# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 15:36:20 2020
#   Inital geometry file: a 129 line input string
#   Ligand name: (2S)-1-[4-({4-[(2,5-dichlorophenyl)amino]pyrimidin-2-yl}amino)phenoxy]-3-(dimethylamino)propan-2-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)C[C@H](O)COc1ccc(Nc2nccc(Nc3cc(Cl)ccc3Cl)n2)cc1
#
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
 FBL  FBL  (2S)-1-[4-({4-[(2,5-dichlorophenyl)amino]pyrimidin-2-yl}amino)phenoxy]-3-(dimethylamino)propan-2-ol  ligand  53  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_FBL
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
 FBL  C22   C   CH2   0  -0.177   0.2112   0.4289   5.8442
 FBL  N1    N   N     0  -0.494  -2.5671  -0.8599  -1.2193
 FBL  C2    C   CR16  0   0.006  -3.3090  -1.1932  -2.2777
 FBL  C6    C   CR6   0   0.627  -1.3544  -0.4024  -1.4931
 FBL  C4    C   CR6   0   0.590  -1.5732  -0.5901  -3.7480
 FBL  C3    C   CR16  0  -0.471  -2.8808  -1.0849  -3.5744
 FBL  N5    N   N     0  -0.543  -0.8256  -0.2541  -2.7163
 FBL  C11   C   CR16  0  -0.249   2.5816   0.7925  -6.6264
 FBL  C10   C   CR16  0  -0.212   1.5502   0.3464  -7.4369
 FBL  C9    C   CR6   0  -0.153   0.3508  -0.0636  -6.8875
 FBL  C8    C   CR6   0   0.447   0.1284  -0.0443  -5.4996
 FBL  C12   C   CR6   0  -0.022   2.3681   0.8121  -5.2603
 FBL  C17   C   CR16  0  -0.339  -1.8619  -0.3630   2.9663
 FBL  C16   C   CR16  0  -0.294  -1.8239  -0.4145   1.5832
 FBL  C13   C   CR16  0  -0.275   1.1742   0.4076  -4.6896
 FBL  C15   C   CR6   0   0.342  -0.6719  -0.0240   0.8947
 FBL  C18   C   CR6   0   0.371  -0.7685   0.0753   3.7087
 FBL  C19   C   CR16  0  -0.368   0.3823   0.4643   3.0291
 FBL  C20   C   CR16  0  -0.344   0.4202   0.4126   1.6443
 FBL  O21   O   O2    0  -0.479  -0.9107   0.0937   5.0521
 FBL  N7    N   NH1   0  -0.787  -1.0972  -0.4680  -5.0213
 FBL  CL30  CL  CL    0  -0.119   3.6329   1.3621  -4.2120
 FBL  C23   C   CH1   0   0.005  -0.1843   0.3263   7.2990
 FBL  C24   C   CH2   0  -0.308   0.9664   0.8175   8.1819
 FBL  N25   N   NT    0  -0.438   0.7302   0.4302   9.5609
 FBL  C26   C   CH3   0  -0.514   1.9532   0.3543  10.3338
 FBL  C27   C   CH3   0  -0.525  -0.2488   1.2740  10.2192
 FBL  O28   O   OH1   0  -0.681  -0.4886  -1.0075   7.6208
 FBL  H221  H   HCH2  0   0.224   0.5467   1.4519   5.6337
 FBL  H222  H   HCH2  0   0.223   1.0481  -0.2491   5.6357
 FBL  H2    H   HCR6  0   0.272  -4.3031  -1.5684  -2.0633
 FBL  H3    H   HCR6  0   0.282  -3.5090  -1.3644  -4.4083
 FBL  H11   H   HCR6  0   0.288   3.5183   1.1142  -7.0578
 FBL  H10   H   HCR6  0   0.292   1.6847   0.3187  -8.5095
 FBL  H17   H   HCR6  0   0.261  -2.7629  -0.6739   3.4807
 FBL  H16   H   HCR6  0   0.285  -2.6899  -0.7619   1.0446
 FBL  H13   H   HCR6  0   0.321   1.0416   0.4365  -3.6211
 FBL  H19   H   HCR6  0   0.279   1.2630   0.8133   3.5504
 FBL  H20   H   HCR6  0   0.270   1.3272   0.7254   1.1399
 FBL  H7    H   HNH1  0   0.413  -1.7600  -0.7428  -5.7312
 FBL  H23   H   HCH1  0   0.207  -1.0604   0.9752   7.4557
 FBL  H241  H   HCH2  0   0.220   1.1052   1.9018   8.0571
 FBL  H242  H   HCH2  0   0.241   1.8918   0.3366   7.8512
 FBL  H261  H   HCH3  0   0.236   1.7371  -0.0353  11.3295
 FBL  H262  H   HCH3  0   0.238   2.6601  -0.3232   9.8546
 FBL  H263  H   HCH3  0   0.200   2.4461   1.3295  10.4561
 FBL  H271  H   HCH3  0   0.240  -1.1844   1.2976   9.6607
 FBL  H272  H   HCH3  0   0.240  -0.4699   0.8763  11.2099
 FBL  H273  H   HCH3  0   0.204   0.0989   2.3102  10.3389
 FBL  H28   H   HOH1  0   0.438  -0.2602  -1.0865   8.5620
 FBL  N14   N   NH1   0  -0.770  -0.5169  -0.0305  -0.4916
 FBL  CL29  CL  CL    0  -0.108  -0.8988  -0.6140  -7.9577
 FBL  H14   H   HNH1  0   0.408   0.3751   0.3037  -0.8227

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
 FBL  C22  O21   single    1.414  0.020  1.414
 FBL  C22  C23   single    1.511  0.020  1.511
 FBL  C22  H221  single    0.970  0.020  1.090
 FBL  C22  H222  single    0.970  0.020  1.090
 FBL  N1   C2    aromatic  1.335  0.020  1.335
 FBL  N1   C6    aromatic  1.325  0.020  1.325
 FBL  C2   C3    aromatic  1.370  0.020  1.370
 FBL  C2   H2    single    0.930  0.020  1.080
 FBL  C6   N5    aromatic  1.341  0.020  1.341
 FBL  C6   N14   single    1.357  0.020  1.357
 FBL  C4   C3    aromatic  1.409  0.020  1.409
 FBL  C4   N5    aromatic  1.318  0.020  1.318
 FBL  C4   N7    single    1.365  0.020  1.365
 FBL  C3   H3    single    0.930  0.020  1.080
 FBL  C11  C10   aromatic  1.385  0.020  1.385
 FBL  C11  C12   aromatic  1.383  0.020  1.383
 FBL  C11  H11   single    0.930  0.020  1.080
 FBL  C10  C9    aromatic  1.381  0.020  1.381
 FBL  C10  H10   single    0.930  0.020  1.080
 FBL  C9   C8    aromatic  1.406  0.020  1.406
 FBL  C9   CL29  single    1.735  0.020  1.735
 FBL  C8   C13   aromatic  1.398  0.020  1.398
 FBL  C8   N7    single    1.382  0.020  1.382
 FBL  C12  C13   aromatic  1.384  0.020  1.384
 FBL  C12  CL30  single    1.732  0.020  1.732
 FBL  C17  C16   aromatic  1.385  0.020  1.385
 FBL  C17  C18   aromatic  1.392  0.020  1.392
 FBL  C17  H17   single    0.930  0.020  1.080
 FBL  C16  C15   aromatic  1.398  0.020  1.398
 FBL  C16  H16   single    0.930  0.020  1.080
 FBL  C13  H13   single    0.930  0.020  1.080
 FBL  C15  C20   aromatic  1.395  0.020  1.395
 FBL  C15  N14   single    1.395  0.020  1.395
 FBL  C18  C19   aromatic  1.392  0.020  1.392
 FBL  C18  O21   single    1.351  0.020  1.351
 FBL  C19  C20   aromatic  1.386  0.020  1.386
 FBL  C19  H19   single    0.930  0.020  1.080
 FBL  C20  H20   single    0.930  0.020  1.080
 FBL  N7   H7    single    0.860  0.020  1.020
 FBL  N14  H14   single    0.860  0.020  1.020
 FBL  C23  C24   single    1.531  0.020  1.531
 FBL  C23  O28   single    1.405  0.020  1.405
 FBL  C23  H23   single    0.970  0.020  1.090
 FBL  C24  N25   single    1.452  0.020  1.452
 FBL  C24  H241  single    0.970  0.020  1.090
 FBL  C24  H242  single    0.970  0.020  1.090
 FBL  N25  C26   single    1.449  0.020  1.449
 FBL  N25  C27   single    1.450  0.020  1.450
 FBL  C26  H261  single    0.970  0.020  1.090
 FBL  C26  H262  single    0.970  0.020  1.090
 FBL  C26  H263  single    0.970  0.020  1.090
 FBL  C27  H271  single    0.970  0.020  1.090
 FBL  C27  H272  single    0.970  0.020  1.090
 FBL  C27  H273  single    0.970  0.020  1.090
 FBL  O28  H28   single    0.850  0.020  0.980

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
 FBL  H222  C22  H221  107.86  3.000
 FBL  H222  C22  C23   109.91  3.000
 FBL  H221  C22  C23   109.16  3.000
 FBL  H222  C22  O21   110.63  3.000
 FBL  H221  C22  O21   110.87  3.000
 FBL  C23   C22  O21   108.39  3.000
 FBL  C6    N1   C2    115.54  3.000
 FBL  H2    C2   C3    120.08  3.000
 FBL  H2    C2   N1    116.06  3.000
 FBL  C3    C2   N1    123.86  3.000
 FBL  N14   C6   N5    113.54  3.000
 FBL  N14   C6   N1    120.46  3.000
 FBL  N5    C6   N1    126.00  3.000
 FBL  N7    C4   N5    120.65  3.000
 FBL  N7    C4   C3    118.04  3.000
 FBL  N5    C4   C3    121.31  3.000
 FBL  H3    C3   C4    122.36  3.000
 FBL  H3    C3   C2    121.89  3.000
 FBL  C4    C3   C2    115.75  3.000
 FBL  C4    N5   C6    117.54  3.000
 FBL  H11   C11  C12   121.61  3.000
 FBL  H11   C11  C10   120.52  3.000
 FBL  C12   C11  C10   117.88  3.000
 FBL  H10   C10  C9    119.66  3.000
 FBL  H10   C10  C11   119.73  3.000
 FBL  C9    C10  C11   120.61  3.000
 FBL  CL29  C9   C8    119.96  3.000
 FBL  CL29  C9   C10   118.31  3.000
 FBL  C8    C9   C10   121.73  3.000
 FBL  N7    C8   C13   124.19  3.000
 FBL  N7    C8   C9    118.53  3.000
 FBL  C13   C8   C9    117.27  3.000
 FBL  CL30  C12  C13   118.24  3.000
 FBL  CL30  C12  C11   119.31  3.000
 FBL  C13   C12  C11   122.44  3.000
 FBL  H17   C17  C18   119.37  3.000
 FBL  H17   C17  C16   119.12  3.000
 FBL  C18   C17  C16   121.51  3.000
 FBL  H16   C16  C15   120.42  3.000
 FBL  H16   C16  C17   119.29  3.000
 FBL  C15   C16  C17   120.29  3.000
 FBL  H13   C13  C12   120.50  3.000
 FBL  H13   C13  C8    119.43  3.000
 FBL  C12   C13  C8    120.06  3.000
 FBL  N14   C15  C20   116.65  3.000
 FBL  N14   C15  C16   125.44  3.000
 FBL  C20   C15  C16   117.91  3.000
 FBL  O21   C18  C19   124.66  3.000
 FBL  O21   C18  C17   116.86  3.000
 FBL  C19   C18  C17   118.48  3.000
 FBL  H19   C19  C20   118.13  3.000
 FBL  H19   C19  C18   121.88  3.000
 FBL  C20   C19  C18   119.99  3.000
 FBL  H20   C20  C19   118.49  3.000
 FBL  H20   C20  C15   119.70  3.000
 FBL  C19   C20  C15   121.82  3.000
 FBL  C18   O21  C22   118.48  3.000
 FBL  H7    N7   C8    114.98  3.000
 FBL  H7    N7   C4    113.75  3.000
 FBL  C8    N7   C4    131.26  3.000
 FBL  H23   C23  O28   110.75  3.000
 FBL  H23   C23  C24   109.07  3.000
 FBL  O28   C23  C24   109.58  3.000
 FBL  H23   C23  C22   107.77  3.000
 FBL  O28   C23  C22   109.98  3.000
 FBL  C24   C23  C22   109.67  3.000
 FBL  H242  C24  H241  106.99  3.000
 FBL  H242  C24  N25   107.91  3.000
 FBL  H241  C24  N25   113.03  3.000
 FBL  H242  C24  C23   108.68  3.000
 FBL  H241  C24  C23   110.21  3.000
 FBL  N25   C24  C23   109.87  3.000
 FBL  C27   N25  C26   110.98  3.000
 FBL  C27   N25  C24   112.69  3.000
 FBL  C26   N25  C24   112.54  3.000
 FBL  H263  C26  H262  108.03  3.000
 FBL  H263  C26  H261  107.70  3.000
 FBL  H262  C26  H261  107.93  3.000
 FBL  H263  C26  N25   113.03  3.000
 FBL  H262  C26  N25   110.21  3.000
 FBL  H261  C26  N25   109.78  3.000
 FBL  H273  C27  H272  108.00  3.000
 FBL  H273  C27  H271  107.87  3.000
 FBL  H272  C27  H271  107.43  3.000
 FBL  H273  C27  N25   112.60  3.000
 FBL  H272  C27  N25   109.70  3.000
 FBL  H271  C27  N25   111.06  3.000
 FBL  H28   O28  C23   104.37  3.000
 FBL  H14   N14  C15   115.02  3.000
 FBL  H14   N14  C6    113.22  3.000
 FBL  C15   N14  C6    131.75  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
 FBL  CONST_01  C4    C3   C2   N1      0.00   0.0  0
 FBL  CONST_02  C4    N5   C6   N1      0.00   0.0  0
 FBL  CONST_03  N5    C6   N1   C2      0.00   0.0  0
 FBL  CONST_04  N5    C4   C3   C2      0.00   0.0  0
 FBL  CONST_05  C3    C2   N1   C6      0.00   0.0  0
 FBL  CONST_06  C3    C4   N5   C6      0.00   0.0  0
 FBL  CONST_07  C8    C9   C10  C11     0.00   0.0  0
 FBL  CONST_08  C8    C13  C12  C11     0.00   0.0  0
 FBL  CONST_09  C13   C12  C11  C10     0.00   0.0  0
 FBL  CONST_10  C13   C8   C9   C10     0.00   0.0  0
 FBL  CONST_11  C12   C11  C10  C9      0.00   0.0  0
 FBL  CONST_12  C12   C13  C8   C9      0.00   0.0  0
 FBL  CONST_13  C20   C15  C16  C17     0.00   0.0  0
 FBL  CONST_14  C20   C19  C18  C17     0.00   0.0  0
 FBL  CONST_15  C19   C18  C17  C16     0.00   0.0  0
 FBL  CONST_16  C19   C20  C15  C16     0.00   0.0  0
 FBL  CONST_17  C18   C17  C16  C15     0.00   0.0  0
 FBL  CONST_18  C18   C19  C20  C15     0.00   0.0  0
 FBL  CONST_19  N14   C6   N1   C2    180.00   0.0  0
 FBL  CONST_20  N7    C4   C3   C2    180.00   0.0  0
 FBL  CONST_21  N7    C4   N5   C6    180.00   0.0  0
 FBL  CONST_22  N14   C6   N5   C4    180.00   0.0  0
 FBL  CONST_23  CL29  C9   C10  C11   180.00   0.0  0
 FBL  CONST_24  CL30  C12  C11  C10   180.00   0.0  0
 FBL  CONST_25  N7    C8   C9   C10   180.00   0.0  0
 FBL  CONST_26  CL30  C12  C13  C8    180.00   0.0  0
 FBL  CONST_27  N7    C8   C13  C12   180.00   0.0  0
 FBL  CONST_28  N14   C15  C16  C17   180.00   0.0  0
 FBL  CONST_29  O21   C18  C17  C16   180.00   0.0  0
 FBL  CONST_30  CL29  C9   C8   C13   180.00   0.0  0
 FBL  CONST_31  N14   C15  C20  C19   180.00   0.0  0
 FBL  CONST_32  O21   C18  C19  C20   180.00   0.0  0
 FBL  CONST_33  H3    C3   C2   N1    180.00   0.0  0
 FBL  CONST_34  H2    C2   N1   C6    180.00   0.0  0
 FBL  CONST_35  H13   C13  C12  C11   180.00   0.0  0
 FBL  CONST_36  H11   C11  C10  C9    180.00   0.0  0
 FBL  CONST_37  H10   C10  C9   C8    180.00   0.0  0
 FBL  CONST_38  H19   C19  C18  C17   180.00   0.0  0
 FBL  CONST_39  H20   C20  C15  C16   180.00   0.0  0
 FBL  CONST_40  H17   C17  C16  C15   180.00   0.0  0
 FBL  CONST_41  H16   C16  C17  C18   180.00   0.0  0
 FBL  Var_01    C15   N14  C6   N1     -0.08  30.0  2
 FBL  Var_02    C16   C15  N14  C6     -1.03  30.0  2
 FBL  Var_03    C9    C8   N7   C4    178.02  30.0  3
 FBL  Var_04    C8    N7   C4   C3   -178.72  30.0  2
 FBL  Var_05    C17   C18  O21  C22   174.97  30.0  3
 FBL  Var_06    C23   C22  O21  C18  -177.77  30.0  1
 FBL  Var_07    C26   N25  C24  C23   156.22  30.0  3
 FBL  Var_08    H261  C26  N25  C24  -174.34  30.0  3
 FBL  Var_09    H271  C27  N25  C24    55.18  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
 FBL  chir_01  C23  C22  C24  O28  positiv

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
 FBL  plan-1  N1    0.020
 FBL  plan-1  C2    0.020
 FBL  plan-1  C6    0.020
 FBL  plan-1  C4    0.020
 FBL  plan-1  C3    0.020
 FBL  plan-1  N5    0.020
 FBL  plan-1  N7    0.020
 FBL  plan-1  H2    0.020
 FBL  plan-1  H3    0.020
 FBL  plan-1  N14   0.020
 FBL  plan-2  C11   0.020
 FBL  plan-2  C10   0.020
 FBL  plan-2  C9    0.020
 FBL  plan-2  C8    0.020
 FBL  plan-2  C12   0.020
 FBL  plan-2  C13   0.020
 FBL  plan-2  N7    0.020
 FBL  plan-2  CL30  0.020
 FBL  plan-2  H11   0.020
 FBL  plan-2  H10   0.020
 FBL  plan-2  H13   0.020
 FBL  plan-2  CL29  0.020
 FBL  plan-3  C17   0.020
 FBL  plan-3  C16   0.020
 FBL  plan-3  C15   0.020
 FBL  plan-3  C18   0.020
 FBL  plan-3  C19   0.020
 FBL  plan-3  C20   0.020
 FBL  plan-3  O21   0.020
 FBL  plan-3  H17   0.020
 FBL  plan-3  H16   0.020
 FBL  plan-3  H19   0.020
 FBL  plan-3  H20   0.020
 FBL  plan-3  N14   0.020

