# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 21 03:24:17 2020
#   Inital geometry file: a 76 line input string
#   Ligand name: (2S)-3-(3,4-dihydroxyphenyl)-2-hydrazino-2-methylpropanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@](Cc1ccc(O)c(O)c1)(NN)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
 142  142  '(2S)-3-(3,4-dihydroxyphenyl)-2-hydrazino-2-methylpropanoic acid'  ligand  29  16  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_142
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
 142  NN    N  NH1    0  -0.497   0.6701  -0.5893   3.2749
 142  N     N  NH2    0  -0.674   0.2340   0.2732   4.3071
 142  CA    C  CT     0   0.011   0.5251   0.0360   1.9566
 142  CB    C  CH2    0  -0.527   0.7925  -1.1052   0.9516
 142  CB1   C  CH3    0  -0.640   1.5634   1.1360   1.8194
 142  CG    C  CR6    0   0.136   0.7017  -0.7192  -0.4962
 142  CD1   C  CR16   0  -0.417  -0.5119  -0.8058  -1.1774
 142  CE1   C  CR6    0   0.266  -0.6152  -0.4515  -2.5123
 142  CD2   C  CR16   0  -0.328   1.8141  -0.2702  -1.1978
 142  CE2   C  CR16   0  -0.333   1.7220   0.0863  -2.5378
 142  CZ    C  CR6    0   0.270   0.5131  -0.0032  -3.2088
 142  OH    O  OH1    0  -0.641   0.4506   0.3403  -4.5166
 142  OE1   O  OH1    0  -0.650  -1.7723  -0.5117  -3.2190
 142  C     C  C      0   0.429  -0.9269   0.5515   1.7368
 142  O     O  O      0  -0.591  -1.0883   1.6831   1.2470
 142  OXT   O  OC    -1  -0.626  -1.8336  -0.2442   2.0728
 142  HNN   H  HNH1   0   0.327   0.0945  -1.4261   3.2745
 142  HN1   H  HNH2   0   0.333  -0.7647   0.1702   4.4553
 142  HN2   H  HNH2   0   0.348   0.6891  -0.0160   5.1623
 142  HB1   H  HCH2   0   0.235   1.7873  -1.5104   1.1604
 142  HB2   H  HCH2   0   0.234   0.0761  -1.9065   1.1531
 142  HB11  H  HCH3   0   0.197   2.5721   0.7208   1.8840
 142  HB12  H  HCH3   0   0.218   1.4747   1.6576   0.8691
 142  HB13  H  HCH3   0   0.221   1.4474   1.8696   2.6163
 142  HD1   H  HCR6   0   0.256  -1.3972  -1.1471  -0.6506
 142  HD2   H  HCR6   0   0.239   2.7734  -0.2053  -0.6991
 142  HE2   H  HCR6   0   0.257   2.5999   0.4241  -3.0749
 142  HH    H  HOH1   0   0.468  -0.3933   0.0622  -4.8914
 142  HE1   H  HOH1   0   0.478  -2.4217  -1.0547  -2.7595

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
 142  NN   N     single    1.414  0.020  1.414
 142  NN   CA    single    1.466  0.020  1.466
 142  NN   HNN   single    0.890  0.020  1.040
 142  N    HN1   single    0.890  0.020  1.040
 142  N    HN2   single    0.890  0.020  1.040
 142  CA   CB    single    1.544  0.020  1.544
 142  CA   CB1   single    1.519  0.020  1.519
 142  CA   C     single    1.556  0.020  1.556
 142  CB   CG    single    1.501  0.020  1.501
 142  CB   HB1   single    0.970  0.020  1.090
 142  CB   HB2   single    0.970  0.020  1.090
 142  CB1  HB11  single    0.970  0.020  1.090
 142  CB1  HB12  single    0.970  0.020  1.090
 142  CB1  HB13  single    0.970  0.020  1.090
 142  CG   CD1   aromatic  1.394  0.020  1.394
 142  CG   CD2   aromatic  1.390  0.020  1.390
 142  CD1  CE1   aromatic  1.385  0.020  1.385
 142  CD1  HD1   single    0.930  0.020  1.080
 142  CE1  CZ    aromatic  1.400  0.020  1.400
 142  CE1  OE1   single    1.357  0.020  1.357
 142  CD2  CE2   aromatic  1.390  0.020  1.390
 142  CD2  HD2   single    0.930  0.020  1.080
 142  CE2  CZ    aromatic  1.386  0.020  1.386
 142  CE2  HE2   single    0.930  0.020  1.080
 142  CZ   OH    single    1.354  0.020  1.354
 142  OH   HH    single    0.850  0.020  0.980
 142  OE1  HE1   single    0.850  0.020  0.980
 142  C    O     deloc     1.244  0.020  1.244
 142  C    OXT   deloc     1.252  0.020  1.252

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
 142  HNN   NN   CA    107.16  3.000
 142  HNN   NN   N     109.15  3.000
 142  CA    NN   N     111.45  3.000
 142  HN2   N    HN1   106.88  3.000
 142  HN2   N    NN    107.71  3.000
 142  HN1   N    NN    110.37  3.000
 142  C     CA   CB1   112.65  3.000
 142  C     CA   CB    108.33  3.000
 142  CB1   CA   CB    110.99  3.000
 142  C     CA   NN    111.13  3.000
 142  CB1   CA   NN    108.81  3.000
 142  CB    CA   NN    104.65  3.000
 142  HB2   CB   HB1   106.81  3.000
 142  HB2   CB   CG    109.06  3.000
 142  HB1   CB   CG    109.53  3.000
 142  HB2   CB   CA    107.95  3.000
 142  HB1   CB   CA    107.87  3.000
 142  CG    CB   CA    115.29  3.000
 142  HB13  CB1  HB12  107.91  3.000
 142  HB13  CB1  HB11  108.12  3.000
 142  HB12  CB1  HB11  108.01  3.000
 142  HB13  CB1  CA    110.42  3.000
 142  HB12  CB1  CA    111.74  3.000
 142  HB11  CB1  CA    110.52  3.000
 142  CD2   CG   CD1   118.04  3.000
 142  CD2   CG   CB    121.44  3.000
 142  CD1   CG   CB    120.52  3.000
 142  HD1   CD1  CE1   119.17  3.000
 142  HD1   CD1  CG    119.50  3.000
 142  CE1   CD1  CG    121.32  3.000
 142  OE1   CE1  CZ    116.25  3.000
 142  OE1   CE1  CD1   123.65  3.000
 142  CZ    CE1  CD1   120.10  3.000
 142  HD2   CD2  CE2   119.16  3.000
 142  HD2   CD2  CG    119.73  3.000
 142  CE2   CD2  CG    121.10  3.000
 142  HE2   CE2  CZ    119.15  3.000
 142  HE2   CE2  CD2   120.29  3.000
 142  CZ    CE2  CD2   120.55  3.000
 142  OH    CZ   CE2   119.46  3.000
 142  OH    CZ   CE1   121.66  3.000
 142  CE2   CZ   CE1   118.88  3.000
 142  HH    OH   CZ    110.04  3.000
 142  HE1   OE1  CE1   110.58  3.000
 142  OXT   C    O     126.15  3.000
 142  OXT   C    CA    115.28  3.000
 142  O     C    CA    118.56  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
 142  CONST_01  CZ   CE1  CD1  CG     0.00   0.0  0
 142  CONST_02  CZ   CE2  CD2  CG     0.00   0.0  0
 142  CONST_03  CE2  CD2  CG   CD1    0.00   0.0  0
 142  CONST_04  CE2  CZ   CE1  CD1    0.00   0.0  0
 142  CONST_05  CD2  CG   CD1  CE1    0.00   0.0  0
 142  CONST_06  CD2  CE2  CZ   CE1    0.00   0.0  0
 142  CONST_07  CE1  CD1  CG   CB   180.00   0.0  0
 142  CONST_08  CE2  CD2  CG   CB   180.00   0.0  0
 142  CONST_09  OE1  CE1  CD1  CG   180.00   0.0  0
 142  CONST_10  OH   CZ   CE1  CD1  180.00   0.0  0
 142  CONST_11  OH   CZ   CE2  CD2  180.00   0.0  0
 142  CONST_12  OE1  CE1  CZ   CE2  180.00   0.0  0
 142  CONST_13  HE2  CE2  CD2  CG   180.00   0.0  0
 142  CONST_14  HD2  CD2  CG   CD1  180.00   0.0  0
 142  CONST_15  HD1  CD1  CG   CD2  180.00   0.0  0
 142  Var_01    CD1  CG   CB   CA   -89.72  30.0  2
 142  Var_02    HN1  N    NN   CA    86.71  30.0  2

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
 142  chir_01  CA  CB  CB1  C  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
 142  plan-1  CB   0.020
 142  plan-1  CG   0.020
 142  plan-1  CD1  0.020
 142  plan-1  CE1  0.020
 142  plan-1  CD2  0.020
 142  plan-1  CE2  0.020
 142  plan-1  CZ   0.020
 142  plan-1  OH   0.020
 142  plan-1  OE1  0.020
 142  plan-1  HD1  0.020
 142  plan-1  HD2  0.020
 142  plan-1  HE2  0.020
 142  plan-2  CA   0.020
 142  plan-2  C    0.020
 142  plan-2  O    0.020
 142  plan-2  OXT  0.020

