# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 20 20:42:12 2022
#   Inital geometry file: a 139 line input string
#   Ligand name: (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-4a,7b,9-trihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-9aH-cyclopropa[3,4]benzo[1,2-e]azulen-9a-yl acetate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H]1[C@@H](O)[C@]2(OC(C)=O)[C@H]([C@@H]3C=C(CO)C[C@@]4(O)[C@@H](C=C(C)C4=O)[C@@]13O)C2(C)C
#
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
 PRB  PRB  '(1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-4a,7b,9-trihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-9aH-cyclopropa[3,4]benzo[1,2-e]azulen-9a-yl acetate'  ligand  59  29  .  2022-08-10  2022-08-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_PRB
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
 PRB  C1    C  CR15  0  -0.222   9.9920  23.8561  22.6313
 PRB  C2    C  CR5   0  -0.016   9.0748  22.9222  22.9128
 PRB  C3    C  CR5   0   0.372   8.7293  23.0277  24.3317
 PRB  O3    O  O     0  -0.398   8.0049  22.2882  24.9615
 PRB  C4    C  CR5   0   0.105   9.4113  24.2804  24.9126
 PRB  O4    O  OH1   0  -0.653   8.3870  25.2506  25.0047
 PRB  C5    C  CH2   0  -0.513  10.1163  23.9906  26.2412
 PRB  C6    C  C     0   0.084  11.3441  24.8033  26.5701
 PRB  C7    C  C1    0  -0.248  11.7055  25.9647  26.0224
 PRB  C8    C  CH1   0  -0.321  10.9082  26.7895  25.0500
 PRB  C9    C  CT    0   0.298  10.7722  26.1721  23.6386
 PRB  O9    O  OH1   0  -0.657  12.0472  26.2185  23.0334
 PRB  C10   C  CR15  0  -0.323  10.4129  24.6725  23.8168
 PRB  C11   C  CH1   0  -0.333   9.7692  27.0531  22.8551
 PRB  C12   C  CH1   0   0.053  10.3390  28.4719  22.6526
 PRB  O12   O  OH1   0  -0.667   9.2730  29.3103  22.2526
 PRB  C13   C  CT    0   0.321  11.1047  29.0640  23.8204
 PRB  C14   C  CH1   0  -0.276  11.4353  28.2133  25.0001
 PRB  C15   C  CT    0  -0.029  10.4973  29.3909  25.1564
 PRB  C16   C  CH3   0  -0.687   9.0204  29.2198  25.4256
 PRB  C17   C  CH3   0  -0.653  11.0488  30.5868  25.9055
 PRB  C18   C  CH3   0  -0.694   9.3496  26.5088  21.4897
 PRB  C19   C  CH3   0  -0.724   8.5032  21.8821  22.0151
 PRB  C20   C  CH2   0  -0.224  12.2535  24.1536  27.5763
 PRB  O20   O  OH1   0  -0.663  12.8557  23.0175  26.9852
 PRB  OA1   O  O2    0  -0.488  11.9967  30.0708  23.3692
 PRB  CA1   C  C     0   0.549  13.2681  29.8273  23.0384
 PRB  OA2   O  O     0  -0.426  13.7867  28.7443  23.0570
 PRB  CA2   C  CH3   0  -0.772  13.9552  31.1064  22.6512
 PRB  H1    H  HCR5  0   0.283  10.4676  23.9525  21.6627
 PRB  HO4   H  HOH1  0   0.455   7.7715  24.9841  25.6981
 PRB  H51   H  HCH2  0   0.265   9.3984  24.0489  27.0682
 PRB  H52   H  HCH2  0   0.256  10.4388  22.9449  26.2261
 PRB  H7    H  H     0   0.232  12.6566  26.3845  26.3386
 PRB  H8    H  HCH1  0   0.295   9.8911  26.8246  25.4400
 PRB  HO9   H  HOH1  0   0.444  11.9733  25.9790  22.1035
 PRB  H10   H  HCR5  0   0.297  11.3752  24.2406  24.1177
 PRB  H11   H  HCH1  0   0.257   8.8613  27.1143  23.4567
 PRB  H12   H  HCH1  0   0.218  11.0668  28.3869  21.8329
 PRB  HO12  H  HOH1  0   0.448   9.6441  30.1257  21.9018
 PRB  H14   H  HCH1  0   0.257  12.4196  28.3534  25.4350
 PRB  H161  H  HCH3  0   0.227   8.8582  29.0280  26.4883
 PRB  H162  H  HCH3  0   0.235   8.4883  30.1379  25.1727
 PRB  H163  H  HCH3  0   0.235   8.5454  28.4147  24.8737
 PRB  H171  H  HCH3  0   0.230  10.7925  30.4959  26.9629
 PRB  H172  H  HCH3  0   0.231  12.1322  30.6757  25.8438
 PRB  H173  H  HCH3  0   0.227  10.6114  31.5192  25.5428
 PRB  H181  H  HCH3  0   0.253   8.7661  27.2561  20.9540
 PRB  H182  H  HCH3  0   0.216  10.2007  26.2552  20.8523
 PRB  H183  H  HCH3  0   0.247   8.7206  25.6257  21.5824
 PRB  H191  H  HCH3  0   0.245   8.7114  20.8788  22.3909
 PRB  H192  H  HCH3  0   0.246   7.4182  21.9754  21.9438
 PRB  H193  H  HCH3  0   0.248   8.9159  21.9584  21.0106
 PRB  H201  H  HCH2  0   0.205  13.0079  24.8758  27.9111
 PRB  H202  H  HCH2  0   0.208  11.6679  23.8709  28.4608
 PRB  HO20  H  HOH1  0   0.453  13.1231  22.4164  27.6861
 PRB  HA21  H  HCH3  0   0.257  14.9936  30.9173  22.3941
 PRB  HA22  H  HCH3  0   0.268  13.4564  31.5668  21.7977
 PRB  HA23  H  HCH3  0   0.268  13.9162  31.8229  23.4723

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
 PRB  C1   C2    double  1.339  0.020  1.339
 PRB  C1   C10   single  1.500  0.020  1.500
 PRB  C1   H1    single  0.930  0.020  1.080
 PRB  C2   C3    single  1.464  0.020  1.464
 PRB  C2   C19   single  1.488  0.020  1.488
 PRB  C3   O3    double  1.212  0.020  1.212
 PRB  C3   C4    single  1.540  0.020  1.540
 PRB  C4   O4    single  1.414  0.020  1.414
 PRB  C4   C5    single  1.532  0.020  1.532
 PRB  C4   C10   single  1.536  0.020  1.536
 PRB  O4   HO4   single  0.850  0.020  0.980
 PRB  C5   C6    single  1.509  0.020  1.509
 PRB  C5   H51   single  0.970  0.020  1.090
 PRB  C5   H52   single  0.970  0.020  1.090
 PRB  C6   C7    double  1.334  0.020  1.334
 PRB  C6   C20   single  1.504  0.020  1.504
 PRB  C7   C8    single  1.504  0.020  1.504
 PRB  C7   H7    single  0.930  0.020  1.080
 PRB  C8   C9    single  1.546  0.020  1.546
 PRB  C8   C14   single  1.519  0.020  1.519
 PRB  C8   H8    single  0.970  0.020  1.090
 PRB  C9   O9    single  1.412  0.020  1.412
 PRB  C9   C10   single  1.552  0.020  1.552
 PRB  C9   C11   single  1.548  0.020  1.548
 PRB  O9   HO9   single  0.850  0.020  0.980
 PRB  C10  H10   single  0.970  0.020  1.090
 PRB  C11  C12   single  1.542  0.020  1.542
 PRB  C11  C18   single  1.529  0.020  1.529
 PRB  C11  H11   single  0.970  0.020  1.090
 PRB  C12  O12   single  1.414  0.020  1.414
 PRB  C12  C13   single  1.517  0.020  1.517
 PRB  C12  H12   single  0.970  0.020  1.090
 PRB  O12  HO12  single  0.850  0.020  0.980
 PRB  C13  C14   single  1.491  0.020  1.491
 PRB  C13  C15   single  1.504  0.020  1.504
 PRB  C13  OA1   single  1.419  0.020  1.419
 PRB  C14  C15   single  1.514  0.020  1.514
 PRB  C14  H14   single  0.970  0.020  1.090
 PRB  C15  C16   single  1.511  0.020  1.511
 PRB  C15  C17   single  1.515  0.020  1.515
 PRB  C16  H161  single  0.970  0.020  1.090
 PRB  C16  H162  single  0.970  0.020  1.090
 PRB  C16  H163  single  0.970  0.020  1.090
 PRB  C17  H171  single  0.970  0.020  1.090
 PRB  C17  H172  single  0.970  0.020  1.090
 PRB  C17  H173  single  0.970  0.020  1.090
 PRB  C18  H181  single  0.970  0.020  1.090
 PRB  C18  H182  single  0.970  0.020  1.090
 PRB  C18  H183  single  0.970  0.020  1.090
 PRB  C19  H191  single  0.970  0.020  1.090
 PRB  C19  H192  single  0.970  0.020  1.090
 PRB  C19  H193  single  0.970  0.020  1.090
 PRB  C20  O20   single  1.415  0.020  1.415
 PRB  C20  H201  single  0.970  0.020  1.090
 PRB  C20  H202  single  0.970  0.020  1.090
 PRB  O20  HO20  single  0.850  0.020  0.980
 PRB  OA1  CA1   single  1.336  0.020  1.336
 PRB  CA1  OA2   double  1.201  0.020  1.201
 PRB  CA1  CA2   single  1.503  0.020  1.503
 PRB  CA2  HA21  single  0.970  0.020  1.090
 PRB  CA2  HA22  single  0.970  0.020  1.090
 PRB  CA2  HA23  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
 PRB  H1    C1   C10   122.35  3.000
 PRB  H1    C1   C2    123.42  3.000
 PRB  C10   C1   C2    113.94  3.000
 PRB  C19   C2   C3    122.98  3.000
 PRB  C19   C2   C1    128.60  3.000
 PRB  C3    C2   C1    108.37  3.000
 PRB  C4    C3   O3    124.41  3.000
 PRB  C4    C3   C2    108.64  3.000
 PRB  O3    C3   C2    126.93  3.000
 PRB  C10   C4   C5    111.54  3.000
 PRB  C10   C4   O4    110.11  3.000
 PRB  C5    C4   O4    114.00  3.000
 PRB  C10   C4   C3    103.14  3.000
 PRB  C5    C4   C3    112.15  3.000
 PRB  O4    C4   C3    105.18  3.000
 PRB  HO4   O4   C4    108.63  3.000
 PRB  H52   C5   H51   104.72  3.000
 PRB  H52   C5   C6    106.14  3.000
 PRB  H51   C5   C6    109.85  3.000
 PRB  H52   C5   C4    107.73  3.000
 PRB  H51   C5   C4    110.05  3.000
 PRB  C6    C5   C4    117.50  3.000
 PRB  C20   C6   C7    119.15  3.000
 PRB  C20   C6   C5    113.91  3.000
 PRB  C7    C6   C5    126.87  3.000
 PRB  H7    C7   C8    116.13  3.000
 PRB  H7    C7   C6    117.00  3.000
 PRB  C8    C7   C6    126.82  3.000
 PRB  H8    C8   C14   107.78  3.000
 PRB  H8    C8   C9    104.91  3.000
 PRB  C14   C8   C9    112.01  3.000
 PRB  H8    C8   C7    106.32  3.000
 PRB  C14   C8   C7    110.57  3.000
 PRB  C9    C8   C7    114.70  3.000
 PRB  C11   C9   C10   117.25  3.000
 PRB  C11   C9   O9    110.45  3.000
 PRB  C10   C9   O9    106.85  3.000
 PRB  C11   C9   C8    106.97  3.000
 PRB  C10   C9   C8    107.53  3.000
 PRB  O9    C9   C8    107.37  3.000
 PRB  HO9   O9   C9    109.65  3.000
 PRB  H10   C10  C9    102.06  3.000
 PRB  H10   C10  C4    106.02  3.000
 PRB  C9    C10  C4    118.65  3.000
 PRB  H10   C10  C1    104.40  3.000
 PRB  C9    C10  C1    120.01  3.000
 PRB  C4    C10  C1    104.01  3.000
 PRB  H11   C11  C18   106.51  3.000
 PRB  H11   C11  C12   109.16  3.000
 PRB  C18   C11  C12   108.16  3.000
 PRB  H11   C11  C9    106.98  3.000
 PRB  C18   C11  C9    115.30  3.000
 PRB  C12   C11  C9    110.52  3.000
 PRB  H12   C12  C13   105.67  3.000
 PRB  H12   C12  O12   109.51  3.000
 PRB  C13   C12  O12   111.53  3.000
 PRB  H12   C12  C11   105.74  3.000
 PRB  C13   C12  C11   116.39  3.000
 PRB  O12   C12  C11   107.70  3.000
 PRB  HO12  O12  C12   108.36  3.000
 PRB  OA1   C13  C15   112.47  3.000
 PRB  OA1   C13  C14   121.12  3.000
 PRB  C15   C13  C14    60.71  3.000
 PRB  OA1   C13  C12   110.46  3.000
 PRB  C15   C13  C12   124.41  3.000
 PRB  C14   C13  C12   119.88  3.000
 PRB  H14   C14  C15   114.85  3.000
 PRB  H14   C14  C13   116.39  3.000
 PRB  C15   C14  C13    60.04  3.000
 PRB  H14   C14  C8    114.99  3.000
 PRB  C15   C14  C8    120.72  3.000
 PRB  C13   C14  C8    118.92  3.000
 PRB  C17   C15  C16   110.92  3.000
 PRB  C17   C15  C14   116.08  3.000
 PRB  C16   C15  C14   122.41  3.000
 PRB  C17   C15  C13   117.64  3.000
 PRB  C16   C15  C13   121.91  3.000
 PRB  C14   C15  C13    59.25  3.000
 PRB  H163  C16  H162  107.02  3.000
 PRB  H163  C16  H161  107.43  3.000
 PRB  H162  C16  H161  107.52  3.000
 PRB  H163  C16  C15   114.91  3.000
 PRB  H162  C16  C15   109.89  3.000
 PRB  H161  C16  C15   109.79  3.000
 PRB  H173  C17  H172  108.06  3.000
 PRB  H173  C17  H171  107.38  3.000
 PRB  H172  C17  H171  107.18  3.000
 PRB  H173  C17  C15   111.34  3.000
 PRB  H172  C17  C15   113.49  3.000
 PRB  H171  C17  C15   109.13  3.000
 PRB  H183  C18  H182  108.15  3.000
 PRB  H183  C18  H181  106.80  3.000
 PRB  H182  C18  H181  106.83  3.000
 PRB  H183  C18  C11   111.81  3.000
 PRB  H182  C18  C11   112.94  3.000
 PRB  H181  C18  C11   110.01  3.000
 PRB  H193  C19  H192  108.10  3.000
 PRB  H193  C19  H191  108.05  3.000
 PRB  H192  C19  H191  106.90  3.000
 PRB  H193  C19  C2    111.22  3.000
 PRB  H192  C19  C2    111.19  3.000
 PRB  H191  C19  C2    111.19  3.000
 PRB  H202  C20  H201  106.89  3.000
 PRB  H202  C20  O20   110.91  3.000
 PRB  H201  C20  O20   111.31  3.000
 PRB  H202  C20  C6    109.13  3.000
 PRB  H201  C20  C6    109.62  3.000
 PRB  O20   C20  C6    108.95  3.000
 PRB  HO20  O20  C20   108.41  3.000
 PRB  CA1   OA1  C13   123.21  3.000
 PRB  CA2   CA1  OA2   125.04  3.000
 PRB  CA2   CA1  OA1   110.11  3.000
 PRB  OA2   CA1  OA1   124.85  3.000
 PRB  HA23  CA2  HA22  107.19  3.000
 PRB  HA23  CA2  HA21  109.07  3.000
 PRB  HA22  CA2  HA21  108.99  3.000
 PRB  HA23  CA2  CA1   110.42  3.000
 PRB  HA22  CA2  CA1   110.60  3.000
 PRB  HA21  CA2  CA1   110.48  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
 PRB  Var_01  C4    C3   C2   C1      7.21  30.0  1
 PRB  Var_02  C10   C1   C2   C3      1.90  30.0  1
 PRB  Var_03  C12   C13  C14  C8     -4.34  30.0  1
 PRB  Var_04  H191  C19  C2   C1    119.37  30.0  3
 PRB  Var_05  H161  C16  C15  C13   152.36  30.0  3
 PRB  Var_06  H171  C17  C15  C13  -159.76  30.0  3
 PRB  Var_07  OA2   CA1  OA1  C13     1.62  30.0  3
 PRB  Var_08  HA21  CA2  CA1  OA1   179.23  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
 PRB  chir_01  C4   C3   C5   C10  negativ
 PRB  chir_02  C8   C7   C9   C14  positiv
 PRB  chir_03  C9   C11  C10  C8   positiv
 PRB  chir_04  C10  C9   C4   C1   negativ
 PRB  chir_05  C11  C18  C12  C9   positiv
 PRB  chir_06  C12  O12  C13  C11  negativ
 PRB  chir_07  C13  C14  C15  OA1  both
 PRB  chir_08  C14  C15  C13  C8   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
 PRB  plan-1  C2   0.020
 PRB  plan-1  C3   0.020
 PRB  plan-1  O3   0.020
 PRB  plan-1  C4   0.020
 PRB  plan-2  OA1  0.020
 PRB  plan-2  CA1  0.020
 PRB  plan-2  OA2  0.020
 PRB  plan-2  CA2  0.020

