# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 11:21:13 2020
#   Inital geometry file: a 113 line input string
#   Ligand name: (2S)-1-{[3-(2-chlorophenyl)-6-(2,4-difluorophenoxy)-1H-pyrazolo[3,4-d]pyrimidin-4-yl]amino}propan-2-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](O)CNc1nc(Oc2ccc(F)cc2F)nc3[nH]nc(c4ccccc4Cl)c13
#
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
 FI4  FI4  (2S)-1-{[3-(2-chlorophenyl)-6-(2,4-difluorophenoxy)-1H-pyrazolo[3,4-d]pyrimidin-4-yl]amino}propan-2-ol  ligand  46  30  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FI4
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
 FI4  FAD   F   F     0  -0.295   3.6734   0.0075   2.0390
 FI4  CAU   C   CR6   0   0.532   4.4237  -0.0998   0.9428
 FI4  CAL   C   CR16  0  -0.555   5.6569   0.5154   0.9017
 FI4  CAT   C   CR6   0   0.549   6.4055   0.3799  -0.2535
 FI4  FAC   F   F     0  -0.306   7.6056   0.9683  -0.3061
 FI4  CAH   C   CR16  0  -0.406   5.9575  -0.3385  -1.3432
 FI4  CAK   C   CR16  0  -0.270   4.7099  -0.9427  -1.2716
 FI4  CAX   C   CR6   0   0.200   3.9387  -0.8330  -0.1299
 FI4  OAS   O   O2    0  -0.488   2.7420  -1.4899  -0.0356
 FI4  CAW   C   CR6   0   0.570   1.6045  -0.7732  -0.1548
 FI4  NAP   N   N     0  -0.508   1.7041   0.5125  -0.3726
 FI4  NAO   N   N     0  -0.514   0.5244  -1.5328  -0.0312
 FI4  CAZ   C   CR6   0   0.509  -0.6708  -0.9543  -0.1426
 FI4  NAQ   N   NH1   0  -0.669  -1.7632  -1.6980   0.0124
 FI4  CAM   C   CH2   0  -0.242  -1.7590  -3.1255   0.2311
 FI4  CBD   C   CH1   0   0.000  -3.1031  -3.5641   0.7870
 FI4  OAB   O   OH1   0  -0.658  -4.0936  -3.1099  -0.1208
 FI4  CAA   C   CH3   0  -0.646  -3.1515  -5.0693   0.9793
 FI4  CBC   C   CR56  0  -0.255  -0.7295   0.4380  -0.4053
 FI4  CBB   C   CR56  0   0.565   0.5005   1.0849  -0.4832
 FI4  NAR   N   NR15  0  -0.514   0.2239   2.3813  -0.6825
 FI4  NAN   N   N     0  -0.205  -1.0924   2.6261  -0.7331
 FI4  CBA   C   CR5   0   0.247  -1.6891   1.4723  -0.5728
 FI4  CAY   C   CR6   0   0.091  -3.1514   1.3283  -0.5989
 FI4  CAV   C   CR6   0  -0.083  -3.9899   1.9317   0.3371
 FI4  CLAE  CL  CL    0  -0.101  -3.3350   2.9074   1.5989
 FI4  CAJ   C   CR16  0  -0.312  -3.7342   0.5227  -1.5767
 FI4  CAG   C   CR16  0  -0.202  -5.1030   0.3183  -1.6230
 FI4  CAF   C   CR16  0  -0.245  -5.9180   0.9328  -0.6849
 FI4  CAI   C   CR16  0  -0.180  -5.3632   1.7400   0.2949
 FI4  HAL   H   HCR6  0   0.286   6.0226   1.0812   1.7475
 FI4  HAH   H   HCR6  0   0.267   6.5639  -0.4237  -2.2336
 FI4  HAK   H   HCR6  0   0.268   4.3353  -1.5114  -2.1117
 FI4  HNAQ  H   HNH1  0   0.408  -2.6617  -1.2783  -0.1707
 FI4  HAM   H   HCH2  0   0.228  -1.5388  -3.6606  -0.6996
 FI4  HAMA  H   HCH2  0   0.244  -0.9750  -3.3854   0.9412
 FI4  HBD   H   HCH1  0   0.215  -3.2394  -3.0785   1.7620
 FI4  HOAB  H   HOH1  0   0.437  -4.9285  -3.0516   0.3485
 FI4  HAA   H   HCH3  0   0.220  -2.9734  -5.5990   0.0427
 FI4  HAAA  H   HCH3  0   0.222  -2.3991  -5.3915   1.6991
 FI4  HAAB  H   HCH3  0   0.228  -4.1217  -5.3807   1.3664
 FI4  HAJ   H   HCR6  0   0.251  -3.0954   0.0614  -2.3200
 FI4  HAG   H   HCR6  0   0.235  -5.5299  -0.3103  -2.3923
 FI4  HAF   H   HCR6  0   0.237  -6.9896   0.7868  -0.7104
 FI4  HAI   H   HCR6  0   0.255  -5.9928   2.2185   1.0322
 FI4  H16   H   HNR5  0   0.389   0.8787   3.1416  -0.7434

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
 FI4  FAD  CAU   single    1.333  0.020  1.333
 FI4  CAU  CAL   aromatic  1.379  0.020  1.379
 FI4  CAU  CAX   aromatic  1.387  0.020  1.387
 FI4  CAL  CAT   aromatic  1.383  0.020  1.383
 FI4  CAL  HAL   single    0.930  0.020  1.080
 FI4  CAT  FAC   single    1.338  0.020  1.338
 FI4  CAT  CAH   aromatic  1.380  0.020  1.380
 FI4  CAH  CAK   aromatic  1.388  0.020  1.388
 FI4  CAH  HAH   single    0.930  0.020  1.080
 FI4  CAK  CAX   aromatic  1.382  0.020  1.382
 FI4  CAK  HAK   single    0.930  0.020  1.080
 FI4  CAX  OAS   single    1.368  0.020  1.368
 FI4  OAS  CAW   single    1.350  0.020  1.350
 FI4  CAW  NAP   aromatic  1.308  0.020  1.308
 FI4  CAW  NAO   aromatic  1.326  0.020  1.326
 FI4  NAP  CBB   aromatic  1.337  0.020  1.337
 FI4  NAO  CAZ   aromatic  1.332  0.020  1.332
 FI4  CAZ  NAQ   single    1.331  0.020  1.331
 FI4  CAZ  CBC   aromatic  1.418  0.020  1.418
 FI4  NAQ  CAM   single    1.444  0.020  1.444
 FI4  NAQ  HNAQ  single    0.860  0.020  1.020
 FI4  CAM  CBD   single    1.519  0.020  1.519
 FI4  CAM  HAM   single    0.970  0.020  1.090
 FI4  CAM  HAMA  single    0.970  0.020  1.090
 FI4  CBD  OAB   single    1.418  0.020  1.418
 FI4  CBD  CAA   single    1.518  0.020  1.518
 FI4  CBD  HBD   single    0.970  0.020  1.090
 FI4  OAB  HOAB  single    0.850  0.020  0.980
 FI4  CAA  HAA   single    0.970  0.020  1.090
 FI4  CAA  HAAA  single    0.970  0.020  1.090
 FI4  CAA  HAAB  single    0.970  0.020  1.090
 FI4  CBC  CBB   aromatic  1.392  0.020  1.392
 FI4  CBC  CBA   aromatic  1.421  0.020  1.421
 FI4  CBB  NAR   aromatic  1.340  0.020  1.340
 FI4  NAR  NAN   aromatic  1.340  0.020  1.340
 FI4  NAN  CBA   aromatic  1.309  0.020  1.309
 FI4  CBA  CAY   single    1.470  0.020  1.470
 FI4  CAY  CAV   aromatic  1.394  0.020  1.394
 FI4  CAY  CAJ   aromatic  1.394  0.020  1.394
 FI4  CAV  CLAE  single    1.724  0.020  1.724
 FI4  CAV  CAI   aromatic  1.387  0.020  1.387
 FI4  CAJ  CAG   aromatic  1.385  0.020  1.385
 FI4  CAJ  HAJ   single    0.930  0.020  1.080
 FI4  CAG  CAF   aromatic  1.386  0.020  1.386
 FI4  CAG  HAG   single    0.930  0.020  1.080
 FI4  CAF  CAI   aromatic  1.385  0.020  1.385
 FI4  CAF  HAF   single    0.930  0.020  1.080
 FI4  CAI  HAI   single    0.930  0.020  1.080
 FI4  NAR  H16   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
 FI4  CAX   CAU  CAL   121.71  3.000
 FI4  CAX   CAU  FAD   118.81  3.000
 FI4  CAL   CAU  FAD   119.49  3.000
 FI4  HAL   CAL  CAT   121.43  3.000
 FI4  HAL   CAL  CAU   120.84  3.000
 FI4  CAT   CAL  CAU   117.73  3.000
 FI4  CAH   CAT  FAC   119.29  3.000
 FI4  CAH   CAT  CAL   122.33  3.000
 FI4  FAC   CAT  CAL   118.39  3.000
 FI4  HAH   CAH  CAK   120.84  3.000
 FI4  HAH   CAH  CAT   120.63  3.000
 FI4  CAK   CAH  CAT   118.53  3.000
 FI4  HAK   CAK  CAX   119.35  3.000
 FI4  HAK   CAK  CAH   120.01  3.000
 FI4  CAX   CAK  CAH   120.64  3.000
 FI4  OAS   CAX  CAK   120.45  3.000
 FI4  OAS   CAX  CAU   120.42  3.000
 FI4  CAK   CAX  CAU   119.06  3.000
 FI4  CAW   OAS  CAX   118.43  3.000
 FI4  NAO   CAW  NAP   129.84  3.000
 FI4  NAO   CAW  OAS   111.96  3.000
 FI4  NAP   CAW  OAS   118.20  3.000
 FI4  CBB   NAP  CAW   111.47  3.000
 FI4  CAZ   NAO  CAW   118.29  3.000
 FI4  CBC   CAZ  NAQ   122.43  3.000
 FI4  CBC   CAZ  NAO   118.62  3.000
 FI4  NAQ   CAZ  NAO   118.94  3.000
 FI4  HNAQ  NAQ  CAM   116.19  3.000
 FI4  HNAQ  NAQ  CAZ   118.54  3.000
 FI4  CAM   NAQ  CAZ   124.59  3.000
 FI4  HAMA  CAM  HAM   107.01  3.000
 FI4  HAMA  CAM  CBD   109.23  3.000
 FI4  HAM   CAM  CBD   110.34  3.000
 FI4  HAMA  CAM  NAQ   109.67  3.000
 FI4  HAM   CAM  NAQ   110.77  3.000
 FI4  CBD   CAM  NAQ   109.77  3.000
 FI4  HBD   CBD  CAA   108.79  3.000
 FI4  HBD   CBD  OAB   109.88  3.000
 FI4  CAA   CBD  OAB   112.10  3.000
 FI4  HBD   CBD  CAM   107.89  3.000
 FI4  CAA   CBD  CAM   111.15  3.000
 FI4  OAB   CBD  CAM   106.93  3.000
 FI4  HOAB  OAB  CBD   108.31  3.000
 FI4  HAAB  CAA  HAAA  107.18  3.000
 FI4  HAAB  CAA  HAA   108.16  3.000
 FI4  HAAA  CAA  HAA   108.11  3.000
 FI4  HAAB  CAA  CBD   110.89  3.000
 FI4  HAAA  CAA  CBD   110.77  3.000
 FI4  HAA   CAA  CBD   111.56  3.000
 FI4  CBA   CBC  CBB   104.59  3.000
 FI4  CBA   CBC  CAZ   139.87  3.000
 FI4  CBB   CBC  CAZ   115.47  3.000
 FI4  NAR   CBB  CBC   105.99  3.000
 FI4  NAR   CBB  NAP   127.74  3.000
 FI4  CBC   CBB  NAP   126.28  3.000
 FI4  H16   NAR  NAN   119.97  3.000
 FI4  H16   NAR  CBB   127.30  3.000
 FI4  NAN   NAR  CBB   112.65  3.000
 FI4  CBA   NAN  NAR   106.39  3.000
 FI4  CAY   CBA  NAN   122.54  3.000
 FI4  CAY   CBA  CBC   127.07  3.000
 FI4  NAN   CBA  CBC   110.38  3.000
 FI4  CAJ   CAY  CAV   118.00  3.000
 FI4  CAJ   CAY  CBA   119.01  3.000
 FI4  CAV   CAY  CBA   122.97  3.000
 FI4  CAI   CAV  CLAE  118.46  3.000
 FI4  CAI   CAV  CAY   121.01  3.000
 FI4  CLAE  CAV  CAY   120.52  3.000
 FI4  HAJ   CAJ  CAG   119.81  3.000
 FI4  HAJ   CAJ  CAY   118.73  3.000
 FI4  CAG   CAJ  CAY   121.45  3.000
 FI4  HAG   CAG  CAF   120.46  3.000
 FI4  HAG   CAG  CAJ   119.99  3.000
 FI4  CAF   CAG  CAJ   119.54  3.000
 FI4  HAF   CAF  CAI   119.47  3.000
 FI4  HAF   CAF  CAG   120.44  3.000
 FI4  CAI   CAF  CAG   120.09  3.000
 FI4  HAI   CAI  CAF   120.45  3.000
 FI4  HAI   CAI  CAV   119.64  3.000
 FI4  CAF   CAI  CAV   119.90  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
 FI4  CONST_01  CAH   CAT  CAL  CAU     0.00   0.0  0
 FI4  CONST_02  CAH   CAK  CAX  CAU     0.00   0.0  0
 FI4  CONST_03  CAK   CAX  CAU  CAL     0.00   0.0  0
 FI4  CONST_04  CAK   CAH  CAT  CAL     0.00   0.0  0
 FI4  CONST_05  CAX   CAU  CAL  CAT     0.00   0.0  0
 FI4  CONST_06  CAX   CAK  CAH  CAT     0.00   0.0  0
 FI4  CONST_07  CBC   CBB  NAP  CAW     0.00   0.0  0
 FI4  CONST_08  NAR   CBB  NAP  CAW   180.00   0.0  0
 FI4  CONST_09  CBC   CAZ  NAO  CAW     0.00   0.0  0
 FI4  CONST_10  CAZ   NAO  CAW  NAP     0.00   0.0  0
 FI4  CONST_11  CAZ   CBC  CBB  NAP     0.00   0.0  0
 FI4  CONST_12  CBA   CBC  CBB  NAP   180.00   0.0  0
 FI4  CONST_13  NAN   NAR  CBB  NAP   180.00   0.0  0
 FI4  CONST_14  CBB   NAP  CAW  NAO     0.00   0.0  0
 FI4  CONST_15  CBB   CBC  CAZ  NAO     0.00   0.0  0
 FI4  CONST_16  CBA   CBC  CAZ  NAO   180.00   0.0  0
 FI4  CONST_17  NAR   CBB  CBC  CAZ   180.00   0.0  0
 FI4  CONST_18  NAN   CBA  CBC  CAZ   180.00   0.0  0
 FI4  CONST_19  CAY   CBA  CBC  CAZ     0.00   0.0  0
 FI4  CONST_20  NAN   NAR  CBB  CBC     0.00   0.0  0
 FI4  CONST_21  NAR   NAN  CBA  CBC     0.00   0.0  0
 FI4  CONST_24  NAN   CBA  CBC  CBB     0.00   0.0  0
 FI4  CONST_25  CAY   CBA  CBC  CBB   180.00   0.0  0
 FI4  CONST_26  CBA   NAN  NAR  CBB     0.00   0.0  0
 FI4  CONST_27  CBA   CBC  CBB  NAR     0.00   0.0  0
 FI4  CONST_28  CAY   CBA  NAN  NAR   180.00   0.0  0
 FI4  CONST_31  CAI   CAV  CAY  CBA   180.00   0.0  0
 FI4  CONST_32  CAG   CAJ  CAY  CBA   180.00   0.0  0
 FI4  CONST_33  CAF   CAI  CAV  CAY     0.00   0.0  0
 FI4  CONST_34  CAF   CAG  CAJ  CAY     0.00   0.0  0
 FI4  CONST_35  CAG   CAJ  CAY  CAV     0.00   0.0  0
 FI4  CONST_36  CAG   CAF  CAI  CAV     0.00   0.0  0
 FI4  CONST_37  CAI   CAV  CAY  CAJ     0.00   0.0  0
 FI4  CONST_38  CAI   CAF  CAG  CAJ     0.00   0.0  0
 FI4  CONST_39  CAT   CAL  CAU  FAD   180.00   0.0  0
 FI4  CONST_40  CAK   CAX  CAU  FAD   180.00   0.0  0
 FI4  CONST_41  FAC   CAT  CAL  CAU   180.00   0.0  0
 FI4  CONST_42  OAS   CAX  CAU  CAL   180.00   0.0  0
 FI4  CONST_43  CAK   CAH  CAT  FAC   180.00   0.0  0
 FI4  CONST_44  OAS   CAX  CAK  CAH   180.00   0.0  0
 FI4  CONST_45  CBB   NAP  CAW  OAS   180.00   0.0  0
 FI4  CONST_46  CAZ   NAO  CAW  OAS   180.00   0.0  0
 FI4  CONST_47  NAQ   CAZ  NAO  CAW   180.00   0.0  0
 FI4  CONST_48  CBB   CBC  CAZ  NAQ   180.00   0.0  0
 FI4  CONST_49  CBA   CBC  CAZ  NAQ     0.00   0.0  0
 FI4  CONST_50  CLAE  CAV  CAY  CBA     0.00   0.0  0
 FI4  CONST_51  CAJ   CAY  CAV  CLAE  180.00   0.0  0
 FI4  CONST_52  CAF   CAI  CAV  CLAE  180.00   0.0  0
 FI4  CONST_53  HAK   CAK  CAX  CAU   180.00   0.0  0
 FI4  CONST_54  HAH   CAH  CAT  CAL   180.00   0.0  0
 FI4  CONST_55  HAL   CAL  CAT  CAH   180.00   0.0  0
 FI4  CONST_56  H16   NAR  CBB  NAP     0.00   0.0  0
 FI4  CONST_57  HAJ   CAJ  CAY  CBA     0.00   0.0  0
 FI4  CONST_58  HAI   CAI  CAV  CAY   180.00   0.0  0
 FI4  CONST_59  HAG   CAG  CAJ  CAY   180.00   0.0  0
 FI4  CONST_60  HAF   CAF  CAI  CAV   180.00   0.0  0
 FI4  CONST_61  CAM   NAQ  CAZ  NAO     0.00   0.0  0
 FI4  CONST_62  CBC   CAZ  NAQ  CAM   180.00   0.0  0
 FI4  CONST_63  HNAQ  NAQ  CAZ  NAO   180.00   0.0  0
 FI4  Var_01    NAP   CAW  OAS  CAX     0.90  30.0  2
 FI4  Var_02    CBD   CAM  NAQ  CAZ   162.38  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
 FI4  chir_01  CBD  CAM  OAB  CAA  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
 FI4  plan-1  FAD   0.020
 FI4  plan-1  CAU   0.020
 FI4  plan-1  CAL   0.020
 FI4  plan-1  CAT   0.020
 FI4  plan-1  FAC   0.020
 FI4  plan-1  CAH   0.020
 FI4  plan-1  CAK   0.020
 FI4  plan-1  CAX   0.020
 FI4  plan-1  OAS   0.020
 FI4  plan-1  HAL   0.020
 FI4  plan-1  HAH   0.020
 FI4  plan-1  HAK   0.020
 FI4  plan-2  CBA   0.020
 FI4  plan-2  CAY   0.020
 FI4  plan-2  CAV   0.020
 FI4  plan-2  CLAE  0.020
 FI4  plan-2  CAJ   0.020
 FI4  plan-2  CAG   0.020
 FI4  plan-2  CAF   0.020
 FI4  plan-2  CAI   0.020
 FI4  plan-2  HAJ   0.020
 FI4  plan-2  HAG   0.020
 FI4  plan-2  HAF   0.020
 FI4  plan-2  HAI   0.020
 FI4  plan-3  OAS   0.020
 FI4  plan-3  CAW   0.020
 FI4  plan-3  NAP   0.020
 FI4  plan-3  NAO   0.020
 FI4  plan-3  CAZ   0.020
 FI4  plan-3  NAQ   0.020
 FI4  plan-3  CBC   0.020
 FI4  plan-3  CBB   0.020
 FI4  plan-3  NAR   0.020
 FI4  plan-3  NAN   0.020
 FI4  plan-3  CBA   0.020
 FI4  plan-3  CAY   0.020
 FI4  plan-3  H16   0.020
 FI4  plan-4  CAZ   0.020
 FI4  plan-4  NAQ   0.020
 FI4  plan-4  CAM   0.020
 FI4  plan-4  HNAQ  0.020

