# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Fri May 22 08:11:56 2020
#   Inital geometry file: a 177 line input string
#   Ligand name: (1S,2S,3R,5Z,7E,14beta,17alpha,23R)-23-(2-hydroxy-2-methylpropyl)-2-methyl-20,24-epoxy-9,10-secochola-5,7,10-triene-1,3-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H]1[C@H](O)CC(=C/C=C2\CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@]4(C)C[C@H](CO4)CC(C)(C)O)/C(=C)[C@H]1O
#
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
 23R  23R  (1S,2S,3R,5Z,7E,14beta,17alpha,23R)-23-(2-hydroxy-2-methylpropyl)-2-methyl-20,24-epoxy-9,10-secochola-5,7,10-triene-1,3-diol  ligand  79  33  .  2022-07-22  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_23R
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
 23R  O3    O  OH1   0  -0.675   8.2866  -0.3918  -0.9992
 23R  C3    C  CH1   0   0.093   6.9415  -0.6297  -0.6389
 23R  C2    C  CH1   0  -0.291   6.9165  -1.7945   0.3499
 23R  C29   C  CH3   0  -0.658   7.5629  -3.0562  -0.2135
 23R  C1    C  CH1   0  -0.013   5.4860  -2.0623   0.8249
 23R  O1    O  OH1   0  -0.665   4.7371  -2.5354  -0.2779
 23R  C10   C  C     0   0.076   4.8470  -0.8129   1.3847
 23R  C19   C  C2    0  -0.589   4.2924  -0.8047   2.5961
 23R  C4    C  CH2   0  -0.535   6.3171   0.6215  -0.0170
 23R  C5    C  C     0   0.110   4.9296   0.3635   0.5021
 23R  C6    C  C1    0  -0.306   3.8931   1.1483   0.1616
 23R  C7    C  C1    0  -0.364   2.5039   0.9608   0.5335
 23R  C8    C  C     0   0.154   1.5110   1.8441   0.3414
 23R  C9    C  CH2   0  -0.505   1.6705   3.2280  -0.2273
 23R  C11   C  CH2   0  -0.436   0.6737   3.5091  -1.3569
 23R  C12   C  CH2   0  -0.418  -0.7659   3.1571  -0.9819
 23R  C14   C  CH1   0  -0.244   0.0917   1.5708   0.7253
 23R  C13   C  CT    0  -0.072  -0.8884   1.7194  -0.4670
 23R  C18   C  CH3   0  -0.655  -0.5511   0.7187  -1.5747
 23R  C15   C  CH2   0  -0.453  -0.3039   0.2518   1.3696
 23R  C16   C  CH2   0  -0.434  -1.8390   0.2303   1.2294
 23R  C17   C  CH1   0  -0.210  -2.2147   1.3785   0.2565
 23R  C20   C  CT    0   0.262  -3.5045   1.1015  -0.5318
 23R  C22   C  CH2   0  -0.482  -4.7023   0.9091   0.4396
 23R  C21   C  CH3   0  -0.685  -3.8351   2.2061  -1.5344
 23R  O20   O  O2    0  -0.503  -3.3965  -0.1373  -1.2287
 23R  C24   C  CH2   0  -0.153  -4.6485  -0.7863  -1.2102
 23R  C23   C  CH1   0  -0.269  -5.2181  -0.5119   0.1772
 23R  C25   C  CH2   0  -0.442  -6.7311  -0.6193   0.3134
 23R  C26   C  CT    0   0.203  -7.3565  -2.0031   0.0901
 23R  C28   C  CH3   0  -0.667  -6.7379  -3.0500   1.0068
 23R  C27   C  CH3   0  -0.666  -8.8620  -1.9123   0.3420
 23R  O26   O  OH1   0  -0.671  -7.1202  -2.4573  -1.2381
 23R  HO3   H  HOH1  0   0.449   8.2966   0.2566  -1.7099
 23R  H3    H  HCH1  0   0.202   6.3551  -0.9106  -1.5249
 23R  H2    H  HCH1  0   0.237   7.4759  -1.4842   1.2422
 23R  H29   H  HCH3  0   0.234   8.6217  -2.9027  -0.4155
 23R  H29A  H  HCH3  0   0.224   7.4837  -3.8809   0.4970
 23R  H29B  H  HCH3  0   0.222   7.0861  -3.3676  -1.1431
 23R  H1    H  HCH1  0   0.220   5.5278  -2.8216   1.6190
 23R  HO1   H  HOH1  0   0.450   3.8310  -2.6761   0.0141
 23R  H19   H  H     0   0.244   4.2791  -1.6965   3.2115
 23R  H19A  H  H     0   0.244   3.8497   0.0877   3.0191
 23R  H4    H  HCH2  0   0.236   6.9619   0.9399   0.8121
 23R  H4A   H  HCH2  0   0.245   6.3034   1.4353  -0.7472
 23R  H6    H  H     0   0.233   4.1215   1.9880  -0.4875
 23R  H7    H  H     0   0.231   2.2551   0.0140   1.0011
 23R  H9    H  HCH2  0   0.232   1.4868   3.9444   0.5832
 23R  H9A   H  HCH2  0   0.243   2.6854   3.4207  -0.5754
 23R  H11   H  HCH2  0   0.233   0.7306   4.5661  -1.6275
 23R  H11A  H  HCH2  0   0.222   0.9749   2.9541  -2.2491
 23R  H12   H  HCH2  0   0.211  -1.1119   3.8396  -0.1964
 23R  H12A  H  HCH2  0   0.231  -1.4110   3.3312  -1.8440
 23R  H14   H  HCH1  0   0.231  -0.1858   2.3696   1.4324
 23R  H18   H  HCH3  0   0.224   0.4816   0.8276  -1.9080
 23R  H18A  H  HCH3  0   0.230  -0.6792  -0.3140  -1.2529
 23R  H18B  H  HCH3  0   0.225  -1.1941   0.8643  -2.4432
 23R  H15   H  HCH2  0   0.220   0.1432  -0.5924   0.8404
 23R  H15A  H  HCH2  0   0.233   0.0245   0.1826   2.4080
 23R  H16   H  HCH2  0   0.230  -2.1786  -0.7343   0.8526
 23R  H16A  H  HCH2  0   0.227  -2.3225   0.3745   2.1965
 23R  H17   H  HCH1  0   0.223  -2.4468   2.2625   0.8652
 23R  H22   H  HCH2  0   0.245  -4.4203   1.0502   1.4836
 23R  H22A  H  HCH2  0   0.236  -5.4818   1.6465   0.2286
 23R  H21   H  HCH3  0   0.232  -3.1080   2.2597  -2.3436
 23R  H21A  H  HCH3  0   0.232  -4.8151   2.0323  -1.9838
 23R  H21B  H  HCH3  0   0.223  -3.8702   3.1805  -1.0449
 23R  H24   H  HCH2  0   0.183  -5.3161  -0.3853  -1.9875
 23R  H24A  H  HCH2  0   0.226  -4.4898  -1.8435  -1.4226
 23R  H23   H  HCH1  0   0.239  -4.7394  -1.1919   0.8890
 23R  H25   H  HCH2  0   0.231  -7.0112  -0.2761   1.3148
 23R  H25A  H  HCH2  0   0.220  -7.1999   0.0922  -0.3798
 23R  H28   H  HCH3  0   0.224  -6.8344  -2.7495   2.0506
 23R  H28A  H  HCH3  0   0.232  -7.2377  -4.0134   0.8895
 23R  H28B  H  HCH3  0   0.234  -5.6774  -3.1946   0.7949
 23R  H27   H  HCH3  0   0.225  -9.3237  -1.1664  -0.3104
 23R  H27A  H  HCH3  0   0.232  -9.3468  -2.8718   0.1533
 23R  H27B  H  HCH3  0   0.224  -9.0748  -1.6234   1.3717
 23R  HO26  H  HOH1  0   0.440  -7.5126  -1.8226  -1.8468

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
 23R  O3   C3    single  1.413  0.020  1.413
 23R  C3   C2    single  1.528  0.020  1.528
 23R  C3   C4    single  1.530  0.020  1.530
 23R  C2   C29   single  1.525  0.020  1.525
 23R  C2   C1    single  1.531  0.020  1.531
 23R  C1   O1    single  1.415  0.020  1.415
 23R  C1   C10   single  1.511  0.020  1.511
 23R  C10  C19   double  1.332  0.020  1.332
 23R  C10  C5    single  1.473  0.020  1.473
 23R  C4   C5    single  1.504  0.020  1.504
 23R  C5   C6    double  1.344  0.020  1.344
 23R  C6   C7    single  1.450  0.020  1.450
 23R  C7   C8    double  1.343  0.020  1.343
 23R  C8   C9    single  1.505  0.020  1.505
 23R  C8   C14   single  1.496  0.020  1.496
 23R  C9   C11   single  1.533  0.020  1.533
 23R  C11  C12   single  1.529  0.020  1.529
 23R  C12  C13   single  1.532  0.020  1.532
 23R  C14  C13   single  1.551  0.020  1.551
 23R  C14  C15   single  1.520  0.020  1.520
 23R  C13  C18   single  1.530  0.020  1.530
 23R  C13  C17   single  1.549  0.020  1.549
 23R  C15  C16   single  1.542  0.020  1.542
 23R  C16  C17   single  1.551  0.020  1.551
 23R  C17  C20   single  1.537  0.020  1.537
 23R  C20  C22   single  1.554  0.020  1.554
 23R  C20  C21   single  1.528  0.020  1.528
 23R  C20  O20   single  1.425  0.020  1.425
 23R  C22  C23   single  1.534  0.020  1.534
 23R  O20  C24   single  1.410  0.020  1.410
 23R  C24  C23   single  1.525  0.020  1.525
 23R  C23  C25   single  1.523  0.020  1.523
 23R  C25  C26   single  1.535  0.020  1.535
 23R  C26  C28   single  1.523  0.020  1.523
 23R  C26  C27   single  1.529  0.020  1.529
 23R  C26  O26   single  1.423  0.020  1.423
 23R  O3   HO3   single  0.850  0.020  0.980
 23R  C3   H3    single  0.970  0.020  1.090
 23R  C2   H2    single  0.970  0.020  1.090
 23R  C29  H29   single  0.970  0.020  1.090
 23R  C29  H29A  single  0.970  0.020  1.090
 23R  C29  H29B  single  0.970  0.020  1.090
 23R  C1   H1    single  0.970  0.020  1.090
 23R  O1   HO1   single  0.850  0.020  0.980
 23R  C19  H19   single  0.930  0.020  1.080
 23R  C19  H19A  single  0.930  0.020  1.080
 23R  C4   H4    single  0.970  0.020  1.090
 23R  C4   H4A   single  0.970  0.020  1.090
 23R  C6   H6    single  0.930  0.020  1.080
 23R  C7   H7    single  0.930  0.020  1.080
 23R  C9   H9    single  0.970  0.020  1.090
 23R  C9   H9A   single  0.970  0.020  1.090
 23R  C11  H11   single  0.970  0.020  1.090
 23R  C11  H11A  single  0.970  0.020  1.090
 23R  C12  H12   single  0.970  0.020  1.090
 23R  C12  H12A  single  0.970  0.020  1.090
 23R  C14  H14   single  0.970  0.020  1.090
 23R  C18  H18   single  0.970  0.020  1.090
 23R  C18  H18A  single  0.970  0.020  1.090
 23R  C18  H18B  single  0.970  0.020  1.090
 23R  C15  H15   single  0.970  0.020  1.090
 23R  C15  H15A  single  0.970  0.020  1.090
 23R  C16  H16   single  0.970  0.020  1.090
 23R  C16  H16A  single  0.970  0.020  1.090
 23R  C17  H17   single  0.970  0.020  1.090
 23R  C22  H22   single  0.970  0.020  1.090
 23R  C22  H22A  single  0.970  0.020  1.090
 23R  C21  H21   single  0.970  0.020  1.090
 23R  C21  H21A  single  0.970  0.020  1.090
 23R  C21  H21B  single  0.970  0.020  1.090
 23R  C24  H24   single  0.970  0.020  1.090
 23R  C24  H24A  single  0.970  0.020  1.090
 23R  C23  H23   single  0.970  0.020  1.090
 23R  C25  H25   single  0.970  0.020  1.090
 23R  C25  H25A  single  0.970  0.020  1.090
 23R  C28  H28   single  0.970  0.020  1.090
 23R  C28  H28A  single  0.970  0.020  1.090
 23R  C28  H28B  single  0.970  0.020  1.090
 23R  C27  H27   single  0.970  0.020  1.090
 23R  C27  H27A  single  0.970  0.020  1.090
 23R  C27  H27B  single  0.970  0.020  1.090
 23R  O26  HO26  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
 23R  HO3   O3   C3    108.17  3.000
 23R  H3    C3   C4    108.59  3.000
 23R  H3    C3   C2    108.55  3.000
 23R  C4    C3   C2    110.71  3.000
 23R  H3    C3   O3    110.21  3.000
 23R  C4    C3   O3    110.76  3.000
 23R  C2    C3   O3    108.00  3.000
 23R  H2    C2   C1    105.87  3.000
 23R  H2    C2   C29   108.54  3.000
 23R  C1    C2   C29   111.46  3.000
 23R  H2    C2   C3    107.58  3.000
 23R  C1    C2   C3    110.45  3.000
 23R  C29   C2   C3    112.61  3.000
 23R  H29B  C29  H29A  107.91  3.000
 23R  H29B  C29  H29   107.90  3.000
 23R  H29A  C29  H29   107.33  3.000
 23R  H29B  C29  C2    111.46  3.000
 23R  H29A  C29  C2    110.71  3.000
 23R  H29   C29  C2    111.35  3.000
 23R  H1    C1   C10   108.64  3.000
 23R  H1    C1   O1    110.63  3.000
 23R  C10   C1   O1    109.97  3.000
 23R  H1    C1   C2    108.02  3.000
 23R  C10   C1   C2    111.44  3.000
 23R  O1    C1   C2    108.14  3.000
 23R  HO1   O1   C1    108.10  3.000
 23R  C5    C10  C19   124.28  3.000
 23R  C5    C10  C1    114.50  3.000
 23R  C19   C10  C1    121.20  3.000
 23R  H19A  C19  H19   116.84  3.000
 23R  H19A  C19  C10   122.06  3.000
 23R  H19   C19  C10   121.09  3.000
 23R  H4A   C4   H4    107.21  3.000
 23R  H4A   C4   C5    110.29  3.000
 23R  H4    C4   C5    109.34  3.000
 23R  H4A   C4   C3    110.01  3.000
 23R  H4    C4   C3    107.72  3.000
 23R  C5    C4   C3    112.11  3.000
 23R  C6    C5   C4    121.60  3.000
 23R  C6    C5   C10   125.09  3.000
 23R  C4    C5   C10   113.31  3.000
 23R  H6    C6   C7    117.06  3.000
 23R  H6    C6   C5    116.16  3.000
 23R  C7    C6   C5    126.74  3.000
 23R  H7    C7   C8    117.79  3.000
 23R  H7    C7   C6    116.30  3.000
 23R  C8    C7   C6    125.91  3.000
 23R  C14   C8   C9    111.45  3.000
 23R  C14   C8   C7    123.01  3.000
 23R  C9    C8   C7    125.51  3.000
 23R  H9A   C9   H9    106.04  3.000
 23R  H9A   C9   C11   109.75  3.000
 23R  H9    C9   C11   108.41  3.000
 23R  H9A   C9   C8    112.45  3.000
 23R  H9    C9   C8    107.67  3.000
 23R  C11   C9   C8    112.23  3.000
 23R  H11A  C11  H11   105.95  3.000
 23R  H11A  C11  C12   110.05  3.000
 23R  H11   C11  C12   109.43  3.000
 23R  H11A  C11  C9    109.22  3.000
 23R  H11   C11  C9    109.03  3.000
 23R  C12   C11  C9    112.92  3.000
 23R  H12A  C12  H12   106.27  3.000
 23R  H12A  C12  C13   111.60  3.000
 23R  H12   C12  C13   108.55  3.000
 23R  H12A  C12  C11   109.05  3.000
 23R  H12   C12  C11   109.25  3.000
 23R  C13   C12  C11   111.95  3.000
 23R  H14   C14  C15   106.94  3.000
 23R  H14   C14  C13   105.35  3.000
 23R  C15   C14  C13   104.16  3.000
 23R  H14   C14  C8    105.73  3.000
 23R  C15   C14  C8    120.95  3.000
 23R  C13   C14  C8    112.64  3.000
 23R  C17   C13  C18   112.52  3.000
 23R  C17   C13  C14    99.26  3.000
 23R  C18   C13  C14   110.77  3.000
 23R  C17   C13  C12   115.60  3.000
 23R  C18   C13  C12   110.66  3.000
 23R  C14   C13  C12   107.32  3.000
 23R  H18B  C18  H18A  107.01  3.000
 23R  H18B  C18  H18   107.55  3.000
 23R  H18A  C18  H18   107.23  3.000
 23R  H18B  C18  C13   111.05  3.000
 23R  H18A  C18  C13   112.35  3.000
 23R  H18   C18  C13   111.38  3.000
 23R  H15A  C15  H15   106.80  3.000
 23R  H15A  C15  C16   112.66  3.000
 23R  H15   C15  C16   110.66  3.000
 23R  H15A  C15  C14   112.33  3.000
 23R  H15   C15  C14   111.02  3.000
 23R  C16   C15  C14   103.45  3.000
 23R  H16A  C16  H16   106.58  3.000
 23R  H16A  C16  C17   110.54  3.000
 23R  H16   C16  C17   111.28  3.000
 23R  H16A  C16  C15   111.03  3.000
 23R  H16   C16  C15   110.73  3.000
 23R  C17   C16  C15   106.74  3.000
 23R  H17   C17  C20   104.60  3.000
 23R  H17   C17  C16   107.42  3.000
 23R  C20   C17  C16   113.05  3.000
 23R  H17   C17  C13   105.24  3.000
 23R  C20   C17  C13   121.25  3.000
 23R  C16   C17  C13   104.39  3.000
 23R  O20   C20  C21   108.89  3.000
 23R  O20   C20  C22   104.86  3.000
 23R  C21   C20  C22   109.44  3.000
 23R  O20   C20  C17   110.11  3.000
 23R  C21   C20  C17   112.82  3.000
 23R  C22   C20  C17   110.40  3.000
 23R  H22A  C22  H22   106.37  3.000
 23R  H22A  C22  C23   110.60  3.000
 23R  H22   C22  C23   111.75  3.000
 23R  H22A  C22  C20   110.20  3.000
 23R  H22   C22  C20   112.52  3.000
 23R  C23   C22  C20   105.48  3.000
 23R  H21B  C21  H21A  107.33  3.000
 23R  H21B  C21  H21   108.11  3.000
 23R  H21A  C21  H21   107.53  3.000
 23R  H21B  C21  C20   110.99  3.000
 23R  H21A  C21  C20   110.44  3.000
 23R  H21   C21  C20   112.25  3.000
 23R  C24   O20  C20   109.04  3.000
 23R  H24A  C24  H24   107.71  3.000
 23R  H24A  C24  C23   113.97  3.000
 23R  H24   C24  C23   110.52  3.000
 23R  H24A  C24  O20   108.33  3.000
 23R  H24   C24  O20   111.20  3.000
 23R  C23   C24  O20   105.12  3.000
 23R  H23   C23  C25   109.42  3.000
 23R  H23   C23  C24   108.45  3.000
 23R  C25   C23  C24   116.10  3.000
 23R  H23   C23  C22   108.48  3.000
 23R  C25   C23  C22   112.58  3.000
 23R  C24   C23  C22   101.35  3.000
 23R  H25A  C25  H25   105.37  3.000
 23R  H25A  C25  C26   108.55  3.000
 23R  H25   C25  C26   108.14  3.000
 23R  H25A  C25  C23   108.78  3.000
 23R  H25   C25  C23   108.30  3.000
 23R  C26   C25  C23   117.09  3.000
 23R  O26   C26  C27   109.64  3.000
 23R  O26   C26  C28   105.96  3.000
 23R  C27   C26  C28   109.98  3.000
 23R  O26   C26  C25   110.84  3.000
 23R  C27   C26  C25   108.88  3.000
 23R  C28   C26  C25   111.51  3.000
 23R  H28B  C28  H28A  107.89  3.000
 23R  H28B  C28  H28   107.97  3.000
 23R  H28A  C28  H28   107.79  3.000
 23R  H28B  C28  C26   111.65  3.000
 23R  H28A  C28  C26   110.86  3.000
 23R  H28   C28  C26   110.53  3.000
 23R  H27B  C27  H27A  108.03  3.000
 23R  H27B  C27  H27   107.48  3.000
 23R  H27A  C27  H27   108.00  3.000
 23R  H27B  C27  C26   111.30  3.000
 23R  H27A  C27  C26   110.90  3.000
 23R  H27   C27  C26   110.98  3.000
 23R  HO26  O26  C26   108.17  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
 23R  Var_01  C10  C5   C4   C3    50.99  30.0  1
 23R  Var_02  C4   C5   C10  C1   -49.72  30.0  1
 23R  Var_03  C12  C11  C9   C8    49.68  30.0  1
 23R  Var_04  C13  C12  C11  C9   -53.06  30.0  1
 23R  Var_05  C14  C8   C9   C11  -51.78  30.0  1
 23R  Var_06  C17  C16  C15  C14   11.72  30.0  1
 23R  Var_07  C23  C24  O20  C20  -38.45  30.0  1
 23R  Var_08  C7   C6   C5   C10   -3.20  30.0  2
 23R  Var_09  C8   C7   C6   C5   170.33  30.0  2
 23R  Var_10  C9   C8   C7   C6    -3.66  30.0  2
 23R  Var_11  H19  C19  C10  C1    -0.37  30.0  2
 23R  Var_12  C28  C26  C25  C23   55.58  30.0  3
 23R  Var_13  H28  C28  C26  C25   56.54  30.0  3
 23R  Var_14  H27  C27  C26  C25   57.69  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
 23R  chir_01  C3   O3   C2   C4   negativ
 23R  chir_02  C2   C1   C29  C3   negativ
 23R  chir_03  C1   O1   C2   C10  negativ
 23R  chir_04  C14  C8   C13  C15  negativ
 23R  chir_05  C13  C17  C14  C12  positiv
 23R  chir_06  C17  C13  C16  C20  positiv
 23R  chir_07  C20  O20  C22  C17  negativ
 23R  chir_08  C23  C22  C24  C25  positiv

