# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 23 03:39:31 2020
#   Inital geometry file: a 143 line input string
#   Ligand name: (3R,4S,5R,6S,7S,9R,11R,12S,13R,14R)-14-ethyl-4,6,12-trihydroxy-3,5,7,9,11,13-hexamethyloxacyclotetradecane-2,10-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[C@H]1OC(=O)[C@H](C)[C@@H](O)[C@H](C)[C@@H](O)[C@@H](C)C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@H]1C
#
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
 DEB  DEB  (3R,4S,5R,6S,7S,9R,11R,12S,13R,14R)-14-ethyl-4,6,12-trihydroxy-3,5,7,9,11,13-hexamethyloxacyclotetradecane-2,10-dione  ligand  65  27  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_DEB
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
 DEB  C1    C  C     0   0.591   2.4504   0.2584   0.3228
 DEB  C2    C  CH1   0  -0.394   2.3487  -0.4027  -1.0356
 DEB  C3    C  CH1   0   0.039   1.3650   0.4605  -1.8793
 DEB  C4    C  CH1   0  -0.293   0.5002  -0.3359  -2.8697
 DEB  C5    C  CH1   0   0.089  -0.7537   0.5111  -3.2348
 DEB  C6    C  CH1   0  -0.272  -2.0513  -0.0198  -2.5828
 DEB  C7    C  CH2   0  -0.465  -1.8970   0.0416  -1.0614
 DEB  C8    C  CH1   0  -0.313  -3.1305  -0.2893  -0.1953
 DEB  C9    C  C     0   0.401  -3.0409   0.4997   1.1107
 DEB  C10   C  CH1   0  -0.403  -2.1807  -0.0237   2.2565
 DEB  C11   C  CH1   0   0.065  -0.6886   0.2781   1.9651
 DEB  C12   C  CH1   0  -0.278   0.2840  -0.3244   2.9902
 DEB  C13   C  CH1   0   0.038   1.7327   0.0325   2.6153
 DEB  C14   C  CH2   0  -0.447   2.7752  -0.5131   3.5782
 DEB  C15   C  CH3   0  -0.667   4.1889  -0.0202   3.2986
 DEB  O16   O  O2    0  -0.466   1.9707  -0.5033   1.2942
 DEB  O17   O  O     0  -0.455   2.8892   1.3737   0.4788
 DEB  C18   C  CH3   0  -0.651   3.7473  -0.5532  -1.6330
 DEB  O19   O  OH1   0  -0.659   2.0123   1.4941  -2.5756
 DEB  C20   C  CH3   0  -0.656   1.2719  -0.8616  -4.0772
 DEB  O21   O  OH1   0  -0.666  -0.8891   0.5890  -4.6365
 DEB  C22   C  CH3   0  -0.672  -2.4534  -1.3912  -3.1133
 DEB  C23   C  CH3   0  -0.688  -3.3142  -1.7864   0.0545
 DEB  O24   O  O     0  -0.391  -3.6368   1.5491   1.2199
 DEB  C25   C  CH3   0  -0.662  -2.6394   0.5306   3.5988
 DEB  O26   O  OH1   0  -0.665  -0.4456   1.6663   1.9163
 DEB  C27   C  CH3   0  -0.697   0.0654  -1.8266   3.1506
 DEB  H2    H  HCH1  0   0.266   1.9102  -1.3949  -0.9073
 DEB  H3    H  HCH1  0   0.220   0.6538   0.9050  -1.1665
 DEB  H4    H  HCH1  0   0.240   0.1618  -1.2208  -2.3205
 DEB  H5    H  HCH1  0   0.215  -0.6051   1.5274  -2.8403
 DEB  H6    H  HCH1  0   0.232  -2.8436   0.6912  -2.8542
 DEB  H71   H  HCH2  0   0.227  -1.0865  -0.6282  -0.7659
 DEB  H72   H  HCH2  0   0.232  -1.5635   1.0598  -0.8289
 DEB  H8    H  HCH1  0   0.258  -4.0187   0.0991  -0.7034
 DEB  H10   H  HCH1  0   0.271  -2.2868  -1.1103   2.2665
 DEB  H11   H  HCH1  0   0.219  -0.4443  -0.1873   1.0043
 DEB  H12   H  HCH1  0   0.251   0.1064   0.1517   3.9610
 DEB  H13   H  HCH1  0   0.258   1.8300   1.1181   2.5801
 DEB  H141  H  HCH2  0   0.233   2.7648  -1.6050   3.5740
 DEB  H142  H  HCH2  0   0.233   2.4752  -0.2072   4.5841
 DEB  H151  H  HCH3  0   0.235   4.8724  -0.3734   4.0710
 DEB  H152  H  HCH3  0   0.222   4.5679  -0.3859   2.3437
 DEB  H153  H  HCH3  0   0.223   4.2393   1.0692   3.2835
 DEB  H181  H  HCH3  0   0.239   4.3613  -1.1924  -0.9975
 DEB  H182  H  HCH3  0   0.246   3.7096  -1.0133  -2.6175
 DEB  H183  H  HCH3  0   0.231   4.2563   0.4038  -1.7318
 DEB  HO9   H  HOH1  0   0.448   2.4191   2.0831  -1.9313
 DEB  H201  H  HCH3  0   0.227   2.0577  -1.5451  -3.7576
 DEB  H202  H  HCH3  0   0.235   0.6174  -1.4261  -4.7392
 DEB  H203  H  HCH3  0   0.224   1.7369  -0.0688  -4.6604
 DEB  HO1   H  HOH1  0   0.448  -1.6461   1.1524  -4.8260
 DEB  H221  H  HCH3  0   0.236  -3.4830  -1.6282  -2.8466
 DEB  H222  H  HCH3  0   0.236  -2.3917  -1.4218  -4.2009
 DEB  H223  H  HCH3  0   0.220  -1.8211  -2.1885  -2.7171
 DEB  H231  H  HCH3  0   0.245  -4.0749  -1.9740   0.8137
 DEB  H232  H  HCH3  0   0.257  -3.6324  -2.2975  -0.8506
 DEB  H233  H  HCH3  0   0.222  -2.3881  -2.2609   0.3837
 DEB  H251  H  HCH3  0   0.240  -3.7008   0.3421   3.7585
 DEB  H252  H  HCH3  0   0.235  -2.1020   0.0512   4.4171
 DEB  H253  H  HCH3  0   0.232  -2.4739   1.6037   3.6753
 DEB  HO6   H  HOH1  0   0.452  -0.8724   2.0507   1.1453
 DEB  H271  H  HCH3  0   0.252   0.7728  -2.2595   3.8561
 DEB  H272  H  HCH3  0   0.243  -0.9255  -2.0454   3.5464
 DEB  H273  H  HCH3  0   0.231   0.1690  -2.3625   2.2052

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
 DEB  C1   C2    single  1.514  0.020  1.514
 DEB  C1   O16   single  1.324  0.020  1.324
 DEB  C1   O17   double  1.209  0.020  1.209
 DEB  C2   C3    single  1.557  0.020  1.557
 DEB  C2   C18   single  1.528  0.020  1.528
 DEB  C2   H2    single  0.970  0.020  1.090
 DEB  C3   C4    single  1.537  0.020  1.537
 DEB  C3   O19   single  1.404  0.020  1.404
 DEB  C3   H3    single  0.970  0.020  1.090
 DEB  C4   C5    single  1.557  0.020  1.557
 DEB  C4   C20   single  1.526  0.020  1.526
 DEB  C4   H4    single  0.970  0.020  1.090
 DEB  C5   C6    single  1.546  0.020  1.546
 DEB  C5   O21   single  1.410  0.020  1.410
 DEB  C5   H5    single  0.970  0.020  1.090
 DEB  C6   C7    single  1.530  0.020  1.530
 DEB  C6   C22   single  1.524  0.020  1.524
 DEB  C6   H6    single  0.970  0.020  1.090
 DEB  C7   C8    single  1.543  0.020  1.543
 DEB  C7   H71   single  0.970  0.020  1.090
 DEB  C7   H72   single  0.970  0.020  1.090
 DEB  C8   C9    single  1.528  0.020  1.528
 DEB  C8   C23   single  1.529  0.020  1.529
 DEB  C8   H8    single  0.970  0.020  1.090
 DEB  C9   C10   single  1.525  0.020  1.525
 DEB  C9   O24   double  1.212  0.020  1.212
 DEB  C10  C11   single  1.550  0.020  1.550
 DEB  C10  C25   single  1.523  0.020  1.523
 DEB  C10  H10   single  0.970  0.020  1.090
 DEB  C11  C12   single  1.536  0.020  1.536
 DEB  C11  O26   single  1.410  0.020  1.410
 DEB  C11  H11   single  0.970  0.020  1.090
 DEB  C12  C13   single  1.538  0.020  1.538
 DEB  C12  C27   single  1.526  0.020  1.526
 DEB  C12  H12   single  0.970  0.020  1.090
 DEB  C13  C14   single  1.520  0.020  1.520
 DEB  C13  O16   single  1.445  0.020  1.445
 DEB  C13  H13   single  0.970  0.020  1.090
 DEB  C14  C15   single  1.523  0.020  1.523
 DEB  C14  H141  single  0.970  0.020  1.090
 DEB  C14  H142  single  0.970  0.020  1.090
 DEB  C15  H151  single  0.970  0.020  1.090
 DEB  C15  H152  single  0.970  0.020  1.090
 DEB  C15  H153  single  0.970  0.020  1.090
 DEB  C18  H181  single  0.970  0.020  1.090
 DEB  C18  H182  single  0.970  0.020  1.090
 DEB  C18  H183  single  0.970  0.020  1.090
 DEB  O19  HO9   single  0.850  0.020  0.980
 DEB  C20  H201  single  0.970  0.020  1.090
 DEB  C20  H202  single  0.970  0.020  1.090
 DEB  C20  H203  single  0.970  0.020  1.090
 DEB  O21  HO1   single  0.850  0.020  0.980
 DEB  C22  H221  single  0.970  0.020  1.090
 DEB  C22  H222  single  0.970  0.020  1.090
 DEB  C22  H223  single  0.970  0.020  1.090
 DEB  C23  H231  single  0.970  0.020  1.090
 DEB  C23  H232  single  0.970  0.020  1.090
 DEB  C23  H233  single  0.970  0.020  1.090
 DEB  C25  H251  single  0.970  0.020  1.090
 DEB  C25  H252  single  0.970  0.020  1.090
 DEB  C25  H253  single  0.970  0.020  1.090
 DEB  O26  HO6   single  0.850  0.020  0.980
 DEB  C27  H271  single  0.970  0.020  1.090
 DEB  C27  H272  single  0.970  0.020  1.090
 DEB  C27  H273  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
 DEB  O17   C1   O16   124.58  3.000
 DEB  O17   C1   C2    122.89  3.000
 DEB  O16   C1   C2    112.50  3.000
 DEB  H2    C2   C18   108.90  3.000
 DEB  H2    C2   C3    108.27  3.000
 DEB  C18   C2   C3    114.89  3.000
 DEB  H2    C2   C1    108.55  3.000
 DEB  C18   C2   C1    109.41  3.000
 DEB  C3    C2   C1    106.65  3.000
 DEB  H3    C3   O19   108.77  3.000
 DEB  H3    C3   C4    105.24  3.000
 DEB  O19   C3   C4    108.74  3.000
 DEB  H3    C3   C2    106.33  3.000
 DEB  O19   C3   C2    112.67  3.000
 DEB  C4    C3   C2    114.66  3.000
 DEB  H4    C4   C20   105.95  3.000
 DEB  H4    C4   C5    107.96  3.000
 DEB  C20   C4   C5    114.15  3.000
 DEB  H4    C4   C3    105.63  3.000
 DEB  C20   C4   C3    113.81  3.000
 DEB  C5    C4   C3    108.80  3.000
 DEB  H5    C5   O21   108.56  3.000
 DEB  H5    C5   C6    106.22  3.000
 DEB  O21   C5   C6    110.94  3.000
 DEB  H5    C5   C4    108.04  3.000
 DEB  O21   C5   C4    109.91  3.000
 DEB  C6    C5   C4    112.97  3.000
 DEB  H6    C6   C22   107.82  3.000
 DEB  H6    C6   C7    107.00  3.000
 DEB  C22   C6   C7    114.12  3.000
 DEB  H6    C6   C5    106.19  3.000
 DEB  C22   C6   C5    112.55  3.000
 DEB  C7    C6   C5    108.71  3.000
 DEB  H72   C7   H71   106.64  3.000
 DEB  H72   C7   C8    108.86  3.000
 DEB  H71   C7   C8    108.06  3.000
 DEB  H72   C7   C6    106.18  3.000
 DEB  H71   C7   C6    108.61  3.000
 DEB  C8    C7   C6    117.96  3.000
 DEB  H8    C8   C23   109.01  3.000
 DEB  H8    C8   C9    105.13  3.000
 DEB  C23   C8   C9    111.90  3.000
 DEB  H8    C8   C7    108.18  3.000
 DEB  C23   C8   C7    113.43  3.000
 DEB  C9    C8   C7    108.79  3.000
 DEB  O24   C9   C10   120.45  3.000
 DEB  O24   C9   C8    119.69  3.000
 DEB  C10   C9   C8    119.85  3.000
 DEB  H10   C10  C25   108.96  3.000
 DEB  H10   C10  C11   106.80  3.000
 DEB  C25   C10  C11   112.63  3.000
 DEB  H10   C10  C9    107.08  3.000
 DEB  C25   C10  C9    111.55  3.000
 DEB  C11   C10  C9    109.56  3.000
 DEB  H11   C11  O26   110.45  3.000
 DEB  H11   C11  C12   106.11  3.000
 DEB  O26   C11  C12   107.46  3.000
 DEB  H11   C11  C10   107.28  3.000
 DEB  O26   C11  C10   111.35  3.000
 DEB  C12   C11  C10   114.06  3.000
 DEB  H12   C12  C27   108.14  3.000
 DEB  H12   C12  C13   105.53  3.000
 DEB  C27   C12  C13   112.88  3.000
 DEB  H12   C12  C11   108.55  3.000
 DEB  C27   C12  C11   111.43  3.000
 DEB  C13   C12  C11   110.04  3.000
 DEB  H13   C13  O16   108.95  3.000
 DEB  H13   C13  C14   108.46  3.000
 DEB  O16   C13  C14   109.45  3.000
 DEB  H13   C13  C12   108.83  3.000
 DEB  O16   C13  C12   106.96  3.000
 DEB  C14   C13  C12   114.09  3.000
 DEB  H142  C14  H141  106.30  3.000
 DEB  H142  C14  C15   109.45  3.000
 DEB  H141  C14  C15   109.38  3.000
 DEB  H142  C14  C13   107.10  3.000
 DEB  H141  C14  C13   110.48  3.000
 DEB  C15   C14  C13   113.83  3.000
 DEB  H153  C15  H152  107.86  3.000
 DEB  H153  C15  H151  107.73  3.000
 DEB  H152  C15  H151  107.09  3.000
 DEB  H153  C15  C14   111.64  3.000
 DEB  H152  C15  C14   112.01  3.000
 DEB  H151  C15  C14   110.30  3.000
 DEB  C13   O16  C1    121.12  3.000
 DEB  H183  C18  H182  107.82  3.000
 DEB  H183  C18  H181  107.75  3.000
 DEB  H182  C18  H181  107.41  3.000
 DEB  H183  C18  C2    112.14  3.000
 DEB  H182  C18  C2    111.34  3.000
 DEB  H181  C18  C2    110.19  3.000
 DEB  HO9   O19  C3    108.25  3.000
 DEB  H203  C20  H202  107.97  3.000
 DEB  H203  C20  H201  107.82  3.000
 DEB  H202  C20  H201  106.66  3.000
 DEB  H203  C20  C4    112.89  3.000
 DEB  H202  C20  C4    110.83  3.000
 DEB  H201  C20  C4    110.41  3.000
 DEB  HO1   O21  C5    107.67  3.000
 DEB  H223  C22  H222  107.99  3.000
 DEB  H223  C22  H221  107.43  3.000
 DEB  H222  C22  H221  106.96  3.000
 DEB  H223  C22  C6    112.20  3.000
 DEB  H222  C22  C6    110.96  3.000
 DEB  H221  C22  C6    111.08  3.000
 DEB  H233  C23  H232  107.17  3.000
 DEB  H233  C23  H231  107.87  3.000
 DEB  H232  C23  H231  107.13  3.000
 DEB  H233  C23  C8    111.90  3.000
 DEB  H232  C23  C8    111.07  3.000
 DEB  H231  C23  C8    111.46  3.000
 DEB  H253  C25  H252  107.82  3.000
 DEB  H253  C25  H251  107.96  3.000
 DEB  H252  C25  H251  107.10  3.000
 DEB  H253  C25  C10   112.02  3.000
 DEB  H252  C25  C10   110.68  3.000
 DEB  H251  C25  C10   111.07  3.000
 DEB  HO6   O26  C11   110.18  3.000
 DEB  H273  C27  H272  107.61  3.000
 DEB  H273  C27  H271  107.72  3.000
 DEB  H272  C27  H271  106.00  3.000
 DEB  H273  C27  C12   112.24  3.000
 DEB  H272  C27  C12   111.48  3.000
 DEB  H271  C27  C12   111.49  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
 DEB  Var_01  O17   C1   O16  C13   10.22  30.0  1
 DEB  Var_02  H151  C15  C14  C13  175.00  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
 DEB  chir_01  C2   C1   C3   C18  negativ
 DEB  chir_02  C3   O19  C2   C4   positiv
 DEB  chir_03  C4   C3   C5   C20  negativ
 DEB  chir_04  C5   O21  C4   C6   positiv
 DEB  chir_05  C6   C5   C7   C22  positiv
 DEB  chir_06  C8   C23  C9   C7   negativ
 DEB  chir_07  C10  C25  C11  C9   positiv
 DEB  chir_08  C11  O26  C10  C12  positiv
 DEB  chir_09  C12  C11  C13  C27  positiv
 DEB  chir_10  C13  O16  C14  C12  positiv

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
 DEB  plan-1  C8   0.020
 DEB  plan-1  C9   0.020
 DEB  plan-1  C10  0.020
 DEB  plan-1  O24  0.020
 DEB  plan-2  C1   0.020
 DEB  plan-2  C2   0.020
 DEB  plan-2  O16  0.020
 DEB  plan-2  O17  0.020

