# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 01:31:59 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  56  24  .  2021-08-06  2021-08-06  
;
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  -0.207   -0.8110   1.4918   0.7895
 7LE  C13  C  C1    0  -0.200   -2.1390   1.4986   0.8889
 7LE  C14  C  CH2   0  -0.577   -3.1018   0.4961   0.3209
 7LE  C15  C  C1    0  -0.201   -3.8723  -0.1908   1.4119
 7LE  O4   O  O     0  -0.445   -9.2259  -1.3999  -1.3886
 7LE  C20  C  C     0   0.549   -9.1965  -0.1945  -1.3676
 7LE  O3   O  OH1   0  -0.598  -10.0585   0.5612  -2.0427
 7LE  C19  C  CH2   0  -0.580   -8.2103   0.6362  -0.5948
 7LE  C18  C  CH2   0  -0.417   -7.1711  -0.1844   0.1508
 7LE  C17  C  CH2   0  -0.493   -6.1889   0.7105   0.9081
 7LE  C16  C  C1    0  -0.215   -5.1760  -0.0895   1.6659
 7LE  C11  C  CH2   0  -0.585    0.0439   0.5011   0.0519
 7LE  C10  C  C1    0  -0.205    0.5646   1.1192  -1.2155
 7LE  C9   C  C1    0  -0.201    1.7987   1.5588  -1.4571
 7LE  C8   C  CH2   0  -0.546    2.9683   1.5154  -0.5246
 7LE  C7   C  CH1   0   0.032    4.1322   0.6839  -1.0713
 7LE  O2   O  OH1   0  -0.670    4.5752   1.1613  -2.3257
 7LE  C6   C  CH1   0   0.033    5.2814   0.5885  -0.0594
 7LE  C5   C  CH2   0  -0.549    6.3626  -0.3938  -0.5155
 7LE  C4   C  C1    0  -0.207    7.4433  -0.5752   0.5050
 7LE  C3   C  C1    0  -0.208    7.7288  -1.6860   1.1835
 7LE  C2   C  CH2   0  -0.491    7.0695  -3.0264   1.0838
 7LE  C1   C  CH3   0  -0.658    8.0473  -4.1068   0.6238
 7LE  O1   O  OH1   0  -0.671    5.8192   1.8615   0.2408
 7LE  H1   H  H     0   0.239   -0.2638   2.3089   1.2509
 7LE  H3   H  H     0   0.239   -2.6006   2.3102   1.4442
 7LE  H5   H  HCH2  0   0.253   -3.7788   1.0059  -0.3687
 7LE  H7   H  H     0   0.237   -3.2751  -0.8233   2.0626
 7LE  H9   H  HOH1  0   0.478  -10.6824   0.0003  -2.5271
 7LE  H10  H  HCH2  0   0.276   -7.7265   1.3286  -1.2914
 7LE  H11  H  HCH2  0   0.279   -8.7722   1.2688   0.1004
 7LE  H12  H  HCH2  0   0.232   -7.6638  -0.8625   0.8521
 7LE  H13  H  HCH2  0   0.233   -6.6154  -0.8107  -0.5510
 7LE  H14  H  HCH2  0   0.234   -5.7069   1.3949   0.2066
 7LE  H16  H  H     0   0.234   -5.5698  -0.6621   2.5019
 7LE  H18  H  HCH2  0   0.253    0.8642   0.1790   0.6971
 7LE  H20  H  H     0   0.236   -0.1796   1.2438  -1.9967
 7LE  H21  H  H     0   0.235    1.9878   2.0024  -2.4299
 7LE  H22  H  HCH2  0   0.243    3.3223   2.5363  -0.3387
 7LE  H24  H  HCH1  0   0.230    3.7707  -0.3344  -1.2498
 7LE  H25  H  HOH1  0   0.441    4.7173   2.1116  -2.2589
 7LE  H26  H  HCH1  0   0.230    4.8562   0.2154   0.8787
 7LE  H27  H  HCH2  0   0.245    5.8872  -1.3470  -0.7543
 7LE  H28  H  HCH2  0   0.240    6.8014  -0.0296  -1.4520
 7LE  H29  H  H     0   0.231    8.0505   0.3018   0.7085
 7LE  H30  H  H     0   0.228    8.5537  -1.6393   1.8905
 7LE  H31  H  HCH2  0   0.232    6.6800  -3.3028   2.0687
 7LE  H32  H  HCH2  0   0.231    6.2095  -3.0007   0.4125
 7LE  H33  H  HCH3  0   0.223    8.4328  -3.8890  -0.3728
 7LE  H34  H  HCH3  0   0.221    8.9006  -4.1807   1.3002
 7LE  H35  H  HCH3  0   0.229    7.5647  -5.0841   0.5912
 7LE  H36  H  HOH1  0   0.442    6.4039   2.1257  -0.4774
 7LE  H2   H  HCH2  0   0.252   -2.5722  -0.2553  -0.2696
 7LE  H4   H  HCH2  0   0.236   -6.7474   1.3377   1.6112
 7LE  H6   H  HCH2  0   0.254   -0.5248  -0.3975  -0.1956
 7LE  H8   H  HCH2  0   0.244    2.6785   1.1136   0.4482

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  double  1.206  0.020  1.206
 7LE  O3   C20  single  1.330  0.020  1.330
 7LE  C20  C19  single  1.503  0.020  1.503
 7LE  C19  C18  single  1.520  0.020  1.520
 7LE  C18  C17  single  1.529  0.020  1.529
 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  1.496  0.020  1.496
 7LE  C8   C7   single  1.531  0.020  1.531
 7LE  C7   O2   single  1.413  0.020  1.413
 7LE  C7   C6   single  1.534  0.020  1.534
 7LE  C6   C5   single  1.530  0.020  1.530
 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  O3   H9   single  0.850  0.020  0.980
 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  114.71  3.000
 7LE  H1   C12  C13  117.82  3.000
 7LE  C11  C12  C13  127.41  3.000
 7LE  H3   C13  C14  114.82  3.000
 7LE  H3   C13  C12  117.75  3.000
 7LE  C14  C13  C12  127.43  3.000
 7LE  H2   C14  H5   106.27  3.000
 7LE  H2   C14  C15  109.07  3.000
 7LE  H5   C14  C15  110.73  3.000
 7LE  H2   C14  C13  110.66  3.000
 7LE  H5   C14  C13  108.94  3.000
 7LE  C15  C14  C13  111.07  3.000
 7LE  H7   C15  C16  117.91  3.000
 7LE  H7   C15  C14  114.79  3.000
 7LE  C16  C15  C14  127.29  3.000
 7LE  C19  C20  O3   111.84  3.000
 7LE  C19  C20  O4   125.26  3.000
 7LE  O3   C20  O4   122.90  3.000
 7LE  H9   O3   C20  110.00  3.000
 7LE  H11  C19  H10  105.39  3.000
 7LE  H11  C19  C18  110.57  3.000
 7LE  H10  C19  C18  110.58  3.000
 7LE  H11  C19  C20  107.99  3.000
 7LE  H10  C19  C20  108.20  3.000
 7LE  C18  C19  C20  113.73  3.000
 7LE  H13  C18  H12  106.61  3.000
 7LE  H13  C18  C17  109.08  3.000
 7LE  H12  C18  C17  109.57  3.000
 7LE  H13  C18  C19  110.01  3.000
 7LE  H12  C18  C19  109.98  3.000
 7LE  C17  C18  C19  111.48  3.000
 7LE  H4   C17  H14  106.17  3.000
 7LE  H4   C17  C16  109.03  3.000
 7LE  H14  C17  C16  111.19  3.000
 7LE  H4   C17  C18  108.99  3.000
 7LE  H14  C17  C18  109.39  3.000
 7LE  C16  C17  C18  111.87  3.000
 7LE  H16  C16  C17  115.20  3.000
 7LE  H16  C16  C15  117.46  3.000
 7LE  C17  C16  C15  127.33  3.000
 7LE  H6   C11  H18  106.40  3.000
 7LE  H6   C11  C10  109.13  3.000
 7LE  H18  C11  C10  111.05  3.000
 7LE  H6   C11  C12  110.96  3.000
 7LE  H18  C11  C12  109.38  3.000
 7LE  C10  C11  C12  109.88  3.000
 7LE  H20  C10  C9   117.80  3.000
 7LE  H20  C10  C11  114.60  3.000
 7LE  C9   C10  C11  127.56  3.000
 7LE  H21  C9   C8   115.73  3.000
 7LE  H21  C9   C10  117.30  3.000
 7LE  C8   C9   C10  126.97  3.000
 7LE  H8   C8   H22  106.10  3.000
 7LE  H8   C8   C7   108.67  3.000
 7LE  H22  C8   C7   108.71  3.000
 7LE  H8   C8   C9   111.01  3.000
 7LE  H22  C8   C9   109.32  3.000
 7LE  C7   C8   C9   112.79  3.000
 7LE  H24  C7   C6   107.27  3.000
 7LE  H24  C7   O2   105.84  3.000
 7LE  C6   C7   O2   111.81  3.000
 7LE  H24  C7   C8   108.19  3.000
 7LE  C6   C7   C8   111.57  3.000
 7LE  O2   C7   C8   111.82  3.000
 7LE  H25  O2   C7   108.54  3.000
 7LE  H26  C6   O1   105.81  3.000
 7LE  H26  C6   C5   108.11  3.000
 7LE  O1   C6   C5   111.86  3.000
 7LE  H26  C6   C7   107.17  3.000
 7LE  O1   C6   C7   111.65  3.000
 7LE  C5   C6   C7   111.87  3.000
 7LE  H28  C5   H27  106.11  3.000
 7LE  H28  C5   C4   109.48  3.000
 7LE  H27  C5   C4   110.96  3.000
 7LE  H28  C5   C6   108.91  3.000
 7LE  H27  C5   C6   108.54  3.000
 7LE  C4   C5   C6   112.61  3.000
 7LE  H29  C4   C3   117.25  3.000
 7LE  H29  C4   C5   115.69  3.000
 7LE  C3   C4   C5   127.06  3.000
 7LE  H30  C3   C2   114.57  3.000
 7LE  H30  C3   C4   117.24  3.000
 7LE  C2   C3   C4   128.17  3.000
 7LE  H32  C2   H31  106.20  3.000
 7LE  H32  C2   C1   109.62  3.000
 7LE  H31  C2   C1   108.66  3.000
 7LE  H32  C2   C3   111.53  3.000
 7LE  H31  C2   C3   108.83  3.000
 7LE  C1   C2   C3   111.79  3.000
 7LE  H35  C1   H34  107.69  3.000
 7LE  H35  C1   H33  107.94  3.000
 7LE  H34  C1   H33  107.67  3.000
 7LE  H35  C1   C2   111.07  3.000
 7LE  H34  C1   C2   111.21  3.000
 7LE  H33  C1   C2   111.11  3.000
 7LE  H36  O1   C6   108.63  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  CONST_01  H9   O3   C20  O4     0.00   0.0  0
 7LE  Var_01    C17  C16  C15  C14    1.35   0.0  2
 7LE  Var_02    C11  C12  C13  C14    1.89   0.0  2
 7LE  Var_03    C8   C9   C10  C11    1.26   0.0  2
 7LE  Var_04    C2   C3   C4   C5     1.24   0.0  2
 7LE  Var_05    C15  C14  C13  C12  117.75  30.0  2
 7LE  Var_06    C9   C10  C11  C12  104.87  30.0  3
 7LE  Var_07    C16  C15  C14  C13  112.74  30.0  1
 7LE  Var_08    C10  C11  C12  C13  105.52  30.0  3
 7LE  Var_09    C18  C17  C16  C15  110.95  30.0  3
 7LE  Var_10    C18  C19  C20  O4     2.32  30.0  3
 7LE  Var_11    C17  C18  C19  C20  179.51  30.0  3
 7LE  Var_12    C16  C17  C18  C19  178.97  30.0  3
 7LE  Var_13    C7   C8   C9   C10  118.97  30.0  3
 7LE  Var_14    C3   C4   C5   C6   114.29  30.0  3
 7LE  Var_15    C1   C2   C3   C4   118.10  30.0  1
 7LE  Var_16    H33  C1   C2   C3   -61.96  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-1  H9   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

