# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 14:20:19 2020
#   Inital geometry file: a 126 line input string
#   Ligand name: (1S)-2-(decyloxy)-1-[(2,2,2-trifluoroethoxy)methyl]ethyl methyl hydrogen (S)-phosphate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCCCCOC[C@@H](COCC(F)(F)F)O[P@](O)(=O)OC
#
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
 GLE  GLE  '(1S)-2-(decyloxy)-1-[(2,2,2-trifluoroethoxy)methyl]ethyl methyl hydrogen (S)-phosphate'  ligand  57  26  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_GLE
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
 GLE  C1    C  CH2    0  -0.165   2.7927   0.6970  -1.2466
 GLE  O1    O  O2     0  -0.499   2.7353   1.2737   0.0318
 GLE  C2    C  CH1    0  -0.020   1.4089   0.4754  -1.8469
 GLE  O2    O  O2     0  -0.621   0.7344  -0.5383  -1.1281
 GLE  C3    C  CH2    0  -0.138   1.5208   0.0661  -3.3028
 GLE  O3    O  O2     0  -0.480   0.2312   0.0625  -3.8647
 GLE  C31   C  CH2    0  -0.308   0.2007  -0.4417  -5.1611
 GLE  C32   C  CT     0   0.963  -1.2358  -0.4141  -5.6251
 GLE  F31   F  F      0  -0.315  -1.3296  -0.8644  -6.8847
 GLE  F32   F  F      0  -0.304  -2.0325  -1.1768  -4.8706
 GLE  F33   F  F      0  -0.311  -1.7479   0.8228  -5.6072
 GLE  P2    P  P      0   1.374  -0.6739  -0.3095  -0.3268
 GLE  O21   O  O      0  -0.793  -0.6604  -1.2536   0.8358
 GLE  O22   O  OP    -1  -0.805  -0.9593   1.1498  -0.1342
 GLE  C2P   C  CH3    0  -0.400  -3.0450  -0.9785  -1.2009
 GLE  O23   O  O2     0  -0.594  -1.6669  -0.9081  -1.4924
 GLE  C11   C  CH2    0  -0.141   2.6872   0.3798   1.1297
 GLE  C12   C  CH2    0  -0.461   1.9003   1.0194   2.2562
 GLE  C13   C  CH2    0  -0.424   1.7394   0.0795   3.4430
 GLE  C14   C  CH2    0  -0.411   0.9937   0.7197   4.6070
 GLE  C15   C  CH2    0  -0.411   0.8349  -0.2087   5.8041
 GLE  C16   C  CH2    0  -0.411   0.0821   0.4315   6.9639
 GLE  C17   C  CH2    0  -0.412  -0.0661  -0.4885   8.1690
 GLE  C18   C  CH2    0  -0.406  -0.8183   0.1564   9.3262
 GLE  C19   C  CH2    0  -0.420  -0.9649  -0.7574  10.5368
 GLE  C20   C  CH3    0  -0.662  -1.7174  -0.0990  11.6850
 GLE  H11   H  HCH2   0   0.224   3.3394   1.3935  -1.8897
 GLE  H12   H  HCH2   0   0.206   3.3578  -0.2447  -1.2438
 GLE  H2    H  HCH1   0   0.222   0.8578   1.4206  -1.7914
 GLE  H31   H  HCH2   0   0.210   2.1736   0.7701  -3.8373
 GLE  H32   H  HCH2   0   0.210   1.9831  -0.9280  -3.3823
 GLE  H311  H  HCH2   0   0.242   0.8024   0.1548  -5.8606
 GLE  H312  H  HCH2   0   0.244   0.5656  -1.4763  -5.2171
 GLE  H2P1  H  HCH3   0   0.225  -3.5604  -1.3312  -2.0940
 GLE  H2P2  H  HCH3   0   0.203  -3.2608  -1.6742  -0.3841
 GLE  H2P3  H  HCH3   0   0.203  -3.4633  -0.0031  -0.9336
 GLE  H111  H  HCH2   0   0.191   3.7073   0.1444   1.4662
 GLE  H112  H  HCH2   0   0.209   2.2128  -0.5651   0.8572
 GLE  H121  H  HCH2   0   0.226   0.9142   1.2964   1.8751
 GLE  H122  H  HCH2   0   0.208   2.3955   1.9424   2.5769
 GLE  H131  H  HCH2   0   0.203   2.7230  -0.2602   3.7867
 GLE  H132  H  HCH2   0   0.215   1.1975  -0.8130   3.1138
 GLE  H141  H  HCH2   0   0.207   0.0049   1.0450   4.2655
 GLE  H142  H  HCH2   0   0.205   1.5201   1.6284   4.9199
 GLE  H151  H  HCH2   0   0.205   1.8246  -0.5296   6.1477
 GLE  H152  H  HCH2   0   0.206   0.3127  -1.1202   5.4924
 GLE  H161  H  HCH2   0   0.206  -0.9107   0.7445   6.6219
 GLE  H162  H  HCH2   0   0.206   0.5994   1.3482   7.2685
 GLE  H171  H  HCH2   0   0.206   0.9268  -0.8009   8.5114
 GLE  H172  H  HCH2   0   0.206  -0.5838  -1.4056   7.8661
 GLE  H181  H  HCH2   0   0.205  -1.8123   0.4664   8.9845
 GLE  H182  H  HCH2   0   0.205  -0.3023   1.0756   9.6260
 GLE  H191  H  HCH2   0   0.210   0.0278  -1.0667  10.8786
 GLE  H192  H  HCH2   0   0.210  -1.4808  -1.6751  10.2367
 GLE  H201  H  HCH3   0   0.225  -1.8016  -0.7632  12.5459
 GLE  H202  H  HCH3   0   0.215  -1.2102   0.8093  12.0151
 GLE  H203  H  HCH3   0   0.216  -2.7285   0.1811  11.3835

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
 GLE  C1   O1    single  1.404  0.020  1.404
 GLE  C1   C2    single  1.525  0.020  1.525
 GLE  C1   H11   single  0.970  0.020  1.090
 GLE  C1   H12   single  0.970  0.020  1.090
 GLE  O1   C11   single  1.417  0.020  1.417
 GLE  C2   O2    single  1.414  0.020  1.414
 GLE  C2   C3    single  1.516  0.020  1.516
 GLE  C2   H2    single  0.970  0.020  1.090
 GLE  O2   P2    single  1.636  0.020  1.636
 GLE  C3   O3    single  1.407  0.020  1.407
 GLE  C3   H31   single  0.970  0.020  1.090
 GLE  C3   H32   single  0.970  0.020  1.090
 GLE  O3   C31   single  1.391  0.020  1.391
 GLE  C31  C32   single  1.510  0.020  1.510
 GLE  C31  H311  single  0.970  0.020  1.090
 GLE  C31  H312  single  0.970  0.020  1.090
 GLE  C32  F31   single  1.341  0.020  1.341
 GLE  C32  F32   single  1.336  0.020  1.336
 GLE  C32  F33   single  1.339  0.020  1.339
 GLE  P2   O21   deloc   1.498  0.020  1.498
 GLE  P2   O22   deloc   1.499  0.020  1.499
 GLE  P2   O23   single  1.644  0.020  1.644
 GLE  C2P  O23   single  1.410  0.020  1.410
 GLE  C2P  H2P1  single  0.970  0.020  1.090
 GLE  C2P  H2P2  single  0.970  0.020  1.090
 GLE  C2P  H2P3  single  0.970  0.020  1.090
 GLE  C11  C12   single  1.516  0.020  1.516
 GLE  C11  H111  single  0.970  0.020  1.090
 GLE  C11  H112  single  0.970  0.020  1.090
 GLE  C12  C13   single  1.522  0.020  1.522
 GLE  C12  H121  single  0.970  0.020  1.090
 GLE  C12  H122  single  0.970  0.020  1.090
 GLE  C13  C14   single  1.523  0.020  1.523
 GLE  C13  H131  single  0.970  0.020  1.090
 GLE  C13  H132  single  0.970  0.020  1.090
 GLE  C14  C15   single  1.523  0.020  1.523
 GLE  C14  H141  single  0.970  0.020  1.090
 GLE  C14  H142  single  0.970  0.020  1.090
 GLE  C15  C16   single  1.524  0.020  1.524
 GLE  C15  H151  single  0.970  0.020  1.090
 GLE  C15  H152  single  0.970  0.020  1.090
 GLE  C16  C17   single  1.523  0.020  1.523
 GLE  C16  H161  single  0.970  0.020  1.090
 GLE  C16  H162  single  0.970  0.020  1.090
 GLE  C17  C18   single  1.523  0.020  1.523
 GLE  C17  H171  single  0.970  0.020  1.090
 GLE  C17  H172  single  0.970  0.020  1.090
 GLE  C18  C19   single  1.524  0.020  1.524
 GLE  C18  H181  single  0.970  0.020  1.090
 GLE  C18  H182  single  0.970  0.020  1.090
 GLE  C19  C20   single  1.523  0.020  1.523
 GLE  C19  H191  single  0.970  0.020  1.090
 GLE  C19  H192  single  0.970  0.020  1.090
 GLE  C20  H201  single  0.970  0.020  1.090
 GLE  C20  H202  single  0.970  0.020  1.090
 GLE  C20  H203  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
 GLE  H12   C1   H11   106.86  3.000
 GLE  H12   C1   C2    110.08  3.000
 GLE  H11   C1   C2    108.33  3.000
 GLE  H12   C1   O1    111.78  3.000
 GLE  H11   C1   O1    107.11  3.000
 GLE  C2    C1   O1    112.41  3.000
 GLE  C11   O1   C1    116.61  3.000
 GLE  H2    C2   C3    108.58  3.000
 GLE  H2    C2   O2    110.66  3.000
 GLE  C3    C2   O2    109.26  3.000
 GLE  H2    C2   C1    108.13  3.000
 GLE  C3    C2   C1    110.50  3.000
 GLE  O2    C2   C1    109.70  3.000
 GLE  P2    O2   C2    124.01  3.000
 GLE  H32   C3   H31   107.12  3.000
 GLE  H32   C3   O3    110.75  3.000
 GLE  H31   C3   O3    110.60  3.000
 GLE  H32   C3   C2    110.15  3.000
 GLE  H31   C3   C2    109.75  3.000
 GLE  O3    C3   C2    108.45  3.000
 GLE  C31   O3   C3    113.15  3.000
 GLE  H312  C31  H311  107.27  3.000
 GLE  H312  C31  C32   108.52  3.000
 GLE  H311  C31  C32   108.39  3.000
 GLE  H312  C31  O3    112.43  3.000
 GLE  H311  C31  O3    112.61  3.000
 GLE  C32   C31  O3    107.49  3.000
 GLE  F33   C32  F32   106.96  3.000
 GLE  F33   C32  F31   107.22  3.000
 GLE  F32   C32  F31   107.28  3.000
 GLE  F33   C32  C31   112.13  3.000
 GLE  F32   C32  C31   112.54  3.000
 GLE  F31   C32  C31   110.43  3.000
 GLE  O23   P2   O22   109.30  3.000
 GLE  O23   P2   O21   109.04  3.000
 GLE  O22   P2   O21   121.03  3.000
 GLE  O23   P2   O2     96.99  3.000
 GLE  O22   P2   O2    111.27  3.000
 GLE  O21   P2   O2    106.51  3.000
 GLE  H2P3  C2P  H2P2  107.99  3.000
 GLE  H2P3  C2P  H2P1  107.93  3.000
 GLE  H2P2  C2P  H2P1  108.22  3.000
 GLE  H2P3  C2P  O23   112.31  3.000
 GLE  H2P2  C2P  O23   112.25  3.000
 GLE  H2P1  C2P  O23   107.99  3.000
 GLE  C2P   O23  P2    117.50  3.000
 GLE  H112  C11  H111  107.11  3.000
 GLE  H112  C11  C12   108.98  3.000
 GLE  H111  C11  C12   110.15  3.000
 GLE  H112  C11  O1    111.56  3.000
 GLE  H111  C11  O1    109.92  3.000
 GLE  C12   C11  O1    109.10  3.000
 GLE  H122  C12  H121  107.25  3.000
 GLE  H122  C12  C13   109.86  3.000
 GLE  H121  C12  C13   109.45  3.000
 GLE  H122  C12  C11   109.79  3.000
 GLE  H121  C12  C11   108.44  3.000
 GLE  C13   C12  C11   111.94  3.000
 GLE  H132  C13  H131  106.61  3.000
 GLE  H132  C13  C14   109.27  3.000
 GLE  H131  C13  C14   109.27  3.000
 GLE  H132  C13  C12   108.74  3.000
 GLE  H131  C13  C12   109.94  3.000
 GLE  C14   C13  C12   112.82  3.000
 GLE  H142  C14  H141  106.04  3.000
 GLE  H142  C14  C15   109.34  3.000
 GLE  H141  C14  C15   109.38  3.000
 GLE  H142  C14  C13   109.36  3.000
 GLE  H141  C14  C13   109.17  3.000
 GLE  C15   C14  C13   113.29  3.000
 GLE  H152  C15  H151  106.02  3.000
 GLE  H152  C15  C16   109.30  3.000
 GLE  H151  C15  C16   109.31  3.000
 GLE  H152  C15  C14   109.46  3.000
 GLE  H151  C15  C14   109.31  3.000
 GLE  C16   C15  C14   113.18  3.000
 GLE  H162  C16  H161  105.99  3.000
 GLE  H162  C16  C17   109.34  3.000
 GLE  H161  C16  C17   109.35  3.000
 GLE  H162  C16  C15   109.26  3.000
 GLE  H161  C16  C15   109.27  3.000
 GLE  C17   C16  C15   113.36  3.000
 GLE  H172  C17  H171  106.01  3.000
 GLE  H172  C17  C18   109.33  3.000
 GLE  H171  C17  C18   109.32  3.000
 GLE  H172  C17  C16   109.43  3.000
 GLE  H171  C17  C16   109.34  3.000
 GLE  C18   C17  C16   113.16  3.000
 GLE  H182  C18  H181  105.97  3.000
 GLE  H182  C18  C19   109.33  3.000
 GLE  H181  C18  C19   109.28  3.000
 GLE  H182  C18  C17   109.29  3.000
 GLE  H181  C18  C17   109.31  3.000
 GLE  C19   C18  C17   113.40  3.000
 GLE  H192  C19  H191  106.03  3.000
 GLE  H192  C19  C20   109.65  3.000
 GLE  H191  C19  C20   109.57  3.000
 GLE  H192  C19  C18   109.28  3.000
 GLE  H191  C19  C18   109.29  3.000
 GLE  C20   C19  C18   112.79  3.000
 GLE  H203  C20  H202  107.48  3.000
 GLE  H203  C20  H201  107.63  3.000
 GLE  H202  C20  H201  107.69  3.000
 GLE  H203  C20  C19   111.13  3.000
 GLE  H202  C20  C19   111.00  3.000
 GLE  H201  C20  C19   111.72  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
 GLE  Var_01  C12   C11  O1   C1   -149.10  30.0  3
 GLE  Var_02  C13   C12  C11  O1    176.71  30.0  3
 GLE  Var_03  O21   P2   O2   C2   -149.28  30.0  3
 GLE  Var_04  C32   C31  O3   C3    178.83  30.0  3
 GLE  Var_05  F31   C32  C31  O3    178.73  30.0  3
 GLE  Var_06  C14   C13  C12  C11   177.96  30.0  3
 GLE  Var_07  C15   C14  C13  C12  -179.61  30.0  3
 GLE  Var_08  C16   C15  C14  C13  -179.68  30.0  3
 GLE  Var_09  C17   C16  C15  C14  -179.38  30.0  3
 GLE  Var_10  C18   C17  C16  C15   179.95  30.0  3
 GLE  Var_11  C19   C18  C17  C16  -179.78  30.0  3
 GLE  Var_12  C20   C19  C18  C17   179.95  30.0  3
 GLE  Var_13  H31   C3   O3   C31    66.26  30.0  1
 GLE  Var_14  H2P1  C2P  O23  P2    176.29  30.0  3
 GLE  Var_15  H11   C1   O1   C11  -150.30  30.0  1
 GLE  Var_16  H201  C20  C19  C18  -179.30  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
 GLE  chir_01  C2  C1  O2  C3  positiv

