# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 08:13:00 2020
#   Inital geometry file: a 115 line input string
#   Ligand name: N-[(2R)-butan-2-yl]-1-(2-chlorophenyl)-N-methylisoquinoline-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[C@@H](C)N(C)C(=O)c1cc2ccccc2c(n1)c3ccccc3Cl
#
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
 PKA  PKA  N-[(2R)-butan-2-yl]-1-(2-chlorophenyl)-N-methylisoquinoline-3-carboxamide  ligand  46  25  .  2021-08-19  2021-08-19  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_PKA
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
 PKA  C1   C   CH3   0  -0.668  -3.7922  -2.0778  -0.7999
 PKA  C2   C   CH2   0  -0.426  -4.5614  -1.4469   0.3519
 PKA  C3   C   CH1   0  -0.116  -4.3441   0.0624   0.4594
 PKA  C4   C   CH3   0  -0.651  -5.2013   0.7042   1.5438
 PKA  N5   N   NT    0  -0.438  -2.9226   0.3641   0.6445
 PKA  C6   C   CH3   0  -0.535  -2.2505  -0.2949   1.7488
 PKA  C7   C   C     0   0.523  -2.3199   1.2585  -0.1581
 PKA  O8   O   O     0  -0.494  -2.9186   1.9871  -0.9420
 PKA  C9   C   CR6   0   0.087  -0.8219   1.3388  -0.1011
 PKA  N18  N   N     0  -0.393  -0.1493   0.1699  -0.1693
 PKA  C17  C   CR6   0   0.163   1.1548   0.1814  -0.1936
 PKA  C10  C   CR16  0  -0.367  -0.2007   2.5552  -0.0737
 PKA  C11  C   CR66  0   0.228   1.2085   2.6024  -0.0494
 PKA  C12  C   CR16  0  -0.308   1.9234   3.8187   0.0328
 PKA  C16  C   CR66  0   0.036   1.9190   1.3791  -0.1002
 PKA  C13  C   CR16  0  -0.244   3.2902   3.8093   0.0768
 PKA  C14  C   CR16  0  -0.250   3.9978   2.5895   0.0466
 PKA  C15  C   CR16  0  -0.316   3.3297   1.3985  -0.0408
 PKA  C19  C   CR6   0   0.113   1.8161  -1.1458  -0.2722
 PKA  C24  C   CR6   0  -0.102   2.5100  -1.5714  -1.4006
 PKA  C23  C   CR16  0  -0.195   3.1039  -2.8232  -1.4582
 PKA  C20  C   CR16  0  -0.292   1.7153  -2.0228   0.8051
 PKA  C21  C   CR16  0  -0.234   2.3060  -3.2758   0.7648
 PKA  C22  C   CR16  0  -0.268   3.0033  -3.6735  -0.3677
 PKA  CL   CL  CL    0  -0.117   2.6174  -0.5352  -2.7862
 PKA  H1C  H   HCH3  0   0.225  -2.7162  -1.9234  -0.7043
 PKA  H1A  H   HCH3  0   0.232  -3.9687  -3.1525  -0.8462
 PKA  H1B  H   HCH3  0   0.221  -4.0996  -1.6495  -1.7555
 PKA  H2A  H   HCH2  0   0.237  -5.6322  -1.6138   0.2112
 PKA  H2B  H   HCH2  0   0.222  -4.3039  -1.9397   1.2941
 PKA  H3   H   HCH1  0   0.252  -4.6304   0.5040  -0.4950
 PKA  H4C  H   HCH3  0   0.222  -4.9615   0.3300   2.5403
 PKA  H4A  H   HCH3  0   0.237  -5.0738   1.7869   1.5487
 PKA  H4B  H   HCH3  0   0.234  -6.2551   0.4915   1.3616
 PKA  H6A  H   HCH3  0   0.246  -1.8602  -1.2764   1.4791
 PKA  H6B  H   HCH3  0   0.261  -1.4306   0.3090   2.1269
 PKA  H6C  H   HCH3  0   0.252  -2.9552  -0.4177   2.5695
 PKA  H10  H   HCR6  0   0.272  -0.7757   3.4720  -0.0481
 PKA  H12  H   HCR6  0   0.265   1.3749   4.7517   0.0668
 PKA  H13  H   HCR6  0   0.270   3.8374   4.7402   0.1434
 PKA  H14  H   HCR6  0   0.270   5.0784   2.5993   0.0943
 PKA  H15  H   HCR6  0   0.263   3.8873   0.4712  -0.0505
 PKA  H23  H   HCR6  0   0.283   3.6340  -3.1323  -2.3487
 PKA  H20  H   HCR6  0   0.261   1.1706  -1.7084   1.6862
 PKA  H21  H   HCR6  0   0.268   2.2215  -3.9405   1.6138
 PKA  H22  H   HCR6  0   0.272   3.4680  -4.6496  -0.4097

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
 PKA  C22  C23  aromatic  1.386  0.020  1.386
 PKA  C22  C21  aromatic  1.388  0.020  1.388
 PKA  C23  C24  aromatic  1.387  0.020  1.387
 PKA  C21  C20  aromatic  1.386  0.020  1.386
 PKA  C24  CL   single    1.734  0.020  1.734
 PKA  C24  C19  aromatic  1.391  0.020  1.391
 PKA  C14  C15  aromatic  1.368  0.020  1.368
 PKA  C14  C13  aromatic  1.411  0.020  1.411
 PKA  C20  C19  aromatic  1.393  0.020  1.393
 PKA  C15  C16  aromatic  1.412  0.020  1.412
 PKA  C19  C17  single    1.485  0.020  1.485
 PKA  C13  C12  aromatic  1.367  0.020  1.367
 PKA  C16  C17  aromatic  1.424  0.020  1.424
 PKA  C16  C11  aromatic  1.416  0.020  1.416
 PKA  C17  N18  aromatic  1.304  0.020  1.304
 PKA  C12  C11  aromatic  1.413  0.020  1.413
 PKA  C11  C10  aromatic  1.410  0.020  1.410
 PKA  N18  C9   aromatic  1.350  0.020  1.350
 PKA  C10  C9   aromatic  1.366  0.020  1.366
 PKA  C9   C7   single    1.501  0.020  1.501
 PKA  C1   C2   single    1.522  0.020  1.522
 PKA  C3   C4   single    1.524  0.020  1.524
 PKA  C3   C2   single    1.529  0.020  1.529
 PKA  C3   N5   single    1.465  0.020  1.465
 PKA  C7   N5   single    1.344  0.020  1.344
 PKA  C7   O8   double    1.226  0.020  1.226
 PKA  N5   C6   single    1.451  0.020  1.451
 PKA  C1   H1C  single    0.970  0.020  1.090
 PKA  C1   H1A  single    0.970  0.020  1.090
 PKA  C1   H1B  single    0.970  0.020  1.090
 PKA  C2   H2A  single    0.970  0.020  1.090
 PKA  C2   H2B  single    0.970  0.020  1.090
 PKA  C3   H3   single    0.970  0.020  1.090
 PKA  C4   H4C  single    0.970  0.020  1.090
 PKA  C4   H4A  single    0.970  0.020  1.090
 PKA  C4   H4B  single    0.970  0.020  1.090
 PKA  C6   H6A  single    0.970  0.020  1.090
 PKA  C6   H6B  single    0.970  0.020  1.090
 PKA  C6   H6C  single    0.970  0.020  1.090
 PKA  C10  H10  single    0.930  0.020  1.080
 PKA  C12  H12  single    0.930  0.020  1.080
 PKA  C13  H13  single    0.930  0.020  1.080
 PKA  C14  H14  single    0.930  0.020  1.080
 PKA  C15  H15  single    0.930  0.020  1.080
 PKA  C23  H23  single    0.930  0.020  1.080
 PKA  C20  H20  single    0.930  0.020  1.080
 PKA  C21  H21  single    0.930  0.020  1.080
 PKA  C22  H22  single    0.930  0.020  1.080

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
 PKA  H1B  C1   H1A  107.71  3.000
 PKA  H1B  C1   H1C  107.40  3.000
 PKA  H1A  C1   H1C  107.64  3.000
 PKA  H1B  C1   C2   110.95  3.000
 PKA  H1A  C1   C2   111.04  3.000
 PKA  H1C  C1   C2   111.92  3.000
 PKA  H2B  C2   H2A  105.83  3.000
 PKA  H2B  C2   C3   110.54  3.000
 PKA  H2A  C2   C3   107.41  3.000
 PKA  H2B  C2   C1   110.24  3.000
 PKA  H2A  C2   C1   109.54  3.000
 PKA  C3   C2   C1   113.00  3.000
 PKA  H3   C3   N5   106.38  3.000
 PKA  H3   C3   C4   107.74  3.000
 PKA  N5   C3   C4   111.66  3.000
 PKA  H3   C3   C2   107.53  3.000
 PKA  N5   C3   C2   110.50  3.000
 PKA  C4   C3   C2   112.70  3.000
 PKA  H4B  C4   H4A  107.92  3.000
 PKA  H4B  C4   H4C  107.35  3.000
 PKA  H4A  C4   H4C  108.11  3.000
 PKA  H4B  C4   C3   110.03  3.000
 PKA  H4A  C4   C3   110.83  3.000
 PKA  H4C  C4   C3   112.44  3.000
 PKA  C7   N5   C6   123.29  3.000
 PKA  C6   N5   C3   116.87  3.000
 PKA  C7   N5   C3   119.78  3.000
 PKA  H6C  C6   H6B  106.80  3.000
 PKA  H6C  C6   H6A  108.46  3.000
 PKA  H6B  C6   H6A  108.44  3.000
 PKA  H6C  C6   N5   108.98  3.000
 PKA  H6B  C6   N5   111.22  3.000
 PKA  H6A  C6   N5   112.73  3.000
 PKA  C9   C7   O8   118.66  3.000
 PKA  O8   C7   N5   123.92  3.000
 PKA  C9   C7   N5   117.41  3.000
 PKA  C10  C9   N18  123.05  3.000
 PKA  C10  C9   C7   120.14  3.000
 PKA  N18  C9   C7   116.67  3.000
 PKA  C17  N18  C9   119.42  3.000
 PKA  C19  C17  C16  121.09  3.000
 PKA  C16  C17  N18  122.88  3.000
 PKA  C19  C17  N18  116.00  3.000
 PKA  H10  C10  C11  120.14  3.000
 PKA  H10  C10  C9   120.87  3.000
 PKA  C11  C10  C9   118.98  3.000
 PKA  C16  C11  C12  119.47  3.000
 PKA  C12  C11  C10  122.36  3.000
 PKA  C16  C11  C10  118.17  3.000
 PKA  H12  C12  C13  120.75  3.000
 PKA  H12  C12  C11  119.15  3.000
 PKA  C13  C12  C11  120.10  3.000
 PKA  C15  C16  C11  119.21  3.000
 PKA  C11  C16  C17  117.38  3.000
 PKA  C15  C16  C17  123.40  3.000
 PKA  H13  C13  C14  119.45  3.000
 PKA  H13  C13  C12  120.10  3.000
 PKA  C14  C13  C12  120.45  3.000
 PKA  H14  C14  C15  119.90  3.000
 PKA  H14  C14  C13  119.50  3.000
 PKA  C15  C14  C13  120.60  3.000
 PKA  H15  C15  C14  119.66  3.000
 PKA  H15  C15  C16  120.18  3.000
 PKA  C14  C15  C16  120.16  3.000
 PKA  C20  C19  C24  118.09  3.000
 PKA  C20  C19  C17  119.31  3.000
 PKA  C24  C19  C17  122.58  3.000
 PKA  CL   C24  C23  118.67  3.000
 PKA  CL   C24  C19  119.75  3.000
 PKA  C23  C24  C19  121.56  3.000
 PKA  H23  C23  C22  120.53  3.000
 PKA  H23  C23  C24  120.14  3.000
 PKA  C22  C23  C24  119.33  3.000
 PKA  H20  C20  C21  120.05  3.000
 PKA  H20  C20  C19  118.89  3.000
 PKA  C21  C20  C19  121.06  3.000
 PKA  H21  C21  C22  120.23  3.000
 PKA  H21  C21  C20  119.97  3.000
 PKA  C22  C21  C20  119.80  3.000
 PKA  H22  C22  C21  120.39  3.000
 PKA  H22  C22  C23  119.45  3.000
 PKA  C21  C22  C23  120.16  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
 PKA  CONST_01  C19  C17  N18  C9   180.00   0.0  0
 PKA  CONST_02  C16  C17  N18  C9     0.00   0.0  0
 PKA  CONST_03  C16  C11  C10  C9     0.00   0.0  0
 PKA  CONST_04  C12  C11  C10  C9   180.00   0.0  0
 PKA  CONST_07  C15  C16  C17  N18  180.00   0.0  0
 PKA  CONST_08  C11  C16  C17  N18    0.00   0.0  0
 PKA  CONST_09  C11  C10  C9   N18    0.00   0.0  0
 PKA  CONST_10  C23  C24  C19  C17  180.00   0.0  0
 PKA  CONST_11  C21  C20  C19  C17  180.00   0.0  0
 PKA  CONST_12  C14  C15  C16  C17  180.00   0.0  0
 PKA  CONST_13  C12  C11  C16  C17  180.00   0.0  0
 PKA  CONST_14  C10  C11  C16  C17    0.00   0.0  0
 PKA  CONST_15  C10  C9   N18  C17    0.00   0.0  0
 PKA  CONST_16  C15  C16  C11  C10  180.00   0.0  0
 PKA  CONST_17  C13  C12  C11  C10  180.00   0.0  0
 PKA  CONST_18  C14  C15  C16  C11    0.00   0.0  0
 PKA  CONST_19  C19  C17  C16  C11  180.00   0.0  0
 PKA  CONST_20  C14  C13  C12  C11    0.00   0.0  0
 PKA  CONST_21  C15  C14  C13  C12    0.00   0.0  0
 PKA  CONST_22  C15  C16  C11  C12    0.00   0.0  0
 PKA  CONST_23  C13  C14  C15  C16    0.00   0.0  0
 PKA  CONST_26  C13  C12  C11  C16    0.00   0.0  0
 PKA  CONST_27  C19  C17  C16  C15    0.00   0.0  0
 PKA  CONST_28  C22  C23  C24  C19    0.00   0.0  0
 PKA  CONST_29  C22  C21  C20  C19    0.00   0.0  0
 PKA  CONST_30  C21  C22  C23  C24    0.00   0.0  0
 PKA  CONST_31  C21  C20  C19  C24    0.00   0.0  0
 PKA  CONST_32  C20  C21  C22  C23    0.00   0.0  0
 PKA  CONST_33  C20  C19  C24  C23    0.00   0.0  0
 PKA  CONST_34  C17  N18  C9   C7   180.00   0.0  0
 PKA  CONST_35  C11  C10  C9   C7   180.00   0.0  0
 PKA  CONST_36  CL   C24  C19  C17    0.00   0.0  0
 PKA  CONST_37  CL   C24  C19  C20  180.00   0.0  0
 PKA  CONST_38  CL   C24  C23  C22  180.00   0.0  0
 PKA  CONST_39  H10  C10  C9   N18  180.00   0.0  0
 PKA  CONST_40  H20  C20  C19  C17    0.00   0.0  0
 PKA  CONST_41  H15  C15  C16  C17    0.00   0.0  0
 PKA  CONST_42  H12  C12  C11  C10    0.00   0.0  0
 PKA  CONST_43  H13  C13  C12  C11  180.00   0.0  0
 PKA  CONST_44  H14  C14  C13  C12  180.00   0.0  0
 PKA  CONST_45  H23  C23  C24  C19  180.00   0.0  0
 PKA  CONST_46  H21  C21  C20  C19  180.00   0.0  0
 PKA  CONST_47  H22  C22  C23  C24  180.00   0.0  0
 PKA  CONST_48  C9   C7   N5   C3   180.00   0.0  0
 PKA  CONST_49  C9   C7   N5   C6     0.00   0.0  0
 PKA  CONST_50  O8   C7   N5   C3     0.00   0.0  0
 PKA  CONST_51  O8   C7   N5   C6   180.00   0.0  0
 PKA  Var_01    N18  C9   C7   N5    48.18  30.0  2
 PKA  Var_02    H1C  C1   C2   C3    59.62  30.0  3
 PKA  Var_03    H6A  C6   N5   C3    86.94  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 PKA  chir_01  C3  C4  C2  N5  positiv

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
 PKA  plan-1  C17  0.020
 PKA  plan-1  C19  0.020
 PKA  plan-1  C24  0.020
 PKA  plan-1  C23  0.020
 PKA  plan-1  C20  0.020
 PKA  plan-1  C21  0.020
 PKA  plan-1  C22  0.020
 PKA  plan-1  CL   0.020
 PKA  plan-1  H23  0.020
 PKA  plan-1  H20  0.020
 PKA  plan-1  H21  0.020
 PKA  plan-1  H22  0.020
 PKA  plan-2  C7   0.020
 PKA  plan-2  C9   0.020
 PKA  plan-2  N18  0.020
 PKA  plan-2  C17  0.020
 PKA  plan-2  C10  0.020
 PKA  plan-2  C11  0.020
 PKA  plan-2  C12  0.020
 PKA  plan-2  C16  0.020
 PKA  plan-2  C13  0.020
 PKA  plan-2  C14  0.020
 PKA  plan-2  C15  0.020
 PKA  plan-2  C19  0.020
 PKA  plan-2  H10  0.020
 PKA  plan-2  H12  0.020
 PKA  plan-2  H13  0.020
 PKA  plan-2  H14  0.020
 PKA  plan-2  H15  0.020
 PKA  plan-3  C3   0.020
 PKA  plan-3  N5   0.020
 PKA  plan-3  C6   0.020
 PKA  plan-3  C7   0.020
 PKA  plan-3  O8   0.020
 PKA  plan-3  C9   0.020

