# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 08:47:32 2020
#   Inital geometry file: a 138 line input string
#   Ligand name: (2S)-3-{[(S)-(2-aminoethoxy)(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)OCCN)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
 6OE  6OE  '(2S)-3-{[(S)-(2-aminoethoxy)(hydroxy)phosphoryl]oxy}-2-(hexanoyloxy)propyl hexanoate'  ligand  61  27  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_6OE
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
 6OE  N01   N  NH2   0  -0.791   2.8096  -2.0063   2.3262
 6OE  C02   C  CH2   0  -0.305   3.5257  -2.5028   1.1661
 6OE  C03   C  CH2   0  -0.189   2.6603  -3.3984   0.3127
 6OE  O04   O  O2    0  -0.571   1.5114  -2.6696  -0.1513
 6OE  P05   P  P     0   1.443   1.0139  -2.8334  -1.6509
 6OE  O06   O  OH1   0  -0.762   2.0094  -2.0063  -2.5889
 6OE  O07   O  O     0  -0.705   0.8792  -4.2109  -2.1621
 6OE  O08   O  O2    0  -0.573  -0.3166  -1.9675  -1.5011
 6OE  C09   C  CH2   0  -0.220  -1.0958  -1.5757  -2.6309
 6OE  C10   C  CH1   0  -0.016  -1.2688  -0.0667  -2.6659
 6OE  C11   C  CH2   0  -0.241  -0.0243   0.7302  -3.0061
 6OE  O12   O  O2    0  -0.506   1.0152   0.5485  -2.0427
 6OE  C13   C  C     0   0.637   1.1960   1.4498  -1.0602
 6OE  C14   C  CH2   0  -0.609   2.2210   0.9711  -0.0721
 6OE  C15   C  CH2   0  -0.412   2.8099   2.0854   0.7790
 6OE  C16   C  CH2   0  -0.419   3.7949   1.5423   1.8060
 6OE  C17   C  CH2   0  -0.417   4.4968   2.6317   2.6044
 6OE  C18   C  CH3   0  -0.664   5.4645   2.0681   3.6357
 6OE  O19   O  O     0  -0.426   0.6036   2.4913  -1.0057
 6OE  O20   O  O2    0  -0.461  -1.7397   0.4201  -1.4124
 6OE  C21   C  C     0   0.617  -3.0447   0.3775  -1.1386
 6OE  C22   C  CH2   0  -0.582  -3.3389   1.0238   0.1856
 6OE  C23   C  CH2   0  -0.418  -4.7909   0.9040   0.6194
 6OE  C24   C  CH2   0  -0.410  -5.0552   1.6515   1.9201
 6OE  C25   C  CH2   0  -0.419  -6.5016   1.5403   2.3862
 6OE  C26   C  CH3   0  -0.661  -6.7647   2.3051   3.6757
 6OE  O27   O  O     0  -0.445  -3.8607  -0.1054  -1.8810
 6OE  H011  H  HNH2  0   0.343   2.6153  -2.7733   2.9594
 6OE  H012  H  HNH2  0   0.352   3.4081  -1.3749   2.8414
 6OE  H022  H  HCH2  0   0.229   3.8597  -1.6514   0.5676
 6OE  H021  H  HCH2  0   0.216   4.4271  -3.0835   1.4072
 6OE  H032  H  HCH2  0   0.241   3.2556  -3.7812  -0.5199
 6OE  H031  H  HCH2  0   0.244   2.3055  -4.2584   0.8852
 6OE  H2    H  HOH1  0   0.496   2.0198  -1.0501  -2.4091
 6OE  H092  H  HCH2  0   0.261  -0.6562  -1.8984  -3.5786
 6OE  H091  H  HCH2  0   0.276  -2.0682  -2.0599  -2.5465
 6OE  H101  H  HCH1  0   0.281  -1.9889   0.1431  -3.4642
 6OE  H112  H  HCH2  0   0.278   0.3726   0.3852  -3.9610
 6OE  H111  H  HCH2  0   0.281  -0.2751   1.7856  -3.1091
 6OE  H142  H  HCH2  0   0.288   1.7435   0.2160   0.5639
 6OE  H141  H  HCH2  0   0.263   3.0166   0.4416  -0.6026
 6OE  H151  H  HCH2  0   0.227   3.3157   2.8085   0.1324
 6OE  H152  H  HCH2  0   0.229   2.0130   2.6288   1.2916
 6OE  H161  H  HCH2  0   0.214   3.2639   0.8747   2.4922
 6OE  H162  H  HCH2  0   0.211   4.5450   0.9229   1.3012
 6OE  H172  H  HCH2  0   0.213   5.0335   3.2930   1.9176
 6OE  H171  H  HCH2  0   0.213   3.7493   3.2547   3.1048
 6OE  H181  H  HCH3  0   0.217   6.2343   1.4568   3.1607
 6OE  H182  H  HCH3  0   0.228   5.9670   2.8606   4.1910
 6OE  H3    H  HCH3  0   0.217   4.9454   1.4357   4.3587
 6OE  H222  H  HCH2  0   0.274  -2.6717   0.5948   0.9390
 6OE  H221  H  HCH2  0   0.276  -3.0493   2.0774   0.1069
 6OE  H231  H  HCH2  0   0.225  -5.4453   1.2966  -0.1631
 6OE  H232  H  HCH2  0   0.225  -5.0543  -0.1500   0.7441
 6OE  H242  H  HCH2  0   0.211  -4.3918   1.2718   2.7050
 6OE  H241  H  HCH2  0   0.212  -4.7972   2.7083   1.7904
 6OE  H252  H  HCH2  0   0.212  -7.1646   1.9103   1.5979
 6OE  H251  H  HCH2  0   0.212  -6.7563   0.4854   2.5263
 6OE  H262  H  HCH3  0   0.216  -6.5397   3.3667   3.5572
 6OE  H261  H  HCH3  0   0.226  -7.8068   2.2208   3.9862
 6OE  H4    H  HCH3  0   0.216  -6.1457   1.9276   4.4918

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
 6OE  C18  C17   single  1.522  0.020  1.522
 6OE  C17  C16   single  1.522  0.020  1.522
 6OE  C16  C15   single  1.523  0.020  1.523
 6OE  C26  C25   single  1.522  0.020  1.522
 6OE  C15  C14   single  1.521  0.020  1.521
 6OE  C24  C25   single  1.524  0.020  1.524
 6OE  C24  C23   single  1.523  0.020  1.523
 6OE  C22  C23   single  1.520  0.020  1.520
 6OE  C22  C21   single  1.503  0.020  1.503
 6OE  C14  C13   single  1.502  0.020  1.502
 6OE  O19  C13   double  1.199  0.020  1.199
 6OE  O27  C21   double  1.204  0.020  1.204
 6OE  C13  O12   single  1.345  0.020  1.345
 6OE  C21  O20   single  1.334  0.020  1.334
 6OE  C11  O12   single  1.429  0.020  1.429
 6OE  C11  C10   single  1.516  0.020  1.516
 6OE  O20  C10   single  1.425  0.020  1.425
 6OE  C10  C09   single  1.519  0.020  1.519
 6OE  C09  O08   single  1.427  0.020  1.427
 6OE  O08  P05   single  1.594  0.020  1.594
 6OE  O04  P05   single  1.588  0.020  1.588
 6OE  O04  C03   single  1.438  0.020  1.438
 6OE  P05  O07   double  1.475  0.020  1.475
 6OE  P05  O06   single  1.598  0.020  1.598
 6OE  C02  C03   single  1.510  0.020  1.510
 6OE  C02  N01   single  1.451  0.020  1.451
 6OE  N01  H011  single  0.890  0.020  1.040
 6OE  N01  H012  single  0.890  0.020  1.040
 6OE  C02  H022  single  0.970  0.020  1.090
 6OE  C02  H021  single  0.970  0.020  1.090
 6OE  C03  H032  single  0.970  0.020  1.090
 6OE  C03  H031  single  0.970  0.020  1.090
 6OE  O06  H2    single  0.850  0.020  0.980
 6OE  C09  H092  single  0.970  0.020  1.090
 6OE  C09  H091  single  0.970  0.020  1.090
 6OE  C10  H101  single  0.970  0.020  1.090
 6OE  C11  H112  single  0.970  0.020  1.090
 6OE  C11  H111  single  0.970  0.020  1.090
 6OE  C14  H142  single  0.970  0.020  1.090
 6OE  C14  H141  single  0.970  0.020  1.090
 6OE  C15  H151  single  0.970  0.020  1.090
 6OE  C15  H152  single  0.970  0.020  1.090
 6OE  C16  H161  single  0.970  0.020  1.090
 6OE  C16  H162  single  0.970  0.020  1.090
 6OE  C17  H172  single  0.970  0.020  1.090
 6OE  C17  H171  single  0.970  0.020  1.090
 6OE  C18  H181  single  0.970  0.020  1.090
 6OE  C18  H182  single  0.970  0.020  1.090
 6OE  C18  H3    single  0.970  0.020  1.090
 6OE  C22  H222  single  0.970  0.020  1.090
 6OE  C22  H221  single  0.970  0.020  1.090
 6OE  C23  H231  single  0.970  0.020  1.090
 6OE  C23  H232  single  0.970  0.020  1.090
 6OE  C24  H242  single  0.970  0.020  1.090
 6OE  C24  H241  single  0.970  0.020  1.090
 6OE  C25  H252  single  0.970  0.020  1.090
 6OE  C25  H251  single  0.970  0.020  1.090
 6OE  C26  H262  single  0.970  0.020  1.090
 6OE  C26  H261  single  0.970  0.020  1.090
 6OE  C26  H4    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
 6OE  H012  N01  H011  105.52  3.000
 6OE  H012  N01  C02   109.21  3.000
 6OE  H011  N01  C02   109.59  3.000
 6OE  H021  C02  H022  106.32  3.000
 6OE  H021  C02  C03   106.30  3.000
 6OE  H022  C02  C03   109.13  3.000
 6OE  H021  C02  N01   114.22  3.000
 6OE  H022  C02  N01   108.79  3.000
 6OE  C03   C02  N01   111.84  3.000
 6OE  H031  C03  H032  107.49  3.000
 6OE  H031  C03  O04   107.98  3.000
 6OE  H032  C03  O04   111.54  3.000
 6OE  H031  C03  C02   110.91  3.000
 6OE  H032  C03  C02   109.04  3.000
 6OE  O04   C03  C02   109.86  3.000
 6OE  P05   O04  C03   120.18  3.000
 6OE  O08   P05  O07   117.60  3.000
 6OE  O07   P05  O06   109.67  3.000
 6OE  O08   P05  O06   107.09  3.000
 6OE  O06   P05  O04   107.80  3.000
 6OE  O07   P05  O04   116.87  3.000
 6OE  O08   P05  O04    96.70  3.000
 6OE  H2    O06  P05   114.00  3.000
 6OE  C09   O08  P05   122.03  3.000
 6OE  H091  C09  H092  107.15  3.000
 6OE  H091  C09  C10   109.97  3.000
 6OE  H092  C09  C10   108.60  3.000
 6OE  H091  C09  O08   107.69  3.000
 6OE  H092  C09  O08   112.67  3.000
 6OE  C10   C09  O08   110.67  3.000
 6OE  H101  C10  O20   111.00  3.000
 6OE  H101  C10  C11   105.98  3.000
 6OE  O20   C10  C11   106.80  3.000
 6OE  H101  C10  C09   106.37  3.000
 6OE  O20   C10  C09   110.90  3.000
 6OE  C11   C10  C09   115.70  3.000
 6OE  H111  C11  H112  107.91  3.000
 6OE  H111  C11  O12   110.75  3.000
 6OE  H112  C11  O12   106.59  3.000
 6OE  H111  C11  C10   109.96  3.000
 6OE  H112  C11  C10   109.21  3.000
 6OE  O12   C11  C10   112.27  3.000
 6OE  C13   O12  C11   120.32  3.000
 6OE  O19   C13  C14   125.72  3.000
 6OE  O19   C13  O12   123.27  3.000
 6OE  C14   C13  O12   111.01  3.000
 6OE  H141  C14  H142  105.36  3.000
 6OE  H141  C14  C15   110.17  3.000
 6OE  H142  C14  C15   110.40  3.000
 6OE  H141  C14  C13   109.38  3.000
 6OE  H142  C14  C13   107.69  3.000
 6OE  C15   C14  C13   113.51  3.000
 6OE  H152  C15  H151  106.61  3.000
 6OE  H152  C15  C16   109.44  3.000
 6OE  H151  C15  C16   109.58  3.000
 6OE  H152  C15  C14   110.16  3.000
 6OE  H151  C15  C14   109.42  3.000
 6OE  C16   C15  C14   111.50  3.000
 6OE  H162  C16  H161  106.02  3.000
 6OE  H162  C16  C17   109.30  3.000
 6OE  H161  C16  C17   109.35  3.000
 6OE  H162  C16  C15   109.49  3.000
 6OE  H161  C16  C15   109.04  3.000
 6OE  C17   C16  C15   113.37  3.000
 6OE  H171  C17  H172  106.14  3.000
 6OE  H171  C17  C18   109.58  3.000
 6OE  H172  C17  C18   109.70  3.000
 6OE  H171  C17  C16   109.42  3.000
 6OE  H172  C17  C16   109.24  3.000
 6OE  C18   C17  C16   112.55  3.000
 6OE  H3    C18  H182  107.63  3.000
 6OE  H3    C18  H181  107.40  3.000
 6OE  H182  C18  H181  107.68  3.000
 6OE  H3    C18  C17   111.15  3.000
 6OE  H182  C18  C17   111.65  3.000
 6OE  H181  C18  C17   111.15  3.000
 6OE  C21   O20  C10   119.53  3.000
 6OE  O27   C21  C22   125.67  3.000
 6OE  O27   C21  O20   123.31  3.000
 6OE  C22   C21  O20   111.01  3.000
 6OE  H221  C22  H222  105.40  3.000
 6OE  H221  C22  C23   110.41  3.000
 6OE  H222  C22  C23   110.80  3.000
 6OE  H221  C22  C21   107.38  3.000
 6OE  H222  C22  C21   108.59  3.000
 6OE  C23   C22  C21   113.86  3.000
 6OE  H232  C23  H231  106.48  3.000
 6OE  H232  C23  C24   109.50  3.000
 6OE  H231  C23  C24   109.34  3.000
 6OE  H232  C23  C22   109.79  3.000
 6OE  H231  C23  C22   109.83  3.000
 6OE  C24   C23  C22   111.76  3.000
 6OE  H241  C24  H242  106.05  3.000
 6OE  H241  C24  C25   109.28  3.000
 6OE  H242  C24  C25   109.30  3.000
 6OE  H241  C24  C23   109.35  3.000
 6OE  H242  C24  C23   109.66  3.000
 6OE  C25   C24  C23   112.96  3.000
 6OE  H251  C25  H252  106.09  3.000
 6OE  H251  C25  C26   109.61  3.000
 6OE  H252  C25  C26   109.61  3.000
 6OE  H251  C25  C24   109.30  3.000
 6OE  H252  C25  C24   109.27  3.000
 6OE  C26   C25  C24   112.74  3.000
 6OE  H4    C26  H261  107.59  3.000
 6OE  H4    C26  H262  107.49  3.000
 6OE  H261  C26  H262  107.64  3.000
 6OE  H4    C26  C25   111.20  3.000
 6OE  H261  C26  C25   111.57  3.000
 6OE  H262  C26  C25   111.16  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
 6OE  Var_01  O04   C03  C02  N01    60.01  30.0  3
 6OE  Var_02  O08   P05  O04  C03   173.65  30.0  3
 6OE  Var_03  C10   C09  O08  P05  -124.12  30.0  1
 6OE  Var_04  C22   C21  O20  C10  -176.02  30.0  1
 6OE  Var_05  C14   C13  O12  C11   172.82  30.0  1
 6OE  Var_06  C15   C14  C13  O12   160.82  30.0  2
 6OE  Var_07  C16   C15  C14  C13   177.41  30.0  1
 6OE  Var_08  C17   C16  C15  C14   175.23  30.0  1
 6OE  Var_09  C18   C17  C16  C15   179.34  30.0  1
 6OE  Var_10  C23   C22  C21  O20  -174.93  30.0  1
 6OE  Var_11  C24   C23  C22  C21  -176.29  30.0  3
 6OE  Var_12  C25   C24  C23  C22  -179.55  30.0  1
 6OE  Var_13  C26   C25  C24  C23  -179.19  30.0  3
 6OE  Var_14  H011  N01  C02  C03    67.80  30.0  3
 6OE  Var_15  H112  C11  O12  C13   142.75  30.0  1
 6OE  Var_16  H181  C18  C17  C16    59.11  30.0  3
 6OE  Var_17  H262  C26  C25  C24    59.28  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
 6OE  chir_02  C10  C11  O20  C09  positiv
 6OE  chir_03  P05  O04  O07  O06  both

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
 6OE  plan-1  O12  0.020
 6OE  plan-1  C13  0.020
 6OE  plan-1  C14  0.020
 6OE  plan-1  O19  0.020
 6OE  plan-2  O20  0.020
 6OE  plan-2  C21  0.020
 6OE  plan-2  C22  0.020
 6OE  plan-2  O27  0.020

