# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr  5 07:21:33 2020
#   Inital geometry file: a 164 line input string
#   Ligand name: (11beta,17beta)-11-[4-(dimethylamino)phenyl]-17-hydroxy-17-prop-1-yn-1-ylestra-4,9-dien-3-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC#C[C@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CCC4=C3[C@H](C[C@]12C)c5ccc(cc5)N(C)C
#
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
 486  486  (11beta,17beta)-11-[4-(dimethylamino)phenyl]-17-hydroxy-17-prop-1-yn-1-ylestra-4,9-dien-3-one  ligand  67  32  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_486
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
 486  O30   O  O     0  -0.443   5.4183  -3.1939  -1.2462
 486  C2    C  C     0   0.396   4.4349  -2.5247  -0.9726
 486  C1    C  CH2   0  -0.566   3.5053  -1.9935  -2.0306
 486  C3    C  C1    0  -0.466   4.1259  -2.1374   0.3967
 486  C4    C  C     0   0.185   3.0399  -1.4063   0.7305
 486  C7    C  CH2   0  -0.520   2.8197  -0.9661   2.1400
 486  C5    C  C     0   0.027   2.0089  -1.0524  -0.2465
 486  C6    C  CH2   0  -0.529   2.0752  -1.8494  -1.5231
 486  C10   C  C     0   0.101   1.0340  -0.1675   0.0583
 486  C14   C  CH1   0  -0.386  -0.1286   0.0749  -0.8851
 486  C18   C  CR6   0   0.118  -1.2817  -0.8869  -0.6189
 486  C22   C  CR16  0  -0.287  -2.4232  -0.8390  -1.4164
 486  C23   C  CR16  0  -0.346  -3.4901  -1.7018  -1.2398
 486  C24   C  CR6   0   0.369  -3.4755  -2.6794  -0.2278
 486  N27   N  NT    0  -0.503  -4.5463  -3.5146  -0.0158
 486  C29   C  CH3   0  -0.536  -5.6124  -3.5515  -0.9884
 486  C28   C  CH3   0  -0.535  -4.3975  -4.6409   0.8745
 486  C25   C  CR16  0  -0.349  -2.3117  -2.7531   0.5539
 486  C26   C  CR16  0  -0.282  -1.2537  -1.8781   0.3555
 486  C13   C  CH2   0  -0.415  -0.5434   1.5623  -0.9602
 486  C12   C  CT    0  -0.093  -0.6824   2.2218   0.4010
 486  C19   C  CH3   0  -0.671  -1.8891   1.6577   1.1615
 486  C17   C  CT    0   0.146  -0.7769   3.7725   0.4083
 486  C31   C  CSP   0   0.246   0.1782   4.3830  -0.5316
 486  C30   C  CSP   0  -0.156   0.9382   4.9310  -1.2882
 486  C32   C  CH3   0  -0.830   1.8619   5.5819  -2.2049
 486  O3    O  OH1   0  -0.665  -2.0824   4.1781   0.0711
 486  C16   C  CH2   0  -0.490  -0.3629   4.1245   1.8676
 486  C15   C  CH2   0  -0.440   0.5175   2.9560   2.3630
 486  C11   C  CH1   0  -0.208   0.6364   2.0330   1.1481
 486  C9    C  CH1   0  -0.306   1.0059   0.5754   1.3837
 486  C8    C  CH2   0  -0.437   2.3195   0.4666   2.1446
 486  HC1A  H  HCH2  0   0.270   3.8886  -1.0128  -2.3352
 486  HC12  H  HCH2  0   0.267   3.5425  -2.6361  -2.9114
 486  HC3   H  H     0   0.252   4.8361  -2.4241   1.1651
 486  HC71  H  HCH2  0   0.257   3.7322  -1.0744   2.7274
 486  HC72  H  HCH2  0   0.255   2.0645  -1.6148   2.5988
 486  HC61  H  HCH2  0   0.262   1.4673  -1.4168  -2.3148
 486  HC62  H  HCH2  0   0.254   1.6636  -2.8463  -1.3305
 486  HC14  H  HCH1  0   0.264   0.2118  -0.1528  -1.8971
 486  HC22  H  HCR6  0   0.243  -2.4927  -0.1122  -2.2175
 486  HC23  H  HCR6  0   0.259  -4.3358  -1.6066  -1.9065
 486  H291  H  HCH3  0   0.236  -6.0937  -2.5769  -1.0910
 486  H292  H  HCH3  0   0.222  -5.2767  -3.8641  -1.9840
 486  H293  H  HCH3  0   0.252  -6.3760  -4.2511  -0.6574
 486  H281  H  HCH3  0   0.237  -4.1263  -4.3203   1.8823
 486  H282  H  HCH3  0   0.252  -5.3471  -5.1649   0.9479
 486  H283  H  HCH3  0   0.222  -3.6412  -5.3599   0.5379
 486  HC25  H  HCR6  0   0.259  -2.2142  -3.4958   1.3332
 486  HC26  H  HCR6  0   0.236  -0.3859  -1.9892   0.9949
 486  H131  H  HCH2  0   0.242   0.2367   2.0785  -1.5243
 486  H132  H  HCH2  0   0.238  -1.4589   1.6547  -1.5486
 486  H191  H  HCH3  0   0.245  -1.7527   0.6091   1.4145
 486  H192  H  HCH3  0   0.235  -2.0954   2.1865   2.0921
 486  H193  H  HCH3  0   0.235  -2.7875   1.7100   0.5466
 486  H321  H  HCH3  0   0.266   2.8921   5.3013  -1.9849
 486  H322  H  HCH3  0   0.265   1.6549   5.3044  -3.2386
 486  H323  H  HCH3  0   0.265   1.7904   6.6672  -2.1296
 486  HO3   H  HOH1  0   0.449  -2.1363   5.1365   0.1518
 486  H161  H  HCH2  0   0.247   0.1554   5.0825   1.9096
 486  H162  H  HCH2  0   0.249  -1.2635   4.2248   2.4751
 486  H151  H  HCH2  0   0.241   1.4917   3.2946   2.7156
 486  H152  H  HCH2  0   0.231   0.0398   2.4390   3.1985
 486  HC11  H  HCH1  0   0.238   1.4249   2.4458   0.5033
 486  HC9   H  HCH1  0   0.247   0.2288   0.1101   2.0084
 486  HC81  H  HCH2  0   0.229   3.0702   1.1181   1.6847
 486  HC82  H  HCH2  0   0.251   2.1828   0.8128   3.1706

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
 486  O30  C2    double    1.221  0.020  1.221
 486  C2   C1    single    1.505  0.020  1.505
 486  C2   C3    single    1.456  0.020  1.456
 486  C1   C6    single    1.524  0.020  1.524
 486  C1   HC1A  single    0.970  0.020  1.090
 486  C1   HC12  single    0.970  0.020  1.090
 486  C3   C4    double    1.351  0.020  1.351
 486  C3   HC3   single    0.930  0.020  1.080
 486  C4   C7    single    1.493  0.020  1.493
 486  C4   C5    single    1.464  0.020  1.464
 486  C7   C8    single    1.517  0.020  1.517
 486  C7   HC71  single    0.970  0.020  1.090
 486  C7   HC72  single    0.970  0.020  1.090
 486  C5   C6    single    1.506  0.020  1.506
 486  C5   C10   double    1.351  0.020  1.351
 486  C6   HC61  single    0.970  0.020  1.090
 486  C6   HC62  single    0.970  0.020  1.090
 486  C10  C14   single    1.517  0.020  1.517
 486  C10  C9    single    1.520  0.020  1.520
 486  C14  C18   single    1.525  0.020  1.525
 486  C14  C13   single    1.546  0.020  1.546
 486  C14  HC14  single    0.970  0.020  1.090
 486  C18  C22   aromatic  1.393  0.020  1.393
 486  C18  C26   aromatic  1.390  0.020  1.390
 486  C22  C23   aromatic  1.383  0.020  1.383
 486  C22  HC22  single    0.930  0.020  1.080
 486  C23  C24   aromatic  1.407  0.020  1.407
 486  C23  HC23  single    0.930  0.020  1.080
 486  C24  N27   single    1.374  0.020  1.374
 486  C24  C25   aromatic  1.404  0.020  1.404
 486  N27  C29   single    1.444  0.020  1.444
 486  N27  C28   single    1.443  0.020  1.443
 486  C29  H291  single    0.970  0.020  1.090
 486  C29  H292  single    0.970  0.020  1.090
 486  C29  H293  single    0.970  0.020  1.090
 486  C28  H281  single    0.970  0.020  1.090
 486  C28  H282  single    0.970  0.020  1.090
 486  C28  H283  single    0.970  0.020  1.090
 486  C25  C26   aromatic  1.387  0.020  1.387
 486  C25  HC25  single    0.930  0.020  1.080
 486  C26  HC26  single    0.930  0.020  1.080
 486  C13  C12   single    1.519  0.020  1.519
 486  C13  H131  single    0.970  0.020  1.090
 486  C13  H132  single    0.970  0.020  1.090
 486  C12  C19   single    1.534  0.020  1.534
 486  C12  C17   single    1.554  0.020  1.554
 486  C12  C11   single    1.527  0.020  1.527
 486  C19  H191  single    0.970  0.020  1.090
 486  C19  H192  single    0.970  0.020  1.090
 486  C19  H193  single    0.970  0.020  1.090
 486  C17  C31   single    1.473  0.020  1.473
 486  C17  O3    single    1.408  0.020  1.408
 486  C17  C16   single    1.557  0.020  1.557
 486  C31  C30   triple    1.204  0.020  1.204
 486  C30  C32   single    1.455  0.020  1.455
 486  C32  H321  single    0.970  0.020  1.090
 486  C32  H322  single    0.970  0.020  1.090
 486  C32  H323  single    0.970  0.020  1.090
 486  O3   HO3   single    0.850  0.020  0.980
 486  C16  C15   single    1.545  0.020  1.545
 486  C16  H161  single    0.970  0.020  1.090
 486  C16  H162  single    0.970  0.020  1.090
 486  C15  C11   single    1.530  0.020  1.530
 486  C15  H151  single    0.970  0.020  1.090
 486  C15  H152  single    0.970  0.020  1.090
 486  C11  C9    single    1.522  0.020  1.522
 486  C11  HC11  single    0.970  0.020  1.090
 486  C9   C8    single    1.522  0.020  1.522
 486  C9   HC9   single    0.970  0.020  1.090
 486  C8   HC81  single    0.970  0.020  1.090
 486  C8   HC82  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
 486  C3    C2   C1    115.85  3.000
 486  C3    C2   O30   121.84  3.000
 486  C1    C2   O30   122.24  3.000
 486  HC12  C1   HC1A  106.90  3.000
 486  HC12  C1   C6    110.89  3.000
 486  HC1A  C1   C6    109.63  3.000
 486  HC12  C1   C2    109.79  3.000
 486  HC1A  C1   C2    107.16  3.000
 486  C6    C1   C2    112.26  3.000
 486  HC3   C3   C4    119.61  3.000
 486  HC3   C3   C2    117.19  3.000
 486  C4    C3   C2    123.15  3.000
 486  C5    C4   C7    117.06  3.000
 486  C5    C4   C3    122.15  3.000
 486  C7    C4   C3    120.75  3.000
 486  HC72  C7   HC71  106.99  3.000
 486  HC72  C7   C8    109.29  3.000
 486  HC71  C7   C8    111.59  3.000
 486  HC72  C7   C4    108.80  3.000
 486  HC71  C7   C4    110.84  3.000
 486  C8    C7   C4    109.26  3.000
 486  C10   C5   C6    124.70  3.000
 486  C10   C5   C4    121.06  3.000
 486  C6    C5   C4    114.00  3.000
 486  HC62  C6   HC61  106.25  3.000
 486  HC62  C6   C5    108.42  3.000
 486  HC61  C6   C5    112.45  3.000
 486  HC62  C6   C1    108.96  3.000
 486  HC61  C6   C1    108.63  3.000
 486  C5    C6   C1    111.93  3.000
 486  C9    C10  C14   116.76  3.000
 486  C9    C10  C5    122.01  3.000
 486  C14   C10  C5    121.15  3.000
 486  HC14  C14  C13   103.84  3.000
 486  HC14  C14  C18   105.43  3.000
 486  C13   C14  C18   114.36  3.000
 486  HC14  C14  C10   107.71  3.000
 486  C13   C14  C10   112.93  3.000
 486  C18   C14  C10   111.73  3.000
 486  C26   C18  C22   116.24  3.000
 486  C26   C18  C14   123.83  3.000
 486  C22   C18  C14   119.86  3.000
 486  HC22  C22  C23   117.59  3.000
 486  HC22  C22  C18   119.91  3.000
 486  C23   C22  C18   122.50  3.000
 486  HC23  C23  C24   120.85  3.000
 486  HC23  C23  C22   118.01  3.000
 486  C24   C23  C22   121.14  3.000
 486  C25   C24  N27   121.88  3.000
 486  C25   C24  C23   116.45  3.000
 486  N27   C24  C23   121.67  3.000
 486  C28   N27  C29   118.15  3.000
 486  C28   N27  C24   119.27  3.000
 486  C29   N27  C24   119.15  3.000
 486  H293  C29  H292  107.94  3.000
 486  H293  C29  H291  107.06  3.000
 486  H292  C29  H291  107.71  3.000
 486  H293  C29  N27   109.27  3.000
 486  H292  C29  N27   113.14  3.000
 486  H291  C29  N27   111.47  3.000
 486  H283  C28  H282  107.89  3.000
 486  H283  C28  H281  107.74  3.000
 486  H282  C28  H281  107.23  3.000
 486  H283  C28  N27   113.17  3.000
 486  H282  C28  N27   109.13  3.000
 486  H281  C28  N27   111.46  3.000
 486  HC25  C25  C26   117.89  3.000
 486  HC25  C25  C24   120.81  3.000
 486  C26   C25  C24   121.30  3.000
 486  HC26  C26  C25   117.49  3.000
 486  HC26  C26  C18   120.19  3.000
 486  C25   C26  C18   122.32  3.000
 486  H132  C13  H131  106.28  3.000
 486  H132  C13  C12   111.68  3.000
 486  H131  C13  C12   108.84  3.000
 486  H132  C13  C14   109.42  3.000
 486  H131  C13  C14   106.75  3.000
 486  C12   C13  C14   113.50  3.000
 486  C11   C12  C17   100.00  3.000
 486  C11   C12  C19   113.04  3.000
 486  C17   C12  C19   108.47  3.000
 486  C11   C12  C13   107.80  3.000
 486  C17   C12  C13   116.30  3.000
 486  C19   C12  C13   110.89  3.000
 486  H193  C19  H192  107.60  3.000
 486  H193  C19  H191  106.32  3.000
 486  H192  C19  H191  107.04  3.000
 486  H193  C19  C12   110.56  3.000
 486  H192  C19  C12   113.18  3.000
 486  H191  C19  C12   111.80  3.000
 486  C16   C17  O3    113.94  3.000
 486  C16   C17  C31   109.39  3.000
 486  O3    C17  C31   109.21  3.000
 486  C16   C17  C12   102.35  3.000
 486  O3    C17  C12   110.05  3.000
 486  C31   C17  C12   111.80  3.000
 486  C30   C31  C17   180.00  3.000
 486  C32   C30  C31   180.00  3.000
 486  H323  C32  H322  107.84  3.000
 486  H323  C32  H321  107.71  3.000
 486  H322  C32  H321  107.77  3.000
 486  H323  C32  C30   111.12  3.000
 486  H322  C32  C30   111.28  3.000
 486  H321  C32  C30   110.95  3.000
 486  HO3   O3   C17   108.57  3.000
 486  H162  C16  H161  106.88  3.000
 486  H162  C16  C15   111.19  3.000
 486  H161  C16  C15   112.43  3.000
 486  H162  C16  C17   108.85  3.000
 486  H161  C16  C17   111.17  3.000
 486  C15   C16  C17   106.32  3.000
 486  H152  C15  H151  106.89  3.000
 486  H152  C15  C11   110.84  3.000
 486  H151  C15  C11   112.01  3.000
 486  H152  C15  C16   110.73  3.000
 486  H151  C15  C16   112.22  3.000
 486  C11   C15  C16   104.24  3.000
 486  HC11  C11  C9    106.05  3.000
 486  HC11  C11  C15   107.15  3.000
 486  C9    C11  C15   118.26  3.000
 486  HC11  C11  C12   106.62  3.000
 486  C9    C11  C12   113.81  3.000
 486  C15   C11  C12   104.28  3.000
 486  HC9   C9   C8    107.19  3.000
 486  HC9   C9   C11   108.75  3.000
 486  C8    C9   C11   110.82  3.000
 486  HC9   C9   C10   107.55  3.000
 486  C8    C9   C10   112.65  3.000
 486  C11   C9   C10   109.73  3.000
 486  HC82  C8   HC81  106.97  3.000
 486  HC82  C8   C9    109.83  3.000
 486  HC81  C8   C9    109.83  3.000
 486  HC82  C8   C7    110.10  3.000
 486  HC81  C8   C7    109.53  3.000
 486  C9    C8   C7    110.52  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
 486  CONST_01  C24   C23  C22  C18     0.00   0.0  0
 486  CONST_02  C24   C25  C26  C18     0.00   0.0  0
 486  CONST_03  C25   C26  C18  C22     0.00   0.0  0
 486  CONST_04  C25   C24  C23  C22     0.00   0.0  0
 486  CONST_05  C26   C18  C22  C23     0.00   0.0  0
 486  CONST_06  C26   C25  C24  C23     0.00   0.0  0
 486  CONST_07  C23   C22  C18  C14   180.00   0.0  0
 486  CONST_08  C25   C26  C18  C14   180.00   0.0  0
 486  CONST_09  N27   C24  C23  C22   180.00   0.0  0
 486  CONST_10  C26   C25  C24  N27   180.00   0.0  0
 486  CONST_11  HC22  C22  C18  C14     0.00   0.0  0
 486  CONST_12  HC26  C26  C18  C14     0.00   0.0  0
 486  CONST_13  HC23  C23  C22  C18   180.00   0.0  0
 486  CONST_14  HC25  C25  C26  C18   180.00   0.0  0
 486  CONST_15  C29   N27  C24  C23     0.00   0.0  0
 486  CONST_16  C28   N27  C24  C23   180.00   0.0  0
 486  CONST_17  C25   C24  N27  C29   180.00   0.0  0
 486  CONST_18  C25   C24  N27  C28     0.00   0.0  0
 486  Var_01    C5    C6   C1   C2     52.45  30.0  1
 486  Var_02    C7    C4   C3   C2   -176.12  30.0  1
 486  Var_03    C4    C3   C2   C1      3.36  30.0  1
 486  Var_04    C4    C5   C6   C1    -43.64  30.0  1
 486  Var_05    C6    C1   C2   C3    -32.50  30.0  1
 486  Var_06    C8    C7   C4   C3    138.53  30.0  1
 486  Var_07    C6    C5   C4   C3     14.92  30.0  1
 486  Var_08    C9    C8   C7   C4     60.21  30.0  1
 486  Var_09    C14   C10  C5   C4   -172.46  30.0  1
 486  Var_10    C11   C15  C16  C17     3.20  30.0  1
 486  Var_11    H291  C29  N27  C24   -61.19  30.0  3
 486  Var_12    H281  C28  N27  C24    59.79  30.0  3
 486  Var_13    H321  C32  C30  C31   -50.87  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
 486  chir_01  C14  C10  C18  C13  negativ
 486  chir_02  C12  C13  C17  C11  positiv
 486  chir_03  C17  C16  C31  C12  negativ
 486  chir_04  C11  C9   C15  C12  positiv
 486  chir_05  C9   C10  C11  C8   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
 486  plan-1  C14   0.020
 486  plan-1  C18   0.020
 486  plan-1  C22   0.020
 486  plan-1  C23   0.020
 486  plan-1  C24   0.020
 486  plan-1  N27   0.020
 486  plan-1  C25   0.020
 486  plan-1  C26   0.020
 486  plan-1  HC22  0.020
 486  plan-1  HC23  0.020
 486  plan-1  HC25  0.020
 486  plan-1  HC26  0.020
 486  plan-2  C24   0.020
 486  plan-2  N27   0.020
 486  plan-2  C29   0.020
 486  plan-2  C28   0.020
 486  plan-3  O30   0.020
 486  plan-3  C2    0.020
 486  plan-3  C1    0.020
 486  plan-3  C3    0.020

