# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Fri Jun 12 13:27:26 2020
#   Inital geometry file: a 151 line input string
#   Ligand name: (1S,3R,7S,8S,8aR)-8-{2-[(2R,4R)-4-hydroxy-6-oxotetrahydro-2H-pyran-2-yl]ethyl}-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl (2S)-2-methylbutanoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[C@H](C)C(=O)O[C@H]1C[C@@H](C)C=C2C=C[C@H](C)[C@H](CC[C@@H]3C[C@@H](O)CC(=O)O3)[C@@H]12
#
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
 803  803  '(1S,3R,7S,8S,8aR)-8-{2-[(2R,4R)-4-hydroxy-6-oxotetrahydro-2H-pyran-2-yl]ethyl}-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl (2S)-2-methylbutanoate'  ligand  65  29  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_803
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
 803  C1    C  CH1   0  -0.021  52.4262  18.7805  23.0792
 803  C2    C  CH2   0  -0.464  52.3824  17.2623  23.0924
 803  C3    C  CH1   0  -0.272  52.4849  16.6480  24.4922
 803  C21   C  CH3   0  -0.660  53.9198  16.3565  24.9439
 803  C4    C  C1    0  -0.288  51.7730  17.4849  25.5065
 803  C24   C  C     0   0.154  51.2520  18.6976  25.2831
 803  C5    C  C1    0  -0.259  50.5534  19.4102  26.3430
 803  C6    C  C1    0  -0.214  50.0408  20.6309  26.1767
 803  C7    C  CH1   0  -0.296  50.1715  21.4102  24.9039
 803  C20   C  CH3   0  -0.667  48.8402  21.4126  24.1463
 803  C8    C  CH1   0  -0.222  51.3667  20.9043  24.0736
 803  C9    C  CH1   0  -0.316  51.3077  19.3713  23.9302
 803  C10   C  CH2   0  -0.449  51.4792  21.6110  22.7219
 803  C11   C  CH2   0  -0.457  51.6025  23.1259  22.8447
 803  C12   C  CR16  0   0.056  51.8409  23.8376  21.5263
 803  C13   C  C     0  -0.498  52.1396  25.3126  21.7197
 803  C14   C  CR16  0   0.007  52.0085  26.0768  20.4188
 803  O3    O  OH1   0  -0.667  52.9372  25.5367  19.5040
 803  C15   C  C     0  -0.629  50.5813  25.9110  19.9263
 803  C22   C  CR6   0   0.550  50.1284  24.4764  19.8754
 803  O2    O  O     0  -0.452  49.2415  24.0977  19.1500
 803  O1    O  O     0  -0.445  50.6811  23.5960  20.6983
 803  O4    O  O2    0  -0.455  53.6665  19.2650  23.6248
 803  C23   C  C     0   0.604  54.7297  19.3690  22.8415
 803  O5    O  O     0  -0.458  54.7372  19.0664  21.6720
 803  C16   C  CH1   0  -0.362  55.9369  19.9118  23.5728
 803  C19   C  CH3   0  -0.659  57.0390  18.8526  23.5906
 803  C17   C  CH2   0  -0.411  56.4185  21.2037  22.9057
 803  C18   C  CH3   0  -0.682  55.3709  22.3078  22.8728
 803  H1    H  HCH1  0   0.264  52.3262  19.1268  22.0485
 803  H21   H  HCH2  0   0.250  51.4243  16.9807  22.6466
 803  H22   H  HCH2  0   0.248  53.1528  16.8526  22.4351
 803  H3    H  HCH1  0   0.245  51.9753  15.6781  24.4531
 803  H211  H  HCH3  0   0.229  53.9207  15.8241  25.8964
 803  H212  H  HCH3  0   0.228  54.4360  15.7295  24.2147
 803  H213  H  HCH3  0   0.225  54.4974  17.2698  25.0779
 803  H4    H  H     0   0.234  51.6872  17.0622  26.5047
 803  H5    H  H     0   0.234  50.4407  18.8997  27.2944
 803  H6    H  H     0   0.241  49.4932  21.0973  26.9889
 803  H7    H  HCH1  0   0.246  50.3811  22.4466  25.1890
 803  H201  H  HCH3  0   0.231  48.8605  22.0938  23.2940
 803  H202  H  HCH3  0   0.225  48.5864  20.4182  23.7755
 803  H203  H  HCH3  0   0.238  48.0283  21.7347  24.7997
 803  H8    H  HCH1  0   0.232  52.2662  21.1528  24.6495
 803  H9    H  HCH1  0   0.255  50.3777  19.1266  23.3990
 803  H101  H  HCH2  0   0.236  52.3683  21.2512  22.1980
 803  H102  H  HCH2  0   0.234  50.6307  21.3447  22.0860
 803  H111  H  HCH2  0   0.242  50.7174  23.5644  23.3148
 803  H112  H  HCH2  0   0.239  52.4451  23.3603  23.5036
 803  H12   H  HCR6  0   0.241  52.6776  23.3683  20.9997
 803  H131  H  H     0   0.253  51.4606  25.7499  22.4565
 803  H132  H  H     0   0.267  53.1497  25.4068  22.1241
 803  H14   H  HCR6  0   0.246  52.2023  27.1412  20.5963
 803  HO3   H  HOH1  0   0.456  52.8598  26.0113  18.6704
 803  H151  H  H     0   0.290  49.9024  26.4376  20.6052
 803  H152  H  H     0   0.288  50.4296  26.3553  18.9410
 803  H16   H  HCH1  0   0.254  55.6498  20.1385  24.6025
 803  H191  H  HCH3  0   0.242  57.9095  19.2304  24.1270
 803  H192  H  HCH3  0   0.238  56.7165  17.9390  24.0920
 803  H193  H  HCH3  0   0.231  57.3530  18.5915  22.5800
 803  H171  H  HCH2  0   0.237  57.2989  21.5484  23.4535
 803  H172  H  HCH2  0   0.225  56.7565  20.9814  21.8902
 803  H181  H  HCH3  0   0.241  55.7768  23.2219  22.4392
 803  H182  H  HCH3  0   0.222  54.5088  22.0237  22.2665
 803  H183  H  HCH3  0   0.225  55.0057  22.5478  23.8729

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
 803  C1   C2    single  1.519  0.020  1.519
 803  C1   C9    single  1.525  0.020  1.525
 803  C1   O4    single  1.439  0.020  1.439
 803  C1   H1    single  0.970  0.020  1.090
 803  C2   C3    single  1.532  0.020  1.532
 803  C2   H21   single  0.970  0.020  1.090
 803  C2   H22   single  0.970  0.020  1.090
 803  C3   C21   single  1.532  0.020  1.532
 803  C3   C4    single  1.495  0.020  1.495
 803  C3   H3    single  0.970  0.020  1.090
 803  C21  H211  single  0.970  0.020  1.090
 803  C21  H212  single  0.970  0.020  1.090
 803  C21  H213  single  0.970  0.020  1.090
 803  C4   C24   double  1.339  0.020  1.339
 803  C4   H4    single  0.930  0.020  1.080
 803  C24  C5    single  1.456  0.020  1.456
 803  C24  C9    single  1.512  0.020  1.512
 803  C5   C6    double  1.334  0.020  1.334
 803  C5   H5    single  0.930  0.020  1.080
 803  C6   C7    single  1.498  0.020  1.498
 803  C6   H6    single  0.930  0.020  1.080
 803  C7   C20   single  1.532  0.020  1.532
 803  C7   C8    single  1.541  0.020  1.541
 803  C7   H7    single  0.970  0.020  1.090
 803  C20  H201  single  0.970  0.020  1.090
 803  C20  H202  single  0.970  0.020  1.090
 803  C20  H203  single  0.970  0.020  1.090
 803  C8   C9    single  1.541  0.020  1.541
 803  C8   C10   single  1.529  0.020  1.529
 803  C8   H8    single  0.970  0.020  1.090
 803  C9   H9    single  0.970  0.020  1.090
 803  C10  C11   single  1.525  0.020  1.525
 803  C10  H101  single  0.970  0.020  1.090
 803  C10  H102  single  0.970  0.020  1.090
 803  C11  C12   single  1.517  0.020  1.517
 803  C11  H111  single  0.970  0.020  1.090
 803  C11  H112  single  0.970  0.020  1.090
 803  C12  C13   single  1.517  0.020  1.517
 803  C12  O1    single  1.445  0.020  1.445
 803  C12  H12   single  0.970  0.020  1.090
 803  C13  C14   single  1.514  0.020  1.514
 803  C13  H131  single  0.970  0.020  1.090
 803  C13  H132  single  0.970  0.020  1.090
 803  C14  O3    single  1.411  0.020  1.411
 803  C14  C15   single  1.519  0.020  1.519
 803  C14  H14   single  0.970  0.020  1.090
 803  O3   HO3   single  0.850  0.020  0.980
 803  C15  C22   single  1.505  0.020  1.505
 803  C15  H151  single  0.970  0.020  1.090
 803  C15  H152  single  0.970  0.020  1.090
 803  C22  O2    double  1.207  0.020  1.207
 803  C22  O1    single  1.326  0.020  1.326
 803  O4   C23   single  1.325  0.020  1.325
 803  C23  O5    double  1.208  0.020  1.208
 803  C23  C16   single  1.512  0.020  1.512
 803  C16  C19   single  1.529  0.020  1.529
 803  C16  C17   single  1.532  0.020  1.532
 803  C16  H16   single  0.970  0.020  1.090
 803  C19  H191  single  0.970  0.020  1.090
 803  C19  H192  single  0.970  0.020  1.090
 803  C19  H193  single  0.970  0.020  1.090
 803  C17  C18   single  1.522  0.020  1.522
 803  C17  H171  single  0.970  0.020  1.090
 803  C17  H172  single  0.970  0.020  1.090
 803  C18  H181  single  0.970  0.020  1.090
 803  C18  H182  single  0.970  0.020  1.090
 803  C18  H183  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
 803  H1    C1   O4    109.27  3.000
 803  H1    C1   C9    109.68  3.000
 803  O4    C1   C9    106.87  3.000
 803  H1    C1   C2    108.82  3.000
 803  O4    C1   C2    110.99  3.000
 803  C9    C1   C2    111.18  3.000
 803  H22   C2   H21   106.02  3.000
 803  H22   C2   C3    110.62  3.000
 803  H21   C2   C3    109.14  3.000
 803  H22   C2   C1    110.44  3.000
 803  H21   C2   C1    106.21  3.000
 803  C3    C2   C1    114.00  3.000
 803  H3    C3   C4    107.34  3.000
 803  H3    C3   C21   106.11  3.000
 803  C4    C3   C21   110.63  3.000
 803  H3    C3   C2    106.92  3.000
 803  C4    C3   C2    111.32  3.000
 803  C21   C3   C2    114.09  3.000
 803  H213  C21  H212  108.25  3.000
 803  H213  C21  H211  107.54  3.000
 803  H212  C21  H211  107.61  3.000
 803  H213  C21  C3    111.93  3.000
 803  H212  C21  C3    110.81  3.000
 803  H211  C21  C3    110.54  3.000
 803  H4    C4   C24   118.34  3.000
 803  H4    C4   C3    116.27  3.000
 803  C24   C4   C3    125.39  3.000
 803  C9    C24  C5    116.80  3.000
 803  C9    C24  C4    122.59  3.000
 803  C5    C24  C4    120.57  3.000
 803  H5    C5   C6    119.97  3.000
 803  H5    C5   C24   117.24  3.000
 803  C6    C5   C24   122.78  3.000
 803  H6    C6   C7    117.16  3.000
 803  H6    C6   C5    119.60  3.000
 803  C7    C6   C5    123.25  3.000
 803  H7    C7   C8    107.61  3.000
 803  H7    C7   C20   107.08  3.000
 803  C8    C7   C20   114.09  3.000
 803  H7    C7   C6    106.72  3.000
 803  C8    C7   C6    110.78  3.000
 803  C20   C7   C6    110.19  3.000
 803  H203  C20  H202  107.43  3.000
 803  H203  C20  H201  107.30  3.000
 803  H202  C20  H201  107.92  3.000
 803  H203  C20  C7    110.55  3.000
 803  H202  C20  C7    111.64  3.000
 803  H201  C20  C7    111.78  3.000
 803  H8    C8   C10   107.40  3.000
 803  H8    C8   C9    107.80  3.000
 803  C10   C8   C9    112.35  3.000
 803  H8    C8   C7    106.20  3.000
 803  C10   C8   C7    112.43  3.000
 803  C9    C8   C7    110.31  3.000
 803  H9    C9   C8    107.40  3.000
 803  H9    C9   C24   107.59  3.000
 803  C8    C9   C24   111.19  3.000
 803  H9    C9   C1    105.36  3.000
 803  C8    C9   C1    114.17  3.000
 803  C24   C9   C1    110.71  3.000
 803  H102  C10  H101  105.80  3.000
 803  H102  C10  C11   110.59  3.000
 803  H101  C10  C11   107.45  3.000
 803  H102  C10  C8    110.14  3.000
 803  H101  C10  C8    109.35  3.000
 803  C11   C10  C8    113.19  3.000
 803  H112  C11  H111  106.15  3.000
 803  H112  C11  C12   107.55  3.000
 803  H111  C11  C12   108.21  3.000
 803  H112  C11  C10   108.87  3.000
 803  H111  C11  C10   111.55  3.000
 803  C12   C11  C10   114.13  3.000
 803  H12   C12  O1    105.43  3.000
 803  H12   C12  C13   109.14  3.000
 803  O1    C12  C13   113.17  3.000
 803  H12   C12  C11   109.70  3.000
 803  O1    C12  C11   107.06  3.000
 803  C13   C12  C11   112.10  3.000
 803  H132  C13  H131  106.88  3.000
 803  H132  C13  C14   110.78  3.000
 803  H131  C13  C14   108.86  3.000
 803  H132  C13  C12   108.24  3.000
 803  H131  C13  C12   110.64  3.000
 803  C14   C13  C12   111.35  3.000
 803  H14   C14  C15   108.94  3.000
 803  H14   C14  O3    111.11  3.000
 803  C15   C14  O3    111.50  3.000
 803  H14   C14  C13   109.60  3.000
 803  C15   C14  C13   107.75  3.000
 803  O3    C14  C13   107.86  3.000
 803  HO3   O3   C14   108.65  3.000
 803  H152  C15  H151  106.13  3.000
 803  H152  C15  C22   108.40  3.000
 803  H151  C15  C22   107.02  3.000
 803  H152  C15  C14   112.26  3.000
 803  H151  C15  C14   109.21  3.000
 803  C22   C15  C14   113.43  3.000
 803  O1    C22  O2    118.11  3.000
 803  O1    C22  C15   119.11  3.000
 803  O2    C22  C15   122.72  3.000
 803  C22   O1   C12   125.39  3.000
 803  C23   O4   C1    119.60  3.000
 803  C16   C23  O5    123.58  3.000
 803  C16   C23  O4    112.52  3.000
 803  O5    C23  O4    123.90  3.000
 803  H16   C16  C17   108.55  3.000
 803  H16   C16  C19   108.80  3.000
 803  C17   C16  C19   111.27  3.000
 803  H16   C16  C23   108.69  3.000
 803  C17   C16  C23   110.07  3.000
 803  C19   C16  C23   109.42  3.000
 803  H193  C19  H192  108.10  3.000
 803  H193  C19  H191  108.01  3.000
 803  H192  C19  H191  107.47  3.000
 803  H193  C19  C16   111.28  3.000
 803  H192  C19  C16   111.87  3.000
 803  H191  C19  C16   109.96  3.000
 803  H172  C17  H171  106.31  3.000
 803  H172  C17  C18   109.89  3.000
 803  H171  C17  C18   109.66  3.000
 803  H172  C17  C16   109.29  3.000
 803  H171  C17  C16   107.52  3.000
 803  C18   C17  C16   113.88  3.000
 803  H183  C18  H182  107.57  3.000
 803  H183  C18  H181  107.73  3.000
 803  H182  C18  H181  106.94  3.000
 803  H183  C18  C17   111.71  3.000
 803  H182  C18  C17   111.51  3.000
 803  H181  C18  C17   111.13  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
 803  Var_01  C5    C24  C4   C3   178.68  30.0  1
 803  Var_02  C6    C5   C24  C4   178.63  30.0  1
 803  Var_03  C7    C6   C5   C24   -2.19  30.0  1
 803  Var_04  C15   C22  O1   C12   -9.84  30.0  1
 803  Var_05  O1    C22  C15  C14   27.04  30.0  1
 803  Var_06  C12   C11  C10  C8   174.77  30.0  3
 803  Var_07  O5    C23  O4   C1    -0.73  30.0  3
 803  Var_08  H181  C18  C17  C16  176.88  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
 803  chir_01  C1   C2   C9   O4   negativ
 803  chir_02  C3   C4   C21  C2   positiv
 803  chir_03  C7   C6   C20  C8   positiv
 803  chir_04  C8   C7   C9   C10  negativ
 803  chir_05  C9   C8   C24  C1   positiv
 803  chir_06  C12  O1   C11  C13  positiv
 803  chir_07  C14  O3   C15  C13  negativ
 803  chir_08  C16  C23  C19  C17  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
 803  plan-1  C15  0.020
 803  plan-1  C22  0.020
 803  plan-1  O2   0.020
 803  plan-1  O1   0.020
 803  plan-2  O4   0.020
 803  plan-2  C23  0.020
 803  plan-2  O5   0.020
 803  plan-2  C16  0.020

