# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 30 21:07:44 2021
#   Inital geometry file: a 151 line input string
#   Ligand name: (3R,5R)-3,5-dihydroxy-7-[(1S,2S,8S,8aR)-2-methyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]heptanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[C@H](C)C(=O)O[C@H]1CCC=C2C=C[C@H](C)[C@H](CC[C@@H](O)C[C@@H](O)CC(O)=O)[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
 114  114  '(3R,5R)-3,5-dihydroxy-7-[(1S,2S,8S,8aR)-2-methyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]heptanoic acid'  ligand  65  29  .  2022-11-17  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_114
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
 114  O1A   O  O     0  -0.444  31.9199   -3.1417   -4.7635
 114  O1B   O  OH1   0  -0.590  33.3974   -3.6617   -6.3483
 114  O3    O  OH1   0  -0.672  30.6074   -4.8894   -7.4187
 114  O5    O  OH1   0  -0.676  30.1251   -8.9631   -8.3364
 114  O14   O  O2    0  -0.462  32.6037   -6.3020  -13.2511
 114  O18   O  O     0  -0.452  30.5111   -5.5392  -13.4213
 114  C1    C  C     0   0.535  32.4074   -3.9529   -5.5109
 114  C2    C  CH2   0  -0.566  31.9991   -5.3989   -5.5969
 114  C3    C  CH1   0   0.019  31.6069   -5.8054   -7.0108
 114  C4    C  CH2   0  -0.470  31.1239   -7.2531   -7.0441
 114  C5    C  CH1   0   0.061  30.9082   -7.7910   -8.4556
 114  C6    C  CH2   0  -0.468  32.2302   -8.0677   -9.1668
 114  C7    C  CH2   0  -0.462  32.0750   -8.3739  -10.6544
 114  C8    C  CH1   0  -0.227  33.4075   -8.3695  -11.4062
 114  C9    C  CH1   0  -0.289  34.4036   -9.3941  -10.8347
 114  C10   C  C1    0  -0.216  35.6653   -9.4159  -11.6431
 114  C11   C  C1    0  -0.258  35.7352   -8.9812  -12.9030
 114  C12   C  C     0   0.164  34.5763   -8.4817  -13.6288
 114  C17   C  C1    0  -0.321  34.7017   -7.9932  -14.8691
 114  C16   C  CH2   0  -0.469  33.5677   -7.4751  -15.6902
 114  C15   C  CH2   0  -0.469  32.2150   -7.8285  -15.0845
 114  C14   C  CH1   0  -0.023  32.2202   -7.6500  -13.5748
 114  C13   C  CH1   0  -0.308  33.2410   -8.5753  -12.9231
 114  C9A   C  CH3   0  -0.669  33.8353  -10.8113  -10.7054
 114  C19   C  CH1   0  -0.384  32.3051   -3.9910  -12.9471
 114  C20   C  CH2   0  -0.427  33.0634   -3.9863  -11.6092
 114  C21   C  CH3   0  -0.702  32.1990   -4.2713  -10.3894
 114  C22   C  CH3   0  -0.659  31.2675   -2.8806  -13.0339
 114  H1B   H  HOH1  0   0.481  33.6304   -2.7244   -6.2736
 114  HO3   H  HOH1  0   0.458  30.4335   -4.9973   -8.3584
 114  HO5   H  HOH1  0   0.450  29.9432   -9.3022   -9.2180
 114  H21   H  HCH2  0   0.286  32.8328   -6.0224   -5.2634
 114  H22   H  HCH2  0   0.266  31.1688   -5.5647   -4.9090
 114  H3    H  HCH1  0   0.222  32.4923   -5.7110   -7.6510
 114  H41   H  HCH2  0   0.232  31.8553   -7.8859   -6.5304
 114  H42   H  HCH2  0   0.245  30.1899   -7.3202   -6.4779
 114  H5    H  HCH1  0   0.176  30.3522   -7.0416   -9.0444
 114  H61   H  HCH2  0   0.229  32.8844   -7.1960   -9.0669
 114  H62   H  HCH2  0   0.238  32.7350   -8.8839   -8.6403
 114  H71   H  HCH2  0   0.225  31.5618   -9.3290  -10.8098
 114  H72   H  HCH2  0   0.235  31.4155   -7.6129  -11.0809
 114  H8    H  HCH1  0   0.238  33.8565   -7.3804  -11.2524
 114  H9    H  HCH1  0   0.247  34.6773   -9.0647   -9.8266
 114  H10   H  H     0   0.241  36.5538   -9.8123  -11.1630
 114  H11   H  H     0   0.234  36.6822   -9.0019  -13.4333
 114  H17   H  H     0   0.235  35.6919   -7.9521  -15.3144
 114  H161  H  HCH2  0   0.241  33.6694   -6.3896  -15.8027
 114  H162  H  HCH2  0   0.247  33.6346   -7.8722  -16.7067
 114  H151  H  HCH2  0   0.251  31.4187   -7.2360  -15.5383
 114  H152  H  HCH2  0   0.245  31.9765   -8.8756  -15.2881
 114  H14   H  HCH1  0   0.264  31.2241   -7.8542  -13.1787
 114  H13   H  HCH1  0   0.255  32.8558   -9.5926  -13.0770
 114  H9A1  H  HCH3  0   0.238  34.6115  -11.5049  -10.3789
 114  H9A2  H  HCH3  0   0.232  33.0274  -10.8608   -9.9740
 114  H9A3  H  HCH3  0   0.226  33.4489  -11.1780  -11.6578
 114  H19   H  HCH1  0   0.277  33.0516   -3.8270  -13.7328
 114  H201  H  HCH2  0   0.243  33.8852   -4.7034  -11.6500
 114  H202  H  HCH2  0   0.239  33.5266   -3.0026  -11.5011
 114  H211  H  HCH3  0   0.245  32.7977   -4.2224   -9.4798
 114  H212  H  HCH3  0   0.236  31.3856   -3.5526  -10.2867
 114  H213  H  HCH3  0   0.212  31.7588   -5.2710  -10.4356
 114  H221  H  HCH3  0   0.234  31.7449   -1.9171  -12.8534
 114  H222  H  HCH3  0   0.238  30.8058   -2.8392  -14.0198
 114  H223  H  HCH3  0   0.228  30.4710   -3.0007  -12.3003
 114  C18   C  C     0   0.616  31.6868   -5.3436  -13.2311

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
 114  O1A  C1    double  1.206  0.020  1.206
 114  O1B  C1    single  1.329  0.020  1.329
 114  O1B  H1B   single  0.850  0.020  0.980
 114  O3   C3    single  1.416  0.020  1.416
 114  O3   HO3   single  0.850  0.020  0.980
 114  O5   C5    single  1.415  0.020  1.415
 114  O5   HO5   single  0.850  0.020  0.980
 114  O14  C14   single  1.438  0.020  1.438
 114  O14  C18   single  1.326  0.020  1.326
 114  O18  C18   double  1.207  0.020  1.207
 114  C1   C2    single  1.505  0.020  1.505
 114  C2   C3    single  1.523  0.020  1.523
 114  C2   H21   single  0.970  0.020  1.090
 114  C2   H22   single  0.970  0.020  1.090
 114  C3   C4    single  1.527  0.020  1.527
 114  C3   H3    single  0.970  0.020  1.090
 114  C4   C5    single  1.526  0.020  1.526
 114  C4   H41   single  0.970  0.020  1.090
 114  C4   H42   single  0.970  0.020  1.090
 114  C5   C6    single  1.526  0.020  1.526
 114  C5   H5    single  0.970  0.020  1.090
 114  C6   C7    single  1.527  0.020  1.527
 114  C6   H61   single  0.970  0.020  1.090
 114  C6   H62   single  0.970  0.020  1.090
 114  C7   C8    single  1.530  0.020  1.530
 114  C7   H71   single  0.970  0.020  1.090
 114  C7   H72   single  0.970  0.020  1.090
 114  C8   C9    single  1.539  0.020  1.539
 114  C8   C13   single  1.540  0.020  1.540
 114  C8   H8    single  0.970  0.020  1.090
 114  C9   C10   single  1.499  0.020  1.499
 114  C9   C9A   single  1.532  0.020  1.532
 114  C9   H9    single  0.970  0.020  1.090
 114  C10  C11   double  1.335  0.020  1.335
 114  C10  H10   single  0.930  0.020  1.080
 114  C11  C12   single  1.456  0.020  1.456
 114  C11  H11   single  0.930  0.020  1.080
 114  C12  C17   double  1.339  0.020  1.339
 114  C12  C13   single  1.513  0.020  1.513
 114  C17  C16   single  1.493  0.020  1.493
 114  C17  H17   single  0.930  0.020  1.080
 114  C16  C15   single  1.524  0.020  1.524
 114  C16  H161  single  0.970  0.020  1.090
 114  C16  H162  single  0.970  0.020  1.090
 114  C15  C14   single  1.520  0.020  1.520
 114  C15  H151  single  0.970  0.020  1.090
 114  C15  H152  single  0.970  0.020  1.090
 114  C14  C13   single  1.524  0.020  1.524
 114  C14  H14   single  0.970  0.020  1.090
 114  C13  H13   single  0.970  0.020  1.090
 114  C9A  H9A1  single  0.970  0.020  1.090
 114  C9A  H9A2  single  0.970  0.020  1.090
 114  C9A  H9A3  single  0.970  0.020  1.090
 114  C18  C19   single  1.514  0.020  1.514
 114  C19  C20   single  1.538  0.020  1.538
 114  C19  C22   single  1.522  0.020  1.522
 114  C19  H19   single  0.970  0.020  1.090
 114  C20  C21   single  1.522  0.020  1.522
 114  C20  H201  single  0.970  0.020  1.090
 114  C20  H202  single  0.970  0.020  1.090
 114  C21  H211  single  0.970  0.020  1.090
 114  C21  H212  single  0.970  0.020  1.090
 114  C21  H213  single  0.970  0.020  1.090
 114  C22  H221  single  0.970  0.020  1.090
 114  C22  H222  single  0.970  0.020  1.090
 114  C22  H223  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
 114  H1B   O1B  C1    110.03  3.000
 114  HO3   O3   C3    109.67  3.000
 114  HO5   O5   C5    108.63  3.000
 114  C18   O14  C14   119.75  3.000
 114  C2    C1   O1B   112.13  3.000
 114  C2    C1   O1A   124.89  3.000
 114  O1B   C1   O1A   122.98  3.000
 114  H22   C2   H21   107.54  3.000
 114  H22   C2   C3    110.42  3.000
 114  H21   C2   C3    109.11  3.000
 114  H22   C2   C1    108.45  3.000
 114  H21   C2   C1    108.88  3.000
 114  C3    C2   C1    112.30  3.000
 114  H3    C3   C4    108.92  3.000
 114  H3    C3   C2    108.13  3.000
 114  C4    C3   C2    110.79  3.000
 114  H3    C3   O3    110.25  3.000
 114  C4    C3   O3    112.58  3.000
 114  C2    C3   O3    106.06  3.000
 114  H42   C4   H41   106.97  3.000
 114  H42   C4   C5    109.65  3.000
 114  H41   C4   C5    108.94  3.000
 114  H42   C4   C3    108.48  3.000
 114  H41   C4   C3    109.05  3.000
 114  C5    C4   C3    113.53  3.000
 114  H5    C5   C6    108.11  3.000
 114  H5    C5   C4    108.99  3.000
 114  C6    C5   C4    111.87  3.000
 114  H5    C5   O5    109.20  3.000
 114  C6    C5   O5    111.62  3.000
 114  C4    C5   O5    107.00  3.000
 114  H62   C6   H61   105.92  3.000
 114  H62   C6   C7    111.47  3.000
 114  H61   C6   C7    108.03  3.000
 114  H62   C6   C5    108.09  3.000
 114  H61   C6   C5    109.32  3.000
 114  C7    C6   C5    113.72  3.000
 114  H72   C7   H71   105.60  3.000
 114  H72   C7   C8    109.36  3.000
 114  H71   C7   C8    109.93  3.000
 114  H72   C7   C6    107.56  3.000
 114  H71   C7   C6    111.14  3.000
 114  C8    C7   C6    112.94  3.000
 114  H8    C8   C13   107.63  3.000
 114  H8    C8   C9    106.45  3.000
 114  C13   C8   C9    110.29  3.000
 114  H8    C8   C7    106.87  3.000
 114  C13   C8   C7    112.93  3.000
 114  C9    C8   C7    112.29  3.000
 114  H9    C9   C9A   107.05  3.000
 114  H9    C9   C10   106.89  3.000
 114  C9A   C9   C10   110.14  3.000
 114  H9    C9   C8    107.65  3.000
 114  C9A   C9   C8    114.02  3.000
 114  C10   C9   C8    110.75  3.000
 114  H10   C10  C11   119.60  3.000
 114  H10   C10  C9    117.13  3.000
 114  C11   C10  C9    123.27  3.000
 114  H11   C11  C12   117.22  3.000
 114  H11   C11  C10   120.04  3.000
 114  C12   C11  C10   122.74  3.000
 114  C13   C12  C17   122.50  3.000
 114  C13   C12  C11   116.66  3.000
 114  C17   C12  C11   120.83  3.000
 114  H17   C17  C16   116.98  3.000
 114  H17   C17  C12   118.61  3.000
 114  C16   C17  C12   124.40  3.000
 114  H162  C16  H161  104.99  3.000
 114  H162  C16  C15   109.86  3.000
 114  H161  C16  C15   110.66  3.000
 114  H162  C16  C17   109.80  3.000
 114  H161  C16  C17   109.25  3.000
 114  C15   C16  C17   112.04  3.000
 114  H152  C15  H151  106.46  3.000
 114  H152  C15  C14   107.35  3.000
 114  H151  C15  C14   110.59  3.000
 114  H152  C15  C16   109.99  3.000
 114  H151  C15  C16   110.89  3.000
 114  C14   C15  C16   111.38  3.000
 114  H14   C14  C13   110.04  3.000
 114  H14   C14  C15   109.60  3.000
 114  C13   C14  C15   110.83  3.000
 114  H14   C14  O14   109.69  3.000
 114  C13   C14  O14   107.11  3.000
 114  C15   C14  O14   109.54  3.000
 114  H13   C13  C14   105.51  3.000
 114  H13   C13  C12   107.55  3.000
 114  C14   C13  C12   110.74  3.000
 114  H13   C13  C8    107.44  3.000
 114  C14   C13  C8    114.36  3.000
 114  C12   C13  C8    110.84  3.000
 114  H9A3  C9A  H9A2  107.92  3.000
 114  H9A3  C9A  H9A1  107.43  3.000
 114  H9A2  C9A  H9A1  107.30  3.000
 114  H9A3  C9A  C9    111.62  3.000
 114  H9A2  C9A  C9    111.91  3.000
 114  H9A1  C9A  C9    110.45  3.000
 114  H19   C19  C22   108.32  3.000
 114  H19   C19  C20   106.70  3.000
 114  C22   C19  C20   112.55  3.000
 114  H19   C19  C18   106.09  3.000
 114  C22   C19  C18   111.27  3.000
 114  C20   C19  C18   111.54  3.000
 114  H202  C20  H201  106.02  3.000
 114  H202  C20  C21   109.27  3.000
 114  H201  C20  C21   109.55  3.000
 114  H202  C20  C19   107.32  3.000
 114  H201  C20  C19   109.68  3.000
 114  C21   C20  C19   114.62  3.000
 114  H213  C21  H212  107.84  3.000
 114  H213  C21  H211  107.30  3.000
 114  H212  C21  H211  107.56  3.000
 114  H213  C21  C20   111.47  3.000
 114  H212  C21  C20   112.07  3.000
 114  H211  C21  C20   110.39  3.000
 114  H223  C22  H222  107.67  3.000
 114  H223  C22  H221  107.82  3.000
 114  H222  C22  H221  107.57  3.000
 114  H223  C22  C19   112.31  3.000
 114  H222  C22  C19   111.60  3.000
 114  H221  C22  C19   109.68  3.000
 114  C19   C18  O18   124.89  3.000
 114  C19   C18  O14   111.47  3.000
 114  O18   C18  O14   123.64  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
 114  CONST_01  H1B   O1B  C1   O1A     0.00   0.0  0
 114  Var_01    C16   C17  C12  C11   179.31   0.0  0
 114  Var_02    C12   C11  C10  C9     -2.02  30.0  1
 114  Var_03    C17   C12  C11  C10   176.67  30.0  1
 114  Var_04    C15   C16  C17  C12   -12.02  30.0  1
 114  Var_05    C14   C15  C16  C17    41.66  30.0  1
 114  Var_06    C8    C7   C6   C5    168.41  30.0  3
 114  Var_07    C19   C18  O14  C14  -176.77  30.0  3
 114  Var_08    C3    C2   C1   O1A   124.88  30.0  3
 114  Var_09    H211  C21  C20  C19  -178.34  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
 114  chir_01  C3   O3   C2   C4   negativ
 114  chir_02  C5   O5   C4   C6   negativ
 114  chir_03  C8   C7   C9   C13  negativ
 114  chir_04  C9   C8   C10  C9A  positiv
 114  chir_05  C14  O14  C13  C15  positiv
 114  chir_06  C13  C8   C12  C14  positiv
 114  chir_07  C19  C22  C20  C18  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
 114  plan-1  O1A  0.020
 114  plan-1  O1B  0.020
 114  plan-1  C1   0.020
 114  plan-1  C2   0.020
 114  plan-1  H1B  0.020
 114  plan-2  O14  0.020
 114  plan-2  O18  0.020
 114  plan-2  C19  0.020
 114  plan-2  C18  0.020
 114  plan-3  C11  0.020
 114  plan-3  C12  0.020
 114  plan-3  C17  0.020
 114  plan-3  C16  0.020
 114  plan-3  C13  0.020
 114  plan-3  H17  0.020

