# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Mar 23 14:12:03 2020
#   Inital geometry file: a 94 line input string
#   Ligand name: 2-ethyl-2-{[4-(methylamino)-6-(1H-1,2,4-triazol-1-yl)-1,3,5-triazin-2-yl]amino}butanenitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC(CC)(Nc1nc(NC)nc(n1)n2cncn2)C#N
#
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
 1S1  1S1  2-ethyl-2-{[4-(methylamino)-6-(1H-1,2,4-triazol-1-yl)-1,3,5-triazin-2-yl]amino}butanenitrile  ligand  38  21  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_1S1
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
 1S1  C3   C  CR6   0   0.641  -0.3846  -0.2202   0.0117
 1S1  C4   C  CR6   0   0.649   1.8251  -0.0970   0.0418
 1S1  C7   C  CR6   0   0.640   0.6373   1.7761  -0.0965
 1S1  N10  N  N     0  -0.450   5.2381  -0.9883   0.1516
 1S1  C12  C  CR15  0   0.018   4.5518  -2.1593   0.2086
 1S1  N13  N  NH1   0  -0.636   0.5620   3.0996  -0.1778
 1S1  C15  C  CT    0   0.056  -2.8566  -0.5002   0.0106
 1S1  C16  C  CH2   0  -0.474  -3.7597  -1.7103   0.3288
 1S1  C17  C  CH3   0  -0.680  -5.2492  -1.4140   0.3205
 1S1  C18  C  CH2   0  -0.429  -3.2108   0.1602  -1.3376
 1S1  C19  C  CH3   0  -0.681  -3.1429  -0.8013  -2.5142
 1S1  N21  N  NS    0  -0.262  -3.2770   1.2427   1.9308
 1S1  C20  C  CSP   0   0.154  -3.0581   0.4948   1.0850
 1S1  N1   N  NH1   0  -0.683  -1.4902  -0.9810   0.0518
 1S1  N5   N  N     0  -0.507  -0.5116   1.0906  -0.0750
 1S1  C14  C  CH3   0  -0.513   1.7063   3.9777  -0.2188
 1S1  N6   N  N     0  -0.514   1.8538   1.2145  -0.0406
 1S1  N2   N  N     0  -0.488   0.7845  -0.8878   0.0749
 1S1  N8   N  NR5   0  -0.389   3.0877  -0.7054   0.1000
 1S1  N11  N  N     0  -0.240   3.2540  -2.0335   0.1803
 1S1  C9   C  CR15  0   0.132   4.2916  -0.0941   0.0840
 1S1  H1   H  HCR5  0   0.283   5.0309  -3.1242   0.2724
 1S1  H2   H  HNH1  0   0.407  -0.3612   3.4974  -0.2292
 1S1  H3   H  HCH2  0   0.268  -3.5344  -2.4871  -0.4059
 1S1  H4   H  HCH2  0   0.270  -3.4645  -2.1083   1.3025
 1S1  H5   H  HCH3  0   0.236  -5.6054  -1.1180  -0.6658
 1S1  H6   H  HCH3  0   0.253  -5.7990  -2.3088   0.6095
 1S1  H7   H  HCH3  0   0.237  -5.5148  -0.6260   1.0260
 1S1  H8   H  HCH2  0   0.251  -4.2122   0.5885  -1.2599
 1S1  H9   H  HCH2  0   0.270  -2.5303   0.9953  -1.4952
 1S1  H10  H  HCH3  0   0.247  -3.2633  -0.2499  -3.4461
 1S1  H11  H  HCH3  0   0.233  -2.1828  -1.3159  -2.5606
 1S1  H12  H  HCH3  0   0.231  -3.9291  -1.5556  -2.4790
 1S1  H13  H  HNH1  0   0.413  -1.3469  -1.9714   0.1756
 1S1  H14  H  HCH3  0   0.257   1.3428   5.0005  -0.2456
 1S1  H15  H  HCH3  0   0.243   2.3366   3.8587   0.6620
 1S1  H16  H  HCH3  0   0.242   2.3190   3.8064  -1.1043
 1S1  H17  H  HCR5  0   0.316   4.4081   0.9756   0.0242

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
 1S1  N10  C12  aromatic  1.358  0.020  1.358
 1S1  N10  C9   aromatic  1.304  0.020  1.304
 1S1  C12  N11  aromatic  1.304  0.020  1.304
 1S1  C9   N8   aromatic  1.350  0.020  1.350
 1S1  N11  N8   aromatic  1.341  0.020  1.341
 1S1  N8   C4   single    1.403  0.020  1.403
 1S1  N21  C20  triple    1.150  0.020  1.150
 1S1  C4   N2   aromatic  1.307  0.020  1.307
 1S1  C4   N6   aromatic  1.314  0.020  1.314
 1S1  C18  C19  single    1.521  0.020  1.521
 1S1  C18  C15  single    1.542  0.020  1.542
 1S1  C20  C15  single    1.478  0.020  1.478
 1S1  N2   C3   aromatic  1.348  0.020  1.348
 1S1  N6   C7   aromatic  1.341  0.020  1.341
 1S1  C15  N1   single    1.449  0.020  1.449
 1S1  C15  C16  single    1.543  0.020  1.543
 1S1  C17  C16  single    1.519  0.020  1.519
 1S1  C3   N1   single    1.343  0.020  1.343
 1S1  C3   N5   aromatic  1.320  0.020  1.320
 1S1  C7   N5   aromatic  1.338  0.020  1.338
 1S1  C7   N13  single    1.328  0.020  1.328
 1S1  C14  N13  single    1.443  0.020  1.443
 1S1  C12  H1   single    0.930  0.020  1.080
 1S1  N13  H2   single    0.860  0.020  1.020
 1S1  C16  H3   single    0.970  0.020  1.090
 1S1  C16  H4   single    0.970  0.020  1.090
 1S1  C17  H5   single    0.970  0.020  1.090
 1S1  C17  H6   single    0.970  0.020  1.090
 1S1  C17  H7   single    0.970  0.020  1.090
 1S1  C18  H8   single    0.970  0.020  1.090
 1S1  C18  H9   single    0.970  0.020  1.090
 1S1  C19  H10  single    0.970  0.020  1.090
 1S1  C19  H11  single    0.970  0.020  1.090
 1S1  C19  H12  single    0.970  0.020  1.090
 1S1  N1   H13  single    0.860  0.020  1.020
 1S1  C14  H14  single    0.970  0.020  1.090
 1S1  C14  H15  single    0.970  0.020  1.090
 1S1  C14  H16  single    0.970  0.020  1.090
 1S1  C9   H17  single    0.930  0.020  1.080

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
 1S1  N2   C3   N5   125.35  3.000
 1S1  N5   C3   N1   119.04  3.000
 1S1  N2   C3   N1   115.60  3.000
 1S1  N8   C4   N2   116.93  3.000
 1S1  N2   C4   N6   128.50  3.000
 1S1  N8   C4   N6   114.56  3.000
 1S1  N6   C7   N5   124.31  3.000
 1S1  N5   C7   N13  117.57  3.000
 1S1  N6   C7   N13  118.12  3.000
 1S1  C9   N10  C12  103.09  3.000
 1S1  H1   C12  N11  121.96  3.000
 1S1  H1   C12  N10  123.29  3.000
 1S1  N11  C12  N10  114.75  3.000
 1S1  H2   N13  C14  119.04  3.000
 1S1  H2   N13  C7   116.67  3.000
 1S1  C14  N13  C7   124.27  3.000
 1S1  N1   C15  C20  109.34  3.000
 1S1  N1   C15  C18  112.55  3.000
 1S1  C20  C15  C18  108.41  3.000
 1S1  N1   C15  C16  106.61  3.000
 1S1  C20  C15  C16  107.35  3.000
 1S1  C18  C15  C16  112.43  3.000
 1S1  H4   C16  H3   106.53  3.000
 1S1  H4   C16  C17  109.93  3.000
 1S1  H3   C16  C17  109.72  3.000
 1S1  H4   C16  C15  108.13  3.000
 1S1  H3   C16  C15  107.34  3.000
 1S1  C17  C16  C15  114.82  3.000
 1S1  H7   C17  H6   107.40  3.000
 1S1  H7   C17  H5   108.04  3.000
 1S1  H6   C17  H5   107.35  3.000
 1S1  H7   C17  C16  112.11  3.000
 1S1  H6   C17  C16  109.47  3.000
 1S1  H5   C17  C16  112.24  3.000
 1S1  H9   C18  H8   106.42  3.000
 1S1  H9   C18  C19  110.18  3.000
 1S1  H8   C18  C19  110.12  3.000
 1S1  H9   C18  C15  108.14  3.000
 1S1  H8   C18  C15  108.44  3.000
 1S1  C19  C18  C15  113.28  3.000
 1S1  H12  C19  H11  108.05  3.000
 1S1  H12  C19  H10  107.35  3.000
 1S1  H11  C19  H10  107.45  3.000
 1S1  H12  C19  C18  112.35  3.000
 1S1  H11  C19  C18  111.75  3.000
 1S1  H10  C19  C18  109.68  3.000
 1S1  N21  C20  C15  180.00  3.000
 1S1  H13  N1   C15  117.61  3.000
 1S1  H13  N1   C3   116.31  3.000
 1S1  C15  N1   C3   125.98  3.000
 1S1  C7   N5   C3   115.29  3.000
 1S1  H16  C14  H15  108.32  3.000
 1S1  H16  C14  H14  108.43  3.000
 1S1  H15  C14  H14  108.45  3.000
 1S1  H16  C14  N13  111.91  3.000
 1S1  H15  C14  N13  111.67  3.000
 1S1  H14  C14  N13  107.96  3.000
 1S1  C7   N6   C4   113.62  3.000
 1S1  C4   N2   C3   112.93  3.000
 1S1  C9   N8   N11  109.78  3.000
 1S1  N11  N8   C4   122.94  3.000
 1S1  C9   N8   C4   127.28  3.000
 1S1  N8   N11  C12  102.72  3.000
 1S1  H17  C9   N8   123.12  3.000
 1S1  H17  C9   N10  127.24  3.000
 1S1  N8   C9   N10  109.64  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
 1S1  CONST_01  N8   C4   N2   C3    180.00   0.0  0
 1S1  CONST_02  N6   C4   N2   C3      0.00   0.0  0
 1S1  CONST_03  N6   C7   N5   C3      0.00   0.0  0
 1S1  CONST_04  N10  C9   N8   C4    180.00   0.0  0
 1S1  CONST_05  C12  N11  N8   C4    180.00   0.0  0
 1S1  CONST_06  N5   C3   N2   C4      0.00   0.0  0
 1S1  CONST_07  N5   C7   N6   C4      0.00   0.0  0
 1S1  CONST_08  N8   C4   N6   C7    180.00   0.0  0
 1S1  CONST_09  N2   C4   N6   C7      0.00   0.0  0
 1S1  CONST_10  N2   C3   N5   C7      0.00   0.0  0
 1S1  CONST_11  N8   N11  C12  N10     0.00   0.0  0
 1S1  CONST_12  N11  N8   C9   N10     0.00   0.0  0
 1S1  CONST_13  N8   C9   N10  C12     0.00   0.0  0
 1S1  CONST_14  C9   N8   N11  C12     0.00   0.0  0
 1S1  CONST_15  C9   N8   C4   N6      0.00   0.0  0
 1S1  CONST_16  N11  N8   C4   N6    180.00   0.0  0
 1S1  CONST_17  C9   N8   C4   N2    180.00   0.0  0
 1S1  CONST_18  N11  N8   C4   N2      0.00   0.0  0
 1S1  CONST_19  C9   N10  C12  N11     0.00   0.0  0
 1S1  CONST_20  N13  C7   N5   C3    180.00   0.0  0
 1S1  CONST_21  N1   C3   N2   C4    180.00   0.0  0
 1S1  CONST_22  N13  C7   N6   C4    180.00   0.0  0
 1S1  CONST_23  N1   C3   N5   C7    180.00   0.0  0
 1S1  CONST_24  H17  C9   N8   C4      0.00   0.0  0
 1S1  CONST_25  H1   C12  N11  N8    180.00   0.0  0
 1S1  CONST_26  N2   C3   N1   C15   180.00   0.0  0
 1S1  CONST_27  N5   C3   N1   C15     0.00   0.0  0
 1S1  CONST_28  C14  N13  C7   N5    180.00   0.0  0
 1S1  CONST_29  N6   C7   N13  C14     0.00   0.0  0
 1S1  CONST_30  H13  N1   C3   N5    180.00   0.0  0
 1S1  CONST_31  H2   N13  C7   N5      0.00   0.0  0
 1S1  Var_01    C18  C15  N1   C3     65.92  30.0  2
 1S1  Var_02    H14  C14  N13  C7   -177.82  30.0  3
 1S1  Var_03    C19  C18  C15  C16   -57.13  30.0  2
 1S1  Var_04    H10  C19  C18  C15  -172.04  30.0  3
 1S1  Var_05    H5   C17  C16  C15    64.07  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
 1S1  plan-1  C4   0.020
 1S1  plan-1  N10  0.020
 1S1  plan-1  C12  0.020
 1S1  plan-1  N8   0.020
 1S1  plan-1  N11  0.020
 1S1  plan-1  C9   0.020
 1S1  plan-1  H1   0.020
 1S1  plan-1  H17  0.020
 1S1  plan-2  C3   0.020
 1S1  plan-2  C4   0.020
 1S1  plan-2  C7   0.020
 1S1  plan-2  N13  0.020
 1S1  plan-2  N1   0.020
 1S1  plan-2  N5   0.020
 1S1  plan-2  N6   0.020
 1S1  plan-2  N2   0.020
 1S1  plan-2  N8   0.020
 1S1  plan-3  C7   0.020
 1S1  plan-3  N13  0.020
 1S1  plan-3  C14  0.020
 1S1  plan-3  H2   0.020
 1S1  plan-4  C3   0.020
 1S1  plan-4  C15  0.020
 1S1  plan-4  N1   0.020
 1S1  plan-4  H13  0.020

