# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 11:33:30 2022
#   Inital geometry file: a 124 line input string
#   Ligand name: 6-[(5-fluoropyridin-2-yl)amino]-N-methyl-4-{[2-(methylsulfonyl)phenyl]amino}pyridine-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNC(=O)c1cnc(Nc2ccc(F)cn2)cc1Nc3ccccc3[S](C)(=O)=O
#
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
 L91  L91  6-[(5-fluoropyridin-2-yl)amino]-N-methyl-4-{[2-(methylsulfonyl)phenyl]amino}pyridine-3-carboxamide  ligand  47  29  .  2022-03-22  2022-03-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_L91
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
 L91  C13  C  CR16  0  -0.349  -4.7875  -0.1790   0.2923
 L91  C18  C  CR6   0  -0.263   3.5081   1.2737  -0.9800
 L91  C17  C  CR16  0  -0.250   4.0257   2.2586  -1.8117
 L91  C16  C  CR16  0  -0.250   3.4250   2.5127  -3.0328
 L91  C15  C  CR16  0  -0.238   2.3145   1.7735  -3.4169
 L91  C19  C  CH3   0  -0.788   3.1261   1.4698   1.8002
 L91  C11  C  CR6   0   0.413  -6.7113   1.1803  -0.0248
 L91  C12  C  CR16  0  -0.297  -6.1540  -0.0063   0.4077
 L91  C1   C  CR6   0  -0.253   0.2136  -1.9819   0.3460
 L91  C2   C  CR16  0  -0.066  -1.1435  -2.1634   0.5629
 L91  N1   N  N     0  -0.493  -2.0958  -1.2829   0.3062
 L91  C3   C  CR6   0   0.585  -1.7168  -0.1075  -0.1900
 L91  C4   C  CR16  0  -0.510  -0.3866   0.1978  -0.4811
 L91  C5   C  CR6   0   0.497   0.6034  -0.7510  -0.2540
 L91  N2   N  NH1   0  -0.640   0.8279  -3.9786   1.5548
 L91  O1   O  O     0  -0.516   2.3324  -3.0438   0.1851
 L91  C7   C  CH3   0  -0.513   1.7018  -5.0687   1.9220
 L91  N3   N  NH1   0  -0.824   1.9153  -0.5047  -0.5283
 L91  C8   C  CR6   0   0.349   2.3937   0.5157  -1.3574
 L91  C9   C  CR6   0   0.462  -4.0318   0.8623  -0.2603
 L91  N5   N  N     0  -0.446  -4.5924   1.9970  -0.6699
 L91  C10  C  CR16  0  -0.200  -5.9014   2.1604  -0.5580
 L91  F1   F  F     0  -0.308  -8.0336   1.3850   0.0721
 L91  C14  C  CR16  0  -0.271   1.8087   0.7815  -2.5936
 L91  O2   O  OS    0  -0.666   4.5944  -0.4421   0.7143
 L91  O3   O  OS    0  -0.665   5.4508   1.9105   0.6635
 L91  H11  H  HCR6  0   0.304  -4.3195  -1.0909   0.6209
 L91  H15  H  HCR6  0   0.288   4.8912   2.8291  -1.5056
 L91  H14  H  HCR6  0   0.274   3.8256   3.2800  -3.6805
 L91  H13  H  HCR6  0   0.277   1.8466   1.9570  -4.3748
 L91  H17  H  HCH3  0   0.291   2.2479   0.8333   1.7358
 L91  H18  H  HCH3  0   0.314   3.6022   1.3449   2.7725
 L91  H16  H  HCH3  0   0.298   2.8582   2.5124   1.6474
 L91  H10  H  HCR6  0   0.297  -6.7701  -0.7893   0.8306
 L91  H1   H  HCR6  0   0.263  -1.5047  -3.1086   0.9533
 L91  H2   H  HCR6  0   0.296  -0.1370   1.1721  -0.8784
 L91  H3   H  HNH1  0   0.412  -0.0317  -3.8827   2.0665
 L91  H6   H  HCH3  0   0.252   1.1464  -5.7485   2.5614
 L91  H5   H  HCH3  0   0.243   2.0366  -5.6203   1.0442
 L91  H4   H  HCH3  0   0.239   2.5820  -4.7237   2.4668
 L91  H7   H  HNH1  0   0.433   2.5444  -1.2737  -0.3074
 L91  H8   H  HNH1  0   0.410  -2.3165   1.7105  -0.8415
 L91  H9   H  HCR6  0   0.284  -6.3179   3.0999  -0.9043
 L91  H12  H  HCR6  0   0.292   0.9599   0.1944  -2.9187
 L91  N4   N  NH1   0  -0.754  -2.6602   0.8498  -0.4414
 L91  C6   C  C     0   0.568   1.2035  -3.0337   0.6836
 L91  S1   S  S     0   1.221   4.3211   0.9874   0.5767

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
 L91  O3   S1   double    1.461  0.020  1.461
 L91  C17  C16  aromatic  1.384  0.020  1.384
 L91  C17  C18  aromatic  1.389  0.020  1.389
 L91  C19  S1   single    1.777  0.020  1.777
 L91  S1   C18  single    1.779  0.020  1.779
 L91  S1   O2   double    1.462  0.020  1.462
 L91  C16  C15  aromatic  1.388  0.020  1.388
 L91  C18  C8   aromatic  1.400  0.020  1.400
 L91  C15  C14  aromatic  1.385  0.020  1.385
 L91  C8   C14  aromatic  1.393  0.020  1.393
 L91  C8   N3   single    1.399  0.020  1.399
 L91  N3   C5   single    1.363  0.020  1.363
 L91  O1   C6   double    1.234  0.020  1.234
 L91  C5   C4   aromatic  1.390  0.020  1.390
 L91  C5   C1   aromatic  1.424  0.020  1.424
 L91  C10  N5   aromatic  1.324  0.020  1.324
 L91  C10  C11  aromatic  1.379  0.020  1.379
 L91  C4   C3   aromatic  1.395  0.020  1.395
 L91  C6   C1   single    1.483  0.020  1.483
 L91  C6   N2   single    1.339  0.020  1.339
 L91  F1   C11  single    1.342  0.020  1.342
 L91  N5   C9   aromatic  1.330  0.020  1.330
 L91  C11  C12  aromatic  1.380  0.020  1.380
 L91  C1   C2   aromatic  1.386  0.020  1.386
 L91  C7   N2   single    1.445  0.020  1.445
 L91  C3   N4   single    1.367  0.020  1.367
 L91  C3   N1   aromatic  1.331  0.020  1.331
 L91  C9   N4   single    1.384  0.020  1.384
 L91  C9   C13  aromatic  1.400  0.020  1.400
 L91  C12  C13  aromatic  1.382  0.020  1.382
 L91  C2   N1   aromatic  1.322  0.020  1.322
 L91  C13  H11  single    0.930  0.020  1.080
 L91  C17  H15  single    0.930  0.020  1.080
 L91  C16  H14  single    0.930  0.020  1.080
 L91  C15  H13  single    0.930  0.020  1.080
 L91  C19  H17  single    0.970  0.020  1.090
 L91  C19  H18  single    0.970  0.020  1.090
 L91  C19  H16  single    0.970  0.020  1.090
 L91  C12  H10  single    0.930  0.020  1.080
 L91  C2   H1   single    0.930  0.020  1.080
 L91  C4   H2   single    0.930  0.020  1.080
 L91  N2   H3   single    0.860  0.020  1.020
 L91  C7   H6   single    0.970  0.020  1.090
 L91  C7   H5   single    0.970  0.020  1.090
 L91  C7   H4   single    0.970  0.020  1.090
 L91  N3   H7   single    0.860  0.020  1.020
 L91  N4   H8   single    0.860  0.020  1.020
 L91  C10  H9   single    0.930  0.020  1.080
 L91  C14  H12  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
 L91  H11  C13  C9   121.05  3.000
 L91  H11  C13  C12  120.68  3.000
 L91  C9   C13  C12  118.27  3.000
 L91  S1   C18  C8   120.83  3.000
 L91  C8   C18  C17  121.28  3.000
 L91  S1   C18  C17  117.88  3.000
 L91  H15  C17  C16  120.02  3.000
 L91  H15  C17  C18  120.20  3.000
 L91  C16  C17  C18  119.77  3.000
 L91  H14  C16  C15  120.57  3.000
 L91  H14  C16  C17  119.86  3.000
 L91  C15  C16  C17  119.56  3.000
 L91  H13  C15  C14  119.34  3.000
 L91  H13  C15  C16  120.04  3.000
 L91  C14  C15  C16  120.61  3.000
 L91  H16  C19  H18  110.06  3.000
 L91  H16  C19  H17  110.75  3.000
 L91  H18  C19  H17  109.81  3.000
 L91  H16  C19  S1   109.22  3.000
 L91  H18  C19  S1   106.82  3.000
 L91  H17  C19  S1   110.10  3.000
 L91  F1   C11  C10  119.90  3.000
 L91  F1   C11  C12  120.43  3.000
 L91  C10  C11  C12  119.67  3.000
 L91  H10  C12  C11  120.96  3.000
 L91  H10  C12  C13  120.33  3.000
 L91  C11  C12  C13  118.71  3.000
 L91  C6   C1   C5   121.75  3.000
 L91  C6   C1   C2   121.66  3.000
 L91  C5   C1   C2   116.56  3.000
 L91  H1   C2   N1   114.23  3.000
 L91  H1   C2   C1   119.77  3.000
 L91  N1   C2   C1   125.98  3.000
 L91  C3   N1   C2   117.09  3.000
 L91  N4   C3   C4   117.79  3.000
 L91  N4   C3   N1   119.36  3.000
 L91  C4   C3   N1   122.85  3.000
 L91  H2   C4   C5   120.71  3.000
 L91  H2   C4   C3   119.59  3.000
 L91  C5   C4   C3   119.70  3.000
 L91  N3   C5   C4   121.97  3.000
 L91  C4   C5   C1   117.65  3.000
 L91  N3   C5   C1   120.31  3.000
 L91  H3   N2   C7   117.39  3.000
 L91  H3   N2   C6   120.26  3.000
 L91  C7   N2   C6   121.88  3.000
 L91  H4   C7   H5   108.33  3.000
 L91  H4   C7   H6   108.46  3.000
 L91  H5   C7   H6   108.34  3.000
 L91  H4   C7   N2   112.10  3.000
 L91  H5   C7   N2   111.30  3.000
 L91  H6   C7   N2   108.21  3.000
 L91  H7   N3   C8   117.93  3.000
 L91  H7   N3   C5   114.51  3.000
 L91  C8   N3   C5   125.47  3.000
 L91  C14  C8   N3   121.42  3.000
 L91  N3   C8   C18  120.50  3.000
 L91  C14  C8   C18  118.05  3.000
 L91  N5   C9   N4   112.66  3.000
 L91  N4   C9   C13  125.45  3.000
 L91  N5   C9   C13  121.89  3.000
 L91  C10  N5   C9   119.74  3.000
 L91  H9   C10  N5   117.36  3.000
 L91  H9   C10  C11  120.92  3.000
 L91  N5   C10  C11  121.72  3.000
 L91  H12  C14  C8   119.50  3.000
 L91  H12  C14  C15  119.78  3.000
 L91  C8   C14  C15  120.72  3.000
 L91  H8   N4   C9   112.44  3.000
 L91  H8   N4   C3   115.78  3.000
 L91  C9   N4   C3   131.78  3.000
 L91  O1   C6   N2   120.90  3.000
 L91  N2   C6   C1   117.47  3.000
 L91  O1   C6   C1   121.63  3.000
 L91  O3   S1   O2   117.87  3.000
 L91  O2   S1   C19  109.05  3.000
 L91  O3   S1   C19  107.91  3.000
 L91  O2   S1   C18  108.97  3.000
 L91  C19  S1   C18  104.56  3.000
 L91  O3   S1   C18  107.66  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
 L91  CONST_01  C10  N5   C9   C13     0.00   0.0  0
 L91  CONST_02  C10  C11  C12  C13     0.00   0.0  0
 L91  CONST_03  C15  C16  C17  C18     0.00   0.0  0
 L91  CONST_04  C15  C14  C8   C18     0.00   0.0  0
 L91  CONST_05  C14  C15  C16  C17     0.00   0.0  0
 L91  CONST_06  C14  C8   C18  C17     0.00   0.0  0
 L91  CONST_07  C8   C18  C17  C16     0.00   0.0  0
 L91  CONST_08  C8   C14  C15  C16     0.00   0.0  0
 L91  CONST_09  C9   N5   C10  C11     0.00   0.0  0
 L91  CONST_10  C9   C13  C12  C11     0.00   0.0  0
 L91  CONST_11  N5   C10  C11  C12     0.00   0.0  0
 L91  CONST_12  N5   C9   C13  C12     0.00   0.0  0
 L91  CONST_13  C3   C4   C5   C1      0.00   0.0  0
 L91  CONST_14  C3   N1   C2   C1      0.00   0.0  0
 L91  CONST_15  C4   C5   C1   C2      0.00   0.0  0
 L91  CONST_16  C4   C3   N1   C2      0.00   0.0  0
 L91  CONST_17  C5   C4   C3   N1      0.00   0.0  0
 L91  CONST_18  C5   C1   C2   N1      0.00   0.0  0
 L91  CONST_19  F1   C11  C12  C13   180.00   0.0  0
 L91  CONST_20  N3   C8   C18  C17   180.00   0.0  0
 L91  CONST_21  S1   C18  C17  C16   180.00   0.0  0
 L91  CONST_22  N3   C8   C14  C15   180.00   0.0  0
 L91  CONST_23  N4   C9   C13  C12   180.00   0.0  0
 L91  CONST_24  N3   C5   C1   C2    180.00   0.0  0
 L91  CONST_25  N4   C3   N1   C2    180.00   0.0  0
 L91  CONST_26  C6   C1   C2   N1    180.00   0.0  0
 L91  CONST_27  N3   C5   C4   C3    180.00   0.0  0
 L91  CONST_28  C6   C1   C5   C4    180.00   0.0  0
 L91  CONST_29  N4   C3   C4   C5    180.00   0.0  0
 L91  CONST_30  C10  N5   C9   N4    180.00   0.0  0
 L91  CONST_31  F1   C11  C10  N5    180.00   0.0  0
 L91  CONST_32  S1   C18  C8   C14   180.00   0.0  0
 L91  CONST_33  H14  C16  C17  C18   180.00   0.0  0
 L91  CONST_34  H12  C14  C8   C18   180.00   0.0  0
 L91  CONST_35  H13  C15  C16  C17   180.00   0.0  0
 L91  CONST_36  H15  C17  C16  C15   180.00   0.0  0
 L91  CONST_37  H11  C13  C12  C11   180.00   0.0  0
 L91  CONST_38  H9   C10  C11  C12   180.00   0.0  0
 L91  CONST_39  H2   C4   C5   C1    180.00   0.0  0
 L91  CONST_40  H1   C2   N1   C3    180.00   0.0  0
 L91  CONST_41  H10  C12  C13  C9    180.00   0.0  0
 L91  CONST_42  C7   N2   C6   C1    180.00   0.0  0
 L91  CONST_43  H3   N2   C6   C1      0.00   0.0  0
 L91  CONST_44  C7   N2   C6   O1      0.00   0.0  0
 L91  Var_01    C3   N4   C9   C13     1.73  30.0  2
 L91  Var_02    C5   N3   C8   C18   137.29  30.0  2
 L91  Var_03    C8   N3   C5   C1    165.61  30.0  3
 L91  Var_04    C9   N4   C3   N1      0.96  30.0  2
 L91  Var_05    O3   S1   C18  C17    -0.24  30.0  1
 L91  Var_06    O1   C6   C1   C2    160.31  30.0  2
 L91  Var_07    H17  C19  S1   C18    62.96  30.0  3
 L91  Var_08    H6   C7   N2   C6   -174.70  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
 L91  plan-1  C18  0.020
 L91  plan-1  C17  0.020
 L91  plan-1  C16  0.020
 L91  plan-1  C15  0.020
 L91  plan-1  N3   0.020
 L91  plan-1  C8   0.020
 L91  plan-1  C14  0.020
 L91  plan-1  H15  0.020
 L91  plan-1  H14  0.020
 L91  plan-1  H13  0.020
 L91  plan-1  H12  0.020
 L91  plan-1  S1   0.020
 L91  plan-2  C1   0.020
 L91  plan-2  C2   0.020
 L91  plan-2  N1   0.020
 L91  plan-2  C3   0.020
 L91  plan-2  C4   0.020
 L91  plan-2  C5   0.020
 L91  plan-2  N3   0.020
 L91  plan-2  H1   0.020
 L91  plan-2  H2   0.020
 L91  plan-2  N4   0.020
 L91  plan-2  C6   0.020
 L91  plan-3  C13  0.020
 L91  plan-3  C11  0.020
 L91  plan-3  C12  0.020
 L91  plan-3  C9   0.020
 L91  plan-3  N5   0.020
 L91  plan-3  C10  0.020
 L91  plan-3  F1   0.020
 L91  plan-3  H11  0.020
 L91  plan-3  H10  0.020
 L91  plan-3  H9   0.020
 L91  plan-3  N4   0.020
 L91  plan-4  C1   0.020
 L91  plan-4  N2   0.020
 L91  plan-4  O1   0.020
 L91  plan-4  C7   0.020
 L91  plan-4  H3   0.020
 L91  plan-4  C6   0.020

