# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 20 18:23:19 2020
#   Inital geometry file: a 146 line input string
#   Ligand name: 4-[(2-azanyl-4-oxidanylidene-7,8-dihydro-3~{H}-pteridin-6-yl)methylamino]-~{N}-(5,6-dimethoxypyrimidin-4-yl)benzenesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ncnc(N[S](=O)(=O)c2ccc(NCC3=NC4=C(NC3)N=C(N)NC4=O)cc2)c1OC
#
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
 CKL  CKL  4-[(2-azanyl-4-oxidanylidene-7,8-dihydro-3~{H}-pteridin-6-yl)methylamino]-~{N}-(5,6-dimethoxypyrimidin-4-yl)benzenesulfonamide  ligand  55  34  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_CKL
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
 CKL  C2   C  CR6   0   0.704  -8.0595   1.2602   0.1406
 CKL  C4   C  CR6   0   0.486  -5.8528   1.2740   1.1645
 CKL  C5   C  CR6   0  -0.106  -5.4570   0.4713   0.0643
 CKL  C6   C  CR6   0   0.517  -6.4037   0.1297  -0.9027
 CKL  O24  O  OS    0  -0.659   4.2688  -3.6095   0.5285
 CKL  O23  O  OS    0  -0.635   4.2445  -2.1698   2.5796
 CKL  N22  N  NC1   0  -0.846   4.7926  -1.2353   0.2684
 CKL  C25  C  CR6   0   0.517   4.6655   0.1279   0.3679
 CKL  C30  C  CR6   0   0.116   5.1998   0.9416  -0.6254
 CKL  O31  O  O2    0  -0.480   5.8304   0.4105  -1.7004
 CKL  C32  C  CH3   0  -0.415   5.0100   0.3049  -2.8657
 CKL  C29  C  CR6   0   0.515   5.0481   2.3161  -0.4334
 CKL  O33  O  O2    0  -0.456   5.5499   3.1203  -1.3536
 CKL  C34  C  CH3   0  -0.419   5.4068   4.5272  -1.1736
 CKL  N28  N  N     0  -0.466   4.4244   2.8114   0.6237
 CKL  C27  C  CR16  0   0.063   3.9432   1.9384   1.4929
 CKL  N26  N  N     0  -0.447   4.0353   0.6265   1.4290
 CKL  C18  C  CR6   0  -0.263   2.2505  -1.9802   0.9007
 CKL  C17  C  CR16  0  -0.212   1.6556  -2.3758  -0.2943
 CKL  C16  C  CR16  0  -0.358   0.3331  -2.0782  -0.5445
 CKL  C19  C  CR16  0  -0.188   1.5080  -1.2825   1.8531
 CKL  C20  C  CR16  0  -0.351   0.1890  -0.9849   1.6096
 CKL  C15  C  CR6   0   0.429  -0.4323  -1.3672   0.4019
 CKL  N14  N  NH1   0  -0.698  -1.7230  -1.0534   0.1854
 CKL  C8   C  C     0   0.173  -3.7999  -0.7140  -0.9863
 CKL  C9   C  CH2   0  -0.305  -4.6260  -0.8575  -2.2374
 CKL  N10  N  NH1   0  -0.658  -6.0208  -0.6643  -1.9141
 CKL  N1   N  N     0  -0.526  -7.6938   0.5025  -0.8679
 CKL  N7   N  N     0  -0.409  -4.1815  -0.0710   0.0369
 CKL  O12  O  O     0  -0.498  -5.1653   1.6458   2.1077
 CKL  N3   N  NR16  0  -0.716  -7.1994   1.6566   1.1067
 CKL  N11  N  NH2   0  -0.825  -9.3281   1.6579   0.2370
 CKL  H1   H  HNC1  0   0.435   5.2662  -1.6197  -0.5397
 CKL  H2   H  HCH3  0   0.224   4.1067  -0.2762  -2.6648
 CKL  H3   H  HCH3  0   0.236   4.7215   1.2869  -3.2437
 CKL  H4   H  HCH3  0   0.250   5.5988  -0.2082  -3.6225
 CKL  H5   H  HCH3  0   0.238   4.3584   4.8225  -1.1392
 CKL  H6   H  HCH3  0   0.238   5.9012   4.8659  -0.2634
 CKL  H7   H  HCH3  0   0.254   5.8832   4.9832  -2.0366
 CKL  H8   H  HCR6  0   0.266   3.4213   2.3459   2.3511
 CKL  H9   H  HCR6  0   0.281   2.2172  -2.9228  -1.0406
 CKL  H10  H  HCR6  0   0.280  -0.1068  -2.4056  -1.4765
 CKL  H11  H  HCR6  0   0.275   1.9600  -0.9690   2.7827
 CKL  H12  H  HCR6  0   0.270  -0.3817  -0.4427   2.3532
 CKL  H13  H  HNH1  0   0.398  -2.2252  -0.5049   0.8692
 CKL  H14  H  HCH2  0   0.257  -1.9045  -0.9441  -1.9049
 CKL  H15  H  HCH2  0   0.261  -2.5438  -2.4115  -1.1936
 CKL  H16  H  HCH2  0   0.258  -4.2733  -0.1346  -2.9872
 CKL  H18  H  HNH2  0   0.416  -9.9709   1.4198  -0.4981
 CKL  H19  H  HNH2  0   0.419  -9.6376   2.3028   0.9434
 CKL  H20  H  HCH2  0   0.267  -4.4890  -1.8493  -2.6723
 CKL  H21  H  HNH1  0   0.401  -6.7072  -0.8838  -2.6184
 CKL  H17  H  HNR6  0   0.420  -7.5354   2.2325   1.8669
 CKL  C13  C  CH2   0  -0.318  -2.4355  -1.3316  -1.0235
 CKL  S21  S  S     0   1.391   3.9314  -2.3521   1.1771

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
 CKL  N11  C2   single    1.333  0.020  1.333
 CKL  N3   C2   single    1.353  0.020  1.353
 CKL  N3   C4   single    1.401  0.020  1.401
 CKL  O12  C4   double    1.225  0.020  1.225
 CKL  C2   N1   double    1.313  0.020  1.313
 CKL  C4   C5   single    1.418  0.020  1.418
 CKL  N1   C6   single    1.343  0.020  1.343
 CKL  C5   C6   double    1.396  0.020  1.396
 CKL  C5   N7   single    1.386  0.020  1.386
 CKL  C6   N10  single    1.342  0.020  1.342
 CKL  N7   C8   double    1.267  0.020  1.267
 CKL  O24  S21  double    1.454  0.020  1.454
 CKL  C19  C20  aromatic  1.374  0.020  1.374
 CKL  C19  C18  aromatic  1.395  0.020  1.395
 CKL  N26  C27  aromatic  1.317  0.020  1.317
 CKL  N26  C25  aromatic  1.331  0.020  1.331
 CKL  C20  C15  aromatic  1.411  0.020  1.411
 CKL  N22  C25  single    1.373  0.020  1.373
 CKL  N22  S21  single    1.678  0.020  1.678
 CKL  C27  N28  aromatic  1.323  0.020  1.323
 CKL  N10  C9   single    1.445  0.020  1.445
 CKL  C25  C30  aromatic  1.391  0.020  1.391
 CKL  S21  C18  single    1.744  0.020  1.744
 CKL  S21  O23  double    1.449  0.020  1.449
 CKL  C18  C17  aromatic  1.392  0.020  1.392
 CKL  C8   C9   single    1.506  0.020  1.506
 CKL  C8   C13  single    1.498  0.020  1.498
 CKL  C15  N14  single    1.346  0.020  1.346
 CKL  C15  C16  aromatic  1.410  0.020  1.410
 CKL  N14  C13  single    1.431  0.020  1.431
 CKL  N28  C29  aromatic  1.324  0.020  1.324
 CKL  C30  C29  aromatic  1.396  0.020  1.396
 CKL  C30  O31  single    1.355  0.020  1.355
 CKL  C17  C16  aromatic  1.378  0.020  1.378
 CKL  C32  O31  single    1.429  0.020  1.429
 CKL  C29  O33  single    1.321  0.020  1.321
 CKL  C34  O33  single    1.426  0.020  1.426
 CKL  N22  H1   single    0.860  0.020  1.020
 CKL  C32  H2   single    0.970  0.020  1.090
 CKL  C32  H3   single    0.970  0.020  1.090
 CKL  C32  H4   single    0.970  0.020  1.090
 CKL  C34  H5   single    0.970  0.020  1.090
 CKL  C34  H6   single    0.970  0.020  1.090
 CKL  C34  H7   single    0.970  0.020  1.090
 CKL  C27  H8   single    0.930  0.020  1.080
 CKL  C17  H9   single    0.930  0.020  1.080
 CKL  C16  H10  single    0.930  0.020  1.080
 CKL  C19  H11  single    0.930  0.020  1.080
 CKL  C20  H12  single    0.930  0.020  1.080
 CKL  N14  H13  single    0.860  0.020  1.020
 CKL  C13  H14  single    0.970  0.020  1.090
 CKL  C13  H15  single    0.970  0.020  1.090
 CKL  C9   H16  single    0.970  0.020  1.090
 CKL  N11  H18  single    0.860  0.020  1.020
 CKL  N11  H19  single    0.860  0.020  1.020
 CKL  C9   H20  single    0.970  0.020  1.090
 CKL  N10  H21  single    0.860  0.020  1.020
 CKL  N3   H17  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
 CKL  N11  C2   N3   117.78  3.000
 CKL  N3   C2   N1   122.71  3.000
 CKL  N11  C2   N1   119.51  3.000
 CKL  N3   C4   O12  119.23  3.000
 CKL  O12  C4   C5   127.77  3.000
 CKL  N3   C4   C5   113.01  3.000
 CKL  N7   C5   C6   120.97  3.000
 CKL  N7   C5   C4   119.57  3.000
 CKL  C6   C5   C4   119.12  3.000
 CKL  N1   C6   N10  117.25  3.000
 CKL  N10  C6   C5   118.26  3.000
 CKL  N1   C6   C5   124.44  3.000
 CKL  H1   N22  C25  118.57  3.000
 CKL  H1   N22  S21  114.81  3.000
 CKL  C25  N22  S21  125.05  3.000
 CKL  N26  C25  C30  122.15  3.000
 CKL  C30  C25  N22  119.58  3.000
 CKL  N26  C25  N22  118.27  3.000
 CKL  C29  C30  O31  123.07  3.000
 CKL  O31  C30  C25  121.08  3.000
 CKL  C29  C30  C25  115.85  3.000
 CKL  C32  O31  C30  114.13  3.000
 CKL  H4   C32  H3   109.07  3.000
 CKL  H4   C32  H2   108.94  3.000
 CKL  H3   C32  H2   108.89  3.000
 CKL  H4   C32  O31  106.95  3.000
 CKL  H3   C32  O31  111.58  3.000
 CKL  H2   C32  O31  111.34  3.000
 CKL  N28  C29  O33  120.50  3.000
 CKL  O33  C29  C30  117.53  3.000
 CKL  N28  C29  C30  121.97  3.000
 CKL  C34  O33  C29  118.34  3.000
 CKL  H7   C34  H6   109.53  3.000
 CKL  H7   C34  H5   109.47  3.000
 CKL  H6   C34  H5   109.02  3.000
 CKL  H7   C34  O33  105.66  3.000
 CKL  H6   C34  O33  111.51  3.000
 CKL  H5   C34  O33  111.59  3.000
 CKL  C27  N28  C29  116.70  3.000
 CKL  H8   C27  N26  116.53  3.000
 CKL  H8   C27  N28  116.58  3.000
 CKL  N26  C27  N28  126.89  3.000
 CKL  C27  N26  C25  116.43  3.000
 CKL  C19  C18  C17  120.05  3.000
 CKL  C17  C18  S21  119.17  3.000
 CKL  C19  C18  S21  120.78  3.000
 CKL  H9   C17  C16  118.80  3.000
 CKL  H9   C17  C18  120.91  3.000
 CKL  C16  C17  C18  120.30  3.000
 CKL  H10  C16  C15  120.70  3.000
 CKL  H10  C16  C17  118.78  3.000
 CKL  C15  C16  C17  120.53  3.000
 CKL  H11  C19  C20  119.43  3.000
 CKL  H11  C19  C18  120.67  3.000
 CKL  C20  C19  C18  119.89  3.000
 CKL  H12  C20  C15  119.43  3.000
 CKL  H12  C20  C19  119.52  3.000
 CKL  C15  C20  C19  121.05  3.000
 CKL  N14  C15  C20  119.79  3.000
 CKL  N14  C15  C16  122.03  3.000
 CKL  C20  C15  C16  118.18  3.000
 CKL  H13  N14  C13  115.47  3.000
 CKL  H13  N14  C15  119.63  3.000
 CKL  C13  N14  C15  124.63  3.000
 CKL  N7   C8   C9   123.63  3.000
 CKL  C9   C8   C13  116.08  3.000
 CKL  N7   C8   C13  120.23  3.000
 CKL  H20  C9   H16  106.58  3.000
 CKL  H20  C9   N10  109.38  3.000
 CKL  H16  C9   N10  111.98  3.000
 CKL  H20  C9   C8   110.41  3.000
 CKL  H16  C9   C8   109.14  3.000
 CKL  N10  C9   C8   109.32  3.000
 CKL  H21  N10  C9   118.17  3.000
 CKL  H21  N10  C6   117.47  3.000
 CKL  C9   N10  C6   121.56  3.000
 CKL  C6   N1   C2   116.58  3.000
 CKL  C8   N7   C5   119.44  3.000
 CKL  H17  N3   C4   116.35  3.000
 CKL  H17  N3   C2   119.50  3.000
 CKL  C4   N3   C2   124.09  3.000
 CKL  H19  N11  H18  117.96  3.000
 CKL  H19  N11  C2   122.36  3.000
 CKL  H18  N11  C2   119.02  3.000
 CKL  H15  C13  H14  105.66  3.000
 CKL  H15  C13  C8   108.62  3.000
 CKL  H14  C13  C8   108.33  3.000
 CKL  H15  C13  N14  111.79  3.000
 CKL  H14  C13  N14  111.62  3.000
 CKL  C8   C13  N14  110.63  3.000
 CKL  C18  S21  N22  105.49  3.000
 CKL  C18  S21  O23  109.57  3.000
 CKL  N22  S21  O23  109.25  3.000
 CKL  O23  S21  O24  119.36  3.000
 CKL  C18  S21  O24  109.72  3.000
 CKL  N22  S21  O24  102.41  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
 CKL  CONST_01  N28  C27  N26  C25     0.00   0.0  0
 CKL  CONST_02  N28  C29  C30  C25     0.00   0.0  0
 CKL  CONST_03  C27  N26  C25  C30     0.00   0.0  0
 CKL  CONST_04  C27  N28  C29  C30     0.00   0.0  0
 CKL  CONST_05  N26  C27  N28  C29     0.00   0.0  0
 CKL  CONST_06  N26  C25  C30  C29     0.00   0.0  0
 CKL  CONST_07  C15  C20  C19  C18     0.00   0.0  0
 CKL  CONST_08  C15  C16  C17  C18     0.00   0.0  0
 CKL  CONST_09  C20  C19  C18  C17     0.00   0.0  0
 CKL  CONST_10  C20  C15  C16  C17     0.00   0.0  0
 CKL  CONST_11  C19  C20  C15  C16     0.00   0.0  0
 CKL  CONST_12  C19  C18  C17  C16     0.00   0.0  0
 CKL  CONST_13  C5   C4   N3   C2      0.00   0.0  0
 CKL  CONST_14  C5   C6   N1   C2      0.00   0.0  0
 CKL  CONST_15  N10  C6   N1   C2    180.00   0.0  0
 CKL  CONST_16  N1   C2   N3   C4      0.00   0.0  0
 CKL  CONST_18  N3   C2   N1   C6      0.00   0.0  0
 CKL  CONST_20  C20  C19  C18  S21   180.00   0.0  0
 CKL  CONST_21  C16  C17  C18  S21   180.00   0.0  0
 CKL  CONST_22  C27  N26  C25  N22   180.00   0.0  0
 CKL  CONST_23  C29  C30  C25  N22   180.00   0.0  0
 CKL  CONST_24  O33  C29  C30  C25   180.00   0.0  0
 CKL  CONST_25  N26  C25  C30  O31   180.00   0.0  0
 CKL  CONST_26  N28  C29  C30  O31   180.00   0.0  0
 CKL  CONST_27  C27  N28  C29  O33   180.00   0.0  0
 CKL  CONST_28  N14  C15  C16  C17   180.00   0.0  0
 CKL  CONST_29  N14  C15  C20  C19   180.00   0.0  0
 CKL  CONST_30  O12  C4   N3   C2    180.00   0.0  0
 CKL  CONST_31  N11  C2   N3   C4    180.00   0.0  0
 CKL  CONST_32  N11  C2   N1   C6    180.00   0.0  0
 CKL  CONST_33  H8   C27  N26  C25   180.00   0.0  0
 CKL  CONST_34  H12  C20  C19  C18   180.00   0.0  0
 CKL  CONST_35  H10  C16  C17  C18   180.00   0.0  0
 CKL  CONST_36  H11  C19  C18  C17   180.00   0.0  0
 CKL  CONST_37  H9   C17  C18  C19   180.00   0.0  0
 CKL  CONST_38  H17  N3   C4   C5    180.00   0.0  0
 CKL  CONST_39  H21  N10  C6   C5    180.00   0.0  0
 CKL  CONST_40  N26  C25  N22  S21     0.00   0.0  0
 CKL  CONST_41  C30  C25  N22  S21   180.00   0.0  0
 CKL  CONST_42  C13  N14  C15  C16     0.00   0.0  0
 CKL  CONST_43  C13  N14  C15  C20   180.00   0.0  0
 CKL  CONST_44  H1   N22  C25  C30     0.00   0.0  0
 CKL  CONST_45  H13  N14  C15  C16   180.00   0.0  0
 CKL  CONST_46  H18  N11  C2   N1      0.00   0.0  0
 CKL  CONST_47  H19  N11  C2   N1    180.00   0.0  0
 CKL  Var_01    C9   C8   N7   C5      4.11  30.0  1
 CKL  Var_02    C8   C9   N10  C6     29.59  30.0  1
 CKL  Var_03    N7   C8   C9   N10   -23.13  30.0  1
 CKL  Var_04    C19  C18  S21  O24   148.26  30.0  2
 CKL  Var_05    C18  S21  N22  C25    55.84  30.0  3
 CKL  Var_06    C29  C30  O31  C32   -82.45  30.0  1
 CKL  Var_07    N28  C29  O33  C34     0.28  30.0  1
 CKL  Var_08    C8   C13  N14  C15  -173.62  30.0  3
 CKL  Var_09    H2   C32  O31  C30   -56.35  30.0  3
 CKL  Var_10    H5   C34  O33  C29   -60.97  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
 CKL  plan-1  N22  0.020
 CKL  plan-1  C25  0.020
 CKL  plan-1  C30  0.020
 CKL  plan-1  O31  0.020
 CKL  plan-1  C29  0.020
 CKL  plan-1  O33  0.020
 CKL  plan-1  N28  0.020
 CKL  plan-1  C27  0.020
 CKL  plan-1  N26  0.020
 CKL  plan-1  H8   0.020
 CKL  plan-2  C18  0.020
 CKL  plan-2  C17  0.020
 CKL  plan-2  C16  0.020
 CKL  plan-2  C19  0.020
 CKL  plan-2  C20  0.020
 CKL  plan-2  C15  0.020
 CKL  plan-2  N14  0.020
 CKL  plan-2  H9   0.020
 CKL  plan-2  H10  0.020
 CKL  plan-2  H11  0.020
 CKL  plan-2  H12  0.020
 CKL  plan-2  S21  0.020
 CKL  plan-3  N22  0.020
 CKL  plan-3  C25  0.020
 CKL  plan-3  H1   0.020
 CKL  plan-3  S21  0.020
 CKL  plan-4  C15  0.020
 CKL  plan-4  N14  0.020
 CKL  plan-4  H13  0.020
 CKL  plan-4  C13  0.020
 CKL  plan-5  C2   0.020
 CKL  plan-5  C4   0.020
 CKL  plan-5  C5   0.020
 CKL  plan-5  C6   0.020
 CKL  plan-5  C9   0.020
 CKL  plan-5  N10  0.020
 CKL  plan-5  N1   0.020
 CKL  plan-5  N7   0.020
 CKL  plan-5  O12  0.020
 CKL  plan-5  N3   0.020
 CKL  plan-5  N11  0.020
 CKL  plan-5  H18  0.020
 CKL  plan-5  H19  0.020
 CKL  plan-5  H21  0.020
 CKL  plan-5  H17  0.020

