# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 23:46:31 2022
#   Inital geometry file: a 136 line input string
#   Ligand name: (3alpha,5beta,8alpha)-3,14-dihydroxycard-20(22)-enolide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@]12CC[C@H](O)C[C@H]1CC[C@@H]3[C@@H]2CC[C@]4(C)[C@H](CC[C@]34O)C5=CC(=O)OC5
#
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
 DTX  DTX  (3alpha,5beta,8alpha)-3,14-dihydroxycard-20(22)-enolide  ligand  61  27  .  2022-03-18  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_DTX
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
 DTX  O23   O  O     0  -0.454   0.8016  -0.2981  -7.1772
 DTX  C23   C  CR5   0   0.555   0.4295  -0.0590  -6.0558
 DTX  C22   C  CR15  0  -0.472   1.1912   0.3371  -4.8745
 DTX  O21   O  O     0  -0.459  -0.8688  -0.1274  -5.7155
 DTX  C21   C  CH2   0  -0.200  -1.0281   0.1832  -4.3351
 DTX  C20   C  CR5   0   0.162   0.3535   0.4924  -3.8447
 DTX  C17   C  CR15  0  -0.323   0.7265   0.9314  -2.4687
 DTX  C16   C  CH2   0  -0.430  -0.1315   2.1151  -1.9487
 DTX  C13   C  CR5   0  -0.064   0.6499  -0.1591  -1.3489
 DTX  C12   C  CH2   0  -0.433   1.8417   0.0930  -0.4096
 DTX  C11   C  CH2   0  -0.440   1.7351  -0.6290   0.9237
 DTX  C18   C  CH3   0  -0.672   0.7317  -1.5881  -1.8794
 DTX  C14   C  CR5   0   0.313  -0.6562   0.1710  -0.5951
 DTX  C15   C  CH2   0  -0.510  -0.6582   1.7018  -0.5706
 DTX  O14   O  OH1   0  -0.683  -1.7146  -0.2721  -1.4332
 DTX  C8    C  CH1   0  -0.234  -0.7671  -0.5059   0.7850
 DTX  C7    C  CH2   0  -0.452  -2.0670  -0.1211   1.4966
 DTX  C9    C  CH1   0  -0.216   0.4613  -0.2474   1.6755
 DTX  C10   C  CT    0  -0.051   0.3436  -0.9292   3.0655
 DTX  C1    C  CH2   0  -0.412   1.5081  -0.5368   3.9947
 DTX  C19   C  CH3   0  -0.677   0.3795  -2.4573   2.9386
 DTX  C5    C  CH1   0  -0.205  -0.9758  -0.4977   3.7496
 DTX  C6    C  CH2   0  -0.431  -2.1837  -0.7852   2.8624
 DTX  C4    C  CH2   0  -0.449  -0.9609   0.9718   4.1865
 DTX  C3    C  CH1   0   0.048   0.2117   1.3275   5.0842
 DTX  C2    C  CH2   0  -0.483   1.5209   0.9262   4.4142
 DTX  O32   O  OH1   0  -0.679   0.0289   0.6608   6.3222
 DTX  H22   H  HCR5  0   0.275   2.2611   0.4825  -4.8803
 DTX  H211  H  HCH2  0   0.275  -1.4748  -0.6682  -3.8246
 DTX  H212  H  HCH2  0   0.264  -1.7102   1.0299  -4.2355
 DTX  H17   H  HCR5  0   0.263   1.7716   1.2421  -2.5435
 DTX  H161  H  HCH2  0   0.249   0.4595   3.0293  -1.9006
 DTX  H162  H  HCH2  0   0.238  -0.9604   2.3292  -2.6239
 DTX  H121  H  HCH2  0   0.232   1.9546   1.1670  -0.2273
 DTX  H122  H  HCH2  0   0.237   2.7560  -0.2146  -0.9260
 DTX  H111  H  HCH2  0   0.236   2.6178  -0.3843   1.5181
 DTX  H112  H  HCH2  0   0.221   1.7695  -1.7101   0.7632
 DTX  H181  H  HCH3  0   0.231   1.6511  -1.7197  -2.4535
 DTX  H182  H  HCH3  0   0.238   0.7541  -2.3161  -1.0683
 DTX  H183  H  HCH3  0   0.237  -0.1000  -1.8597  -2.5267
 DTX  H151  H  HCH2  0   0.241  -0.0166   2.0812   0.2257
 DTX  H152  H  HCH2  0   0.247  -1.6539   2.1082  -0.3745
 DTX  H14O  H  HOH1  0   0.445  -2.5230   0.1847  -1.1813
 DTX  HC8   H  HCH1  0   0.217  -0.8187  -1.5850   0.5901
 DTX  HC71  H  HCH2  0   0.223  -2.9316  -0.4117   0.8935
 DTX  HC72  H  HCH2  0   0.223  -2.1241   0.9660   1.6094
 DTX  HC9   H  HCH1  0   0.215   0.5122   0.8345   1.8514
 DTX  HC11  H  HCH2  0   0.218   1.4359  -1.1557   4.8956
 DTX  HC12  H  HCH2  0   0.227   2.4659  -0.8033   3.5417
 DTX  H191  H  HCH3  0   0.226   0.1067  -2.9194   3.8900
 DTX  H192  H  HCH3  0   0.229  -0.3002  -2.8473   2.1815
 DTX  H193  H  HCH3  0   0.228   1.3803  -2.8135   2.6876
 DTX  HC5   H  HCH1  0   0.215  -1.0740  -1.1033   4.6581
 DTX  HC61  H  HCH2  0   0.224  -2.3009  -1.8652   2.7328
 DTX  HC62  H  HCH2  0   0.224  -3.0955  -0.4424   3.3607
 DTX  HC41  H  HCH2  0   0.230  -1.9003   1.2060   4.6982
 DTX  HC42  H  HCH2  0   0.222  -0.9214   1.6362   3.3198
 DTX  HC3   H  HCH1  0   0.205   0.2137   2.4157   5.2443
 DTX  HC21  H  HCH2  0   0.233   2.3591   1.1114   5.0951
 DTX  HC22  H  HCH2  0   0.221   1.6913   1.5805   3.5542
 DTX  H32O  H  HOH1  0   0.445   0.7994   0.8330   6.8720

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
 DTX  O23  C23   double  1.205  0.020  1.205
 DTX  C23  C22   single  1.460  0.020  1.460
 DTX  C23  O21   single  1.344  0.020  1.344
 DTX  C22  C20   double  1.337  0.020  1.337
 DTX  C22  H22   single  0.930  0.020  1.080
 DTX  O21  C21   single  1.424  0.020  1.424
 DTX  C21  C20   single  1.498  0.020  1.498
 DTX  C21  H211  single  0.970  0.020  1.090
 DTX  C21  H212  single  0.970  0.020  1.090
 DTX  C20  C17   single  1.492  0.020  1.492
 DTX  C17  C16   single  1.552  0.020  1.552
 DTX  C17  C13   single  1.565  0.020  1.565
 DTX  C17  H17   single  0.970  0.020  1.090
 DTX  C16  C15   single  1.532  0.020  1.532
 DTX  C16  H161  single  0.970  0.020  1.090
 DTX  C16  H162  single  0.970  0.020  1.090
 DTX  C13  C12   single  1.538  0.020  1.538
 DTX  C13  C18   single  1.526  0.020  1.526
 DTX  C13  C14   single  1.544  0.020  1.544
 DTX  C12  C11   single  1.520  0.020  1.520
 DTX  C12  H121  single  0.970  0.020  1.090
 DTX  C12  H122  single  0.970  0.020  1.090
 DTX  C11  C9    single  1.528  0.020  1.528
 DTX  C11  H111  single  0.970  0.020  1.090
 DTX  C11  H112  single  0.970  0.020  1.090
 DTX  C18  H181  single  0.970  0.020  1.090
 DTX  C18  H182  single  0.970  0.020  1.090
 DTX  C18  H183  single  0.970  0.020  1.090
 DTX  C14  C15   single  1.531  0.020  1.531
 DTX  C14  O14   single  1.421  0.020  1.421
 DTX  C14  C8    single  1.541  0.020  1.541
 DTX  C15  H151  single  0.970  0.020  1.090
 DTX  C15  H152  single  0.970  0.020  1.090
 DTX  O14  H14O  single  0.850  0.020  0.980
 DTX  C8   C7    single  1.531  0.020  1.531
 DTX  C8   C9    single  1.539  0.020  1.539
 DTX  C8   HC8   single  0.970  0.020  1.090
 DTX  C7   C6    single  1.523  0.020  1.523
 DTX  C7   HC71  single  0.970  0.020  1.090
 DTX  C7   HC72  single  0.970  0.020  1.090
 DTX  C9   C10   single  1.553  0.020  1.553
 DTX  C9   HC9   single  0.970  0.020  1.090
 DTX  C10  C1    single  1.541  0.020  1.541
 DTX  C10  C19   single  1.534  0.020  1.534
 DTX  C10  C5    single  1.548  0.020  1.548
 DTX  C1   C2    single  1.522  0.020  1.522
 DTX  C1   HC11  single  0.970  0.020  1.090
 DTX  C1   HC12  single  0.970  0.020  1.090
 DTX  C19  H191  single  0.970  0.020  1.090
 DTX  C19  H192  single  0.970  0.020  1.090
 DTX  C19  H193  single  0.970  0.020  1.090
 DTX  C5   C6    single  1.526  0.020  1.526
 DTX  C5   C4    single  1.533  0.020  1.533
 DTX  C5   HC5   single  0.970  0.020  1.090
 DTX  C6   HC61  single  0.970  0.020  1.090
 DTX  C6   HC62  single  0.970  0.020  1.090
 DTX  C4   C3    single  1.519  0.020  1.519
 DTX  C4   HC41  single  0.970  0.020  1.090
 DTX  C4   HC42  single  0.970  0.020  1.090
 DTX  C3   C2    single  1.525  0.020  1.525
 DTX  C3   O32   single  1.418  0.020  1.418
 DTX  C3   HC3   single  0.970  0.020  1.090
 DTX  C2   HC21  single  0.970  0.020  1.090
 DTX  C2   HC22  single  0.970  0.020  1.090
 DTX  O32  H32O  single  0.850  0.020  0.980

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
 DTX  O21   C23  C22   108.23  3.000
 DTX  O21   C23  O23   121.58  3.000
 DTX  C22   C23  O23   130.19  3.000
 DTX  H22   C22  C20   127.56  3.000
 DTX  H22   C22  C23   123.30  3.000
 DTX  C20   C22  C23   109.14  3.000
 DTX  C21   O21  C23   110.03  3.000
 DTX  H212  C21  H211  107.90  3.000
 DTX  H212  C21  C20   112.72  3.000
 DTX  H211  C21  C20   112.73  3.000
 DTX  H212  C21  O21   109.11  3.000
 DTX  H211  C21  O21   109.26  3.000
 DTX  C20   C21  O21   105.02  3.000
 DTX  C17   C20  C21   126.38  3.000
 DTX  C17   C20  C22   126.03  3.000
 DTX  C21   C20  C22   107.57  3.000
 DTX  H17   C17  C13   107.09  3.000
 DTX  H17   C17  C16   109.57  3.000
 DTX  C13   C17  C16   105.35  3.000
 DTX  H17   C17  C20   105.05  3.000
 DTX  C13   C17  C20   116.28  3.000
 DTX  C16   C17  C20   113.29  3.000
 DTX  H162  C16  H161  105.96  3.000
 DTX  H162  C16  C15   110.40  3.000
 DTX  H161  C16  C15   111.90  3.000
 DTX  H162  C16  C17   111.27  3.000
 DTX  H161  C16  C17   110.79  3.000
 DTX  C15   C16  C17   106.60  3.000
 DTX  C14   C13  C18   114.53  3.000
 DTX  C14   C13  C12   108.81  3.000
 DTX  C18   C13  C12   108.92  3.000
 DTX  C14   C13  C17   103.99  3.000
 DTX  C18   C13  C17   113.65  3.000
 DTX  C12   C13  C17   106.55  3.000
 DTX  H122  C12  H121  105.55  3.000
 DTX  H122  C12  C11   109.82  3.000
 DTX  H121  C12  C11   109.09  3.000
 DTX  H122  C12  C13   108.25  3.000
 DTX  H121  C12  C13   110.02  3.000
 DTX  C11   C12  C13   113.79  3.000
 DTX  H112  C11  H111  106.03  3.000
 DTX  H112  C11  C9    110.21  3.000
 DTX  H111  C11  C9    110.50  3.000
 DTX  H112  C11  C12   109.79  3.000
 DTX  H111  C11  C12   108.32  3.000
 DTX  C9    C11  C12   111.81  3.000
 DTX  H183  C18  H182  106.96  3.000
 DTX  H183  C18  H181  107.50  3.000
 DTX  H182  C18  H181  107.07  3.000
 DTX  H183  C18  C13   113.54  3.000
 DTX  H182  C18  C13   111.57  3.000
 DTX  H181  C18  C13   109.91  3.000
 DTX  C8    C14  O14   109.74  3.000
 DTX  C8    C14  C15   115.13  3.000
 DTX  O14   C14  C15   108.68  3.000
 DTX  C8    C14  C13   113.84  3.000
 DTX  O14   C14  C13   106.00  3.000
 DTX  C15   C14  C13   102.87  3.000
 DTX  H152  C15  H151  105.99  3.000
 DTX  H152  C15  C14   112.07  3.000
 DTX  H151  C15  C14   111.02  3.000
 DTX  H152  C15  C16   111.97  3.000
 DTX  H151  C15  C16   111.14  3.000
 DTX  C14   C15  C16   104.77  3.000
 DTX  H14O  O14  C14   108.88  3.000
 DTX  HC8   C8   C9    107.78  3.000
 DTX  HC8   C8   C7    106.84  3.000
 DTX  C9    C8   C7    111.50  3.000
 DTX  HC8   C8   C14   106.02  3.000
 DTX  C9    C8   C14   112.77  3.000
 DTX  C7    C8   C14   111.52  3.000
 DTX  HC72  C7   HC71  106.24  3.000
 DTX  HC72  C7   C6    109.68  3.000
 DTX  HC71  C7   C6    108.55  3.000
 DTX  HC72  C7   C8    109.99  3.000
 DTX  HC71  C7   C8    110.38  3.000
 DTX  C6    C7   C8    111.85  3.000
 DTX  HC9   C9   C10   107.03  3.000
 DTX  HC9   C9   C8    107.18  3.000
 DTX  C10   C9   C8    112.56  3.000
 DTX  HC9   C9   C11   106.65  3.000
 DTX  C10   C9   C11   113.21  3.000
 DTX  C8    C9   C11   109.81  3.000
 DTX  C5    C10  C19   109.53  3.000
 DTX  C5    C10  C1    107.86  3.000
 DTX  C19   C10  C1    106.62  3.000
 DTX  C5    C10  C9    109.75  3.000
 DTX  C19   C10  C9    111.20  3.000
 DTX  C1    C10  C9    111.77  3.000
 DTX  HC12  C1   HC11  105.13  3.000
 DTX  HC12  C1   C2    109.96  3.000
 DTX  HC11  C1   C2    108.48  3.000
 DTX  HC12  C1   C10   110.51  3.000
 DTX  HC11  C1   C10   107.60  3.000
 DTX  C2    C1   C10   114.67  3.000
 DTX  H193  C19  H192  107.18  3.000
 DTX  H193  C19  H191  106.93  3.000
 DTX  H192  C19  H191  107.33  3.000
 DTX  H193  C19  C10   111.44  3.000
 DTX  H192  C19  C10   113.55  3.000
 DTX  H191  C19  C10   110.09  3.000
 DTX  HC5   C5   C4    107.11  3.000
 DTX  HC5   C5   C6    107.87  3.000
 DTX  C4    C5   C6    110.73  3.000
 DTX  HC5   C5   C10   106.77  3.000
 DTX  C4    C5   C10   112.64  3.000
 DTX  C6    C5   C10   111.42  3.000
 DTX  HC62  C6   HC61  105.90  3.000
 DTX  HC62  C6   C5    109.62  3.000
 DTX  HC61  C6   C5    109.86  3.000
 DTX  HC62  C6   C7    109.61  3.000
 DTX  HC61  C6   C7    109.42  3.000
 DTX  C5    C6   C7    112.24  3.000
 DTX  HC42  C4   HC41  105.76  3.000
 DTX  HC42  C4   C3    107.37  3.000
 DTX  HC41  C4   C3    109.63  3.000
 DTX  HC42  C4   C5    110.92  3.000
 DTX  HC41  C4   C5    109.26  3.000
 DTX  C3    C4   C5    113.60  3.000
 DTX  HC3   C3   O32   109.78  3.000
 DTX  HC3   C3   C2    108.83  3.000
 DTX  O32   C3   C2    111.76  3.000
 DTX  HC3   C3   C4    108.61  3.000
 DTX  O32   C3   C4    107.84  3.000
 DTX  C2    C3   C4    109.97  3.000
 DTX  HC22  C2   HC21  105.56  3.000
 DTX  HC22  C2   C3    108.77  3.000
 DTX  HC21  C2   C3    109.84  3.000
 DTX  HC22  C2   C1    111.08  3.000
 DTX  HC21  C2   C1    109.89  3.000
 DTX  C3    C2   C1    111.53  3.000
 DTX  H32O  O32  C3    108.14  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
 DTX  Var_01  C21  C20  C22  C23    0.39  30.0  1
 DTX  Var_02  C20  C21  O21  C23    1.27  30.0  1
 DTX  Var_03  O21  C21  C20  C22   -1.00  30.0  1
 DTX  Var_04  C20  C22  C23  O21    0.41  30.0  1
 DTX  Var_05  C14  C15  C16  C17  -24.73  30.0  1
 DTX  Var_06  C9   C11  C12  C13  -57.66  30.0  1
 DTX  Var_07  C5   C6   C7   C8    54.79  30.0  1
 DTX  Var_08  C3   C2   C1   C10   56.21  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
 DTX  chir_01  C17  C20  C16  C13  negativ
 DTX  chir_02  C13  C14  C12  C17  positiv
 DTX  chir_03  C14  C8   C15  C13  negativ
 DTX  chir_04  C8   C14  C7   C9   positiv
 DTX  chir_05  C9   C11  C8   C10  negativ
 DTX  chir_06  C10  C5   C1   C9   positiv
 DTX  chir_07  C5   C4   C6   C10  negativ
 DTX  chir_08  C3   O32  C2   C4   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
 DTX  plan-1  O23  0.020
 DTX  plan-1  C23  0.020
 DTX  plan-1  C22  0.020
 DTX  plan-1  O21  0.020

