# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May 10 01:28:53 2020
#   Inital geometry file: a 77 line input string
#   Ligand name: 7-(furan-2-yl)-2-hydroxyisoquinoline-1,3(2H,4H)-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: ON1C(=O)Cc2ccc(cc2C1=O)c3occc3
#
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
 Y55  Y55  7-(furan-2-yl)-2-hydroxyisoquinoline-1,3(2H,4H)-dione  ligand  27  18  .  2021-08-25  2021-08-25  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_Y55
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
 Y55  N    N  NR6   0  -0.297  -2.9968   0.7029  -0.0291
 Y55  C1   C  CR6   0   0.574  -1.6843   1.1412  -0.0243
 Y55  C10  C  CR5   0   0.399   3.0876  -0.1310   0.0100
 Y55  C11  C  CR15  0  -0.385   4.2346  -0.8653   0.0085
 Y55  C12  C  CR15  0  -0.331   5.3096   0.0687   0.0110
 Y55  C13  C  CR15  0   0.005   4.7380   1.2960   0.0136
 Y55  C2   C  CR66  0  -0.094  -0.6627   0.0776  -0.0081
 Y55  C3   C  CR66  0   0.121  -1.0236  -1.2634   0.0034
 Y55  C4   C  C     0  -0.667  -2.4557  -1.6826   0.0046
 Y55  C5   C  CR6   0   0.587  -3.4671  -0.5849  -0.0186
 Y55  C6   C  CR16  0  -0.324   0.6768   0.4603  -0.0063
 Y55  C7   C  CR6   0   0.026   1.6821  -0.4979   0.0082
 Y55  C8   C  CR16  0  -0.300   1.3126  -1.8493   0.0201
 Y55  C9   C  CR16  0  -0.260  -0.0147  -2.2223   0.0176
 Y55  O1   O  O     0  -0.406  -1.4357   2.3231  -0.0328
 Y55  O2   O  O     0  -0.453  -4.6670  -0.7726  -0.0271
 Y55  O3   O  OH1   0  -0.530  -3.9237   1.6999  -0.0457
 Y55  O4   O  O     0  -0.417   3.3953   1.1837   0.0131
 Y55  H1   H  HCR5  0   0.266   4.3140  -1.9404   0.0055
 Y55  H2   H  HCR5  0   0.270   6.3651  -0.1481   0.0104
 Y55  H3   H  HCR5  0   0.282   5.1394   2.2962   0.0158
 Y55  H4   H  H     0   0.325  -2.6606  -2.3278  -0.8545
 Y55  H5   H  H     0   0.326  -2.6680  -2.2951   0.8857
 Y55  H6   H  HCR6  0   0.265   0.9178   1.5145  -0.0160
 Y55  H7   H  HCR6  0   0.265   2.0729  -2.6192   0.0320
 Y55  H8   H  HCR6  0   0.272  -0.2736  -3.2735   0.0272
 Y55  H9   H  HOH1  0   0.482  -4.7749   1.2272  -0.0477

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
 Y55  C12  C11  aromatic  1.424  0.020  1.424
 Y55  C12  C13  aromatic  1.354  0.020  1.354
 Y55  C11  C10  aromatic  1.362  0.020  1.362
 Y55  C13  O4   aromatic  1.347  0.020  1.347
 Y55  C10  O4   aromatic  1.350  0.020  1.350
 Y55  C10  C7   single    1.453  0.020  1.453
 Y55  C8   C7   aromatic  1.401  0.020  1.401
 Y55  C8   C9   aromatic  1.379  0.020  1.379
 Y55  C7   C6   aromatic  1.389  0.020  1.389
 Y55  C9   C3   aromatic  1.392  0.020  1.392
 Y55  C6   C2   aromatic  1.393  0.020  1.393
 Y55  C3   C2   aromatic  1.389  0.020  1.389
 Y55  C3   C4   single    1.492  0.020  1.492
 Y55  C2   C1   single    1.475  0.020  1.475
 Y55  C4   C5   single    1.493  0.020  1.493
 Y55  C1   O1   double    1.208  0.020  1.208
 Y55  C1   N    single    1.384  0.020  1.384
 Y55  C5   N    single    1.371  0.020  1.371
 Y55  C5   O2   double    1.215  0.020  1.215
 Y55  N    O3   single    1.361  0.020  1.361
 Y55  C11  H1   single    0.930  0.020  1.080
 Y55  C12  H2   single    0.930  0.020  1.080
 Y55  C13  H3   single    0.930  0.020  1.080
 Y55  C4   H4   single    0.970  0.020  1.090
 Y55  C4   H5   single    0.970  0.020  1.090
 Y55  C6   H6   single    0.930  0.020  1.080
 Y55  C8   H7   single    0.930  0.020  1.080
 Y55  C9   H8   single    0.930  0.020  1.080
 Y55  O3   H9   single    0.850  0.020  0.980

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
 Y55  O3   N    C5   117.03  3.000
 Y55  O3   N    C1   114.44  3.000
 Y55  C5   N    C1   128.53  3.000
 Y55  O1   C1   C2   124.27  3.000
 Y55  O1   C1   N    120.35  3.000
 Y55  C2   C1   N    115.38  3.000
 Y55  O4   C10  C7   117.81  3.000
 Y55  C7   C10  C11  132.74  3.000
 Y55  O4   C10  C11  109.45  3.000
 Y55  H1   C11  C12  126.76  3.000
 Y55  H1   C11  C10  126.85  3.000
 Y55  C12  C11  C10  106.39  3.000
 Y55  H2   C12  C13  126.58  3.000
 Y55  H2   C12  C11  127.41  3.000
 Y55  C13  C12  C11  106.01  3.000
 Y55  H3   C13  O4   116.66  3.000
 Y55  H3   C13  C12  133.15  3.000
 Y55  O4   C13  C12  110.19  3.000
 Y55  C6   C2   C3   121.01  3.000
 Y55  C3   C2   C1   121.09  3.000
 Y55  C6   C2   C1   117.90  3.000
 Y55  C9   C3   C4   120.14  3.000
 Y55  C4   C3   C2   121.38  3.000
 Y55  C9   C3   C2   118.48  3.000
 Y55  H5   C4   H4   105.42  3.000
 Y55  H5   C4   C5   107.02  3.000
 Y55  H4   C4   C5   107.14  3.000
 Y55  H5   C4   C3   110.13  3.000
 Y55  H4   C4   C3   110.18  3.000
 Y55  C5   C4   C3   116.34  3.000
 Y55  O2   C5   C4   123.77  3.000
 Y55  O2   C5   N    118.95  3.000
 Y55  C4   C5   N    117.28  3.000
 Y55  H6   C6   C7   120.75  3.000
 Y55  H6   C6   C2   118.82  3.000
 Y55  C7   C6   C2   120.43  3.000
 Y55  C8   C7   C6   118.34  3.000
 Y55  C6   C7   C10  121.74  3.000
 Y55  C8   C7   C10  119.92  3.000
 Y55  H7   C8   C9   118.94  3.000
 Y55  H7   C8   C7   120.07  3.000
 Y55  C9   C8   C7   120.99  3.000
 Y55  H8   C9   C8   119.53  3.000
 Y55  H8   C9   C3   119.72  3.000
 Y55  C8   C9   C3   120.76  3.000
 Y55  H9   O3   N    103.86  3.000
 Y55  C13  O4   C10  107.96  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
 Y55  CONST_01  C13  C12  C11  C10    0.00   0.0  0
 Y55  CONST_02  C12  C13  O4   C10    0.00   0.0  0
 Y55  CONST_03  C9   C8   C7   C10  180.00   0.0  0
 Y55  CONST_04  C2   C6   C7   C10  180.00   0.0  0
 Y55  CONST_05  O4   C13  C12  C11    0.00   0.0  0
 Y55  CONST_06  C13  O4   C10  C11    0.00   0.0  0
 Y55  CONST_07  C8   C7   C10  C11    0.00   0.0  0
 Y55  CONST_08  C6   C7   C10  C11  180.00   0.0  0
 Y55  CONST_09  O4   C10  C11  C12    0.00   0.0  0
 Y55  CONST_10  C7   C10  C11  C12  180.00   0.0  0
 Y55  CONST_11  C7   C10  O4   C13  180.00   0.0  0
 Y55  CONST_12  C8   C7   C6   C2     0.00   0.0  0
 Y55  CONST_13  C8   C9   C3   C2     0.00   0.0  0
 Y55  CONST_14  C7   C8   C9   C3     0.00   0.0  0
 Y55  CONST_15  C7   C6   C2   C3     0.00   0.0  0
 Y55  CONST_16  O4   C10  C7   C6     0.00   0.0  0
 Y55  CONST_17  C9   C8   C7   C6     0.00   0.0  0
 Y55  CONST_18  C9   C3   C2   C6     0.00   0.0  0
 Y55  CONST_19  O4   C10  C7   C8   180.00   0.0  0
 Y55  CONST_20  C5   N    C1   C2     0.00   0.0  0
 Y55  CONST_21  O3   N    C1   C2   180.00   0.0  0
 Y55  CONST_22  O1   C1   N    C5   180.00   0.0  0
 Y55  CONST_23  H6   C6   C2   C1     0.00   0.0  0
 Y55  CONST_24  H2   C12  C11  C10  180.00   0.0  0
 Y55  CONST_25  H3   C13  O4   C10  180.00   0.0  0
 Y55  CONST_26  H7   C8   C7   C10    0.00   0.0  0
 Y55  CONST_27  H1   C11  C12  C13  180.00   0.0  0
 Y55  CONST_28  H8   C9   C3   C2   180.00   0.0  0
 Y55  CONST_29  O3   N    C1   O1     0.00   0.0  0
 Y55  Var_01    C6   C2   C1   N    179.83  30.0  1
 Y55  Var_02    C3   C4   C5   N     -0.45  30.0  1
 Y55  Var_03    C4   C5   N    C1     0.16  30.0  1
 Y55  Var_04    C5   C4   C3   C2     0.49  30.0  1

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
 Y55  plan-1  C10  0.020
 Y55  plan-1  C11  0.020
 Y55  plan-1  C12  0.020
 Y55  plan-1  C13  0.020
 Y55  plan-1  C7   0.020
 Y55  plan-1  O4   0.020
 Y55  plan-1  H1   0.020
 Y55  plan-1  H2   0.020
 Y55  plan-1  H3   0.020
 Y55  plan-2  C1   0.020
 Y55  plan-2  C10  0.020
 Y55  plan-2  C2   0.020
 Y55  plan-2  C3   0.020
 Y55  plan-2  C4   0.020
 Y55  plan-2  C6   0.020
 Y55  plan-2  C7   0.020
 Y55  plan-2  C8   0.020
 Y55  plan-2  C9   0.020
 Y55  plan-2  H6   0.020
 Y55  plan-2  H7   0.020
 Y55  plan-2  H8   0.020
 Y55  plan-3  N    0.020
 Y55  plan-3  C4   0.020
 Y55  plan-3  C5   0.020
 Y55  plan-3  O2   0.020
 Y55  plan-4  N    0.020
 Y55  plan-4  C1   0.020
 Y55  plan-4  C2   0.020
 Y55  plan-4  C5   0.020
 Y55  plan-4  O1   0.020
 Y55  plan-4  O3   0.020

