# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Sat Jun 20 21:58:15 2020
#   Inital geometry file: a 150 line input string
#   Ligand name: (3R,4S,5S,7R,9E,11R,12R)-12-ethyl-3,5,7,11-tetramethyl-2,8-dioxooxacyclododec-9-en-4-yl N,N-dimethyl-beta-alaninate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[C@H]1OC(=O)[C@H](C)[C@@H](OC(=O)CCN(C)C)[C@@H](C)C[C@@H](C)C(=O)/C=C/[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
 QLE  QLE  '(3R,4S,5S,7R,9E,11R,12R)-12-ethyl-3,5,7,11-tetramethyl-2,8-dioxooxacyclododec-9-en-4-yl N,N-dimethyl-beta-alaninate'  ligand  65  28  .  2021-08-20  2021-08-20  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_QLE
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
 QLE  O5    O  O     0  -0.410  -2.9201   1.3252  -3.1921
 QLE  C22   C  C     0   0.384  -2.8587   1.3953  -1.9818
 QLE  C20   C  CH1   0  -0.365  -2.3023   2.6047  -1.2573
 QLE  C21   C  CH3   0  -0.664  -2.0733   3.7850  -2.1870
 QLE  C19   C  CH2   0  -0.438  -0.9956   2.1767  -0.5271
 QLE  C17   C  CH1   0  -0.297  -1.1909   1.8808   0.9644
 QLE  C18   C  CH3   0  -0.678  -1.5262   3.1703   1.7161
 QLE  C11   C  CH1   0   0.078   0.0245   1.2175   1.6573
 QLE  O3    O  O2    0  -0.472   0.9575   0.7243   0.6851
 QLE  C12   C  C     0   0.617   2.2624   0.7616   0.9431
 QLE  O4    O  O     0  -0.449   2.7333   1.1786   1.9715
 QLE  C13   C  CH2   0  -0.612   3.0578   0.2306  -0.2170
 QLE  C14   C  CH2   0  -0.251   4.5196  -0.0021   0.1345
 QLE  N     N  NT    0  -0.408   5.2466  -0.6537  -0.9382
 QLE  C16   C  CH3   0  -0.529   5.3951   0.1942  -2.1031
 QLE  C15   C  CH3   0  -0.520   6.5395  -1.1067  -0.4699
 QLE  C9    C  CH1   0  -0.408  -0.2936   0.0615   2.6199
 QLE  C10   C  CH3   0  -0.679  -1.4491   0.3531   3.5818
 QLE  C8    C  C     0   0.617  -0.5329  -1.2823   1.9545
 QLE  O2    O  O     0  -0.455  -0.0970  -2.3102   2.4143
 QLE  O1    O  O2    0  -0.450  -1.3068  -1.2220   0.8841
 QLE  C5    C  CH1   0   0.046  -1.7004  -2.4433   0.2250
 QLE  C6    C  CH2   0  -0.470  -0.5730  -2.9966  -0.6402
 QLE  C7    C  CH3   0  -0.693   0.0123  -2.0843  -1.7113
 QLE  C3    C  CH1   0  -0.344  -3.0433  -2.1399  -0.4689
 QLE  C4    C  CH3   0  -0.676  -3.5980  -3.3907  -1.1436
 QLE  C2    C  C1    0  -0.120  -2.9477  -0.9947  -1.4271
 QLE  C1    C  C1    0  -0.337  -3.2196   0.2662  -1.0991
 QLE  H20   H  HCH1  0   0.262  -3.0499   2.8884  -0.5081
 QLE  H1    H  H     0   0.260  -3.5706   0.5038  -0.1011
 QLE  H211  H  HCH3  0   0.232  -2.9845   4.0720  -2.7119
 QLE  H212  H  HCH3  0   0.233  -1.7359   4.6474  -1.6112
 QLE  H213  H  HCH3  0   0.227  -1.3085   3.5656  -2.9331
 QLE  H191  H  HCH2  0   0.264  -0.5731   1.3089  -1.0354
 QLE  H192  H  HCH2  0   0.244  -0.2595   2.9780  -0.6421
 QLE  H17   H  HCH1  0   0.248  -2.0402   1.2045   1.0555
 QLE  H181  H  HCH3  0   0.239  -2.4382   3.6373   1.3426
 QLE  H182  H  HCH3  0   0.241  -1.6768   2.9965   2.7816
 QLE  H183  H  HCH3  0   0.228  -0.7149   3.8939   1.6107
 QLE  H11   H  HCH1  0   0.261   0.5276   1.9853   2.2515
 QLE  H9    H  HCH1  0   0.281   0.5956  -0.0868   3.2374
 QLE  H131  H  HCH2  0   0.272   2.6039  -0.6997  -0.5681
 QLE  H132  H  HCH2  0   0.285   2.9490   0.9482  -1.0360
 QLE  H141  H  HCH2  0   0.200   4.9925   0.9511   0.4225
 QLE  H142  H  HCH2  0   0.238   4.5670  -0.6525   1.0113
 QLE  H161  H  HCH3  0   0.192   5.9099   1.1428  -1.8817
 QLE  H162  H  HCH3  0   0.236   5.9727  -0.3276  -2.8668
 QLE  H163  H  HCH3  0   0.237   4.4263   0.4356  -2.5410
 QLE  H151  H  HCH3  0   0.233   6.4158  -1.7998   0.3634
 QLE  H152  H  HCH3  0   0.233   7.0617  -1.6343  -1.2690
 QLE  H153  H  HCH3  0   0.191   7.1921  -0.2867  -0.1304
 QLE  H101  H  HCH3  0   0.240  -2.4049   0.4582   3.0699
 QLE  H102  H  HCH3  0   0.259  -1.5464  -0.4548   4.3065
 QLE  H103  H  HCH3  0   0.252  -1.2600   1.2676   4.1430
 QLE  H5    H  HCH1  0   0.256  -1.9198  -3.1940   0.9902
 QLE  H61C  H  HCH2  0   0.247   0.2283  -3.3147   0.0286
 QLE  H62C  H  HCH2  0   0.245  -0.9370  -3.9179  -1.1018
 QLE  HA    H  HCH1  0   0.264  -3.7297  -1.8538   0.3352
 QLE  H71C  H  HCH3  0   0.238   0.9446  -2.5105  -2.0826
 QLE  H72C  H  HCH3  0   0.225  -0.6473  -1.9671  -2.5686
 QLE  H73C  H  HCH3  0   0.240   0.2381  -1.0909  -1.3254
 QLE  H41C  H  HCH3  0   0.241  -3.6080  -4.2390  -0.4578
 QLE  H42C  H  HCH3  0   0.250  -4.6226  -3.2206  -1.4732
 QLE  H43C  H  HCH3  0   0.231  -3.0150  -3.6741  -2.0209
 QLE  H2    H  H     0   0.258  -2.5750  -1.2111  -2.4239

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
 QLE  O5   C22   double  1.214  0.020  1.214
 QLE  C22  C20   single  1.516  0.020  1.516
 QLE  C22  C1    single  1.478  0.020  1.478
 QLE  C20  C21   single  1.520  0.020  1.520
 QLE  C20  C19   single  1.557  0.020  1.557
 QLE  C19  C17   single  1.533  0.020  1.533
 QLE  C17  C18   single  1.530  0.020  1.530
 QLE  C17  C11   single  1.548  0.020  1.548
 QLE  C11  O3    single  1.435  0.020  1.435
 QLE  C11  C9    single  1.538  0.020  1.538
 QLE  O3   C12   single  1.331  0.020  1.331
 QLE  C12  O4    double  1.205  0.020  1.205
 QLE  C12  C13   single  1.504  0.020  1.504
 QLE  C13  C14   single  1.521  0.020  1.521
 QLE  C14  N     single  1.451  0.020  1.451
 QLE  N    C16   single  1.448  0.020  1.448
 QLE  N    C15   single  1.448  0.020  1.448
 QLE  C9   C10   single  1.531  0.020  1.531
 QLE  C9   C8    single  1.518  0.020  1.518
 QLE  C8   O2    double  1.207  0.020  1.207
 QLE  C8   O1    single  1.322  0.020  1.322
 QLE  O1   C5    single  1.443  0.020  1.443
 QLE  C5   C6    single  1.525  0.020  1.525
 QLE  C5   C3    single  1.542  0.020  1.542
 QLE  C6   C7    single  1.524  0.020  1.524
 QLE  C3   C4    single  1.526  0.020  1.526
 QLE  C3   C2    single  1.496  0.020  1.496
 QLE  C2   C1    double  1.331  0.020  1.331
 QLE  C20  H20   single  0.970  0.020  1.090
 QLE  C1   H1    single  0.930  0.020  1.080
 QLE  C21  H211  single  0.970  0.020  1.090
 QLE  C21  H212  single  0.970  0.020  1.090
 QLE  C21  H213  single  0.970  0.020  1.090
 QLE  C19  H191  single  0.970  0.020  1.090
 QLE  C19  H192  single  0.970  0.020  1.090
 QLE  C17  H17   single  0.970  0.020  1.090
 QLE  C18  H181  single  0.970  0.020  1.090
 QLE  C18  H182  single  0.970  0.020  1.090
 QLE  C18  H183  single  0.970  0.020  1.090
 QLE  C11  H11   single  0.970  0.020  1.090
 QLE  C9   H9    single  0.970  0.020  1.090
 QLE  C13  H131  single  0.970  0.020  1.090
 QLE  C13  H132  single  0.970  0.020  1.090
 QLE  C14  H141  single  0.970  0.020  1.090
 QLE  C14  H142  single  0.970  0.020  1.090
 QLE  C16  H161  single  0.970  0.020  1.090
 QLE  C16  H162  single  0.970  0.020  1.090
 QLE  C16  H163  single  0.970  0.020  1.090
 QLE  C15  H151  single  0.970  0.020  1.090
 QLE  C15  H152  single  0.970  0.020  1.090
 QLE  C15  H153  single  0.970  0.020  1.090
 QLE  C10  H101  single  0.970  0.020  1.090
 QLE  C10  H102  single  0.970  0.020  1.090
 QLE  C10  H103  single  0.970  0.020  1.090
 QLE  C5   H5    single  0.970  0.020  1.090
 QLE  C6   H61C  single  0.970  0.020  1.090
 QLE  C6   H62C  single  0.970  0.020  1.090
 QLE  C3   HA    single  0.970  0.020  1.090
 QLE  C7   H71C  single  0.970  0.020  1.090
 QLE  C7   H72C  single  0.970  0.020  1.090
 QLE  C7   H73C  single  0.970  0.020  1.090
 QLE  C4   H41C  single  0.970  0.020  1.090
 QLE  C4   H42C  single  0.970  0.020  1.090
 QLE  C4   H43C  single  0.970  0.020  1.090
 QLE  C2   H2    single  0.930  0.020  1.080

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
 QLE  C1    C22  C20   114.45  3.000
 QLE  C1    C22  O5    122.61  3.000
 QLE  C20   C22  O5    122.77  3.000
 QLE  H20   C20  C19   108.85  3.000
 QLE  H20   C20  C21   108.66  3.000
 QLE  C19   C20  C21   111.96  3.000
 QLE  H20   C20  C22   106.44  3.000
 QLE  C19   C20  C22   108.24  3.000
 QLE  C21   C20  C22   112.50  3.000
 QLE  H213  C21  H212  107.65  3.000
 QLE  H213  C21  H211  108.04  3.000
 QLE  H212  C21  H211  107.74  3.000
 QLE  H213  C21  C20   111.59  3.000
 QLE  H212  C21  C20   109.74  3.000
 QLE  H211  C21  C20   111.91  3.000
 QLE  H192  C19  H191  105.84  3.000
 QLE  H192  C19  C17   109.23  3.000
 QLE  H191  C19  C17   110.43  3.000
 QLE  H192  C19  C20   108.30  3.000
 QLE  H191  C19  C20   108.98  3.000
 QLE  C17   C19  C20   113.73  3.000
 QLE  H17   C17  C11   107.97  3.000
 QLE  H17   C17  C18   108.14  3.000
 QLE  C11   C17  C18   108.26  3.000
 QLE  H17   C17  C19   107.48  3.000
 QLE  C11   C17  C19   114.71  3.000
 QLE  C18   C17  C19   110.08  3.000
 QLE  H183  C18  H182  107.61  3.000
 QLE  H183  C18  H181  107.72  3.000
 QLE  H182  C18  H181  106.71  3.000
 QLE  H183  C18  C17   110.38  3.000
 QLE  H182  C18  C17   112.10  3.000
 QLE  H181  C18  C17   112.08  3.000
 QLE  H11   C11  C9    106.44  3.000
 QLE  H11   C11  O3    108.08  3.000
 QLE  C9    C11  O3    107.48  3.000
 QLE  H11   C11  C17   107.67  3.000
 QLE  C9    C11  C17   116.09  3.000
 QLE  O3    C11  C17   110.76  3.000
 QLE  C12   O3   C11   119.78  3.000
 QLE  C13   C12  O4    125.01  3.000
 QLE  C13   C12  O3    111.06  3.000
 QLE  O4    C12  O3    123.93  3.000
 QLE  H132  C13  H131  106.05  3.000
 QLE  H132  C13  C14   111.64  3.000
 QLE  H131  C13  C14   110.07  3.000
 QLE  H132  C13  C12   107.05  3.000
 QLE  H131  C13  C12   109.19  3.000
 QLE  C14   C13  C12   112.58  3.000
 QLE  H142  C14  H141  106.65  3.000
 QLE  H142  C14  N     107.71  3.000
 QLE  H141  C14  N     111.51  3.000
 QLE  H142  C14  C13   108.55  3.000
 QLE  H141  C14  C13   109.90  3.000
 QLE  N     C14  C13   112.29  3.000
 QLE  C15   N    C16   110.60  3.000
 QLE  C15   N    C14   110.42  3.000
 QLE  C16   N    C14   112.53  3.000
 QLE  H163  C16  H162  107.18  3.000
 QLE  H163  C16  H161  107.77  3.000
 QLE  H162  C16  H161  107.77  3.000
 QLE  H163  C16  N     111.20  3.000
 QLE  H162  C16  N     109.72  3.000
 QLE  H161  C16  N     112.97  3.000
 QLE  H153  C15  H152  107.59  3.000
 QLE  H153  C15  H151  107.73  3.000
 QLE  H152  C15  H151  107.86  3.000
 QLE  H153  C15  N     113.32  3.000
 QLE  H152  C15  N     110.00  3.000
 QLE  H151  C15  N     110.16  3.000
 QLE  H9    C9   C8    104.82  3.000
 QLE  H9    C9   C10   106.55  3.000
 QLE  C8    C9   C10   108.96  3.000
 QLE  H9    C9   C11   106.70  3.000
 QLE  C8    C9   C11   115.07  3.000
 QLE  C10   C9   C11   113.97  3.000
 QLE  H103  C10  H102  107.17  3.000
 QLE  H103  C10  H101  108.26  3.000
 QLE  H102  C10  H101  107.80  3.000
 QLE  H103  C10  C9    110.63  3.000
 QLE  H102  C10  C9    110.12  3.000
 QLE  H101  C10  C9    112.66  3.000
 QLE  O1    C8   O2    123.94  3.000
 QLE  O1    C8   C9    113.99  3.000
 QLE  O2    C8   C9    121.98  3.000
 QLE  C5    O1   C8    119.40  3.000
 QLE  H5    C5   C3    105.97  3.000
 QLE  H5    C5   C6    107.22  3.000
 QLE  C3    C5   C6    117.39  3.000
 QLE  H5    C5   O1    108.42  3.000
 QLE  C3    C5   O1    106.06  3.000
 QLE  C6    C5   O1    111.39  3.000
 QLE  H62C  C6   H61C  104.94  3.000
 QLE  H62C  C6   C7    109.62  3.000
 QLE  H61C  C6   C7    108.86  3.000
 QLE  H62C  C6   C5    107.41  3.000
 QLE  H61C  C6   C5    107.52  3.000
 QLE  C7    C6   C5    117.74  3.000
 QLE  H73C  C7   H72C  107.85  3.000
 QLE  H73C  C7   H71C  107.44  3.000
 QLE  H72C  C7   H71C  106.98  3.000
 QLE  H73C  C7   C6    112.12  3.000
 QLE  H72C  C7   C6    112.68  3.000
 QLE  H71C  C7   C6    109.50  3.000
 QLE  HA    C3   C2    108.07  3.000
 QLE  HA    C3   C4    108.12  3.000
 QLE  C2    C3   C4    111.56  3.000
 QLE  HA    C3   C5    105.48  3.000
 QLE  C2    C3   C5    112.53  3.000
 QLE  C4    C3   C5    110.76  3.000
 QLE  H43C  C4   H42C  107.44  3.000
 QLE  H43C  C4   H41C  107.97  3.000
 QLE  H42C  C4   H41C  107.63  3.000
 QLE  H43C  C4   C3    111.99  3.000
 QLE  H42C  C4   C3    110.34  3.000
 QLE  H41C  C4   C3    111.28  3.000
 QLE  H2    C2   C1    119.02  3.000
 QLE  H2    C2   C3    117.20  3.000
 QLE  C1    C2   C3    123.66  3.000
 QLE  H1    C1   C2    120.03  3.000
 QLE  H1    C1   C22   117.48  3.000
 QLE  C2    C1   C22   121.79  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
 QLE  Var_01  C3    C2   C1   C22   167.54   0.0  0
 QLE  Var_02  C2    C1   C22  C20  -138.64  30.0  1
 QLE  Var_03  H1    C1   C2   C3     -2.60   0.0  0
 QLE  Var_04  O4    C12  O3   C11     0.87  30.0  3
 QLE  Var_05  H71C  C7   C6   C5    166.67  30.0  3
 QLE  Var_06  C14   C13  C12  O3   -168.63  30.0  3
 QLE  Var_07  N     C14  C13  C12   173.49  30.0  3
 QLE  Var_08  C16   N    C14  C13    67.85  30.0  3
 QLE  Var_09  H161  C16  N    C14    57.99  30.0  3
 QLE  Var_10  H151  C15  N    C14    58.73  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
 QLE  chir_01  C20  C22  C21  C19  positiv
 QLE  chir_02  C17  C11  C18  C19  negativ
 QLE  chir_03  C11  O3   C17  C9   negativ
 QLE  chir_04  C9   C11  C10  C8   negativ
 QLE  chir_05  C5   O1   C6   C3   positiv
 QLE  chir_06  C3   C2   C4   C5   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
 QLE  plan-1  O5   0.020
 QLE  plan-1  C22  0.020
 QLE  plan-1  C20  0.020
 QLE  plan-1  C1   0.020
 QLE  plan-2  O3   0.020
 QLE  plan-2  C12  0.020
 QLE  plan-2  O4   0.020
 QLE  plan-2  C13  0.020
 QLE  plan-3  C9   0.020
 QLE  plan-3  C8   0.020
 QLE  plan-3  O2   0.020
 QLE  plan-3  O1   0.020
 QLE  plan-4  C22  0.020
 QLE  plan-4  C3   0.020
 QLE  plan-4  C2   0.020
 QLE  plan-4  C1   0.020
 QLE  plan-4  H1   0.020
 QLE  plan-4  H2   0.020

