# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 29 22:07:08 2022
#   Inital geometry file: a 123 line input string
#   Ligand name: ~{N}-(4-fluorophenyl)-4,5-dimethyl-6-[(1~{R})-1-methyl-3,4-dihydro-1~{H}-isoquinolin-2-yl]pyrimidin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H]1N(CCc2ccccc12)c3nc(Nc4ccc(F)cc4)nc(C)c3C
#
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
 8CK  8CK  "N-(4-fluorophenyl)-4,5-dimethyl-6-[(1R)-1-methyl-3,4-dihydro-1H-isoquinolin-2-yl]pyrimidin-2-amine"
  ligand  50  27  .  2022-09-16  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_8CK
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
 8CK  C01  C  CR66  0   0.055   99.3500  111.1215  89.2703
 8CK  C02  C  C     0  -0.495  100.4902  110.7449  88.3644
 8CK  C03  C  C     0  -0.356  100.4917  111.5800  87.0987
 8CK  C05  C  CR16  0  -0.171   98.2207  112.3894  87.3699
 8CK  C06  C  CR66  0   0.117   98.2787  111.8757  88.7933
 8CK  C07  C  CR16  0  -0.295   99.3449  110.6984  90.5997
 8CK  C08  C  CR16  0  -0.293   97.2268  112.1872  89.6545
 8CK  C09  C  CR16  0  -0.258   97.2288  111.7626  90.9719
 8CK  C10  C  CR16  0  -0.258   98.2987  111.0136  91.4497
 8CK  C11  C  CR6   0   0.527   98.8822  111.4706  85.2100
 8CK  C12  C  CR6   0  -0.077   99.5473  110.5293  84.3890
 8CK  C13  C  CR6   0   0.239   99.2024  110.5737  83.0406
 8CK  C14  C  CR6   0   0.341   95.8535  113.8787  83.5590
 8CK  C15  C  CR6   0   0.564   97.6136  112.1270  83.4368
 8CK  C16  C  CR16  0  -0.315   95.4821  114.9999  82.8137
 8CK  C17  C  CR16  0  -0.402   94.7411  116.0253  83.3798
 8CK  C18  C  CR6   0   0.506   94.3811  115.9310  84.7092
 8CK  C19  C  CR16  0  -0.413   94.7107  114.8254  85.4670
 8CK  C20  C  CR16  0  -0.272   95.4345  113.7933  84.8882
 8CK  C21  C  CH3   0  -0.658   98.4464  113.9045  87.3257
 8CK  C44  C  CH3   0  -0.749   99.8782  109.6775  82.0462
 8CK  C45  C  CH3   0  -0.775  100.4748  109.4635  84.8986
 8CK  F01  F  F     0  -0.320   93.6950  116.9385  85.2789
 8CK  N01  N  NR6   0  -0.504   99.1532  111.6410  86.5381
 8CK  N02  N  N     0  -0.506   98.2550  111.3741  82.5500
 8CK  N03  N  N     0  -0.512   97.8961  112.2235  84.7202
 8CK  N04  N  NH1   0  -0.762   96.5880  112.8772  82.9237
 8CK  H1   H  H     0   0.253  100.4144  109.6833  88.1089
 8CK  H2   H  H     0   0.251  101.4417  110.8679  88.8864
 8CK  H3   H  H     0   0.282  101.1998  111.1911  86.3752
 8CK  H4   H  H     0   0.257  100.8326  112.5955  87.3289
 8CK  H5   H  HCR6  0   0.278   97.2183  112.1909  86.9899
 8CK  H6   H  HCR6  0   0.245  100.1799  110.1134  90.9685
 8CK  H7   H  HCR6  0   0.246   96.3885  112.7656  89.2816
 8CK  H8   H  HCR6  0   0.250   96.4001  112.0100  91.6228
 8CK  H9   H  HCR6  0   0.249   98.3143  110.6760  92.4781
 8CK  H10  H  HCR6  0   0.273   95.7849  115.0799  81.7765
 8CK  H11  H  HCR6  0   0.277   94.4653  116.8913  82.7923
 8CK  H12  H  HCR6  0   0.275   94.4006  114.7568  86.5019
 8CK  H13  H  HCR6  0   0.282   95.6733  112.9260  85.4824
 8CK  H14  H  HCH3  0   0.234   97.6764  114.4159  87.9033
 8CK  H15  H  HCH3  0   0.227   99.4118  114.1814  87.7505
 8CK  H16  H  HCH3  0   0.241   98.3956  114.2675  86.3010
 8CK  H17  H  HCH3  0   0.255   99.6134  109.9702  81.0329
 8CK  H18  H  HCH3  0   0.250  100.9633  109.7062  82.1471
 8CK  H19  H  HCH3  0   0.255   99.5737  108.6376  82.1851
 8CK  H20  H  HCH3  0   0.247  101.5292  109.7488  84.8673
 8CK  H21  H  HCH3  0   0.257  100.2383  109.1851  85.9248
 8CK  H22  H  HCH3  0   0.260  100.3799  108.5555  84.3040
 8CK  H23  H  HNH1  0   0.398   96.5518  112.8721  81.9159

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
 8CK  C44  C13  single    1.500  0.020  1.500
 8CK  C16  C17  aromatic  1.386  0.020  1.386
 8CK  C16  C14  aromatic  1.397  0.020  1.397
 8CK  N02  C13  aromatic  1.334  0.020  1.334
 8CK  N02  C15  aromatic  1.329  0.020  1.329
 8CK  N04  C14  single    1.395  0.020  1.395
 8CK  N04  C15  single    1.370  0.020  1.370
 8CK  C17  C18  aromatic  1.381  0.020  1.381
 8CK  C13  C12  aromatic  1.393  0.020  1.393
 8CK  C14  C20  aromatic  1.396  0.020  1.396
 8CK  C15  N03  aromatic  1.318  0.020  1.318
 8CK  C18  F01  single    1.346  0.020  1.346
 8CK  C18  C19  aromatic  1.380  0.020  1.380
 8CK  C20  C19  aromatic  1.387  0.020  1.387
 8CK  C12  C45  single    1.502  0.020  1.502
 8CK  C12  C11  aromatic  1.415  0.020  1.415
 8CK  N03  C11  aromatic  1.334  0.020  1.334
 8CK  C11  N01  single    1.366  0.020  1.366
 8CK  N01  C03  single    1.452  0.020  1.452
 8CK  N01  C05  single    1.457  0.020  1.457
 8CK  C03  C02  single    1.516  0.020  1.516
 8CK  C05  C21  single    1.532  0.020  1.532
 8CK  C05  C06  single    1.514  0.020  1.514
 8CK  C02  C01  single    1.504  0.020  1.504
 8CK  C06  C01  aromatic  1.394  0.020  1.394
 8CK  C06  C08  aromatic  1.395  0.020  1.395
 8CK  C01  C07  aromatic  1.395  0.020  1.395
 8CK  C08  C09  aromatic  1.384  0.020  1.384
 8CK  C07  C10  aromatic  1.384  0.020  1.384
 8CK  C09  C10  aromatic  1.391  0.020  1.391
 8CK  C02  H1   single    0.970  0.020  1.090
 8CK  C02  H2   single    0.970  0.020  1.090
 8CK  C03  H3   single    0.970  0.020  1.090
 8CK  C03  H4   single    0.970  0.020  1.090
 8CK  C05  H5   single    0.970  0.020  1.090
 8CK  C07  H6   single    0.930  0.020  1.080
 8CK  C08  H7   single    0.930  0.020  1.080
 8CK  C09  H8   single    0.930  0.020  1.080
 8CK  C10  H9   single    0.930  0.020  1.080
 8CK  C16  H10  single    0.930  0.020  1.080
 8CK  C17  H11  single    0.930  0.020  1.080
 8CK  C19  H12  single    0.930  0.020  1.080
 8CK  C20  H13  single    0.930  0.020  1.080
 8CK  C21  H14  single    0.970  0.020  1.090
 8CK  C21  H15  single    0.970  0.020  1.090
 8CK  C21  H16  single    0.970  0.020  1.090
 8CK  C44  H17  single    0.970  0.020  1.090
 8CK  C44  H18  single    0.970  0.020  1.090
 8CK  C44  H19  single    0.970  0.020  1.090
 8CK  C45  H20  single    0.970  0.020  1.090
 8CK  C45  H21  single    0.970  0.020  1.090
 8CK  C45  H22  single    0.970  0.020  1.090
 8CK  N04  H23  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
 8CK  C07  C01  C06  119.16  3.000
 8CK  C07  C01  C02  120.05  3.000
 8CK  C06  C01  C02  120.78  3.000
 8CK  H2   C02  H1   106.32  3.000
 8CK  H2   C02  C03  109.63  3.000
 8CK  H1   C02  C03  109.84  3.000
 8CK  H2   C02  C01  110.14  3.000
 8CK  H1   C02  C01  109.33  3.000
 8CK  C03  C02  C01  111.44  3.000
 8CK  H4   C03  H3   105.63  3.000
 8CK  H4   C03  N01  109.20  3.000
 8CK  H3   C03  N01  111.06  3.000
 8CK  H4   C03  C02  109.60  3.000
 8CK  H3   C03  C02  111.10  3.000
 8CK  N01  C03  C02  110.14  3.000
 8CK  H5   C05  N01  107.22  3.000
 8CK  H5   C05  C21  107.78  3.000
 8CK  N01  C05  C21  113.40  3.000
 8CK  H5   C05  C06  107.52  3.000
 8CK  C21  C05  C06  110.91  3.000
 8CK  N01  C05  C06  109.75  3.000
 8CK  C08  C06  C05  118.40  3.000
 8CK  C08  C06  C01  119.28  3.000
 8CK  C05  C06  C01  122.31  3.000
 8CK  H6   C07  C10  119.74  3.000
 8CK  H6   C07  C01  119.01  3.000
 8CK  C10  C07  C01  121.25  3.000
 8CK  H7   C08  C09  119.47  3.000
 8CK  H7   C08  C06  119.32  3.000
 8CK  C09  C08  C06  121.20  3.000
 8CK  H8   C09  C10  120.36  3.000
 8CK  H8   C09  C08  120.07  3.000
 8CK  C10  C09  C08  119.56  3.000
 8CK  H9   C10  C09  120.36  3.000
 8CK  H9   C10  C07  120.09  3.000
 8CK  C09  C10  C07  119.54  3.000
 8CK  N03  C11  N01  115.68  3.000
 8CK  N01  C11  C12  123.62  3.000
 8CK  N03  C11  C12  120.66  3.000
 8CK  C45  C12  C13  120.27  3.000
 8CK  C45  C12  C11  124.44  3.000
 8CK  C13  C12  C11  115.10  3.000
 8CK  N02  C13  C44  115.78  3.000
 8CK  N02  C13  C12  123.46  3.000
 8CK  C44  C13  C12  120.76  3.000
 8CK  N04  C14  C20  123.20  3.000
 8CK  C20  C14  C16  118.51  3.000
 8CK  N04  C14  C16  118.25  3.000
 8CK  N04  C15  N03  119.02  3.000
 8CK  N03  C15  N02  126.02  3.000
 8CK  N04  C15  N02  114.94  3.000
 8CK  H10  C16  C17  119.06  3.000
 8CK  H10  C16  C14  119.72  3.000
 8CK  C17  C16  C14  121.21  3.000
 8CK  H11  C17  C18  120.74  3.000
 8CK  H11  C17  C16  120.43  3.000
 8CK  C18  C17  C16  118.83  3.000
 8CK  F01  C18  C19  119.28  3.000
 8CK  C19  C18  C17  121.41  3.000
 8CK  F01  C18  C17  119.31  3.000
 8CK  H12  C19  C20  120.08  3.000
 8CK  H12  C19  C18  120.48  3.000
 8CK  C20  C19  C18  119.44  3.000
 8CK  H13  C20  C19  118.96  3.000
 8CK  H13  C20  C14  120.49  3.000
 8CK  C19  C20  C14  120.55  3.000
 8CK  H16  C21  H15  108.87  3.000
 8CK  H16  C21  H14  108.02  3.000
 8CK  H15  C21  H14  107.45  3.000
 8CK  H16  C21  C05  110.50  3.000
 8CK  H15  C21  C05  111.73  3.000
 8CK  H14  C21  C05  110.15  3.000
 8CK  H19  C44  H18  106.90  3.000
 8CK  H19  C44  H17  107.86  3.000
 8CK  H18  C44  H17  108.75  3.000
 8CK  H19  C44  C13  111.04  3.000
 8CK  H18  C44  C13  111.81  3.000
 8CK  H17  C44  C13  110.32  3.000
 8CK  H22  C45  H21  106.39  3.000
 8CK  H22  C45  H20  106.62  3.000
 8CK  H21  C45  H20  107.65  3.000
 8CK  H22  C45  C12  110.64  3.000
 8CK  H21  C45  C12  111.52  3.000
 8CK  H20  C45  C12  113.63  3.000
 8CK  C11  N01  C05  119.49  3.000
 8CK  C05  N01  C03  113.03  3.000
 8CK  C11  N01  C03  123.56  3.000
 8CK  C15  N02  C13  115.95  3.000
 8CK  C15  N03  C11  118.35  3.000
 8CK  H23  N04  C15  113.47  3.000
 8CK  H23  N04  C14  116.09  3.000
 8CK  C15  N04  C14  128.07  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
 8CK  CONST_01  C09  C08  C06  C01     0.00   0.0  0
 8CK  CONST_02  C09  C10  C07  C01     0.00   0.0  0
 8CK  CONST_03  C10  C07  C01  C06     0.00   0.0  0
 8CK  CONST_04  C10  C09  C08  C06     0.00   0.0  0
 8CK  CONST_05  C08  C06  C01  C07     0.00   0.0  0
 8CK  CONST_06  C08  C09  C10  C07     0.00   0.0  0
 8CK  CONST_07  N02  C13  C12  C11     0.00   0.0  0
 8CK  CONST_08  N02  C15  N03  C11     0.00   0.0  0
 8CK  CONST_09  C15  N02  C13  C12     0.00   0.0  0
 8CK  CONST_10  C15  N03  C11  C12     0.00   0.0  0
 8CK  CONST_11  N03  C15  N02  C13     0.00   0.0  0
 8CK  CONST_12  N03  C11  C12  C13     0.00   0.0  0
 8CK  CONST_13  C18  C17  C16  C14     0.00   0.0  0
 8CK  CONST_14  C18  C19  C20  C14     0.00   0.0  0
 8CK  CONST_15  C19  C18  C17  C16     0.00   0.0  0
 8CK  CONST_16  C19  C20  C14  C16     0.00   0.0  0
 8CK  CONST_17  C20  C14  C16  C17     0.00   0.0  0
 8CK  CONST_18  C20  C19  C18  C17     0.00   0.0  0
 8CK  CONST_19  N01  C11  C12  C13   180.00   0.0  0
 8CK  CONST_20  N01  C11  N03  C15   180.00   0.0  0
 8CK  CONST_21  C44  C13  C12  C11   180.00   0.0  0
 8CK  CONST_22  N04  C15  N03  C11   180.00   0.0  0
 8CK  CONST_23  N04  C15  N02  C13   180.00   0.0  0
 8CK  CONST_24  C44  C13  N02  C15   180.00   0.0  0
 8CK  CONST_25  F01  C18  C17  C16   180.00   0.0  0
 8CK  CONST_26  N04  C14  C16  C17   180.00   0.0  0
 8CK  CONST_27  N04  C14  C20  C19   180.00   0.0  0
 8CK  CONST_28  F01  C18  C19  C20   180.00   0.0  0
 8CK  CONST_29  N02  C13  C12  C45   180.00   0.0  0
 8CK  CONST_30  N03  C11  C12  C45   180.00   0.0  0
 8CK  CONST_31  N01  C11  C12  C45     0.00   0.0  0
 8CK  CONST_32  H7   C08  C06  C01   180.00   0.0  0
 8CK  CONST_33  H9   C10  C07  C01   180.00   0.0  0
 8CK  CONST_34  H6   C07  C01  C02     0.00   0.0  0
 8CK  CONST_35  H7   C08  C06  C05     0.00   0.0  0
 8CK  CONST_36  H6   C07  C01  C06   180.00   0.0  0
 8CK  CONST_37  H8   C09  C08  C06   180.00   0.0  0
 8CK  CONST_38  H8   C09  C10  C07   180.00   0.0  0
 8CK  CONST_39  H9   C10  C09  C08   180.00   0.0  0
 8CK  CONST_40  H6   C07  C10  C09   180.00   0.0  0
 8CK  CONST_41  H7   C08  C09  C10   180.00   0.0  0
 8CK  CONST_42  H11  C17  C16  C14   180.00   0.0  0
 8CK  CONST_43  H12  C19  C20  C14   180.00   0.0  0
 8CK  CONST_44  H13  C20  C14  C16   180.00   0.0  0
 8CK  CONST_45  H12  C19  C18  C17   180.00   0.0  0
 8CK  CONST_46  H10  C16  C17  C18   180.00   0.0  0
 8CK  CONST_47  H13  C20  C19  C18   180.00   0.0  0
 8CK  CONST_48  H11  C17  C18  C19   180.00   0.0  0
 8CK  CONST_49  H10  C16  C14  C20   180.00   0.0  0
 8CK  Var_01    N01  C03  C02  C01   -46.41  30.0  1
 8CK  Var_02    C11  N01  C03  C02  -134.90  30.0  1
 8CK  Var_03    C05  N01  C03  C02    67.62  30.0  1
 8CK  Var_04    C12  C11  N01  C03    38.48  30.0  1
 8CK  Var_05    N03  C11  N01  C03  -143.95  30.0  1
 8CK  Var_06    C06  C01  C02  C03    15.71  30.0  1
 8CK  Var_07    C07  C01  C02  C03  -165.31  30.0  1
 8CK  Var_08    C12  C11  N01  C05  -165.41  30.0  1
 8CK  Var_09    N03  C11  N01  C05    12.16  30.0  1
 8CK  Var_10    N02  C15  N04  C14  -171.01  30.0  2
 8CK  Var_11    N03  C15  N04  C14     7.69  30.0  2
 8CK  Var_12    C16  C14  N04  C15   141.99  30.0  2
 8CK  Var_13    C20  C14  N04  C15   -40.23  30.0  2
 8CK  Var_14    H3   C03  C02  C01  -169.90  30.0  1
 8CK  Var_15    H4   C03  C02  C01    73.75  30.0  1
 8CK  Var_16    H3   C03  N01  C05  -168.87  30.0  1
 8CK  Var_17    H4   C03  N01  C05   -52.78  30.0  1
 8CK  Var_18    H1   C02  C01  C06  -105.91  30.0  1
 8CK  Var_19    H2   C02  C01  C06   137.61  30.0  1
 8CK  Var_20    H1   C02  C01  C07    73.08  30.0  1
 8CK  Var_21    H2   C02  C01  C07   -43.40  30.0  1
 8CK  Var_22    H3   C03  N01  C11   -11.39  30.0  1
 8CK  Var_23    H4   C03  N01  C11   104.70  30.0  1
 8CK  Var_24    H1   C02  C03  N01    74.90  30.0  1
 8CK  Var_25    H2   C02  C03  N01  -168.61  30.0  1
 8CK  Var_26    H20  C45  C12  C11   -95.29  30.0  2
 8CK  Var_27    H21  C45  C12  C11    26.60  30.0  2
 8CK  Var_28    H22  C45  C12  C11   144.81  30.0  2
 8CK  Var_29    H17  C44  C13  C12  -169.99  30.0  2
 8CK  Var_30    H18  C44  C13  C12   -48.83  30.0  2
 8CK  Var_31    H19  C44  C13  C12    70.48  30.0  2
 8CK  Var_32    H20  C45  C12  C13    90.06  30.0  2
 8CK  Var_33    H21  C45  C12  C13  -148.05  30.0  2
 8CK  Var_34    H22  C45  C12  C13   -29.84  30.0  2
 8CK  Var_35    H23  N04  C14  C16   -19.23  30.0  3
 8CK  Var_36    H23  N04  C14  C20   158.55  30.0  3
 8CK  Var_37    H17  C44  C13  N02    11.24  30.0  2
 8CK  Var_38    H18  C44  C13  N02   132.40  30.0  2
 8CK  Var_39    H19  C44  C13  N02  -108.30  30.0  2
 8CK  Var_40    H23  N04  C15  N02    -9.38  30.0  3
 8CK  Var_41    H23  N04  C15  N03   169.32  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
 8CK  chir_01  C05  N01  C21  C06  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
 8CK  plan-1  C14  0.020
 8CK  plan-1  C16  0.020
 8CK  plan-1  C17  0.020
 8CK  plan-1  C18  0.020
 8CK  plan-1  C19  0.020
 8CK  plan-1  C20  0.020
 8CK  plan-1  F01  0.020
 8CK  plan-1  N04  0.020
 8CK  plan-1  H10  0.020
 8CK  plan-1  H11  0.020
 8CK  plan-1  H12  0.020
 8CK  plan-1  H13  0.020
 8CK  plan-2  C11  0.020
 8CK  plan-2  C12  0.020
 8CK  plan-2  C13  0.020
 8CK  plan-2  C15  0.020
 8CK  plan-2  C44  0.020
 8CK  plan-2  C45  0.020
 8CK  plan-2  N01  0.020
 8CK  plan-2  N02  0.020
 8CK  plan-2  N03  0.020
 8CK  plan-2  N04  0.020
 8CK  plan-3  C01  0.020
 8CK  plan-3  C02  0.020
 8CK  plan-3  C05  0.020
 8CK  plan-3  C06  0.020
 8CK  plan-3  C07  0.020
 8CK  plan-3  C08  0.020
 8CK  plan-3  C09  0.020
 8CK  plan-3  C10  0.020
 8CK  plan-3  H6   0.020
 8CK  plan-3  H7   0.020
 8CK  plan-3  H8   0.020
 8CK  plan-3  H9   0.020

