# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 19 16:09:11 2022
#   Inital geometry file: a 135 line input string
#   Ligand name: (5Z,11alpha,12alpha,13E,15S)-11,15-dihydroxy-9-oxoprosta-5,13-dien-1-oic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1C\C=C/CCCC(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
 P2E  P2E  '(5Z,11alpha,12alpha,13E,15S)-11,15-dihydroxy-9-oxoprosta-5,13-dien-1-oic acid'  ligand  56  25  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_P2E
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
 P2E  C2    C  CH2    0  -0.581   2.3194   3.0772  -0.8118
 P2E  C3    C  CH2    0  -0.401   3.1857   1.9271  -0.3268
 P2E  C4    C  CH2    0  -0.488   2.7890   0.5923  -0.9634
 P2E  C5    C  C1     0  -0.201   3.6862  -0.5289  -0.5405
 P2E  C6    C  C1     0  -0.222   3.3762  -1.5688   0.2331
 P2E  C7    C  CH2    0  -0.500   2.0319  -1.8441   0.8355
 P2E  C8    C  CH1    0  -0.350   1.2391  -2.9297   0.1078
 P2E  C9    C  C      0   0.418   1.6369  -4.3548   0.4325
 P2E  O3    O  O      0  -0.394   2.7594  -4.7354   0.6604
 P2E  C12   C  CH1    0  -0.356  -0.2749  -2.9070   0.3793
 P2E  C11   C  CH1    0   0.084  -0.7149  -4.3015  -0.0687
 P2E  O4    O  OH1    0  -0.663  -2.0009  -4.5869   0.4106
 P2E  C10   C  CH2    0  -0.606   0.3922  -5.2132   0.4600
 P2E  C13   C  C1     0  -0.172  -0.9629  -1.7846  -0.3208
 P2E  C14   C  C1     0  -0.263  -1.4324  -0.6988   0.2839
 P2E  C15   C  CH1    0   0.008  -2.0777   0.4768  -0.3944
 P2E  O5    O  OH1    0  -0.661  -2.2093   0.3096  -1.7864
 P2E  C16   C  CH2    0  -0.458  -3.4080   0.8217   0.2781
 P2E  C17   C  CH2    0  -0.413  -4.0477   2.1009  -0.2450
 P2E  C18   C  CH2    0  -0.407  -5.3409   2.4506   0.4811
 P2E  C19   C  CH2    0  -0.418  -5.9857   3.7352  -0.0245
 P2E  C20   C  CH3    0  -0.662  -7.2728   4.0807   0.7115
 P2E  O1    O  O      0  -0.609   3.5747   4.5431   0.6007
 P2E  C1    C  C      0   0.410   2.6329   4.4596  -0.2118
 P2E  O2    O  OC    -1  -0.634   1.9027   5.3984  -0.5950
 P2E  H2    H  HCH2   0   0.219   2.3886   3.1536  -1.9036
 P2E  H2A   H  HCH2   0   0.215   1.2639   2.8544  -0.6127
 P2E  H3    H  HCH2   0   0.207   4.2378   2.1316  -0.5442
 P2E  H3A   H  HCH2   0   0.209   3.1133   1.8348   0.7601
 P2E  H4    H  HCH2   0   0.220   1.7435   0.3768  -0.7298
 P2E  H4A   H  HCH2   0   0.225   2.8414   0.6915  -2.0533
 P2E  H5    H  H      0   0.227   4.7091  -0.4604  -0.9031
 P2E  H6    H  H      0   0.232   4.1515  -2.2988   0.4417
 P2E  H7    H  HCH2   0   0.244   2.1486  -2.1318   1.8847
 P2E  H7A   H  HCH2   0   0.255   1.4224  -0.9385   0.8361
 P2E  H8    H  HCH1   0   0.289   1.3857  -2.8177  -0.9773
 P2E  H12   H  HCH1   0   0.255  -0.4290  -2.8261   1.4636
 P2E  H11   H  HCH1   0   0.209  -0.6922  -4.3272  -1.1686
 P2E  HO4   H  HOH1   0   0.454  -2.2894  -5.4212   0.0279
 P2E  H10   H  HCH2   0   0.283   0.5226  -6.1471  -0.0893
 P2E  H10A  H  HCH2   0   0.281   0.1894  -5.4710   1.5063
 P2E  H13   H  H      0   0.235  -1.0161  -1.8692  -1.4041
 P2E  H14   H  H      0   0.242  -1.3544  -0.6170   1.3659
 P2E  H15   H  HCH1   0   0.231  -1.4101   1.3397  -0.2689
 P2E  HO5   H  HOH1   0   0.443  -2.8483  -0.3945  -1.9453
 P2E  H16   H  HCH2   0   0.224  -4.1000  -0.0216   0.1616
 P2E  H16A  H  HCH2   0   0.224  -3.2318   0.9197   1.3539
 P2E  H17   H  HCH2   0   0.210  -3.3371   2.9284  -0.1390
 P2E  H17A  H  HCH2   0   0.214  -4.2482   2.0062  -1.3158
 P2E  H18   H  HCH2   0   0.207  -6.0525   1.6235   0.3782
 P2E  H18A  H  HCH2   0   0.206  -5.1415   2.5449   1.5545
 P2E  H19   H  HCH2   0   0.211  -5.2731   4.5601   0.0741
 P2E  H19A  H  HCH2   0   0.210  -6.1916   3.6398  -1.0952
 P2E  H20   H  HCH3   0   0.215  -8.0093   3.2810   0.6134
 P2E  H20A  H  HCH3   0   0.215  -7.0914   4.2299   1.7775
 P2E  H20B  H  HCH3   0   0.225  -7.7245   4.9946   0.3233

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
 P2E  C2   C3    single  1.519  0.020  1.519
 P2E  C2   C1    single  1.539  0.020  1.539
 P2E  C3   C4    single  1.531  0.020  1.531
 P2E  C4   C5    single  1.497  0.020  1.497
 P2E  C5   C6    double  1.333  0.020  1.333
 P2E  C6   C7    single  1.499  0.020  1.499
 P2E  C7   C8    single  1.529  0.020  1.529
 P2E  C8   C9    single  1.515  0.020  1.515
 P2E  C8   C12   single  1.538  0.020  1.538
 P2E  C9   O3    double  1.207  0.020  1.207
 P2E  C9   C10   single  1.512  0.020  1.512
 P2E  C12  C11   single  1.529  0.020  1.529
 P2E  C12  C13   single  1.491  0.020  1.491
 P2E  C11  O4    single  1.402  0.020  1.402
 P2E  C11  C10   single  1.529  0.020  1.529
 P2E  C13  C14   double  1.329  0.020  1.329
 P2E  C14  C15   single  1.503  0.020  1.503
 P2E  C15  O5    single  1.408  0.020  1.408
 P2E  C15  C16   single  1.530  0.020  1.530
 P2E  C16  C17   single  1.523  0.020  1.523
 P2E  C17  C18   single  1.524  0.020  1.524
 P2E  C18  C19   single  1.524  0.020  1.524
 P2E  C19  C20   single  1.522  0.020  1.522
 P2E  O1   C1    deloc   1.247  0.020  1.247
 P2E  C1   O2    deloc   1.250  0.020  1.250
 P2E  C2   H2    single  0.970  0.020  1.090
 P2E  C2   H2A   single  0.970  0.020  1.090
 P2E  C3   H3    single  0.970  0.020  1.090
 P2E  C3   H3A   single  0.970  0.020  1.090
 P2E  C4   H4    single  0.970  0.020  1.090
 P2E  C4   H4A   single  0.970  0.020  1.090
 P2E  C5   H5    single  0.930  0.020  1.080
 P2E  C6   H6    single  0.930  0.020  1.080
 P2E  C7   H7    single  0.970  0.020  1.090
 P2E  C7   H7A   single  0.970  0.020  1.090
 P2E  C8   H8    single  0.970  0.020  1.090
 P2E  C12  H12   single  0.970  0.020  1.090
 P2E  C11  H11   single  0.970  0.020  1.090
 P2E  O4   HO4   single  0.850  0.020  0.980
 P2E  C10  H10   single  0.970  0.020  1.090
 P2E  C10  H10A  single  0.970  0.020  1.090
 P2E  C13  H13   single  0.930  0.020  1.080
 P2E  C14  H14   single  0.930  0.020  1.080
 P2E  C15  H15   single  0.970  0.020  1.090
 P2E  O5   HO5   single  0.850  0.020  0.980
 P2E  C16  H16   single  0.970  0.020  1.090
 P2E  C16  H16A  single  0.970  0.020  1.090
 P2E  C17  H17   single  0.970  0.020  1.090
 P2E  C17  H17A  single  0.970  0.020  1.090
 P2E  C18  H18   single  0.970  0.020  1.090
 P2E  C18  H18A  single  0.970  0.020  1.090
 P2E  C19  H19   single  0.970  0.020  1.090
 P2E  C19  H19A  single  0.970  0.020  1.090
 P2E  C20  H20   single  0.970  0.020  1.090
 P2E  C20  H20A  single  0.970  0.020  1.090
 P2E  C20  H20B  single  0.970  0.020  1.090

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
 P2E  H2A   C2   H2    104.81  3.000
 P2E  H2A   C2   C1    107.92  3.000
 P2E  H2    C2   C1    108.22  3.000
 P2E  H2A   C2   C3    109.69  3.000
 P2E  H2    C2   C3    109.54  3.000
 P2E  C1    C2   C3    116.06  3.000
 P2E  H3A   C3   H3    106.09  3.000
 P2E  H3A   C3   C4    108.82  3.000
 P2E  H3    C3   C4    109.25  3.000
 P2E  H3A   C3   C2    110.09  3.000
 P2E  H3    C3   C2    110.09  3.000
 P2E  C4    C3   C2    112.30  3.000
 P2E  H4A   C4   H4    106.03  3.000
 P2E  H4A   C4   C5    108.67  3.000
 P2E  H4    C4   C5    111.43  3.000
 P2E  H4A   C4   C3    108.80  3.000
 P2E  H4    C4   C3    109.33  3.000
 P2E  C5    C4   C3    112.34  3.000
 P2E  H5    C5   C6    117.49  3.000
 P2E  H5    C5   C4    114.99  3.000
 P2E  C6    C5   C4    127.52  3.000
 P2E  H6    C6   C7    116.11  3.000
 P2E  H6    C6   C5    118.05  3.000
 P2E  C7    C6   C5    125.83  3.000
 P2E  H7A   C7   H7    106.09  3.000
 P2E  H7A   C7   C8    107.44  3.000
 P2E  H7    C7   C8    108.97  3.000
 P2E  H7A   C7   C6    110.41  3.000
 P2E  H7    C7   C6    109.76  3.000
 P2E  C8    C7   C6    113.85  3.000
 P2E  H8    C8   C12   107.67  3.000
 P2E  H8    C8   C9    105.79  3.000
 P2E  C12   C8   C9    103.56  3.000
 P2E  H8    C8   C7    109.15  3.000
 P2E  C12   C8   C7    114.58  3.000
 P2E  C9    C8   C7    115.46  3.000
 P2E  C10   C9   O3    125.67  3.000
 P2E  C10   C9   C8    108.77  3.000
 P2E  O3    C9   C8    125.55  3.000
 P2E  H12   C12  C13   110.08  3.000
 P2E  H12   C12  C11   108.43  3.000
 P2E  C13   C12  C11   114.59  3.000
 P2E  H12   C12  C8    108.26  3.000
 P2E  C13   C12  C8    112.48  3.000
 P2E  C11   C12  C8    102.59  3.000
 P2E  H11   C11  C10   108.47  3.000
 P2E  H11   C11  O4    110.85  3.000
 P2E  C10   C11  O4    115.13  3.000
 P2E  H11   C11  C12   107.95  3.000
 P2E  C10   C11  C12   103.54  3.000
 P2E  O4    C11  C12   110.45  3.000
 P2E  HO4   O4   C11   108.40  3.000
 P2E  H10A  C10  H10   107.52  3.000
 P2E  H10A  C10  C11   109.65  3.000
 P2E  H10   C10  C11   115.02  3.000
 P2E  H10A  C10  C9    107.64  3.000
 P2E  H10   C10  C9    112.23  3.000
 P2E  C11   C10  C9    104.56  3.000
 P2E  H13   C13  C14   119.97  3.000
 P2E  H13   C13  C12   115.56  3.000
 P2E  C14   C13  C12   124.37  3.000
 P2E  H14   C14  C15   114.89  3.000
 P2E  H14   C14  C13   119.26  3.000
 P2E  C15   C14  C13   125.85  3.000
 P2E  H15   C15  C16   107.53  3.000
 P2E  H15   C15  O5    105.25  3.000
 P2E  C16   C15  O5    112.33  3.000
 P2E  H15   C15  C14   107.58  3.000
 P2E  C16   C15  C14   110.57  3.000
 P2E  O5    C15  C14   113.16  3.000
 P2E  HO5   O5   C15   108.16  3.000
 P2E  H16A  C16  H16   105.95  3.000
 P2E  H16A  C16  C17   109.27  3.000
 P2E  H16   C16  C17   110.13  3.000
 P2E  H16A  C16  C15   108.19  3.000
 P2E  H16   C16  C15   109.18  3.000
 P2E  C17   C16  C15   113.80  3.000
 P2E  H17A  C17  H17   106.20  3.000
 P2E  H17A  C17  C18   109.32  3.000
 P2E  H17   C17  C18   109.33  3.000
 P2E  H17A  C17  C16   109.91  3.000
 P2E  H17   C17  C16   109.18  3.000
 P2E  C18   C17  C16   112.68  3.000
 P2E  H18A  C18  H18   105.97  3.000
 P2E  H18A  C18  C19   109.24  3.000
 P2E  H18   C18  C19   109.29  3.000
 P2E  H18A  C18  C17   109.40  3.000
 P2E  H18   C18  C17   109.46  3.000
 P2E  C19   C18  C17   113.23  3.000
 P2E  H19A  C19  H19   106.04  3.000
 P2E  H19A  C19  C20   109.49  3.000
 P2E  H19   C19  C20   109.63  3.000
 P2E  H19A  C19  C18   109.32  3.000
 P2E  H19   C19  C18   109.27  3.000
 P2E  C20   C19  C18   112.87  3.000
 P2E  H20B  C20  H20A  107.57  3.000
 P2E  H20B  C20  H20   107.60  3.000
 P2E  H20A  C20  H20   107.46  3.000
 P2E  H20B  C20  C19   111.60  3.000
 P2E  H20A  C20  C19   111.26  3.000
 P2E  H20   C20  C19   111.14  3.000
 P2E  O2    C1   O1    126.24  3.000
 P2E  O2    C1   C2    115.86  3.000
 P2E  O1    C1   C2    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
 P2E  Var_01  C11  C10  C9   C8      8.51  30.0  1
 P2E  Var_02  C15  C14  C13  C12   177.23   0.0  2
 P2E  Var_03  C8   C7   C6   C5    102.60  30.0  3
 P2E  Var_04  C7   C6   C5   C4      0.91   0.0  2
 P2E  Var_05  C5   C4   C3   C2    177.05  30.0  3
 P2E  Var_06  O1   C1   C2   C3      1.14  30.0  3
 P2E  Var_07  C6   C5   C4   C3    111.40  30.0  3
 P2E  Var_08  C1   C2   C3   C4    179.25  30.0  2
 P2E  Var_09  C18  C17  C16  C15  -177.64  30.0  3
 P2E  Var_10  C19  C18  C17  C16   179.51  30.0  3
 P2E  Var_11  C20  C19  C18  C17  -179.69  30.0  3
 P2E  Var_12  H20  C20  C19  C18   -59.01  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
 P2E  chir_01  C8   C7   C9   C12  negativ
 P2E  chir_02  C12  C13  C11  C8   negativ
 P2E  chir_03  C11  O4   C12  C10  negativ
 P2E  chir_04  C15  O5   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
 P2E  plan-1  C8   0.020
 P2E  plan-1  C9   0.020
 P2E  plan-1  O3   0.020
 P2E  plan-1  C10  0.020
 P2E  plan-2  C2   0.020
 P2E  plan-2  O1   0.020
 P2E  plan-2  C1   0.020
 P2E  plan-2  O2   0.020
 P2E  plan-3  C4   0.020
 P2E  plan-3  C5   0.020
 P2E  plan-3  C6   0.020
 P2E  plan-3  C7   0.020
 P2E  plan-3  H5   0.020
 P2E  plan-3  H6   0.020
 P2E  plan-4  C12  0.020
 P2E  plan-4  C13  0.020
 P2E  plan-4  C14  0.020
 P2E  plan-4  C15  0.020
 P2E  plan-4  H13  0.020
 P2E  plan-4  H14  0.020

