# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 02:10:00 2020
#   Inital geometry file: a 144 line input string
#   Ligand name: (2S)-3-{[(R)-{[(2R)-2,3-dihydroxypropyl]oxy}(hydroxy)phosphoryl]oxy}-2-(hexanoyloxy)propyl hexanoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCC(=O)OC[C@@H](CO[P](O)(=O)OC[C@H](O)CO)OC(=O)CCCCC
#
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
 44G  44G  '(2S)-3-{[(R)-{[(2R)-2,3-dihydroxypropyl]oxy}(hydroxy)phosphoryl]oxy}-2-(hexanoyloxy)propyl hexanoate'  ligand  63  29  .  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_44G
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
 44G  C32  C  CH2    0  -0.596  -0.4412   1.3932  -0.3164
 44G  C31  C  C      0   0.618  -0.0125   0.0825  -0.9120
 44G  O31  O  O      0  -0.455  -0.0168  -0.1780  -2.0879
 44G  O2   O  O2     0  -0.467   0.4148  -0.7485   0.0367
 44G  C2   C  CH1    0  -0.071   0.8805  -2.0538  -0.2997
 44G  C1   C  CH2    0  -0.140  -0.1646  -3.0677   0.1284
 44G  O3P  O  O2     0  -0.610  -1.3346  -2.8886  -0.6347
 44G  P    P  P      0   1.348  -2.8220  -2.7820   0.0426
 44G  O1P  O  O      0  -0.797  -2.8125  -3.3656   1.4220
 44G  O2P  O  OP    -1  -0.793  -3.7944  -3.2583  -0.9897
 44G  O4P  O  O2     0  -0.608  -2.9069  -1.1408   0.1465
 44G  C4   C  CH2    0  -0.154  -4.1701  -0.5997   0.4770
 44G  C5   C  CH1    0  -0.049  -4.0128   0.8621   0.8580
 44G  O5   O  OH1    0  -0.661  -3.1860   1.0380   1.9847
 44G  C6   C  CH2    0  -0.155  -5.3758   1.5087   1.0410
 44G  O6   O  OH1    0  -0.659  -5.1950   2.8852   1.2716
 44G  C10  C  CH2    0  -0.169   2.1797  -2.2781   0.4418
 44G  O1   O  O2     0  -0.460   3.1057  -1.3026  -0.0294
 44G  C12  C  C      0   0.609   4.3282  -1.3003   0.4962
 44G  C13  C  CH2    0  -0.582   5.1637  -0.1814  -0.0614
 44G  O3   O  O      0  -0.451   4.6903  -2.1000   1.3222
 44G  H1   H  HCH2   0   0.275  -1.0059   1.1913   0.5959
 44G  H2   H  HCH2   0   0.271   0.4639   1.9219   0.0043
 44G  H4   H  HCH1   0   0.261   1.0544  -2.1353  -1.3752
 44G  H5   H  HCH2   0   0.225   0.2324  -4.0731  -0.0459
 44G  H6   H  HCH2   0   0.221  -0.3559  -2.9766   1.2011
 44G  H8   H  HCH2   0   0.210  -4.8569  -0.6770  -0.3729
 44G  H9   H  HCH2   0   0.202  -4.6318  -1.1438   1.3132
 44G  H10  H  HCH1   0   0.239  -3.5061   1.3777   0.0371
 44G  H11  H  HOH1   0   0.442  -3.5820   0.5774   2.7330
 44G  H12  H  HCH2   0   0.197  -5.9765   1.3251   0.1406
 44G  H13  H  HCH2   0   0.193  -5.9020   1.0220   1.8764
 44G  H14  H  HOH1   0   0.453  -6.0610   3.2823   1.3977
 44G  H15  H  HCH2   0   0.246   2.0363  -2.1800   1.5212
 44G  H16  H  HCH2   0   0.250   2.5459  -3.2867   0.2365
 44G  H17  H  HCH2   0   0.270   5.0545  -0.1719  -1.1496
 44G  H18  H  HCH2   0   0.277   4.7250   0.7615   0.2839
 44G  C3   C  CH2    0  -0.435  -1.2495   2.2623  -1.2655
 44G  C7   C  CH2    0  -0.420  -1.7113   3.5505  -0.5958
 44G  C8   C  CH2    0  -0.414  -2.6143   4.3954  -1.4833
 44G  C9   C  CH3    0  -0.665  -3.1604   5.6216  -0.7661
 44G  C11  C  CH2    0  -0.417   6.6304  -0.2585   0.3317
 44G  C14  C  CH2    0  -0.410   7.4346   0.8980  -0.2480
 44G  C15  C  CH2    0  -0.418   8.9141   0.8305   0.1104
 44G  C16  C  CH3    0  -0.663   9.7129   1.9891  -0.4698
 44G  H3   H  HCH2   0   0.230  -0.6627   2.5007  -2.1563
 44G  H19  H  HCH2   0   0.219  -2.1236   1.7051  -1.6176
 44G  H20  H  HCH2   0   0.219  -2.2449   3.3089   0.3291
 44G  H21  H  HCH2   0   0.214  -0.8377   4.1386  -0.2931
 44G  H22  H  HCH2   0   0.210  -2.0654   4.6993  -2.3799
 44G  H23  H  HCH2   0   0.209  -3.4507   3.7824  -1.8333
 44G  H24  H  HCH3   0   0.219  -3.7719   5.3252   0.0880
 44G  H25  H  HCH3   0   0.213  -2.3542   6.2566  -0.3933
 44G  H26  H  HCH3   0   0.224  -3.7810   6.2297  -1.4253
 44G  H27  H  HCH2   0   0.225   6.7256  -0.2559   1.4205
 44G  H28  H  HCH2   0   0.224   7.0549  -1.2050  -0.0145
 44G  H29  H  HCH2   0   0.211   7.3265   0.9096  -1.3381
 44G  H30  H  HCH2   0   0.212   7.0181   1.8467   0.1081
 44G  H31  H  HCH2   0   0.212   9.0232   0.8179   1.1993
 44G  H32  H  HCH2   0   0.212   9.3300  -0.1165  -0.2472
 44G  H33  H  HCH3   0   0.216   9.6381   2.0121  -1.5587
 44G  H34  H  HCH3   0   0.217   9.3475   2.9470  -0.0955
 44G  H35  H  HCH3   0   0.227  10.7704   1.9163  -0.2132

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
 44G  O6   C6   single  1.407  0.020  1.407
 44G  C6   C5   single  1.520  0.020  1.520
 44G  C1   C2   single  1.518  0.020  1.518
 44G  C1   O3P  single  1.408  0.020  1.408
 44G  C5   O5   single  1.409  0.020  1.409
 44G  C5   C4   single  1.519  0.020  1.519
 44G  C2   C10  single  1.513  0.020  1.513
 44G  C2   O2   single  1.426  0.020  1.426
 44G  O31  C31  double  1.204  0.020  1.204
 44G  O1P  P    deloc   1.498  0.020  1.498
 44G  O4P  C4   single  1.413  0.020  1.413
 44G  O4P  P    single  1.647  0.020  1.647
 44G  C31  C32  single  1.502  0.020  1.502
 44G  C31  O2   single  1.332  0.020  1.332
 44G  C10  O1   single  1.425  0.020  1.425
 44G  P    O3P  single  1.638  0.020  1.638
 44G  P    O2P  deloc   1.496  0.020  1.496
 44G  O3   C12  double  1.205  0.020  1.205
 44G  O1   C12  single  1.331  0.020  1.331
 44G  C12  C13  single  1.504  0.020  1.504
 44G  C32  H1   single  0.970  0.020  1.090
 44G  C32  H2   single  0.970  0.020  1.090
 44G  C2   H4   single  0.970  0.020  1.090
 44G  C1   H5   single  0.970  0.020  1.090
 44G  C1   H6   single  0.970  0.020  1.090
 44G  C4   H8   single  0.970  0.020  1.090
 44G  C4   H9   single  0.970  0.020  1.090
 44G  C5   H10  single  0.970  0.020  1.090
 44G  O5   H11  single  0.850  0.020  0.980
 44G  C6   H12  single  0.970  0.020  1.090
 44G  C6   H13  single  0.970  0.020  1.090
 44G  O6   H14  single  0.850  0.020  0.980
 44G  C10  H15  single  0.970  0.020  1.090
 44G  C10  H16  single  0.970  0.020  1.090
 44G  C13  H17  single  0.970  0.020  1.090
 44G  C13  H18  single  0.970  0.020  1.090
 44G  C32  C3   single  1.520  0.020  1.520
 44G  C3   C7   single  1.524  0.020  1.524
 44G  C7   C8   single  1.522  0.020  1.522
 44G  C8   C9   single  1.522  0.020  1.522
 44G  C13  C11  single  1.520  0.020  1.520
 44G  C11  C14  single  1.523  0.020  1.523
 44G  C14  C15  single  1.524  0.020  1.524
 44G  C15  C16  single  1.522  0.020  1.522
 44G  C3   H3   single  0.970  0.020  1.090
 44G  C3   H19  single  0.970  0.020  1.090
 44G  C7   H20  single  0.970  0.020  1.090
 44G  C7   H21  single  0.970  0.020  1.090
 44G  C8   H22  single  0.970  0.020  1.090
 44G  C8   H23  single  0.970  0.020  1.090
 44G  C9   H24  single  0.970  0.020  1.090
 44G  C9   H25  single  0.970  0.020  1.090
 44G  C9   H26  single  0.970  0.020  1.090
 44G  C11  H27  single  0.970  0.020  1.090
 44G  C11  H28  single  0.970  0.020  1.090
 44G  C14  H29  single  0.970  0.020  1.090
 44G  C14  H30  single  0.970  0.020  1.090
 44G  C15  H31  single  0.970  0.020  1.090
 44G  C15  H32  single  0.970  0.020  1.090
 44G  C16  H33  single  0.970  0.020  1.090
 44G  C16  H34  single  0.970  0.020  1.090
 44G  C16  H35  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
 44G  C3   C32  H2   110.25  3.000
 44G  C3   C32  H1   110.64  3.000
 44G  H2   C32  H1   105.77  3.000
 44G  C3   C32  C31  113.78  3.000
 44G  H2   C32  C31  107.53  3.000
 44G  H1   C32  C31  108.52  3.000
 44G  O2   C31  O31  124.17  3.000
 44G  O2   C31  C32  110.71  3.000
 44G  O31  C31  C32  125.09  3.000
 44G  C2   O2   C31  120.53  3.000
 44G  H4   C2   C10  109.56  3.000
 44G  H4   C2   C1   109.72  3.000
 44G  C10  C2   C1   110.74  3.000
 44G  H4   C2   O2   110.64  3.000
 44G  C10  C2   O2   107.49  3.000
 44G  C1   C2   O2   108.67  3.000
 44G  H6   C1   H5   107.22  3.000
 44G  H6   C1   O3P  112.06  3.000
 44G  H5   C1   O3P  109.37  3.000
 44G  H6   C1   C2   109.97  3.000
 44G  H5   C1   C2   108.60  3.000
 44G  O3P  C1   C2   109.53  3.000
 44G  P    O3P  C1   122.60  3.000
 44G  O4P  P    O2P  109.11  3.000
 44G  O2P  P    O1P  121.03  3.000
 44G  O4P  P    O1P  109.30  3.000
 44G  O2P  P    O3P  106.51  3.000
 44G  O4P  P    O3P   97.92  3.000
 44G  O1P  P    O3P  110.47  3.000
 44G  C4   O4P  P    116.26  3.000
 44G  H9   C4   H8   106.96  3.000
 44G  H9   C4   C5   109.21  3.000
 44G  H8   C4   C5   109.12  3.000
 44G  H9   C4   O4P  111.33  3.000
 44G  H8   C4   O4P  110.61  3.000
 44G  C5   C4   O4P  109.55  3.000
 44G  H10  C5   C6   107.78  3.000
 44G  H10  C5   O5   105.63  3.000
 44G  C6   C5   O5   112.15  3.000
 44G  H10  C5   C4   108.26  3.000
 44G  O5   C5   C4   112.43  3.000
 44G  C6   C5   C4   110.30  3.000
 44G  H11  O5   C5   108.67  3.000
 44G  H13  C6   H12  106.67  3.000
 44G  H13  C6   O6   111.69  3.000
 44G  H12  C6   O6   111.61  3.000
 44G  H13  C6   C5   109.39  3.000
 44G  H12  C6   C5   108.71  3.000
 44G  O6   C6   C5   108.70  3.000
 44G  H14  O6   C6   108.06  3.000
 44G  H16  C10  H15  108.20  3.000
 44G  H16  C10  O1   110.61  3.000
 44G  H15  C10  O1   110.50  3.000
 44G  H16  C10  C2   109.43  3.000
 44G  H15  C10  C2   110.98  3.000
 44G  O1   C10  C2   107.13  3.000
 44G  C12  O1   C10  117.87  3.000
 44G  O3   C12  C13  125.51  3.000
 44G  C13  C12  O1   111.43  3.000
 44G  O3   C12  O1   123.06  3.000
 44G  C11  C13  H18  110.38  3.000
 44G  C11  C13  H17  110.73  3.000
 44G  H18  C13  H17  105.43  3.000
 44G  C11  C13  C12  113.73  3.000
 44G  H18  C13  C12  107.52  3.000
 44G  H17  C13  C12  108.66  3.000
 44G  H19  C3   H3   106.11  3.000
 44G  H19  C3   C7   109.25  3.000
 44G  H3   C3   C7   109.67  3.000
 44G  H19  C3   C32  109.54  3.000
 44G  H3   C3   C32  110.37  3.000
 44G  C7   C3   C32  111.73  3.000
 44G  H21  C7   H20  105.88  3.000
 44G  H21  C7   C8   109.64  3.000
 44G  H20  C7   C8   109.03  3.000
 44G  H21  C7   C3   109.49  3.000
 44G  H20  C7   C3   109.42  3.000
 44G  C8   C7   C3   113.13  3.000
 44G  H23  C8   H22  106.07  3.000
 44G  H23  C8   C9   109.13  3.000
 44G  H22  C8   C9   110.02  3.000
 44G  H23  C8   C7   109.21  3.000
 44G  H22  C8   C7   109.53  3.000
 44G  C9   C8   C7   112.66  3.000
 44G  H26  C9   H25  107.60  3.000
 44G  H26  C9   H24  107.79  3.000
 44G  H25  C9   H24  107.72  3.000
 44G  H26  C9   C8   111.63  3.000
 44G  H25  C9   C8   111.38  3.000
 44G  H24  C9   C8   110.55  3.000
 44G  H28  C11  H27  106.48  3.000
 44G  H28  C11  C14  109.37  3.000
 44G  H27  C11  C14  109.35  3.000
 44G  H28  C11  C13  109.66  3.000
 44G  H27  C11  C13  109.97  3.000
 44G  C14  C11  C13  111.87  3.000
 44G  H30  C14  H29  106.06  3.000
 44G  H30  C14  C15  109.33  3.000
 44G  H29  C14  C15  109.29  3.000
 44G  H30  C14  C11  109.45  3.000
 44G  H29  C14  C11  109.55  3.000
 44G  C15  C14  C11  112.92  3.000
 44G  H32  C15  H31  106.10  3.000
 44G  H32  C15  C16  109.55  3.000
 44G  H31  C15  C16  109.62  3.000
 44G  H32  C15  C14  109.29  3.000
 44G  H31  C15  C14  109.35  3.000
 44G  C16  C15  C14  112.72  3.000
 44G  H35  C16  H34  107.61  3.000
 44G  H35  C16  H33  107.61  3.000
 44G  H34  C16  H33  107.49  3.000
 44G  H35  C16  C15  111.62  3.000
 44G  H34  C16  C15  111.19  3.000
 44G  H33  C16  C15  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
 44G  Var_01  C8   C7   C3   C32  -175.55  30.0  3
 44G  Var_02  C7   C3   C32  C31   177.50  30.0  3
 44G  Var_03  C3   C32  C31  O31    16.03  30.0  3
 44G  Var_04  O1P  P    O3P  C1    -19.89  30.0  1
 44G  Var_05  C5   C4   O4P  P     166.49  30.0  3
 44G  Var_06  O3   C12  O1   C10     1.78  30.0  3
 44G  Var_07  C11  C13  C12  O1   -170.82  30.0  3
 44G  Var_08  C14  C11  C13  C12  -179.66  30.0  3
 44G  Var_09  C15  C14  C11  C13  -178.96  30.0  3
 44G  Var_10  C9   C8   C7   C3    175.33  30.0  3
 44G  Var_11  C16  C15  C14  C11  -179.93  30.0  3
 44G  Var_12  H5   C1   O3P  P     110.33  30.0  1
 44G  Var_13  H15  C10  O1   C12    58.44  30.0  1
 44G  Var_14  H24  C9   C8   C7    -61.68  30.0  3
 44G  Var_15  H33  C16  C15  C14   -59.15  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
 44G  chir_01  C2  C1  C10  O2  positiv
 44G  chir_03  C5  O5  C6   C4  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
 44G  plan-1  C32  0.020
 44G  plan-1  C31  0.020
 44G  plan-1  O31  0.020
 44G  plan-1  O2   0.020
 44G  plan-2  O1   0.020
 44G  plan-2  C12  0.020
 44G  plan-2  C13  0.020
 44G  plan-2  O3   0.020

