# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 22:16:11 2020
#   Inital geometry file: a 122 line input string
#   Ligand name: [6-chloranyl-4-[(5-cyclopropyl-1~{H}-pyrazol-3-yl)amino]quinazolin-2-yl]-[(3~{R})-3-methylpiperazin-1-yl]methanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H]1CN(CCN1)C(=O)c2nc(Nc3cc([nH]n3)C4CC4)c5cc(Cl)ccc5n2
#
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
 8FX  8FX  '[6-chloranyl-4-[(5-cyclopropyl-1~{H}-pyrazol-3-yl)amino]quinazolin-2-yl]-[(3~{R})-3-methylpiperazin-1-yl]methanone'  ligand  51  29  .  2022-07-23  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_8FX
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
 8FX  C4   C   CR6   0   0.549   0.5167  -1.1157  -0.2766
 8FX  C5   C   CR66  0  -0.021   1.9505  -1.1546  -0.4272
 8FX  C6   C   CR66  0   0.251   2.5451   0.0427  -0.8710
 8FX  N1   N   N     0  -0.446   1.8128   1.1562  -1.1362
 8FX  N3   N   N     0  -0.469  -0.1596  -0.0244  -0.5620
 8FX  C2   C   CR6   0   0.208   0.5282   1.0473  -0.9693
 8FX  CAA  C   CR16  0  -0.265   2.7508  -2.2807  -0.1712
 8FX  CAB  C   CR6   0  -0.039   4.1066  -2.1971  -0.3535
 8FX  CAC  C   CR16  0  -0.203   4.7152  -1.0108  -0.7905
 8FX  CAD  C   CR16  0  -0.316   3.9419   0.0896  -1.0449
 8FX  CAL  C   CR5   0   0.456  -1.5150  -2.3627   0.3159
 8FX  CAM  C   CR15  0  -0.535  -2.5923  -1.4926   0.0608
 8FX  CAN  C   CR5   0   0.494  -3.7079  -2.2295   0.4079
 8FX  CAQ  C   CH1   0  -0.371  -5.1252  -1.8505   0.3522
 8FX  CAR  C   C     0   0.521  -0.3166   2.2236  -1.3955
 8FX  CAT  C   CH2   0  -0.263   0.7112   3.5834   0.4048
 8FX  CAU  C   CH1   0  -0.082  -0.0601   4.3119   1.5000
 8FX  CAW  C   CH2   0  -0.298  -1.4853   5.3159  -0.1457
 8FX  CAX  C   CH2   0  -0.302  -0.7392   4.6147  -1.2648
 8FX  CAY  C   CH3   0  -0.673   0.8483   4.5891   2.6842
 8FX  CBB  C   CH2   0  -0.476  -6.1267  -2.4196   1.3204
 8FX  CBC  C   CH2   0  -0.474  -6.1747  -2.8256  -0.1139
 8FX  NAK  N   NH1   0  -0.756  -0.1442  -2.2019   0.1552
 8FX  NAO  N   NR15  0  -0.519  -3.2525  -3.4230   0.8243
 8FX  NAP  N   N     0  -0.321  -1.9231  -3.5282   0.7784
 8FX  NAS  N   NT    0  -0.460  -0.1167   3.3945  -0.7749
 8FX  NAV  N   NH1   0  -0.602  -0.5797   5.5563   0.9605
 8FX  OAZ  O   O     0  -0.487  -1.1029   2.0501  -2.3161
 8FX  CL   CL  CL    0  -0.108   5.0991  -3.5786  -0.0439
 8FX  H1   H   HCR6  0   0.280   2.3289  -3.2178   0.1662
 8FX  H2   H   HCR6  0   0.293   5.7874  -0.9693  -0.9249
 8FX  H3   H   HCR6  0   0.280   4.3922   1.0129  -1.3841
 8FX  H4   H   HCR5  0   0.278  -2.5661  -0.4893  -0.3214
 8FX  H5   H   HCH1  0   0.278  -5.2723  -0.8176   0.0631
 8FX  H6   H   HCH2  0   0.236   1.6003   4.1639   0.1362
 8FX  H7   H   HCH2  0   0.267   1.0475   2.6257   0.7926
 8FX  H8   H   HCH1  0   0.203  -0.8757   3.6436   1.8271
 8FX  H9   H   HCH2  0   0.244  -1.8635   6.2693  -0.5181
 8FX  H10  H   HCH2  0   0.202  -2.3566   4.7054   0.1385
 8FX  H11  H   HCH2  0   0.265  -1.4147   4.3778  -2.0821
 8FX  H12  H   HCH2  0   0.245   0.0455   5.2720  -1.6532
 8FX  H13  H   HCH3  0   0.225   1.7013   5.2012   2.3864
 8FX  H14  H   HCH3  0   0.238   0.3093   5.1207   3.4698
 8FX  H15  H   HCH3  0   0.232   1.2266   3.6602   3.1117
 8FX  H16  H   HCH2  0   0.255  -5.7790  -3.1420   2.0491
 8FX  H17  H   HCH2  0   0.268  -6.8894  -1.7500   1.6952
 8FX  H19  H   HCH2  0   0.266  -6.9706  -2.4358  -0.7345
 8FX  H20  H   HCH2  0   0.258  -5.8541  -3.8260  -0.3767
 8FX  H22  H   HNH1  0   0.423   0.3888  -3.0199   0.4048
 8FX  H23  H   HNR5  0   0.418  -3.7865  -4.2073   1.1625
 8FX  H24  H   HNH1  0   0.354  -1.0622   6.0639   1.6916

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
 8FX  CAY  CAU  single    1.518  0.020  1.518
 8FX  NAV  CAU  single    1.452  0.020  1.452
 8FX  NAV  CAW  single    1.450  0.020  1.450
 8FX  CAT  CAU  single    1.525  0.020  1.525
 8FX  CAT  NAS  single    1.454  0.020  1.454
 8FX  CAX  NAS  single    1.455  0.020  1.455
 8FX  CAX  CAW  single    1.517  0.020  1.517
 8FX  NAS  CAR  single    1.340  0.020  1.340
 8FX  CAR  OAZ  double    1.223  0.020  1.223
 8FX  CAR  C2   single    1.510  0.020  1.510
 8FX  N1   C2   aromatic  1.300  0.020  1.300
 8FX  N1   C6   aromatic  1.359  0.020  1.359
 8FX  CAD  C6   aromatic  1.408  0.020  1.408
 8FX  CAD  CAC  aromatic  1.369  0.020  1.369
 8FX  C2   N3   aromatic  1.337  0.020  1.337
 8FX  C6   C5   aromatic  1.409  0.020  1.409
 8FX  CAC  CAB  aromatic  1.403  0.020  1.403
 8FX  N3   C4   aromatic  1.315  0.020  1.315
 8FX  C5   C4   aromatic  1.442  0.020  1.442
 8FX  C5   CAA  aromatic  1.405  0.020  1.405
 8FX  CAB  CAA  aromatic  1.371  0.020  1.371
 8FX  CAB  CL   single    1.729  0.020  1.729
 8FX  C4   NAK  single    1.343  0.020  1.343
 8FX  CBB  CAQ  single    1.505  0.020  1.505
 8FX  NAK  CAL  single    1.390  0.020  1.390
 8FX  CAM  CAL  aromatic  1.408  0.020  1.408
 8FX  CAM  CAN  aromatic  1.381  0.020  1.381
 8FX  CAL  NAP  aromatic  1.319  0.020  1.319
 8FX  CAQ  CAN  single    1.468  0.020  1.468
 8FX  CAQ  CBC  single    1.506  0.020  1.506
 8FX  CAN  NAO  aromatic  1.344  0.020  1.344
 8FX  NAP  NAO  aromatic  1.334  0.020  1.334
 8FX  CAA  H1   single    0.930  0.020  1.080
 8FX  CAC  H2   single    0.930  0.020  1.080
 8FX  CAD  H3   single    0.930  0.020  1.080
 8FX  CAM  H4   single    0.930  0.020  1.080
 8FX  CAQ  H5   single    0.970  0.020  1.090
 8FX  CAT  H6   single    0.970  0.020  1.090
 8FX  CAT  H7   single    0.970  0.020  1.090
 8FX  CAU  H8   single    0.970  0.020  1.090
 8FX  CAW  H9   single    0.970  0.020  1.090
 8FX  CAW  H10  single    0.970  0.020  1.090
 8FX  CAX  H11  single    0.970  0.020  1.090
 8FX  CAX  H12  single    0.970  0.020  1.090
 8FX  CAY  H13  single    0.970  0.020  1.090
 8FX  CAY  H14  single    0.970  0.020  1.090
 8FX  CAY  H15  single    0.970  0.020  1.090
 8FX  CBB  H16  single    0.970  0.020  1.090
 8FX  CBB  H17  single    0.970  0.020  1.090
 8FX  CBC  H19  single    0.970  0.020  1.090
 8FX  CBC  H20  single    0.970  0.020  1.090
 8FX  NAK  H22  single    0.860  0.020  1.020
 8FX  NAO  H23  single    0.860  0.020  1.020
 8FX  NAV  H24  single    0.890  0.020  1.040
 8FX  CBB  CBC  single    1.491  0.020  1.491

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
 8FX  NAK  C4   N3   119.21  3.000
 8FX  NAK  C4   C5   120.07  3.000
 8FX  N3   C4   C5   120.73  3.000
 8FX  CAA  C5   C6   119.88  3.000
 8FX  CAA  C5   C4   124.67  3.000
 8FX  C6   C5   C4   115.45  3.000
 8FX  CAD  C6   N1   118.88  3.000
 8FX  CAD  C6   C5   119.07  3.000
 8FX  N1   C6   C5   122.04  3.000
 8FX  C2   N1   C6   116.03  3.000
 8FX  C2   N3   C4   117.82  3.000
 8FX  CAR  C2   N3   115.01  3.000
 8FX  N3   C2   N1   127.93  3.000
 8FX  CAR  C2   N1   116.83  3.000
 8FX  H1   CAA  CAB  118.70  3.000
 8FX  H1   CAA  C5   121.94  3.000
 8FX  CAB  CAA  C5   119.36  3.000
 8FX  CL   CAB  CAC  118.84  3.000
 8FX  CL   CAB  CAA  119.69  3.000
 8FX  CAC  CAB  CAA  121.47  3.000
 8FX  H2   CAC  CAD  120.41  3.000
 8FX  H2   CAC  CAB  120.08  3.000
 8FX  CAD  CAC  CAB  119.51  3.000
 8FX  H3   CAD  CAC  120.61  3.000
 8FX  H3   CAD  C6   118.69  3.000
 8FX  CAC  CAD  C6   120.70  3.000
 8FX  NAP  CAL  NAK  116.63  3.000
 8FX  NAP  CAL  CAM  111.89  3.000
 8FX  NAK  CAL  CAM  131.48  3.000
 8FX  H4   CAM  CAN  127.41  3.000
 8FX  H4   CAM  CAL  128.54  3.000
 8FX  CAN  CAM  CAL  104.05  3.000
 8FX  NAO  CAN  CAQ  124.63  3.000
 8FX  NAO  CAN  CAM  106.14  3.000
 8FX  CAQ  CAN  CAM  129.23  3.000
 8FX  H5   CAQ  CBC  116.12  3.000
 8FX  H5   CAQ  CBB  116.24  3.000
 8FX  CBC  CAQ  CBB   59.38  3.000
 8FX  H5   CAQ  CAN  112.80  3.000
 8FX  CBC  CAQ  CAN  121.15  3.000
 8FX  CBB  CAQ  CAN  121.36  3.000
 8FX  OAZ  CAR  NAS  124.64  3.000
 8FX  OAZ  CAR  C2   117.50  3.000
 8FX  NAS  CAR  C2   117.81  3.000
 8FX  H7   CAT  H6   107.67  3.000
 8FX  H7   CAT  NAS  110.57  3.000
 8FX  H6   CAT  NAS  109.40  3.000
 8FX  H7   CAT  CAU  108.75  3.000
 8FX  H6   CAT  CAU  109.48  3.000
 8FX  NAS  CAT  CAU  110.91  3.000
 8FX  H8   CAU  NAV  111.37  3.000
 8FX  H8   CAU  CAY  108.76  3.000
 8FX  NAV  CAU  CAY  110.33  3.000
 8FX  H8   CAU  CAT  107.29  3.000
 8FX  NAV  CAU  CAT  108.87  3.000
 8FX  CAY  CAU  CAT  110.17  3.000
 8FX  H10  CAW  H9   107.35  3.000
 8FX  H10  CAW  NAV  112.91  3.000
 8FX  H9   CAW  NAV  109.40  3.000
 8FX  H10  CAW  CAX  108.86  3.000
 8FX  H9   CAW  CAX  108.82  3.000
 8FX  NAV  CAW  CAX  109.41  3.000
 8FX  H12  CAX  H11  108.04  3.000
 8FX  H12  CAX  NAS  108.44  3.000
 8FX  H11  CAX  NAS  109.66  3.000
 8FX  H12  CAX  CAW  109.67  3.000
 8FX  H11  CAX  CAW  110.48  3.000
 8FX  NAS  CAX  CAW  110.48  3.000
 8FX  H15  CAY  H14  107.71  3.000
 8FX  H15  CAY  H13  108.28  3.000
 8FX  H14  CAY  H13  108.02  3.000
 8FX  H15  CAY  CAU  110.97  3.000
 8FX  H14  CAY  CAU  110.80  3.000
 8FX  H13  CAY  CAU  110.93  3.000
 8FX  H17  CBB  H16  113.95  3.000
 8FX  H17  CBB  CBC  118.61  3.000
 8FX  H16  CBB  CBC  118.40  3.000
 8FX  CBC  CBB  CAQ   60.37  3.000
 8FX  H17  CBB  CAQ  117.26  3.000
 8FX  H16  CBB  CAQ  118.12  3.000
 8FX  H20  CBC  H19  114.30  3.000
 8FX  H20  CBC  CBB  118.38  3.000
 8FX  H19  CBC  CBB  118.51  3.000
 8FX  CBB  CBC  CAQ   60.25  3.000
 8FX  H20  CBC  CAQ  117.82  3.000
 8FX  H19  CBC  CAQ  117.18  3.000
 8FX  H22  NAK  CAL  113.53  3.000
 8FX  H22  NAK  C4   118.42  3.000
 8FX  CAL  NAK  C4   128.05  3.000
 8FX  H23  NAO  NAP  118.58  3.000
 8FX  H23  NAO  CAN  128.03  3.000
 8FX  NAP  NAO  CAN  113.39  3.000
 8FX  NAO  NAP  CAL  104.52  3.000
 8FX  CAX  NAS  CAT  114.08  3.000
 8FX  CAX  NAS  CAR  120.86  3.000
 8FX  CAT  NAS  CAR  125.06  3.000
 8FX  H24  NAV  CAW  109.66  3.000
 8FX  H24  NAV  CAU  109.38  3.000
 8FX  CAW  NAV  CAU  111.40  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
 8FX  CONST_01  N1   C2   N3   C4      0.00   0.0  0
 8FX  CONST_02  N1   C6   C5   C4      0.00   0.0  0
 8FX  CONST_03  CAD  C6   C5   C4    180.00   0.0  0
 8FX  CONST_04  CAB  CAA  C5   C4    180.00   0.0  0
 8FX  CONST_05  C2   N1   C6   C5      0.00   0.0  0
 8FX  CONST_06  CAC  CAD  C6   C5      0.00   0.0  0
 8FX  CONST_07  C2   N3   C4   C5      0.00   0.0  0
 8FX  CONST_08  CAC  CAB  CAA  C5      0.00   0.0  0
 8FX  CONST_09  N3   C2   N1   C6      0.00   0.0  0
 8FX  CONST_10  CAB  CAC  CAD  C6      0.00   0.0  0
 8FX  CONST_11  N3   C4   C5   C6      0.00   0.0  0
 8FX  CONST_12  CAB  CAA  C5   C6      0.00   0.0  0
 8FX  CONST_13  CAC  CAD  C6   N1    180.00   0.0  0
 8FX  CONST_14  CAA  C5   C6   N1    180.00   0.0  0
 8FX  CONST_15  CAA  C5   C4   N3    180.00   0.0  0
 8FX  CONST_16  CAD  C6   N1   C2    180.00   0.0  0
 8FX  CONST_17  CAD  C6   C5   CAA     0.00   0.0  0
 8FX  CONST_18  CAD  CAC  CAB  CAA     0.00   0.0  0
 8FX  CONST_19  NAO  CAN  CAM  CAL     0.00   0.0  0
 8FX  CONST_20  CAN  NAO  NAP  CAL     0.00   0.0  0
 8FX  CONST_21  NAO  NAP  CAL  CAM     0.00   0.0  0
 8FX  CONST_22  NAP  NAO  CAN  CAM     0.00   0.0  0
 8FX  CONST_23  NAP  CAL  CAM  CAN     0.00   0.0  0
 8FX  CONST_24  CAQ  CAN  CAM  CAL   180.00   0.0  0
 8FX  CONST_25  NAP  NAO  CAN  CAQ   180.00   0.0  0
 8FX  CONST_26  CAR  C2   N3   C4    180.00   0.0  0
 8FX  CONST_27  CL   CAB  CAA  C5    180.00   0.0  0
 8FX  CONST_28  CAR  C2   N1   C6    180.00   0.0  0
 8FX  CONST_29  NAK  C4   C5   C6    180.00   0.0  0
 8FX  CONST_30  NAK  C4   N3   C2    180.00   0.0  0
 8FX  CONST_31  NAK  C4   C5   CAA     0.00   0.0  0
 8FX  CONST_32  CL   CAB  CAC  CAD   180.00   0.0  0
 8FX  CONST_33  NAK  CAL  CAM  CAN   180.00   0.0  0
 8FX  CONST_34  NAO  NAP  CAL  NAK   180.00   0.0  0
 8FX  CONST_35  CAT  NAS  CAR  C2      0.00   0.0  0
 8FX  CONST_36  CAX  NAS  CAR  C2    180.00   0.0  0
 8FX  CONST_37  H1   CAA  C5   C4      0.00   0.0  0
 8FX  CONST_38  H3   CAD  C6   C5    180.00   0.0  0
 8FX  CONST_39  H2   CAC  CAD  C6    180.00   0.0  0
 8FX  CONST_40  H23  NAO  NAP  CAL   180.00   0.0  0
 8FX  CONST_41  H4   CAM  CAN  CAQ     0.00   0.0  0
 8FX  CONST_42  OAZ  CAR  NAS  CAT   180.00   0.0  0
 8FX  CONST_43  OAZ  CAR  NAS  CAX     0.00   0.0  0
 8FX  Var_01    CBB  CAQ  CAN  CAM  -149.82  30.0  1
 8FX  Var_02    CBC  CBB  CAQ  CAN  -110.07  30.0  1
 8FX  Var_03    CAW  CAX  NAS  CAT   -52.44  30.0  1
 8FX  Var_04    CAX  CAW  NAV  CAU   -61.48  30.0  1
 8FX  Var_05    CAX  NAS  CAT  CAU    52.35  30.0  1
 8FX  Var_06    NAV  CAW  CAX  NAS    55.42  30.0  1
 8FX  Var_07    CAM  CAL  NAK  C4      1.61  30.0  2
 8FX  Var_08    CAL  NAK  C4   C5   -177.61  30.0  2
 8FX  Var_09    NAS  CAR  C2   N1    -61.90  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
 8FX  chir_02  CAU  CAY  NAV  CAT  negativ
 8FX  chir_03  CAQ  CBB  CAN  CBC  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
 8FX  plan-1  CAL  0.020
 8FX  plan-1  CAM  0.020
 8FX  plan-1  CAN  0.020
 8FX  plan-1  CAQ  0.020
 8FX  plan-1  NAK  0.020
 8FX  plan-1  NAO  0.020
 8FX  plan-1  NAP  0.020
 8FX  plan-1  H4   0.020
 8FX  plan-1  H23  0.020
 8FX  plan-2  C2   0.020
 8FX  plan-2  CAR  0.020
 8FX  plan-2  CAT  0.020
 8FX  plan-2  CAX  0.020
 8FX  plan-2  NAS  0.020
 8FX  plan-2  OAZ  0.020
 8FX  plan-3  C4   0.020
 8FX  plan-3  C5   0.020
 8FX  plan-3  C6   0.020
 8FX  plan-3  N1   0.020
 8FX  plan-3  N3   0.020
 8FX  plan-3  C2   0.020
 8FX  plan-3  CAA  0.020
 8FX  plan-3  CAB  0.020
 8FX  plan-3  CAC  0.020
 8FX  plan-3  CAD  0.020
 8FX  plan-3  CAR  0.020
 8FX  plan-3  NAK  0.020
 8FX  plan-3  CL   0.020
 8FX  plan-3  H1   0.020
 8FX  plan-3  H2   0.020
 8FX  plan-3  H3   0.020

