# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 07:14:05 2020
#   Inital geometry file: a 128 line input string
#   Ligand name: (6R,6aS,10S,10aR)-10-methyl-4-phenyl-6-[(1E)-prop-1-en-1-yl]-2,6,6a,7,8,9,10,10a-octahydro-1H-[2]benzopyrano[4,3-c]pyridin-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C/C=C/[C@H]1OC2=C([C@@H]3[C@@H](C)CCC[C@H]13)C(=O)NC=C2c4ccccc4
#
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
 B0O  B0O  (6R,6aS,10S,10aR)-10-methyl-4-phenyl-6-[(1E)-prop-1-en-1-yl]-2,6,6a,7,8,9,10,10a-octahydro-1H-[2]benzopyrano[4,3-c]pyridin-1-one  ligand  50  25  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_B0O
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
 B0O  C02  C  CR6   0   0.506  -1.0635  -2.5015   0.9791
 B0O  C03  C  CR6   0  -0.210  -1.0168  -1.1559   0.4775
 B0O  C04  C  CR6   0   0.471   0.1890  -0.5726   0.1817
 B0O  C05  C  CR6   0  -0.190   1.4172  -1.3081   0.2417
 B0O  C06  C  CR6   0   0.079   2.7204  -0.7331  -0.1533
 B0O  C07  C  CR16  0  -0.300   3.4333  -1.2919  -1.2128
 B0O  C08  C  CR16  0  -0.240   4.6778  -0.7913  -1.5738
 B0O  C09  C  CR16  0  -0.267   5.2227   0.2821  -0.8838
 B0O  C10  C  CR16  0  -0.241   4.5205   0.8456   0.1753
 B0O  C11  C  CR16  0  -0.288   3.2815   0.3400   0.5390
 B0O  C12  C  CR16  0   0.022   1.3294  -2.6010   0.6411
 B0O  C15  C  CH1   0   0.036  -0.8129   1.5725  -0.2735
 B0O  C16  C  C1    0  -0.257  -0.3619   2.9658   0.0364
 B0O  C17  C  C1    0  -0.219   0.7661   3.3239   0.6397
 B0O  C18  C  CH3   0  -0.708   1.1489   4.7368   0.9364
 B0O  C19  C  CH1   0  -0.292  -1.9526   1.1075   0.6396
 B0O  C20  C  CH1   0  -0.266  -2.2803  -0.3622   0.3427
 B0O  C21  C  CH1   0  -0.220  -2.9557  -0.5233  -1.0371
 B0O  C22  C  CH3   0  -0.645  -3.3106  -1.9649  -1.3773
 B0O  C23  C  CH2   0  -0.413  -4.1994   0.3629  -1.1198
 B0O  C24  C  CH2   0  -0.445  -3.9002   1.8265  -0.8269
 B0O  C25  C  CH2   0  -0.443  -3.2014   1.9808   0.5180
 B0O  N13  N  NR16  0  -0.670   0.1532  -3.1548   0.9998
 B0O  O01  O  O     0  -0.508  -2.0733  -3.0808   1.3796
 B0O  O14  O  O2    0  -0.476   0.3182   0.6985  -0.1984
 B0O  H2   H  HCR6  0   0.252   3.0077  -2.1217  -1.7641
 B0O  H3   H  HCR6  0   0.257   5.2181  -1.2389  -2.3980
 B0O  H4   H  HCR6  0   0.257   6.1906   0.6762  -1.1653
 B0O  H5   H  HCR6  0   0.257   4.9434   1.6760   0.7260
 B0O  H6   H  HCR6  0   0.247   2.7556   0.7676   1.3828
 B0O  H7   H  HCR6  0   0.309   2.1957  -3.2431   0.7098
 B0O  H8   H  HCH1  0   0.246  -1.1536   1.5585  -1.3152
 B0O  H9   H  H     0   0.251  -1.0605   3.7377  -0.2737
 B0O  H10  H  H     0   0.243   1.4796   2.5659   0.9429
 B0O  H11  H  HCH3  0   0.235   0.3851   5.4442   0.6132
 B0O  H12  H  HCH3  0   0.238   1.3124   4.8799   2.0066
 B0O  H13  H  HCH3  0   0.238   2.0862   5.0015   0.4421
 B0O  H14  H  HCH1  0   0.255  -1.5890   1.1756   1.6715
 B0O  H15  H  HCH1  0   0.244  -2.9909  -0.7079   1.1012
 B0O  H16  H  HCH1  0   0.216  -2.2471  -0.1843  -1.8033
 B0O  H17  H  HCH3  0   0.215  -3.9975  -2.3930  -0.6462
 B0O  H18  H  HCH3  0   0.221  -3.7961  -2.0042  -2.3543
 B0O  H19  H  HCH3  0   0.227  -2.4292  -2.6034  -1.4265
 B0O  H20  H  HCH2  0   0.227  -4.6478   0.2622  -2.1120
 B0O  H21  H  HCH2  0   0.208  -4.9459  -0.0070  -0.4065
 B0O  H22  H  HCH2  0   0.217  -3.2856   2.2452  -1.6299
 B0O  H23  H  HCH2  0   0.236  -4.8248   2.4085  -0.8251
 B0O  H24  H  HCH2  0   0.234  -3.8927   1.6815   1.3119
 B0O  H25  H  HCH2  0   0.239  -2.9638   3.0284   0.7135
 B0O  H26  H  HNR6  0   0.418   0.1515  -4.1086   1.3328

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
 B0O  C09  C10  aromatic  1.390  0.020  1.390
 B0O  C09  C08  aromatic  1.387  0.020  1.387
 B0O  C10  C11  aromatic  1.387  0.020  1.387
 B0O  C08  C07  aromatic  1.389  0.020  1.389
 B0O  C11  C06  aromatic  1.395  0.020  1.395
 B0O  C07  C06  aromatic  1.394  0.020  1.394
 B0O  C06  C05  single    1.478  0.020  1.478
 B0O  C05  C12  double    1.356  0.020  1.356
 B0O  C05  C04  single    1.433  0.020  1.433
 B0O  C12  N13  single    1.349  0.020  1.349
 B0O  O14  C04  single    1.333  0.020  1.333
 B0O  O14  C15  single    1.431  0.020  1.431
 B0O  C04  C03  double    1.372  0.020  1.372
 B0O  N13  C02  single    1.381  0.020  1.381
 B0O  C22  C21  single    1.523  0.020  1.523
 B0O  C15  C16  single    1.497  0.020  1.497
 B0O  C15  C19  single    1.533  0.020  1.533
 B0O  C03  C02  single    1.437  0.020  1.437
 B0O  C03  C20  single    1.498  0.020  1.498
 B0O  C16  C17  double    1.328  0.020  1.328
 B0O  C21  C20  single    1.545  0.020  1.545
 B0O  C21  C23  single    1.529  0.020  1.529
 B0O  C17  C18  single    1.494  0.020  1.494
 B0O  C02  O01  double    1.231  0.020  1.231
 B0O  C20  C19  single    1.535  0.020  1.535
 B0O  C23  C24  single    1.522  0.020  1.522
 B0O  C19  C25  single    1.529  0.020  1.529
 B0O  C24  C25  single    1.523  0.020  1.523
 B0O  C07  H2   single    0.930  0.020  1.080
 B0O  C08  H3   single    0.930  0.020  1.080
 B0O  C09  H4   single    0.930  0.020  1.080
 B0O  C10  H5   single    0.930  0.020  1.080
 B0O  C11  H6   single    0.930  0.020  1.080
 B0O  C12  H7   single    0.930  0.020  1.080
 B0O  C15  H8   single    0.970  0.020  1.090
 B0O  C16  H9   single    0.930  0.020  1.080
 B0O  C17  H10  single    0.930  0.020  1.080
 B0O  C18  H11  single    0.970  0.020  1.090
 B0O  C18  H12  single    0.970  0.020  1.090
 B0O  C18  H13  single    0.970  0.020  1.090
 B0O  C19  H14  single    0.970  0.020  1.090
 B0O  C20  H15  single    0.970  0.020  1.090
 B0O  C21  H16  single    0.970  0.020  1.090
 B0O  C22  H17  single    0.970  0.020  1.090
 B0O  C22  H18  single    0.970  0.020  1.090
 B0O  C22  H19  single    0.970  0.020  1.090
 B0O  C23  H20  single    0.970  0.020  1.090
 B0O  C23  H21  single    0.970  0.020  1.090
 B0O  C24  H22  single    0.970  0.020  1.090
 B0O  C24  H23  single    0.970  0.020  1.090
 B0O  C25  H24  single    0.970  0.020  1.090
 B0O  C25  H25  single    0.970  0.020  1.090
 B0O  N13  H26  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
 B0O  O01  C02  N13  119.68  3.000
 B0O  O01  C02  C03  125.51  3.000
 B0O  N13  C02  C03  114.81  3.000
 B0O  C20  C03  C04  119.78  3.000
 B0O  C20  C03  C02  120.01  3.000
 B0O  C04  C03  C02  120.14  3.000
 B0O  O14  C04  C05  114.73  3.000
 B0O  O14  C04  C03  123.52  3.000
 B0O  C05  C04  C03  121.75  3.000
 B0O  C12  C05  C06  120.45  3.000
 B0O  C12  C05  C04  116.50  3.000
 B0O  C06  C05  C04  123.01  3.000
 B0O  C11  C06  C07  118.68  3.000
 B0O  C07  C06  C05  119.88  3.000
 B0O  C11  C06  C05  121.42  3.000
 B0O  H2   C07  C08  119.71  3.000
 B0O  H2   C07  C06  119.54  3.000
 B0O  C08  C07  C06  120.75  3.000
 B0O  H3   C08  C09  120.17  3.000
 B0O  H3   C08  C07  119.74  3.000
 B0O  C09  C08  C07  120.09  3.000
 B0O  H4   C09  C10  120.15  3.000
 B0O  H4   C09  C08  120.24  3.000
 B0O  C10  C09  C08  119.61  3.000
 B0O  H5   C10  C11  119.69  3.000
 B0O  H5   C10  C09  120.08  3.000
 B0O  C11  C10  C09  120.22  3.000
 B0O  H6   C11  C10  119.64  3.000
 B0O  H6   C11  C06  119.70  3.000
 B0O  C10  C11  C06  120.64  3.000
 B0O  H7   C12  N13  116.00  3.000
 B0O  H7   C12  C05  122.23  3.000
 B0O  N13  C12  C05  121.76  3.000
 B0O  H8   C15  O14  106.72  3.000
 B0O  H8   C15  C19  109.35  3.000
 B0O  O14  C15  C19  111.78  3.000
 B0O  H8   C15  C16  107.59  3.000
 B0O  C19  C15  C16  112.53  3.000
 B0O  O14  C15  C16  108.63  3.000
 B0O  H9   C16  C17  118.96  3.000
 B0O  H9   C16  C15  114.12  3.000
 B0O  C17  C16  C15  126.92  3.000
 B0O  H10  C17  C18  115.92  3.000
 B0O  H10  C17  C16  119.83  3.000
 B0O  C18  C17  C16  124.25  3.000
 B0O  H13  C18  H12  106.46  3.000
 B0O  H13  C18  H11  108.05  3.000
 B0O  H12  C18  H11  108.08  3.000
 B0O  H13  C18  C17  111.06  3.000
 B0O  H12  C18  C17  110.91  3.000
 B0O  H11  C18  C17  112.05  3.000
 B0O  H14  C19  C25  108.08  3.000
 B0O  H14  C19  C20  108.21  3.000
 B0O  C25  C19  C20  110.93  3.000
 B0O  H14  C19  C15  107.18  3.000
 B0O  C25  C19  C15  112.75  3.000
 B0O  C20  C19  C15  109.52  3.000
 B0O  H15  C20  C21  107.58  3.000
 B0O  H15  C20  C19  107.87  3.000
 B0O  C21  C20  C19  111.48  3.000
 B0O  H15  C20  C03  108.51  3.000
 B0O  C19  C20  C03  108.05  3.000
 B0O  C21  C20  C03  113.19  3.000
 B0O  H16  C21  C23  107.96  3.000
 B0O  H16  C21  C22  106.67  3.000
 B0O  C23  C21  C22  110.30  3.000
 B0O  H16  C21  C20  108.01  3.000
 B0O  C23  C21  C20  110.08  3.000
 B0O  C22  C21  C20  113.59  3.000
 B0O  H19  C22  H18  107.35  3.000
 B0O  H19  C22  H17  108.04  3.000
 B0O  H18  C22  H17  107.80  3.000
 B0O  H19  C22  C21  112.11  3.000
 B0O  H18  C22  C21  109.73  3.000
 B0O  H17  C22  C21  111.63  3.000
 B0O  H21  C23  H20  106.26  3.000
 B0O  H21  C23  C24  109.45  3.000
 B0O  H20  C23  C24  110.11  3.000
 B0O  H21  C23  C21  108.84  3.000
 B0O  H20  C23  C21  109.21  3.000
 B0O  C24  C23  C21  112.76  3.000
 B0O  H23  C24  H22  105.82  3.000
 B0O  H23  C24  C25  109.44  3.000
 B0O  H22  C24  C25  110.57  3.000
 B0O  H23  C24  C23  110.25  3.000
 B0O  H22  C24  C23  109.69  3.000
 B0O  C25  C24  C23  110.94  3.000
 B0O  H25  C25  H24  105.66  3.000
 B0O  H25  C25  C24  110.79  3.000
 B0O  H24  C25  C24  108.84  3.000
 B0O  H25  C25  C19  110.86  3.000
 B0O  H24  C25  C19  107.58  3.000
 B0O  C24  C25  C19  112.78  3.000
 B0O  H26  N13  C12  118.48  3.000
 B0O  H26  N13  C02  116.74  3.000
 B0O  C12  N13  C02  124.76  3.000
 B0O  C15  O14  C04  121.37  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
 B0O  CONST_01  C09  C10  C11  C06    0.00   0.0  0
 B0O  CONST_02  C09  C08  C07  C06    0.00   0.0  0
 B0O  CONST_03  C10  C09  C08  C07    0.00   0.0  0
 B0O  CONST_04  C10  C11  C06  C07    0.00   0.0  0
 B0O  CONST_05  C11  C10  C09  C08    0.00   0.0  0
 B0O  CONST_06  C11  C06  C07  C08    0.00   0.0  0
 B0O  CONST_07  C10  C11  C06  C05  180.00   0.0  0
 B0O  CONST_08  C08  C07  C06  C05  180.00   0.0  0
 B0O  CONST_09  C12  N13  C02  C03    0.00   0.0  0
 B0O  CONST_10  O01  C02  N13  C12  180.00   0.0  0
 B0O  CONST_11  H6   C11  C06  C05    0.00   0.0  0
 B0O  CONST_12  H2   C07  C06  C05    0.00   0.0  0
 B0O  CONST_13  H5   C10  C11  C06  180.00   0.0  0
 B0O  CONST_14  H3   C08  C07  C06  180.00   0.0  0
 B0O  CONST_15  H4   C09  C08  C07  180.00   0.0  0
 B0O  CONST_16  H26  N13  C02  C03  180.00   0.0  0
 B0O  CONST_17  C18  C17  C16  C15  180.00   0.0  0
 B0O  CONST_18  H10  C17  C16  C15    0.00   0.0  0
 B0O  CONST_19  H9   C16  C17  C18    0.00   0.0  0
 B0O  Var_01    C11  C06  C05  C04   64.04  30.0  2
 B0O  Var_02    C23  C24  C25  C19   53.54  30.0  1
 B0O  Var_03    C25  C24  C23  C21  -54.48  30.0  1
 B0O  Var_04    H11  C18  C17  C16    0.90  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
 B0O  chir_01  C15  O14  C16  C19  positiv
 B0O  chir_02  C19  C15  C20  C25  positiv
 B0O  chir_03  C20  C19  C21  C03  negativ
 B0O  chir_04  C21  C23  C20  C22  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
 B0O  plan-1  C05  0.020
 B0O  plan-1  C06  0.020
 B0O  plan-1  C07  0.020
 B0O  plan-1  C08  0.020
 B0O  plan-1  C09  0.020
 B0O  plan-1  C10  0.020
 B0O  plan-1  C11  0.020
 B0O  plan-1  H2   0.020
 B0O  plan-1  H3   0.020
 B0O  plan-1  H4   0.020
 B0O  plan-1  H5   0.020
 B0O  plan-1  H6   0.020
 B0O  plan-2  C02  0.020
 B0O  plan-2  C03  0.020
 B0O  plan-2  C04  0.020
 B0O  plan-2  C05  0.020
 B0O  plan-2  C06  0.020
 B0O  plan-2  C12  0.020
 B0O  plan-2  C20  0.020
 B0O  plan-2  N13  0.020
 B0O  plan-2  O01  0.020
 B0O  plan-2  O14  0.020
 B0O  plan-2  H7   0.020
 B0O  plan-2  H26  0.020
 B0O  plan-3  C15  0.020
 B0O  plan-3  C16  0.020
 B0O  plan-3  C17  0.020
 B0O  plan-3  C18  0.020
 B0O  plan-3  H9   0.020
 B0O  plan-3  H10  0.020

