# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May 11 12:12:03 2020
#   Inital geometry file: a 117 line input string
#   Ligand name: N-[5-(3-methoxynaphthalen-2-yl)-1H-pyrazol-4-yl]pyrazolo[1,5-a]pyrimidine-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc2ccccc2cc1c3[nH]ncc3NC(=O)c4cnn5cccnc45
#
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
 KF1  KF1  N-[5-(3-methoxynaphthalen-2-yl)-1H-pyrazol-4-yl]pyrazolo[1,5-a]pyrimidine-3-carboxamide  ligand  45  29  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_KF1
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
 KF1  C4   C  CR16  0  -0.320  -4.9654  -2.4833  -0.0066
 KF1  C14  C  C     0   0.506   2.0794   1.0498  -0.1399
 KF1  C5   C  CR16  0  -0.254  -5.8839  -2.6026  -1.0152
 KF1  C6   C  CR16  0  -0.264  -5.9581  -1.6326  -2.0365
 KF1  C11  C  CR5   0   0.384  -1.4427   1.9887   0.0394
 KF1  C7   C  CR16  0  -0.310  -5.1093  -0.5592  -2.0260
 KF1  C8   C  CR66  0   0.112  -4.1523  -0.4111  -0.9961
 KF1  C9   C  CR16  0  -0.357  -3.2568   0.6792  -0.9597
 KF1  C10  C  CR6   0  -0.032  -2.3239   0.8207   0.0362
 KF1  C12  C  CR5   0   0.044  -0.0713   2.1436   0.1666
 KF1  C13  C  CR15  0  -0.098   0.1591   3.5183  -0.0231
 KF1  N1   N  NR15  0  -0.490  -1.9145   3.2317  -0.1995
 KF1  N2   N  NH1   0  -0.769   0.8469   1.1297   0.4232
 KF1  C3   C  CR66  0   0.145  -4.0750  -1.3854   0.0283
 KF1  N3   N  N     0  -0.289   3.5512  -2.0148   1.3142
 KF1  O1   O  O     0  -0.470   2.5001   1.8847  -0.9251
 KF1  C15  C  CR5   0  -0.382   2.8710  -0.1128   0.2681
 KF1  C17  C  CR56  0   0.634   4.1331  -0.4549  -0.2238
 KF1  N5   N  N     0  -0.411   4.9444   0.0944  -1.1332
 KF1  C18  C  CR16  0  -0.043   6.0840  -0.5062  -1.3565
 KF1  C19  C  CR16  0  -0.388   6.4948  -1.6866  -0.6977
 KF1  C20  C  CR16  0   0.090   5.6578  -2.2350   0.2214
 KF1  N4   N  N     0  -0.361   4.4833  -1.6097   0.4468
 KF1  C16  C  CR15  0  -0.026   2.5900  -1.1208   1.2051
 KF1  N    N  N     0  -0.252  -0.9737   4.1588  -0.2432
 KF1  C1   C  CR6   0   0.368  -2.2591  -0.1667   1.0649
 KF1  O    O  O2    0  -0.491  -1.3269   0.0528   2.0123
 KF1  C    C  CH3   0  -0.456  -1.2463  -0.8420   3.1097
 KF1  C2   C  CR16  0  -0.457  -3.1121  -1.2389   1.0539
 KF1  H1   H  HCR6  0   0.256  -4.9105  -3.2307   0.7753
 KF1  H2   H  HCR6  0   0.260  -6.5591  -3.4481  -1.0319
 KF1  H3   H  HCR6  0   0.259  -6.6882  -1.7418  -2.8274
 KF1  H4   H  HCR6  0   0.258  -5.1618   0.1885  -2.8081
 KF1  H5   H  HCR6  0   0.267  -3.3040   1.4116  -1.7569
 KF1  H6   H  HCR5  0   0.269   1.0972   4.0487  -0.0130
 KF1  H7   H  HNR5  0   0.422  -2.8830   3.4955  -0.2959
 KF1  H8   H  HNH1  0   0.413   0.5291   0.4007   1.0414
 KF1  H9   H  HCR6  0   0.286   6.7361  -0.0554  -2.0951
 KF1  H10  H  HCR6  0   0.303   7.4466  -2.1445  -0.9168
 KF1  H11  H  HCR6  0   0.333   5.8545  -3.1336   0.7874
 KF1  H12  H  HCR5  0   0.267   1.7126  -1.2351   1.8255
 KF1  H13  H  HCH3  0   0.270  -0.4565  -0.4649   3.7540
 KF1  H14  H  HCH3  0   0.248  -2.1813  -0.8678   3.6733
 KF1  H15  H  HCH3  0   0.239  -0.9947  -1.8552   2.7882
 KF1  H16  H  HCR6  0   0.286  -3.0753  -1.9913   1.8306

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
 KF1  N3   C16  aromatic  1.317  0.020  1.317
 KF1  N3   N4   aromatic  1.336  0.020  1.336
 KF1  C16  C15  aromatic  1.405  0.020  1.405
 KF1  C20  N4   aromatic  1.350  0.020  1.350
 KF1  C20  C19  aromatic  1.359  0.020  1.359
 KF1  N4   C17  aromatic  1.380  0.020  1.380
 KF1  C19  C18  aromatic  1.413  0.020  1.413
 KF1  C15  C17  aromatic  1.397  0.020  1.397
 KF1  C15  C14  single    1.464  0.020  1.464
 KF1  C17  N5   aromatic  1.337  0.020  1.337
 KF1  O1   C14  double    1.221  0.020  1.221
 KF1  C14  N2   single    1.357  0.020  1.357
 KF1  C18  N5   aromatic  1.307  0.020  1.307
 KF1  N2   C12  single    1.392  0.020  1.392
 KF1  C13  C12  aromatic  1.407  0.020  1.407
 KF1  C13  N    aromatic  1.320  0.020  1.320
 KF1  C12  C11  aromatic  1.386  0.020  1.386
 KF1  C    O    single    1.418  0.020  1.418
 KF1  O    C1   single    1.347  0.020  1.347
 KF1  N    N1   aromatic  1.322  0.020  1.322
 KF1  C11  C10  single    1.463  0.020  1.463
 KF1  C11  N1   aromatic  1.351  0.020  1.351
 KF1  C1   C10  aromatic  1.427  0.020  1.427
 KF1  C1   C2   aromatic  1.370  0.020  1.370
 KF1  C10  C9   aromatic  1.372  0.020  1.372
 KF1  C2   C3   aromatic  1.414  0.020  1.414
 KF1  C9   C8   aromatic  1.411  0.020  1.411
 KF1  C3   C8   aromatic  1.416  0.020  1.416
 KF1  C3   C4   aromatic  1.414  0.020  1.414
 KF1  C8   C7   aromatic  1.414  0.020  1.414
 KF1  C4   C5   aromatic  1.369  0.020  1.369
 KF1  C7   C6   aromatic  1.369  0.020  1.369
 KF1  C5   C6   aromatic  1.411  0.020  1.411
 KF1  C4   H1   single    0.930  0.020  1.080
 KF1  C5   H2   single    0.930  0.020  1.080
 KF1  C6   H3   single    0.930  0.020  1.080
 KF1  C7   H4   single    0.930  0.020  1.080
 KF1  C9   H5   single    0.930  0.020  1.080
 KF1  C13  H6   single    0.930  0.020  1.080
 KF1  N1   H7   single    0.860  0.020  1.020
 KF1  N2   H8   single    0.860  0.020  1.020
 KF1  C18  H9   single    0.930  0.020  1.080
 KF1  C19  H10  single    0.930  0.020  1.080
 KF1  C20  H11  single    0.930  0.020  1.080
 KF1  C16  H12  single    0.930  0.020  1.080
 KF1  C    H13  single    0.970  0.020  1.090
 KF1  C    H14  single    0.970  0.020  1.090
 KF1  C    H15  single    0.970  0.020  1.090
 KF1  C2   H16  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
 KF1  H1   C4   C3   119.08  3.000
 KF1  H1   C4   C5   120.37  3.000
 KF1  C3   C4   C5   120.55  3.000
 KF1  C15  C14  O1   122.40  3.000
 KF1  O1   C14  N2   122.64  3.000
 KF1  C15  C14  N2   114.96  3.000
 KF1  H2   C5   C6   119.56  3.000
 KF1  H2   C5   C4   119.87  3.000
 KF1  C6   C5   C4   120.57  3.000
 KF1  H3   C6   C7   120.23  3.000
 KF1  H3   C6   C5   119.69  3.000
 KF1  C7   C6   C5   120.08  3.000
 KF1  N1   C11  C12  105.01  3.000
 KF1  N1   C11  C10  121.59  3.000
 KF1  C12  C11  C10  133.26  3.000
 KF1  H4   C7   C8   119.11  3.000
 KF1  H4   C7   C6   120.38  3.000
 KF1  C8   C7   C6   120.51  3.000
 KF1  C3   C8   C9   118.57  3.000
 KF1  C3   C8   C7   119.47  3.000
 KF1  C9   C8   C7   121.95  3.000
 KF1  H5   C9   C10  119.60  3.000
 KF1  H5   C9   C8   118.39  3.000
 KF1  C10  C9   C8   122.00  3.000
 KF1  C1   C10  C9   118.86  3.000
 KF1  C9   C10  C11  119.57  3.000
 KF1  C1   C10  C11  121.56  3.000
 KF1  N2   C12  C13  128.96  3.000
 KF1  C13  C12  C11  105.00  3.000
 KF1  N2   C12  C11  126.04  3.000
 KF1  H6   C13  N    120.65  3.000
 KF1  H6   C13  C12  128.48  3.000
 KF1  N    C13  C12  110.86  3.000
 KF1  H7   N1   N    119.80  3.000
 KF1  H7   N1   C11  126.37  3.000
 KF1  N    N1   C11  113.75  3.000
 KF1  H8   N2   C12  115.61  3.000
 KF1  H8   N2   C14  119.90  3.000
 KF1  C12  N2   C14  124.43  3.000
 KF1  C2   C3   C8   119.38  3.000
 KF1  C8   C3   C4   118.82  3.000
 KF1  C2   C3   C4   121.80  3.000
 KF1  C16  N3   N4   104.45  3.000
 KF1  C16  C15  C17  103.88  3.000
 KF1  C17  C15  C14  125.78  3.000
 KF1  C16  C15  C14  130.35  3.000
 KF1  N4   C17  N5   121.35  3.000
 KF1  N5   C17  C15  133.40  3.000
 KF1  N4   C17  C15  105.25  3.000
 KF1  C18  N5   C17  117.16  3.000
 KF1  H9   C18  C19  119.37  3.000
 KF1  H9   C18  N5   116.74  3.000
 KF1  C19  C18  N5   123.89  3.000
 KF1  H10  C19  C20  120.64  3.000
 KF1  H10  C19  C18  121.09  3.000
 KF1  C20  C19  C18  118.27  3.000
 KF1  H11  C20  N4   117.16  3.000
 KF1  H11  C20  C19  125.32  3.000
 KF1  N4   C20  C19  117.52  3.000
 KF1  C20  N4   C17  121.82  3.000
 KF1  C17  N4   N3   113.08  3.000
 KF1  C20  N4   N3   125.10  3.000
 KF1  H12  C16  C15  128.41  3.000
 KF1  H12  C16  N3   118.24  3.000
 KF1  C15  C16  N3   113.35  3.000
 KF1  N1   N    C13  105.37  3.000
 KF1  C2   C1   O    124.33  3.000
 KF1  C2   C1   C10  120.48  3.000
 KF1  O    C1   C10  115.18  3.000
 KF1  C    O    C1   118.73  3.000
 KF1  H15  C    H14  109.10  3.000
 KF1  H15  C    H13  109.21  3.000
 KF1  H14  C    H13  108.93  3.000
 KF1  H15  C    O    111.75  3.000
 KF1  H14  C    O    111.44  3.000
 KF1  H13  C    O    106.32  3.000
 KF1  H16  C2   C1   121.14  3.000
 KF1  H16  C2   C3   118.14  3.000
 KF1  C1   C2   C3   120.71  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
 KF1  CONST_01  C1   C2   C3   C4    180.00   0.0  0
 KF1  CONST_02  C9   C8   C3   C4    180.00   0.0  0
 KF1  CONST_03  C7   C8   C3   C4      0.00   0.0  0
 KF1  CONST_04  C7   C6   C5   C4      0.00   0.0  0
 KF1  CONST_05  C2   C3   C4   C5    180.00   0.0  0
 KF1  CONST_06  C8   C3   C4   C5      0.00   0.0  0
 KF1  CONST_07  C8   C7   C6   C5      0.00   0.0  0
 KF1  CONST_08  C9   C8   C7   C6    180.00   0.0  0
 KF1  CONST_09  C3   C8   C7   C6      0.00   0.0  0
 KF1  CONST_10  C3   C4   C5   C6      0.00   0.0  0
 KF1  CONST_11  N    C13  C12  C11     0.00   0.0  0
 KF1  CONST_12  C2   C1   C10  C11   180.00   0.0  0
 KF1  CONST_13  C8   C9   C10  C11   180.00   0.0  0
 KF1  CONST_14  C13  N    N1   C11     0.00   0.0  0
 KF1  CONST_15  C10  C9   C8   C7    180.00   0.0  0
 KF1  CONST_16  C2   C3   C8   C7    180.00   0.0  0
 KF1  CONST_17  C1   C10  C9   C8      0.00   0.0  0
 KF1  CONST_18  C1   C2   C3   C8      0.00   0.0  0
 KF1  CONST_21  C2   C1   C10  C9      0.00   0.0  0
 KF1  CONST_22  C2   C3   C8   C9      0.00   0.0  0
 KF1  CONST_23  C13  C12  C11  C10   180.00   0.0  0
 KF1  CONST_24  N    N1   C11  C10   180.00   0.0  0
 KF1  CONST_25  C3   C2   C1   C10     0.00   0.0  0
 KF1  CONST_26  C3   C8   C9   C10     0.00   0.0  0
 KF1  CONST_27  N1   N    C13  C12     0.00   0.0  0
 KF1  CONST_29  N    N1   C11  C12     0.00   0.0  0
 KF1  CONST_30  N1   C11  C12  C13     0.00   0.0  0
 KF1  CONST_32  C17  C15  C16  N3      0.00   0.0  0
 KF1  CONST_33  C19  C20  N4   N3    180.00   0.0  0
 KF1  CONST_34  C15  C17  N4   N3      0.00   0.0  0
 KF1  CONST_35  N5   C17  N4   N3    180.00   0.0  0
 KF1  CONST_36  N4   N3   C16  C15     0.00   0.0  0
 KF1  CONST_37  C20  N4   C17  C15   180.00   0.0  0
 KF1  CONST_38  C18  N5   C17  C15   180.00   0.0  0
 KF1  CONST_39  C16  N3   N4   C17     0.00   0.0  0
 KF1  CONST_40  C19  C20  N4   C17     0.00   0.0  0
 KF1  CONST_41  C19  C18  N5   C17     0.00   0.0  0
 KF1  CONST_42  C20  N4   C17  N5      0.00   0.0  0
 KF1  CONST_43  C16  C15  C17  N5    180.00   0.0  0
 KF1  CONST_44  C20  C19  C18  N5      0.00   0.0  0
 KF1  CONST_45  N4   C20  C19  C18     0.00   0.0  0
 KF1  CONST_46  N4   C17  N5   C18     0.00   0.0  0
 KF1  CONST_47  C16  N3   N4   C20   180.00   0.0  0
 KF1  CONST_48  C16  C15  C17  N4      0.00   0.0  0
 KF1  CONST_49  N3   C16  C15  C14   180.00   0.0  0
 KF1  CONST_50  N4   C17  C15  C14   180.00   0.0  0
 KF1  CONST_51  N5   C17  C15  C14     0.00   0.0  0
 KF1  CONST_52  O    C1   C10  C11     0.00   0.0  0
 KF1  CONST_53  O    C1   C10  C9    180.00   0.0  0
 KF1  CONST_54  N2   C12  C11  C10     0.00   0.0  0
 KF1  CONST_55  N2   C12  C11  N1    180.00   0.0  0
 KF1  CONST_56  N    C13  C12  N2    180.00   0.0  0
 KF1  CONST_57  O    C1   C2   C3    180.00   0.0  0
 KF1  CONST_58  H16  C2   C3   C4      0.00   0.0  0
 KF1  CONST_59  H3   C6   C5   C4    180.00   0.0  0
 KF1  CONST_60  H4   C7   C6   C5    180.00   0.0  0
 KF1  CONST_61  H1   C4   C5   C6    180.00   0.0  0
 KF1  CONST_62  H6   C13  C12  C11   180.00   0.0  0
 KF1  CONST_63  H5   C9   C10  C11     0.00   0.0  0
 KF1  CONST_64  H2   C5   C6   C7    180.00   0.0  0
 KF1  CONST_65  H7   N1   C11  C10     0.00   0.0  0
 KF1  CONST_66  H11  C20  N4   N3      0.00   0.0  0
 KF1  CONST_67  H12  C16  C15  C17   180.00   0.0  0
 KF1  CONST_68  H9   C18  N5   C17   180.00   0.0  0
 KF1  CONST_69  H10  C19  C18  N5    180.00   0.0  0
 KF1  CONST_70  C15  C14  N2   C12   180.00   0.0  0
 KF1  CONST_74  O1   C14  N2   C12     0.00   0.0  0
 KF1  Var_01    C16  C15  C14  N2     -3.99  30.0  1
 KF1  Var_02    C2   C1   O    C      -2.90  30.0  2
 KF1  Var_03    H13  C    O    C1   -178.49  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
 KF1  plan-1  C11  0.020
 KF1  plan-1  C10  0.020
 KF1  plan-1  C12  0.020
 KF1  plan-1  C13  0.020
 KF1  plan-1  N1   0.020
 KF1  plan-1  N2   0.020
 KF1  plan-1  N    0.020
 KF1  plan-1  H6   0.020
 KF1  plan-1  H7   0.020
 KF1  plan-2  C14  0.020
 KF1  plan-2  N3   0.020
 KF1  plan-2  C15  0.020
 KF1  plan-2  C17  0.020
 KF1  plan-2  N5   0.020
 KF1  plan-2  C18  0.020
 KF1  plan-2  C19  0.020
 KF1  plan-2  C20  0.020
 KF1  plan-2  N4   0.020
 KF1  plan-2  C16  0.020
 KF1  plan-2  H9   0.020
 KF1  plan-2  H10  0.020
 KF1  plan-2  H11  0.020
 KF1  plan-2  H12  0.020
 KF1  plan-3  C4   0.020
 KF1  plan-3  C5   0.020
 KF1  plan-3  C6   0.020
 KF1  plan-3  C11  0.020
 KF1  plan-3  C7   0.020
 KF1  plan-3  C8   0.020
 KF1  plan-3  C9   0.020
 KF1  plan-3  C10  0.020
 KF1  plan-3  C3   0.020
 KF1  plan-3  C1   0.020
 KF1  plan-3  O    0.020
 KF1  plan-3  C2   0.020
 KF1  plan-3  H1   0.020
 KF1  plan-3  H2   0.020
 KF1  plan-3  H3   0.020
 KF1  plan-3  H4   0.020
 KF1  plan-3  H5   0.020
 KF1  plan-3  H16  0.020
 KF1  plan-4  C14  0.020
 KF1  plan-4  C12  0.020
 KF1  plan-4  N2   0.020
 KF1  plan-4  O1   0.020
 KF1  plan-4  C15  0.020
 KF1  plan-4  H8   0.020

