# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 02:17:25 2020
#   Inital geometry file: a 127 line input string
#   Ligand name: [{2-[benzyl(carboxymethyl)amino]ethyl}(2-hydroxybenzyl)amino]acetic acid (non-preferred name)
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CN(CCN(CC(O)=O)Cc1ccccc1O)Cc2ccccc2
#
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
 BHZ  BHZ  '[{2-[benzyl(carboxymethyl)amino]ethyl}(2-hydroxybenzyl)amino]acetic acid (non-preferred name)'  ligand  51  27  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_BHZ
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
 BHZ  C1    C  CR6   0   0.003   3.2363  -0.9770   0.5597
 BHZ  C2    C  CR16  0  -0.280   3.1128  -2.1938  -0.1038
 BHZ  C3    C  CR16  0  -0.274   4.2091  -2.8552  -0.6366
 BHZ  C4    C  CR16  0  -0.254   5.4682  -2.2837  -0.5093
 BHZ  C5    C  CR16  0  -0.376   5.6197  -1.0669   0.1363
 BHZ  C6    C  CR6   0   0.326   4.5095  -0.4099   0.6654
 BHZ  O6    O  OH1   0  -0.630   4.6218   0.7860   1.2821
 BHZ  C7    C  CH2   0  -0.339   2.0025  -0.3045   1.1052
 BHZ  N8    N  NT    0  -0.410   1.2512   0.3653   0.0545
 BHZ  C9    C  CH2   0  -0.290  -0.1327   0.6740   0.3651
 BHZ  C10   C  CH2   0  -0.283  -1.0443   0.3254  -0.8067
 BHZ  N11   N  NT    0  -0.416  -2.4134   0.7394  -0.5537
 BHZ  C12   C  CH2   0  -0.335  -3.3924  -0.1282  -1.1785
 BHZ  C13   C  CR6   0   0.089  -3.4741  -1.4659  -0.4900
 BHZ  C14   C  CR16  0  -0.278  -3.5485  -1.5349   0.9002
 BHZ  C15   C  CR16  0  -0.243  -3.6515  -2.7610   1.5403
 BHZ  C16   C  CR16  0  -0.270  -3.6794  -3.9385   0.8005
 BHZ  C17   C  CR16  0  -0.243  -3.6018  -3.8788  -0.5835
 BHZ  C18   C  CR16  0  -0.316  -3.4970  -2.6479  -1.2218
 BHZ  C19   C  CH2   0  -0.446   1.9552   1.3883  -0.6572
 BHZ  C20   C  C     0   0.539   2.3467   2.6212   0.1390
 BHZ  O20   O  O     0  -0.444   1.9793   2.8869   1.2553
 BHZ  C21   C  CH2   0  -0.417  -2.6401   2.1299  -0.8350
 BHZ  O21   O  OH1   0  -0.598   3.1399   3.4148  -0.5753
 BHZ  C22   C  C     0   0.531  -3.7604   2.7126  -0.0026
 BHZ  O22   O  O     0  -0.430  -4.2954   2.1725   0.9304
 BHZ  O23   O  OH1   0  -0.596  -4.0736   3.9351  -0.4209
 BHZ  H2    H  HCR6  0   0.247   2.1248  -2.6301  -0.1980
 BHZ  H3    H  HCR6  0   0.250   4.0829  -3.8032  -1.1424
 BHZ  H4    H  HCR6  0   0.258   6.3398  -2.7829  -0.9126
 BHZ  H5    H  HCR6  0   0.267   6.6048  -0.6230   0.2305
 BHZ  HO6   H  HOH1  0   0.475   5.5366   1.0878   1.2633
 BHZ  H7    H  HCH2  0   0.250   1.3543  -1.0827   1.5133
 BHZ  H7A   H  HCH2  0   0.225   2.2557   0.3530   1.9438
 BHZ  H9    H  HCH2  0   0.236  -0.4500   0.0748   1.2207
 BHZ  H9A   H  HCH2  0   0.216  -0.2748   1.7181   0.6698
 BHZ  H10   H  HCH2  0   0.211  -0.6568   0.7461  -1.7485
 BHZ  H10A  H  HCH2  0   0.241  -1.0214  -0.7585  -0.9329
 BHZ  H12   H  HCH2  0   0.255  -4.3726   0.3529  -1.1198
 BHZ  H12A  H  HCH2  0   0.224  -3.1964  -0.2762  -2.2527
 BHZ  H14   H  HCR6  0   0.247  -3.5207  -0.6187   1.4763
 BHZ  H15   H  HCR6  0   0.251  -3.7091  -2.8003   2.6207
 BHZ  H16   H  HCR6  0   0.252  -3.7583  -4.8948   1.3018
 BHZ  H17   H  HCR6  0   0.252  -3.6155  -4.7889  -1.1697
 BHZ  H18   H  HCR6  0   0.247  -3.4282  -2.6075  -2.3029
 BHZ  H19   H  HCH2  0   0.286   2.8584   0.9792  -1.1193
 BHZ  H19A  H  HCH2  0   0.289   1.3481   1.7327  -1.5019
 BHZ  H21   H  HCH2  0   0.289  -1.7449   2.7091  -0.5861
 BHZ  H21A  H  HCH2  0   0.255  -2.8368   2.3393  -1.8981
 BHZ  HO21  H  HOH1  0   0.477   3.3581   4.2100  -0.0667
 BHZ  HO23  H  HOH1  0   0.481  -4.7683   4.3106   0.1404

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
 BHZ  C1   C2    aromatic  1.391  0.020  1.391
 BHZ  C1   C6    aromatic  1.398  0.020  1.398
 BHZ  C1   C7    single    1.507  0.020  1.507
 BHZ  C2   C3    aromatic  1.387  0.020  1.387
 BHZ  C3   C4    aromatic  1.389  0.020  1.389
 BHZ  C4   C5    aromatic  1.386  0.020  1.386
 BHZ  C5   C6    aromatic  1.394  0.020  1.394
 BHZ  C6   O6    single    1.350  0.020  1.350
 BHZ  C7   N8    single    1.455  0.020  1.455
 BHZ  N8   C9    single    1.452  0.020  1.452
 BHZ  N8   C19   single    1.431  0.020  1.431
 BHZ  C9   C10   single    1.525  0.020  1.525
 BHZ  C10  N11   single    1.452  0.020  1.452
 BHZ  N11  C12   single    1.450  0.020  1.450
 BHZ  N11  C21   single    1.437  0.020  1.437
 BHZ  C12  C13   single    1.507  0.020  1.507
 BHZ  C13  C14   aromatic  1.394  0.020  1.394
 BHZ  C13  C18   aromatic  1.390  0.020  1.390
 BHZ  C14  C15   aromatic  1.387  0.020  1.387
 BHZ  C15  C16   aromatic  1.391  0.020  1.391
 BHZ  C16  C17   aromatic  1.387  0.020  1.387
 BHZ  C17  C18   aromatic  1.391  0.020  1.391
 BHZ  C19  C20   single    1.519  0.020  1.519
 BHZ  C20  O20   double    1.205  0.020  1.205
 BHZ  C20  O21   single    1.330  0.020  1.330
 BHZ  C21  C22   single    1.512  0.020  1.512
 BHZ  C22  O22   double    1.203  0.020  1.203
 BHZ  C22  O23   single    1.329  0.020  1.329
 BHZ  C2   H2    single    0.930  0.020  1.080
 BHZ  C3   H3    single    0.930  0.020  1.080
 BHZ  C4   H4    single    0.930  0.020  1.080
 BHZ  C5   H5    single    0.930  0.020  1.080
 BHZ  O6   HO6   single    0.850  0.020  0.980
 BHZ  C7   H7    single    0.970  0.020  1.090
 BHZ  C7   H7A   single    0.970  0.020  1.090
 BHZ  C9   H9    single    0.970  0.020  1.090
 BHZ  C9   H9A   single    0.970  0.020  1.090
 BHZ  C10  H10   single    0.970  0.020  1.090
 BHZ  C10  H10A  single    0.970  0.020  1.090
 BHZ  C12  H12   single    0.970  0.020  1.090
 BHZ  C12  H12A  single    0.970  0.020  1.090
 BHZ  C14  H14   single    0.930  0.020  1.080
 BHZ  C15  H15   single    0.930  0.020  1.080
 BHZ  C16  H16   single    0.930  0.020  1.080
 BHZ  C17  H17   single    0.930  0.020  1.080
 BHZ  C18  H18   single    0.930  0.020  1.080
 BHZ  C19  H19   single    0.970  0.020  1.090
 BHZ  C19  H19A  single    0.970  0.020  1.090
 BHZ  C21  H21   single    0.970  0.020  1.090
 BHZ  C21  H21A  single    0.970  0.020  1.090
 BHZ  O21  HO21  single    0.850  0.020  0.980
 BHZ  O23  HO23  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
 BHZ  C7    C1   C6   122.49  3.000
 BHZ  C7    C1   C2   119.34  3.000
 BHZ  C6    C1   C2   118.15  3.000
 BHZ  H2    C2   C3   119.67  3.000
 BHZ  H2    C2   C1   118.31  3.000
 BHZ  C3    C2   C1   122.01  3.000
 BHZ  H3    C3   C4   120.62  3.000
 BHZ  H3    C3   C2   120.35  3.000
 BHZ  C4    C3   C2   119.03  3.000
 BHZ  H4    C4   C5   119.38  3.000
 BHZ  H4    C4   C3   120.41  3.000
 BHZ  C5    C4   C3   120.22  3.000
 BHZ  H5    C5   C6   119.83  3.000
 BHZ  H5    C5   C4   119.94  3.000
 BHZ  C6    C5   C4   120.23  3.000
 BHZ  O6    C6   C5   121.63  3.000
 BHZ  O6    C6   C1   118.01  3.000
 BHZ  C5    C6   C1   120.36  3.000
 BHZ  HO6   O6   C6   110.34  3.000
 BHZ  H7A   C7   H7   106.19  3.000
 BHZ  H7A   C7   N8   113.33  3.000
 BHZ  H7    C7   N8   106.94  3.000
 BHZ  H7A   C7   C1   110.83  3.000
 BHZ  H7    C7   C1   107.65  3.000
 BHZ  N8    C7   C1   111.51  3.000
 BHZ  C19   N8   C9   115.04  3.000
 BHZ  C19   N8   C7   115.73  3.000
 BHZ  C9    N8   C7   115.83  3.000
 BHZ  H9A   C9   H9   105.50  3.000
 BHZ  H9A   C9   C10  110.71  3.000
 BHZ  H9    C9   C10  107.64  3.000
 BHZ  H9A   C9   N8   112.67  3.000
 BHZ  H9    C9   N8   109.15  3.000
 BHZ  C10   C9   N8   110.90  3.000
 BHZ  H10A  C10  H10  105.84  3.000
 BHZ  H10A  C10  N11  108.85  3.000
 BHZ  H10   C10  N11  111.81  3.000
 BHZ  H10A  C10  C9   107.66  3.000
 BHZ  H10   C10  C9   111.05  3.000
 BHZ  N11   C10  C9   111.37  3.000
 BHZ  C21   N11  C12  112.85  3.000
 BHZ  C21   N11  C10  112.99  3.000
 BHZ  C12   N11  C10  113.01  3.000
 BHZ  H12A  C12  H12  105.72  3.000
 BHZ  H12A  C12  C13  109.63  3.000
 BHZ  H12   C12  C13  108.51  3.000
 BHZ  H12A  C12  N11  112.36  3.000
 BHZ  H12   C12  N11  108.59  3.000
 BHZ  C13   C12  N11  111.77  3.000
 BHZ  C18   C13  C14  118.82  3.000
 BHZ  C18   C13  C12  121.00  3.000
 BHZ  C14   C13  C12  120.17  3.000
 BHZ  H14   C14  C15  120.30  3.000
 BHZ  H14   C14  C13  119.17  3.000
 BHZ  C15   C14  C13  120.53  3.000
 BHZ  H15   C15  C16  119.93  3.000
 BHZ  H15   C15  C14  119.78  3.000
 BHZ  C16   C15  C14  120.30  3.000
 BHZ  H16   C16  C17  120.26  3.000
 BHZ  H16   C16  C15  120.20  3.000
 BHZ  C17   C16  C15  119.53  3.000
 BHZ  H17   C17  C18  119.77  3.000
 BHZ  H17   C17  C16  120.21  3.000
 BHZ  C18   C17  C16  120.01  3.000
 BHZ  H18   C18  C17  119.71  3.000
 BHZ  H18   C18  C13  119.49  3.000
 BHZ  C17   C18  C13  120.81  3.000
 BHZ  H19A  C19  H19  104.44  3.000
 BHZ  H19A  C19  C20  106.96  3.000
 BHZ  H19   C19  C20  108.19  3.000
 BHZ  H19A  C19  N8   109.60  3.000
 BHZ  H19   C19  N8   110.42  3.000
 BHZ  C20   C19  N8   116.50  3.000
 BHZ  O21   C20  O20  123.21  3.000
 BHZ  O21   C20  C19  110.88  3.000
 BHZ  O20   C20  C19  125.88  3.000
 BHZ  H21A  C21  H21  105.36  3.000
 BHZ  H21A  C21  C22  109.01  3.000
 BHZ  H21   C21  C22  106.06  3.000
 BHZ  H21A  C21  N11  113.65  3.000
 BHZ  H21   C21  N11  109.78  3.000
 BHZ  C22   C21  N11  112.46  3.000
 BHZ  HO21  O21  C20  110.01  3.000
 BHZ  O23   C22  O22  123.49  3.000
 BHZ  O23   C22  C21  110.83  3.000
 BHZ  O22   C22  C21  125.66  3.000
 BHZ  HO23  O23  C22  110.07  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
 BHZ  CONST_01  C4    C3   C2   C1      0.00   0.0  0
 BHZ  CONST_02  C4    C5   C6   C1      0.00   0.0  0
 BHZ  CONST_03  C5    C6   C1   C2      0.00   0.0  0
 BHZ  CONST_04  C5    C4   C3   C2      0.00   0.0  0
 BHZ  CONST_05  C6    C1   C2   C3      0.00   0.0  0
 BHZ  CONST_06  C6    C5   C4   C3      0.00   0.0  0
 BHZ  CONST_07  C16   C15  C14  C13     0.00   0.0  0
 BHZ  CONST_08  C16   C17  C18  C13     0.00   0.0  0
 BHZ  CONST_09  C17   C18  C13  C14     0.00   0.0  0
 BHZ  CONST_10  C17   C16  C15  C14     0.00   0.0  0
 BHZ  CONST_11  C18   C13  C14  C15     0.00   0.0  0
 BHZ  CONST_12  C18   C17  C16  C15     0.00   0.0  0
 BHZ  CONST_13  O6    C6   C1   C2    180.00   0.0  0
 BHZ  CONST_14  C7    C1   C2   C3    180.00   0.0  0
 BHZ  CONST_15  O6    C6   C5   C4    180.00   0.0  0
 BHZ  CONST_16  C7    C1   C6   C5    180.00   0.0  0
 BHZ  CONST_17  C15   C14  C13  C12   180.00   0.0  0
 BHZ  CONST_18  C17   C18  C13  C12   180.00   0.0  0
 BHZ  CONST_19  H3    C3   C2   C1    180.00   0.0  0
 BHZ  CONST_20  H5    C5   C6   C1    180.00   0.0  0
 BHZ  CONST_21  H4    C4   C3   C2    180.00   0.0  0
 BHZ  CONST_22  H2    C2   C3   C4    180.00   0.0  0
 BHZ  CONST_23  H15   C15  C14  C13   180.00   0.0  0
 BHZ  CONST_24  H17   C17  C18  C13   180.00   0.0  0
 BHZ  CONST_25  H18   C18  C13  C14   180.00   0.0  0
 BHZ  CONST_26  H16   C16  C15  C14   180.00   0.0  0
 BHZ  CONST_27  H14   C14  C15  C16   180.00   0.0  0
 BHZ  CONST_28  HO21  O21  C20  C19   180.00   0.0  0
 BHZ  CONST_29  HO23  O23  C22  C21   180.00   0.0  0
 BHZ  Var_01    N8    C7   C1   C2    -78.09  30.0  2
 BHZ  Var_02    C14   C13  C12  N11    46.70  30.0  2
 BHZ  Var_03    C9    N8   C7   C1    161.25  30.0  3
 BHZ  Var_04    C13   C12  N11  C10    71.77  30.0  3
 BHZ  Var_05    C10   C9   N8   C7   -135.80  30.0  3
 BHZ  Var_06    C20   C19  N8   C7    -65.70  30.0  3
 BHZ  Var_07    N11   C10  C9   N8   -174.91  30.0  3
 BHZ  Var_08    O20   C20  C19  N8     -9.79  30.0  3
 BHZ  Var_09    C12   N11  C10  C9   -148.30  30.0  3
 BHZ  Var_10    C22   C21  N11  C10  -152.50  30.0  3
 BHZ  Var_11    O22   C22  C21  N11    10.30  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
 BHZ  plan-1  C1    0.020
 BHZ  plan-1  C2    0.020
 BHZ  plan-1  C3    0.020
 BHZ  plan-1  C4    0.020
 BHZ  plan-1  C5    0.020
 BHZ  plan-1  C6    0.020
 BHZ  plan-1  O6    0.020
 BHZ  plan-1  C7    0.020
 BHZ  plan-1  H2    0.020
 BHZ  plan-1  H3    0.020
 BHZ  plan-1  H4    0.020
 BHZ  plan-1  H5    0.020
 BHZ  plan-2  C12   0.020
 BHZ  plan-2  C13   0.020
 BHZ  plan-2  C14   0.020
 BHZ  plan-2  C15   0.020
 BHZ  plan-2  C16   0.020
 BHZ  plan-2  C17   0.020
 BHZ  plan-2  C18   0.020
 BHZ  plan-2  H14   0.020
 BHZ  plan-2  H15   0.020
 BHZ  plan-2  H16   0.020
 BHZ  plan-2  H17   0.020
 BHZ  plan-2  H18   0.020
 BHZ  plan-3  C19   0.020
 BHZ  plan-3  C20   0.020
 BHZ  plan-3  O20   0.020
 BHZ  plan-3  O21   0.020
 BHZ  plan-3  HO21  0.020
 BHZ  plan-4  C21   0.020
 BHZ  plan-4  C22   0.020
 BHZ  plan-4  O22   0.020
 BHZ  plan-4  O23   0.020
 BHZ  plan-4  HO23  0.020

