# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Aug  5 01:02:35 2022
#   Inital geometry file: a 130 line input string
#   Ligand name: 4-[(1E)-3-{[(2E,4E,6E,8S)-8-hydroxy-4-methyldeca-2,4,6-trienoyl]amino}-3-oxoprop-1-en-1-yl]azete-1(2H)-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[C@H](O)\C=C\C=C(C)\C=C\C(=O)NC(=O)\C=C\C1=CCN1C(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
 ZGV  ZGV  "4-[(1E)-3-{[(2E,4E,6E,8S)-8-hydroxy-4-methyldeca-2,4,6-trienoyl]amino}-3-oxoprop-1-en-1-yl]azete-1(2H)-carboxylic acid"  ligand  46  25  .  2022-08-11  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ZGV
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
 ZGV  C1   C  CH2    0  -0.461  3.7858  40.3755  78.6258
 ZGV  C2   C  CH1    0   0.028  5.2740  40.0977  78.4915
 ZGV  C3   C  C1     0  -0.247  5.9844  39.8454  79.7921
 ZGV  C4   C  C1     0  -0.245  5.4601  39.8866  81.0234
 ZGV  C5   C  C1     0  -0.277  6.2433  39.5727  82.1957
 ZGV  C6   C  C      0   0.114  5.8198  39.5403  83.4807
 ZGV  C7   C  CH3    0  -0.757  4.4278  39.8673  83.9262
 ZGV  O1   O  O      0  -0.428  8.7417  38.2825  86.3493
 ZGV  O3   O  O      0  -0.608  4.3293  37.7903  91.6467
 ZGV  O5   O  OH1    0  -0.664  5.4394  38.9715  77.6445
 ZGV  C8   C  C1     0  -0.200  6.7881  39.1388  84.4796
 ZGV  C9   C  C1     0  -0.458  6.5508  39.0054  85.7948
 ZGV  C10  C  C      0   0.579  7.6131  38.5468  86.7065
 ZGV  C11  C  C      0   0.576  7.9005  37.9900  89.1167
 ZGV  C12  C  C1     0  -0.429  7.1101  38.0214  90.3626
 ZGV  C13  C  C1     0  -0.253  7.6452  37.5792  91.5080
 ZGV  C14  C  C      0   0.421  7.0508  37.5789  92.8173
 ZGV  C15  C  C      0  -0.465  7.5721  37.2565  94.0213
 ZGV  C16  C  C      0  -0.263  6.2839  37.6690  94.6811
 ZGV  C18  C  CH3    0  -0.659  3.1085  40.6714  77.2947
 ZGV  N1   N  N      0  -0.554  5.8220  38.0452  93.3370
 ZGV  N2   N  NH1    0  -0.757  7.1849  38.4424  88.0207
 ZGV  H5   H  HCH2   0   0.229  3.6593  41.2311  79.2929
 ZGV  H4   H  HCH2   0   0.224  3.2967  39.5273  79.1141
 ZGV  H6   H  HCH1   0   0.211  5.7382  40.9835  78.0298
 ZGV  H8   H  H      0   0.253  7.0384  39.5916  79.6894
 ZGV  H9   H  H      0   0.259  4.4155  40.1419  81.1558
 ZGV  H10  H  H      0   0.254  7.2827  39.3171  82.0073
 ZGV  H12  H  HCH3   0   0.249  3.9691  39.0149  84.4313
 ZGV  H11  H  HCH3   0   0.249  4.4327  40.6931  84.6406
 ZGV  H13  H  HCH3   0   0.259  3.7754  40.1521  83.1050
 ZGV  H7   H  HOH1   0   0.450  6.3652  38.9133  77.3886
 ZGV  H14  H  H      0   0.260  7.7863  38.9149  84.1150
 ZGV  H15  H  H      0   0.275  5.5715  39.2131  86.2103
 ZGV  H17  H  H      0   0.287  6.0915  38.3858  90.3425
 ZGV  H18  H  H      0   0.269  8.6591  37.1904  91.4980
 ZGV  H19  H  H      0   0.252  8.5444  36.9525  94.3738
 ZGV  H21  H  H      0   0.241  6.3480  38.5044  95.3825
 ZGV  H20  H  H      0   0.244  5.7069  36.8624  95.1364
 ZGV  H24  H  HCH3   0   0.229  2.0556  40.9110  77.4441
 ZGV  H3   H  HCH3   0   0.217  3.5713  41.5252  76.7961
 ZGV  H25  H  HCH3   0   0.225  3.1608  39.8212  76.6161
 ZGV  H16  H  HNH1   0   0.426  6.2269  38.7063  88.1982
 ZGV  O4   O  OC    -1  -0.615  3.6215  37.9424  93.7675
 ZGV  C17  C  C      0   0.492  4.4862  37.9009  92.8763
 ZGV  O2   O  O      0  -0.428  9.0493  37.6070  89.0552

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
 ZGV  C18  C1   single  1.523  0.020  1.523
 ZGV  O5   C2   single  1.419  0.020  1.419
 ZGV  C1   C2   single  1.520  0.020  1.520
 ZGV  C2   C3   single  1.503  0.020  1.503
 ZGV  C3   C4   double  1.339  0.020  1.339
 ZGV  C4   C5   single  1.444  0.020  1.444
 ZGV  C5   C6   double  1.353  0.020  1.353
 ZGV  C6   C7   single  1.498  0.020  1.498
 ZGV  C6   C8   single  1.448  0.020  1.448
 ZGV  C8   C9   double  1.343  0.020  1.343
 ZGV  C9   C10  single  1.473  0.020  1.473
 ZGV  O1   C10  double  1.213  0.020  1.213
 ZGV  C10  N2   single  1.386  0.020  1.386
 ZGV  N2   C11  single  1.385  0.020  1.385
 ZGV  O2   C11  double  1.213  0.020  1.213
 ZGV  C11  C12  single  1.476  0.020  1.476
 ZGV  C12  C13  double  1.339  0.020  1.339
 ZGV  O3   C17  deloc   1.245  0.020  1.245
 ZGV  C13  C14  single  1.438  0.020  1.438
 ZGV  C17  N1   single  1.420  0.020  1.420
 ZGV  C14  N1   single  1.413  0.020  1.413
 ZGV  C14  C15  double  1.351  0.020  1.351
 ZGV  N1   C16  single  1.470  0.020  1.470
 ZGV  C15  C16  single  1.505  0.020  1.505
 ZGV  C1   H5   single  0.970  0.020  1.090
 ZGV  C1   H4   single  0.970  0.020  1.090
 ZGV  C2   H6   single  0.970  0.020  1.090
 ZGV  C3   H8   single  0.930  0.020  1.080
 ZGV  C4   H9   single  0.930  0.020  1.080
 ZGV  C5   H10  single  0.930  0.020  1.080
 ZGV  C7   H12  single  0.970  0.020  1.090
 ZGV  C7   H11  single  0.970  0.020  1.090
 ZGV  C7   H13  single  0.970  0.020  1.090
 ZGV  O5   H7   single  0.850  0.020  0.980
 ZGV  C8   H14  single  0.930  0.020  1.080
 ZGV  C9   H15  single  0.930  0.020  1.080
 ZGV  C12  H17  single  0.930  0.020  1.080
 ZGV  C13  H18  single  0.930  0.020  1.080
 ZGV  C15  H19  single  0.930  0.020  1.080
 ZGV  C16  H21  single  0.970  0.020  1.090
 ZGV  C16  H20  single  0.970  0.020  1.090
 ZGV  C18  H24  single  0.970  0.020  1.090
 ZGV  C18  H3   single  0.970  0.020  1.090
 ZGV  C18  H25  single  0.970  0.020  1.090
 ZGV  N2   H16  single  0.860  0.020  1.020
 ZGV  C17  O4   deloc   1.242  0.020  1.242

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
 ZGV  H4   C1   H5   106.43  3.000
 ZGV  H4   C1   C18  110.00  3.000
 ZGV  H5   C1   C18  109.28  3.000
 ZGV  H4   C1   C2   109.60  3.000
 ZGV  H5   C1   C2   108.09  3.000
 ZGV  C18  C1   C2   113.20  3.000
 ZGV  H6   C2   O5   109.81  3.000
 ZGV  H6   C2   C3   107.36  3.000
 ZGV  O5   C2   C3   109.16  3.000
 ZGV  H6   C2   C1   107.62  3.000
 ZGV  C3   C2   C1   114.65  3.000
 ZGV  O5   C2   C1   108.18  3.000
 ZGV  H8   C3   C4   118.22  3.000
 ZGV  H8   C3   C2   114.52  3.000
 ZGV  C4   C3   C2   127.26  3.000
 ZGV  H9   C4   C5   118.35  3.000
 ZGV  H9   C4   C3   119.81  3.000
 ZGV  C5   C4   C3   121.83  3.000
 ZGV  H10  C5   C6   117.28  3.000
 ZGV  H10  C5   C4   115.40  3.000
 ZGV  C6   C5   C4   127.31  3.000
 ZGV  C8   C6   C7   118.48  3.000
 ZGV  C8   C6   C5   116.89  3.000
 ZGV  C7   C6   C5   124.62  3.000
 ZGV  H13  C7   H11  107.40  3.000
 ZGV  H13  C7   H12  107.57  3.000
 ZGV  H11  C7   H12  106.84  3.000
 ZGV  H13  C7   C6   112.98  3.000
 ZGV  H11  C7   C6   110.83  3.000
 ZGV  H12  C7   C6   110.95  3.000
 ZGV  H7   O5   C2   108.59  3.000
 ZGV  H14  C8   C9   118.08  3.000
 ZGV  H14  C8   C6   116.12  3.000
 ZGV  C9   C8   C6   125.79  3.000
 ZGV  H15  C9   C10  118.29  3.000
 ZGV  H15  C9   C8   121.07  3.000
 ZGV  C10  C9   C8   120.63  3.000
 ZGV  N2   C10  C9   112.80  3.000
 ZGV  N2   C10  O1   123.38  3.000
 ZGV  C9   C10  O1   123.82  3.000
 ZGV  N2   C11  C12  112.61  3.000
 ZGV  C12  C11  O2   123.85  3.000
 ZGV  N2   C11  O2   123.54  3.000
 ZGV  H17  C12  C13  120.21  3.000
 ZGV  H17  C12  C11  119.71  3.000
 ZGV  C13  C12  C11  120.07  3.000
 ZGV  H18  C13  C14  113.22  3.000
 ZGV  H18  C13  C12  118.91  3.000
 ZGV  C14  C13  C12  127.85  3.000
 ZGV  N1   C14  C15   94.96  3.000
 ZGV  C15  C14  C13  130.69  3.000
 ZGV  N1   C14  C13  133.96  3.000
 ZGV  H19  C15  C16  134.91  3.000
 ZGV  H19  C15  C14  134.97  3.000
 ZGV  C16  C15  C14   89.71  3.000
 ZGV  H20  C16  H21  109.17  3.000
 ZGV  H20  C16  N1   113.86  3.000
 ZGV  H21  C16  N1   114.19  3.000
 ZGV  H20  C16  C15  115.65  3.000
 ZGV  H21  C16  C15  116.15  3.000
 ZGV  N1   C16  C15   86.46  3.000
 ZGV  H25  C18  H3   107.80  3.000
 ZGV  H25  C18  H24  107.67  3.000
 ZGV  H3   C18  H24  107.47  3.000
 ZGV  H25  C18  C1   111.82  3.000
 ZGV  H3   C18  C1   111.26  3.000
 ZGV  H24  C18  C1   110.64  3.000
 ZGV  C17  N1   C16  124.47  3.000
 ZGV  C16  N1   C14   88.78  3.000
 ZGV  C17  N1   C14  131.68  3.000
 ZGV  H16  N2   C11  115.89  3.000
 ZGV  H16  N2   C10  116.11  3.000
 ZGV  C11  N2   C10  127.98  3.000
 ZGV  O4   C17  N1   114.74  3.000
 ZGV  O4   C17  O3   128.60  3.000
 ZGV  N1   C17  O3   116.62  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
 ZGV  CONST_05  C11  N2   C10  O1      0.00   0.0  0
 ZGV  CONST_06  C10  N2   C11  O2      0.00   0.0  0
 ZGV  CONST_07  C11  N2   C10  C9    180.00   0.0  0
 ZGV  CONST_08  C12  C11  N2   C10   180.00   0.0  0
 ZGV  CONST_09  C5   C4   C3   C2    180.00   0.0  0
 ZGV  CONST_10  H16  N2   C10  O1    180.00   0.0  0
 ZGV  CONST_11  H16  N2   C11  O2    180.00   0.0  0
 ZGV  CONST_12  H16  N2   C10  C9      0.00   0.0  0
 ZGV  CONST_13  H16  N2   C11  C12     0.00   0.0  0
 ZGV  CONST_14  H9   C4   C3   C2      0.00   0.0  0
 ZGV  CONST_15  H8   C3   C4   C5      0.00   0.0  0
 ZGV  CONST_16  H9   C4   C3   H8    180.00   0.0  0
 ZGV  Var_01    C15  C16  N1   C14     2.13  30.0  1
 ZGV  Var_02    C16  N1   C14  C13  -175.57  30.0  1
 ZGV  Var_03    C16  C15  C14  C13   175.86  30.0  1
 ZGV  Var_04    C17  N1   C14  C15  -140.01  30.0  1
 ZGV  Var_05    C17  N1   C16  C15   144.51  30.0  1
 ZGV  Var_06    H21  C16  N1   C14   119.27  30.0  1
 ZGV  Var_07    H20  C16  N1   C14  -114.41  30.0  1
 ZGV  Var_08    H21  C16  C15  C14  -117.50  30.0  1
 ZGV  Var_09    H20  C16  C15  C14   112.60  30.0  1
 ZGV  Var_10    H19  C15  C14  N1   -170.85  30.0  1
 ZGV  Var_11    H19  C15  C16  N1    170.96  30.0  1
 ZGV  Var_12    N1   C14  C13  C12    -2.59  30.0  2
 ZGV  Var_13    C15  C14  C13  C12  -173.63  30.0  2
 ZGV  Var_14    C17  N1   C14  C13    46.79  30.0  1
 ZGV  Var_15    H19  C15  C14  C13     2.69  30.0  1
 ZGV  Var_16    H18  C13  C14  C15     4.60  30.0  1
 ZGV  Var_17    H21  C16  N1   C17   -98.35  30.0  1
 ZGV  Var_18    H20  C16  N1   C17    27.97  30.0  1
 ZGV  Var_19    H18  C13  C14  N1    175.64  30.0  1
 ZGV  Var_20    C14  C13  C12  C11   177.45   0.0  2
 ZGV  Var_21    H17  C12  C13  C14    -3.68   0.0  2
 ZGV  Var_22    C7   C6   C5   C4     -1.60   0.0  2
 ZGV  Var_23    C8   C6   C5   C4    177.39   0.0  2
 ZGV  Var_24    C10  C9   C8   C6    178.03   0.0  2
 ZGV  Var_25    C6   C5   C4   C3   -177.88  30.0  2
 ZGV  Var_26    C9   C8   C6   C5   -177.83  30.0  2
 ZGV  Var_27    C9   C8   C6   C7      1.23  30.0  2
 ZGV  Var_28    C8   C9   C10  O1      0.92  30.0  2
 ZGV  Var_29    C13  C12  C11  O2     -1.71  30.0  2
 ZGV  Var_30    N2   C10  C9   C8   -178.80  30.0  2
 ZGV  Var_31    N2   C11  C12  C13   178.08  30.0  1
 ZGV  Var_32    H15  C9   C8   C6     -0.80   0.0  2
 ZGV  Var_33    H10  C5   C6   C7    179.71   0.0  2
 ZGV  Var_34    H10  C5   C6   C8     -1.30   0.0  2
 ZGV  Var_35    H14  C8   C9   C10    -0.99   0.0  2
 ZGV  Var_36    H18  C13  C12  C11    -0.69   0.0  2
 ZGV  Var_37    H24  C18  C1   C2   -177.28  30.0  3
 ZGV  Var_38    H3   C18  C1   C2    -57.89  30.0  3
 ZGV  Var_39    H25  C18  C1   C2     62.72  30.0  3
 ZGV  Var_40    H10  C5   C4   C3      0.83  30.0  2
 ZGV  Var_41    H12  C7   C6   C5    120.17  30.0  3
 ZGV  Var_42    H11  C7   C6   C5   -121.31  30.0  3
 ZGV  Var_43    H13  C7   C6   C5     -0.73  30.0  3
 ZGV  Var_44    H14  C8   C6   C5      1.20  30.0  2
 ZGV  Var_45    H9   C4   C5   C6      0.89  30.0  1
 ZGV  Var_46    H14  C8   C6   C7   -179.74  30.0  2
 ZGV  Var_47    H15  C9   C10  O1    179.77  30.0  2
 ZGV  Var_48    H17  C12  C11  O2    179.40  30.0  2
 ZGV  Var_49    H12  C7   C6   C8    -58.81  30.0  3
 ZGV  Var_50    H11  C7   C6   C8     59.72  30.0  3
 ZGV  Var_51    H13  C7   C6   C8   -179.70  30.0  3
 ZGV  Var_52    H15  C9   C10  N2      0.05  30.0  2
 ZGV  Var_53    H17  C12  C11  N2     -0.80  30.0  2
 ZGV  Var_54    H15  C9   C8   H14  -179.81   0.0  2
 ZGV  Var_55    H18  C13  C12  H17   178.19   0.0  2

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
 ZGV  chir_01  C2  O5  C1  C3  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
 ZGV  plan-1  O1   0.020
 ZGV  plan-1  C9   0.020
 ZGV  plan-1  C10  0.020
 ZGV  plan-1  C11  0.020
 ZGV  plan-1  C12  0.020
 ZGV  plan-1  N2   0.020
 ZGV  plan-1  H16  0.020
 ZGV  plan-1  O2   0.020
 ZGV  plan-2  C11  0.020
 ZGV  plan-2  C12  0.020
 ZGV  plan-2  C13  0.020
 ZGV  plan-2  C14  0.020
 ZGV  plan-2  H17  0.020
 ZGV  plan-2  H18  0.020
 ZGV  plan-3  O3   0.020
 ZGV  plan-3  C14  0.020
 ZGV  plan-3  C16  0.020
 ZGV  plan-3  N1   0.020
 ZGV  plan-3  O4   0.020
 ZGV  plan-3  C17  0.020
 ZGV  plan-4  C2   0.020
 ZGV  plan-4  C3   0.020
 ZGV  plan-4  C4   0.020
 ZGV  plan-4  C5   0.020
 ZGV  plan-4  H8   0.020
 ZGV  plan-4  H9   0.020
 ZGV  plan-5  C4   0.020
 ZGV  plan-5  C5   0.020
 ZGV  plan-5  C6   0.020
 ZGV  plan-5  C7   0.020
 ZGV  plan-5  C8   0.020
 ZGV  plan-5  H10  0.020
 ZGV  plan-6  C6   0.020
 ZGV  plan-6  C8   0.020
 ZGV  plan-6  C9   0.020
 ZGV  plan-6  C10  0.020
 ZGV  plan-6  H14  0.020
 ZGV  plan-6  H15  0.020

