# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 14:18:42 2020
#   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  45  24  .  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_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   1.2364  -1.2031  -1.0206
 ESO  C2    C  CR16   0  -0.356   1.1359  -1.2483  -2.4011
 ESO  C3    C  CR6    0   0.396  -0.0750  -0.9498  -3.0260
 ESO  O3    O  O2     0  -0.676  -0.2105  -1.0568  -4.3554
 ESO  P     P  P      0   1.202   0.0239   0.3686  -5.3396
 ESO  O1P   O  O      0  -0.879   1.4427   0.8027  -5.0122
 ESO  O2P   O  OP    -1  -0.884  -0.1810  -0.2380  -6.7170
 ESO  O3P   O  OP    -1  -0.877  -1.0608   1.3247  -4.8710
 ESO  C4    C  CR16   0  -0.397  -1.1491  -0.5826  -2.2216
 ESO  C5    C  CR6    0   0.066  -1.0531  -0.5390  -0.8323
 ESO  C6    C  CH2    0  -0.507  -2.2779  -0.1401  -0.0468
 ESO  C7    C  CH2    0  -0.429  -2.1749  -0.4682   1.4335
 ESO  C8    C  CH1    0  -0.235  -0.8271  -0.0113   1.9690
 ESO  C9    C  CH1    0  -0.264   0.2889  -0.8408   1.3094
 ESO  C10   C  CR6    0   0.095   0.1615  -0.8429  -0.2044
 ESO  C11   C  CH2    0  -0.449   1.6769  -0.4189   1.8153
 ESO  C12   C  CH2    0  -0.408   1.7863  -0.4723   3.3432
 ESO  C13   C  CT     0  -0.205   0.6703   0.3406   3.9799
 ESO  C14   C  CH1    0  -0.198  -0.6907  -0.1537   3.4719
 ESO  C15   C  CH2    0  -0.461  -1.6985   0.5051   4.4149
 ESO  C16   C  CH2    0  -0.566  -1.0037   0.3782   5.7786
 ESO  C17   C  C      0   0.430   0.4787   0.2066   5.4745
 ESO  O17   O  O      0  -0.401   1.3440   0.0017   6.2918
 ESO  C18   C  CH3    0  -0.668   0.8976   1.8482   3.7524
 ESO  H1    H  HCR6   0   0.232   2.1891  -1.4605  -0.5752
 ESO  H2    H  HCR6   0   0.232   1.9930  -1.5336  -2.9981
 ESO  H4    H  HCR6   0   0.226  -2.0937  -0.3409  -2.6956
 ESO  H61   H  HCH2   0   0.242  -3.1608  -0.6137  -0.4831
 ESO  H62   H  HCH2   0   0.238  -2.4342   0.9384  -0.1608
 ESO  H71   H  HCH2   0   0.216  -2.2829  -1.5462   1.5971
 ESO  H72   H  HCH2   0   0.238  -2.9942   0.0148   1.9706
 ESO  H8    H  HCH1   0   0.220  -0.6992   1.0446   1.6914
 ESO  H9    H  HCH1   0   0.224   0.1334  -1.8755   1.6540
 ESO  H111  H  HCH2   0   0.224   1.9066   0.5871   1.4511
 ESO  H112  H  HCH2   0   0.241   2.4464  -1.0720   1.4007
 ESO  H121  H  HCH2   0   0.234   2.7683  -0.1126   3.6599
 ESO  H122  H  HCH2   0   0.228   1.7098  -1.5149   3.6696
 ESO  H14   H  HCH1   0   0.226  -0.7293  -1.2338   3.6905
 ESO  H151  H  HCH2   0   0.232  -1.8694   1.5494   4.1450
 ESO  H152  H  HCH2   0   0.249  -2.6680   0.0076   4.4052
 ESO  H161  H  HCH2   0   0.277  -1.1645   1.2232   6.4511
 ESO  H162  H  HCH2   0   0.277  -1.3450  -0.5131   6.3128
 ESO  H181  H  HCH3   0   0.250   0.9281   2.0987   2.6930
 ESO  H182  H  HCH3   0   0.244   0.1246   2.4694   4.2068
 ESO  H183  H  HCH3   0   0.244   1.8537   2.1435   4.1873

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  1.397  0.020  1.397
 ESO  C1   H1    single    0.930  0.020  1.080
 ESO  C2   C3    aromatic  1.395  0.020  1.395
 ESO  C2   H2    single    0.930  0.020  1.080
 ESO  C3   O3    single    1.341  0.020  1.341
 ESO  C3   C4    aromatic  1.391  0.020  1.391
 ESO  O3   P     single    1.748  0.020  1.748
 ESO  P    O1P   deloc     1.519  0.020  1.519
 ESO  P    O2P   deloc     1.519  0.020  1.519
 ESO  P    O3P   deloc     1.520  0.020  1.520
 ESO  C4   C5    aromatic  1.393  0.020  1.393
 ESO  C4   H4    single    0.930  0.020  1.080
 ESO  C5   C6    single    1.509  0.020  1.509
 ESO  C5   C10   aromatic  1.401  0.020  1.401
 ESO  C6   C7    single    1.520  0.020  1.520
 ESO  C6   H61   single    0.970  0.020  1.090
 ESO  C6   H62   single    0.970  0.020  1.090
 ESO  C7   C8    single    1.521  0.020  1.521
 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    1.536  0.020  1.536
 ESO  C9   H9    single    0.970  0.020  1.090
 ESO  C11  C12   single    1.533  0.020  1.533
 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    1.542  0.020  1.542
 ESO  C14  C15   single    1.529  0.020  1.529
 ESO  C14  H14   single    0.970  0.020  1.090
 ESO  C15  C16   single    1.536  0.020  1.536
 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   119.87  3.000
 ESO  H1    C1   C2    117.78  3.000
 ESO  C10   C1   C2    122.35  3.000
 ESO  H2    C2   C3    119.76  3.000
 ESO  H2    C2   C1    120.06  3.000
 ESO  C3    C2   C1    120.17  3.000
 ESO  C4    C3   O3    121.09  3.000
 ESO  C4    C3   C2    117.88  3.000
 ESO  O3    C3   C2    120.99  3.000
 ESO  P     O3   C3    118.67  3.000
 ESO  O3P   P    O2P   115.75  3.000
 ESO  O3P   P    O1P   114.85  3.000
 ESO  O2P   P    O1P   115.81  3.000
 ESO  O3P   P    O3    104.11  3.000
 ESO  O2P   P    O3     99.61  3.000
 ESO  O1P   P    O3    103.70  3.000
 ESO  H4    C4   C5    119.28  3.000
 ESO  H4    C4   C3    118.60  3.000
 ESO  C5    C4   C3    122.11  3.000
 ESO  C10   C5   C6    121.86  3.000
 ESO  C10   C5   C4    120.00  3.000
 ESO  C6    C5   C4    118.13  3.000
 ESO  H62   C6   H61   105.65  3.000
 ESO  H62   C6   C7    108.87  3.000
 ESO  H61   C6   C7    110.49  3.000
 ESO  H62   C6   C5    108.78  3.000
 ESO  H61   C6   C5    109.48  3.000
 ESO  C7    C6   C5    113.27  3.000
 ESO  H72   C7   H71   106.72  3.000
 ESO  H72   C7   C8    111.03  3.000
 ESO  H71   C7   C8    109.30  3.000
 ESO  H72   C7   C6    109.43  3.000
 ESO  H71   C7   C6    110.55  3.000
 ESO  C8    C7   C6    109.77  3.000
 ESO  H8    C8   C14   109.28  3.000
 ESO  H8    C8   C9    108.97  3.000
 ESO  C14   C8   C9    108.01  3.000
 ESO  H8    C8   C7    107.62  3.000
 ESO  C14   C8   C7    113.62  3.000
 ESO  C9    C8   C7    109.26  3.000
 ESO  H9    C9   C11   106.41  3.000
 ESO  H9    C9   C10   107.37  3.000
 ESO  C11   C9   C10   113.85  3.000
 ESO  H9    C9   C8    105.65  3.000
 ESO  C11   C9   C8    111.47  3.000
 ESO  C10   C9   C8    111.53  3.000
 ESO  C9    C10  C5    121.28  3.000
 ESO  C9    C10  C1    121.20  3.000
 ESO  C5    C10  C1    117.47  3.000
 ESO  H112  C11  H111  106.01  3.000
 ESO  H112  C11  C12   107.91  3.000
 ESO  H111  C11  C12   110.41  3.000
 ESO  H112  C11  C9    110.34  3.000
 ESO  H111  C11  C9    109.42  3.000
 ESO  C12   C11  C9    112.53  3.000
 ESO  H122  C12  H121  106.84  3.000
 ESO  H122  C12  C13   109.45  3.000
 ESO  H121  C12  C13   111.23  3.000
 ESO  H122  C12  C11   108.98  3.000
 ESO  H121  C12  C11   109.98  3.000
 ESO  C13   C12  C11   110.27  3.000
 ESO  C18   C13  C17   104.55  3.000
 ESO  C18   C13  C14   113.38  3.000
 ESO  C17   C13  C14   100.73  3.000
 ESO  C18   C13  C12   110.66  3.000
 ESO  C17   C13  C12   117.35  3.000
 ESO  C14   C13  C12   109.88  3.000
 ESO  H14   C14  C15   106.06  3.000
 ESO  H14   C14  C13   106.32  3.000
 ESO  C15   C14  C13   103.98  3.000
 ESO  H14   C14  C8    106.58  3.000
 ESO  C15   C14  C8    120.77  3.000
 ESO  C13   C14  C8    112.20  3.000
 ESO  H152  C15  H151  107.17  3.000
 ESO  H152  C15  C16   111.88  3.000
 ESO  H151  C15  C16   111.67  3.000
 ESO  H152  C15  C14   112.59  3.000
 ESO  H151  C15  C14   111.27  3.000
 ESO  C16   C15  C14   102.34  3.000
 ESO  H162  C16  H161  106.49  3.000
 ESO  H162  C16  C17   108.03  3.000
 ESO  H161  C16  C17   110.71  3.000
 ESO  H162  C16  C15   111.09  3.000
 ESO  H161  C16  C15   114.60  3.000
 ESO  C17   C16  C15   105.80  3.000
 ESO  O17   C17  C16   125.55  3.000
 ESO  O17   C17  C13   126.36  3.000
 ESO  C16   C17  C13   108.10  3.000
 ESO  H183  C18  H182  107.51  3.000
 ESO  H183  C18  H181  107.52  3.000
 ESO  H182  C18  H181  107.11  3.000
 ESO  H183  C18  C13   109.57  3.000
 ESO  H182  C18  C13   113.01  3.000
 ESO  H181  C18  C13   111.88  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   165.11  30.0  1
 ESO  Var_02    C8   C7   C6   C5    46.93  30.0  1
 ESO  Var_03    C13  C12  C11  C9   -53.85  30.0  1
 ESO  Var_04    C15  C16  C17  C13    4.40  30.0  1
 ESO  Var_05    C17  C16  C15  C14   22.03  30.0  1
 ESO  Var_06    C4   C3   O3   P     87.41  30.0  2
 ESO  Var_07    O1P  P    O3   C3    58.58  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

