# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May 23 22:43:59 2020
#   Inital geometry file: a 131 line input string
#   Ligand name: (5E,12Z,14E)-11-oxoprosta-5,9,12,14-tetraen-1-oic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCC\C=C\C=C/1[C@@H](C\C=C\CCCC(O)=O)C=CC/1=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
 PTG  PTG  '(5E,12Z,14E)-11-oxoprosta-5,9,12,14-tetraen-1-oic acid'  ligand  51  23  .  2021-08-20  2021-08-20  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_PTG
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
 PTG  C1    C  CH3   0  -0.662   9.4764  -2.7550   0.8535
 PTG  C2    C  CH2   0  -0.419   7.9565  -2.6799   0.8973
 PTG  C3    C  CH2   0  -0.409   7.3858  -1.6565  -0.0769
 PTG  C4    C  CH2   0  -0.419   5.8693  -1.5393   0.0027
 PTG  C5    C  CH2   0  -0.490   5.3006  -0.5448  -1.0119
 PTG  C6    C  C1    0  -0.179   3.8197  -0.4223  -0.9111
 PTG  C7    C  C1    0  -0.258   3.1601   0.7284  -0.7170
 PTG  C8    C  C1    0  -0.259   1.7205   0.7590  -0.5955
 PTG  C10   C  CR5   0  -0.005   0.9259   1.8330  -0.4444
 PTG  C11   C  CR5   0   0.310   1.3354   3.2556  -0.4217
 PTG  O12   O  O     0  -0.432   2.4655   3.7112  -0.4615
 PTG  C13   C  CR15  0  -0.314   0.0912   4.0383  -0.3461
 PTG  C14   C  CR15  0  -0.179  -0.9620   3.2186  -0.2948
 PTG  C15   C  CR15  0  -0.353  -0.5753   1.7694  -0.2997
 PTG  C16   C  CH2   0  -0.476  -1.0113   1.0382   0.9860
 PTG  C17   C  C1    0  -0.218  -2.4955   0.9707   1.1589
 PTG  C18   C  C1    0  -0.203  -3.1977  -0.1552   1.2480
 PTG  C19   C  CH2   0  -0.482  -4.6805  -0.2164   1.4356
 PTG  C20   C  CH2   0  -0.421  -5.3766  -1.0359   0.3495
 PTG  C21   C  CH2   0  -0.580  -6.8811  -1.0684   0.5609
 PTG  C22   C  C     0   0.550  -7.6216  -1.8746  -0.4690
 PTG  O23   O  O     0  -0.446  -7.1151  -2.4455  -1.4029
 PTG  O24   O  OH1   0  -0.598  -8.9314  -1.8912  -0.2361
 PTG  H1    H  HCH3  0   0.216   9.9273  -1.7952   1.1132
 PTG  H1A   H  HCH3  0   0.226   9.8601  -3.4995   1.5521
 PTG  H1B   H  HCH3  0   0.216   9.8303  -3.0244  -0.1434
 PTG  H2    H  HCH2  0   0.212   7.5350  -3.6646   0.6736
 PTG  H2A   H  HCH2  0   0.212   7.6309  -2.4335   1.9125
 PTG  H3    H  HCH2  0   0.210   7.8352  -0.6775   0.1228
 PTG  H3A   H  HCH2  0   0.211   7.6789  -1.9235  -1.0981
 PTG  H4    H  HCH2  0   0.218   5.4156  -2.5219  -0.1626
 PTG  H4A   H  HCH2  0   0.222   5.5794  -1.2323   1.0123
 PTG  H5    H  HCH2  0   0.237   5.7644   0.4357  -0.8753
 PTG  H5A   H  HCH2  0   0.242   5.5676  -0.8822  -2.0200
 PTG  H6    H  H     0   0.252   3.2492  -1.3464  -0.9870
 PTG  H7    H  H     0   0.259   3.7136   1.6551  -0.6391
 PTG  H8    H  H     0   0.255   1.2357  -0.2152  -0.6233
 PTG  H13   H  HCR5  0   0.267   0.0666   5.1192  -0.3373
 PTG  H14   H  HCR5  0   0.279  -1.9936   3.5421  -0.2448
 PTG  H15   H  HCR5  0   0.280  -1.0418   1.2646  -1.1535
 PTG  H16   H  HCH2  0   0.253  -0.5979   0.0274   0.9677
 PTG  H16A  H  HCH2  0   0.243  -0.5581   1.5508   1.8410
 PTG  H17   H  H     0   0.237  -3.0257   1.9186   1.2280
 PTG  H18   H  H     0   0.233  -2.6766  -1.1087   1.1800
 PTG  H19   H  HCH2  0   0.233  -4.9079  -0.6594   2.4119
 PTG  H19A  H  HCH2  0   0.232  -5.0878   0.7984   1.4548
 PTG  H20   H  HCH2  0   0.233  -5.1454  -0.6104  -0.6298
 PTG  H20A  H  HCH2  0   0.231  -4.9789  -2.0537   0.3489
 PTG  H21   H  HCH2  0   0.277  -7.1238  -1.4707   1.5496
 PTG  H21A  H  HCH2  0   0.278  -7.2894  -0.0527   0.5531
 PTG  H28   H  HOH1  0   0.478  -9.3821  -2.4083  -0.9203

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
 PTG  C1   C2    single  1.522  0.020  1.522
 PTG  C1   H1    single  0.970  0.020  1.090
 PTG  C1   H1A   single  0.970  0.020  1.090
 PTG  C1   H1B   single  0.970  0.020  1.090
 PTG  C2   C3    single  1.524  0.020  1.524
 PTG  C2   H2    single  0.970  0.020  1.090
 PTG  C2   H2A   single  0.970  0.020  1.090
 PTG  C3   C4    single  1.523  0.020  1.523
 PTG  C3   H3    single  0.970  0.020  1.090
 PTG  C3   H3A   single  0.970  0.020  1.090
 PTG  C4   C5    single  1.530  0.020  1.530
 PTG  C4   H4    single  0.970  0.020  1.090
 PTG  C4   H4A   single  0.970  0.020  1.090
 PTG  C5   C6    single  1.489  0.020  1.489
 PTG  C5   H5    single  0.970  0.020  1.090
 PTG  C5   H5A   single  0.970  0.020  1.090
 PTG  C6   C7    double  1.340  0.020  1.340
 PTG  C6   H6    single  0.930  0.020  1.080
 PTG  C7   C8    single  1.445  0.020  1.445
 PTG  C7   H7    single  0.930  0.020  1.080
 PTG  C8   C10   double  1.344  0.020  1.344
 PTG  C8   H8    single  0.930  0.020  1.080
 PTG  C10  C11   single  1.481  0.020  1.481
 PTG  C10  C15   single  1.509  0.020  1.509
 PTG  C11  O12   double  1.219  0.020  1.219
 PTG  C13  C14   double  1.336  0.020  1.336
 PTG  C13  H13   single  0.930  0.020  1.080
 PTG  C14  C15   single  1.500  0.020  1.500
 PTG  C14  H14   single  0.930  0.020  1.080
 PTG  C15  C16   single  1.542  0.020  1.542
 PTG  C15  H15   single  0.970  0.020  1.090
 PTG  C16  C17   single  1.496  0.020  1.496
 PTG  C16  H16   single  0.970  0.020  1.090
 PTG  C16  H16A  single  0.970  0.020  1.090
 PTG  C17  C18   double  1.330  0.020  1.330
 PTG  C17  H17   single  0.930  0.020  1.080
 PTG  C18  C19   single  1.496  0.020  1.496
 PTG  C18  H18   single  0.930  0.020  1.080
 PTG  C19  C20   single  1.528  0.020  1.528
 PTG  C19  H19   single  0.970  0.020  1.090
 PTG  C19  H19A  single  0.970  0.020  1.090
 PTG  C20  C21   single  1.520  0.020  1.520
 PTG  C20  H20   single  0.970  0.020  1.090
 PTG  C20  H20A  single  0.970  0.020  1.090
 PTG  C21  C22   single  1.503  0.020  1.503
 PTG  C21  H21   single  0.970  0.020  1.090
 PTG  C21  H21A  single  0.970  0.020  1.090
 PTG  C22  O23   double  1.206  0.020  1.206
 PTG  C22  O24   single  1.330  0.020  1.330
 PTG  C13  C11   single  1.472  0.020  1.472
 PTG  O24  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
 PTG  H1B   C1   H1A  107.60  3.000
 PTG  H1B   C1   H1   107.48  3.000
 PTG  H1A   C1   H1   107.61  3.000
 PTG  H1B   C1   C2   111.22  3.000
 PTG  H1A   C1   C2   111.50  3.000
 PTG  H1    C1   C2   111.23  3.000
 PTG  H2A   C2   H2   106.12  3.000
 PTG  H2A   C2   C3   109.30  3.000
 PTG  H2    C2   C3   109.24  3.000
 PTG  H2A   C2   C1   109.56  3.000
 PTG  H2    C2   C1   109.53  3.000
 PTG  C3    C2   C1   112.87  3.000
 PTG  H3A   C3   H3   106.14  3.000
 PTG  H3A   C3   C4   109.50  3.000
 PTG  H3    C3   C4   109.28  3.000
 PTG  H3A   C3   C2   109.40  3.000
 PTG  H3    C3   C2   109.27  3.000
 PTG  C4    C3   C2   113.03  3.000
 PTG  H4A   C4   H4   106.34  3.000
 PTG  H4A   C4   C5   109.32  3.000
 PTG  H4    C4   C5   109.21  3.000
 PTG  H4A   C4   C3   109.49  3.000
 PTG  H4    C4   C3   109.61  3.000
 PTG  C5    C4   C3   112.67  3.000
 PTG  H5A   C5   H5   106.72  3.000
 PTG  H5A   C5   C6   109.26  3.000
 PTG  H5    C5   C6   109.85  3.000
 PTG  H5A   C5   C4   108.62  3.000
 PTG  H5    C5   C4   110.02  3.000
 PTG  C6    C5   C4   112.21  3.000
 PTG  H6    C6   C7   118.75  3.000
 PTG  H6    C6   C5   116.52  3.000
 PTG  C7    C6   C5   124.73  3.000
 PTG  H7    C7   C8   119.03  3.000
 PTG  H7    C7   C6   119.59  3.000
 PTG  C8    C7   C6   121.37  3.000
 PTG  H8    C8   C10  117.03  3.000
 PTG  H8    C8   C7   115.00  3.000
 PTG  C10   C8   C7   127.97  3.000
 PTG  C15   C10  C11  108.31  3.000
 PTG  C15   C10  C8   124.40  3.000
 PTG  C11   C10  C8   127.28  3.000
 PTG  C13   C11  O12  125.91  3.000
 PTG  C13   C11  C10  106.14  3.000
 PTG  O12   C11  C10  127.95  3.000
 PTG  H13   C13  C14  126.53  3.000
 PTG  H13   C13  C11  123.46  3.000
 PTG  C14   C13  C11  110.01  3.000
 PTG  H14   C14  C15  122.33  3.000
 PTG  H14   C14  C13  124.75  3.000
 PTG  C15   C14  C13  112.92  3.000
 PTG  H15   C15  C16  108.10  3.000
 PTG  H15   C15  C14  109.74  3.000
 PTG  C16   C15  C14  112.49  3.000
 PTG  H15   C15  C10  111.59  3.000
 PTG  C16   C15  C10  112.40  3.000
 PTG  C14   C15  C10  102.48  3.000
 PTG  H16A  C16  H16  106.84  3.000
 PTG  H16A  C16  C17  109.97  3.000
 PTG  H16   C16  C17  109.62  3.000
 PTG  H16A  C16  C15  108.18  3.000
 PTG  H16   C16  C15  108.53  3.000
 PTG  C17   C16  C15  113.47  3.000
 PTG  H17   C17  C18  118.42  3.000
 PTG  H17   C17  C16  116.84  3.000
 PTG  C18   C17  C16  124.74  3.000
 PTG  H18   C18  C19  116.52  3.000
 PTG  H18   C18  C17  118.98  3.000
 PTG  C19   C18  C17  124.51  3.000
 PTG  H19A  C19  H19  106.39  3.000
 PTG  H19A  C19  C20  109.90  3.000
 PTG  H19   C19  C20  108.78  3.000
 PTG  H19A  C19  C18  109.47  3.000
 PTG  H19   C19  C18  109.51  3.000
 PTG  C20   C19  C18  112.60  3.000
 PTG  H20A  C20  H20  106.58  3.000
 PTG  H20A  C20  C21  109.91  3.000
 PTG  H20   C20  C21  110.03  3.000
 PTG  H20A  C20  C19  109.51  3.000
 PTG  H20   C20  C19  109.38  3.000
 PTG  C21   C20  C19  111.32  3.000
 PTG  H21A  C21  H21  105.35  3.000
 PTG  H21A  C21  C22  108.00  3.000
 PTG  H21   C21  C22  108.21  3.000
 PTG  H21A  C21  C20  110.40  3.000
 PTG  H21   C21  C20  110.67  3.000
 PTG  C22   C21  C20  113.83  3.000
 PTG  O24   C22  O23  122.89  3.000
 PTG  O24   C22  C21  111.83  3.000
 PTG  O23   C22  C21  125.28  3.000
 PTG  H28   O24  C22  109.94  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
 PTG  CONST_01  H28  O24  C22  C21   180.00   0.0  0
 PTG  Var_01    C14  C13  C11  C10     1.33  30.0  1
 PTG  Var_02    C15  C14  C13  C11     1.20  30.0  1
 PTG  Var_03    C15  C10  C11  C13    -3.27  30.0  1
 PTG  Var_04    C11  C10  C8   C7      2.73  30.0  2
 PTG  Var_05    C10  C8   C7   C6   -177.61  30.0  2
 PTG  Var_06    C18  C17  C16  C15   120.24  30.0  3
 PTG  Var_07    C8   C7   C6   C5   -178.37   0.0  2
 PTG  Var_08    C19  C18  C17  C16   179.31   0.0  2
 PTG  Var_09    C4   C3   C2   C1   -177.74  30.0  3
 PTG  Var_10    C5   C4   C3   C2   -178.03  30.0  3
 PTG  Var_11    C6   C5   C4   C3   -179.11  30.0  3
 PTG  Var_12    C7   C6   C5   C4    124.35  30.0  3
 PTG  Var_13    C20  C19  C18  C17   124.34  30.0  3
 PTG  Var_14    C21  C20  C19  C18  -179.48  30.0  3
 PTG  Var_15    C22  C21  C20  C19  -179.32  30.0  3
 PTG  Var_16    O23  C22  C21  C20    -0.91  30.0  3
 PTG  Var_17    H1   C1   C2   C3     60.38  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
 PTG  chir_01  C15  C10  C14  C16  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
 PTG  plan-1  C10  0.020
 PTG  plan-1  C11  0.020
 PTG  plan-1  O12  0.020
 PTG  plan-1  C13  0.020
 PTG  plan-2  C21  0.020
 PTG  plan-2  C22  0.020
 PTG  plan-2  O23  0.020
 PTG  plan-2  O24  0.020
 PTG  plan-2  H28  0.020
 PTG  plan-3  C5   0.020
 PTG  plan-3  C6   0.020
 PTG  plan-3  C7   0.020
 PTG  plan-3  C8   0.020
 PTG  plan-3  H6   0.020
 PTG  plan-3  H7   0.020
 PTG  plan-4  C16  0.020
 PTG  plan-4  C17  0.020
 PTG  plan-4  C18  0.020
 PTG  plan-4  C19  0.020
 PTG  plan-4  H17  0.020
 PTG  plan-4  H18  0.020

