# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Jul 25 23:16:18 2021
#   Inital geometry file: a 146 line input string
#   Ligand name: L-gamma-glutamyl-N-(3-ethynylphenyl)-N-hydroxy-L-glutaminylglycine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@@H](CCC(=O)N[C@@H](CCC(=O)N(O)c1cccc(c1)C#C)C(=O)NCC(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
 ZBF  ZBF  L-gamma-glutamyl-N-(3-ethynylphenyl)-N-hydroxy-L-glutaminylglycine  ligand  56  32  .  2022-11-18  2022-11-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_ZBF
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
 ZBF  O7   O  O     0  -0.469   -6.4542  10.8792   2.5026
 ZBF  C    C  C     0   0.535   -7.6187  10.7619   2.1599
 ZBF  N    N  NT    0  -0.310   -8.3491   9.6749   2.5080
 ZBF  C12  C  CR6   0   0.299   -9.6977   9.4101   2.1574
 ZBF  C19  C  CR16  0  -0.247  -10.0000   8.8499   0.9226
 ZBF  C18  C  CR16  0  -0.251  -11.3218   8.5756   0.6024
 ZBF  C17  C  CR16  0  -0.267  -12.3324   8.8512   1.5087
 ZBF  C14  C  CR6   0  -0.053  -12.0290   9.4100   2.7531
 ZBF  C15  C  CSP   0   0.306  -13.0670   9.6977   3.6884
 ZBF  C16  C  CSP1  0  -0.541  -13.9433   9.9413   4.4761
 ZBF  C13  C  CR16  0  -0.285  -10.7002   9.6896   3.0730
 ZBF  O    O  OH1   0  -0.545   -7.7146   8.6557   3.1673
 ZBF  C1   C  CH2   0  -0.617   -8.3714  11.8061   1.3592
 ZBF  C2   C  CH2   0  -0.467   -7.5760  13.0752   1.0661
 ZBF  C3   C  CH1   0  -0.190   -6.7068  13.0033  -0.1933
 ZBF  C9   C  C     0   0.566   -6.1058  14.3859  -0.4418
 ZBF  O6   O  O     0  -0.478   -5.0757  14.7607   0.0926
 ZBF  N3   N  NH1   0  -0.631   -6.8334  15.1847  -1.2378
 ZBF  C10  C  CH2   0  -0.406   -6.4733  16.5591  -1.4230
 ZBF  C11  C  C     0   0.530   -6.5662  17.4096  -0.1725
 ZBF  O5   O  O     0  -0.447   -5.9600  18.4428  -0.0393
 ZBF  O4   O  OH1   0  -0.579   -7.4119  16.9261   0.7215
 ZBF  N1   N  NH1   0  -0.644   -5.6720  12.0164  -0.0599
 ZBF  C4   C  C     0   0.545   -4.8157  11.7712  -1.0617
 ZBF  O3   O  O     0  -0.502   -4.9171  12.3183  -2.1532
 ZBF  C5   C  CH2   0  -0.576   -3.7131  10.7785  -0.7671
 ZBF  C6   C  CH2   0  -0.451   -2.3343  11.4251  -0.8822
 ZBF  C7   C  CH1   0  -0.216   -2.0279  12.5160   0.1539
 ZBF  N2   N  NH2   0  -0.778   -0.7654  13.1403  -0.1812
 ZBF  C8   C  C     0   0.525   -2.0316  11.8972   1.5453
 ZBF  O2   O  O     0  -0.444   -1.0838  11.3310   2.0325
 ZBF  O1   O  OH1   0  -0.585   -3.1977  12.0288   2.1649
 ZBF  H1   H  HCR6  0   0.284   -9.2072   8.6334   0.2180
 ZBF  H2   H  HCR6  0   0.276  -11.5661   8.1425  -0.3579
 ZBF  H3   H  HCR6  0   0.274  -13.3617   8.6373   1.2548
 ZBF  H4   H  H     0   0.286  -14.7206  10.1587   5.1726
 ZBF  H5   H  HCR6  0   0.281  -10.4508  10.1308   4.0295
 ZBF  H6   H  HOH1  0   0.477   -7.7632   8.8649   4.1110
 ZBF  H7   H  HCH2  0   0.299   -9.2725  12.0773   1.9150
 ZBF  H8   H  HCH2  0   0.289   -8.7320  11.3629   0.4269
 ZBF  H9   H  HCH2  0   0.261   -6.9679  13.3602   1.9272
 ZBF  H10  H  HCH2  0   0.272   -8.2912  13.8853   0.9175
 ZBF  H11  H  HCH1  0   0.273   -7.3539  12.7424  -1.0382
 ZBF  H12  H  HNH1  0   0.412   -7.6933  14.8500  -1.6401
 ZBF  H13  H  HCH2  0   0.309   -7.1451  16.9925  -2.1658
 ZBF  H14  H  HCH2  0   0.285   -5.4617  16.6586  -1.8182
 ZBF  H15  H  HOH1  0   0.484   -7.4506  17.5126   1.4919
 ZBF  H16  H  HNH1  0   0.417   -5.4928  11.6459   0.8630
 ZBF  H17  H  HCH2  0   0.281   -3.7815   9.9824  -1.5118
 ZBF  H18  H  HCH2  0   0.251   -3.8515  10.3008   0.2042
 ZBF  H19  H  HCH2  0   0.255   -2.2307  11.8786  -1.8692
 ZBF  H20  H  HCH2  0   0.250   -1.5701  10.6464  -0.8137
 ZBF  H21  H  HCH1  0   0.278   -2.8077  13.2810   0.1130
 ZBF  H22  H  HNH2  0   0.355   -0.5648  13.8957   0.4619
 ZBF  H23  H  HNH2  0   0.345   -0.0097  12.4731  -0.0797
 ZBF  H25  H  HOH1  0   0.478   -3.1767  11.5752   3.0216

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
 ZBF  N2   C7   single    1.448  0.020  1.448
 ZBF  C6   C7   single    1.535  0.020  1.535
 ZBF  C6   C5   single    1.527  0.020  1.527
 ZBF  O3   C4   double    1.225  0.020  1.225
 ZBF  O5   C11  double    1.205  0.020  1.205
 ZBF  C7   C8   single    1.523  0.020  1.523
 ZBF  O4   C11  single    1.322  0.020  1.322
 ZBF  C11  C10  single    1.515  0.020  1.515
 ZBF  C4   C5   single    1.513  0.020  1.513
 ZBF  C4   N1   single    1.340  0.020  1.340
 ZBF  N3   C10  single    1.433  0.020  1.433
 ZBF  N3   C9   single    1.342  0.020  1.342
 ZBF  O2   C8   double    1.207  0.020  1.207
 ZBF  C8   O1   single    1.327  0.020  1.327
 ZBF  N1   C3   single    1.436  0.020  1.436
 ZBF  C3   C9   single    1.528  0.020  1.528
 ZBF  C3   C2   single    1.532  0.020  1.532
 ZBF  C18  C17  aromatic  1.385  0.020  1.385
 ZBF  C18  C19  aromatic  1.387  0.020  1.387
 ZBF  C9   O6   double    1.219  0.020  1.219
 ZBF  C17  C14  aromatic  1.397  0.020  1.397
 ZBF  C19  C12  aromatic  1.389  0.020  1.389
 ZBF  C1   C2   single    1.526  0.020  1.526
 ZBF  C1   C    single    1.516  0.020  1.516
 ZBF  C14  C15  single    1.427  0.020  1.427
 ZBF  C14  C13  aromatic  1.395  0.020  1.395
 ZBF  C12  C13  aromatic  1.386  0.020  1.386
 ZBF  C12  N    single    1.418  0.020  1.418
 ZBF  C    N    single    1.355  0.020  1.355
 ZBF  C    O7   double    1.220  0.020  1.220
 ZBF  C15  C16  triple    1.203  0.020  1.203
 ZBF  N    O    single    1.370  0.020  1.370
 ZBF  C19  H1   single    0.929  0.020  1.085
 ZBF  C18  H2   single    0.929  0.020  1.085
 ZBF  C17  H3   single    0.929  0.020  1.085
 ZBF  C16  H4   single    0.913  0.020  1.066
 ZBF  C13  H5   single    0.929  0.020  1.085
 ZBF  O    H6   single    0.832  0.020  0.971
 ZBF  C1   H7   single    0.939  0.020  1.096
 ZBF  C1   H8   single    0.939  0.020  1.096
 ZBF  C2   H9   single    0.939  0.020  1.096
 ZBF  C2   H10  single    0.939  0.020  1.096
 ZBF  C3   H11  single    0.939  0.020  1.096
 ZBF  N3   H12  single    0.868  0.020  1.013
 ZBF  C10  H13  single    0.939  0.020  1.096
 ZBF  C10  H14  single    0.939  0.020  1.096
 ZBF  O4   H15  single    0.832  0.020  0.971
 ZBF  N1   H16  single    0.868  0.020  1.013
 ZBF  C5   H17  single    0.939  0.020  1.096
 ZBF  C5   H18  single    0.939  0.020  1.096
 ZBF  C6   H19  single    0.939  0.020  1.096
 ZBF  C6   H20  single    0.939  0.020  1.096
 ZBF  C7   H21  single    0.939  0.020  1.096
 ZBF  N2   H22  single    0.868  0.020  1.013
 ZBF  N2   H23  single    0.868  0.020  1.013
 ZBF  O1   H25  single    0.832  0.020  0.971

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
 ZBF  C1   C    N    114.87  3.000
 ZBF  N    C    O7   121.31  3.000
 ZBF  C1   C    O7   123.80  3.000
 ZBF  O    N    C12  114.86  3.000
 ZBF  O    N    C    118.09  3.000
 ZBF  C12  N    C    126.78  3.000
 ZBF  C13  C12  C19  120.73  3.000
 ZBF  C13  C12  N    119.12  3.000
 ZBF  C19  C12  N    120.13  3.000
 ZBF  H1   C19  C18  120.53  3.000
 ZBF  H1   C19  C12  119.99  3.000
 ZBF  C18  C19  C12  119.49  3.000
 ZBF  H2   C18  C17  119.73  3.000
 ZBF  H2   C18  C19  119.96  3.000
 ZBF  C17  C18  C19  120.31  3.000
 ZBF  H3   C17  C14  119.65  3.000
 ZBF  H3   C17  C18  120.10  3.000
 ZBF  C14  C17  C18  120.25  3.000
 ZBF  C13  C14  C15  120.15  3.000
 ZBF  C13  C14  C17  119.42  3.000
 ZBF  C15  C14  C17  120.43  3.000
 ZBF  C16  C15  C14  180.00  3.000
 ZBF  H4   C16  C15  180.00  3.000
 ZBF  H5   C13  C14  120.25  3.000
 ZBF  H5   C13  C12  119.95  3.000
 ZBF  C14  C13  C12  119.80  3.000
 ZBF  H6   O    N    106.57  3.000
 ZBF  H8   C1   H7   105.20  3.000
 ZBF  H8   C1   C2   110.19  3.000
 ZBF  H7   C1   C2   108.72  3.000
 ZBF  H8   C1   C    109.57  3.000
 ZBF  H7   C1   C    108.17  3.000
 ZBF  C2   C1   C    114.55  3.000
 ZBF  H10  C2   H9   106.18  3.000
 ZBF  H10  C2   C3   107.15  3.000
 ZBF  H9   C2   C3   110.16  3.000
 ZBF  H10  C2   C1   107.58  3.000
 ZBF  H9   C2   C1   110.84  3.000
 ZBF  C3   C2   C1   114.49  3.000
 ZBF  H11  C3   N1   109.48  3.000
 ZBF  H11  C3   C9   108.81  3.000
 ZBF  N1   C3   C9   110.70  3.000
 ZBF  H11  C3   C2   108.06  3.000
 ZBF  C9   C3   C2   108.33  3.000
 ZBF  N1   C3   C2   111.39  3.000
 ZBF  N3   C9   O6   122.34  3.000
 ZBF  O6   C9   C3   122.62  3.000
 ZBF  N3   C9   C3   114.95  3.000
 ZBF  H12  N3   C10  118.82  3.000
 ZBF  H12  N3   C9   120.15  3.000
 ZBF  C10  N3   C9   120.75  3.000
 ZBF  H14  C10  H13  106.75  3.000
 ZBF  H14  C10  C11  107.74  3.000
 ZBF  H13  C10  C11  107.52  3.000
 ZBF  H14  C10  N3   111.56  3.000
 ZBF  H13  C10  N3   108.31  3.000
 ZBF  C11  C10  N3   114.61  3.000
 ZBF  O4   C11  O5   124.09  3.000
 ZBF  O4   C11  C10  113.08  3.000
 ZBF  O5   C11  C10  122.79  3.000
 ZBF  H15  O4   C11  109.98  3.000
 ZBF  H16  N1   C4   120.14  3.000
 ZBF  H16  N1   C3   117.68  3.000
 ZBF  C4   N1   C3   121.10  3.000
 ZBF  C5   C4   O3   121.79  3.000
 ZBF  C5   C4   N1   116.12  3.000
 ZBF  O3   C4   N1   122.09  3.000
 ZBF  H18  C5   H17  106.25  3.000
 ZBF  H18  C5   C6   111.53  3.000
 ZBF  H17  C5   C6   108.29  3.000
 ZBF  H18  C5   C4   111.61  3.000
 ZBF  H17  C5   C4   107.45  3.000
 ZBF  C6   C5   C4   111.44  3.000
 ZBF  H20  C6   H19  106.64  3.000
 ZBF  H20  C6   C7   108.92  3.000
 ZBF  H19  C6   C7   107.23  3.000
 ZBF  H20  C6   C5   108.95  3.000
 ZBF  H19  C6   C5   109.26  3.000
 ZBF  C7   C6   C5   115.48  3.000
 ZBF  H21  C7   C8   108.47  3.000
 ZBF  H21  C7   N2   108.16  3.000
 ZBF  C8   C7   N2   112.88  3.000
 ZBF  H21  C7   C6   109.25  3.000
 ZBF  C8   C7   C6   109.11  3.000
 ZBF  N2   C7   C6   108.92  3.000
 ZBF  H23  N2   H22  106.27  3.000
 ZBF  H23  N2   C7   110.08  3.000
 ZBF  H22  N2   C7   110.34  3.000
 ZBF  O1   C8   O2   123.24  3.000
 ZBF  O1   C8   C7   112.86  3.000
 ZBF  O2   C8   C7   123.90  3.000
 ZBF  H25  O1   C8   110.31  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
 ZBF  CONST_01  C17  C18  C19  C12     0.00   0.0  0
 ZBF  CONST_02  C17  C14  C13  C12     0.00   0.0  0
 ZBF  CONST_03  C14  C17  C18  C19     0.00   0.0  0
 ZBF  CONST_04  C14  C13  C12  C19     0.00   0.0  0
 ZBF  CONST_05  C13  C14  C17  C18     0.00   0.0  0
 ZBF  CONST_06  C13  C12  C19  C18     0.00   0.0  0
 ZBF  CONST_07  C18  C19  C12  N     180.00   0.0  0
 ZBF  CONST_08  C14  C13  C12  N     180.00   0.0  0
 ZBF  CONST_09  C15  C14  C13  C12   180.00   0.0  0
 ZBF  CONST_10  C15  C14  C17  C18   180.00   0.0  0
 ZBF  CONST_11  H2   C18  C19  C12   180.00   0.0  0
 ZBF  CONST_12  H3   C17  C18  C19   180.00   0.0  0
 ZBF  CONST_13  H5   C13  C12  C19   180.00   0.0  0
 ZBF  CONST_14  H1   C19  C18  C17   180.00   0.0  0
 ZBF  CONST_19  C12  N    C    O7    180.00   0.0  0
 ZBF  CONST_20  C1   C    N    C12     0.00   0.0  0
 ZBF  CONST_22  O    N    C    O7      0.00   0.0  0
 ZBF  CONST_23  C1   C    N    O     180.00   0.0  0
 ZBF  CONST_24  O3   C4   N1   C3      0.00   0.0  0
 ZBF  CONST_25  C5   C4   N1   C3    180.00   0.0  0
 ZBF  CONST_26  C10  N3   C9   C3    180.00   0.0  0
 ZBF  CONST_27  C10  N3   C9   O6      0.00   0.0  0
 ZBF  CONST_28  H12  N3   C9   C3      0.00   0.0  0
 ZBF  CONST_29  H16  N1   C4   O3    180.00   0.0  0
 ZBF  CONST_30  H15  O4   C11  C10   180.00   0.0  0
 ZBF  CONST_31  H25  O1   C8   C7    180.00   0.0  0
 ZBF  Var_01    C2   C1   C    O7     -3.07  30.0  2
 ZBF  Var_02    C3   C2   C1   C      86.39  30.0  3
 ZBF  Var_03    C11  C10  N3   C9    -64.61  30.0  3
 ZBF  Var_04    O5   C11  C10  N3    158.05  30.0  2
 ZBF  Var_05    C6   C5   C4   N1   -118.18  30.0  3
 ZBF  Var_06    C7   C6   C5   C4     65.64  30.0  1

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
 ZBF  chir_01  C3  N1  C9  C2  positiv
 ZBF  chir_02  C7  N2  C6  C8  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
 ZBF  plan-1  N    0.020
 ZBF  plan-1  C12  0.020
 ZBF  plan-1  C19  0.020
 ZBF  plan-1  C18  0.020
 ZBF  plan-1  C17  0.020
 ZBF  plan-1  C14  0.020
 ZBF  plan-1  C15  0.020
 ZBF  plan-1  C16  0.020
 ZBF  plan-1  C13  0.020
 ZBF  plan-1  H1   0.020
 ZBF  plan-1  H2   0.020
 ZBF  plan-1  H3   0.020
 ZBF  plan-1  H5   0.020
 ZBF  plan-2  C7   0.020
 ZBF  plan-2  C8   0.020
 ZBF  plan-2  O2   0.020
 ZBF  plan-2  O1   0.020
 ZBF  plan-2  H25  0.020
 ZBF  plan-3  O7   0.020
 ZBF  plan-3  C    0.020
 ZBF  plan-3  N    0.020
 ZBF  plan-3  C12  0.020
 ZBF  plan-3  O    0.020
 ZBF  plan-3  C1   0.020
 ZBF  plan-4  C3   0.020
 ZBF  plan-4  C9   0.020
 ZBF  plan-4  O6   0.020
 ZBF  plan-4  N3   0.020
 ZBF  plan-4  C10  0.020
 ZBF  plan-4  H12  0.020
 ZBF  plan-5  C3   0.020
 ZBF  plan-5  N1   0.020
 ZBF  plan-5  C4   0.020
 ZBF  plan-5  O3   0.020
 ZBF  plan-5  C5   0.020
 ZBF  plan-5  H16  0.020
 ZBF  plan-6  C10  0.020
 ZBF  plan-6  C11  0.020
 ZBF  plan-6  O5   0.020
 ZBF  plan-6  O4   0.020
 ZBF  plan-6  H15  0.020

