8   C13  119.09  3.000
 Z26  C8    C9   C14  123.97  3.000
 Z26  C8    C9   C10  117.07  3.000
 Z26  C14   C9   C10  118.96  3.000
 Z26  C13   N12  C11  118.09  3.000
 Z26  H15   N6   C8   118.09  3.000
 Z26  H15   N6   C3   119.00  3.000
 Z26  C8    N6   C3   122.57  3.000
 Z26  C22   O21  C20  118.93  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
 Z26  CONST_01  C7    C19  C20  C1      0.00   0.0  0
 Z26  CONST_02  C7    C5   C4   C1      0.00   0.0  0
 Z26  CONST_03  C15   C16  C17  C10     0.00   0.0  0
 Z26  CONST_04  C13   N12  C11  C10     0.00   0.0  0
 Z26  CONST_05  C15   C14  C9   C10     0.00   0.0  0
 Z26  CONST_06  C13   C8   C9   C10     0.00   0.0  0
 Z26  CONST_07  C16   C17  C10  C11   180.00   0.0  0
 Z26  CONST_08  C14   C9   C10  C11   180.00   0.0  0
 Z26  CONST_09  C8    C9   C10  C11     0.00   0.0  0
 Z26  CONST_10  C8    C13  N12  C11     0.00   0.0  0
 Z26  CONST_11  C14   C9   C8   C13   180.00   0.0  0
 Z26  CONST_12  C17   C16  C15  C14     0.00   0.0  0
 Z26  CONST_13  C17   C10  C9   C14     0.00   0.0  0
 Z26  CONST_14  C8    C9   C14  C15   180.00   0.0  0
 Z26  CONST_15  C9    C10  C17  C16     0.00   0.0  0
 Z26  CONST_16  C9    C14  C15  C16     0.00   0.0  0
 Z26  CONST_17  N12   C11  C10  C17   180.00   0.0  0
 Z26  CONST_18  C8    C9   C10  C17   180.00   0.0  0
 Z26  CONST_19  C4    C1   C20  C19     0.00   0.0  0
 Z26  CONST_20  C4    C5   C7   C19     0.00   0.0  0
 Z26  CONST_21  C5    C4   C1   C20     0.00   0.0  0
 Z26  CONST_22  C5    C7   C19  C20     0.00   0.0  0
 Z26  CONST_23  N12   C11  C10  C9      0.00   0.0  0
 Z26  CONST_24  N12   C13  C8   C9      0.00   0.0  0
 Z26  CONST_25  CL23  C5   C4   C1    180.00   0.0  0
 Z26  CONST_26  N6    C8   C9   C10   180.00   0.0  0
 Z26  CONST_27  N6    C8   C9   C14     0.00   0.0  0
 Z26  CONST_28  C2    C1   C20  C19   180.00   0.0  0
 Z26  CONST_29  CL23  C5   C7   C19   180.00   0.0  0
 Z26  CONST_30  C5    C4   C1   C2    180.00   0.0  0
 Z26  CONST_31  O21   C20  C1   C4    180.00   0.0  0
 Z26  CONST_32  O21   C20  C19  C7    180.00   0.0  0
 Z26  CONST_33  N6    C8   C13  N12   180.00   0.0  0
 Z26  CONST_34  H7    C19  C20  C1    180.00   0.0  0
 Z26  CONST_35  H5    C16  C17  C10   180.00   0.0  0
 Z26  CONST_36  H3    C14  C9   C10   180.00   0.0  0
 Z26  CONST_37  H6    C17  C10  C11     0.00   0.0  0
 Z26  CONST_38  H2    C13  N12  C11   180.00   0.0  0
 Z26  CONST_39  H1    C11  N12  C13   180.00   0.0  0
 Z26  CONST_40  H5    C16  C15  C14   180.00   0.0  0
 Z26  CONST_41  H6    C17  C16  C15   180.00   0.0  0
 Z26  CONST_42  H3    C14  C15  C16   180.00   0.0  0
 Z26  CONST_43  H4    C15  C16  C17   180.00   0.0  0
 Z26  CONST_44  H1    C11  C10  C17     0.00   0.0  0
 Z26  CONST_45  H13   C4   C1   C20   180.00   0.0  0
 Z26  CONST_46  H14   C7   C19  C20   180.00   0.0  0
 Z26  CONST_47  H14   C7   C5   C4    180.00   0.0  0
 Z26  CONST_48  H7    C19  C7   C5    180.00   0.0  0
 Z26  CONST_49  H13   C4   C5   C7    180.00   0.0  0
 Z26  CONST_50  H3    C14  C9   C8      0.00   0.0  0
 Z26  CONST_51  H6    C17  C10  C9    180.00   0.0  0
 Z26  CONST_52  H1    C11  C10  C9    180.00   0.0  0
 Z26  CONST_53  H4    C15  C14  C9    180.00   0.0  0
 Z26  CONST_54  H2    C13  C8   C9    180.00   0.0  0
 Z26  CONST_59  C8    N6   C3   C2    180.00   0.0  0
 Z26  CONST_60  O18   C3   N6   C8      0.00   0.0  0
 Z26  CONST_61  H15   N6   C3   C2      0.00   0.0  0
 Z26  CONST_62  H15   N6   C3   O18   180.00   0.0  0
 Z26  Var_01    C22   O21  C20  C1    179.76  30.0  2
 Z26  Var_02    C22   O21  C20  C19    -0.23  30.0  2
 Z26  Var_03    C3    C2   C1   C20    67.70  30.0  2
 Z26  Var_04    C4    C1   C2   C3   -112.52  30.0  2
 Z26  Var_05    H8    C2   C1   C20   -56.57  30.0  2
 Z26  Var_06    H9    C2   C1   C20  -173.49  30.0  2
 Z26  Var_07    H8    C2   C1   C4    123.21  30.0  2
 Z26  Var_08    H9    C2   C1   C4      6.29  30.0  2
 Z26  Var_09    N6    C3   C2   C1   -150.93  30.0  1
 Z26  Var_10    O18   C3   C2   C1     30.70  30.0  1
 Z26  Var_11    H10   C22  O21  C20  -179.89  30.0  3
 Z26  Var_12    H11   C22  O21  C20   -61.14  30.0  3
 Z26  Var_13    H12   C22  O21  C20    61.40  30.0  3
 Z26  Var_14    H8    C2   C3   N6    -26.36  30.0  3
 Z26  Var_15    H9    C2   C3   N6     88.81  30.0  3
 Z26  Var_16    H8    C2   C3   O18   155.27  30.0  3
 Z26  Var_17    H9    C2   C3   O18   -89.56  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
 Z26  plan-1  C1    0.020
 Z26  plan-1  C19   0.020
 Z26  plan-1  C2    0.020
 Z26  plan-1  C20   0.020
 Z26  plan-1  C4    0.020
 Z26  plan-1  C5    0.020
 Z26  plan-1  C7    0.020
 Z26  plan-1  O21   0.020
 Z26  plan-1  CL23  0.020
 Z26  plan-1  H7    0.020
 Z26  plan-1  H13   0.020
 Z26  plan-1  H14   0.020
 Z26  plan-2  C10   0.020
 Z26  plan-2  C11   0.020
 Z26  plan-2  C13   0.020
 Z26  plan-2  C14   0.020
 Z26  plan-2  C15   0.020
 Z26  plan-2  C16   0.020
 Z26  plan-2  C17   0.020
 Z26  plan-2  C8    0.020
 Z26  plan-2  C9    0.020
 Z26  plan-2  N12   0.020
 Z26  plan-2  N6    0.020
 Z26  plan-2  H2    0.020
 Z26  plan-2  H3    0.020
 Z26  plan-2  H4    0.020
 Z26  plan-2  H5    0.020
 Z26  plan-2  H6    0.020
 Z26  plan-2  H1    0.020
 Z26  plan-3  C2    0.020
 Z26  plan-3  C3    0.020
 Z26  plan-3  C8    0.020
 Z26  plan-3  N6    0.020
 Z26  plan-3  O18   0.020
 Z26  plan-3  H15   0.020

