# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Jul 31 18:14:34 2021
#   Inital geometry file: a 153 line input string
#   Ligand name: (8alpha,10alpha,13alpha,17beta)-17-[(4-hydroxyphenyl)carbonyl]androsta-3,5-diene-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@]12CC[C@H]3[C@@H](CC=C4C=C(CC[C@]34C)C(O)=O)[C@@H]1CC[C@@H]2C(=O)c5ccc(O)cc5
#
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
 MUF  MUF  '(8alpha,10alpha,13alpha,17beta)-17-[(4-hydroxyphenyl)carbonyl]androsta-3,5-diene-3-carboxylic acid'  ligand  63  31  .  2021-08-14  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_MUF
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
 MUF  C1    C  CH2   0  -0.432   6.2122  16.8852  33.8336
 MUF  C2    C  CH2   0  -0.494   6.4635  18.3280  34.2535
 MUF  C3    C  C     0  -0.104   7.4483  18.4149  35.3806
 MUF  C4    C  C1    0  -0.254   8.2397  17.3758  35.6998
 MUF  C5    C  C     0   0.230   8.2495  16.1238  34.9647
 MUF  C6    C  C1    0  -0.304   8.9039  15.0730  35.4766
 MUF  C7    C  CH2   0  -0.461   8.9422  13.7221  34.8560
 MUF  C8    C  CH1   0  -0.248   8.4068  13.6936  33.4271
 MUF  C9    C  CH1   0  -0.183   7.1755  14.6076  33.2879
 MUF  C10   C  CT    0  -0.158   7.5064  16.0755  33.6458
 MUF  C11   C  CH2   0  -0.449   6.5074  14.4603  31.9146
 MUF  C12   C  CH2   0  -0.405   6.2005  13.0111  31.5328
 MUF  C13   C  CT    0  -0.047   7.4585  12.1528  31.6086
 MUF  C14   C  CH1   0  -0.184   8.0306  12.2761  33.0278
 MUF  C15   C  CH2   0  -0.446   9.0969  11.1864  33.0990
 MUF  C16   C  CH2   0  -0.428   8.5369  10.0508  32.2133
 MUF  C17   C  CH1   0  -0.388   7.2525  10.6099  31.5660
 MUF  C18   C  CH3   0  -0.684   8.4613  12.5780  30.5309
 MUF  C19   C  CH3   0  -0.673   8.3798  16.7492  32.5767
 MUF  C20   C  C     0   0.395   6.9544  10.0703  30.1877
 MUF  O52   O  O     0  -0.411   7.8404   9.6370  29.4743
 MUF  C28   C  C     0   0.524   7.5085  19.6892  36.1168
 MUF  O76   O  O     0  -0.454   6.8183  20.6471  35.8444
 MUF  O82   O  OH1   0  -0.601   8.3956  19.7104  37.1094
 MUF  C52   C  CR6   0  -0.028   5.5616  10.1161  29.6739
 MUF  C53   C  CR16  0  -0.280   4.4435  10.2870  30.4908
 MUF  C54   C  CR16  0  -0.372   3.1634  10.3024  29.9662
 MUF  C55   C  CR6   0   0.365   2.9708  10.1548  28.5943
 MUF  C56   C  CR16  0  -0.325   4.0780   9.9846  27.7593
 MUF  C57   C  CR16  0  -0.255   5.3461   9.9579  28.2992
 MUF  O57   O  OH1   0  -0.618   1.7570  10.1680  28.0276
 MUF  H1    H  HCH2  0   0.242   5.6283  16.8863  32.9116
 MUF  H1A   H  HCH2  0   0.230   5.5971  16.3906  34.5929
 MUF  H2    H  HCH2  0   0.246   6.8172  18.9185  33.4012
 MUF  H2A   H  HCH2  0   0.255   5.5174  18.7857  34.5502
 MUF  H4    H  H     0   0.256   8.9150  17.4406  36.5457
 MUF  H6    H  H     0   0.243   9.4199  15.1907  36.4256
 MUF  H7    H  HCH2  0   0.252   9.9655  13.3363  34.8911
 MUF  H7A   H  HCH2  0   0.239   8.3581  13.0395  35.4891
 MUF  H8    H  HCH1  0   0.225   9.2015  14.0571  32.7641
 MUF  H9    H  HCH1  0   0.211   6.4464  14.2653  34.0382
 MUF  H11   H  HCH2  0   0.239   5.5749  15.0281  31.8989
 MUF  H11A  H  HCH2  0   0.226   7.1380  14.9066  31.1425
 MUF  H12   H  HCH2  0   0.216   5.4408  12.6063  32.2111
 MUF  H12A  H  HCH2  0   0.228   5.7639  12.9898  30.5304
 MUF  H14   H  HCH1  0   0.216   7.2152  11.9743  33.7039
 MUF  H15   H  HCH2  0   0.223  10.0513  11.5510  32.7100
 MUF  H15A  H  HCH2  0   0.236   9.2823  10.8573  34.1220
 MUF  H16   H  HCH2  0   0.235   9.2595   9.7572  31.4534
 MUF  H16A  H  HCH2  0   0.241   8.3081   9.1561  32.7932
 MUF  H17   H  HCH1  0   0.262   6.4119  10.3902  32.2297
 MUF  H18   H  HCH3  0   0.231   7.9942  12.5725  29.5440
 MUF  H18A  H  HCH3  0   0.238   8.8377  13.5861  30.6955
 MUF  H18B  H  HCH3  0   0.241   9.3267  11.9177  30.4834
 MUF  H19   H  HCH3  0   0.231   7.8201  16.9368  31.6594
 MUF  H19A  H  HCH3  0   0.240   8.7610  17.7111  32.9224
 MUF  H19B  H  HCH3  0   0.236   9.2493  16.1428  32.3215
 MUF  HO82  H  HOH1  0   0.482   8.3798  20.5772  37.5401
 MUF  H53   H  HCR6  0   0.265   4.5479  10.3972  31.5609
 MUF  H54   H  HCR6  0   0.279   2.3138  10.4263  30.6274
 MUF  H56   H  HCR6  0   0.270   3.9339   9.8749  26.6917
 MUF  H57   H  HCR6  0   0.261   6.1918   9.8252  27.6375
 MUF  HO57  H  HOH1  0   0.480   1.0709  10.2998  28.6925

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
 MUF  C10  C1    single    1.538  0.020  1.538
 MUF  C1   C2    single    1.523  0.020  1.523
 MUF  C1   H1    single    0.970  0.020  1.090
 MUF  C1   H1A   single    0.970  0.020  1.090
 MUF  C2   C3    single    1.499  0.020  1.499
 MUF  C2   H2    single    0.970  0.020  1.090
 MUF  C2   H2A   single    0.970  0.020  1.090
 MUF  C3   C4    double    1.345  0.020  1.345
 MUF  C3   C28   single    1.473  0.020  1.473
 MUF  C5   C4    single    1.452  0.020  1.452
 MUF  C4   H4    single    0.930  0.020  1.080
 MUF  C10  C5    single    1.515  0.020  1.515
 MUF  C5   C6    double    1.340  0.020  1.340
 MUF  C7   C6    single    1.487  0.020  1.487
 MUF  C6   H6    single    0.930  0.020  1.080
 MUF  C8   C7    single    1.526  0.020  1.526
 MUF  C7   H7    single    0.970  0.020  1.090
 MUF  C7   H7A   single    0.970  0.020  1.090
 MUF  C14  C8    single    1.520  0.020  1.520
 MUF  C9   C8    single    1.540  0.020  1.540
 MUF  C8   H8    single    0.970  0.020  1.090
 MUF  C11  C9    single    1.534  0.020  1.534
 MUF  C9   C10   single    1.547  0.020  1.547
 MUF  C9   H9    single    0.970  0.020  1.090
 MUF  C19  C10   single    1.536  0.020  1.536
 MUF  C12  C11   single    1.530  0.020  1.530
 MUF  C11  H11   single    0.970  0.020  1.090
 MUF  C11  H11A  single    0.970  0.020  1.090
 MUF  C12  C13   single    1.525  0.020  1.525
 MUF  C12  H12   single    0.970  0.020  1.090
 MUF  C12  H12A  single    0.970  0.020  1.090
 MUF  C18  C13   single    1.532  0.020  1.532
 MUF  C17  C13   single    1.557  0.020  1.557
 MUF  C13  C14   single    1.535  0.020  1.535
 MUF  C14  C15   single    1.526  0.020  1.526
 MUF  C14  H14   single    0.970  0.020  1.090
 MUF  C16  C15   single    1.545  0.020  1.545
 MUF  C15  H15   single    0.970  0.020  1.090
 MUF  C15  H15A  single    0.970  0.020  1.090
 MUF  C17  C16   single    1.543  0.020  1.543
 MUF  C16  H16   single    0.970  0.020  1.090
 MUF  C16  H16A  single    0.970  0.020  1.090
 MUF  C20  C17   single    1.510  0.020  1.510
 MUF  C17  H17   single    0.970  0.020  1.090
 MUF  C18  H18   single    0.970  0.020  1.090
 MUF  C18  H18A  single    0.970  0.020  1.090
 MUF  C18  H18B  single    0.970  0.020  1.090
 MUF  C19  H19   single    0.970  0.020  1.090
 MUF  C19  H19A  single    0.970  0.020  1.090
 MUF  C19  H19B  single    0.970  0.020  1.090
 MUF  O52  C20   double    1.217  0.020  1.217
 MUF  C52  C20   single    1.485  0.020  1.485
 MUF  O76  C28   double    1.212  0.020  1.212
 MUF  C28  O82   single    1.331  0.020  1.331
 MUF  O82  HO82  single    0.850  0.020  0.980
 MUF  C57  C52   aromatic  1.400  0.020  1.400
 MUF  C52  C53   aromatic  1.395  0.020  1.395
 MUF  C54  C53   aromatic  1.384  0.020  1.384
 MUF  C53  H53   single    0.930  0.020  1.080
 MUF  C55  C54   aromatic  1.393  0.020  1.393
 MUF  C54  H54   single    0.930  0.020  1.080
 MUF  C56  C55   aromatic  1.397  0.020  1.397
 MUF  O57  C55   single    1.340  0.020  1.340
 MUF  C56  C57   aromatic  1.379  0.020  1.379
 MUF  C56  H56   single    0.930  0.020  1.080
 MUF  C57  H57   single    0.930  0.020  1.080
 MUF  O57  HO57  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
 MUF  H1A   C1   H1    106.60  3.000
 MUF  H1A   C1   C10   108.63  3.000
 MUF  H1    C1   C10   110.34  3.000
 MUF  H1A   C1   C2    109.22  3.000
 MUF  H1    C1   C2    108.67  3.000
 MUF  C10   C1   C2    113.16  3.000
 MUF  H2A   C2   H2    105.37  3.000
 MUF  H2A   C2   C3    109.91  3.000
 MUF  H2    C2   C3    109.97  3.000
 MUF  H2A   C2   C1    109.20  3.000
 MUF  H2    C2   C1    110.45  3.000
 MUF  C3    C2   C1    111.74  3.000
 MUF  C28   C3   C4    121.72  3.000
 MUF  C28   C3   C2    116.92  3.000
 MUF  C4    C3   C2    121.36  3.000
 MUF  H4    C4   C5    116.25  3.000
 MUF  H4    C4   C3    120.38  3.000
 MUF  C5    C4   C3    123.37  3.000
 MUF  C10   C5   C6    123.19  3.000
 MUF  C6    C5   C4    119.09  3.000
 MUF  C10   C5   C4    117.72  3.000
 MUF  H6    C6   C7    116.78  3.000
 MUF  H6    C6   C5    118.73  3.000
 MUF  C7    C6   C5    124.45  3.000
 MUF  H7A   C7   H7    105.04  3.000
 MUF  H7A   C7   C8    109.95  3.000
 MUF  H7    C7   C8    110.58  3.000
 MUF  H7A   C7   C6    108.07  3.000
 MUF  H7    C7   C6    109.33  3.000
 MUF  C8    C7   C6    113.49  3.000
 MUF  H8    C8   C14   109.24  3.000
 MUF  H8    C8   C9    109.15  3.000
 MUF  C14   C8   C9    109.39  3.000
 MUF  H8    C8   C7    107.79  3.000
 MUF  C9    C8   C7    110.74  3.000
 MUF  C14   C8   C7    110.50  3.000
 MUF  H9    C9   C11   106.97  3.000
 MUF  H9    C9   C10   106.20  3.000
 MUF  C11   C9   C10   113.04  3.000
 MUF  H9    C9   C8    106.47  3.000
 MUF  C10   C9   C8    111.80  3.000
 MUF  C11   C9   C8    111.85  3.000
 MUF  C19   C10  C9    112.14  3.000
 MUF  C19   C10  C5    108.25  3.000
 MUF  C9    C10  C5    109.68  3.000
 MUF  C19   C10  C1    109.42  3.000
 MUF  C9    C10  C1    110.35  3.000
 MUF  C5    C10  C1    106.84  3.000
 MUF  H11A  C11  H11   105.69  3.000
 MUF  H11A  C11  C12   109.05  3.000
 MUF  H11   C11  C12   108.52  3.000
 MUF  H11A  C11  C9    110.01  3.000
 MUF  H11   C11  C9    109.57  3.000
 MUF  C12   C11  C9    113.69  3.000
 MUF  H12A  C12  H12   106.46  3.000
 MUF  H12A  C12  C13   111.35  3.000
 MUF  H12   C12  C13   109.46  3.000
 MUF  H12A  C12  C11   109.11  3.000
 MUF  H12   C12  C11   109.54  3.000
 MUF  C13   C12  C11   110.81  3.000
 MUF  C18   C13  C17   110.02  3.000
 MUF  C17   C13  C14    98.87  3.000
 MUF  C18   C13  C14   112.58  3.000
 MUF  C14   C13  C12   107.96  3.000
 MUF  C17   C13  C12   116.57  3.000
 MUF  C18   C13  C12   110.41  3.000
 MUF  H14   C14  C15   107.04  3.000
 MUF  H14   C14  C13   105.64  3.000
 MUF  C15   C14  C13   104.25  3.000
 MUF  H14   C14  C8    106.11  3.000
 MUF  C15   C14  C8    118.73  3.000
 MUF  C13   C14  C8    114.20  3.000
 MUF  H15A  C15  H15   106.62  3.000
 MUF  H15A  C15  C16   112.18  3.000
 MUF  H15   C15  C16   110.95  3.000
 MUF  H15A  C15  C14   112.21  3.000
 MUF  H15   C15  C14   110.81  3.000
 MUF  C16   C15  C14   104.17  3.000
 MUF  H16A  C16  H16   106.80  3.000
 MUF  H16A  C16  C17   110.23  3.000
 MUF  H16   C16  C17   110.93  3.000
 MUF  H16A  C16  C15   111.98  3.000
 MUF  H16   C16  C15   110.95  3.000
 MUF  C17   C16  C15   106.01  3.000
 MUF  H17   C17  C20   109.30  3.000
 MUF  H17   C17  C16   108.21  3.000
 MUF  C20   C17  C16   114.69  3.000
 MUF  H17   C17  C13   106.51  3.000
 MUF  C20   C17  C13   113.90  3.000
 MUF  C16   C17  C13   103.74  3.000
 MUF  H18B  C18  H18A  107.05  3.000
 MUF  H18B  C18  H18   107.29  3.000
 MUF  H18A  C18  H18   106.81  3.000
 MUF  H18B  C18  C13   112.48  3.000
 MUF  H18A  C18  C13   112.15  3.000
 MUF  H18   C18  C13   110.76  3.000
 MUF  H19B  C19  H19A  106.62  3.000
 MUF  H19B  C19  H19   107.93  3.000
 MUF  H19A  C19  H19   107.10  3.000
 MUF  H19B  C19  C10   111.87  3.000
 MUF  H19A  C19  C10   111.40  3.000
 MUF  H19   C19  C10   111.65  3.000
 MUF  C52   C20  O52   119.39  3.000
 MUF  C52   C20  C17   119.34  3.000
 MUF  O52   C20  C17   121.24  3.000
 MUF  O82   C28  O76   122.31  3.000
 MUF  O82   C28  C3    114.43  3.000
 MUF  O76   C28  C3    123.25  3.000
 MUF  HO82  O82  C28   109.58  3.000
 MUF  C57   C52  C53   117.73  3.000
 MUF  C53   C52  C20   123.55  3.000
 MUF  C57   C52  C20   118.71  3.000
 MUF  H53   C53  C54   117.62  3.000
 MUF  H53   C53  C52   120.98  3.000
 MUF  C54   C53  C52   121.39  3.000
 MUF  H54   C54  C55   120.30  3.000
 MUF  H54   C54  C53   119.69  3.000
 MUF  C55   C54  C53   120.00  3.000
 MUF  O57   C55  C56   117.80  3.000
 MUF  O57   C55  C54   122.73  3.000
 MUF  C56   C55  C54   119.47  3.000
 MUF  H56   C56  C57   120.43  3.000
 MUF  H56   C56  C55   119.75  3.000
 MUF  C57   C56  C55   119.82  3.000
 MUF  H57   C57  C56   118.81  3.000
 MUF  H57   C57  C52   119.60  3.000
 MUF  C56   C57  C52   121.59  3.000
 MUF  HO57  O57  C55   110.75  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
 MUF  CONST_01  C55   C56  C57  C52    0.00   0.0  0
 MUF  CONST_02  C55   C54  C53  C52    0.00   0.0  0
 MUF  CONST_03  C56   C57  C52  C53    0.00   0.0  0
 MUF  CONST_04  C56   C55  C54  C53    0.00   0.0  0
 MUF  CONST_05  C57   C52  C53  C54    0.00   0.0  0
 MUF  CONST_06  C57   C56  C55  C54    0.00   0.0  0
 MUF  CONST_07  C56   C57  C52  C20  180.00   0.0  0
 MUF  CONST_08  C54   C53  C52  C20  180.00   0.0  0
 MUF  CONST_09  O57   C55  C54  C53  180.00   0.0  0
 MUF  CONST_10  O57   C55  C56  C57  180.00   0.0  0
 MUF  CONST_11  H56   C56  C57  C52  180.00   0.0  0
 MUF  CONST_12  H54   C54  C53  C52  180.00   0.0  0
 MUF  CONST_13  H57   C57  C52  C53  180.00   0.0  0
 MUF  CONST_14  H53   C53  C54  C55  180.00   0.0  0
 MUF  CONST_15  HO82  O82  C28  C3   180.00   0.0  0
 MUF  Var_01    C7    C6   C5   C4   177.24   0.0  0
 MUF  Var_02    C4    C3   C2   C1    16.12  30.0  1
 MUF  Var_03    C5    C4   C3   C2     2.50  30.0  1
 MUF  Var_04    C10   C1   C2   C3   -47.58  30.0  1
 MUF  Var_05    C8    C7   C6   C5    11.90  30.0  1
 MUF  Var_06    C13   C12  C11  C9   -54.88  30.0  1
 MUF  Var_07    C17   C16  C15  C14    5.77  30.0  1
 MUF  Var_08    C57   C52  C20  C17  163.07  30.0  2
 MUF  Var_09    O76   C28  C3   C2    -0.65  30.0  2

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
 MUF  chir_01  C8   C7   C14  C9   negativ
 MUF  chir_02  C9   C10  C11  C8   negativ
 MUF  chir_03  C10  C5   C9   C1   negativ
 MUF  chir_04  C13  C12  C17  C14  positiv
 MUF  chir_05  C14  C15  C13  C8   positiv
 MUF  chir_06  C17  C20  C16  C13  negativ

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
 MUF  plan-1  C20   0.020
 MUF  plan-1  C52   0.020
 MUF  plan-1  C53   0.020
 MUF  plan-1  C54   0.020
 MUF  plan-1  C55   0.020
 MUF  plan-1  C56   0.020
 MUF  plan-1  C57   0.020
 MUF  plan-1  O57   0.020
 MUF  plan-1  H53   0.020
 MUF  plan-1  H54   0.020
 MUF  plan-1  H56   0.020
 MUF  plan-1  H57   0.020
 MUF  plan-2  C17   0.020
 MUF  plan-2  C20   0.020
 MUF  plan-2  O52   0.020
 MUF  plan-2  C52   0.020
 MUF  plan-3  C3    0.020
 MUF  plan-3  C28   0.020
 MUF  plan-3  O76   0.020
 MUF  plan-3  O82   0.020
 MUF  plan-3  HO82  0.020
 MUF  plan-4  C4    0.020
 MUF  plan-4  C5    0.020
 MUF  plan-4  C6    0.020
 MUF  plan-4  C7    0.020
 MUF  plan-4  C10   0.020
 MUF  plan-4  H6    0.020

