# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 10:55:33 2020
#   Inital geometry file: a 124 line input string
#   Ligand name: (1R,4Z)-4-({4-[(5-cyclopropyl-1H-pyrazol-3-yl)amino]quinazolin-2-yl}imino)cyclohexa-2,5-diene-1-carbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N#CC1C=CC(C=C1)=Nc2nc(Nc3cc([nH]n3)C4CC4)c5ccccc5n2
#
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
 HQP  HQP  (1R,4Z)-4-({4-[(5-cyclopropyl-1H-pyrazol-3-yl)amino]quinazolin-2-yl}imino)cyclohexa-2,5-diene-1-carbonitrile  ligand  45  28  .  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_HQP
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
 HQP  CAL   C  CH2   0  -0.474   9.9781  -3.9453  -11.0337
 HQP  CAM   C  CH2   0  -0.472   8.9413  -4.8095  -11.6649
 HQP  CBB   C  CH1   0  -0.376   8.8551  -3.3126  -11.8087
 HQP  CAX   C  CR5   0   0.535   7.8072  -2.5710  -11.0975
 HQP  CAK   C  CR15  0  -0.628   7.2897  -2.6952   -9.8245
 HQP  NAS   N  NR15  0  -0.513   7.1401  -1.5516  -11.6621
 HQP  NAN   N  N     0  -0.293   6.2195  -0.9968  -10.8673
 HQP  CAV   C  CR5   0   0.485   6.3103  -1.6858   -9.7488
 HQP  NAR   N  NH1   0  -0.762   5.5077  -1.4845   -8.6306
 HQP  C6    C  CR6   0   0.523   4.8448  -0.3730   -8.2491
 HQP  N1    N  N     0  -0.462   4.9178   0.7090   -8.9856
 HQP  C5    C  CR66  0  -0.037   4.0620  -0.4002   -7.0379
 HQP  CAJ   C  CR16  0  -0.309   3.8860  -1.5243   -6.2115
 HQP  CAD   C  CR16  0  -0.256   3.1175  -1.4394   -5.0772
 HQP  CAC   C  CR16  0  -0.246   2.4999  -0.2249   -4.7363
 HQP  CAI   C  CR16  0  -0.316   2.6516   0.8819   -5.5318
 HQP  C4    C  CR66  0   0.257   3.4353   0.8174   -6.7013
 HQP  N3    N  N     0  -0.484   3.5588   1.9309   -7.4689
 HQP  C2    C  CR6   0   0.427   4.2783   1.8086   -8.5512
 HQP  NAQ   N  N     0  -0.445   4.3461   2.8778   -9.4294
 HQP  CAU   C  C     0   0.235   4.7603   4.0369   -9.0846
 HQP  CAG   C  C1    0  -0.252   4.6645   5.1058  -10.0773
 HQP  CAE   C  C1    0  -0.179   5.0518   6.3533   -9.8254
 HQP  CAT   C  CH1   0  -0.471   5.6220   6.7594   -8.4998
 HQP  CAB   C  CSP   0   0.157   6.9203   7.4056   -8.6977
 HQP  NAA   N  NS    0  -0.253   7.9440   7.9034   -8.8583
 HQP  CAF   C  C1    0  -0.170   5.7659   5.6274   -7.5277
 HQP  CAH   C  C1    0  -0.263   5.3560   4.3887   -7.7936
 HQP  HAL1  H  HCH2  0   0.259   9.9658  -3.8323   -9.9570
 HQP  HAL2  H  HCH2  0   0.265  10.9652  -3.9151  -11.4760
 HQP  HAM1  H  HCH2  0   0.264   9.2099  -5.3760  -12.5470
 HQP  HAM2  H  HCH2  0   0.258   8.2131  -5.2913  -11.0248
 HQP  HBB   H  HCH1  0   0.280   9.1092  -2.9104  -12.7828
 HQP  HAK   H  HCR5  0   0.272   7.5728  -3.3967   -9.0560
 HQP  HAS   H  HNR5  0   0.416   7.2716  -1.1843  -12.5911
 HQP  HAR   H  HNH1  0   0.429   5.5010  -2.2642   -7.9948
 HQP  HAJ   H  HCR6  0   0.257   4.3407  -2.4771   -6.4518
 HQP  HAD   H  HCR6  0   0.268   2.9854  -2.3089   -4.4480
 HQP  HAC   H  HCR6  0   0.268   1.8953  -0.1661   -3.8406
 HQP  HAI   H  HCR6  0   0.262   2.1752   1.8209   -5.2813
 HQP  HAG   H  H     0   0.279   4.2402   4.8438  -11.0380
 HQP  HAH   H  H     0   0.289   5.4738   3.6208   -7.0426
 HQP  HAE   H  H     0   0.301   4.9487   7.1289  -10.5729
 HQP  HAF   H  H     0   0.303   6.2126   5.8644   -6.5705
 HQP  HAT   H  HCH1  0   0.370   4.9686   7.5228   -8.0532

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
 HQP  CAL  CAM   single    1.490  0.020  1.490
 HQP  CAL  CBB   single    1.504  0.020  1.504
 HQP  CAL  HAL1  single    0.970  0.020  1.090
 HQP  CAL  HAL2  single    0.970  0.020  1.090
 HQP  CAM  CBB   single    1.506  0.020  1.506
 HQP  CAM  HAM1  single    0.970  0.020  1.090
 HQP  CAM  HAM2  single    0.970  0.020  1.090
 HQP  CBB  CAX   single    1.468  0.020  1.468
 HQP  CBB  HBB   single    0.970  0.020  1.090
 HQP  CAX  CAK   aromatic  1.380  0.020  1.380
 HQP  CAX  NAS   aromatic  1.343  0.020  1.343
 HQP  CAK  CAV   aromatic  1.408  0.020  1.408
 HQP  CAK  HAK   single    0.930  0.020  1.080
 HQP  NAS  NAN   aromatic  1.337  0.020  1.337
 HQP  NAS  HAS   single    0.860  0.020  1.020
 HQP  NAN  CAV   aromatic  1.317  0.020  1.317
 HQP  CAV  NAR   single    1.391  0.020  1.391
 HQP  NAR  C6    single    1.349  0.020  1.349
 HQP  NAR  HAR   single    0.860  0.020  1.020
 HQP  C6   N1    aromatic  1.311  0.020  1.311
 HQP  C6   C5    aromatic  1.442  0.020  1.442
 HQP  N1   C2    aromatic  1.344  0.020  1.344
 HQP  C5   CAJ   aromatic  1.406  0.020  1.406
 HQP  C5   C4    aromatic  1.410  0.020  1.410
 HQP  CAJ  CAD   aromatic  1.373  0.020  1.373
 HQP  CAJ  HAJ   single    0.930  0.020  1.080
 HQP  CAD  CAC   aromatic  1.404  0.020  1.404
 HQP  CAD  HAD   single    0.930  0.020  1.080
 HQP  CAC  CAI   aromatic  1.371  0.020  1.371
 HQP  CAC  HAC   single    0.930  0.020  1.080
 HQP  CAI  C4    aromatic  1.409  0.020  1.409
 HQP  CAI  HAI   single    0.930  0.020  1.080
 HQP  C4   N3    aromatic  1.358  0.020  1.358
 HQP  N3   C2    aromatic  1.305  0.020  1.305
 HQP  C2   NAQ   single    1.385  0.020  1.385
 HQP  NAQ  CAU   double    1.278  0.020  1.278
 HQP  CAU  CAG   single    1.462  0.020  1.462
 HQP  CAU  CAH   single    1.465  0.020  1.465
 HQP  CAG  CAE   double    1.330  0.020  1.330
 HQP  CAG  HAG   single    0.930  0.020  1.080
 HQP  CAE  CAT   single    1.499  0.020  1.499
 HQP  CAE  HAE   single    0.930  0.020  1.080
 HQP  CAT  HAT   single    0.970  0.020  1.090
 HQP  CAT  CAB   single    1.464  0.020  1.464
 HQP  CAT  CAF   single    1.499  0.020  1.499
 HQP  CAB  NAA   triple    1.150  0.020  1.150
 HQP  CAF  CAH   double    1.332  0.020  1.332
 HQP  CAF  HAF   single    0.930  0.020  1.080
 HQP  CAH  HAH   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
 HQP  HAL2  CAL  HAL1  114.45  3.000
 HQP  HAL2  CAL  CBB   117.30  3.000
 HQP  HAL1  CAL  CBB   117.39  3.000
 HQP  HAL2  CAL  CAM   118.54  3.000
 HQP  HAL1  CAL  CAM   118.29  3.000
 HQP  CBB   CAL  CAM    60.41  3.000
 HQP  HAM2  CAM  HAM1  114.58  3.000
 HQP  HAM2  CAM  CBB   117.40  3.000
 HQP  HAM1  CAM  CBB   117.16  3.000
 HQP  HAM2  CAM  CAL   118.40  3.000
 HQP  HAM1  CAM  CAL   118.43  3.000
 HQP  CBB   CAM  CAL    60.25  3.000
 HQP  HBB   CBB  CAX   114.54  3.000
 HQP  HBB   CBB  CAM   116.17  3.000
 HQP  CAX   CBB  CAM   119.79  3.000
 HQP  HBB   CBB  CAL   116.37  3.000
 HQP  CAX   CBB  CAL   119.74  3.000
 HQP  CAM   CBB  CAL    59.34  3.000
 HQP  NAS   CAX  CAK   105.66  3.000
 HQP  NAS   CAX  CBB   122.32  3.000
 HQP  CAK   CAX  CBB   132.02  3.000
 HQP  HAK   CAK  CAV   127.62  3.000
 HQP  HAK   CAK  CAX   128.14  3.000
 HQP  CAV   CAK  CAX   104.24  3.000
 HQP  HAS   NAS  NAN   119.13  3.000
 HQP  HAS   NAS  CAX   126.84  3.000
 HQP  NAN   NAS  CAX   114.03  3.000
 HQP  CAV   NAN  NAS   103.91  3.000
 HQP  NAR   CAV  NAN   124.56  3.000
 HQP  NAR   CAV  CAK   123.24  3.000
 HQP  NAN   CAV  CAK   112.16  3.000
 HQP  HAR   NAR  C6    117.16  3.000
 HQP  HAR   NAR  CAV   113.55  3.000
 HQP  C6    NAR  CAV   129.05  3.000
 HQP  C5    C6   N1    121.17  3.000
 HQP  C5    C6   NAR   119.24  3.000
 HQP  N1    C6   NAR   119.59  3.000
 HQP  C2    N1   C6    117.85  3.000
 HQP  C4    C5   CAJ   119.62  3.000
 HQP  C4    C5   C6    115.17  3.000
 HQP  CAJ   C5   C6    125.20  3.000
 HQP  HAJ   CAJ  CAD   118.22  3.000
 HQP  HAJ   CAJ  C5    121.36  3.000
 HQP  CAD   CAJ  C5    120.41  3.000
 HQP  HAD   CAD  CAC   120.02  3.000
 HQP  HAD   CAD  CAJ   119.96  3.000
 HQP  CAC   CAD  CAJ   120.01  3.000
 HQP  HAC   CAC  CAI   119.87  3.000
 HQP  HAC   CAC  CAD   119.57  3.000
 HQP  CAI   CAC  CAD   120.56  3.000
 HQP  HAI   CAI  C4    118.46  3.000
 HQP  HAI   CAI  CAC   121.15  3.000
 HQP  C4    CAI  CAC   120.39  3.000
 HQP  N3    C4   CAI   118.82  3.000
 HQP  N3    C4   C5    122.18  3.000
 HQP  CAI   C4   C5    118.99  3.000
 HQP  C2    N3   C4    116.23  3.000
 HQP  NAQ   C2   N3    118.70  3.000
 HQP  NAQ   C2   N1    113.78  3.000
 HQP  N3    C2   N1    127.36  3.000
 HQP  CAU   NAQ  C2    123.00  3.000
 HQP  CAH   CAU  CAG   116.71  3.000
 HQP  CAH   CAU  NAQ   125.97  3.000
 HQP  CAG   CAU  NAQ   117.30  3.000
 HQP  HAG   CAG  CAE   120.61  3.000
 HQP  HAG   CAG  CAU   116.83  3.000
 HQP  CAE   CAG  CAU   122.55  3.000
 HQP  HAE   CAE  CAT   116.93  3.000
 HQP  HAE   CAE  CAG   120.90  3.000
 HQP  CAT   CAE  CAG   122.16  3.000
 HQP  HAT   CAT  CAF   108.54  3.000
 HQP  CAF   CAT  CAB   109.63  3.000
 HQP  HAT   CAT  CAB   105.99  3.000
 HQP  CAF   CAT  CAE   113.91  3.000
 HQP  CAB   CAT  CAE   109.72  3.000
 HQP  HAT   CAT  CAE   108.73  3.000
 HQP  NAA   CAB  CAT   180.00  3.000
 HQP  HAF   CAF  CAH   120.48  3.000
 HQP  HAF   CAF  CAT   116.59  3.000
 HQP  CAH   CAF  CAT   122.92  3.000
 HQP  HAH   CAH  CAF   119.26  3.000
 HQP  HAH   CAH  CAU   119.09  3.000
 HQP  CAF   CAH  CAU   121.65  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
 HQP  CONST_01  NAN  CAV  CAK  CAX     0.00   0.0  0
 HQP  CONST_02  CAV  NAN  NAS  CAX     0.00   0.0  0
 HQP  CONST_03  NAN  NAS  CAX  CAK     0.00   0.0  0
 HQP  CONST_04  NAS  NAN  CAV  CAK     0.00   0.0  0
 HQP  CONST_05  CAV  CAK  CAX  NAS     0.00   0.0  0
 HQP  CONST_06  N3   C2   N1   C6      0.00   0.0  0
 HQP  CONST_07  CAD  CAJ  C5   C6    180.00   0.0  0
 HQP  CONST_08  CAI  C4   C5   C6    180.00   0.0  0
 HQP  CONST_09  N3   C4   C5   C6      0.00   0.0  0
 HQP  CONST_10  CAJ  C5   C6   N1    180.00   0.0  0
 HQP  CONST_11  C4   C5   C6   N1      0.00   0.0  0
 HQP  CONST_12  C4   N3   C2   N1      0.00   0.0  0
 HQP  CONST_13  C2   N1   C6   C5      0.00   0.0  0
 HQP  CONST_14  CAC  CAD  CAJ  C5      0.00   0.0  0
 HQP  CONST_15  CAC  CAI  C4   C5      0.00   0.0  0
 HQP  CONST_16  C2   N3   C4   C5      0.00   0.0  0
 HQP  CONST_17  CAI  C4   C5   CAJ     0.00   0.0  0
 HQP  CONST_18  N3   C4   C5   CAJ   180.00   0.0  0
 HQP  CONST_19  CAI  CAC  CAD  CAJ     0.00   0.0  0
 HQP  CONST_20  C4   C5   CAJ  CAD     0.00   0.0  0
 HQP  CONST_21  C4   CAI  CAC  CAD     0.00   0.0  0
 HQP  CONST_22  N3   C4   CAI  CAC   180.00   0.0  0
 HQP  CONST_23  C2   N3   C4   CAI   180.00   0.0  0
 HQP  CONST_24  CAV  CAK  CAX  CBB   180.00   0.0  0
 HQP  CONST_25  NAN  NAS  CAX  CBB   180.00   0.0  0
 HQP  CONST_26  NAR  CAV  CAK  CAX   180.00   0.0  0
 HQP  CONST_27  NAR  CAV  NAN  NAS   180.00   0.0  0
 HQP  CONST_28  C2   N1   C6   NAR   180.00   0.0  0
 HQP  CONST_29  CAJ  C5   C6   NAR     0.00   0.0  0
 HQP  CONST_30  C4   C5   C6   NAR   180.00   0.0  0
 HQP  CONST_31  NAQ  C2   N1   C6    180.00   0.0  0
 HQP  CONST_32  NAQ  C2   N3   C4    180.00   0.0  0
 HQP  CONST_33  HAK  CAK  CAX  CBB     0.00   0.0  0
 HQP  CONST_34  HAS  NAS  CAX  CBB     0.00   0.0  0
 HQP  CONST_35  HAJ  CAJ  C5   C6      0.00   0.0  0
 HQP  CONST_36  HAD  CAD  CAJ  C5    180.00   0.0  0
 HQP  CONST_37  HAI  CAI  C4   C5    180.00   0.0  0
 HQP  CONST_38  HAC  CAC  CAD  CAJ   180.00   0.0  0
 HQP  Var_01    CAX  CBB  CAM  CAL  -108.97  30.0  1
 HQP  Var_02    CAK  CAX  CBB  CAL   -28.81  30.0  2
 HQP  Var_03    CAT  CAE  CAG  CAU     0.17  30.0  1
 HQP  Var_04    CAT  CAF  CAH  CAU     1.62  30.0  1
 HQP  Var_05    CAF  CAH  CAU  CAG     1.29  30.0  1
 HQP  Var_06    CAH  CAU  CAG  CAE    -2.21  30.0  1
 HQP  Var_07    C6   NAR  CAV  CAK   157.92  30.0  2
 HQP  Var_08    N1   C6   NAR  CAV     0.10  30.0  2
 HQP  Var_09    CAG  CAU  NAQ  C2   -174.49  30.0  2

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
 HQP  chir_02  CAT  CAE  CAB  CAF  positiv
 HQP  chir_03  CBB  CAL  CAM  CAX  both

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
 HQP  plan-1  CBB  0.020
 HQP  plan-1  CAX  0.020
 HQP  plan-1  CAK  0.020
 HQP  plan-1  NAS  0.020
 HQP  plan-1  NAN  0.020
 HQP  plan-1  CAV  0.020
 HQP  plan-1  NAR  0.020
 HQP  plan-1  HAK  0.020
 HQP  plan-1  HAS  0.020
 HQP  plan-2  NAR  0.020
 HQP  plan-2  C6   0.020
 HQP  plan-2  N1   0.020
 HQP  plan-2  C5   0.020
 HQP  plan-2  CAJ  0.020
 HQP  plan-2  CAD  0.020
 HQP  plan-2  CAC  0.020
 HQP  plan-2  CAI  0.020
 HQP  plan-2  C4   0.020
 HQP  plan-2  N3   0.020
 HQP  plan-2  C2   0.020
 HQP  plan-2  NAQ  0.020
 HQP  plan-2  HAJ  0.020
 HQP  plan-2  HAD  0.020
 HQP  plan-2  HAC  0.020
 HQP  plan-2  HAI  0.020

