# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 11:19:22 2020
#   Inital geometry file: a 89 line input string
#   Ligand name: 2-ethyl-2-(hydroxymethyl)-N-(6-methylpyridin-3-yl)butanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC(CC)(CO)C(=O)Nc1ccc(C)nc1
#
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
 4E4  4E4  2-ethyl-2-(hydroxymethyl)-N-(6-methylpyridin-3-yl)butanamide  ligand  37  17  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_4E4
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
 4E4  C12  C  CH2   0  -0.440   2.4295  -1.4519  -0.5743
 4E4  C13  C  CH3   0  -0.666   2.1899  -2.4738   0.5279
 4E4  C16  C  CH2   0  -0.119   2.5554   0.9027  -1.3587
 4E4  C15  C  CH3   0  -0.684   4.7937   0.0391   0.6331
 4E4  C1   C  CR6   0   0.267  -1.4728   0.0834  -0.1980
 4E4  C2   C  CR16  0  -0.182  -2.0776   1.0087   0.6473
 4E4  C6   C  CR16  0  -0.150  -2.3073  -0.8128  -0.8643
 4E4  C4   C  CR6   0   0.227  -4.2070   0.0329   0.0893
 4E4  C3   C  CR16  0  -0.331  -3.4546   0.9721   0.7879
 4E4  C9   C  C     0   0.595   0.9104   0.3113   0.4090
 4E4  C11  C  CT    0  -0.290   2.3218   0.0199  -0.1278
 4E4  C14  C  CH2   0  -0.408   3.3407   0.3396   0.9810
 4E4  O17  O  OH1   0  -0.665   2.3212   2.2444  -1.0125
 4E4  N8   N  NH1   0  -0.746  -0.1006   0.0166  -0.4544
 4E4  N5   N  N     0  -0.415  -3.6219  -0.8363  -0.7325
 4E4  H1   H  HCH2  0   0.250   3.4215  -1.6065  -1.0042
 4E4  H2   H  HCH2  0   0.231   1.7380  -1.6482  -1.3990
 4E4  H3   H  HCH3  0   0.230   2.9298  -2.3976   1.3246
 4E4  H4   H  HCH3  0   0.225   1.2024  -2.3641   0.9803
 4E4  H5   H  HCH3  0   0.241   2.2490  -3.4840   0.1232
 4E4  H6   H  HCH2  0   0.220   3.5802   0.7436  -1.7151
 4E4  H7   H  HCH2  0   0.203   1.8994   0.5803  -2.1796
 4E4  H8   H  HCH3  0   0.225   5.1459   0.6119  -0.2254
 4E4  H9   H  HCH3  0   0.238   5.4333   0.3037   1.4756
 4E4  H10  H  HCH3  0   0.224   4.9651  -1.0163   0.4187
 4E4  H11  H  HCR6  0   0.282  -1.5018   1.7530   1.1740
 4E4  H12  H  HCH3  0   0.252  -5.9581  -0.8292   0.9730
 4E4  H13  H  HCH3  0   0.244  -6.1187   0.8813   0.5995
 4E4  H14  H  HCH3  0   0.248  -6.1715  -0.3219  -0.6958
 4E4  H15  H  HCR6  0   0.268  -1.8745  -1.5424  -1.5441
 4E4  H16  H  HCR6  0   0.266  -3.9459   1.6853   1.4370
 4E4  H17  H  HCH2  0   0.233   3.0743  -0.2191   1.8800
 4E4  H18  H  HCH2  0   0.237   3.2556   1.3920   1.2538
 4E4  H19  H  HOH1  0   0.460   2.5151   2.7940  -1.7771
 4E4  H20  H  HNH1  0   0.405   0.1467  -0.4340  -1.3210
 4E4  C7   C  CH3   0  -0.718  -5.6940  -0.0571   0.2467
 4E4  O10  O  O     0  -0.455   0.6996   0.7655   1.5169

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
 4E4  C15  C14  single    1.524  0.020  1.524
 4E4  C14  C11  single    1.539  0.020  1.539
 4E4  O10  C9   double    1.216  0.020  1.216
 4E4  O17  C16  single    1.405  0.020  1.405
 4E4  C2   C3   aromatic  1.385  0.020  1.385
 4E4  C2   C1   aromatic  1.392  0.020  1.392
 4E4  C3   C4   aromatic  1.391  0.020  1.391
 4E4  C9   C11  single    1.538  0.020  1.538
 4E4  C9   N8   single    1.362  0.020  1.362
 4E4  C11  C16  single    1.533  0.020  1.533
 4E4  C11  C12  single    1.542  0.020  1.542
 4E4  C1   N8   single    1.398  0.020  1.398
 4E4  C1   C6   aromatic  1.394  0.020  1.394
 4E4  C4   C7   single    1.498  0.020  1.498
 4E4  C4   N5   aromatic  1.332  0.020  1.332
 4E4  C12  C13  single    1.522  0.020  1.522
 4E4  C6   N5   aromatic  1.321  0.020  1.321
 4E4  C12  H1   single    0.970  0.020  1.090
 4E4  C12  H2   single    0.970  0.020  1.090
 4E4  C13  H3   single    0.970  0.020  1.090
 4E4  C13  H4   single    0.970  0.020  1.090
 4E4  C13  H5   single    0.970  0.020  1.090
 4E4  C16  H6   single    0.970  0.020  1.090
 4E4  C16  H7   single    0.970  0.020  1.090
 4E4  C15  H8   single    0.970  0.020  1.090
 4E4  C15  H9   single    0.970  0.020  1.090
 4E4  C15  H10  single    0.970  0.020  1.090
 4E4  C2   H11  single    0.930  0.020  1.080
 4E4  C7   H12  single    0.970  0.020  1.090
 4E4  C7   H13  single    0.970  0.020  1.090
 4E4  C7   H14  single    0.970  0.020  1.090
 4E4  C6   H15  single    0.930  0.020  1.080
 4E4  C3   H16  single    0.930  0.020  1.080
 4E4  C14  H17  single    0.970  0.020  1.090
 4E4  C14  H18  single    0.970  0.020  1.090
 4E4  O17  H19  single    0.850  0.020  0.980
 4E4  N8   H20  single    0.860  0.020  1.020

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
 4E4  H2   C12  H1   104.59  3.000
 4E4  H2   C12  C11  110.21  3.000
 4E4  H1   C12  C11  108.22  3.000
 4E4  H2   C12  C13  109.02  3.000
 4E4  H1   C12  C13  109.45  3.000
 4E4  C11  C12  C13  114.85  3.000
 4E4  H5   C13  H4   107.22  3.000
 4E4  H5   C13  H3   107.42  3.000
 4E4  H4   C13  H3   107.70  3.000
 4E4  H5   C13  C12  110.18  3.000
 4E4  H4   C13  C12  112.03  3.000
 4E4  H3   C13  C12  112.06  3.000
 4E4  H7   C16  H6   105.81  3.000
 4E4  H7   C16  O17  111.38  3.000
 4E4  H6   C16  O17  111.98  3.000
 4E4  H7   C16  C11  109.87  3.000
 4E4  H6   C16  C11  108.65  3.000
 4E4  O17  C16  C11  109.07  3.000
 4E4  H10  C15  H9   107.13  3.000
 4E4  H10  C15  H8   107.62  3.000
 4E4  H9   C15  H8   106.94  3.000
 4E4  H10  C15  C14  112.68  3.000
 4E4  H9   C15  C14  109.58  3.000
 4E4  H8   C15  C14  112.59  3.000
 4E4  N8   C1   C6   117.99  3.000
 4E4  C6   C1   C2   117.24  3.000
 4E4  N8   C1   C2   124.75  3.000
 4E4  H11  C2   C3   119.98  3.000
 4E4  H11  C2   C1   121.57  3.000
 4E4  C3   C2   C1   118.44  3.000
 4E4  H15  C6   N5   116.52  3.000
 4E4  H15  C6   C1   119.47  3.000
 4E4  N5   C6   C1   124.00  3.000
 4E4  N5   C4   C3   120.85  3.000
 4E4  N5   C4   C7   117.50  3.000
 4E4  C3   C4   C7   121.64  3.000
 4E4  H16  C3   C4   120.03  3.000
 4E4  H16  C3   C2   119.66  3.000
 4E4  C4   C3   C2   120.31  3.000
 4E4  N8   C9   C11  114.78  3.000
 4E4  N8   C9   O10  122.00  3.000
 4E4  C11  C9   O10  123.22  3.000
 4E4  C14  C11  C9   108.46  3.000
 4E4  C9   C11  C16  108.12  3.000
 4E4  C14  C11  C16  110.98  3.000
 4E4  C16  C11  C12  107.86  3.000
 4E4  C9   C11  C12  110.25  3.000
 4E4  C14  C11  C12  111.14  3.000
 4E4  H18  C14  H17  105.60  3.000
 4E4  H18  C14  C11  109.21  3.000
 4E4  H17  C14  C11  108.99  3.000
 4E4  H18  C14  C15  108.77  3.000
 4E4  H17  C14  C15  108.65  3.000
 4E4  C11  C14  C15  115.19  3.000
 4E4  H19  O17  C16  108.44  3.000
 4E4  H20  N8   C9   117.37  3.000
 4E4  H20  N8   C1   114.85  3.000
 4E4  C9   N8   C1   127.04  3.000
 4E4  C4   N5   C6   119.15  3.000
 4E4  H14  C7   H13  108.59  3.000
 4E4  H14  C7   H12  107.31  3.000
 4E4  H13  C7   H12  107.42  3.000
 4E4  H14  C7   C4   111.03  3.000
 4E4  H13  C7   C4   111.68  3.000
 4E4  H12  C7   C4   110.63  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
 4E4  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 4E4  CONST_02  C4   N5   C6   C1     0.00   0.0  0
 4E4  CONST_03  N5   C4   C3   C2     0.00   0.0  0
 4E4  CONST_04  N5   C6   C1   C2     0.00   0.0  0
 4E4  CONST_05  C3   C2   C1   C6     0.00   0.0  0
 4E4  CONST_06  C3   C4   N5   C6     0.00   0.0  0
 4E4  CONST_07  C7   C4   C3   C2   180.00   0.0  0
 4E4  CONST_08  C6   N5   C4   C7   180.00   0.0  0
 4E4  CONST_09  N8   C1   C2   C3   180.00   0.0  0
 4E4  CONST_10  N5   C6   C1   N8   180.00   0.0  0
 4E4  CONST_11  H16  C3   C2   C1   180.00   0.0  0
 4E4  CONST_12  H15  C6   C1   C2   180.00   0.0  0
 4E4  CONST_13  H11  C2   C1   C6   180.00   0.0  0
 4E4  CONST_17  O10  C9   N8   C1     0.00   0.0  0
 4E4  CONST_18  C11  C9   N8   C1   180.00   0.0  0
 4E4  Var_01    H12  C7   C4   C3   -96.42  30.0  2
 4E4  Var_02    C15  C14  C11  C12   55.80  30.0  3
 4E4  Var_03    O10  C9   C11  C12  124.36  30.0  2
 4E4  Var_04    O17  C16  C11  C12  173.72  30.0  3
 4E4  Var_05    C14  C11  C12  C13   59.50  30.0  2
 4E4  Var_06    H8   C15  C14  C11   60.79  30.0  3
 4E4  Var_07    H3   C13  C12  C11  -62.46  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
 4E4  plan-1  C1   0.020
 4E4  plan-1  C2   0.020
 4E4  plan-1  C6   0.020
 4E4  plan-1  C4   0.020
 4E4  plan-1  C3   0.020
 4E4  plan-1  N8   0.020
 4E4  plan-1  N5   0.020
 4E4  plan-1  H11  0.020
 4E4  plan-1  H15  0.020
 4E4  plan-1  H16  0.020
 4E4  plan-1  C7   0.020
 4E4  plan-2  C1   0.020
 4E4  plan-2  C9   0.020
 4E4  plan-2  C11  0.020
 4E4  plan-2  N8   0.020
 4E4  plan-2  H20  0.020
 4E4  plan-2  O10  0.020

