# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 18:48:57 2020
#   Inital geometry file: a 151 line input string
#   Ligand name: N-[3-(3-phenyl-1,2-oxazol-5-yl)propanoyl]-L-alpha-glutamyl-L-alpha-glutamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)CCc1onc(c1)c2ccccc2
#
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
 EEC  EEC  N-[3-(3-phenyl-1,2-oxazol-5-yl)propanoyl]-L-alpha-glutamyl-L-alpha-glutamine  ligand  58  34  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_EEC
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
 EEC  O2   O  O      0  -0.497  -0.4318  -1.0195   0.6593
 EEC  N3   N  N      0  -0.183   5.4116  -1.9981  -1.1350
 EEC  O5   O  O      0  -0.339   4.0796  -1.9773  -0.8633
 EEC  C11  C  C      0   0.577   0.1379  -0.1350   0.0356
 EEC  C12  C  CH2    0  -0.587   1.5719  -0.2679  -0.4280
 EEC  C13  C  CH2    0  -0.541   2.4302  -0.9926   0.6100
 EEC  C14  C  CR15   0  -0.541   5.0027  -0.6190   0.5859
 EEC  C16  C  CR5    0   0.254   5.9759  -1.1943  -0.2747
 EEC  C21  C  CR6    0   0.060   7.4267  -0.9857  -0.2699
 EEC  C22  C  CR16   0  -0.317   7.9749   0.0870   0.4314
 EEC  C23  C  CR16   0  -0.237   9.3465   0.2952   0.4388
 EEC  C24  C  CR16   0  -0.258  10.1862  -0.5666  -0.2530
 EEC  C25  C  CR16   0  -0.238   9.6467  -1.6391  -0.9534
 EEC  C26  C  CR16   0  -0.286   8.2773  -1.8491  -0.9626
 EEC  C27  C  CR5    0   0.462   3.8351  -1.1574   0.1645
 EEC  N2   N  NH1    0  -0.642  -0.4715   1.0133  -0.2941
 EEC  C7   C  CH1    0  -0.197  -1.8676   1.2367  -0.0206
 EEC  C6   C  C      0   0.574  -2.7270   0.2548  -0.8108
 EEC  O1   O  O      0  -0.493  -2.4234  -0.1153  -1.9335
 EEC  C8   C  CH2    0  -0.446  -2.2670   2.6657  -0.3988
 EEC  C9   C  CH2    0  -0.588  -1.5470   3.7196   0.4274
 EEC  C10  C  C      0   0.416  -1.9800   5.1721   0.1516
 EEC  O4E  O  O      0  -0.605  -3.0077   5.3517  -0.5299
 EEC  O4   O  OC    -1  -0.628  -1.2620   6.0579   0.6597
 EEC  N1   N  NH1    0  -0.633  -3.8555  -0.1288  -0.1962
 EEC  C2   C  CH1    0  -0.185  -4.8853  -0.8556  -0.8882
 EEC  C1   C  C      0   0.516  -5.5083   0.0209  -1.9781
 EEC  O9   O  O      0  -0.481  -5.5548   1.2361  -1.8807
 EEC  C3   C  CH2    0  -0.447  -5.9658  -1.3142   0.0948
 EEC  C4   C  CH2    0  -0.584  -5.4400  -2.3024   1.1249
 EEC  C5   C  C      0   0.418  -6.5061  -2.8924   2.0669
 EEC  O8   O  O      0  -0.606  -7.6919  -2.5539   1.8879
 EEC  O8E  O  OC    -1  -0.629  -6.0822  -3.6772   2.9403
 EEC  N9   N  NH2    0  -0.802  -6.0237  -0.6625  -3.0089
 EEC  H16  H  HCH2   0   0.287   1.5577  -0.8320  -1.3650
 EEC  H17  H  HCH2   0   0.272   2.0013   0.7091  -0.6578
 EEC  H18  H  HCH2   0   0.279   2.4436  -0.4276   1.5425
 EEC  H19  H  HCH2   0   0.280   1.9972  -1.9696   0.8337
 EEC  H20  H  HCR5   0   0.283   5.1451   0.0723   1.3989
 EEC  H21  H  HCR6   0   0.259   7.3326   0.7721   0.9700
 EEC  H22  H  HCR6   0   0.263   9.7579   1.1345   0.9837
 EEC  H23  H  HCR6   0   0.262  11.2561  -0.4044  -0.2465
 EEC  H24  H  HCR6   0   0.262  10.2955  -2.3178  -1.4914
 EEC  H25  H  HCR6   0   0.258   7.8684  -2.6935  -1.5018
 EEC  H3   H  HNH1   0   0.404   0.0208   1.6825  -0.8639
 EEC  H9   H  HCH1   0   0.264  -2.0493   1.0963   1.0505
 EEC  H10  H  HCH2   0   0.231  -2.0800   2.8161  -1.4660
 EEC  H11  H  HCH2   0   0.247  -3.3446   2.7624  -0.2624
 EEC  H12  H  HCH2   0   0.232  -1.7110   3.5191   1.4936
 EEC  H13  H  HCH2   0   0.224  -0.4644   3.6507   0.2878
 EEC  H1   H  HNH1   0   0.400  -4.0789   0.2690   0.7025
 EEC  H2   H  HCH1   0   0.265  -4.4434  -1.7423  -1.3531
 EEC  H4   H  HCH2   0   0.232  -6.4008  -0.4379   0.5843
 EEC  H5   H  HCH2   0   0.242  -6.7721  -1.7777  -0.4754
 EEC  H6   H  HCH2   0   0.228  -4.9423  -3.1310   0.6082
 EEC  H7   H  HCH2   0   0.229  -4.6608  -1.8422   1.7410
 EEC  H14  H  HNH2   0   0.407  -5.9371  -1.6611  -3.0823
 EEC  H15  H  HNH2   0   0.401  -6.5132  -0.1863  -3.7488

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
 EEC  O4E  C10  deloc     1.246  0.020  1.246
 EEC  C10  C9   single    1.540  0.020  1.540
 EEC  C10  O4   deloc     1.248  0.020  1.248
 EEC  C9   C8   single    1.521  0.020  1.521
 EEC  C12  C11  single    1.513  0.020  1.513
 EEC  C12  C13  single    1.530  0.020  1.530
 EEC  C11  O2   double    1.223  0.020  1.223
 EEC  C11  N2   single    1.341  0.020  1.341
 EEC  C13  C27  single    1.483  0.020  1.483
 EEC  C8   C7   single    1.531  0.020  1.531
 EEC  N2   C7   single    1.440  0.020  1.440
 EEC  C14  C27  aromatic  1.353  0.020  1.353
 EEC  C14  C16  aromatic  1.421  0.020  1.421
 EEC  C27  O5   aromatic  1.337  0.020  1.337
 EEC  C22  C23  aromatic  1.387  0.020  1.387
 EEC  C22  C21  aromatic  1.394  0.020  1.394
 EEC  C7   C6   single    1.526  0.020  1.526
 EEC  C23  C24  aromatic  1.388  0.020  1.388
 EEC  C16  C21  single    1.466  0.020  1.466
 EEC  C16  N3   aromatic  1.306  0.020  1.306
 EEC  O5   N3   aromatic  1.360  0.020  1.360
 EEC  C21  C26  aromatic  1.396  0.020  1.396
 EEC  C6   O1   double    1.221  0.020  1.221
 EEC  C6   N1   single    1.341  0.020  1.341
 EEC  C24  C25  aromatic  1.390  0.020  1.390
 EEC  C26  C25  aromatic  1.385  0.020  1.385
 EEC  N9   C1   single    1.340  0.020  1.340
 EEC  N1   C2   single    1.438  0.020  1.438
 EEC  C1   C2   single    1.531  0.020  1.531
 EEC  C1   O9   double    1.220  0.020  1.220
 EEC  C2   C3   single    1.531  0.020  1.531
 EEC  C3   C4   single    1.521  0.020  1.521
 EEC  C4   C5   single    1.540  0.020  1.540
 EEC  O8   C5   deloc     1.246  0.020  1.246
 EEC  C5   O8E  deloc     1.248  0.020  1.248
 EEC  N1   H1   single    0.860  0.020  1.020
 EEC  C2   H2   single    0.970  0.020  1.090
 EEC  N2   H3   single    0.860  0.020  1.020
 EEC  C3   H4   single    0.970  0.020  1.090
 EEC  C3   H5   single    0.970  0.020  1.090
 EEC  C4   H6   single    0.970  0.020  1.090
 EEC  C4   H7   single    0.970  0.020  1.090
 EEC  C7   H9   single    0.970  0.020  1.090
 EEC  C8   H10  single    0.970  0.020  1.090
 EEC  C8   H11  single    0.970  0.020  1.090
 EEC  C9   H12  single    0.970  0.020  1.090
 EEC  C9   H13  single    0.970  0.020  1.090
 EEC  N9   H14  single    0.860  0.020  1.020
 EEC  N9   H15  single    0.860  0.020  1.020
 EEC  C12  H16  single    0.970  0.020  1.090
 EEC  C12  H17  single    0.970  0.020  1.090
 EEC  C13  H18  single    0.970  0.020  1.090
 EEC  C13  H19  single    0.970  0.020  1.090
 EEC  C14  H20  single    0.930  0.020  1.080
 EEC  C22  H21  single    0.930  0.020  1.080
 EEC  C23  H22  single    0.930  0.020  1.080
 EEC  C24  H23  single    0.930  0.020  1.080
 EEC  C25  H24  single    0.930  0.020  1.080
 EEC  C26  H25  single    0.930  0.020  1.080

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
 EEC  C16  N3   O5   106.40  3.000
 EEC  C27  O5   N3   110.00  3.000
 EEC  N2   C11  C12  115.50  3.000
 EEC  N2   C11  O2   122.20  3.000
 EEC  C12  C11  O2   122.29  3.000
 EEC  H17  C12  H16  106.64  3.000
 EEC  H17  C12  C13  110.25  3.000
 EEC  H16  C12  C13  110.14  3.000
 EEC  H17  C12  C11  111.02  3.000
 EEC  H16  C12  C11  107.19  3.000
 EEC  C13  C12  C11  111.44  3.000
 EEC  H19  C13  H18  107.06  3.000
 EEC  H19  C13  C27  109.75  3.000
 EEC  H18  C13  C27  107.63  3.000
 EEC  H19  C13  C12  109.90  3.000
 EEC  H18  C13  C12  109.98  3.000
 EEC  C27  C13  C12  112.36  3.000
 EEC  H20  C14  C27  127.22  3.000
 EEC  H20  C14  C16  128.81  3.000
 EEC  C27  C14  C16  103.97  3.000
 EEC  C21  C16  C14  128.20  3.000
 EEC  C21  C16  N3   121.17  3.000
 EEC  C14  C16  N3   110.63  3.000
 EEC  C26  C21  C22  119.08  3.000
 EEC  C26  C21  C16  120.89  3.000
 EEC  C22  C21  C16  120.03  3.000
 EEC  H21  C22  C23  119.27  3.000
 EEC  H21  C22  C21  120.27  3.000
 EEC  C23  C22  C21  120.46  3.000
 EEC  H22  C23  C24  120.17  3.000
 EEC  H22  C23  C22  119.67  3.000
 EEC  C24  C23  C22  120.15  3.000
 EEC  H23  C24  C25  120.16  3.000
 EEC  H23  C24  C23  120.14  3.000
 EEC  C25  C24  C23  119.70  3.000
 EEC  H24  C25  C26  119.62  3.000
 EEC  H24  C25  C24  120.12  3.000
 EEC  C26  C25  C24  120.26  3.000
 EEC  H25  C26  C25  119.68  3.000
 EEC  H25  C26  C21  119.98  3.000
 EEC  C25  C26  C21  120.35  3.000
 EEC  C14  C27  C13  132.82  3.000
 EEC  C14  C27  O5   109.00  3.000
 EEC  C13  C27  O5   118.17  3.000
 EEC  H3   N2   C7   118.56  3.000
 EEC  H3   N2   C11  119.06  3.000
 EEC  C7   N2   C11  121.78  3.000
 EEC  H9   C7   C8   108.54  3.000
 EEC  H9   C7   C6   109.30  3.000
 EEC  C8   C7   C6   109.01  3.000
 EEC  H9   C7   N2   109.07  3.000
 EEC  C6   C7   N2   110.36  3.000
 EEC  C8   C7   N2   110.54  3.000
 EEC  N1   C6   O1   122.97  3.000
 EEC  N1   C6   C7   114.88  3.000
 EEC  O1   C6   C7   122.11  3.000
 EEC  H11  C8   H10  106.19  3.000
 EEC  H11  C8   C9   109.79  3.000
 EEC  H10  C8   C9   110.73  3.000
 EEC  H11  C8   C7   108.04  3.000
 EEC  H10  C8   C7   108.95  3.000
 EEC  C9   C8   C7   112.90  3.000
 EEC  H13  C9   H12  105.10  3.000
 EEC  H13  C9   C10  108.35  3.000
 EEC  H12  C9   C10  107.72  3.000
 EEC  H13  C9   C8   110.83  3.000
 EEC  H12  C9   C8   109.30  3.000
 EEC  C10  C9   C8   115.03  3.000
 EEC  O4   C10  O4E  126.49  3.000
 EEC  O4   C10  C9   115.75  3.000
 EEC  O4E  C10  C9   117.75  3.000
 EEC  H1   N1   C2   118.03  3.000
 EEC  H1   N1   C6   118.84  3.000
 EEC  C2   N1   C6   121.78  3.000
 EEC  H2   C2   C3   108.37  3.000
 EEC  H2   C2   C1   109.01  3.000
 EEC  C3   C2   C1   109.96  3.000
 EEC  H2   C2   N1   108.96  3.000
 EEC  C3   C2   N1   110.35  3.000
 EEC  C1   C2   N1   110.16  3.000
 EEC  N9   C1   O9   123.69  3.000
 EEC  O9   C1   C2   121.93  3.000
 EEC  N9   C1   C2   114.34  3.000
 EEC  H5   C3   H4   106.27  3.000
 EEC  H5   C3   C4   109.48  3.000
 EEC  H4   C3   C4   110.79  3.000
 EEC  H5   C3   C2   108.26  3.000
 EEC  H4   C3   C2   109.14  3.000
 EEC  C4   C3   C2   112.67  3.000
 EEC  H7   C4   H6   105.06  3.000
 EEC  H7   C4   C5   108.03  3.000
 EEC  H6   C4   C5   108.25  3.000
 EEC  H7   C4   C3   110.73  3.000
 EEC  H6   C4   C3   109.20  3.000
 EEC  C5   C4   C3   115.07  3.000
 EEC  O8E  C5   O8   126.47  3.000
 EEC  O8E  C5   C4   115.70  3.000
 EEC  O8   C5   C4   117.82  3.000
 EEC  H15  N9   H14  117.27  3.000
 EEC  H15  N9   C1   120.74  3.000
 EEC  H14  N9   C1   121.99  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
 EEC  CONST_01  C27  C14  C16  N3      0.00   0.0  0
 EEC  CONST_02  C22  C21  C16  N3    180.00   0.0  0
 EEC  CONST_03  C26  C21  C16  N3      0.00   0.0  0
 EEC  CONST_04  C14  C27  O5   N3      0.00   0.0  0
 EEC  CONST_05  C16  C14  C27  O5      0.00   0.0  0
 EEC  CONST_06  C14  C16  N3   O5      0.00   0.0  0
 EEC  CONST_07  C21  C16  N3   O5    180.00   0.0  0
 EEC  CONST_10  C23  C22  C21  C16   180.00   0.0  0
 EEC  CONST_11  C25  C26  C21  C16   180.00   0.0  0
 EEC  CONST_12  C27  O5   N3   C16     0.00   0.0  0
 EEC  CONST_13  C24  C23  C22  C21     0.00   0.0  0
 EEC  CONST_14  C27  C14  C16  C21   180.00   0.0  0
 EEC  CONST_15  C24  C25  C26  C21     0.00   0.0  0
 EEC  CONST_16  C25  C24  C23  C22     0.00   0.0  0
 EEC  CONST_17  C25  C26  C21  C22     0.00   0.0  0
 EEC  CONST_18  C26  C21  C22  C23     0.00   0.0  0
 EEC  CONST_19  C26  C25  C24  C23     0.00   0.0  0
 EEC  CONST_20  C13  C27  O5   N3    180.00   0.0  0
 EEC  CONST_21  C16  C14  C27  C13   180.00   0.0  0
 EEC  CONST_22  H20  C14  C16  N3    180.00   0.0  0
 EEC  CONST_23  H21  C22  C21  C16     0.00   0.0  0
 EEC  CONST_24  H25  C26  C21  C16     0.00   0.0  0
 EEC  CONST_25  H22  C23  C22  C21   180.00   0.0  0
 EEC  CONST_26  H24  C25  C26  C21   180.00   0.0  0
 EEC  CONST_27  H23  C24  C23  C22   180.00   0.0  0
 EEC  CONST_28  C7   N2   C11  O2      0.00   0.0  0
 EEC  CONST_29  C7   N2   C11  C12   180.00   0.0  0
 EEC  CONST_30  C2   N1   C6   C7    180.00   0.0  0
 EEC  CONST_31  C2   N1   C6   O1      0.00   0.0  0
 EEC  CONST_32  H3   N2   C11  O2    180.00   0.0  0
 EEC  CONST_33  H1   N1   C6   C7      0.00   0.0  0
 EEC  CONST_34  H14  N9   C1   C2      0.00   0.0  0
 EEC  CONST_35  H15  N9   C1   C2    180.00   0.0  0
 EEC  Var_01    C12  C13  C27  O5    -67.80  30.0  1
 EEC  Var_02    C27  C13  C12  C11   178.89  30.0  3
 EEC  Var_03    C13  C12  C11  O2    -37.69  30.0  2
 EEC  Var_04    C10  C9   C8   C7   -176.17  30.0  1
 EEC  Var_05    O4E  C10  C9   C8     11.83  30.0  2
 EEC  Var_06    C5   C4   C3   C2   -175.01  30.0  3
 EEC  Var_07    O8   C5   C4   C3      2.16  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
 EEC  chir_01  C7  C8  N2  C6  positiv
 EEC  chir_02  C2  N1  C1  C3  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
 EEC  plan-1  N3   0.020
 EEC  plan-1  O5   0.020
 EEC  plan-1  C13  0.020
 EEC  plan-1  C14  0.020
 EEC  plan-1  C16  0.020
 EEC  plan-1  C21  0.020
 EEC  plan-1  C27  0.020
 EEC  plan-1  H20  0.020
 EEC  plan-2  C4   0.020
 EEC  plan-2  C5   0.020
 EEC  plan-2  O8   0.020
 EEC  plan-2  O8E  0.020
 EEC  plan-3  C16  0.020
 EEC  plan-3  C21  0.020
 EEC  plan-3  C22  0.020
 EEC  plan-3  C23  0.020
 EEC  plan-3  C24  0.020
 EEC  plan-3  C25  0.020
 EEC  plan-3  C26  0.020
 EEC  plan-3  H21  0.020
 EEC  plan-3  H22  0.020
 EEC  plan-3  H23  0.020
 EEC  plan-3  H24  0.020
 EEC  plan-3  H25  0.020
 EEC  plan-4  O2   0.020
 EEC  plan-4  C11  0.020
 EEC  plan-4  C12  0.020
 EEC  plan-4  N2   0.020
 EEC  plan-4  C7   0.020
 EEC  plan-4  H3   0.020
 EEC  plan-5  C7   0.020
 EEC  plan-5  C6   0.020
 EEC  plan-5  O1   0.020
 EEC  plan-5  N1   0.020
 EEC  plan-5  C2   0.020
 EEC  plan-5  H1   0.020
 EEC  plan-6  C2   0.020
 EEC  plan-6  C1   0.020
 EEC  plan-6  O9   0.020
 EEC  plan-6  N9   0.020
 EEC  plan-6  H14  0.020
 EEC  plan-6  H15  0.020
 EEC  plan-7  C9   0.020
 EEC  plan-7  C10  0.020
 EEC  plan-7  O4E  0.020
 EEC  plan-7  O4   0.020

