# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May  3 16:00:46 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  53  33  .  2021-08-09  2021-08-09  
;
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  OH1   0  -0.586  -2.6668   4.4118  -1.4973
 EHS  C7    C  C     0   0.559  -2.7093   3.0971  -1.3617
 EHS  O9    O  O     0  -0.418  -2.9783   2.3278  -2.2441
 EHS  C22   C  CH1   0  -0.255  -2.3840   2.6786   0.0681
 EHS  N23   N  NH1   0  -0.669  -2.4534   1.2493   0.2006
 EHS  C25   C  C     0   0.622  -3.5477   0.6279   0.6710
 EHS  C27   C  CR6   0  -0.184  -3.5023  -0.8488   0.7725
 EHS  C32   C  CR6   0   0.286  -4.7141  -1.5299   0.9504
 EHS  O37   O  OH1   0  -0.627  -5.8965  -0.9212   1.0580
 EHS  C31   C  CR6   0   0.286  -4.7126  -2.9360   1.0136
 EHS  O36   O  OH1   0  -0.626  -5.9154  -3.5258   1.1581
 EHS  C30   C  CR16  0  -0.370  -3.5187  -3.6257   0.9414
 EHS  C29   C  CR16  0  -0.263  -2.3097  -2.9432   0.8079
 EHS  C28   C  CR16  0  -0.318  -2.3001  -1.5696   0.7236
 EHS  O26   O  O     0  -0.524  -4.5552   1.2573   1.0132
 EHS  C21   C  CH2   0  -0.205  -1.0319   3.2137   0.5264
 EHS  O19   O  O2    0  -0.464  -0.0219   2.7480  -0.3701
 EHS  C18   C  C     0   0.604   0.7656   1.7362  -0.0160
 EHS  O20   O  O     0  -0.411   0.8483   1.2808   1.0894
 EHS  C12   C  CH1   0  -0.244   1.5234   1.2124  -1.2313
 EHS  C14   C  CH2   0  -0.186   0.5368   0.7728  -2.3039
 EHS  O15   O  OH1   0  -0.663  -0.3560  -0.1427  -1.7031
 EHS  N11   N  NH1   0  -0.658   2.3677   0.1128  -0.8548
 EHS  C9    C  C     0   0.652   3.5381   0.2937  -0.2337
 EHS  O10   O  O     0  -0.536   3.9726   1.4358  -0.0269
 EHS  C6    C  CR6   0  -0.176   4.3138  -0.8985   0.1780
 EHS  C1    C  CR6   0   0.255   5.5525  -0.6816   0.7963
 EHS  O8    O  OH1   0  -0.646   6.0658   0.5302   1.0284
 EHS  C5    C  CR16  0  -0.330   3.8699  -2.2141  -0.0175
 EHS  C4    C  CR16  0  -0.258   4.6391  -3.2796   0.3936
 EHS  C3    C  CR16  0  -0.343   5.8723  -3.0621   1.0068
 EHS  C2    C  CR6   0   0.309   6.3322  -1.7770   1.2102
 EHS  O7    O  OH1   0  -0.633   7.5246  -1.5828   1.8065
 EHS  H11   H  HOH1  0   0.490  -2.8781   4.6670  -2.4085
 EHS  H22   H  HCH1  0   0.330  -3.1351   3.1274   0.7234
 EHS  H23   H  HNH1  0   0.419  -1.7788   0.7011  -0.3208
 EHS  H211  H  HCH2  0   0.284  -1.0143   4.3006   0.4904
 EHS  H212  H  HCH2  0   0.283  -0.8386   2.8969   1.5499
 EHS  H28   H  HCR6  0   0.248  -1.3513  -1.0566   0.6502
 EHS  H36   H  HOH1  0   0.477  -5.8119  -4.4832   1.1936
 EHS  H30   H  HCR6  0   0.280  -3.5221  -4.7083   1.0023
 EHS  H29   H  HCR6  0   0.264  -1.3828  -3.4988   0.7797
 EHS  H12   H  HCH1  0   0.324   2.1299   2.0214  -1.6464
 EHS  H141  H  HCH2  0   0.247   0.0200   1.6470  -2.7067
 EHS  H142  H  HCH2  0   0.256   1.0973   0.3116  -3.1223
 EHS  HA    H  HNH1  0   0.415   1.9707  -0.8099  -0.9249
 EHS  H15   H  HOH1  0   0.478  -0.9138  -0.5325  -2.3842
 EHS  H5    H  HCR6  0   0.251   2.9219  -2.4245  -0.4936
 EHS  H8    H  HOH1  0   0.485   5.4004   1.1846   0.6896
 EHS  H4    H  HCR6  0   0.264   4.2890  -4.2907   0.2406
 EHS  H3    H  HCR6  0   0.273   6.4800  -3.8991   1.3279
 EHS  H7    H  HOH1  0   0.475   7.7210  -0.6396   1.8631
 EHS  H37   H  HOH1  0   0.478  -5.7131   0.0457   1.0981

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    single    1.322  0.020  1.322
 EHS  C7   O9    double    1.201  0.020  1.201
 EHS  C7   C22   single    1.525  0.020  1.525
 EHS  C22  N23   single    1.437  0.020  1.437
 EHS  C22  C21   single    1.525  0.020  1.525
 EHS  N23  C25   single    1.344  0.020  1.344
 EHS  C25  C27   single    1.481  0.020  1.481
 EHS  C25  O26   double    1.236  0.020  1.236
 EHS  C27  C32   aromatic  1.401  0.020  1.401
 EHS  C27  C28   aromatic  1.403  0.020  1.403
 EHS  C32  O37   single    1.334  0.020  1.334
 EHS  C32  C31   aromatic  1.408  0.020  1.408
 EHS  C31  O36   single    1.347  0.020  1.347
 EHS  C31  C30   aromatic  1.381  0.020  1.381
 EHS  C30  C29   aromatic  1.395  0.020  1.395
 EHS  C29  C28   aromatic  1.376  0.020  1.376
 EHS  C21  O19   single    1.429  0.020  1.429
 EHS  O19  C18   single    1.330  0.020  1.330
 EHS  C18  O20   double    1.198  0.020  1.198
 EHS  C18  C12   single    1.525  0.020  1.525
 EHS  C12  C14   single    1.522  0.020  1.522
 EHS  C12  N11   single    1.437  0.020  1.437
 EHS  C14  O15   single    1.413  0.020  1.413
 EHS  N11  C9    single    1.337  0.020  1.337
 EHS  C9   O10   double    1.239  0.020  1.239
 EHS  C9   C6    single    1.481  0.020  1.481
 EHS  C6   C1    aromatic  1.401  0.020  1.401
 EHS  C6   C5    aromatic  1.402  0.020  1.402
 EHS  C1   O8    single    1.336  0.020  1.336
 EHS  C1   C2    aromatic  1.407  0.020  1.407
 EHS  C5   C4    aromatic  1.377  0.020  1.377
 EHS  C4   C3    aromatic  1.394  0.020  1.394
 EHS  C3   C2    aromatic  1.380  0.020  1.380
 EHS  C2   O7    single    1.347  0.020  1.347
 EHS  O37  H37   single    0.850  0.020  0.980
 EHS  O11  H11   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  H11   O11  C7    110.55  3.000
 EHS  C22   C7   O9    124.11  3.000
 EHS  C22   C7   O11   111.24  3.000
 EHS  O9    C7   O11   124.65  3.000
 EHS  H22   C22  C21   106.56  3.000
 EHS  H22   C22  N23   108.65  3.000
 EHS  C21   C22  N23   111.35  3.000
 EHS  H22   C22  C7    107.63  3.000
 EHS  C21   C22  C7    112.01  3.000
 EHS  N23   C22  C7    110.44  3.000
 EHS  H23   N23  C25   118.16  3.000
 EHS  H23   N23  C22   117.28  3.000
 EHS  C25   N23  C22   122.12  3.000
 EHS  O26   C25  C27   120.91  3.000
 EHS  O26   C25  N23   121.68  3.000
 EHS  C27   C25  N23   117.40  3.000
 EHS  C28   C27  C32   119.72  3.000
 EHS  C28   C27  C25   122.44  3.000
 EHS  C32   C27  C25   117.83  3.000
 EHS  C31   C32  O37   116.94  3.000
 EHS  C31   C32  C27   119.36  3.000
 EHS  O37   C32  C27   123.70  3.000
 EHS  H37   O37  C32   106.62  3.000
 EHS  C30   C31  O36   123.97  3.000
 EHS  C30   C31  C32   119.84  3.000
 EHS  O36   C31  C32   116.18  3.000
 EHS  H36   O36  C31   110.06  3.000
 EHS  H30   C30  C29   119.78  3.000
 EHS  H30   C30  C31   119.55  3.000
 EHS  C29   C30  C31   120.67  3.000
 EHS  H29   C29  C28   120.36  3.000
 EHS  H29   C29  C30   119.61  3.000
 EHS  C28   C29  C30   120.03  3.000
 EHS  H28   C28  C29   118.94  3.000
 EHS  H28   C28  C27   120.71  3.000
 EHS  C29   C28  C27   120.32  3.000
 EHS  H212  C21  H211  108.60  3.000
 EHS  H212  C21  O19   111.69  3.000
 EHS  H211  C21  O19   107.07  3.000
 EHS  H212  C21  C22   109.75  3.000
 EHS  H211  C21  C22   110.80  3.000
 EHS  O19   C21  C22   108.90  3.000
 EHS  C18   O19  C21   119.97  3.000
 EHS  C12   C18  O20   124.76  3.000
 EHS  C12   C18  O19   110.08  3.000
 EHS  O20   C18  O19   125.14  3.000
 EHS  H12   C12  N11   109.88  3.000
 EHS  H12   C12  C14   107.81  3.000
 EHS  N11   C12  C14   110.15  3.000
 EHS  H12   C12  C18   108.91  3.000
 EHS  N11   C12  C18   110.25  3.000
 EHS  C14   C12  C18   109.79  3.000
 EHS  H142  C14  H141  107.69  3.000
 EHS  H142  C14  O15   111.64  3.000
 EHS  H141  C14  O15   112.11  3.000
 EHS  H142  C14  C12   108.47  3.000
 EHS  H141  C14  C12   109.59  3.000
 EHS  O15   C14  C12   107.28  3.000
 EHS  H15   O15  C14   109.12  3.000
 EHS  HA    N11  C9    120.09  3.000
 EHS  HA    N11  C12   116.84  3.000
 EHS  C9    N11  C12   122.18  3.000
 EHS  C6    C9   O10   120.79  3.000
 EHS  C6    C9   N11   118.60  3.000
 EHS  O10   C9   N11   120.60  3.000
 EHS  C5    C6   C1    119.11  3.000
 EHS  C5    C6   C9    123.42  3.000
 EHS  C1    C6   C9    117.46  3.000
 EHS  C2    C1   O8    116.24  3.000
 EHS  C2    C1   C6    119.95  3.000
 EHS  O8    C1   C6    123.81  3.000
 EHS  H8    O8   C1    106.32  3.000
 EHS  H5    C5   C4    118.07  3.000
 EHS  H5    C5   C6    121.42  3.000
 EHS  C4    C5   C6    120.50  3.000
 EHS  H4    C4   C3    119.65  3.000
 EHS  H4    C4   C5    120.04  3.000
 EHS  C3    C4   C5    120.31  3.000
 EHS  H3    C3   C2    119.28  3.000
 EHS  H3    C3   C4    120.40  3.000
 EHS  C2    C3   C4    120.32  3.000
 EHS  O7    C2   C3    119.63  3.000
 EHS  O7    C2   C1    120.56  3.000
 EHS  C3    C2   C1    119.80  3.000
 EHS  H7    O7   C2    110.30  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_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  CONST_37  H11   O11  C7   O9      0.00   0.0  0
 EHS  Var_01    C32   C27  C25  N23  -165.10  30.0  2
 EHS  Var_02    C1    C6   C9   N11   178.41  30.0  2
 EHS  Var_03    O20   C18  O19  C21   -11.75  30.0  3
 EHS  Var_04    H211  C21  O19  C18   137.72  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
 EHS  plan-6  H11  0.020

