# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 23 07:05:57 2020
#   Inital geometry file: a 109 line input string
#   Ligand name: 2,6-difluoro-N-(1H-imidazo[4,5-b]pyridin-6-yl)-3-[(propylsulfonyl)amino]benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC[S](=O)(=O)Nc1ccc(F)c(C(=O)Nc2cnc3nc[nH]c3c2)c1F
#
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
 DFS  DFS  2,6-difluoro-N-(1H-imidazo[4,5-b]pyridin-6-yl)-3-[(propylsulfonyl)amino]benzamide  ligand  42  27  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_DFS
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
 DFS  C1   C  CR56  0   0.300   4.9717  -0.8545   0.2323
 DFS  C2   C  CR56  0   0.254   5.3188  -1.1128  -1.1038
 DFS  N3   N  N     0  -0.402   4.5078  -0.8607  -2.1229
 DFS  C4   C  CR16  0  -0.172   3.3367  -0.3450  -1.8149
 DFS  C5   C  CR6   0   0.288   2.9035  -0.0536  -0.5033
 DFS  C6   C  CR16  0  -0.280   3.7432  -0.3143   0.5728
 DFS  N7   N  NR15  0  -0.660   6.0603  -1.2482   0.9528
 DFS  C8   C  CR15  0   0.113   6.9760  -1.7058   0.0639
 DFS  N9   N  N     0  -0.454   6.5780  -1.6451  -1.1759
 DFS  N10  N  NH1   0  -0.722   1.6203   0.4932  -0.3954
 DFS  C11  C  C     0   0.527   0.9581   0.8571   0.7210
 DFS  C12  C  CR6   0  -0.480  -0.3986   1.4424   0.4559
 DFS  O13  O  O     0  -0.435   1.3721   0.7379   1.8564
 DFS  C14  C  CR6   0   0.595  -1.5390   0.7831   0.8781
 DFS  C15  C  CR6   0   0.109  -2.8112   1.3227   0.7476
 DFS  C16  C  CR16  0  -0.240  -2.9288   2.5795   0.1636
 DFS  C17  C  CR16  0  -0.427  -1.8139   3.2638  -0.2894
 DFS  C18  C  CR6   0   0.598  -0.5708   2.6856  -0.1301
 DFS  F19  F  F     0  -0.292   0.5178   3.3462  -0.5330
 DFS  F20  F  F     0  -0.285  -1.4071  -0.4263   1.4251
 DFS  N21  N  NC1   0  -0.806  -3.9452   0.6287   1.2162
 DFS  S22  S  S     0   1.335  -4.9608  -0.1265   0.1277
 DFS  C23  C  CH2   0  -0.604  -4.0056  -1.4349  -0.6305
 DFS  C24  C  CH2   0  -0.437  -4.8585  -2.2594  -1.5877
 DFS  C25  C  CH3   0  -0.663  -4.0074  -3.2927  -2.3129
 DFS  O26  O  OS    0  -0.661  -6.0186  -0.7141   0.9318
 DFS  O27  O  OS    0  -0.652  -5.2918   0.8520  -0.8942
 DFS  H1   H  HCR6  0   0.276   2.6667  -0.1333  -2.6429
 DFS  H2   H  HCR6  0   0.306   3.4667  -0.1165   1.5954
 DFS  H3   H  HNR5  0   0.429   6.1773  -1.2086   1.9533
 DFS  H4   H  HCR5  0   0.293   7.9339  -2.0784   0.3937
 DFS  H6   H  HNH1  0   0.430   1.1297   0.6112  -1.2705
 DFS  H7   H  HCR6  0   0.298  -3.9063   3.0300   0.0711
 DFS  H8   H  HCR6  0   0.299  -1.9090   4.2409  -0.7426
 DFS  H9   H  HNC1  0   0.426  -3.8161   0.0848   2.0631
 DFS  H10  H  HCH2  0   0.293  -3.1722  -0.9577  -1.1509
 DFS  H11  H  HCH2  0   0.300  -3.6075  -2.0481   0.1798
 DFS  H12  H  HCH2  0   0.250  -5.6536  -2.7568  -1.0305
 DFS  H13  H  HCH2  0   0.248  -5.3370  -1.6036  -2.3173
 DFS  H14  H  HCH3  0   0.230  -3.2451  -2.8143  -2.9290
 DFS  H15  H  HCH3  0   0.229  -3.5026  -3.9579  -1.6115
 DFS  H16  H  HCH3  0   0.243  -4.6272  -3.9065  -2.9655

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
 DFS  O26  S22  double    1.453  0.020  1.453
 DFS  O27  S22  double    1.453  0.020  1.453
 DFS  S22  N21  single    1.669  0.020  1.669
 DFS  S22  C23  single    1.789  0.020  1.789
 DFS  C25  C24  single    1.523  0.020  1.523
 DFS  C24  C23  single    1.524  0.020  1.524
 DFS  N21  C15  single    1.410  0.020  1.410
 DFS  C15  C16  aromatic  1.391  0.020  1.391
 DFS  C15  C14  aromatic  1.388  0.020  1.388
 DFS  C16  C17  aromatic  1.384  0.020  1.384
 DFS  F20  C14  single    1.334  0.020  1.334
 DFS  C14  C12  aromatic  1.383  0.020  1.383
 DFS  C17  C18  aromatic  1.380  0.020  1.380
 DFS  C12  C18  aromatic  1.385  0.020  1.385
 DFS  C12  C11  single    1.501  0.020  1.501
 DFS  C18  F19  single    1.336  0.020  1.336
 DFS  C11  N10  single    1.348  0.020  1.348
 DFS  C11  O13  double    1.214  0.020  1.214
 DFS  N10  C5   single    1.399  0.020  1.399
 DFS  C5   C4   aromatic  1.412  0.020  1.412
 DFS  C5   C6   aromatic  1.390  0.020  1.390
 DFS  C4   N3   aromatic  1.316  0.020  1.316
 DFS  C6   C1   aromatic  1.385  0.020  1.385
 DFS  N3   C2   aromatic  1.327  0.020  1.327
 DFS  C1   C2   aromatic  1.404  0.020  1.404
 DFS  C1   N7   aromatic  1.364  0.020  1.364
 DFS  C2   N9   aromatic  1.369  0.020  1.369
 DFS  N7   C8   aromatic  1.356  0.020  1.356
 DFS  N9   C8   aromatic  1.303  0.020  1.303
 DFS  C4   H1   single    0.930  0.020  1.080
 DFS  C6   H2   single    0.930  0.020  1.080
 DFS  N7   H3   single    0.860  0.020  1.020
 DFS  C8   H4   single    0.930  0.020  1.080
 DFS  N10  H6   single    0.860  0.020  1.020
 DFS  C16  H7   single    0.930  0.020  1.080
 DFS  C17  H8   single    0.930  0.020  1.080
 DFS  N21  H9   single    0.890  0.020  1.040
 DFS  C23  H10  single    0.970  0.020  1.090
 DFS  C23  H11  single    0.970  0.020  1.090
 DFS  C24  H12  single    0.970  0.020  1.090
 DFS  C24  H13  single    0.970  0.020  1.090
 DFS  C25  H14  single    0.970  0.020  1.090
 DFS  C25  H15  single    0.970  0.020  1.090
 DFS  C25  H16  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
 DFS  N7   C1   C6   133.71  3.000
 DFS  N7   C1   C2   104.61  3.000
 DFS  C6   C1   C2   121.67  3.000
 DFS  N9   C2   N3   126.57  3.000
 DFS  N9   C2   C1   110.42  3.000
 DFS  N3   C2   C1   123.01  3.000
 DFS  C4   N3   C2   116.02  3.000
 DFS  H1   C4   C5   118.60  3.000
 DFS  H1   C4   N3   116.55  3.000
 DFS  C5   C4   N3   124.85  3.000
 DFS  N10  C5   C6   124.60  3.000
 DFS  C6   C5   C4   119.69  3.000
 DFS  N10  C5   C4   115.71  3.000
 DFS  H2   C6   C5   123.05  3.000
 DFS  H2   C6   C1   122.18  3.000
 DFS  C5   C6   C1   114.77  3.000
 DFS  H3   N7   C8   125.85  3.000
 DFS  H3   N7   C1   127.28  3.000
 DFS  C8   N7   C1   106.87  3.000
 DFS  H4   C8   N9   125.28  3.000
 DFS  H4   C8   N7   121.03  3.000
 DFS  N9   C8   N7   113.68  3.000
 DFS  C8   N9   C2   104.41  3.000
 DFS  H6   N10  C11  116.57  3.000
 DFS  H6   N10  C5   115.11  3.000
 DFS  C11  N10  C5   128.31  3.000
 DFS  O13  C11  C12  120.76  3.000
 DFS  O13  C11  N10  125.47  3.000
 DFS  C12  C11  N10  113.76  3.000
 DFS  C18  C12  C14  117.03  3.000
 DFS  C18  C12  C11  122.48  3.000
 DFS  C14  C12  C11  120.35  3.000
 DFS  F20  C14  C15  118.79  3.000
 DFS  F20  C14  C12  118.41  3.000
 DFS  C15  C14  C12  122.80  3.000
 DFS  N21  C15  C16  121.09  3.000
 DFS  C16  C15  C14  117.92  3.000
 DFS  N21  C15  C14  120.98  3.000
 DFS  H7   C16  C17  119.64  3.000
 DFS  H7   C16  C15  119.29  3.000
 DFS  C17  C16  C15  121.06  3.000
 DFS  H8   C17  C18  120.41  3.000
 DFS  H8   C17  C16  120.86  3.000
 DFS  C18  C17  C16  118.72  3.000
 DFS  F19  C18  C17  119.48  3.000
 DFS  F19  C18  C12  118.05  3.000
 DFS  C17  C18  C12  122.47  3.000
 DFS  H9   N21  S22  112.28  3.000
 DFS  H9   N21  C15  116.04  3.000
 DFS  S22  N21  C15  119.69  3.000
 DFS  O27  S22  O26  119.72  3.000
 DFS  O27  S22  C23  108.43  3.000
 DFS  O26  S22  C23  109.12  3.000
 DFS  C23  S22  N21  106.41  3.000
 DFS  O27  S22  N21  107.01  3.000
 DFS  O26  S22  N21  105.37  3.000
 DFS  H11  C23  H10  108.72  3.000
 DFS  H11  C23  C24  111.50  3.000
 DFS  H10  C23  C24  111.35  3.000
 DFS  H11  C23  S22  106.92  3.000
 DFS  H10  C23  S22  106.85  3.000
 DFS  C24  C23  S22  111.29  3.000
 DFS  H13  C24  H12  107.21  3.000
 DFS  H13  C24  C25  109.54  3.000
 DFS  H12  C24  C25  109.96  3.000
 DFS  H13  C24  C23  109.89  3.000
 DFS  H12  C24  C23  109.49  3.000
 DFS  C25  C24  C23  110.70  3.000
 DFS  H16  C25  H15  107.76  3.000
 DFS  H16  C25  H14  107.85  3.000
 DFS  H15  C25  H14  107.90  3.000
 DFS  H16  C25  C24  110.47  3.000
 DFS  H15  C25  C24  111.49  3.000
 DFS  H14  C25  C24  111.22  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
 DFS  CONST_01  C4   C5   C6   C1      0.00   0.0  0
 DFS  CONST_02  C4   N3   C2   C1      0.00   0.0  0
 DFS  CONST_03  C8   N9   C2   C1      0.00   0.0  0
 DFS  CONST_04  N9   C8   N7   C1      0.00   0.0  0
 DFS  CONST_05  C5   C4   N3   C2      0.00   0.0  0
 DFS  CONST_06  C5   C6   C1   C2      0.00   0.0  0
 DFS  CONST_07  C8   N7   C1   C2      0.00   0.0  0
 DFS  CONST_08  N7   C8   N9   C2      0.00   0.0  0
 DFS  CONST_09  C6   C5   C4   N3      0.00   0.0  0
 DFS  CONST_10  C6   C1   C2   N3      0.00   0.0  0
 DFS  CONST_11  N7   C1   C2   N3    180.00   0.0  0
 DFS  CONST_12  C8   N9   C2   N3    180.00   0.0  0
 DFS  CONST_13  N9   C2   N3   C4    180.00   0.0  0
 DFS  CONST_14  N7   C1   C6   C5    180.00   0.0  0
 DFS  CONST_15  N9   C2   C1   C6    180.00   0.0  0
 DFS  CONST_16  C8   N7   C1   C6    180.00   0.0  0
 DFS  CONST_17  N9   C2   C1   N7      0.00   0.0  0
 DFS  CONST_18  C16  C15  C14  C12     0.00   0.0  0
 DFS  CONST_19  C16  C17  C18  C12     0.00   0.0  0
 DFS  CONST_20  C17  C16  C15  C14     0.00   0.0  0
 DFS  CONST_21  C17  C18  C12  C14     0.00   0.0  0
 DFS  CONST_22  C18  C17  C16  C15     0.00   0.0  0
 DFS  CONST_23  C18  C12  C14  C15     0.00   0.0  0
 DFS  CONST_24  N10  C5   C6   C1    180.00   0.0  0
 DFS  CONST_25  N10  C5   C4   N3    180.00   0.0  0
 DFS  CONST_26  C15  C14  C12  C11   180.00   0.0  0
 DFS  CONST_27  C17  C18  C12  C11   180.00   0.0  0
 DFS  CONST_28  N21  C15  C14  C12   180.00   0.0  0
 DFS  CONST_29  F19  C18  C12  C14   180.00   0.0  0
 DFS  CONST_30  F20  C14  C15  C16   180.00   0.0  0
 DFS  CONST_31  F19  C18  C17  C16   180.00   0.0  0
 DFS  CONST_32  N21  C15  C16  C17   180.00   0.0  0
 DFS  CONST_33  F20  C14  C12  C18   180.00   0.0  0
 DFS  CONST_34  H4   C8   N7   C1    180.00   0.0  0
 DFS  CONST_35  H1   C4   N3   C2    180.00   0.0  0
 DFS  CONST_36  H2   C6   C1   C2    180.00   0.0  0
 DFS  CONST_37  H3   N7   C1   C2    180.00   0.0  0
 DFS  CONST_38  H8   C17  C18  C12   180.00   0.0  0
 DFS  CONST_39  H7   C16  C15  C14   180.00   0.0  0
 DFS  CONST_40  C12  C11  N10  C5    180.00   0.0  0
 DFS  CONST_41  C11  N10  C5   C4    180.00   0.0  0
 DFS  CONST_42  C11  N10  C5   C6      0.00   0.0  0
 DFS  CONST_45  H6   N10  C5   C4      0.00   0.0  0
 DFS  CONST_47  O13  C11  N10  C5      0.00   0.0  0
 DFS  Var_01    C14  C12  C11  N10   114.34  30.0  2
 DFS  Var_02    O26  S22  N21  C15  -179.07  30.0  1
 DFS  Var_03    C24  C23  S22  N21   176.39  30.0  3
 DFS  Var_04    C25  C24  C23  S22   175.22  30.0  1
 DFS  Var_05    H14  C25  C24  C23   -62.58  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
 DFS  plan-1  C11  0.020
 DFS  plan-1  C12  0.020
 DFS  plan-1  C14  0.020
 DFS  plan-1  C15  0.020
 DFS  plan-1  C16  0.020
 DFS  plan-1  C17  0.020
 DFS  plan-1  C18  0.020
 DFS  plan-1  F19  0.020
 DFS  plan-1  F20  0.020
 DFS  plan-1  N21  0.020
 DFS  plan-1  H7   0.020
 DFS  plan-1  H8   0.020
 DFS  plan-2  C1   0.020
 DFS  plan-2  C2   0.020
 DFS  plan-2  N3   0.020
 DFS  plan-2  C4   0.020
 DFS  plan-2  C5   0.020
 DFS  plan-2  C6   0.020
 DFS  plan-2  N7   0.020
 DFS  plan-2  C8   0.020
 DFS  plan-2  N9   0.020
 DFS  plan-2  N10  0.020
 DFS  plan-2  H1   0.020
 DFS  plan-2  H2   0.020
 DFS  plan-2  H3   0.020
 DFS  plan-2  H4   0.020
 DFS  plan-3  C5   0.020
 DFS  plan-3  N10  0.020
 DFS  plan-3  C11  0.020
 DFS  plan-3  C12  0.020
 DFS  plan-3  O13  0.020
 DFS  plan-3  H6   0.020
 DFS  plan-4  C15  0.020
 DFS  plan-4  N21  0.020
 DFS  plan-4  S22  0.020
 DFS  plan-4  H9   0.020

