# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 23 18:19:20 2020
#   Inital geometry file: a 130 line input string
#   Ligand name: 1-[4-[6-chloranyl-7-(5-methyl-1~{H}-indazol-4-yl)quinazolin-4-yl]piperazin-1-yl]propan-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC(=O)N1CCN(CC1)c2ncnc3cc(c(Cl)cc23)c4c(C)ccc5[nH]ncc45
#
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
 MKZ  MKZ  1-[4-[6-chloranyl-7-(5-methyl-1~{H}-indazol-4-yl)quinazolin-4-yl]piperazin-1-yl]propan-1-one  ligand  54  31  .  2021-08-14  2021-08-14  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_MKZ
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
 MKZ  C1   C   CH2   0  -0.600   6.4895   1.9943  -0.9989
 MKZ  C2   C   C     0   0.570   6.4360   0.7984  -0.0656
 MKZ  C3   C   CH2   0  -0.308   3.9489   0.9680  -0.0470
 MKZ  C7   C   CR66  0   0.272  -0.6603  -2.2563   0.0876
 MKZ  C8   C   CR16  0  -0.369  -1.9719  -1.7424   0.0715
 MKZ  C9   C   CR6   0   0.095  -2.2282  -0.4181   0.3263
 MKZ  C10  C   CR6   0   0.027  -3.6172   0.0928   0.2890
 MKZ  C11  C   CR6   0   0.046  -4.3629   0.3131   1.4325
 MKZ  C12  C   CH3   0  -0.738  -3.7989   0.0720   2.8035
 MKZ  C13  C   CR16  0  -0.303  -5.6883   0.7978   1.3118
 MKZ  C14  C   CR16  0  -0.287  -6.2856   1.0711   0.1045
 MKZ  C15  C   CR56  0   0.412  -5.5175   0.8410  -1.0406
 MKZ  C16  C   CR15  0  -0.163  -3.7834   0.2616  -2.3137
 MKZ  C19  C   CR16  0  -0.234   0.1544  -0.0285   0.6099
 MKZ  C20  C   CR66  0  -0.040   0.4179  -1.3722   0.2915
 MKZ  C21  C   CH2   0  -0.302   4.1268  -1.8240   0.5868
 MKZ  C22  C   CH2   0  -0.309   5.0643  -0.7893   1.1900
 MKZ  C18  C   CR6   0  -0.114  -1.1360   0.4277   0.6202
 MKZ  C17  C   CR56  0  -0.074  -4.2031   0.3569  -0.9600
 MKZ  N5   N   N     0  -0.224  -4.7399   0.6441  -3.1234
 MKZ  N4   N   NR15  0  -0.546  -5.7768   0.9914  -2.3607
 MKZ  N3   N   N     0  -0.450  -0.4772  -3.5954  -0.0413
 MKZ  C6   C   CR16  0   0.043   0.7492  -4.0127   0.0836
 MKZ  N2   N   N     0  -0.463   1.8584  -3.2687   0.2064
 MKZ  C5   C   CR6   0   0.527   1.7297  -1.9602   0.2403
 MKZ  N1   N   NT    0  -0.498   2.8541  -1.1935   0.2753
 MKZ  C4   C   CH2   0  -0.337   3.0236  -0.0739  -0.6466
 MKZ  N    N   NT    0  -0.469   5.2123   0.3589   0.3159
 MKZ  O    O   O     0  -0.501   7.4619   0.2532   0.3173
 MKZ  C    C   CH3   0  -0.650   7.9082   2.4154  -1.3412
 MKZ  H7   H   HCH2  0   0.283   4.0902   1.7636  -0.7714
 MKZ  H6   H   HCH2  0   0.253   3.4850   1.4111   0.8415
 MKZ  H11  H   HCR6  0   0.267  -2.7899  -2.4266  -0.1152
 MKZ  H13  H   HCH3  0   0.247  -3.2959   0.9633   3.1844
 MKZ  H14  H   HCH3  0   0.250  -4.5876  -0.1791   3.5122
 MKZ  H12  H   HCH3  0   0.244  -3.0729  -0.7403   2.8148
 MKZ  H15  H   HCR6  0   0.255  -6.2567   0.9557   2.2204
 MKZ  H16  H   HCR6  0   0.272  -7.3007   1.4411   0.0497
 MKZ  H17  H   HCR5  0   0.264  -2.8325  -0.0707  -2.7021
 MKZ  H18  H   HCR6  0   0.300   0.9566   0.6432   0.8813
 MKZ  H19  H   HCH2  0   0.238   4.5773  -2.2681  -0.3090
 MKZ  H20  H   HCH2  0   0.270   3.9717  -2.6219   1.3094
 MKZ  H22  H   HCH2  0   0.246   4.6683  -0.4624   2.1572
 MKZ  H21  H   HCH2  0   0.273   6.0358  -1.2429   1.3640
 MKZ  H    H   HNR5  0   0.417  -6.6283   1.3142  -2.7902
 MKZ  H10  H   HCR6  0   0.257   0.9104  -5.0854   0.0547
 MKZ  H9   H   HCH2  0   0.284   2.0699   0.3800  -0.8991
 MKZ  H8   H   HCH2  0   0.263   3.4574  -0.4443  -1.5841
 MKZ  H1   H   HCH3  0   0.228   8.4629   1.6144  -1.8275
 MKZ  H3   H   HCH3  0   0.231   7.8831   3.2644  -2.0236
 MKZ  H2   H   HCH3  0   0.227   8.4647   2.7199  -0.4557
 MKZ  H4   H   HCH2  0   0.266   5.9457   1.7533  -1.9171
 MKZ  H5   H   HCH2  0   0.268   5.9527   2.8341  -0.5497
 MKZ  CL   CL  CL    0  -0.112  -1.4361   2.0859   1.0090

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
 MKZ  N5   N4   aromatic  1.333  0.020  1.333
 MKZ  N5   C16  aromatic  1.310  0.020  1.310
 MKZ  N4   C15  aromatic  1.354  0.020  1.354
 MKZ  C16  C17  aromatic  1.420  0.020  1.420
 MKZ  C15  C17  aromatic  1.403  0.020  1.403
 MKZ  C15  C14  aromatic  1.398  0.020  1.398
 MKZ  C17  C10  aromatic  1.405  0.020  1.405
 MKZ  C21  N1   single    1.454  0.020  1.454
 MKZ  C21  C22  single    1.521  0.020  1.521
 MKZ  C14  C13  aromatic  1.374  0.020  1.374
 MKZ  C10  C9   single    1.480  0.020  1.480
 MKZ  C10  C11  aromatic  1.383  0.020  1.383
 MKZ  C6   N2   aromatic  1.341  0.020  1.341
 MKZ  C6   N3   aromatic  1.302  0.020  1.302
 MKZ  N2   C5   aromatic  1.315  0.020  1.315
 MKZ  N3   C7   aromatic  1.358  0.020  1.358
 MKZ  CL   C18  single    1.729  0.020  1.729
 MKZ  C19  C18  aromatic  1.369  0.020  1.369
 MKZ  C19  C20  aromatic  1.406  0.020  1.406
 MKZ  C5   C20  aromatic  1.439  0.020  1.439
 MKZ  C5   N1   single    1.361  0.020  1.361
 MKZ  C18  C9   aromatic  1.412  0.020  1.412
 MKZ  C7   C8   aromatic  1.409  0.020  1.409
 MKZ  C7   C20  aromatic  1.409  0.020  1.409
 MKZ  C9   C8   aromatic  1.373  0.020  1.373
 MKZ  N1   C4   single    1.460  0.020  1.460
 MKZ  C22  N    single    1.451  0.020  1.451
 MKZ  C13  C11  aromatic  1.416  0.020  1.416
 MKZ  C11  C12  single    1.502  0.020  1.502
 MKZ  C4   C3   single    1.517  0.020  1.517
 MKZ  C1   C2   single    1.518  0.020  1.518
 MKZ  C1   C    single    1.519  0.020  1.519
 MKZ  N    C2   single    1.355  0.020  1.355
 MKZ  N    C3   single    1.449  0.020  1.449
 MKZ  C2   O    double    1.223  0.020  1.223
 MKZ  C3   H7   single    0.970  0.020  1.090
 MKZ  C3   H6   single    0.970  0.020  1.090
 MKZ  C8   H11  single    0.930  0.020  1.080
 MKZ  C12  H13  single    0.970  0.020  1.090
 MKZ  C12  H14  single    0.970  0.020  1.090
 MKZ  C12  H12  single    0.970  0.020  1.090
 MKZ  C13  H15  single    0.930  0.020  1.080
 MKZ  C14  H16  single    0.930  0.020  1.080
 MKZ  C16  H17  single    0.930  0.020  1.080
 MKZ  C19  H18  single    0.930  0.020  1.080
 MKZ  C21  H19  single    0.970  0.020  1.090
 MKZ  C21  H20  single    0.970  0.020  1.090
 MKZ  C22  H22  single    0.970  0.020  1.090
 MKZ  C22  H21  single    0.970  0.020  1.090
 MKZ  N4   H    single    0.860  0.020  1.020
 MKZ  C6   H10  single    0.930  0.020  1.080
 MKZ  C4   H9   single    0.970  0.020  1.090
 MKZ  C4   H8   single    0.970  0.020  1.090
 MKZ  C    H1   single    0.970  0.020  1.090
 MKZ  C    H3   single    0.970  0.020  1.090
 MKZ  C    H2   single    0.970  0.020  1.090
 MKZ  C1   H4   single    0.970  0.020  1.090
 MKZ  C1   H5   single    0.970  0.020  1.090

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
 MKZ  H5   C1   H4   105.66  3.000
 MKZ  H5   C1   C    109.77  3.000
 MKZ  H4   C1   C    109.64  3.000
 MKZ  H5   C1   C2   109.59  3.000
 MKZ  H4   C1   C2   108.97  3.000
 MKZ  C    C1   C2   112.95  3.000
 MKZ  O    C2   N    121.65  3.000
 MKZ  O    C2   C1   120.93  3.000
 MKZ  N    C2   C1   117.42  3.000
 MKZ  H6   C3   H7   107.45  3.000
 MKZ  H6   C3   N    109.64  3.000
 MKZ  H7   C3   N    111.22  3.000
 MKZ  H6   C3   C4   109.87  3.000
 MKZ  H7   C3   C4   108.61  3.000
 MKZ  N    C3   C4   110.01  3.000
 MKZ  N3   C7   C20  121.97  3.000
 MKZ  C20  C7   C8   119.02  3.000
 MKZ  N3   C7   C8   118.96  3.000
 MKZ  H11  C8   C9   120.03  3.000
 MKZ  H11  C8   C7   118.36  3.000
 MKZ  C9   C8   C7   121.58  3.000
 MKZ  C18  C9   C10  121.61  3.000
 MKZ  C18  C9   C8   118.16  3.000
 MKZ  C10  C9   C8   120.23  3.000
 MKZ  C17  C10  C11  118.71  3.000
 MKZ  C11  C10  C9   122.69  3.000
 MKZ  C17  C10  C9   118.60  3.000
 MKZ  C13  C11  C12  118.96  3.000
 MKZ  C12  C11  C10  121.79  3.000
 MKZ  C13  C11  C10  119.25  3.000
 MKZ  H12  C12  H14  107.69  3.000
 MKZ  H12  C12  H13  107.34  3.000
 MKZ  H14  C12  H13  107.14  3.000
 MKZ  H12  C12  C11  112.30  3.000
 MKZ  H14  C12  C11  111.03  3.000
 MKZ  H13  C12  C11  111.11  3.000
 MKZ  H15  C13  C14  118.67  3.000
 MKZ  H15  C13  C11  117.99  3.000
 MKZ  C14  C13  C11  123.34  3.000
 MKZ  H16  C14  C15  122.03  3.000
 MKZ  H16  C14  C13  121.36  3.000
 MKZ  C15  C14  C13  116.61  3.000
 MKZ  N4   C15  C17  105.89  3.000
 MKZ  C17  C15  C14  121.63  3.000
 MKZ  N4   C15  C14  132.47  3.000
 MKZ  H17  C16  N5   120.70  3.000
 MKZ  H17  C16  C17  128.59  3.000
 MKZ  N5   C16  C17  110.71  3.000
 MKZ  H18  C19  C18  119.38  3.000
 MKZ  H18  C19  C20  120.78  3.000
 MKZ  C18  C19  C20  119.80  3.000
 MKZ  C5   C20  C19  124.73  3.000
 MKZ  C5   C20  C7   115.86  3.000
 MKZ  C19  C20  C7   119.28  3.000
 MKZ  H20  C21  H19  107.71  3.000
 MKZ  H20  C21  N1   109.61  3.000
 MKZ  H19  C21  N1   111.11  3.000
 MKZ  H20  C21  C22  108.87  3.000
 MKZ  H19  C21  C22  110.26  3.000
 MKZ  N1   C21  C22  109.24  3.000
 MKZ  H21  C22  H22  107.85  3.000
 MKZ  H21  C22  N    109.62  3.000
 MKZ  H22  C22  N    109.44  3.000
 MKZ  H21  C22  C21  109.32  3.000
 MKZ  H22  C22  C21  109.30  3.000
 MKZ  N    C22  C21  111.25  3.000
 MKZ  CL   C18  C19  119.00  3.000
 MKZ  C19  C18  C9   121.86  3.000
 MKZ  CL   C18  C9   119.13  3.000
 MKZ  C16  C17  C15  104.19  3.000
 MKZ  C15  C17  C10  120.45  3.000
 MKZ  C16  C17  C10  135.36  3.000
 MKZ  N4   N5   C16  106.87  3.000
 MKZ  H    N4   N5   119.81  3.000
 MKZ  H    N4   C15  127.86  3.000
 MKZ  N5   N4   C15  112.33  3.000
 MKZ  C6   N3   C7   115.73  3.000
 MKZ  H10  C6   N2   115.34  3.000
 MKZ  H10  C6   N3   117.03  3.000
 MKZ  N2   C6   N3   127.60  3.000
 MKZ  C5   N2   C6   118.25  3.000
 MKZ  N1   C5   N2   118.70  3.000
 MKZ  N1   C5   C20  121.47  3.000
 MKZ  N2   C5   C20  119.79  3.000
 MKZ  C4   N1   C5   120.76  3.000
 MKZ  C4   N1   C21  111.48  3.000
 MKZ  C5   N1   C21  118.96  3.000
 MKZ  H8   C4   H9   106.83  3.000
 MKZ  H8   C4   N1   109.05  3.000
 MKZ  H9   C4   N1   111.43  3.000
 MKZ  H8   C4   C3   109.17  3.000
 MKZ  H9   C4   C3   109.91  3.000
 MKZ  N1   C4   C3   110.36  3.000
 MKZ  C22  N    C3   113.25  3.000
 MKZ  C3   N    C2   125.50  3.000
 MKZ  C22  N    C2   121.23  3.000
 MKZ  H2   C    H3   107.64  3.000
 MKZ  H2   C    H1   107.96  3.000
 MKZ  H3   C    H1   107.77  3.000
 MKZ  H2   C    C1   111.81  3.000
 MKZ  H3   C    C1   109.62  3.000
 MKZ  H1   C    C1   111.87  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
 MKZ  CONST_01  N2   C6   N3   C7     0.00   0.0  0
 MKZ  CONST_02  C10  C9   C8   C7   180.00   0.0  0
 MKZ  CONST_03  C18  C9   C8   C7     0.00   0.0  0
 MKZ  CONST_04  C18  C19  C20  C7     0.00   0.0  0
 MKZ  CONST_05  N2   C5   C20  C7     0.00   0.0  0
 MKZ  CONST_06  C6   N3   C7   C8   180.00   0.0  0
 MKZ  CONST_07  C19  C20  C7   C8     0.00   0.0  0
 MKZ  CONST_08  C5   C20  C7   C8   180.00   0.0  0
 MKZ  CONST_11  C19  C18  C9   C8     0.00   0.0  0
 MKZ  CONST_12  C16  C17  C10  C9     0.00   0.0  0
 MKZ  CONST_13  C15  C17  C10  C9   180.00   0.0  0
 MKZ  CONST_14  C13  C11  C10  C9   180.00   0.0  0
 MKZ  CONST_15  C20  C19  C18  C9     0.00   0.0  0
 MKZ  CONST_16  N3   C7   C8   C9   180.00   0.0  0
 MKZ  CONST_17  C20  C7   C8   C9     0.00   0.0  0
 MKZ  CONST_18  N5   C16  C17  C10  180.00   0.0  0
 MKZ  CONST_19  N4   C15  C17  C10  180.00   0.0  0
 MKZ  CONST_20  C14  C15  C17  C10    0.00   0.0  0
 MKZ  CONST_21  C19  C18  C9   C10  180.00   0.0  0
 MKZ  CONST_22  C14  C13  C11  C10    0.00   0.0  0
 MKZ  CONST_23  C16  C17  C10  C11  180.00   0.0  0
 MKZ  CONST_24  C15  C17  C10  C11    0.00   0.0  0
 MKZ  CONST_26  C15  C14  C13  C11    0.00   0.0  0
 MKZ  CONST_27  N4   C15  C14  C13  180.00   0.0  0
 MKZ  CONST_28  C17  C15  C14  C13    0.00   0.0  0
 MKZ  CONST_29  C17  C10  C11  C13    0.00   0.0  0
 MKZ  CONST_30  N5   N4   C15  C14  180.00   0.0  0
 MKZ  CONST_31  C16  C17  C15  C14  180.00   0.0  0
 MKZ  CONST_32  C16  N5   N4   C15    0.00   0.0  0
 MKZ  CONST_33  N5   C16  C17  C15    0.00   0.0  0
 MKZ  CONST_34  N4   C15  C17  C16    0.00   0.0  0
 MKZ  CONST_35  N2   C5   C20  C19  180.00   0.0  0
 MKZ  CONST_36  N3   C7   C20  C19  180.00   0.0  0
 MKZ  CONST_37  C6   N2   C5   C20    0.00   0.0  0
 MKZ  CONST_38  C6   N3   C7   C20    0.00   0.0  0
 MKZ  CONST_39  C5   C20  C19  C18  180.00   0.0  0
 MKZ  CONST_41  N4   N5   C16  C17    0.00   0.0  0
 MKZ  CONST_42  N5   N4   C15  C17    0.00   0.0  0
 MKZ  CONST_43  C5   N2   C6   N3     0.00   0.0  0
 MKZ  CONST_44  C5   C20  C7   N3     0.00   0.0  0
 MKZ  CONST_45  N1   C5   C20  C7   180.00   0.0  0
 MKZ  CONST_46  N1   C5   C20  C19    0.00   0.0  0
 MKZ  CONST_47  N1   C5   N2   C6   180.00   0.0  0
 MKZ  CONST_48  CL   C18  C9   C8   180.00   0.0  0
 MKZ  CONST_49  C12  C11  C10  C9     0.00   0.0  0
 MKZ  CONST_50  CL   C18  C9   C10    0.00   0.0  0
 MKZ  CONST_51  C17  C10  C11  C12  180.00   0.0  0
 MKZ  CONST_52  C14  C13  C11  C12  180.00   0.0  0
 MKZ  CONST_53  CL   C18  C19  C20  180.00   0.0  0
 MKZ  CONST_54  H10  C6   N3   C7   180.00   0.0  0
 MKZ  CONST_55  H18  C19  C20  C7   180.00   0.0  0
 MKZ  CONST_56  H17  C16  C17  C10    0.00   0.0  0
 MKZ  CONST_57  H11  C8   C9   C10    0.00   0.0  0
 MKZ  CONST_58  H15  C13  C11  C10  180.00   0.0  0
 MKZ  CONST_59  H16  C14  C13  C11  180.00   0.0  0
 MKZ  CONST_60  H    N4   C15  C14    0.00   0.0  0
 MKZ  CONST_61  C22  N    C2   C1   180.00   0.0  0
 MKZ  CONST_62  C3   N    C2   C1     0.00   0.0  0
 MKZ  CONST_63  O    C2   N    C3   180.00   0.0  0
 MKZ  CONST_64  O    C2   N    C22    0.00   0.0  0
 MKZ  Var_01    C21  N1   C4   C3   -59.09  30.0  1
 MKZ  Var_02    C21  C22  N    C3    54.78  30.0  1
 MKZ  Var_03    C4   C3   N    C22  -54.38  30.0  1
 MKZ  Var_04    N    C22  C21  N1   -55.19  30.0  1
 MKZ  Var_05    N    C3   C4   N1    55.55  30.0  1
 MKZ  Var_06    H13  C12  C11  C10   88.58  30.0  2
 MKZ  Var_07    C    C1   C2   N    179.00  30.0  1
 MKZ  Var_08    H1   C    C1   C2    59.61  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
 MKZ  plan-1  C9   0.020
 MKZ  plan-1  C10  0.020
 MKZ  plan-1  C11  0.020
 MKZ  plan-1  C12  0.020
 MKZ  plan-1  C13  0.020
 MKZ  plan-1  C14  0.020
 MKZ  plan-1  C15  0.020
 MKZ  plan-1  C16  0.020
 MKZ  plan-1  C17  0.020
 MKZ  plan-1  N5   0.020
 MKZ  plan-1  N4   0.020
 MKZ  plan-1  H15  0.020
 MKZ  plan-1  H16  0.020
 MKZ  plan-1  H17  0.020
 MKZ  plan-1  H    0.020
 MKZ  plan-2  C7   0.020
 MKZ  plan-2  C8   0.020
 MKZ  plan-2  C9   0.020
 MKZ  plan-2  C10  0.020
 MKZ  plan-2  C19  0.020
 MKZ  plan-2  C20  0.020
 MKZ  plan-2  C18  0.020
 MKZ  plan-2  N3   0.020
 MKZ  plan-2  C6   0.020
 MKZ  plan-2  N2   0.020
 MKZ  plan-2  C5   0.020
 MKZ  plan-2  N1   0.020
 MKZ  plan-2  H11  0.020
 MKZ  plan-2  H18  0.020
 MKZ  plan-2  H10  0.020
 MKZ  plan-2  CL   0.020
 MKZ  plan-3  C1   0.020
 MKZ  plan-3  C2   0.020
 MKZ  plan-3  C3   0.020
 MKZ  plan-3  C22  0.020
 MKZ  plan-3  N    0.020
 MKZ  plan-3  O    0.020

