# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 22 06:13:45 2020
#   Inital geometry file: a 156 line input string
#   Ligand name: (2S)-2,3-dihydroxypropyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCC/C=C\C\C=C/C/C=C\C\C=C/CCCC(=O)OC[C@@H](O)CO
#
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
 1AG  1AG  '(2S)-2,3-dihydroxypropyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate'  ligand  65  27  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_1AG
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
 1AG  C01   C  C     0   0.607   -6.8885  -0.5461  -0.6779
 1AG  O01   O  O2    0  -0.459   -7.7809  -0.5899   0.3056
 1AG  C02   C  CH2   0  -0.584   -5.5826  -1.1682  -0.2633
 1AG  C03   C  CH2   0  -0.420   -4.5030  -1.0784  -1.3291
 1AG  O03   O  O     0  -0.452   -7.1194  -0.0662  -1.7596
 1AG  C04   C  CH2   0  -0.492   -3.1980  -1.7297  -0.8693
 1AG  C05   C  C1    0  -0.208   -2.1426  -1.6453  -1.9269
 1AG  C06   C  C1    0  -0.208   -0.9346  -1.0931  -1.8286
 1AG  C07   C  CH2   0  -0.578   -0.3129  -0.4656  -0.6128
 1AG  C08   C  C1    0  -0.205    0.8409  -1.3016  -0.1368
 1AG  C09   C  C1    0  -0.203    2.1336  -0.9811  -0.1332
 1AG  C10   C  CH2   0  -0.577    2.7587   0.3183  -0.5527
 1AG  C11   C  C1    0  -0.208    3.4429   0.9677   0.6156
 1AG  C12   C  C1    0  -0.202    4.7525   1.1223   0.8025
 1AG  C13   C  CH2   0  -0.575    5.8646   0.7287  -0.1266
 1AG  C14   C  C1    0  -0.210    6.6201   1.9427  -0.5866
 1AG  C15   C  C1    0  -0.208    7.8923   2.2513  -0.3393
 1AG  C16   C  CH2   0  -0.489    8.9070   1.4514   0.4148
 1AG  C17   C  CH2   0  -0.415   10.1480   1.1580  -0.4291
 1AG  C18   C  CH2   0  -0.408   11.2026   0.3619   0.3279
 1AG  C19   C  CH2   0  -0.420   12.4566   0.0909  -0.4943
 1AG  C20   C  CH3   0  -0.663   13.4961  -0.7187   0.2683
 1AG  C21   C  CH2   0  -0.187   -9.0765  -0.0455   0.0579
 1AG  C22   C  CH1   0  -0.049   -9.8878  -0.1903   1.3340
 1AG  C23   C  CH2   0  -0.165  -11.3180   0.2561   1.0728
 1AG  O26   O  OH1   0  -0.655   -9.2959   0.4817   2.4184
 1AG  O27   O  OH1   0  -0.667  -12.0826   0.0216   2.2292
 1AG  H02   H  HCH2  0   0.274   -5.2502  -0.6877   0.6621
 1AG  H02A  H  HCH2  0   0.277   -5.7759  -2.2128   0.0020
 1AG  H03   H  HCH2  0   0.232   -4.8428  -1.5622  -2.2483
 1AG  H03A  H  HCH2  0   0.234   -4.3130  -0.0319  -1.5787
 1AG  H04   H  HCH2  0   0.236   -2.8626  -1.2684   0.0619
 1AG  H04A  H  HCH2  0   0.236   -3.3912  -2.7833  -0.6379
 1AG  H05   H  H     0   0.233   -2.4212  -2.0730  -2.8870
 1AG  H06   H  H     0   0.237   -0.2948  -1.1125  -2.7063
 1AG  H07   H  HCH2  0   0.252    0.0146   0.5472  -0.8567
 1AG  H07A  H  HCH2  0   0.253   -1.0453  -0.3708   0.1928
 1AG  H08   H  H     0   0.239    0.5674  -2.2930   0.2129
 1AG  H09   H  H     0   0.239    2.8361  -1.7247   0.2333
 1AG  H10   H  HCH2  0   0.253    3.4696   0.1330  -1.3613
 1AG  H10A  H  HCH2  0   0.253    2.0061   0.9994  -0.9554
 1AG  H11   H  H     0   0.239    2.7775   1.3176   1.4000
 1AG  H12   H  H     0   0.239    5.0775   1.6033   1.7208
 1AG  H13   H  HCH2  0   0.252    6.5283   0.0316   0.3904
 1AG  H13A  H  HCH2  0   0.250    5.4733   0.1951  -0.9965
 1AG  H14   H  H     0   0.235    6.0324   2.6494  -1.1660
 1AG  H15   H  H     0   0.230    8.2621   3.1906  -0.7440
 1AG  H16   H  HCH2  0   0.230    9.2154   2.0120   1.3050
 1AG  H16A  H  HCH2  0   0.231    8.4849   0.5121   0.7781
 1AG  H17   H  HCH2  0   0.216    9.8522   0.6095  -1.3291
 1AG  H17A  H  HCH2  0   0.213   10.5816   2.1020  -0.7766
 1AG  H18   H  HCH2  0   0.208   11.4779   0.8998   1.2420
 1AG  H18A  H  HCH2  0   0.209   10.7715  -0.5905   0.6567
 1AG  H19   H  HCH2  0   0.211   12.1804  -0.4373  -1.4123
 1AG  H19A  H  HCH2  0   0.211   12.8924   1.0430  -0.8127
 1AG  H20   H  HCH3  0   0.226   14.3934  -0.8868  -0.3281
 1AG  H20A  H  HCH3  0   0.216   13.7981  -0.2062   1.1835
 1AG  H20B  H  HCH3  0   0.216   13.1008  -1.6950   0.5550
 1AG  H21   H  HCH2  0   0.237   -8.9963   1.0065  -0.2326
 1AG  H21A  H  HCH2  0   0.240   -9.5616  -0.5824  -0.7611
 1AG  H22   H  HCH1  0   0.240   -9.9066  -1.2490   1.6136
 1AG  H23   H  HCH2  0   0.198  -11.3223   1.3197   0.7913
 1AG  HO26  H  HOH1  0   0.445   -9.3135   1.4294   2.2439
 1AG  H37   H  HOH1  0   0.457  -12.9806   0.3176   2.0563
 1AG  H38   H  HCH2  0   0.204  -11.7053  -0.2994   0.2090

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
 1AG  C01  O01   single  1.329  0.020  1.329
 1AG  C01  C02   single  1.505  0.020  1.505
 1AG  C01  O03   double  1.206  0.020  1.206
 1AG  O01  C21   single  1.427  0.020  1.427
 1AG  C02  C03   single  1.520  0.020  1.520
 1AG  C02  H02   single  0.970  0.020  1.090
 1AG  C02  H02A  single  0.970  0.020  1.090
 1AG  C03  C04   single  1.529  0.020  1.529
 1AG  C03  H03   single  0.970  0.020  1.090
 1AG  C03  H03A  single  0.970  0.020  1.090
 1AG  C04  C05   single  1.496  0.020  1.496
 1AG  C04  H04   single  0.970  0.020  1.090
 1AG  C04  H04A  single  0.970  0.020  1.090
 1AG  C05  C06   double  1.332  0.020  1.332
 1AG  C05  H05   single  0.930  0.020  1.080
 1AG  C06  C07   single  1.503  0.020  1.503
 1AG  C06  H06   single  0.930  0.020  1.080
 1AG  C07  C08   single  1.502  0.020  1.502
 1AG  C07  H07   single  0.970  0.020  1.090
 1AG  C07  H07A  single  0.970  0.020  1.090
 1AG  C08  C09   double  1.332  0.020  1.332
 1AG  C08  H08   single  0.930  0.020  1.080
 1AG  C09  C10   single  1.502  0.020  1.502
 1AG  C09  H09   single  0.930  0.020  1.080
 1AG  C10  C11   single  1.502  0.020  1.502
 1AG  C10  H10   single  0.970  0.020  1.090
 1AG  C10  H10A  single  0.970  0.020  1.090
 1AG  C11  C12   double  1.332  0.020  1.332
 1AG  C11  H11   single  0.930  0.020  1.080
 1AG  C12  C13   single  1.502  0.020  1.502
 1AG  C12  H12   single  0.930  0.020  1.080
 1AG  C13  C14   single  1.502  0.020  1.502
 1AG  C13  H13   single  0.970  0.020  1.090
 1AG  C13  H13A  single  0.970  0.020  1.090
 1AG  C14  C15   double  1.332  0.020  1.332
 1AG  C14  H14   single  0.930  0.020  1.080
 1AG  C15  C16   single  1.496  0.020  1.496
 1AG  C15  H15   single  0.930  0.020  1.080
 1AG  C16  C17   single  1.529  0.020  1.529
 1AG  C16  H16   single  0.970  0.020  1.090
 1AG  C16  H16A  single  0.970  0.020  1.090
 1AG  C17  C18   single  1.523  0.020  1.523
 1AG  C17  H17   single  0.970  0.020  1.090
 1AG  C17  H17A  single  0.970  0.020  1.090
 1AG  C18  C19   single  1.524  0.020  1.524
 1AG  C18  H18   single  0.970  0.020  1.090
 1AG  C18  H18A  single  0.970  0.020  1.090
 1AG  C19  C20   single  1.522  0.020  1.522
 1AG  C19  H19   single  0.970  0.020  1.090
 1AG  C19  H19A  single  0.970  0.020  1.090
 1AG  C20  H20   single  0.970  0.020  1.090
 1AG  C20  H20A  single  0.970  0.020  1.090
 1AG  C20  H20B  single  0.970  0.020  1.090
 1AG  C21  C22   single  1.519  0.020  1.519
 1AG  C21  H21   single  0.970  0.020  1.090
 1AG  C21  H21A  single  0.970  0.020  1.090
 1AG  C22  C23   single  1.521  0.020  1.521
 1AG  C22  O26   single  1.406  0.020  1.406
 1AG  C22  H22   single  0.970  0.020  1.090
 1AG  C23  O27   single  1.406  0.020  1.406
 1AG  C23  H23   single  0.970  0.020  1.090
 1AG  O26  HO26  single  0.850  0.020  0.980
 1AG  O27  H37   single  0.850  0.020  0.980
 1AG  C23  H38   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
 1AG  O03   C01  C02   125.30  3.000
 1AG  O03   C01  O01   123.27  3.000
 1AG  C02   C01  O01   111.42  3.000
 1AG  C21   O01  C01   117.95  3.000
 1AG  H02A  C02  H02   105.52  3.000
 1AG  H02A  C02  C03   110.59  3.000
 1AG  H02   C02  C03   110.57  3.000
 1AG  H02A  C02  C01   107.93  3.000
 1AG  H02   C02  C01   108.36  3.000
 1AG  C03   C02  C01   113.51  3.000
 1AG  H03A  C03  H03   106.62  3.000
 1AG  H03A  C03  C04   109.16  3.000
 1AG  H03   C03  C04   109.25  3.000
 1AG  H03A  C03  C02   109.90  3.000
 1AG  H03   C03  C02   110.05  3.000
 1AG  C04   C03  C02   111.73  3.000
 1AG  H04A  C04  H04   106.28  3.000
 1AG  H04A  C04  C05   109.13  3.000
 1AG  H04   C04  C05   111.24  3.000
 1AG  H04A  C04  C03   108.81  3.000
 1AG  H04   C04  C03   109.79  3.000
 1AG  C05   C04  C03   111.42  3.000
 1AG  H05   C05  C06   117.43  3.000
 1AG  H05   C05  C04   114.91  3.000
 1AG  C06   C05  C04   127.65  3.000
 1AG  H06   C06  C07   114.68  3.000
 1AG  H06   C06  C05   117.85  3.000
 1AG  C07   C06  C05   127.44  3.000
 1AG  H07A  C07  H07   106.57  3.000
 1AG  H07A  C07  C08   109.24  3.000
 1AG  H07   C07  C08   110.89  3.000
 1AG  H07A  C07  C06   110.82  3.000
 1AG  H07   C07  C06   109.31  3.000
 1AG  C08   C07  C06   109.98  3.000
 1AG  H08   C08  C09   117.59  3.000
 1AG  H08   C08  C07   114.61  3.000
 1AG  C09   C08  C07   127.77  3.000
 1AG  H09   C09  C10   114.66  3.000
 1AG  H09   C09  C08   117.63  3.000
 1AG  C10   C09  C08   127.70  3.000
 1AG  H10A  C10  H10   106.34  3.000
 1AG  H10A  C10  C11   109.34  3.000
 1AG  H10   C10  C11   110.66  3.000
 1AG  H10A  C10  C09   110.84  3.000
 1AG  H10   C10  C09   109.32  3.000
 1AG  C11   C10  C09   110.27  3.000
 1AG  H11   C11  C12   117.61  3.000
 1AG  H11   C11  C10   114.96  3.000
 1AG  C12   C11  C10   127.40  3.000
 1AG  H12   C12  C13   114.68  3.000
 1AG  H12   C12  C11   117.66  3.000
 1AG  C13   C12  C11   127.66  3.000
 1AG  H13A  C13  H13   106.42  3.000
 1AG  H13A  C13  C14   109.33  3.000
 1AG  H13   C13  C14   110.80  3.000
 1AG  H13A  C13  C12   110.81  3.000
 1AG  H13   C13  C12   108.92  3.000
 1AG  C14   C13  C12   110.49  3.000
 1AG  H14   C14  C15   117.70  3.000
 1AG  H14   C14  C13   114.64  3.000
 1AG  C15   C14  C13   127.64  3.000
 1AG  H15   C15  C16   114.75  3.000
 1AG  H15   C15  C14   117.11  3.000
 1AG  C16   C15  C14   128.13  3.000
 1AG  H16A  C16  H16   106.16  3.000
 1AG  H16A  C16  C17   109.41  3.000
 1AG  H16   C16  C17   108.54  3.000
 1AG  H16A  C16  C15   111.43  3.000
 1AG  H16   C16  C15   109.07  3.000
 1AG  C17   C16  C15   112.02  3.000
 1AG  H17A  C17  H17   106.14  3.000
 1AG  H17A  C17  C18   109.52  3.000
 1AG  H17   C17  C18   109.50  3.000
 1AG  H17A  C17  C16   109.32  3.000
 1AG  H17   C17  C16   109.30  3.000
 1AG  C18   C17  C16   112.83  3.000
 1AG  H18A  C18  H18   105.97  3.000
 1AG  H18A  C18  C19   109.33  3.000
 1AG  H18   C18  C19   109.31  3.000
 1AG  H18A  C18  C17   109.33  3.000
 1AG  H18   C18  C17   109.39  3.000
 1AG  C19   C18  C17   113.25  3.000
 1AG  H19A  C19  H19   106.04  3.000
 1AG  H19A  C19  C20   109.66  3.000
 1AG  H19   C19  C20   109.63  3.000
 1AG  H19A  C19  C18   109.26  3.000
 1AG  H19   C19  C18   109.31  3.000
 1AG  C20   C19  C18   112.72  3.000
 1AG  H20B  C20  H20A  107.46  3.000
 1AG  H20B  C20  H20   107.68  3.000
 1AG  H20A  C20  H20   107.66  3.000
 1AG  H20B  C20  C19   111.09  3.000
 1AG  H20A  C20  C19   111.05  3.000
 1AG  H20   C20  C19   111.71  3.000
 1AG  H21A  C21  H21   107.81  3.000
 1AG  H21A  C21  C22   110.22  3.000
 1AG  H21   C21  C22   110.72  3.000
 1AG  H21A  C21  O01   110.22  3.000
 1AG  H21   C21  O01   110.26  3.000
 1AG  C22   C21  O01   107.62  3.000
 1AG  H22   C22  O26   105.80  3.000
 1AG  H22   C22  C23   108.15  3.000
 1AG  O26   C22  C23   112.83  3.000
 1AG  H22   C22  C21   108.41  3.000
 1AG  O26   C22  C21   112.17  3.000
 1AG  C23   C22  C21   109.27  3.000
 1AG  H38   C23  H23   106.65  3.000
 1AG  H38   C23  O27   111.78  3.000
 1AG  H23   C23  O27   111.69  3.000
 1AG  H38   C23  C22   108.57  3.000
 1AG  H23   C23  C22   109.35  3.000
 1AG  O27   C23  C22   108.73  3.000
 1AG  HO26  O26  C22   108.82  3.000
 1AG  H37   O27  C23   107.98  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
 1AG  Var_01  C07  C06  C05  C04     2.62   0.0  2
 1AG  Var_02  C10  C09  C08  C07     2.69   0.0  2
 1AG  Var_03  C13  C12  C11  C10     2.25   0.0  2
 1AG  Var_04  C16  C15  C14  C13     2.38   0.0  2
 1AG  Var_05  C22  C21  O01  C01  -178.81  30.0  3
 1AG  Var_06  C04  C03  C02  C01  -179.64  30.0  3
 1AG  Var_07  C03  C02  C01  O01  -176.98  30.0  3
 1AG  Var_08  C05  C04  C03  C02   179.63  30.0  3
 1AG  Var_09  C06  C05  C04  C03   122.54  30.0  3
 1AG  Var_10  C08  C07  C06  C05   112.17  30.0  3
 1AG  Var_11  C09  C08  C07  C06   113.39  30.0  3
 1AG  Var_12  C11  C10  C09  C08   116.96  30.0  3
 1AG  Var_13  C12  C11  C10  C09   110.43  30.0  3
 1AG  Var_14  C14  C13  C12  C11   116.55  30.0  3
 1AG  Var_15  C15  C14  C13  C12   115.37  30.0  3
 1AG  Var_16  C17  C16  C15  C14   122.95  30.0  3
 1AG  Var_17  C18  C17  C16  C15   179.15  30.0  3
 1AG  Var_18  C19  C18  C17  C16  -178.72  30.0  3
 1AG  Var_19  C20  C19  C18  C17  -179.36  30.0  3
 1AG  Var_20  H20  C20  C19  C18  -178.92  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
 1AG  chir_01  C22  C21  C23  O26  positiv

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
 1AG  plan-1  C01  0.020
 1AG  plan-1  O01  0.020
 1AG  plan-1  C02  0.020
 1AG  plan-1  O03  0.020
 1AG  plan-2  C04  0.020
 1AG  plan-2  C05  0.020
 1AG  plan-2  C06  0.020
 1AG  plan-2  C07  0.020
 1AG  plan-2  H05  0.020
 1AG  plan-2  H06  0.020
 1AG  plan-3  C07  0.020
 1AG  plan-3  C08  0.020
 1AG  plan-3  C09  0.020
 1AG  plan-3  C10  0.020
 1AG  plan-3  H08  0.020
 1AG  plan-3  H09  0.020
 1AG  plan-4  C10  0.020
 1AG  plan-4  C11  0.020
 1AG  plan-4  C12  0.020
 1AG  plan-4  C13  0.020
 1AG  plan-4  H11  0.020
 1AG  plan-4  H12  0.020
 1AG  plan-5  C13  0.020
 1AG  plan-5  C14  0.020
 1AG  plan-5  C15  0.020
 1AG  plan-5  C16  0.020
 1AG  plan-5  H14  0.020
 1AG  plan-5  H15  0.020

