# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Wed May 27 10:30:04 2020
#   Inital geometry file: a 117 line input string
#   Ligand name: (1aR,2R,2aR,4aS,4bR,5R,9bS,9cS)-2,5-dihydroxy-2a,9b-dimethyl-6-(propan-2-yl)-1a,2,2a,4a,4b,5,9b,9c-octahydro-3H,8H-oxireno[5,6][2]benzofuro[7,1-fg]isochromene-3,8-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)C1=C2[C@@H](O)[C@H]3OC(=O)[C@@]4(C)[C@@H](O)[C@H]5O[C@H]5[C@@](C)([C@@H]34)C2=CC(=O)O1
#
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
 3J2  3J2  (1aR,2R,2aR,4aS,4bR,5R,9bS,9cS)-2,5-dihydroxy-2a,9b-dimethyl-6-(propan-2-yl)-1a,2,2a,4a,4b,5,9b,9c-octahydro-3H,8H-oxireno[5,6][2]benzofuro[7,1-fg]isochromene-3,8-dione  ligand  48  26  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_3J2
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
 3J2  C1   C  CH1   0  -0.365  -3.8657   1.3703  -0.2052
 3J2  C2   C  CH3   0  -0.649  -4.7480   1.3712   1.0474
 3J2  C3   C  CR6   0   0.432  -2.8548   0.2635  -0.1364
 3J2  C4   C  CR6   0  -0.132  -1.5074   0.3652  -0.0207
 3J2  C5   C  CH1   0  -0.100  -0.8386   1.7173   0.1262
 3J2  C6   C  CH1   0   0.053   0.5404   1.7162  -0.5593
 3J2  C7   C  CH1   0  -0.283   1.1635   0.3551  -0.8147
 3J2  C8   C  CT    0  -0.318   2.6602   0.6896  -0.8752
 3J2  O1   O  O     0  -0.453  -3.4559  -0.9347  -0.1773
 3J2  O3   O  OH1   0  -0.651   4.0380  -0.2939   0.8668
 3J2  O5   O  O2    0  -0.445   1.5174   2.4359   0.1959
 3J2  O6   O  OH1   0  -0.634  -0.6958   2.1014   1.4737
 3J2  C17  C  C     0   0.625   2.7436   1.9370  -0.0094
 3J2  C18  C  CH3   0  -0.666   3.0293   1.1094  -2.3094
 3J2  C9   C  CH1   0   0.085   3.6123  -0.4616  -0.4565
 3J2  C10  C  CH1   0  -0.076   2.9141  -1.8028  -0.7053
 3J2  O2   O  O2    0  -0.460   2.5173  -2.5574   0.4268
 3J2  C11  C  CH1   0   0.033   1.5030  -1.9723  -0.3608
 3J2  C12  C  CT    0  -0.188   0.7555  -0.7526   0.1743
 3J2  C16  C  CH3   0  -0.690   1.0417  -0.5210   1.6681
 3J2  C13  C  CR6   0   0.365  -0.7488  -0.8624   0.0522
 3J2  C14  C  CR16  0  -0.619  -1.3888  -2.0555   0.0443
 3J2  C15  C  CR6   0   0.564  -2.8134  -2.1335  -0.0669
 3J2  O    O  O     0  -0.448  -3.4976  -3.1282  -0.0849
 3J2  C    C  CH3   0  -0.649  -4.7131   1.2741  -1.4760
 3J2  H1   H  HCH1  0   0.269  -3.3327   2.3201  -0.2383
 3J2  H2   H  HCH3  0   0.237  -4.1579   1.4475   1.9617
 3J2  H3   H  HCH3  0   0.247  -5.4229   2.2261   1.0144
 3J2  H4   H  HCH3  0   0.236  -5.3547   0.4675   1.1085
 3J2  H5   H  HCH1  0   0.262  -1.4398   2.4622  -0.4006
 3J2  H6   H  HCH1  0   0.290   0.4179   2.2287  -1.5166
 3J2  H7   H  HCH1  0   0.297   0.8306   0.0073  -1.7978
 3J2  H8   H  HOH1  0   0.459   4.4545  -1.1079   1.1686
 3J2  H9   H  HOH1  0   0.456  -1.5719   2.1295   1.8724
 3J2  H10  H  HCH3  0   0.257   2.3741   1.8880  -2.7015
 3J2  H11  H  HCH3  0   0.259   4.0539   1.4777  -2.3528
 3J2  H12  H  HCH3  0   0.262   2.9492   0.2476  -2.9729
 3J2  H13  H  HCH1  0   0.247   4.4785  -0.4299  -1.1287
 3J2  H14  H  HCH1  0   0.268   3.3260  -2.3914  -1.5217
 3J2  H15  H  HCH1  0   0.269   0.9264  -2.6762  -0.9570
 3J2  H16  H  HCH3  0   0.260   0.4553   0.3054   2.0548
 3J2  H17  H  HCH3  0   0.242   0.7575  -1.4144   2.2242
 3J2  H18  H  HCH3  0   0.265   2.0883  -0.3221   1.8663
 3J2  H19  H  HCR6  0   0.280  -0.8596  -2.9947   0.1235
 3J2  H20  H  HCH3  0   0.245  -5.3758   2.1377  -1.5324
 3J2  H21  H  HCH3  0   0.242  -4.0947   1.2692  -2.3738
 3J2  H22  H  HCH3  0   0.234  -5.3334   0.3780  -1.4800
 3J2  O4   O  O     0  -0.415   3.7175   2.4963   0.4069

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
 3J2  C18  C8   single  1.539  0.020  1.539
 3J2  O    C15  double  1.207  0.020  1.207
 3J2  C10  C11  single  1.462  0.020  1.462
 3J2  C10  C9   single  1.532  0.020  1.532
 3J2  C10  O2   single  1.417  0.020  1.417
 3J2  C    C1   single  1.530  0.020  1.530
 3J2  C11  O2   single  1.411  0.020  1.411
 3J2  C11  C12  single  1.527  0.020  1.527
 3J2  C15  C14  single  1.431  0.020  1.431
 3J2  C15  O1   single  1.365  0.020  1.365
 3J2  C7   C8   single  1.535  0.020  1.535
 3J2  C7   C6   single  1.519  0.020  1.519
 3J2  C7   C12  single  1.540  0.020  1.540
 3J2  C14  C13  double  1.354  0.020  1.354
 3J2  C8   C9   single  1.551  0.020  1.551
 3J2  C8   C17  single  1.521  0.020  1.521
 3J2  C9   O3   single  1.400  0.020  1.400
 3J2  O1   C3   single  1.341  0.020  1.341
 3J2  C13  C12  single  1.513  0.020  1.513
 3J2  C13  C4   single  1.445  0.020  1.445
 3J2  C6   C5   single  1.540  0.020  1.540
 3J2  C6   O5   single  1.429  0.020  1.429
 3J2  C3   C4   double  1.356  0.020  1.356
 3J2  C3   C1   single  1.500  0.020  1.500
 3J2  C12  C16  single  1.538  0.020  1.538
 3J2  C4   C5   single  1.516  0.020  1.516
 3J2  C1   C2   single  1.532  0.020  1.532
 3J2  C5   O6   single  1.408  0.020  1.408
 3J2  C17  O5   single  1.340  0.020  1.340
 3J2  C17  O4   double  1.198  0.020  1.198
 3J2  C1   H1   single  0.970  0.020  1.090
 3J2  C2   H2   single  0.970  0.020  1.090
 3J2  C2   H3   single  0.970  0.020  1.090
 3J2  C2   H4   single  0.970  0.020  1.090
 3J2  C5   H5   single  0.970  0.020  1.090
 3J2  C6   H6   single  0.970  0.020  1.090
 3J2  C7   H7   single  0.970  0.020  1.090
 3J2  O3   H8   single  0.850  0.020  0.980
 3J2  O6   H9   single  0.850  0.020  0.980
 3J2  C18  H10  single  0.970  0.020  1.090
 3J2  C18  H11  single  0.970  0.020  1.090
 3J2  C18  H12  single  0.970  0.020  1.090
 3J2  C9   H13  single  0.970  0.020  1.090
 3J2  C10  H14  single  0.970  0.020  1.090
 3J2  C11  H15  single  0.970  0.020  1.090
 3J2  C16  H16  single  0.970  0.020  1.090
 3J2  C16  H17  single  0.970  0.020  1.090
 3J2  C16  H18  single  0.970  0.020  1.090
 3J2  C14  H19  single  0.930  0.020  1.080
 3J2  C    H20  single  0.970  0.020  1.090
 3J2  C    H21  single  0.970  0.020  1.090
 3J2  C    H22  single  0.970  0.020  1.090

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
 3J2  H1   C1   C    107.48  3.000
 3J2  H1   C1   C3   108.35  3.000
 3J2  C    C1   C3   111.39  3.000
 3J2  H1   C1   C2   107.81  3.000
 3J2  C3   C1   C2   110.54  3.000
 3J2  C    C1   C2   111.10  3.000
 3J2  H4   C2   H3   107.89  3.000
 3J2  H4   C2   H2   108.18  3.000
 3J2  H3   C2   H2   107.79  3.000
 3J2  H4   C2   C1   111.45  3.000
 3J2  H3   C2   C1   109.42  3.000
 3J2  H2   C2   C1   111.95  3.000
 3J2  O1   C3   C4   120.99  3.000
 3J2  C4   C3   C1   128.16  3.000
 3J2  O1   C3   C1   110.83  3.000
 3J2  C13  C4   C5   121.43  3.000
 3J2  C5   C4   C3   120.90  3.000
 3J2  C13  C4   C3   117.53  3.000
 3J2  H5   C5   O6   109.34  3.000
 3J2  H5   C5   C6   106.17  3.000
 3J2  O6   C5   C6   109.59  3.000
 3J2  H5   C5   C4   108.59  3.000
 3J2  O6   C5   C4   112.38  3.000
 3J2  C6   C5   C4   110.57  3.000
 3J2  H6   C6   O5   107.66  3.000
 3J2  H6   C6   C7   108.61  3.000
 3J2  O5   C6   C7   105.05  3.000
 3J2  H6   C6   C5   106.81  3.000
 3J2  O5   C6   C5   112.12  3.000
 3J2  C7   C6   C5   116.29  3.000
 3J2  H7   C7   C12  105.52  3.000
 3J2  H7   C7   C8   109.29  3.000
 3J2  C12  C7   C8   116.14  3.000
 3J2  H7   C7   C6   108.12  3.000
 3J2  C12  C7   C6   115.34  3.000
 3J2  C8   C7   C6   102.20  3.000
 3J2  C9   C8   C18  107.86  3.000
 3J2  C9   C8   C17  114.92  3.000
 3J2  C18  C8   C17  107.07  3.000
 3J2  C17  C8   C7   102.11  3.000
 3J2  C9   C8   C7   115.21  3.000
 3J2  C18  C8   C7   109.27  3.000
 3J2  C15  O1   C3   124.84  3.000
 3J2  H8   O3   C9   109.06  3.000
 3J2  C17  O5   C6   110.93  3.000
 3J2  H9   O6   C5   108.17  3.000
 3J2  O5   C17  O4   121.14  3.000
 3J2  O4   C17  C8   128.72  3.000
 3J2  O5   C17  C8   110.03  3.000
 3J2  H12  C18  H11  108.17  3.000
 3J2  H12  C18  H10  107.54  3.000
 3J2  H11  C18  H10  108.02  3.000
 3J2  H12  C18  C8   109.49  3.000
 3J2  H11  C18  C8   110.78  3.000
 3J2  H10  C18  C8   112.69  3.000
 3J2  H13  C9   C10  106.59  3.000
 3J2  H13  C9   O3   109.61  3.000
 3J2  C10  C9   O3   113.38  3.000
 3J2  H13  C9   C8   107.33  3.000
 3J2  O3   C9   C8   110.66  3.000
 3J2  C10  C9   C8   109.03  3.000
 3J2  H14  C10  C11  118.65  3.000
 3J2  H14  C10  O2   114.68  3.000
 3J2  C11  C10  O2    58.66  3.000
 3J2  H14  C10  C9   115.03  3.000
 3J2  O2   C10  C9   117.64  3.000
 3J2  C11  C10  C9   120.19  3.000
 3J2  C11  O2   C10   62.27  3.000
 3J2  H15  C11  C12  116.71  3.000
 3J2  H15  C11  O2   114.74  3.000
 3J2  C12  C11  O2   119.16  3.000
 3J2  H15  C11  C10  117.21  3.000
 3J2  C12  C11  C10  117.53  3.000
 3J2  O2   C11  C10   59.07  3.000
 3J2  C13  C12  C16  105.91  3.000
 3J2  C16  C12  C11  111.68  3.000
 3J2  C13  C12  C11  113.60  3.000
 3J2  C16  C12  C7   117.77  3.000
 3J2  C13  C12  C7   105.29  3.000
 3J2  C11  C12  C7   102.69  3.000
 3J2  H18  C16  H17  107.99  3.000
 3J2  H18  C16  H16  108.49  3.000
 3J2  H17  C16  H16  107.56  3.000
 3J2  H18  C16  C12  112.64  3.000
 3J2  H17  C16  C12  108.87  3.000
 3J2  H16  C16  C12  111.12  3.000
 3J2  C14  C13  C12  122.29  3.000
 3J2  C12  C13  C4   117.67  3.000
 3J2  C14  C13  C4   120.02  3.000
 3J2  H19  C14  C15  116.47  3.000
 3J2  H19  C14  C13  122.26  3.000
 3J2  C15  C14  C13  121.27  3.000
 3J2  O    C15  C14  127.60  3.000
 3J2  C14  C15  O1   115.28  3.000
 3J2  O    C15  O1   117.11  3.000
 3J2  H22  C    H21  108.43  3.000
 3J2  H22  C    H20  107.77  3.000
 3J2  H21  C    H20  107.81  3.000
 3J2  H22  C    C1   111.71  3.000
 3J2  H21  C    C1   111.71  3.000
 3J2  H20  C    C1   109.26  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
 3J2  Var_01  C14  C15  O1   C3    -2.64  30.0  1
 3J2  Var_02  C14  C13  C4   C3    -1.95  30.0  1
 3J2  Var_03  C15  C14  C13  C4     1.48  30.0  1
 3J2  Var_04  O1   C3   C4   C5  -175.54  30.0  1
 3J2  Var_05  C8   C17  O5   C6    -5.35  30.0  1
 3J2  Var_06  O2   C11  C10  C9  -105.91  30.0  1
 3J2  Var_07  H20  C    C1   C3  -175.28  30.0  3
 3J2  Var_08  H2   C2   C1   C3    56.26  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
 3J2  chir_01  C5   C6   C4   O6   negativ
 3J2  chir_02  C6   O5   C5   C7   positiv
 3J2  chir_03  C7   C12  C6   C8   negativ
 3J2  chir_04  C8   C7   C9   C17  positiv
 3J2  chir_05  C9   O3   C10  C8   negativ
 3J2  chir_08  C12  C7   C13  C11  negativ
 3J2  chir_09  C10  C11  C9   O2   both
 3J2  chir_10  C11  O2   C10  C12  both

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
 3J2  plan-1  O1   0.020
 3J2  plan-1  C14  0.020
 3J2  plan-1  C15  0.020
 3J2  plan-1  O    0.020
 3J2  plan-2  C8   0.020
 3J2  plan-2  O5   0.020
 3J2  plan-2  C17  0.020
 3J2  plan-2  O4   0.020

