# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 08:19:20 2020
#   Inital geometry file: a 100 line input string
#   Ligand name: 3-hydroxyestra-1,3,5(10),7-tetraen-17-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@]12CC[C@H]3C(=CCc4cc(O)ccc34)[C@@H]1CCC2=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
 EQI  EQI  3-hydroxyestra-1,3,5(10),7-tetraen-17-one  ligand  40  20  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EQI
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
 EQI  C1    C  CR6   0   0.349   0.1034   0.0418  -4.5293
 EQI  C2    C  CR16  0  -0.378  -0.9610   0.3474  -3.6936
 EQI  C3    C  CR6   0   0.049  -0.8767   0.1497  -2.3168
 EQI  C4    C  CR6   0   0.115   0.2954  -0.3543  -1.7551
 EQI  C5    C  CR16  0  -0.294   1.3505  -0.6703  -2.6108
 EQI  C6    C  CR16  0  -0.385   1.2720  -0.4811  -3.9786
 EQI  C10   C  CH2   0  -0.531  -2.0815   0.4748  -1.4774
 EQI  C11   C  C1    0  -0.353  -1.9281   0.1371  -0.0328
 EQI  C12   C  C     0   0.199  -0.8105  -0.3315   0.5102
 EQI  C13   C  CH1   0  -0.365   0.4538  -0.5779  -0.2721
 EQI  C16   C  CH1   0  -0.275  -0.6188  -0.6005   1.9648
 EQI  C17   C  CT    0  -0.206   0.4651   0.3340   2.5362
 EQI  C18   C  CH2   0  -0.416   1.7846   0.0810   1.8227
 EQI  C19   C  CH2   0  -0.431   1.6159   0.2592   0.3110
 EQI  C24   C  CH2   0  -0.459  -1.7609  -0.5109   2.9718
 EQI  C25   C  CH2   0  -0.569  -1.0147  -0.5029   4.3142
 EQI  C26   C  C     0   0.433   0.3949  -0.0156   4.0060
 EQI  C27   C  CH3   0  -0.660   0.0611   1.8160   2.4469
 EQI  O1    O  OH1   0  -0.637  -0.0445   0.2603  -5.8536
 EQI  O26   O  O     0  -0.398   1.2961   0.0732   4.8044
 EQI  H2    H  HCR6  0   0.252  -1.8761   0.7410  -4.1228
 EQI  H5    H  HCR6  0   0.250   2.2642  -1.0835  -2.1996
 EQI  H6    H  HCR6  0   0.266   2.1131  -0.7416  -4.6115
 EQI  H10   H  HCH2  0   0.253  -2.9562  -0.0443  -1.8842
 EQI  H102  H  HCH2  0   0.256  -2.3215   1.5397  -1.5775
 EQI  H11   H  H     0   0.233  -2.7967   0.3097   0.5947
 EQI  H131  H  HCH1  0   0.245   0.7259  -1.6326  -0.1167
 EQI  H16   H  HCH1  0   0.247  -0.2099  -1.6202   2.0489
 EQI  H181  H  HCH2  0   0.240   2.5675   0.7492   2.1892
 EQI  H182  H  HCH2  0   0.231   2.1203  -0.9403   2.0304
 EQI  H191  H  HCH2  0   0.229   1.4522   1.3122   0.0668
 EQI  H192  H  HCH2  0   0.245   2.5468  -0.0254  -0.1842
 EQI  H241  H  HCH2  0   0.237  -2.3445   0.4030   2.8461
 EQI  H242  H  HCH2  0   0.254  -2.4523  -1.3487   2.8868
 EQI  H251  H  HCH2  0   0.281  -1.4802   0.1175   5.0823
 EQI  H252  H  HCH2  0   0.280  -0.9378  -1.5111   4.7316
 EQI  H271  H  HCH3  0   0.244   0.8723   2.4450   2.8156
 EQI  H272  H  HCH3  0   0.251  -0.1539   2.1045   1.4188
 EQI  H273  H  HCH3  0   0.244  -0.8262   2.0522   3.0361
 EQI  HO1   H  HOH1  0   0.472   0.7473  -0.0165  -6.3270

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
 EQI  C1   C2    aromatic  1.387  0.020  1.387
 EQI  C1   C6    aromatic  1.394  0.020  1.394
 EQI  C1   O1    single    1.350  0.020  1.350
 EQI  C2   C3    aromatic  1.394  0.020  1.394
 EQI  C2   H2    single    0.930  0.020  1.080
 EQI  C3   C4    aromatic  1.394  0.020  1.394
 EQI  C3   C10   single    1.504  0.020  1.504
 EQI  C4   C5    aromatic  1.395  0.020  1.395
 EQI  C4   C13   single    1.508  0.020  1.508
 EQI  C5   C6    aromatic  1.383  0.020  1.383
 EQI  C5   H5    single    0.930  0.020  1.080
 EQI  C6   H6    single    0.930  0.020  1.080
 EQI  C10  C11   single    1.491  0.020  1.491
 EQI  C10  H10   single    0.970  0.020  1.090
 EQI  C10  H102  single    0.970  0.020  1.090
 EQI  C11  C12   double    1.328  0.020  1.328
 EQI  C11  H11   single    0.930  0.020  1.080
 EQI  C12  C13   single    1.507  0.020  1.507
 EQI  C12  C16   single    1.492  0.020  1.492
 EQI  C13  C19   single    1.546  0.020  1.546
 EQI  C13  H131  single    0.970  0.020  1.090
 EQI  C16  C17   single    1.541  0.020  1.541
 EQI  C16  C24   single    1.525  0.020  1.525
 EQI  C16  H16   single    0.970  0.020  1.090
 EQI  C17  C18   single    1.521  0.020  1.521
 EQI  C17  C26   single    1.513  0.020  1.513
 EQI  C17  C27   single    1.539  0.020  1.539
 EQI  C18  C19   single    1.532  0.020  1.532
 EQI  C18  H181  single    0.970  0.020  1.090
 EQI  C18  H182  single    0.970  0.020  1.090
 EQI  C19  H191  single    0.970  0.020  1.090
 EQI  C19  H192  single    0.970  0.020  1.090
 EQI  C24  C25   single    1.536  0.020  1.536
 EQI  C24  H241  single    0.970  0.020  1.090
 EQI  C24  H242  single    0.970  0.020  1.090
 EQI  C25  C26   single    1.523  0.020  1.523
 EQI  C25  H251  single    0.970  0.020  1.090
 EQI  C25  H252  single    0.970  0.020  1.090
 EQI  C26  O26   double    1.207  0.020  1.207
 EQI  C27  H271  single    0.970  0.020  1.090
 EQI  C27  H272  single    0.970  0.020  1.090
 EQI  C27  H273  single    0.970  0.020  1.090
 EQI  O1   HO1   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
 EQI  O1    C1   C6    122.69  3.000
 EQI  O1    C1   C2    118.11  3.000
 EQI  C6    C1   C2    119.20  3.000
 EQI  H2    C2   C3    119.57  3.000
 EQI  H2    C2   C1    119.26  3.000
 EQI  C3    C2   C1    121.17  3.000
 EQI  C10   C3   C4    121.79  3.000
 EQI  C10   C3   C2    118.19  3.000
 EQI  C4    C3   C2    120.02  3.000
 EQI  C13   C4   C5    119.36  3.000
 EQI  C13   C4   C3    122.56  3.000
 EQI  C5    C4   C3    118.08  3.000
 EQI  H5    C5   C6    118.37  3.000
 EQI  H5    C5   C4    119.43  3.000
 EQI  C6    C5   C4    122.20  3.000
 EQI  H6    C6   C5    120.02  3.000
 EQI  H6    C6   C1    120.66  3.000
 EQI  C5    C6   C1    119.32  3.000
 EQI  H102  C10  H10   104.57  3.000
 EQI  H102  C10  C11   109.33  3.000
 EQI  H10   C10  C11   109.55  3.000
 EQI  H102  C10  C3    109.54  3.000
 EQI  H10   C10  C3    109.26  3.000
 EQI  C11   C10  C3    114.16  3.000
 EQI  H11   C11  C12   119.55  3.000
 EQI  H11   C11  C10   116.21  3.000
 EQI  C12   C11  C10   124.23  3.000
 EQI  C16   C12  C13   111.65  3.000
 EQI  C16   C12  C11   124.79  3.000
 EQI  C13   C12  C11   123.47  3.000
 EQI  H131  C13  C19   106.25  3.000
 EQI  H131  C13  C12   106.91  3.000
 EQI  C19   C13  C12   110.26  3.000
 EQI  H131  C13  C4    107.88  3.000
 EQI  C19   C13  C4    111.68  3.000
 EQI  C12   C13  C4    113.46  3.000
 EQI  H16   C16  C24   106.37  3.000
 EQI  H16   C16  C17   105.78  3.000
 EQI  C24   C16  C17   104.26  3.000
 EQI  H16   C16  C12   106.80  3.000
 EQI  C24   C16  C12   122.48  3.000
 EQI  C17   C16  C12   110.03  3.000
 EQI  C27   C17  C26   105.48  3.000
 EQI  C27   C17  C18   111.15  3.000
 EQI  C26   C17  C18   117.23  3.000
 EQI  C27   C17  C16   112.20  3.000
 EQI  C26   C17  C16   100.80  3.000
 EQI  C18   C17  C16   109.60  3.000
 EQI  H182  C18  H181  106.69  3.000
 EQI  H182  C18  C19   109.24  3.000
 EQI  H181  C18  C19   109.81  3.000
 EQI  H182  C18  C17   109.40  3.000
 EQI  H181  C18  C17   111.26  3.000
 EQI  C19   C18  C17   110.37  3.000
 EQI  H192  C19  H191  106.10  3.000
 EQI  H192  C19  C18   108.86  3.000
 EQI  H191  C19  C18   110.43  3.000
 EQI  H192  C19  C13   109.18  3.000
 EQI  H191  C19  C13   108.94  3.000
 EQI  C18   C19  C13   113.08  3.000
 EQI  H242  C24  H241  107.19  3.000
 EQI  H242  C24  C25   112.37  3.000
 EQI  H241  C24  C25   110.85  3.000
 EQI  H242  C24  C16   112.24  3.000
 EQI  H241  C24  C16   111.93  3.000
 EQI  C25   C24  C16   102.33  3.000
 EQI  H252  C25  H251  106.58  3.000
 EQI  H252  C25  C26   107.88  3.000
 EQI  H251  C25  C26   110.81  3.000
 EQI  H252  C25  C24   111.27  3.000
 EQI  H251  C25  C24   114.25  3.000
 EQI  C26   C25  C24   105.93  3.000
 EQI  O26   C26  C25   125.50  3.000
 EQI  O26   C26  C17   126.23  3.000
 EQI  C25   C26  C17   108.28  3.000
 EQI  H273  C27  H272  106.97  3.000
 EQI  H273  C27  H271  107.30  3.000
 EQI  H272  C27  H271  108.24  3.000
 EQI  H273  C27  C17   113.00  3.000
 EQI  H272  C27  C17   111.20  3.000
 EQI  H271  C27  C17   109.91  3.000
 EQI  HO1   O1   C1    110.21  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
 EQI  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 EQI  CONST_02  C4   C5   C6   C1     0.00   0.0  0
 EQI  CONST_03  C5   C6   C1   C2     0.00   0.0  0
 EQI  CONST_04  C5   C4   C3   C2     0.00   0.0  0
 EQI  CONST_05  C6   C1   C2   C3     0.00   0.0  0
 EQI  CONST_06  C6   C5   C4   C3     0.00   0.0  0
 EQI  CONST_07  O1   C1   C2   C3   180.00   0.0  0
 EQI  CONST_08  O1   C1   C6   C5   180.00   0.0  0
 EQI  CONST_09  H5   C5   C6   C1   180.00   0.0  0
 EQI  CONST_10  H6   C6   C1   C2   180.00   0.0  0
 EQI  CONST_11  H2   C2   C3   C4   180.00   0.0  0
 EQI  Var_01    C11  C10  C3   C2   175.77  30.0  1
 EQI  Var_02    C12  C11  C10  C3     4.08  30.0  1
 EQI  Var_03    C13  C12  C11  C10    0.21  30.0  1
 EQI  Var_04    C17  C18  C19  C13  -52.80  30.0  1
 EQI  Var_05    C26  C25  C24  C16   22.73  30.0  1
 EQI  Var_06    C24  C25  C26  C17    3.16  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
 EQI  chir_01  C13  C4   C12  C19  positiv
 EQI  chir_02  C16  C12  C17  C24  negativ
 EQI  chir_03  C17  C26  C18  C16  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
 EQI  plan-1  C17  0.020
 EQI  plan-1  C25  0.020
 EQI  plan-1  C26  0.020
 EQI  plan-1  O26  0.020
 EQI  plan-2  C1   0.020
 EQI  plan-2  C2   0.020
 EQI  plan-2  C3   0.020
 EQI  plan-2  C4   0.020
 EQI  plan-2  C5   0.020
 EQI  plan-2  C6   0.020
 EQI  plan-2  C10  0.020
 EQI  plan-2  C13  0.020
 EQI  plan-2  O1   0.020
 EQI  plan-2  H2   0.020
 EQI  plan-2  H5   0.020
 EQI  plan-2  H6   0.020

