# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 11:15:59 2020
#   Inital geometry file: a 104 line input string
#   Ligand name: (2~{R})-3-[7-azanyl-5-(cyclohexylamino)-[1,2,4]triazolo[1,5-a][1,3,5]triazin-2-yl]-2-cyano-propanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=O)[C@H](Cc1nn2c(N)nc(NC3CCCCC3)nc2n1)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
 FKB  FKB  (2~{R})-3-[7-azanyl-5-(cyclohexylamino)-[1,2,4]triazolo[1,5-a][1,3,5]triazin-2-yl]-2-cyano-propanamide  ligand  43  24  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FKB
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
 FKB  C2   C  CH2   0  -0.524  -3.8237   0.0343   0.9544
 FKB  C3   C  CH1   0  -0.503  -4.5296  -0.4985  -0.2976
 FKB  C5   C  CSP   0   0.141  -4.2881   0.3848  -1.4315
 FKB  N2   N  NS    0  -0.248  -4.0972   1.0943  -2.3162
 FKB  C4   C  C     0   0.580  -6.0426  -0.6917  -0.0800
 FKB  O1   O  O     0  -0.456  -6.5450  -0.5092   1.0111
 FKB  N1   N  NH2   0  -0.800  -6.7128  -1.0813  -1.1669
 FKB  C1   C  CR5   0   0.362  -2.3535   0.1029   0.7403
 FKB  N7   N  N     0  -0.300  -1.6914   1.2314   0.8231
 FKB  N8   N  N     0  -0.523  -1.6250  -0.9947   0.4317
 FKB  C16  C  CR56  0   0.603  -0.3953  -0.5262   0.3113
 FKB  N6   N  N     0  -0.529   0.7335  -1.1506   0.0208
 FKB  N5   N  N     0  -0.425  -0.4312   0.8233   0.5494
 FKB  C15  C  CR6   0   0.743   0.7014   1.5689   0.4896
 FKB  N9   N  NH2   0  -0.815   0.6167   2.8661   0.7251
 FKB  N4   N  N     0  -0.519   1.8311   0.9725   0.2022
 FKB  C14  C  CR6   0   0.585   1.8088  -0.3590  -0.0221
 FKB  N3   N  NH1   0  -0.659   2.9715  -0.9403  -0.3269
 FKB  C13  C  CH1   0  -0.044   4.2614  -0.2794  -0.3874
 FKB  C12  C  CH2   0  -0.448   5.1805  -1.0541  -1.3269
 FKB  C11  C  CH2   0  -0.437   6.5494  -0.3886  -1.4239
 FKB  C10  C  CH2   0  -0.431   7.1877  -0.2189  -0.0491
 FKB  C9   C  CH2   0  -0.441   6.2644   0.5446   0.8941
 FKB  C8   C  CH2   0  -0.428   4.8977  -0.1261   0.9940
 FKB  H1   H  HCH2  0   0.286  -4.2077   1.0171   1.2231
 FKB  H2   H  HCH2  0   0.298  -4.0371  -0.6479   1.7780
 FKB  H3   H  HCH1  0   0.366  -4.1033  -1.4742  -0.5580
 FKB  H4   H  HNH2  0   0.419  -6.2604  -1.2816  -2.0434
 FKB  H5   H  HNH2  0   0.414  -7.7038  -1.2563  -1.1113
 FKB  H6   H  HNH2  0   0.430  -0.2590   3.3042   0.9578
 FKB  H7   H  HNH2  0   0.425   1.4491   3.4301   0.6989
 FKB  H8   H  HNH1  0   0.394   2.9462  -1.9427  -0.4338
 FKB  H9   H  HCH1  0   0.237   4.1022   0.7178  -0.8072
 FKB  H10  H  HCH2  0   0.220   5.3008  -2.0782  -0.9534
 FKB  H11  H  HCH2  0   0.242   4.7204  -1.1292  -2.3153
 FKB  H12  H  HCH2  0   0.234   7.1987  -0.9771  -2.0757
 FKB  H13  H  HCH2  0   0.215   6.4407   0.5932  -1.8971
 FKB  H14  H  HCH2  0   0.212   7.4025  -1.2054   0.3754
 FKB  H15  H  HCH2  0   0.230   8.1472   0.2957  -0.1412
 FKB  H16  H  HCH2  0   0.232   6.7135   0.6236   1.8866
 FKB  H17  H  HCH2  0   0.213   6.1390   1.5700   0.5291
 FKB  H18  H  HCH2  0   0.236   4.2352   0.4526   1.6415
 FKB  H19  H  HCH2  0   0.213   5.0052  -1.1178   1.4474

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
 FKB  C10  C11  single    1.525  0.020  1.525
 FKB  C10  C9   single    1.525  0.020  1.525
 FKB  C12  C11  single    1.525  0.020  1.525
 FKB  C12  C13  single    1.526  0.020  1.526
 FKB  C9   C8   single    1.526  0.020  1.526
 FKB  C8   C13  single    1.529  0.020  1.529
 FKB  N3   C13  single    1.451  0.020  1.451
 FKB  N3   C14  single    1.335  0.020  1.335
 FKB  N4   C14  aromatic  1.351  0.020  1.351
 FKB  N4   C15  aromatic  1.309  0.020  1.309
 FKB  C14  N6   aromatic  1.336  0.020  1.336
 FKB  N9   C15  single    1.321  0.020  1.321
 FKB  C15  N5   aromatic  1.357  0.020  1.357
 FKB  N6   C16  aromatic  1.322  0.020  1.322
 FKB  N5   C16  aromatic  1.371  0.020  1.371
 FKB  N5   N7   aromatic  1.353  0.020  1.353
 FKB  C16  N8   aromatic  1.321  0.020  1.321
 FKB  N7   C1   aromatic  1.311  0.020  1.311
 FKB  N8   C1   aromatic  1.353  0.020  1.353
 FKB  C1   C2   single    1.487  0.020  1.487
 FKB  C2   C3   single    1.533  0.020  1.533
 FKB  C3   C5   single    1.457  0.020  1.457
 FKB  C3   C4   single    1.541  0.020  1.541
 FKB  C5   N2   triple    1.150  0.020  1.150
 FKB  C4   O1   double    1.215  0.020  1.215
 FKB  C4   N1   single    1.335  0.020  1.335
 FKB  C2   H1   single    0.970  0.020  1.090
 FKB  C2   H2   single    0.970  0.020  1.090
 FKB  C3   H3   single    0.970  0.020  1.090
 FKB  N1   H4   single    0.860  0.020  1.020
 FKB  N1   H5   single    0.860  0.020  1.020
 FKB  N9   H6   single    0.860  0.020  1.020
 FKB  N9   H7   single    0.860  0.020  1.020
 FKB  N3   H8   single    0.860  0.020  1.020
 FKB  C13  H9   single    0.970  0.020  1.090
 FKB  C12  H10  single    0.970  0.020  1.090
 FKB  C12  H11  single    0.970  0.020  1.090
 FKB  C11  H12  single    0.970  0.020  1.090
 FKB  C11  H13  single    0.970  0.020  1.090
 FKB  C10  H14  single    0.970  0.020  1.090
 FKB  C10  H15  single    0.970  0.020  1.090
 FKB  C9   H16  single    0.970  0.020  1.090
 FKB  C9   H17  single    0.970  0.020  1.090
 FKB  C8   H18  single    0.970  0.020  1.090
 FKB  C8   H19  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
 FKB  H2   C2   H1   108.02  3.000
 FKB  H2   C2   C1   109.33  3.000
 FKB  H1   C2   C1   110.03  3.000
 FKB  H2   C2   C3   108.01  3.000
 FKB  H1   C2   C3   110.67  3.000
 FKB  C1   C2   C3   110.71  3.000
 FKB  H3   C3   C4   107.69  3.000
 FKB  H3   C3   C5   106.87  3.000
 FKB  C4   C3   C5   110.40  3.000
 FKB  H3   C3   C2   108.93  3.000
 FKB  C4   C3   C2   112.36  3.000
 FKB  C5   C3   C2   110.39  3.000
 FKB  N2   C5   C3   180.00  3.000
 FKB  N1   C4   O1   124.56  3.000
 FKB  N1   C4   C3   114.49  3.000
 FKB  O1   C4   C3   120.94  3.000
 FKB  H5   N1   H4   117.09  3.000
 FKB  H5   N1   C4   119.96  3.000
 FKB  H4   N1   C4   122.78  3.000
 FKB  N8   C1   N7   116.16  3.000
 FKB  N8   C1   C2   121.85  3.000
 FKB  N7   C1   C2   121.99  3.000
 FKB  N5   N7   C1   101.42  3.000
 FKB  C16  N8   C1   103.55  3.000
 FKB  N5   C16  N6   121.70  3.000
 FKB  N5   C16  N8   107.98  3.000
 FKB  N6   C16  N8   130.32  3.000
 FKB  C14  N6   C16  114.48  3.000
 FKB  C15  N5   C16  120.75  3.000
 FKB  C16  N5   N7   110.89  3.000
 FKB  C15  N5   N7   128.36  3.000
 FKB  N4   C15  N9   122.80  3.000
 FKB  N9   C15  N5   118.55  3.000
 FKB  N4   C15  N5   118.65  3.000
 FKB  H7   N9   H6   118.82  3.000
 FKB  H7   N9   C15  119.53  3.000
 FKB  H6   N9   C15  121.63  3.000
 FKB  C14  N4   C15  118.12  3.000
 FKB  N3   C14  N4   116.92  3.000
 FKB  N4   C14  N6   126.31  3.000
 FKB  N3   C14  N6   116.76  3.000
 FKB  H8   N3   C13  118.09  3.000
 FKB  H8   N3   C14  115.79  3.000
 FKB  C13  N3   C14  125.84  3.000
 FKB  H9   C13  C8   108.43  3.000
 FKB  H9   C13  C12  108.32  3.000
 FKB  C8   C13  C12  110.89  3.000
 FKB  H9   C13  N3   107.58  3.000
 FKB  C8   C13  N3   112.22  3.000
 FKB  C12  C13  N3   109.27  3.000
 FKB  H11  C12  H10  106.86  3.000
 FKB  H11  C12  C11  110.51  3.000
 FKB  H10  C12  C11  109.31  3.000
 FKB  H11  C12  C13  109.77  3.000
 FKB  H10  C12  C13  109.30  3.000
 FKB  C11  C12  C13  110.99  3.000
 FKB  H13  C11  H12  106.51  3.000
 FKB  H13  C11  C10  109.35  3.000
 FKB  H12  C11  C10  110.43  3.000
 FKB  H13  C11  C12  109.24  3.000
 FKB  H12  C11  C12  109.66  3.000
 FKB  C10  C11  C12  111.52  3.000
 FKB  H15  C10  H14  106.54  3.000
 FKB  H15  C10  C9   110.36  3.000
 FKB  H14  C10  C9   109.27  3.000
 FKB  H15  C10  C11  110.12  3.000
 FKB  H14  C10  C11  109.35  3.000
 FKB  C9   C10  C11  111.09  3.000
 FKB  H17  C9   H16  106.38  3.000
 FKB  H17  C9   C8   109.31  3.000
 FKB  H16  C9   C8   109.91  3.000
 FKB  H17  C9   C10  109.38  3.000
 FKB  H16  C9   C10  110.45  3.000
 FKB  C8   C9   C10  111.27  3.000
 FKB  H19  C8   H18  107.08  3.000
 FKB  H19  C8   C9   109.70  3.000
 FKB  H18  C8   C9   110.44  3.000
 FKB  H19  C8   C13  108.91  3.000
 FKB  H18  C8   C13  109.66  3.000
 FKB  C9   C8   C13  110.97  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
 FKB  CONST_01  C15  N5   N7   C1   180.00   0.0  0
 FKB  CONST_02  C16  N5   N7   C1     0.00   0.0  0
 FKB  CONST_03  N6   C16  N8   C1   180.00   0.0  0
 FKB  CONST_04  N5   C16  N8   C1     0.00   0.0  0
 FKB  CONST_05  N4   C15  N5   N7   180.00   0.0  0
 FKB  CONST_06  N6   C16  N5   N7   180.00   0.0  0
 FKB  CONST_07  N8   C16  N5   N7     0.00   0.0  0
 FKB  CONST_08  C16  N8   C1   N7     0.00   0.0  0
 FKB  CONST_09  C14  N6   C16  N8   180.00   0.0  0
 FKB  CONST_10  C15  N5   C16  N8   180.00   0.0  0
 FKB  CONST_11  N5   N7   C1   N8     0.00   0.0  0
 FKB  CONST_12  N4   C14  N6   C16    0.00   0.0  0
 FKB  CONST_13  N4   C15  N5   C16    0.00   0.0  0
 FKB  CONST_14  C15  N4   C14  N6     0.00   0.0  0
 FKB  CONST_15  C15  N5   C16  N6     0.00   0.0  0
 FKB  CONST_16  C14  N4   C15  N5     0.00   0.0  0
 FKB  CONST_17  C14  N6   C16  N5     0.00   0.0  0
 FKB  CONST_18  N5   N7   C1   C2   180.00   0.0  0
 FKB  CONST_19  C16  N8   C1   C2   180.00   0.0  0
 FKB  CONST_20  N9   C15  N5   N7     0.00   0.0  0
 FKB  CONST_21  N3   C14  N6   C16  180.00   0.0  0
 FKB  CONST_22  N9   C15  N5   C16  180.00   0.0  0
 FKB  CONST_23  N3   C14  N4   C15  180.00   0.0  0
 FKB  CONST_24  C14  N4   C15  N9   180.00   0.0  0
 FKB  CONST_25  C13  N3   C14  N6   180.00   0.0  0
 FKB  CONST_26  C13  N3   C14  N4     0.00   0.0  0
 FKB  CONST_27  H8   N3   C14  N6     0.00   0.0  0
 FKB  CONST_28  H6   N9   C15  N5     0.00   0.0  0
 FKB  CONST_29  H7   N9   C15  N5   180.00   0.0  0
 FKB  CONST_30  H4   N1   C4   C3     0.00   0.0  0
 FKB  CONST_31  H5   N1   C4   C3   180.00   0.0  0
 FKB  Var_01    C10  C11  C12  C13   55.59  30.0  1
 FKB  Var_02    C10  C9   C8   C13  -55.97  30.0  1
 FKB  Var_03    C9   C10  C11  C12  -55.12  30.0  1
 FKB  Var_04    C8   C9   C10  C11   55.27  30.0  1
 FKB  Var_05    N7   C1   C2   C3   119.95  30.0  1

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
 FKB  chir_01  C3   C2   C5  C4  positiv
 FKB  chir_02  C13  C12  C8  N3  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
 FKB  plan-1  C2   0.020
 FKB  plan-1  C1   0.020
 FKB  plan-1  N7   0.020
 FKB  plan-1  N8   0.020
 FKB  plan-1  C16  0.020
 FKB  plan-1  N6   0.020
 FKB  plan-1  N5   0.020
 FKB  plan-1  C15  0.020
 FKB  plan-1  N9   0.020
 FKB  plan-1  N4   0.020
 FKB  plan-1  C14  0.020
 FKB  plan-1  N3   0.020
 FKB  plan-2  C15  0.020
 FKB  plan-2  N9   0.020
 FKB  plan-2  H6   0.020
 FKB  plan-2  H7   0.020
 FKB  plan-3  C14  0.020
 FKB  plan-3  N3   0.020
 FKB  plan-3  C13  0.020
 FKB  plan-3  H8   0.020
 FKB  plan-4  C3   0.020
 FKB  plan-4  C4   0.020
 FKB  plan-4  O1   0.020
 FKB  plan-4  N1   0.020
 FKB  plan-4  H4   0.020
 FKB  plan-4  H5   0.020

