# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 12 00:02:17 2022
#   Inital geometry file: a 165 line input string
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)O[C@H]1CC(=O)OC(C)(C)[C@@H]2CC(=O)[C@]3(C)[C@H](CC[C@@]4(C)[C@@H](OC(=O)[C@H]5O[C@@]345)c6cocc6)[C@@]12C
#
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
 G3L  G3L  'None                     '  ligand  71  37  .  2022-08-10  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_G3L
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
 G3L  O1   O  O2    0  -0.452  -30.5007  15.3363  -22.7998
 G3L  O2   O  O2    0  -0.451  -32.9464  14.4131  -21.6141
 G3L  O3   O  O     0  -0.373  -31.8718  13.7236  -26.0560
 G3L  O4   O  O2    0  -0.448  -28.2362   9.7244  -27.8984
 G3L  O5   O  O2    0  -0.473  -28.6232   9.7748  -24.6736
 G3L  O6   O  O     0  -0.413  -33.9521  15.7995  -22.9769
 G3L  O7   O  O     0  -0.391  -32.3327  11.4828  -18.3531
 G3L  O8   O  O     0  -0.430  -27.3001   7.9107  -27.1781
 G3L  O9   O  O     0  -0.435  -27.4265   8.7680  -23.0722
 G3L  C1   C  CT    0   0.382  -30.7825  14.1205  -23.4745
 G3L  C2   C  CT    0  -0.266  -29.8861  13.8169  -24.6992
 G3L  C3   C  CT    0  -0.172  -31.1205  12.9914  -22.5007
 G3L  C4   C  CH1   0  -0.227  -29.1205  12.4860  -24.4190
 G3L  C5   C  CH1   0  -0.214  -31.7152  15.2502  -23.5146
 G3L  C6   C  CT    0  -0.064  -28.1564  11.9832  -25.5404
 G3L  C7   C  CH2   0  -0.426  -29.7964  12.3297  -22.0312
 G3L  C8   C  CH2   0  -0.477  -28.6133  12.5623  -22.9791
 G3L  C9   C  CH1   0  -0.257  -29.0658  11.7658  -26.7914
 G3L  C10  C  C     0   0.466  -30.6787  13.5575  -25.9637
 G3L  C11  C  CH1   0  -0.025  -31.7885  13.6325  -21.2590
 G3L  C12  C  CH3   0  -0.667  -29.0015  15.0525  -24.9575
 G3L  C13  C  CH2   0  -0.588  -29.8608  13.0446  -27.1282
 G3L  C14  C  CH1   0   0.024  -27.5520  10.6453  -25.0529
 G3L  C15  C  CH3   0  -0.676  -32.0845  11.9887  -23.1468
 G3L  C16  C  C     0   0.580  -32.9569  15.1892  -22.6884
 G3L  C17  C  CT    0   0.238  -28.4618  11.1491  -28.0837
 G3L  C18  C  CH3   0  -0.723  -26.9639  12.9362  -25.7343
 G3L  C19  C  CR5   0   0.025  -32.2628  12.6627  -20.2318
 G3L  C20  C  CH2   0  -0.646  -26.6578   9.8830  -26.0266
 G3L  C21  C  CH3   0  -0.686  -27.2189  11.8277  -28.6465
 G3L  C22  C  CH3   0  -0.691  -29.5110  11.1211  -29.1989
 G3L  C23  C  C     0   0.548  -27.4086   9.1067  -27.0706
 G3L  C24  C  CR15  0  -0.387  -33.4591  11.8732  -20.2232
 G3L  C25  C  CR15  0  -0.027  -31.6336  12.3836  -19.0645
 G3L  C26  C  C     0   0.573  -28.4553   8.8937  -23.6831
 G3L  C27  C  CR15  0   0.016  -33.4413  11.1827  -19.0618
 G3L  C28  C  CH3   0  -0.772  -29.7129   8.1169  -23.4407
 G3L  H1   H  HCH1  0   0.263  -29.8920  11.7146  -24.4028
 G3L  H2   H  HCH1  0   0.276  -31.7975  15.8801  -24.3955
 G3L  H3   H  HCH2  0   0.253  -29.9625  11.2552  -21.9249
 G3L  H4   H  HCH2  0   0.254  -29.5233  12.6921  -21.0381
 G3L  H5   H  HCH2  0   0.260  -27.8504  11.8191  -22.7514
 G3L  H6   H  HCH2  0   0.247  -28.1465  13.5304  -22.7812
 G3L  H7   H  HCH1  0   0.266  -29.8255  11.0342  -26.4879
 G3L  H8   H  HCH1  0   0.285  -31.0623  14.2938  -20.7823
 G3L  H9   H  HCH3  0   0.255  -28.2651  15.1942  -24.1684
 G3L  H10  H  HCH3  0   0.248  -28.4641  14.9924  -25.8957
 G3L  H11  H  HCH3  0   0.265  -29.6049  15.9574  -25.0130
 G3L  H12  H  HCH2  0   0.278  -29.2005  13.8369  -27.4922
 G3L  H13  H  HCH2  0   0.290  -30.5715  12.8495  -27.9268
 G3L  H14  H  HCH1  0   0.289  -26.9263  10.8674  -24.1860
 G3L  H15  H  HCH3  0   0.257  -32.2364  11.1360  -22.4866
 G3L  H16  H  HCH3  0   0.245  -33.0601  12.4272  -23.3591
 G3L  H17  H  HCH3  0   0.258  -31.7179  11.5879  -24.0879
 G3L  H18  H  HCH3  0   0.265  -26.7180  13.4404  -24.8000
 G3L  H19  H  HCH3  0   0.253  -26.0569  12.4225  -26.0440
 G3L  H20  H  HCH3  0   0.253  -27.1445  13.7009  -26.4836
 G3L  H21  H  HCH2  0   0.298  -26.0691   9.1616  -25.4617
 G3L  H22  H  HCH2  0   0.295  -25.9310  10.5456  -26.4946
 G3L  H23  H  HCH3  0   0.246  -26.3369  11.7632  -28.0179
 G3L  H24  H  HCH3  0   0.257  -26.9686  11.3902  -29.6133
 G3L  H25  H  HCH3  0   0.251  -27.4230  12.8862  -28.8077
 G3L  H26  H  HCH3  0   0.247  -30.4709  10.7397  -28.8461
 G3L  H27  H  HCH3  0   0.243  -29.6673  12.1089  -29.6264
 G3L  H28  H  HCH3  0   0.257  -29.1623  10.4755  -30.0048
 G3L  H29  H  HCR5  0   0.267  -34.2304  11.8316  -20.9750
 G3L  H30  H  HCR5  0   0.288  -30.7153  12.7476  -18.6297
 G3L  H31  H  HCR5  0   0.283  -34.1228  10.4734  -18.6208
 G3L  H32  H  HCH3  0   0.264  -29.5353   7.3219  -22.7223
 G3L  H33  H  HCH3  0   0.278  -30.4858   8.7800  -23.0473
 G3L  H34  H  HCH3  0   0.272  -30.0934   7.6899  -24.3681

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
 G3L  C22  C17  single    1.531  0.020  1.531
 G3L  C21  C17  single    1.524  0.020  1.524
 G3L  C17  O4   single    1.454  0.020  1.454
 G3L  C17  C9   single    1.554  0.020  1.554
 G3L  O4   C23  single    1.324  0.020  1.324
 G3L  C13  C9   single    1.543  0.020  1.543
 G3L  C13  C10  single    1.513  0.020  1.513
 G3L  O8   C23  double    1.206  0.020  1.206
 G3L  C23  C20  single    1.502  0.020  1.502
 G3L  C9   C6   single    1.562  0.020  1.562
 G3L  O3   C10  double    1.208  0.020  1.208
 G3L  C10  C2   single    1.515  0.020  1.515
 G3L  C20  C14  single    1.526  0.020  1.526
 G3L  C18  C6   single    1.539  0.020  1.539
 G3L  C6   C14  single    1.547  0.020  1.547
 G3L  C6   C4   single    1.562  0.020  1.562
 G3L  C14  O5   single    1.432  0.020  1.432
 G3L  C12  C2   single    1.541  0.020  1.541
 G3L  C2   C4   single    1.561  0.020  1.561
 G3L  C2   C1   single    1.548  0.020  1.548
 G3L  O5   C26  single    1.336  0.020  1.336
 G3L  C28  C26  single    1.498  0.020  1.498
 G3L  C4   C8   single    1.529  0.020  1.529
 G3L  C26  O9   double    1.203  0.020  1.203
 G3L  C5   C1   single    1.466  0.020  1.466
 G3L  C5   O1   single    1.412  0.020  1.412
 G3L  C5   C16  single    1.493  0.020  1.493
 G3L  C1   O1   single    1.419  0.020  1.419
 G3L  C1   C3   single    1.529  0.020  1.529
 G3L  O6   C16  double    1.203  0.020  1.203
 G3L  C15  C3   single    1.534  0.020  1.534
 G3L  C8   C7   single    1.534  0.020  1.534
 G3L  C16  O2   single    1.325  0.020  1.325
 G3L  C3   C7   single    1.553  0.020  1.553
 G3L  C3   C11  single    1.549  0.020  1.549
 G3L  O2   C11  single    1.441  0.020  1.441
 G3L  C11  C19  single    1.490  0.020  1.490
 G3L  C19  C24  aromatic  1.433  0.020  1.433
 G3L  C19  C25  aromatic  1.355  0.020  1.355
 G3L  C24  C27  aromatic  1.351  0.020  1.351
 G3L  C25  O7   aromatic  1.344  0.020  1.344
 G3L  C27  O7   aromatic  1.350  0.020  1.350
 G3L  C4   H1   single    0.970  0.020  1.090
 G3L  C5   H2   single    0.970  0.020  1.090
 G3L  C7   H3   single    0.970  0.020  1.090
 G3L  C7   H4   single    0.970  0.020  1.090
 G3L  C8   H5   single    0.970  0.020  1.090
 G3L  C8   H6   single    0.970  0.020  1.090
 G3L  C9   H7   single    0.970  0.020  1.090
 G3L  C11  H8   single    0.970  0.020  1.090
 G3L  C12  H9   single    0.970  0.020  1.090
 G3L  C12  H10  single    0.970  0.020  1.090
 G3L  C12  H11  single    0.970  0.020  1.090
 G3L  C13  H12  single    0.970  0.020  1.090
 G3L  C13  H13  single    0.970  0.020  1.090
 G3L  C14  H14  single    0.970  0.020  1.090
 G3L  C15  H15  single    0.970  0.020  1.090
 G3L  C15  H16  single    0.970  0.020  1.090
 G3L  C15  H17  single    0.970  0.020  1.090
 G3L  C18  H18  single    0.970  0.020  1.090
 G3L  C18  H19  single    0.970  0.020  1.090
 G3L  C18  H20  single    0.970  0.020  1.090
 G3L  C20  H21  single    0.970  0.020  1.090
 G3L  C20  H22  single    0.970  0.020  1.090
 G3L  C21  H23  single    0.970  0.020  1.090
 G3L  C21  H24  single    0.970  0.020  1.090
 G3L  C21  H25  single    0.970  0.020  1.090
 G3L  C22  H26  single    0.970  0.020  1.090
 G3L  C22  H27  single    0.970  0.020  1.090
 G3L  C22  H28  single    0.970  0.020  1.090
 G3L  C24  H29  single    0.930  0.020  1.080
 G3L  C25  H30  single    0.930  0.020  1.080
 G3L  C27  H31  single    0.930  0.020  1.080
 G3L  C28  H32  single    0.970  0.020  1.090
 G3L  C28  H33  single    0.970  0.020  1.090
 G3L  C28  H34  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
 G3L  C5   O1   C1    62.36  3.000
 G3L  C16  O2   C11  121.55  3.000
 G3L  C23  O4   C17  129.33  3.000
 G3L  C26  O5   C14  120.22  3.000
 G3L  C27  O7   C25  107.36  3.000
 G3L  C5   C1   C3   116.49  3.000
 G3L  C3   C1   C2   119.16  3.000
 G3L  C5   C1   C2   119.87  3.000
 G3L  C3   C1   O1   111.96  3.000
 G3L  C5   C1   O1    58.59  3.000
 G3L  C2   C1   O1   115.43  3.000
 G3L  C12  C2   C10  107.32  3.000
 G3L  C12  C2   C4   115.60  3.000
 G3L  C10  C2   C4   105.10  3.000
 G3L  C4   C2   C1   108.02  3.000
 G3L  C12  C2   C1   107.92  3.000
 G3L  C10  C2   C1   113.02  3.000
 G3L  C15  C3   C11  109.71  3.000
 G3L  C11  C3   C7   107.56  3.000
 G3L  C15  C3   C7   112.62  3.000
 G3L  C11  C3   C1   107.48  3.000
 G3L  C7   C3   C1   108.59  3.000
 G3L  C15  C3   C1   110.70  3.000
 G3L  H1   C4   C8   104.83  3.000
 G3L  H1   C4   C6   102.68  3.000
 G3L  C8   C4   C6   119.18  3.000
 G3L  H1   C4   C2   104.99  3.000
 G3L  C8   C4   C2   106.82  3.000
 G3L  C6   C4   C2   116.64  3.000
 G3L  H2   C5   C16  114.18  3.000
 G3L  H2   C5   C1   121.17  3.000
 G3L  C16  C5   C1   118.86  3.000
 G3L  H2   C5   O1   116.14  3.000
 G3L  C16  C5   O1   115.97  3.000
 G3L  C1   C5   O1    59.05  3.000
 G3L  C18  C6   C14  105.82  3.000
 G3L  C14  C6   C9   111.07  3.000
 G3L  C18  C6   C9   115.88  3.000
 G3L  C14  C6   C4   107.06  3.000
 G3L  C18  C6   C4   111.68  3.000
 G3L  C9   C6   C4   105.10  3.000
 G3L  H4   C7   H3   106.03  3.000
 G3L  H4   C7   C8   108.59  3.000
 G3L  H3   C7   C8   109.06  3.000
 G3L  H4   C7   C3   110.29  3.000
 G3L  H3   C7   C3   108.60  3.000
 G3L  C8   C7   C3   113.97  3.000
 G3L  H6   C8   H5   105.51  3.000
 G3L  H6   C8   C7   110.61  3.000
 G3L  H5   C8   C7   107.92  3.000
 G3L  H6   C8   C4   110.89  3.000
 G3L  H5   C8   C4   113.28  3.000
 G3L  C7   C8   C4   108.58  3.000
 G3L  H7   C9   C17  103.56  3.000
 G3L  H7   C9   C13  104.85  3.000
 G3L  C17  C9   C13  110.34  3.000
 G3L  H7   C9   C6   105.93  3.000
 G3L  C13  C9   C6   111.06  3.000
 G3L  C17  C9   C6   119.67  3.000
 G3L  C13  C10  C2   114.69  3.000
 G3L  C2   C10  O3   123.85  3.000
 G3L  C13  C10  O3   121.45  3.000
 G3L  H8   C11  C19  107.75  3.000
 G3L  H8   C11  C3   108.30  3.000
 G3L  C19  C11  C3   114.87  3.000
 G3L  H8   C11  O2   108.30  3.000
 G3L  C19  C11  O2   105.46  3.000
 G3L  C3   C11  O2   111.92  3.000
 G3L  H11  C12  H10  106.08  3.000
 G3L  H11  C12  H9   107.67  3.000
 G3L  H10  C12  H9   107.43  3.000
 G3L  H11  C12  C2   110.90  3.000
 G3L  H10  C12  C2   112.67  3.000
 G3L  H9   C12  C2   111.78  3.000
 G3L  H13  C13  H12  106.28  3.000
 G3L  H13  C13  C10  105.84  3.000
 G3L  H12  C13  C10  109.70  3.000
 G3L  H13  C13  C9   110.40  3.000
 G3L  H12  C13  C9   111.22  3.000
 G3L  C10  C13  C9   113.05  3.000
 G3L  H14  C14  C20  105.81  3.000
 G3L  H14  C14  C6   107.35  3.000
 G3L  C20  C14  C6   117.38  3.000
 G3L  H14  C14  O5   110.01  3.000
 G3L  C6   C14  O5   108.49  3.000
 G3L  C20  C14  O5   107.68  3.000
 G3L  H17  C15  H16  106.35  3.000
 G3L  H17  C15  H15  106.45  3.000
 G3L  H16  C15  H15  107.95  3.000
 G3L  H17  C15  C3   113.20  3.000
 G3L  H16  C15  C3   112.42  3.000
 G3L  H15  C15  C3   110.13  3.000
 G3L  C5   C16  O6   122.33  3.000
 G3L  O6   C16  O2   119.88  3.000
 G3L  C5   C16  O2   117.78  3.000
 G3L  C22  C17  C21  107.34  3.000
 G3L  C21  C17  C9   116.58  3.000
 G3L  C22  C17  C9   110.27  3.000
 G3L  C9   C17  O4   110.06  3.000
 G3L  C21  C17  O4   110.90  3.000
 G3L  C22  C17  O4   100.43  3.000
 G3L  H20  C18  H19  105.96  3.000
 G3L  H20  C18  H18  107.66  3.000
 G3L  H19  C18  H18  105.93  3.000
 G3L  H20  C18  C6   113.22  3.000
 G3L  H19  C18  C6   112.94  3.000
 G3L  H18  C18  C6   110.69  3.000
 G3L  C25  C19  C24  105.60  3.000
 G3L  C25  C19  C11  125.45  3.000
 G3L  C24  C19  C11  128.92  3.000
 G3L  H22  C20  H21  105.37  3.000
 G3L  H22  C20  C23  110.45  3.000
 G3L  H21  C20  C23  106.76  3.000
 G3L  H22  C20  C14  111.18  3.000
 G3L  H21  C20  C14  108.46  3.000
 G3L  C23  C20  C14  114.13  3.000
 G3L  H25  C21  H24  107.54  3.000
 G3L  H25  C21  H23  107.20  3.000
 G3L  H24  C21  H23  107.66  3.000
 G3L  H25  C21  C17  109.53  3.000
 G3L  H24  C21  C17  109.63  3.000
 G3L  H23  C21  C17  115.00  3.000
 G3L  H28  C22  H27  107.05  3.000
 G3L  H28  C22  H26  108.27  3.000
 G3L  H27  C22  H26  108.55  3.000
 G3L  H28  C22  C17  109.27  3.000
 G3L  H27  C22  C17  111.59  3.000
 G3L  H26  C22  C17  111.94  3.000
 G3L  C20  C23  O8   121.98  3.000
 G3L  C20  C23  O4   120.40  3.000
 G3L  O8   C23  O4   117.61  3.000
 G3L  H29  C24  C27  126.10  3.000
 G3L  H29  C24  C19  127.90  3.000
 G3L  C27  C24  C19  106.00  3.000
 G3L  H30  C25  C19  132.27  3.000
 G3L  H30  C25  O7   117.09  3.000
 G3L  C19  C25  O7   110.64  3.000
 G3L  C28  C26  O9   125.56  3.000
 G3L  O9   C26  O5   123.56  3.000
 G3L  C28  C26  O5   110.88  3.000
 G3L  H31  C27  C24  132.81  3.000
 G3L  H31  C27  O7   116.79  3.000
 G3L  C24  C27  O7   110.40  3.000
 G3L  H34  C28  H33  107.31  3.000
 G3L  H34  C28  H32  109.47  3.000
 G3L  H33  C28  H32  108.79  3.000
 G3L  H34  C28  C26  111.02  3.000
 G3L  H33  C28  C26  109.74  3.000
 G3L  H32  C28  C26  110.45  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
 G3L  CONST_01  C24  C19  C25  O7      0.00   0.0  0
 G3L  CONST_02  C19  C24  C27  O7      0.00   0.0  0
 G3L  CONST_03  C27  O7   C25  C19     0.00   0.0  0
 G3L  CONST_04  C25  O7   C27  C24     0.00   0.0  0
 G3L  CONST_05  C27  C24  C19  C25     0.00   0.0  0
 G3L  CONST_06  C11  C19  C25  O7    180.00   0.0  0
 G3L  CONST_07  C27  C24  C19  C11   180.00   0.0  0
 G3L  CONST_08  H29  C24  C27  O7    180.00   0.0  0
 G3L  CONST_09  H30  C25  C19  C11     0.00   0.0  0
 G3L  CONST_10  H31  C27  C24  C19   180.00   0.0  0
 G3L  Var_01    C2   C1   C5   O1   -103.26  30.0  1
 G3L  Var_02    O2   C16  C5   O1    -42.60  30.0  1
 G3L  Var_03    C9   C13  C10  C2     55.50  30.0  1
 G3L  Var_04    C4   C8   C7   C3    -38.70  30.0  1
 G3L  Var_05    C28  C26  O5   C14   178.64  30.0  3
 G3L  Var_06    H26  C22  C17  C21  -174.23  30.0  3
 G3L  Var_07    H23  C21  C17  C22  -169.92  30.0  3
 G3L  Var_08    H32  C28  C26  O5    173.01  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
 G3L  chir_02  C2   C10  C4   C1   positiv
 G3L  chir_03  C3   C1   C7   C11  negativ
 G3L  chir_04  C4   C8   C2   C6   negativ
 G3L  chir_06  C6   C9   C14  C4   positiv
 G3L  chir_07  C9   C6   C13  C17  negativ
 G3L  chir_08  C11  O2   C19  C3   negativ
 G3L  chir_09  C14  O5   C20  C6   negativ
 G3L  chir_10  C5   C1   O1   C16  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
 G3L  plan-1  O7   0.020
 G3L  plan-1  C11  0.020
 G3L  plan-1  C19  0.020
 G3L  plan-1  C24  0.020
 G3L  plan-1  C25  0.020
 G3L  plan-1  C27  0.020
 G3L  plan-1  H29  0.020
 G3L  plan-1  H30  0.020
 G3L  plan-1  H31  0.020
 G3L  plan-2  O3   0.020
 G3L  plan-2  C2   0.020
 G3L  plan-2  C10  0.020
 G3L  plan-2  C13  0.020
 G3L  plan-3  O2   0.020
 G3L  plan-3  O6   0.020
 G3L  plan-3  C5   0.020
 G3L  plan-3  C16  0.020
 G3L  plan-4  O4   0.020
 G3L  plan-4  O8   0.020
 G3L  plan-4  C20  0.020
 G3L  plan-4  C23  0.020
 G3L  plan-5  O5   0.020
 G3L  plan-5  O9   0.020
 G3L  plan-5  C26  0.020
 G3L  plan-5  C28  0.020

