# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 09:58:25 2020
#   Inital geometry file: a 145 line input string
#   Ligand name: 2-[(4~{Z})-2-[(1~{R})-1-azanyl-2-oxidanylidene-propyl]-4-[[4-[(2-nitrophenyl)methoxy]phenyl]methylidene]-5-oxidanylidene-imidazol-1-yl]ethanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)[C@H](N)C1=NC(=C/c2ccc(OCc3ccccc3[N+]([O-])=O)cc2)\C(=O)N1CC(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
 FHE  FHE  '2-[(4~{Z})-2-[(1~{R})-1-azanyl-2-oxidanylidene-propyl]-4-[[4-[(2-nitrophenyl)methoxy]phenyl]methylidene]-5-oxidanylidene-imidazol-1-yl]ethanoic acid'  L-peptide  52  33  .  2022-07-25  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_FHE
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
 FHE  N1   N  NH2    0  -0.766  -4.3799  -2.4496  -1.9954
 FHE  N3   N  NR5    0  -0.544  -4.9067   0.4060  -0.5408
 FHE  C4   C  CH2    0  -0.203   4.3528   0.1798   0.0863
 FHE  C8   C  CR6    0   0.061   5.8470   0.3771   0.1371
 FHE  C10  C  CR16   0  -0.210   7.7446   1.8384   0.5311
 FHE  C13  C  CR6    0   0.219   6.7706  -0.6335  -0.1538
 FHE  CB1  C  C      0   0.409  -3.2638  -2.8525   0.1584
 FHE  CG1  C  CH3    0  -0.784  -3.2485  -2.6643   1.6496
 FHE  OG1  O  O      0  -0.387  -2.5159  -3.6082  -0.4110
 FHE  CG2  C  C      0   0.132  -0.3899   1.8423  -0.1145
 FHE  CD1  C  C1     0  -0.302   0.1867   0.5674  -0.0734
 FHE  CD2  C  C1     0  -0.282   0.4742   2.9478  -0.0765
 FHE  CE1  C  C1     0  -0.354   1.5587   0.3988  -0.0064
 FHE  CE2  C  C1     0  -0.342   1.8418   2.7940  -0.0107
 FHE  CZ   C  C      0   0.412   2.3982   1.5133   0.0197
 FHE  OH   O  O2     0  -0.476   3.7393   1.4508   0.0698
 FHE  C1   C  CR5    0   0.558  -3.9740  -0.5966  -0.4354
 FHE  C11  C  CR16   0  -0.263   8.6345   0.8179   0.2348
 FHE  C12  C  CR16   0  -0.264   8.1431  -0.4239  -0.1192
 FHE  C2   C  CR5    0   0.525  -4.2463   1.6075  -0.4052
 FHE  C3   C  C      0   0.425  -6.8592  -0.1258   0.9225
 FHE  C9   C  CR16   0  -0.311   6.3764   1.6200   0.4757
 FHE  CA1  C  CH1    0  -0.328  -4.3102  -2.0500  -0.6079
 FHE  CA2  C  CR5    0   0.089  -2.8258   1.2027  -0.2915
 FHE  CA3  C  CH2    0  -0.485  -6.3374   0.2525  -0.4842
 FHE  N14  N  N      1   0.326   6.3325  -1.9751  -0.5048
 FHE  N2   N  N      0  -0.484  -2.7584  -0.1835  -0.3105
 FHE  O15  O  O      0  -0.376   5.2738  -2.3630  -0.0649
 FHE  O16  O  O     -1  -0.370   7.0533  -2.6429  -1.2068
 FHE  O3   O  O      0  -0.580  -6.0088  -0.3735   1.7936
 FHE  OXT  O  OC    -1  -0.604  -8.0974  -0.1542   1.0228
 FHE  H1   H  HNH2   0   0.363  -5.1480  -1.9835  -2.4610
 FHE  H2   H  HNH2   0   0.355  -3.5343  -2.1858  -2.4851
 FHE  H4   H  HCH2   0   0.256   4.0625  -0.3814  -0.8064
 FHE  H5   H  HCH2   0   0.268   4.0222  -0.3872   0.9620
 FHE  H6   H  HCR6   0   0.279   8.1129   2.8166   0.8090
 FHE  H7   H  H      0   0.266  -2.1083   3.1318  -0.2119
 FHE  H9   H  HCH3   0   0.271  -3.4596  -3.6202   2.1322
 FHE  H10  H  HCH3   0   0.270  -2.2590  -2.3430   1.9745
 FHE  H11  H  HCH3   0   0.263  -3.9847  -1.9362   1.9829
 FHE  H12  H  H      0   0.284  -0.4479  -0.3071  -0.0973
 FHE  H13  H  H      0   0.263   0.0609   3.9490  -0.1033
 FHE  H14  H  H      0   0.287   1.9540  -0.6075   0.0214
 FHE  H15  H  H      0   0.271   2.4915   3.6595   0.0141
 FHE  H16  H  HCR6   0   0.279   9.7018   0.9831   0.2785
 FHE  H17  H  HCR6   0   0.298   8.8248  -1.2296  -0.3503
 FHE  H18  H  HCR6   0   0.277   5.7125   2.4412   0.6995
 FHE  H19  H  HCH1   0   0.301  -5.2740  -2.2613  -0.1347
 FHE  H21  H  HCH2   0   0.278  -6.7868   1.1920  -0.8063
 FHE  H22  H  HCH2   0   0.270  -6.6567  -0.5003  -1.2090
 FHE  CB2  C  C1     0  -0.382  -1.8129   2.0869  -0.2029
 FHE  O2   O  O      0  -0.451  -4.7566   2.7100  -0.3914

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
 FHE  C11  C10  aromatic  1.386  0.020  1.386
 FHE  C11  C12  aromatic  1.382  0.020  1.382
 FHE  C10  C9   aromatic  1.387  0.020  1.387
 FHE  C12  C13  aromatic  1.389  0.020  1.389
 FHE  C9   C8   aromatic  1.393  0.020  1.393
 FHE  C13  C8   aromatic  1.400  0.020  1.400
 FHE  C13  N14  single    1.454  0.020  1.454
 FHE  C8   C4   single    1.508  0.020  1.508
 FHE  N14  O16  single    1.208  0.020  1.208
 FHE  N14  O15  double    1.210  0.020  1.210
 FHE  OH   C4   single    1.411  0.020  1.411
 FHE  OH   CZ   single    1.344  0.020  1.344
 FHE  CZ   CE2  aromatic  1.397  0.020  1.397
 FHE  CZ   CE1  aromatic  1.396  0.020  1.396
 FHE  CE2  CD2  aromatic  1.378  0.020  1.378
 FHE  CE1  CD1  aromatic  1.384  0.020  1.384
 FHE  CD2  CG2  aromatic  1.404  0.020  1.404
 FHE  CD1  CG2  aromatic  1.400  0.020  1.400
 FHE  CG2  CB2  single    1.447  0.020  1.447
 FHE  CB2  CA2  double    1.347  0.020  1.347
 FHE  CA2  N2   single    1.388  0.020  1.388
 FHE  CA2  C2   single    1.481  0.020  1.481
 FHE  N2   C1   double    1.290  0.020  1.290
 FHE  OG1  CB1  double    1.206  0.020  1.206
 FHE  C2   O2   double    1.215  0.020  1.215
 FHE  C2   N3   single    1.378  0.020  1.378
 FHE  C1   N3   single    1.373  0.020  1.373
 FHE  C1   CA1  single    1.502  0.020  1.502
 FHE  CB1  CA1  single    1.525  0.020  1.525
 FHE  CB1  CG1  single    1.503  0.020  1.503
 FHE  N3   CA3  single    1.440  0.020  1.440
 FHE  CA1  N1   single    1.446  0.020  1.446
 FHE  CA3  C3   single    1.547  0.020  1.547
 FHE  C3   O3   deloc     1.242  0.020  1.242
 FHE  C3   OXT  deloc     1.243  0.020  1.243
 FHE  N1   H1   single    0.890  0.020  1.040
 FHE  N1   H2   single    0.890  0.020  1.040
 FHE  C4   H4   single    0.970  0.020  1.090
 FHE  C4   H5   single    0.970  0.020  1.090
 FHE  C10  H6   single    0.930  0.020  1.080
 FHE  CB2  H7   single    0.930  0.020  1.080
 FHE  CG1  H9   single    0.970  0.020  1.090
 FHE  CG1  H10  single    0.970  0.020  1.090
 FHE  CG1  H11  single    0.970  0.020  1.090
 FHE  CD1  H12  single    0.930  0.020  1.080
 FHE  CD2  H13  single    0.930  0.020  1.080
 FHE  CE1  H14  single    0.930  0.020  1.080
 FHE  CE2  H15  single    0.930  0.020  1.080
 FHE  C11  H16  single    0.930  0.020  1.080
 FHE  C12  H17  single    0.930  0.020  1.080
 FHE  C9   H18  single    0.930  0.020  1.080
 FHE  CA1  H19  single    0.970  0.020  1.090
 FHE  CA3  H21  single    0.970  0.020  1.090
 FHE  CA3  H22  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
 FHE  H2   N1   H1   106.95  3.000
 FHE  H2   N1   CA1  110.61  3.000
 FHE  H1   N1   CA1  110.54  3.000
 FHE  CA3  N3   C2   124.42  3.000
 FHE  CA3  N3   C1   126.43  3.000
 FHE  C2   N3   C1   107.67  3.000
 FHE  H5   C4   H4   107.88  3.000
 FHE  H5   C4   OH   110.16  3.000
 FHE  H4   C4   OH   109.70  3.000
 FHE  H5   C4   C8   109.88  3.000
 FHE  H4   C4   C8   110.96  3.000
 FHE  OH   C4   C8   108.26  3.000
 FHE  C9   C8   C13  116.37  3.000
 FHE  C13  C8   C4   123.53  3.000
 FHE  C9   C8   C4   120.10  3.000
 FHE  H6   C10  C9   119.25  3.000
 FHE  H6   C10  C11  120.14  3.000
 FHE  C9   C10  C11  120.60  3.000
 FHE  N14  C13  C12  116.29  3.000
 FHE  N14  C13  C8   121.16  3.000
 FHE  C12  C13  C8   122.55  3.000
 FHE  CA1  CB1  OG1  121.19  3.000
 FHE  CA1  CB1  CG1  116.07  3.000
 FHE  OG1  CB1  CG1  122.72  3.000
 FHE  H11  CG1  H10  109.01  3.000
 FHE  H11  CG1  H9   108.65  3.000
 FHE  H10  CG1  H9   107.58  3.000
 FHE  H11  CG1  CB1  112.39  3.000
 FHE  H10  CG1  CB1  109.99  3.000
 FHE  H9   CG1  CB1  109.08  3.000
 FHE  CD2  CG2  CD1  117.57  3.000
 FHE  CD1  CG2  CB2  124.13  3.000
 FHE  CD2  CG2  CB2  118.30  3.000
 FHE  H12  CD1  CE1  118.98  3.000
 FHE  H12  CD1  CG2  119.63  3.000
 FHE  CE1  CD1  CG2  121.39  3.000
 FHE  H13  CD2  CE2  118.88  3.000
 FHE  H13  CD2  CG2  119.49  3.000
 FHE  CE2  CD2  CG2  121.63  3.000
 FHE  H14  CE1  CZ   121.52  3.000
 FHE  H14  CE1  CD1  118.49  3.000
 FHE  CZ   CE1  CD1  119.99  3.000
 FHE  H15  CE2  CZ   119.57  3.000
 FHE  H15  CE2  CD2  120.51  3.000
 FHE  CZ   CE2  CD2  119.92  3.000
 FHE  OH   CZ   CE2  116.18  3.000
 FHE  CE2  CZ   CE1  119.49  3.000
 FHE  OH   CZ   CE1  124.33  3.000
 FHE  CZ   OH   C4   118.44  3.000
 FHE  N2   C1   CA1  122.15  3.000
 FHE  CA1  C1   N3   123.07  3.000
 FHE  N2   C1   N3   114.43  3.000
 FHE  H16  C11  C12  119.92  3.000
 FHE  H16  C11  C10  120.86  3.000
 FHE  C12  C11  C10  119.22  3.000
 FHE  H17  C12  C11  120.04  3.000
 FHE  H17  C12  C13  120.38  3.000
 FHE  C11  C12  C13  119.57  3.000
 FHE  O2   C2   CA2  130.53  3.000
 FHE  O2   C2   N3   126.24  3.000
 FHE  CA2  C2   N3   103.23  3.000
 FHE  OXT  C3   O3   128.39  3.000
 FHE  OXT  C3   CA3  114.52  3.000
 FHE  O3   C3   CA3  117.09  3.000
 FHE  H18  C9   C10  118.61  3.000
 FHE  H18  C9   C8   119.71  3.000
 FHE  C10  C9   C8   121.68  3.000
 FHE  H19  CA1  C1   109.54  3.000
 FHE  H19  CA1  CB1  106.58  3.000
 FHE  C1   CA1  CB1  107.33  3.000
 FHE  H19  CA1  N1   108.62  3.000
 FHE  CB1  CA1  N1   111.71  3.000
 FHE  C1   CA1  N1   112.87  3.000
 FHE  N2   CA2  C2   108.57  3.000
 FHE  C2   CA2  CB2  123.13  3.000
 FHE  N2   CA2  CB2  128.30  3.000
 FHE  H22  CA3  H21  106.10  3.000
 FHE  H22  CA3  C3   109.63  3.000
 FHE  H21  CA3  C3   109.89  3.000
 FHE  H22  CA3  N3   109.74  3.000
 FHE  H21  CA3  N3   107.83  3.000
 FHE  C3   CA3  N3   113.38  3.000
 FHE  O16  N14  O15  123.79  3.000
 FHE  O15  N14  C13  118.13  3.000
 FHE  O16  N14  C13  118.07  3.000
 FHE  CA2  N2   C1   105.99  3.000
 FHE  H7   CB2  CA2  115.24  3.000
 FHE  H7   CB2  CG2  115.52  3.000
 FHE  CA2  CB2  CG2  129.23  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
 FHE  CONST_01  C11  C10  C9   C8      0.00   0.0  0
 FHE  CONST_02  C11  C12  C13  C8      0.00   0.0  0
 FHE  CONST_03  C13  C12  C11  C10     0.00   0.0  0
 FHE  CONST_04  C13  C8   C9   C10     0.00   0.0  0
 FHE  CONST_05  CZ   CE2  CD2  CG2     0.00   0.0  0
 FHE  CONST_06  CZ   CE1  CD1  CG2     0.00   0.0  0
 FHE  CONST_07  CE2  CZ   CE1  CD1     0.00   0.0  0
 FHE  CONST_08  CE2  CD2  CG2  CD1     0.00   0.0  0
 FHE  CONST_09  CE1  CZ   CE2  CD2     0.00   0.0  0
 FHE  CONST_10  CE1  CD1  CG2  CD2     0.00   0.0  0
 FHE  CONST_11  C9   C10  C11  C12     0.00   0.0  0
 FHE  CONST_12  C9   C8   C13  C12     0.00   0.0  0
 FHE  CONST_13  N2   CA2  C2   N3      0.00   0.0  0
 FHE  CONST_14  CA2  N2   C1   N3      0.00   0.0  0
 FHE  CONST_15  C2   CA2  N2   C1      0.00   0.0  0
 FHE  CONST_16  CA2  C2   N3   C1      0.00   0.0  0
 FHE  CONST_17  N2   C1   N3   C2      0.00   0.0  0
 FHE  CONST_18  C10  C9   C8   C4    180.00   0.0  0
 FHE  CONST_19  C12  C13  C8   C4    180.00   0.0  0
 FHE  CONST_20  CE2  CD2  CG2  CB2   180.00   0.0  0
 FHE  CONST_21  CE1  CD1  CG2  CB2   180.00   0.0  0
 FHE  CONST_22  OH   CZ   CE1  CD1   180.00   0.0  0
 FHE  CONST_23  OH   CZ   CE2  CD2   180.00   0.0  0
 FHE  CONST_24  N14  C13  C12  C11   180.00   0.0  0
 FHE  CONST_25  N14  C13  C8   C9    180.00   0.0  0
 FHE  CONST_26  O2   C2   N3   C1    180.00   0.0  0
 FHE  CONST_27  CA1  C1   N3   C2    180.00   0.0  0
 FHE  CONST_28  CA2  N2   C1   CA1   180.00   0.0  0
 FHE  CONST_29  CA3  N3   C2   CA2   180.00   0.0  0
 FHE  CONST_30  N2   C1   N3   CA3   180.00   0.0  0
 FHE  CONST_31  H6   C10  C9   C8    180.00   0.0  0
 FHE  CONST_32  H17  C12  C13  C8    180.00   0.0  0
 FHE  CONST_33  H16  C11  C12  C13   180.00   0.0  0
 FHE  CONST_34  H18  C9   C8   C13   180.00   0.0  0
 FHE  CONST_35  H15  CE2  CD2  CG2   180.00   0.0  0
 FHE  CONST_36  H14  CE1  CD1  CG2   180.00   0.0  0
 FHE  CONST_37  H13  CD2  CG2  CD1   180.00   0.0  0
 FHE  CONST_38  H12  CD1  CG2  CD2   180.00   0.0  0
 FHE  CONST_44  O2   C2   N3   CA3     0.00   0.0  0
 FHE  Var_01    N2   CA2  CB2  CG2     0.54  30.0  2
 FHE  Var_02    CA2  CB2  CG2  CD1    -1.67  30.0  2
 FHE  Var_03    CE2  CZ   OH   C4   -179.26  30.0  2
 FHE  Var_04    OH   C4   C8   C13  -164.16  30.0  2
 FHE  Var_05    C3   CA3  N3   C1     69.81  30.0  3
 FHE  Var_06    O3   C3   CA3  N3     -6.47  30.0  3
 FHE  Var_07    H9   CG1  CB1  OG1   -60.06  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
 FHE  chir_01  CA1  C1  CB1  N1  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
 FHE  plan-1  N3   0.020
 FHE  plan-1  C1   0.020
 FHE  plan-1  C2   0.020
 FHE  plan-1  CA1  0.020
 FHE  plan-1  CA2  0.020
 FHE  plan-1  CA3  0.020
 FHE  plan-1  N2   0.020
 FHE  plan-1  CB2  0.020
 FHE  plan-1  O2   0.020
 FHE  plan-2  CG2  0.020
 FHE  plan-2  CD1  0.020
 FHE  plan-2  CD2  0.020
 FHE  plan-2  CE1  0.020
 FHE  plan-2  CE2  0.020
 FHE  plan-2  CZ   0.020
 FHE  plan-2  OH   0.020
 FHE  plan-2  H12  0.020
 FHE  plan-2  H13  0.020
 FHE  plan-2  H14  0.020
 FHE  plan-2  H15  0.020
 FHE  plan-2  CB2  0.020
 FHE  plan-3  C4   0.020
 FHE  plan-3  C8   0.020
 FHE  plan-3  C10  0.020
 FHE  plan-3  C13  0.020
 FHE  plan-3  C11  0.020
 FHE  plan-3  C12  0.020
 FHE  plan-3  C9   0.020
 FHE  plan-3  N14  0.020
 FHE  plan-3  H6   0.020
 FHE  plan-3  H16  0.020
 FHE  plan-3  H17  0.020
 FHE  plan-3  H18  0.020
 FHE  plan-4  C13  0.020
 FHE  plan-4  N14  0.020
 FHE  plan-4  O15  0.020
 FHE  plan-4  O16  0.020
 FHE  plan-5  CB1  0.020
 FHE  plan-5  CG1  0.020
 FHE  plan-5  OG1  0.020
 FHE  plan-5  CA1  0.020
 FHE  plan-6  C3   0.020
 FHE  plan-6  CA3  0.020
 FHE  plan-6  O3   0.020
 FHE  plan-6  OXT  0.020

