# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  1 02:08:12 2020
#   Inital geometry file: a 90 line input string
#   Ligand name: 6-[2-(hydroxymethyl)phenyl]isoquinolin-1(2H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OCc1ccccc1c2ccc3C(=O)NC=Cc3c2
#
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
 3S1  3S1  6-[2-(hydroxymethyl)phenyl]isoquinolin-1(2H)-one  ligand  32  19  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_3S1
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
 3S1  C5    C  CR16  0  -0.255   3.6630  -2.0718   0.6949
 3S1  C4    C  CR16  0  -0.248   4.5992  -1.1340   0.2860
 3S1  C6    C  CR16  0  -0.288   2.3176  -1.7413   0.6753
 3S1  C9    C  CR16  0  -0.301  -0.0673   0.9158   0.9777
 3S1  C10   C  CR16  0  -0.258  -1.4184   1.1708   1.0051
 3S1  C3    C  CR16  0  -0.283   4.1841   0.1166  -0.1480
 3S1  C16   C  CR16  0  -0.375  -0.4448  -1.0244  -0.3880
 3S1  C8    C  CR6   0   0.049   0.4381  -0.1893   0.2705
 3S1  C7    C  CR6   0   0.063   1.8898  -0.4822   0.2540
 3S1  C11   C  CR66  0  -0.170  -2.3128   0.3334   0.3310
 3S1  C15   C  CR66  0   0.262  -1.8265  -0.7830  -0.3731
 3S1  C2    C  CR6   0   0.015   2.8347   0.4610  -0.1756
 3S1  C14   C  CR16  0  -0.452  -2.7520  -1.6376  -1.0564
 3S1  C13   C  CR16  0   0.038  -4.0643  -1.3472  -1.0063
 3S1  C12   C  CR6   0   0.532  -3.7460   0.6285   0.3688
 3S1  C1    C  CH2   0  -0.209   2.4179   1.8209  -0.6794
 3S1  N1    N  NR16  0  -0.679  -4.5270  -0.2592  -0.3216
 3S1  O2    O  O     0  -0.479  -4.2405   1.5816   0.9573
 3S1  O1    O  OH1   0  -0.665   3.3852   2.3067  -1.5773
 3S1  H5    H  HCR6  0   0.257   3.9755  -3.0515   1.0316
 3S1  H4    H  HCR6  0   0.256   5.6544  -1.3747   0.2995
 3S1  H6    H  HCR6  0   0.254   1.5809  -2.4649   1.0027
 3S1  H10   H  HCR6  0   0.264  -1.7949   2.0233   1.5545
 3S1  H3    H  HCR6  0   0.255   4.9258   0.8312  -0.4782
 3S1  H16   H  HCR6  0   0.258  -0.0698  -1.8784  -0.9393
 3S1  H14   H  HCR6  0   0.269  -2.4058  -2.5038  -1.6013
 3S1  H13   H  HCR6  0   0.308  -4.8204  -1.9441  -1.4940
 3S1  H1    H  HCH2  0   0.217   1.4320   1.7496  -1.1553
 3S1  H1A   H  HCH2  0   0.221   2.2997   2.5017   0.1742
 3S1  HO1   H  HOH1  0   0.461   3.1715   3.2229  -1.7749
 3S1  H141  H  HNR6  0   0.421  -5.5222  -0.0841  -0.3187
 3S1  H9    H  HCR6  0   0.261   0.6087   1.5609   1.5240

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
 3S1  C5   H5    single    0.930  0.020  1.080
 3S1  C4   C5    aromatic  1.387  0.020  1.387
 3S1  C4   H4    single    0.930  0.020  1.080
 3S1  C6   C5    aromatic  1.386  0.020  1.386
 3S1  C6   H6    single    0.930  0.020  1.080
 3S1  C9   H9    single    0.930  0.020  1.080
 3S1  C10  C9    aromatic  1.375  0.020  1.375
 3S1  C10  H10   single    0.930  0.020  1.080
 3S1  C3   C4    aromatic  1.387  0.020  1.387
 3S1  C3   H3    single    0.930  0.020  1.080
 3S1  C16  C8    aromatic  1.382  0.020  1.382
 3S1  C16  H16   single    0.930  0.020  1.080
 3S1  C8   C9    aromatic  1.406  0.020  1.406
 3S1  C8   C7    single    1.481  0.020  1.481
 3S1  C7   C6    aromatic  1.395  0.020  1.395
 3S1  C11  C10   aromatic  1.398  0.020  1.398
 3S1  C15  C16   aromatic  1.403  0.020  1.403
 3S1  C15  C11   aromatic  1.407  0.020  1.407
 3S1  C2   C3    aromatic  1.393  0.020  1.393
 3S1  C2   C7    aromatic  1.402  0.020  1.402
 3S1  C14  C15   single    1.433  0.020  1.433
 3S1  C14  H14   single    0.930  0.020  1.080
 3S1  C13  C14   double    1.345  0.020  1.345
 3S1  C13  N1    single    1.366  0.020  1.366
 3S1  C13  H13   single    0.930  0.020  1.080
 3S1  C12  C11   single    1.464  0.020  1.464
 3S1  C12  O2    double    1.225  0.020  1.225
 3S1  C1   C2    single    1.509  0.020  1.509
 3S1  C1   O1    single    1.406  0.020  1.406
 3S1  C1   H1    single    0.970  0.020  1.090
 3S1  C1   H1A   single    0.970  0.020  1.090
 3S1  N1   C12   single    1.369  0.020  1.369
 3S1  N1   H141  single    0.860  0.020  1.020
 3S1  O1   HO1   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
 3S1  H5    C5   C6   120.06  3.000
 3S1  C6    C5   C4   119.34  3.000
 3S1  H5    C5   C4   120.60  3.000
 3S1  H4    C4   C3   119.74  3.000
 3S1  C3    C4   C5   119.99  3.000
 3S1  H4    C4   C5   120.27  3.000
 3S1  H6    C6   C7   119.06  3.000
 3S1  C7    C6   C5   121.15  3.000
 3S1  H6    C6   C5   119.78  3.000
 3S1  H9    C9   C8   119.86  3.000
 3S1  C8    C9   C10  120.60  3.000
 3S1  H9    C9   C10  119.53  3.000
 3S1  H10   C10  C11  119.61  3.000
 3S1  C11   C10  C9   120.51  3.000
 3S1  H10   C10  C9   119.88  3.000
 3S1  H3    C3   C2   119.67  3.000
 3S1  C2    C3   C4   121.26  3.000
 3S1  H3    C3   C4   119.07  3.000
 3S1  H16   C16  C15  118.81  3.000
 3S1  C15   C16  C8   121.35  3.000
 3S1  H16   C16  C8   119.84  3.000
 3S1  C7    C8   C16  120.09  3.000
 3S1  C7    C8   C9   120.89  3.000
 3S1  C16   C8   C9   119.00  3.000
 3S1  C2    C7   C8   122.06  3.000
 3S1  C2    C7   C6   119.54  3.000
 3S1  C8    C7   C6   118.40  3.000
 3S1  C12   C11  C15  120.76  3.000
 3S1  C12   C11  C10  119.54  3.000
 3S1  C15   C11  C10  119.70  3.000
 3S1  C14   C15  C11  119.25  3.000
 3S1  C14   C15  C16  121.90  3.000
 3S1  C11   C15  C16  118.84  3.000
 3S1  C1    C2   C7   121.49  3.000
 3S1  C1    C2   C3   119.80  3.000
 3S1  C7    C2   C3   118.71  3.000
 3S1  H14   C14  C13  120.30  3.000
 3S1  C13   C14  C15  118.92  3.000
 3S1  H14   C14  C15  120.77  3.000
 3S1  H13   C13  N1   115.43  3.000
 3S1  H13   C13  C14  123.17  3.000
 3S1  N1    C13  C14  121.40  3.000
 3S1  O2    C12  N1   121.11  3.000
 3S1  N1    C12  C11  114.51  3.000
 3S1  O2    C12  C11  124.38  3.000
 3S1  H1A   C1   H1   106.30  3.000
 3S1  H1A   C1   O1   110.87  3.000
 3S1  H1    C1   O1   111.32  3.000
 3S1  H1A   C1   C2   109.20  3.000
 3S1  H1    C1   C2   109.54  3.000
 3S1  O1    C1   C2   109.54  3.000
 3S1  H141  N1   C12  116.61  3.000
 3S1  H141  N1   C13  118.23  3.000
 3S1  C12   N1   C13  125.16  3.000
 3S1  HO1   O1   C1   107.91  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
 3S1  CONST_01  C2    C3   C4   C5     0.00   0.0  0
 3S1  CONST_02  C8    C7   C6   C5   180.00   0.0  0
 3S1  CONST_03  C2    C7   C6   C5     0.00   0.0  0
 3S1  CONST_04  C7    C6   C5   C4     0.00   0.0  0
 3S1  CONST_05  C7    C2   C3   C4     0.00   0.0  0
 3S1  CONST_06  C3    C4   C5   C6     0.00   0.0  0
 3S1  CONST_09  C3    C2   C7   C6     0.00   0.0  0
 3S1  CONST_10  C15   C11  C10  C9     0.00   0.0  0
 3S1  CONST_11  C15   C16  C8   C9     0.00   0.0  0
 3S1  CONST_13  C16   C8   C9   C10    0.00   0.0  0
 3S1  CONST_14  C7    C8   C9   C10  180.00   0.0  0
 3S1  CONST_15  C16   C15  C11  C10    0.00   0.0  0
 3S1  CONST_16  C8    C7   C2   C3   180.00   0.0  0
 3S1  CONST_18  C11   C15  C16  C8     0.00   0.0  0
 3S1  CONST_19  C11   C10  C9   C8     0.00   0.0  0
 3S1  CONST_20  C15   C16  C8   C7   180.00   0.0  0
 3S1  CONST_21  C13   N1   C12  C11    0.00   0.0  0
 3S1  CONST_22  C1    C2   C3   C4   180.00   0.0  0
 3S1  CONST_23  C1    C2   C7   C6   180.00   0.0  0
 3S1  CONST_24  C1    C2   C7   C8     0.00   0.0  0
 3S1  CONST_25  O2    C12  N1   C13  180.00   0.0  0
 3S1  CONST_26  H3    C3   C4   C5   180.00   0.0  0
 3S1  CONST_27  H6    C6   C5   C4   180.00   0.0  0
 3S1  CONST_28  H4    C4   C5   C6   180.00   0.0  0
 3S1  CONST_29  H16   C16  C8   C9   180.00   0.0  0
 3S1  CONST_30  H5    C5   C4   C3   180.00   0.0  0
 3S1  CONST_31  H9    C9   C8   C16  180.00   0.0  0
 3S1  CONST_32  H10   C10  C9   C8   180.00   0.0  0
 3S1  CONST_33  H141  N1   C12  C11  180.00   0.0  0
 3S1  Var_01    O1    C1   C2   C3    26.08  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
 3S1  plan-1  C5    0.020
 3S1  plan-1  C4    0.020
 3S1  plan-1  C6    0.020
 3S1  plan-1  C3    0.020
 3S1  plan-1  C8    0.020
 3S1  plan-1  C7    0.020
 3S1  plan-1  C2    0.020
 3S1  plan-1  C1    0.020
 3S1  plan-1  H5    0.020
 3S1  plan-1  H4    0.020
 3S1  plan-1  H6    0.020
 3S1  plan-1  H3    0.020
 3S1  plan-2  C9    0.020
 3S1  plan-2  C10   0.020
 3S1  plan-2  C16   0.020
 3S1  plan-2  C8    0.020
 3S1  plan-2  C7    0.020
 3S1  plan-2  C11   0.020
 3S1  plan-2  C15   0.020
 3S1  plan-2  C14   0.020
 3S1  plan-2  C13   0.020
 3S1  plan-2  C12   0.020
 3S1  plan-2  N1    0.020
 3S1  plan-2  O2    0.020
 3S1  plan-2  H10   0.020
 3S1  plan-2  H16   0.020
 3S1  plan-2  H14   0.020
 3S1  plan-2  H13   0.020
 3S1  plan-2  H141  0.020
 3S1  plan-2  H9    0.020

