# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 18:16:40 2020
#   Inital geometry file: a 146 line input string
#   Ligand name: (4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC/C=C\C\C=C/C/C=C\C\C=C/C/C=C\C\C=C/CCC(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
 HXA  HXA  '(4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoic acid'  ligand  55  24  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_HXA
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
 HXA  C1    C  C      0   0.413   0.5447  -0.4673  -10.2295
 HXA  O1    O  O      0  -0.607   1.7231  -0.8596  -10.1250
 HXA  O2    O  OC    -1  -0.632  -0.2291  -0.6951  -11.1835
 HXA  C2    C  CH2    0  -0.581  -0.0333   0.3912   -9.0897
 HXA  C3    C  CH2    0  -0.480   0.8743   0.5803   -7.8780
 HXA  C4    C  C1     0  -0.204   0.2841   1.5387   -6.8926
 HXA  C5    C  C1     0  -0.214  -0.0691   1.3125   -5.6280
 HXA  C6    C  CH2    0  -0.576   0.0671   0.0298   -4.8571
 HXA  C7    C  C1     0  -0.204   1.1677   0.1436   -3.8419
 HXA  C8    C  C1     0  -0.203   1.0431   0.2548   -2.5207
 HXA  C9    C  CH2    0  -0.580  -0.2269   0.2557   -1.7184
 HXA  C10   C  C1     0  -0.205  -0.3288  -0.9935   -0.8902
 HXA  C11   C  C1     0  -0.203  -0.1380  -1.1079    0.4228
 HXA  C12   C  CH2    0  -0.576   0.1933  -0.0094    1.3919
 HXA  C13   C  C1     0  -0.202  -0.9678   0.2620    2.3042
 HXA  C14   C  C1     0  -0.206  -1.0366   0.0541    3.6178
 HXA  C15   C  CH2    0  -0.578   0.0426  -0.4732    4.5192
 HXA  C16   C  C1     0  -0.204   0.5416   0.6126    5.4287
 HXA  C17   C  C1     0  -0.203   0.4097   0.6917    6.7516
 HXA  C18   C  CH2    0  -0.578  -0.2371  -0.3025    7.6722
 HXA  C19   C  C1     0  -0.206   0.7758  -0.8881    8.6151
 HXA  C20   C  C1     0  -0.212   0.8919  -0.6511    9.9208
 HXA  C21   C  CH2    0  -0.490   0.0272   0.2281   10.7704
 HXA  C22   C  CH3    0  -0.658  -0.7731  -0.5775   11.7929
 HXA  H21   H  HCH2   0   0.224  -0.9846  -0.0479   -8.7716
 HXA  H22   H  HCH2   0   0.224  -0.2985   1.3707   -9.5054
 HXA  H31   H  HCH2   0   0.224   1.8375   0.9752   -8.2144
 HXA  H32   H  HCH2   0   0.222   1.0886  -0.3856   -7.4174
 HXA  H4    H  H      0   0.226   0.1153   2.5419   -7.2789
 HXA  H5    H  H      0   0.232  -0.4809   2.1418   -5.0595
 HXA  H61   H  HCH2   0   0.252   0.2839  -0.8035   -5.5285
 HXA  H62   H  HCH2   0   0.248  -0.8846  -0.2038   -4.3749
 HXA  H7    H  H      0   0.238   2.1711   0.1669   -4.2582
 HXA  H8    H  H      0   0.238   1.9519   0.3392   -1.9315
 HXA  H91   H  HCH2   0   0.253  -1.1001   0.3244   -2.3712
 HXA  H92   H  HCH2   0   0.253  -0.2453   1.1442   -1.0827
 HXA  H10   H  H      0   0.240  -0.5585  -1.8961   -1.4490
 HXA  H11   H  H      0   0.239  -0.2472  -2.0931    0.8675
 HXA  H121  H  HCH2   0   0.252   0.4527   0.9097    0.8611
 HXA  H122  H  HCH2   0   0.254   1.0802  -0.2925    1.9625
 HXA  H13   H  H      0   0.239  -1.8503   0.6577    1.8096
 HXA  H14   H  H      0   0.239  -1.9634   0.3136    4.1215
 HXA  H151  H  HCH2   0   0.253   0.8787  -0.8668    3.9368
 HXA  H152  H  HCH2   0   0.253  -0.3542  -1.3125    5.0943
 HXA  H16   H  H      0   0.239   1.0432   1.4322    4.9222
 HXA  H17   H  H      0   0.239   0.8272   1.5632    7.2481
 HXA  H181  H  HCH2   0   0.252  -0.7053  -1.1097    7.1052
 HXA  H182  H  HCH2   0   0.252  -1.0399   0.1913    8.2249
 HXA  H19   H  H      0   0.236   1.4952  -1.5584    8.1529
 HXA  H20   H  H      0   0.231   1.6907  -1.1614   10.4531
 HXA  H211  H  HCH2   0   0.232  -0.6508   0.8245   10.1582
 HXA  H212  H  HCH2   0   0.233   0.6653   0.9409   11.3017
 HXA  H221  H  HCH3   0   0.230  -1.3600   0.0776   12.4372
 HXA  H222  H  HCH3   0   0.223  -1.4598  -1.2650   11.2975
 HXA  H223  H  HCH3   0   0.222  -0.1158  -1.1687   12.4322

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
 HXA  C1   O1    deloc   1.246  0.020  1.246
 HXA  C1   O2    deloc   1.249  0.020  1.249
 HXA  C1   C2    single  1.540  0.020  1.540
 HXA  C2   C3    single  1.526  0.020  1.526
 HXA  C2   H21   single  0.970  0.020  1.090
 HXA  C2   H22   single  0.970  0.020  1.090
 HXA  C3   C4    single  1.496  0.020  1.496
 HXA  C3   H31   single  0.970  0.020  1.090
 HXA  C3   H32   single  0.970  0.020  1.090
 HXA  C4   C5    double  1.332  0.020  1.332
 HXA  C4   H4    single  0.930  0.020  1.080
 HXA  C5   C6    single  1.503  0.020  1.503
 HXA  C5   H5    single  0.930  0.020  1.080
 HXA  C6   C7    single  1.502  0.020  1.502
 HXA  C6   H61   single  0.970  0.020  1.090
 HXA  C6   H62   single  0.970  0.020  1.090
 HXA  C7   C8    double  1.332  0.020  1.332
 HXA  C7   H7    single  0.930  0.020  1.080
 HXA  C8   C9    single  1.502  0.020  1.502
 HXA  C8   H8    single  0.930  0.020  1.080
 HXA  C9   C10   single  1.502  0.020  1.502
 HXA  C9   H91   single  0.970  0.020  1.090
 HXA  C9   H92   single  0.970  0.020  1.090
 HXA  C10  C11   double  1.332  0.020  1.332
 HXA  C10  H10   single  0.930  0.020  1.080
 HXA  C11  C12   single  1.502  0.020  1.502
 HXA  C11  H11   single  0.930  0.020  1.080
 HXA  C12  C13   single  1.501  0.020  1.501
 HXA  C12  H121  single  0.970  0.020  1.090
 HXA  C12  H122  single  0.970  0.020  1.090
 HXA  C13  C14   double  1.332  0.020  1.332
 HXA  C13  H13   single  0.930  0.020  1.080
 HXA  C14  C15   single  1.502  0.020  1.502
 HXA  C14  H14   single  0.930  0.020  1.080
 HXA  C15  C16   single  1.502  0.020  1.502
 HXA  C15  H151  single  0.970  0.020  1.090
 HXA  C15  H152  single  0.970  0.020  1.090
 HXA  C16  C17   double  1.332  0.020  1.332
 HXA  C16  H16   single  0.930  0.020  1.080
 HXA  C17  C18   single  1.501  0.020  1.501
 HXA  C17  H17   single  0.930  0.020  1.080
 HXA  C18  C19   single  1.503  0.020  1.503
 HXA  C18  H181  single  0.970  0.020  1.090
 HXA  C18  H182  single  0.970  0.020  1.090
 HXA  C19  C20   double  1.332  0.020  1.332
 HXA  C19  H19   single  0.930  0.020  1.080
 HXA  C20  C21   single  1.497  0.020  1.497
 HXA  C20  H20   single  0.930  0.020  1.080
 HXA  C21  C22   single  1.528  0.020  1.528
 HXA  C21  H211  single  0.970  0.020  1.090
 HXA  C21  H212  single  0.970  0.020  1.090
 HXA  C22  H221  single  0.970  0.020  1.090
 HXA  C22  H222  single  0.970  0.020  1.090
 HXA  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
 HXA  C2    C1   O2    115.75  3.000
 HXA  C2    C1   O1    117.93  3.000
 HXA  O2    C1   O1    126.32  3.000
 HXA  H22   C2   H21   104.97  3.000
 HXA  H22   C2   C3    109.53  3.000
 HXA  H21   C2   C3    109.62  3.000
 HXA  H22   C2   C1    107.95  3.000
 HXA  H21   C2   C1    108.52  3.000
 HXA  C3    C2   C1    115.70  3.000
 HXA  H32   C3   H31   106.04  3.000
 HXA  H32   C3   C4    111.50  3.000
 HXA  H31   C3   C4    108.58  3.000
 HXA  H32   C3   C2    110.02  3.000
 HXA  H31   C3   C2    108.93  3.000
 HXA  C4    C3   C2    111.58  3.000
 HXA  H4    C4   C5    116.90  3.000
 HXA  H4    C4   C3    114.70  3.000
 HXA  C5    C4   C3    128.39  3.000
 HXA  H5    C5   C6    114.67  3.000
 HXA  H5    C5   C4    117.87  3.000
 HXA  C6    C5   C4    127.44  3.000
 HXA  H62   C6   H61   106.34  3.000
 HXA  H62   C6   C7    110.88  3.000
 HXA  H61   C6   C7    109.15  3.000
 HXA  H62   C6   C5    109.28  3.000
 HXA  H61   C6   C5    110.73  3.000
 HXA  C7    C6   C5    110.40  3.000
 HXA  H7    C7   C8    117.69  3.000
 HXA  H7    C7   C6    114.80  3.000
 HXA  C8    C7   C6    127.48  3.000
 HXA  H8    C8   C9    114.68  3.000
 HXA  H8    C8   C7    117.79  3.000
 HXA  C9    C8   C7    127.52  3.000
 HXA  H92   C9   H91   106.45  3.000
 HXA  H92   C9   C10   110.75  3.000
 HXA  H91   C9   C10   109.12  3.000
 HXA  H92   C9   C8    108.99  3.000
 HXA  H91   C9   C8    110.89  3.000
 HXA  C10   C9   C8    110.56  3.000
 HXA  H10   C10  C11   117.79  3.000
 HXA  H10   C10  C9    114.94  3.000
 HXA  C11   C10  C9    127.25  3.000
 HXA  H11   C11  C12   114.92  3.000
 HXA  H11   C11  C10   117.84  3.000
 HXA  C12   C11  C10   127.23  3.000
 HXA  H122  C12  H121  106.21  3.000
 HXA  H122  C12  C13   110.95  3.000
 HXA  H121  C12  C13   109.07  3.000
 HXA  H122  C12  C11   109.07  3.000
 HXA  H121  C12  C11   110.74  3.000
 HXA  C13   C12  C11   110.71  3.000
 HXA  H13   C13  C14   117.65  3.000
 HXA  H13   C13  C12   114.68  3.000
 HXA  C14   C13  C12   127.67  3.000
 HXA  H14   C14  C15   114.75  3.000
 HXA  H14   C14  C13   117.65  3.000
 HXA  C15   C14  C13   127.58  3.000
 HXA  H152  C15  H151  106.38  3.000
 HXA  H152  C15  C16   110.94  3.000
 HXA  H151  C15  C16   109.21  3.000
 HXA  H152  C15  C14   108.96  3.000
 HXA  H151  C15  C14   110.89  3.000
 HXA  C16   C15  C14   110.39  3.000
 HXA  H16   C16  C17   117.65  3.000
 HXA  H16   C16  C15   114.62  3.000
 HXA  C17   C16  C15   127.71  3.000
 HXA  H17   C17  C18   114.61  3.000
 HXA  H17   C17  C16   117.62  3.000
 HXA  C18   C17  C16   127.76  3.000
 HXA  H182  C18  H181  106.36  3.000
 HXA  H182  C18  C19   110.73  3.000
 HXA  H181  C18  C19   109.07  3.000
 HXA  H182  C18  C17   109.11  3.000
 HXA  H181  C18  C17   110.85  3.000
 HXA  C19   C18  C17   110.64  3.000
 HXA  H19   C19  C20   117.97  3.000
 HXA  H19   C19  C18   114.82  3.000
 HXA  C20   C19  C18   127.19  3.000
 HXA  H20   C20  C21   114.97  3.000
 HXA  H20   C20  C19   117.41  3.000
 HXA  C21   C20  C19   127.61  3.000
 HXA  H212  C21  H211  106.18  3.000
 HXA  H212  C21  C22   108.90  3.000
 HXA  H211  C21  C22   109.77  3.000
 HXA  H212  C21  C20   108.73  3.000
 HXA  H211  C21  C20   111.19  3.000
 HXA  C22   C21  C20   111.87  3.000
 HXA  H223  C22  H222  107.70  3.000
 HXA  H223  C22  H221  107.67  3.000
 HXA  H222  C22  H221  107.95  3.000
 HXA  H223  C22  C21   111.24  3.000
 HXA  H222  C22  C21   110.99  3.000
 HXA  H221  C22  C21   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
 HXA  Var_01  C6    C5   C4   C3     1.49   0.0  2
 HXA  Var_02  C9    C8   C7   C6     1.84   0.0  2
 HXA  Var_03  C12   C11  C10  C9     1.53   0.0  2
 HXA  Var_04  C15   C14  C13  C12    1.60   0.0  2
 HXA  Var_05  C18   C17  C16  C15    1.87   0.0  2
 HXA  Var_06  C21   C20  C19  C18    1.50   0.0  2
 HXA  Var_07  C4    C3   C2   C1   174.14  30.0  3
 HXA  Var_08  C3    C2   C1   O1    -4.88  30.0  3
 HXA  Var_09  C5    C4   C3   C2   118.39  30.0  3
 HXA  Var_10  C7    C6   C5   C4   107.40  30.0  3
 HXA  Var_11  C8    C7   C6   C5   106.97  30.0  3
 HXA  Var_12  C10   C9   C8   C7   111.31  30.0  3
 HXA  Var_13  C11   C10  C9   C8   104.99  30.0  3
 HXA  Var_14  C13   C12  C11  C10  110.33  30.0  3
 HXA  Var_15  C14   C13  C12  C11  113.46  30.0  3
 HXA  Var_16  C16   C15  C14  C13  110.07  30.0  3
 HXA  Var_17  C17   C16  C15  C14  113.11  30.0  3
 HXA  Var_18  C19   C18  C17  C16  115.42  30.0  3
 HXA  Var_19  C20   C19  C18  C17  108.18  30.0  3
 HXA  Var_20  C22   C21  C20  C19  113.16  30.0  3
 HXA  Var_21  H221  C22  C21  C20  177.17  30.0  3

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
 HXA  plan-1  C1   0.020
 HXA  plan-1  O1   0.020
 HXA  plan-1  O2   0.020
 HXA  plan-1  C2   0.020
 HXA  plan-2  C3   0.020
 HXA  plan-2  C4   0.020
 HXA  plan-2  C5   0.020
 HXA  plan-2  C6   0.020
 HXA  plan-2  H4   0.020
 HXA  plan-2  H5   0.020
 HXA  plan-3  C6   0.020
 HXA  plan-3  C7   0.020
 HXA  plan-3  C8   0.020
 HXA  plan-3  C9   0.020
 HXA  plan-3  H7   0.020
 HXA  plan-3  H8   0.020
 HXA  plan-4  C9   0.020
 HXA  plan-4  C10  0.020
 HXA  plan-4  C11  0.020
 HXA  plan-4  C12  0.020
 HXA  plan-4  H10  0.020
 HXA  plan-4  H11  0.020
 HXA  plan-5  C12  0.020
 HXA  plan-5  C13  0.020
 HXA  plan-5  C14  0.020
 HXA  plan-5  C15  0.020
 HXA  plan-5  H13  0.020
 HXA  plan-5  H14  0.020
 HXA  plan-6  C15  0.020
 HXA  plan-6  C16  0.020
 HXA  plan-6  C17  0.020
 HXA  plan-6  C18  0.020
 HXA  plan-6  H16  0.020
 HXA  plan-6  H17  0.020
 HXA  plan-7  C18  0.020
 HXA  plan-7  C19  0.020
 HXA  plan-7  C20  0.020
 HXA  plan-7  C21  0.020
 HXA  plan-7  H19  0.020
 HXA  plan-7  H20  0.020

