# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Fri Jun  5 21:49:49 2020
#   Inital geometry file: a 163 line input string
#   Ligand name: (1S,3R,5Z,7E,14beta,17alpha,20S)-20-(3-hydroxy-3-methylbutoxy)-9,10-secopregna-5,7,10-triene-1,3-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](OCCC(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
 MCZ  MCZ  (1S,3R,5Z,7E,14beta,17alpha,20S)-20-(3-hydroxy-3-methylbutoxy)-9,10-secopregna-5,7,10-triene-1,3-diol  ligand  72  30  .  2022-07-25  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_MCZ
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
 MCZ  C1    C  CH1   0  -0.028   5.3248   2.4181  -0.3193
 MCZ  O1    O  OH1   0  -0.664   4.5348   2.5603   0.8464
 MCZ  C2    C  CH2   0  -0.489   6.7559   2.1466   0.1239
 MCZ  C3    C  CH1   0   0.071   6.8975   0.7961   0.8118
 MCZ  O3    O  OH1   0  -0.674   8.2607   0.6266   1.1407
 MCZ  C4    C  CH2   0  -0.532   6.3965  -0.3177  -0.1120
 MCZ  C5    C  C     0   0.096   4.9862  -0.0548  -0.5677
 MCZ  C6    C  C1    0  -0.300   4.0051  -0.9547  -0.3805
 MCZ  C7    C  C1    0  -0.357   2.6030  -0.7778  -0.7018
 MCZ  C8    C  C     0   0.153   1.6289  -1.6876  -0.5388
 MCZ  C9    C  CH2   0  -0.505   1.8052  -3.0838  -0.0071
 MCZ  C10   C  C     0   0.067   4.8057   1.2798  -1.1690
 MCZ  C11   C  CH2   0  -0.436   0.8564  -3.3681   1.1647
 MCZ  C12   C  CH2   0  -0.417  -0.5967  -3.0047   0.8577
 MCZ  C13   C  CT    0  -0.068  -0.7289  -1.5638   0.3586
 MCZ  C14   C  CH1   0  -0.243   0.1969  -1.4114  -0.8734
 MCZ  C15   C  CH2   0  -0.458  -0.2247  -0.0911  -1.5004
 MCZ  C16   C  CH2   0  -0.424  -1.7488  -0.0502  -1.2697
 MCZ  C17   C  CH1   0  -0.223  -2.0873  -1.1937  -0.2788
 MCZ  C18   C  CH3   0  -0.678  -0.3475  -0.5662   1.4554
 MCZ  C19   C  C2    0  -0.587   4.2700   1.4980  -2.3685
 MCZ  C20   C  CH1   0   0.074  -3.2299  -0.8067   0.6544
 MCZ  C21   C  CH3   0  -0.688  -3.6319  -1.8923   1.6440
 MCZ  O22   O  O2    0  -0.503  -4.3290  -0.4765  -0.1824
 MCZ  C23   C  CH2   0  -0.127  -5.2187   0.4625   0.3734
 MCZ  C24   C  CH2   0  -0.476  -6.3620   0.6776  -0.6018
 MCZ  C25   C  CT    0   0.191  -7.4730   1.6078  -0.0938
 MCZ  C26   C  CH3   0  -0.668  -6.9389   2.9928   0.2523
 MCZ  C27   C  CH3   0  -0.664  -8.5528   1.7250  -1.1684
 MCZ  O28   O  OH1   0  -0.676  -8.0406   1.0960   1.1072
 MCZ  H1    H  HCH1  0   0.225   5.3080   3.3409  -0.9148
 MCZ  HO1   H  HOH1  0   0.449   3.6172   2.6653   0.5753
 MCZ  H2    H  HCH2  0   0.238   7.3980   2.1661  -0.7625
 MCZ  H2A   H  HCH2  0   0.250   7.0950   2.9495   0.7844
 MCZ  H3    H  HCH1  0   0.206   6.2820   0.7906   1.7210
 MCZ  HO3   H  HOH1  0   0.449   8.3441  -0.1760   1.6651
 MCZ  H4    H  HCH2  0   0.236   7.0642  -0.3561  -0.9817
 MCZ  H4A   H  HCH2  0   0.245   6.4579  -1.2861   0.3920
 MCZ  H6    H  H     0   0.233   4.2968  -1.8923   0.0828
 MCZ  H7    H  H     0   0.230   2.3211   0.1910  -1.0971
 MCZ  H9    H  HCH2  0   0.232   1.5802  -3.7882  -0.8175
 MCZ  H9A   H  HCH2  0   0.245   2.8319  -3.2875   0.2969
 MCZ  H11   H  HCH2  0   0.235   0.9206  -4.4267   1.4264
 MCZ  H11A  H  HCH2  0   0.223   1.2002  -2.8186   2.0447
 MCZ  H12   H  HCH2  0   0.214  -0.9819  -3.6768   0.0820
 MCZ  H12A  H  HCH2  0   0.232  -1.2059  -3.1822   1.7460
 MCZ  H14   H  HCH1  0   0.232  -0.1095  -2.2093  -1.5693
 MCZ  H15   H  HCH2  0   0.221   0.2604   0.7538  -1.0070
 MCZ  H15A  H  HCH2  0   0.235   0.0435  -0.0324  -2.5564
 MCZ  H16   H  HCH2  0   0.222  -2.0509   0.9178  -0.8634
 MCZ  H16A  H  HCH2  0   0.230  -2.2981  -0.1735  -2.2027
 MCZ  H17   H  HCH1  0   0.221  -2.4188  -2.0706  -0.8506
 MCZ  H18   H  HCH3  0   0.239   0.6909  -0.6797   1.7668
 MCZ  H18A  H  HCH3  0   0.234  -0.4701   0.4691   1.1330
 MCZ  H18B  H  HCH3  0   0.228  -0.9685  -0.7015   2.3432
 MCZ  H19   H  H     0   0.244   4.1789   2.5016  -2.7674
 MCZ  H19A  H  H     0   0.246   3.9171   0.6891  -2.9957
 MCZ  H20   H  HCH1  0   0.194  -2.9296   0.0891   1.2178
 MCZ  H21   H  HCH3  0   0.227  -2.8755  -2.0298   2.4159
 MCZ  H21A  H  HCH3  0   0.237  -4.5600  -1.6302   2.1549
 MCZ  H21B  H  HCH3  0   0.222  -3.7806  -2.8504   1.1433
 MCZ  H23   H  HCH2  0   0.192  -5.6143   0.1172   1.3375
 MCZ  H23A  H  HCH2  0   0.196  -4.6923   1.4073   0.5671
 MCZ  H24   H  HCH2  0   0.227  -5.9672   1.0759  -1.5417
 MCZ  H24A  H  HCH2  0   0.228  -6.8062  -0.2956  -0.8438
 MCZ  H26   H  HCH3  0   0.226  -6.4220   3.4289  -0.6028
 MCZ  H26A  H  HCH3  0   0.233  -7.7558   3.6640   0.5246
 MCZ  H26B  H  HCH3  0   0.235  -6.2400   2.9662   1.0891
 MCZ  H27   H  HCH3  0   0.226  -8.9519   0.7430  -1.4337
 MCZ  H27A  H  HCH3  0   0.232  -9.3811   2.3440  -0.8189
 MCZ  H27B  H  HCH3  0   0.225  -8.1594   2.1763  -2.0801
 MCZ  HO28  H  HOH1  0   0.442  -8.4128   0.2284   0.9165

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
 MCZ  C1   O1    single  1.415  0.020  1.415
 MCZ  C1   C2    single  1.523  0.020  1.523
 MCZ  C1   C10   single  1.512  0.020  1.512
 MCZ  C2   C3    single  1.522  0.020  1.522
 MCZ  C3   O3    single  1.413  0.020  1.413
 MCZ  C3   C4    single  1.531  0.020  1.531
 MCZ  C4   C5    single  1.505  0.020  1.505
 MCZ  C5   C6    double  1.344  0.020  1.344
 MCZ  C5   C10   single  1.475  0.020  1.475
 MCZ  C6   C7    single  1.449  0.020  1.449
 MCZ  C7   C8    double  1.343  0.020  1.343
 MCZ  C8   C9    single  1.504  0.020  1.504
 MCZ  C8   C14   single  1.496  0.020  1.496
 MCZ  C9   C11   single  1.534  0.020  1.534
 MCZ  C10  C19   double  1.332  0.020  1.332
 MCZ  C11  C12   single  1.529  0.020  1.529
 MCZ  C12  C13   single  1.531  0.020  1.531
 MCZ  C13  C14   single  1.549  0.020  1.549
 MCZ  C13  C17   single  1.545  0.020  1.545
 MCZ  C13  C18   single  1.531  0.020  1.531
 MCZ  C14  C15   single  1.521  0.020  1.521
 MCZ  C15  C16   single  1.542  0.020  1.542
 MCZ  C16  C17   single  1.551  0.020  1.551
 MCZ  C17  C20   single  1.525  0.020  1.525
 MCZ  C20  C21   single  1.523  0.020  1.523
 MCZ  C20  O22   single  1.420  0.020  1.420
 MCZ  O22  C23   single  1.408  0.020  1.408
 MCZ  C23  C24   single  1.518  0.020  1.518
 MCZ  C24  C25   single  1.536  0.020  1.536
 MCZ  C25  C26   single  1.524  0.020  1.524
 MCZ  C25  C27   single  1.528  0.020  1.528
 MCZ  C25  O28   single  1.424  0.020  1.424
 MCZ  C1   H1    single  0.970  0.020  1.090
 MCZ  O1   HO1   single  0.850  0.020  0.980
 MCZ  C2   H2    single  0.970  0.020  1.090
 MCZ  C2   H2A   single  0.970  0.020  1.090
 MCZ  C3   H3    single  0.970  0.020  1.090
 MCZ  O3   HO3   single  0.850  0.020  0.980
 MCZ  C4   H4    single  0.970  0.020  1.090
 MCZ  C4   H4A   single  0.970  0.020  1.090
 MCZ  C6   H6    single  0.930  0.020  1.080
 MCZ  C7   H7    single  0.930  0.020  1.080
 MCZ  C9   H9    single  0.970  0.020  1.090
 MCZ  C9   H9A   single  0.970  0.020  1.090
 MCZ  C11  H11   single  0.970  0.020  1.090
 MCZ  C11  H11A  single  0.970  0.020  1.090
 MCZ  C12  H12   single  0.970  0.020  1.090
 MCZ  C12  H12A  single  0.970  0.020  1.090
 MCZ  C14  H14   single  0.970  0.020  1.090
 MCZ  C15  H15   single  0.970  0.020  1.090
 MCZ  C15  H15A  single  0.970  0.020  1.090
 MCZ  C16  H16   single  0.970  0.020  1.090
 MCZ  C16  H16A  single  0.970  0.020  1.090
 MCZ  C17  H17   single  0.970  0.020  1.090
 MCZ  C18  H18   single  0.970  0.020  1.090
 MCZ  C18  H18A  single  0.970  0.020  1.090
 MCZ  C18  H18B  single  0.970  0.020  1.090
 MCZ  C19  H19   single  0.930  0.020  1.080
 MCZ  C19  H19A  single  0.930  0.020  1.080
 MCZ  C20  H20   single  0.970  0.020  1.090
 MCZ  C21  H21   single  0.970  0.020  1.090
 MCZ  C21  H21A  single  0.970  0.020  1.090
 MCZ  C21  H21B  single  0.970  0.020  1.090
 MCZ  C23  H23   single  0.970  0.020  1.090
 MCZ  C23  H23A  single  0.970  0.020  1.090
 MCZ  C24  H24   single  0.970  0.020  1.090
 MCZ  C24  H24A  single  0.970  0.020  1.090
 MCZ  C26  H26   single  0.970  0.020  1.090
 MCZ  C26  H26A  single  0.970  0.020  1.090
 MCZ  C26  H26B  single  0.970  0.020  1.090
 MCZ  C27  H27   single  0.970  0.020  1.090
 MCZ  C27  H27A  single  0.970  0.020  1.090
 MCZ  C27  H27B  single  0.970  0.020  1.090
 MCZ  O28  HO28  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
 MCZ  H1    C1   C10   108.82  3.000
 MCZ  H1    C1   C2    108.78  3.000
 MCZ  C10   C1   C2    110.61  3.000
 MCZ  H1    C1   O1    110.70  3.000
 MCZ  C10   C1   O1    110.29  3.000
 MCZ  C2    C1   O1    107.63  3.000
 MCZ  HO1   O1   C1    108.13  3.000
 MCZ  H2A   C2   H2    107.10  3.000
 MCZ  H2A   C2   C3    110.46  3.000
 MCZ  H2    C2   C3    109.09  3.000
 MCZ  H2A   C2   C1    109.66  3.000
 MCZ  H2    C2   C1    108.21  3.000
 MCZ  C3    C2   C1    112.16  3.000
 MCZ  H3    C3   C4    108.21  3.000
 MCZ  H3    C3   O3    110.34  3.000
 MCZ  C4    C3   O3    111.65  3.000
 MCZ  H3    C3   C2    109.06  3.000
 MCZ  C4    C3   C2    110.01  3.000
 MCZ  O3    C3   C2    107.55  3.000
 MCZ  HO3   O3   C3    108.10  3.000
 MCZ  H4A   C4   H4    107.46  3.000
 MCZ  H4A   C4   C5    110.29  3.000
 MCZ  H4    C4   C5    109.66  3.000
 MCZ  H4A   C4   C3    110.35  3.000
 MCZ  H4    C4   C3    107.73  3.000
 MCZ  C5    C4   C3    111.23  3.000
 MCZ  C10   C5   C6    124.97  3.000
 MCZ  C10   C5   C4    113.34  3.000
 MCZ  C6    C5   C4    121.65  3.000
 MCZ  H6    C6   C7    117.38  3.000
 MCZ  H6    C6   C5    116.19  3.000
 MCZ  C7    C6   C5    126.40  3.000
 MCZ  H7    C7   C8    117.47  3.000
 MCZ  H7    C7   C6    116.21  3.000
 MCZ  C8    C7   C6    126.31  3.000
 MCZ  C14   C8   C9    111.25  3.000
 MCZ  C14   C8   C7    122.82  3.000
 MCZ  C9    C8   C7    125.92  3.000
 MCZ  H9A   C9   H9    106.22  3.000
 MCZ  H9A   C9   C11   109.56  3.000
 MCZ  H9    C9   C11   108.56  3.000
 MCZ  H9A   C9   C8    112.48  3.000
 MCZ  H9    C9   C8    108.11  3.000
 MCZ  C11   C9   C8    111.68  3.000
 MCZ  C19   C10  C5    124.39  3.000
 MCZ  C19   C10  C1    121.39  3.000
 MCZ  C5    C10  C1    114.20  3.000
 MCZ  H11A  C11  H11   106.01  3.000
 MCZ  H11A  C11  C12   109.94  3.000
 MCZ  H11   C11  C12   109.53  3.000
 MCZ  H11A  C11  C9    109.10  3.000
 MCZ  H11   C11  C9    109.04  3.000
 MCZ  C12   C11  C9    112.98  3.000
 MCZ  H12A  C12  H12   106.26  3.000
 MCZ  H12A  C12  C13   111.73  3.000
 MCZ  H12   C12  C13   108.42  3.000
 MCZ  H12A  C12  C11   109.17  3.000
 MCZ  H12   C12  C11   109.29  3.000
 MCZ  C13   C12  C11   111.79  3.000
 MCZ  C18   C13  C17   111.00  3.000
 MCZ  C18   C13  C14   110.91  3.000
 MCZ  C17   C13  C14   100.01  3.000
 MCZ  C18   C13  C12   110.99  3.000
 MCZ  C17   C13  C12   115.84  3.000
 MCZ  C14   C13  C12   107.49  3.000
 MCZ  H14   C14  C15   106.92  3.000
 MCZ  H14   C14  C13   105.36  3.000
 MCZ  C15   C14  C13   104.34  3.000
 MCZ  H14   C14  C8    105.87  3.000
 MCZ  C15   C14  C8    121.17  3.000
 MCZ  C13   C14  C8    112.09  3.000
 MCZ  H15A  C15  H15   106.64  3.000
 MCZ  H15A  C15  C16   112.73  3.000
 MCZ  H15   C15  C16   110.54  3.000
 MCZ  H15A  C15  C14   112.18  3.000
 MCZ  H15   C15  C14   111.24  3.000
 MCZ  C16   C15  C14   103.61  3.000
 MCZ  H16A  C16  H16   106.22  3.000
 MCZ  H16A  C16  C17   110.71  3.000
 MCZ  H16   C16  C17   110.82  3.000
 MCZ  H16A  C16  C15   111.55  3.000
 MCZ  H16   C16  C15   110.64  3.000
 MCZ  C17   C16  C15   106.96  3.000
 MCZ  H17   C17  C20   107.16  3.000
 MCZ  H17   C17  C16   108.79  3.000
 MCZ  C20   C17  C16   111.56  3.000
 MCZ  H17   C17  C13   106.79  3.000
 MCZ  C20   C17  C13   117.83  3.000
 MCZ  C16   C17  C13   104.38  3.000
 MCZ  H18B  C18  H18A  107.09  3.000
 MCZ  H18B  C18  H18   107.26  3.000
 MCZ  H18A  C18  H18   106.87  3.000
 MCZ  H18B  C18  C13   111.11  3.000
 MCZ  H18A  C18  C13   112.24  3.000
 MCZ  H18   C18  C13   111.97  3.000
 MCZ  H19A  C19  H19   116.82  3.000
 MCZ  H19A  C19  C10   122.04  3.000
 MCZ  H19   C19  C10   121.14  3.000
 MCZ  H20   C20  O22   108.89  3.000
 MCZ  H20   C20  C21   108.65  3.000
 MCZ  O22   C20  C21   110.14  3.000
 MCZ  H20   C20  C17   108.39  3.000
 MCZ  O22   C20  C17   106.15  3.000
 MCZ  C21   C20  C17   114.48  3.000
 MCZ  H21B  C21  H21A  108.04  3.000
 MCZ  H21B  C21  H21   107.99  3.000
 MCZ  H21A  C21  H21   106.80  3.000
 MCZ  H21B  C21  C20   111.33  3.000
 MCZ  H21A  C21  C20   110.94  3.000
 MCZ  H21   C21  C20   111.54  3.000
 MCZ  C23   O22  C20   114.29  3.000
 MCZ  H23A  C23  H23   106.76  3.000
 MCZ  H23A  C23  C24   110.62  3.000
 MCZ  H23   C23  C24   109.72  3.000
 MCZ  H23A  C23  O22   109.90  3.000
 MCZ  H23   C23  O22   111.38  3.000
 MCZ  C24   C23  O22   108.47  3.000
 MCZ  H24A  C24  H24   106.24  3.000
 MCZ  H24A  C24  C25   108.51  3.000
 MCZ  H24   C24  C25   108.94  3.000
 MCZ  H24A  C24  C23   108.73  3.000
 MCZ  H24   C24  C23   109.37  3.000
 MCZ  C25   C24  C23   114.72  3.000
 MCZ  O28   C25  C27   109.83  3.000
 MCZ  O28   C25  C26   105.95  3.000
 MCZ  C27   C25  C26   109.73  3.000
 MCZ  O28   C25  C24   110.48  3.000
 MCZ  C27   C25  C24   108.97  3.000
 MCZ  C26   C25  C24   111.84  3.000
 MCZ  H26B  C26  H26A  107.64  3.000
 MCZ  H26B  C26  H26   107.92  3.000
 MCZ  H26A  C26  H26   107.73  3.000
 MCZ  H26B  C26  C25   112.12  3.000
 MCZ  H26A  C26  C25   110.67  3.000
 MCZ  H26   C26  C25   110.59  3.000
 MCZ  H27B  C27  H27A  107.86  3.000
 MCZ  H27B  C27  H27   107.50  3.000
 MCZ  H27A  C27  H27   108.07  3.000
 MCZ  H27B  C27  C25   111.40  3.000
 MCZ  H27A  C27  C25   110.77  3.000
 MCZ  H27   C27  C25   111.09  3.000
 MCZ  HO28  O28  C25   108.11  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
 MCZ  Var_01  C4   C5   C10  C1    -51.39  30.0  1
 MCZ  Var_02  C10  C5   C4   C3     52.95  30.0  1
 MCZ  Var_03  C12  C11  C9   C8     50.25  30.0  1
 MCZ  Var_04  C13  C12  C11  C9    -52.95  30.0  1
 MCZ  Var_05  C14  C8   C9   C11   -53.04  30.0  1
 MCZ  Var_06  C17  C16  C15  C14    11.28  30.0  1
 MCZ  Var_07  C7   C6   C5   C4    175.97  30.0  2
 MCZ  Var_08  C8   C7   C6   C5    178.58  30.0  2
 MCZ  Var_09  C9   C8   C7   C6     -0.98  30.0  2
 MCZ  Var_10  H19  C19  C10  C1     -0.76  30.0  2
 MCZ  Var_11  C24  C23  O22  C20  -177.89  30.0  3
 MCZ  Var_12  C25  C24  C23  O22   175.94  30.0  3
 MCZ  Var_13  C26  C25  C24  C23    58.81  30.0  3
 MCZ  Var_14  H26  C26  C25  C24    55.59  30.0  3
 MCZ  Var_15  H27  C27  C25  C24    57.24  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
 MCZ  chir_01  C1   O1   C2   C10  negativ
 MCZ  chir_02  C3   O3   C4   C2   positiv
 MCZ  chir_03  C13  C14  C17  C12  negativ
 MCZ  chir_04  C14  C8   C13  C15  negativ
 MCZ  chir_05  C17  C13  C16  C20  positiv
 MCZ  chir_06  C20  O22  C17  C21  positiv

