# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 14 12:15:56 2020
#   Inital geometry file: a 138 line input string
#   Ligand name: (5Z,8Z,11Z,14R,15R,17Z)-14,15-dihydroxyicosa-5,8,11,17-tetraenoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC\C=C/C[C@@H](O)[C@H](O)C/C=C\C\C=C/C\C=C/CCCC(O)=O
#
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
 7LE  7LE  '(5Z,8Z,11Z,14R,15R,17Z)-14,15-dihydroxyicosa-5,8,11,17-tetraenoic acid'  ligand  55  24  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_7LE
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
 7LE  C12  C  C1     0  -0.208   -0.8117   1.6844   0.8676
 7LE  C13  C  C1     0  -0.199   -2.1405   1.6976   0.9562
 7LE  C14  C  CH2    0  -0.575   -3.1067   0.7251   0.3437
 7LE  C15  C  C1     0  -0.206   -3.9041   0.0169   1.4018
 7LE  O4   O  O      0  -0.609   -9.1369  -1.1138  -1.5312
 7LE  C20  C  C      0   0.409   -9.2405   0.1282  -1.5013
 7LE  O3   O  OC    -1  -0.634  -10.0977   0.8117  -2.1009
 7LE  C19  C  CH2    0  -0.582   -8.2239   0.9165  -0.6557
 7LE  C18  C  CH2    0  -0.402   -7.1927   0.0862   0.0899
 7LE  C17  C  CH2    0  -0.488   -6.2071   0.9514   0.8798
 7LE  C16  C  C1     0  -0.210   -5.2115   0.1274   1.6344
 7LE  C11  C  CH2    0  -0.583    0.0415   0.7163   0.0987
 7LE  C10  C  C1     0  -0.203    0.5828   1.3798  -1.1363
 7LE  C9   C  C1     0  -0.203    1.8321   1.7842  -1.3603
 7LE  C8   C  CH2    0  -0.548    3.0019   1.6487  -0.4363
 7LE  C7   C  CH1    0   0.033    4.1140   0.7692  -1.0144
 7LE  O2   O  OH1    0  -0.670    4.5739   1.2540  -2.2599
 7LE  C6   C  CH1    0   0.033    5.2647   0.5834  -0.0166
 7LE  C5   C  CH2    0  -0.548    6.2882  -0.4422  -0.5099
 7LE  C4   C  C1     0  -0.208    7.3544  -0.7188   0.5040
 7LE  C3   C  C1     0  -0.208    7.5924  -1.8703   1.1309
 7LE  C2   C  CH2    0  -0.491    6.8848  -3.1791   0.9666
 7LE  C1   C  CH3    0  -0.659    7.8337  -4.2814   0.4983
 7LE  O1   O  OH1    0  -0.671    5.8741   1.8164   0.3124
 7LE  H1   H  H      0   0.238   -0.2622   2.4788   1.3644
 7LE  H3   H  H      0   0.238   -2.6006   2.4912   1.5384
 7LE  H5   H  HCH2   0   0.252   -3.7675   1.2642  -0.3394
 7LE  H7   H  H      0   0.233   -3.3258  -0.6409   2.0446
 7LE  H10  H  HCH2   0   0.218   -7.7137   1.6282  -1.3162
 7LE  H11  H  HCH2   0   0.218   -8.7794   1.5410   0.0540
 7LE  H12  H  HCH2   0   0.207   -7.6935  -0.6068   0.7723
 7LE  H13  H  HCH2   0   0.209   -6.6329  -0.5343  -0.6144
 7LE  H14  H  HCH2   0   0.224   -5.7097   1.6467   0.1994
 7LE  H16  H  H      0   0.229   -5.6250  -0.4644   2.4476
 7LE  H18  H  HCH2   0   0.252    0.8514   0.3585   0.7382
 7LE  H20  H  H      0   0.236   -0.1579   1.5699  -1.9078
 7LE  H21  H  H      0   0.235    2.0362   2.2685  -2.3102
 7LE  H22  H  HCH2   0   0.243    3.4119   2.6430  -0.2234
 7LE  H24  H  HCH1   0   0.230    3.6944  -0.2225  -1.2156
 7LE  H25  H  HOH1   0   0.442    4.7589   2.1953  -2.1736
 7LE  H26  H  HCH1   0   0.230    4.8273   0.2079   0.9150
 7LE  H27  H  HCH2   0   0.245    5.7594  -1.3567  -0.7852
 7LE  H28  H  HCH2   0   0.240    6.7480  -0.0675  -1.4321
 7LE  H29  H  H      0   0.231    7.9939   0.1229   0.7536
 7LE  H30  H  H      0   0.228    8.4125  -1.8866   1.8448
 7LE  H31  H  HCH2   0   0.232    6.4547  -3.4722   1.9297
 7LE  H32  H  HCH2   0   0.232    6.0482  -3.0960   0.2715
 7LE  H33  H  HCH3   0   0.223    8.2518  -4.0494  -0.4819
 7LE  H34  H  HCH3   0   0.221    8.6667  -4.4060   1.1922
 7LE  H35  H  HCH3   0   0.230    7.3170  -5.2389   0.4252
 7LE  H36  H  HOH1   0   0.442    6.4650   2.0678  -0.4052
 7LE  H2   H  HCH2   0   0.250   -2.5773  -0.0146  -0.2616
 7LE  H4   H  HCH2   0   0.225   -6.7673   1.5703   1.5898
 7LE  H6   H  HCH2   0   0.254   -0.5339  -0.1650  -0.1926
 7LE  H8   H  HCH2   0   0.244    2.6946   1.2347   0.5259

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
 7LE  O4   C20  deloc   1.247  0.020  1.247
 7LE  O3   C20  deloc   1.250  0.020  1.250
 7LE  C20  C19  single  1.539  0.020  1.539
 7LE  C19  C18  single  1.519  0.020  1.519
 7LE  C18  C17  single  1.531  0.020  1.531
 7LE  C16  C17  single  1.497  0.020  1.497
 7LE  C16  C15  double  1.332  0.020  1.332
 7LE  C15  C14  single  1.502  0.020  1.502
 7LE  C14  C13  single  1.502  0.020  1.502
 7LE  C13  C12  double  1.332  0.020  1.332
 7LE  C12  C11  single  1.502  0.020  1.502
 7LE  C11  C10  single  1.503  0.020  1.503
 7LE  C10  C9   double  1.332  0.020  1.332
 7LE  C9   C8   single  1.497  0.020  1.497
 7LE  C8   C7   single  1.531  0.020  1.531
 7LE  C7   O2   single  1.414  0.020  1.414
 7LE  C7   C6   single  1.534  0.020  1.534
 7LE  C6   C5   single  1.531  0.020  1.531
 7LE  C5   C4   single  1.497  0.020  1.497
 7LE  C2   C3   single  1.497  0.020  1.497
 7LE  C2   C1   single  1.528  0.020  1.528
 7LE  C4   C3   double  1.333  0.020  1.333
 7LE  C6   O1   single  1.414  0.020  1.414
 7LE  C12  H1   single  0.930  0.020  1.080
 7LE  C13  H3   single  0.930  0.020  1.080
 7LE  C14  H5   single  0.970  0.020  1.090
 7LE  C15  H7   single  0.930  0.020  1.080
 7LE  C19  H10  single  0.970  0.020  1.090
 7LE  C19  H11  single  0.970  0.020  1.090
 7LE  C18  H12  single  0.970  0.020  1.090
 7LE  C18  H13  single  0.970  0.020  1.090
 7LE  C17  H14  single  0.970  0.020  1.090
 7LE  C16  H16  single  0.930  0.020  1.080
 7LE  C11  H18  single  0.970  0.020  1.090
 7LE  C10  H20  single  0.930  0.020  1.080
 7LE  C9   H21  single  0.930  0.020  1.080
 7LE  C8   H22  single  0.970  0.020  1.090
 7LE  C7   H24  single  0.970  0.020  1.090
 7LE  O2   H25  single  0.850  0.020  0.980
 7LE  C6   H26  single  0.970  0.020  1.090
 7LE  C5   H27  single  0.970  0.020  1.090
 7LE  C5   H28  single  0.970  0.020  1.090
 7LE  C4   H29  single  0.930  0.020  1.080
 7LE  C3   H30  single  0.930  0.020  1.080
 7LE  C2   H31  single  0.970  0.020  1.090
 7LE  C2   H32  single  0.970  0.020  1.090
 7LE  C1   H33  single  0.970  0.020  1.090
 7LE  C1   H34  single  0.970  0.020  1.090
 7LE  C1   H35  single  0.970  0.020  1.090
 7LE  O1   H36  single  0.850  0.020  0.980
 7LE  C14  H2   single  0.970  0.020  1.090
 7LE  C17  H4   single  0.970  0.020  1.090
 7LE  C11  H6   single  0.970  0.020  1.090
 7LE  C8   H8   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
 7LE  H1   C12  C11  114.72  3.000
 7LE  H1   C12  C13  117.84  3.000
 7LE  C11  C12  C13  127.39  3.000
 7LE  H3   C13  C14  114.78  3.000
 7LE  H3   C13  C12  117.74  3.000
 7LE  C14  C13  C12  127.48  3.000
 7LE  H2   C14  H5   106.30  3.000
 7LE  H2   C14  C15  109.16  3.000
 7LE  H5   C14  C15  110.61  3.000
 7LE  H2   C14  C13  110.65  3.000
 7LE  H5   C14  C13  108.94  3.000
 7LE  C15  C14  C13  111.08  3.000
 7LE  H7   C15  C16  117.98  3.000
 7LE  H7   C15  C14  114.81  3.000
 7LE  C16  C15  C14  127.21  3.000
 7LE  C19  C20  O3   115.88  3.000
 7LE  C19  C20  O4   117.94  3.000
 7LE  O3   C20  O4   126.19  3.000
 7LE  H11  C19  H10  104.82  3.000
 7LE  H11  C19  C18  109.72  3.000
 7LE  H10  C19  C18  109.53  3.000
 7LE  H11  C19  C20  108.22  3.000
 7LE  H10  C19  C20  107.98  3.000
 7LE  C18  C19  C20  115.97  3.000
 7LE  H13  C18  H12  106.07  3.000
 7LE  H13  C18  C17  108.88  3.000
 7LE  H12  C18  C17  109.33  3.000
 7LE  H13  C18  C19  109.98  3.000
 7LE  H12  C18  C19  109.97  3.000
 7LE  C17  C18  C19  112.41  3.000
 7LE  H4   C17  H14  106.07  3.000
 7LE  H4   C17  C16  108.93  3.000
 7LE  H14  C17  C16  111.20  3.000
 7LE  H4   C17  C18  108.92  3.000
 7LE  H14  C17  C18  109.35  3.000
 7LE  C16  C17  C18  112.17  3.000
 7LE  H16  C16  C17  115.07  3.000
 7LE  H16  C16  C15  117.29  3.000
 7LE  C17  C16  C15  127.61  3.000
 7LE  H6   C11  H18  106.41  3.000
 7LE  H6   C11  C10  109.08  3.000
 7LE  H18  C11  C10  111.02  3.000
 7LE  H6   C11  C12  110.94  3.000
 7LE  H18  C11  C12  109.43  3.000
 7LE  C10  C11  C12  109.92  3.000
 7LE  H20  C10  C9   117.83  3.000
 7LE  H20  C10  C11  114.54  3.000
 7LE  C9   C10  C11  127.59  3.000
 7LE  H21  C9   C8   115.70  3.000
 7LE  H21  C9   C10  117.32  3.000
 7LE  C8   C9   C10  126.99  3.000
 7LE  H8   C8   H22  106.14  3.000
 7LE  H8   C8   C7   108.63  3.000
 7LE  H22  C8   C7   108.82  3.000
 7LE  H8   C8   C9   111.01  3.000
 7LE  H22  C8   C9   109.27  3.000
 7LE  C7   C8   C9   112.74  3.000
 7LE  H24  C7   C6   107.28  3.000
 7LE  H24  C7   O2   105.86  3.000
 7LE  C6   C7   O2   111.75  3.000
 7LE  H24  C7   C8   108.13  3.000
 7LE  C6   C7   C8   111.64  3.000
 7LE  O2   C7   C8   111.84  3.000
 7LE  H25  O2   C7   108.58  3.000
 7LE  H26  C6   O1   105.85  3.000
 7LE  H26  C6   C5   108.15  3.000
 7LE  O1   C6   C5   111.78  3.000
 7LE  H26  C6   C7   107.16  3.000
 7LE  O1   C6   C7   111.64  3.000
 7LE  C5   C6   C7   111.91  3.000
 7LE  H28  C5   H27  106.09  3.000
 7LE  H28  C5   C4   109.52  3.000
 7LE  H27  C5   C4   111.16  3.000
 7LE  H28  C5   C6   108.81  3.000
 7LE  H27  C5   C6   108.59  3.000
 7LE  C4   C5   C6   112.44  3.000
 7LE  H29  C4   C3   117.15  3.000
 7LE  H29  C4   C5   115.58  3.000
 7LE  C3   C4   C5   127.26  3.000
 7LE  H30  C3   C2   114.55  3.000
 7LE  H30  C3   C4   117.16  3.000
 7LE  C2   C3   C4   128.28  3.000
 7LE  H32  C2   H31  106.24  3.000
 7LE  H32  C2   C1   109.63  3.000
 7LE  H31  C2   C1   108.69  3.000
 7LE  H32  C2   C3   111.46  3.000
 7LE  H31  C2   C3   108.86  3.000
 7LE  C1   C2   C3   111.77  3.000
 7LE  H35  C1   H34  107.71  3.000
 7LE  H35  C1   H33  107.95  3.000
 7LE  H34  C1   H33  107.65  3.000
 7LE  H35  C1   C2   111.08  3.000
 7LE  H34  C1   C2   111.19  3.000
 7LE  H33  C1   C2   111.10  3.000
 7LE  H36  O1   C6   108.59  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
 7LE  Var_01  C17  C16  C15  C14    1.78   0.0  2
 7LE  Var_02  C11  C12  C13  C14    2.00   0.0  2
 7LE  Var_03  C8   C9   C10  C11    1.19   0.0  2
 7LE  Var_04  C2   C3   C4   C5     1.43   0.0  2
 7LE  Var_05  C15  C14  C13  C12  118.47  30.0  2
 7LE  Var_06  C9   C10  C11  C12  106.80  30.0  3
 7LE  Var_07  C16  C15  C14  C13  112.88  30.0  1
 7LE  Var_08  C10  C11  C12  C13  105.75  30.0  3
 7LE  Var_09  C18  C17  C16  C15  111.13  30.0  3
 7LE  Var_10  C18  C19  C20  O4    -1.03  30.0  3
 7LE  Var_11  C17  C18  C19  C20  178.82  30.0  3
 7LE  Var_12  C16  C17  C18  C19  178.83  30.0  3
 7LE  Var_13  C7   C8   C9   C10  117.29  30.0  3
 7LE  Var_14  C3   C4   C5   C6   115.42  30.0  3
 7LE  Var_15  C1   C2   C3   C4   119.63  30.0  1
 7LE  Var_16  H33  C1   C2   C3   -62.35  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
 7LE  chir_01  C7  C8  O2  C6  negativ
 7LE  chir_02  C6  O1  C7  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
 7LE  plan-1  O4   0.020
 7LE  plan-1  C20  0.020
 7LE  plan-1  O3   0.020
 7LE  plan-1  C19  0.020
 7LE  plan-2  C14  0.020
 7LE  plan-2  C15  0.020
 7LE  plan-2  C17  0.020
 7LE  plan-2  C16  0.020
 7LE  plan-2  H7   0.020
 7LE  plan-2  H16  0.020
 7LE  plan-3  C12  0.020
 7LE  plan-3  C13  0.020
 7LE  plan-3  C14  0.020
 7LE  plan-3  C11  0.020
 7LE  plan-3  H1   0.020
 7LE  plan-3  H3   0.020
 7LE  plan-4  C11  0.020
 7LE  plan-4  C10  0.020
 7LE  plan-4  C9   0.020
 7LE  plan-4  C8   0.020
 7LE  plan-4  H20  0.020
 7LE  plan-4  H21  0.020
 7LE  plan-5  C5   0.020
 7LE  plan-5  C4   0.020
 7LE  plan-5  C3   0.020
 7LE  plan-5  C2   0.020
 7LE  plan-5  H29  0.020
 7LE  plan-5  H30  0.020

