# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 17 17:31:12 2020
#   Inital geometry file: a 98 line input string
#   Ligand name: (3R)-3-(1-hydroxy-2-methylpropan-2-yl)-1,3,4,5-tetrahydro-6H-pyrano[4,3-c]isoquinolin-6-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(CO)[C@H]1CC2=C(CO1)c3ccccc3C(=O)N2
#
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
 0E0  0E0  (3R)-3-(1-hydroxy-2-methylpropan-2-yl)-1,3,4,5-tetrahydro-6H-pyrano[4,3-c]isoquinolin-6-one  ligand  39  20  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_0E0
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
 0E0  C1   C  CR6   0   0.373   0.3099   0.8396   0.0588
 0E0  N2   N  NR16  0  -0.739   1.2152   1.8688   0.0001
 0E0  C3   C  CR6   0   0.511   2.5744   1.7392  -0.0457
 0E0  O4   O  O     0  -0.480   3.3030   2.7228  -0.0880
 0E0  C5   C  CR66  0  -0.180   3.0515   0.3560  -0.0516
 0E0  C6   C  CR66  0   0.282   2.1396  -0.7148   0.0086
 0E0  C7   C  CR6   0  -0.168   0.7303  -0.4415   0.0881
 0E0  C8   C  CH2   0  -0.219  -0.2776  -1.5508   0.1912
 0E0  O9   O  O2    0  -0.486  -1.5455  -1.0825   0.5627
 0E0  C10  C  CH1   0   0.085  -1.9969  -0.0042  -0.2302
 0E0  C11  C  CT    0  -0.164  -3.5030   0.1956   0.0132
 0E0  C12  C  CH3   0  -0.668  -3.9658   1.4279  -0.7687
 0E0  C13  C  CH2   0  -0.115  -4.2129  -1.0495  -0.5323
 0E0  O14  O  OH1   0  -0.672  -5.6057  -0.9221  -0.3578
 0E0  C15  C  CH3   0  -0.652  -3.8158   0.3791   1.5001
 0E0  C16  C  CH2   0  -0.548  -1.1359   1.2211   0.0642
 0E0  C17  C  CR16  0  -0.349   2.6506  -2.0240  -0.0177
 0E0  C18  C  CR16  0  -0.226   4.0078  -2.2494  -0.0943
 0E0  C19  C  CR16  0  -0.265   4.9058  -1.1795  -0.1452
 0E0  C20  C  CR16  0  -0.277   4.4263   0.1116  -0.1247
 0E0  H2   H  HCH2  0   0.222  -0.3257  -2.1060  -0.7585
 0E0  H3   H  HCH2  0   0.247   0.0221  -2.2677   0.9603
 0E0  H4   H  HCH1  0   0.224  -1.8620  -0.2540  -1.2962
 0E0  H5   H  HCH3  0   0.226  -3.6889   1.3589  -1.8236
 0E0  H6   H  HCH3  0   0.244  -5.0488   1.5327  -0.7157
 0E0  H7   H  HCH3  0   0.236  -3.5332   2.3457  -0.3691
 0E0  H8   H  HCH2  0   0.191  -3.9578  -1.1581  -1.5969
 0E0  H9   H  HCH2  0   0.206  -3.8337  -1.9410  -0.0192
 0E0  H10  H  HOH1  0   0.454  -6.0184  -1.7298  -0.6750
 0E0  H11  H  HCH3  0   0.225  -3.2550   1.2123   1.9267
 0E0  H12  H  HCH3  0   0.235  -4.8729   0.6015   1.6420
 0E0  H13  H  HCH3  0   0.229  -3.5830  -0.5133   2.0812
 0E0  H14  H  HCH2  0   0.276  -1.3956   1.6699   1.0283
 0E0  H15  H  HCH2  0   0.276  -1.3046   1.9867  -0.6968
 0E0  H16  H  HCR6  0   0.260   1.9775  -2.8705   0.0148
 0E0  H17  H  HCR6  0   0.266   4.3793  -3.2658  -0.1167
 0E0  H18  H  HCR6  0   0.262   5.9699  -1.3643  -0.2026
 0E0  H19  H  HCR6  0   0.263   5.1118   0.9471  -0.1671
 0E0  H20  H  HNR6  0   0.415   0.8578   2.8153  -0.0137

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
 0E0  C19  C20  aromatic  1.377  0.020  1.377
 0E0  C19  C18  aromatic  1.398  0.020  1.398
 0E0  C20  C5   aromatic  1.398  0.020  1.398
 0E0  C18  C17  aromatic  1.378  0.020  1.378
 0E0  O4   C3   double    1.225  0.020  1.225
 0E0  C5   C3   single    1.463  0.020  1.463
 0E0  C5   C6   aromatic  1.408  0.020  1.408
 0E0  C3   N2   single    1.366  0.020  1.366
 0E0  C17  C6   aromatic  1.406  0.020  1.406
 0E0  C6   C7   single    1.438  0.020  1.438
 0E0  N2   C1   single    1.372  0.020  1.372
 0E0  C7   C1   double    1.349  0.020  1.349
 0E0  C7   C8   single    1.502  0.020  1.502
 0E0  C1   C16  single    1.495  0.020  1.495
 0E0  C8   O9   single    1.402  0.020  1.402
 0E0  C16  C10  single    1.526  0.020  1.526
 0E0  O9   C10  single    1.413  0.020  1.413
 0E0  C10  C11  single    1.539  0.020  1.539
 0E0  C11  C12  single    1.531  0.020  1.531
 0E0  C11  C15  single    1.531  0.020  1.531
 0E0  C11  C13  single    1.534  0.020  1.534
 0E0  C13  O14  single    1.409  0.020  1.409
 0E0  C8   H2   single    0.970  0.020  1.090
 0E0  C8   H3   single    0.970  0.020  1.090
 0E0  C10  H4   single    0.970  0.020  1.090
 0E0  C12  H5   single    0.970  0.020  1.090
 0E0  C12  H6   single    0.970  0.020  1.090
 0E0  C12  H7   single    0.970  0.020  1.090
 0E0  C13  H8   single    0.970  0.020  1.090
 0E0  C13  H9   single    0.970  0.020  1.090
 0E0  O14  H10  single    0.850  0.020  0.980
 0E0  C15  H11  single    0.970  0.020  1.090
 0E0  C15  H12  single    0.970  0.020  1.090
 0E0  C15  H13  single    0.970  0.020  1.090
 0E0  C16  H14  single    0.970  0.020  1.090
 0E0  C16  H15  single    0.970  0.020  1.090
 0E0  C17  H16  single    0.930  0.020  1.080
 0E0  C18  H17  single    0.930  0.020  1.080
 0E0  C19  H18  single    0.930  0.020  1.080
 0E0  C20  H19  single    0.930  0.020  1.080
 0E0  N2   H20  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
 0E0  C16  C1   C7   122.93  3.000
 0E0  C16  C1   N2   116.53  3.000
 0E0  C7   C1   N2   120.52  3.000
 0E0  H20  N2   C3   116.09  3.000
 0E0  H20  N2   C1   117.98  3.000
 0E0  C3   N2   C1   125.93  3.000
 0E0  C5   C3   O4   124.41  3.000
 0E0  C5   C3   N2   114.47  3.000
 0E0  O4   C3   N2   121.12  3.000
 0E0  C20  C5   C6   120.41  3.000
 0E0  C6   C5   C3   120.51  3.000
 0E0  C20  C5   C3   119.08  3.000
 0E0  C17  C6   C7   122.31  3.000
 0E0  C7   C6   C5   119.52  3.000
 0E0  C17  C6   C5   118.18  3.000
 0E0  C8   C7   C6   121.40  3.000
 0E0  C8   C7   C1   119.59  3.000
 0E0  C6   C7   C1   119.01  3.000
 0E0  H3   C8   H2   106.74  3.000
 0E0  H3   C8   O9   106.30  3.000
 0E0  H2   C8   O9   110.95  3.000
 0E0  H3   C8   C7   110.40  3.000
 0E0  H2   C8   C7   110.02  3.000
 0E0  O9   C8   C7   112.23  3.000
 0E0  C10  O9   C8   113.29  3.000
 0E0  H4   C10  C16  107.41  3.000
 0E0  H4   C10  C11  107.58  3.000
 0E0  C16  C10  C11  114.67  3.000
 0E0  H4   C10  O9   109.30  3.000
 0E0  C11  C10  O9   108.86  3.000
 0E0  C16  C10  O9   108.92  3.000
 0E0  C15  C11  C13  110.38  3.000
 0E0  C13  C11  C12  109.38  3.000
 0E0  C15  C11  C12  109.75  3.000
 0E0  C13  C11  C10  106.94  3.000
 0E0  C15  C11  C10  111.67  3.000
 0E0  C12  C11  C10  108.64  3.000
 0E0  H7   C12  H6   107.19  3.000
 0E0  H7   C12  H5   107.85  3.000
 0E0  H6   C12  H5   107.76  3.000
 0E0  H7   C12  C11  111.74  3.000
 0E0  H6   C12  C11  110.67  3.000
 0E0  H5   C12  C11  111.44  3.000
 0E0  H9   C13  H8   107.00  3.000
 0E0  H9   C13  O14  110.94  3.000
 0E0  H8   C13  O14  110.97  3.000
 0E0  H9   C13  C11  109.49  3.000
 0E0  H8   C13  C11  108.48  3.000
 0E0  O14  C13  C11  109.88  3.000
 0E0  H10  O14  C13  107.91  3.000
 0E0  H13  C15  H12  107.76  3.000
 0E0  H13  C15  H11  107.87  3.000
 0E0  H12  C15  H11  106.97  3.000
 0E0  H13  C15  C11  112.09  3.000
 0E0  H12  C15  C11  110.44  3.000
 0E0  H11  C15  C11  111.49  3.000
 0E0  H15  C16  H14  106.83  3.000
 0E0  H15  C16  C10  109.95  3.000
 0E0  H14  C16  C10  111.42  3.000
 0E0  H15  C16  C1   109.00  3.000
 0E0  H14  C16  C1   109.71  3.000
 0E0  C10  C16  C1   109.87  3.000
 0E0  H16  C17  C18  119.11  3.000
 0E0  H16  C17  C6   120.13  3.000
 0E0  C18  C17  C6   120.76  3.000
 0E0  H17  C18  C19  119.84  3.000
 0E0  H17  C18  C17  119.52  3.000
 0E0  C19  C18  C17  120.64  3.000
 0E0  H18  C19  C20  120.22  3.000
 0E0  H18  C19  C18  120.22  3.000
 0E0  C20  C19  C18  119.56  3.000
 0E0  H19  C20  C19  120.19  3.000
 0E0  H19  C20  C5   119.35  3.000
 0E0  C19  C20  C5   120.45  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
 0E0  CONST_01  C18  C19  C20  C5      0.00   0.0  0
 0E0  CONST_02  C18  C17  C6   C5      0.00   0.0  0
 0E0  CONST_03  C19  C20  C5   C6      0.00   0.0  0
 0E0  CONST_04  C19  C18  C17  C6      0.00   0.0  0
 0E0  CONST_05  C20  C19  C18  C17     0.00   0.0  0
 0E0  CONST_06  C20  C5   C6   C17     0.00   0.0  0
 0E0  CONST_07  C5   C3   N2   C1      0.00   0.0  0
 0E0  CONST_08  O4   C3   N2   C1    180.00   0.0  0
 0E0  CONST_09  H19  C20  C5   C3      0.00   0.0  0
 0E0  CONST_10  H18  C19  C20  C5    180.00   0.0  0
 0E0  CONST_11  H16  C17  C6   C5    180.00   0.0  0
 0E0  CONST_12  H17  C18  C17  C6    180.00   0.0  0
 0E0  CONST_13  H20  N2   C3   C5    180.00   0.0  0
 0E0  Var_01    O9   C8   C7   C1    -14.20  30.0  1
 0E0  Var_02    C10  C16  C1   N2    165.45  30.0  1
 0E0  Var_03    O14  C13  C11  C10  -179.14  30.0  3
 0E0  Var_04    H5   C12  C11  C10    53.41  30.0  3
 0E0  Var_05    H11  C15  C11  C10    56.49  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 0E0  chir_01  C10  C16  O9  C11  negativ

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
 0E0  plan-1  C1   0.020
 0E0  plan-1  N2   0.020
 0E0  plan-1  C3   0.020
 0E0  plan-1  O4   0.020
 0E0  plan-1  C5   0.020
 0E0  plan-1  C6   0.020
 0E0  plan-1  C7   0.020
 0E0  plan-1  C8   0.020
 0E0  plan-1  C16  0.020
 0E0  plan-1  C17  0.020
 0E0  plan-1  C18  0.020
 0E0  plan-1  C19  0.020
 0E0  plan-1  C20  0.020
 0E0  plan-1  H16  0.020
 0E0  plan-1  H17  0.020
 0E0  plan-1  H18  0.020
 0E0  plan-1  H19  0.020
 0E0  plan-1  H20  0.020

