# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 13:49:27 2020
#   Inital geometry file: a 113 line input string
#   Ligand name: 4-{[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-1,3,5-triazin-2-yl]sulfanyl}butanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=O)CCCSc1nc(N)nc(n1)c2c(Cl)cc3COCc4cccc2c34
#
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
 WHA  WHA  4-{[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-1,3,5-triazin-2-yl]sulfanyl}butanamide  ligand  46  28  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_WHA
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
 WHA  C4   C   CR66  0   0.005    4.6473  -2.0274  -0.4730
 WHA  C14  C   CR6   0   0.139    1.9651   0.5174   0.1094
 WHA  C5   C   CR16  0  -0.321    4.0051  -2.9010  -1.3086
 WHA  C6   C   CR16  0  -0.237    2.6723  -2.6654  -1.6958
 WHA  C11  C   CR16  0  -0.274    3.9740   1.1267   1.3346
 WHA  C7   C   CR16  0  -0.367    1.9949  -1.5622  -1.2517
 WHA  C8   C   CR66  0   0.134    2.6258  -0.6374  -0.3869
 WHA  C9   C   C     0   0.144    3.9669  -0.8793  -0.0006
 WHA  C10  C   CR66  0  -0.024    4.6290   0.0226   0.8680
 WHA  C12  C   CR6   0  -0.121    2.6414   1.3597   0.9487
 WHA  C3   C   C     0  -0.238    6.0620  -2.2422  -0.0119
 WHA  C1   C   C     0  -0.235    6.0471  -0.2890   1.2603
 WHA  O2   O   O     0  -0.472    6.7069  -1.0205   0.2576
 WHA  CL1  CL  CL    0  -0.116    1.8499   2.7647   1.5801
 WHA  C15  C   CR6   0   0.221    0.5586   0.7982  -0.2804
 WHA  N16  N   N     0  -0.421   -0.3842   0.1325   0.3699
 WHA  N17  N   N     0  -0.428    0.3703   1.6744  -1.2448
 WHA  C18  C   CR6   0   0.585   -0.9163   1.8974  -1.5590
 WHA  N19  N   NH2   0  -0.804   -1.1804   2.7727  -2.5203
 WHA  N22  N   N     0  -0.444   -1.9526   1.2908  -0.9606
 WHA  C23  C   CR6   0   0.253   -1.6243   0.4308  -0.0249
 WHA  S24  S   S2    0   0.075   -2.8619  -0.4467   0.8298
 WHA  C25  C   CH2   0  -0.557   -4.3921   0.1807   0.0822
 WHA  C26  C   CH2   0  -0.432   -5.5716  -0.5446   0.7144
 WHA  C27  C   CH2   0  -0.572   -6.8787  -0.0265   0.1311
 WHA  C28  C   C     0   0.529   -8.0990  -0.6997   0.7257
 WHA  O29  O   O     0  -0.496   -8.1081  -1.1488   1.8633
 WHA  N30  N   NH2   0  -0.804   -9.1687  -0.7399  -0.0823
 WHA  H1   H   HCR6  0   0.260    4.5230  -3.7763  -1.6818
 WHA  H2   H   HCR6  0   0.266    2.1807  -3.3641  -2.3597
 WHA  H3   H   HCR6  0   0.280    4.4707   1.8262   1.9950
 WHA  H4   H   HCR6  0   0.256    0.9731  -1.4025  -1.5690
 WHA  H5   H   H     0   0.233    6.0633  -2.8845   0.8812
 WHA  H6   H   H     0   0.260    6.6418  -2.7546  -0.7807
 WHA  H7   H   H     0   0.263    6.6109   0.6310   1.4201
 WHA  H8   H   H     0   0.236    6.0471  -0.8430   2.2107
 WHA  H9   H   HNH2  0   0.412   -0.4333   3.2305  -3.0128
 WHA  H10  H   HNH2  0   0.412   -2.1276   2.9408  -2.8125
 WHA  H11  H   HCH2  0   0.280   -4.4562   1.2551   0.2544
 WHA  H12  H   HCH2  0   0.281   -4.3569   0.0096  -0.9934
 WHA  H13  H   HCH2  0   0.248   -5.4849  -1.6190   0.5360
 WHA  H14  H   HCH2  0   0.248   -5.5666  -0.3982   1.7956
 WHA  H15  H   HCH2  0   0.277   -6.9693   1.0476   0.3258
 WHA  H16  H   HCH2  0   0.259   -6.8782  -0.1341  -0.9569
 WHA  H17  H   HNH2  0   0.406   -9.1410  -0.3708  -1.0167
 WHA  H18  H   HNH2  0   0.398  -10.0408  -1.1272   0.2391

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
 WHA  C3   O2   single    1.408  0.020  1.408
 WHA  C3   C4   single    1.503  0.020  1.503
 WHA  O2   C1   single    1.406  0.020  1.406
 WHA  C5   C4   aromatic  1.369  0.020  1.369
 WHA  C5   C6   aromatic  1.408  0.020  1.408
 WHA  C4   C9   aromatic  1.416  0.020  1.416
 WHA  C6   C7   aromatic  1.369  0.020  1.369
 WHA  C1   C10  single    1.504  0.020  1.504
 WHA  O29  C28  double    1.223  0.020  1.223
 WHA  C9   C10  aromatic  1.416  0.020  1.416
 WHA  C9   C8   aromatic  1.416  0.020  1.416
 WHA  C10  C11  aromatic  1.366  0.020  1.366
 WHA  C7   C8   aromatic  1.415  0.020  1.415
 WHA  C28  N30  single    1.341  0.020  1.341
 WHA  C28  C27  single    1.515  0.020  1.515
 WHA  C8   C14  aromatic  1.420  0.020  1.420
 WHA  C26  C27  single    1.522  0.020  1.522
 WHA  C26  C25  single    1.522  0.020  1.522
 WHA  C11  C12  aromatic  1.407  0.020  1.407
 WHA  C14  C12  aromatic  1.368  0.020  1.368
 WHA  C14  C15  single    1.486  0.020  1.486
 WHA  C25  S24  single    1.815  0.020  1.815
 WHA  C12  CL1  single    1.732  0.020  1.732
 WHA  N16  C15  aromatic  1.325  0.020  1.325
 WHA  N16  C23  aromatic  1.335  0.020  1.335
 WHA  C15  N17  aromatic  1.317  0.020  1.317
 WHA  S24  C23  single    1.741  0.020  1.741
 WHA  C23  N22  aromatic  1.313  0.020  1.313
 WHA  N17  C18  aromatic  1.343  0.020  1.343
 WHA  N22  C18  aromatic  1.342  0.020  1.342
 WHA  C18  N19  single    1.327  0.020  1.327
 WHA  C5   H1   single    0.930  0.020  1.080
 WHA  C6   H2   single    0.930  0.020  1.080
 WHA  C11  H3   single    0.930  0.020  1.080
 WHA  C7   H4   single    0.930  0.020  1.080
 WHA  C3   H5   single    0.970  0.020  1.090
 WHA  C3   H6   single    0.970  0.020  1.090
 WHA  C1   H7   single    0.970  0.020  1.090
 WHA  C1   H8   single    0.970  0.020  1.090
 WHA  N19  H9   single    0.860  0.020  1.020
 WHA  N19  H10  single    0.860  0.020  1.020
 WHA  C25  H11  single    0.970  0.020  1.090
 WHA  C25  H12  single    0.970  0.020  1.090
 WHA  C26  H13  single    0.970  0.020  1.090
 WHA  C26  H14  single    0.970  0.020  1.090
 WHA  C27  H15  single    0.970  0.020  1.090
 WHA  C27  H16  single    0.970  0.020  1.090
 WHA  N30  H17  single    0.860  0.020  1.020
 WHA  N30  H18  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
 WHA  C3   C4   C9   117.76  3.000
 WHA  C9   C4   C5   119.72  3.000
 WHA  C3   C4   C5   122.51  3.000
 WHA  C15  C14  C12  120.82  3.000
 WHA  C15  C14  C8   120.15  3.000
 WHA  C12  C14  C8   119.03  3.000
 WHA  H1   C5   C6   119.55  3.000
 WHA  H1   C5   C4   120.11  3.000
 WHA  C6   C5   C4   120.35  3.000
 WHA  H2   C6   C7   119.65  3.000
 WHA  H2   C6   C5   119.39  3.000
 WHA  C7   C6   C5   120.95  3.000
 WHA  H3   C11  C12  119.66  3.000
 WHA  H3   C11  C10  120.71  3.000
 WHA  C12  C11  C10  119.63  3.000
 WHA  H4   C7   C8   120.27  3.000
 WHA  H4   C7   C6   119.43  3.000
 WHA  C8   C7   C6   120.30  3.000
 WHA  C9   C8   C7   118.51  3.000
 WHA  C7   C8   C14  122.54  3.000
 WHA  C9   C8   C14  118.95  3.000
 WHA  C10  C9   C8   120.07  3.000
 WHA  C8   C9   C4   120.17  3.000
 WHA  C10  C9   C4   119.76  3.000
 WHA  C1   C10  C9   117.96  3.000
 WHA  C9   C10  C11  120.00  3.000
 WHA  C1   C10  C11  122.04  3.000
 WHA  CL1  C12  C11  117.86  3.000
 WHA  CL1  C12  C14  119.82  3.000
 WHA  C11  C12  C14  122.32  3.000
 WHA  H6   C3   H5   107.30  3.000
 WHA  H6   C3   O2   107.41  3.000
 WHA  H5   C3   O2   110.53  3.000
 WHA  H6   C3   C4   110.56  3.000
 WHA  H5   C3   C4   109.48  3.000
 WHA  O2   C3   C4   111.46  3.000
 WHA  H8   C1   H7   107.34  3.000
 WHA  H8   C1   O2   110.75  3.000
 WHA  H7   C1   O2   107.51  3.000
 WHA  H8   C1   C10  109.25  3.000
 WHA  H7   C1   C10  110.54  3.000
 WHA  O2   C1   C10  111.37  3.000
 WHA  C1   O2   C3   111.92  3.000
 WHA  N17  C15  N16  126.31  3.000
 WHA  N17  C15  C14  116.95  3.000
 WHA  N16  C15  C14  116.73  3.000
 WHA  C23  N16  C15  113.81  3.000
 WHA  C18  N17  C15  114.77  3.000
 WHA  N22  C18  N19  117.88  3.000
 WHA  N19  C18  N17  118.02  3.000
 WHA  N22  C18  N17  124.09  3.000
 WHA  H10  N19  H9   118.80  3.000
 WHA  H10  N19  C18  120.57  3.000
 WHA  H9   N19  C18  120.50  3.000
 WHA  C23  N22  C18  114.90  3.000
 WHA  S24  C23  N22  120.15  3.000
 WHA  N22  C23  N16  126.12  3.000
 WHA  S24  C23  N16  113.73  3.000
 WHA  C25  S24  C23  102.87  3.000
 WHA  H12  C25  H11  108.22  3.000
 WHA  H12  C25  C26  111.11  3.000
 WHA  H11  C25  C26  111.00  3.000
 WHA  H12  C25  S24  108.97  3.000
 WHA  H11  C25  S24  108.98  3.000
 WHA  C26  C25  S24  108.51  3.000
 WHA  H14  C26  H13  107.06  3.000
 WHA  H14  C26  C27  109.76  3.000
 WHA  H13  C26  C27  109.89  3.000
 WHA  H14  C26  C25  110.12  3.000
 WHA  H13  C26  C25  109.83  3.000
 WHA  C27  C26  C25  110.13  3.000
 WHA  H16  C27  H15  105.87  3.000
 WHA  H16  C27  C28  110.32  3.000
 WHA  H15  C27  C28  107.41  3.000
 WHA  H16  C27  C26  110.33  3.000
 WHA  H15  C27  C26  109.67  3.000
 WHA  C28  C27  C26  112.95  3.000
 WHA  N30  C28  O29  122.92  3.000
 WHA  N30  C28  C27  114.78  3.000
 WHA  O29  C28  C27  122.29  3.000
 WHA  H18  N30  H17  117.51  3.000
 WHA  H18  N30  C28  120.66  3.000
 WHA  H17  N30  C28  121.82  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
 WHA  CONST_01  C7   C6   C5   C4      0.00   0.0  0
 WHA  CONST_02  C11  C10  C9   C4    180.00   0.0  0
 WHA  CONST_03  C7   C8   C9   C4      0.00   0.0  0
 WHA  CONST_04  C14  C8   C9   C4    180.00   0.0  0
 WHA  CONST_05  C10  C9   C8   C14     0.00   0.0  0
 WHA  CONST_06  C6   C7   C8   C14   180.00   0.0  0
 WHA  CONST_07  C10  C11  C12  C14     0.00   0.0  0
 WHA  CONST_08  C23  N16  C15  C14   180.00   0.0  0
 WHA  CONST_09  C18  N17  C15  C14   180.00   0.0  0
 WHA  CONST_10  C10  C9   C4   C5    180.00   0.0  0
 WHA  CONST_11  C8   C9   C4   C5      0.00   0.0  0
 WHA  CONST_12  C8   C7   C6   C5      0.00   0.0  0
 WHA  CONST_13  C9   C4   C5   C6      0.00   0.0  0
 WHA  CONST_14  C9   C8   C7   C6      0.00   0.0  0
 WHA  CONST_15  C8   C9   C10  C11     0.00   0.0  0
 WHA  CONST_16  C8   C14  C12  C11     0.00   0.0  0
 WHA  CONST_17  C15  C14  C12  C11   180.00   0.0  0
 WHA  CONST_18  C10  C9   C8   C7    180.00   0.0  0
 WHA  CONST_19  C12  C14  C8   C7    180.00   0.0  0
 WHA  CONST_20  C15  C14  C8   C7      0.00   0.0  0
 WHA  CONST_23  C12  C11  C10  C9      0.00   0.0  0
 WHA  CONST_24  C12  C14  C8   C9      0.00   0.0  0
 WHA  CONST_25  C15  C14  C8   C9    180.00   0.0  0
 WHA  CONST_28  N22  C23  N16  C15     0.00   0.0  0
 WHA  CONST_29  N22  C18  N17  C15     0.00   0.0  0
 WHA  CONST_30  C18  N17  C15  N16     0.00   0.0  0
 WHA  CONST_31  C18  N22  C23  N16     0.00   0.0  0
 WHA  CONST_32  C23  N16  C15  N17     0.00   0.0  0
 WHA  CONST_33  C23  N22  C18  N17     0.00   0.0  0
 WHA  CONST_34  CL1  C12  C14  C8    180.00   0.0  0
 WHA  CONST_35  CL1  C12  C11  C10   180.00   0.0  0
 WHA  CONST_36  C15  C14  C12  CL1     0.00   0.0  0
 WHA  CONST_37  S24  C23  N16  C15   180.00   0.0  0
 WHA  CONST_38  N19  C18  N17  C15   180.00   0.0  0
 WHA  CONST_39  S24  C23  N22  C18   180.00   0.0  0
 WHA  CONST_40  C23  N22  C18  N19   180.00   0.0  0
 WHA  CONST_41  H2   C6   C5   C4    180.00   0.0  0
 WHA  CONST_42  H4   C7   C8   C14     0.00   0.0  0
 WHA  CONST_43  H3   C11  C12  C14   180.00   0.0  0
 WHA  CONST_44  H1   C5   C6   C7    180.00   0.0  0
 WHA  CONST_45  H9   N19  C18  N17     0.00   0.0  0
 WHA  CONST_46  H10  N19  C18  N17   180.00   0.0  0
 WHA  CONST_47  H17  N30  C28  C27     0.00   0.0  0
 WHA  CONST_48  H18  N30  C28  C27   180.00   0.0  0
 WHA  Var_01    O2   C3   C4   C5    151.42  30.0  1
 WHA  Var_02    O2   C1   C10  C11  -151.87  30.0  1
 WHA  Var_03    C26  C25  S24  C23   178.22  30.0  1
 WHA  Var_04    C27  C26  C25  S24   178.94  30.0  1
 WHA  Var_05    C28  C27  C26  C25  -179.54  30.0  3
 WHA  Var_06    O29  C28  C27  C26    28.63  30.0  1

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
 WHA  plan-1  C14  0.020
 WHA  plan-1  C15  0.020
 WHA  plan-1  N16  0.020
 WHA  plan-1  N17  0.020
 WHA  plan-1  C18  0.020
 WHA  plan-1  N19  0.020
 WHA  plan-1  N22  0.020
 WHA  plan-1  C23  0.020
 WHA  plan-1  S24  0.020
 WHA  plan-2  C4   0.020
 WHA  plan-2  C14  0.020
 WHA  plan-2  C5   0.020
 WHA  plan-2  C6   0.020
 WHA  plan-2  C11  0.020
 WHA  plan-2  C7   0.020
 WHA  plan-2  C8   0.020
 WHA  plan-2  C9   0.020
 WHA  plan-2  C10  0.020
 WHA  plan-2  C12  0.020
 WHA  plan-2  C3   0.020
 WHA  plan-2  C1   0.020
 WHA  plan-2  CL1  0.020
 WHA  plan-2  C15  0.020
 WHA  plan-2  H1   0.020
 WHA  plan-2  H2   0.020
 WHA  plan-2  H3   0.020
 WHA  plan-2  H4   0.020
 WHA  plan-3  C27  0.020
 WHA  plan-3  C28  0.020
 WHA  plan-3  O29  0.020
 WHA  plan-3  N30  0.020
 WHA  plan-3  H17  0.020
 WHA  plan-3  H18  0.020
 WHA  plan-4  C18  0.020
 WHA  plan-4  N19  0.020
 WHA  plan-4  H9   0.020
 WHA  plan-4  H10  0.020

