# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May 17 13:20:04 2020
#   Inital geometry file: a 70 line input string
#   Ligand name: (2~{S})-3-(4-hydroxyphenyl)-2-(methylamino)propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN[C@@H](Cc1ccc(O)cc1)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
 N9K  N9K  '(2~{S})-3-(4-hydroxyphenyl)-2-(methylamino)propanoic acid'  ligand  27  14  .  2021-08-15  2021-08-15  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_N9K
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
 N9K  C24  C  C     0   0.519   3.0475   0.3926  -0.0239
 N9K  C26  C  CH2   0  -0.540   0.7235   0.7263   0.7741
 N9K  C28  C  CR16  0  -0.288  -1.4751  -0.4795   1.0666
 N9K  C25  C  CH1   0  -0.182   1.5970  -0.0166  -0.2566
 N9K  C27  C  CR6   0   0.135  -0.7428   0.5581   0.4999
 N9K  C29  C  CR16  0  -0.375  -2.8262  -0.6435   0.7976
 N9K  C30  C  CR6   0   0.337  -3.4765   0.2369  -0.0628
 N9K  C32  C  CR16  0  -0.325  -2.7585   1.2799  -0.6422
 N9K  C33  C  CR16  0  -0.297  -1.4104   1.4299  -0.3570
 N9K  N34  N  NH1   0  -0.566   1.3791  -1.4331  -0.1752
 N9K  O31  O  OH1   0  -0.636  -4.7886   0.1294  -0.3616
 N9K  O61  O  O     0  -0.441   3.8214  -0.2237   0.6655
 N9K  O1   O  OH1   0  -0.590   3.3547   1.5308  -0.6339
 N9K  H1   H  HCH2  0   0.257   0.9680   0.3522   1.7723
 N9K  H2   H  HCH2  0   0.266   0.9800   1.7881   0.7678
 N9K  H3   H  HCR6  0   0.245  -0.9874  -1.1742   1.7396
 N9K  H4   H  HCH1  0   0.270   1.3031   0.3206  -1.2562
 N9K  H5   H  HCR6  0   0.266  -3.3732  -1.4578   1.2599
 N9K  H6   H  HCR6  0   0.259  -3.2582   1.9731  -1.3079
 N9K  H7   H  HCR6  0   0.246  -0.8685   2.2514  -0.8117
 N9K  H8   H  HCH3  0   0.200   3.0878  -2.1131  -1.3027
 N9K  H9   H  HCH3  0   0.237   1.7595  -3.2568  -1.1036
 N9K  H10  H  HCH3  0   0.226   1.5824  -1.8939  -2.1997
 N9K  H11  H  HNH1  0   0.346   1.6733  -1.7821   0.7283
 N9K  H13  H  HOH1  0   0.472  -5.1744  -0.6265   0.0944
 N9K  H14  H  HOH1  0   0.480   4.2657   1.7891  -0.4259
 N9K  C35  C  CH3   0  -0.524   1.9958  -2.2015  -1.2375

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
 N9K  O61  C24  double    1.206  0.020  1.206
 N9K  C33  C32  aromatic  1.386  0.020  1.386
 N9K  C33  C27  aromatic  1.393  0.020  1.393
 N9K  C24  C25  single    1.525  0.020  1.525
 N9K  C32  C30  aromatic  1.393  0.020  1.393
 N9K  C26  C25  single    1.542  0.020  1.542
 N9K  C26  C27  single    1.501  0.020  1.501
 N9K  C25  N34  single    1.436  0.020  1.436
 N9K  C27  C28  aromatic  1.391  0.020  1.391
 N9K  C30  O31  single    1.350  0.020  1.350
 N9K  C30  C29  aromatic  1.392  0.020  1.392
 N9K  C28  C29  aromatic  1.387  0.020  1.387
 N9K  N34  C35  single    1.449  0.020  1.449
 N9K  C24  O1   single    1.327  0.020  1.327
 N9K  C26  H1   single    0.970  0.020  1.090
 N9K  C26  H2   single    0.970  0.020  1.090
 N9K  C28  H3   single    0.930  0.020  1.080
 N9K  C25  H4   single    0.970  0.020  1.090
 N9K  C29  H5   single    0.930  0.020  1.080
 N9K  C32  H6   single    0.930  0.020  1.080
 N9K  C33  H7   single    0.930  0.020  1.080
 N9K  C35  H8   single    0.970  0.020  1.090
 N9K  C35  H9   single    0.970  0.020  1.090
 N9K  C35  H10  single    0.970  0.020  1.090
 N9K  N34  H11  single    0.890  0.020  1.040
 N9K  O31  H13  single    0.850  0.020  0.980
 N9K  O1   H14  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
 N9K  O1   C24  O61  123.54  3.000
 N9K  O1   C24  C25  112.34  3.000
 N9K  O61  C24  C25  124.09  3.000
 N9K  H2   C26  H1   106.57  3.000
 N9K  H2   C26  C27  109.71  3.000
 N9K  H1   C26  C27  110.29  3.000
 N9K  H2   C26  C25  109.36  3.000
 N9K  H1   C26  C25  108.58  3.000
 N9K  C27  C26  C25  112.16  3.000
 N9K  H3   C28  C29  118.89  3.000
 N9K  H3   C28  C27  119.65  3.000
 N9K  C29  C28  C27  121.47  3.000
 N9K  H4   C25  N34  108.35  3.000
 N9K  H4   C25  C26  108.05  3.000
 N9K  N34  C25  C26  110.58  3.000
 N9K  H4   C25  C24  108.18  3.000
 N9K  N34  C25  C24  113.61  3.000
 N9K  C26  C25  C24  107.91  3.000
 N9K  C33  C27  C28  117.73  3.000
 N9K  C28  C27  C26  121.57  3.000
 N9K  C33  C27  C26  120.69  3.000
 N9K  H5   C29  C30  120.18  3.000
 N9K  H5   C29  C28  119.82  3.000
 N9K  C30  C29  C28  120.00  3.000
 N9K  O31  C30  C32  117.95  3.000
 N9K  O31  C30  C29  122.71  3.000
 N9K  C32  C30  C29  119.34  3.000
 N9K  H6   C32  C33  120.39  3.000
 N9K  H6   C32  C30  119.81  3.000
 N9K  C33  C32  C30  119.80  3.000
 N9K  H7   C33  C32  118.80  3.000
 N9K  H7   C33  C27  119.52  3.000
 N9K  C32  C33  C27  121.67  3.000
 N9K  H11  N34  C35  110.36  3.000
 N9K  H11  N34  C25  110.29  3.000
 N9K  C35  N34  C25  114.66  3.000
 N9K  H13  O31  C30  110.30  3.000
 N9K  H14  O1   C24  110.32  3.000
 N9K  H10  C35  H9   107.40  3.000
 N9K  H10  C35  H8   107.56  3.000
 N9K  H9   C35  H8   107.52  3.000
 N9K  H10  C35  N34  109.61  3.000
 N9K  H9   C35  N34  109.34  3.000
 N9K  H8   C35  N34  115.11  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
 N9K  CONST_01  C32  C33  C27  C28    0.00   0.0  0
 N9K  CONST_02  C32  C30  C29  C28    0.00   0.0  0
 N9K  CONST_03  C30  C32  C33  C27    0.00   0.0  0
 N9K  CONST_04  C30  C29  C28  C27    0.00   0.0  0
 N9K  CONST_05  C33  C32  C30  C29    0.00   0.0  0
 N9K  CONST_06  C33  C27  C28  C29    0.00   0.0  0
 N9K  CONST_07  C32  C33  C27  C26  180.00   0.0  0
 N9K  CONST_08  C29  C28  C27  C26  180.00   0.0  0
 N9K  CONST_09  O31  C30  C29  C28  180.00   0.0  0
 N9K  CONST_10  O31  C30  C32  C33  180.00   0.0  0
 N9K  CONST_11  H7   C33  C27  C28  180.00   0.0  0
 N9K  CONST_12  H6   C32  C33  C27  180.00   0.0  0
 N9K  CONST_13  H5   C29  C28  C27  180.00   0.0  0
 N9K  CONST_14  H3   C28  C29  C30  180.00   0.0  0
 N9K  CONST_15  H14  O1   C24  C25  180.00   0.0  0
 N9K  Var_01    C25  C26  C27  C28   91.00  30.0  2
 N9K  Var_02    H8   C35  N34  C25   60.04  30.0  3

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
 N9K  chir_01  C25  C24  C26  N34  positiv

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
 N9K  plan-1  C26  0.020
 N9K  plan-1  C28  0.020
 N9K  plan-1  C27  0.020
 N9K  plan-1  C29  0.020
 N9K  plan-1  C30  0.020
 N9K  plan-1  C32  0.020
 N9K  plan-1  C33  0.020
 N9K  plan-1  O31  0.020
 N9K  plan-1  H3   0.020
 N9K  plan-1  H5   0.020
 N9K  plan-1  H6   0.020
 N9K  plan-1  H7   0.020
 N9K  plan-2  C24  0.020
 N9K  plan-2  C25  0.020
 N9K  plan-2  O61  0.020
 N9K  plan-2  O1   0.020
 N9K  plan-2  H14  0.020

