# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May 31 10:52:11 2020
#   Inital geometry file: a 76 line input string
#   Ligand name: N-[(1-chloro-4-hydroxyisoquinolin-3-yl)carbonyl]glycine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CNC(=O)c1nc(Cl)c2ccccc2c1O
#
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
 UN9  UN9  N-[(1-chloro-4-hydroxyisoquinolin-3-yl)carbonyl]glycine  ligand  28  19  .  2022-11-18  2022-11-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_UN9
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
 UN9  O18   O   O     0  -0.450  -37.9930  -16.9707  4.4475
 UN9  C16   C   C     0   0.574  -36.9887  -17.6268  4.6063
 UN9  O17   O   OH1   0  -0.572  -35.8440  -17.1335  5.0220
 UN9  C15   C   CH2   0  -0.431  -36.9023  -19.1157  4.3344
 UN9  N14   N   NH1   0  -0.623  -38.1917  -19.6303  3.9900
 UN9  C12   C   C     0   0.471  -39.1530  -19.7933  4.9218
 UN9  O13   O   O     0  -0.450  -38.9276  -19.8333  6.1174
 UN9  C9    C   CR6   0  -0.044  -40.5393  -19.8883  4.3746
 UN9  N8    N   N     0  -0.389  -41.2585  -20.9511  4.7957
 UN9  C7    C   CR6   0   0.050  -42.4720  -21.0941  4.4080
 UN9  CL1   CL  CL    0  -0.104  -43.3097  -22.5038  4.9871
 UN9  C2    C   CR66  0   0.127  -43.1566  -20.1833  3.5558
 UN9  C10   C   CR6   0   0.291  -41.0755  -18.8990  3.5802
 UN9  O19   O   OH1   0  -0.619  -40.4460  -17.7911  3.1888
 UN9  C3    C   CR66  0   0.111  -42.4266  -19.0441  3.1433
 UN9  C4    C   CR16  0  -0.282  -43.0493  -18.0880  2.3149
 UN9  C5    C   CR16  0  -0.236  -44.3455  -18.2699  1.9097
 UN9  C6    C   CR16  0  -0.239  -45.0685  -19.4045  2.3162
 UN9  C1    C   CR16  0  -0.301  -44.4882  -20.3446  3.1261
 UN9  HO17  H   HOH1  0   0.493  -35.9108  -16.1771  5.1693
 UN9  H151  H   HCH2  0   0.326  -36.2127  -19.2828  3.5061
 UN9  H152  H   HCH2  0   0.306  -36.4840  -19.6254  5.2032
 UN9  HN14  H   HNH1  0   0.423  -38.4322  -19.6872  3.0129
 UN9  HO19  H   HOH1  0   0.482  -39.5899  -17.6376  3.6330
 UN9  H4    H   HCR6  0   0.273  -42.5041  -17.2115  1.9952
 UN9  H5    H   HCR6  0   0.274  -44.8180  -17.5349  1.2721
 UN9  H6    H   HCR6  0   0.275  -46.0907  -19.5355  1.9881
 UN9  H1    H   HCR6  0   0.265  -45.0549  -21.2107  3.4375

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
 UN9  O18  C16   double    1.210  0.020  1.210
 UN9  C16  O17   single    1.314  0.020  1.314
 UN9  C16  C15   single    1.516  0.020  1.516
 UN9  O17  HO17  single    0.850  0.020  0.980
 UN9  C15  N14   single    1.430  0.020  1.430
 UN9  C15  H151  single    0.970  0.020  1.090
 UN9  C15  H152  single    0.970  0.020  1.090
 UN9  N14  C12   single    1.349  0.020  1.349
 UN9  N14  HN14  single    0.860  0.020  1.020
 UN9  C12  O13   double    1.217  0.020  1.217
 UN9  C12  C9    single    1.493  0.020  1.493
 UN9  C9   N8    aromatic  1.351  0.020  1.351
 UN9  C9   C10   aromatic  1.377  0.020  1.377
 UN9  N8   C7    aromatic  1.282  0.020  1.282
 UN9  C7   CL1   single    1.739  0.020  1.739
 UN9  C7   C2    aromatic  1.423  0.020  1.423
 UN9  C2   C3    aromatic  1.415  0.020  1.415
 UN9  C2   C1    aromatic  1.408  0.020  1.408
 UN9  C10  O19   single    1.333  0.020  1.333
 UN9  C10  C3    aromatic  1.427  0.020  1.427
 UN9  O19  HO19  single    0.850  0.020  0.980
 UN9  C3   C4    aromatic  1.410  0.020  1.410
 UN9  C4   C5    aromatic  1.370  0.020  1.370
 UN9  C4   H4    single    0.930  0.020  1.080
 UN9  C5   C6    aromatic  1.405  0.020  1.405
 UN9  C5   H5    single    0.930  0.020  1.080
 UN9  C6   C1    aromatic  1.370  0.020  1.370
 UN9  C6   H6    single    0.930  0.020  1.080
 UN9  C1   H1    single    0.930  0.020  1.080

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
 UN9  C15   C16  O17   112.07  3.000
 UN9  C15   C16  O18   123.80  3.000
 UN9  O17   C16  O18   124.13  3.000
 UN9  HO17  O17  C16   110.99  3.000
 UN9  H152  C15  H151  106.91  3.000
 UN9  H152  C15  N14   111.68  3.000
 UN9  H151  C15  N14   109.38  3.000
 UN9  H152  C15  C16   109.76  3.000
 UN9  H151  C15  C16   108.83  3.000
 UN9  N14   C15  C16   110.19  3.000
 UN9  HN14  N14  C12   119.53  3.000
 UN9  HN14  N14  C15   117.96  3.000
 UN9  C12   N14  C15   121.31  3.000
 UN9  C9    C12  O13   121.98  3.000
 UN9  C9    C12  N14   114.60  3.000
 UN9  O13   C12  N14   123.40  3.000
 UN9  C10   C9   N8    122.53  3.000
 UN9  C10   C9   C12   121.80  3.000
 UN9  N8    C9   C12   115.48  3.000
 UN9  C7    N8   C9    119.84  3.000
 UN9  C2    C7   CL1   119.11  3.000
 UN9  C2    C7   N8    124.42  3.000
 UN9  CL1   C7   N8    116.47  3.000
 UN9  C1    C2   C3    119.42  3.000
 UN9  C1    C2   C7    124.35  3.000
 UN9  C3    C2   C7    116.22  3.000
 UN9  C3    C10  O19   116.21  3.000
 UN9  C3    C10  C9    118.16  3.000
 UN9  O19   C10  C9    125.62  3.000
 UN9  HO19  O19  C10   114.27  3.000
 UN9  C4    C3   C10   121.94  3.000
 UN9  C4    C3   C2    119.30  3.000
 UN9  C10   C3   C2    118.76  3.000
 UN9  H4    C4   C5    119.84  3.000
 UN9  H4    C4   C3    120.06  3.000
 UN9  C5    C4   C3    120.10  3.000
 UN9  H5    C5   C6    119.62  3.000
 UN9  H5    C5   C4    119.83  3.000
 UN9  C6    C5   C4    120.55  3.000
 UN9  H6    C6   C1    119.78  3.000
 UN9  H6    C6   C5    119.75  3.000
 UN9  C1    C6   C5    120.47  3.000
 UN9  H1    C1   C6    119.88  3.000
 UN9  H1    C1   C2    119.97  3.000
 UN9  C6    C1   C2    120.15  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
 UN9  CONST_01  C2    C7   N8   C9     0.00   0.0  0
 UN9  CONST_02  C2    C3   C10  C9     0.00   0.0  0
 UN9  CONST_03  C4    C3   C10  C9   180.00   0.0  0
 UN9  CONST_04  C3    C10  C9   N8     0.00   0.0  0
 UN9  CONST_05  C3    C2   C7   N8     0.00   0.0  0
 UN9  CONST_06  C1    C2   C7   N8   180.00   0.0  0
 UN9  CONST_07  C10   C9   N8   C7     0.00   0.0  0
 UN9  CONST_08  C10   C3   C2   C7     0.00   0.0  0
 UN9  CONST_09  C4    C3   C2   C7   180.00   0.0  0
 UN9  CONST_10  C6    C1   C2   C7   180.00   0.0  0
 UN9  CONST_11  C5    C4   C3   C2     0.00   0.0  0
 UN9  CONST_12  C5    C6   C1   C2     0.00   0.0  0
 UN9  CONST_13  C1    C2   C3   C10  180.00   0.0  0
 UN9  CONST_14  C5    C4   C3   C10  180.00   0.0  0
 UN9  CONST_15  C6    C1   C2   C3     0.00   0.0  0
 UN9  CONST_16  C6    C5   C4   C3     0.00   0.0  0
 UN9  CONST_17  C1    C2   C3   C4     0.00   0.0  0
 UN9  CONST_18  C1    C6   C5   C4     0.00   0.0  0
 UN9  CONST_19  C7    N8   C9   C12  180.00   0.0  0
 UN9  CONST_20  C3    C10  C9   C12  180.00   0.0  0
 UN9  CONST_21  CL1   C7   N8   C9   180.00   0.0  0
 UN9  CONST_22  O19   C10  C9   N8   180.00   0.0  0
 UN9  CONST_23  C3    C2   C7   CL1  180.00   0.0  0
 UN9  CONST_24  C1    C2   C7   CL1    0.00   0.0  0
 UN9  CONST_25  O19   C10  C3   C2   180.00   0.0  0
 UN9  CONST_26  C4    C3   C10  O19    0.00   0.0  0
 UN9  CONST_27  H1    C1   C2   C7     0.00   0.0  0
 UN9  CONST_28  H4    C4   C3   C2   180.00   0.0  0
 UN9  CONST_29  H6    C6   C1   C2   180.00   0.0  0
 UN9  CONST_30  H5    C5   C4   C3   180.00   0.0  0
 UN9  CONST_32  HN14  N14  C12  C9     0.00   0.0  0
 UN9  CONST_34  HO17  O17  C16  O18    0.00   0.0  0
 UN9  Var_01    N8    C9   C12  N14  128.51  30.0  2
 UN9  Var_02    N14   C15  C16  O18   -5.24  30.0  3
 UN9  Var_03    C12   N14  C15  C16  -73.69  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
 UN9  plan-1  C12   0.020
 UN9  plan-1  C9    0.020
 UN9  plan-1  N8    0.020
 UN9  plan-1  C7    0.020
 UN9  plan-1  CL1   0.020
 UN9  plan-1  C2    0.020
 UN9  plan-1  C10   0.020
 UN9  plan-1  O19   0.020
 UN9  plan-1  C3    0.020
 UN9  plan-1  C4    0.020
 UN9  plan-1  C5    0.020
 UN9  plan-1  C6    0.020
 UN9  plan-1  C1    0.020
 UN9  plan-1  H4    0.020
 UN9  plan-1  H5    0.020
 UN9  plan-1  H6    0.020
 UN9  plan-1  H1    0.020
 UN9  plan-2  C15   0.020
 UN9  plan-2  N14   0.020
 UN9  plan-2  C12   0.020
 UN9  plan-2  O13   0.020
 UN9  plan-2  C9    0.020
 UN9  plan-2  HN14  0.020
 UN9  plan-3  O18   0.020
 UN9  plan-3  C16   0.020
 UN9  plan-3  O17   0.020
 UN9  plan-3  C15   0.020
 UN9  plan-3  HO17  0.020

