# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Jul 31 10:03:10 2022
#   Inital geometry file: a 124 line input string
#   Ligand name: 5-[(3,4-dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulfonyl)amino]pentanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CCCCN[S](=O)(=O)c1cc2C(=O)c3ccccc3C(=O)c2c(O)c1O
#
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
 E6K  E6K  "5-[(3,4-dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulfonyl)amino]pentanoic acid"  ligand  45  29  .  2022-08-10  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_E6K
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
 E6K  C1   C  CR6    0   0.410   -7.5017  -60.0034  42.6862
 E6K  C2   C  CR6    0   0.291   -8.3187  -60.8457  43.4759
 E6K  C3   C  CR16   0  -0.310   -9.4809  -59.1898  41.5565
 E6K  C4   C  CR66   0  -0.041  -10.2818  -59.9951  42.3380
 E6K  C5   C  CR66   0  -0.166   -9.7002  -60.8335  43.3078
 E6K  C6   C  CR6    0   0.396  -10.5283  -61.7020  44.1531
 E6K  C8   C  CR16   0  -0.266  -12.7979  -62.4334  44.8080
 E6K  O1   O  OH1    0  -0.588   -6.1865  -59.9953  42.8504
 E6K  C10  C  CR16   0  -0.226  -14.7559  -61.5546  43.7272
 E6K  C11  C  CR16   0  -0.269  -13.9600  -60.7713  42.9071
 E6K  C12  C  CR66   0  -0.022  -12.5758  -60.8095  43.0321
 E6K  C13  C  CR6    0   0.320  -11.7450  -59.9604  42.1429
 E6K  C14  C  CH2    0  -0.278   -6.5894  -59.8026  38.6849
 E6K  C16  C  CH2    0  -0.404   -6.2066  -62.1760  39.5208
 E6K  C17  C  CH2    0  -0.572   -5.5076  -63.5030  39.2691
 E6K  C18  C  C      0   0.403   -5.9295  -64.2637  37.9923
 E6K  O3   O  O      0  -0.369  -12.2533  -59.2621  41.2898
 E6K  O4   O  O      0  -0.428  -10.0154  -62.4497  44.9783
 E6K  O7   O  OS     0  -0.647   -6.2519  -57.3174  41.5850
 E6K  O    O  OS     0  -0.641   -8.0210  -57.4560  39.8139
 E6K  N    N  NC1    0  -0.738   -6.1401  -59.1641  39.9189
 E6K  C15  C  CH2    0  -0.444   -5.8704  -61.1235  38.4739
 E6K  O6   O  O      0  -0.607   -7.0566  -64.0145  37.5164
 E6K  O5   O  OC    -1  -0.620   -5.1105  -65.1012  37.5592
 E6K  C    C  CR6    0  -0.319   -8.1001  -59.1971  41.7294
 E6K  C9   C  CR16   0  -0.231  -14.1755  -62.3863  44.6770
 E6K  C7   C  CR66   0  -0.007  -11.9923  -61.6453  43.9908
 E6K  O2   O  OH1    0  -0.621   -7.6736  -61.6042  44.3541
 E6K  H2   H  HCR6   0   0.291   -9.9272  -58.5506  40.8084
 E6K  H3   H  HCR6   0   0.276  -12.3481  -63.0815  45.5476
 E6K  H    H  HOH1   0   0.493   -5.9151  -60.6343  43.5254
 E6K  H5   H  HCR6   0   0.278  -15.8322  -61.5166  43.6259
 E6K  H6   H  HCR6   0   0.275  -14.4156  -60.1264  42.1683
 E6K  H8   H  HCH2   0   0.246   -7.6625  -59.9895  38.7610
 E6K  H9   H  HCH2   0   0.252   -6.4371  -59.1395  37.8293
 E6K  H12  H  HCH2   0   0.212   -5.9303  -61.8021  40.5106
 E6K  H13  H  HCH2   0   0.201   -7.2894  -62.3269  39.5428
 E6K  H15  H  HCH2   0   0.202   -4.4233  -63.3539  39.2543
 E6K  H14  H  HCH2   0   0.225   -5.6936  -64.1706  40.1194
 E6K  H7   H  HNC1   0   0.417   -5.1562  -58.9299  39.9765
 E6K  H10  H  HCH2   0   0.235   -6.1499  -61.4922  37.4849
 E6K  H11  H  HCH2   0   0.217   -4.7887  -60.9525  38.4441
 E6K  H4   H  HCR6   0   0.278  -14.7982  -62.9979  45.3158
 E6K  H1   H  HOH1   0   0.495   -8.3376  -62.1465  44.8384
 E6K  S    S  S      0   1.405   -7.0992  -58.1218  40.7226

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
 E6K  O    S    double    1.456  0.020  1.456
 E6K  C    S    single    1.781  0.020  1.781
 E6K  C    C1   aromatic  1.387  0.020  1.387
 E6K  O1   C1   single    1.325  0.020  1.325
 E6K  C1   C2   aromatic  1.414  0.020  1.414
 E6K  O2   C2   single    1.328  0.020  1.328
 E6K  C3   C    aromatic  1.392  0.020  1.392
 E6K  C4   C3   aromatic  1.379  0.020  1.379
 E6K  C4   C5   aromatic  1.408  0.020  1.408
 E6K  C2   C5   aromatic  1.392  0.020  1.392
 E6K  C5   C6   single    1.468  0.020  1.468
 E6K  C6   C7   single    1.474  0.020  1.474
 E6K  C7   C8   aromatic  1.392  0.020  1.392
 E6K  C8   C9   aromatic  1.385  0.020  1.385
 E6K  C9   C10  aromatic  1.390  0.020  1.390
 E6K  C10  C11  aromatic  1.385  0.020  1.385
 E6K  C11  C12  aromatic  1.390  0.020  1.390
 E6K  C7   C12  aromatic  1.399  0.020  1.399
 E6K  C12  C13  single    1.484  0.020  1.484
 E6K  C13  C4   single    1.477  0.020  1.477
 E6K  O3   C13  double    1.214  0.020  1.214
 E6K  O4   C6   double    1.226  0.020  1.226
 E6K  N    S    single    1.629  0.020  1.629
 E6K  C14  N    single    1.460  0.020  1.460
 E6K  C15  C14  single    1.519  0.020  1.519
 E6K  C16  C15  single    1.522  0.020  1.522
 E6K  C17  C16  single    1.521  0.020  1.521
 E6K  C18  C17  single    1.545  0.020  1.545
 E6K  O5   C18  deloc     1.249  0.020  1.249
 E6K  O6   C18  deloc     1.249  0.020  1.249
 E6K  S    O7   double    1.452  0.020  1.452
 E6K  C3   H2   single    0.930  0.020  1.080
 E6K  C8   H3   single    0.930  0.020  1.080
 E6K  O1   H    single    0.850  0.020  0.980
 E6K  C10  H5   single    0.930  0.020  1.080
 E6K  C11  H6   single    0.930  0.020  1.080
 E6K  C14  H8   single    0.970  0.020  1.090
 E6K  C14  H9   single    0.970  0.020  1.090
 E6K  C16  H12  single    0.970  0.020  1.090
 E6K  C16  H13  single    0.970  0.020  1.090
 E6K  C17  H15  single    0.970  0.020  1.090
 E6K  C17  H14  single    0.970  0.020  1.090
 E6K  N    H7   single    0.890  0.020  1.040
 E6K  C15  H10  single    0.970  0.020  1.090
 E6K  C15  H11  single    0.970  0.020  1.090
 E6K  C9   H4   single    0.930  0.020  1.080
 E6K  O2   H1   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
 E6K  C    C1   O1   120.67  3.000
 E6K  O1   C1   C2   120.51  3.000
 E6K  C    C1   C2   118.82  3.000
 E6K  O2   C2   C5   124.56  3.000
 E6K  C5   C2   C1   120.05  3.000
 E6K  O2   C2   C1   115.39  3.000
 E6K  H2   C3   C    119.94  3.000
 E6K  H2   C3   C4   119.87  3.000
 E6K  C    C3   C4   120.19  3.000
 E6K  C13  C4   C5   120.96  3.000
 E6K  C13  C4   C3   119.15  3.000
 E6K  C5   C4   C3   119.89  3.000
 E6K  C6   C5   C4   121.07  3.000
 E6K  C6   C5   C2   119.03  3.000
 E6K  C4   C5   C2   119.90  3.000
 E6K  C7   C6   O4   120.87  3.000
 E6K  O4   C6   C5   120.83  3.000
 E6K  C7   C6   C5   118.30  3.000
 E6K  H3   C8   C7   120.00  3.000
 E6K  H3   C8   C9   119.93  3.000
 E6K  C7   C8   C9   120.06  3.000
 E6K  H    O1   C1   111.13  3.000
 E6K  H5   C10  C9   120.04  3.000
 E6K  H5   C10  C11  119.75  3.000
 E6K  C9   C10  C11  120.21  3.000
 E6K  H6   C11  C12  119.82  3.000
 E6K  H6   C11  C10  119.97  3.000
 E6K  C12  C11  C10  120.20  3.000
 E6K  C7   C12  C13  121.26  3.000
 E6K  C13  C12  C11  119.19  3.000
 E6K  C7   C12  C11  119.55  3.000
 E6K  O3   C13  C12  121.05  3.000
 E6K  O3   C13  C4   121.42  3.000
 E6K  C12  C13  C4   117.53  3.000
 E6K  H9   C14  H8   107.18  3.000
 E6K  H9   C14  C15  110.67  3.000
 E6K  H8   C14  C15  109.03  3.000
 E6K  H9   C14  N    110.69  3.000
 E6K  H8   C14  N    108.56  3.000
 E6K  C15  C14  N    110.61  3.000
 E6K  H13  C16  H12  106.21  3.000
 E6K  H13  C16  C15  109.14  3.000
 E6K  H12  C16  C15  109.28  3.000
 E6K  H13  C16  C17  109.76  3.000
 E6K  H12  C16  C17  109.39  3.000
 E6K  C15  C16  C17  112.83  3.000
 E6K  H14  C17  H15  105.15  3.000
 E6K  H14  C17  C18  107.14  3.000
 E6K  H15  C17  C18  109.05  3.000
 E6K  H14  C17  C16  108.96  3.000
 E6K  H15  C17  C16  109.80  3.000
 E6K  C18  C17  C16  116.16  3.000
 E6K  O5   C18  O6   126.42  3.000
 E6K  O6   C18  C17  117.60  3.000
 E6K  O5   C18  C17  115.95  3.000
 E6K  H7   N    S    113.33  3.000
 E6K  H7   N    C14  116.61  3.000
 E6K  S    N    C14  121.04  3.000
 E6K  H11  C15  H10  106.30  3.000
 E6K  H11  C15  C16  110.17  3.000
 E6K  H10  C15  C16  109.45  3.000
 E6K  H11  C15  C14  109.60  3.000
 E6K  H10  C15  C14  107.36  3.000
 E6K  C16  C15  C14  113.66  3.000
 E6K  S    C    C3   118.96  3.000
 E6K  C3   C    C1   121.13  3.000
 E6K  S    C    C1   119.90  3.000
 E6K  H4   C9   C10  120.11  3.000
 E6K  H4   C9   C8   119.85  3.000
 E6K  C10  C9   C8   120.04  3.000
 E6K  C12  C7   C8   119.94  3.000
 E6K  C12  C7   C6   120.83  3.000
 E6K  C8   C7   C6   119.23  3.000
 E6K  H1   O2   C2   108.20  3.000
 E6K  C    S    N    102.92  3.000
 E6K  N    S    O    110.95  3.000
 E6K  C    S    O    105.86  3.000
 E6K  N    S    O7   107.70  3.000
 E6K  C    S    O7   109.07  3.000
 E6K  O    S    O7   119.13  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
 E6K  CONST_01  C4   C3   C    C1      0.00   0.0  0
 E6K  CONST_02  C4   C5   C2   C1      0.00   0.0  0
 E6K  CONST_03  C3   C    C1   C2      0.00   0.0  0
 E6K  CONST_04  C3   C4   C5   C2      0.00   0.0  0
 E6K  CONST_05  C7   C6   C5   C2    180.00   0.0  0
 E6K  CONST_06  C12  C13  C4   C3    180.00   0.0  0
 E6K  CONST_07  C7   C6   C5   C4      0.00   0.0  0
 E6K  CONST_08  C11  C12  C13  C4    180.00   0.0  0
 E6K  CONST_09  C7   C12  C13  C4      0.00   0.0  0
 E6K  CONST_10  C    C3   C4   C5      0.00   0.0  0
 E6K  CONST_11  C12  C13  C4   C5      0.00   0.0  0
 E6K  CONST_12  C    C1   C2   C5      0.00   0.0  0
 E6K  CONST_13  C8   C7   C6   C5    180.00   0.0  0
 E6K  CONST_14  C12  C7   C6   C5      0.00   0.0  0
 E6K  CONST_15  C11  C12  C7   C8      0.00   0.0  0
 E6K  CONST_16  C11  C10  C9   C8      0.00   0.0  0
 E6K  CONST_17  C7   C8   C9   C10     0.00   0.0  0
 E6K  CONST_18  C7   C12  C11  C10     0.00   0.0  0
 E6K  CONST_19  C9   C10  C11  C12     0.00   0.0  0
 E6K  CONST_20  C9   C8   C7   C12     0.00   0.0  0
 E6K  CONST_21  S    C    C1   C2    180.00   0.0  0
 E6K  CONST_22  O4   C6   C5   C2      0.00   0.0  0
 E6K  CONST_23  O1   C1   C    C3    180.00   0.0  0
 E6K  CONST_24  O3   C13  C4   C3      0.00   0.0  0
 E6K  CONST_25  S    C    C3   C4    180.00   0.0  0
 E6K  CONST_26  O2   C2   C5   C4    180.00   0.0  0
 E6K  CONST_27  O4   C6   C5   C4    180.00   0.0  0
 E6K  CONST_28  O3   C13  C4   C5    180.00   0.0  0
 E6K  CONST_29  O1   C1   C2   C5    180.00   0.0  0
 E6K  CONST_30  O2   C2   C5   C6      0.00   0.0  0
 E6K  CONST_31  O4   C6   C7   C8      0.00   0.0  0
 E6K  CONST_32  O3   C13  C12  C11     0.00   0.0  0
 E6K  CONST_33  O4   C6   C7   C12   180.00   0.0  0
 E6K  CONST_34  C7   C12  C13  O3    180.00   0.0  0
 E6K  CONST_35  O2   C2   C1   C     180.00   0.0  0
 E6K  CONST_36  H2   C3   C    C1    180.00   0.0  0
 E6K  CONST_37  H2   C3   C4   C5    180.00   0.0  0
 E6K  CONST_38  H3   C8   C7   C6      0.00   0.0  0
 E6K  CONST_39  H5   C10  C9   C8    180.00   0.0  0
 E6K  CONST_40  H3   C8   C9   C10   180.00   0.0  0
 E6K  CONST_41  H4   C9   C10  C11   180.00   0.0  0
 E6K  CONST_42  H5   C10  C11  C12   180.00   0.0  0
 E6K  CONST_43  H3   C8   C7   C12   180.00   0.0  0
 E6K  CONST_44  H6   C11  C12  C13     0.00   0.0  0
 E6K  CONST_45  H2   C3   C4   C13     0.00   0.0  0
 E6K  CONST_46  H6   C11  C10  C9    180.00   0.0  0
 E6K  CONST_47  H4   C9   C8   C7    180.00   0.0  0
 E6K  CONST_48  H6   C11  C12  C7    180.00   0.0  0
 E6K  Var_01    O    S    C    C1    178.49  30.0  2
 E6K  Var_02    N    S    C    C1     61.96  30.0  2
 E6K  Var_03    O7   S    C    C1    -52.19  30.0  2
 E6K  Var_04    O    S    C    C3     -2.84  30.0  2
 E6K  Var_05    N    S    C    C3   -119.36  30.0  2
 E6K  Var_06    O7   S    C    C3    126.48  30.0  2
 E6K  Var_07    C    S    N    C14    84.89  30.0  3
 E6K  Var_08    H7   N    S    C    -129.12  30.0  2
 E6K  Var_09    O    S    N    C14   -27.95  30.0  3
 E6K  Var_10    O7   S    N    C14  -159.97  30.0  3
 E6K  Var_11    C17  C16  C15  C14   178.35  30.0  1
 E6K  Var_12    N    C14  C15  C16    65.75  30.0  3
 E6K  Var_13    O5   C18  C17  C16   158.52  30.0  3
 E6K  Var_14    O6   C18  C17  C16   -23.37  30.0  3
 E6K  Var_15    C15  C16  C17  C18   -65.83  30.0  3
 E6K  Var_16    C15  C14  N    S    -154.29  30.0  1
 E6K  Var_17    H12  C16  C15  C14   -59.71  30.0  1
 E6K  Var_18    H13  C16  C15  C14    56.05  30.0  1
 E6K  Var_19    H8   C14  C15  C16   -53.56  30.0  3
 E6K  Var_20    H9   C14  C15  C16  -171.21  30.0  3
 E6K  Var_21    H10  C15  C16  C17    58.34  30.0  3
 E6K  Var_22    H11  C15  C16  C17   -58.20  30.0  3
 E6K  Var_23    H12  C16  C17  C18   172.30  30.0  3
 E6K  Var_24    H13  C16  C17  C18    56.13  30.0  3
 E6K  Var_25    H7   N    S    O7    -13.98  30.0  2
 E6K  Var_26    H8   C14  N    S     -34.70  30.0  1
 E6K  Var_27    H9   C14  N    S      82.68  30.0  1
 E6K  Var_28    H7   N    S    O     118.04  30.0  2
 E6K  Var_29    H10  C15  C14  N    -173.07  30.0  2
 E6K  Var_30    H11  C15  C14  N     -58.01  30.0  2
 E6K  Var_31    H7   N    C14  C15    60.77  30.0  3
 E6K  Var_32    H15  C17  C16  C15    58.45  30.0  1
 E6K  Var_33    H14  C17  C16  C15   173.11  30.0  1
 E6K  Var_34    H15  C17  C18  O6   -148.03  30.0  3
 E6K  Var_35    H14  C17  C18  O6     98.66  30.0  3
 E6K  Var_36    H15  C17  C18  O5     33.85  30.0  3
 E6K  Var_37    H14  C17  C18  O5    -79.46  30.0  3

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
 E6K  plan-1  C1   0.020
 E6K  plan-1  C2   0.020
 E6K  plan-1  C3   0.020
 E6K  plan-1  C4   0.020
 E6K  plan-1  C5   0.020
 E6K  plan-1  C6   0.020
 E6K  plan-1  C8   0.020
 E6K  plan-1  O1   0.020
 E6K  plan-1  C10  0.020
 E6K  plan-1  C11  0.020
 E6K  plan-1  C12  0.020
 E6K  plan-1  C13  0.020
 E6K  plan-1  O3   0.020
 E6K  plan-1  O4   0.020
 E6K  plan-1  C    0.020
 E6K  plan-1  C9   0.020
 E6K  plan-1  C7   0.020
 E6K  plan-1  O2   0.020
 E6K  plan-1  H2   0.020
 E6K  plan-1  H3   0.020
 E6K  plan-1  H5   0.020
 E6K  plan-1  H6   0.020
 E6K  plan-1  H4   0.020
 E6K  plan-1  S    0.020
 E6K  plan-2  C17  0.020
 E6K  plan-2  C18  0.020
 E6K  plan-2  O6   0.020
 E6K  plan-2  O5   0.020

