# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 19:54:25 2020
#   Inital geometry file: a 133 line input string
#   Ligand name: (5Z,13E,15R)-15-hydroxy-9-oxoprosta-5,8(12),13-trien-1-oic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCC[C@@H](O)\C=C\C1=C(C\C=C/CCCC(O)=O)C(=O)CC1
#
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
 E2P  E2P  '(5Z,13E,15R)-15-hydroxy-9-oxoprosta-5,8(12),13-trien-1-oic acid'  ligand  53  24  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_E2P
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
 E2P  C1    C  CH3    0  -0.661   9.1175   2.9811   1.3354
 E2P  C2    C  CH2    0  -0.419   7.9808   2.8148   0.3360
 E2P  C3    C  CH2    0  -0.408   7.0524   1.6585   0.6863
 E2P  C4    C  CH2    0  -0.414   5.9263   1.4654  -0.3221
 E2P  C5    C  CH2    0  -0.460   4.9805   0.3350   0.0650
 E2P  C6    C  CH1    0  -0.029   3.8737   0.0876  -0.9578
 E2P  O6    O  OH1    0  -0.662   4.3859  -0.2821  -2.2258
 E2P  C7    C  C1     0  -0.192   2.9095  -0.9469  -0.4591
 E2P  C8    C  C1     0  -0.311   1.6111  -0.7078  -0.2494
 E2P  C9    C  CR5    0   0.068   0.6719  -1.6934   0.2430
 E2P  C10   C  CH2    0  -0.520   1.0918  -3.0920   0.6078
 E2P  C11   C  CH2    0  -0.571  -0.1950  -3.7747   1.0653
 E2P  C12   C  CR5    0   0.358  -1.2694  -2.7150   0.9409
 E2P  O12   O  O      0  -0.420  -2.4424  -2.8566   1.2229
 E2P  C13   C  CR5    0  -0.002  -0.6504  -1.4880   0.4325
 E2P  C14   C  CH2    0  -0.595  -1.4638  -0.2658   0.1507
 E2P  C15   C  C1     0  -0.210  -2.1484  -0.3888  -1.1829
 E2P  C16   C  C1     0  -0.200  -3.4570  -0.4738  -1.4130
 E2P  C17   C  CH2    0  -0.483  -4.5672  -0.4282  -0.4134
 E2P  C18   C  CH2    0  -0.404  -5.4448   0.8140  -0.5856
 E2P  C19   C  CH2    0  -0.582  -6.5868   0.8560   0.4151
 E2P  C20   C  C      0   0.410  -7.5265   2.0712   0.3195
 E2P  O21   O  O      0  -0.609  -7.2707   2.9416  -0.5356
 E2P  O20   O  OC    -1  -0.634  -8.4823   2.0854   1.1243
 E2P  H13   H  HCH3   0   0.225   9.7694   3.8144   1.0688
 E2P  H11   H  HCH3   0   0.216   8.7357   3.1693   2.3406
 E2P  H12   H  HCH3   0   0.216   9.7337   2.0813   1.3813
 E2P  H21   H  HCH2   0   0.211   7.3999   3.7407   0.2812
 E2P  H22   H  HCH2   0   0.210   8.3941   2.6579  -0.6651
 E2P  H31   H  HCH2   0   0.208   7.6356   0.7337   0.7584
 E2P  H32   H  HCH2   0   0.208   6.6274   1.8262   1.6821
 E2P  H41   H  HCH2   0   0.213   5.3554   2.3958  -0.4139
 E2P  H42   H  HCH2   0   0.216   6.3545   1.2697  -1.3089
 E2P  H51   H  HCH2   0   0.222   5.5457  -0.5937   0.2134
 E2P  H52   H  HCH2   0   0.234   4.5164   0.5632   1.0292
 E2P  H6    H  HCH1   0   0.239   3.3310   1.0245  -1.1212
 E2P  HO6   H  HOH1   0   0.445   4.9953  -1.0191  -2.1051
 E2P  H7    H  H      0   0.267   3.3226  -1.9347  -0.2638
 E2P  H8    H  H      0   0.250   1.2247   0.2850  -0.4604
 E2P  H101  H  HCH2   0   0.264   1.5456  -3.5958  -0.2484
 E2P  H102  H  HCH2   0   0.266   1.8510  -3.0723   1.3925
 E2P  H78   H  HCH2   0   0.278  -0.1402  -4.1283   2.0966
 E2P  H79   H  HCH2   0   0.278  -0.4573  -4.6381   0.4506
 E2P  H141  H  HCH2   0   0.262  -2.1884  -0.1233   0.9540
 E2P  H142  H  HCH2   0   0.260  -0.8234   0.6199   0.1464
 E2P  H15   H  H      0   0.236  -1.4750  -0.4270  -2.0345
 E2P  H16   H  H      0   0.229  -3.7735  -0.5605  -2.4499
 E2P  H171  H  HCH2   0   0.222  -5.1906  -1.3214  -0.5334
 E2P  H172  H  HCH2   0   0.226  -4.1796  -0.4684   0.6059
 E2P  H181  H  HCH2   0   0.208  -4.8214   1.7060  -0.4814
 E2P  H182  H  HCH2   0   0.206  -5.8402   0.8402  -1.6053
 E2P  H191  H  HCH2   0   0.217  -7.1938  -0.0522   0.3207
 E2P  H192  H  HCH2   0   0.218  -6.1823   0.8170   1.4338

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
 E2P  C1   C2    single  1.523  0.020  1.523
 E2P  C1   H13   single  0.970  0.020  1.090
 E2P  C1   H11   single  0.970  0.020  1.090
 E2P  C1   H12   single  0.970  0.020  1.090
 E2P  C2   C3    single  1.524  0.020  1.524
 E2P  C2   H21   single  0.970  0.020  1.090
 E2P  C2   H22   single  0.970  0.020  1.090
 E2P  C3   C4    single  1.524  0.020  1.524
 E2P  C3   H31   single  0.970  0.020  1.090
 E2P  C3   H32   single  0.970  0.020  1.090
 E2P  C4   C5    single  1.524  0.020  1.524
 E2P  C4   H41   single  0.970  0.020  1.090
 E2P  C4   H42   single  0.970  0.020  1.090
 E2P  C5   C6    single  1.527  0.020  1.527
 E2P  C5   H51   single  0.970  0.020  1.090
 E2P  C5   H52   single  0.970  0.020  1.090
 E2P  C6   O6    single  1.417  0.020  1.417
 E2P  C6   C7    single  1.499  0.020  1.499
 E2P  C6   H6    single  0.970  0.020  1.090
 E2P  O6   HO6   single  0.850  0.020  0.980
 E2P  C7   C8    double  1.337  0.020  1.337
 E2P  C7   H7    single  0.930  0.020  1.080
 E2P  C8   C9    single  1.448  0.020  1.448
 E2P  C8   H8    single  0.930  0.020  1.080
 E2P  C9   C10   single  1.505  0.020  1.505
 E2P  C9   C13   double  1.352  0.020  1.352
 E2P  C10  C11   single  1.527  0.020  1.527
 E2P  C10  H101  single  0.970  0.020  1.090
 E2P  C10  H102  single  0.970  0.020  1.090
 E2P  C11  C12   single  1.514  0.020  1.514
 E2P  C11  H78   single  0.970  0.020  1.090
 E2P  C11  H79   single  0.970  0.020  1.090
 E2P  C12  O12   double  1.215  0.020  1.215
 E2P  C12  C13   single  1.465  0.020  1.465
 E2P  C13  C14   single  1.495  0.020  1.495
 E2P  C14  C15   single  1.504  0.020  1.504
 E2P  C14  H141  single  0.970  0.020  1.090
 E2P  C14  H142  single  0.970  0.020  1.090
 E2P  C15  C16   double  1.331  0.020  1.331
 E2P  C15  H15   single  0.930  0.020  1.080
 E2P  C16  C17   single  1.495  0.020  1.495
 E2P  C16  H16   single  0.930  0.020  1.080
 E2P  C17  C18   single  1.531  0.020  1.531
 E2P  C17  H171  single  0.970  0.020  1.090
 E2P  C17  H172  single  0.970  0.020  1.090
 E2P  C18  C19   single  1.519  0.020  1.519
 E2P  C18  H181  single  0.970  0.020  1.090
 E2P  C18  H182  single  0.970  0.020  1.090
 E2P  C19  C20   single  1.539  0.020  1.539
 E2P  C19  H191  single  0.970  0.020  1.090
 E2P  C19  H192  single  0.970  0.020  1.090
 E2P  C20  O21   deloc   1.247  0.020  1.247
 E2P  C20  O20   deloc   1.250  0.020  1.250

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
 E2P  H12   C1   H11   107.50  3.000
 E2P  H12   C1   H13   107.61  3.000
 E2P  H11   C1   H13   107.60  3.000
 E2P  H12   C1   C2    111.04  3.000
 E2P  H11   C1   C2    111.23  3.000
 E2P  H13   C1   C2    111.66  3.000
 E2P  H22   C2   H21   106.02  3.000
 E2P  H22   C2   C3    109.37  3.000
 E2P  H21   C2   C3    109.28  3.000
 E2P  H22   C2   C1    109.52  3.000
 E2P  H21   C2   C1    109.68  3.000
 E2P  C3    C2   C1    112.76  3.000
 E2P  H32   C3   H31   106.01  3.000
 E2P  H32   C3   C4    109.52  3.000
 E2P  H31   C3   C4    109.26  3.000
 E2P  H32   C3   C2    109.22  3.000
 E2P  H31   C3   C2    109.35  3.000
 E2P  C4    C3   C2    113.23  3.000
 E2P  H42   C4   H41   106.29  3.000
 E2P  H42   C4   C5    109.85  3.000
 E2P  H41   C4   C5    109.14  3.000
 E2P  H42   C4   C3    109.30  3.000
 E2P  H41   C4   C3    109.45  3.000
 E2P  C5    C4   C3    112.62  3.000
 E2P  H52   C5   H51   106.01  3.000
 E2P  H52   C5   C6    108.45  3.000
 E2P  H51   C5   C6    109.07  3.000
 E2P  H52   C5   C4    109.42  3.000
 E2P  H51   C5   C4    110.03  3.000
 E2P  C6    C5   C4    113.57  3.000
 E2P  H6    C6   C7    108.74  3.000
 E2P  H6    C6   O6    105.60  3.000
 E2P  C7    C6   O6    110.49  3.000
 E2P  H6    C6   C5    108.70  3.000
 E2P  C7    C6   C5    110.80  3.000
 E2P  O6    C6   C5    112.32  3.000
 E2P  HO6   O6   C6    108.42  3.000
 E2P  H7    C7   C8    120.19  3.000
 E2P  H7    C7   C6    116.21  3.000
 E2P  C8    C7   C6    123.59  3.000
 E2P  H8    C8   C9    117.23  3.000
 E2P  H8    C8   C7    118.60  3.000
 E2P  C9    C8   C7    124.17  3.000
 E2P  C13   C9   C10   112.34  3.000
 E2P  C13   C9   C8    125.37  3.000
 E2P  C10   C9   C8    122.28  3.000
 E2P  H102  C10  H101  106.43  3.000
 E2P  H102  C10  C11   112.25  3.000
 E2P  H101  C10  C11   112.26  3.000
 E2P  H102  C10  C9    110.57  3.000
 E2P  H101  C10  C9    110.76  3.000
 E2P  C11   C10  C9    104.65  3.000
 E2P  H79   C11  H78   106.72  3.000
 E2P  H79   C11  C12   109.68  3.000
 E2P  H78   C11  C12   109.88  3.000
 E2P  H79   C11  C10   112.78  3.000
 E2P  H78   C11  C10   112.68  3.000
 E2P  C12   C11  C10   105.10  3.000
 E2P  C13   C12  O12   125.88  3.000
 E2P  C13   C12  C11   108.35  3.000
 E2P  O12   C12  C11   125.77  3.000
 E2P  C14   C13  C12   121.35  3.000
 E2P  C14   C13  C9    129.06  3.000
 E2P  C12   C13  C9    109.55  3.000
 E2P  H142  C14  H141  106.63  3.000
 E2P  H142  C14  C15   109.24  3.000
 E2P  H141  C14  C15   111.17  3.000
 E2P  H142  C14  C13   110.15  3.000
 E2P  H141  C14  C13   109.22  3.000
 E2P  C15   C14  C13   110.36  3.000
 E2P  H15   C15  C16   118.13  3.000
 E2P  H15   C15  C14   114.57  3.000
 E2P  C16   C15  C14   127.29  3.000
 E2P  H16   C16  C17   115.08  3.000
 E2P  H16   C16  C15   117.12  3.000
 E2P  C17   C16  C15   127.77  3.000
 E2P  H172  C17  H171  105.93  3.000
 E2P  H172  C17  C18   109.79  3.000
 E2P  H171  C17  C18   108.84  3.000
 E2P  H172  C17  C16   111.08  3.000
 E2P  H171  C17  C16   108.93  3.000
 E2P  C18   C17  C16   112.05  3.000
 E2P  H182  C18  H181  105.98  3.000
 E2P  H182  C18  C19   109.98  3.000
 E2P  H181  C18  C19   110.08  3.000
 E2P  H182  C18  C17   109.36  3.000
 E2P  H181  C18  C17   108.94  3.000
 E2P  C19   C18  C17   112.29  3.000
 E2P  H192  C19  H191  104.76  3.000
 E2P  H192  C19  C20   108.11  3.000
 E2P  H191  C19  C20   108.10  3.000
 E2P  H192  C19  C18   109.49  3.000
 E2P  H191  C19  C18   109.67  3.000
 E2P  C20   C19  C18   116.10  3.000
 E2P  O20   C20  O21   126.21  3.000
 E2P  O20   C20  C19   115.84  3.000
 E2P  O21   C20  C19   117.94  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
 E2P  Var_01  C12  C11  C10  C9     -0.37  30.0  1
 E2P  Var_02  C11  C12  C13  C9     -0.18  30.0  1
 E2P  Var_03  C12  C13  C9   C10    -0.08  30.0  1
 E2P  Var_04  C13  C12  C11  C10     0.35  30.0  1
 E2P  Var_05  C13  C9   C10  C11     0.29  30.0  1
 E2P  Var_06  C10  C9   C8   C7      1.87  30.0  2
 E2P  Var_07  C15  C14  C13  C9     97.05  30.0  3
 E2P  Var_08  C9   C8   C7   C6   -179.42   0.0  2
 E2P  Var_09  C16  C15  C14  C13   114.09  30.0  3
 E2P  Var_10  C17  C16  C15  C14     1.95   0.0  2
 E2P  Var_11  C4   C3   C2   C1   -178.87  30.0  3
 E2P  Var_12  C5   C4   C3   C2   -178.14  30.0  3
 E2P  Var_13  C6   C5   C4   C3   -177.81  30.0  3
 E2P  Var_14  C18  C17  C16  C15   114.28  30.0  3
 E2P  Var_15  C19  C18  C17  C16   179.19  30.0  3
 E2P  Var_16  C20  C19  C18  C17  -179.98  30.0  3
 E2P  Var_17  O21  C20  C19  C18    -1.80  30.0  3
 E2P  Var_18  H13  C1   C2   C3   -179.89  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
 E2P  chir_01  C6  C5  O6  C7  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
 E2P  plan-1  C11  0.020
 E2P  plan-1  C12  0.020
 E2P  plan-1  O12  0.020
 E2P  plan-1  C13  0.020
 E2P  plan-2  C19  0.020
 E2P  plan-2  C20  0.020
 E2P  plan-2  O21  0.020
 E2P  plan-2  O20  0.020
 E2P  plan-3  C6   0.020
 E2P  plan-3  C7   0.020
 E2P  plan-3  C8   0.020
 E2P  plan-3  C9   0.020
 E2P  plan-3  H7   0.020
 E2P  plan-3  H8   0.020
 E2P  plan-4  C14  0.020
 E2P  plan-4  C15  0.020
 E2P  plan-4  C16  0.020
 E2P  plan-4  C17  0.020
 E2P  plan-4  H15  0.020
 E2P  plan-4  H16  0.020

