# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 19:21:26 2020
#   Inital geometry file: a 136 line input string
#   Ligand name: N-(5-{[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-(tetrahydro-2H-pyran-4-yl)pyridin-2-yl]amino}-2-chloropyridin-3-yl)methanesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1nc(N)nc(n1)c2cc(cnc2Nc3cnc(Cl)c(N[S](C)(=O)=O)c3)C4CCOCC4
#
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
 F1S  F1S  N-(5-{[3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-5-(tetrahydro-2H-pyran-4-yl)pyridin-2-yl]amino}-2-chloropyridin-3-yl)methanesulfonamide  ligand  56  33  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_F1S
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
 F1S  C31  C   CH3   0  -0.797   5.8488  -0.3826   1.6903
 F1S  S30  S   S     0   1.319   5.5599   0.7754   0.3749
 F1S  O32  O   OS    0  -0.644   4.5374   1.7118   0.8043
 F1S  O33  O   OS    0  -0.655   6.8340   1.2659  -0.1165
 F1S  N27  N   NC1   0  -0.821   4.9202  -0.1194  -0.8840
 F1S  C26  C   CR6   0   0.295   3.6907  -0.7795  -0.7182
 F1S  C25  C   CR16  0  -0.269   2.5121  -0.0644  -0.6514
 F1S  C21  C   CR6   0   0.085   3.5878  -2.1705  -0.6331
 F1S  CL2  CL  CL    0  -0.096   5.0285  -3.1394  -0.7103
 F1S  N22  N   N     0  -0.370   2.4531  -2.7968  -0.5091
 F1S  C23  C   CR16  0  -0.116   1.3160  -2.1162  -0.4255
 F1S  C24  C   CR6   0   0.327   1.2852  -0.7172  -0.4818
 F1S  N28  N   NH1   0  -0.815   0.1755   0.0908  -0.3928
 F1S  C2   C   CR6   0   0.513  -1.1451  -0.2092  -0.2337
 F1S  N1   N   N     0  -0.469  -1.5077  -1.4862  -0.2126
 F1S  C6   C   CR16  0  -0.071  -2.7801  -1.8067  -0.0459
 F1S  C5   C   CR6   0   0.093  -3.8059  -0.8843   0.1175
 F1S  C15  C   CH1   0  -0.362  -5.2367  -1.3003   0.3228
 F1S  C16  C   CH2   0  -0.435  -5.8382  -1.9709  -0.9158
 F1S  C17  C   CH2   0  -0.181  -7.2632  -2.4208  -0.6342
 F1S  O18  O   O2    0  -0.485  -7.3372  -3.2792   0.4831
 F1S  C19  C   CH2   0  -0.181  -6.8619  -2.6614   1.6591
 F1S  C20  C   CH2   0  -0.438  -5.4111  -2.2264   1.5297
 F1S  C4   C   CR16  0  -0.232  -3.4266   0.4479   0.0806
 F1S  C3   C   CR6   0  -0.180  -2.1023   0.8344  -0.0958
 F1S  C7   C   CR6   0   0.496  -1.7801   2.2730  -0.1147
 F1S  N12  N   N     0  -0.474  -2.7802   3.1262   0.0197
 F1S  N8   N   N     0  -0.557  -0.5072   2.6406  -0.2608
 F1S  C9   C   CR6   0   0.410  -0.2623   3.9529  -0.2561
 F1S  C13  C   CH3   0  -0.735   1.1584   4.3708  -0.4279
 F1S  N10  N   N     0  -0.465  -1.1856   4.8782  -0.1244
 F1S  C11  C   CR6   0   0.574  -2.4437   4.4187   0.0066
 F1S  N14  N   NH2   0  -0.808  -3.4137   5.3173   0.1351
 F1S  H1   H   HCH3  0   0.296   6.5406  -1.1482   1.3481
 F1S  H2   H   HCH3  0   0.315   6.2823   0.1667   2.5243
 F1S  H3   H   HCH3  0   0.295   4.9058  -0.8300   1.9973
 F1S  H4   H   HNC1  0   0.417   5.6358  -0.6520  -1.3688
 F1S  H5   H   HCR6  0   0.290   2.5460   1.0133  -0.7429
 F1S  H6   H   HCR6  0   0.297   0.4121  -2.6916  -0.3122
 F1S  H7   H   HNH1  0   0.445   0.3429   1.1025  -0.4078
 F1S  H8   H   HCR6  0   0.261  -2.9907  -2.8722  -0.0406
 F1S  H9   H   HCH1  0   0.248  -5.8159  -0.3897   0.5185
 F1S  H10  H   HCH2  0   0.243  -5.8404  -1.2787  -1.7613
 F1S  H11  H   HCH2  0   0.228  -5.2330  -2.8344  -1.2099
 F1S  H12  H   HCH2  0   0.197  -7.9017  -1.5379  -0.4802
 F1S  H13  H   HCH2  0   0.237  -7.6686  -2.9703  -1.4856
 F1S  H14  H   HCH2  0   0.197  -7.4834  -1.7888   1.9121
 F1S  H15  H   HCH2  0   0.237  -6.9752  -3.3859   2.4675
 F1S  H16  H   HCH2  0   0.227  -4.7728  -3.1097   1.4271
 F1S  H17  H   HCH2  0   0.244  -5.1052  -1.7184   2.4475
 F1S  H18  H   HCR6  0   0.265  -4.1763   1.2206   0.1936
 F1S  H19  H   HCH3  0   0.269   1.4894   4.1393  -1.4420
 F1S  H20  H   HCH3  0   0.259   1.2802   5.4368  -0.2572
 F1S  H21  H   HCH3  0   0.260   1.8042   3.8181   0.2545
 F1S  H22  H   HNH2  0   0.410  -4.3723   5.0275   0.2211
 F1S  H23  H   HNH2  0   0.411  -3.2031   6.3000   0.1232

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
 F1S  O32  S30  double    1.451  0.020  1.451
 F1S  O33  S30  double    1.451  0.020  1.451
 F1S  S30  N27  single    1.672  0.020  1.672
 F1S  S30  C31  single    1.776  0.020  1.776
 F1S  N27  C26  single    1.405  0.020  1.405
 F1S  C17  C16  single    1.521  0.020  1.521
 F1S  C17  O18  single    1.411  0.020  1.411
 F1S  C16  C15  single    1.532  0.020  1.532
 F1S  C26  C25  aromatic  1.380  0.020  1.380
 F1S  C26  C21  aromatic  1.397  0.020  1.397
 F1S  C15  C5   single    1.504  0.020  1.504
 F1S  C15  C20  single    1.531  0.020  1.531
 F1S  C19  O18  single    1.411  0.020  1.411
 F1S  C19  C20  single    1.520  0.020  1.520
 F1S  C6   C5   aromatic  1.389  0.020  1.389
 F1S  C6   N1   aromatic  1.323  0.020  1.323
 F1S  C25  C24  aromatic  1.400  0.020  1.400
 F1S  CL2  C21  single    1.738  0.020  1.738
 F1S  C5   C4   aromatic  1.386  0.020  1.386
 F1S  N1   C2   aromatic  1.328  0.020  1.328
 F1S  C21  N22  aromatic  1.302  0.020  1.302
 F1S  C4   C3   aromatic  1.391  0.020  1.391
 F1S  C2   C3   aromatic  1.423  0.020  1.423
 F1S  C2   N28  single    1.364  0.020  1.364
 F1S  C24  N28  single    1.376  0.020  1.376
 F1S  C24  C23  aromatic  1.400  0.020  1.400
 F1S  C3   C7   single    1.474  0.020  1.474
 F1S  N22  C23  aromatic  1.328  0.020  1.328
 F1S  C7   N12  aromatic  1.321  0.020  1.321
 F1S  C7   N8   aromatic  1.333  0.020  1.333
 F1S  N12  C11  aromatic  1.336  0.020  1.336
 F1S  N8   C9   aromatic  1.335  0.020  1.335
 F1S  C11  N14  single    1.328  0.020  1.328
 F1S  C11  N10  aromatic  1.346  0.020  1.346
 F1S  C9   N10  aromatic  1.314  0.020  1.314
 F1S  C9   C13  single    1.491  0.020  1.491
 F1S  C31  H1   single    0.970  0.020  1.090
 F1S  C31  H2   single    0.970  0.020  1.090
 F1S  C31  H3   single    0.970  0.020  1.090
 F1S  N27  H4   single    0.890  0.020  1.040
 F1S  C25  H5   single    0.930  0.020  1.080
 F1S  C23  H6   single    0.930  0.020  1.080
 F1S  N28  H7   single    0.860  0.020  1.020
 F1S  C6   H8   single    0.930  0.020  1.080
 F1S  C15  H9   single    0.970  0.020  1.090
 F1S  C16  H10  single    0.970  0.020  1.090
 F1S  C16  H11  single    0.970  0.020  1.090
 F1S  C17  H12  single    0.970  0.020  1.090
 F1S  C17  H13  single    0.970  0.020  1.090
 F1S  C19  H14  single    0.970  0.020  1.090
 F1S  C19  H15  single    0.970  0.020  1.090
 F1S  C20  H16  single    0.970  0.020  1.090
 F1S  C20  H17  single    0.970  0.020  1.090
 F1S  C4   H18  single    0.930  0.020  1.080
 F1S  C13  H19  single    0.970  0.020  1.090
 F1S  C13  H20  single    0.970  0.020  1.090
 F1S  C13  H21  single    0.970  0.020  1.090
 F1S  N14  H22  single    0.860  0.020  1.020
 F1S  N14  H23  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
 F1S  H3   C31  H2   109.66  3.000
 F1S  H3   C31  H1   110.54  3.000
 F1S  H2   C31  H1   110.06  3.000
 F1S  H3   C31  S30  109.64  3.000
 F1S  H2   C31  S30  107.64  3.000
 F1S  H1   C31  S30  109.24  3.000
 F1S  N27  S30  O33  105.18  3.000
 F1S  N27  S30  O32  107.37  3.000
 F1S  O33  S30  O32  120.05  3.000
 F1S  N27  S30  C31  105.72  3.000
 F1S  O33  S30  C31  109.17  3.000
 F1S  O32  S30  C31  108.43  3.000
 F1S  H4   N27  C26  115.26  3.000
 F1S  H4   N27  S30  111.75  3.000
 F1S  C26  N27  S30  119.82  3.000
 F1S  C21  C26  C25  116.74  3.000
 F1S  C21  C26  N27  122.62  3.000
 F1S  C25  C26  N27  120.63  3.000
 F1S  H5   C25  C24  120.14  3.000
 F1S  H5   C25  C26  119.02  3.000
 F1S  C24  C25  C26  120.83  3.000
 F1S  N22  C21  CL2  117.29  3.000
 F1S  N22  C21  C26  123.28  3.000
 F1S  CL2  C21  C26  119.42  3.000
 F1S  C23  N22  C21  120.38  3.000
 F1S  H6   C23  C24  121.28  3.000
 F1S  H6   C23  N22  116.83  3.000
 F1S  C24  C23  N22  121.89  3.000
 F1S  N28  C24  C23  127.01  3.000
 F1S  C23  C24  C25  116.83  3.000
 F1S  N28  C24  C25  116.16  3.000
 F1S  H7   N28  C2   112.14  3.000
 F1S  H7   N28  C24  116.54  3.000
 F1S  C2   N28  C24  131.27  3.000
 F1S  C3   C2   N1   121.34  3.000
 F1S  C3   C2   N28  120.10  3.000
 F1S  N1   C2   N28  118.56  3.000
 F1S  C6   N1   C2   119.86  3.000
 F1S  H8   C6   C5   120.51  3.000
 F1S  H8   C6   N1   115.14  3.000
 F1S  C5   C6   N1   124.35  3.000
 F1S  C4   C5   C15  122.00  3.000
 F1S  C4   C5   C6   115.67  3.000
 F1S  C15  C5   C6   122.33  3.000
 F1S  H9   C15  C20  107.53  3.000
 F1S  H9   C15  C16  107.48  3.000
 F1S  C20  C15  C16  109.14  3.000
 F1S  H9   C15  C5   107.28  3.000
 F1S  C20  C15  C5   112.53  3.000
 F1S  C16  C15  C5   112.60  3.000
 F1S  H11  C16  H10  107.04  3.000
 F1S  H11  C16  C17  109.53  3.000
 F1S  H10  C16  C17  109.20  3.000
 F1S  H11  C16  C15  110.21  3.000
 F1S  H10  C16  C15  110.44  3.000
 F1S  C17  C16  C15  110.35  3.000
 F1S  H13  C17  H12  107.31  3.000
 F1S  H13  C17  O18  106.97  3.000
 F1S  H12  C17  O18  110.30  3.000
 F1S  H13  C17  C16  110.64  3.000
 F1S  H12  C17  C16  109.41  3.000
 F1S  O18  C17  C16  112.07  3.000
 F1S  C19  O18  C17  112.09  3.000
 F1S  H15  C19  H14  107.30  3.000
 F1S  H15  C19  C20  110.62  3.000
 F1S  H14  C19  C20  109.36  3.000
 F1S  H15  C19  O18  106.96  3.000
 F1S  H14  C19  O18  110.39  3.000
 F1S  C20  C19  O18  112.08  3.000
 F1S  H17  C20  H16  106.90  3.000
 F1S  H17  C20  C19  109.19  3.000
 F1S  H16  C20  C19  109.49  3.000
 F1S  H17  C20  C15  110.42  3.000
 F1S  H16  C20  C15  110.35  3.000
 F1S  C19  C20  C15  110.42  3.000
 F1S  H18  C4   C3   118.31  3.000
 F1S  H18  C4   C5   119.60  3.000
 F1S  C3   C4   C5   122.09  3.000
 F1S  C7   C3   C4   118.74  3.000
 F1S  C7   C3   C2   124.57  3.000
 F1S  C4   C3   C2   116.69  3.000
 F1S  N8   C7   N12  123.77  3.000
 F1S  N8   C7   C3   118.63  3.000
 F1S  N12  C7   C3   117.60  3.000
 F1S  C11  N12  C7   115.67  3.000
 F1S  C9   N8   C7   116.48  3.000
 F1S  N10  C9   C13  118.94  3.000
 F1S  C13  C9   N8   116.74  3.000
 F1S  N10  C9   N8   124.32  3.000
 F1S  H21  C13  H20  109.43  3.000
 F1S  H21  C13  H19  107.12  3.000
 F1S  H20  C13  H19  108.67  3.000
 F1S  H21  C13  C9   110.51  3.000
 F1S  H20  C13  C9   111.33  3.000
 F1S  H19  C13  C9   109.67  3.000
 F1S  C11  N10  C9   115.23  3.000
 F1S  N14  C11  N10  117.46  3.000
 F1S  N10  C11  N12  124.53  3.000
 F1S  N14  C11  N12  118.02  3.000
 F1S  H23  N14  H22  118.87  3.000
 F1S  H23  N14  C11  120.48  3.000
 F1S  H22  N14  C11  120.63  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
 F1S  CONST_01  C23  C24  C25  C26    0.00   0.0  0
 F1S  CONST_02  C23  N22  C21  C26    0.00   0.0  0
 F1S  CONST_03  N22  C21  C26  C25    0.00   0.0  0
 F1S  CONST_04  N22  C23  C24  C25    0.00   0.0  0
 F1S  CONST_05  C24  C25  C26  C21    0.00   0.0  0
 F1S  CONST_06  C24  C23  N22  C21    0.00   0.0  0
 F1S  CONST_07  C5   C6   N1   C2     0.00   0.0  0
 F1S  CONST_08  C5   C4   C3   C2     0.00   0.0  0
 F1S  CONST_09  N12  C7   C3   C2   180.00   0.0  0
 F1S  CONST_10  N8   C7   C3   C2     0.00   0.0  0
 F1S  CONST_11  C4   C5   C6   N1     0.00   0.0  0
 F1S  CONST_12  C4   C3   C2   N1     0.00   0.0  0
 F1S  CONST_13  C7   C3   C2   N1   180.00   0.0  0
 F1S  CONST_14  C3   C4   C5   C6     0.00   0.0  0
 F1S  CONST_15  C3   C2   N1   C6     0.00   0.0  0
 F1S  CONST_16  C7   C3   C4   C5   180.00   0.0  0
 F1S  CONST_17  N12  C7   C3   C4     0.00   0.0  0
 F1S  CONST_18  N8   C7   C3   C4   180.00   0.0  0
 F1S  CONST_19  C11  N12  C7   C3   180.00   0.0  0
 F1S  CONST_20  C9   N8   C7   C3   180.00   0.0  0
 F1S  CONST_21  N10  C11  N12  C7     0.00   0.0  0
 F1S  CONST_22  N10  C9   N8   C7     0.00   0.0  0
 F1S  CONST_23  C9   N8   C7   N12    0.00   0.0  0
 F1S  CONST_24  C9   N10  C11  N12    0.00   0.0  0
 F1S  CONST_25  C11  N12  C7   N8     0.00   0.0  0
 F1S  CONST_26  C11  N10  C9   N8     0.00   0.0  0
 F1S  CONST_27  C15  C5   C6   N1   180.00   0.0  0
 F1S  CONST_28  C3   C4   C5   C15  180.00   0.0  0
 F1S  CONST_29  C24  C25  C26  N27  180.00   0.0  0
 F1S  CONST_30  N22  C21  C26  N27  180.00   0.0  0
 F1S  CONST_31  N28  C24  C25  C26  180.00   0.0  0
 F1S  CONST_32  CL2  C21  C26  C25  180.00   0.0  0
 F1S  CONST_33  C23  N22  C21  CL2  180.00   0.0  0
 F1S  CONST_34  N28  C24  C23  N22  180.00   0.0  0
 F1S  CONST_35  C6   N1   C2   N28  180.00   0.0  0
 F1S  CONST_36  C4   C3   C2   N28  180.00   0.0  0
 F1S  CONST_37  C7   C3   C2   N28    0.00   0.0  0
 F1S  CONST_38  N14  C11  N12  C7   180.00   0.0  0
 F1S  CONST_39  C13  C9   N8   C7   180.00   0.0  0
 F1S  CONST_40  N14  C11  N10  C9   180.00   0.0  0
 F1S  CONST_41  C11  N10  C9   C13  180.00   0.0  0
 F1S  CONST_42  H6   C23  C24  C25  180.00   0.0  0
 F1S  CONST_43  H5   C25  C26  C21  180.00   0.0  0
 F1S  CONST_44  H8   C6   N1   C2   180.00   0.0  0
 F1S  CONST_45  H18  C4   C3   C2   180.00   0.0  0
 F1S  CONST_49  H22  N14  C11  N12    0.00   0.0  0
 F1S  CONST_50  H23  N14  C11  N12  180.00   0.0  0
 F1S  Var_01    O18  C17  C16  C15  -56.13  30.0  1
 F1S  Var_02    O18  C19  C20  C15   56.05  30.0  1
 F1S  Var_03    C20  C19  O18  C17  -59.73  30.0  1
 F1S  Var_04    C2   N28  C24  C25  179.73  30.0  2
 F1S  Var_05    N1   C2   N28  C24   -3.56  30.0  1
 F1S  Var_06    H19  C13  C9   N8    68.54  30.0  2
 F1S  Var_07    C26  N27  S30  C31   62.47  30.0  3
 F1S  Var_08    H1   C31  S30  O32  174.49  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
 F1S  chir_01  C15  C16  C5  C20  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
 F1S  plan-1  N27  0.020
 F1S  plan-1  C26  0.020
 F1S  plan-1  C25  0.020
 F1S  plan-1  C21  0.020
 F1S  plan-1  CL2  0.020
 F1S  plan-1  N22  0.020
 F1S  plan-1  C23  0.020
 F1S  plan-1  C24  0.020
 F1S  plan-1  N28  0.020
 F1S  plan-1  H5   0.020
 F1S  plan-1  H6   0.020
 F1S  plan-2  N28  0.020
 F1S  plan-2  C2   0.020
 F1S  plan-2  N1   0.020
 F1S  plan-2  C6   0.020
 F1S  plan-2  C5   0.020
 F1S  plan-2  C15  0.020
 F1S  plan-2  C4   0.020
 F1S  plan-2  C3   0.020
 F1S  plan-2  C7   0.020
 F1S  plan-2  H8   0.020
 F1S  plan-2  H18  0.020
 F1S  plan-3  C3   0.020
 F1S  plan-3  C7   0.020
 F1S  plan-3  N12  0.020
 F1S  plan-3  N8   0.020
 F1S  plan-3  C9   0.020
 F1S  plan-3  C13  0.020
 F1S  plan-3  N10  0.020
 F1S  plan-3  C11  0.020
 F1S  plan-3  N14  0.020
 F1S  plan-4  S30  0.020
 F1S  plan-4  N27  0.020
 F1S  plan-4  C26  0.020
 F1S  plan-4  H4   0.020
 F1S  plan-5  C11  0.020
 F1S  plan-5  N14  0.020
 F1S  plan-5  H22  0.020
 F1S  plan-5  H23  0.020

