# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Mon Jun 22 05:44:02 2020
#   Inital geometry file: a 164 line input string
#   Ligand name: 4-[(11alpha,13alpha,17beta)-17-methoxy-17-(methoxymethyl)-3-oxoestra-4,9-dien-11-yl]benzaldehyde oxime
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC[C@@]1(CC[C@H]2[C@@H]3CCC4=CC(=O)CCC4=C3[C@H](C[C@]12C)c5ccc(cc5)\C=N\O)OC
#
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
 AS0  AS0  '4-[(11alpha,13alpha,17beta)-17-methoxy-17-(methoxymethyl)-3-oxoestra-4,9-dien-11-yl]benzaldehyde oxime'  ligand  68  33  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_AS0
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
 AS0  C1    C  CH3   0  -0.395  -0.5878  -0.4389   8.9075
 AS0  C3    C  CH2   0  -0.180  -1.5426   0.8794   7.2455
 AS0  C4    C  CT    0   0.286  -1.4746   2.2287   6.5193
 AS0  C5    C  CH2   0  -0.498  -2.7151   2.3421   5.5820
 AS0  C6    C  CH2   0  -0.441  -2.2481   1.9825   4.1567
 AS0  O2    O  O2    0  -0.477  -0.5813   0.8069   8.2620
 AS0  C7    C  CH1   0  -0.213  -0.8014   1.5316   4.3378
 AS0  C8    C  CH1   0  -0.306   0.1071   1.5666   3.1169
 AS0  C9    C  CH2   0  -0.437  -0.4809   0.7296   1.9889
 AS0  C10   C  CH2   0  -0.518   0.5336   0.5331   0.8766
 AS0  C11   C  CR6   0   0.184   1.7378  -0.1582   1.4278
 AS0  C12   C  CR16  0  -0.464   2.3482  -1.1468   0.7385
 AS0  C13   C  CR6   0   0.396   3.4716  -1.9103   1.2663
 AS0  O14   O  OC    0  -0.441   4.0062  -2.7976   0.6213
 AS0  C15   C  C     0  -0.565   3.8879  -1.5826   2.6753
 AS0  C16   C  C     0  -0.531   3.6556  -0.1153   3.0142
 AS0  C17   C  CR6   0   0.029   2.2415   0.3083   2.7208
 AS0  C18   C  C     0   0.105   1.5084   1.1319   3.5009
 AS0  C19   C  CH1   0  -0.401   2.0833   1.7164   4.7774
 AS0  C20   C  CH2   0  -0.408   1.0550   1.7875   5.9319
 AS0  C21   C  CT    0  -0.108  -0.2901   2.3660   5.5148
 AS0  C22   C  CH3   0  -0.668  -0.1469   3.8496   5.1426
 AS0  C23   C  CR6   0   0.146   2.8509   3.0097   4.5318
 AS0  C24   C  CR16  0  -0.287   3.4807   3.6438   5.6013
 AS0  C25   C  CR16  0  -0.294   4.2219   4.7988   5.4176
 AS0  C26   C  CR6   0   0.045   4.3642   5.3644   4.1514
 AS0  C27   C  C1    0  -0.090   5.1513   6.5869   4.0102
 AS0  N28   N  N     0  -0.117   5.3067   7.1449   2.8807
 AS0  O29   O  OH1   0  -0.547   6.0705   8.2711   2.9516
 AS0  C30   C  CR16  0  -0.276   3.7507   4.7265   3.0737
 AS0  C31   C  CR16  0  -0.278   3.0162   3.5691   3.2644
 AS0  O32   O  O2    0  -0.500  -1.3862   3.2748   7.4596
 AS0  C33   C  CH3   0  -0.421  -2.4233   3.3620   8.4048
 AS0  H11   H  HCH3  0   0.202  -0.3630  -1.2620   8.2177
 AS0  H12A  H  HCH3  0   0.202  -1.5554  -0.6531   9.3787
 AS0  H13   H  HCH3  0   0.232   0.1761  -0.4228   9.6840
 AS0  H31A  H  HCH2  0   0.225  -1.4202   0.0579   6.5254
 AS0  H32   H  HCH2  0   0.219  -2.5512   0.7501   7.6693
 AS0  H51   H  HCH2  0   0.250  -3.1054   3.3611   5.6124
 AS0  H52   H  HCH2  0   0.242  -3.5285   1.6934   5.9145
 AS0  H61   H  HCH2  0   0.240  -2.8684   1.2102   3.7020
 AS0  H62   H  HCH2  0   0.229  -2.2978   2.8542   3.4997
 AS0  H7    H  HCH1  0   0.231  -0.8170   0.4835   4.6655
 AS0  H8    H  HCH1  0   0.248   0.1686   2.6044   2.7581
 AS0  H91   H  HCH2  0   0.252  -1.3788   1.2155   1.6029
 AS0  H92   H  HCH2  0   0.230  -0.7888  -0.2467   2.3778
 AS0  H101  H  HCH2  0   0.255   0.8352   1.5098   0.4795
 AS0  H102  H  HCH2  0   0.258   0.1126  -0.0333   0.0451
 AS0  H12   H  HCR6  0   0.253   1.9749  -1.4299  -0.2400
 AS0  H151  H  H     0   0.271   3.2938  -2.2148   3.3453
 AS0  H152  H  H     0   0.268   4.9327  -1.8582   2.8236
 AS0  H161  H  H     0   0.255   4.3330   0.4993   2.4111
 AS0  H162  H  H     0   0.262   3.9353   0.0561   4.0512
 AS0  H19   H  HCH1  0   0.276   2.8412   1.0227   5.1487
 AS0  H201  H  HCH2  0   0.246   0.9190   0.7631   6.2813
 AS0  H202  H  HCH2  0   0.237   1.4833   2.3393   6.7707
 AS0  H221  H  HCH3  0   0.235   0.2779   4.4187   5.9683
 AS0  H222  H  HCH3  0   0.237   0.5180   3.9931   4.2946
 AS0  H223  H  HCH3  0   0.235  -1.1011   4.3087   4.8812
 AS0  H24   H  HCR6  0   0.254   3.4007   3.2324   6.5997
 AS0  H25   H  HCR6  0   0.255   4.7003   5.2649   6.2710
 AS0  H27   H  H     0   0.241   5.5986   6.9976   4.9163
 AS0  HO29  H  HOH1  0   0.477   6.1117   8.5899   2.0440
 AS0  H30   H  HCR6  0   0.252   3.8500   5.1335   2.0757
 AS0  H31   H  HCR6  0   0.249   2.5633   3.1005   2.4004
 AS0  H331  H  HCH3  0   0.211  -2.3980   2.5537   9.1415
 AS0  H332  H  HCH3  0   0.208  -3.4169   3.3725   7.9445
 AS0  H333  H  HCH3  0   0.234  -2.2943   4.3043   8.9378

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
 AS0  C1   O2    single    1.403  0.020  1.403
 AS0  C1   H11   single    0.970  0.020  1.090
 AS0  C1   H12A  single    0.970  0.020  1.090
 AS0  C1   H13   single    0.970  0.020  1.090
 AS0  C3   O2    single    1.401  0.020  1.401
 AS0  C3   C4    single    1.534  0.020  1.534
 AS0  C3   H31A  single    0.970  0.020  1.090
 AS0  C3   H32   single    0.970  0.020  1.090
 AS0  C4   C5    single    1.559  0.020  1.559
 AS0  C4   O32   single    1.409  0.020  1.409
 AS0  C4   C21   single    1.559  0.020  1.559
 AS0  C5   C6    single    1.542  0.020  1.542
 AS0  C5   H51   single    0.970  0.020  1.090
 AS0  C5   H52   single    0.970  0.020  1.090
 AS0  C6   C7    single    1.526  0.020  1.526
 AS0  C6   H61   single    0.970  0.020  1.090
 AS0  C6   H62   single    0.970  0.020  1.090
 AS0  C7   C21   single    1.531  0.020  1.531
 AS0  C7   C8    single    1.522  0.020  1.522
 AS0  C7   H7    single    0.970  0.020  1.090
 AS0  C8   C9    single    1.523  0.020  1.523
 AS0  C8   C18   single    1.517  0.020  1.517
 AS0  C8   H8    single    0.970  0.020  1.090
 AS0  C9   C10   single    1.518  0.020  1.518
 AS0  C9   H91   single    0.970  0.020  1.090
 AS0  C9   H92   single    0.970  0.020  1.090
 AS0  C10  C11   single    1.494  0.020  1.494
 AS0  C10  H101  single    0.970  0.020  1.090
 AS0  C10  H102  single    0.970  0.020  1.090
 AS0  C11  C12   aromatic  1.351  0.020  1.351
 AS0  C11  C17   aromatic  1.464  0.020  1.464
 AS0  C12  C13   aromatic  1.457  0.020  1.457
 AS0  C12  H12   single    0.930  0.020  1.080
 AS0  C13  O14   double    1.220  0.020  1.220
 AS0  C13  C15   aromatic  1.505  0.020  1.505
 AS0  C15  C16   aromatic  1.524  0.020  1.524
 AS0  C15  H151  single    0.970  0.020  1.090
 AS0  C15  H152  single    0.970  0.020  1.090
 AS0  C16  C17   aromatic  1.505  0.020  1.505
 AS0  C16  H161  single    0.970  0.020  1.090
 AS0  C16  H162  single    0.970  0.020  1.090
 AS0  C17  C18   double    1.351  0.020  1.351
 AS0  C18  C19   single    1.517  0.020  1.517
 AS0  C19  C20   single    1.548  0.020  1.548
 AS0  C19  C23   single    1.524  0.020  1.524
 AS0  C19  H19   single    0.970  0.020  1.090
 AS0  C20  C21   single    1.522  0.020  1.522
 AS0  C20  H201  single    0.970  0.020  1.090
 AS0  C20  H202  single    0.970  0.020  1.090
 AS0  C21  C22   single    1.536  0.020  1.536
 AS0  C22  H221  single    0.970  0.020  1.090
 AS0  C22  H222  single    0.970  0.020  1.090
 AS0  C22  H223  single    0.970  0.020  1.090
 AS0  C23  C24   aromatic  1.394  0.020  1.394
 AS0  C23  C31   aromatic  1.395  0.020  1.395
 AS0  C24  C25   aromatic  1.385  0.020  1.385
 AS0  C24  H24   single    0.930  0.020  1.080
 AS0  C25  C26   aromatic  1.394  0.020  1.394
 AS0  C25  H25   single    0.930  0.020  1.080
 AS0  C26  C30   aromatic  1.394  0.020  1.394
 AS0  C26  C27   single    1.461  0.020  1.461
 AS0  C27  N28   double    1.269  0.020  1.269
 AS0  C27  H27   single    0.930  0.020  1.080
 AS0  N28  O29   single    1.363  0.020  1.363
 AS0  O29  HO29  single    0.850  0.020  0.980
 AS0  C30  C31   aromatic  1.384  0.020  1.384
 AS0  C30  H30   single    0.930  0.020  1.080
 AS0  C31  H31   single    0.930  0.020  1.080
 AS0  O32  C33   single    1.406  0.020  1.406
 AS0  C33  H331  single    0.970  0.020  1.090
 AS0  C33  H332  single    0.970  0.020  1.090
 AS0  C33  H333  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
 AS0  H13   C1   H12A  108.37  3.000
 AS0  H13   C1   H11   108.40  3.000
 AS0  H12A  C1   H11   107.71  3.000
 AS0  H13   C1   O2    108.14  3.000
 AS0  H12A  C1   O2    112.02  3.000
 AS0  H11   C1   O2    112.07  3.000
 AS0  H32   C3   H31A  105.44  3.000
 AS0  H32   C3   O2    110.06  3.000
 AS0  H31A  C3   O2    111.11  3.000
 AS0  H32   C3   C4    109.03  3.000
 AS0  H31A  C3   C4    110.02  3.000
 AS0  O2    C3   C4    111.02  3.000
 AS0  O32   C4   C21   108.47  3.000
 AS0  C21   C4   C5    102.17  3.000
 AS0  O32   C4   C5    113.39  3.000
 AS0  C21   C4   C3    114.60  3.000
 AS0  O32   C4   C3    109.87  3.000
 AS0  C5    C4   C3    108.26  3.000
 AS0  H52   C5   H51   106.24  3.000
 AS0  H52   C5   C6    111.61  3.000
 AS0  H51   C5   C6    110.59  3.000
 AS0  H52   C5   C4    111.49  3.000
 AS0  H51   C5   C4    109.61  3.000
 AS0  C6    C5   C4    107.32  3.000
 AS0  H62   C6   H61   106.77  3.000
 AS0  H62   C6   C7    110.50  3.000
 AS0  H61   C6   C7    112.31  3.000
 AS0  H62   C6   C5    110.84  3.000
 AS0  H61   C6   C5    112.24  3.000
 AS0  C7    C6   C5    104.25  3.000
 AS0  C3    O2   C1    112.12  3.000
 AS0  H7    C7   C21   107.19  3.000
 AS0  H7    C7   C8    105.65  3.000
 AS0  C21   C7   C8    113.88  3.000
 AS0  H7    C7   C6    107.69  3.000
 AS0  C8    C7   C6    117.63  3.000
 AS0  C21   C7   C6    104.29  3.000
 AS0  H8    C8   C18   107.54  3.000
 AS0  H8    C8   C9    107.37  3.000
 AS0  C18   C8   C9    112.76  3.000
 AS0  H8    C8   C7    108.46  3.000
 AS0  C18   C8   C7    109.98  3.000
 AS0  C9    C8   C7    110.55  3.000
 AS0  H92   C9   H91   106.94  3.000
 AS0  H92   C9   C10   109.43  3.000
 AS0  H91   C9   C10   110.38  3.000
 AS0  H92   C9   C8    109.60  3.000
 AS0  H91   C9   C8    109.57  3.000
 AS0  C10   C9   C8    110.84  3.000
 AS0  H102  C10  H101  107.02  3.000
 AS0  H102  C10  C11   110.62  3.000
 AS0  H101  C10  C11   108.91  3.000
 AS0  H102  C10  C9    111.58  3.000
 AS0  H101  C10  C9    109.50  3.000
 AS0  C11   C10  C9    109.16  3.000
 AS0  C17   C11  C12   121.89  3.000
 AS0  C17   C11  C10   117.12  3.000
 AS0  C12   C11  C10   120.97  3.000
 AS0  H12   C12  C13   117.08  3.000
 AS0  H12   C12  C11   119.71  3.000
 AS0  C13   C12  C11   123.16  3.000
 AS0  C15   C13  O14   122.13  3.000
 AS0  C15   C13  C12   115.99  3.000
 AS0  O14   C13  C12   121.82  3.000
 AS0  H152  C15  H151  106.87  3.000
 AS0  H152  C15  C16   111.05  3.000
 AS0  H151  C15  C16   109.69  3.000
 AS0  H152  C15  C13   109.70  3.000
 AS0  H151  C15  C13   107.26  3.000
 AS0  C16   C15  C13   112.07  3.000
 AS0  H162  C16  H161  106.11  3.000
 AS0  H162  C16  C17   112.53  3.000
 AS0  H161  C16  C17   108.40  3.000
 AS0  H162  C16  C15   108.94  3.000
 AS0  H161  C16  C15   108.87  3.000
 AS0  C17   C16  C15   111.77  3.000
 AS0  C18   C17  C16   124.68  3.000
 AS0  C18   C17  C11   121.18  3.000
 AS0  C16   C17  C11   113.94  3.000
 AS0  C19   C18  C17   121.01  3.000
 AS0  C19   C18  C8    116.93  3.000
 AS0  C17   C18  C8    122.01  3.000
 AS0  H19   C19  C23   104.14  3.000
 AS0  H19   C19  C20   103.69  3.000
 AS0  C23   C19  C20   114.57  3.000
 AS0  H19   C19  C18   107.72  3.000
 AS0  C23   C19  C18   112.47  3.000
 AS0  C20   C19  C18   113.17  3.000
 AS0  H202  C20  H201  106.11  3.000
 AS0  H202  C20  C21   111.42  3.000
 AS0  H201  C20  C21   109.54  3.000
 AS0  H202  C20  C19   109.62  3.000
 AS0  H201  C20  C19   106.18  3.000
 AS0  C21   C20  C19   113.59  3.000
 AS0  C22   C21  C20   110.55  3.000
 AS0  C22   C21  C7    111.80  3.000
 AS0  C20   C21  C7    107.38  3.000
 AS0  C22   C21  C4    108.18  3.000
 AS0  C20   C21  C4    117.47  3.000
 AS0  C7    C21  C4    101.16  3.000
 AS0  H223  C22  H222  107.01  3.000
 AS0  H223  C22  H221  107.64  3.000
 AS0  H222  C22  H221  106.49  3.000
 AS0  H223  C22  C21   112.52  3.000
 AS0  H222  C22  C21   111.93  3.000
 AS0  H221  C22  C21   110.93  3.000
 AS0  C31   C23  C24   117.46  3.000
 AS0  C31   C23  C19   123.12  3.000
 AS0  C24   C23  C19   119.34  3.000
 AS0  H24   C24  C25   118.61  3.000
 AS0  H24   C24  C23   120.08  3.000
 AS0  C25   C24  C23   121.31  3.000
 AS0  H25   C25  C26   119.72  3.000
 AS0  H25   C25  C24   119.38  3.000
 AS0  C26   C25  C24   120.90  3.000
 AS0  C30   C26  C27   123.03  3.000
 AS0  C27   C26  C25   118.83  3.000
 AS0  C30   C26  C25   118.13  3.000
 AS0  H27   C27  N28   121.56  3.000
 AS0  H27   C27  C26   117.11  3.000
 AS0  N28   C27  C26   121.32  3.000
 AS0  O29   N28  C27   112.69  3.000
 AS0  HO29  O29  N28   104.40  3.000
 AS0  H30   C30  C31   119.35  3.000
 AS0  H30   C30  C26   120.02  3.000
 AS0  C31   C30  C26   120.63  3.000
 AS0  H31   C31  C30   118.30  3.000
 AS0  H31   C31  C23   120.14  3.000
 AS0  C30   C31  C23   121.56  3.000
 AS0  C33   O32  C4    116.64  3.000
 AS0  H333  C33  H332  107.73  3.000
 AS0  H333  C33  H331  107.86  3.000
 AS0  H332  C33  H331  108.13  3.000
 AS0  H333  C33  O32   107.16  3.000
 AS0  H332  C33  O32   112.79  3.000
 AS0  H331  C33  O32   112.95  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
 AS0  CONST_01  C15   C13  C12  C11     0.00   0.0  0
 AS0  CONST_05  C17   C11  C12  C13     0.00   0.0  0
 AS0  CONST_07  C26   C25  C24  C23     0.00   0.0  0
 AS0  CONST_08  C26   C30  C31  C23     0.00   0.0  0
 AS0  CONST_09  C30   C31  C23  C24     0.00   0.0  0
 AS0  CONST_10  C30   C26  C25  C24     0.00   0.0  0
 AS0  CONST_11  C31   C23  C24  C25     0.00   0.0  0
 AS0  CONST_12  C31   C30  C26  C25     0.00   0.0  0
 AS0  CONST_13  C25   C24  C23  C19   180.00   0.0  0
 AS0  CONST_14  C30   C31  C23  C19   180.00   0.0  0
 AS0  CONST_15  O14   C13  C12  C11   180.00   0.0  0
 AS0  CONST_17  C27   C26  C25  C24   180.00   0.0  0
 AS0  CONST_18  C31   C30  C26  C27   180.00   0.0  0
 AS0  CONST_19  H12   C12  C11  C10     0.00   0.0  0
 AS0  CONST_20  H24   C24  C23  C19     0.00   0.0  0
 AS0  CONST_21  H31   C31  C23  C19     0.00   0.0  0
 AS0  CONST_22  H25   C25  C24  C23   180.00   0.0  0
 AS0  CONST_23  H30   C30  C31  C23   180.00   0.0  0
 AS0  Var_01    C7    C6   C5   C4      5.82  30.0  1
 AS0  Var_02    C11   C10  C9   C8     59.57  30.0  1
 AS0  Var_03    C11   C17  C18  C8      2.87  30.0  1
 AS0  Var_04    C12   C11  C10  C9    137.96  30.0  1
 AS0  Var_05    C13   C12  C11  C10  -175.96  30.0  1
 AS0  Var_06    N28   C27  C26  C25  -179.69  30.0  2
 AS0  Var_07    C4    C3   O2   C1   -177.66  30.0  2
 AS0  Var_08    H331  C33  O32  C4     70.66  30.0  3
 AS0  Var_09    H11   C1   O2   C3     60.84  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
 AS0  chir_01  C4   C5   O32  C21  positiv
 AS0  chir_02  C7   C6   C21  C8   positiv
 AS0  chir_03  C8   C7   C9   C18  positiv
 AS0  chir_04  C19  C23  C20  C18  negativ
 AS0  chir_05  C21  C20  C7   C4   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
 AS0  plan-1  C19  0.020
 AS0  plan-1  C23  0.020
 AS0  plan-1  C24  0.020
 AS0  plan-1  C25  0.020
 AS0  plan-1  C26  0.020
 AS0  plan-1  C27  0.020
 AS0  plan-1  C30  0.020
 AS0  plan-1  C31  0.020
 AS0  plan-1  H24  0.020
 AS0  plan-1  H25  0.020
 AS0  plan-1  H30  0.020
 AS0  plan-1  H31  0.020
 AS0  plan-2  C12  0.020
 AS0  plan-2  C13  0.020
 AS0  plan-2  O14  0.020
 AS0  plan-2  C15  0.020
 AS0  plan-3  C26  0.020
 AS0  plan-3  C27  0.020
 AS0  plan-3  N28  0.020
 AS0  plan-3  O29  0.020
 AS0  plan-3  H27  0.020

