# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 16:48:23 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  50  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   9.6180  -2.4603   0.8446
 PTG  C2    C  CH2    0  -0.420   8.1418  -2.1798   1.0890
 PTG  C3    C  CH2    0  -0.408   7.4323  -1.6290  -0.1428
 PTG  C4    C  CH2    0  -0.417   5.9496  -1.3725   0.0926
 PTG  C5    C  CH2    0  -0.490   5.2420  -0.7947  -1.1380
 PTG  C6    C  C1     0  -0.184   3.7771  -0.6544  -0.9123
 PTG  C7    C  C1     0  -0.253   3.1100   0.5067  -0.8488
 PTG  C8    C  C1     0  -0.261   1.6893   0.5327  -0.5858
 PTG  C10   C  CR5    0  -0.009   0.8855   1.6010  -0.4446
 PTG  C11   C  CR5    0   0.310   1.2684   3.0288  -0.5213
 PTG  O12   O  O      0  -0.433   2.3746   3.4968  -0.7307
 PTG  C13   C  CR15   0  -0.315   0.0339   3.7966  -0.2910
 PTG  C14   C  CR15   0  -0.178  -0.9931   2.9641  -0.0989
 PTG  C15   C  CR15   0  -0.340  -0.5944   1.5200  -0.1594
 PTG  C16   C  CH2    0  -0.481  -0.9299   0.7426   1.1279
 PTG  C17   C  C1     0  -0.227  -2.3976   0.7019   1.4213
 PTG  C18   C  C1     0  -0.194  -3.1582  -0.3809   1.2883
 PTG  C19   C  CH2    0  -0.480  -4.6314  -0.4403   1.5355
 PTG  C20   C  CH2    0  -0.403  -5.4210  -0.7649   0.2656
 PTG  C21   C  CH2    0  -0.582  -6.9134  -0.8856   0.5249
 PTG  C22   C  C      0   0.410  -7.7836  -1.2293  -0.6975
 PTG  O23   O  O      0  -0.609  -7.2116  -1.3946  -1.7928
 PTG  O24   O  OC    -1  -0.634  -9.0118  -1.3188  -0.4855
 PTG  H1    H  HCH3   0   0.216  10.1465  -1.5553   0.5387
 PTG  H1A   H  HCH3   0   0.226  10.1085  -2.8388   1.7422
 PTG  H1B   H  HCH3   0   0.216   9.7548  -3.2029   0.0562
 PTG  H2    H  HCH2   0   0.212   7.6418  -3.0977   1.4127
 PTG  H2A   H  HCH2   0   0.212   8.0362  -1.4687   1.9140
 PTG  H3    H  HCH2   0   0.211   7.9203  -0.6995  -0.4554
 PTG  H3A   H  HCH2   0   0.210   7.5509  -2.3317  -0.9747
 PTG  H4    H  HCH2   0   0.220   5.4604  -2.3075   0.3845
 PTG  H4A   H  HCH2   0   0.221   5.8231  -0.6827   0.9326
 PTG  H5    H  HCH2   0   0.238   5.6819   0.1702  -1.4029
 PTG  H5A   H  HCH2   0   0.239   5.4088  -1.4677  -1.9862
 PTG  H6    H  H      0   0.253   3.2263  -1.5807  -0.7597
 PTG  H7    H  H      0   0.259   3.6380   1.4407  -0.9917
 PTG  H8    H  H      0   0.253   1.2278  -0.4477  -0.4835
 PTG  H13   H  HCR5   0   0.267  -0.0046   4.8771  -0.2902
 PTG  H14   H  HCR5   0   0.279  -2.0143   3.2730   0.0830
 PTG  H15   H  HCR5   0   0.280  -1.1263   1.0355  -0.9874
 PTG  H16   H  HCH2   0   0.249  -0.5531  -0.2771   1.0201
 PTG  H16A  H  HCH2   0   0.242  -0.3865   1.1983   1.9612
 PTG  H17   H  H      0   0.234  -2.8586   1.6300   1.7524
 PTG  H18   H  H      0   0.228  -2.6940  -1.3073   0.9529
 PTG  H19   H  HCH2   0   0.222  -4.8406  -1.2101   2.2873
 PTG  H19A  H  HCH2   0   0.222  -4.9772   0.5081   1.9583
 PTG  H20   H  HCH2   0   0.209  -5.2310   0.0113  -0.4801
 PTG  H20A  H  HCH2   0   0.207  -5.0441  -1.6972  -0.1648
 PTG  H21   H  HCH2   0   0.218  -7.0914  -1.6465   1.2943
 PTG  H21A  H  HCH2   0   0.218  -7.2888   0.0479   0.9606

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  1.525  0.020  1.525
 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  1.533  0.020  1.533
 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  1.341  0.020  1.341
 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  1.480  0.020  1.480
 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  1.499  0.020  1.499
 PTG  C14  H14   single  0.930  0.020  1.080
 PTG  C15  C16   single  1.541  0.020  1.541
 PTG  C15  H15   single  0.970  0.020  1.090
 PTG  C16  C17   single  1.497  0.020  1.497
 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  1.495  0.020  1.495
 PTG  C18  H18   single  0.930  0.020  1.080
 PTG  C19  C20   single  1.530  0.020  1.530
 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  1.539  0.020  1.539
 PTG  C21  H21   single  0.970  0.020  1.090
 PTG  C21  H21A  single  0.970  0.020  1.090
 PTG  C22  O23   deloc   1.247  0.020  1.247
 PTG  C22  O24   deloc   1.250  0.020  1.250
 PTG  C13  C11   single  1.472  0.020  1.472

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  107.58  3.000
 PTG  H1B   C1   H1   107.51  3.000
 PTG  H1A   C1   H1   107.49  3.000
 PTG  H1B   C1   C2   111.27  3.000
 PTG  H1A   C1   C2   111.59  3.000
 PTG  H1    C1   C2   111.20  3.000
 PTG  H2A   C2   H2   106.14  3.000
 PTG  H2A   C2   C3   109.23  3.000
 PTG  H2    C2   C3   109.23  3.000
 PTG  H2A   C2   C1   109.53  3.000
 PTG  H2    C2   C1   109.63  3.000
 PTG  C3    C2   C1   112.84  3.000
 PTG  H3A   C3   H3   106.22  3.000
 PTG  H3A   C3   C4   109.32  3.000
 PTG  H3    C3   C4   109.57  3.000
 PTG  H3A   C3   C2   109.36  3.000
 PTG  H3    C3   C2   109.26  3.000
 PTG  C4    C3   C2   112.90  3.000
 PTG  H4A   C4   H4   106.38  3.000
 PTG  H4A   C4   C5   108.99  3.000
 PTG  H4    C4   C5   109.25  3.000
 PTG  H4A   C4   C3   109.72  3.000
 PTG  H4    C4   C3   109.41  3.000
 PTG  C5    C4   C3   112.89  3.000
 PTG  H5A   C5   H5   107.06  3.000
 PTG  H5A   C5   C6   108.97  3.000
 PTG  H5    C5   C6   110.46  3.000
 PTG  H5A   C5   C4   108.65  3.000
 PTG  H5    C5   C4   109.97  3.000
 PTG  C6    C5   C4   111.60  3.000
 PTG  H6    C6   C7   118.60  3.000
 PTG  H6    C6   C5   116.03  3.000
 PTG  C7    C6   C5   125.34  3.000
 PTG  H7    C7   C8   119.22  3.000
 PTG  H7    C7   C6   119.89  3.000
 PTG  C8    C7   C6   120.89  3.000
 PTG  H8    C8   C10  116.90  3.000
 PTG  H8    C8   C7   114.69  3.000
 PTG  C10   C8   C7   128.40  3.000
 PTG  C15   C10  C11  108.37  3.000
 PTG  C15   C10  C8   124.29  3.000
 PTG  C11   C10  C8   127.33  3.000
 PTG  C13   C11  O12  125.98  3.000
 PTG  C13   C11  C10  106.15  3.000
 PTG  O12   C11  C10  127.87  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  122.18  3.000
 PTG  H14   C14  C13  124.87  3.000
 PTG  C15   C14  C13  112.95  3.000
 PTG  H15   C15  C16  107.59  3.000
 PTG  H15   C15  C14  109.09  3.000
 PTG  C16   C15  C14  113.22  3.000
 PTG  H15   C15  C10  110.88  3.000
 PTG  C16   C15  C10  113.48  3.000
 PTG  C14   C15  C10  102.51  3.000
 PTG  H16A  C16  H16  107.01  3.000
 PTG  H16A  C16  C17  110.42  3.000
 PTG  H16   C16  C17  109.40  3.000
 PTG  H16A  C16  C15  108.54  3.000
 PTG  H16   C16  C15  108.26  3.000
 PTG  C17   C16  C15  113.01  3.000
 PTG  H17   C17  C18  118.86  3.000
 PTG  H17   C17  C16  116.87  3.000
 PTG  C18   C17  C16  124.27  3.000
 PTG  H18   C18  C19  115.93  3.000
 PTG  H18   C18  C17  118.65  3.000
 PTG  C19   C18  C17  125.41  3.000
 PTG  H19A  C19  H19  106.45  3.000
 PTG  H19A  C19  C20  109.96  3.000
 PTG  H19   C19  C20  108.77  3.000
 PTG  H19A  C19  C18  109.93  3.000
 PTG  H19   C19  C18  109.23  3.000
 PTG  C20   C19  C18  112.31  3.000
 PTG  H20A  C20  H20  106.08  3.000
 PTG  H20A  C20  C21  109.75  3.000
 PTG  H20   C20  C21  110.09  3.000
 PTG  H20A  C20  C19  109.24  3.000
 PTG  H20   C20  C19  109.02  3.000
 PTG  C21   C20  C19  112.45  3.000
 PTG  H21A  C21  H21  104.86  3.000
 PTG  H21A  C21  C22  108.19  3.000
 PTG  H21   C21  C22  108.09  3.000
 PTG  H21A  C21  C20  109.66  3.000
 PTG  H21   C21  C20  109.52  3.000
 PTG  C22   C21  C20  115.94  3.000
 PTG  O24   C22  O23  126.19  3.000
 PTG  O24   C22  C21  115.91  3.000
 PTG  O23   C22  C21  117.90  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  Var_01  C14  C13  C11  C10    -0.18  30.0  1
 PTG  Var_02  C15  C14  C13  C11     0.55  30.0  1
 PTG  Var_03  C15  C10  C11  C13    -0.24  30.0  1
 PTG  Var_04  C11  C10  C8   C7     -0.22  30.0  2
 PTG  Var_05  C10  C8   C7   C6    177.47  30.0  2
 PTG  Var_06  C18  C17  C16  C15   107.74  30.0  3
 PTG  Var_07  C8   C7   C6   C5   -178.17   0.0  2
 PTG  Var_08  C19  C18  C17  C16  -178.11   0.0  2
 PTG  Var_09  C4   C3   C2   C1    178.92  30.0  3
 PTG  Var_10  C5   C4   C3   C2    178.95  30.0  3
 PTG  Var_11  C6   C5   C4   C3    175.57  30.0  3
 PTG  Var_12  C7   C6   C5   C4    113.74  30.0  3
 PTG  Var_13  C20  C19  C18  C17   116.02  30.0  3
 PTG  Var_14  C21  C20  C19  C18   177.52  30.0  3
 PTG  Var_15  C22  C21  C20  C19  -179.24  30.0  3
 PTG  Var_16  O23  C22  C21  C20     0.68  30.0  3
 PTG  Var_17  H1   C1   C2   C3     59.12  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-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

