# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 19:50:09 2022
#   Inital geometry file: a 144 line input string
#   Ligand name: (2R)-2,3-dihydroxypropyl (11Z)-octadec-11-enoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCC\C=C/CCCCCCCCCC(=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
 MVC  MVC  '(2R)-2,3-dihydroxypropyl (11Z)-octadec-11-enoate'  ligand  65  25  .  2022-03-22  2022-03-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_MVC
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
 MVC  C17   C  CH2   0  -0.406   10.7849   1.6681   0.1416
 MVC  C9    C  CH2   0  -0.413    2.5728  -1.0695   0.5791
 MVC  C8    C  CH2   0  -0.413    1.2697  -1.5190  -0.0706
 MVC  C16   C  CH2   0  -0.412    9.5391   1.1508  -0.5679
 MVC  C10   C  CH2   0  -0.414    3.7794  -1.8842   0.1314
 MVC  C7    C  CH2   0  -0.412    0.0567  -0.7361   0.4162
 MVC  C24   C  CH2   0  -0.188   -8.5806   0.0238  -0.4284
 MVC  C15   C  CH2   0  -0.412    9.0286  -0.1670  -0.0002
 MVC  C11   C  CH2   0  -0.488    5.0837  -1.4333   0.7922
 MVC  C6    C  CH2   0  -0.413   -1.2517  -1.1903  -0.2188
 MVC  C14   C  CH2   0  -0.488    7.7786  -0.6827  -0.7164
 MVC  C12   C  C1    0  -0.213    6.2290  -2.3317   0.4446
 MVC  C5    C  CH2   0  -0.416   -2.4597  -0.4132   0.2881
 MVC  C13   C  C1    0  -0.216    7.3515  -2.0213  -0.2024
 MVC  C4    C  CH2   0  -0.418   -3.7738  -0.8833  -0.3230
 MVC  C3    C  CH2   0  -0.583   -4.9539  -0.0798   0.1995
 MVC  C21   C  CH2   0  -0.163  -10.8981   0.9079  -0.4460
 MVC  C22   C  CH1   0  -0.049   -9.4738   1.1691   0.0185
 MVC  O19   O  O     0  -0.453   -6.4815  -1.5416  -0.9606
 MVC  C1    C  C     0   0.605   -6.2847  -0.5259  -0.3413
 MVC  O25   O  O2    0  -0.459   -7.2461   0.3397  -0.0360
 MVC  O23   O  OH1   0  -0.655   -9.3908   1.3986   1.4037
 MVC  O20   O  OH1   0  -0.667  -11.6836   2.0353  -0.1478
 MVC  C18   C  CH2   0  -0.419   11.3062   2.9779  -0.4365
 MVC  C19   C  CH3   0  -0.662   12.5449   3.4958   0.2819
 MVC  H101  H  HCH2  0   0.212    3.6081  -2.9420   0.3589
 MVC  H102  H  HCH2  0   0.215    3.8866  -1.8203  -0.9562
 MVC  H91C  H  HCH2  0   0.209    2.7417  -0.0100   0.3577
 MVC  H92C  H  HCH2  0   0.208    2.4764  -1.1396   1.6684
 MVC  H111  H  HCH2  0   0.229    5.2895  -0.3953   0.5216
 MVC  H112  H  HCH2  0   0.226    4.9442  -1.4461   1.8792
 MVC  H81C  H  HCH2  0   0.208    1.3534  -1.4229  -1.1587
 MVC  H82C  H  HCH2  0   0.207    1.1175  -2.5857   0.1283
 MVC  H171  H  HCH2  0   0.206   10.5670   1.8034   1.2068
 MVC  H172  H  HCH2  0   0.206   11.5737   0.9093   0.0888
 MVC  H161  H  HCH2  0   0.209    8.7466   1.9049  -0.5075
 MVC  H162  H  HCH2  0   0.208    9.7558   1.0242  -1.6343
 MVC  H12   H  H     0   0.226    6.1026  -3.3665   0.7549
 MVC  H71C  H  HCH2  0   0.207   -0.0198  -0.8307   1.5051
 MVC  H72C  H  HCH2  0   0.208    0.2053   0.3306   0.2153
 MVC  H241  H  HCH2  0   0.236   -8.8961  -0.9175   0.0336
 MVC  H242  H  HCH2  0   0.240   -8.6402  -0.0996  -1.5125
 MVC  H22   H  HCH1  0   0.241   -9.1205   2.0897  -0.4585
 MVC  H151  H  HCH2  0   0.213    9.8199  -0.9218  -0.0644
 MVC  H152  H  HCH2  0   0.215    8.8079  -0.0487   1.0654
 MVC  H13   H  H     0   0.226    8.0705  -2.8209  -0.3653
 MVC  H61C  H  HCH2  0   0.209   -1.1835  -1.0879  -1.3074
 MVC  H62C  H  HCH2  0   0.208   -1.3969  -2.2584  -0.0233
 MVC  H141  H  HCH2  0   0.229    6.9768   0.0536  -0.6291
 MVC  H142  H  HCH2  0   0.226    8.0000  -0.7685  -1.7862
 MVC  H51C  H  HCH2  0   0.212   -2.5157  -0.5028   1.3787
 MVC  H52C  H  HCH2  0   0.212   -2.3209   0.6531   0.0792
 MVC  H41C  H  HCH2  0   0.224   -3.7212  -0.7972  -1.4120
 MVC  H42C  H  HCH2  0   0.225   -3.9164  -1.9441  -0.1028
 MVC  H31C  H  HCH2  0   0.276   -5.0050  -0.1502   1.2920
 MVC  H32C  H  HCH2  0   0.269   -4.8245   0.9843  -0.0173
 MVC  H211  H  HCH2  0   0.203  -10.8860   0.6938  -1.5226
 MVC  H212  H  HCH2  0   0.199  -11.2786   0.0037   0.0513
 MVC  H20   H  HOH1  0   0.457  -12.5884   1.8452  -0.4103
 MVC  H23   H  HOH1  0   0.445   -9.7410   0.6291   1.8666
 MVC  H181  H  HCH2  0   0.210   11.5317   2.8394  -1.4984
 MVC  H182  H  HCH2  0   0.210   10.5153   3.7329  -0.3912
 MVC  H191  H  HCH3  0   0.225   12.9076   4.4219  -0.1655
 MVC  H192  H  HCH3  0   0.215   12.3365   3.6977   1.3343
 MVC  H193  H  HCH3  0   0.215   13.3583   2.7688   0.2425

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
 MVC  C10  C9    single  1.523  0.020  1.523
 MVC  C10  C11   single  1.530  0.020  1.530
 MVC  C9   C8    single  1.524  0.020  1.524
 MVC  C17  C16   single  1.524  0.020  1.524
 MVC  C11  C12   single  1.497  0.020  1.497
 MVC  C8   C7    single  1.524  0.020  1.524
 MVC  C24  C22   single  1.520  0.020  1.520
 MVC  C24  O25   single  1.426  0.020  1.426
 MVC  C16  C15   single  1.523  0.020  1.523
 MVC  C12  C13   double  1.332  0.020  1.332
 MVC  C7   C6    single  1.524  0.020  1.524
 MVC  C15  C14   single  1.530  0.020  1.530
 MVC  C13  C14   single  1.496  0.020  1.496
 MVC  C6   C5    single  1.523  0.020  1.523
 MVC  C5   C4    single  1.524  0.020  1.524
 MVC  C4   C3    single  1.520  0.020  1.520
 MVC  C3   C1    single  1.504  0.020  1.504
 MVC  C21  C22   single  1.521  0.020  1.521
 MVC  C21  O20   single  1.406  0.020  1.406
 MVC  C22  O23   single  1.407  0.020  1.407
 MVC  O19  C1    double  1.206  0.020  1.206
 MVC  O25  C1    single  1.329  0.020  1.329
 MVC  C17  C18   single  1.524  0.020  1.524
 MVC  C18  C19   single  1.523  0.020  1.523
 MVC  C10  H101  single  0.970  0.020  1.090
 MVC  C10  H102  single  0.970  0.020  1.090
 MVC  C9   H91C  single  0.970  0.020  1.090
 MVC  C9   H92C  single  0.970  0.020  1.090
 MVC  C11  H111  single  0.970  0.020  1.090
 MVC  C11  H112  single  0.970  0.020  1.090
 MVC  C8   H81C  single  0.970  0.020  1.090
 MVC  C8   H82C  single  0.970  0.020  1.090
 MVC  C17  H171  single  0.970  0.020  1.090
 MVC  C17  H172  single  0.970  0.020  1.090
 MVC  C16  H161  single  0.970  0.020  1.090
 MVC  C16  H162  single  0.970  0.020  1.090
 MVC  C12  H12   single  0.930  0.020  1.080
 MVC  C7   H71C  single  0.970  0.020  1.090
 MVC  C7   H72C  single  0.970  0.020  1.090
 MVC  C24  H241  single  0.970  0.020  1.090
 MVC  C24  H242  single  0.970  0.020  1.090
 MVC  C22  H22   single  0.970  0.020  1.090
 MVC  C15  H151  single  0.970  0.020  1.090
 MVC  C15  H152  single  0.970  0.020  1.090
 MVC  C13  H13   single  0.930  0.020  1.080
 MVC  C6   H61C  single  0.970  0.020  1.090
 MVC  C6   H62C  single  0.970  0.020  1.090
 MVC  C14  H141  single  0.970  0.020  1.090
 MVC  C14  H142  single  0.970  0.020  1.090
 MVC  C5   H51C  single  0.970  0.020  1.090
 MVC  C5   H52C  single  0.970  0.020  1.090
 MVC  C4   H41C  single  0.970  0.020  1.090
 MVC  C4   H42C  single  0.970  0.020  1.090
 MVC  C3   H31C  single  0.970  0.020  1.090
 MVC  C3   H32C  single  0.970  0.020  1.090
 MVC  C21  H211  single  0.970  0.020  1.090
 MVC  C21  H212  single  0.970  0.020  1.090
 MVC  O20  H20   single  0.850  0.020  0.980
 MVC  O23  H23   single  0.850  0.020  0.980
 MVC  C18  H181  single  0.970  0.020  1.090
 MVC  C18  H182  single  0.970  0.020  1.090
 MVC  C19  H191  single  0.970  0.020  1.090
 MVC  C19  H192  single  0.970  0.020  1.090
 MVC  C19  H193  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
 MVC  H172  C17  H171  105.99  3.000
 MVC  H172  C17  C18   109.31  3.000
 MVC  H171  C17  C18   109.31  3.000
 MVC  H172  C17  C16   109.33  3.000
 MVC  H171  C17  C16   109.39  3.000
 MVC  C18   C17  C16   113.25  3.000
 MVC  H92C  C9   H91C  106.04  3.000
 MVC  H92C  C9   C10   109.13  3.000
 MVC  H91C  C9   C10   109.62  3.000
 MVC  H92C  C9   C8    109.26  3.000
 MVC  H91C  C9   C8    109.33  3.000
 MVC  C10   C9   C8    113.22  3.000
 MVC  H82C  C8   H81C  106.04  3.000
 MVC  H82C  C8   C7    109.37  3.000
 MVC  H81C  C8   C7    109.45  3.000
 MVC  H82C  C8   C9    109.18  3.000
 MVC  H81C  C8   C9    109.41  3.000
 MVC  C7    C8   C9    113.14  3.000
 MVC  H162  C16  H161  106.03  3.000
 MVC  H162  C16  C15   109.21  3.000
 MVC  H161  C16  C15   109.42  3.000
 MVC  H162  C16  C17   109.31  3.000
 MVC  H161  C16  C17   109.39  3.000
 MVC  C15   C16  C17   113.21  3.000
 MVC  H102  C10  H101  106.14  3.000
 MVC  H102  C10  C11   109.17  3.000
 MVC  H101  C10  C11   109.16  3.000
 MVC  H102  C10  C9    109.79  3.000
 MVC  H101  C10  C9    109.36  3.000
 MVC  C11   C10  C9    113.00  3.000
 MVC  H72C  C7   H71C  106.01  3.000
 MVC  H72C  C7   C6    109.29  3.000
 MVC  H71C  C7   C6    109.18  3.000
 MVC  H72C  C7   C8    109.50  3.000
 MVC  H71C  C7   C8    109.19  3.000
 MVC  C6    C7   C8    113.41  3.000
 MVC  H242  C24  H241  107.81  3.000
 MVC  H242  C24  O25   110.42  3.000
 MVC  H241  C24  O25   110.11  3.000
 MVC  H242  C24  C22   110.17  3.000
 MVC  H241  C24  C22   110.76  3.000
 MVC  O25   C24  C22   107.58  3.000
 MVC  H152  C15  H151  106.09  3.000
 MVC  H152  C15  C14   109.11  3.000
 MVC  H151  C15  C14   109.29  3.000
 MVC  H152  C15  C16   109.69  3.000
 MVC  H151  C15  C16   109.40  3.000
 MVC  C14   C15  C16   113.02  3.000
 MVC  H112  C11  H111  106.30  3.000
 MVC  H112  C11  C12   108.71  3.000
 MVC  H111  C11  C12   111.64  3.000
 MVC  H112  C11  C10   108.44  3.000
 MVC  H111  C11  C10   109.49  3.000
 MVC  C12   C11  C10   112.03  3.000
 MVC  H62C  C6   H61C  106.06  3.000
 MVC  H62C  C6   C5    109.44  3.000
 MVC  H61C  C6   C5    109.42  3.000
 MVC  H62C  C6   C7    109.27  3.000
 MVC  H61C  C6   C7    109.44  3.000
 MVC  C5    C6   C7    112.97  3.000
 MVC  H142  C14  H141  106.21  3.000
 MVC  H142  C14  C13   108.84  3.000
 MVC  H141  C14  C13   111.48  3.000
 MVC  H142  C14  C15   108.55  3.000
 MVC  H141  C14  C15   109.58  3.000
 MVC  C13   C14  C15   111.96  3.000
 MVC  H12   C12  C13   117.26  3.000
 MVC  H12   C12  C11   114.58  3.000
 MVC  C13   C12  C11   128.15  3.000
 MVC  H52C  C5   H51C  106.02  3.000
 MVC  H52C  C5   C4    109.46  3.000
 MVC  H51C  C5   C4    109.26  3.000
 MVC  H52C  C5   C6    109.43  3.000
 MVC  H51C  C5   C6    109.27  3.000
 MVC  C4    C5   C6    113.15  3.000
 MVC  H13   C13  C12   117.29  3.000
 MVC  H13   C13  C14   114.68  3.000
 MVC  C12   C13  C14   128.01  3.000
 MVC  H42C  C4   H41C  106.46  3.000
 MVC  H42C  C4   C3    110.03  3.000
 MVC  H41C  C4   C3    109.75  3.000
 MVC  H42C  C4   C5    109.34  3.000
 MVC  H41C  C4   C5    109.49  3.000
 MVC  C3    C4   C5    111.63  3.000
 MVC  H32C  C3   H31C  105.40  3.000
 MVC  H32C  C3   C1    108.78  3.000
 MVC  H31C  C3   C1    107.35  3.000
 MVC  H32C  C3   C4    110.75  3.000
 MVC  H31C  C3   C4    110.17  3.000
 MVC  C1    C3   C4    113.98  3.000
 MVC  H212  C21  H211  106.67  3.000
 MVC  H212  C21  O20   111.72  3.000
 MVC  H211  C21  O20   111.75  3.000
 MVC  H212  C21  C22   109.09  3.000
 MVC  H211  C21  C22   108.83  3.000
 MVC  O20   C21  C22   108.71  3.000
 MVC  H22   C22  O23   105.82  3.000
 MVC  H22   C22  C21   108.27  3.000
 MVC  O23   C22  C21   112.59  3.000
 MVC  H22   C22  C24   108.41  3.000
 MVC  O23   C22  C24   112.20  3.000
 MVC  C21   C22  C24   109.34  3.000
 MVC  O25   C1   O19   123.26  3.000
 MVC  O25   C1   C3    111.36  3.000
 MVC  O19   C1   C3    125.37  3.000
 MVC  C1    O25  C24   117.99  3.000
 MVC  H23   O23  C22   108.74  3.000
 MVC  H20   O20  C21   108.02  3.000
 MVC  H182  C18  H181  106.04  3.000
 MVC  H182  C18  C19   109.49  3.000
 MVC  H181  C18  C19   109.46  3.000
 MVC  H182  C18  C17   109.27  3.000
 MVC  H181  C18  C17   109.26  3.000
 MVC  C19   C18  C17   113.06  3.000
 MVC  H193  C19  H192  107.48  3.000
 MVC  H193  C19  H191  107.63  3.000
 MVC  H192  C19  H191  107.57  3.000
 MVC  H193  C19  C18   111.25  3.000
 MVC  H192  C19  C18   111.25  3.000
 MVC  H191  C19  C18   111.46  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
 MVC  Var_01  C14   C13  C12  C11     1.96   0.0  2
 MVC  Var_02  C14   C15  C16  C17  -179.96  30.0  3
 MVC  Var_03  C12   C11  C10  C9    174.27  30.0  3
 MVC  Var_04  C6    C7   C8   C9   -179.40  30.0  3
 MVC  Var_05  C11   C10  C9   C8   -179.71  30.0  1
 MVC  Var_06  C5    C6   C7   C8    179.26  30.0  3
 MVC  Var_07  C19   C18  C17  C16   179.59  30.0  3
 MVC  Var_08  C13   C14  C15  C16   176.15  30.0  3
 MVC  Var_09  C7    C8   C9   C10   177.93  30.0  3
 MVC  Var_10  C13   C12  C11  C10   118.28  30.0  3
 MVC  Var_11  C4    C5   C6   C7   -178.82  30.0  3
 MVC  Var_12  C3    C1   O25  C24  -177.18  30.0  3
 MVC  Var_13  C18   C17  C16  C15   179.31  30.0  2
 MVC  Var_14  C12   C13  C14  C15   115.03  30.0  2
 MVC  Var_15  C3    C4   C5   C6   -179.63  30.0  3
 MVC  Var_16  C1    C3   C4   C5   -178.38  30.0  3
 MVC  Var_17  H191  C19  C18  C17   178.81  30.0  3
 MVC  Var_18  H241  C24  O25  C1     59.90  30.0  1

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
 MVC  chir_01  C22  C24  C21  O23  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
 MVC  plan-1  C11  0.020
 MVC  plan-1  C14  0.020
 MVC  plan-1  C12  0.020
 MVC  plan-1  C13  0.020
 MVC  plan-1  H12  0.020
 MVC  plan-1  H13  0.020
 MVC  plan-2  C3   0.020
 MVC  plan-2  O19  0.020
 MVC  plan-2  C1   0.020
 MVC  plan-2  O25  0.020

