# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 20 03:29:34 2020
#   Inital geometry file: a 79 line input string
#   Ligand name: (2S)-2-{[4-chloro-6-(ethylamino)-1,3,5-triazin-2-yl]amino}-2-methylbutanenitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCNc1nc(Cl)nc(N[C@@](C)(CC)C#N)n1
#
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
 CEB  CEB  (2S)-2-{[4-chloro-6-(ethylamino)-1,3,5-triazin-2-yl]amino}-2-methylbutanenitrile  ligand  32  17  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_CEB
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
 CEB  N1    N   N     0  -0.455   0.7381   0.0352   2.1765
 CEB  C2    C   CR6   0   0.325   1.3470  -0.0329   1.0245
 CEB  CL2   CL  CL    0  -0.097   3.0765  -0.0154   1.0885
 CEB  N3    N   N     0  -0.452   0.8297  -0.1123  -0.1736
 CEB  C4    C   CR6   0   0.638  -0.5141  -0.1209  -0.1680
 CEB  N5    N   N     0  -0.501  -1.2721  -0.0590   0.9168
 CEB  C6    C   CR6   0   0.629  -0.6077   0.0173   2.0716
 CEB  N7    N   NH1   0  -0.678  -1.1396  -0.1856  -1.3531
 CEB  C8    C   CT    0   0.043  -0.5042  -0.2730  -2.6539
 CEB  C9    C   CSP   0   0.151   0.4346   0.8558  -2.8208
 CEB  N9    N   NS    0  -0.263   1.1462   1.7378  -3.0157
 CEB  C10   C   CH2   0  -0.459  -1.6245  -0.1079  -3.7026
 CEB  C11   C   CH3   0  -0.680  -1.1614  -0.1348  -5.1494
 CEB  C12   C   CH3   0  -0.644   0.2467  -1.5931  -2.8463
 CEB  N13   N   NH1   0  -0.643  -1.3138   0.0790   3.1949
 CEB  C14   C   CH2   0  -0.262  -0.7413   0.1795   4.5243
 CEB  C15   C   CH3   0  -0.703  -1.8420   0.1720   5.5668
 CEB  HN7   H   HNH1  0   0.414  -2.1473  -0.1480  -1.3297
 CEB  H101  H   HCH2  0   0.266  -2.3378  -0.9177  -3.5287
 CEB  H102  H   HCH2  0   0.265  -2.1487   0.8290  -3.4998
 CEB  H111  H   HCH3  0   0.252  -2.0105   0.0589  -5.8034
 CEB  H112  H   HCH3  0   0.236  -0.4112   0.6298  -5.3553
 CEB  H113  H   HCH3  0   0.237  -0.7467  -1.1012  -5.4320
 CEB  H121  H   HCH3  0   0.254  -0.4650  -2.4157  -2.7780
 CEB  H122  H   HCH3  0   0.252   0.7263  -1.6307  -3.8230
 CEB  H123  H   HCH3  0   0.267   1.0140  -1.7239  -2.0878
 CEB  HN3   H   HNH1  0   0.404  -2.3168   0.0783   3.0970
 CEB  H141  H   HCH2  0   0.239  -0.1513   1.0951   4.6063
 CEB  H142  H   HCH2  0   0.241  -0.0569  -0.6538   4.6935
 CEB  H151  H   HCH3  0   0.249  -1.4067   0.2454   6.5619
 CEB  H152  H   HCH3  0   0.237  -2.5211   1.0153   5.4363
 CEB  H153  H   HCH3  0   0.237  -2.4246  -0.7490   5.5244

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
 CEB  N1   C2    aromatic  1.305  0.020  1.305
 CEB  N1   C6    aromatic  1.350  0.020  1.350
 CEB  C2   CL2   single    1.731  0.020  1.731
 CEB  C2   N3    aromatic  1.307  0.020  1.307
 CEB  N3   C4    aromatic  1.344  0.020  1.344
 CEB  C4   N5    aromatic  1.325  0.020  1.325
 CEB  C4   N7    single    1.342  0.020  1.342
 CEB  N5   C6    aromatic  1.334  0.020  1.334
 CEB  C6   N13   single    1.328  0.020  1.328
 CEB  N7   C8    single    1.450  0.020  1.450
 CEB  N7   HN7   single    0.860  0.020  1.020
 CEB  C8   C9    single    1.478  0.020  1.478
 CEB  C8   C10   single    1.543  0.020  1.543
 CEB  C8   C12   single    1.531  0.020  1.531
 CEB  C9   N9    triple    1.150  0.020  1.150
 CEB  C10  C11   single    1.519  0.020  1.519
 CEB  C10  H101  single    0.970  0.020  1.090
 CEB  C10  H102  single    0.970  0.020  1.090
 CEB  C11  H111  single    0.970  0.020  1.090
 CEB  C11  H112  single    0.970  0.020  1.090
 CEB  C11  H113  single    0.970  0.020  1.090
 CEB  C12  H121  single    0.970  0.020  1.090
 CEB  C12  H122  single    0.970  0.020  1.090
 CEB  C12  H123  single    0.970  0.020  1.090
 CEB  N13  C14   single    1.451  0.020  1.451
 CEB  N13  HN3   single    0.860  0.020  1.020
 CEB  C14  C15   single    1.516  0.020  1.516
 CEB  C14  H141  single    0.970  0.020  1.090
 CEB  C14  H142  single    0.970  0.020  1.090
 CEB  C15  H151  single    0.970  0.020  1.090
 CEB  C15  H152  single    0.970  0.020  1.090
 CEB  C15  H153  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
 CEB  C6    N1   C2    113.33  3.000
 CEB  N3    C2   CL2   115.46  3.000
 CEB  N3    C2   N1    128.87  3.000
 CEB  CL2   C2   N1    115.67  3.000
 CEB  C4    N3   C2    113.10  3.000
 CEB  N7    C4   N5    117.31  3.000
 CEB  N7    C4   N3    117.57  3.000
 CEB  N5    C4   N3    125.11  3.000
 CEB  C6    N5   C4    115.24  3.000
 CEB  N13   C6   N5    118.02  3.000
 CEB  N13   C6   N1    117.62  3.000
 CEB  N5    C6   N1    124.36  3.000
 CEB  HN7   N7   C8    117.44  3.000
 CEB  HN7   N7   C4    116.33  3.000
 CEB  C8    N7   C4    126.22  3.000
 CEB  C12   C8   C10   111.28  3.000
 CEB  C12   C8   C9    109.45  3.000
 CEB  C10   C8   C9    107.62  3.000
 CEB  C12   C8   N7    112.31  3.000
 CEB  C10   C8   N7    106.55  3.000
 CEB  C9    C8   N7    109.49  3.000
 CEB  N9    C9   C8    180.00  3.000
 CEB  H102  C10  H101  107.01  3.000
 CEB  H102  C10  C11   109.77  3.000
 CEB  H101  C10  C11   109.71  3.000
 CEB  H102  C10  C8    108.29  3.000
 CEB  H101  C10  C8    106.64  3.000
 CEB  C11   C10  C8    115.08  3.000
 CEB  H113  C11  H112  108.13  3.000
 CEB  H113  C11  H111  107.40  3.000
 CEB  H112  C11  H111  107.35  3.000
 CEB  H113  C11  C10   112.27  3.000
 CEB  H112  C11  C10   112.14  3.000
 CEB  H111  C11  C10   109.33  3.000
 CEB  H123  C12  H122  108.12  3.000
 CEB  H123  C12  H121  109.06  3.000
 CEB  H122  C12  H121  108.53  3.000
 CEB  H123  C12  C8    111.25  3.000
 CEB  H122  C12  C8    111.01  3.000
 CEB  H121  C12  C8    108.82  3.000
 CEB  HN3   N13  C14   118.80  3.000
 CEB  HN3   N13  C6    116.54  3.000
 CEB  C14   N13  C6    124.63  3.000
 CEB  H142  C14  H141  106.83  3.000
 CEB  H142  C14  C15   110.17  3.000
 CEB  H141  C14  C15   110.16  3.000
 CEB  H142  C14  N13   109.67  3.000
 CEB  H141  C14  N13   109.88  3.000
 CEB  C15   C14  N13   110.08  3.000
 CEB  H153  C15  H152  108.41  3.000
 CEB  H153  C15  H151  107.82  3.000
 CEB  H152  C15  H151  107.83  3.000
 CEB  H153  C15  C14   111.42  3.000
 CEB  H152  C15  C14   111.47  3.000
 CEB  H151  C15  C14   109.75  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
 CEB  CONST_01  C4    N3   C2   N1      0.00   0.0  0
 CEB  CONST_02  C4    N5   C6   N1      0.00   0.0  0
 CEB  CONST_03  N5    C6   N1   C2      0.00   0.0  0
 CEB  CONST_04  N5    C4   N3   C2      0.00   0.0  0
 CEB  CONST_05  C6    N1   C2   N3      0.00   0.0  0
 CEB  CONST_06  C6    N5   C4   N3      0.00   0.0  0
 CEB  CONST_07  N13   C6   N1   C2    180.00   0.0  0
 CEB  CONST_08  N7    C4   N3   C2    180.00   0.0  0
 CEB  CONST_09  C6    N1   C2   CL2   180.00   0.0  0
 CEB  CONST_10  C4    N3   C2   CL2   180.00   0.0  0
 CEB  CONST_11  N13   C6   N5   C4    180.00   0.0  0
 CEB  CONST_12  N7    C4   N5   C6    180.00   0.0  0
 CEB  CONST_13  C14   N13  C6   N1      0.00   0.0  0
 CEB  CONST_14  C8    N7   C4   N3      0.00   0.0  0
 CEB  CONST_15  C8    N7   C4   N5    180.00   0.0  0
 CEB  CONST_16  C14   N13  C6   N5    180.00   0.0  0
 CEB  CONST_17  HN3   N13  C6   N1    180.00   0.0  0
 CEB  CONST_18  HN7   N7   C4   N3    180.00   0.0  0
 CEB  Var_01    C15   C14  N13  C6   -177.75  30.0  3
 CEB  Var_02    H111  C11  C10  C8   -176.03  30.0  3
 CEB  Var_03    H151  C15  C14  N13   179.88  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
 CEB  chir_01  C8  C9  C10  C12  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
 CEB  plan-1  N1   0.020
 CEB  plan-1  C2   0.020
 CEB  plan-1  CL2  0.020
 CEB  plan-1  N3   0.020
 CEB  plan-1  C4   0.020
 CEB  plan-1  N5   0.020
 CEB  plan-1  C6   0.020
 CEB  plan-1  N7   0.020
 CEB  plan-1  N13  0.020
 CEB  plan-2  C4   0.020
 CEB  plan-2  N7   0.020
 CEB  plan-2  C8   0.020
 CEB  plan-2  HN7  0.020
 CEB  plan-3  C6   0.020
 CEB  plan-3  N13  0.020
 CEB  plan-3  C14  0.020
 CEB  plan-3  HN3  0.020

