# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 14:59:34 2021
#   Inital geometry file: a 98 line input string
#   Ligand name: methyl 2-[[6-[[3,4-bis(fluoranyl)phenyl]amino]-1-methyl-pyrazolo[3,4-d]pyrimidin-4-yl]amino]ethanoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)CNc1nc(Nc2ccc(F)c(F)c2)nc3n(C)ncc13
#
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
 LWN  LWN  'methyl 2-[[6-[[3,4-bis(fluoranyl)phenyl]amino]-1-methyl-pyrazolo[3,4-d]pyrimidin-4-yl]amino]ethanoate'  ligand  39  25  .  2022-03-22  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_LWN
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
 LWN  C4   C  CR6   0   0.593  -35.5027  -39.5452  28.7980
 LWN  C14  C  CR16  0  -0.503  -32.1352  -38.4806  29.7627
 LWN  C5   C  CR56  0   0.599  -37.2845  -40.8485  28.7174
 LWN  C6   C  CR15  0  -0.121  -38.8017  -41.1379  27.1187
 LWN  C11  C  CR16  0  -0.402  -32.3425  -36.5170  27.8230
 LWN  C7   C  CR56  0  -0.249  -37.6265  -40.4178  27.4332
 LWN  C9   C  CR6   0   0.377  -33.3527  -38.2997  29.0975
 LWN  C10  C  CR16  0  -0.287  -33.4475  -37.2984  28.1297
 LWN  C12  C  CR6   0   0.372  -31.1478  -36.7062  28.4815
 LWN  C13  C  CR6   0   0.409  -31.0563  -37.6838  29.4558
 LWN  N1   N  N     0  -0.543  -35.7162  -39.0343  27.5821
 LWN  N2   N  N     0  -0.528  -36.2376  -40.4475  29.4367
 LWN  C3   C  CR6   0   0.556  -36.7583  -39.4548  26.8760
 LWN  N3   N  NR5   0  -0.369  -38.2149  -41.7468  29.0807
 LWN  F1   F  F     0  -0.310  -30.0749  -35.9555  28.1968
 LWN  F    F  F     0  -0.308  -29.8963  -37.8617  30.0971
 LWN  N5   N  NH1   0  -0.770  -34.4034  -39.1215  29.4897
 LWN  N4   N  N     0  -0.260  -39.1360  -41.9237  28.1105
 LWN  N    N  NH1   0  -0.651  -36.9458  -38.9264  25.6619
 LWN  C2   C  CH2   0  -0.431  -36.0501  -37.9548  25.1116
 LWN  C1   C  C     0   0.592  -34.6686  -38.5230  24.8453
 LWN  O1   O  O     0  -0.441  -34.4215  -39.6923  24.7166
 LWN  O    O  O2    0  -0.451  -33.7806  -37.5500  24.7287
 LWN  C    C  CH3   0  -0.425  -32.4313  -37.9171  24.4398
 LWN  H2   H  HCR5  0   0.267  -39.4007  -41.1105  26.2210
 LWN  H3   H  HCR6  0   0.288  -32.4198  -35.7458  27.0678
 LWN  H7   H  HCR6  0   0.289  -34.3759  -37.1221  27.6155
 LWN  H8   H  HNH1  0   0.409  -34.2632  -39.6228  30.3537
 LWN  H9   H  HNH1  0   0.415  -37.6839  -39.2861  25.0813
 LWN  H10  H  HCH2  0   0.284  -35.9727  -37.0759  25.7542
 LWN  H11  H  HCH2  0   0.318  -36.4661  -37.6149  24.1615
 LWN  H12  H  HCH3  0   0.252  -31.8819  -36.9854  24.3440
 LWN  H13  H  HCH3  0   0.239  -32.0026  -38.5063  25.2502
 LWN  H14  H  HCH3  0   0.245  -32.3614  -38.4763  23.5073
 LWN  C8   C  CH3   0  -0.529  -38.2805  -42.4748  30.3231
 LWN  H1   H  HCR6  0   0.299  -32.0241  -39.2481  30.5189
 LWN  H4   H  HCH3  0   0.267  -39.1708  -43.0952  30.3048
 LWN  H5   H  HCH3  0   0.255  -37.4055  -43.1116  30.4464
 LWN  H6   H  HCH3  0   0.255  -38.3408  -41.7921  31.1692

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
 LWN  C    O    single    1.428  0.020  1.428
 LWN  O1   C1   double    1.202  0.020  1.202
 LWN  O    C1   single    1.322  0.020  1.322
 LWN  C1   C2   single    1.517  0.020  1.517
 LWN  C2   N    single    1.431  0.020  1.431
 LWN  N    C3   single    1.337  0.020  1.337
 LWN  C3   C7   aromatic  1.411  0.020  1.411
 LWN  C3   N1   aromatic  1.327  0.020  1.327
 LWN  C6   C7   aromatic  1.414  0.020  1.414
 LWN  C6   N4   aromatic  1.309  0.020  1.309
 LWN  C7   C5   aromatic  1.397  0.020  1.397
 LWN  N1   C4   aromatic  1.336  0.020  1.336
 LWN  C11  C10  aromatic  1.388  0.020  1.388
 LWN  C11  C12  aromatic  1.377  0.020  1.377
 LWN  C10  C9   aromatic  1.396  0.020  1.396
 LWN  N4   N3   aromatic  1.350  0.020  1.350
 LWN  C4   N2   aromatic  1.328  0.020  1.328
 LWN  C4   N5   single    1.366  0.020  1.366
 LWN  C5   N3   aromatic  1.343  0.020  1.343
 LWN  C5   N2   aromatic  1.332  0.020  1.332
 LWN  C12  F1   single    1.340  0.020  1.340
 LWN  C12  C13  aromatic  1.383  0.020  1.383
 LWN  C9   N5   single    1.390  0.020  1.390
 LWN  C9   C14  aromatic  1.399  0.020  1.399
 LWN  N3   C8   single    1.441  0.020  1.441
 LWN  C13  C14  aromatic  1.376  0.020  1.376
 LWN  C13  F    single    1.337  0.020  1.337
 LWN  C14  H1   single    0.930  0.020  1.080
 LWN  C6   H2   single    0.930  0.020  1.080
 LWN  C11  H3   single    0.930  0.020  1.080
 LWN  C8   H4   single    0.970  0.020  1.090
 LWN  C8   H5   single    0.970  0.020  1.090
 LWN  C8   H6   single    0.970  0.020  1.090
 LWN  C10  H7   single    0.930  0.020  1.080
 LWN  N5   H8   single    0.860  0.020  1.020
 LWN  N    H9   single    0.860  0.020  1.020
 LWN  C2   H10  single    0.970  0.020  1.090
 LWN  C2   H11  single    0.970  0.020  1.090
 LWN  C    H12  single    0.970  0.020  1.090
 LWN  C    H13  single    0.970  0.020  1.090
 LWN  C    H14  single    0.970  0.020  1.090

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
 LWN  N5   C4   N2   114.37  3.000
 LWN  N5   C4   N1   118.09  3.000
 LWN  N2   C4   N1   127.54  3.000
 LWN  H1   C14  C13  119.05  3.000
 LWN  H1   C14  C9   120.85  3.000
 LWN  C13  C14  C9   120.10  3.000
 LWN  N3   C5   N2   126.84  3.000
 LWN  N2   C5   C7   126.59  3.000
 LWN  N3   C5   C7   106.57  3.000
 LWN  H2   C6   N4   120.24  3.000
 LWN  H2   C6   C7   129.29  3.000
 LWN  N4   C6   C7   110.46  3.000
 LWN  H3   C11  C12  119.58  3.000
 LWN  H3   C11  C10  119.91  3.000
 LWN  C12  C11  C10  120.51  3.000
 LWN  C3   C7   C6   140.46  3.000
 LWN  C6   C7   C5   104.54  3.000
 LWN  C3   C7   C5   115.00  3.000
 LWN  N5   C9   C10  124.63  3.000
 LWN  N5   C9   C14  116.56  3.000
 LWN  C10  C9   C14  118.78  3.000
 LWN  H7   C10  C9   120.50  3.000
 LWN  H7   C10  C11  119.29  3.000
 LWN  C9   C10  C11  120.21  3.000
 LWN  F1   C12  C13  119.51  3.000
 LWN  C13  C12  C11  119.43  3.000
 LWN  F1   C12  C11  121.06  3.000
 LWN  F    C13  C12  119.29  3.000
 LWN  F    C13  C14  119.75  3.000
 LWN  C12  C13  C14  120.96  3.000
 LWN  C3   N1   C4   119.24  3.000
 LWN  C5   N2   C4   112.33  3.000
 LWN  N    C3   N1   117.90  3.000
 LWN  N1   C3   C7   119.29  3.000
 LWN  N    C3   C7   122.80  3.000
 LWN  N4   N3   C8   121.50  3.000
 LWN  C8   N3   C5   127.04  3.000
 LWN  N4   N3   C5   111.47  3.000
 LWN  H8   N5   C9   115.49  3.000
 LWN  H8   N5   C4   113.04  3.000
 LWN  C9   N5   C4   130.43  3.000
 LWN  N3   N4   C6   106.96  3.000
 LWN  H9   N    C2   118.69  3.000
 LWN  H9   N    C3   119.06  3.000
 LWN  C2   N    C3   121.97  3.000
 LWN  H11  C2   H10  106.78  3.000
 LWN  H11  C2   C1   108.11  3.000
 LWN  H10  C2   C1   109.89  3.000
 LWN  H11  C2   N    107.92  3.000
 LWN  H10  C2   N    111.38  3.000
 LWN  C1   C2   N    112.52  3.000
 LWN  O    C1   O1   124.63  3.000
 LWN  O    C1   C2   110.57  3.000
 LWN  O1   C1   C2   124.76  3.000
 LWN  C    O    C1   117.60  3.000
 LWN  H14  C    H13  109.50  3.000
 LWN  H14  C    H12  109.41  3.000
 LWN  H13  C    H12  109.30  3.000
 LWN  H14  C    O    111.45  3.000
 LWN  H13  C    O    111.12  3.000
 LWN  H12  C    O    105.98  3.000
 LWN  H6   C8   H5   108.85  3.000
 LWN  H6   C8   H4   109.02  3.000
 LWN  H5   C8   H4   109.06  3.000
 LWN  H6   C8   N3   110.84  3.000
 LWN  H5   C8   N3   110.88  3.000
 LWN  H4   C8   N3   108.15  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
 LWN  CONST_01  C7   C3   N1   C4     0.00   0.0  0
 LWN  CONST_02  C7   C5   N2   C4     0.00   0.0  0
 LWN  CONST_03  N3   C5   N2   C4   180.00   0.0  0
 LWN  CONST_04  C11  C10  C9   C14    0.00   0.0  0
 LWN  CONST_05  C11  C12  C13  C14    0.00   0.0  0
 LWN  CONST_06  N1   C3   C7   C5     0.00   0.0  0
 LWN  CONST_07  N4   C6   C7   C5     0.00   0.0  0
 LWN  CONST_08  C6   N4   N3   C5     0.00   0.0  0
 LWN  CONST_09  N1   C4   N2   C5     0.00   0.0  0
 LWN  CONST_10  N1   C3   C7   C6   180.00   0.0  0
 LWN  CONST_11  N3   C5   C7   C6     0.00   0.0  0
 LWN  CONST_12  N2   C5   C7   C6   180.00   0.0  0
 LWN  CONST_13  N3   N4   C6   C7     0.00   0.0  0
 LWN  CONST_14  N4   N3   C5   C7     0.00   0.0  0
 LWN  CONST_15  C12  C11  C10  C9     0.00   0.0  0
 LWN  CONST_16  C12  C13  C14  C9     0.00   0.0  0
 LWN  CONST_17  C13  C12  C11  C10    0.00   0.0  0
 LWN  CONST_18  C13  C14  C9   C10    0.00   0.0  0
 LWN  CONST_19  C3   N1   C4   N2     0.00   0.0  0
 LWN  CONST_20  C3   C7   C5   N2     0.00   0.0  0
 LWN  CONST_21  N4   N3   C5   N2   180.00   0.0  0
 LWN  CONST_22  N4   C6   C7   C3   180.00   0.0  0
 LWN  CONST_23  N3   C5   C7   C3   180.00   0.0  0
 LWN  CONST_24  N    C3   N1   C4   180.00   0.0  0
 LWN  CONST_25  F1   C12  C13  C14  180.00   0.0  0
 LWN  CONST_26  N    C3   C7   C5   180.00   0.0  0
 LWN  CONST_27  N5   C4   N2   C5   180.00   0.0  0
 LWN  CONST_28  N    C3   C7   C6     0.00   0.0  0
 LWN  CONST_29  C8   N3   N4   C6   180.00   0.0  0
 LWN  CONST_30  N5   C9   C10  C11  180.00   0.0  0
 LWN  CONST_31  F    C13  C12  C11  180.00   0.0  0
 LWN  CONST_32  C8   N3   C5   C7   180.00   0.0  0
 LWN  CONST_33  N2   C5   N3   C8     0.00   0.0  0
 LWN  CONST_34  F    C13  C14  C9   180.00   0.0  0
 LWN  CONST_35  F1   C12  C11  C10  180.00   0.0  0
 LWN  CONST_36  N5   C9   C14  C13  180.00   0.0  0
 LWN  CONST_37  N5   C4   N1   C3   180.00   0.0  0
 LWN  CONST_38  H7   C10  C9   C14  180.00   0.0  0
 LWN  CONST_39  H2   C6   C7   C5   180.00   0.0  0
 LWN  CONST_40  H3   C11  C10  C9   180.00   0.0  0
 LWN  CONST_41  H1   C14  C9   C10  180.00   0.0  0
 LWN  CONST_42  C2   N    C3   C7   180.00   0.0  0
 LWN  CONST_43  C2   N    C3   N1     0.00   0.0  0
 LWN  CONST_44  H9   N    C3   C7     0.00   0.0  0
 LWN  Var_01    C10  C9   N5   C4    28.23  30.0  2
 LWN  Var_02    N1   C4   N5   C9    -6.44  30.0  2
 LWN  Var_03    H4   C8   N3   C5   178.40  30.0  2
 LWN  Var_04    C1   C2   N    C3    65.97  30.0  1
 LWN  Var_05    O1   C1   C2   N     20.92  30.0  2
 LWN  Var_06    H12  C    O    C1   177.65  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
 LWN  plan-1  C14  0.020
 LWN  plan-1  C11  0.020
 LWN  plan-1  C9   0.020
 LWN  plan-1  C10  0.020
 LWN  plan-1  C12  0.020
 LWN  plan-1  C13  0.020
 LWN  plan-1  F1   0.020
 LWN  plan-1  F    0.020
 LWN  plan-1  N5   0.020
 LWN  plan-1  H3   0.020
 LWN  plan-1  H7   0.020
 LWN  plan-1  H1   0.020
 LWN  plan-2  C4   0.020
 LWN  plan-2  C5   0.020
 LWN  plan-2  C6   0.020
 LWN  plan-2  C7   0.020
 LWN  plan-2  N1   0.020
 LWN  plan-2  N2   0.020
 LWN  plan-2  C3   0.020
 LWN  plan-2  N3   0.020
 LWN  plan-2  N5   0.020
 LWN  plan-2  N4   0.020
 LWN  plan-2  N    0.020
 LWN  plan-2  H2   0.020
 LWN  plan-2  C8   0.020
 LWN  plan-3  C3   0.020
 LWN  plan-3  N    0.020
 LWN  plan-3  C2   0.020
 LWN  plan-3  H9   0.020
 LWN  plan-4  C2   0.020
 LWN  plan-4  C1   0.020
 LWN  plan-4  O1   0.020
 LWN  plan-4  O    0.020

