# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 06:38:33 2020
#   Inital geometry file: a 166 line input string
#   Ligand name: (1S,3S,7S,10R,11S,12S,16R)-7,11-dihydroxy-8,8,10,12-tetramethyl-3-[(E)-1-methyl-2-(2-methyl-1,3-thiazol-4-yl)ethenyl]-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H]1CCC[C@H]2O[C@H]2C[C@H](OC(=O)C[C@H](O)C(C)(C)C(=O)[C@H](C)[C@H]1O)C(/C)=C/c3csc(C)n3
#
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
 EP  EP  (1S,3S,7S,10R,11S,12S,16R)-7,11-dihydroxy-8,8,10,12-tetramethyl-3-[(E)-1-methyl-2-(2-methyl-1,3-thiazol-4-yl)ethenyl]-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione  ligand  73  34  .  2022-09-22  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_EP
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
 EP  C13   C  CR15  0  -0.595  -6.2047  -15.8918  15.9504
 EP  S1    S  S2    0   0.219  -6.7440  -14.4495  15.2019
 EP  C15   C  CR5   0   0.053  -5.2839  -14.3975  14.2722
 EP  C16   C  CH3   0  -0.728  -5.0182  -13.2989  13.3044
 EP  N20   N  N     0  -0.406  -4.4829  -15.3800  14.5128
 EP  C12   C  CR5   0   0.385  -4.9755  -16.2453  15.4659
 EP  C10   C  C1    0  -0.340  -4.1365  -17.3901  15.7896
 EP  C5    C  C     0   0.074  -4.2900  -18.2914  16.7641
 EP  C6    C  CH3   0  -0.770  -5.3902  -18.2655  17.7814
 EP  C3    C  CH1   0  -0.022  -3.3058  -19.4182  16.9606
 EP  C21   C  CH2   0  -0.521  -2.3045  -19.1198  18.0784
 EP  C24   C  CH1   0   0.014  -1.5521  -17.8231  17.9106
 EP  O26   O  O2    0  -0.469  -0.9019  -17.5666  16.6808
 EP  C27   C  CH1   0  -0.000  -0.0849  -17.7405  17.8253
 EP  C32   C  CH2   0  -0.503   0.8348  -18.9455  17.8571
 EP  C35   C  CH2   0  -0.431   1.3356  -19.3850  16.4827
 EP  C38   C  CH2   0  -0.428   2.1635  -18.3254  15.7646
 EP  C41   C  CH1   0  -0.250   3.0006  -18.8412  14.5902
 EP  C43   C  CH3   0  -0.674   3.9599  -17.7496  14.1173
 EP  C47   C  CH1   0   0.082   2.1657  -19.5031  13.4833
 EP  O49   O  OH1   0  -0.682   3.0651  -20.0463  12.5430
 EP  C51   C  CH1   0  -0.417   1.0916  -18.6138  12.8219
 EP  C53   C  CH3   0  -0.666   1.6341  -17.5785  11.8214
 EP  C57   C  C     0   0.441   0.0943  -19.4602  12.0437
 EP  O58   O  O     0  -0.403   0.4708  -20.4611  11.4694
 EP  C59   C  CT    0  -0.217  -1.3742  -19.0201  11.9143
 EP  C64   C  CH3   0  -0.714  -1.7126  -17.8120  12.7890
 EP  C60   C  CH3   0  -0.642  -1.6302  -18.6443  10.4477
 EP  C68   C  CH1   0   0.102  -2.3171  -20.1776  12.3246
 EP  O70   O  OH1   0  -0.662  -2.2570  -21.2071  11.3730
 EP  C72   C  CH2   0  -0.634  -2.0102  -20.7050  13.7504
 EP  C75   C  C     0   0.586  -3.0534  -20.3405  14.7750
 EP  O2    O  O2    0  -0.447  -2.5141  -19.7173  15.8126
 EP  O76   O  O     0  -0.439  -4.2252  -20.6039  14.6752
 EP  H13   H  HCR5  0   0.303  -6.8264  -16.3911  16.6732
 EP  H161  H  HCH3  0   0.265  -4.0664  -13.4734  12.8078
 EP  H162  H  HCH3  0   0.265  -5.7998  -13.2376  12.5472
 EP  H163  H  HCH3  0   0.265  -4.9728  -12.3328  13.8077
 EP  H10   H  H     0   0.260  -3.2857  -17.4737  15.1266
 EP  H61   H  HCH3  0   0.262  -5.2093  -18.9773  18.5862
 EP  H62   H  HCH3  0   0.254  -5.5006  -17.2790  18.2346
 EP  H63   H  HCH3  0   0.260  -6.3512  -18.5306  17.3334
 EP  H3    H  HCH1  0   0.269  -3.8655  -20.3175  17.2420
 EP  H211  H  HCH2  0   0.262  -2.8483  -19.0685  19.0238
 EP  H212  H  HCH2  0   0.265  -1.6347  -19.9784  18.1642
 EP  H24   H  HCH1  0   0.242  -2.0722  -16.9558  18.3157
 EP  H27   H  HCH1  0   0.244   0.3674  -16.8139  18.1765
 EP  H321  H  HCH2  0   0.237   1.6880  -18.6953  18.4926
 EP  H322  H  HCH2  0   0.244   0.3445  -19.7954  18.3366
 EP  H351  H  HCH2  0   0.224   1.9458  -20.2833  16.6161
 EP  H352  H  HCH2  0   0.231   0.4776  -19.6882  15.8778
 EP  H381  H  HCH2  0   0.224   1.5235  -17.5007  15.4354
 EP  H382  H  HCH2  0   0.225   2.8606  -17.8814  16.4839
 EP  H41   H  HCH1  0   0.225   3.6155  -19.6594  14.9866
 EP  H431  H  HCH3  0   0.232   4.4534  -18.0038  13.1806
 EP  H432  H  HCH3  0   0.218   3.4537  -16.7932  13.9845
 EP  H433  H  HCH3  0   0.233   4.7371  -17.5940  14.8673
 EP  H47   H  HCH1  0   0.209   1.6192  -20.3224  13.9772
 EP  H49   H  HOH1  0   0.444   2.5311  -20.5215  11.8952
 EP  H51   H  HCH1  0   0.267   0.5697  -18.0771  13.6166
 EP  H531  H  HCH3  0   0.241   0.8242  -17.0576  11.3091
 EP  H532  H  HCH3  0   0.257   2.2326  -16.8214  12.3205
 EP  H533  H  HCH3  0   0.237   2.2545  -18.0540  11.0629
 EP  H641  H  HCH3  0   0.252  -2.7576  -17.5309  12.6472
 EP  H642  H  HCH3  0   0.252  -1.5551  -17.9918  13.8531
 EP  H643  H  HCH3  0   0.255  -1.1151  -16.9405  12.5194
 EP  H601  H  HCH3  0   0.239  -2.6840  -18.3944  10.3106
 EP  H602  H  HCH3  0   0.236  -1.0495  -17.7660  10.1626
 EP  H603  H  HCH3  0   0.248  -1.3794  -19.4499   9.7623
 EP  H68   H  HCH1  0   0.235  -3.3254  -19.7406  12.3228
 EP  H70   H  HOH1  0   0.454  -3.0335  -21.7638  11.4872
 EP  H721  H  HCH2  0   0.305  -1.9911  -21.7974  13.7136
 EP  H722  H  HCH2  0   0.267  -1.0242  -20.4038  14.1073

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
 EP  C13  S1    aromatic  1.712  0.020  1.712
 EP  C13  C12   aromatic  1.368  0.020  1.368
 EP  C13  H13   single    0.930  0.020  1.080
 EP  S1   C15   aromatic  1.732  0.020  1.732
 EP  C15  C16   single    1.488  0.020  1.488
 EP  C15  N20   aromatic  1.290  0.020  1.290
 EP  C16  H161  single    0.970  0.020  1.090
 EP  C16  H162  single    0.970  0.020  1.090
 EP  C16  H163  single    0.970  0.020  1.090
 EP  N20  C12   aromatic  1.378  0.020  1.378
 EP  C12  C10   single    1.456  0.020  1.456
 EP  C10  C5    double    1.336  0.020  1.336
 EP  C10  H10   single    0.930  0.020  1.080
 EP  C5   C6    single    1.499  0.020  1.499
 EP  C5   C3    single    1.509  0.020  1.509
 EP  C6   H61   single    0.970  0.020  1.090
 EP  C6   H62   single    0.970  0.020  1.090
 EP  C6   H63   single    0.970  0.020  1.090
 EP  C3   C21   single    1.530  0.020  1.530
 EP  C3   O2    single    1.426  0.020  1.426
 EP  C3   H3    single    0.970  0.020  1.090
 EP  C21  C24   single    1.509  0.020  1.509
 EP  C21  H211  single    0.970  0.020  1.090
 EP  C21  H212  single    0.970  0.020  1.090
 EP  C24  O26   single    1.415  0.020  1.415
 EP  C24  C27   single    1.472  0.020  1.472
 EP  C24  H24   single    0.970  0.020  1.090
 EP  O26  C27   single    1.417  0.020  1.417
 EP  C27  C32   single    1.516  0.020  1.516
 EP  C27  H27   single    0.970  0.020  1.090
 EP  C32  C35   single    1.527  0.020  1.527
 EP  C32  H321  single    0.970  0.020  1.090
 EP  C32  H322  single    0.970  0.020  1.090
 EP  C35  C38   single    1.524  0.020  1.524
 EP  C35  H351  single    0.970  0.020  1.090
 EP  C35  H352  single    0.970  0.020  1.090
 EP  C38  C41   single    1.532  0.020  1.532
 EP  C38  H381  single    0.970  0.020  1.090
 EP  C38  H382  single    0.970  0.020  1.090
 EP  C41  C43   single    1.528  0.020  1.528
 EP  C41  C47   single    1.536  0.020  1.536
 EP  C41  H41   single    0.970  0.020  1.090
 EP  C43  H431  single    0.970  0.020  1.090
 EP  C43  H432  single    0.970  0.020  1.090
 EP  C43  H433  single    0.970  0.020  1.090
 EP  C47  O49   single    1.410  0.020  1.410
 EP  C47  C51   single    1.543  0.020  1.543
 EP  C47  H47   single    0.970  0.020  1.090
 EP  O49  H49   single    0.850  0.020  0.980
 EP  C51  C53   single    1.539  0.020  1.539
 EP  C51  C57   single    1.522  0.020  1.522
 EP  C51  H51   single    0.970  0.020  1.090
 EP  C53  H531  single    0.970  0.020  1.090
 EP  C53  H532  single    0.970  0.020  1.090
 EP  C53  H533  single    0.970  0.020  1.090
 EP  C57  O58   double    1.214  0.020  1.214
 EP  C57  C59   single    1.539  0.020  1.539
 EP  C59  C64   single    1.529  0.020  1.529
 EP  C59  C60   single    1.535  0.020  1.535
 EP  C59  C68   single    1.548  0.020  1.548
 EP  C64  H641  single    0.970  0.020  1.090
 EP  C64  H642  single    0.970  0.020  1.090
 EP  C64  H643  single    0.970  0.020  1.090
 EP  C60  H601  single    0.970  0.020  1.090
 EP  C60  H602  single    0.970  0.020  1.090
 EP  C60  H603  single    0.970  0.020  1.090
 EP  C68  O70   single    1.403  0.020  1.403
 EP  C68  C72   single    1.551  0.020  1.551
 EP  C68  H68   single    0.970  0.020  1.090
 EP  O70  H70   single    0.850  0.020  0.980
 EP  C72  C75   single    1.507  0.020  1.507
 EP  C72  H721  single    0.970  0.020  1.090
 EP  C72  H722  single    0.970  0.020  1.090
 EP  C75  O2    single    1.325  0.020  1.325
 EP  C75  O76   double    1.205  0.020  1.205

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
 EP  H13   C13  C12   129.58  3.000
 EP  H13   C13  S1    120.17  3.000
 EP  C12   C13  S1    110.24  3.000
 EP  C15   S1   C13    89.68  3.000
 EP  N20   C15  C16   124.93  3.000
 EP  N20   C15  S1    113.61  3.000
 EP  C16   C15  S1    121.46  3.000
 EP  H163  C16  H162  107.50  3.000
 EP  H163  C16  H161  108.45  3.000
 EP  H162  C16  H161  108.63  3.000
 EP  H163  C16  C15   111.19  3.000
 EP  H162  C16  C15   111.43  3.000
 EP  H161  C16  C15   109.56  3.000
 EP  C12   N20  C15   112.65  3.000
 EP  C10   C12  N20   116.20  3.000
 EP  C10   C12  C13   129.97  3.000
 EP  N20   C12  C13   113.82  3.000
 EP  H10   C10  C5    119.02  3.000
 EP  H10   C10  C12   112.20  3.000
 EP  C5    C10  C12   128.78  3.000
 EP  C3    C5   C6    113.78  3.000
 EP  C3    C5   C10   121.59  3.000
 EP  C6    C5   C10   124.59  3.000
 EP  H63   C6   H62   107.49  3.000
 EP  H63   C6   H61   106.88  3.000
 EP  H62   C6   H61   107.50  3.000
 EP  H63   C6   C5    111.28  3.000
 EP  H62   C6   C5    111.83  3.000
 EP  H61   C6   C5    111.60  3.000
 EP  H3    C3   O2    108.55  3.000
 EP  H3    C3   C21   107.86  3.000
 EP  O2    C3   C21   105.40  3.000
 EP  H3    C3   C5    108.25  3.000
 EP  O2    C3   C5    114.44  3.000
 EP  C21   C3   C5    112.11  3.000
 EP  H212  C21  H211  105.92  3.000
 EP  H212  C21  C24   112.25  3.000
 EP  H211  C21  C24   107.72  3.000
 EP  H212  C21  C3    107.78  3.000
 EP  H211  C21  C3    108.41  3.000
 EP  C24   C21  C3    114.38  3.000
 EP  H24   C24  C27   116.92  3.000
 EP  H24   C24  O26   113.48  3.000
 EP  C27   C24  O26    58.75  3.000
 EP  H24   C24  C21   113.88  3.000
 EP  C27   C24  C21   123.49  3.000
 EP  O26   C24  C21   118.81  3.000
 EP  C27   O26  C24    62.65  3.000
 EP  H27   C27  C32   114.67  3.000
 EP  H27   C27  O26   113.30  3.000
 EP  C32   C27  O26   117.66  3.000
 EP  H27   C27  C24   116.29  3.000
 EP  C32   C27  C24   123.97  3.000
 EP  O26   C27  C24    58.60  3.000
 EP  H322  C32  H321  105.86  3.000
 EP  H322  C32  C35   108.56  3.000
 EP  H321  C32  C35   109.46  3.000
 EP  H322  C32  C27   110.82  3.000
 EP  H321  C32  C27   107.69  3.000
 EP  C35   C32  C27   114.12  3.000
 EP  H352  C35  H351  106.12  3.000
 EP  H352  C35  C38   111.01  3.000
 EP  H351  C35  C38   108.98  3.000
 EP  H352  C35  C32   108.69  3.000
 EP  H351  C35  C32   108.02  3.000
 EP  C38   C35  C32   113.70  3.000
 EP  H382  C38  H381  105.32  3.000
 EP  H382  C38  C41   106.98  3.000
 EP  H381  C38  C41   110.04  3.000
 EP  H382  C38  C35   108.54  3.000
 EP  H381  C38  C35   110.36  3.000
 EP  C41   C38  C35   115.08  3.000
 EP  H41   C41  C47   104.09  3.000
 EP  H41   C41  C43   107.02  3.000
 EP  C47   C41  C43   115.21  3.000
 EP  H41   C41  C38   106.27  3.000
 EP  C47   C41  C38   113.61  3.000
 EP  C43   C41  C38   109.86  3.000
 EP  H433  C43  H432  106.82  3.000
 EP  H433  C43  H431  107.57  3.000
 EP  H432  C43  H431  108.08  3.000
 EP  H433  C43  C41   109.65  3.000
 EP  H432  C43  C41   111.89  3.000
 EP  H431  C43  C41   112.57  3.000
 EP  H47   C47  C51   105.99  3.000
 EP  H47   C47  O49   109.20  3.000
 EP  C51   C47  O49   112.34  3.000
 EP  H47   C47  C41   105.49  3.000
 EP  C51   C47  C41   116.02  3.000
 EP  O49   C47  C41   107.44  3.000
 EP  H49   O49  C47   106.53  3.000
 EP  H51   C51  C57   109.41  3.000
 EP  H51   C51  C53   108.13  3.000
 EP  C57   C51  C53   105.83  3.000
 EP  H51   C51  C47   107.70  3.000
 EP  C57   C51  C47   110.77  3.000
 EP  C53   C51  C47   114.90  3.000
 EP  H533  C53  H532  108.08  3.000
 EP  H533  C53  H531  107.72  3.000
 EP  H532  C53  H531  106.97  3.000
 EP  H533  C53  C51   111.10  3.000
 EP  H532  C53  C51   111.37  3.000
 EP  H531  C53  C51   111.41  3.000
 EP  C59   C57  O58   119.48  3.000
 EP  C59   C57  C51   120.62  3.000
 EP  O58   C57  C51   119.82  3.000
 EP  C68   C59  C60   109.55  3.000
 EP  C68   C59  C64   107.71  3.000
 EP  C60   C59  C64   108.42  3.000
 EP  C68   C59  C57   110.19  3.000
 EP  C60   C59  C57   108.03  3.000
 EP  C64   C59  C57   112.89  3.000
 EP  H643  C64  H642  107.09  3.000
 EP  H643  C64  H641  106.66  3.000
 EP  H642  C64  H641  107.91  3.000
 EP  H643  C64  C59   111.63  3.000
 EP  H642  C64  C59   113.32  3.000
 EP  H641  C64  C59   109.94  3.000
 EP  H603  C60  H602  108.01  3.000
 EP  H603  C60  H601  108.25  3.000
 EP  H602  C60  H601  107.26  3.000
 EP  H603  C60  C59   112.48  3.000
 EP  H602  C60  C59   110.98  3.000
 EP  H601  C60  C59   109.69  3.000
 EP  H68   C68  C72   108.56  3.000
 EP  H68   C68  O70   109.26  3.000
 EP  C72   C68  O70   111.44  3.000
 EP  H68   C68  C59   105.13  3.000
 EP  C72   C68  C59   112.17  3.000
 EP  O70   C68  C59   110.04  3.000
 EP  H70   O70  C68   108.02  3.000
 EP  H722  C72  H721  105.73  3.000
 EP  H722  C72  C75   109.66  3.000
 EP  H721  C72  C75   106.06  3.000
 EP  H722  C72  C68   112.68  3.000
 EP  H721  C72  C68   108.20  3.000
 EP  C75   C72  C68   113.95  3.000
 EP  O76   C75  O2    124.29  3.000
 EP  O76   C75  C72   124.32  3.000
 EP  O2    C75  C72   111.37  3.000
 EP  C75   O2   C3    120.20  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
 EP  CONST_01  N20   C15  S1   C13     0.00   0.0  0
 EP  CONST_02  C15   N20  C12  C13     0.00   0.0  0
 EP  CONST_03  N20   C12  C13  S1      0.00   0.0  0
 EP  CONST_04  C12   N20  C15  S1      0.00   0.0  0
 EP  CONST_05  C12   C13  S1   C15     0.00   0.0  0
 EP  CONST_06  C16   C15  S1   C13   180.00   0.0  0
 EP  CONST_07  C10   C12  C13  S1    180.00   0.0  0
 EP  CONST_08  C10   C12  N20  C15   180.00   0.0  0
 EP  CONST_09  C12   N20  C15  C16   180.00   0.0  0
 EP  CONST_10  H13   C13  S1   C15   180.00   0.0  0
 EP  Var_01    O26   C24  C21  C3    -51.41  30.0  1
 EP  Var_02    C72   C75  O2   C3   -173.06  30.0  1
 EP  Var_03    C35   C32  C27  C24   100.23  30.0  1
 EP  Var_04    C38   C35  C32  C27    61.63  30.0  1
 EP  Var_05    C41   C38  C35  C32   163.62  30.0  1
 EP  Var_06    C68   C59  C57  C51  -128.56  30.0  1
 EP  Var_07    O2    C75  C72  C68  -125.36  30.0  1
 EP  Var_08    C3    C5   C10  C12  -179.51   0.0  2
 EP  Var_09    C5    C10  C12  C13    -9.22  30.0  2
 EP  Var_10    H161  C16  C15  S1   -178.25  30.0  2
 EP  Var_11    H641  C64  C59  C57   179.02  30.0  3
 EP  Var_12    H601  C60  C59  C57   176.04  30.0  3
 EP  Var_13    H61   C6   C5   C3      8.75  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
 EP  chir_01  C3   C5   C21  O2   positiv
 EP  chir_04  C41  C38  C43  C47  positiv
 EP  chir_05  C47  O49  C41  C51  negativ
 EP  chir_06  C51  C47  C53  C57  negativ
 EP  chir_07  C68  O70  C72  C59  negativ
 EP  chir_08  C24  C21  O26  C27  both
 EP  chir_09  C27  O26  C32  C24  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
 EP  plan-1  C13  0.020
 EP  plan-1  S1   0.020
 EP  plan-1  C15  0.020
 EP  plan-1  C16  0.020
 EP  plan-1  N20  0.020
 EP  plan-1  C12  0.020
 EP  plan-1  C10  0.020
 EP  plan-1  H13  0.020
 EP  plan-2  C12  0.020
 EP  plan-2  C10  0.020
 EP  plan-2  C5   0.020
 EP  plan-2  C6   0.020
 EP  plan-2  C3   0.020
 EP  plan-2  H10  0.020
 EP  plan-3  C51  0.020
 EP  plan-3  C57  0.020
 EP  plan-3  O58  0.020
 EP  plan-3  C59  0.020
 EP  plan-4  C72  0.020
 EP  plan-4  C75  0.020
 EP  plan-4  O2   0.020
 EP  plan-4  O76  0.020

