# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 04:24:04 2021
#   Inital geometry file: a 113 line input string
#   Ligand name: 17-oxoestra-1,3,5(10)-trien-3-yl dihydrogen phosphate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@]12CC[C@H]3[C@@H](CCc4cc(O[P](O)(O)=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
 ESO  ESO  '17-oxoestra-1,3,5(10)-trien-3-yl dihydrogen phosphate'  ligand  47  24  .  2021-08-08  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ESO
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
 ESO  C1    C  CR16  0  -0.324   -4.8896  -4.4604   2.6044
 ESO  C2    C  CR16  0  -0.315   -6.2636  -4.4096   2.4376
 ESO  C3    C  CR6   0   0.357   -6.8262  -3.2630   1.9041
 ESO  O3    O  O2    0  -0.619   -8.1889  -3.2152   1.6748
 ESO  P     P  P     0   1.447   -9.2350  -2.5631   2.7040
 ESO  O1P   O  O     0  -0.690  -10.5975  -2.6099   2.1477
 ESO  O2P   O  OH1   0  -0.734   -8.9250  -3.3917   4.0242
 ESO  O3P   O  OH1   0  -0.734   -8.6761  -1.1178   3.0836
 ESO  C4    C  CR16  0  -0.357   -6.0306  -2.1912   1.5508
 ESO  C5    C  CR66  0   0.064   -4.6490  -2.2425   1.7264
 ESO  C6    C  C     0  -0.507   -3.8397  -1.0402   1.3114
 ESO  C7    C  C     0  -0.431   -2.4156  -1.0611   1.8403
 ESO  C8    C  CR16  0  -0.239   -1.8043  -2.4374   1.6329
 ESO  C9    C  CR16  0  -0.266   -2.5581  -3.4650   2.4957
 ESO  C10   C  CR66  0   0.119   -4.0563  -3.3950   2.2576
 ESO  C11   C  CH2   0  -0.455   -1.9740  -4.8777   2.3404
 ESO  C12   C  CH2   0  -0.406   -0.4646  -4.9295   2.5976
 ESO  C13   C  CT    0  -0.207    0.2532  -3.9054   1.7339
 ESO  C14   C  CH1   0  -0.199   -0.3335  -2.5107   1.9922
 ESO  C15   C  CH2   0  -0.461    0.6732  -1.5625   1.3414
 ESO  C16   C  CH2   0  -0.567    2.0172  -2.1937   1.7315
 ESO  C17   C  C     0   0.432    1.7175  -3.6583   2.0225
 ESO  O17   O  O     0  -0.401    2.5173  -4.4751   2.4124
 ESO  C18   C  CH3   0  -0.668    0.2083  -4.3136   0.2486
 ESO  H1    H  HCR6  0   0.251   -4.4686  -5.3633   3.0255
 ESO  H2    H  HCR6  0   0.268   -6.8824  -5.2532   2.7139
 ESO  HOP2  H  HOH1  0   0.506   -9.4959  -3.1881   4.7777
 ESO  HOP3  H  HOH1  0   0.502   -8.9514  -0.4135   2.4809
 ESO  H4    H  HCR6  0   0.259   -6.4800  -1.3011   1.1265
 ESO  H61   H  H     0   0.251   -4.3523  -0.1303   1.6320
 ESO  H62   H  H     0   0.248   -3.8167  -0.9983   0.2173
 ESO  H71   H  H     0   0.222   -2.4000  -0.8108   2.9066
 ESO  H72   H  H     0   0.243   -1.8318  -0.2924   1.3297
 ESO  H8    H  HCR6  0   0.225   -1.9278  -2.7041   0.5745
 ESO  H9    H  HCR6  0   0.238   -2.3892  -3.1638   3.5411
 ESO  H111  H  HCH2  0   0.245   -2.4556  -5.5646   3.0379
 ESO  H112  H  HCH2  0   0.229   -2.2025  -5.2550   1.3392
 ESO  H121  H  HCH2  0   0.231   -0.2730  -4.7167   3.6543
 ESO  H122  H  HCH2  0   0.236   -0.0940  -5.9397   2.4073
 ESO  H14   H  HCH1  0   0.228   -0.2620  -2.3403   3.0783
 ESO  H151  H  HCH2  0   0.250    0.5809  -0.5382   1.7021
 ESO  H152  H  HCH2  0   0.233    0.5444  -1.5345   0.2568
 ESO  H161  H  HCH2  0   0.278    2.4100  -1.7433   2.6477
 ESO  H162  H  HCH2  0   0.278    2.8007  -2.0980   0.9774
 ESO  H181  H  HCH3  0   0.245    0.6512  -5.3029   0.1236
 ESO  H182  H  HCH3  0   0.249   -0.8146  -4.3634  -0.1216
 ESO  H183  H  HCH3  0   0.246    0.7546  -3.6272  -0.3993

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
 ESO  C1   C2    aromatic  1.385  0.020  1.385
 ESO  C1   C10   aromatic  1.396  0.020  1.396
 ESO  C1   H1    single    0.930  0.020  1.080
 ESO  C2   C3    aromatic  1.384  0.020  1.384
 ESO  C2   H2    single    0.930  0.020  1.080
 ESO  C3   O3    single    1.383  0.020  1.383
 ESO  C3   C4    aromatic  1.381  0.020  1.381
 ESO  O3   P     single    1.606  0.020  1.606
 ESO  P    O1P   double    1.472  0.020  1.472
 ESO  P    O2P   single    1.589  0.020  1.589
 ESO  P    O3P   single    1.595  0.020  1.595
 ESO  O2P  HOP2  single    0.850  0.020  0.980
 ESO  O3P  HOP3  single    0.850  0.020  0.980
 ESO  C4   C5    aromatic  1.394  0.020  1.394
 ESO  C4   H4    single    0.930  0.020  1.080
 ESO  C5   C6    single    1.507  0.020  1.507
 ESO  C5   C10   aromatic  1.401  0.020  1.401
 ESO  C6   C7    single    1.519  0.020  1.519
 ESO  C6   H61   single    0.970  0.020  1.090
 ESO  C6   H62   single    0.970  0.020  1.090
 ESO  C7   C8    single    1.520  0.020  1.520
 ESO  C7   H71   single    0.970  0.020  1.090
 ESO  C7   H72   single    0.970  0.020  1.090
 ESO  C8   C9    single    1.539  0.020  1.539
 ESO  C8   C14   single    1.516  0.020  1.516
 ESO  C8   H8    single    0.970  0.020  1.090
 ESO  C9   C10   single    1.519  0.020  1.519
 ESO  C9   C11   single    1.537  0.020  1.537
 ESO  C9   H9    single    0.970  0.020  1.090
 ESO  C11  C12   single    1.532  0.020  1.532
 ESO  C11  H111  single    0.970  0.020  1.090
 ESO  C11  H112  single    0.970  0.020  1.090
 ESO  C12  C13   single    1.520  0.020  1.520
 ESO  C12  H121  single    0.970  0.020  1.090
 ESO  C12  H122  single    0.970  0.020  1.090
 ESO  C13  C14   single    1.535  0.020  1.535
 ESO  C13  C17   single    1.513  0.020  1.513
 ESO  C13  C18   single    1.541  0.020  1.541
 ESO  C14  C15   single    1.528  0.020  1.528
 ESO  C14  H14   single    0.970  0.020  1.090
 ESO  C15  C16   single    1.535  0.020  1.535
 ESO  C15  H151  single    0.970  0.020  1.090
 ESO  C15  H152  single    0.970  0.020  1.090
 ESO  C16  C17   single    1.523  0.020  1.523
 ESO  C16  H161  single    0.970  0.020  1.090
 ESO  C16  H162  single    0.970  0.020  1.090
 ESO  C17  O17   double    1.208  0.020  1.208
 ESO  C18  H181  single    0.970  0.020  1.090
 ESO  C18  H182  single    0.970  0.020  1.090
 ESO  C18  H183  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
 ESO  H1    C1   C10   120.09  3.000
 ESO  H1    C1   C2    117.63  3.000
 ESO  C10   C1   C2    122.29  3.000
 ESO  H2    C2   C3    120.79  3.000
 ESO  H2    C2   C1    120.53  3.000
 ESO  C3    C2   C1    118.69  3.000
 ESO  C4    C3   O3    119.91  3.000
 ESO  C4    C3   C2    120.50  3.000
 ESO  O3    C3   C2    119.55  3.000
 ESO  P     O3   C3    123.35  3.000
 ESO  O3P   P    O2P   101.91  3.000
 ESO  O3P   P    O1P   116.28  3.000
 ESO  O2P   P    O1P   118.54  3.000
 ESO  O3P   P    O3    106.99  3.000
 ESO  O2P   P    O3    101.17  3.000
 ESO  O1P   P    O3    110.35  3.000
 ESO  HOP2  O2P  P     114.99  3.000
 ESO  HOP3  O3P  P     114.32  3.000
 ESO  H4    C4   C5    119.38  3.000
 ESO  H4    C4   C3    119.93  3.000
 ESO  C5    C4   C3    120.69  3.000
 ESO  C10   C5   C6    122.24  3.000
 ESO  C10   C5   C4    119.83  3.000
 ESO  C6    C5   C4    117.92  3.000
 ESO  H62   C6   H61   105.73  3.000
 ESO  H62   C6   C7    109.19  3.000
 ESO  H61   C6   C7    110.43  3.000
 ESO  H62   C6   C5    108.47  3.000
 ESO  H61   C6   C5    109.36  3.000
 ESO  C7    C6   C5    113.36  3.000
 ESO  H72   C7   H71   106.66  3.000
 ESO  H72   C7   C8    111.01  3.000
 ESO  H71   C7   C8    109.51  3.000
 ESO  H72   C7   C6    109.19  3.000
 ESO  H71   C7   C6    110.43  3.000
 ESO  C8    C7   C6    109.99  3.000
 ESO  H8    C8   C14   109.01  3.000
 ESO  H8    C8   C9    108.84  3.000
 ESO  C14   C8   C9    108.07  3.000
 ESO  H8    C8   C7    107.82  3.000
 ESO  C14   C8   C7    113.68  3.000
 ESO  C9    C8   C7    109.33  3.000
 ESO  H9    C9   C11   106.80  3.000
 ESO  H9    C9   C10   106.72  3.000
 ESO  C11   C9   C10   113.68  3.000
 ESO  H9    C9   C8    105.93  3.000
 ESO  C11   C9   C8    111.78  3.000
 ESO  C10   C9   C8    111.38  3.000
 ESO  C9    C10  C5    120.98  3.000
 ESO  C9    C10  C1    120.98  3.000
 ESO  C5    C10  C1    118.00  3.000
 ESO  H112  C11  H111  106.00  3.000
 ESO  H112  C11  C12   110.35  3.000
 ESO  H111  C11  C12   107.84  3.000
 ESO  H112  C11  C9    109.28  3.000
 ESO  H111  C11  C9    110.27  3.000
 ESO  C12   C11  C9    112.87  3.000
 ESO  H122  C12  H121  106.76  3.000
 ESO  H122  C12  C13   111.33  3.000
 ESO  H121  C12  C13   109.57  3.000
 ESO  H122  C12  C11   109.65  3.000
 ESO  H121  C12  C11   109.14  3.000
 ESO  C13   C12  C11   110.31  3.000
 ESO  C18   C13  C17   104.79  3.000
 ESO  C18   C13  C14   113.06  3.000
 ESO  C17   C13  C14   100.93  3.000
 ESO  C18   C13  C12   110.82  3.000
 ESO  C17   C13  C12   117.31  3.000
 ESO  C14   C13  C12   109.64  3.000
 ESO  H14   C14  C15   106.33  3.000
 ESO  H14   C14  C13   106.36  3.000
 ESO  C15   C14  C13   103.90  3.000
 ESO  H14   C14  C8    106.81  3.000
 ESO  C15   C14  C8    120.54  3.000
 ESO  C13   C14  C8    112.02  3.000
 ESO  H152  C15  H151  107.13  3.000
 ESO  H152  C15  C16   111.46  3.000
 ESO  H151  C15  C16   112.11  3.000
 ESO  H152  C15  C14   111.16  3.000
 ESO  H151  C15  C14   112.73  3.000
 ESO  C16   C15  C14   102.32  3.000
 ESO  H162  C16  H161  106.54  3.000
 ESO  H162  C16  C17   110.95  3.000
 ESO  H161  C16  C17   107.86  3.000
 ESO  H162  C16  C15   114.63  3.000
 ESO  H161  C16  C15   110.97  3.000
 ESO  C17   C16  C15   105.77  3.000
 ESO  O17   C17  C16   125.57  3.000
 ESO  O17   C17  C13   126.31  3.000
 ESO  C16   C17  C13   108.12  3.000
 ESO  H183  C18  H182  107.30  3.000
 ESO  H183  C18  H181  107.41  3.000
 ESO  H182  C18  H181  107.51  3.000
 ESO  H183  C18  C13   113.03  3.000
 ESO  H182  C18  C13   111.54  3.000
 ESO  H181  C18  C13   109.80  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
 ESO  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 ESO  CONST_02  C4   C5   C10  C1     0.00   0.0  0
 ESO  CONST_03  C5   C10  C1   C2     0.00   0.0  0
 ESO  CONST_04  C5   C4   C3   C2     0.00   0.0  0
 ESO  CONST_05  C10  C1   C2   C3     0.00   0.0  0
 ESO  CONST_06  C10  C5   C4   C3     0.00   0.0  0
 ESO  CONST_07  O3   C3   C2   C1   180.00   0.0  0
 ESO  CONST_08  C5   C4   C3   O3   180.00   0.0  0
 ESO  CONST_09  H4   C4   C3   C2   180.00   0.0  0
 ESO  CONST_10  H1   C1   C2   C3   180.00   0.0  0
 ESO  CONST_11  H2   C2   C3   C4   180.00   0.0  0
 ESO  Var_01    C7   C6   C5   C4   166.26  30.0  1
 ESO  Var_02    C8   C7   C6   C5    45.55  30.0  1
 ESO  Var_03    C13  C12  C11  C9   -53.21  30.0  1
 ESO  Var_04    C15  C16  C17  C13    3.19  30.0  1
 ESO  Var_05    C17  C16  C15  C14   23.00  30.0  1
 ESO  Var_06    C4   C3   O3   P    -86.04  30.0  2
 ESO  Var_07    O1P  P    O3   C3   177.34  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
 ESO  chir_01  C8   C7   C9   C14  positiv
 ESO  chir_02  C9   C8   C10  C11  negativ
 ESO  chir_03  C13  C17  C14  C12  positiv
 ESO  chir_04  C14  C15  C13  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
 ESO  plan-1  C13  0.020
 ESO  plan-1  C16  0.020
 ESO  plan-1  C17  0.020
 ESO  plan-1  O17  0.020
 ESO  plan-2  C1   0.020
 ESO  plan-2  C2   0.020
 ESO  plan-2  C3   0.020
 ESO  plan-2  O3   0.020
 ESO  plan-2  C4   0.020
 ESO  plan-2  C5   0.020
 ESO  plan-2  C6   0.020
 ESO  plan-2  C9   0.020
 ESO  plan-2  C10  0.020
 ESO  plan-2  H1   0.020
 ESO  plan-2  H2   0.020
 ESO  plan-2  H4   0.020

