# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jun 10 20:04:15 2020
#   Inital geometry file: a 115 line input string
#   Ligand name: 4-({4-[(2,6-dimethylpyridin-3-yl)oxy]pyridin-2-yl}amino)benzenesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccc(Oc2ccnc(Nc3ccc(cc3)[S](N)(=O)=O)c2)c(C)n1
#
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
 ZZF  ZZF  4-({4-[(2,6-dimethylpyridin-3-yl)oxy]pyridin-2-yl}amino)benzenesulfonamide  ligand  44  26  .  2021-08-25  2021-08-25  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ZZF
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
 ZZF  C1    C  CH3   0  -0.717   6.7430   1.8834   2.6042
 ZZF  C2    C  CR6   0   0.232   6.0291   1.3883   1.3839
 ZZF  C3    C  CR16  0  -0.342   5.6499   2.2551   0.3654
 ZZF  C4    C  CR16  0  -0.182   4.9747   1.7458  -0.7315
 ZZF  C5    C  CR6   0   0.194   4.7128   0.3912  -0.7673
 ZZF  C6    C  CR6   0   0.184   5.1217  -0.4280   0.2846
 ZZF  N7    N  N     0  -0.440   5.7653   0.0834   1.3267
 ZZF  C8    C  CH3   0  -0.734   4.8466  -1.9002   0.2772
 ZZF  O9    O  O2    0  -0.497   4.1025  -0.1591  -1.8691
 ZZF  C10   C  CR6   0   0.485   2.7706  -0.3749  -1.8577
 ZZF  C11   C  CR16  0  -0.435   2.2332  -1.0008  -2.9863
 ZZF  C12   C  CR16  0  -0.033   0.8768  -1.2240  -2.9952
 ZZF  N13   N  N     0  -0.486   0.0492  -0.8910  -2.0053
 ZZF  C14   C  CR6   0   0.571   0.5702  -0.3025  -0.9417
 ZZF  C15   C  CR16  0  -0.525   1.9399  -0.0145  -0.8169
 ZZF  N16   N  NH1   0  -0.786  -0.2432   0.0542   0.1087
 ZZF  C17   C  CR6   0   0.389  -1.6003  -0.0843   0.2987
 ZZF  C18   C  CR16  0  -0.357  -2.1090   0.3729   1.5270
 ZZF  C19   C  CR16  0  -0.221  -3.4497   0.2780   1.8251
 ZZF  C20   C  CR6   0  -0.238  -4.3244  -0.2768   0.8948
 ZZF  C21   C  CR16  0  -0.219  -3.8407  -0.7317  -0.3231
 ZZF  C22   C  CR16  0  -0.308  -2.4934  -0.6408  -0.6261
 ZZF  S23   S  S     0   1.357  -6.0461  -0.3752   1.2581
 ZZF  O24   O  OS    0  -0.661  -6.6376  -1.3635   0.3706
 ZZF  O25   O  OS    0  -0.663  -6.1971  -0.5062   2.6989
 ZZF  N26   N  NC2   0  -0.879  -6.7374   1.0675   0.8618
 ZZF  H11C  H  HCH3  0   0.254   6.0775   1.8698   3.4695
 ZZF  H12C  H  HCH3  0   0.251   7.5955   1.2478   2.8428
 ZZF  H13C  H  HCH3  0   0.245   7.0995   2.9036   2.4745
 ZZF  H3    H  HCR6  0   0.271   5.8797   3.3102   0.4268
 ZZF  H4    H  HCR6  0   0.287   4.6658   2.3874  -1.5472
 ZZF  H81C  H  HCH3  0   0.255   5.1290  -2.3630  -0.6686
 ZZF  H82C  H  HCH3  0   0.259   5.3970  -2.3837   1.0808
 ZZF  H83C  H  HCH3  0   0.254   3.7837  -2.1014   0.4297
 ZZF  H11   H  HCR6  0   0.280   2.8570  -1.2961  -3.8182
 ZZF  H15   H  HCR6  0   0.300   2.3146   0.4738   0.0734
 ZZF  H12   H  HCR6  0   0.268   0.4190  -1.7033  -3.8527
 ZZF  H16   H  HNH1  0   0.419   0.2413   0.4847   0.8813
 ZZF  H18   H  HCR6  0   0.280  -1.4364   0.8029   2.2594
 ZZF  H22   H  HCR6  0   0.299  -2.1370  -1.0073  -1.5733
 ZZF  H19   H  HCR6  0   0.283  -3.8020   0.6338   2.7840
 ZZF  H21   H  HCR6  0   0.280  -4.5057  -1.1722  -1.0539
 ZZF  H261  H  HNC2  0   0.414  -6.6778   1.2873  -0.1262
 ZZF  H262  H  HNC2  0   0.413  -6.4036   1.8425   1.4239

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
 ZZF  C1   C2    single    1.498  0.020  1.498
 ZZF  C2   C3    aromatic  1.390  0.020  1.390
 ZZF  C2   N7    aromatic  1.333  0.020  1.333
 ZZF  C3   C4    aromatic  1.385  0.020  1.385
 ZZF  C4   C5    aromatic  1.380  0.020  1.380
 ZZF  C5   C6    aromatic  1.395  0.020  1.395
 ZZF  C5   O9    single    1.374  0.020  1.374
 ZZF  C6   N7    aromatic  1.327  0.020  1.327
 ZZF  C6   C8    single    1.498  0.020  1.498
 ZZF  O9   C10   single    1.349  0.020  1.349
 ZZF  C10  C11   aromatic  1.398  0.020  1.398
 ZZF  C10  C15   aromatic  1.380  0.020  1.380
 ZZF  C11  C12   aromatic  1.375  0.020  1.375
 ZZF  C12  N13   aromatic  1.333  0.020  1.333
 ZZF  N13  C14   aromatic  1.323  0.020  1.323
 ZZF  C14  C15   aromatic  1.405  0.020  1.405
 ZZF  C14  N16   single    1.376  0.020  1.376
 ZZF  N16  C17   single    1.377  0.020  1.377
 ZZF  C17  C18   aromatic  1.406  0.020  1.406
 ZZF  C17  C22   aromatic  1.401  0.020  1.401
 ZZF  C18  C19   aromatic  1.377  0.020  1.377
 ZZF  C19  C20   aromatic  1.392  0.020  1.392
 ZZF  C20  C21   aromatic  1.387  0.020  1.387
 ZZF  C20  S23   single    1.762  0.020  1.762
 ZZF  C21  C22   aromatic  1.384  0.020  1.384
 ZZF  S23  O24   double    1.454  0.020  1.454
 ZZF  S23  O25   double    1.455  0.020  1.455
 ZZF  S23  N26   single    1.648  0.020  1.648
 ZZF  C1   H11C  single    0.970  0.020  1.090
 ZZF  C1   H12C  single    0.970  0.020  1.090
 ZZF  C1   H13C  single    0.970  0.020  1.090
 ZZF  C3   H3    single    0.930  0.020  1.080
 ZZF  C4   H4    single    0.930  0.020  1.080
 ZZF  C8   H81C  single    0.970  0.020  1.090
 ZZF  C8   H82C  single    0.970  0.020  1.090
 ZZF  C8   H83C  single    0.970  0.020  1.090
 ZZF  C11  H11   single    0.930  0.020  1.080
 ZZF  C15  H15   single    0.930  0.020  1.080
 ZZF  C12  H12   single    0.930  0.020  1.080
 ZZF  N16  H16   single    0.860  0.020  1.020
 ZZF  C18  H18   single    0.930  0.020  1.080
 ZZF  C22  H22   single    0.930  0.020  1.080
 ZZF  C19  H19   single    0.930  0.020  1.080
 ZZF  C21  H21   single    0.930  0.020  1.080
 ZZF  N26  H261  single    0.890  0.020  1.040
 ZZF  N26  H262  single    0.890  0.020  1.040

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
 ZZF  H13C  C1   H12C  108.45  3.000
 ZZF  H13C  C1   H11C  107.80  3.000
 ZZF  H12C  C1   H11C  107.22  3.000
 ZZF  H13C  C1   C2    111.64  3.000
 ZZF  H12C  C1   C2    111.00  3.000
 ZZF  H11C  C1   C2    110.55  3.000
 ZZF  N7    C2   C3    121.68  3.000
 ZZF  N7    C2   C1    116.93  3.000
 ZZF  C3    C2   C1    121.39  3.000
 ZZF  H3    C3   C4    120.49  3.000
 ZZF  H3    C3   C2    120.57  3.000
 ZZF  C4    C3   C2    118.94  3.000
 ZZF  H4    C4   C5    120.53  3.000
 ZZF  H4    C4   C3    121.18  3.000
 ZZF  C5    C4   C3    118.29  3.000
 ZZF  O9    C5   C6    119.98  3.000
 ZZF  O9    C5   C4    119.87  3.000
 ZZF  C6    C5   C4    120.09  3.000
 ZZF  C8    C6   N7    118.14  3.000
 ZZF  C8    C6   C5    121.32  3.000
 ZZF  N7    C6   C5    120.53  3.000
 ZZF  C6    N7   C2    120.46  3.000
 ZZF  H83C  C8   H82C  107.90  3.000
 ZZF  H83C  C8   H81C  107.15  3.000
 ZZF  H82C  C8   H81C  108.74  3.000
 ZZF  H83C  C8   C6    111.04  3.000
 ZZF  H82C  C8   C6    109.91  3.000
 ZZF  H81C  C8   C6    111.97  3.000
 ZZF  C10   O9   C5    119.70  3.000
 ZZF  C15   C10  C11   119.64  3.000
 ZZF  C15   C10  O9    123.98  3.000
 ZZF  C11   C10  O9    116.38  3.000
 ZZF  H11   C11  C12   121.34  3.000
 ZZF  H11   C11  C10   121.45  3.000
 ZZF  C12   C11  C10   117.21  3.000
 ZZF  H12   C12  N13   115.84  3.000
 ZZF  H12   C12  C11   119.59  3.000
 ZZF  N13   C12  C11   124.57  3.000
 ZZF  C14   N13  C12   117.64  3.000
 ZZF  N16   C14  C15   117.10  3.000
 ZZF  N16   C14  N13   119.77  3.000
 ZZF  C15   C14  N13   123.14  3.000
 ZZF  H15   C15  C14   120.19  3.000
 ZZF  H15   C15  C10   122.01  3.000
 ZZF  C14   C15  C10   117.80  3.000
 ZZF  H16   N16  C17   114.24  3.000
 ZZF  H16   N16  C14   114.31  3.000
 ZZF  C17   N16  C14   131.45  3.000
 ZZF  C22   C17  C18   118.38  3.000
 ZZF  C22   C17  N16   125.24  3.000
 ZZF  C18   C17  N16   116.38  3.000
 ZZF  H18   C18  C19   119.05  3.000
 ZZF  H18   C18  C17   119.67  3.000
 ZZF  C19   C18  C17   121.27  3.000
 ZZF  H19   C19  C20   121.25  3.000
 ZZF  H19   C19  C18   119.11  3.000
 ZZF  C20   C19  C18   119.64  3.000
 ZZF  S23   C20  C21   120.22  3.000
 ZZF  S23   C20  C19   119.88  3.000
 ZZF  C21   C20  C19   119.89  3.000
 ZZF  H21   C21  C22   118.51  3.000
 ZZF  H21   C21  C20   120.82  3.000
 ZZF  C22   C21  C20   120.67  3.000
 ZZF  H22   C22  C21   119.52  3.000
 ZZF  H22   C22  C17   120.34  3.000
 ZZF  C21   C22  C17   120.14  3.000
 ZZF  N26   S23  O25   105.87  3.000
 ZZF  N26   S23  O24   106.11  3.000
 ZZF  O25   S23  O24   120.08  3.000
 ZZF  N26   S23  C20   108.14  3.000
 ZZF  O25   S23  C20   108.10  3.000
 ZZF  O24   S23  C20   108.03  3.000
 ZZF  H262  N26  H261  110.80  3.000
 ZZF  H262  N26  S23   113.43  3.000
 ZZF  H261  N26  S23   113.55  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
 ZZF  CONST_01  C5    C4   C3   C2      0.00   0.0  0
 ZZF  CONST_02  C5    C6   N7   C2      0.00   0.0  0
 ZZF  CONST_03  C6    N7   C2   C3      0.00   0.0  0
 ZZF  CONST_04  C6    C5   C4   C3      0.00   0.0  0
 ZZF  CONST_05  N7    C2   C3   C4      0.00   0.0  0
 ZZF  CONST_06  N7    C6   C5   C4      0.00   0.0  0
 ZZF  CONST_07  N13   C12  C11  C10     0.00   0.0  0
 ZZF  CONST_08  N13   C14  C15  C10     0.00   0.0  0
 ZZF  CONST_09  C14   C15  C10  C11     0.00   0.0  0
 ZZF  CONST_10  C14   N13  C12  C11     0.00   0.0  0
 ZZF  CONST_11  C15   C10  C11  C12     0.00   0.0  0
 ZZF  CONST_12  C15   C14  N13  C12     0.00   0.0  0
 ZZF  CONST_13  C20   C19  C18  C17     0.00   0.0  0
 ZZF  CONST_14  C20   C21  C22  C17     0.00   0.0  0
 ZZF  CONST_15  C21   C22  C17  C18     0.00   0.0  0
 ZZF  CONST_16  C21   C20  C19  C18     0.00   0.0  0
 ZZF  CONST_17  C22   C17  C18  C19     0.00   0.0  0
 ZZF  CONST_18  C22   C21  C20  C19     0.00   0.0  0
 ZZF  CONST_19  C4    C3   C2   C1    180.00   0.0  0
 ZZF  CONST_20  C6    N7   C2   C1    180.00   0.0  0
 ZZF  CONST_21  C8    C6   N7   C2    180.00   0.0  0
 ZZF  CONST_22  O9    C5   C4   C3    180.00   0.0  0
 ZZF  CONST_23  C8    C6   C5   C4    180.00   0.0  0
 ZZF  CONST_24  O9    C5   C6   N7    180.00   0.0  0
 ZZF  CONST_25  C12   C11  C10  O9    180.00   0.0  0
 ZZF  CONST_26  C14   C15  C10  O9    180.00   0.0  0
 ZZF  CONST_27  N16   C14  C15  C10   180.00   0.0  0
 ZZF  CONST_28  N16   C14  N13  C12   180.00   0.0  0
 ZZF  CONST_29  C19   C18  C17  N16   180.00   0.0  0
 ZZF  CONST_30  C21   C22  C17  N16   180.00   0.0  0
 ZZF  CONST_31  S23   C20  C19  C18   180.00   0.0  0
 ZZF  CONST_32  S23   C20  C21  C22   180.00   0.0  0
 ZZF  CONST_33  H4    C4   C3   C2    180.00   0.0  0
 ZZF  CONST_34  H3    C3   C4   C5    180.00   0.0  0
 ZZF  CONST_35  H12   C12  C11  C10   180.00   0.0  0
 ZZF  CONST_36  H15   C15  C10  C11   180.00   0.0  0
 ZZF  CONST_37  H11   C11  C12  N13   180.00   0.0  0
 ZZF  CONST_38  H19   C19  C18  C17   180.00   0.0  0
 ZZF  CONST_39  H21   C21  C22  C17   180.00   0.0  0
 ZZF  CONST_40  H22   C22  C17  C18   180.00   0.0  0
 ZZF  CONST_41  H18   C18  C19  C20   180.00   0.0  0
 ZZF  Var_01    C11   C10  O9   C5   -176.78  30.0  2
 ZZF  Var_02    C17   N16  C14  N13    -0.08  30.0  2
 ZZF  Var_03    C18   C17  N16  C14   178.61  30.0  2
 ZZF  Var_04    O24   S23  C20  C19  -161.11  30.0  2
 ZZF  Var_05    H11C  C1   C2   C3    107.42  30.0  2
 ZZF  Var_06    H81C  C8   C6   C5     48.64  30.0  2
 ZZF  Var_07    H261  N26  S23  C20    63.06  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
 ZZF  plan-1  C1   0.020
 ZZF  plan-1  C2   0.020
 ZZF  plan-1  C3   0.020
 ZZF  plan-1  C4   0.020
 ZZF  plan-1  C5   0.020
 ZZF  plan-1  C6   0.020
 ZZF  plan-1  N7   0.020
 ZZF  plan-1  C8   0.020
 ZZF  plan-1  O9   0.020
 ZZF  plan-1  H3   0.020
 ZZF  plan-1  H4   0.020
 ZZF  plan-2  O9   0.020
 ZZF  plan-2  C10  0.020
 ZZF  plan-2  C11  0.020
 ZZF  plan-2  C12  0.020
 ZZF  plan-2  N13  0.020
 ZZF  plan-2  C14  0.020
 ZZF  plan-2  C15  0.020
 ZZF  plan-2  N16  0.020
 ZZF  plan-2  H11  0.020
 ZZF  plan-2  H15  0.020
 ZZF  plan-2  H12  0.020
 ZZF  plan-3  N16  0.020
 ZZF  plan-3  C17  0.020
 ZZF  plan-3  C18  0.020
 ZZF  plan-3  C19  0.020
 ZZF  plan-3  C20  0.020
 ZZF  plan-3  C21  0.020
 ZZF  plan-3  C22  0.020
 ZZF  plan-3  S23  0.020
 ZZF  plan-3  H18  0.020
 ZZF  plan-3  H22  0.020
 ZZF  plan-3  H19  0.020
 ZZF  plan-3  H21  0.020

