# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 22:31:44 2020
#   Inital geometry file: a 141 line input string
#   Ligand name: (14beta,17alpha)-21-(4-aminophenyl)-19-norpregna-1(10),2,4-trien-20-yne-3,17-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@]12CC[C@H]3[C@@H](CCc4cc(O)ccc34)[C@@H]1CC[C@@]2(O)C#Cc5ccc(N)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
 7EE  7EE  (14beta,17alpha)-21-(4-aminophenyl)-19-norpregna-1(10),2,4-trien-20-yne-3,17-diol  ligand  58  29  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_7EE
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
 7EE  C01  C  CR16  0  -0.342  -4.8596  -2.6165  -0.9468
 7EE  C02  C  CR6   0   0.353  -5.6819  -2.3538   0.1444
 7EE  C03  C  CR16  0  -0.433  -5.2775  -1.4147   1.0822
 7EE  C04  C  CR66  0   0.072  -4.0706  -0.7299   0.9515
 7EE  C05  C  CR66  0   0.098  -3.2400  -0.9775  -0.1471
 7EE  C06  C  CR16  0  -0.310  -3.6626  -1.9333  -1.0732
 7EE  C07  C  C     0  -0.508  -3.7104   0.2784   2.0130
 7EE  C08  C  C     0  -0.429  -2.2472   0.6866   1.9795
 7EE  C09  C  CR16  0  -0.237  -1.8281   1.0012   0.5524
 7EE  C10  C  CR16  0  -0.261  -1.9008  -0.2786  -0.2964
 7EE  C11  C  CH1   0  -0.199  -0.4189   1.5538   0.4457
 7EE  C12  C  CT    0  -0.095  -0.0358   1.9172  -0.9945
 7EE  C13  C  CH2   0  -0.414  -0.1307   0.6707  -1.8701
 7EE  C14  C  CH2   0  -0.449  -1.5052   0.0018  -1.7516
 7EE  O01  O  OH1   0  -0.639  -6.8443  -3.0349   0.2489
 7EE  C15  C  CH2   0  -0.444  -0.0279   2.7864   1.2664
 7EE  C16  C  CH2   0  -0.492   1.1571   3.4061   0.4941
 7EE  C17  C  CT    0   0.140   1.3794   2.5079  -0.7558
 7EE  C18  C  CH3   0  -0.677  -0.9341   3.0182  -1.5752
 7EE  O02  O  OH1   0  -0.666   1.8205   3.2154  -1.8916
 7EE  C19  C  CSP   0   0.185   2.3492   1.4508  -0.4345
 7EE  C20  C  CSP   0   0.040   3.1759   0.6121  -0.1698
 7EE  C21  C  CR6   0  -0.189   4.1388  -0.3939   0.1254
 7EE  C22  C  CR16  0  -0.292   5.3922  -0.0679   0.6545
 7EE  C23  C  CR16  0  -0.325   6.3276  -1.0446   0.9327
 7EE  C24  C  CR6   0   0.317   6.0465  -2.3981   0.6939
 7EE  C25  C  CR16  0  -0.323   4.7867  -2.7273   0.1709
 7EE  C26  C  CR16  0  -0.300   3.8581  -1.7449  -0.1079
 7EE  N01  N  NH2   0  -0.856   6.9900  -3.3649   0.9157
 7EE  H1   H  HCR6  0   0.255  -5.1526  -3.3501  -1.6877
 7EE  H2   H  HCR6  0   0.256  -5.9100  -1.2094   1.9413
 7EE  H3   H  HCR6  0   0.242  -3.0396  -2.1679  -1.9267
 7EE  H4   H  H     0   0.243  -4.3354   1.1678   1.8763
 7EE  H5   H  H     0   0.247  -3.9756  -0.1187   2.9962
 7EE  H6   H  H     0   0.241  -2.0989   1.5522   2.6291
 7EE  H7   H  H     0   0.217  -1.6177  -0.1175   2.3767
 7EE  H8   H  HCR6  0   0.218  -2.5387   1.7366   0.1505
 7EE  H9   H  HCR6  0   0.225  -1.1355  -0.9537   0.1165
 7EE  H10  H  HCH1  0   0.227   0.2481   0.7371   0.7564
 7EE  H11  H  HCH2  0   0.229   0.0667   0.9157  -2.9180
 7EE  H12  H  HCH2  0   0.228   0.6364  -0.0520  -1.5734
 7EE  H13  H  HCH2  0   0.239  -1.4701  -0.9267  -2.3245
 7EE  H14  H  HCH2  0   0.222  -2.2782   0.6155  -2.2235
 7EE  H15  H  HOH1  0   0.471  -7.3168  -2.7613   1.0429
 7EE  H16  H  HCH2  0   0.228  -0.8567   3.4951   1.3383
 7EE  H17  H  HCH2  0   0.238   0.2441   2.5181   2.2873
 7EE  H18  H  HCH2  0   0.249   0.9216   4.4165   0.1555
 7EE  H19  H  HCH2  0   0.245   2.0615   3.4755   1.0992
 7EE  H20  H  HCH3  0   0.235  -0.9608   3.9180  -0.9602
 7EE  H21  H  HCH3  0   0.238  -0.5932   3.3072  -2.5690
 7EE  H22  H  HCH3  0   0.236  -1.9624   2.6773  -1.6794
 7EE  H23  H  HOH1  0   0.449   2.6670   3.6260  -1.6848
 7EE  H24  H  HCR6  0   0.253   5.6369   0.9686   0.8488
 7EE  H25  H  HCR6  0   0.261   7.2904  -0.7609   1.3404
 7EE  H26  H  HCR6  0   0.261   4.5396  -3.7651  -0.0179
 7EE  H27  H  HCR6  0   0.252   2.8946  -2.0277  -0.5130
 7EE  H28  H  HNH2  0   0.385   7.7419  -3.1348   1.5444
 7EE  H29  H  HNH2  0   0.385   6.6577  -4.3083   1.0295

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
 7EE  O01  C02  single    1.351  0.020  1.351
 7EE  C01  C02  aromatic  1.391  0.020  1.391
 7EE  C01  C06  aromatic  1.384  0.020  1.384
 7EE  C02  C03  aromatic  1.387  0.020  1.387
 7EE  C06  C05  aromatic  1.396  0.020  1.396
 7EE  C03  C04  aromatic  1.394  0.020  1.394
 7EE  C05  C04  aromatic  1.399  0.020  1.399
 7EE  C05  C10  single    1.518  0.020  1.518
 7EE  C04  C07  single    1.508  0.020  1.508
 7EE  C10  C14  single    1.534  0.020  1.534
 7EE  C10  C09  single    1.537  0.020  1.537
 7EE  C07  C08  single    1.519  0.020  1.519
 7EE  C14  C13  single    1.533  0.020  1.533
 7EE  C08  C09  single    1.520  0.020  1.520
 7EE  C09  C11  single    1.517  0.020  1.517
 7EE  C13  C12  single    1.526  0.020  1.526
 7EE  C11  C12  single    1.534  0.020  1.534
 7EE  C11  C15  single    1.532  0.020  1.532
 7EE  C12  C18  single    1.535  0.020  1.535
 7EE  C12  C17  single    1.552  0.020  1.552
 7EE  C15  C16  single    1.544  0.020  1.544
 7EE  C17  C16  single    1.555  0.020  1.555
 7EE  C17  C19  single    1.470  0.020  1.470
 7EE  C17  O02  single    1.409  0.020  1.409
 7EE  C19  C20  triple    1.207  0.020  1.207
 7EE  C20  C21  single    1.423  0.020  1.423
 7EE  C21  C22  aromatic  1.399  0.020  1.399
 7EE  C21  C26  aromatic  1.399  0.020  1.399
 7EE  C22  C23  aromatic  1.381  0.020  1.381
 7EE  C26  C25  aromatic  1.380  0.020  1.380
 7EE  C23  C24  aromatic  1.403  0.020  1.403
 7EE  C25  C24  aromatic  1.403  0.020  1.403
 7EE  C24  N01  single    1.369  0.020  1.369
 7EE  C01  H1   single    0.930  0.020  1.080
 7EE  C03  H2   single    0.930  0.020  1.080
 7EE  C06  H3   single    0.930  0.020  1.080
 7EE  C07  H4   single    0.970  0.020  1.090
 7EE  C07  H5   single    0.970  0.020  1.090
 7EE  C08  H6   single    0.970  0.020  1.090
 7EE  C08  H7   single    0.970  0.020  1.090
 7EE  C09  H8   single    0.970  0.020  1.090
 7EE  C10  H9   single    0.970  0.020  1.090
 7EE  C11  H10  single    0.970  0.020  1.090
 7EE  C13  H11  single    0.970  0.020  1.090
 7EE  C13  H12  single    0.970  0.020  1.090
 7EE  C14  H13  single    0.970  0.020  1.090
 7EE  C14  H14  single    0.970  0.020  1.090
 7EE  O01  H15  single    0.850  0.020  0.980
 7EE  C15  H16  single    0.970  0.020  1.090
 7EE  C15  H17  single    0.970  0.020  1.090
 7EE  C16  H18  single    0.970  0.020  1.090
 7EE  C16  H19  single    0.970  0.020  1.090
 7EE  C18  H20  single    0.970  0.020  1.090
 7EE  C18  H21  single    0.970  0.020  1.090
 7EE  C18  H22  single    0.970  0.020  1.090
 7EE  O02  H23  single    0.850  0.020  0.980
 7EE  C22  H24  single    0.930  0.020  1.080
 7EE  C23  H25  single    0.930  0.020  1.080
 7EE  C25  H26  single    0.930  0.020  1.080
 7EE  C26  H27  single    0.930  0.020  1.080
 7EE  N01  H28  single    0.890  0.020  1.040
 7EE  N01  H29  single    0.890  0.020  1.040

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
 7EE  H1   C01  C06  120.39  3.000
 7EE  H1   C01  C02  120.30  3.000
 7EE  C06  C01  C02  119.31  3.000
 7EE  O01  C02  C03  122.65  3.000
 7EE  C03  C02  C01  119.06  3.000
 7EE  O01  C02  C01  118.29  3.000
 7EE  H2   C03  C04  119.04  3.000
 7EE  H2   C03  C02  119.53  3.000
 7EE  C04  C03  C02  121.44  3.000
 7EE  C07  C04  C05  121.96  3.000
 7EE  C07  C04  C03  118.00  3.000
 7EE  C05  C04  C03  120.04  3.000
 7EE  C10  C05  C06  121.13  3.000
 7EE  C10  C05  C04  121.29  3.000
 7EE  C06  C05  C04  117.53  3.000
 7EE  H3   C06  C05  119.81  3.000
 7EE  H3   C06  C01  117.57  3.000
 7EE  C05  C06  C01  122.62  3.000
 7EE  H5   C07  H4   105.58  3.000
 7EE  H5   C07  C08  110.55  3.000
 7EE  H4   C07  C08  109.18  3.000
 7EE  H5   C07  C04  109.41  3.000
 7EE  H4   C07  C04  108.59  3.000
 7EE  C08  C07  C04  113.22  3.000
 7EE  H7   C08  H6   106.74  3.000
 7EE  H7   C08  C09  109.50  3.000
 7EE  H6   C08  C09  110.91  3.000
 7EE  H7   C08  C07  110.37  3.000
 7EE  H6   C08  C07  109.30  3.000
 7EE  C09  C08  C07  109.98  3.000
 7EE  H8   C09  C11  109.34  3.000
 7EE  H8   C09  C10  108.94  3.000
 7EE  C11  C09  C10  107.95  3.000
 7EE  H8   C09  C08  107.68  3.000
 7EE  C11  C09  C08  113.41  3.000
 7EE  C10  C09  C08  109.45  3.000
 7EE  H9   C10  C14  106.78  3.000
 7EE  H9   C10  C09  105.69  3.000
 7EE  C14  C10  C09  111.07  3.000
 7EE  H9   C10  C05  107.10  3.000
 7EE  C09  C10  C05  111.76  3.000
 7EE  C14  C10  C05  113.89  3.000
 7EE  H10  C11  C15  106.95  3.000
 7EE  H10  C11  C12  106.85  3.000
 7EE  C15  C11  C12  104.40  3.000
 7EE  H10  C11  C09  105.85  3.000
 7EE  C15  C11  C09  119.50  3.000
 7EE  C12  C11  C09  112.60  3.000
 7EE  C18  C12  C17  108.59  3.000
 7EE  C17  C12  C13  117.11  3.000
 7EE  C18  C12  C13  109.41  3.000
 7EE  C17  C12  C11   99.99  3.000
 7EE  C18  C12  C11  112.27  3.000
 7EE  C13  C12  C11  109.25  3.000
 7EE  H12  C13  H11  106.32  3.000
 7EE  H12  C13  C14  108.61  3.000
 7EE  H11  C13  C14  109.47  3.000
 7EE  H12  C13  C12  109.88  3.000
 7EE  H11  C13  C12  110.82  3.000
 7EE  C14  C13  C12  111.58  3.000
 7EE  H14  C14  H13  105.88  3.000
 7EE  H14  C14  C13  110.81  3.000
 7EE  H13  C14  C13  107.56  3.000
 7EE  H14  C14  C10  109.24  3.000
 7EE  H13  C14  C10  110.53  3.000
 7EE  C13  C14  C10  112.60  3.000
 7EE  H15  O01  C02  110.03  3.000
 7EE  H17  C15  H16  106.69  3.000
 7EE  H17  C15  C16  112.07  3.000
 7EE  H16  C15  C16  110.77  3.000
 7EE  H17  C15  C11  111.56  3.000
 7EE  H16  C15  C11  111.32  3.000
 7EE  C16  C15  C11  104.53  3.000
 7EE  H19  C16  H18  106.99  3.000
 7EE  H19  C16  C17  111.36  3.000
 7EE  H18  C16  C17  108.43  3.000
 7EE  H19  C16  C15  112.61  3.000
 7EE  H18  C16  C15  111.17  3.000
 7EE  C17  C16  C15  106.25  3.000
 7EE  C19  C17  O02  109.31  3.000
 7EE  O02  C17  C16  113.74  3.000
 7EE  C19  C17  C16  109.51  3.000
 7EE  O02  C17  C12  110.65  3.000
 7EE  C19  C17  C12  111.19  3.000
 7EE  C16  C17  C12  102.30  3.000
 7EE  H22  C18  H21  106.94  3.000
 7EE  H22  C18  H20  106.81  3.000
 7EE  H21  C18  H20  107.66  3.000
 7EE  H22  C18  C12  111.37  3.000
 7EE  H21  C18  C12  110.62  3.000
 7EE  H20  C18  C12  113.13  3.000
 7EE  H23  O02  C17  108.43  3.000
 7EE  C20  C19  C17  180.00  3.000
 7EE  C21  C20  C19  180.00  3.000
 7EE  C26  C21  C22  117.88  3.000
 7EE  C26  C21  C20  120.80  3.000
 7EE  C22  C21  C20  121.32  3.000
 7EE  H24  C22  C23  119.21  3.000
 7EE  H24  C22  C21  119.57  3.000
 7EE  C23  C22  C21  121.22  3.000
 7EE  H25  C23  C24  119.66  3.000
 7EE  H25  C23  C22  119.51  3.000
 7EE  C24  C23  C22  120.83  3.000
 7EE  N01  C24  C25  120.90  3.000
 7EE  N01  C24  C23  121.05  3.000
 7EE  C25  C24  C23  118.01  3.000
 7EE  H26  C25  C26  119.55  3.000
 7EE  H26  C25  C24  119.63  3.000
 7EE  C26  C25  C24  120.82  3.000
 7EE  H27  C26  C25  119.23  3.000
 7EE  H27  C26  C21  119.53  3.000
 7EE  C25  C26  C21  121.23  3.000
 7EE  H29  N01  H28  112.96  3.000
 7EE  H29  N01  C24  116.92  3.000
 7EE  H28  N01  C24  117.04  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
 7EE  CONST_01  C04  C03  C02  C01    0.00   0.0  0
 7EE  CONST_02  C04  C05  C06  C01    0.00   0.0  0
 7EE  CONST_03  C05  C06  C01  C02    0.00   0.0  0
 7EE  CONST_04  C05  C04  C03  C02    0.00   0.0  0
 7EE  CONST_05  C06  C01  C02  C03    0.00   0.0  0
 7EE  CONST_06  C06  C05  C04  C03    0.00   0.0  0
 7EE  CONST_07  C24  C23  C22  C21    0.00   0.0  0
 7EE  CONST_08  C24  C25  C26  C21    0.00   0.0  0
 7EE  CONST_09  C25  C26  C21  C22    0.00   0.0  0
 7EE  CONST_10  C25  C24  C23  C22    0.00   0.0  0
 7EE  CONST_11  C26  C21  C22  C23    0.00   0.0  0
 7EE  CONST_12  C26  C25  C24  C23    0.00   0.0  0
 7EE  CONST_13  O01  C02  C03  C04  180.00   0.0  0
 7EE  CONST_14  O01  C02  C01  C06  180.00   0.0  0
 7EE  CONST_15  C23  C22  C21  C20  180.00   0.0  0
 7EE  CONST_16  C25  C26  C21  C20  180.00   0.0  0
 7EE  CONST_17  N01  C24  C23  C22  180.00   0.0  0
 7EE  CONST_18  N01  C24  C25  C26  180.00   0.0  0
 7EE  CONST_19  H2   C03  C02  C01  180.00   0.0  0
 7EE  CONST_20  H3   C06  C01  C02  180.00   0.0  0
 7EE  CONST_21  H1   C01  C02  C03  180.00   0.0  0
 7EE  CONST_22  H25  C23  C22  C21  180.00   0.0  0
 7EE  CONST_23  H26  C25  C26  C21  180.00   0.0  0
 7EE  CONST_24  H27  C26  C21  C22  180.00   0.0  0
 7EE  CONST_25  H24  C22  C23  C24  180.00   0.0  0
 7EE  Var_01    C08  C07  C04  C03  164.75  30.0  1
 7EE  Var_02    C09  C08  C07  C04   46.79  30.0  1
 7EE  Var_03    C12  C13  C14  C10  -52.70  30.0  1
 7EE  Var_04    C17  C16  C15  C11    0.90  30.0  1

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
 7EE  chir_01  C09  C10  C08  C11  negativ
 7EE  chir_02  C10  C09  C14  C05  positiv
 7EE  chir_03  C11  C15  C12  C09  positiv
 7EE  chir_04  C12  C11  C13  C17  positiv
 7EE  chir_05  C17  C19  C16  C12  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
 7EE  plan-1  C19  0.020
 7EE  plan-1  C20  0.020
 7EE  plan-1  C21  0.020
 7EE  plan-1  C22  0.020
 7EE  plan-1  C23  0.020
 7EE  plan-1  C24  0.020
 7EE  plan-1  C25  0.020
 7EE  plan-1  C26  0.020
 7EE  plan-1  N01  0.020
 7EE  plan-1  H24  0.020
 7EE  plan-1  H25  0.020
 7EE  plan-1  H26  0.020
 7EE  plan-1  H27  0.020
 7EE  plan-2  C01  0.020
 7EE  plan-2  C02  0.020
 7EE  plan-2  C03  0.020
 7EE  plan-2  C04  0.020
 7EE  plan-2  C05  0.020
 7EE  plan-2  C06  0.020
 7EE  plan-2  C07  0.020
 7EE  plan-2  C10  0.020
 7EE  plan-2  O01  0.020
 7EE  plan-2  H1   0.020
 7EE  plan-2  H2   0.020
 7EE  plan-2  H3   0.020
 7EE  plan-3  C24  0.020
 7EE  plan-3  N01  0.020
 7EE  plan-3  H28  0.020
 7EE  plan-3  H29  0.020

