# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May  3 10:36:43 2020
#   Inital geometry file: a 96 line input string
#   Ligand name: (3R)-10-methyl-3-(propan-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)[C@H]1CC2=C(CO1)c3c(C)cccc3C(=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
 G9W  G9W  (3R)-10-methyl-3-(propan-2-yl)-1,3,4,5-tetrahydro-6H-pyrano[4,3-c]isoquinolin-6-one  ligand  38  19  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_G9W
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
 G9W  C1   C  CR6   0   0.372  -0.4427   0.8999   0.0458
 G9W  N2   N  NR16  0  -0.730   0.3555   2.0113   0.0016
 G9W  C3   C  CR6   0   0.519   1.7135   2.0097   0.0376
 G9W  O4   O  O     0  -0.484   2.3469   3.0591   0.0482
 G9W  C5   C  CR66  0  -0.184   2.3201   0.6768   0.0357
 G9W  C6   C  CR66  0   0.265   1.5308  -0.4990   0.0159
 G9W  C7   C  CR6   0  -0.203   0.0859  -0.3450   0.0843
 G9W  C8   C  CH2   0  -0.220  -0.8814  -1.4965   0.2635
 G9W  O9   O  O2    0  -0.488  -2.1501  -1.0755   0.6832
 G9W  C10  C  CH1   0   0.090  -2.7069  -0.0890  -0.1588
 G9W  C11  C  CH1   0  -0.275  -4.1876   0.0573   0.1712
 G9W  C12  C  CH3   0  -0.674  -4.8141   1.1828  -0.6478
 G9W  C13  C  CH3   0  -0.655  -4.9367  -1.2512  -0.0606
 G9W  C14  C  CH2   0  -0.547  -1.9113   1.1893   0.0415
 G9W  C15  C  CR6   0   0.034   2.2161  -1.7432  -0.0802
 G9W  C16  C  CH3   0  -0.766   1.5467  -3.0846  -0.2288
 G9W  C17  C  CR16  0  -0.290   3.6014  -1.7460  -0.0845
 G9W  C18  C  CR16  0  -0.248   4.3615  -0.5813  -0.0171
 G9W  C19  C  CR16  0  -0.293   3.7165   0.6290   0.0272
 G9W  H2   H  HCH2  0   0.219  -0.9683  -2.0803  -0.6627
 G9W  H3   H  HCH2  0   0.248  -0.5234  -2.1692   1.0421
 G9W  H4   H  HCH1  0   0.209  -2.6121  -0.4044  -1.2114
 G9W  H5   H  HCH1  0   0.226  -4.2655   0.3222   1.2329
 G9W  H6   H  HCH3  0   0.221  -4.6668   1.0221  -1.7186
 G9W  H7   H  HCH3  0   0.238  -5.8886   1.2317  -0.4678
 G9W  H8   H  HCH3  0   0.237  -4.4001   2.1596  -0.3972
 G9W  H9   H  HCH3  0   0.214  -4.8867  -1.5484  -1.1111
 G9W  H10  H  HCH3  0   0.233  -4.5345  -2.0677   0.5377
 G9W  H11  H  HCH3  0   0.228  -5.9902  -1.1381   0.1990
 G9W  H12  H  HCH2  0   0.271  -2.1961   1.6696   0.9849
 G9W  H13  H  HCH2  0   0.273  -2.1250   1.9071  -0.7550
 G9W  H14  H  HCH3  0   0.249   0.8102  -3.0976  -1.0303
 G9W  H15  H  HCH3  0   0.266   2.2930  -3.8388  -0.4729
 G9W  H16  H  HCH3  0   0.252   1.0532  -3.4167   0.6838
 G9W  H17  H  HCR6  0   0.258   4.1137  -2.6977  -0.1578
 G9W  H18  H  HCR6  0   0.260   5.4417  -0.6353  -0.0222
 G9W  H19  H  HCR6  0   0.260   4.2796   1.5516   0.0491
 G9W  H20  H  HNR6  0   0.415  -0.0931   2.9176  -0.0306

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
 G9W  C18  C19  aromatic  1.372  0.020  1.372
 G9W  C18  C17  aromatic  1.392  0.020  1.392
 G9W  C19  C5   aromatic  1.397  0.020  1.397
 G9W  C17  C15  aromatic  1.385  0.020  1.385
 G9W  O4   C3   double    1.226  0.020  1.226
 G9W  C5   C3   single    1.464  0.020  1.464
 G9W  C5   C6   aromatic  1.416  0.020  1.416
 G9W  C3   N2   single    1.359  0.020  1.359
 G9W  C15  C6   aromatic  1.424  0.020  1.424
 G9W  C15  C16  single    1.506  0.020  1.506
 G9W  C6   C7   single    1.455  0.020  1.455
 G9W  N2   C1   single    1.369  0.020  1.369
 G9W  C7   C1   double    1.353  0.020  1.353
 G9W  C7   C8   single    1.515  0.020  1.515
 G9W  C1   C14  single    1.497  0.020  1.497
 G9W  C8   O9   single    1.401  0.020  1.401
 G9W  C14  C10  single    1.519  0.020  1.519
 G9W  O9   C10  single    1.412  0.020  1.412
 G9W  C10  C11  single    1.524  0.020  1.524
 G9W  C11  C13  single    1.525  0.020  1.525
 G9W  C11  C12  single    1.526  0.020  1.526
 G9W  C8   H2   single    0.970  0.020  1.090
 G9W  C8   H3   single    0.970  0.020  1.090
 G9W  C10  H4   single    0.970  0.020  1.090
 G9W  C11  H5   single    0.970  0.020  1.090
 G9W  C12  H6   single    0.970  0.020  1.090
 G9W  C12  H7   single    0.970  0.020  1.090
 G9W  C12  H8   single    0.970  0.020  1.090
 G9W  C13  H9   single    0.970  0.020  1.090
 G9W  C13  H10  single    0.970  0.020  1.090
 G9W  C13  H11  single    0.970  0.020  1.090
 G9W  C14  H12  single    0.970  0.020  1.090
 G9W  C14  H13  single    0.970  0.020  1.090
 G9W  C16  H14  single    0.970  0.020  1.090
 G9W  C16  H15  single    0.970  0.020  1.090
 G9W  C16  H16  single    0.970  0.020  1.090
 G9W  C17  H17  single    0.930  0.020  1.080
 G9W  C18  H18  single    0.930  0.020  1.080
 G9W  C19  H19  single    0.930  0.020  1.080
 G9W  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
 G9W  C14  C1   C7   124.14  3.000
 G9W  C14  C1   N2   114.52  3.000
 G9W  C7   C1   N2   121.34  3.000
 G9W  H20  N2   C3   116.43  3.000
 G9W  H20  N2   C1   118.02  3.000
 G9W  C3   N2   C1   125.52  3.000
 G9W  C5   C3   O4   124.42  3.000
 G9W  C5   C3   N2   114.53  3.000
 G9W  O4   C3   N2   121.05  3.000
 G9W  C19  C5   C6   121.91  3.000
 G9W  C6   C5   C3   121.65  3.000
 G9W  C19  C5   C3   116.43  3.000
 G9W  C15  C6   C7   125.02  3.000
 G9W  C7   C6   C5   117.72  3.000
 G9W  C15  C6   C5   117.27  3.000
 G9W  C8   C7   C6   124.02  3.000
 G9W  C8   C7   C1   116.96  3.000
 G9W  C6   C7   C1   118.95  3.000
 G9W  H3   C8   H2   107.49  3.000
 G9W  H3   C8   O9   105.61  3.000
 G9W  H2   C8   O9   109.92  3.000
 G9W  H3   C8   C7   110.13  3.000
 G9W  H2   C8   C7   110.79  3.000
 G9W  O9   C8   C7   112.66  3.000
 G9W  C10  O9   C8   112.86  3.000
 G9W  H4   C10  C14  108.75  3.000
 G9W  H4   C10  C11  108.52  3.000
 G9W  C14  C10  C11  113.55  3.000
 G9W  H4   C10  O9   109.61  3.000
 G9W  C11  C10  O9   108.73  3.000
 G9W  C14  C10  O9   107.63  3.000
 G9W  H5   C11  C13  108.62  3.000
 G9W  H5   C11  C12  108.19  3.000
 G9W  C13  C11  C12  110.45  3.000
 G9W  H5   C11  C10  107.56  3.000
 G9W  C12  C11  C10  110.69  3.000
 G9W  C13  C11  C10  111.21  3.000
 G9W  H8   C12  H7   107.22  3.000
 G9W  H8   C12  H6   107.81  3.000
 G9W  H7   C12  H6   107.53  3.000
 G9W  H8   C12  C11  112.43  3.000
 G9W  H7   C12  C11  110.42  3.000
 G9W  H6   C12  C11  111.22  3.000
 G9W  H11  C13  H10  107.68  3.000
 G9W  H11  C13  H9   107.52  3.000
 G9W  H10  C13  H9   107.90  3.000
 G9W  H11  C13  C11  110.43  3.000
 G9W  H10  C13  C11  112.22  3.000
 G9W  H9   C13  C11  110.91  3.000
 G9W  H13  C14  H12  106.77  3.000
 G9W  H13  C14  C10  110.73  3.000
 G9W  H12  C14  C10  110.25  3.000
 G9W  H13  C14  C1   108.71  3.000
 G9W  H12  C14  C1   109.70  3.000
 G9W  C10  C14  C1   110.58  3.000
 G9W  C17  C15  C16  116.24  3.000
 G9W  C16  C15  C6   124.82  3.000
 G9W  C17  C15  C6   118.90  3.000
 G9W  H16  C16  H15  106.69  3.000
 G9W  H16  C16  H14  107.86  3.000
 G9W  H15  C16  H14  106.88  3.000
 G9W  H16  C16  C15  112.96  3.000
 G9W  H15  C16  C15  109.54  3.000
 G9W  H14  C16  C15  112.57  3.000
 G9W  H17  C17  C18  118.68  3.000
 G9W  H17  C17  C15  118.35  3.000
 G9W  C18  C17  C15  122.96  3.000
 G9W  H18  C18  C19  120.91  3.000
 G9W  H18  C18  C17  120.22  3.000
 G9W  C19  C18  C17  118.86  3.000
 G9W  H19  C19  C18  120.57  3.000
 G9W  H19  C19  C5   119.42  3.000
 G9W  C18  C19  C5   120.01  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
 G9W  CONST_01  C17  C18  C19  C5     0.00   0.0  0
 G9W  CONST_02  C17  C15  C6   C5     0.00   0.0  0
 G9W  CONST_03  C18  C19  C5   C6     0.00   0.0  0
 G9W  CONST_04  C18  C17  C15  C6     0.00   0.0  0
 G9W  CONST_05  C19  C18  C17  C15    0.00   0.0  0
 G9W  CONST_06  C19  C5   C6   C15    0.00   0.0  0
 G9W  CONST_07  C5   C3   N2   C1     0.00   0.0  0
 G9W  CONST_08  C16  C15  C6   C5   180.00   0.0  0
 G9W  CONST_09  C16  C15  C6   C7     0.00   0.0  0
 G9W  CONST_10  C18  C17  C15  C16  180.00   0.0  0
 G9W  CONST_11  O4   C3   N2   C1   180.00   0.0  0
 G9W  CONST_12  H19  C19  C5   C3     0.00   0.0  0
 G9W  CONST_13  H18  C18  C19  C5   180.00   0.0  0
 G9W  CONST_14  H17  C17  C15  C6   180.00   0.0  0
 G9W  CONST_15  H20  N2   C3   C5   180.00   0.0  0
 G9W  Var_01    O9   C8   C7   C1   -14.46  30.0  1
 G9W  Var_02    C10  C14  C1   N2   169.85  30.0  1
 G9W  Var_03    H14  C16  C15  C6    50.26  30.0  2
 G9W  Var_04    H9   C13  C11  C10  -62.08  30.0  3
 G9W  Var_05    H6   C12  C11  C10   56.19  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
 G9W  chir_01  C10  C14  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
 G9W  plan-1  C1   0.020
 G9W  plan-1  N2   0.020
 G9W  plan-1  C3   0.020
 G9W  plan-1  O4   0.020
 G9W  plan-1  C5   0.020
 G9W  plan-1  C6   0.020
 G9W  plan-1  C7   0.020
 G9W  plan-1  C8   0.020
 G9W  plan-1  C14  0.020
 G9W  plan-1  C15  0.020
 G9W  plan-1  C16  0.020
 G9W  plan-1  C17  0.020
 G9W  plan-1  C18  0.020
 G9W  plan-1  C19  0.020
 G9W  plan-1  H17  0.020
 G9W  plan-1  H18  0.020
 G9W  plan-1  H19  0.020
 G9W  plan-1  H20  0.020

