# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 09:14:44 2022
#   Inital geometry file: a 128 line input string
#   Ligand name: (11alpha,14beta,17alpha)-11,21-dihydroxy-3,20-dioxopregn-4-en-18-al
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@]12CCC(=O)C=C1CC[C@H]3[C@@H]4CC[C@H](C(=O)CO)[C@]4(C[C@H](O)[C@H]23)C=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
 AS4  AS4  (11alpha,14beta,17alpha)-11,21-dihydroxy-3,20-dioxopregn-4-en-18-al  ligand  54  26  .  2022-09-16  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_AS4
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
 AS4  C1    C  CR15  0  -0.176  -0.9857  -1.2184   0.3426
 AS4  C5    C  CH2   0  -0.469  -1.2665   1.2309   0.6173
 AS4  C6    C  C1    0   0.199  -2.2684   0.1743  -1.3930
 AS4  C7    C  CT    0  -0.134   2.4822   0.4364  -0.3653
 AS4  C8    C  C     0   0.247   3.2851  -0.7927   0.0152
 AS4  C9    C  C1    0  -0.463   4.4898  -0.7324   0.6074
 AS4  C10   C  C     0   0.404   5.2171   0.5135   0.8352
 AS4  C15   C  CH3   0  -0.651   2.5907   0.5688  -1.8976
 AS4  C16   C  CH2   0  -0.427  -3.2846  -2.0103   0.4097
 AS4  C17   C  CR15  0  -0.373  -3.1910  -0.5235   0.8040
 AS4  C18   C  C     0   0.383  -4.4370   0.2826   0.5215
 AS4  C19   C  CH2   0  -0.256  -4.8362   1.2357   1.6138
 AS4  C20   C  CH2   0  -0.432  -1.8390  -2.4659   0.1043
 AS4  C     C  CR5   0  -0.182  -1.9105  -0.0328   0.0671
 AS4  C2    C  CH1   0  -0.244   0.3836  -1.0965  -0.3098
 AS4  C3    C  CH1   0  -0.207   1.0248   0.2262   0.1535
 AS4  C4    C  CH1   0   0.030   0.1023   1.4390  -0.0390
 AS4  O     O  OH1   0  -0.649  -0.0725   1.6762  -1.4233
 AS4  O1    O  O     0  -0.384  -2.1720  -0.6460  -2.2710
 AS4  O2    O  O     0  -0.441   6.2954   0.5313   1.4045
 AS4  C11   C  CH2   0  -0.573   4.5899   1.7482   0.2519
 AS4  C12   C  CH2   0  -0.459   3.0722   1.6798   0.3155
 AS4  C13   C  CH2   0  -0.509   2.6982  -2.1150  -0.3659
 AS4  C14   C  CH2   0  -0.419   1.2608  -2.2700   0.1117
 AS4  O3    O  O     0  -0.390  -5.0651   0.1765  -0.5054
 AS4  O4    O  OH1   0  -0.657  -5.9352   1.9943   1.2193
 AS4  H1    H  HCR5  0   0.232  -0.7983  -1.1731   1.4258
 AS4  H51   H  HCH2  0   0.252  -1.8851   2.1194   0.4453
 AS4  H52   H  HCH2  0   0.247  -1.1548   1.1387   1.7011
 AS4  H6    H  H     0   0.195  -2.7062   1.1668  -1.6074
 AS4  H9    H  H     0   0.248   5.0031  -1.6515   0.8732
 AS4  H151  H  HCH3  0   0.227   3.6289   0.4614  -2.2170
 AS4  H152  H  HCH3  0   0.236   2.0119  -0.1943  -2.4155
 AS4  H153  H  HCH3  0   0.245   2.2347   1.5379  -2.2353
 AS4  H161  H  HCH2  0   0.243  -3.9229  -2.1298  -0.4653
 AS4  H162  H  HCH2  0   0.250  -3.7399  -2.5865   1.2148
 AS4  H17   H  HCR5  0   0.271  -2.9673  -0.4438   1.8735
 AS4  H191  H  HCH2  0   0.246  -5.0279   0.6269   2.5117
 AS4  H192  H  HCH2  0   0.239  -3.9531   1.8462   1.8595
 AS4  H201  H  HCH2  0   0.233  -1.7514  -2.8209  -0.9219
 AS4  H202  H  HCH2  0   0.235  -1.5286  -3.2855   0.7529
 AS4  H2    H  HCH1  0   0.235   0.2807  -1.1102  -1.3993
 AS4  H3    H  HCH1  0   0.233   1.1274   0.1351   1.2454
 AS4  H4    H  HCH1  0   0.241   0.5663   2.3096   0.4392
 AS4  HO    H  HOH1  0   0.455  -0.4988   2.5329  -1.5298
 AS4  H111  H  HCH2  0   0.266   4.9283   1.8289  -0.7876
 AS4  H112  H  HCH2  0   0.266   4.9633   2.6339   0.7682
 AS4  H121  H  HCH2  0   0.251   2.6583   2.5825  -0.1366
 AS4  H122  H  HCH2  0   0.240   2.7681   1.6905   1.3676
 AS4  H131  H  HCH2  0   0.255   2.7218  -2.1935  -1.4593
 AS4  H132  H  HCH2  0   0.256   3.3199  -2.9271   0.0143
 AS4  H141  H  HCH2  0   0.248   0.8531  -3.2061  -0.2761
 AS4  H142  H  HCH2  0   0.221   1.2498  -2.3531   1.2044
 AS4  HO4   H  HOH1  0   0.464  -6.1569   2.5932   1.9380

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
 AS4  C1   C20   single  1.530  0.020  1.530
 AS4  C1   C     single  1.529  0.020  1.529
 AS4  C1   C2    single  1.522  0.020  1.522
 AS4  C1   H1    single  0.970  0.020  1.090
 AS4  C5   C     single  1.521  0.020  1.521
 AS4  C5   C4    single  1.532  0.020  1.532
 AS4  C5   H51   single  0.970  0.020  1.090
 AS4  C5   H52   single  0.970  0.020  1.090
 AS4  C6   C     single  1.518  0.020  1.518
 AS4  C6   O1    double  1.205  0.020  1.205
 AS4  C6   H6    single  0.930  0.020  1.080
 AS4  C7   C8    single  1.517  0.020  1.517
 AS4  C7   C15   single  1.542  0.020  1.542
 AS4  C7   C3    single  1.561  0.020  1.561
 AS4  C7   C12   single  1.535  0.020  1.535
 AS4  C8   C9    double  1.344  0.020  1.344
 AS4  C8   C13   single  1.496  0.020  1.496
 AS4  C9   C10   single  1.460  0.020  1.460
 AS4  C9   H9    single  0.930  0.020  1.080
 AS4  C10  O2    double  1.220  0.020  1.220
 AS4  C10  C11   single  1.503  0.020  1.503
 AS4  C15  H151  single  0.970  0.020  1.090
 AS4  C15  H152  single  0.970  0.020  1.090
 AS4  C15  H153  single  0.970  0.020  1.090
 AS4  C16  C17   single  1.541  0.020  1.541
 AS4  C16  C20   single  1.546  0.020  1.546
 AS4  C16  H161  single  0.970  0.020  1.090
 AS4  C16  H162  single  0.970  0.020  1.090
 AS4  C17  C18   single  1.511  0.020  1.511
 AS4  C17  C     single  1.557  0.020  1.557
 AS4  C17  H17   single  0.970  0.020  1.090
 AS4  C18  C19   single  1.504  0.020  1.504
 AS4  C18  O3    double  1.208  0.020  1.208
 AS4  C19  O4    single  1.392  0.020  1.392
 AS4  C19  H191  single  0.970  0.020  1.090
 AS4  C19  H192  single  0.970  0.020  1.090
 AS4  C20  H201  single  0.970  0.020  1.090
 AS4  C20  H202  single  0.970  0.020  1.090
 AS4  C2   C3    single  1.541  0.020  1.541
 AS4  C2   C14   single  1.525  0.020  1.525
 AS4  C2   H2    single  0.970  0.020  1.090
 AS4  C3   C4    single  1.536  0.020  1.536
 AS4  C3   H3    single  0.970  0.020  1.090
 AS4  C4   O     single  1.415  0.020  1.415
 AS4  C4   H4    single  0.970  0.020  1.090
 AS4  O    HO    single  0.850  0.020  0.980
 AS4  C11  C12   single  1.521  0.020  1.521
 AS4  C11  H111  single  0.970  0.020  1.090
 AS4  C11  H112  single  0.970  0.020  1.090
 AS4  C12  H121  single  0.970  0.020  1.090
 AS4  C12  H122  single  0.970  0.020  1.090
 AS4  C13  C14   single  1.523  0.020  1.523
 AS4  C13  H131  single  0.970  0.020  1.090
 AS4  C13  H132  single  0.970  0.020  1.090
 AS4  C14  H141  single  0.970  0.020  1.090
 AS4  C14  H142  single  0.970  0.020  1.090
 AS4  O4   HO4   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
 AS4  H1    C1   C2    105.40  3.000
 AS4  H1    C1   C     104.39  3.000
 AS4  C2    C1   C     113.90  3.000
 AS4  H1    C1   C20   106.37  3.000
 AS4  C2    C1   C20   120.02  3.000
 AS4  C     C1   C20   105.48  3.000
 AS4  H52   C5   H51   106.35  3.000
 AS4  H52   C5   C4    110.16  3.000
 AS4  H51   C5   C4    109.07  3.000
 AS4  H52   C5   C     109.37  3.000
 AS4  H51   C5   C     112.19  3.000
 AS4  C4    C5   C     109.64  3.000
 AS4  H6    C6   O1    120.08  3.000
 AS4  H6    C6   C     113.73  3.000
 AS4  O1    C6   C     126.09  3.000
 AS4  C12   C7   C3    108.69  3.000
 AS4  C12   C7   C15   110.12  3.000
 AS4  C3    C7   C15   114.05  3.000
 AS4  C12   C7   C8    109.97  3.000
 AS4  C3    C7   C8    107.56  3.000
 AS4  C15   C7   C8    106.36  3.000
 AS4  C13   C8   C9    120.24  3.000
 AS4  C13   C8   C7    116.40  3.000
 AS4  C9    C8   C7    123.29  3.000
 AS4  H9    C9   C10   116.64  3.000
 AS4  H9    C9   C8    119.59  3.000
 AS4  C10   C9   C8    123.61  3.000
 AS4  C11   C10  O2    122.57  3.000
 AS4  C11   C10  C9    115.63  3.000
 AS4  O2    C10  C9    121.71  3.000
 AS4  H153  C15  H152  107.65  3.000
 AS4  H153  C15  H151  107.97  3.000
 AS4  H152  C15  H151  107.30  3.000
 AS4  H153  C15  C7    111.25  3.000
 AS4  H152  C15  C7    112.03  3.000
 AS4  H151  C15  C7    110.45  3.000
 AS4  H162  C16  H161  106.89  3.000
 AS4  H162  C16  C20   112.38  3.000
 AS4  H161  C16  C20   110.90  3.000
 AS4  H162  C16  C17   110.27  3.000
 AS4  H161  C16  C17   110.30  3.000
 AS4  C20   C16  C17   106.14  3.000
 AS4  H17   C17  C     105.74  3.000
 AS4  H17   C17  C18   108.18  3.000
 AS4  C     C17  C18   114.95  3.000
 AS4  H17   C17  C16   109.42  3.000
 AS4  C     C17  C16   103.47  3.000
 AS4  C18   C17  C16   114.64  3.000
 AS4  O3    C18  C19   122.34  3.000
 AS4  O3    C18  C17   122.73  3.000
 AS4  C19   C18  C17   114.93  3.000
 AS4  H192  C19  H191  105.31  3.000
 AS4  H192  C19  O4    113.21  3.000
 AS4  H191  C19  O4    113.25  3.000
 AS4  H192  C19  C18   107.49  3.000
 AS4  H191  C19  C18   106.73  3.000
 AS4  O4    C19  C18   110.43  3.000
 AS4  H202  C20  H201  107.01  3.000
 AS4  H202  C20  C16   111.73  3.000
 AS4  H201  C20  C16   110.93  3.000
 AS4  H202  C20  C1    111.19  3.000
 AS4  H201  C20  C1    111.56  3.000
 AS4  C16   C20  C1    104.50  3.000
 AS4  C17   C    C6    107.72  3.000
 AS4  C17   C    C5    116.03  3.000
 AS4  C6    C    C5    109.54  3.000
 AS4  C17   C    C1     99.66  3.000
 AS4  C6    C    C1    114.96  3.000
 AS4  C5    C    C1    108.85  3.000
 AS4  H2    C2   C14   108.64  3.000
 AS4  H2    C2   C3    110.43  3.000
 AS4  C14   C2   C3    109.76  3.000
 AS4  H2    C2   C1    109.95  3.000
 AS4  C14   C2   C1    109.73  3.000
 AS4  C3    C2   C1    108.31  3.000
 AS4  H3    C3   C4    104.22  3.000
 AS4  H3    C3   C2    105.42  3.000
 AS4  C4    C3   C2    112.96  3.000
 AS4  H3    C3   C7    104.71  3.000
 AS4  C4    C3   C7    114.38  3.000
 AS4  C2    C3   C7    113.83  3.000
 AS4  H4    C4   O     110.23  3.000
 AS4  H4    C4   C3    108.55  3.000
 AS4  O     C4   C3    109.22  3.000
 AS4  H4    C4   C5    107.40  3.000
 AS4  O     C4   C5    109.35  3.000
 AS4  C3    C4   C5    112.07  3.000
 AS4  HO    O    C4    108.18  3.000
 AS4  H112  C11  H111  106.46  3.000
 AS4  H112  C11  C12   111.00  3.000
 AS4  H111  C11  C12   110.55  3.000
 AS4  H112  C11  C10   109.91  3.000
 AS4  H111  C11  C10   107.44  3.000
 AS4  C12   C11  C10   111.31  3.000
 AS4  H122  C12  H121  106.54  3.000
 AS4  H122  C12  C11   108.47  3.000
 AS4  H121  C12  C11   108.91  3.000
 AS4  H122  C12  C7    109.10  3.000
 AS4  H121  C12  C7    109.91  3.000
 AS4  C11   C12  C7    113.67  3.000
 AS4  H132  C13  H131  106.37  3.000
 AS4  H132  C13  C14   110.66  3.000
 AS4  H131  C13  C14   109.02  3.000
 AS4  H132  C13  C8    110.21  3.000
 AS4  H131  C13  C8    107.99  3.000
 AS4  C14   C13  C8    112.36  3.000
 AS4  H142  C14  H141  106.57  3.000
 AS4  H142  C14  C13   109.27  3.000
 AS4  H141  C14  C13   109.17  3.000
 AS4  H142  C14  C2    109.16  3.000
 AS4  H141  C14  C2    110.29  3.000
 AS4  C13   C14  C2    112.22  3.000
 AS4  HO4   O4   C19   108.04  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
 AS4  Var_01  C10  C9   C8   C7    -6.06   0.0  0
 AS4  Var_02  C17  C16  C20  C1     0.16  30.0  1
 AS4  Var_03  C14  C13  C8   C7   -52.19  30.0  1
 AS4  Var_04  C10  C11  C12  C7   -55.87  30.0  1
 AS4  Var_05  C11  C10  C9   C8    -5.26  30.0  1
 AS4  Var_06  C2   C14  C13  C8    51.92  30.0  1
 AS4  Var_07  C12  C11  C10  C9    35.24  30.0  1
 AS4  Var_08  O4   C19  C18  C17  175.82  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
 AS4  chir_01  C1   C20  C    C2   positiv
 AS4  chir_02  C7   C3   C12  C8   negativ
 AS4  chir_03  C17  C    C18  C16  negativ
 AS4  chir_04  C    C5   C1   C17  negativ
 AS4  chir_05  C2   C1   C3   C14  negativ
 AS4  chir_06  C3   C4   C2   C7   negativ
 AS4  chir_07  C4   O    C3   C5   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
 AS4  plan-1  C9   0.020
 AS4  plan-1  C10  0.020
 AS4  plan-1  O2   0.020
 AS4  plan-1  C11  0.020
 AS4  plan-2  C17  0.020
 AS4  plan-2  C18  0.020
 AS4  plan-2  C19  0.020
 AS4  plan-2  O3   0.020
 AS4  plan-3  C6   0.020
 AS4  plan-3  C    0.020
 AS4  plan-3  O1   0.020
 AS4  plan-3  H6   0.020
 AS4  plan-4  C7   0.020
 AS4  plan-4  C8   0.020
 AS4  plan-4  C9   0.020
 AS4  plan-4  C10  0.020
 AS4  plan-4  C13  0.020
 AS4  plan-4  H9   0.020

