# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 21:41:48 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  54  24  .  2021-08-08  2022-11-17
;
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   9.1809   2.8911   1.3410
 E2P  C2    C  CH2   0  -0.419   8.0487   2.7431   0.3337
 E2P  C3    C  CH2   0  -0.407   7.0912   1.6114   0.6861
 E2P  C4    C  CH2   0  -0.414   5.9702   1.4339  -0.3308
 E2P  C5    C  CH2   0  -0.460   4.9972   0.3273   0.0575
 E2P  C6    C  CH1   0  -0.029   3.8931   0.0947  -0.9718
 E2P  O6    O  OH1   0  -0.661   4.4070  -0.2890  -2.2348
 E2P  C7    C  C1    0  -0.192   2.9096  -0.9219  -0.4742
 E2P  C8    C  C1    0  -0.311   1.6148  -0.6613  -0.2678
 E2P  C9    C  CR5   0   0.069   0.6603  -1.6300   0.2286
 E2P  C10   C  CH2   0  -0.520   1.0585  -3.0336   0.5986
 E2P  C11   C  CH2   0  -0.571  -0.2368  -3.6920   1.0676
 E2P  C12   C  CR5   0   0.359  -1.2959  -2.6186   0.9331
 E2P  O12   O  O     0  -0.420  -2.4715  -2.7415   1.2137
 E2P  C13   C  CR5   0  -0.001  -0.6585  -1.4036   0.4187
 E2P  C14   C  CH2   0  -0.598  -1.4544  -0.1708   0.1318
 E2P  C15   C  C1    0  -0.206  -2.1432  -0.2919  -1.1994
 E2P  C16   C  C1    0  -0.203  -3.4520  -0.3807  -1.4263
 E2P  C17   C  CH2   0  -0.488  -4.5550  -0.3484  -0.4179
 E2P  C18   C  CH2   0  -0.420  -5.4451   0.8833  -0.5882
 E2P  C19   C  CH2   0  -0.580  -6.5624   0.9017   0.4405
 E2P  C20   C  C     0   0.549  -7.4776   2.0886   0.3268
 E2P  O21   O  O     0  -0.446  -7.4029   2.9490  -0.5152
 E2P  O20   O  OH1   0  -0.598  -8.4071   2.0879   1.2785
 E2P  H13   H  HCH3  0   0.226   9.8524   3.7084   1.0753
 E2P  H11   H  HCH3  0   0.216   8.7957   3.0935   2.3422
 E2P  H12   H  HCH3  0   0.216   9.7774   1.9785   1.3974
 E2P  H21   H  HCH2  0   0.211   7.4897   3.6816   0.2667
 E2P  H22   H  HCH2  0   0.211   8.4662   2.5681  -0.6626
 E2P  H31   H  HCH2  0   0.208   7.6528   0.6746   0.7724
 E2P  H32   H  HCH2  0   0.208   6.6613   1.7984   1.6764
 E2P  H41   H  HCH2  0   0.213   5.4203   2.3754  -0.4361
 E2P  H42   H  HCH2  0   0.216   6.4027   1.2199  -1.3119
 E2P  H51   H  HCH2  0   0.222   5.5413  -0.6121   0.2174
 E2P  H52   H  HCH2  0   0.234   4.5307   0.5728   1.0164
 E2P  H6    H  HCH1  0   0.239   3.3673   1.0401  -1.1428
 E2P  HO6   H  HOH1  0   0.445   5.0011  -1.0374  -2.1074
 E2P  H7    H  H     0   0.268   3.3071  -1.9152  -0.2742
 E2P  H8    H  H     0   0.250   1.2440   0.3364  -0.4841
 E2P  H101  H  HCH2  0   0.265   1.4967  -3.5491  -0.2588
 E2P  H102  H  HCH2  0   0.266   1.8234  -3.0237   1.3777
 E2P  H78   H  HCH2  0   0.279  -0.1840  -4.0311   2.1040
 E2P  H79   H  HCH2  0   0.278  -0.5131  -4.5606   0.4666
 E2P  H141  H  HCH2  0   0.263  -2.1745  -0.0133   0.9364
 E2P  H142  H  HCH2  0   0.262  -0.8018   0.7056   0.1207
 E2P  H15   H  H     0   0.239  -1.4734  -0.3262  -2.0539
 E2P  H16   H  H     0   0.233  -3.7737  -0.4671  -2.4613
 E2P  H171  H  HCH2  0   0.233  -5.1694  -1.2479  -0.5327
 E2P  H172  H  HCH2  0   0.236  -4.1599  -0.3806   0.5981
 E2P  H181  H  HCH2  0   0.233  -4.8338   1.7838  -0.4925
 E2P  H182  H  HCH2  0   0.231  -5.8636   0.8972  -1.5979
 E2P  H191  H  HCH2  0   0.278  -7.1735  -0.0035   0.3619
 E2P  H192  H  HCH2  0   0.276  -6.1489   0.8842   1.4540
 E2P  HXT   H  HOH1  0   0.478  -8.9809   2.8628   1.1832

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  1.500  0.020  1.500
 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  1.529  0.020  1.529
 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  1.503  0.020  1.503
 E2P  C19  H191  single  0.970  0.020  1.090
 E2P  C19  H192  single  0.970  0.020  1.090
 E2P  C20  O21   double  1.206  0.020  1.206
 E2P  C20  O20   single  1.330  0.020  1.330
 E2P  O20  HXT   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
 E2P  H12   C1   H11   107.48  3.000
 E2P  H12   C1   H13   107.61  3.000
 E2P  H11   C1   H13   107.57  3.000
 E2P  H12   C1   C2    111.05  3.000
 E2P  H11   C1   C2    111.25  3.000
 E2P  H13   C1   C2    111.68  3.000
 E2P  H22   C2   H21   106.04  3.000
 E2P  H22   C2   C3    109.36  3.000
 E2P  H21   C2   C3    109.27  3.000
 E2P  H22   C2   C1    109.52  3.000
 E2P  H21   C2   C1    109.69  3.000
 E2P  C3    C2   C1    112.74  3.000
 E2P  H32   C3   H31   106.01  3.000
 E2P  H32   C3   C4    109.53  3.000
 E2P  H31   C3   C4    109.27  3.000
 E2P  H32   C3   C2    109.20  3.000
 E2P  H31   C3   C2    109.34  3.000
 E2P  C4    C3   C2    113.24  3.000
 E2P  H42   C4   H41   106.29  3.000
 E2P  H42   C4   C5    109.83  3.000
 E2P  H41   C4   C5    109.16  3.000
 E2P  H42   C4   C3    109.30  3.000
 E2P  H41   C4   C3    109.47  3.000
 E2P  C5    C4   C3    112.60  3.000
 E2P  H52   C5   H51   106.01  3.000
 E2P  H52   C5   C6    108.46  3.000
 E2P  H51   C5   C6    109.04  3.000
 E2P  H52   C5   C4    109.42  3.000
 E2P  H51   C5   C4    110.01  3.000
 E2P  C6    C5   C4    113.60  3.000
 E2P  H6    C6   C7    108.80  3.000
 E2P  H6    C6   O6    105.60  3.000
 E2P  C7    C6   O6    110.50  3.000
 E2P  H6    C6   C5    108.71  3.000
 E2P  C7    C6   C5    110.71  3.000
 E2P  O6    C6   C5    112.32  3.000
 E2P  HO6   O6   C6    108.42  3.000
 E2P  H7    C7   C8    120.22  3.000
 E2P  H7    C7   C6    116.12  3.000
 E2P  C8    C7   C6    123.66  3.000
 E2P  H8    C8   C9    117.24  3.000
 E2P  H8    C8   C7    118.63  3.000
 E2P  C9    C8   C7    124.13  3.000
 E2P  C13   C9   C10   112.32  3.000
 E2P  C13   C9   C8    125.42  3.000
 E2P  C10   C9   C8    122.26  3.000
 E2P  H102  C10  H101  106.46  3.000
 E2P  H102  C10  C11   112.27  3.000
 E2P  H101  C10  C11   112.21  3.000
 E2P  H102  C10  C9    110.63  3.000
 E2P  H101  C10  C9    110.69  3.000
 E2P  C11   C10  C9    104.67  3.000
 E2P  H79   C11  H78   106.72  3.000
 E2P  H79   C11  C12   109.76  3.000
 E2P  H78   C11  C12   109.78  3.000
 E2P  H79   C11  C10   112.87  3.000
 E2P  H78   C11  C10   112.61  3.000
 E2P  C12   C11  C10   105.10  3.000
 E2P  C13   C12  O12   125.86  3.000
 E2P  C13   C12  C11   108.34  3.000
 E2P  O12   C12  C11   125.79  3.000
 E2P  C14   C13  C12   121.30  3.000
 E2P  C14   C13  C9    129.09  3.000
 E2P  C12   C13  C9    109.57  3.000
 E2P  H142  C14  H141  106.61  3.000
 E2P  H142  C14  C15   109.22  3.000
 E2P  H141  C14  C15   111.23  3.000
 E2P  H142  C14  C13   110.21  3.000
 E2P  H141  C14  C13   109.20  3.000
 E2P  C15   C14  C13   110.32  3.000
 E2P  H15   C15  C16   118.04  3.000
 E2P  H15   C15  C14   114.61  3.000
 E2P  C16   C15  C14   127.34  3.000
 E2P  H16   C16  C17   115.18  3.000
 E2P  H16   C16  C15   117.29  3.000
 E2P  C17   C16  C15   127.52  3.000
 E2P  H172  C17  H171  106.06  3.000
 E2P  H172  C17  C18   109.78  3.000
 E2P  H171  C17  C18   108.86  3.000
 E2P  H172  C17  C16   111.13  3.000
 E2P  H171  C17  C16   109.00  3.000
 E2P  C18   C17  C16   111.82  3.000
 E2P  H182  C18  H181  106.54  3.000
 E2P  H182  C18  C19   110.11  3.000
 E2P  H181  C18  C19   110.01  3.000
 E2P  H182  C18  C17   109.63  3.000
 E2P  H181  C18  C17   109.17  3.000
 E2P  C19   C18  C17   111.25  3.000
 E2P  H192  C19  H191  105.31  3.000
 E2P  H192  C19  C20   108.22  3.000
 E2P  H191  C19  C20   107.91  3.000
 E2P  H192  C19  C18   110.42  3.000
 E2P  H191  C19  C18   110.61  3.000
 E2P  C20   C19  C18   113.96  3.000
 E2P  O20   C20  O21   122.89  3.000
 E2P  O20   C20  C19   111.76  3.000
 E2P  O21   C20  C19   125.34  3.000
 E2P  HXT   O20  C20   110.06  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  CONST_01  HXT  O20  C20  C19   180.00   0.0  0
 E2P  Var_01    C12  C11  C10  C9      0.07  30.0  1
 E2P  Var_02    C11  C12  C13  C9      0.10  30.0  1
 E2P  Var_03    C12  C13  C9   C10    -0.05  30.0  1
 E2P  Var_04    C13  C12  C11  C10    -0.10  30.0  1
 E2P  Var_05    C13  C9   C10  C11    -0.02  30.0  1
 E2P  Var_06    C10  C9   C8   C7      1.73  30.0  2
 E2P  Var_07    C15  C14  C13  C9     97.10  30.0  3
 E2P  Var_08    C9   C8   C7   C6   -179.17   0.0  2
 E2P  Var_09    C16  C15  C14  C13   112.92  30.0  3
 E2P  Var_10    C17  C16  C15  C14     1.61   0.0  2
 E2P  Var_11    C4   C3   C2   C1   -178.77  30.0  3
 E2P  Var_12    C5   C4   C3   C2   -178.23  30.0  3
 E2P  Var_13    C6   C5   C4   C3   -177.86  30.0  3
 E2P  Var_14    C18  C17  C16  C15   115.00  30.0  3
 E2P  Var_15    C19  C18  C17  C16   179.89  30.0  3
 E2P  Var_16    C20  C19  C18  C17  -179.92  30.0  3
 E2P  Var_17    O21  C20  C19  C18     2.57  30.0  3
 E2P  Var_18    H13  C1   C2   C3   -179.71  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-2  HXT  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

