# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 03:52:44 2020
#   Inital geometry file: a 144 line input string
#   Ligand name: (2S)-2,3-dihydroxypropyl (9Z)-octadec-9-enoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCC\C=C/CCCCCCCC(=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
 OLB  OLB  '(2S)-2,3-dihydroxypropyl (9Z)-octadec-9-enoate'  ligand  65  25  .  2021-08-17  2021-08-17  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_OLB
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
 OLB  C1    C  C     0   0.607    5.9364  -0.4234   0.1820
 OLB  C2    C  CH2   0  -0.583    4.5171  -0.1124  -0.2081
 OLB  C3    C  CH2   0  -0.417    3.5352  -1.2273   0.1142
 OLB  C4    C  CH2   0  -0.415    2.1148  -0.8706  -0.3056
 OLB  C5    C  CH2   0  -0.413    1.1083  -1.9686   0.0143
 OLB  O19   O  O     0  -0.453    6.2996  -1.4201   0.7550
 OLB  O20   O  O2    0  -0.459    6.7653   0.5492  -0.1833
 OLB  C21   C  CH2   0  -0.187    8.1493   0.4000   0.1302
 OLB  C22   C  CH1   0  -0.049    8.8705   1.6421  -0.3647
 OLB  O23   O  OH1   0  -0.655    8.3677   2.8172   0.2223
 OLB  C24   C  CH2   0  -0.164   10.3667   1.4719  -0.1496
 OLB  O25   O  OH1   0  -0.667   11.0325   2.5752  -0.7116
 OLB  C6    C  CH2   0  -0.413   -0.3100  -1.6205  -0.4187
 OLB  C7    C  CH2   0  -0.415   -1.3306  -2.6956  -0.0674
 OLB  C8    C  CH2   0  -0.487   -2.7387  -2.3488  -0.5523
 OLB  C9    C  C1    0  -0.206   -3.7417  -3.4070  -0.2153
 OLB  C10   C  C1    0  -0.223   -4.8797  -3.2584   0.4625
 OLB  C11   C  CH2   0  -0.490   -5.4422  -1.9871   1.0201
 OLB  H2    H  HCH2  0   0.274    4.2221   0.8139   0.2962
 OLB  H2A   H  HCH2  0   0.272    4.4974   0.1207  -1.2772
 OLB  H3    H  HCH2  0   0.224    3.8423  -2.1481  -0.3892
 OLB  H3A   H  HCH2  0   0.224    3.5550  -1.4398   1.1862
 OLB  H4    H  HCH2  0   0.212    1.8074   0.0564   0.1906
 OLB  H4A   H  HCH2  0   0.212    2.0931  -0.6601  -1.3803
 OLB  H5    H  HCH2  0   0.210    1.4195  -2.8997  -0.4721
 OLB  H5A   H  HCH2  0   0.209    1.1230  -2.1695   1.0910
 OLB  H21   H  HCH2  0   0.236    8.2817   0.2801   1.2103
 OLB  H21A  H  HCH2  0   0.240    8.5536  -0.4908  -0.3571
 OLB  H22   H  HCH1  0   0.240    8.6885   1.7450  -1.4399
 OLB  HO23  H  HOH1  0   0.445    8.5609   2.7998   1.1663
 OLB  H24   H  HCH2  0   0.198   10.5683   1.3799   0.9280
 OLB  H24A  H  HCH2  0   0.204   10.6828   0.5278  -0.6117
 OLB  HO25  H  HOH1  0   0.457   11.9738   2.4683  -0.5492
 OLB  H16   H  HCH2  0   0.209   -0.6107  -0.6746   0.0454
 OLB  H17   H  HCH2  0   0.209   -0.3269  -1.4447  -1.5000
 OLB  H18   H  HCH2  0   0.213   -1.0208  -3.6518  -0.5027
 OLB  H19   H  HCH2  0   0.215   -1.3459  -2.8445   1.0170
 OLB  H20   H  HCH2  0   0.228   -3.0366  -1.3804  -0.1444
 OLB  H211  H  HCH2  0   0.228   -2.7092  -2.2226  -1.6408
 OLB  H221  H  H     0   0.226   -3.4937  -4.4046  -0.5706
 OLB  H23   H  H     0   0.227   -5.4984  -4.1409   0.6047
 OLB  H241  H  HCH2  0   0.227   -5.7955  -2.1675   2.0408
 OLB  H25   H  HCH2  0   0.227   -4.6738  -1.2140   1.0948
 OLB  C12   C  CH2   0  -0.410   -6.6083  -1.4567   0.1821
 OLB  H26   H  HCH2  0   0.213   -7.3880  -2.2229   0.1170
 OLB  C13   C  CH2   0  -0.413   -7.2016  -0.1681   0.7367
 OLB  H27   H  HCH2  0   0.214   -6.2603  -1.2875  -0.8419
 OLB  C14   C  CH2   0  -0.411   -8.3469   0.3747  -0.1095
 OLB  H28   H  HCH2  0   0.209   -7.5528  -0.3375   1.7605
 OLB  H29   H  HCH2  0   0.208   -6.4138   0.5902   0.8076
 OLB  H30   H  HCH2  0   0.206   -7.9960   0.5272  -1.1362
 OLB  H31   H  HCH2  0   0.207   -9.1414  -0.3772  -0.1703
 OLB  C15   C  CH2   0  -0.411   -8.9245   1.6806   0.4222
 OLB  C16   C  CH2   0  -0.406  -10.0598   2.2285  -0.4341
 OLB  H32   H  HCH2  0   0.206   -9.2826   1.5306   1.4468
 OLB  H33   H  HCH2  0   0.206   -8.1268   2.4290   0.4862
 OLB  H34   H  HCH2  0   0.205   -9.7033   2.3696  -1.4608
 OLB  H35   H  HCH2  0   0.206  -10.8624   1.4848  -0.4922
 OLB  C17   C  CH2   0  -0.418  -10.6278   3.5436   0.0854
 OLB  C18   C  CH3   0  -0.662  -11.7544   4.0886  -0.7818
 OLB  H36   H  HCH2  0   0.210  -10.9887   3.4034   1.1091
 OLB  H37   H  HCH2  0   0.209   -9.8245   4.2844   0.1464
 OLB  H38   H  HCH3  0   0.215  -12.5858   3.3836  -0.8410
 OLB  H39   H  HCH3  0   0.225  -12.1446   5.0275  -0.3871
 OLB  H40   H  HCH3  0   0.215  -11.4112   4.2765  -1.8009

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
 OLB  C1   O19   double  1.206  0.020  1.206
 OLB  C1   O20   single  1.329  0.020  1.329
 OLB  C2   C1    single  1.504  0.020  1.504
 OLB  C3   C2    single  1.520  0.020  1.520
 OLB  C4   C3    single  1.523  0.020  1.523
 OLB  C5   C4    single  1.524  0.020  1.524
 OLB  C5   C6    single  1.523  0.020  1.523
 OLB  O20  C21   single  1.427  0.020  1.427
 OLB  C21  C22   single  1.519  0.020  1.519
 OLB  C22  C24   single  1.521  0.020  1.521
 OLB  O23  C22   single  1.407  0.020  1.407
 OLB  C24  O25   single  1.406  0.020  1.406
 OLB  C6   C7    single  1.523  0.020  1.523
 OLB  C7   C8    single  1.529  0.020  1.529
 OLB  C8   C9    single  1.497  0.020  1.497
 OLB  C9   C10   double  1.333  0.020  1.333
 OLB  C10  C11   single  1.498  0.020  1.498
 OLB  C2   H2    single  0.970  0.020  1.090
 OLB  C2   H2A   single  0.970  0.020  1.090
 OLB  C3   H3    single  0.970  0.020  1.090
 OLB  C3   H3A   single  0.970  0.020  1.090
 OLB  C4   H4    single  0.970  0.020  1.090
 OLB  C4   H4A   single  0.970  0.020  1.090
 OLB  C5   H5    single  0.970  0.020  1.090
 OLB  C5   H5A   single  0.970  0.020  1.090
 OLB  C21  H21   single  0.970  0.020  1.090
 OLB  C21  H21A  single  0.970  0.020  1.090
 OLB  C22  H22   single  0.970  0.020  1.090
 OLB  O23  HO23  single  0.850  0.020  0.980
 OLB  C24  H24   single  0.970  0.020  1.090
 OLB  C24  H24A  single  0.970  0.020  1.090
 OLB  O25  HO25  single  0.850  0.020  0.980
 OLB  C6   H16   single  0.970  0.020  1.090
 OLB  C6   H17   single  0.970  0.020  1.090
 OLB  C7   H18   single  0.970  0.020  1.090
 OLB  C7   H19   single  0.970  0.020  1.090
 OLB  C8   H20   single  0.970  0.020  1.090
 OLB  C8   H211  single  0.970  0.020  1.090
 OLB  C9   H221  single  0.930  0.020  1.080
 OLB  C10  H23   single  0.930  0.020  1.080
 OLB  C11  H241  single  0.970  0.020  1.090
 OLB  C11  H25   single  0.970  0.020  1.090
 OLB  C11  C12   single  1.531  0.020  1.531
 OLB  C12  H26   single  0.970  0.020  1.090
 OLB  C12  C13   single  1.523  0.020  1.523
 OLB  C12  H27   single  0.970  0.020  1.090
 OLB  C13  C14   single  1.524  0.020  1.524
 OLB  C13  H28   single  0.970  0.020  1.090
 OLB  C13  H29   single  0.970  0.020  1.090
 OLB  C14  H30   single  0.970  0.020  1.090
 OLB  C14  H31   single  0.970  0.020  1.090
 OLB  C14  C15   single  1.524  0.020  1.524
 OLB  C15  C16   single  1.524  0.020  1.524
 OLB  C15  H32   single  0.970  0.020  1.090
 OLB  C15  H33   single  0.970  0.020  1.090
 OLB  C16  H34   single  0.970  0.020  1.090
 OLB  C16  H35   single  0.970  0.020  1.090
 OLB  C16  C17   single  1.524  0.020  1.524
 OLB  C17  C18   single  1.523  0.020  1.523
 OLB  C17  H36   single  0.970  0.020  1.090
 OLB  C17  H37   single  0.970  0.020  1.090
 OLB  C18  H38   single  0.970  0.020  1.090
 OLB  C18  H39   single  0.970  0.020  1.090
 OLB  C18  H40   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
 OLB  O20   C1   O19   123.21  3.000
 OLB  O20   C1   C2    111.46  3.000
 OLB  O19   C1   C2    125.33  3.000
 OLB  H2A   C2   H2    105.35  3.000
 OLB  H2A   C2   C3    110.59  3.000
 OLB  H2    C2   C3    110.41  3.000
 OLB  H2A   C2   C1    108.32  3.000
 OLB  H2    C2   C1    108.04  3.000
 OLB  C3    C2   C1    113.75  3.000
 OLB  H3A   C3   H3    106.42  3.000
 OLB  H3A   C3   C4    109.43  3.000
 OLB  H3    C3   C4    109.40  3.000
 OLB  H3A   C3   C2    109.81  3.000
 OLB  H3    C3   C2    109.79  3.000
 OLB  C4    C3   C2    111.85  3.000
 OLB  H4A   C4   H4    106.03  3.000
 OLB  H4A   C4   C5    109.35  3.000
 OLB  H4    C4   C5    109.23  3.000
 OLB  H4A   C4   C3    109.50  3.000
 OLB  H4    C4   C3    109.57  3.000
 OLB  C5    C4   C3    112.92  3.000
 OLB  H5A   C5   H5    106.07  3.000
 OLB  H5A   C5   C6    109.50  3.000
 OLB  H5    C5   C6    109.42  3.000
 OLB  H5A   C5   C4    109.25  3.000
 OLB  H5    C5   C4    109.37  3.000
 OLB  C6    C5   C4    113.00  3.000
 OLB  C21   O20  C1    117.91  3.000
 OLB  H21A  C21  H21   107.81  3.000
 OLB  H21A  C21  C22   110.22  3.000
 OLB  H21   C21  C22   110.70  3.000
 OLB  H21A  C21  O20   110.25  3.000
 OLB  H21   C21  O20   110.21  3.000
 OLB  C22   C21  O20   107.66  3.000
 OLB  H22   C22  C24   108.23  3.000
 OLB  H22   C22  O23   105.77  3.000
 OLB  C24   C22  O23   112.71  3.000
 OLB  H22   C22  C21   108.52  3.000
 OLB  O23   C22  C21   112.18  3.000
 OLB  C24   C22  C21   109.23  3.000
 OLB  HO23  O23  C22   108.78  3.000
 OLB  H24A  C24  H24   106.72  3.000
 OLB  H24A  C24  O25   111.74  3.000
 OLB  H24   C24  O25   111.75  3.000
 OLB  H24A  C24  C22   108.66  3.000
 OLB  H24   C24  C22   109.15  3.000
 OLB  O25   C24  C22   108.75  3.000
 OLB  HO25  O25  C24   107.99  3.000
 OLB  H17   C6   H16   105.98  3.000
 OLB  H17   C6   C7    109.30  3.000
 OLB  H16   C6   C7    109.12  3.000
 OLB  H17   C6   C5    109.36  3.000
 OLB  H16   C6   C5    109.42  3.000
 OLB  C7    C6   C5    113.39  3.000
 OLB  H19   C7   H18   106.20  3.000
 OLB  H19   C7   C8    109.40  3.000
 OLB  H18   C7   C8    109.41  3.000
 OLB  H19   C7   C6    109.50  3.000
 OLB  H18   C7   C6    109.57  3.000
 OLB  C8    C7   C6    112.56  3.000
 OLB  H211  C8   H20   106.03  3.000
 OLB  H211  C8   C9    108.85  3.000
 OLB  H20   C8   C9    111.10  3.000
 OLB  H211  C8   C7    108.44  3.000
 OLB  H20   C8   C7    109.51  3.000
 OLB  C9    C8   C7    112.67  3.000
 OLB  H221  C9   C10   117.59  3.000
 OLB  H221  C9   C8    114.97  3.000
 OLB  C10   C9   C8    127.44  3.000
 OLB  H23   C10  C11   115.24  3.000
 OLB  H23   C10  C9    117.52  3.000
 OLB  C11   C10  C9    127.20  3.000
 OLB  C12   C11  H25   109.15  3.000
 OLB  C12   C11  H241  108.76  3.000
 OLB  H25   C11  H241  106.24  3.000
 OLB  C12   C11  C10   112.11  3.000
 OLB  H25   C11  C10   111.21  3.000
 OLB  H241  C11  C10   109.17  3.000
 OLB  H27   C12  C13   109.49  3.000
 OLB  H27   C12  H26   106.19  3.000
 OLB  C13   C12  H26   109.64  3.000
 OLB  H27   C12  C11   108.88  3.000
 OLB  C13   C12  C11   112.99  3.000
 OLB  H26   C12  C11   109.42  3.000
 OLB  H29   C13  H28   106.08  3.000
 OLB  H29   C13  C14   109.25  3.000
 OLB  H28   C13  C14   109.45  3.000
 OLB  H29   C13  C12   109.21  3.000
 OLB  H28   C13  C12   109.53  3.000
 OLB  C14   C13  C12   113.08  3.000
 OLB  C15   C14  H31   109.43  3.000
 OLB  C15   C14  H30   109.22  3.000
 OLB  H31   C14  H30   106.00  3.000
 OLB  C15   C14  C13   113.36  3.000
 OLB  H31   C14  C13   109.35  3.000
 OLB  H30   C14  C13   109.21  3.000
 OLB  H33   C15  H32   106.07  3.000
 OLB  H33   C15  C16   109.25  3.000
 OLB  H32   C15  C16   109.34  3.000
 OLB  H33   C15  C14   109.26  3.000
 OLB  H32   C15  C14   109.44  3.000
 OLB  C16   C15  C14   113.23  3.000
 OLB  C17   C16  H35   109.32  3.000
 OLB  C17   C16  H34   109.23  3.000
 OLB  H35   C16  H34   106.02  3.000
 OLB  C17   C16  C15   113.35  3.000
 OLB  H35   C16  C15   109.36  3.000
 OLB  H34   C16  C15   109.29  3.000
 OLB  H37   C17  H36   106.06  3.000
 OLB  H37   C17  C18   109.42  3.000
 OLB  H36   C17  C18   109.55  3.000
 OLB  H37   C17  C16   109.25  3.000
 OLB  H36   C17  C16   109.34  3.000
 OLB  C18   C17  C16   112.99  3.000
 OLB  H40   C18  H39   107.58  3.000
 OLB  H40   C18  H38   107.46  3.000
 OLB  H39   C18  H38   107.64  3.000
 OLB  H40   C18  C17   111.14  3.000
 OLB  H39   C18  C17   111.52  3.000
 OLB  H38   C18  C17   111.30  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
 OLB  Var_01  C11  C10  C9   C8      1.63   0.0  2
 OLB  Var_02  C22  C21  O20  C1   -178.99  30.0  3
 OLB  Var_03  C4   C3   C2   C1   -179.67  30.0  1
 OLB  Var_04  C5   C4   C3   C2   -179.65  30.0  1
 OLB  Var_05  O19  C1   C2   C3     -3.41  30.0  3
 OLB  Var_06  C6   C5   C4   C3   -179.36  30.0  1
 OLB  Var_07  C7   C6   C5   C4   -178.36  30.0  3
 OLB  Var_08  C8   C7   C6   C5   -178.05  30.0  3
 OLB  Var_09  C9   C8   C7   C6    179.67  30.0  3
 OLB  Var_10  C10  C9   C8   C7    124.59  30.0  3
 OLB  Var_11  C12  C11  C10  C9    104.36  30.0  3
 OLB  Var_12  C13  C12  C11  C10   179.64  30.0  3
 OLB  Var_13  C14  C13  C12  C11   179.00  30.0  3
 OLB  Var_14  C15  C14  C13  C12  -178.70  30.0  3
 OLB  Var_15  C16  C15  C14  C13   179.39  30.0  3
 OLB  Var_16  C17  C16  C15  C14  -179.27  30.0  3
 OLB  Var_17  C18  C17  C16  C15   179.58  30.0  3
 OLB  Var_18  H38  C18  C17  C16    59.61  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
 OLB  chir_01  C22  C21  C24  O23  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
 OLB  plan-1  C1    0.020
 OLB  plan-1  C2    0.020
 OLB  plan-1  O19   0.020
 OLB  plan-1  O20   0.020
 OLB  plan-2  C8    0.020
 OLB  plan-2  C9    0.020
 OLB  plan-2  C10   0.020
 OLB  plan-2  C11   0.020
 OLB  plan-2  H221  0.020
 OLB  plan-2  H23   0.020

