# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Aug  2 13:35:14 2022
#   Inital geometry file: a 82 line input string
#   Ligand name: 8-propan-2-yloxy-4~{H}-thieno[2,3-c]isoquinolin-5-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)Oc1ccc2C(=O)Nc3sccc3c2c1
#
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
 VJN  VJN  "8-propan-2-yloxy-4~{H}-thieno[2,3-c]isoquinolin-5-one"
  ligand  31  18  .  2022-08-11  2022-08-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_VJN
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
 VJN  C4   C  CR6   0   0.448  -40.7429  -14.4927  15.4267
 VJN  C14  C  CR16  0  -0.513  -40.5959  -14.1224  14.0984
 VJN  C5   C  CR16  0  -0.357  -39.9779  -13.8484  16.4176
 VJN  C6   C  CR16  0  -0.254  -39.0954  -12.8592  16.0705
 VJN  C11  C  CR15  0  -0.232  -40.1459  -13.1534  11.1777
 VJN  C7   C  CR66  0  -0.218  -38.9358  -12.4683  14.7348
 VJN  C8   C  CR6   0   0.513  -37.9823  -11.4030  14.4195
 VJN  C9   C  CR56  0   0.049  -38.6200  -11.6872  12.1157
 VJN  C10  C  CR15  0  -0.475  -39.7132  -12.5025  10.0736
 VJN  C12  C  CR56  0   0.041  -39.5196  -12.6904  12.3766
 VJN  C13  C  CR66  0   0.315  -39.6975  -13.1098  13.7426
 VJN  N1   N  NR16  0  -0.737  -37.8883  -11.0741  13.0883
 VJN  C3   C  CH3   0  -0.679  -41.5831  -17.2958  14.3183
 VJN  C1   C  CH3   0  -0.661  -43.5348  -16.7526  15.8104
 VJN  C2   C  CH1   0  -0.006  -42.3970  -16.1960  14.9786
 VJN  O1   O  O2    0  -0.473  -41.5828  -15.4292  15.8763
 VJN  O2   O  O     0  -0.464  -37.3009  -10.8188  15.2494
 VJN  S1   S  S2    0   0.244  -38.5256  -11.2997  10.4444
 VJN  H1   H  HCR6  0   0.279  -41.1709  -14.6027  13.3194
 VJN  H2   H  HCR6  0   0.266  -40.0975  -14.1419  17.4525
 VJN  H3   H  HCR6  0   0.264  -38.5131  -12.3719  16.8409
 VJN  H4   H  HCR5  0   0.272  -40.8876  -13.9385  11.1407
 VJN  H5   H  HCR5  0   0.301  -40.0158  -12.6498   9.0489
 VJN  H6   H  HNR6  0   0.421  -37.2384  -10.3377  12.8469
 VJN  H7   H  HCH3  0   0.244  -40.7517  -16.9063  13.7310
 VJN  H8   H  HCH3  0   0.233  -41.1822  -17.9810  15.0667
 VJN  H9   H  HCH3  0   0.240  -42.2211  -17.8680  13.6447
 VJN  H10  H  HCH3  0   0.241  -44.1146  -15.9552  16.2752
 VJN  H11  H  HCH3  0   0.236  -44.2065  -17.3265  15.1729
 VJN  H12  H  HCH3  0   0.231  -43.1643  -17.4164  16.5931
 VJN  H13  H  HCH1  0   0.234  -42.8183  -15.5324  14.2159

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
 VJN  C10  S1   aromatic  1.731  0.020  1.731
 VJN  C10  C11  aromatic  1.353  0.020  1.353
 VJN  S1   C9   aromatic  1.718  0.020  1.718
 VJN  C11  C12  aromatic  1.430  0.020  1.430
 VJN  C9   C12  aromatic  1.372  0.020  1.372
 VJN  C9   N1   single    1.363  0.020  1.363
 VJN  C12  C13  aromatic  1.440  0.020  1.440
 VJN  N1   C8   single    1.374  0.020  1.374
 VJN  C13  C14  aromatic  1.400  0.020  1.400
 VJN  C13  C7   aromatic  1.406  0.020  1.406
 VJN  C14  C4   aromatic  1.387  0.020  1.387
 VJN  C8   C7   single    1.464  0.020  1.464
 VJN  C8   O2   double    1.222  0.020  1.222
 VJN  C3   C2   single    1.519  0.020  1.519
 VJN  C7   C6   aromatic  1.401  0.020  1.401
 VJN  C2   C1   single    1.515  0.020  1.515
 VJN  C2   O1   single    1.434  0.020  1.434
 VJN  C4   O1   single    1.336  0.020  1.336
 VJN  C4   C5   aromatic  1.408  0.020  1.408
 VJN  C6   C5   aromatic  1.370  0.020  1.370
 VJN  C14  H1   single    0.930  0.020  1.080
 VJN  C5   H2   single    0.930  0.020  1.080
 VJN  C6   H3   single    0.930  0.020  1.080
 VJN  C11  H4   single    0.930  0.020  1.080
 VJN  C10  H5   single    0.930  0.020  1.080
 VJN  N1   H6   single    0.860  0.020  1.020
 VJN  C3   H7   single    0.970  0.020  1.090
 VJN  C3   H8   single    0.970  0.020  1.090
 VJN  C3   H9   single    0.970  0.020  1.090
 VJN  C1   H10  single    0.970  0.020  1.090
 VJN  C1   H11  single    0.970  0.020  1.090
 VJN  C1   H12  single    0.970  0.020  1.090
 VJN  C2   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
 VJN  O1   C4   C5   115.19  3.000
 VJN  C5   C4   C14  119.63  3.000
 VJN  O1   C4   C14  125.18  3.000
 VJN  H1   C14  C13  118.67  3.000
 VJN  H1   C14  C4   121.02  3.000
 VJN  C13  C14  C4   120.31  3.000
 VJN  H2   C5   C6   120.60  3.000
 VJN  H2   C5   C4   119.26  3.000
 VJN  C6   C5   C4   120.13  3.000
 VJN  H3   C6   C7   119.48  3.000
 VJN  H3   C6   C5   119.44  3.000
 VJN  C7   C6   C5   121.09  3.000
 VJN  H4   C11  C12  124.38  3.000
 VJN  H4   C11  C10  122.76  3.000
 VJN  C12  C11  C10  112.86  3.000
 VJN  C13  C7   C8   122.20  3.000
 VJN  C8   C7   C6   118.86  3.000
 VJN  C13  C7   C6   118.94  3.000
 VJN  O2   C8   N1   120.33  3.000
 VJN  O2   C8   C7   124.37  3.000
 VJN  N1   C8   C7   115.30  3.000
 VJN  S1   C9   N1   124.28  3.000
 VJN  N1   C9   C12  123.03  3.000
 VJN  S1   C9   C12  112.69  3.000
 VJN  H5   C10  S1   119.41  3.000
 VJN  H5   C10  C11  128.31  3.000
 VJN  S1   C10  C11  112.28  3.000
 VJN  C13  C12  C9   118.31  3.000
 VJN  C13  C12  C11  130.32  3.000
 VJN  C9   C12  C11  111.37  3.000
 VJN  C12  C13  C7   118.01  3.000
 VJN  C7   C13  C14  119.90  3.000
 VJN  C12  C13  C14  122.09  3.000
 VJN  H6   N1   C9   120.15  3.000
 VJN  H6   N1   C8   116.70  3.000
 VJN  C9   N1   C8   123.15  3.000
 VJN  H9   C3   H8   108.02  3.000
 VJN  H9   C3   H7   107.53  3.000
 VJN  H8   C3   H7   108.29  3.000
 VJN  H9   C3   C2   109.57  3.000
 VJN  H8   C3   C2   110.69  3.000
 VJN  H7   C3   C2   112.59  3.000
 VJN  H12  C1   H11  107.98  3.000
 VJN  H12  C1   H10  108.65  3.000
 VJN  H11  C1   H10  107.88  3.000
 VJN  H12  C1   C2   111.23  3.000
 VJN  H11  C1   C2   109.59  3.000
 VJN  H10  C1   C2   111.39  3.000
 VJN  H13  C2   O1   109.28  3.000
 VJN  H13  C2   C1   108.42  3.000
 VJN  O1   C2   C1   106.20  3.000
 VJN  H13  C2   C3   110.00  3.000
 VJN  O1   C2   C3   110.79  3.000
 VJN  C1   C2   C3   112.02  3.000
 VJN  C2   O1   C4   121.41  3.000
 VJN  C10  S1   C9    90.80  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
 VJN  CONST_01  C12  C13  C14  C4    180.00   0.0  0
 VJN  CONST_02  C7   C13  C14  C4      0.00   0.0  0
 VJN  CONST_03  C7   C6   C5   C4      0.00   0.0  0
 VJN  CONST_04  C11  C12  C13  C14     0.00   0.0  0
 VJN  CONST_05  C9   C12  C13  C14   180.00   0.0  0
 VJN  CONST_06  C6   C7   C13  C14     0.00   0.0  0
 VJN  CONST_07  C6   C5   C4   C14     0.00   0.0  0
 VJN  CONST_08  C13  C14  C4   C5      0.00   0.0  0
 VJN  CONST_09  C13  C7   C6   C5      0.00   0.0  0
 VJN  CONST_10  C12  C13  C7   C6    180.00   0.0  0
 VJN  CONST_11  C9   S1   C10  C11     0.00   0.0  0
 VJN  CONST_12  S1   C9   C12  C11     0.00   0.0  0
 VJN  CONST_13  C7   C13  C12  C11   180.00   0.0  0
 VJN  CONST_14  C9   C12  C13  C7      0.00   0.0  0
 VJN  CONST_15  C9   N1   C8   C7      0.00   0.0  0
 VJN  CONST_16  C10  C11  C12  C9      0.00   0.0  0
 VJN  CONST_17  C12  C9   S1   C10     0.00   0.0  0
 VJN  CONST_18  C13  C12  C11  C10   180.00   0.0  0
 VJN  CONST_19  S1   C10  C11  C12     0.00   0.0  0
 VJN  CONST_20  S1   C9   C12  C13   180.00   0.0  0
 VJN  CONST_21  O1   C4   C5   C6    180.00   0.0  0
 VJN  CONST_22  O2   C8   N1   C9    180.00   0.0  0
 VJN  CONST_23  O1   C4   C14  C13   180.00   0.0  0
 VJN  CONST_24  H3   C6   C5   C4    180.00   0.0  0
 VJN  CONST_25  H2   C5   C4   C14   180.00   0.0  0
 VJN  CONST_26  H1   C14  C4   C5    180.00   0.0  0
 VJN  CONST_27  H1   C14  C13  C7    180.00   0.0  0
 VJN  CONST_28  H6   N1   C8   C7    180.00   0.0  0
 VJN  CONST_29  H2   C5   C6   C7    180.00   0.0  0
 VJN  CONST_30  H3   C6   C7   C8      0.00   0.0  0
 VJN  CONST_31  H5   C10  S1   C9    180.00   0.0  0
 VJN  CONST_32  H4   C11  C12  C9    180.00   0.0  0
 VJN  CONST_33  H5   C10  C11  C12   180.00   0.0  0
 VJN  CONST_34  H1   C14  C13  C12     0.00   0.0  0
 VJN  CONST_35  H4   C11  C12  C13     0.00   0.0  0
 VJN  CONST_36  H3   C6   C7   C13   180.00   0.0  0
 VJN  CONST_37  H4   C11  C10  S1    180.00   0.0  0
 VJN  CONST_38  H6   N1   C8   O2      0.00   0.0  0
 VJN  Var_01    N1   C8   C7   C6   -179.73  30.0  1
 VJN  Var_02    S1   C9   N1   C8   -179.99  30.0  1
 VJN  Var_03    C12  C9   N1   C8      0.03  30.0  1
 VJN  Var_04    N1   C8   C7   C13     0.16  30.0  1
 VJN  Var_05    O2   C8   C7   C6      0.09  30.0  1
 VJN  Var_06    O2   C8   C7   C13   179.97  30.0  1
 VJN  Var_07    H6   N1   C9   C12  -179.89  30.0  1
 VJN  Var_08    H6   N1   C9   S1      0.09  30.0  1
 VJN  Var_09    C2   O1   C4   C14     2.57  30.0  2
 VJN  Var_10    C2   O1   C4   C5   -178.13  30.0  2
 VJN  Var_11    C3   C2   O1   C4     78.39  30.0  2
 VJN  Var_12    C1   C2   O1   C4   -159.74  30.0  2
 VJN  Var_13    H13  C2   O1   C4    -42.98  30.0  2
 VJN  Var_14    H10  C1   C2   C3   -179.72  30.0  3
 VJN  Var_15    H11  C1   C2   C3    -60.43  30.0  3
 VJN  Var_16    H12  C1   C2   C3     58.89  30.0  3
 VJN  Var_17    H7   C3   C2   C1   -179.04  30.0  3
 VJN  Var_18    H8   C3   C2   C1    -57.67  30.0  3
 VJN  Var_19    H9   C3   C2   C1     61.35  30.0  3
 VJN  Var_20    H7   C3   C2   O1    -60.64  30.0  3
 VJN  Var_21    H8   C3   C2   O1     60.73  30.0  3
 VJN  Var_22    H9   C3   C2   O1    179.75  30.0  3
 VJN  Var_23    H10  C1   C2   O1     59.19  30.0  3
 VJN  Var_24    H11  C1   C2   O1    178.49  30.0  3
 VJN  Var_25    H12  C1   C2   O1    -62.19  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
 VJN  plan-1  C7   0.020
 VJN  plan-1  C8   0.020
 VJN  plan-1  C9   0.020
 VJN  plan-1  N1   0.020
 VJN  plan-1  O2   0.020
 VJN  plan-1  H6   0.020
 VJN  plan-2  C11  0.020
 VJN  plan-2  C9   0.020
 VJN  plan-2  C10  0.020
 VJN  plan-2  C12  0.020
 VJN  plan-2  C13  0.020
 VJN  plan-2  N1   0.020
 VJN  plan-2  S1   0.020
 VJN  plan-2  H4   0.020
 VJN  plan-2  H5   0.020
 VJN  plan-3  C4   0.020
 VJN  plan-3  C14  0.020
 VJN  plan-3  C5   0.020
 VJN  plan-3  C6   0.020
 VJN  plan-3  C7   0.020
 VJN  plan-3  C8   0.020
 VJN  plan-3  C12  0.020
 VJN  plan-3  C13  0.020
 VJN  plan-3  O1   0.020
 VJN  plan-3  H1   0.020
 VJN  plan-3  H2   0.020
 VJN  plan-3  H3   0.020

