# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 23:49:32 2020
#   Inital geometry file: a 153 line input string
#   Ligand name: (7E,11Z,14Z,17Z,20Z)-5-oxotricosa-7,11,14,17,20-pentaenoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC/C=C\C\C=C/C\C=C/C\C=C/CC\C=C\CC(=O)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
 5OX  5OX  '(7E,11Z,14Z,17Z,20Z)-5-oxotricosa-7,11,14,17,20-pentaenoic acid'  ligand  60  26  .  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_5OX
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
 5OX  O24  O  O     0  -0.445    7.5161   3.7881  -1.4356
 5OX  C23  C  C     0   0.551    8.4136   2.9849  -1.3751
 5OX  O25  O  OH1   0  -0.598    9.6706   3.2793  -1.6956
 5OX  C22  C  CH2   0  -0.581    8.2699   1.5536  -0.9389
 5OX  C21  C  CH2   0  -0.422    6.8482   1.1723  -0.5621
 5OX  C20  C  CH2   0  -0.557    6.7772  -0.2858  -0.1394
 5OX  C19  C  C     0   0.407    5.3989  -0.7614   0.2425
 5OX  O26  O  O     0  -0.399    4.4345  -0.0320   0.2284
 5OX  C18  C  CH2   0  -0.629    5.2984  -2.2178   0.6442
 5OX  C17  C  C1    0  -0.195    3.9294  -2.6314   1.0729
 5OX  C16  C  C1    0  -0.208    3.2073  -3.5695   0.4694
 5OX  C15  C  CH2   0  -0.481    1.8287  -3.9825   0.8744
 5OX  C14  C  CH2   0  -0.491    0.8036  -3.7051  -0.2350
 5OX  C13  C  C1    0  -0.213   -0.5615  -4.1986   0.1273
 5OX  C12  C  C1    0  -0.204   -1.6487  -3.4670   0.3658
 5OX  C11  C  CH2   0  -0.577   -1.7726  -1.9714   0.2983
 5OX  C10  C  C1    0  -0.202   -2.6021  -1.5624  -0.8847
 5OX  C9   C  C1    0  -0.205   -3.8119  -1.0062  -0.8754
 5OX  C8   C  CH2   0  -0.578   -4.6299  -0.6174   0.3225
 5OX  C7   C  C1    0  -0.203   -4.6881   0.8774   0.4582
 5OX  C6   C  C1    0  -0.204   -5.7475   1.6651   0.2831
 5OX  C5   C  CH2   0  -0.581   -7.1494   1.2468  -0.0570
 5OX  C4   C  C1    0  -0.203   -8.0526   1.4227   1.1309
 5OX  C3   C  C1    0  -0.212   -9.0061   2.3393   1.2899
 5OX  C2   C  CH2   0  -0.491   -9.4332   3.3911   0.3138
 5OX  C1   C  CH3   0  -0.656  -10.8447   3.1366  -0.2139
 5OX  H1   H  HOH1  0   0.478    9.7323   4.2052  -1.9739
 5OX  H2   H  HCH2  0   0.279    8.6405   0.9141  -1.7465
 5OX  H3   H  HCH2  0   0.279    8.9520   1.3851  -0.0996
 5OX  H4   H  HCH2  0   0.239    6.4944   1.8102   0.2497
 5OX  H5   H  HCH2  0   0.238    6.1813   1.3441  -1.4087
 5OX  H6   H  HCH2  0   0.269    7.1484  -0.9414  -0.9356
 5OX  H7   H  HCH2  0   0.270    7.4431  -0.4770   0.7099
 5OX  H8   H  HCH2  0   0.284    5.6490  -2.8239  -0.1978
 5OX  H9   H  HCH2  0   0.277    6.0293  -2.3879   1.4436
 5OX  H10  H  H     0   0.238    3.5204  -2.1240   1.9425
 5OX  H11  H  H     0   0.234    3.6177  -4.0751  -0.4033
 5OX  H12  H  HCH2  0   0.235    1.8171  -5.0533   1.1038
 5OX  H13  H  HCH2  0   0.237    1.5291  -3.4624   1.7878
 5OX  H14  H  HCH2  0   0.237    0.7962  -2.6371  -0.4583
 5OX  H15  H  HCH2  0   0.238    1.1335  -4.2079  -1.1502
 5OX  H16  H  H     0   0.234   -0.6539  -5.2777   0.2199
 5OX  H17  H  H     0   0.237   -2.5681  -3.9887   0.6163
 5OX  H18  H  HCH2  0   0.252   -2.2137  -1.6066   1.2283
 5OX  H19  H  HCH2  0   0.251   -0.7885  -1.5040   0.2201
 5OX  H20  H  H     0   0.239   -2.1502  -1.7717  -1.8502
 5OX  H21  H  H     0   0.239   -4.2680  -0.7731  -1.8333
 5OX  H22  H  HCH2  0   0.253   -5.6334  -1.0367   0.2226
 5OX  H23  H  HCH2  0   0.253   -4.2086  -1.0415   1.2365
 5OX  H24  H  H     0   0.239   -3.7424   1.3491   0.7094
 5OX  H25  H  H     0   0.239   -5.6126   2.7335   0.4255
 5OX  H26  H  HCH2  0   0.253   -7.5042   1.8365  -0.9050
 5OX  H27  H  HCH2  0   0.252   -7.1761   0.2027  -0.3761
 5OX  H28  H  H     0   0.235   -7.8718   0.7277   1.9459
 5OX  H29  H  H     0   0.231   -9.5661   2.3227   2.2219
 5OX  H30  H  HCH2  0   0.234   -9.4118   4.3651   0.8121
 5OX  H31  H  HCH2  0   0.231   -8.7348   3.4614  -0.5218
 5OX  H32  H  HCH3  0   0.229  -11.1620   3.9333  -0.8875
 5OX  H33  H  HCH3  0   0.223  -10.8923   2.1945  -0.7613
 5OX  H34  H  HCH3  0   0.221  -11.5674   3.0835   0.6018

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
 5OX  C6   C7   double  1.332  0.020  1.332
 5OX  C6   C5   single  1.502  0.020  1.502
 5OX  C7   C8   single  1.502  0.020  1.502
 5OX  C4   C5   single  1.503  0.020  1.503
 5OX  C4   C3   double  1.332  0.020  1.332
 5OX  C8   C9   single  1.502  0.020  1.502
 5OX  C11  C12  single  1.502  0.020  1.502
 5OX  C11  C10  single  1.502  0.020  1.502
 5OX  C3   C2   single  1.497  0.020  1.497
 5OX  C12  C13  double  1.332  0.020  1.332
 5OX  C9   C10  double  1.332  0.020  1.332
 5OX  C2   C1   single  1.528  0.020  1.528
 5OX  C13  C14  single  1.496  0.020  1.496
 5OX  C14  C15  single  1.536  0.020  1.536
 5OX  C15  C16  single  1.495  0.020  1.495
 5OX  C16  C17  double  1.329  0.020  1.329
 5OX  C17  C18  single  1.493  0.020  1.493
 5OX  C18  C19  single  1.514  0.020  1.514
 5OX  C19  O26  double  1.209  0.020  1.209
 5OX  C19  C20  single  1.507  0.020  1.507
 5OX  C20  C21  single  1.520  0.020  1.520
 5OX  C21  C22  single  1.519  0.020  1.519
 5OX  C22  C23  single  1.503  0.020  1.503
 5OX  C23  O24  double  1.206  0.020  1.206
 5OX  C23  O25  single  1.330  0.020  1.330
 5OX  O25  H1   single  0.850  0.020  0.980
 5OX  C22  H2   single  0.970  0.020  1.090
 5OX  C22  H3   single  0.970  0.020  1.090
 5OX  C21  H4   single  0.970  0.020  1.090
 5OX  C21  H5   single  0.970  0.020  1.090
 5OX  C20  H6   single  0.970  0.020  1.090
 5OX  C20  H7   single  0.970  0.020  1.090
 5OX  C18  H8   single  0.970  0.020  1.090
 5OX  C18  H9   single  0.970  0.020  1.090
 5OX  C17  H10  single  0.930  0.020  1.080
 5OX  C16  H11  single  0.930  0.020  1.080
 5OX  C15  H12  single  0.970  0.020  1.090
 5OX  C15  H13  single  0.970  0.020  1.090
 5OX  C14  H14  single  0.970  0.020  1.090
 5OX  C14  H15  single  0.970  0.020  1.090
 5OX  C13  H16  single  0.930  0.020  1.080
 5OX  C12  H17  single  0.930  0.020  1.080
 5OX  C11  H18  single  0.970  0.020  1.090
 5OX  C11  H19  single  0.970  0.020  1.090
 5OX  C10  H20  single  0.930  0.020  1.080
 5OX  C9   H21  single  0.930  0.020  1.080
 5OX  C8   H22  single  0.970  0.020  1.090
 5OX  C8   H23  single  0.970  0.020  1.090
 5OX  C7   H24  single  0.930  0.020  1.080
 5OX  C6   H25  single  0.930  0.020  1.080
 5OX  C5   H26  single  0.970  0.020  1.090
 5OX  C5   H27  single  0.970  0.020  1.090
 5OX  C4   H28  single  0.930  0.020  1.080
 5OX  C3   H29  single  0.930  0.020  1.080
 5OX  C2   H30  single  0.970  0.020  1.090
 5OX  C2   H31  single  0.970  0.020  1.090
 5OX  C1   H32  single  0.970  0.020  1.090
 5OX  C1   H33  single  0.970  0.020  1.090
 5OX  C1   H34  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
 5OX  C22  C23  O25  111.78  3.000
 5OX  O25  C23  O24  122.94  3.000
 5OX  C22  C23  O24  125.28  3.000
 5OX  H1   O25  C23  109.93  3.000
 5OX  H3   C22  H2   105.35  3.000
 5OX  H3   C22  C21  110.76  3.000
 5OX  H2   C22  C21  110.68  3.000
 5OX  H3   C22  C23  108.03  3.000
 5OX  H2   C22  C23  108.04  3.000
 5OX  C21  C22  C23  113.60  3.000
 5OX  H5   C21  H4   106.67  3.000
 5OX  H5   C21  C20  109.77  3.000
 5OX  H4   C21  C20  109.79  3.000
 5OX  H5   C21  C22  109.88  3.000
 5OX  H4   C21  C22  109.94  3.000
 5OX  C20  C21  C22  110.70  3.000
 5OX  H7   C20  H6   104.64  3.000
 5OX  H7   C20  C19  107.71  3.000
 5OX  H6   C20  C19  107.76  3.000
 5OX  H7   C20  C21  110.77  3.000
 5OX  H6   C20  C21  110.85  3.000
 5OX  C19  C20  C21  114.58  3.000
 5OX  C18  C19  O26  122.03  3.000
 5OX  O26  C19  C20  122.41  3.000
 5OX  C18  C19  C20  115.56  3.000
 5OX  H9   C18  H8   105.15  3.000
 5OX  H9   C18  C17  111.04  3.000
 5OX  H8   C18  C17  111.16  3.000
 5OX  H9   C18  C19  107.36  3.000
 5OX  H8   C18  C19  107.88  3.000
 5OX  C17  C18  C19  113.80  3.000
 5OX  H10  C17  C16  119.24  3.000
 5OX  H10  C17  C18  116.45  3.000
 5OX  C16  C17  C18  124.30  3.000
 5OX  H11  C16  C15  115.88  3.000
 5OX  H11  C16  C17  119.14  3.000
 5OX  C15  C16  C17  124.97  3.000
 5OX  H13  C15  H12  106.70  3.000
 5OX  H13  C15  C14  109.56  3.000
 5OX  H12  C15  C14  108.72  3.000
 5OX  H13  C15  C16  110.35  3.000
 5OX  H12  C15  C16  109.67  3.000
 5OX  C14  C15  C16  111.71  3.000
 5OX  H15  C14  H14  106.28  3.000
 5OX  H15  C14  C13  109.01  3.000
 5OX  H14  C14  C13  111.49  3.000
 5OX  H15  C14  C15  108.65  3.000
 5OX  H14  C14  C15  109.22  3.000
 5OX  C13  C14  C15  112.00  3.000
 5OX  H16  C13  C12  117.43  3.000
 5OX  H16  C13  C14  115.19  3.000
 5OX  C12  C13  C14  127.37  3.000
 5OX  H17  C12  C11  114.75  3.000
 5OX  H17  C12  C13  117.92  3.000
 5OX  C11  C12  C13  127.30  3.000
 5OX  H19  C11  H18  106.38  3.000
 5OX  H19  C11  C10  108.95  3.000
 5OX  H18  C11  C10  110.91  3.000
 5OX  H19  C11  C12  110.79  3.000
 5OX  H18  C11  C12  109.12  3.000
 5OX  C10  C11  C12  110.61  3.000
 5OX  H20  C10  C9   117.69  3.000
 5OX  H20  C10  C11  114.70  3.000
 5OX  C9   C10  C11  127.60  3.000
 5OX  H21  C9   C8   114.78  3.000
 5OX  H21  C9   C10  117.70  3.000
 5OX  C8   C9   C10  127.49  3.000
 5OX  H23  C8   H22  106.38  3.000
 5OX  H23  C8   C7   109.01  3.000
 5OX  H22  C8   C7   110.78  3.000
 5OX  H23  C8   C9   110.91  3.000
 5OX  H22  C8   C9   109.16  3.000
 5OX  C7   C8   C9   110.53  3.000
 5OX  H24  C7   C6   117.78  3.000
 5OX  H24  C7   C8   114.79  3.000
 5OX  C6   C7   C8   127.41  3.000
 5OX  H25  C6   C5   114.80  3.000
 5OX  H25  C6   C7   117.76  3.000
 5OX  C5   C6   C7   127.41  3.000
 5OX  H27  C5   H26  106.34  3.000
 5OX  H27  C5   C4   109.16  3.000
 5OX  H26  C5   C4   110.82  3.000
 5OX  H27  C5   C6   110.81  3.000
 5OX  H26  C5   C6   109.19  3.000
 5OX  C4   C5   C6   110.45  3.000
 5OX  H28  C4   C3   118.02  3.000
 5OX  H28  C4   C5   114.72  3.000
 5OX  C3   C4   C5   127.24  3.000
 5OX  H29  C3   C2   115.00  3.000
 5OX  H29  C3   C4   117.42  3.000
 5OX  C2   C3   C4   127.57  3.000
 5OX  H31  C2   H30  106.20  3.000
 5OX  H31  C2   C1   109.72  3.000
 5OX  H30  C2   C1   108.87  3.000
 5OX  H31  C2   C3   111.21  3.000
 5OX  H30  C2   C3   108.84  3.000
 5OX  C1   C2   C3   111.81  3.000
 5OX  H34  C1   H33  107.71  3.000
 5OX  H34  C1   H32  107.74  3.000
 5OX  H33  C1   H32  107.96  3.000
 5OX  H34  C1   C2   111.21  3.000
 5OX  H33  C1   C2   110.95  3.000
 5OX  H32  C1   C2   111.12  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
 5OX  CONST_01  H1   O25  C23  O24     0.00   0.0  0
 5OX  Var_01    C15  C16  C17  C18  -179.13   0.0  2
 5OX  Var_02    C11  C12  C13  C14     1.48   0.0  2
 5OX  Var_03    C8   C9   C10  C11     1.76   0.0  2
 5OX  Var_04    C5   C6   C7   C8      1.76   0.0  2
 5OX  Var_05    C2   C3   C4   C5      1.73   0.0  2
 5OX  Var_06    C21  C22  C23  O24     0.01  30.0  1
 5OX  Var_07    C20  C21  C22  C23   179.72  30.0  1
 5OX  Var_08    C19  C20  C21  C22  -179.48  30.0  1
 5OX  Var_09    C18  C19  C20  C21   178.97  30.0  1
 5OX  Var_10    C17  C18  C19  C20   177.41  30.0  1
 5OX  Var_11    C16  C17  C18  C19   119.07  30.0  1
 5OX  Var_12    C14  C15  C16  C17   117.47  30.0  1
 5OX  Var_13    C13  C14  C15  C16   176.21  30.0  1
 5OX  Var_14    C12  C13  C14  C15   112.95  30.0  1
 5OX  Var_15    C10  C11  C12  C13   109.30  30.0  2
 5OX  Var_16    C9   C10  C11  C12   111.82  30.0  3
 5OX  Var_17    C7   C8   C9   C10   108.68  30.0  2
 5OX  Var_18    C6   C7   C8   C9    111.16  30.0  1
 5OX  Var_19    C4   C5   C6   C7    108.10  30.0  3
 5OX  Var_20    C3   C4   C5   C6    108.61  30.0  2
 5OX  Var_21    C1   C2   C3   C4    112.26  30.0  3
 5OX  Var_22    H32  C1   C2   C3    177.35  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
 5OX  plan-1  C20  0.020
 5OX  plan-1  C19  0.020
 5OX  plan-1  O26  0.020
 5OX  plan-1  C18  0.020
 5OX  plan-2  O24  0.020
 5OX  plan-2  C23  0.020
 5OX  plan-2  O25  0.020
 5OX  plan-2  C22  0.020
 5OX  plan-2  H1   0.020
 5OX  plan-3  C8   0.020
 5OX  plan-3  C7   0.020
 5OX  plan-3  C6   0.020
 5OX  plan-3  C5   0.020
 5OX  plan-3  H24  0.020
 5OX  plan-3  H25  0.020
 5OX  plan-4  C5   0.020
 5OX  plan-4  C4   0.020
 5OX  plan-4  C3   0.020
 5OX  plan-4  C2   0.020
 5OX  plan-4  H28  0.020
 5OX  plan-4  H29  0.020
 5OX  plan-5  C14  0.020
 5OX  plan-5  C13  0.020
 5OX  plan-5  C12  0.020
 5OX  plan-5  C11  0.020
 5OX  plan-5  H16  0.020
 5OX  plan-5  H17  0.020
 5OX  plan-6  C11  0.020
 5OX  plan-6  C10  0.020
 5OX  plan-6  C9   0.020
 5OX  plan-6  C8   0.020
 5OX  plan-6  H20  0.020
 5OX  plan-6  H21  0.020
 5OX  plan-7  C18  0.020
 5OX  plan-7  C17  0.020
 5OX  plan-7  C16  0.020
 5OX  plan-7  C15  0.020
 5OX  plan-7  H10  0.020
 5OX  plan-7  H11  0.020

