# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Sun May 31 21:20:58 2020
#   Inital geometry file: a 133 line input string
#   Ligand name: (4R)-4-[(1R,4Z,8Z,10S,13R,15R)-15-hydroxy-5,10-dimethyl-3-oxo-2,14-dioxabicyclo[11.3.1]heptadeca-4,8-dien-15-yl]-1,3-thiazolidin-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H]\1CC[C@@H]2C[C@H](C[C@@](O)(O2)[C@@H]3CSC(=O)N3)OC(=O)\C=C(C)/CC\C=C\1
#
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
 LAB  LAB  (4R)-4-[(1R,4Z,8Z,10S,13R,15R)-15-hydroxy-5,10-dimethyl-3-oxo-2,14-dioxabicyclo[11.3.1]heptadeca-4,8-dien-15-yl]-1,3-thiazolidin-2-one  ligand  56  27  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_LAB
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
 LAB  O5    O  O     0  -0.459  -6.0736  -1.8230  -0.3605
 LAB  C18   C  C     0   0.395  -5.2578  -0.9578  -0.5848
 LAB  N1    N  NH1   0  -0.602  -3.9693  -1.1314  -0.9355
 LAB  C16   C  CH1   0  -0.128  -3.0877   0.0087  -0.9328
 LAB  C17   C  CH2   0  -0.570  -3.9935   1.2270  -1.1668
 LAB  S1    S  S2    0  -0.011  -5.6333   0.7796  -0.5308
 LAB  C15   C  CT    0   0.525  -2.2504   0.1094   0.3618
 LAB  O4    O  OH1   0  -0.654  -3.1575   0.2202   1.4062
 LAB  C14   C  CH2   0  -0.607  -1.3481  -1.1218   0.5645
 LAB  C13   C  CH1   0   0.064  -0.2427  -1.2039  -0.4877
 LAB  O2    O  O2    0  -0.483   0.7714  -2.1839  -0.1890
 LAB  C12   C  CH2   0  -0.557   0.3436   0.1855  -0.7572
 LAB  C11   C  CH1   0   0.053  -0.0867   1.1804   0.3065
 LAB  O3    O  O2    0  -0.526  -1.5037   1.3037   0.2519
 LAB  C10   C  CH2   0  -0.457   0.5777   2.5350   0.1198
 LAB  C9    C  CH2   0  -0.462   2.0658   2.4166   0.5111
 LAB  C8    C  CH1   0  -0.285   3.1185   2.9452  -0.4797
 LAB  C20   C  CH3   0  -0.662   2.9394   2.4885  -1.9298
 LAB  C7    C  C1    0  -0.232   4.5000   2.6280   0.0584
 LAB  C6    C  C1    0  -0.191   5.0951   1.4408   0.1936
 LAB  C5    C  CH2   0  -0.503   4.5939   0.0753  -0.1749
 LAB  C4    C  CH2   0  -0.519   4.5793  -0.8917   1.0244
 LAB  C3    C  C     0   0.163   4.1923  -2.2814   0.5859
 LAB  C19   C  CH3   0  -0.716   5.3420  -3.1596   0.2025
 LAB  C2    C  C1    0  -0.412   2.9352  -2.7250   0.4313
 LAB  C1    C  C     0   0.547   1.7329  -1.9198   0.7021
 LAB  O1    O  O     0  -0.439   1.6200  -1.1047   1.5863
 LAB  HN1   H  HNH1  0   0.412  -3.6079  -2.0723  -0.9889
 LAB  H16   H  HCH1  0   0.296  -2.3973  -0.0702  -1.7752
 LAB  H171  H  HCH2  0   0.300  -3.6315   2.1215  -0.6683
 LAB  H172  H  HCH2  0   0.300  -4.0765   1.4370  -2.2315
 LAB  HO4   H  HOH1  0   0.457  -2.6905   0.1540   2.2480
 LAB  H141  H  HCH2  0   0.285  -0.9157  -1.0641   1.5657
 LAB  H142  H  HCH2  0   0.275  -1.9608  -2.0252   0.5535
 LAB  H13   H  HCH1  0   0.272  -0.6623  -1.5982  -1.4136
 LAB  H121  H  HCH2  0   0.269   1.4281   0.1423  -0.8476
 LAB  H122  H  HCH2  0   0.265  -0.0090   0.5501  -1.7269
 LAB  H11   H  HCH1  0   0.233   0.2002   0.8137   1.2965
 LAB  H101  H  HCH2  0   0.231   0.4446   2.8749  -0.9105
 LAB  H102  H  HCH2  0   0.247   0.0822   3.2732   0.7536
 LAB  H91   H  HCH2  0   0.245   2.2241   2.9341   1.4601
 LAB  H92   H  HCH2  0   0.237   2.2981   1.3721   0.7293
 LAB  H8    H  HCH1  0   0.233   3.0297   4.0359  -0.4914
 LAB  H201  H  HCH3  0   0.230   1.9928   2.8339  -2.3468
 LAB  H202  H  HCH3  0   0.236   3.7340   2.9008  -2.5528
 LAB  H203  H  HCH3  0   0.218   2.9702   1.4057  -2.0440
 LAB  H7    H  H     0   0.235   5.0713   3.4877   0.3963
 LAB  H6    H  H     0   0.234   6.0939   1.4426   0.6242
 LAB  H51   H  HCH2  0   0.234   3.5981   0.1140  -0.6142
 LAB  H52   H  HCH2  0   0.251   5.2466  -0.3367  -0.9521
 LAB  H41   H  HCH2  0   0.250   5.5806  -0.9269   1.4622
 LAB  H42   H  HCH2  0   0.266   3.9128  -0.5057   1.7913
 LAB  H191  H  HCH3  0   0.254   5.9677  -3.3562   1.0765
 LAB  H192  H  HCH3  0   0.248   5.0217  -4.1130  -0.2144
 LAB  H193  H  HCH3  0   0.248   5.9831  -2.6625  -0.5298
 LAB  H2    H  H     0   0.270   2.7700  -3.7024  -0.0085

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
 LAB  O5   C18   double  1.210  0.020  1.210
 LAB  C18  N1    single  1.347  0.020  1.347
 LAB  C18  S1    single  1.778  0.020  1.778
 LAB  N1   C16   single  1.441  0.020  1.441
 LAB  N1   HN1   single  0.860  0.020  1.020
 LAB  C16  C15   single  1.545  0.020  1.545
 LAB  C16  C17   single  1.536  0.020  1.536
 LAB  C16  H16   single  0.970  0.020  1.090
 LAB  C17  S1    single  1.815  0.020  1.815
 LAB  C17  H171  single  0.970  0.020  1.090
 LAB  C17  H172  single  0.970  0.020  1.090
 LAB  C15  O3    single  1.413  0.020  1.413
 LAB  C15  C14   single  1.540  0.020  1.540
 LAB  C15  O4    single  1.388  0.020  1.388
 LAB  O4   HO4   single  0.850  0.020  0.980
 LAB  C14  C13   single  1.528  0.020  1.528
 LAB  C14  H141  single  0.970  0.020  1.090
 LAB  C14  H142  single  0.970  0.020  1.090
 LAB  C13  C12   single  1.532  0.020  1.532
 LAB  C13  O2    single  1.442  0.020  1.442
 LAB  C13  H13   single  0.970  0.020  1.090
 LAB  O2   C1    single  1.337  0.020  1.337
 LAB  C12  C11   single  1.519  0.020  1.519
 LAB  C12  H121  single  0.970  0.020  1.090
 LAB  C12  H122  single  0.970  0.020  1.090
 LAB  C11  C10   single  1.520  0.020  1.520
 LAB  C11  O3    single  1.423  0.020  1.423
 LAB  C11  H11   single  0.970  0.020  1.090
 LAB  C10  C9    single  1.543  0.020  1.543
 LAB  C10  H101  single  0.970  0.020  1.090
 LAB  C10  H102  single  0.970  0.020  1.090
 LAB  C9   C8    single  1.539  0.020  1.539
 LAB  C9   H91   single  0.970  0.020  1.090
 LAB  C9   H92   single  0.970  0.020  1.090
 LAB  C8   C7    single  1.516  0.020  1.516
 LAB  C8   C20   single  1.531  0.020  1.531
 LAB  C8   H8    single  0.970  0.020  1.090
 LAB  C20  H201  single  0.970  0.020  1.090
 LAB  C20  H202  single  0.970  0.020  1.090
 LAB  C20  H203  single  0.970  0.020  1.090
 LAB  C7   C6    double  1.335  0.020  1.335
 LAB  C7   H7    single  0.930  0.020  1.080
 LAB  C6   C5    single  1.500  0.020  1.500
 LAB  C6   H6    single  0.930  0.020  1.080
 LAB  C5   C4    single  1.541  0.020  1.541
 LAB  C5   H51   single  0.970  0.020  1.090
 LAB  C5   H52   single  0.970  0.020  1.090
 LAB  C4   C3    single  1.508  0.020  1.508
 LAB  C4   H41   single  0.970  0.020  1.090
 LAB  C4   H42   single  0.970  0.020  1.090
 LAB  C3   C2    double  1.342  0.020  1.342
 LAB  C3   C19   single  1.497  0.020  1.497
 LAB  C19  H191  single  0.970  0.020  1.090
 LAB  C19  H192  single  0.970  0.020  1.090
 LAB  C19  H193  single  0.970  0.020  1.090
 LAB  C2   C1    single  1.472  0.020  1.472
 LAB  C2   H2    single  0.930  0.020  1.080
 LAB  C1   O1    double  1.208  0.020  1.208

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
 LAB  S1    C18  N1    109.62  3.000
 LAB  S1    C18  O5    123.41  3.000
 LAB  N1    C18  O5    126.95  3.000
 LAB  HN1   N1   C16   121.24  3.000
 LAB  HN1   N1   C18   118.46  3.000
 LAB  C16   N1   C18   118.87  3.000
 LAB  H16   C16  C15   107.97  3.000
 LAB  H16   C16  C17   108.22  3.000
 LAB  C15   C16  C17   113.30  3.000
 LAB  H16   C16  N1    109.15  3.000
 LAB  C17   C16  N1    105.45  3.000
 LAB  C15   C16  N1    112.62  3.000
 LAB  H172  C17  H171  108.39  3.000
 LAB  H172  C17  S1    108.75  3.000
 LAB  H171  C17  S1    110.08  3.000
 LAB  H172  C17  C16   110.31  3.000
 LAB  H171  C17  C16   112.75  3.000
 LAB  S1    C17  C16   106.49  3.000
 LAB  C17   S1   C18    92.26  3.000
 LAB  O3    C15  C14   112.12  3.000
 LAB  C14   C15  O4    110.36  3.000
 LAB  O3    C15  O4    109.66  3.000
 LAB  O4    C15  C16   106.35  3.000
 LAB  C14   C15  C16   112.07  3.000
 LAB  O3    C15  C16   106.04  3.000
 LAB  HO4   O4   C15   109.55  3.000
 LAB  H142  C14  H141  105.98  3.000
 LAB  H142  C14  C13   110.77  3.000
 LAB  H141  C14  C13   110.34  3.000
 LAB  H142  C14  C15   109.36  3.000
 LAB  H141  C14  C15   108.08  3.000
 LAB  C13   C14  C15   112.09  3.000
 LAB  H13   C13  C12   109.02  3.000
 LAB  H13   C13  O2    101.58  3.000
 LAB  C12   C13  O2    112.57  3.000
 LAB  H13   C13  C14   109.01  3.000
 LAB  O2    C13  C14   113.75  3.000
 LAB  C12   C13  C14   110.44  3.000
 LAB  C1    O2   C13   120.64  3.000
 LAB  H122  C12  H121  105.09  3.000
 LAB  H122  C12  C11   108.12  3.000
 LAB  H121  C12  C11   111.48  3.000
 LAB  H122  C12  C13   109.56  3.000
 LAB  H121  C12  C13   111.09  3.000
 LAB  C11   C12  C13   111.25  3.000
 LAB  H11   C11  C10   107.17  3.000
 LAB  H11   C11  O3    108.95  3.000
 LAB  C10   C11  O3    110.68  3.000
 LAB  H11   C11  C12   109.87  3.000
 LAB  O3    C11  C12   108.18  3.000
 LAB  C10   C11  C12   111.96  3.000
 LAB  C11   O3   C15   116.74  3.000
 LAB  H102  C10  H101  106.35  3.000
 LAB  H102  C10  C9    110.01  3.000
 LAB  H101  C10  C9    112.36  3.000
 LAB  H102  C10  C11   109.44  3.000
 LAB  H101  C10  C11   109.85  3.000
 LAB  C9    C10  C11   108.78  3.000
 LAB  H92   C9   H91   104.40  3.000
 LAB  H92   C9   C8    108.16  3.000
 LAB  H91   C9   C8    107.30  3.000
 LAB  H92   C9   C10   109.22  3.000
 LAB  H91   C9   C10   108.88  3.000
 LAB  C8    C9   C10   118.03  3.000
 LAB  H8    C8   C7    106.63  3.000
 LAB  H8    C8   C20   106.12  3.000
 LAB  C7    C8   C20   112.36  3.000
 LAB  H8    C8   C9    107.08  3.000
 LAB  C20   C8   C9    115.29  3.000
 LAB  C7    C8   C9    108.84  3.000
 LAB  H203  C20  H202  107.17  3.000
 LAB  H203  C20  H201  107.41  3.000
 LAB  H202  C20  H201  107.11  3.000
 LAB  H203  C20  C8    113.11  3.000
 LAB  H202  C20  C8    110.07  3.000
 LAB  H201  C20  C8    111.67  3.000
 LAB  H7    C7   C6    115.97  3.000
 LAB  H7    C7   C8    115.10  3.000
 LAB  C6    C7   C8    128.92  3.000
 LAB  H6    C6   C5    113.92  3.000
 LAB  H6    C6   C7    116.62  3.000
 LAB  C5    C6   C7    129.46  3.000
 LAB  H52   C5   H51   105.78  3.000
 LAB  H52   C5   C4    108.77  3.000
 LAB  H51   C5   C4    109.12  3.000
 LAB  H52   C5   C6    108.51  3.000
 LAB  H51   C5   C6    111.85  3.000
 LAB  C4    C5   C6    112.53  3.000
 LAB  H42   C4   H41   106.89  3.000
 LAB  H42   C4   C3    112.03  3.000
 LAB  H41   C4   C3    108.78  3.000
 LAB  H42   C4   C5    109.40  3.000
 LAB  H41   C4   C5    108.86  3.000
 LAB  C3    C4   C5    110.77  3.000
 LAB  C2    C3   C19   119.74  3.000
 LAB  C19   C3   C4    114.72  3.000
 LAB  C2    C3   C4    125.35  3.000
 LAB  H193  C19  H192  108.32  3.000
 LAB  H193  C19  H191  106.38  3.000
 LAB  H192  C19  H191  108.49  3.000
 LAB  H193  C19  C3    110.81  3.000
 LAB  H192  C19  C3    112.70  3.000
 LAB  H191  C19  C3    109.91  3.000
 LAB  H2    C2   C1    116.31  3.000
 LAB  H2    C2   C3    119.16  3.000
 LAB  C1    C2   C3    124.27  3.000
 LAB  O1    C1   C2    125.46  3.000
 LAB  O1    C1   O2    123.63  3.000
 LAB  C2    C1   O2    110.89  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
 LAB  Var_01  C5    C6   C7   C8      1.70   0.0  0
 LAB  Var_02  C1    C2   C3   C4     -1.58   0.0  0
 LAB  Var_03  C16   C17  S1   C18   -18.99  30.0  1
 LAB  Var_04  S1    C18  N1   C16    12.28  30.0  1
 LAB  Var_05  C2    C1   O2   C13  -154.67  30.0  1
 LAB  Var_06  C3    C2   C1   O2    142.77  30.0  1
 LAB  Var_07  C8    C9   C10  C11   129.60  30.0  1
 LAB  Var_08  C4    C5   C6   C7   -123.10  30.0  1
 LAB  Var_09  C3    C4   C5   C6   -174.76  30.0  1
 LAB  Var_10  C2    C3   C4   C5    -84.09  30.0  1
 LAB  Var_11  H7    C7   C6   C5   -179.62   0.0  0
 LAB  Var_12  H191  C19  C3   C4     65.36  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
 LAB  chir_01  C16  N1  C15  C17  positiv
 LAB  chir_02  C15  O3  C14  C16  positiv
 LAB  chir_03  C13  O2  C12  C14  positiv
 LAB  chir_04  C11  O3  C12  C10  negativ
 LAB  chir_05  C8   C9  C7   C20  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
 LAB  plan-1  C18  0.020
 LAB  plan-1  N1   0.020
 LAB  plan-1  C16  0.020
 LAB  plan-1  HN1  0.020
 LAB  plan-2  O5   0.020
 LAB  plan-2  C18  0.020
 LAB  plan-2  N1   0.020
 LAB  plan-2  S1   0.020
 LAB  plan-3  C8   0.020
 LAB  plan-3  C7   0.020
 LAB  plan-3  C6   0.020
 LAB  plan-3  C5   0.020
 LAB  plan-3  H7   0.020
 LAB  plan-3  H6   0.020
 LAB  plan-4  C4   0.020
 LAB  plan-4  C3   0.020
 LAB  plan-4  C19  0.020
 LAB  plan-4  C2   0.020
 LAB  plan-4  C1   0.020
 LAB  plan-4  H2   0.020
 LAB  plan-5  O2   0.020
 LAB  plan-5  C2   0.020
 LAB  plan-5  C1   0.020
 LAB  plan-5  O1   0.020

