# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 10:54:45 2020
#   Inital geometry file: a 129 line input string
#   Ligand name: (2S)-1-[4-({6-[(2,6-difluorophenyl)amino]pyrimidin-4-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(Nc2cc(Nc3c(F)cccc3F)ncn2)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
 FAP  FAP  (2S)-1-[4-({6-[(2,6-difluorophenyl)amino]pyrimidin-4-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 GRAND
;

data_comp_FAP
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
 FAP  C22   C  CR16  0  -0.323   0.8309  -0.5650   1.2775
 FAP  C1    C  CR16  0   0.063  -2.9359  -0.2153  -2.6490
 FAP  C5    C  CR6   0   0.548  -0.8077  -0.0423  -1.9285
 FAP  C4    C  CR16  0  -0.493  -0.3640  -0.0286  -3.2540
 FAP  C3    C  CR6   0   0.516  -1.3395  -0.1075  -4.2377
 FAP  C17   C  CR6   0   0.327  -0.1166   0.0404   0.4600
 FAP  C18   C  CR16  0  -0.271  -1.1979   0.6858   1.0649
 FAP  C19   C  CR16  0  -0.348  -1.3174   0.7070   2.4415
 FAP  C20   C  CR6   0   0.376  -0.3583   0.1068   3.2582
 FAP  N2    N  N     0  -0.481  -2.6443  -0.2065  -3.9330
 FAP  N6    N  N     0  -0.480  -2.1069  -0.1347  -1.6239
 FAP  N7    N  NH1   0  -0.722  -1.0578  -0.0957  -5.5669
 FAP  N16   N  NH1   0  -0.773   0.1012   0.0311  -0.9246
 FAP  C21   C  CR16  0  -0.374   0.7246  -0.5312   2.6622
 FAP  O23   O  O2    0  -0.476  -0.5567   0.2041   4.5890
 FAP  C24   C  CH2   0  -0.177   0.4023  -0.3562   5.4619
 FAP  C11   C  CR16  0  -0.228   2.7602   0.3909  -7.2237
 FAP  C10   C  CR16  0  -0.432   2.1131  -0.8303  -7.3448
 FAP  C9    C  CR6   0   0.542   0.8628  -0.9712  -6.7772
 FAP  C8    C  CR6   0  -0.067   0.2212   0.0647  -6.1071
 FAP  C12   C  CR16  0  -0.430   2.1653   1.4541  -6.5589
 FAP  C13   C  CR6   0   0.553   0.9056   1.2739  -6.0260
 FAP  F15   F  F     0  -0.295   0.3057   2.2865  -5.3966
 FAP  C25   C  CH1   0  -0.029   0.0039  -0.0065   6.8870
 FAP  C26   C  CH2   0  -0.297   1.0885  -0.5023   7.8405
 FAP  N27   N  NT    0  -0.401   0.8110  -0.2185   9.2329
 FAP  C28   C  CH3   0  -0.520   1.6934  -0.9731  10.0969
 FAP  C29   C  CH3   0  -0.531   0.8882   1.1954   9.5311
 FAP  O30   O  OH1   0  -0.655  -1.2724  -0.4958   7.2170
 FAP  H22   H  HCR6  0   0.269   1.6785  -1.0716   0.8318
 FAP  H1L   H  HCR6  0   0.252  -3.9897  -0.2987  -2.4008
 FAP  H4    H  HCR6  0   0.277   0.6915   0.0266  -3.4838
 FAP  H18   H  HCR6  0   0.267  -1.9490   1.1759   0.4652
 FAP  H19   H  HCR6  0   0.262  -2.1610   1.2111   2.8966
 FAP  H7    H  HNH1  0   0.404  -1.8351  -0.2488  -6.1916
 FAP  H16   H  HNH1  0   0.409   1.0664  -0.0221  -1.2098
 FAP  H21   H  HCR6  0   0.279   1.4956  -1.0133   3.2476
 FAP  H241  H  HCH2  0   0.225   1.3997   0.0477   5.2536
 FAP  H242  H  HCH2  0   0.222   0.4525  -1.4460   5.3352
 FAP  H11   H  HCR6  0   0.285   3.7429   0.5183  -7.6558
 FAP  H10   H  HCR6  0   0.291   2.5727  -1.6600  -7.8641
 FAP  H12   H  HCR6  0   0.291   2.6629   2.4103  -6.4697
 FAP  H25   H  HCH1  0   0.237  -0.0700   1.0842   6.9490
 FAP  H261  H  HCH2  0   0.202   2.0582  -0.0811   7.5217
 FAP  H262  H  HCH2  0   0.236   1.1768  -1.5894   7.7283
 FAP  H281  H  HCH3  0   0.233   1.4465  -0.7796  11.1417
 FAP  H282  H  HCH3  0   0.233   1.5714  -2.0426   9.9190
 FAP  H283  H  HCH3  0   0.191   2.7583  -0.7290   9.9561
 FAP  H291  H  HCH3  0   0.237   0.1465   1.7572   8.9638
 FAP  H292  H  HCH3  0   0.236   0.6791   1.3609  10.5884
 FAP  H293  H  HCH3  0   0.192   1.8778   1.6277   9.3117
 FAP  H30   H  HOH1  0   0.443  -1.2043  -1.4423   7.3822
 FAP  F14   F  F     0  -0.295   0.2243  -2.1395  -6.8740

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
 FAP  C22  C17   aromatic  1.390  0.020  1.390
 FAP  C22  C21   aromatic  1.389  0.020  1.389
 FAP  C22  H22   single    0.930  0.020  1.080
 FAP  C1   N2    aromatic  1.317  0.020  1.317
 FAP  C1   N6    aromatic  1.321  0.020  1.321
 FAP  C1   H1L   single    0.930  0.020  1.080
 FAP  C5   C4    aromatic  1.398  0.020  1.398
 FAP  C5   N6    aromatic  1.338  0.020  1.338
 FAP  C5   N16   single    1.356  0.020  1.356
 FAP  C4   C3    aromatic  1.388  0.020  1.388
 FAP  C4   H4    single    0.930  0.020  1.080
 FAP  C3   N2    aromatic  1.344  0.020  1.344
 FAP  C3   N7    single    1.359  0.020  1.359
 FAP  C17  C18   aromatic  1.397  0.020  1.397
 FAP  C17  N16   single    1.402  0.020  1.402
 FAP  C18  C19   aromatic  1.382  0.020  1.382
 FAP  C18  H18   single    0.930  0.020  1.080
 FAP  C19  C20   aromatic  1.395  0.020  1.395
 FAP  C19  H19   single    0.930  0.020  1.080
 FAP  C20  C21   aromatic  1.391  0.020  1.391
 FAP  C20  O23   single    1.349  0.020  1.349
 FAP  N7   C8    single    1.398  0.020  1.398
 FAP  N7   H7    single    0.860  0.020  1.020
 FAP  N16  H16   single    0.860  0.020  1.020
 FAP  C21  H21   single    0.930  0.020  1.080
 FAP  O23  C24   single    1.413  0.020  1.413
 FAP  C24  C25   single    1.520  0.020  1.520
 FAP  C24  H241  single    0.970  0.020  1.090
 FAP  C24  H242  single    0.970  0.020  1.090
 FAP  C11  C10   aromatic  1.387  0.020  1.387
 FAP  C11  C12   aromatic  1.388  0.020  1.388
 FAP  C11  H11   single    0.930  0.020  1.080
 FAP  C10  C9    aromatic  1.380  0.020  1.380
 FAP  C10  H10   single    0.930  0.020  1.080
 FAP  C9   C8    aromatic  1.391  0.020  1.391
 FAP  C9   F14   single    1.335  0.020  1.335
 FAP  C8   C13   aromatic  1.392  0.020  1.392
 FAP  C12  C13   aromatic  1.380  0.020  1.380
 FAP  C12  H12   single    0.930  0.020  1.080
 FAP  C13  F15   single    1.335  0.020  1.335
 FAP  C25  C26   single    1.527  0.020  1.527
 FAP  C25  O30   single    1.406  0.020  1.406
 FAP  C25  H25   single    0.970  0.020  1.090
 FAP  C26  N27   single    1.448  0.020  1.448
 FAP  C26  H261  single    0.970  0.020  1.090
 FAP  C26  H262  single    0.970  0.020  1.090
 FAP  N27  C28   single    1.447  0.020  1.447
 FAP  N27  C29   single    1.447  0.020  1.447
 FAP  C28  H281  single    0.970  0.020  1.090
 FAP  C28  H282  single    0.970  0.020  1.090
 FAP  C28  H283  single    0.970  0.020  1.090
 FAP  C29  H291  single    0.970  0.020  1.090
 FAP  C29  H292  single    0.970  0.020  1.090
 FAP  C29  H293  single    0.970  0.020  1.090
 FAP  O30  H30   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
 FAP  H22   C22  C21   118.77  3.000
 FAP  H22   C22  C17   119.67  3.000
 FAP  C21   C22  C17   121.56  3.000
 FAP  H1L   C1   N6    115.88  3.000
 FAP  H1L   C1   N2    116.00  3.000
 FAP  N6    C1   N2    128.13  3.000
 FAP  N16   C5   N6    119.09  3.000
 FAP  N16   C5   C4    119.25  3.000
 FAP  N6    C5   C4    121.66  3.000
 FAP  H4    C4   C3    122.57  3.000
 FAP  H4    C4   C5    120.78  3.000
 FAP  C3    C4   C5    116.65  3.000
 FAP  N7    C3   N2    115.08  3.000
 FAP  N7    C3   C4    123.18  3.000
 FAP  N2    C3   C4    121.74  3.000
 FAP  N16   C17  C18   123.44  3.000
 FAP  N16   C17  C22   118.17  3.000
 FAP  C18   C17  C22   118.30  3.000
 FAP  H18   C18  C19   119.11  3.000
 FAP  H18   C18  C17   120.54  3.000
 FAP  C19   C18  C17   120.36  3.000
 FAP  H19   C19  C20   119.32  3.000
 FAP  H19   C19  C18   119.55  3.000
 FAP  C20   C19  C18   121.13  3.000
 FAP  O23   C20  C21   124.77  3.000
 FAP  O23   C20  C19   116.44  3.000
 FAP  C21   C20  C19   118.79  3.000
 FAP  C3    N2   C1    115.90  3.000
 FAP  C5    N6   C1    115.92  3.000
 FAP  H7    N7   C8    118.89  3.000
 FAP  H7    N7   C3    116.40  3.000
 FAP  C8    N7   C3    124.67  3.000
 FAP  H16   N16  C17   115.39  3.000
 FAP  H16   N16  C5    115.44  3.000
 FAP  C17   N16  C5    128.86  3.000
 FAP  H21   C21  C20   121.84  3.000
 FAP  H21   C21  C22   118.31  3.000
 FAP  C20   C21  C22   119.85  3.000
 FAP  C24   O23  C20   118.76  3.000
 FAP  H242  C24  H241  107.59  3.000
 FAP  H242  C24  C25   110.38  3.000
 FAP  H241  C24  C25   109.38  3.000
 FAP  H242  C24  O23   110.69  3.000
 FAP  H241  C24  O23   110.74  3.000
 FAP  C25   C24  O23   108.06  3.000
 FAP  H11   C11  C12   119.39  3.000
 FAP  H11   C11  C10   119.53  3.000
 FAP  C12   C11  C10   121.08  3.000
 FAP  H10   C10  C9    120.27  3.000
 FAP  H10   C10  C11   121.27  3.000
 FAP  C9    C10  C11   118.45  3.000
 FAP  F14   C9   C8    117.79  3.000
 FAP  F14   C9   C10   119.52  3.000
 FAP  C8    C9   C10   122.68  3.000
 FAP  C13   C8   C9    116.64  3.000
 FAP  C13   C8   N7    121.82  3.000
 FAP  C9    C8   N7    121.53  3.000
 FAP  H12   C12  C13   120.24  3.000
 FAP  H12   C12  C11   121.30  3.000
 FAP  C13   C12  C11   118.45  3.000
 FAP  F15   C13  C12   119.57  3.000
 FAP  F15   C13  C8    117.75  3.000
 FAP  C12   C13  C8    122.68  3.000
 FAP  H25   C25  O30   105.79  3.000
 FAP  H25   C25  C26   109.63  3.000
 FAP  O30   C25  C26   112.65  3.000
 FAP  H25   C25  C24   107.45  3.000
 FAP  O30   C25  C24   112.20  3.000
 FAP  C26   C25  C24   108.94  3.000
 FAP  H262  C26  H261  106.14  3.000
 FAP  H262  C26  N27   107.95  3.000
 FAP  H261  C26  N27   111.78  3.000
 FAP  H262  C26  C25   108.38  3.000
 FAP  H261  C26  C25   108.64  3.000
 FAP  N27   C26  C25   113.63  3.000
 FAP  C29   N27  C28   110.73  3.000
 FAP  C29   N27  C26   112.31  3.000
 FAP  C28   N27  C26   110.80  3.000
 FAP  H283  C28  H282  107.72  3.000
 FAP  H283  C28  H281  107.57  3.000
 FAP  H282  C28  H281  107.75  3.000
 FAP  H283  C28  N27   113.43  3.000
 FAP  H282  C28  N27   110.22  3.000
 FAP  H281  C28  N27   109.95  3.000
 FAP  H293  C29  H292  107.81  3.000
 FAP  H293  C29  H291  107.78  3.000
 FAP  H292  C29  H291  107.22  3.000
 FAP  H293  C29  N27   112.96  3.000
 FAP  H292  C29  N27   109.75  3.000
 FAP  H291  C29  N27   111.10  3.000
 FAP  H30   O30  C25   108.55  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
 FAP  CONST_01  C19   C18  C17  C22     0.00   0.0  0
 FAP  CONST_02  C19   C20  C21  C22     0.00   0.0  0
 FAP  CONST_03  C4    C3   N2   C1      0.00   0.0  0
 FAP  CONST_04  C4    C5   N6   C1      0.00   0.0  0
 FAP  CONST_05  N2    C3   C4   C5      0.00   0.0  0
 FAP  CONST_06  N2    C1   N6   C5      0.00   0.0  0
 FAP  CONST_07  N6    C5   C4   C3      0.00   0.0  0
 FAP  CONST_08  N6    C1   N2   C3      0.00   0.0  0
 FAP  CONST_09  C20   C21  C22  C17     0.00   0.0  0
 FAP  CONST_10  C20   C19  C18  C17     0.00   0.0  0
 FAP  CONST_11  C21   C22  C17  C18     0.00   0.0  0
 FAP  CONST_12  C21   C20  C19  C18     0.00   0.0  0
 FAP  CONST_13  C8    C9   C10  C11     0.00   0.0  0
 FAP  CONST_14  C8    C13  C12  C11     0.00   0.0  0
 FAP  CONST_15  C13   C12  C11  C10     0.00   0.0  0
 FAP  CONST_16  C13   C8   C9   C10     0.00   0.0  0
 FAP  CONST_17  C12   C11  C10  C9      0.00   0.0  0
 FAP  CONST_18  C12   C13  C8   C9      0.00   0.0  0
 FAP  CONST_19  O23   C20  C21  C22   180.00   0.0  0
 FAP  CONST_20  N7    C3   N2   C1    180.00   0.0  0
 FAP  CONST_21  N16   C5   N6   C1    180.00   0.0  0
 FAP  CONST_22  N7    C3   C4   C5    180.00   0.0  0
 FAP  CONST_23  N16   C5   C4   C3    180.00   0.0  0
 FAP  CONST_24  O23   C20  C19  C18   180.00   0.0  0
 FAP  CONST_25  N16   C17  C18  C19   180.00   0.0  0
 FAP  CONST_26  C10   C9   C8   N7    180.00   0.0  0
 FAP  CONST_27  C12   C13  C8   N7    180.00   0.0  0
 FAP  CONST_28  C21   C22  C17  N16   180.00   0.0  0
 FAP  CONST_29  F14   C9   C10  C11   180.00   0.0  0
 FAP  CONST_30  F15   C13  C12  C11   180.00   0.0  0
 FAP  CONST_31  F15   C13  C8   C9    180.00   0.0  0
 FAP  CONST_32  F14   C9   C8   C13   180.00   0.0  0
 FAP  CONST_33  H18   C18  C17  C22   180.00   0.0  0
 FAP  CONST_34  H1L   C1   N6   C5    180.00   0.0  0
 FAP  CONST_35  H21   C21  C22  C17   180.00   0.0  0
 FAP  CONST_36  H19   C19  C18  C17   180.00   0.0  0
 FAP  CONST_37  H22   C22  C17  C18   180.00   0.0  0
 FAP  CONST_38  H4    C4   C3   N2    180.00   0.0  0
 FAP  CONST_39  H12   C12  C11  C10   180.00   0.0  0
 FAP  CONST_40  H11   C11  C10  C9    180.00   0.0  0
 FAP  CONST_41  H10   C10  C9   C8    180.00   0.0  0
 FAP  Var_01    C5    N16  C17  C22   146.48  30.0  2
 FAP  Var_02    C17   N16  C5   C4    179.63  30.0  2
 FAP  Var_03    C8    N7   C3   C4     -3.46  30.0  2
 FAP  Var_04    C9    C8   N7   C3    112.05  30.0  2
 FAP  Var_05    C25   C24  O23  C20   175.21  30.0  3
 FAP  Var_06    C28   N27  C26  C25   166.53  30.0  3
 FAP  Var_07    H281  C28  N27  C26  -177.75  30.0  3
 FAP  Var_08    H291  C29  N27  C26    61.95  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
 FAP  chir_01  C25  C24  C26  O30  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
 FAP  plan-1  C22  0.020
 FAP  plan-1  C17  0.020
 FAP  plan-1  C18  0.020
 FAP  plan-1  C19  0.020
 FAP  plan-1  C20  0.020
 FAP  plan-1  N16  0.020
 FAP  plan-1  C21  0.020
 FAP  plan-1  O23  0.020
 FAP  plan-1  H22  0.020
 FAP  plan-1  H18  0.020
 FAP  plan-1  H19  0.020
 FAP  plan-1  H21  0.020
 FAP  plan-2  C1   0.020
 FAP  plan-2  C5   0.020
 FAP  plan-2  C4   0.020
 FAP  plan-2  C3   0.020
 FAP  plan-2  N2   0.020
 FAP  plan-2  N6   0.020
 FAP  plan-2  N7   0.020
 FAP  plan-2  N16  0.020
 FAP  plan-2  H1L  0.020
 FAP  plan-2  H4   0.020
 FAP  plan-3  N7   0.020
 FAP  plan-3  C11  0.020
 FAP  plan-3  C10  0.020
 FAP  plan-3  C9   0.020
 FAP  plan-3  C8   0.020
 FAP  plan-3  C12  0.020
 FAP  plan-3  C13  0.020
 FAP  plan-3  F15  0.020
 FAP  plan-3  H11  0.020
 FAP  plan-3  H10  0.020
 FAP  plan-3  H12  0.020
 FAP  plan-3  F14  0.020

