# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 18:53:15 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  66  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  -0.492    5.4184   1.0721   1.5999
 16E  C02   C  C     0   0.575    5.4191   0.4894   0.5270
 16E  N03   N  NH1   0  -0.638    6.5559   0.2597  -0.1644
 16E  C04   C  CH1   0  -0.201    7.8349   0.7424   0.2696
 16E  C05   C  CH2   0  -0.460    8.9641  -0.1018  -0.3302
 16E  C06   C  CH2   0  -0.576    8.8791  -1.5452   0.1388
 16E  C07   C  C     0   0.554    9.9889  -2.4037  -0.4004
 16E  O08   O  O     0  -0.443   10.8379  -2.0375  -1.1744
 16E  C09   C  C     0   0.552    8.0037   2.2123  -0.0939
 16E  O10   O  O     0  -0.428    7.2637   2.8268  -0.8155
 16E  O11   O  OH1   0  -0.591    9.0802   2.7306   0.4800
 16E  C12   C  CH2   0  -0.588    4.1699  -0.0792  -0.1084
 16E  C13   C  CH2   0  -0.413    2.8795   0.5279   0.4183
 16E  C14   C  CH2   0  -0.416    1.6488  -0.0999  -0.2237
 16E  C15   C  CH2   0  -0.413    0.3446   0.4742   0.3135
 16E  C16   C  CH2   0  -0.413   -0.8962  -0.1568  -0.3051
 16E  C17   C  CH2   0  -0.412   -2.1942   0.4097   0.2554
 16E  C18   C  CH2   0  -0.413   -3.4453  -0.2233  -0.3404
 16E  C19   C  CH2   0  -0.412   -4.7329   0.3439   0.2432
 16E  C20   C  CH2   0  -0.413   -5.9957  -0.2861  -0.3301
 16E  C21   C  CH2   0  -0.412   -7.2710   0.2874   0.2741
 16E  C22   C  CH2   0  -0.413   -8.5451  -0.3353  -0.2816
 16E  C23   C  CH2   0  -0.415   -9.8077   0.2486   0.3384
 16E  C24   C  CH2   0  -0.418  -11.0875  -0.3710  -0.2076
 16E  C25   C  CH2   0  -0.581  -12.3222   0.2391   0.4349
 16E  C26   C  C     0   0.549  -13.6197  -0.3349  -0.0607
 16E  O27   O  O     0  -0.446  -13.7261  -1.2017  -0.8926
 16E  O28   O  OH1   0  -0.598  -14.6689   0.2318   0.5298
 16E  OXT   O  OH1   0  -0.596    9.9280  -3.6412   0.0798
 16E  H03   H  HNH1  0   0.402    6.4832  -0.1007  -1.1032
 16E  H121  H  HCH2  0   0.255    4.2276   0.0342  -1.1949
 16E  H122  H  HCH2  0   0.272    4.1723  -1.1597   0.0742
 16E  H04   H  HCH1  0   0.293    7.8880   0.6670   1.3595
 16E  H051  H  HCH2  0   0.257    8.9206  -0.0476  -1.4212
 16E  H052  H  HCH2  0   0.271    9.9212   0.3250  -0.0310
 16E  H061  H  HCH2  0   0.286    8.9067  -1.5952   1.2317
 16E  H062  H  HCH2  0   0.288    7.9290  -2.0023  -0.1522
 16E  HXT   H  HOH1  0   0.480   10.6475  -4.1750  -0.2884
 16E  H11   H  HOH1  0   0.486    9.1871   3.6581   0.2203
 16E  H131  H  HCH2  0   0.222    2.8262   0.3995   1.5021
 16E  H132  H  HCH2  0   0.222    2.8752   1.6064   0.2352
 16E  H141  H  HCH2  0   0.211    1.6895   0.0383  -1.3096
 16E  H142  H  HCH2  0   0.211    1.6646  -1.1828  -0.0571
 16E  H151  H  HCH2  0   0.208    0.3128   0.3416   1.4007
 16E  H152  H  HCH2  0   0.208    0.3254   1.5562   0.1422
 16E  H161  H  HCH2  0   0.207   -0.8743  -0.0159  -1.3914
 16E  H162  H  HCH2  0   0.207   -0.8720  -1.2400  -0.1414
 16E  H171  H  HCH2  0   0.206   -2.2060   0.2756   1.3429
 16E  H172  H  HCH2  0   0.207   -2.2208   1.4921   0.0868
 16E  H181  H  HCH2  0   0.207   -3.4435  -0.0829  -1.4271
 16E  H182  H  HCH2  0   0.206   -3.4176  -1.3063  -0.1764
 16E  H191  H  HCH2  0   0.206   -4.7250   0.2095   1.3308
 16E  H192  H  HCH2  0   0.206   -4.7608   1.4265   0.0757
 16E  H201  H  HCH2  0   0.207   -6.0123  -0.1473  -1.4168
 16E  H202  H  HCH2  0   0.207   -5.9693  -1.3690  -0.1649
 16E  H211  H  HCH2  0   0.207   -7.2475   0.1519   1.3613
 16E  H212  H  HCH2  0   0.207   -7.2952   1.3701   0.1075
 16E  H221  H  HCH2  0   0.209   -8.5755  -0.1977  -1.3680
 16E  H222  H  HCH2  0   0.209   -8.5244  -1.4179  -0.1146
 16E  H231  H  HCH2  0   0.212   -9.7727   0.1134   1.4251
 16E  H232  H  HCH2  0   0.212   -9.8264   1.3311   0.1708
 16E  H241  H  HCH2  0   0.224  -11.1261  -0.2335  -1.2916
 16E  H242  H  HCH2  0   0.225  -11.0724  -1.4504  -0.0338
 16E  H251  H  HCH2  0   0.275  -12.2896   0.1136   1.5221
 16E  H252  H  HCH2  0   0.275  -12.3442   1.3213   0.2705
 16E  H28   H  HOH1  0   0.478  -15.4889  -0.1574   0.1912

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  1.221  0.020  1.221
 16E  C02  N03   single  1.350  0.020  1.350
 16E  C02  C12   single  1.512  0.020  1.512
 16E  N03  C04   single  1.434  0.020  1.434
 16E  C04  C05   single  1.532  0.020  1.532
 16E  C04  C09   single  1.524  0.020  1.524
 16E  C05  C06   single  1.520  0.020  1.520
 16E  C06  C07   single  1.503  0.020  1.503
 16E  C07  O08   double  1.206  0.020  1.206
 16E  C07  OXT   single  1.329  0.020  1.329
 16E  C09  O10   double  1.202  0.020  1.202
 16E  C09  O11   single  1.325  0.020  1.325
 16E  C12  C13   single  1.520  0.020  1.520
 16E  C13  C14   single  1.523  0.020  1.523
 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  1.523  0.020  1.523
 16E  C24  C25   single  1.520  0.020  1.520
 16E  C25  C26   single  1.503  0.020  1.503
 16E  C26  O27   double  1.206  0.020  1.206
 16E  C26  O28   single  1.331  0.020  1.331
 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  OXT  HXT   single  0.850  0.020  0.980
 16E  O11  H11   single  0.850  0.020  0.980
 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
 16E  O28  H28   single  0.850  0.020  0.980

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   114.60  3.000
 16E  C12   C02  O01   123.24  3.000
 16E  N03   C02  O01   122.11  3.000
 16E  H03   N03  C04   117.79  3.000
 16E  H03   N03  C02   118.48  3.000
 16E  C04   N03  C02   122.59  3.000
 16E  H04   C04  C09   107.39  3.000
 16E  H04   C04  C05   108.44  3.000
 16E  C09   C04  C05   110.89  3.000
 16E  H04   C04  N03   108.76  3.000
 16E  C09   C04  N03   110.57  3.000
 16E  C05   C04  N03   110.69  3.000
 16E  H052  C05  H051  106.83  3.000
 16E  H052  C05  C06   109.65  3.000
 16E  H051  C05  C06   110.66  3.000
 16E  H052  C05  C04   108.90  3.000
 16E  H051  C05  C04   109.51  3.000
 16E  C06   C05  C04   111.17  3.000
 16E  H062  C06  H061  105.58  3.000
 16E  H062  C06  C07   107.89  3.000
 16E  H061  C06  C07   108.27  3.000
 16E  H062  C06  C05   111.31  3.000
 16E  H061  C06  C05   110.49  3.000
 16E  C07   C06  C05   112.97  3.000
 16E  OXT   C07  O08   123.17  3.000
 16E  OXT   C07  C06   111.61  3.000
 16E  O08   C07  C06   125.22  3.000
 16E  O11   C09  O10   124.04  3.000
 16E  O11   C09  C04   111.34  3.000
 16E  O10   C09  C04   124.61  3.000
 16E  H11   O11  C09   110.35  3.000
 16E  H122  C12  H121  105.52  3.000
 16E  H122  C12  C13   109.75  3.000
 16E  H121  C12  C13   110.34  3.000
 16E  H122  C12  C02   107.39  3.000
 16E  H121  C12  C02   109.55  3.000
 16E  C13   C12  C02   113.92  3.000
 16E  H132  C13  H131  106.36  3.000
 16E  H132  C13  C14   109.42  3.000
 16E  H131  C13  C14   109.28  3.000
 16E  H132  C13  C12   109.82  3.000
 16E  H131  C13  C12   109.77  3.000
 16E  C14   C13  C12   112.04  3.000
 16E  H142  C14  H141  105.95  3.000
 16E  H142  C14  C15   109.35  3.000
 16E  H141  C14  C15   109.51  3.000
 16E  H142  C14  C13   109.36  3.000
 16E  H141  C14  C13   109.62  3.000
 16E  C15   C14  C13   112.82  3.000
 16E  H152  C15  H151  105.91  3.000
 16E  H152  C15  C16   109.35  3.000
 16E  H151  C15  C16   109.21  3.000
 16E  H152  C15  C14   109.40  3.000
 16E  H151  C15  C14   109.22  3.000
 16E  C16   C15  C14   113.47  3.000
 16E  H162  C16  H161  105.95  3.000
 16E  H162  C16  C17   109.37  3.000
 16E  H161  C16  C17   109.52  3.000
 16E  H162  C16  C15   109.32  3.000
 16E  H161  C16  C15   109.45  3.000
 16E  C17   C16  C15   113.00  3.000
 16E  H172  C17  H171  105.86  3.000
 16E  H172  C17  C18   109.29  3.000
 16E  H171  C17  C18   109.18  3.000
 16E  H172  C17  C16   109.36  3.000
 16E  H171  C17  C16   109.19  3.000
 16E  C18   C17  C16   113.67  3.000
 16E  H182  C18  H181  105.96  3.000
 16E  H182  C18  C19   109.39  3.000
 16E  H181  C18  C19   109.50  3.000
 16E  H182  C18  C17   109.35  3.000
 16E  H181  C18  C17   109.47  3.000
 16E  C19   C18  C17   112.93  3.000
 16E  H192  C19  H191  105.85  3.000
 16E  H192  C19  C20   109.27  3.000
 16E  H191  C19  C20   109.19  3.000
 16E  H192  C19  C18   109.32  3.000
 16E  H191  C19  C18   109.18  3.000
 16E  C20   C19  C18   113.74  3.000
 16E  H202  C20  H201  105.97  3.000
 16E  H202  C20  C21   109.42  3.000
 16E  H201  C20  C21   109.45  3.000
 16E  H202  C20  C19   109.39  3.000
 16E  H201  C20  C19   109.48  3.000
 16E  C21   C20  C19   112.89  3.000
 16E  H212  C21  H211  105.87  3.000
 16E  H212  C21  C22   109.27  3.000
 16E  H211  C21  C22   109.23  3.000
 16E  H212  C21  C20   109.28  3.000
 16E  H211  C21  C20   109.21  3.000
 16E  C22   C21  C20   113.68  3.000
 16E  H222  C22  H221  106.01  3.000
 16E  H222  C22  C23   109.42  3.000
 16E  H221  C22  C23   109.42  3.000
 16E  H222  C22  C21   109.43  3.000
 16E  H221  C22  C21   109.49  3.000
 16E  C23   C22  C21   112.85  3.000
 16E  H232  C23  H231  105.91  3.000
 16E  H232  C23  C24   109.43  3.000
 16E  H231  C23  C24   109.40  3.000
 16E  H232  C23  C22   109.31  3.000
 16E  H231  C23  C22   109.27  3.000
 16E  C24   C23  C22   113.25  3.000
 16E  H242  C24  H241  106.39  3.000
 16E  H242  C24  C25   109.90  3.000
 16E  H241  C24  C25   109.88  3.000
 16E  H242  C24  C23   109.45  3.000
 16E  H241  C24  C23   109.50  3.000
 16E  C25   C24  C23   111.58  3.000
 16E  H252  C25  H251  105.25  3.000
 16E  H252  C25  C26   108.10  3.000
 16E  H251  C25  C26   108.02  3.000
 16E  H252  C25  C24   110.47  3.000
 16E  H251  C25  C24   110.46  3.000
 16E  C26   C25  C24   114.12  3.000
 16E  O28   C26  O27   122.86  3.000
 16E  O28   C26  C25   111.82  3.000
 16E  O27   C26  C25   125.32  3.000
 16E  H28   O28  C26   109.95  3.000
 16E  HXT   OXT  C07   109.99  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  CONST_04  H11  O11  C09  C04   180.00   0.0  0
 16E  CONST_05  HXT  OXT  C07  C06   180.00   0.0  0
 16E  CONST_06  H28  O28  C26  C25   180.00   0.0  0
 16E  Var_01    C13  C12  C02  O01    20.16  30.0  3
 16E  Var_02    C14  C13  C12  C02  -178.53  30.0  3
 16E  Var_03    C07  C06  C05  C04  -178.63  30.0  3
 16E  Var_04    O08  C07  C06  C05    -3.32  30.0  3
 16E  Var_05    C15  C14  C13  C12   178.75  30.0  3
 16E  Var_06    C16  C15  C14  C13  -179.21  30.0  3
 16E  Var_07    C17  C16  C15  C14   179.10  30.0  3
 16E  Var_08    C18  C17  C16  C15  -179.28  30.0  3
 16E  Var_09    C19  C18  C17  C16   179.33  30.0  3
 16E  Var_10    C20  C19  C18  C17  -179.43  30.0  3
 16E  Var_11    C21  C20  C19  C18   179.57  30.0  3
 16E  Var_12    C22  C21  C20  C19  -179.70  30.0  3
 16E  Var_13    C23  C22  C21  C20   179.82  30.0  3
 16E  Var_14    C24  C23  C22  C21  -179.81  30.0  3
 16E  Var_15    C25  C24  C23  C22  -179.95  30.0  3
 16E  Var_16    C26  C25  C24  C23  -179.83  30.0  3
 16E  Var_17    O27  C26  C25  C24    -0.06  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-2  HXT  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-3  H11  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
 16E  plan-4  H28  0.020

