# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 01:22:51 2020
#   Inital geometry file: a 122 line input string
#   Ligand name: (7alpha,8alpha,10alpha,13alpha)-7,16-dihydroxykauran-18-oic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@]1(O)C[C@]23C[C@H]1CC[C@H]2[C@]4(C)CCC[C@](C)([C@H]4C[C@H]3O)C(O)=O
#
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
 8JG  8JG  '(7alpha,8alpha,10alpha,13alpha)-7,16-dihydroxykauran-18-oic acid'  ligand  56  24  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_8JG
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
 8JG  C8   C  CH1   0  -0.178   1.4937  -0.3479  -0.6441
 8JG  C7   C  CH2   0  -0.477   0.7815  -1.6230  -0.2043
 8JG  C6   C  CH1   0   0.089  -0.6134  -1.6651  -0.8123
 8JG  C9   C  CT    0  -0.229   3.0413  -0.3326  -0.4907
 8JG  C10  C  CH3   0  -0.656   3.6642  -1.5264  -1.2411
 8JG  C5   C  CH2   0  -0.463  -2.8332  -0.4468  -1.0897
 8JG  C4   C  CT    0  -0.083  -1.4765  -0.5045  -0.3329
 8JG  O    O  OH1   0  -0.690  -4.6706  -1.1549   0.3668
 8JG  C1   C  CT    0   0.275  -3.9136  -0.0259  -0.0634
 8JG  C2   C  CH1   0  -0.247  -3.0841   0.3894   1.1631
 8JG  C3   C  CH2   0  -0.428  -1.9436  -0.6217   1.1275
 8JG  C12  C  CH2   0  -0.400   3.5679   0.9440  -1.1641
 8JG  C17  C  CH1   0  -0.168  -0.7208   0.8249  -0.5891
 8JG  C18  C  CH2   0  -0.475  -1.6092   2.0144  -0.1641
 8JG  C19  C  CH2   0  -0.439  -2.4891   1.7921   1.0690
 8JG  C15  C  CT    0  -0.053   0.7643   0.9163  -0.1161
 8JG  C14  C  CH2   0  -0.414   1.3897   2.1437  -0.8123
 8JG  C13  C  CH2   0  -0.445   2.9049   2.2228  -0.6815
 8JG  C11  C  C     0   0.583   3.4999  -0.5032   0.9493
 8JG  O1   O  OH1   0  -0.675  -1.2696  -2.8826  -0.5237
 8JG  C    C  CH3   0  -0.694  -4.8712   1.0341  -0.5912
 8JG  H1   H  HCH1  0   0.215   1.3697  -0.3076  -1.7373
 8JG  H2   H  HCH2  0   0.232   1.3304  -2.5011  -0.5548
 8JG  H3   H  HCH2  0   0.233   0.7208  -1.7079   0.8822
 8JG  H4   H  HCH1  0   0.185  -0.4989  -1.5563  -1.9050
 8JG  H5   H  HCH3  0   0.239   3.3420  -1.5083  -2.2836
 8JG  H6   H  HCH3  0   0.244   4.7538  -1.4566  -1.2328
 8JG  H7   H  HCH3  0   0.245   3.3908  -2.4899  -0.8154
 8JG  H8   H  HCH2  0   0.228  -2.7899   0.2464  -1.9338
 8JG  H9   H  HCH2  0   0.243  -3.0840  -1.4239  -1.5087
 8JG  H10  H  HOH1  0   0.435  -5.0594  -1.5663  -0.4117
 8JG  H11  H  HCH1  0   0.221  -3.6911   0.3232   2.0715
 8JG  H12  H  HCH2  0   0.238  -2.3136  -1.6276   1.3269
 8JG  H13  H  HCH2  0   0.230  -1.1747  -0.4125   1.8696
 8JG  H14  H  HCH2  0   0.236   4.6541   1.0075  -1.0742
 8JG  H15  H  HCH2  0   0.224   3.3640   0.8333  -2.2348
 8JG  H16  H  HCH1  0   0.216  -0.6400   0.8928  -1.6831
 8JG  H17  H  HCH3  0   0.235   0.7013   0.2010   1.9684
 8JG  H18  H  HCH3  0   0.234   1.9040   1.4385   1.6782
 8JG  H19  H  HCH3  0   0.244   0.2242   1.8787   1.7520
 8JG  H20  H  HCH2  0   0.241  -1.0051   2.9090  -0.0067
 8JG  H21  H  HCH2  0   0.232  -2.2504   2.2644  -1.0124
 8JG  H22  H  HCH2  0   0.230  -3.2791   2.5480   1.0812
 8JG  H23  H  HCH2  0   0.229  -1.9066   1.9563   1.9798
 8JG  H24  H  HCH2  0   0.213   1.1326   2.1088  -1.8778
 8JG  H25  H  HCH2  0   0.229   0.9519   3.0665  -0.4235
 8JG  H26  H  HCH2  0   0.222   3.1967   2.4404   0.3472
 8JG  H27  H  HCH2  0   0.233   3.2711   3.0638  -1.2760
 8JG  H28  H  HOH1  0   0.476   4.7128   0.1587   2.2345
 8JG  H29  H  HOH1  0   0.445  -0.7224  -3.5979  -0.8618
 8JG  H30  H  HCH3  0   0.227  -5.5885   1.3318   0.1762
 8JG  H31  H  HCH3  0   0.224  -4.3504   1.9283  -0.9310
 8JG  H32  H  HCH3  0   0.227  -5.4335   0.6469  -1.4450
 8JG  C16  C  CH3   0  -0.708   0.9053   1.1040   1.3984
 8JG  O2   O  O     0  -0.446   3.1198  -1.3855   1.6814
 8JG  O3   O  OH1   0  -0.586   4.4370   0.3612   1.3275

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
 8JG  C19  C2   single  1.527  0.020  1.527
 8JG  C19  C18  single  1.531  0.020  1.531
 8JG  C2   C3   single  1.525  0.020  1.525
 8JG  C2   C1   single  1.538  0.020  1.538
 8JG  C18  C17  single  1.544  0.020  1.544
 8JG  C16  C15  single  1.533  0.020  1.533
 8JG  C    C1   single  1.523  0.020  1.523
 8JG  C3   C4   single  1.538  0.020  1.538
 8JG  C1   O    single  1.426  0.020  1.426
 8JG  C1   C5   single  1.548  0.020  1.548
 8JG  O2   C11  double  1.208  0.020  1.208
 8JG  C17  C15  single  1.561  0.020  1.561
 8JG  C17  C4   single  1.550  0.020  1.550
 8JG  C15  C14  single  1.544  0.020  1.544
 8JG  C15  C8   single  1.552  0.020  1.552
 8JG  O3   C11  single  1.330  0.020  1.330
 8JG  C14  C13  single  1.523  0.020  1.523
 8JG  C4   C5   single  1.555  0.020  1.555
 8JG  C4   C6   single  1.524  0.020  1.524
 8JG  C11  C9   single  1.521  0.020  1.521
 8JG  C13  C12  single  1.519  0.020  1.519
 8JG  C8   C7   single  1.525  0.020  1.525
 8JG  C8   C9   single  1.555  0.020  1.555
 8JG  C7   C6   single  1.522  0.020  1.522
 8JG  C9   C12  single  1.536  0.020  1.536
 8JG  C9   C10  single  1.542  0.020  1.542
 8JG  C6   O1   single  1.413  0.020  1.413
 8JG  C8   H1   single  0.970  0.020  1.090
 8JG  C7   H2   single  0.970  0.020  1.090
 8JG  C7   H3   single  0.970  0.020  1.090
 8JG  C6   H4   single  0.970  0.020  1.090
 8JG  C10  H5   single  0.970  0.020  1.090
 8JG  C10  H6   single  0.970  0.020  1.090
 8JG  C10  H7   single  0.970  0.020  1.090
 8JG  C5   H8   single  0.970  0.020  1.090
 8JG  C5   H9   single  0.970  0.020  1.090
 8JG  O    H10  single  0.850  0.020  0.980
 8JG  C2   H11  single  0.970  0.020  1.090
 8JG  C3   H12  single  0.970  0.020  1.090
 8JG  C3   H13  single  0.970  0.020  1.090
 8JG  C12  H14  single  0.970  0.020  1.090
 8JG  C12  H15  single  0.970  0.020  1.090
 8JG  C17  H16  single  0.970  0.020  1.090
 8JG  C16  H17  single  0.970  0.020  1.090
 8JG  C16  H18  single  0.970  0.020  1.090
 8JG  C16  H19  single  0.970  0.020  1.090
 8JG  C18  H20  single  0.970  0.020  1.090
 8JG  C18  H21  single  0.970  0.020  1.090
 8JG  C19  H22  single  0.970  0.020  1.090
 8JG  C19  H23  single  0.970  0.020  1.090
 8JG  C14  H24  single  0.970  0.020  1.090
 8JG  C14  H25  single  0.970  0.020  1.090
 8JG  C13  H26  single  0.970  0.020  1.090
 8JG  C13  H27  single  0.970  0.020  1.090
 8JG  O3   H28  single  0.850  0.020  0.980
 8JG  O1   H29  single  0.850  0.020  0.980
 8JG  C    H30  single  0.970  0.020  1.090
 8JG  C    H31  single  0.970  0.020  1.090
 8JG  C    H32  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
 8JG  H1   C8   C15  104.78  3.000
 8JG  H1   C8   C9   102.10  3.000
 8JG  C15  C8   C9   115.22  3.000
 8JG  H1   C8   C7   105.32  3.000
 8JG  C9   C8   C7   116.38  3.000
 8JG  C15  C8   C7   111.31  3.000
 8JG  H3   C7   H2   106.54  3.000
 8JG  H3   C7   C6   110.15  3.000
 8JG  H2   C7   C6   108.05  3.000
 8JG  H3   C7   C8   112.21  3.000
 8JG  H2   C7   C8   110.16  3.000
 8JG  C6   C7   C8   109.62  3.000
 8JG  H4   C6   O1   109.59  3.000
 8JG  H4   C6   C4   107.16  3.000
 8JG  O1   C6   C4   109.21  3.000
 8JG  H4   C6   C7   107.31  3.000
 8JG  O1   C6   C7   111.58  3.000
 8JG  C4   C6   C7   111.86  3.000
 8JG  C11  C9   C12  113.88  3.000
 8JG  C12  C9   C10  106.95  3.000
 8JG  C11  C9   C10  104.61  3.000
 8JG  C10  C9   C8   110.27  3.000
 8JG  C12  C9   C8   107.82  3.000
 8JG  C11  C9   C8   113.10  3.000
 8JG  H7   C10  H6   107.72  3.000
 8JG  H7   C10  H5   108.31  3.000
 8JG  H6   C10  H5   107.51  3.000
 8JG  H7   C10  C9   113.18  3.000
 8JG  H6   C10  C9   110.49  3.000
 8JG  H5   C10  C9   109.45  3.000
 8JG  H9   C5   H8   106.27  3.000
 8JG  H9   C5   C1   109.70  3.000
 8JG  H8   C5   C1   111.54  3.000
 8JG  H9   C5   C4   110.73  3.000
 8JG  H8   C5   C4   111.40  3.000
 8JG  C1   C5   C4   107.23  3.000
 8JG  C17  C4   C3   111.74  3.000
 8JG  C17  C4   C5   108.24  3.000
 8JG  C3   C4   C5   101.54  3.000
 8JG  C5   C4   C6   111.68  3.000
 8JG  C17  C4   C6   108.97  3.000
 8JG  C3   C4   C6   114.38  3.000
 8JG  H10  O    C1   107.99  3.000
 8JG  C    C1   C2   115.31  3.000
 8JG  C    C1   O    108.77  3.000
 8JG  C2   C1   O    105.04  3.000
 8JG  O    C1   C5   110.81  3.000
 8JG  C    C1   C5   113.47  3.000
 8JG  C2   C1   C5   103.05  3.000
 8JG  H11  C2   C19  108.84  3.000
 8JG  H11  C2   C3   113.22  3.000
 8JG  C19  C2   C3   108.44  3.000
 8JG  H11  C2   C1   110.28  3.000
 8JG  C3   C2   C1   101.87  3.000
 8JG  C19  C2   C1   114.15  3.000
 8JG  H13  C3   H12  106.99  3.000
 8JG  H13  C3   C2   112.64  3.000
 8JG  H12  C3   C2   110.71  3.000
 8JG  H13  C3   C4   114.72  3.000
 8JG  H12  C3   C4   110.32  3.000
 8JG  C2   C3   C4   101.47  3.000
 8JG  H15  C12  H14  105.75  3.000
 8JG  H15  C12  C13  108.32  3.000
 8JG  H14  C12  C13  111.05  3.000
 8JG  H15  C12  C9   106.29  3.000
 8JG  H14  C12  C9   110.68  3.000
 8JG  C13  C12  C9   114.24  3.000
 8JG  H16  C17  C15  103.17  3.000
 8JG  H16  C17  C18  105.59  3.000
 8JG  C15  C17  C18  114.76  3.000
 8JG  H16  C17  C4   104.67  3.000
 8JG  C15  C17  C4   117.63  3.000
 8JG  C18  C17  C4   109.55  3.000
 8JG  H21  C18  H20  104.44  3.000
 8JG  H21  C18  C19  108.75  3.000
 8JG  H20  C18  C19  108.73  3.000
 8JG  H21  C18  C17  107.47  3.000
 8JG  H20  C18  C17  110.66  3.000
 8JG  C19  C18  C17  116.13  3.000
 8JG  H23  C19  H22  105.76  3.000
 8JG  H23  C19  C18  110.05  3.000
 8JG  H22  C19  C18  108.89  3.000
 8JG  H23  C19  C2   107.11  3.000
 8JG  H22  C19  C2   110.66  3.000
 8JG  C18  C19  C2   114.02  3.000
 8JG  C14  C15  C16  108.12  3.000
 8JG  C14  C15  C17  107.18  3.000
 8JG  C16  C15  C17  113.21  3.000
 8JG  C14  C15  C8   107.69  3.000
 8JG  C17  C15  C8   107.24  3.000
 8JG  C16  C15  C8   113.12  3.000
 8JG  H25  C14  H24  106.18  3.000
 8JG  H25  C14  C13  108.92  3.000
 8JG  H24  C14  C13  108.57  3.000
 8JG  H25  C14  C15  110.41  3.000
 8JG  H24  C14  C15  108.53  3.000
 8JG  C13  C14  C15  113.93  3.000
 8JG  H27  C13  H26  105.65  3.000
 8JG  H27  C13  C14  109.06  3.000
 8JG  H26  C13  C14  110.94  3.000
 8JG  H27  C13  C12  109.19  3.000
 8JG  H26  C13  C12  110.52  3.000
 8JG  C14  C13  C12  111.30  3.000
 8JG  O3   C11  O2   121.61  3.000
 8JG  O3   C11  C9   114.13  3.000
 8JG  O2   C11  C9   124.12  3.000
 8JG  H29  O1   C6   107.75  3.000
 8JG  H32  C    H31  107.04  3.000
 8JG  H32  C    H30  107.91  3.000
 8JG  H31  C    H30  108.03  3.000
 8JG  H32  C    C1   110.34  3.000
 8JG  H31  C    C1   112.27  3.000
 8JG  H30  C    C1   111.06  3.000
 8JG  H19  C16  H18  105.73  3.000
 8JG  H19  C16  H17  107.62  3.000
 8JG  H18  C16  H17  107.00  3.000
 8JG  H19  C16  C15  110.49  3.000
 8JG  H18  C16  C15  112.07  3.000
 8JG  H17  C16  C15  113.53  3.000
 8JG  H28  O3   C11  109.32  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
 8JG  CONST_01  H28  O3   C11  C9   180.00   0.0  0
 8JG  Var_01    C14  C13  C12  C9   -54.31  30.0  1
 8JG  Var_02    C17  C18  C19  C2   -38.05  30.0  1
 8JG  Var_03    C15  C14  C13  C12   54.32  30.0  1

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
 8JG  chir_01  C8   C15  C7   C9   positiv
 8JG  chir_02  C6   O1   C7   C4   positiv
 8JG  chir_03  C9   C12  C8   C11  positiv
 8JG  chir_04  C4   C17  C3   C6   positiv
 8JG  chir_05  C1   C5   C    C2   positiv
 8JG  chir_06  C2   C19  C3   C1   positiv
 8JG  chir_07  C17  C18  C15  C4   negativ
 8JG  chir_08  C15  C14  C17  C8   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
 8JG  plan-1  C9   0.020
 8JG  plan-1  C11  0.020
 8JG  plan-1  H28  0.020
 8JG  plan-1  O2   0.020
 8JG  plan-1  O3   0.020

