# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Jul 31 02:13:34 2022
#   Inital geometry file: a 120 line input string
#   Ligand name: 1-[4-[[2-[(1-methylpyrazol-4-yl)amino]quinazolin-8-yl]amino]piperidin-1-yl]ethanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1cc(Nc2ncc3cccc(NC4CCN(CC4)C(C)=O)c3n2)cn1
#
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
 934  934  "1-[4-[[2-[(1-methylpyrazol-4-yl)amino]quinazolin-8-yl]amino]piperidin-1-yl]ethanone"
  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 OK
;

data_comp_934
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
 934  C24  C  CR6   0   0.320  -1.0335  14.3453  -4.8631
 934  C01  C  CH3   0  -0.805  -4.3834  20.5239  -6.8491
 934  O06  O  O     0  -0.499  -5.7440  19.3807  -5.2622
 934  N07  N  NT    0  -0.435  -4.3683  18.0993  -6.5097
 934  C08  C  CH2   0  -0.315  -4.7377  16.8691  -5.8326
 934  C11  C  CH2   0  -0.434  -3.5410  16.2803  -5.0956
 934  C14  C  CH1   0  -0.090  -2.3550  16.0771  -6.0417
 934  C16  C  CH2   0  -0.432  -2.0431  17.3739  -6.7813
 934  C19  C  CH2   0  -0.319  -3.2904  17.9219  -7.4638
 934  N22  N  NH1   0  -0.690  -1.1643  15.6072  -5.3727
 934  C25  C  CR16  0  -0.360  -1.8532  13.2750  -5.1787
 934  C27  C  CR16  0  -0.259  -1.6245  11.9874  -4.6568
 934  C29  C  CR16  0  -0.342  -0.5862  11.7402  -3.8000
 934  C31  C  CR66  0   0.003   0.2589  12.8120  -3.4498
 934  C32  C  CR16  0  -0.042   1.3609  12.6905  -2.5695
 934  N34  N  N     0  -0.448   2.1363  13.6814  -2.2472
 934  C35  C  CR6   0   0.573   1.8460  14.8888  -2.8050
 934  N36  N  NH1   0  -0.756   2.6859  15.8831  -2.4304
 934  C38  C  CR5   0   0.064   2.6422  17.2117  -2.8210
 934  C39  C  CR15  0  -0.110   3.3704  18.2536  -2.2159
 934  N41  N  N     0  -0.269   3.1339  19.4082  -2.8132
 934  N42  N  NR5   0  -0.267   2.2723  19.1394  -3.7783
 934  C43  C  CH3   0  -0.506   1.8002  20.1835  -4.6547
 934  C47  C  CR15  0   0.023   1.9418  17.8314  -3.8372
 934  N49  N  N     0  -0.515   0.8627  15.1342  -3.6343
 934  C50  C  CR66  0   0.222   0.0558  14.1034  -3.9656
 934  H1   H  HCH3  0   0.266  -4.9046  21.3943  -6.4595
 934  H2   H  HCH3  0   0.263  -3.3130  20.6697  -6.6982
 934  H3   H  HCH3  0   0.264  -4.5581  20.4717  -7.9241
 934  H4   H  HCH2  0   0.265  -5.5570  17.0636  -5.1466
 934  H5   H  HCH2  0   0.239  -5.0999  16.1555  -6.5808
 934  H6   H  HCH2  0   0.229  -3.2408  16.9518  -4.2851
 934  H7   H  HCH2  0   0.246  -3.8309  15.3316  -4.6378
 934  H8   H  HCH1  0   0.237  -2.6361  15.3349  -6.7980
 934  H9   H  HCH2  0   0.249  -1.2675  17.1977  -7.5295
 934  H10  H  HCH2  0   0.232  -1.6561  18.1208  -6.0792
 934  H11  H  HCH2  0   0.276  -3.0617  18.8550  -7.9699
 934  H12  H  HCH2  0   0.244  -3.6231  17.2198  -8.2361
 934  H13  H  HNH1  0   0.387  -0.6619  16.3081  -4.8475
 934  H14  H  HCR6  0   0.265  -2.6939  13.4142  -5.8454
 934  H15  H  HCR6  0   0.253  -2.2960  11.1886  -4.9433
 934  H16  H  HCR6  0   0.250  -0.4083  10.7537  -3.3913
 934  H17  H  HCR6  0   0.276   1.5859  11.7228  -2.1287
 934  H18  H  HNH1  0   0.407   3.3971  15.6235  -1.7653
 934  H19  H  HCR5  0   0.264   4.0477  18.1895  -1.3768
 934  H20  H  HCH3  0   0.256   2.5992  20.5338  -5.3065
 934  H21  H  HCH3  0   0.258   0.9934  19.7902  -5.2665
 934  H22  H  HCH3  0   0.259   1.4226  21.0201  -4.0708
 934  H23  H  HCR5  0   0.293   1.2630  17.4527  -4.5779
 934  C05  C  C     0   0.513  -4.8889  19.2903  -6.1342

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
 934  C01  C05  single    1.513  0.020  1.513
 934  C19  C16  single    1.524  0.020  1.524
 934  C19  N07  single    1.450  0.020  1.450
 934  C05  N07  single    1.353  0.020  1.353
 934  C05  O06  double    1.225  0.020  1.225
 934  C16  C14  single    1.525  0.020  1.525
 934  N07  C08  single    1.452  0.020  1.452
 934  C08  C11  single    1.524  0.020  1.524
 934  C14  N22  single    1.444  0.020  1.444
 934  C14  C11  single    1.531  0.020  1.531
 934  C25  C27  aromatic  1.408  0.020  1.408
 934  C25  C24  aromatic  1.385  0.020  1.385
 934  N22  C24  single    1.367  0.020  1.367
 934  C27  C29  aromatic  1.369  0.020  1.369
 934  C24  C50  aromatic  1.432  0.020  1.432
 934  C29  C31  aromatic  1.409  0.020  1.409
 934  C50  C31  aromatic  1.405  0.020  1.405
 934  C50  N49  aromatic  1.350  0.020  1.350
 934  C43  N42  single    1.443  0.020  1.443
 934  C31  C32  aromatic  1.416  0.020  1.416
 934  N49  C35  aromatic  1.310  0.020  1.310
 934  C47  N42  aromatic  1.350  0.020  1.350
 934  C47  C38  aromatic  1.381  0.020  1.381
 934  N42  N41  aromatic  1.321  0.020  1.321
 934  C32  N34  aromatic  1.299  0.020  1.299
 934  C35  N34  aromatic  1.361  0.020  1.361
 934  C35  N36  single    1.354  0.020  1.354
 934  C38  N36  single    1.386  0.020  1.386
 934  C38  C39  aromatic  1.408  0.020  1.408
 934  N41  C39  aromatic  1.321  0.020  1.321
 934  C01  H1   single    0.970  0.020  1.090
 934  C01  H2   single    0.970  0.020  1.090
 934  C01  H3   single    0.970  0.020  1.090
 934  C08  H4   single    0.970  0.020  1.090
 934  C08  H5   single    0.970  0.020  1.090
 934  C11  H6   single    0.970  0.020  1.090
 934  C11  H7   single    0.970  0.020  1.090
 934  C14  H8   single    0.970  0.020  1.090
 934  C16  H9   single    0.970  0.020  1.090
 934  C16  H10  single    0.970  0.020  1.090
 934  C19  H11  single    0.970  0.020  1.090
 934  C19  H12  single    0.970  0.020  1.090
 934  N22  H13  single    0.890  0.020  1.040
 934  C25  H14  single    0.930  0.020  1.080
 934  C27  H15  single    0.930  0.020  1.080
 934  C29  H16  single    0.930  0.020  1.080
 934  C32  H17  single    0.930  0.020  1.080
 934  N36  H18  single    0.860  0.020  1.020
 934  C39  H19  single    0.930  0.020  1.080
 934  C43  H20  single    0.970  0.020  1.090
 934  C43  H21  single    0.970  0.020  1.090
 934  C43  H22  single    0.970  0.020  1.090
 934  C47  H23  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
 934  C50  C24  C25  117.55  3.000
 934  C50  C24  N22  117.54  3.000
 934  C25  C24  N22  124.88  3.000
 934  H3   C01  H2   107.45  3.000
 934  H3   C01  H1   108.36  3.000
 934  H2   C01  H1   108.30  3.000
 934  H3   C01  C05  111.92  3.000
 934  H2   C01  C05  111.82  3.000
 934  H1   C01  C05  108.87  3.000
 934  C19  N07  C08  113.09  3.000
 934  C08  N07  C05  121.23  3.000
 934  C19  N07  C05  125.18  3.000
 934  H5   C08  H4   107.37  3.000
 934  H5   C08  C11  109.78  3.000
 934  H4   C08  C11  110.86  3.000
 934  H5   C08  N07  108.51  3.000
 934  H4   C08  N07  109.56  3.000
 934  C11  C08  N07  110.68  3.000
 934  H7   C11  H6   107.17  3.000
 934  H7   C11  C14  110.45  3.000
 934  H6   C11  C14  109.07  3.000
 934  H7   C11  C08  109.25  3.000
 934  H6   C11  C08  109.66  3.000
 934  C14  C11  C08  111.15  3.000
 934  H8   C14  N22  108.09  3.000
 934  H8   C14  C16  107.07  3.000
 934  N22  C14  C16  109.43  3.000
 934  H8   C14  C11  108.53  3.000
 934  N22  C14  C11  113.30  3.000
 934  C16  C14  C11  110.20  3.000
 934  H10  C16  H9   107.35  3.000
 934  H10  C16  C19  109.33  3.000
 934  H9   C16  C19  109.42  3.000
 934  H10  C16  C14  109.95  3.000
 934  H9   C16  C14  109.90  3.000
 934  C19  C16  C14  110.83  3.000
 934  H12  C19  H11  106.63  3.000
 934  H12  C19  C16  109.51  3.000
 934  H11  C19  C16  110.21  3.000
 934  H12  C19  N07  108.45  3.000
 934  H11  C19  N07  110.97  3.000
 934  C16  C19  N07  110.96  3.000
 934  H13  N22  C14  115.17  3.000
 934  H13  N22  C24  113.53  3.000
 934  C14  N22  C24  123.49  3.000
 934  H14  C25  C27  118.18  3.000
 934  H14  C25  C24  120.07  3.000
 934  C27  C25  C24  121.75  3.000
 934  H15  C27  C29  120.21  3.000
 934  H15  C27  C25  118.43  3.000
 934  C29  C27  C25  121.36  3.000
 934  H16  C29  C31  120.05  3.000
 934  H16  C29  C27  121.70  3.000
 934  C31  C29  C27  118.24  3.000
 934  C50  C31  C32  114.81  3.000
 934  C32  C31  C29  123.79  3.000
 934  C50  C31  C29  121.40  3.000
 934  H17  C32  N34  117.07  3.000
 934  H17  C32  C31  119.33  3.000
 934  N34  C32  C31  123.61  3.000
 934  C35  N34  C32  116.59  3.000
 934  N49  C35  N36  120.22  3.000
 934  N36  C35  N34  113.93  3.000
 934  N49  C35  N34  125.86  3.000
 934  H18  N36  C38  117.09  3.000
 934  H18  N36  C35  115.54  3.000
 934  C38  N36  C35  127.33  3.000
 934  C47  C38  C39  104.27  3.000
 934  C39  C38  N36  124.90  3.000
 934  C47  C38  N36  130.82  3.000
 934  H19  C39  N41  121.01  3.000
 934  H19  C39  C38  127.90  3.000
 934  N41  C39  C38  111.09  3.000
 934  N42  N41  C39  105.62  3.000
 934  C47  N42  C43  126.47  3.000
 934  C47  N42  N41  112.86  3.000
 934  C43  N42  N41  120.66  3.000
 934  H22  C43  H21  108.84  3.000
 934  H22  C43  H20  109.18  3.000
 934  H21  C43  H20  108.92  3.000
 934  H22  C43  N42  110.13  3.000
 934  H21  C43  N42  108.86  3.000
 934  H20  C43  N42  110.88  3.000
 934  H23  C47  N42  121.77  3.000
 934  H23  C47  C38  132.06  3.000
 934  N42  C47  C38  106.17  3.000
 934  C50  N49  C35  117.45  3.000
 934  N49  C50  C31  121.67  3.000
 934  N49  C50  C24  118.64  3.000
 934  C31  C50  C24  119.69  3.000
 934  N07  C05  O06  122.09  3.000
 934  O06  C05  C01  120.64  3.000
 934  N07  C05  C01  117.27  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
 934  CONST_01  C29  C27  C25  C24     0.00   0.0  0
 934  CONST_02  C29  C31  C50  C24     0.00   0.0  0
 934  CONST_03  C32  C31  C50  C24   180.00   0.0  0
 934  CONST_04  C35  N49  C50  C24   180.00   0.0  0
 934  CONST_05  C31  C29  C27  C25     0.00   0.0  0
 934  CONST_06  C31  C50  C24  C25     0.00   0.0  0
 934  CONST_07  N49  C50  C24  C25   180.00   0.0  0
 934  CONST_08  C50  C24  C25  C27     0.00   0.0  0
 934  CONST_09  C50  C31  C29  C27     0.00   0.0  0
 934  CONST_10  C32  C31  C29  C27   180.00   0.0  0
 934  CONST_11  N49  C50  C31  C29   180.00   0.0  0
 934  CONST_12  N34  C32  C31  C29   180.00   0.0  0
 934  CONST_13  C35  N49  C50  C31     0.00   0.0  0
 934  CONST_14  C35  N34  C32  C31     0.00   0.0  0
 934  CONST_15  N49  C50  C31  C32     0.00   0.0  0
 934  CONST_16  N49  C35  N34  C32     0.00   0.0  0
 934  CONST_17  C50  C31  C32  N34     0.00   0.0  0
 934  CONST_18  C50  N49  C35  N34     0.00   0.0  0
 934  CONST_19  N41  N42  C47  C38     0.00   0.0  0
 934  CONST_20  N42  N41  C39  C38     0.00   0.0  0
 934  CONST_21  N42  C47  C38  C39     0.00   0.0  0
 934  CONST_22  C47  N42  N41  C39     0.00   0.0  0
 934  CONST_23  C47  C38  C39  N41     0.00   0.0  0
 934  CONST_24  C27  C25  C24  N22   180.00   0.0  0
 934  CONST_25  C31  C50  C24  N22   180.00   0.0  0
 934  CONST_26  N49  C50  C24  N22     0.00   0.0  0
 934  CONST_27  N36  C35  N34  C32   180.00   0.0  0
 934  CONST_28  C50  N49  C35  N36   180.00   0.0  0
 934  CONST_29  N42  C47  C38  N36   180.00   0.0  0
 934  CONST_30  N41  C39  C38  N36   180.00   0.0  0
 934  CONST_31  C43  N42  C47  C38   180.00   0.0  0
 934  CONST_32  C43  N42  N41  C39   180.00   0.0  0
 934  CONST_34  C50  C24  N22  C14   180.00   0.0  0
 934  CONST_35  H15  C27  C25  C24   180.00   0.0  0
 934  CONST_36  H16  C29  C27  C25   180.00   0.0  0
 934  CONST_37  H14  C25  C27  C29   180.00   0.0  0
 934  CONST_38  H17  C32  C31  C29     0.00   0.0  0
 934  CONST_39  H15  C27  C29  C31   180.00   0.0  0
 934  CONST_40  H16  C29  C31  C32     0.00   0.0  0
 934  CONST_41  H17  C32  N34  C35   180.00   0.0  0
 934  CONST_42  H23  C47  C38  C39   180.00   0.0  0
 934  CONST_43  H23  C47  N42  N41   180.00   0.0  0
 934  CONST_44  H19  C39  N41  N42   180.00   0.0  0
 934  CONST_45  H19  C39  C38  C47   180.00   0.0  0
 934  CONST_46  H14  C25  C24  C50   180.00   0.0  0
 934  CONST_47  H16  C29  C31  C50   180.00   0.0  0
 934  CONST_48  H17  C32  C31  C50   180.00   0.0  0
 934  CONST_49  C19  N07  C05  C01     0.00   0.0  0
 934  CONST_50  C08  N07  C05  C01   180.00   0.0  0
 934  CONST_51  C19  N07  C05  O06   180.00   0.0  0
 934  CONST_52  C08  N07  C05  O06     0.00   0.0  0
 934  Var_01    C14  C16  C19  N07    55.51  30.0  1
 934  Var_02    C14  C11  C08  N07   -55.02  30.0  1
 934  Var_03    C16  C19  N07  C08   -58.75  30.0  1
 934  Var_04    C19  N07  C08  C11    58.38  30.0  1
 934  Var_05    C16  C19  N07  C05   113.24  30.0  1
 934  Var_06    C11  C08  N07  C05  -113.97  30.0  1
 934  Var_07    C38  N36  C35  N34  -179.60  30.0  2
 934  Var_08    C47  C38  N36  C35   -13.52  30.0  3
 934  Var_09    C39  C38  N36  C35   167.23  30.0  3
 934  Var_10    N49  C35  N36  C38     0.46  30.0  2
 934  Var_11    H9   C16  C19  N07   176.87  30.0  1
 934  Var_12    H10  C16  C19  N07   -65.83  30.0  1
 934  Var_13    H6   C11  C08  N07    65.67  30.0  1
 934  Var_14    H7   C11  C08  N07  -177.15  30.0  1
 934  Var_15    H11  C19  N07  C08   178.36  30.0  1
 934  Var_16    H12  C19  N07  C08    61.56  30.0  1
 934  Var_17    H11  C19  C16  C14   178.84  30.0  1
 934  Var_18    H12  C19  C16  C14   -64.17  30.0  1
 934  Var_19    H4   C08  C11  C14  -176.80  30.0  1
 934  Var_20    H5   C08  C11  C14    64.74  30.0  1
 934  Var_21    H4   C08  N07  C19  -179.07  30.0  1
 934  Var_22    H5   C08  N07  C19   -62.13  30.0  1
 934  Var_23    H11  C19  N07  C05    -9.64  30.0  1
 934  Var_24    H12  C19  N07  C05  -126.45  30.0  1
 934  Var_25    H4   C08  N07  C05     8.58  30.0  1
 934  Var_26    H5   C08  N07  C05   125.52  30.0  1
 934  Var_27    H18  N36  C35  N34    -2.12  30.0  2
 934  Var_28    H18  N36  C38  C39   -10.21  30.0  2
 934  Var_29    H20  C43  N42  N41    68.98  30.0  2
 934  Var_30    H21  C43  N42  N41  -171.22  30.0  2
 934  Var_31    H22  C43  N42  N41   -51.97  30.0  2
 934  Var_32    H20  C43  N42  C47  -109.70  30.0  2
 934  Var_33    H21  C43  N42  C47    10.10  30.0  2
 934  Var_34    H22  C43  N42  C47   129.35  30.0  2
 934  Var_35    H18  N36  C38  C47   169.04  30.0  2
 934  Var_36    H18  N36  C35  N49   177.94  30.0  2
 934  Var_37    H1   C01  C05  N07   178.72  30.0  3
 934  Var_38    H2   C01  C05  N07   -61.65  30.0  3
 934  Var_39    H3   C01  C05  N07    58.97  30.0  3
 934  Var_40    H1   C01  C05  O06    -0.60  30.0  3
 934  Var_41    H2   C01  C05  O06   119.02  30.0  3
 934  Var_42    H3   C01  C05  O06  -120.36  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
 934  chir_01  C14  C16  N22  C11  negativ

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
 934  plan-1  N36  0.020
 934  plan-1  C38  0.020
 934  plan-1  C39  0.020
 934  plan-1  N41  0.020
 934  plan-1  N42  0.020
 934  plan-1  C43  0.020
 934  plan-1  C47  0.020
 934  plan-1  H19  0.020
 934  plan-1  H23  0.020
 934  plan-2  C24  0.020
 934  plan-2  N22  0.020
 934  plan-2  C25  0.020
 934  plan-2  C27  0.020
 934  plan-2  C29  0.020
 934  plan-2  C31  0.020
 934  plan-2  C32  0.020
 934  plan-2  N34  0.020
 934  plan-2  C35  0.020
 934  plan-2  N36  0.020
 934  plan-2  N49  0.020
 934  plan-2  C50  0.020
 934  plan-2  H14  0.020
 934  plan-2  H15  0.020
 934  plan-2  H16  0.020
 934  plan-2  H17  0.020
 934  plan-3  C24  0.020
 934  plan-3  C14  0.020
 934  plan-3  N22  0.020
 934  plan-3  H13  0.020
 934  plan-4  C01  0.020
 934  plan-4  O06  0.020
 934  plan-4  N07  0.020
 934  plan-4  C08  0.020
 934  plan-4  C19  0.020
 934  plan-4  C05  0.020

