# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Jul 30 21:54:46 2022
#   Inital geometry file: a 67 line input string
#   Ligand name: 4-[(2~{R})-2-(methylamino)propyl]phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN[C@H](C)Cc1ccc(O)cc1
#
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
 GKU  GKU  "4-[(2R)-2-(methylamino)propyl]phenol"
  ligand  27  12  .  2022-08-10  2022-08-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_GKU
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
 GKU  C    C  CH3   0  -0.672  -54.2766  -11.8525   9.4469
 GKU  OH   O  OH1   0  -0.634  -61.7294  -13.2067   7.2321
 GKU  CZ   C  CR6   0   0.333  -60.5416  -12.7392   7.6743
 GKU  CE1  C  CR16  0  -0.369  -60.3503  -12.2637   8.9680
 GKU  CD1  C  CR16  0  -0.310  -59.1022  -11.7982   9.3593
 GKU  CE2  C  CR16  0  -0.322  -59.4702  -12.7343   6.7837
 GKU  CD2  C  CR16  0  -0.295  -58.2339  -12.2611   7.1933
 GKU  CG   C  CR6   0   0.148  -58.0204  -11.7857   8.4862
 GKU  CB   C  CH2   0  -0.514  -56.6639  -11.3028   8.9117
 GKU  CA   C  CH1   0  -0.072  -55.6715  -12.4336   9.2102
 GKU  N    N  NH1   0  -0.578  -56.1760  -13.2498  10.3005
 GKU  C10  C  CH3   0  -0.516  -55.4476  -14.4794  10.5291
 GKU  H3   H  HCH3  0   0.231  -53.5385  -12.6311   9.6430
 GKU  H2   H  HCH3  0   0.223  -53.9320  -11.2885   8.5789
 GKU  H1   H  HCH3  0   0.214  -54.2824  -11.1752  10.3048
 GKU  H4   H  HOH1  0   0.469  -62.3896  -13.1581   7.9326
 GKU  H6   H  HCR6  0   0.243  -58.9759  -11.4326  10.3717
 GKU  H7   H  HCR6  0   0.254  -59.6100  -13.0966   5.7724
 GKU  H8   H  HCR6  0   0.242  -57.4140  -12.2595   6.4834
 GKU  H9   H  HCH2  0   0.238  -56.2342  -10.6712   8.1295
 GKU  H10  H  HCH2  0   0.234  -56.7534  -10.6701   9.8011
 GKU  H11  H  HCH1  0   0.219  -55.6270  -13.0805   8.3251
 GKU  H13  H  HNH1  0   0.334  -56.1903  -12.6984  11.1511
 GKU  H16  H  HCH3  0   0.228  -55.9113  -15.0300  11.3484
 GKU  H14  H  HCH3  0   0.218  -55.5061  -15.1103   9.6398
 GKU  H15  H  HCH3  0   0.194  -54.3843  -14.3608  10.7750
 GKU  H5   H  HCR6  0   0.262  -61.1736  -12.2571   9.6743

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
 GKU  CE2  CD2  aromatic  1.386  0.020  1.386
 GKU  CE2  CZ   aromatic  1.393  0.020  1.393
 GKU  OH   CZ   single    1.351  0.020  1.351
 GKU  CD2  CG   aromatic  1.394  0.020  1.394
 GKU  CZ   CE1  aromatic  1.392  0.020  1.392
 GKU  CG   CB   single    1.501  0.020  1.501
 GKU  CG   CD1  aromatic  1.390  0.020  1.390
 GKU  CE1  CD1  aromatic  1.388  0.020  1.388
 GKU  CB   CA   single    1.534  0.020  1.534
 GKU  CA   C    single    1.530  0.020  1.530
 GKU  CA   N    single    1.452  0.020  1.452
 GKU  C10  N    single    1.447  0.020  1.447
 GKU  C    H3   single    0.970  0.020  1.090
 GKU  C    H2   single    0.970  0.020  1.090
 GKU  C    H1   single    0.970  0.020  1.090
 GKU  OH   H4   single    0.850  0.020  0.980
 GKU  CE1  H5   single    0.930  0.020  1.080
 GKU  CD1  H6   single    0.930  0.020  1.080
 GKU  CE2  H7   single    0.930  0.020  1.080
 GKU  CD2  H8   single    0.930  0.020  1.080
 GKU  CB   H9   single    0.970  0.020  1.090
 GKU  CB   H10  single    0.970  0.020  1.090
 GKU  CA   H11  single    0.970  0.020  1.090
 GKU  N    H13  single    0.890  0.020  1.040
 GKU  C10  H16  single    0.970  0.020  1.090
 GKU  C10  H14  single    0.970  0.020  1.090
 GKU  C10  H15  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
 GKU  H1   C    H2   107.80  3.000
 GKU  H1   C    H3   107.75  3.000
 GKU  H2   C    H3   107.36  3.000
 GKU  H1   C    CA   110.61  3.000
 GKU  H2   C    CA   111.18  3.000
 GKU  H3   C    CA   111.95  3.000
 GKU  H4   OH   CZ   110.30  3.000
 GKU  CE2  CZ   CE1  119.17  3.000
 GKU  CE1  CZ   OH   122.92  3.000
 GKU  CE2  CZ   OH   117.91  3.000
 GKU  H5   CE1  CD1  119.79  3.000
 GKU  H5   CE1  CZ   120.20  3.000
 GKU  CD1  CE1  CZ   120.01  3.000
 GKU  H6   CD1  CG   119.53  3.000
 GKU  H6   CD1  CE1  118.76  3.000
 GKU  CG   CD1  CE1  121.71  3.000
 GKU  H7   CE2  CD2  120.35  3.000
 GKU  H7   CE2  CZ   119.76  3.000
 GKU  CD2  CE2  CZ   119.89  3.000
 GKU  H8   CD2  CG   119.40  3.000
 GKU  H8   CD2  CE2  118.78  3.000
 GKU  CG   CD2  CE2  121.82  3.000
 GKU  CB   CG   CD2  120.72  3.000
 GKU  CB   CG   CD1  121.87  3.000
 GKU  CD2  CG   CD1  117.40  3.000
 GKU  H10  CB   H9   106.22  3.000
 GKU  H10  CB   CA   108.71  3.000
 GKU  H9   CB   CA   108.11  3.000
 GKU  H10  CB   CG   110.00  3.000
 GKU  H9   CB   CG   109.76  3.000
 GKU  CA   CB   CG   113.74  3.000
 GKU  H11  CA   N    106.76  3.000
 GKU  H11  CA   CB   107.70  3.000
 GKU  N    CA   CB   109.61  3.000
 GKU  H11  CA   C    108.17  3.000
 GKU  N    CA   C    114.46  3.000
 GKU  CB   CA   C    109.89  3.000
 GKU  H13  N    C10  109.68  3.000
 GKU  H13  N    CA   109.21  3.000
 GKU  C10  N    CA   114.91  3.000
 GKU  H15  C10  H14  107.26  3.000
 GKU  H15  C10  H16  107.34  3.000
 GKU  H14  C10  H16  107.30  3.000
 GKU  H15  C10  N    115.53  3.000
 GKU  H14  C10  N    109.59  3.000
 GKU  H16  C10  N    109.49  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
 GKU  CONST_01  CG   CD2  CE2  CZ      0.00   0.0  0
 GKU  CONST_02  CG   CD1  CE1  CZ      0.00   0.0  0
 GKU  CONST_03  CD2  CE2  CZ   CE1     0.00   0.0  0
 GKU  CONST_04  CD2  CG   CD1  CE1     0.00   0.0  0
 GKU  CONST_05  CE2  CD2  CG   CD1     0.00   0.0  0
 GKU  CONST_06  CE2  CZ   CE1  CD1     0.00   0.0  0
 GKU  CONST_07  CD2  CE2  CZ   OH    180.00   0.0  0
 GKU  CONST_08  CD1  CE1  CZ   OH    180.00   0.0  0
 GKU  CONST_09  CB   CG   CD1  CE1   180.00   0.0  0
 GKU  CONST_10  CB   CG   CD2  CE2   180.00   0.0  0
 GKU  CONST_11  H8   CD2  CE2  CZ    180.00   0.0  0
 GKU  CONST_12  H6   CD1  CE1  CZ    180.00   0.0  0
 GKU  CONST_13  H7   CE2  CZ   CE1   180.00   0.0  0
 GKU  CONST_14  H8   CD2  CG   CD1   180.00   0.0  0
 GKU  CONST_15  H5   CE1  CZ   CE2   180.00   0.0  0
 GKU  CONST_16  H6   CD1  CG   CD2   180.00   0.0  0
 GKU  CONST_17  H7   CE2  CD2  CG    180.00   0.0  0
 GKU  CONST_18  H5   CE1  CD1  CG    180.00   0.0  0
 GKU  Var_01    CA   CB   CG   CD1   102.03  30.0  2
 GKU  Var_02    CA   CB   CG   CD2   -76.96  30.0  2
 GKU  Var_03    H9   CB   CG   CD1  -136.71  30.0  2
 GKU  Var_04    H10  CB   CG   CD1   -20.18  30.0  2
 GKU  Var_05    H9   CB   CG   CD2    44.29  30.0  2
 GKU  Var_06    H10  CB   CG   CD2   160.83  30.0  2
 GKU  Var_07    H16  C10  N    CA   -178.81  30.0  3
 GKU  Var_08    H14  C10  N    CA    -61.38  30.0  3
 GKU  Var_09    H15  C10  N    CA     59.89  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
 GKU  chir_01  CA  CB  C  N  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
 GKU  plan-1  OH   0.020
 GKU  plan-1  CZ   0.020
 GKU  plan-1  CE1  0.020
 GKU  plan-1  CD1  0.020
 GKU  plan-1  CE2  0.020
 GKU  plan-1  CD2  0.020
 GKU  plan-1  CG   0.020
 GKU  plan-1  CB   0.020
 GKU  plan-1  H6   0.020
 GKU  plan-1  H7   0.020
 GKU  plan-1  H8   0.020
 GKU  plan-1  H5   0.020

