# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 15:53:10 2020
#   Inital geometry file: a 137 line input string
#   Ligand name: (2S)-2-[[2,3-bis(oxidanyl)phenyl]carbonylamino]-3-[(2S)-2-[[2,3-bis(oxidanyl)phenyl]carbonylamino]-3-oxidanyl-propanoyl]oxy-propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC[C@H](NC(=O)c1cccc(O)c1O)C(=O)OC[C@H](NC(=O)c2cccc(O)c2O)C(O)=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
 EHS  EHS  '(2S)-2-[[2,3-bis(oxidanyl)phenyl]carbonylamino]-3-[(2S)-2-[[2,3-bis(oxidanyl)phenyl]carbonylamino]-3-oxidanyl-propanoyl]oxy-propanoic acid'  ligand  52  33  .  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_EHS
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
 EHS  O11   O  OC    -1  -0.626  -3.3466   4.2938  -1.6652
 EHS  C7    C  C      0   0.441  -2.9351   3.1374  -1.5537
 EHS  O9    O  O      0  -0.702  -2.5216   2.3836  -2.4718
 EHS  C22   C  CH1    0  -0.169  -2.9329   2.5516  -0.1189
 EHS  N23   N  NH1    0  -0.660  -2.7297   1.1231  -0.1998
 EHS  C25   C  C      0   0.603  -2.8531   0.2731   0.8171
 EHS  C27   C  CR6    0  -0.195  -2.4547  -1.1412   0.5973
 EHS  C32   C  CR6    0   0.256  -2.7962  -2.0739   1.5839
 EHS  O37   O  OH1    0  -0.665  -3.4595  -1.7588   2.7024
 EHS  C31   C  CR6    0   0.377  -2.4502  -3.4282   1.4221
 EHS  O36   O  OH1    0  -0.696  -2.7874  -4.3393   2.3551
 EHS  C30   C  CR16   0  -0.346  -1.7538  -3.8285   0.3015
 EHS  C29   C  CR16   0  -0.298  -1.3882  -2.8967  -0.6680
 EHS  C28   C  CR16   0  -0.204  -1.7298  -1.5693  -0.5221
 EHS  O26   O  O      0  -0.519  -3.2685   0.6449   1.9268
 EHS  C21   C  CH2    0  -0.239  -1.8419   3.2607   0.6829
 EHS  O19   O  O2     0  -0.414  -0.5909   3.1313  -0.0109
 EHS  C18   C  C      0   0.652   0.2076   2.1027   0.2298
 EHS  O20   O  O      0  -0.524   0.1223   1.3587   1.1694
 EHS  C12   C  CH1    0  -0.223   1.3359   2.0320  -0.7968
 EHS  C14   C  CH2    0  -0.161   0.8879   2.2987  -2.2395
 EHS  O15   O  OH1    0  -0.700  -0.0469   1.3622  -2.7116
 EHS  N11   N  NH1    0  -0.597   1.9627   0.7401  -0.6988
 EHS  C9    C  C      0   0.570   2.9586   0.4694   0.1540
 EHS  O10   O  O      0  -0.599   3.5498   1.3682   0.7673
 EHS  C6    C  C      0  -0.077   3.3682  -0.9461   0.3124
 EHS  C1    C  C      0   0.240   4.6229  -1.2041   0.8817
 EHS  O8    O  OH1    0  -0.662   5.4537  -0.2492   1.3080
 EHS  C5    C  C1     0  -0.387   2.5384  -2.0158  -0.0497
 EHS  C4    C  C1     0  -0.152   2.9650  -3.3142   0.1090
 EHS  C3    C  C1     0  -0.403   4.2321  -3.5727   0.6310
 EHS  C2    C  C      0   0.401   5.0587  -2.5358   1.0157
 EHS  O7    O  OH1    0  -0.685   6.2873  -2.7067   1.5417
 EHS  H22   H  HCH1   0   0.328  -3.8912   2.7770   0.3575
 EHS  H23   H  HNH1   0   0.396  -2.5180   0.7869  -1.1258
 EHS  H211  H  HCH2   0   0.254  -2.0532   4.3277   0.7211
 EHS  H212  H  HCH2   0   0.281  -1.7725   2.8861   1.7017
 EHS  H28   H  HCR6   0   0.248  -1.3990  -0.8683  -1.2752
 EHS  H36   H  HOH1   0   0.460  -3.2687  -3.9162   3.0764
 EHS  H30   H  HCR6   0   0.286  -1.4864  -4.8717   0.1881
 EHS  H29   H  HCR6   0   0.238  -0.8266  -3.2207  -1.5339
 EHS  H12   H  HCH1   0   0.341   2.0691   2.7999  -0.5346
 EHS  H141  H  HCH2   0   0.214   0.5211   3.3251  -2.3197
 EHS  H142  H  HCH2   0   0.280   1.7851   2.2391  -2.8606
 EHS  HA    H  HNH1   0   0.398   1.4997  -0.0164  -1.1778
 EHS  H15   H  HOH1   0   0.462  -0.9479   1.7468  -2.6543
 EHS  H5    H  H      0   0.231   1.5376  -1.8408  -0.4229
 EHS  H8    H  HOH1   0   0.470   4.9564   0.6011   1.2532
 EHS  H4    H  H      0   0.288   2.3192  -4.1382  -0.1601
 EHS  H3    H  H      0   0.254   4.5679  -4.5966   0.7511
 EHS  H7    H  HOH1   0   0.473   6.4984  -3.6462   1.5924
 EHS  H37   H  HOH1   0   0.463  -3.5684  -0.7708   2.6892

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
 EHS  O11  C7    deloc     1.233  0.020  1.233
 EHS  C7   O9    deloc     1.258  0.020  1.258
 EHS  C7   C22   single    1.550  0.020  1.550
 EHS  C22  N23   single    1.445  0.020  1.445
 EHS  C22  C21   single    1.528  0.020  1.528
 EHS  N23  C25   single    1.331  0.020  1.331
 EHS  C25  C27   single    1.486  0.020  1.486
 EHS  C25  O26   double    1.242  0.020  1.242
 EHS  C27  C32   aromatic  1.400  0.020  1.400
 EHS  C27  C28   aromatic  1.401  0.020  1.401
 EHS  C32  O37   single    1.338  0.020  1.338
 EHS  C32  C31   aromatic  1.407  0.020  1.407
 EHS  C31  O36   single    1.347  0.020  1.347
 EHS  C31  C30   aromatic  1.379  0.020  1.379
 EHS  C30  C29   aromatic  1.393  0.020  1.393
 EHS  C29  C28   aromatic  1.378  0.020  1.378
 EHS  C21  O19   single    1.436  0.020  1.436
 EHS  O19  C18   single    1.324  0.020  1.324
 EHS  C18  O20   double    1.202  0.020  1.202
 EHS  C18  C12   single    1.527  0.020  1.527
 EHS  C12  C14   single    1.534  0.020  1.534
 EHS  C12  N11   single    1.439  0.020  1.439
 EHS  C14  O15   single    1.405  0.020  1.405
 EHS  N11  C9    single    1.339  0.020  1.339
 EHS  C9   O10   double    1.238  0.020  1.238
 EHS  C9   C6    single    1.482  0.020  1.482
 EHS  C6   C1    aromatic  1.402  0.020  1.402
 EHS  C6   C5    aromatic  1.401  0.020  1.401
 EHS  C1   O8    single    1.336  0.020  1.336
 EHS  C1   C2    aromatic  1.408  0.020  1.408
 EHS  C5   C4    aromatic  1.376  0.020  1.376
 EHS  C4   C3    aromatic  1.395  0.020  1.395
 EHS  C3   C2    aromatic  1.381  0.020  1.381
 EHS  C2   O7    single    1.347  0.020  1.347
 EHS  O37  H37   single    0.850  0.020  0.980
 EHS  C22  H22   single    0.970  0.020  1.090
 EHS  N23  H23   single    0.860  0.020  1.020
 EHS  C21  H211  single    0.970  0.020  1.090
 EHS  C21  H212  single    0.970  0.020  1.090
 EHS  C28  H28   single    0.930  0.020  1.080
 EHS  O36  H36   single    0.850  0.020  0.980
 EHS  C30  H30   single    0.930  0.020  1.080
 EHS  C29  H29   single    0.930  0.020  1.080
 EHS  C12  H12   single    0.970  0.020  1.090
 EHS  C14  H141  single    0.970  0.020  1.090
 EHS  C14  H142  single    0.970  0.020  1.090
 EHS  N11  HA    single    0.860  0.020  1.020
 EHS  O15  H15   single    0.850  0.020  0.980
 EHS  C5   H5    single    0.930  0.020  1.080
 EHS  O8   H8    single    0.850  0.020  0.980
 EHS  C4   H4    single    0.930  0.020  1.080
 EHS  C3   H3    single    0.930  0.020  1.080
 EHS  O7   H7    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
 EHS  C22   C7   O9    116.67  3.000
 EHS  C22   C7   O11   116.03  3.000
 EHS  O9    C7   O11   127.30  3.000
 EHS  H22   C22  C21   107.54  3.000
 EHS  H22   C22  N23   110.57  3.000
 EHS  C21   C22  N23   112.80  3.000
 EHS  H22   C22  C7    108.92  3.000
 EHS  C21   C22  C7    108.14  3.000
 EHS  N23   C22  C7    108.78  3.000
 EHS  H23   N23  C25   120.57  3.000
 EHS  H23   N23  C22   114.25  3.000
 EHS  C25   N23  C22   125.13  3.000
 EHS  O26   C25  C27   120.46  3.000
 EHS  O26   C25  N23   121.50  3.000
 EHS  C27   C25  N23   118.03  3.000
 EHS  C28   C27  C32   119.06  3.000
 EHS  C28   C27  C25   123.23  3.000
 EHS  C32   C27  C25   117.68  3.000
 EHS  C31   C32  O37   116.41  3.000
 EHS  C31   C32  C27   120.01  3.000
 EHS  O37   C32  C27   123.58  3.000
 EHS  H37   O37  C32   106.10  3.000
 EHS  C30   C31  O36   119.54  3.000
 EHS  C30   C31  C32   119.80  3.000
 EHS  O36   C31  C32   120.65  3.000
 EHS  H36   O36  C31   110.25  3.000
 EHS  H30   C30  C29   120.43  3.000
 EHS  H30   C30  C31   119.31  3.000
 EHS  C29   C30  C31   120.26  3.000
 EHS  H29   C29  C28   120.12  3.000
 EHS  H29   C29  C30   119.53  3.000
 EHS  C28   C29  C30   120.35  3.000
 EHS  H28   C28  C29   118.36  3.000
 EHS  H28   C28  C27   121.13  3.000
 EHS  C29   C28  C27   120.48  3.000
 EHS  H212  C21  H211  108.49  3.000
 EHS  H212  C21  O19   111.46  3.000
 EHS  H211  C21  O19   105.92  3.000
 EHS  H212  C21  C22   112.16  3.000
 EHS  H211  C21  C22   109.55  3.000
 EHS  O19   C21  C22   109.05  3.000
 EHS  C18   O19  C21   120.49  3.000
 EHS  C12   C18  O20   123.33  3.000
 EHS  C12   C18  O19   111.06  3.000
 EHS  O20   C18  O19   125.47  3.000
 EHS  H12   C12  N11   108.78  3.000
 EHS  H12   C12  C14   107.41  3.000
 EHS  N11   C12  C14   110.32  3.000
 EHS  H12   C12  C18   107.56  3.000
 EHS  N11   C12  C18   108.52  3.000
 EHS  C14   C12  C18   114.10  3.000
 EHS  H142  C14  H141  106.56  3.000
 EHS  H142  C14  O15   108.60  3.000
 EHS  H141  C14  O15   112.22  3.000
 EHS  H142  C14  C12   106.57  3.000
 EHS  H141  C14  C12   109.28  3.000
 EHS  O15   C14  C12   113.23  3.000
 EHS  H15   O15  C14   109.27  3.000
 EHS  HA    N11  C9    119.52  3.000
 EHS  HA    N11  C12   116.18  3.000
 EHS  C9    N11  C12   123.29  3.000
 EHS  C6    C9   O10   120.56  3.000
 EHS  C6    C9   N11   117.82  3.000
 EHS  O10   C9   N11   121.59  3.000
 EHS  C5    C6   C1    119.64  3.000
 EHS  C5    C6   C9    122.53  3.000
 EHS  C1    C6   C9    117.81  3.000
 EHS  C2    C1   O8    116.97  3.000
 EHS  C2    C1   C6    119.33  3.000
 EHS  O8    C1   C6    123.70  3.000
 EHS  H8    O8   C1    106.56  3.000
 EHS  H5    C5   C4    118.63  3.000
 EHS  H5    C5   C6    120.88  3.000
 EHS  C4    C5   C6    120.46  3.000
 EHS  H4    C4   C3    119.66  3.000
 EHS  H4    C4   C5    120.35  3.000
 EHS  C3    C4   C5    119.99  3.000
 EHS  H3    C3   C2    119.53  3.000
 EHS  H3    C3   C4    119.86  3.000
 EHS  C2    C3   C4    120.60  3.000
 EHS  O7    C2   C3    124.01  3.000
 EHS  O7    C2   C1    116.07  3.000
 EHS  C3    C2   C1    119.91  3.000
 EHS  H7    O7   C2    110.11  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
 EHS  CONST_01  C30   C31  C32  C27     0.00   0.0  0
 EHS  CONST_02  C30   C29  C28  C27     0.00   0.0  0
 EHS  CONST_03  C29   C28  C27  C32     0.00   0.0  0
 EHS  CONST_04  C29   C30  C31  C32     0.00   0.0  0
 EHS  CONST_05  C28   C27  C32  C31     0.00   0.0  0
 EHS  CONST_06  C28   C29  C30  C31     0.00   0.0  0
 EHS  CONST_07  C3    C2   C1   C6      0.00   0.0  0
 EHS  CONST_08  C3    C4   C5   C6      0.00   0.0  0
 EHS  CONST_09  C4    C5   C6   C1      0.00   0.0  0
 EHS  CONST_10  C4    C3   C2   C1      0.00   0.0  0
 EHS  CONST_11  C2    C1   C6   C5      0.00   0.0  0
 EHS  CONST_12  C2    C3   C4   C5      0.00   0.0  0
 EHS  CONST_13  C31   C32  C27  C25   180.00   0.0  0
 EHS  CONST_14  C29   C28  C27  C25   180.00   0.0  0
 EHS  CONST_15  O36   C31  C32  C27   180.00   0.0  0
 EHS  CONST_16  C28   C27  C32  O37   180.00   0.0  0
 EHS  CONST_17  C30   C31  C32  O37   180.00   0.0  0
 EHS  CONST_18  C29   C30  C31  O36   180.00   0.0  0
 EHS  CONST_19  C2    C1   C6   C9    180.00   0.0  0
 EHS  CONST_20  C4    C5   C6   C9    180.00   0.0  0
 EHS  CONST_21  O7    C2   C1   C6    180.00   0.0  0
 EHS  CONST_22  C5    C6   C1   O8    180.00   0.0  0
 EHS  CONST_23  C3    C2   C1   O8    180.00   0.0  0
 EHS  CONST_24  O7    C2   C3   C4    180.00   0.0  0
 EHS  CONST_25  H29   C29  C28  C27   180.00   0.0  0
 EHS  CONST_26  H28   C28  C27  C32   180.00   0.0  0
 EHS  CONST_27  H30   C30  C31  C32   180.00   0.0  0
 EHS  CONST_28  H4    C4   C5   C6    180.00   0.0  0
 EHS  CONST_29  H5    C5   C6   C1    180.00   0.0  0
 EHS  CONST_30  H3    C3   C2   C1    180.00   0.0  0
 EHS  CONST_31  C27   C25  N23  C22   180.00   0.0  0
 EHS  CONST_32  C6    C9   N11  C12   180.00   0.0  0
 EHS  CONST_33  H23   N23  C25  C27     0.00   0.0  0
 EHS  CONST_34  HA    N11  C9   C6      0.00   0.0  0
 EHS  CONST_35  O26   C25  N23  C22     0.00   0.0  0
 EHS  CONST_36  O10   C9   N11  C12     0.00   0.0  0
 EHS  Var_01    C32   C27  C25  N23  -169.32  30.0  2
 EHS  Var_02    C1    C6   C9   N11   162.01  30.0  2
 EHS  Var_03    O20   C18  O19  C21   -14.90  30.0  3
 EHS  Var_04    H211  C21  O19  C18   152.19  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
 EHS  chir_01  C22  C7   N23  C21  negativ
 EHS  chir_02  C12  N11  C14  C18  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
 EHS  plan-1  C25  0.020
 EHS  plan-1  C27  0.020
 EHS  plan-1  C32  0.020
 EHS  plan-1  O37  0.020
 EHS  plan-1  C31  0.020
 EHS  plan-1  O36  0.020
 EHS  plan-1  C30  0.020
 EHS  plan-1  C29  0.020
 EHS  plan-1  C28  0.020
 EHS  plan-1  H28  0.020
 EHS  plan-1  H30  0.020
 EHS  plan-1  H29  0.020
 EHS  plan-2  O19  0.020
 EHS  plan-2  C18  0.020
 EHS  plan-2  O20  0.020
 EHS  plan-2  C12  0.020
 EHS  plan-3  C9   0.020
 EHS  plan-3  C6   0.020
 EHS  plan-3  C1   0.020
 EHS  plan-3  O8   0.020
 EHS  plan-3  C5   0.020
 EHS  plan-3  C4   0.020
 EHS  plan-3  C3   0.020
 EHS  plan-3  C2   0.020
 EHS  plan-3  O7   0.020
 EHS  plan-3  H5   0.020
 EHS  plan-3  H4   0.020
 EHS  plan-3  H3   0.020
 EHS  plan-4  C22  0.020
 EHS  plan-4  N23  0.020
 EHS  plan-4  C25  0.020
 EHS  plan-4  C27  0.020
 EHS  plan-4  O26  0.020
 EHS  plan-4  H23  0.020
 EHS  plan-5  C12  0.020
 EHS  plan-5  N11  0.020
 EHS  plan-5  C9   0.020
 EHS  plan-5  O10  0.020
 EHS  plan-5  C6   0.020
 EHS  plan-5  HA   0.020
 EHS  plan-6  O11  0.020
 EHS  plan-6  C7   0.020
 EHS  plan-6  O9   0.020
 EHS  plan-6  C22  0.020

