# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 21 17:46:18 2020
#   Inital geometry file: a 151 line input string
#   Ligand name: N-(15-carboxypentadecanoyl)-L-glutamic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CCCCCCCCCCCCCCC(=O)N[C@@H](CCC(O)=O)C(O)=O
#
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
 16E  16E  'N-(15-carboxypentadecanoyl)-L-glutamic acid'  ligand  63  29  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_16E
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
 16E  O01   O  O      0  -0.519    5.4102   0.9046   1.7000
 16E  C02   C  C      0   0.561    5.4333   0.4246   0.5717
 16E  N03   N  NH1    0  -0.616    6.5613   0.2643  -0.1313
 16E  C04   C  CH1    0  -0.195    7.8526   0.7448   0.2995
 16E  C05   C  CH2    0  -0.439    8.9579  -0.1019  -0.3345
 16E  C06   C  CH2    0  -0.577    8.8994  -1.5662   0.0698
 16E  C07   C  C      0   0.411   10.0022  -2.4674  -0.5119
 16E  O08   O  O      0  -0.610   10.8413  -1.9495  -1.2751
 16E  C09   C  C      0   0.410    8.0605   2.2516  -0.0006
 16E  O10   O  O      0  -0.599    7.2118   2.8292  -0.7007
 16E  O11   O  OC    -1  -0.622    9.0934   2.7492   0.4937
 16E  C12   C  CH2    0  -0.584    4.1828  -0.1051  -0.1045
 16E  C13   C  CH2    0  -0.411    2.8941   0.5222   0.4039
 16E  C14   C  CH2    0  -0.415    1.6608  -0.0918  -0.2464
 16E  C15   C  CH2    0  -0.412    0.3572   0.4876   0.2864
 16E  C16   C  CH2    0  -0.412   -0.8841  -0.1454  -0.3297
 16E  C17   C  CH2    0  -0.412   -2.1820   0.4169   0.2348
 16E  C18   C  CH2    0  -0.413   -3.4335  -0.2239  -0.3518
 16E  C19   C  CH2    0  -0.412   -4.7196   0.3372   0.2409
 16E  C20   C  CH2    0  -0.412   -5.9851  -0.2981  -0.3211
 16E  C21   C  CH2    0  -0.410   -7.2564   0.2729   0.2940
 16E  C22   C  CH2    0  -0.411   -8.5375  -0.3469  -0.2490
 16E  C23   C  CH2    0  -0.409   -9.7936   0.2410   0.3814
 16E  C24   C  CH2    0  -0.403  -11.0888  -0.3605  -0.1502
 16E  C25   C  CH2    0  -0.582  -12.3210   0.2526   0.4948
 16E  C26   C  C      0   0.410  -13.6825  -0.2812   0.0173
 16E  O27   O  O      0  -0.610  -13.6889  -1.1569  -0.8703
 16E  O28   O  OC    -1  -0.635  -14.6879   0.2187   0.5668
 16E  OXT   O  OC    -1  -0.635    9.9631  -3.6678  -0.1656
 16E  H03   H  HNH1   0   0.381    6.4743  -0.0183  -1.0945
 16E  H121  H  HCH2   0   0.244    4.2612   0.0192  -1.1883
 16E  H122  H  HCH2   0   0.261    4.1509  -1.1873   0.0664
 16E  H04   H  HCH1   0   0.225    7.9072   0.6152   1.3845
 16E  H051  H  HCH2   0   0.207    8.9046  -0.0086  -1.4249
 16E  H052  H  HCH2   0   0.224    9.9166   0.3254  -0.0406
 16E  H061  H  HCH2   0   0.217    8.9387  -1.6436   1.1632
 16E  H062  H  HCH2   0   0.221    7.9316  -1.9981  -0.2066
 16E  H131  H  HCH2   0   0.218    2.8287   0.3985   1.4875
 16E  H132  H  HCH2   0   0.218    2.9066   1.6005   0.2184
 16E  H141  H  HCH2   0   0.210    1.7073   0.0480  -1.3320
 16E  H142  H  HCH2   0   0.208    1.6680  -1.1754  -0.0823
 16E  H151  H  HCH2   0   0.207    0.3241   0.3587   1.3741
 16E  H152  H  HCH2   0   0.208    0.3393   1.5690   0.1117
 16E  H161  H  HCH2   0   0.207   -0.8655  -0.0047  -1.4161
 16E  H162  H  HCH2   0   0.206   -0.8565  -1.2285  -0.1660
 16E  H171  H  HCH2   0   0.206   -2.1876   0.2860   1.3229
 16E  H172  H  HCH2   0   0.207   -2.2147   1.4987   0.0635
 16E  H181  H  HCH2   0   0.206   -3.4404  -0.0853  -1.4386
 16E  H182  H  HCH2   0   0.206   -3.3983  -1.3066  -0.1863
 16E  H191  H  HCH2   0   0.206   -4.7024   0.2040   1.3286
 16E  H192  H  HCH2   0   0.206   -4.7535   1.4195   0.0729
 16E  H201  H  HCH2   0   0.206   -6.0114  -0.1605  -1.4078
 16E  H202  H  HCH2   0   0.206   -5.9537  -1.3807  -0.1550
 16E  H211  H  HCH2   0   0.205   -7.2227   0.1373   1.3810
 16E  H212  H  HCH2   0   0.205   -7.2820   1.3560   0.1290
 16E  H221  H  HCH2   0   0.204   -8.5772  -0.2101  -1.3356
 16E  H222  H  HCH2   0   0.204   -8.5181  -1.4298  -0.0826
 16E  H231  H  HCH2   0   0.201   -9.7479   0.1048   1.4682
 16E  H232  H  HCH2   0   0.201   -9.8034   1.3252   0.2191
 16E  H241  H  HCH2   0   0.200  -11.1315  -0.2258  -1.2351
 16E  H242  H  HCH2   0   0.199  -11.0803  -1.4421   0.0162
 16E  H251  H  HCH2   0   0.215  -12.2666   0.1247   1.5825
 16E  H252  H  HCH2   0   0.216  -12.3094   1.3387   0.3424

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
 16E  O01  C02   double  1.226  0.020  1.226
 16E  C02  N03   single  1.339  0.020  1.339
 16E  C02  C12   single  1.517  0.020  1.517
 16E  N03  C04   single  1.444  0.020  1.444
 16E  C04  C05   single  1.530  0.020  1.530
 16E  C04  C09   single  1.550  0.020  1.550
 16E  C05  C06   single  1.520  0.020  1.520
 16E  C06  C07   single  1.538  0.020  1.538
 16E  C07  O08   deloc   1.247  0.020  1.247
 16E  C07  OXT   deloc   1.250  0.020  1.250
 16E  C09  O10   deloc   1.243  0.020  1.243
 16E  C09  O11   deloc   1.248  0.020  1.248
 16E  C12  C13   single  1.521  0.020  1.521
 16E  C13  C14   single  1.524  0.020  1.524
 16E  C14  C15   single  1.523  0.020  1.523
 16E  C15  C16   single  1.523  0.020  1.523
 16E  C16  C17   single  1.523  0.020  1.523
 16E  C17  C18   single  1.523  0.020  1.523
 16E  C18  C19   single  1.523  0.020  1.523
 16E  C19  C20   single  1.523  0.020  1.523
 16E  C20  C21   single  1.523  0.020  1.523
 16E  C21  C22   single  1.523  0.020  1.523
 16E  C22  C23   single  1.523  0.020  1.523
 16E  C23  C24   single  1.524  0.020  1.524
 16E  C24  C25   single  1.520  0.020  1.520
 16E  C25  C26   single  1.538  0.020  1.538
 16E  C26  O27   deloc   1.247  0.020  1.247
 16E  C26  O28   deloc   1.250  0.020  1.250
 16E  N03  H03   single  0.860  0.020  1.020
 16E  C12  H121  single  0.970  0.020  1.090
 16E  C12  H122  single  0.970  0.020  1.090
 16E  C04  H04   single  0.970  0.020  1.090
 16E  C05  H051  single  0.970  0.020  1.090
 16E  C05  H052  single  0.970  0.020  1.090
 16E  C06  H061  single  0.970  0.020  1.090
 16E  C06  H062  single  0.970  0.020  1.090
 16E  C13  H131  single  0.970  0.020  1.090
 16E  C13  H132  single  0.970  0.020  1.090
 16E  C14  H141  single  0.970  0.020  1.090
 16E  C14  H142  single  0.970  0.020  1.090
 16E  C15  H151  single  0.970  0.020  1.090
 16E  C15  H152  single  0.970  0.020  1.090
 16E  C16  H161  single  0.970  0.020  1.090
 16E  C16  H162  single  0.970  0.020  1.090
 16E  C17  H171  single  0.970  0.020  1.090
 16E  C17  H172  single  0.970  0.020  1.090
 16E  C18  H181  single  0.970  0.020  1.090
 16E  C18  H182  single  0.970  0.020  1.090
 16E  C19  H191  single  0.970  0.020  1.090
 16E  C19  H192  single  0.970  0.020  1.090
 16E  C20  H201  single  0.970  0.020  1.090
 16E  C20  H202  single  0.970  0.020  1.090
 16E  C21  H211  single  0.970  0.020  1.090
 16E  C21  H212  single  0.970  0.020  1.090
 16E  C22  H221  single  0.970  0.020  1.090
 16E  C22  H222  single  0.970  0.020  1.090
 16E  C23  H231  single  0.970  0.020  1.090
 16E  C23  H232  single  0.970  0.020  1.090
 16E  C24  H241  single  0.970  0.020  1.090
 16E  C24  H242  single  0.970  0.020  1.090
 16E  C25  H251  single  0.970  0.020  1.090
 16E  C25  H252  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
 16E  C12   C02  N03   114.75  3.000
 16E  C12   C02  O01   122.09  3.000
 16E  N03   C02  O01   123.08  3.000
 16E  H03   N03  C04   117.12  3.000
 16E  H03   N03  C02   117.57  3.000
 16E  C04   N03  C02   123.86  3.000
 16E  H04   C04  C09   107.48  3.000
 16E  H04   C04  C05   108.02  3.000
 16E  C09   C04  C05   111.15  3.000
 16E  H04   C04  N03   107.53  3.000
 16E  C09   C04  N03   112.69  3.000
 16E  C05   C04  N03   109.78  3.000
 16E  H052  C05  H051  106.12  3.000
 16E  H052  C05  C06   109.86  3.000
 16E  H051  C05  C06   110.17  3.000
 16E  H052  C05  C04   107.86  3.000
 16E  H051  C05  C04   109.28  3.000
 16E  C06   C05  C04   113.27  3.000
 16E  H062  C06  H061  104.80  3.000
 16E  H062  C06  C07   107.88  3.000
 16E  H061  C06  C07   108.06  3.000
 16E  H062  C06  C05   110.28  3.000
 16E  H061  C06  C05   109.37  3.000
 16E  C07   C06  C05   115.86  3.000
 16E  OXT   C07  O08   126.12  3.000
 16E  OXT   C07  C06   115.81  3.000
 16E  O08   C07  C06   118.07  3.000
 16E  O11   C09  O10   127.08  3.000
 16E  O11   C09  C04   114.94  3.000
 16E  O10   C09  C04   117.98  3.000
 16E  H122  C12  H121  105.59  3.000
 16E  H122  C12  C13   109.30  3.000
 16E  H121  C12  C13   110.19  3.000
 16E  H122  C12  C02   107.41  3.000
 16E  H121  C12  C02   110.05  3.000
 16E  C13   C12  C02   113.92  3.000
 16E  H132  C13  H131  106.28  3.000
 16E  H132  C13  C14   109.51  3.000
 16E  H131  C13  C14   109.22  3.000
 16E  H132  C13  C12   109.89  3.000
 16E  H131  C13  C12   109.61  3.000
 16E  C14   C13  C12   112.15  3.000
 16E  H142  C14  H141  105.92  3.000
 16E  H142  C14  C15   109.24  3.000
 16E  H141  C14  C15   109.54  3.000
 16E  H142  C14  C13   109.22  3.000
 16E  H141  C14  C13   109.70  3.000
 16E  C15   C14  C13   112.98  3.000
 16E  H152  C15  H151  105.90  3.000
 16E  H152  C15  C16   109.41  3.000
 16E  H151  C15  C16   109.14  3.000
 16E  H152  C15  C14   109.50  3.000
 16E  H151  C15  C14   109.17  3.000
 16E  C16   C15  C14   113.45  3.000
 16E  H162  C16  H161  105.94  3.000
 16E  H162  C16  C17   109.33  3.000
 16E  H161  C16  C17   109.55  3.000
 16E  H162  C16  C15   109.25  3.000
 16E  H161  C16  C15   109.50  3.000
 16E  C17   C16  C15   113.02  3.000
 16E  H172  C17  H171  105.85  3.000
 16E  H172  C17  C18   109.31  3.000
 16E  H171  C17  C18   109.14  3.000
 16E  H172  C17  C16   109.39  3.000
 16E  H171  C17  C16   109.16  3.000
 16E  C18   C17  C16   113.71  3.000
 16E  H182  C18  H181  105.96  3.000
 16E  H182  C18  C19   109.41  3.000
 16E  H181  C18  C19   109.52  3.000
 16E  H182  C18  C17   109.33  3.000
 16E  H181  C18  C17   109.50  3.000
 16E  C19   C18  C17   112.88  3.000
 16E  H192  C19  H191  105.82  3.000
 16E  H192  C19  C20   109.24  3.000
 16E  H191  C19  C20   109.18  3.000
 16E  H192  C19  C18   109.29  3.000
 16E  H191  C19  C18   109.16  3.000
 16E  C20   C19  C18   113.84  3.000
 16E  H202  C20  H201  105.96  3.000
 16E  H202  C20  C21   109.45  3.000
 16E  H201  C20  C21   109.47  3.000
 16E  H202  C20  C19   109.41  3.000
 16E  H201  C20  C19   109.48  3.000
 16E  C21   C20  C19   112.83  3.000
 16E  H212  C21  H211  105.80  3.000
 16E  H212  C21  C22   109.19  3.000
 16E  H211  C21  C22   109.21  3.000
 16E  H212  C21  C20   109.22  3.000
 16E  H211  C21  C20   109.18  3.000
 16E  C22   C21  C20   113.92  3.000
 16E  H222  C22  H221  105.94  3.000
 16E  H222  C22  C23   109.46  3.000
 16E  H221  C22  C23   109.41  3.000
 16E  H222  C22  C21   109.46  3.000
 16E  H221  C22  C21   109.46  3.000
 16E  C23   C22  C21   112.89  3.000
 16E  H232  C23  H231  105.67  3.000
 16E  H232  C23  C24   109.34  3.000
 16E  H231  C23  C24   109.40  3.000
 16E  H232  C23  C22   109.13  3.000
 16E  H231  C23  C22   109.14  3.000
 16E  C24   C23  C22   113.83  3.000
 16E  H242  C24  H241  105.83  3.000
 16E  H242  C24  C25   109.91  3.000
 16E  H241  C24  C25   109.85  3.000
 16E  H242  C24  C23   109.30  3.000
 16E  H241  C24  C23   109.30  3.000
 16E  C25   C24  C23   112.44  3.000
 16E  H252  C25  H251  104.64  3.000
 16E  H252  C25  C26   108.05  3.000
 16E  H251  C25  C26   108.14  3.000
 16E  H252  C25  C24   109.38  3.000
 16E  H251  C25  C24   109.49  3.000
 16E  C26   C25  C24   116.47  3.000
 16E  O28   C26  O27   126.13  3.000
 16E  O28   C26  C25   115.88  3.000
 16E  O27   C26  C25   117.98  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
 16E  CONST_01  C04  N03  C02  O01     0.00   0.0  0
 16E  CONST_02  C12  C02  N03  C04   180.00   0.0  0
 16E  CONST_03  H03  N03  C02  O01   180.00   0.0  0
 16E  Var_01    C13  C12  C02  O01    25.27  30.0  3
 16E  Var_02    C14  C13  C12  C02  -176.87  30.0  3
 16E  Var_03    C07  C06  C05  C04  -178.81  30.0  3
 16E  Var_04    O08  C07  C06  C05    -0.96  30.0  3
 16E  Var_05    C15  C14  C13  C12   177.91  30.0  3
 16E  Var_06    C16  C15  C14  C13  -178.45  30.0  3
 16E  Var_07    C17  C16  C15  C14   178.58  30.0  3
 16E  Var_08    C18  C17  C16  C15  -178.91  30.0  3
 16E  Var_09    C19  C18  C17  C16   179.13  30.0  3
 16E  Var_10    C20  C19  C18  C17  -179.45  30.0  3
 16E  Var_11    C21  C20  C19  C18   179.60  30.0  3
 16E  Var_12    C22  C21  C20  C19  -179.91  30.0  3
 16E  Var_13    C23  C22  C21  C20  -179.99  30.0  3
 16E  Var_14    C24  C23  C22  C21   179.79  30.0  3
 16E  Var_15    C25  C24  C23  C22  -179.73  30.0  3
 16E  Var_16    C26  C25  C24  C23   179.57  30.0  3
 16E  Var_17    O27  C26  C25  C24    -1.01  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
 16E  chir_01  C04  N03  C05  C09  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
 16E  plan-1  O01  0.020
 16E  plan-1  C02  0.020
 16E  plan-1  N03  0.020
 16E  plan-1  C04  0.020
 16E  plan-1  C12  0.020
 16E  plan-1  H03  0.020
 16E  plan-2  C06  0.020
 16E  plan-2  C07  0.020
 16E  plan-2  O08  0.020
 16E  plan-2  OXT  0.020
 16E  plan-3  C04  0.020
 16E  plan-3  C09  0.020
 16E  plan-3  O10  0.020
 16E  plan-3  O11  0.020
 16E  plan-4  C25  0.020
 16E  plan-4  C26  0.020
 16E  plan-4  O27  0.020
 16E  plan-4  O28  0.020

