# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 23:50:04 2020
#   Inital geometry file: a 133 line input string
#   Ligand name: 3-chloro-4-fluoro-N-[(4Z)-7-methoxy-6-(3-morpholin-4-ylpropoxy)quinazolin-4(1H)-ylidene]aniline
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc2NC=NC(=Nc3ccc(F)c(Cl)c3)c2cc1OCCCN4CCOCC4
#
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
 IRE  IRE  3-chloro-4-fluoro-N-[(4Z)-7-methoxy-6-(3-morpholin-4-ylpropoxy)quinazolin-4(1H)-ylidene]aniline  ligand  55  31  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_IRE
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
 IRE  CAO   C   CH2   0  -0.310   6.6433  -1.3039   0.9263
 IRE  CAL   C   CH2   0  -0.186   8.0939  -1.6287   0.6229
 IRE  OAU   O   O2    0  -0.485   8.2826  -3.0029   0.3693
 IRE  CAM   C   CH2   0  -0.189   7.4624  -3.4286  -0.6965
 IRE  CAP   C   CH2   0  -0.303   5.9987  -3.1503  -0.4167
 IRE  NBE   N   NT    0  -0.426   5.7949  -1.7338  -0.1715
 IRE  CAN   C   CH2   0  -0.258   4.3927  -1.4380   0.0454
 IRE  CAJ   C   CH2   0  -0.486   4.0912   0.0554   0.0676
 IRE  CAK   C   CH2   0  -0.174   2.5957   0.2883   0.0086
 IRE  OAV   O   O2    0  -0.467   2.3616   1.6861   0.0688
 IRE  CBA   C   CR6   0   0.345   1.0951   2.1226  -0.0213
 IRE  CAZ   C   CR6   0   0.327   0.9433   3.5374   0.0092
 IRE  CAH   C   CR16  0  -0.475  -0.3130   4.0977  -0.0833
 IRE  OAT   O   O2    0  -0.452   2.0785   4.2291   0.1290
 IRE  CAA   C   CH3   0  -0.444   2.0096   5.6436   0.1504
 IRE  CAI   C   CR16  0  -0.458  -0.0170   1.3246  -0.1383
 IRE  C5    C   CR66  0  -0.050  -1.3005   1.8846  -0.2345
 IRE  C4    C   CR66  0   0.421  -1.4297   3.2662  -0.2069
 IRE  N3    N   NR16  0  -0.690  -2.6974   3.7963  -0.3081
 IRE  C2    C   CR16  0   0.146  -3.7577   2.9919  -0.4364
 IRE  N1    N   N     0  -0.475  -3.7179   1.7028  -0.4623
 IRE  C6    C   CR6   0   0.386  -2.5031   1.0629  -0.3557
 IRE  NAS   N   N     0  -0.523  -2.3761  -0.2181  -0.3872
 IRE  CAY   C   CR6   0   0.253  -3.4583  -1.0798  -0.4347
 IRE  CAG   C   CR16  0  -0.252  -4.5719  -0.9796   0.4089
 IRE  CAX   C   CR6   0  -0.219  -5.5748  -1.9321   0.3589
 IRE  CL    CL  CL    0  -0.105  -6.9442  -1.8144   1.4055
 IRE  CAW   C   CR6   0   0.573  -5.4937  -2.9902  -0.5302
 IRE  FAB   F   F     0  -0.302  -6.4754  -3.9002  -0.5656
 IRE  CAD   C   CR16  0  -0.408  -4.4040  -3.1134  -1.3670
 IRE  CAE   C   CR16  0  -0.304  -3.3916  -2.1697  -1.3098
 IRE  HAO1  H   HCH2  0   0.245   6.5601  -0.2244   1.0660
 IRE  HAO2  H   HCH2  0   0.196   6.3452  -1.7784   1.8781
 IRE  HAL1  H   HCH2  0   0.236   8.7218  -1.3632   1.4748
 IRE  HAL2  H   HCH2  0   0.200   8.4241  -1.0309  -0.2389
 IRE  HAM1  H   HCH2  0   0.236   7.6237  -4.4997  -0.8275
 IRE  HAM2  H   HCH2  0   0.199   7.7551  -2.9252  -1.6290
 IRE  HAP1  H   HCH2  0   0.196   5.6624  -3.7659   0.4359
 IRE  HAP2  H   HCH2  0   0.241   5.4079  -3.4560  -1.2844
 IRE  HAN1  H   HCH2  0   0.196   4.0194  -1.9029   0.9745
 IRE  HAN2  H   HCH2  0   0.232   3.8317  -1.8972  -0.7748
 IRE  HAJ1  H   HCH2  0   0.238   4.5739   0.5316  -0.7899
 IRE  HAJ2  H   HCH2  0   0.242   4.4887   0.5202   0.9730
 IRE  HAK1  H   HCH2  0   0.226   2.0946  -0.2155   0.8440
 IRE  HAK2  H   HCH2  0   0.226   2.1836  -0.1236  -0.9201
 IRE  HAH   H   HCR6  0   0.306  -0.4528   5.1702  -0.0631
 IRE  HAA1  H   HCH3  0   0.268   3.0321   5.9986   0.2458
 IRE  HAA2  H   HCH3  0   0.236   1.5796   6.0412  -0.7720
 IRE  HAA3  H   HCH3  0   0.236   1.4276   6.0076   1.0006
 IRE  HAI   H   HCR6  0   0.286   0.0617   0.2467  -0.1617
 IRE  H3    H   HNR6  0   0.434  -2.8332   4.7960  -0.2892
 IRE  H2    H   HCR6  0   0.293  -4.7120   3.4973  -0.5274
 IRE  HAG   H   HCR6  0   0.279  -4.6519  -0.1682   1.1179
 IRE  HAD   H   HCR6  0   0.285  -4.3458  -3.9470  -2.0547
 IRE  HAE   H   HCR6  0   0.261  -2.5283  -2.2729  -1.9541

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
 IRE  CAO  CAL   single    1.517  0.020  1.517
 IRE  CAO  NBE   single    1.452  0.020  1.452
 IRE  CAO  HAO1  single    0.970  0.020  1.090
 IRE  CAO  HAO2  single    0.970  0.020  1.090
 IRE  CAL  OAU   single    1.410  0.020  1.410
 IRE  CAL  HAL1  single    0.970  0.020  1.090
 IRE  CAL  HAL2  single    0.970  0.020  1.090
 IRE  OAU  CAM   single    1.411  0.020  1.411
 IRE  CAM  CAP   single    1.516  0.020  1.516
 IRE  CAM  HAM1  single    0.970  0.020  1.090
 IRE  CAM  HAM2  single    0.970  0.020  1.090
 IRE  CAP  NBE   single    1.452  0.020  1.452
 IRE  CAP  HAP1  single    0.970  0.020  1.090
 IRE  CAP  HAP2  single    0.970  0.020  1.090
 IRE  NBE  CAN   single    1.449  0.020  1.449
 IRE  CAN  CAJ   single    1.524  0.020  1.524
 IRE  CAN  HAN1  single    0.970  0.020  1.090
 IRE  CAN  HAN2  single    0.970  0.020  1.090
 IRE  CAJ  CAK   single    1.515  0.020  1.515
 IRE  CAJ  HAJ1  single    0.970  0.020  1.090
 IRE  CAJ  HAJ2  single    0.970  0.020  1.090
 IRE  CAK  OAV   single    1.419  0.020  1.419
 IRE  CAK  HAK1  single    0.970  0.020  1.090
 IRE  CAK  HAK2  single    0.970  0.020  1.090
 IRE  OAV  CBA   single    1.343  0.020  1.343
 IRE  CBA  CAZ   aromatic  1.423  0.020  1.423
 IRE  CBA  CAI   aromatic  1.374  0.020  1.374
 IRE  CAZ  CAH   aromatic  1.379  0.020  1.379
 IRE  CAZ  OAT   single    1.335  0.020  1.335
 IRE  CAH  C4    aromatic  1.398  0.020  1.398
 IRE  CAH  HAH   single    0.930  0.020  1.080
 IRE  OAT  CAA   single    1.416  0.020  1.416
 IRE  CAA  HAA1  single    0.970  0.020  1.090
 IRE  CAA  HAA2  single    0.970  0.020  1.090
 IRE  CAA  HAA3  single    0.970  0.020  1.090
 IRE  CAI  C5    aromatic  1.404  0.020  1.404
 IRE  CAI  HAI   single    0.930  0.020  1.080
 IRE  C5   C4    aromatic  1.388  0.020  1.388
 IRE  C5   C6    aromatic  1.462  0.020  1.462
 IRE  C4   N3    aromatic  1.378  0.020  1.378
 IRE  N3   C2    aromatic  1.337  0.020  1.337
 IRE  N3   H3    single    0.860  0.020  1.020
 IRE  C2   N1    aromatic  1.290  0.020  1.290
 IRE  C2   H2    single    0.930  0.020  1.080
 IRE  N1   C6    aromatic  1.377  0.020  1.377
 IRE  C6   NAS   double    1.288  0.020  1.288
 IRE  NAS  CAY   single    1.384  0.020  1.384
 IRE  CAY  CAG   aromatic  1.401  0.020  1.401
 IRE  CAY  CAE   aromatic  1.399  0.020  1.399
 IRE  CAG  CAX   aromatic  1.384  0.020  1.384
 IRE  CAG  HAG   single    0.930  0.020  1.080
 IRE  CAX  CL    single    1.728  0.020  1.728
 IRE  CAX  CAW   aromatic  1.384  0.020  1.384
 IRE  CAW  FAB   single    1.339  0.020  1.339
 IRE  CAW  CAD   aromatic  1.379  0.020  1.379
 IRE  CAD  CAE   aromatic  1.385  0.020  1.385
 IRE  CAD  HAD   single    0.930  0.020  1.080
 IRE  CAE  HAE   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
 IRE  HAO2  CAO  HAO1  107.09  3.000
 IRE  HAO2  CAO  NBE   111.50  3.000
 IRE  HAO1  CAO  NBE   110.18  3.000
 IRE  HAO2  CAO  CAL   109.78  3.000
 IRE  HAO1  CAO  CAL   108.07  3.000
 IRE  NBE   CAO  CAL   110.12  3.000
 IRE  HAL2  CAL  HAL1  107.87  3.000
 IRE  HAL2  CAL  OAU   110.41  3.000
 IRE  HAL1  CAL  OAU   107.48  3.000
 IRE  HAL2  CAL  CAO   109.12  3.000
 IRE  HAL1  CAL  CAO   110.00  3.000
 IRE  OAU   CAL  CAO   111.87  3.000
 IRE  CAM   OAU  CAL   110.62  3.000
 IRE  HAM2  CAM  HAM1  107.96  3.000
 IRE  HAM2  CAM  CAP   109.24  3.000
 IRE  HAM1  CAM  CAP   110.19  3.000
 IRE  HAM2  CAM  OAU   110.36  3.000
 IRE  HAM1  CAM  OAU   107.52  3.000
 IRE  CAP   CAM  OAU   111.51  3.000
 IRE  HAP2  CAP  HAP1  107.00  3.000
 IRE  HAP2  CAP  NBE   109.33  3.000
 IRE  HAP1  CAP  NBE   111.77  3.000
 IRE  HAP2  CAP  CAM   108.90  3.000
 IRE  HAP1  CAP  CAM   109.52  3.000
 IRE  NBE   CAP  CAM   110.23  3.000
 IRE  CAN   NBE  CAP   111.11  3.000
 IRE  CAN   NBE  CAO   113.05  3.000
 IRE  CAP   NBE  CAO   109.54  3.000
 IRE  HAN2  CAN  HAN1  106.30  3.000
 IRE  HAN2  CAN  CAJ   108.70  3.000
 IRE  HAN1  CAN  CAJ   109.48  3.000
 IRE  HAN2  CAN  NBE   107.34  3.000
 IRE  HAN1  CAN  NBE   111.54  3.000
 IRE  CAJ   CAN  NBE   113.18  3.000
 IRE  HAJ2  CAJ  HAJ1  107.70  3.000
 IRE  HAJ2  CAJ  CAK   109.03  3.000
 IRE  HAJ1  CAJ  CAK   109.78  3.000
 IRE  HAJ2  CAJ  CAN   110.92  3.000
 IRE  HAJ1  CAJ  CAN   109.15  3.000
 IRE  CAK   CAJ  CAN   110.22  3.000
 IRE  HAK2  CAK  HAK1  107.51  3.000
 IRE  HAK2  CAK  OAV   110.13  3.000
 IRE  HAK1  CAK  OAV   110.17  3.000
 IRE  HAK2  CAK  CAJ   110.26  3.000
 IRE  HAK1  CAK  CAJ   110.54  3.000
 IRE  OAV   CAK  CAJ   108.23  3.000
 IRE  CBA   OAV  CAK   118.24  3.000
 IRE  CAI   CBA  CAZ   119.54  3.000
 IRE  CAI   CBA  OAV   125.48  3.000
 IRE  CAZ   CBA  OAV   114.98  3.000
 IRE  OAT   CAZ  CAH   124.78  3.000
 IRE  OAT   CAZ  CBA   115.24  3.000
 IRE  CAH   CAZ  CBA   119.98  3.000
 IRE  HAH   CAH  C4    119.22  3.000
 IRE  HAH   CAH  CAZ   121.30  3.000
 IRE  C4    CAH  CAZ   119.48  3.000
 IRE  CAA   OAT  CAZ   118.53  3.000
 IRE  HAA3  CAA  HAA2  109.03  3.000
 IRE  HAA3  CAA  HAA1  108.91  3.000
 IRE  HAA2  CAA  HAA1  109.00  3.000
 IRE  HAA3  CAA  OAT   111.74  3.000
 IRE  HAA2  CAA  OAT   111.70  3.000
 IRE  HAA1  CAA  OAT   106.37  3.000
 IRE  HAI   CAI  C5    117.58  3.000
 IRE  HAI   CAI  CBA   121.47  3.000
 IRE  C5    CAI  CBA   120.95  3.000
 IRE  C6    C5   C4    118.99  3.000
 IRE  C6    C5   CAI   122.26  3.000
 IRE  C4    C5   CAI   118.75  3.000
 IRE  N3    C4   C5    117.85  3.000
 IRE  N3    C4   CAH   120.85  3.000
 IRE  C5    C4   CAH   121.30  3.000
 IRE  H3    N3   C2    119.41  3.000
 IRE  H3    N3   C4    120.24  3.000
 IRE  C2    N3   C4    120.35  3.000
 IRE  H2    C2   N1    119.44  3.000
 IRE  H2    C2   N3    115.20  3.000
 IRE  N1    C2   N3    125.36  3.000
 IRE  C6    N1   C2    119.34  3.000
 IRE  NAS   C6   N1    123.19  3.000
 IRE  NAS   C6   C5    118.69  3.000
 IRE  N1    C6   C5    118.10  3.000
 IRE  CAY   NAS  C6    122.89  3.000
 IRE  CAE   CAY  CAG   118.04  3.000
 IRE  CAE   CAY  NAS   117.98  3.000
 IRE  CAG   CAY  NAS   123.81  3.000
 IRE  HAG   CAG  CAX   119.14  3.000
 IRE  HAG   CAG  CAY   120.51  3.000
 IRE  CAX   CAG  CAY   120.34  3.000
 IRE  CAW   CAX  CL    119.18  3.000
 IRE  CAW   CAX  CAG   120.44  3.000
 IRE  CL    CAX  CAG   120.37  3.000
 IRE  CAD   CAW  FAB   120.16  3.000
 IRE  CAD   CAW  CAX   120.27  3.000
 IRE  FAB   CAW  CAX   119.56  3.000
 IRE  HAD   CAD  CAE   120.78  3.000
 IRE  HAD   CAD  CAW   119.78  3.000
 IRE  CAE   CAD  CAW   119.44  3.000
 IRE  HAE   CAE  CAD   119.57  3.000
 IRE  HAE   CAE  CAY   118.99  3.000
 IRE  CAD   CAE  CAY   121.44  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
 IRE  CONST_01  C4    CAH  CAZ  CBA     0.00   0.0  0
 IRE  CONST_02  C4    C5   CAI  CBA     0.00   0.0  0
 IRE  CONST_03  C6    C5   CAI  CBA   180.00   0.0  0
 IRE  CONST_04  C5    CAI  CBA  CAZ     0.00   0.0  0
 IRE  CONST_05  C5    C4   CAH  CAZ     0.00   0.0  0
 IRE  CONST_06  N3    C4   CAH  CAZ   180.00   0.0  0
 IRE  CONST_07  CAI   CBA  CAZ  CAH     0.00   0.0  0
 IRE  CONST_08  CAI   C5   C4   CAH     0.00   0.0  0
 IRE  CONST_09  C6    C5   C4   CAH   180.00   0.0  0
 IRE  CONST_10  C2    N3   C4   CAH   180.00   0.0  0
 IRE  CONST_11  N3    C4   C5   CAI   180.00   0.0  0
 IRE  CONST_12  N1    C6   C5   CAI   180.00   0.0  0
 IRE  CONST_13  C2    N3   C4   C5      0.00   0.0  0
 IRE  CONST_14  C2    N1   C6   C5      0.00   0.0  0
 IRE  CONST_15  N1    C6   C5   C4      0.00   0.0  0
 IRE  CONST_16  N1    C2   N3   C4      0.00   0.0  0
 IRE  CONST_17  C6    C5   C4   N3      0.00   0.0  0
 IRE  CONST_18  C6    N1   C2   N3      0.00   0.0  0
 IRE  CONST_19  CAW   CAX  CAG  CAY     0.00   0.0  0
 IRE  CONST_20  CAW   CAD  CAE  CAY     0.00   0.0  0
 IRE  CONST_21  CAD   CAE  CAY  CAG     0.00   0.0  0
 IRE  CONST_22  CAD   CAW  CAX  CAG     0.00   0.0  0
 IRE  CONST_23  CAE   CAY  CAG  CAX     0.00   0.0  0
 IRE  CONST_24  CAE   CAD  CAW  CAX     0.00   0.0  0
 IRE  CONST_25  CAH   CAZ  CBA  OAV   180.00   0.0  0
 IRE  CONST_26  C5    CAI  CBA  OAV   180.00   0.0  0
 IRE  CONST_27  CAI   CBA  CAZ  OAT   180.00   0.0  0
 IRE  CONST_28  C4    CAH  CAZ  OAT   180.00   0.0  0
 IRE  CONST_29  NAS   C6   C5   CAI     0.00   0.0  0
 IRE  CONST_30  NAS   C6   C5   C4    180.00   0.0  0
 IRE  CONST_31  NAS   C6   N1   C2    180.00   0.0  0
 IRE  CONST_32  CAX   CAG  CAY  NAS   180.00   0.0  0
 IRE  CONST_33  CAD   CAE  CAY  NAS   180.00   0.0  0
 IRE  CONST_34  CL    CAX  CAG  CAY   180.00   0.0  0
 IRE  CONST_35  FAB   CAW  CAX  CAG   180.00   0.0  0
 IRE  CONST_36  CAD   CAW  CAX  CL    180.00   0.0  0
 IRE  CONST_37  CAE   CAD  CAW  FAB   180.00   0.0  0
 IRE  CONST_38  HAH   CAH  CAZ  CBA   180.00   0.0  0
 IRE  CONST_39  HAI   CAI  CBA  CAZ   180.00   0.0  0
 IRE  CONST_40  H3    N3   C4   CAH     0.00   0.0  0
 IRE  CONST_41  H2    C2   N3   C4    180.00   0.0  0
 IRE  CONST_42  HAD   CAD  CAE  CAY   180.00   0.0  0
 IRE  CONST_43  HAE   CAE  CAY  CAG   180.00   0.0  0
 IRE  CONST_44  HAG   CAG  CAX  CAW   180.00   0.0  0
 IRE  Var_01    CAM   CAP  NBE  CAO   -56.68  30.0  1
 IRE  Var_02    CAP   NBE  CAO  CAL    56.24  30.0  1
 IRE  Var_03    CAP   CAM  OAU  CAL   -57.30  30.0  1
 IRE  Var_04    NBE   CAO  CAL  OAU   -57.02  30.0  1
 IRE  Var_05    NBE   CAP  CAM  OAU    57.64  30.0  1
 IRE  Var_06    CAG   CAY  NAS  C6    -48.04  30.0  2
 IRE  Var_07    HAL1  CAL  OAU  CAM   177.98  30.0  1
 IRE  Var_08    CAJ   CAN  NBE  CAO    66.32  30.0  3
 IRE  Var_09    CAZ   CBA  OAV  CAK  -178.31  30.0  2
 IRE  Var_10    CAK   CAJ  CAN  NBE   168.30  30.0  3
 IRE  Var_11    HAK1  CAK  OAV  CBA   -61.56  30.0  2
 IRE  Var_12    HAA1  CAA  OAT  CAZ  -179.60  30.0  3
 IRE  Var_13    OAV   CAK  CAJ  CAN   178.41  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
 IRE  plan-1  NAS  0.020
 IRE  plan-1  CAY  0.020
 IRE  plan-1  CAG  0.020
 IRE  plan-1  CAX  0.020
 IRE  plan-1  CL   0.020
 IRE  plan-1  CAW  0.020
 IRE  plan-1  FAB  0.020
 IRE  plan-1  CAD  0.020
 IRE  plan-1  CAE  0.020
 IRE  plan-1  HAG  0.020
 IRE  plan-1  HAD  0.020
 IRE  plan-1  HAE  0.020
 IRE  plan-2  OAV  0.020
 IRE  plan-2  CBA  0.020
 IRE  plan-2  CAZ  0.020
 IRE  plan-2  CAH  0.020
 IRE  plan-2  OAT  0.020
 IRE  plan-2  CAI  0.020
 IRE  plan-2  C5   0.020
 IRE  plan-2  C4   0.020
 IRE  plan-2  N3   0.020
 IRE  plan-2  C2   0.020
 IRE  plan-2  N1   0.020
 IRE  plan-2  C6   0.020
 IRE  plan-2  NAS  0.020
 IRE  plan-2  HAH  0.020
 IRE  plan-2  HAI  0.020
 IRE  plan-2  H3   0.020
 IRE  plan-2  H2   0.020

