# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Wed May 27 07:56:22 2020
#   Inital geometry file: a 167 line input string
#   Ligand name: (1S,3S,5Z,7E,14beta,17alpha)-9,10-secocholesta-5,7,10-triene-1,3,25-triol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2C(/CCC[C@]12C)=C/C=C3/C[C@H](O)C[C@H](O)C3=C
#
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
 3EV  3EV  (1S,3S,5Z,7E,14beta,17alpha)-9,10-secocholesta-5,7,10-triene-1,3,25-triol  ligand  74  30  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_3EV
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
 3EV  C1    C  CH1   0   0.015   5.8580  -2.0446   0.7866
 3EV  O1    O  OH1   0  -0.662   5.8066  -3.4451   0.8537
 3EV  C2    C  CH2   0  -0.487   7.2803  -1.6403   0.4084
 3EV  O2    O  OH1   0  -0.671   8.7552   0.1642  -0.0136
 3EV  C3    C  CH1   0   0.067   7.4217  -0.1279   0.3432
 3EV  O3    O  OH1   0  -0.678  -8.7364  -0.1931  -0.2807
 3EV  C4    C  CH2   0  -0.531   6.4205   0.4644  -0.6507
 3EV  C5    C  C     0   0.072   5.0180   0.0278  -0.3240
 3EV  C6    C  C1    0  -0.296   4.0264   0.9151  -0.1330
 3EV  C7    C  C1    0  -0.359   2.6648   0.6047   0.2557
 3EV  C8    C  C     0   0.158   1.6557   1.4796   0.3943
 3EV  C9    C  CH2   0  -0.506   1.7438   2.9631   0.1610
 3EV  C10   C  C     0   0.045   4.8728  -1.4366  -0.1893
 3EV  C11   C  CH2   0  -0.434   0.6437   3.4638  -0.7811
 3EV  C12   C  CH2   0  -0.419  -0.7501   2.9886  -0.3709
 3EV  C13   C  CT    0  -0.061  -0.8035   1.4663  -0.2205
 3EV  C14   C  CH1   0  -0.244   0.2802   1.0660   0.8132
 3EV  C15   C  CH2   0  -0.453  -0.0286  -0.3874   1.1327
 3EV  C16   C  CH2   0  -0.448  -1.5661  -0.4508   1.0747
 3EV  C17   C  CH1   0  -0.166  -2.0638   0.8892   0.4689
 3EV  C18   C  CH3   0  -0.677  -0.5590   0.7776  -1.5661
 3EV  C19   C  C2    0  -0.585   4.0032  -2.1539  -0.8973
 3EV  C20   C  CH1   0  -0.231  -3.3472   0.7051  -0.3557
 3EV  C21   C  CH3   0  -0.674  -3.8360   1.9941  -1.0105
 3EV  C22   C  CH2   0  -0.404  -4.4468   0.1028   0.5322
 3EV  C23   C  CH2   0  -0.430  -5.7397  -0.2534  -0.1979
 3EV  C24   C  CH2   0  -0.431  -6.6793  -1.0671   0.6827
 3EV  C25   C  CT    0   0.203  -8.0525  -1.3899   0.0760
 3EV  C26   C  CH3   0  -0.666  -8.8784  -2.1759   1.0943
 3EV  C27   C  CH3   0  -0.666  -7.9188  -2.1983  -1.2082
 3EV  H1    H  HCH1  0   0.216   5.6369  -1.6056   1.7729
 3EV  HO1   H  HOH1  0   0.455   4.9586  -3.7019   1.2299
 3EV  H2    H  HCH2  0   0.252   7.9784  -2.0445   1.1461
 3EV  H2A   H  HCH2  0   0.233   7.5317  -2.0763  -0.5648
 3EV  HO2   H  HOH1  0   0.450   8.8686   1.1197   0.0087
 3EV  H3    H  HCH1  0   0.202   7.1929   0.2839   1.3378
 3EV  HO3   H  HOH1  0   0.439  -8.8310   0.3437   0.5134
 3EV  H4    H  HCH2  0   0.247   6.4912   1.5559  -0.6514
 3EV  H4A   H  HCH2  0   0.239   6.6917   0.1176  -1.6555
 3EV  H6    H  H     0   0.234   4.2825   1.9619  -0.2625
 3EV  H7    H  H     0   0.234   2.4609  -0.4389   0.4646
 3EV  H9    H  HCH2  0   0.231   1.6237   3.4665   1.1284
 3EV  H9A   H  HCH2  0   0.244   2.7184   3.2660  -0.2218
 3EV  H11   H  HCH2  0   0.233   0.6668   4.5558  -0.8057
 3EV  H11A  H  HCH2  0   0.222   0.8618   3.1340  -1.8000
 3EV  H12   H  HCH2  0   0.211  -1.0244   3.4463   0.5869
 3EV  H12A  H  HCH2  0   0.231  -1.4755   3.3461  -1.1031
 3EV  H14   H  HCH1  0   0.231   0.0418   1.6516   1.7153
 3EV  H15   H  HCH2  0   0.220   0.4114  -1.0576   0.3907
 3EV  H15A  H  HCH2  0   0.234   0.3706  -0.6895   2.1021
 3EV  H16   H  HCH2  0   0.222  -1.8944  -1.2923   0.4584
 3EV  H16A  H  HCH2  0   0.232  -1.9934  -0.6159   2.0646
 3EV  H17   H  HCH1  0   0.205  -2.3077   1.5730   1.2950
 3EV  H18   H  HCH3  0   0.235   0.4604   0.9272  -1.9231
 3EV  H18A  H  HCH3  0   0.231  -0.7236  -0.2996  -1.5113
 3EV  H18B  H  HCH3  0   0.228  -1.2294   1.1698  -2.3332
 3EV  H19   H  H     0   0.237   3.9345  -3.2307  -0.8116
 3EV  H19A  H  H     0   0.243   3.3311  -1.6820  -1.6026
 3EV  H20   H  HCH1  0   0.204  -3.1392  -0.0282  -1.1465
 3EV  H21   H  HCH3  0   0.210  -3.9547   2.7896  -0.2702
 3EV  H21A  H  HCH3  0   0.228  -3.1543   2.3555  -1.7790
 3EV  H21B  H  HCH3  0   0.235  -4.8017   1.8525  -1.4962
 3EV  H22   H  HCH2  0   0.227  -4.0677  -0.8088   1.0036
 3EV  H22A  H  HCH2  0   0.203  -4.6652   0.7972   1.3532
 3EV  H23   H  HCH2  0   0.216  -6.2536   0.6498  -0.5323
 3EV  H23A  H  HCH2  0   0.212  -5.4876  -0.8163  -1.1027
 3EV  H24   H  HCH2  0   0.216  -6.1937  -2.0076   0.9633
 3EV  H24A  H  HCH2  0   0.215  -6.8400  -0.5296   1.6265
 3EV  H26   H  HCH3  0   0.230  -9.8666  -2.4133   0.6962
 3EV  H26A  H  HCH3  0   0.222  -8.3880  -3.1143   1.3566
 3EV  H26B  H  HCH3  0   0.224  -9.0108  -1.6073   2.0184
 3EV  H27   H  HCH3  0   0.234  -7.3841  -1.6479  -1.9826
 3EV  H27A  H  HCH3  0   0.222  -7.3738  -3.1236  -1.0187
 3EV  H27B  H  HCH3  0   0.230  -8.9007  -2.4668  -1.6031

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
 3EV  C1   O1    single  1.403  0.020  1.403
 3EV  C1   C2    single  1.526  0.020  1.526
 3EV  C1   C10   single  1.514  0.020  1.514
 3EV  C2   C3    single  1.520  0.020  1.520
 3EV  O2   C3    single  1.411  0.020  1.411
 3EV  C3   C4    single  1.530  0.020  1.530
 3EV  O3   C25   single  1.424  0.020  1.424
 3EV  C4   C5    single  1.505  0.020  1.505
 3EV  C5   C6    double  1.344  0.020  1.344
 3EV  C5   C10   single  1.478  0.020  1.478
 3EV  C6   C7    single  1.450  0.020  1.450
 3EV  C7   C8    double  1.343  0.020  1.343
 3EV  C8   C9    single  1.504  0.020  1.504
 3EV  C8   C14   single  1.496  0.020  1.496
 3EV  C9   C11   single  1.533  0.020  1.533
 3EV  C10  C19   double  1.331  0.020  1.331
 3EV  C11  C12   single  1.529  0.020  1.529
 3EV  C12  C13   single  1.531  0.020  1.531
 3EV  C13  C14   single  1.550  0.020  1.550
 3EV  C13  C17   single  1.548  0.020  1.548
 3EV  C13  C18   single  1.531  0.020  1.531
 3EV  C14  C15   single  1.520  0.020  1.520
 3EV  C15  C16   single  1.540  0.020  1.540
 3EV  C16  C17   single  1.553  0.020  1.553
 3EV  C17  C20   single  1.537  0.020  1.537
 3EV  C20  C21   single  1.526  0.020  1.526
 3EV  C20  C22   single  1.536  0.020  1.536
 3EV  C22  C23   single  1.527  0.020  1.527
 3EV  C23  C24   single  1.523  0.020  1.523
 3EV  C24  C25   single  1.536  0.020  1.536
 3EV  C25  C26   single  1.529  0.020  1.529
 3EV  C25  C27   single  1.523  0.020  1.523
 3EV  C1   H1    single  0.970  0.020  1.090
 3EV  O1   HO1   single  0.850  0.020  0.980
 3EV  C2   H2    single  0.970  0.020  1.090
 3EV  C2   H2A   single  0.970  0.020  1.090
 3EV  O2   HO2   single  0.850  0.020  0.980
 3EV  C3   H3    single  0.970  0.020  1.090
 3EV  O3   HO3   single  0.850  0.020  0.980
 3EV  C4   H4    single  0.970  0.020  1.090
 3EV  C4   H4A   single  0.970  0.020  1.090
 3EV  C6   H6    single  0.930  0.020  1.080
 3EV  C7   H7    single  0.930  0.020  1.080
 3EV  C9   H9    single  0.970  0.020  1.090
 3EV  C9   H9A   single  0.970  0.020  1.090
 3EV  C11  H11   single  0.970  0.020  1.090
 3EV  C11  H11A  single  0.970  0.020  1.090
 3EV  C12  H12   single  0.970  0.020  1.090
 3EV  C12  H12A  single  0.970  0.020  1.090
 3EV  C14  H14   single  0.970  0.020  1.090
 3EV  C15  H15   single  0.970  0.020  1.090
 3EV  C15  H15A  single  0.970  0.020  1.090
 3EV  C16  H16   single  0.970  0.020  1.090
 3EV  C16  H16A  single  0.970  0.020  1.090
 3EV  C17  H17   single  0.970  0.020  1.090
 3EV  C18  H18   single  0.970  0.020  1.090
 3EV  C18  H18A  single  0.970  0.020  1.090
 3EV  C18  H18B  single  0.970  0.020  1.090
 3EV  C19  H19   single  0.930  0.020  1.080
 3EV  C19  H19A  single  0.930  0.020  1.080
 3EV  C20  H20   single  0.970  0.020  1.090
 3EV  C21  H21   single  0.970  0.020  1.090
 3EV  C21  H21A  single  0.970  0.020  1.090
 3EV  C21  H21B  single  0.970  0.020  1.090
 3EV  C22  H22   single  0.970  0.020  1.090
 3EV  C22  H22A  single  0.970  0.020  1.090
 3EV  C23  H23   single  0.970  0.020  1.090
 3EV  C23  H23A  single  0.970  0.020  1.090
 3EV  C24  H24   single  0.970  0.020  1.090
 3EV  C24  H24A  single  0.970  0.020  1.090
 3EV  C26  H26   single  0.970  0.020  1.090
 3EV  C26  H26A  single  0.970  0.020  1.090
 3EV  C26  H26B  single  0.970  0.020  1.090
 3EV  C27  H27   single  0.970  0.020  1.090
 3EV  C27  H27A  single  0.970  0.020  1.090
 3EV  C27  H27B  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
 3EV  H1    C1   C10   106.64  3.000
 3EV  H1    C1   C2    107.65  3.000
 3EV  C10   C1   C2    109.89  3.000
 3EV  H1    C1   O1    110.33  3.000
 3EV  C10   C1   O1    114.06  3.000
 3EV  C2    C1   O1    108.08  3.000
 3EV  HO1   O1   C1    108.50  3.000
 3EV  H2A   C2   H2    107.80  3.000
 3EV  H2A   C2   C3    109.66  3.000
 3EV  H2    C2   C3    109.71  3.000
 3EV  H2A   C2   C1    109.18  3.000
 3EV  H2    C2   C1    109.27  3.000
 3EV  C3    C2   C1    111.15  3.000
 3EV  HO2   O2   C3    108.12  3.000
 3EV  H3    C3   C4    107.83  3.000
 3EV  H3    C3   O2    110.34  3.000
 3EV  C4    C3   O2    111.96  3.000
 3EV  H3    C3   C2    108.31  3.000
 3EV  C4    C3   C2    110.61  3.000
 3EV  O2    C3   C2    107.74  3.000
 3EV  HO3   O3   C25   108.00  3.000
 3EV  H4A   C4   H4    107.39  3.000
 3EV  H4A   C4   C5    109.73  3.000
 3EV  H4    C4   C5    110.48  3.000
 3EV  H4A   C4   C3    108.11  3.000
 3EV  H4    C4   C3    110.15  3.000
 3EV  C5    C4   C3    110.89  3.000
 3EV  C10   C5   C6    124.66  3.000
 3EV  C10   C5   C4    113.51  3.000
 3EV  C6    C5   C4    121.79  3.000
 3EV  H6    C6   C7    117.40  3.000
 3EV  H6    C6   C5    116.45  3.000
 3EV  C7    C6   C5    126.13  3.000
 3EV  H7    C7   C8    117.79  3.000
 3EV  H7    C7   C6    115.76  3.000
 3EV  C8    C7   C6    126.45  3.000
 3EV  C14   C8   C9    111.71  3.000
 3EV  C14   C8   C7    122.66  3.000
 3EV  C9    C8   C7    125.63  3.000
 3EV  H9A   C9   H9    106.26  3.000
 3EV  H9A   C9   C11   109.58  3.000
 3EV  H9    C9   C11   108.27  3.000
 3EV  H9A   C9   C8    112.39  3.000
 3EV  H9    C9   C8    108.02  3.000
 3EV  C11   C9   C8    112.05  3.000
 3EV  C19   C10  C5    123.35  3.000
 3EV  C19   C10  C1    123.47  3.000
 3EV  C5    C10  C1    113.12  3.000
 3EV  H11A  C11  H11   106.05  3.000
 3EV  H11A  C11  C12   109.77  3.000
 3EV  H11   C11  C12   109.64  3.000
 3EV  H11A  C11  C9    109.35  3.000
 3EV  H11   C11  C9    108.98  3.000
 3EV  C12   C11  C9    112.83  3.000
 3EV  H12A  C12  H12   106.45  3.000
 3EV  H12A  C12  C13   111.63  3.000
 3EV  H12   C12  C13   108.70  3.000
 3EV  H12A  C12  C11   108.92  3.000
 3EV  H12   C12  C11   109.44  3.000
 3EV  C13   C12  C11   111.56  3.000
 3EV  C18   C13  C17   110.71  3.000
 3EV  C18   C13  C14   110.99  3.000
 3EV  C17   C13  C14   100.13  3.000
 3EV  C18   C13  C12   110.82  3.000
 3EV  C17   C13  C12   116.29  3.000
 3EV  C14   C13  C12   107.33  3.000
 3EV  H14   C14  C15   106.99  3.000
 3EV  H14   C14  C13   104.92  3.000
 3EV  C15   C14  C13   104.18  3.000
 3EV  H14   C14  C8    106.34  3.000
 3EV  C15   C14  C8    120.67  3.000
 3EV  C13   C14  C8    112.62  3.000
 3EV  H15A  C15  H15   106.63  3.000
 3EV  H15A  C15  C16   112.79  3.000
 3EV  H15   C15  C16   110.57  3.000
 3EV  H15A  C15  C14   112.16  3.000
 3EV  H15   C15  C14   111.23  3.000
 3EV  C16   C15  C14   103.56  3.000
 3EV  H16A  C16  H16   106.11  3.000
 3EV  H16A  C16  C17   111.05  3.000
 3EV  H16   C16  C17   110.37  3.000
 3EV  H16A  C16  C15   111.29  3.000
 3EV  H16   C16  C15   110.65  3.000
 3EV  C17   C16  C15   107.41  3.000
 3EV  H17   C17  C20   107.00  3.000
 3EV  H17   C17  C16   108.34  3.000
 3EV  C20   C17  C16   111.95  3.000
 3EV  H17   C17  C13   106.46  3.000
 3EV  C20   C17  C13   119.05  3.000
 3EV  C16   C17  C13   103.56  3.000
 3EV  H18B  C18  H18A  107.30  3.000
 3EV  H18B  C18  H18   107.14  3.000
 3EV  H18A  C18  H18   107.04  3.000
 3EV  H18B  C18  C13   110.97  3.000
 3EV  H18A  C18  C13   112.07  3.000
 3EV  H18   C18  C13   112.04  3.000
 3EV  H19A  C19  H19   116.48  3.000
 3EV  H19A  C19  C10   121.15  3.000
 3EV  H19   C19  C10   122.37  3.000
 3EV  H20   C20  C22   106.85  3.000
 3EV  H20   C20  C21   108.40  3.000
 3EV  C22   C20  C21   110.48  3.000
 3EV  H20   C20  C17   107.95  3.000
 3EV  C22   C20  C17   109.55  3.000
 3EV  C21   C20  C17   113.37  3.000
 3EV  H21B  C21  H21A  106.45  3.000
 3EV  H21B  C21  H21   107.46  3.000
 3EV  H21A  C21  H21   107.72  3.000
 3EV  H21B  C21  C20   111.42  3.000
 3EV  H21A  C21  C20   112.49  3.000
 3EV  H21   C21  C20   111.03  3.000
 3EV  H22A  C22  H22   105.90  3.000
 3EV  H22A  C22  C23   109.68  3.000
 3EV  H22   C22  C23   107.76  3.000
 3EV  H22A  C22  C20   109.08  3.000
 3EV  H22   C22  C20   109.13  3.000
 3EV  C23   C22  C20   114.91  3.000
 3EV  H23A  C23  H23   106.29  3.000
 3EV  H23A  C23  C24   110.19  3.000
 3EV  H23   C23  C24   109.19  3.000
 3EV  H23A  C23  C22   108.67  3.000
 3EV  H23   C23  C22   110.61  3.000
 3EV  C24   C23  C22   111.74  3.000
 3EV  H24A  C24  H24   105.37  3.000
 3EV  H24A  C24  C25   108.16  3.000
 3EV  H24   C24  C25   108.50  3.000
 3EV  H24A  C24  C23   109.01  3.000
 3EV  H24   C24  C23   109.47  3.000
 3EV  C25   C24  C23   115.81  3.000
 3EV  C27   C25  C26   109.64  3.000
 3EV  C27   C25  C24   111.48  3.000
 3EV  C26   C25  C24   109.15  3.000
 3EV  C27   C25  O3    106.08  3.000
 3EV  C26   C25  O3    109.85  3.000
 3EV  C24   C25  O3    110.60  3.000
 3EV  H26B  C26  H26A  107.38  3.000
 3EV  H26B  C26  H26   108.17  3.000
 3EV  H26A  C26  H26   107.91  3.000
 3EV  H26B  C26  C25   111.17  3.000
 3EV  H26A  C26  C25   111.08  3.000
 3EV  H26   C26  C25   110.98  3.000
 3EV  H27B  C27  H27A  107.68  3.000
 3EV  H27B  C27  H27   107.96  3.000
 3EV  H27A  C27  H27   107.86  3.000
 3EV  H27B  C27  C25   110.89  3.000
 3EV  H27A  C27  C25   110.35  3.000
 3EV  H27   C27  C25   111.96  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
 3EV  Var_01  C4   C5   C10  C1     53.08  30.0  1
 3EV  Var_02  C10  C5   C4   C3    -52.57  30.0  1
 3EV  Var_03  C12  C11  C9   C8     50.15  30.0  1
 3EV  Var_04  C13  C12  C11  C9    -54.08  30.0  1
 3EV  Var_05  C14  C8   C9   C11   -51.47  30.0  1
 3EV  Var_06  C17  C16  C15  C14    10.38  30.0  1
 3EV  Var_07  C7   C6   C5   C4   -176.40  30.0  2
 3EV  Var_08  C8   C7   C6   C5   -177.03  30.0  2
 3EV  Var_09  C9   C8   C7   C6      0.45  30.0  2
 3EV  Var_10  H19  C19  C10  C1      0.77  30.0  2
 3EV  Var_11  C23  C24  C25  O3    -57.66  30.0  2
 3EV  Var_12  C24  C23  C22  C20   169.74  30.0  3
 3EV  Var_13  C25  C24  C23  C22   175.73  30.0  3
 3EV  Var_14  H26  C26  C25  O3     58.03  30.0  3
 3EV  Var_15  H27  C27  C25  O3     58.15  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
 3EV  chir_01  C1   O1   C2   C10  negativ
 3EV  chir_02  C3   O2   C4   C2   negativ
 3EV  chir_03  C13  C14  C17  C12  negativ
 3EV  chir_04  C14  C8   C13  C15  negativ
 3EV  chir_05  C17  C13  C16  C20  positiv
 3EV  chir_06  C20  C22  C21  C17  negativ

