# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 23:08:00 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  49  27  .  2021-08-06  2021-08-06  
;
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  -0.026   3.4468  -1.0067   0.5500
 BHZ  C2    C  CR16   0  -0.287   3.4715  -2.2176  -0.1389
 BHZ  C3    C  CR16   0  -0.283   4.6534  -2.8016  -0.5655
 BHZ  C4    C  CR16   0  -0.256   5.8540  -2.1542  -0.2951
 BHZ  C5    C  CR16   0  -0.349   5.8561  -0.9387   0.3659
 BHZ  C6    C  CR6    0   0.310   4.6602  -0.3392   0.7842
 BHZ  O6    O  OH1    0  -0.693   4.7453   0.8369   1.4100
 BHZ  C7    C  CH2    0  -0.354   2.1166  -0.4812   1.0253
 BHZ  N8    N  NT     0  -0.417   1.3444   0.1301  -0.0466
 BHZ  C9    C  CH2    0  -0.280  -0.0453   0.3673   0.3067
 BHZ  C10   C  CH2    0  -0.280  -0.9741   0.1640  -0.8870
 BHZ  N11   N  NT     0  -0.403  -2.2978   0.6890  -0.6119
 BHZ  C12   C  CH2    0  -0.328  -3.3488  -0.0851  -1.2344
 BHZ  C13   C  CR6    0   0.092  -3.5544  -1.3995  -0.5285
 BHZ  C14   C  CR16   0  -0.278  -3.7338  -1.4131   0.8546
 BHZ  C15   C  CR16   0  -0.246  -3.9380  -2.6078   1.5276
 BHZ  C16   C  CR16   0  -0.272  -3.9603  -3.8114   0.8290
 BHZ  C17   C  CR16   0  -0.244  -3.7790  -3.8074  -0.5463
 BHZ  C18   C  CR16   0  -0.321  -3.5761  -2.6059  -1.2182
 BHZ  C19   C  CH2    0  -0.429   1.9676   1.2761  -0.6913
 BHZ  C20   C  C      0   0.444   2.0630   2.5326   0.1921
 BHZ  O20   O  O      0  -0.616   2.9145   2.5110   1.1336
 BHZ  C21   C  CH2    0  -0.434  -2.4012   2.1028  -0.8878
 BHZ  O21   O  OC    -1  -0.562   1.2999   3.4786  -0.0321
 BHZ  C22   C  C      0   0.391  -3.5613   2.8331  -0.1812
 BHZ  O22   O  O      0  -0.592  -4.1758   2.2420   0.7250
 BHZ  O23   O  OC    -1  -0.630  -3.7610   4.0003  -0.5797
 BHZ  H2    H  HCR6   0   0.241   2.5283  -2.7196  -0.3255
 BHZ  H3    H  HCR6   0   0.241   4.6409  -3.7483  -1.0896
 BHZ  H4    H  HCR6   0   0.247   6.7940  -2.5941  -0.6046
 BHZ  H5    H  HCR6   0   0.244   6.7909  -0.4266   0.5619
 BHZ  HO6   H  HOH1   0   0.477   3.9274   1.4458   1.2795
 BHZ  H7    H  HCH2   0   0.243   1.5345  -1.3362   1.3780
 BHZ  H7A   H  HCH2   0   0.208   2.2440   0.1701   1.8999
 BHZ  H9    H  HCH2   0   0.224  -0.3401  -0.3457   1.0802
 BHZ  H9A   H  HCH2   0   0.210  -0.2084   1.3620   0.7433
 BHZ  H10   H  HCH2   0   0.199  -0.5445   0.6050  -1.8013
 BHZ  H10A  H  HCH2   0   0.228  -1.0417  -0.9088  -1.0811
 BHZ  H12   H  HCH2   0   0.245  -4.2754   0.4888  -1.1742
 BHZ  H12A  H  HCH2   0   0.204  -3.1693  -0.2642  -2.3087
 BHZ  H14   H  HCR6   0   0.247  -3.7139  -0.4712   1.3891
 BHZ  H15   H  HCR6   0   0.247  -4.0779  -2.6042   2.6014
 BHZ  H16   H  HCR6   0   0.249  -4.1170  -4.7441   1.3560
 BHZ  H17   H  HCR6   0   0.249  -3.7877  -4.7386  -1.0988
 BHZ  H18   H  HCR6   0   0.243  -3.4283  -2.6097  -2.2924
 BHZ  H19   H  HCH2   0   0.239   2.9641   0.9828  -1.0355
 BHZ  H19A  H  HCH2   0   0.230   1.3933   1.5188  -1.5872
 BHZ  H21   H  HCH2   0   0.240  -1.4753   2.5878  -0.5570
 BHZ  H21A  H  HCH2   0   0.188  -2.4610   2.3118  -1.9706

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  1.393  0.020  1.393
 BHZ  C1   C6    aromatic  1.405  0.020  1.405
 BHZ  C1   C7    single    1.507  0.020  1.507
 BHZ  C2   C3    aromatic  1.386  0.020  1.386
 BHZ  C3   C4    aromatic  1.391  0.020  1.391
 BHZ  C4   C5    aromatic  1.384  0.020  1.384
 BHZ  C5   C6    aromatic  1.402  0.020  1.402
 BHZ  C6   O6    single    1.335  0.020  1.335
 BHZ  C7   N8    single    1.456  0.020  1.456
 BHZ  N8   C9    single    1.453  0.020  1.453
 BHZ  N8   C19   single    1.455  0.020  1.455
 BHZ  C9   C10   single    1.526  0.020  1.526
 BHZ  C10  N11   single    1.450  0.020  1.450
 BHZ  N11  C12   single    1.446  0.020  1.446
 BHZ  N11  C21   single    1.444  0.020  1.444
 BHZ  C12  C13   single    1.506  0.020  1.506
 BHZ  C13  C14   aromatic  1.395  0.020  1.395
 BHZ  C13  C18   aromatic  1.390  0.020  1.390
 BHZ  C14  C15   aromatic  1.386  0.020  1.386
 BHZ  C15  C16   aromatic  1.392  0.020  1.392
 BHZ  C16  C17   aromatic  1.387  0.020  1.387
 BHZ  C17  C18   aromatic  1.392  0.020  1.392
 BHZ  C19  C20   single    1.539  0.020  1.539
 BHZ  C20  O20   deloc     1.270  0.020  1.270
 BHZ  C20  O21   deloc     1.236  0.020  1.236
 BHZ  C21  C22   single    1.542  0.020  1.542
 BHZ  C22  O22   deloc     1.244  0.020  1.244
 BHZ  C22  O23   deloc     1.249  0.020  1.249
 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

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   122.97  3.000
 BHZ  C7    C1   C2   118.33  3.000
 BHZ  C6    C1   C2   118.69  3.000
 BHZ  H2    C2   C3   119.59  3.000
 BHZ  H2    C2   C1   118.15  3.000
 BHZ  C3    C2   C1   122.25  3.000
 BHZ  H3    C3   C4   120.76  3.000
 BHZ  H3    C3   C2   120.53  3.000
 BHZ  C4    C3   C2   118.71  3.000
 BHZ  H4    C4   C5   119.48  3.000
 BHZ  H4    C4   C3   120.31  3.000
 BHZ  C5    C4   C3   120.21  3.000
 BHZ  H5    C5   C6   118.68  3.000
 BHZ  H5    C5   C4   120.19  3.000
 BHZ  C6    C5   C4   121.13  3.000
 BHZ  O6    C6   C5   117.54  3.000
 BHZ  O6    C6   C1   123.50  3.000
 BHZ  C5    C6   C1   118.95  3.000
 BHZ  HO6   O6   C6   114.31  3.000
 BHZ  H7A   C7   H7   105.59  3.000
 BHZ  H7A   C7   N8   113.52  3.000
 BHZ  H7    C7   N8   106.48  3.000
 BHZ  H7A   C7   C1   110.83  3.000
 BHZ  H7    C7   C1   107.40  3.000
 BHZ  N8    C7   C1   112.49  3.000
 BHZ  C19   N8   C9   112.87  3.000
 BHZ  C19   N8   C7   115.45  3.000
 BHZ  C9    N8   C7   113.38  3.000
 BHZ  H9A   C9   H9   105.63  3.000
 BHZ  H9A   C9   C10  109.94  3.000
 BHZ  H9    C9   C10  107.61  3.000
 BHZ  H9A   C9   N8   112.73  3.000
 BHZ  H9    C9   N8   108.88  3.000
 BHZ  C10   C9   N8   111.72  3.000
 BHZ  H10A  C10  H10  105.65  3.000
 BHZ  H10A  C10  N11  109.44  3.000
 BHZ  H10   C10  N11  111.61  3.000
 BHZ  H10A  C10  C9   107.90  3.000
 BHZ  H10   C10  C9   111.00  3.000
 BHZ  N11   C10  C9   111.03  3.000
 BHZ  C21   N11  C12  112.94  3.000
 BHZ  C21   N11  C10  112.55  3.000
 BHZ  C12   N11  C10  112.82  3.000
 BHZ  H12A  C12  H12  106.08  3.000
 BHZ  H12A  C12  C13  109.68  3.000
 BHZ  H12   C12  C13  108.49  3.000
 BHZ  H12A  C12  N11  112.81  3.000
 BHZ  H12   C12  N11  108.16  3.000
 BHZ  C13   C12  N11  111.39  3.000
 BHZ  C18   C13  C14  118.79  3.000
 BHZ  C18   C13  C12  121.81  3.000
 BHZ  C14   C13  C12  119.40  3.000
 BHZ  H14   C14  C15  120.84  3.000
 BHZ  H14   C14  C13  118.58  3.000
 BHZ  C15   C14  C13  120.58  3.000
 BHZ  H15   C15  C16  119.90  3.000
 BHZ  H15   C15  C14  119.84  3.000
 BHZ  C16   C15  C14  120.26  3.000
 BHZ  H16   C16  C17  120.27  3.000
 BHZ  H16   C16  C15  120.19  3.000
 BHZ  C17   C16  C15  119.54  3.000
 BHZ  H17   C17  C18  119.82  3.000
 BHZ  H17   C17  C16  120.16  3.000
 BHZ  C18   C17  C16  120.02  3.000
 BHZ  H18   C18  C17  119.68  3.000
 BHZ  H18   C18  C13  119.51  3.000
 BHZ  C17   C18  C13  120.81  3.000
 BHZ  H19A  C19  H19  106.29  3.000
 BHZ  H19A  C19  C20  108.79  3.000
 BHZ  H19   C19  C20  110.06  3.000
 BHZ  H19A  C19  N8   108.26  3.000
 BHZ  H19   C19  N8   108.56  3.000
 BHZ  C20   C19  N8   114.54  3.000
 BHZ  O21   C20  O20  124.17  3.000
 BHZ  O21   C20  C19  118.85  3.000
 BHZ  O20   C20  C19  116.96  3.000
 BHZ  H21A  C21  H21  104.94  3.000
 BHZ  H21A  C21  C22  108.60  3.000
 BHZ  H21   C21  C22  106.72  3.000
 BHZ  H21A  C21  N11  112.11  3.000
 BHZ  H21   C21  N11  108.36  3.000
 BHZ  C22   C21  N11  115.46  3.000
 BHZ  O23   C22  O22  126.66  3.000
 BHZ  O23   C22  C21  114.61  3.000
 BHZ  O22   C22  C21  118.70  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  Var_01    N8   C7   C1   C2    -77.85  30.0  2
 BHZ  Var_02    C14  C13  C12  N11    51.30  30.0  2
 BHZ  Var_03    C9   N8   C7   C1    166.81  30.0  3
 BHZ  Var_04    C13  C12  N11  C10    73.50  30.0  3
 BHZ  Var_05    C10  C9   N8   C7   -144.71  30.0  3
 BHZ  Var_06    C20  C19  N8   C7    -69.24  30.0  3
 BHZ  Var_07    N11  C10  C9   N8   -167.05  30.0  3
 BHZ  Var_08    O20  C20  C19  N8     72.56  30.0  3
 BHZ  Var_09    C12  N11  C10  C9   -145.75  30.0  3
 BHZ  Var_10    C22  C21  N11  C10  -159.30  30.0  3
 BHZ  Var_11    O22  C22  C21  N11    11.78  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-4  C21  0.020
 BHZ  plan-4  C22  0.020
 BHZ  plan-4  O22  0.020
 BHZ  plan-4  O23  0.020

