# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 23:07:51 2020
#   Inital geometry file: a 144 line input string
#   Ligand name: 2,6-bis(chloranyl)-4-[2-(4-methylpiperazin-1-yl)pyridin-4-yl]-~{N}-(1,3,5-trimethylpyrazol-4-yl)benzenesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1CCN(CC1)c2cc(ccn2)c3cc(Cl)c(c(Cl)c3)[S](=O)(=O)Nc4c(C)nn(C)c4C
#
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
 EBK  EBK  2,6-bis(chloranyl)-4-[2-(4-methylpiperazin-1-yl)pyridin-4-yl]-~{N}-(1,3,5-trimethylpyrazol-4-yl)benzenesulfonamide  ligand  59  33  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_EBK
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
 EBK  N1   N   N     0  -0.308  -5.6017  -1.9006  -0.3247
 EBK  N3   N   NC1   0  -0.817  -4.2129   1.3003  -1.1457
 EBK  C4   C   CR16  0  -0.418   2.1389  -2.4089   0.0918
 EBK  C5   C   CR16  0  -0.241  -0.2401  -0.7135   0.8161
 EBK  C6   C   CR16  0  -0.237   0.4699   0.6555  -1.0092
 EBK  C7   C   CR16  0  -0.480   3.2133  -0.2970  -0.2773
 EBK  C8   C   CH2   0  -0.287   8.0844  -0.3565  -0.2544
 EBK  C10  C   CH2   0  -0.301   6.8363  -0.9910  -0.8332
 EBK  C13  C   CR5   0   0.453  -3.8582  -1.1557  -1.5066
 EBK  C15  C   CR6   0  -0.027  -0.7527   1.2978  -0.9915
 EBK  C17  C   CR6   0   0.077   0.7472  -0.3441  -0.0852
 EBK  C20  C   CR6   0  -0.131  -1.7297   1.0018  -0.0321
 EBK  N    N   N     0  -0.472   4.5179  -2.2882  -0.1364
 EBK  N5   N   NR5   0  -0.322  -4.5343  -2.2259  -1.0630
 EBK  C3   C   CR16  0  -0.048   3.3984  -2.9734   0.0398
 EBK  C12  C   CR5   0   0.296  -5.6265  -0.5848  -0.2752
 EBK  C14  C   CR6   0  -0.031  -1.4613  -0.0578   0.8428
 EBK  C16  C   CR6   0   0.193   2.0545  -1.0276  -0.0866
 EBK  C18  C   CR6   0   0.569   4.4568  -0.9615  -0.2728
 EBK  C19  C   CR5   0  -0.085  -4.5435  -0.0608  -1.0064
 EBK  N2   N   NT    0  -0.413   8.1415   1.0541  -0.5784
 EBK  N4   N   NT    0  -0.512   5.6437  -0.2922  -0.3840
 EBK  C    C   CH3   0  -0.730  -6.6661   0.1612   0.4825
 EBK  C1   C   CH3   0  -0.744  -2.6610  -1.2388  -2.3807
 EBK  C2   C   CH3   0  -0.522  -4.2690  -3.6115  -1.3649
 EBK  C9   C   CH2   0  -0.277   6.9745   1.7219  -0.0460
 EBK  C11  C   CH2   0  -0.306   5.6933   1.1374  -0.6138
 EBK  O    O   OS    0  -0.633  -2.9566   3.3238  -0.3725
 EBK  O1   O   OS    0  -0.618  -3.8793   1.7320   1.3016
 EBK  CL   CL  CL    0  -0.060  -2.6050  -0.6852   1.9674
 EBK  S    S   S     0   1.382  -3.2528   1.9631   0.0214
 EBK  H1   H   HNC1  0   0.416  -4.0431   1.6635  -2.0776
 EBK  H2   H   HCR6  0   0.265   1.2621  -3.0274   0.2235
 EBK  H3   H   HCR6  0   0.298  -0.0599  -1.5121   1.5226
 EBK  H4   H   HCR6  0   0.298   1.1937   0.9118  -1.7705
 EBK  H5   H   HCR6  0   0.277   3.1435   0.7714  -0.4172
 EBK  H6   H   HCH2  0   0.195   8.1102  -0.5247   0.8367
 EBK  H7   H   HCH2  0   0.222   6.8924  -0.9635  -1.9296
 EBK  H8   H   HCH3  0   0.234  10.2256   1.1700  -0.5637
 EBK  H9   H   HCH3  0   0.234   9.3925   2.7153  -0.3894
 EBK  H10  H   HCH3  0   0.193   9.4857   1.6049   0.9855
 EBK  H11  H   HCR6  0   0.261   3.5118  -4.0475   0.1425
 EBK  H12  H   HCH3  0   0.252  -6.3145   0.4225   1.4805
 EBK  H13  H   HCH3  0   0.242  -6.9224   1.0914  -0.0231
 EBK  H14  H   HCH3  0   0.245  -7.5714  -0.4338   0.5904
 EBK  H15  H   HCH3  0   0.260  -1.7972  -1.6444  -1.8505
 EBK  H16  H   HCH3  0   0.278  -2.8406  -1.8707  -3.2509
 EBK  H17  H   HCH3  0   0.245  -2.3921  -0.2513  -2.7493
 EBK  H18  H   HCH3  0   0.258  -4.7968  -3.9295  -2.2639
 EBK  H19  H   HCH3  0   0.260  -3.2024  -3.7626  -1.5101
 EBK  H20  H   HCH3  0   0.269  -4.5948  -4.2212  -0.5270
 EBK  H21  H   HCH2  0   0.196   6.9357   1.6567   1.0557
 EBK  H22  H   HCH2  0   0.244   7.0150   2.7829  -0.3022
 EBK  H23  H   HCH2  0   0.228   5.6186   1.3636  -1.6857
 EBK  H24  H   HCH2  0   0.259   4.8634   1.6325  -0.1143
 EBK  H25  H   HCH2  0   0.241   8.9569  -0.8591  -0.6786
 EBK  H26  H   HCH2  0   0.267   6.7814  -2.0324  -0.5314
 EBK  CL1  CL  CL    0  -0.067  -1.0470   2.3889  -2.2967
 EBK  C21  C   CH3   0  -0.519   9.3651   1.6616  -0.1077

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
 EBK  C21  N2   single    1.445  0.020  1.445
 EBK  N2   C8   single    1.448  0.020  1.448
 EBK  N2   C9   single    1.446  0.020  1.446
 EBK  C8   C10  single    1.515  0.020  1.515
 EBK  C9   C11  single    1.518  0.020  1.518
 EBK  C11  N4   single    1.449  0.020  1.449
 EBK  C10  N4   single    1.453  0.020  1.453
 EBK  N4   C18  single    1.367  0.020  1.367
 EBK  C18  C7   aromatic  1.410  0.020  1.410
 EBK  C18  N    aromatic  1.335  0.020  1.335
 EBK  C7   C16  aromatic  1.383  0.020  1.383
 EBK  N    C3   aromatic  1.324  0.020  1.324
 EBK  C2   N5   single    1.443  0.020  1.443
 EBK  CL   C14  single    1.722  0.020  1.722
 EBK  C3   C4   aromatic  1.381  0.020  1.381
 EBK  C16  C4   aromatic  1.395  0.020  1.395
 EBK  C16  C17  single    1.475  0.020  1.475
 EBK  C5   C14  aromatic  1.386  0.020  1.386
 EBK  C5   C17  aromatic  1.387  0.020  1.387
 EBK  N1   N5   aromatic  1.338  0.020  1.338
 EBK  N1   C12  aromatic  1.317  0.020  1.317
 EBK  N5   C13  aromatic  1.341  0.020  1.341
 EBK  C14  C20  aromatic  1.400  0.020  1.400
 EBK  C17  C6   aromatic  1.389  0.020  1.389
 EBK  C12  C    single    1.487  0.020  1.487
 EBK  C12  C19  aromatic  1.408  0.020  1.408
 EBK  C13  C1   single    1.485  0.020  1.485
 EBK  C13  C19  aromatic  1.385  0.020  1.385
 EBK  C20  C15  aromatic  1.401  0.020  1.401
 EBK  C20  S    single    1.802  0.020  1.802
 EBK  C19  N3   single    1.408  0.020  1.408
 EBK  O1   S    double    1.444  0.020  1.444
 EBK  C6   C15  aromatic  1.381  0.020  1.381
 EBK  C15  CL1  single    1.726  0.020  1.726
 EBK  S    N3   single    1.650  0.020  1.650
 EBK  S    O    double    1.447  0.020  1.447
 EBK  N3   H1   single    0.890  0.020  1.040
 EBK  C4   H2   single    0.930  0.020  1.080
 EBK  C5   H3   single    0.930  0.020  1.080
 EBK  C6   H4   single    0.930  0.020  1.080
 EBK  C7   H5   single    0.930  0.020  1.080
 EBK  C8   H6   single    0.970  0.020  1.090
 EBK  C10  H7   single    0.970  0.020  1.090
 EBK  C21  H8   single    0.970  0.020  1.090
 EBK  C21  H9   single    0.970  0.020  1.090
 EBK  C21  H10  single    0.970  0.020  1.090
 EBK  C3   H11  single    0.930  0.020  1.080
 EBK  C    H12  single    0.970  0.020  1.090
 EBK  C    H13  single    0.970  0.020  1.090
 EBK  C    H14  single    0.970  0.020  1.090
 EBK  C1   H15  single    0.970  0.020  1.090
 EBK  C1   H16  single    0.970  0.020  1.090
 EBK  C1   H17  single    0.970  0.020  1.090
 EBK  C2   H18  single    0.970  0.020  1.090
 EBK  C2   H19  single    0.970  0.020  1.090
 EBK  C2   H20  single    0.970  0.020  1.090
 EBK  C9   H21  single    0.970  0.020  1.090
 EBK  C9   H22  single    0.970  0.020  1.090
 EBK  C11  H23  single    0.970  0.020  1.090
 EBK  C11  H24  single    0.970  0.020  1.090
 EBK  C8   H25  single    0.970  0.020  1.090
 EBK  C10  H26  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
 EBK  C12  N1   N5   106.18  3.000
 EBK  H1   N3   S    114.11  3.000
 EBK  H1   N3   C19  118.46  3.000
 EBK  S    N3   C19  117.06  3.000
 EBK  H2   C4   C16  122.20  3.000
 EBK  H2   C4   C3   120.69  3.000
 EBK  C16  C4   C3   117.06  3.000
 EBK  H3   C5   C14  118.91  3.000
 EBK  H3   C5   C17  120.18  3.000
 EBK  C14  C5   C17  120.90  3.000
 EBK  H4   C6   C17  120.35  3.000
 EBK  H4   C6   C15  119.42  3.000
 EBK  C17  C6   C15  120.18  3.000
 EBK  H5   C7   C18  121.58  3.000
 EBK  H5   C7   C16  119.10  3.000
 EBK  C18  C7   C16  119.31  3.000
 EBK  H25  C8   H6   107.16  3.000
 EBK  H25  C8   N2   109.24  3.000
 EBK  H6   C8   N2   111.62  3.000
 EBK  H25  C8   C10  108.47  3.000
 EBK  H6   C8   C10  109.45  3.000
 EBK  N2   C8   C10  110.78  3.000
 EBK  H26  C10  H7   107.70  3.000
 EBK  H26  C10  N4   109.50  3.000
 EBK  H7   C10  N4   109.78  3.000
 EBK  H26  C10  C8   109.71  3.000
 EBK  H7   C10  C8   109.20  3.000
 EBK  N4   C10  C8   110.89  3.000
 EBK  C1   C13  C19  130.98  3.000
 EBK  C19  C13  N5   105.18  3.000
 EBK  C1   C13  N5   123.81  3.000
 EBK  CL1  C15  C20  122.17  3.000
 EBK  CL1  C15  C6   115.79  3.000
 EBK  C20  C15  C6   121.86  3.000
 EBK  C16  C17  C6   120.64  3.000
 EBK  C6   C17  C5   118.80  3.000
 EBK  C16  C17  C5   120.54  3.000
 EBK  S    C20  C14  123.18  3.000
 EBK  S    C20  C15  119.81  3.000
 EBK  C14  C20  C15  117.01  3.000
 EBK  C18  N    C3   119.28  3.000
 EBK  C2   N5   C13  127.18  3.000
 EBK  C13  N5   N1   112.99  3.000
 EBK  C2   N5   N1   119.72  3.000
 EBK  H11  C3   N    115.88  3.000
 EBK  H11  C3   C4   119.76  3.000
 EBK  N    C3   C4   124.36  3.000
 EBK  C    C12  C19  128.00  3.000
 EBK  C19  C12  N1   109.75  3.000
 EBK  C    C12  N1   122.24  3.000
 EBK  CL   C14  C20  123.81  3.000
 EBK  C20  C14  C5   120.98  3.000
 EBK  CL   C14  C5   115.17  3.000
 EBK  C17  C16  C7   119.86  3.000
 EBK  C17  C16  C4   120.81  3.000
 EBK  C7   C16  C4   119.33  3.000
 EBK  N4   C18  N    117.07  3.000
 EBK  N    C18  C7   120.59  3.000
 EBK  N4   C18  C7   122.33  3.000
 EBK  C12  C19  C13  105.89  3.000
 EBK  C13  C19  N3   127.77  3.000
 EBK  C12  C19  N3   126.30  3.000
 EBK  C9   N2   C21  111.67  3.000
 EBK  C9   N2   C8   109.61  3.000
 EBK  C21  N2   C8   111.71  3.000
 EBK  C11  N4   C18  121.71  3.000
 EBK  C18  N4   C10  120.14  3.000
 EBK  C11  N4   C10  113.41  3.000
 EBK  H14  C    H13  108.49  3.000
 EBK  H14  C    H12  107.97  3.000
 EBK  H13  C    H12  107.23  3.000
 EBK  H14  C    C12  110.95  3.000
 EBK  H13  C    C12  110.87  3.000
 EBK  H12  C    C12  111.18  3.000
 EBK  H17  C1   H16  107.24  3.000
 EBK  H17  C1   H15  107.84  3.000
 EBK  H16  C1   H15  107.62  3.000
 EBK  H17  C1   C13  110.36  3.000
 EBK  H16  C1   C13  111.68  3.000
 EBK  H15  C1   C13  111.89  3.000
 EBK  H20  C2   H19  108.62  3.000
 EBK  H20  C2   H18  109.10  3.000
 EBK  H19  C2   H18  108.93  3.000
 EBK  H20  C2   N5   108.81  3.000
 EBK  H19  C2   N5   110.00  3.000
 EBK  H18  C2   N5   111.33  3.000
 EBK  H22  C9   H21  107.02  3.000
 EBK  H22  C9   C11  108.51  3.000
 EBK  H21  C9   C11  108.71  3.000
 EBK  H22  C9   N2   109.41  3.000
 EBK  H21  C9   N2   111.62  3.000
 EBK  C11  C9   N2   111.43  3.000
 EBK  H24  C11  H23  107.62  3.000
 EBK  H24  C11  C9   107.26  3.000
 EBK  H23  C11  C9   110.07  3.000
 EBK  H24  C11  N4   110.50  3.000
 EBK  H23  C11  N4   110.84  3.000
 EBK  C9   C11  N4   110.45  3.000
 EBK  O1   S    O    118.73  3.000
 EBK  O    S    C20  108.69  3.000
 EBK  O1   S    C20  107.92  3.000
 EBK  O    S    N3   107.71  3.000
 EBK  O1   S    N3   108.08  3.000
 EBK  C20  S    N3   104.86  3.000
 EBK  H10  C21  H9   107.65  3.000
 EBK  H10  C21  H8   107.78  3.000
 EBK  H9   C21  H8   107.91  3.000
 EBK  H10  C21  N2   113.23  3.000
 EBK  H9   C21  N2   110.07  3.000
 EBK  H8   C21  N2   110.02  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
 EBK  CONST_01  C19  C13  N5   N1     0.00   0.0  0
 EBK  CONST_02  C13  C19  C12  N1     0.00   0.0  0
 EBK  CONST_03  C18  N    C3   C4     0.00   0.0  0
 EBK  CONST_04  C18  C7   C16  C4     0.00   0.0  0
 EBK  CONST_07  C15  C20  C14  C5     0.00   0.0  0
 EBK  CONST_09  C15  C6   C17  C5     0.00   0.0  0
 EBK  CONST_11  C14  C5   C17  C6     0.00   0.0  0
 EBK  CONST_12  C14  C20  C15  C6     0.00   0.0  0
 EBK  CONST_13  C3   N    C18  C7     0.00   0.0  0
 EBK  CONST_14  C3   C4   C16  C7     0.00   0.0  0
 EBK  CONST_15  C12  N1   N5   C13    0.00   0.0  0
 EBK  CONST_16  C16  C17  C6   C15  180.00   0.0  0
 EBK  CONST_17  C18  C7   C16  C17  180.00   0.0  0
 EBK  CONST_18  C3   C4   C16  C17  180.00   0.0  0
 EBK  CONST_19  C20  C14  C5   C17    0.00   0.0  0
 EBK  CONST_20  C20  C15  C6   C17    0.00   0.0  0
 EBK  CONST_21  C16  C7   C18  N      0.00   0.0  0
 EBK  CONST_22  C16  C4   C3   N      0.00   0.0  0
 EBK  CONST_23  C19  C12  N1   N5     0.00   0.0  0
 EBK  CONST_24  C12  C19  C13  N5     0.00   0.0  0
 EBK  CONST_25  C16  C17  C5   C14  180.00   0.0  0
 EBK  CONST_26  N4   C18  N    C3   180.00   0.0  0
 EBK  CONST_27  N4   C18  C7   C16  180.00   0.0  0
 EBK  CONST_28  C1   C13  N5   N1   180.00   0.0  0
 EBK  CONST_29  N3   C19  C12  N1   180.00   0.0  0
 EBK  CONST_30  N5   C13  C19  N3   180.00   0.0  0
 EBK  CONST_31  S    C20  C14  C5   180.00   0.0  0
 EBK  CONST_32  S    C20  C15  C6   180.00   0.0  0
 EBK  CONST_33  C    C12  C19  C13  180.00   0.0  0
 EBK  CONST_34  CL   C14  C20  C15  180.00   0.0  0
 EBK  CONST_35  CL   C14  C5   C17  180.00   0.0  0
 EBK  CONST_36  CL1  C15  C6   C17  180.00   0.0  0
 EBK  CONST_37  C    C12  N1   N5   180.00   0.0  0
 EBK  CONST_38  C2   N5   N1   C12  180.00   0.0  0
 EBK  CONST_39  C1   C13  C19  C12  180.00   0.0  0
 EBK  CONST_40  CL1  C15  C20  C14  180.00   0.0  0
 EBK  CONST_41  C2   N5   C13  C19  180.00   0.0  0
 EBK  CONST_42  H5   C7   C16  C4   180.00   0.0  0
 EBK  CONST_43  H4   C6   C17  C5   180.00   0.0  0
 EBK  CONST_44  H3   C5   C17  C6   180.00   0.0  0
 EBK  CONST_45  H2   C4   C16  C7   180.00   0.0  0
 EBK  CONST_46  H11  C3   C4   C16  180.00   0.0  0
 EBK  Var_01    C11  N4   C18  C7    -4.68  30.0  1
 EBK  Var_02    C11  C9   N2   C8   -59.35  30.0  1
 EBK  Var_03    C9   N2   C8   C10   59.29  30.0  1
 EBK  Var_04    C9   C11  N4   C10  -51.90  30.0  1
 EBK  Var_05    N4   C10  C8   N2   -55.62  30.0  1
 EBK  Var_06    N4   C11  C9   N2    55.24  30.0  1
 EBK  Var_07    C14  C20  S    N3   -97.76  30.0  2
 EBK  Var_08    C19  N3   S    C20   59.94  30.0  3
 EBK  Var_09    H18  C2   N5   N1    87.12  30.0  2
 EBK  Var_10    H12  C    C12  N1    95.47  30.0  2
 EBK  Var_11    H8   C21  N2   C8    59.66  30.0  3
 EBK  Var_12    H15  C1   C13  N5   -69.83  30.0  2

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
 EBK  plan-1  N1   0.020
 EBK  plan-1  N3   0.020
 EBK  plan-1  C13  0.020
 EBK  plan-1  N5   0.020
 EBK  plan-1  C12  0.020
 EBK  plan-1  C19  0.020
 EBK  plan-1  C    0.020
 EBK  plan-1  C1   0.020
 EBK  plan-1  C2   0.020
 EBK  plan-2  C5   0.020
 EBK  plan-2  C6   0.020
 EBK  plan-2  C15  0.020
 EBK  plan-2  C17  0.020
 EBK  plan-2  C20  0.020
 EBK  plan-2  C14  0.020
 EBK  plan-2  C16  0.020
 EBK  plan-2  CL   0.020
 EBK  plan-2  S    0.020
 EBK  plan-2  H3   0.020
 EBK  plan-2  H4   0.020
 EBK  plan-2  CL1  0.020
 EBK  plan-3  C4   0.020
 EBK  plan-3  C7   0.020
 EBK  plan-3  C17  0.020
 EBK  plan-3  N    0.020
 EBK  plan-3  C3   0.020
 EBK  plan-3  C16  0.020
 EBK  plan-3  C18  0.020
 EBK  plan-3  N4   0.020
 EBK  plan-3  H2   0.020
 EBK  plan-3  H5   0.020
 EBK  plan-3  H11  0.020
 EBK  plan-4  N3   0.020
 EBK  plan-4  C19  0.020
 EBK  plan-4  S    0.020
 EBK  plan-4  H1   0.020

