# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 18:16:52 2020
#   Inital geometry file: a 141 line input string
#   Ligand name: (11alpha,12alpha,13E,16S)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCC[C@](C)(O)C\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(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
 J9P  J9P  '(11alpha,12alpha,13E,16S)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oic acid'  ligand  61  26  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_J9P
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
 J9P  C01  C  CH3    0  -0.661   9.1373  -3.2690  -0.4297
 J9P  C02  C  CH2    0  -0.417   7.6419  -3.2216  -0.7129
 J9P  C03  C  CH2    0  -0.413   6.9663  -1.9948  -0.1108
 J9P  C04  C  CH2    0  -0.432   5.4700  -1.9584  -0.3989
 J9P  C05  C  CT     0   0.214   4.6906  -0.8091   0.2573
 J9P  C06  C  CH3    0  -0.671   5.2007   0.5471  -0.2108
 J9P  C07  C  CH2    0  -0.508   3.1965  -0.9735  -0.0967
 J9P  C08  C  C1     0  -0.208   2.3230   0.0729   0.5133
 J9P  C09  C  C1     0  -0.154   1.6657   0.9991  -0.1764
 J9P  C10  C  CH1    0  -0.357   0.8546   2.0932   0.4250
 J9P  C11  C  CH1    0   0.085   1.4075   3.4881   0.1146
 J9P  C12  C  CH2    0  -0.601   0.2504   4.4161   0.4787
 J9P  C13  C  C      0   0.418  -0.9933   3.6021   0.1978
 J9P  C15  C  CH1    0  -0.363  -0.5892   2.1682  -0.0916
 J9P  C16  C  CH2    0  -0.411  -1.5282   1.0987   0.4556
 J9P  C17  C  CH2    0  -0.417  -2.7856   0.8778  -0.3769
 J9P  C18  C  CH2    0  -0.413  -3.6976  -0.1952   0.2038
 J9P  C19  C  CH2    0  -0.409  -4.9442  -0.4380  -0.6381
 J9P  C20  C  CH2    0  -0.402  -5.8855  -1.4784  -0.0427
 J9P  C21  C  CH2    0  -0.581  -7.1204  -1.7090  -0.8984
 J9P  C22  C  C      0   0.409  -8.1409  -2.7272  -0.3614
 J9P  O14  O  O      0  -0.397  -2.1230   4.0277   0.2259
 J9P  O23  O  OC    -1  -0.636  -9.1548  -2.9098  -1.0697
 J9P  O24  O  O      0  -0.610  -7.8922  -3.2897   0.7231
 J9P  O25  O  OH1    0  -0.658   2.5949   3.7081   0.8262
 J9P  O26  O  OH1    0  -0.678   4.8571  -0.8336   1.6685
 J9P  H1   H  HCH3   0   0.225   9.6024  -4.1496  -0.8745
 J9P  H2   H  HCH3   0   0.215   9.6437  -2.3890  -0.8310
 J9P  H3   H  HCH3   0   0.215   9.3333  -3.2992   0.6438
 J9P  H4   H  HCH2   0   0.210   7.4725  -3.2364  -1.7941
 J9P  H5   H  HCH2   0   0.211   7.1666  -4.1259  -0.3202
 J9P  H6   H  HCH2   0   0.210   7.1357  -1.9859   0.9698
 J9P  H7   H  HCH2   0   0.214   7.4500  -1.0959  -0.5049
 J9P  H8   H  HCH2   0   0.217   5.3097  -1.9135  -1.4809
 J9P  H9   H  HCH2   0   0.217   5.0246  -2.9070  -0.0713
 J9P  H10  H  HCH3   0   0.219   5.0980   0.6364  -1.2932
 J9P  H11  H  HCH3   0   0.242   4.6362   1.3634   0.2416
 J9P  H12  H  HCH3   0   0.234   6.2538   0.6848   0.0364
 J9P  H13  H  HCH2   0   0.235   3.0851  -0.9658  -1.1844
 J9P  H14  H  HCH2   0   0.234   2.8747  -1.9666   0.2409
 J9P  H15  H  H      0   0.230   2.2527   0.0810   1.5980
 J9P  H16  H  H      0   0.230   1.7349   1.0041  -1.2640
 J9P  H17  H  HCH1   0   0.251   0.8300   1.9765   1.5169
 J9P  H18  H  HCH1   0   0.207   1.5825   3.5546  -0.9696
 J9P  H19  H  HCH2   0   0.279   0.2714   4.6262   1.5548
 J9P  H20  H  HCH2   0   0.280   0.2421   5.3742  -0.0437
 J9P  H21  H  HCH1   0   0.277  -0.5560   2.0865  -1.1902
 J9P  H22  H  HCH2   0   0.230  -0.9701   0.1581   0.5099
 J9P  H23  H  HCH2   0   0.222  -1.7990   1.3475   1.4868
 J9P  H24  H  HCH2   0   0.221  -3.3421   1.8134  -0.4668
 J9P  H25  H  HCH2   0   0.208  -2.4938   0.5952  -1.3946
 J9P  H26  H  HCH2   0   0.205  -3.1397  -1.1327   0.3082
 J9P  H27  H  HCH2   0   0.206  -3.9959   0.0941   1.2178
 J9P  H28  H  HCH2   0   0.202  -5.4828   0.5081  -0.7658
 J9P  H29  H  HCH2   0   0.202  -4.6446  -0.7502  -1.6452
 J9P  H30  H  HCH2   0   0.199  -5.3443  -2.4199   0.0905
 J9P  H31  H  HCH2   0   0.200  -6.1851  -1.1600   0.9603
 J9P  H32  H  HCH2   0   0.215  -7.6398  -0.7559  -1.0551
 J9P  H33  H  HCH2   0   0.215  -6.8176  -2.0297  -1.9023
 J9P  H35  H  HOH1   0   0.453   2.9813   4.5351   0.5230
 J9P  H36  H  HOH1   0   0.440   4.5677  -1.6947   1.9898

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
 J9P  O26  C05  single  1.421  0.020  1.421
 J9P  C06  C05  single  1.523  0.020  1.523
 J9P  C05  C04  single  1.536  0.020  1.536
 J9P  C05  C07  single  1.544  0.020  1.544
 J9P  C04  C03  single  1.524  0.020  1.524
 J9P  O25  C11  single  1.402  0.020  1.402
 J9P  C07  C08  single  1.493  0.020  1.493
 J9P  C02  C03  single  1.525  0.020  1.525
 J9P  C02  C01  single  1.523  0.020  1.523
 J9P  C08  C09  double  1.329  0.020  1.329
 J9P  C11  C10  single  1.532  0.020  1.532
 J9P  C11  C12  single  1.527  0.020  1.527
 J9P  C09  C10  single  1.489  0.020  1.489
 J9P  C10  C15  single  1.535  0.020  1.535
 J9P  C12  C13  single  1.513  0.020  1.513
 J9P  C15  C13  single  1.518  0.020  1.518
 J9P  C15  C16  single  1.525  0.020  1.525
 J9P  C13  O14  double  1.207  0.020  1.207
 J9P  C16  C17  single  1.524  0.020  1.524
 J9P  C17  C18  single  1.523  0.020  1.523
 J9P  C18  C19  single  1.524  0.020  1.524
 J9P  C19  C20  single  1.524  0.020  1.524
 J9P  C20  C21  single  1.520  0.020  1.520
 J9P  O24  C22  deloc   1.247  0.020  1.247
 J9P  C21  C22  single  1.538  0.020  1.538
 J9P  C22  O23  deloc   1.250  0.020  1.250
 J9P  C01  H1   single  0.970  0.020  1.090
 J9P  C01  H2   single  0.970  0.020  1.090
 J9P  C01  H3   single  0.970  0.020  1.090
 J9P  C02  H4   single  0.970  0.020  1.090
 J9P  C02  H5   single  0.970  0.020  1.090
 J9P  C03  H6   single  0.970  0.020  1.090
 J9P  C03  H7   single  0.970  0.020  1.090
 J9P  C04  H8   single  0.970  0.020  1.090
 J9P  C04  H9   single  0.970  0.020  1.090
 J9P  C06  H10  single  0.970  0.020  1.090
 J9P  C06  H11  single  0.970  0.020  1.090
 J9P  C06  H12  single  0.970  0.020  1.090
 J9P  C07  H13  single  0.970  0.020  1.090
 J9P  C07  H14  single  0.970  0.020  1.090
 J9P  C08  H15  single  0.930  0.020  1.080
 J9P  C09  H16  single  0.930  0.020  1.080
 J9P  C10  H17  single  0.970  0.020  1.090
 J9P  C11  H18  single  0.970  0.020  1.090
 J9P  C12  H19  single  0.970  0.020  1.090
 J9P  C12  H20  single  0.970  0.020  1.090
 J9P  C15  H21  single  0.970  0.020  1.090
 J9P  C16  H22  single  0.970  0.020  1.090
 J9P  C16  H23  single  0.970  0.020  1.090
 J9P  C17  H24  single  0.970  0.020  1.090
 J9P  C17  H25  single  0.970  0.020  1.090
 J9P  C18  H26  single  0.970  0.020  1.090
 J9P  C18  H27  single  0.970  0.020  1.090
 J9P  C19  H28  single  0.970  0.020  1.090
 J9P  C19  H29  single  0.970  0.020  1.090
 J9P  C20  H30  single  0.970  0.020  1.090
 J9P  C20  H31  single  0.970  0.020  1.090
 J9P  C21  H32  single  0.970  0.020  1.090
 J9P  C21  H33  single  0.970  0.020  1.090
 J9P  O25  H35  single  0.850  0.020  0.980
 J9P  O26  H36  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
 J9P  H3   C01  H2   107.48  3.000
 J9P  H3   C01  H1   107.59  3.000
 J9P  H2   C01  H1   107.64  3.000
 J9P  H3   C01  C02  111.11  3.000
 J9P  H2   C01  C02  111.23  3.000
 J9P  H1   C01  C02  111.60  3.000
 J9P  H5   C02  H4   106.02  3.000
 J9P  H5   C02  C03  109.31  3.000
 J9P  H4   C02  C03  109.42  3.000
 J9P  H5   C02  C01  109.52  3.000
 J9P  H4   C02  C01  109.59  3.000
 J9P  C03  C02  C01  112.76  3.000
 J9P  H7   C03  H6   106.30  3.000
 J9P  H7   C03  C04  110.26  3.000
 J9P  H6   C03  C04  109.79  3.000
 J9P  H7   C03  C02  108.84  3.000
 J9P  H6   C03  C02  109.15  3.000
 J9P  C04  C03  C02  112.31  3.000
 J9P  H9   C04  H8   105.72  3.000
 J9P  H9   C04  C05  108.25  3.000
 J9P  H8   C04  C05  108.50  3.000
 J9P  H9   C04  C03  108.73  3.000
 J9P  H8   C04  C03  109.36  3.000
 J9P  C05  C04  C03  115.81  3.000
 J9P  O26  C05  C07  109.82  3.000
 J9P  C07  C05  C06  110.40  3.000
 J9P  O26  C05  C06  106.34  3.000
 J9P  C07  C05  C04  108.27  3.000
 J9P  C06  C05  C04  111.41  3.000
 J9P  O26  C05  C04  110.60  3.000
 J9P  H12  C06  H11  108.14  3.000
 J9P  H12  C06  H10  107.79  3.000
 J9P  H11  C06  H10  107.55  3.000
 J9P  H12  C06  C05  111.49  3.000
 J9P  H11  C06  C05  111.45  3.000
 J9P  H10  C06  C05  110.26  3.000
 J9P  H14  C07  H13  106.41  3.000
 J9P  H14  C07  C08  109.69  3.000
 J9P  H13  C07  C08  109.99  3.000
 J9P  H14  C07  C05  108.04  3.000
 J9P  H13  C07  C05  109.02  3.000
 J9P  C08  C07  C05  113.44  3.000
 J9P  H15  C08  C09  118.73  3.000
 J9P  H15  C08  C07  116.79  3.000
 J9P  C09  C08  C07  124.45  3.000
 J9P  H16  C09  C10  115.74  3.000
 J9P  H16  C09  C08  119.33  3.000
 J9P  C10  C09  C08  124.89  3.000
 J9P  H17  C10  C15  108.57  3.000
 J9P  H17  C10  C11  107.83  3.000
 J9P  C15  C10  C11  103.10  3.000
 J9P  H17  C10  C09  109.62  3.000
 J9P  C15  C10  C09  114.35  3.000
 J9P  C11  C10  C09  112.99  3.000
 J9P  H18  C11  O25  110.86  3.000
 J9P  H18  C11  C12  108.59  3.000
 J9P  O25  C11  C12  115.18  3.000
 J9P  H18  C11  C10  108.18  3.000
 J9P  C12  C11  C10  103.39  3.000
 J9P  O25  C11  C10  110.22  3.000
 J9P  H20  C12  H19  107.56  3.000
 J9P  H20  C12  C13  112.16  3.000
 J9P  H19  C12  C13  107.52  3.000
 J9P  H20  C12  C11  115.16  3.000
 J9P  H19  C12  C11  109.62  3.000
 J9P  C13  C12  C11  104.57  3.000
 J9P  O14  C13  C15  125.91  3.000
 J9P  O14  C13  C12  125.11  3.000
 J9P  C15  C13  C12  108.96  3.000
 J9P  H21  C15  C16  108.92  3.000
 J9P  H21  C15  C13  105.55  3.000
 J9P  C16  C15  C13  115.49  3.000
 J9P  H21  C15  C10  107.67  3.000
 J9P  C16  C15  C10  115.09  3.000
 J9P  C13  C15  C10  103.44  3.000
 J9P  H23  C16  H22  105.94  3.000
 J9P  H23  C16  C17  110.08  3.000
 J9P  H22  C16  C17  108.85  3.000
 J9P  H23  C16  C15  109.32  3.000
 J9P  H22  C16  C15  107.85  3.000
 J9P  C17  C16  C15  114.43  3.000
 J9P  H25  C17  H24  106.27  3.000
 J9P  H25  C17  C18  109.38  3.000
 J9P  H24  C17  C18  109.25  3.000
 J9P  H25  C17  C16  108.97  3.000
 J9P  H24  C17  C16  109.95  3.000
 J9P  C18  C17  C16  112.81  3.000
 J9P  H27  C18  H26  106.04  3.000
 J9P  H27  C18  C19  109.31  3.000
 J9P  H26  C18  C19  109.44  3.000
 J9P  H27  C18  C17  109.26  3.000
 J9P  H26  C18  C17  109.52  3.000
 J9P  C19  C18  C17  113.04  3.000
 J9P  H29  C19  H28  105.85  3.000
 J9P  H29  C19  C20  109.47  3.000
 J9P  H28  C19  C20  109.34  3.000
 J9P  H29  C19  C18  109.24  3.000
 J9P  H28  C19  C18  109.19  3.000
 J9P  C20  C19  C18  113.46  3.000
 J9P  H31  C20  H30  105.92  3.000
 J9P  H31  C20  C21  109.74  3.000
 J9P  H30  C20  C21  109.86  3.000
 J9P  H31  C20  C19  109.19  3.000
 J9P  H30  C20  C19  109.23  3.000
 J9P  C21  C20  C19  112.67  3.000
 J9P  H33  C21  H32  104.72  3.000
 J9P  H33  C21  C22  108.01  3.000
 J9P  H32  C21  C22  108.12  3.000
 J9P  H33  C21  C20  109.60  3.000
 J9P  H32  C21  C20  109.47  3.000
 J9P  C22  C21  C20  116.29  3.000
 J9P  O24  C22  O23  126.07  3.000
 J9P  O23  C22  C21  115.91  3.000
 J9P  O24  C22  C21  118.03  3.000
 J9P  H35  O25  C11  108.37  3.000
 J9P  H36  O26  C05  108.14  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
 J9P  Var_01  C15  C13  C12  C11     9.39  30.0  1
 J9P  Var_02  C10  C09  C08  C07  -176.35   0.0  2
 J9P  Var_03  C18  C17  C16  C15  -179.89  30.0  3
 J9P  Var_04  C04  C03  C02  C01  -179.93  30.0  3
 J9P  Var_05  C05  C04  C03  C02   175.72  30.0  1
 J9P  Var_06  C09  C08  C07  C05   113.23  30.0  3
 J9P  Var_07  C19  C18  C17  C16  -178.96  30.0  3
 J9P  Var_08  C20  C19  C18  C17  -178.16  30.0  3
 J9P  Var_09  C21  C20  C19  C18  -179.85  30.0  3
 J9P  Var_10  C22  C21  C20  C19  -178.97  30.0  3
 J9P  Var_11  O24  C22  C21  C20    -0.08  30.0  3
 J9P  Var_12  H1   C01  C02  C03  -179.59  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
 J9P  chir_01  C05  C06  C04  C07  positiv
 J9P  chir_02  C10  C11  C09  C15  positiv
 J9P  chir_03  C11  O25  C10  C12  negativ
 J9P  chir_04  C15  C10  C13  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
 J9P  plan-1  C12  0.020
 J9P  plan-1  C13  0.020
 J9P  plan-1  C15  0.020
 J9P  plan-1  O14  0.020
 J9P  plan-2  C21  0.020
 J9P  plan-2  C22  0.020
 J9P  plan-2  O23  0.020
 J9P  plan-2  O24  0.020
 J9P  plan-3  C07  0.020
 J9P  plan-3  C08  0.020
 J9P  plan-3  C09  0.020
 J9P  plan-3  C10  0.020
 J9P  plan-3  H15  0.020
 J9P  plan-3  H16  0.020

