# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May 12 20:47:00 2020
#   Inital geometry file: a 136 line input string
#   Ligand name: 5-[(4-amino-1-ethyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)ethynyl]-N-(4-chlorophenyl)-6-methylisoquinolin-1-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCn1nc(C#Cc2c(C)ccc3c(Nc4ccc(Cl)cc4)nccc23)c5c(N)ncnc15
#
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
 KZP  KZP  5-[(4-amino-1-ethyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)ethynyl]-N-(4-chlorophenyl)-6-methylisoquinolin-1-amine  ligand  53  33  .  2022-07-25  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_KZP
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
 KZP  C10  C   CR16  0  -0.453  -0.5404  -0.9180  -0.1567
 KZP  C13  C   CR6   0   0.515  -3.0136   0.2678   0.0191
 KZP  N14  N   NH1   0  -0.789  -4.2432   0.8472   0.1553
 KZP  C16  C   CR16  0  -0.369  -6.5649   1.0073   0.6290
 KZP  C30  C   CR16  0   0.053   8.1140   0.3882  -0.3461
 KZP  C32  C   CR6   0   0.443   6.0531   1.3984  -0.2480
 KZP  C15  C   CR6   0   0.392  -5.5107   0.2815   0.0635
 KZP  C01  C   CH3   0  -0.666   6.4490  -3.8668   1.3393
 KZP  C05  C   CR5   0   0.112   4.2077  -0.5055  -0.0935
 KZP  C06  C   CSP   0   0.057   2.9407   0.1162  -0.0335
 KZP  C07  C   CSP   0   0.151   1.8620   0.6589   0.0053
 KZP  C08  C   CR6   0  -0.104   0.5918   1.2879   0.0545
 KZP  C09  C   CR66  0   0.220  -0.5851   0.4879  -0.0091
 KZP  C11  C   CR16  0  -0.055  -1.7171  -1.5995  -0.2278
 KZP  C17  C   CR16  0  -0.199  -7.8695   0.5568   0.5528
 KZP  C18  C   CR6   0  -0.062  -8.1387  -0.6405  -0.0921
 KZP  C20  C   CR16  0  -0.204  -7.1118  -1.3733  -0.6610
 KZP  C21  C   CR16  0  -0.308  -5.8031  -0.9193  -0.5875
 KZP  C22  C   CR66  0  -0.096  -1.8482   1.1174   0.0612
 KZP  C23  C   CR16  0  -0.307  -1.9045   2.5207   0.1497
 KZP  C24  C   CR16  0  -0.311  -0.7571   3.2684   0.1989
 KZP  C25  C   CR6   0   0.059   0.5118   2.6694   0.1626
 KZP  C26  C   CH3   0  -0.778   1.7434   3.5155   0.2308
 KZP  C27  C   CR56  0  -0.279   5.4842   0.1073  -0.1860
 KZP  C28  C   CR56  0   0.562   6.3796  -0.9582  -0.2208
 KZP  N03  N   NR5   0  -0.359   5.6421  -2.0859  -0.1619
 KZP  N04  N   N     0  -0.261   4.3381  -1.8190  -0.0741
 KZP  N12  N   N     0  -0.474  -2.9330  -1.0283  -0.1346
 KZP  N29  N   N     0  -0.462   7.7095  -0.8650  -0.2994
 KZP  N31  N   N     0  -0.474   7.3812   1.5019  -0.3257
 KZP  CL1  CL  CL    0  -0.139  -9.7711  -1.2206  -0.1863
 KZP  H1   H   HCR6  0   0.258   0.4012  -1.4443  -0.2251
 KZP  H2   H   HNH1  0   0.422  -4.2502   1.7965   0.4878
 KZP  H3   H   HCR6  0   0.278  -6.3624   1.9415   1.1396
 KZP  H4   H   HCR6  0   0.258   9.1859   0.5420  -0.4094
 KZP  H5   H   HCH3  0   0.237   7.2364  -3.2446   1.7643
 KZP  H6   H   HCH3  0   0.238   5.5681  -3.7957   1.9765
 KZP  H7   H   HCH3  0   0.244   6.7936  -4.9004   1.3493
 KZP  H8   H   HCH2  0   0.264   7.0162  -3.5146  -0.7162
 KZP  H9   H   HCH2  0   0.272   5.3660  -4.0868  -0.5237
 KZP  H10  H   HCR6  0   0.263  -1.7172  -2.6754  -0.3575
 KZP  H11  H   HCR6  0   0.281  -8.6654   1.1368   0.9997
 KZP  H12  H   HCR6  0   0.279  -7.3202  -2.3044  -1.1707
 KZP  H13  H   HCR6  0   0.286  -5.0199  -1.5063  -1.0370
 KZP  H14  H   HCR6  0   0.257  -2.8476   3.0504   0.1658
 KZP  H15  H   HCR6  0   0.269  -0.8282   4.3463   0.2636
 KZP  H16  H   HCH3  0   0.257   2.3460   3.4083  -0.6737
 KZP  H17  H   HCH3  0   0.273   1.4919   4.5692   0.3319
 KZP  H18  H   HCH3  0   0.258   2.3665   3.2394   1.0836
 KZP  H19  H   HNH2  0   0.420   4.3187   2.4809  -0.2345
 KZP  H20  H   HNH2  0   0.410   5.7681   3.4085  -0.3165
 KZP  N33  N   NH2   0  -0.828   5.3227   2.5113  -0.2211
 KZP  C02  C   CH2   0  -0.312   6.1309  -3.4484  -0.0856

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
 KZP  C01  C02  single    1.519  0.020  1.519
 KZP  C02  N03  single    1.450  0.020  1.450
 KZP  N03  C28  aromatic  1.349  0.020  1.349
 KZP  N03  N04  aromatic  1.334  0.020  1.334
 KZP  N29  C28  aromatic  1.335  0.020  1.335
 KZP  N29  C30  aromatic  1.318  0.020  1.318
 KZP  C28  C27  aromatic  1.392  0.020  1.392
 KZP  N04  C05  aromatic  1.320  0.020  1.320
 KZP  C30  N31  aromatic  1.333  0.020  1.333
 KZP  C05  C27  aromatic  1.419  0.020  1.419
 KZP  C05  C06  single    1.413  0.020  1.413
 KZP  C27  C32  aromatic  1.412  0.020  1.412
 KZP  N31  C32  aromatic  1.334  0.020  1.334
 KZP  C32  N33  single    1.331  0.020  1.331
 KZP  C06  C07  triple    1.208  0.020  1.208
 KZP  C07  C08  single    1.418  0.020  1.418
 KZP  C10  C11  aromatic  1.362  0.020  1.362
 KZP  C10  C09  aromatic  1.414  0.020  1.414
 KZP  C11  N12  aromatic  1.347  0.020  1.347
 KZP  C08  C09  aromatic  1.424  0.020  1.424
 KZP  C08  C25  aromatic  1.388  0.020  1.388
 KZP  C09  C22  aromatic  1.413  0.020  1.413
 KZP  N12  C13  aromatic  1.308  0.020  1.308
 KZP  C26  C25  single    1.496  0.020  1.496
 KZP  C25  C24  aromatic  1.404  0.020  1.404
 KZP  C22  C13  aromatic  1.443  0.020  1.443
 KZP  C22  C23  aromatic  1.407  0.020  1.407
 KZP  C13  N14  single    1.366  0.020  1.366
 KZP  C24  C23  aromatic  1.370  0.020  1.370
 KZP  N14  C15  single    1.391  0.020  1.391
 KZP  C15  C16  aromatic  1.399  0.020  1.399
 KZP  C15  C21  aromatic  1.397  0.020  1.397
 KZP  C16  C17  aromatic  1.382  0.020  1.382
 KZP  C21  C20  aromatic  1.387  0.020  1.387
 KZP  C17  C18  aromatic  1.386  0.020  1.386
 KZP  C20  C18  aromatic  1.384  0.020  1.384
 KZP  C18  CL1  single    1.735  0.020  1.735
 KZP  C10  H1   single    0.930  0.020  1.080
 KZP  N14  H2   single    0.860  0.020  1.020
 KZP  C16  H3   single    0.930  0.020  1.080
 KZP  C30  H4   single    0.930  0.020  1.080
 KZP  C01  H5   single    0.970  0.020  1.090
 KZP  C01  H6   single    0.970  0.020  1.090
 KZP  C01  H7   single    0.970  0.020  1.090
 KZP  C02  H8   single    0.970  0.020  1.090
 KZP  C02  H9   single    0.970  0.020  1.090
 KZP  C11  H10  single    0.930  0.020  1.080
 KZP  C17  H11  single    0.930  0.020  1.080
 KZP  C20  H12  single    0.930  0.020  1.080
 KZP  C21  H13  single    0.930  0.020  1.080
 KZP  C23  H14  single    0.930  0.020  1.080
 KZP  C24  H15  single    0.930  0.020  1.080
 KZP  C26  H16  single    0.970  0.020  1.090
 KZP  C26  H17  single    0.970  0.020  1.090
 KZP  C26  H18  single    0.970  0.020  1.090
 KZP  N33  H19  single    0.860  0.020  1.020
 KZP  N33  H20  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
 KZP  H1   C10  C11  120.39  3.000
 KZP  H1   C10  C09  121.21  3.000
 KZP  C11  C10  C09  118.40  3.000
 KZP  N12  C13  C22  122.50  3.000
 KZP  C22  C13  N14  118.32  3.000
 KZP  N12  C13  N14  119.18  3.000
 KZP  H2   N14  C15  113.53  3.000
 KZP  H2   N14  C13  116.07  3.000
 KZP  C15  N14  C13  129.87  3.000
 KZP  H3   C16  C17  118.90  3.000
 KZP  H3   C16  C15  119.78  3.000
 KZP  C17  C16  C15  121.32  3.000
 KZP  H4   C30  N31  115.19  3.000
 KZP  H4   C30  N29  116.12  3.000
 KZP  N31  C30  N29  128.69  3.000
 KZP  N33  C32  N31  118.85  3.000
 KZP  N33  C32  C27  122.83  3.000
 KZP  N31  C32  C27  118.32  3.000
 KZP  C21  C15  C16  118.46  3.000
 KZP  C21  C15  N14  124.82  3.000
 KZP  C16  C15  N14  116.68  3.000
 KZP  H7   C01  H6   108.19  3.000
 KZP  H7   C01  H5   108.03  3.000
 KZP  H6   C01  H5   108.59  3.000
 KZP  H7   C01  C02  109.65  3.000
 KZP  H6   C01  C02  111.18  3.000
 KZP  H5   C01  C02  111.10  3.000
 KZP  N04  C05  C27  109.99  3.000
 KZP  C27  C05  C06  128.29  3.000
 KZP  N04  C05  C06  121.72  3.000
 KZP  C07  C06  C05  180.00  3.000
 KZP  C08  C07  C06  180.00  3.000
 KZP  C25  C08  C09  120.99  3.000
 KZP  C25  C08  C07  119.72  3.000
 KZP  C09  C08  C07  119.29  3.000
 KZP  C22  C09  C08  119.08  3.000
 KZP  C22  C09  C10  118.44  3.000
 KZP  C08  C09  C10  122.47  3.000
 KZP  H10  C11  N12  115.43  3.000
 KZP  H10  C11  C10  120.21  3.000
 KZP  N12  C11  C10  124.35  3.000
 KZP  H11  C17  C18  120.84  3.000
 KZP  H11  C17  C16  119.80  3.000
 KZP  C18  C17  C16  119.36  3.000
 KZP  CL1  C18  C20  119.92  3.000
 KZP  CL1  C18  C17  119.78  3.000
 KZP  C20  C18  C17  120.30  3.000
 KZP  H12  C20  C21  119.24  3.000
 KZP  H12  C20  C18  120.43  3.000
 KZP  C21  C20  C18  120.33  3.000
 KZP  H13  C21  C20  119.05  3.000
 KZP  H13  C21  C15  120.72  3.000
 KZP  C20  C21  C15  120.23  3.000
 KZP  C23  C22  C09  118.90  3.000
 KZP  C23  C22  C13  123.83  3.000
 KZP  C09  C22  C13  117.27  3.000
 KZP  H14  C23  C24  117.53  3.000
 KZP  H14  C23  C22  121.61  3.000
 KZP  C24  C23  C22  120.85  3.000
 KZP  H15  C24  C25  119.08  3.000
 KZP  H15  C24  C23  119.38  3.000
 KZP  C25  C24  C23  121.54  3.000
 KZP  C26  C25  C24  120.12  3.000
 KZP  C24  C25  C08  118.61  3.000
 KZP  C26  C25  C08  121.27  3.000
 KZP  H18  C26  H17  107.72  3.000
 KZP  H18  C26  H16  107.89  3.000
 KZP  H17  C26  H16  107.43  3.000
 KZP  H18  C26  C25  111.25  3.000
 KZP  H17  C26  C25  111.21  3.000
 KZP  H16  C26  C25  111.16  3.000
 KZP  C28  C27  C05  104.46  3.000
 KZP  C05  C27  C32  139.47  3.000
 KZP  C28  C27  C32  116.07  3.000
 KZP  N29  C28  N03  127.26  3.000
 KZP  N29  C28  C27  126.05  3.000
 KZP  N03  C28  C27  106.69  3.000
 KZP  N04  N03  C28  111.73  3.000
 KZP  N04  N03  C02  120.94  3.000
 KZP  C28  N03  C02  127.15  3.000
 KZP  N03  N04  C05  107.13  3.000
 KZP  C11  N12  C13  118.96  3.000
 KZP  C28  N29  C30  111.97  3.000
 KZP  C32  N31  C30  118.89  3.000
 KZP  H20  N33  H19  117.91  3.000
 KZP  H20  N33  C32  120.03  3.000
 KZP  H19  N33  C32  121.52  3.000
 KZP  H9   C02  H8   107.62  3.000
 KZP  H9   C02  N03  107.05  3.000
 KZP  H8   C02  N03  107.50  3.000
 KZP  H9   C02  C01  111.30  3.000
 KZP  H8   C02  C01  110.87  3.000
 KZP  N03  C02  C01  112.27  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
 KZP  CONST_01  C13  N12  C11  C10    0.00   0.0  0
 KZP  CONST_02  C25  C08  C09  C10  180.00   0.0  0
 KZP  CONST_03  C13  C22  C09  C10    0.00   0.0  0
 KZP  CONST_04  C23  C22  C09  C10  180.00   0.0  0
 KZP  CONST_05  C08  C09  C22  C13  180.00   0.0  0
 KZP  CONST_06  C24  C23  C22  C13  180.00   0.0  0
 KZP  CONST_07  C20  C21  C15  C16    0.00   0.0  0
 KZP  CONST_08  C20  C18  C17  C16    0.00   0.0  0
 KZP  CONST_09  N03  C28  N29  C30  180.00   0.0  0
 KZP  CONST_10  C27  C28  N29  C30    0.00   0.0  0
 KZP  CONST_11  C27  C32  N31  C30    0.00   0.0  0
 KZP  CONST_12  N03  C28  C27  C32  180.00   0.0  0
 KZP  CONST_13  N29  C28  C27  C32    0.00   0.0  0
 KZP  CONST_14  N04  C05  C27  C32  180.00   0.0  0
 KZP  CONST_15  N29  C30  N31  C32    0.00   0.0  0
 KZP  CONST_16  C18  C17  C16  C15    0.00   0.0  0
 KZP  CONST_17  C18  C20  C21  C15    0.00   0.0  0
 KZP  CONST_18  C28  N03  N04  C05    0.00   0.0  0
 KZP  CONST_19  N03  C28  C27  C05    0.00   0.0  0
 KZP  CONST_20  N29  C28  C27  C05  180.00   0.0  0
 KZP  CONST_21  N31  C32  C27  C05  180.00   0.0  0
 KZP  CONST_22  C11  C10  C09  C08  180.00   0.0  0
 KZP  CONST_23  C23  C22  C09  C08    0.00   0.0  0
 KZP  CONST_24  C23  C24  C25  C08    0.00   0.0  0
 KZP  CONST_25  N12  C11  C10  C09    0.00   0.0  0
 KZP  CONST_26  C24  C25  C08  C09    0.00   0.0  0
 KZP  CONST_27  N12  C13  C22  C09    0.00   0.0  0
 KZP  CONST_28  C24  C23  C22  C09    0.00   0.0  0
 KZP  CONST_29  C22  C09  C10  C11    0.00   0.0  0
 KZP  CONST_30  C22  C13  N12  C11    0.00   0.0  0
 KZP  CONST_31  C21  C15  C16  C17    0.00   0.0  0
 KZP  CONST_32  C21  C20  C18  C17    0.00   0.0  0
 KZP  CONST_33  C25  C08  C09  C22    0.00   0.0  0
 KZP  CONST_34  C25  C24  C23  C22    0.00   0.0  0
 KZP  CONST_35  N12  C13  C22  C23  180.00   0.0  0
 KZP  CONST_36  N04  N03  C28  C27    0.00   0.0  0
 KZP  CONST_37  N03  N04  C05  C27    0.00   0.0  0
 KZP  CONST_38  N31  C30  N29  C28    0.00   0.0  0
 KZP  CONST_39  N04  C05  C27  C28    0.00   0.0  0
 KZP  CONST_40  N31  C32  C27  C28    0.00   0.0  0
 KZP  CONST_41  N29  C28  N03  N04  180.00   0.0  0
 KZP  CONST_42  C07  C08  C09  C10    0.00   0.0  0
 KZP  CONST_43  C11  N12  C13  N14  180.00   0.0  0
 KZP  CONST_44  C09  C22  C13  N14  180.00   0.0  0
 KZP  CONST_45  C23  C22  C13  N14    0.00   0.0  0
 KZP  CONST_46  C17  C16  C15  N14  180.00   0.0  0
 KZP  CONST_47  C20  C21  C15  N14  180.00   0.0  0
 KZP  CONST_48  CL1  C18  C17  C16  180.00   0.0  0
 KZP  CONST_49  N33  C32  N31  C30  180.00   0.0  0
 KZP  CONST_50  C06  C05  C27  C32    0.00   0.0  0
 KZP  CONST_51  N29  C28  N03  C02    0.00   0.0  0
 KZP  CONST_52  C27  C28  N03  C02  180.00   0.0  0
 KZP  CONST_53  C05  N04  N03  C02  180.00   0.0  0
 KZP  CONST_54  N33  C32  C27  C05    0.00   0.0  0
 KZP  CONST_55  N03  N04  C05  C06  180.00   0.0  0
 KZP  CONST_56  C28  C27  C05  C06  180.00   0.0  0
 KZP  CONST_57  C22  C09  C08  C07  180.00   0.0  0
 KZP  CONST_58  C24  C25  C08  C07  180.00   0.0  0
 KZP  CONST_59  C26  C25  C08  C09  180.00   0.0  0
 KZP  CONST_60  CL1  C18  C20  C21  180.00   0.0  0
 KZP  CONST_61  C26  C25  C24  C23  180.00   0.0  0
 KZP  CONST_62  N33  C32  C27  C28  180.00   0.0  0
 KZP  CONST_63  H10  C11  N12  C13  180.00   0.0  0
 KZP  CONST_64  H14  C23  C22  C13    0.00   0.0  0
 KZP  CONST_65  H13  C21  C15  C16  180.00   0.0  0
 KZP  CONST_66  H4   C30  N31  C32  180.00   0.0  0
 KZP  CONST_67  H11  C17  C16  C15  180.00   0.0  0
 KZP  CONST_68  H12  C20  C21  C15  180.00   0.0  0
 KZP  CONST_69  H1   C10  C09  C08    0.00   0.0  0
 KZP  CONST_70  H15  C24  C25  C08  180.00   0.0  0
 KZP  CONST_71  H3   C16  C17  C18  180.00   0.0  0
 KZP  CONST_72  H19  N33  C32  C27    0.00   0.0  0
 KZP  CONST_73  H20  N33  C32  C27  180.00   0.0  0
 KZP  Var_01    C16  C15  N14  C13  161.58  30.0  2
 KZP  Var_02    N12  C13  N14  C15   -5.25  30.0  1
 KZP  Var_03    C28  N03  C02  C01   84.39  30.0  2
 KZP  Var_04    H16  C26  C25  C08   61.41  30.0  2
 KZP  Var_05    H5   C01  C02  N03  -61.73  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
 KZP  plan-1  N14  0.020
 KZP  plan-1  C16  0.020
 KZP  plan-1  C15  0.020
 KZP  plan-1  C17  0.020
 KZP  plan-1  C18  0.020
 KZP  plan-1  C20  0.020
 KZP  plan-1  C21  0.020
 KZP  plan-1  CL1  0.020
 KZP  plan-1  H3   0.020
 KZP  plan-1  H11  0.020
 KZP  plan-1  H12  0.020
 KZP  plan-1  H13  0.020
 KZP  plan-2  C30  0.020
 KZP  plan-2  C32  0.020
 KZP  plan-2  C05  0.020
 KZP  plan-2  C06  0.020
 KZP  plan-2  C07  0.020
 KZP  plan-2  C27  0.020
 KZP  plan-2  C28  0.020
 KZP  plan-2  N03  0.020
 KZP  plan-2  N04  0.020
 KZP  plan-2  N29  0.020
 KZP  plan-2  N31  0.020
 KZP  plan-2  H4   0.020
 KZP  plan-2  N33  0.020
 KZP  plan-2  C02  0.020
 KZP  plan-3  C10  0.020
 KZP  plan-3  C13  0.020
 KZP  plan-3  N14  0.020
 KZP  plan-3  C06  0.020
 KZP  plan-3  C07  0.020
 KZP  plan-3  C08  0.020
 KZP  plan-3  C09  0.020
 KZP  plan-3  C11  0.020
 KZP  plan-3  C22  0.020
 KZP  plan-3  C23  0.020
 KZP  plan-3  C24  0.020
 KZP  plan-3  C25  0.020
 KZP  plan-3  C26  0.020
 KZP  plan-3  N12  0.020
 KZP  plan-3  H1   0.020
 KZP  plan-3  H10  0.020
 KZP  plan-3  H14  0.020
 KZP  plan-3  H15  0.020
 KZP  plan-4  C32  0.020
 KZP  plan-4  H19  0.020
 KZP  plan-4  H20  0.020
 KZP  plan-4  N33  0.020

