# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 10:01:58 2020
#   Inital geometry file: a 94 line input string
#   Ligand name: 3-hydroxyestra-1,3,5(10),6,8-pentaen-17-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@]12CCc3c(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
 EQU  EQU  3-hydroxyestra-1,3,5(10),6,8-pentaen-17-one  ligand  38  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_EQU
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
 EQU  C1    C  CR6   0   0.358   0.0743   0.1507  -4.4826
 EQU  C2    C  CR16  0  -0.418  -1.0639   0.1313  -3.7174
 EQU  C3    C  CR66  0   0.111  -0.9864  -0.0115  -2.3153
 EQU  C4    C  CR66  0   0.079   0.2761  -0.1373  -1.6760
 EQU  C5    C  CR16  0  -0.315   1.4265  -0.1131  -2.5010
 EQU  C6    C  CR16  0  -0.370   1.3350   0.0265  -3.8584
 EQU  C10   C  CR16  0  -0.336  -2.1564  -0.0244  -1.5209
 EQU  C11   C  CR16  0  -0.323  -2.0646  -0.1559  -0.1662
 EQU  C12   C  CR6   0   0.070  -0.8143  -0.2797   0.4798
 EQU  C13   C  CR6   0   0.062   0.3521  -0.2744  -0.2576
 EQU  C16   C  CH1   0  -0.270  -0.7338  -0.4515   1.9655
 EQU  C17   C  CT    0  -0.229   0.5388   0.1776   2.5343
 EQU  C18   C  CH2   0  -0.408   1.7270  -0.5342   1.9201
 EQU  C19   C  CH2   0  -0.543   1.7168  -0.3536   0.3950
 EQU  C24   C  CH2   0  -0.467  -1.8504   0.0585   2.8760
 EQU  C25   C  CH2   0  -0.568  -1.1963  -0.0161   4.2635
 EQU  C26   C  C     0   0.433   0.3065   0.0074   4.0200
 EQU  C27   C  CH3   0  -0.657   0.6154   1.6973   2.3063
 EQU  O1    O  OH1   0  -0.635  -0.0407   0.2889  -5.8188
 EQU  O26   O  O     0  -0.397   1.1589  -0.0833   4.8696
 EQU  H2    H  HCR6  0   0.257  -2.0357   0.2297  -4.1875
 EQU  H5    H  HCR6  0   0.261   2.4111  -0.2073  -2.0634
 EQU  H6    H  HCR6  0   0.274   2.2371   0.0408  -4.4599
 EQU  H10   H  HCR6  0   0.248  -3.1234   0.0767  -1.9989
 EQU  H11   H  HCR6  0   0.247  -2.9672  -0.1618   0.4331
 EQU  H16   H  HCH1  0   0.265  -0.6504  -1.5318   2.1614
 EQU  H181  H  HCH2  0   0.244   2.6735  -0.1672   2.3219
 EQU  H182  H  HCH2  0   0.240   1.6673  -1.5978   2.1662
 EQU  H191  H  HCH2  0   0.251   2.2655   0.5568   0.1335
 EQU  H192  H  HCH2  0   0.261   2.2896  -1.1697  -0.0528
 EQU  H241  H  HCH2  0   0.240  -2.1371   1.0804   2.6212
 EQU  H242  H  HCH2  0   0.255  -2.7503  -0.5540   2.8192
 EQU  H251  H  HCH2  0   0.282  -1.4928   0.7852   4.9429
 EQU  H252  H  HCH2  0   0.281  -1.4426  -0.9563   4.7649
 EQU  H271  H  HCH3  0   0.246   1.5489   2.0855   2.7169
 EQU  H272  H  HCH3  0   0.252   0.5896   1.9438   1.2450
 EQU  H273  H  HCH3  0   0.245  -0.2036   2.2394   2.7817
 EQU  HO1   H  HOH1  0   0.475   0.8290   0.2925  -6.2333

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
 EQU  C1   C2    aromatic  1.372  0.020  1.372
 EQU  C1   C6    aromatic  1.412  0.020  1.412
 EQU  C1   O1    single    1.348  0.020  1.348
 EQU  C2   C3    aromatic  1.411  0.020  1.411
 EQU  C2   H2    single    0.930  0.020  1.080
 EQU  C3   C4    aromatic  1.421  0.020  1.421
 EQU  C3   C10   aromatic  1.414  0.020  1.414
 EQU  C4   C5    aromatic  1.416  0.020  1.416
 EQU  C4   C13   aromatic  1.427  0.020  1.427
 EQU  C5   C6    aromatic  1.368  0.020  1.368
 EQU  C5   H5    single    0.930  0.020  1.080
 EQU  C6   H6    single    0.930  0.020  1.080
 EQU  C10  C11   aromatic  1.364  0.020  1.364
 EQU  C10  H10   single    0.930  0.020  1.080
 EQU  C11  C12   aromatic  1.413  0.020  1.413
 EQU  C11  H11   single    0.930  0.020  1.080
 EQU  C12  C13   aromatic  1.380  0.020  1.380
 EQU  C12  C16   single    1.498  0.020  1.498
 EQU  C13  C19   single    1.515  0.020  1.515
 EQU  C16  C17   single    1.529  0.020  1.529
 EQU  C16  C24   single    1.528  0.020  1.528
 EQU  C16  H16   single    0.970  0.020  1.090
 EQU  C17  C18   single    1.515  0.020  1.515
 EQU  C17  C26   single    1.513  0.020  1.513
 EQU  C17  C27   single    1.539  0.020  1.539
 EQU  C18  C19   single    1.536  0.020  1.536
 EQU  C18  H181  single    0.970  0.020  1.090
 EQU  C18  H182  single    0.970  0.020  1.090
 EQU  C19  H191  single    0.970  0.020  1.090
 EQU  C19  H192  single    0.970  0.020  1.090
 EQU  C24  C25   single    1.536  0.020  1.536
 EQU  C24  H241  single    0.970  0.020  1.090
 EQU  C24  H242  single    0.970  0.020  1.090
 EQU  C25  C26   single    1.523  0.020  1.523
 EQU  C25  H251  single    0.970  0.020  1.090
 EQU  C25  H252  single    0.970  0.020  1.090
 EQU  C26  O26   double    1.207  0.020  1.207
 EQU  C27  H271  single    0.970  0.020  1.090
 EQU  C27  H272  single    0.970  0.020  1.090
 EQU  C27  H273  single    0.970  0.020  1.090
 EQU  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
 EQU  O1    C1   C6    121.55  3.000
 EQU  O1    C1   C2    118.91  3.000
 EQU  C6    C1   C2    119.54  3.000
 EQU  H2    C2   C3    119.29  3.000
 EQU  H2    C2   C1    120.05  3.000
 EQU  C3    C2   C1    120.66  3.000
 EQU  C10   C3   C4    118.79  3.000
 EQU  C10   C3   C2    120.89  3.000
 EQU  C4    C3   C2    120.32  3.000
 EQU  C13   C4   C5    122.51  3.000
 EQU  C13   C4   C3    120.21  3.000
 EQU  C5    C4   C3    117.28  3.000
 EQU  H5    C5   C6    118.12  3.000
 EQU  H5    C5   C4    120.16  3.000
 EQU  C6    C5   C4    121.71  3.000
 EQU  H6    C6   C5    119.75  3.000
 EQU  H6    C6   C1    119.75  3.000
 EQU  C5    C6   C1    120.49  3.000
 EQU  H10   C10  C11   120.48  3.000
 EQU  H10   C10  C3    119.32  3.000
 EQU  C11   C10  C3    120.20  3.000
 EQU  H11   C11  C12   118.95  3.000
 EQU  H11   C11  C10   119.59  3.000
 EQU  C12   C11  C10   121.47  3.000
 EQU  C16   C12  C13   119.02  3.000
 EQU  C16   C12  C11   120.74  3.000
 EQU  C13   C12  C11   120.23  3.000
 EQU  C19   C13  C12   122.08  3.000
 EQU  C19   C13  C4    118.77  3.000
 EQU  C12   C13  C4    119.11  3.000
 EQU  H16   C16  C24   106.07  3.000
 EQU  H16   C16  C17   105.93  3.000
 EQU  C24   C16  C17   104.43  3.000
 EQU  H16   C16  C12   107.04  3.000
 EQU  C24   C16  C12   120.89  3.000
 EQU  C17   C16  C12   111.50  3.000
 EQU  C27   C17  C26   105.32  3.000
 EQU  C27   C17  C18   111.40  3.000
 EQU  C26   C17  C18   117.75  3.000
 EQU  C27   C17  C16   113.12  3.000
 EQU  C26   C17  C16   101.02  3.000
 EQU  C18   C17  C16   107.97  3.000
 EQU  H182  C18  H181  106.95  3.000
 EQU  H182  C18  C19   109.73  3.000
 EQU  H181  C18  C19   109.37  3.000
 EQU  H182  C18  C17   108.84  3.000
 EQU  H181  C18  C17   111.89  3.000
 EQU  C19   C18  C17   110.01  3.000
 EQU  H192  C19  H191  105.09  3.000
 EQU  H192  C19  C18   108.39  3.000
 EQU  H191  C19  C18   109.37  3.000
 EQU  H192  C19  C13   109.55  3.000
 EQU  H191  C19  C13   107.77  3.000
 EQU  C18   C19  C13   116.10  3.000
 EQU  H242  C24  H241  107.28  3.000
 EQU  H242  C24  C25   111.80  3.000
 EQU  H241  C24  C25   111.61  3.000
 EQU  H242  C24  C16   112.62  3.000
 EQU  H241  C24  C16   111.42  3.000
 EQU  C25   C24  C16   102.17  3.000
 EQU  H252  C25  H251  106.53  3.000
 EQU  H252  C25  C26   107.99  3.000
 EQU  H251  C25  C26   110.87  3.000
 EQU  H252  C25  C24   111.10  3.000
 EQU  H251  C25  C24   114.27  3.000
 EQU  C26   C25  C24   105.97  3.000
 EQU  O26   C26  C25   125.69  3.000
 EQU  O26   C26  C17   126.23  3.000
 EQU  C25   C26  C17   108.08  3.000
 EQU  H273  C27  H272  107.10  3.000
 EQU  H273  C27  H271  107.54  3.000
 EQU  H272  C27  H271  107.83  3.000
 EQU  H273  C27  C17   112.88  3.000
 EQU  H272  C27  C17   111.50  3.000
 EQU  H271  C27  C17   109.77  3.000
 EQU  HO1   O1   C1    110.47  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
 EQU  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 EQU  CONST_02  C10  C3   C2   C1    180.00   0.0  0
 EQU  CONST_03  C4   C5   C6   C1      0.00   0.0  0
 EQU  CONST_04  C5   C6   C1   C2      0.00   0.0  0
 EQU  CONST_05  C5   C4   C3   C2      0.00   0.0  0
 EQU  CONST_06  C13  C4   C3   C2    180.00   0.0  0
 EQU  CONST_07  C11  C10  C3   C2    180.00   0.0  0
 EQU  CONST_08  C6   C1   C2   C3      0.00   0.0  0
 EQU  CONST_09  C6   C5   C4   C3      0.00   0.0  0
 EQU  CONST_10  C12  C13  C4   C3      0.00   0.0  0
 EQU  CONST_11  C12  C11  C10  C3      0.00   0.0  0
 EQU  CONST_12  C11  C10  C3   C4      0.00   0.0  0
 EQU  CONST_13  C11  C12  C13  C4      0.00   0.0  0
 EQU  CONST_14  C10  C3   C4   C5    180.00   0.0  0
 EQU  CONST_15  C12  C13  C4   C5    180.00   0.0  0
 EQU  CONST_16  C13  C4   C5   C6    180.00   0.0  0
 EQU  CONST_17  C13  C4   C3   C10     0.00   0.0  0
 EQU  CONST_18  C13  C12  C11  C10     0.00   0.0  0
 EQU  CONST_19  O1   C1   C2   C3    180.00   0.0  0
 EQU  CONST_20  O1   C1   C6   C5    180.00   0.0  0
 EQU  CONST_21  H5   C5   C6   C1    180.00   0.0  0
 EQU  CONST_22  H6   C6   C1   C2    180.00   0.0  0
 EQU  CONST_23  H10  C10  C3   C2      0.00   0.0  0
 EQU  CONST_24  H11  C11  C10  C3    180.00   0.0  0
 EQU  CONST_25  H2   C2   C3   C4    180.00   0.0  0
 EQU  Var_01    C18  C19  C13  C4   -178.59  30.0  1
 EQU  Var_02    C17  C18  C19  C13   -33.10  30.0  1
 EQU  Var_03    C26  C25  C24  C16    22.34  30.0  1
 EQU  Var_04    C24  C25  C26  C17     3.35  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
 EQU  chir_01  C16  C12  C17  C24  negativ
 EQU  chir_02  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
 EQU  plan-1  C17  0.020
 EQU  plan-1  C25  0.020
 EQU  plan-1  C26  0.020
 EQU  plan-1  O26  0.020
 EQU  plan-2  C1   0.020
 EQU  plan-2  C2   0.020
 EQU  plan-2  C3   0.020
 EQU  plan-2  C4   0.020
 EQU  plan-2  C5   0.020
 EQU  plan-2  C6   0.020
 EQU  plan-2  C10  0.020
 EQU  plan-2  C11  0.020
 EQU  plan-2  C12  0.020
 EQU  plan-2  C13  0.020
 EQU  plan-2  C16  0.020
 EQU  plan-2  C19  0.020
 EQU  plan-2  O1   0.020
 EQU  plan-2  H2   0.020
 EQU  plan-2  H5   0.020
 EQU  plan-2  H6   0.020
 EQU  plan-2  H10  0.020
 EQU  plan-2  H11  0.020

