# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 18:40:10 2020
#   Inital geometry file: a 148 line input string
#   Ligand name: (4S,5E,7Z,10Z,13Z,16Z,19Z)-4-hydroxydocosa-5,7,10,13,16,19-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@@H](O)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
 4HD  4HD  '(4S,5E,7Z,10Z,13Z,16Z,19Z)-4-hydroxydocosa-5,7,10,13,16,19-hexaenoic acid'  ligand  56  25  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_4HD
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
 4HD  O1    O  OC    -1  -0.633   11.0583   0.1771  -1.9471
 4HD  O2    O  O      0  -0.608   10.2993   0.7793   0.0569
 4HD  C1    C  C      0   0.412   10.2012   0.1917  -1.0381
 4HD  C2    C  CH2    0  -0.583    8.9158  -0.6096  -1.3156
 4HD  C3    C  CH2    0  -0.451    7.8318  -0.4873  -0.2578
 4HD  C4    C  CH1    0   0.006    6.6069  -1.3647  -0.5302
 4HD  C5    C  C1     0  -0.255    5.6426  -1.2724   0.6163
 4HD  C6    C  C1     0  -0.264    4.3594  -0.9098   0.5329
 4HD  C7    C  C1     0  -0.245    3.4934  -0.8010   1.6955
 4HD  C8    C  C1     0  -0.214    2.2099  -0.4217   1.7012
 4HD  C9    C  CH2    0  -0.580    1.3677  -0.0551   0.5147
 4HD  C10   C  C1     0  -0.203    0.3399  -1.1209   0.2611
 4HD  C11   C  C1     0  -0.203   -0.9803  -1.0260   0.4067
 4HD  C12   C  CH2    0  -0.579   -1.7709   0.1827   0.8175
 4HD  C13   C  C1     0  -0.207   -2.5684   0.6992  -0.3457
 4HD  C14   C  C1     0  -0.201   -3.8859   0.6245  -0.5251
 4HD  C15   C  CH2    0  -0.577   -4.9074   0.0407   0.4077
 4HD  C16   C  C1     0  -0.205   -5.8496   1.1043   0.8948
 4HD  C17   C  C1     0  -0.205   -7.1335   1.2530   0.5735
 4HD  C18   C  CH2    0  -0.578   -7.9540   0.3729  -0.3261
 4HD  C19   C  C1     0  -0.204   -8.9634  -0.4002   0.4741
 4HD  C20   C  C1     0  -0.211  -10.2896  -0.2772   0.4424
 4HD  C21   C  CH2    0  -0.490  -11.1083   0.6299  -0.4227
 4HD  C22   C  CH3    0  -0.660  -12.0539  -0.1553  -1.3302
 4HD  O3    O  OH1    0  -0.663    6.0086  -1.0843  -1.7753
 4HD  H2C1  H  HCH2   0   0.221    8.5295  -0.3092  -2.2939
 4HD  H2C2  H  HCH2   0   0.221    9.1971  -1.6637  -1.4319
 4HD  H3C1  H  HCH2   0   0.222    8.2367  -0.7599   0.7196
 4HD  H3C2  H  HCH2   0   0.217    7.5031   0.5541  -0.1646
 4HD  H4    H  HCH1   0   0.232    6.9491  -2.4059  -0.5977
 4HD  H5    H  H      0   0.246    6.0621  -1.5132   1.5905
 4HD  H3    H  HOH1   0   0.444    5.8214  -0.1396  -1.8118
 4HD  H6    H  H      0   0.240    3.9352  -0.6818  -0.4391
 4HD  H7    H  H      0   0.240    3.9477  -1.0513   2.6500
 4HD  H8    H  H      0   0.243    1.6940  -0.3953   2.6560
 4HD  H9C1  H  HCH2   0   0.256    0.8905   0.9106   0.6964
 4HD  H9C2  H  HCH2   0   0.256    1.9838   0.0672  -0.3788
 4HD  H10   H  H      0   0.241    0.7458  -2.0774  -0.0551
 4HD  H11   H  H      0   0.240   -1.5775  -1.9043   0.1789
 4HD  H121  H  HCH2   0   0.254   -2.4225  -0.0815   1.6532
 4HD  H122  H  HCH2   0   0.254   -1.1116   0.9737   1.1812
 4HD  H13   H  H      0   0.239   -1.9772   1.1530  -1.1361
 4HD  H14   H  H      0   0.239   -4.2942   1.0404  -1.4418
 4HD  H151  H  HCH2   0   0.253   -5.4529  -0.7517  -0.1103
 4HD  H152  H  HCH2   0   0.253   -4.4251  -0.4297   1.2669
 4HD  H16   H  H      0   0.239   -5.4060   1.8348   1.5653
 4HD  H17   H  H      0   0.239   -7.6748   2.0833   1.0177
 4HD  H181  H  HCH2   0   0.253   -8.4454   0.9930  -1.0793
 4HD  H182  H  HCH2   0   0.251   -7.3129  -0.3242  -0.8706
 4HD  H19   H  H      0   0.235   -8.5359  -1.1199   1.1668
 4HD  H20   H  H      0   0.230  -10.8658  -0.9180   1.1058
 4HD  H211  H  HCH2   0   0.233  -11.7003   1.2906   0.2185
 4HD  H212  H  HCH2   0   0.233  -10.4724   1.2788  -1.0264
 4HD  H221  H  HCH3   0   0.230  -12.6740   0.5149  -1.9259
 4HD  H222  H  HCH3   0   0.223  -11.4976  -0.7954  -2.0160
 4HD  H223  H  HCH3   0   0.222  -12.7210  -0.7934  -0.7483

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
 4HD  O1   C1    deloc   1.249  0.020  1.249
 4HD  O2   C1    deloc   1.247  0.020  1.247
 4HD  C1   C2    single  1.540  0.020  1.540
 4HD  C2   C3    single  1.520  0.020  1.520
 4HD  C3   C4    single  1.531  0.020  1.531
 4HD  C4   C5    single  1.501  0.020  1.501
 4HD  C4   O3    single  1.410  0.020  1.410
 4HD  C5   C6    double  1.336  0.020  1.336
 4HD  C6   C7    single  1.454  0.020  1.454
 4HD  C7   C8    double  1.338  0.020  1.338
 4HD  C8   C9    single  1.500  0.020  1.500
 4HD  C9   C10   single  1.502  0.020  1.502
 4HD  C10  C11   double  1.332  0.020  1.332
 4HD  C11  C12   single  1.502  0.020  1.502
 4HD  C12  C13   single  1.502  0.020  1.502
 4HD  C13  C14   double  1.332  0.020  1.332
 4HD  C14  C15   single  1.501  0.020  1.501
 4HD  C15  C16   single  1.502  0.020  1.502
 4HD  C16  C17   double  1.332  0.020  1.332
 4HD  C17  C18   single  1.502  0.020  1.502
 4HD  C18  C19   single  1.502  0.020  1.502
 4HD  C19  C20   double  1.332  0.020  1.332
 4HD  C20  C21   single  1.497  0.020  1.497
 4HD  C21  C22   single  1.528  0.020  1.528
 4HD  C2   H2C1  single  0.970  0.020  1.090
 4HD  C2   H2C2  single  0.970  0.020  1.090
 4HD  C3   H3C1  single  0.970  0.020  1.090
 4HD  C3   H3C2  single  0.970  0.020  1.090
 4HD  C4   H4    single  0.970  0.020  1.090
 4HD  C5   H5    single  0.930  0.020  1.080
 4HD  O3   H3    single  0.850  0.020  0.980
 4HD  C6   H6    single  0.930  0.020  1.080
 4HD  C7   H7    single  0.930  0.020  1.080
 4HD  C8   H8    single  0.930  0.020  1.080
 4HD  C9   H9C1  single  0.970  0.020  1.090
 4HD  C9   H9C2  single  0.970  0.020  1.090
 4HD  C10  H10   single  0.930  0.020  1.080
 4HD  C11  H11   single  0.930  0.020  1.080
 4HD  C12  H121  single  0.970  0.020  1.090
 4HD  C12  H122  single  0.970  0.020  1.090
 4HD  C13  H13   single  0.930  0.020  1.080
 4HD  C14  H14   single  0.930  0.020  1.080
 4HD  C15  H151  single  0.970  0.020  1.090
 4HD  C15  H152  single  0.970  0.020  1.090
 4HD  C16  H16   single  0.930  0.020  1.080
 4HD  C17  H17   single  0.930  0.020  1.080
 4HD  C18  H181  single  0.970  0.020  1.090
 4HD  C18  H182  single  0.970  0.020  1.090
 4HD  C19  H19   single  0.930  0.020  1.080
 4HD  C20  H20   single  0.930  0.020  1.080
 4HD  C21  H211  single  0.970  0.020  1.090
 4HD  C21  H212  single  0.970  0.020  1.090
 4HD  C22  H221  single  0.970  0.020  1.090
 4HD  C22  H222  single  0.970  0.020  1.090
 4HD  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
 4HD  C2    C1   O2    117.98  3.000
 4HD  C2    C1   O1    115.82  3.000
 4HD  O2    C1   O1    126.20  3.000
 4HD  H2C2  C2   H2C1  105.05  3.000
 4HD  H2C2  C2   C3    109.51  3.000
 4HD  H2C1  C2   C3    110.40  3.000
 4HD  H2C2  C2   C1    107.76  3.000
 4HD  H2C1  C2   C1    108.24  3.000
 4HD  C3    C2   C1    115.35  3.000
 4HD  H3C2  C3   H3C1  105.79  3.000
 4HD  H3C2  C3   C4    108.64  3.000
 4HD  H3C1  C3   C4    108.22  3.000
 4HD  H3C2  C3   C2    110.47  3.000
 4HD  H3C1  C3   C2    109.77  3.000
 4HD  C4    C3   C2    113.62  3.000
 4HD  H4    C4   O3    105.46  3.000
 4HD  H4    C4   C5    107.79  3.000
 4HD  O3    C4   C5    112.94  3.000
 4HD  H4    C4   C3    107.76  3.000
 4HD  O3    C4   C3    112.50  3.000
 4HD  C5    C4   C3    110.05  3.000
 4HD  H5    C5   C6    119.11  3.000
 4HD  H5    C5   C4    115.01  3.000
 4HD  C6    C5   C4    125.88  3.000
 4HD  H6    C6   C7    117.90  3.000
 4HD  H6    C6   C5    119.24  3.000
 4HD  C7    C6   C5    122.85  3.000
 4HD  H7    C7   C8    117.55  3.000
 4HD  H7    C7   C6    115.87  3.000
 4HD  C8    C7   C6    126.57  3.000
 4HD  H8    C8   C9    115.01  3.000
 4HD  H8    C8   C7    117.80  3.000
 4HD  C9    C8   C7    127.16  3.000
 4HD  H9C2  C9   H9C1  106.47  3.000
 4HD  H9C2  C9   C10   109.10  3.000
 4HD  H9C1  C9   C10   110.88  3.000
 4HD  H9C2  C9   C8    110.96  3.000
 4HD  H9C1  C9   C8    109.25  3.000
 4HD  C10   C9   C8    110.13  3.000
 4HD  H10   C10  C11   117.73  3.000
 4HD  H10   C10  C9    114.72  3.000
 4HD  C11   C10  C9    127.54  3.000
 4HD  H11   C11  C12   114.76  3.000
 4HD  H11   C11  C10   117.68  3.000
 4HD  C12   C11  C10   127.54  3.000
 4HD  H122  C12  H121  106.29  3.000
 4HD  H122  C12  C13   109.23  3.000
 4HD  H121  C12  C13   111.04  3.000
 4HD  H122  C12  C11   110.88  3.000
 4HD  H121  C12  C11   109.19  3.000
 4HD  C13   C12  C11   110.15  3.000
 4HD  H13   C13  C14   117.63  3.000
 4HD  H13   C13  C12   114.72  3.000
 4HD  C14   C13  C12   127.61  3.000
 4HD  H14   C14  C15   114.67  3.000
 4HD  H14   C14  C13   117.65  3.000
 4HD  C15   C14  C13   127.68  3.000
 4HD  H152  C15  H151  106.33  3.000
 4HD  H152  C15  C16   109.09  3.000
 4HD  H151  C15  C16   110.74  3.000
 4HD  H152  C15  C14   110.84  3.000
 4HD  H151  C15  C14   109.09  3.000
 4HD  C16   C15  C14   110.67  3.000
 4HD  H16   C16  C17   117.87  3.000
 4HD  H16   C16  C15   114.85  3.000
 4HD  C17   C16  C15   127.27  3.000
 4HD  H17   C17  C18   114.87  3.000
 4HD  H17   C17  C16   117.85  3.000
 4HD  C18   C17  C16   127.26  3.000
 4HD  H182  C18  H181  106.42  3.000
 4HD  H182  C18  C19   109.35  3.000
 4HD  H181  C18  C19   110.92  3.000
 4HD  H182  C18  C17   110.60  3.000
 4HD  H181  C18  C17   109.02  3.000
 4HD  C19   C18  C17   110.46  3.000
 4HD  H19   C19  C20   117.90  3.000
 4HD  H19   C19  C18   114.58  3.000
 4HD  C20   C19  C18   127.50  3.000
 4HD  H20   C20  C21   114.81  3.000
 4HD  H20   C20  C19   117.30  3.000
 4HD  C21   C20  C19   127.88  3.000
 4HD  H212  C21  H211  106.28  3.000
 4HD  H212  C21  C22   109.74  3.000
 4HD  H211  C21  C22   108.87  3.000
 4HD  H212  C21  C20   111.19  3.000
 4HD  H211  C21  C20   108.84  3.000
 4HD  C22   C21  C20   111.74  3.000
 4HD  H223  C22  H222  107.70  3.000
 4HD  H223  C22  H221  107.65  3.000
 4HD  H222  C22  H221  107.89  3.000
 4HD  H223  C22  C21   111.23  3.000
 4HD  H222  C22  C21   111.07  3.000
 4HD  H221  C22  C21   111.14  3.000
 4HD  H3    O3   C4    108.11  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
 4HD  Var_01  C7    C6   C5   C4   -177.95   0.0  2
 4HD  Var_02  C9    C8   C7   C6      1.51   0.0  2
 4HD  Var_03  C12   C11  C10  C9      2.16   0.0  2
 4HD  Var_04  C15   C14  C13  C12     1.91   0.0  2
 4HD  Var_05  C18   C17  C16  C15     1.63   0.0  2
 4HD  Var_06  C21   C20  C19  C18     1.94   0.0  2
 4HD  Var_07  C3    C2   C1   O1   -174.91  30.0  3
 4HD  Var_08  C4    C3   C2   C1   -176.51  30.0  3
 4HD  Var_09  C8    C7   C6   C5    178.65  30.0  2
 4HD  Var_10  C10   C9   C8   C7    109.23  30.0  3
 4HD  Var_11  C11   C10  C9   C8    111.90  30.0  3
 4HD  Var_12  C13   C12  C11  C10   110.15  30.0  3
 4HD  Var_13  C14   C13  C12  C11   107.90  30.0  3
 4HD  Var_14  C16   C15  C14  C13   115.72  30.0  3
 4HD  Var_15  C17   C16  C15  C14   109.52  30.0  3
 4HD  Var_16  C19   C18  C17  C16   109.60  30.0  3
 4HD  Var_17  C20   C19  C18  C17   113.04  30.0  3
 4HD  Var_18  C22   C21  C20  C19   118.99  30.0  3
 4HD  Var_19  H221  C22  C21  C20   177.67  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
 4HD  chir_01  C4  C3  C5  O3  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
 4HD  plan-1  O1   0.020
 4HD  plan-1  O2   0.020
 4HD  plan-1  C1   0.020
 4HD  plan-1  C2   0.020
 4HD  plan-2  C4   0.020
 4HD  plan-2  C5   0.020
 4HD  plan-2  C6   0.020
 4HD  plan-2  C7   0.020
 4HD  plan-2  H5   0.020
 4HD  plan-2  H6   0.020
 4HD  plan-3  C6   0.020
 4HD  plan-3  C7   0.020
 4HD  plan-3  C8   0.020
 4HD  plan-3  C9   0.020
 4HD  plan-3  H7   0.020
 4HD  plan-3  H8   0.020
 4HD  plan-4  C9   0.020
 4HD  plan-4  C10  0.020
 4HD  plan-4  C11  0.020
 4HD  plan-4  C12  0.020
 4HD  plan-4  H10  0.020
 4HD  plan-4  H11  0.020
 4HD  plan-5  C12  0.020
 4HD  plan-5  C13  0.020
 4HD  plan-5  C14  0.020
 4HD  plan-5  C15  0.020
 4HD  plan-5  H13  0.020
 4HD  plan-5  H14  0.020
 4HD  plan-6  C15  0.020
 4HD  plan-6  C16  0.020
 4HD  plan-6  C17  0.020
 4HD  plan-6  C18  0.020
 4HD  plan-6  H16  0.020
 4HD  plan-6  H17  0.020
 4HD  plan-7  C18  0.020
 4HD  plan-7  C19  0.020
 4HD  plan-7  C20  0.020
 4HD  plan-7  C21  0.020
 4HD  plan-7  H19  0.020
 4HD  plan-7  H20  0.020

