# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 11 20:49:58 2022
#   Inital geometry file: a 111 line input string
#   Ligand name: 4-(cyclohexylamino)-2-[(1-methylpyrazol-4-yl)amino]-7~{H}-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1cc(Nc2nc3[nH]cc(C#N)c3c(NC4CCCCC4)n2)cn1
#
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
 FZR  FZR  4-(cyclohexylamino)-2-[(1-methylpyrazol-4-yl)amino]-7~{H}-pyrrolo[2,3-d]pyrimidine-5-carbonitrile  ligand  45  25  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_FZR
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
 FZR  C10  C  CR56  0   0.507   1.3249  32.8626  11.1113
 FZR  C12  C  CR5   0  -0.119   2.6124  33.0943  12.9647
 FZR  C19  C  CH1   0  -0.060   1.9490  37.5866  11.9594
 FZR  C20  C  CH2   0  -0.443   3.1388  38.4327  12.4006
 FZR  C22  C  CH2   0  -0.428   1.6034  40.4030  12.7522
 FZR  C24  C  CH2   0  -0.436   0.6608  38.0723  12.6240
 FZR  C17  C  CR6   0   0.533   1.6683  35.1616  11.5785
 FZR  C23  C  CH2   0  -0.451   0.4145  39.5478  12.3277
 FZR  C04  C  CR15  0  -0.119  -1.5626  36.1731   7.1561
 FZR  C05  C  CR15  0   0.015  -0.6369  37.2106   8.8618
 FZR  C06  C  CR5   0   0.067  -0.8109  35.9496   8.3255
 FZR  C08  C  CR6   0   0.577   0.3907  34.3962   9.8235
 FZR  C11  C  CR56  0  -0.086   1.9066  33.8169  11.9434
 FZR  C13  C  CSP   0  -0.060   3.3373  33.6156  14.0540
 FZR  C15  C  CR15  0   0.031   2.4296  31.7592  12.7031
 FZR  C21  C  CH2   0  -0.436   2.8924  39.9088  12.1046
 FZR  N02  N  NR5   0  -0.270  -1.2603  38.0669   8.0214
 FZR  N03  N  N     0  -0.270  -1.8254  37.4584   6.9947
 FZR  N07  N  NH1   0  -0.756  -0.3997  34.6999   8.7612
 FZR  N09  N  N     0  -0.521   0.5705  33.0960  10.0449
 FZR  N14  N  NS    0  -0.259   3.9217  34.0679  14.9415
 FZR  N16  N  NR15  0  -0.668   1.6627  31.6321  11.5912
 FZR  N18  N  NH1   0  -0.682   2.2109  36.1881  12.2429
 FZR  N25  N  N     0  -0.537   0.8956  35.4142  10.5240
 FZR  H1   H  HCH1  0   0.240   1.8457  37.6865  10.8754
 FZR  H2   H  HCH2  0   0.220   3.3004  38.2977  13.4767
 FZR  H3   H  HCH2  0   0.240   4.0451  38.0903  11.8950
 FZR  H4   H  HCH2  0   0.212   1.7066  40.3633  13.8419
 FZR  H5   H  HCH2  0   0.229   1.4294  41.4500  12.4933
 FZR  H6   H  HCH2  0   0.235  -0.1825  37.4663  12.2834
 FZR  H7   H  HCH2  0   0.220   0.7453  37.9209  13.7057
 FZR  H8   H  HCH2  0   0.224   0.2417  39.6774  11.2530
 FZR  H9   H  HCH2  0   0.232  -0.4963  39.8819  12.8292
 FZR  H10  H  HCH3  0   0.259  -1.1081  40.0033   7.2673
 FZR  H11  H  HCH3  0   0.255  -2.4084  39.7658   8.4505
 FZR  H12  H  HCH3  0   0.262  -0.7219  39.8175   8.9825
 FZR  H14  H  HCR5  0   0.308  -0.1344  37.5506   9.7480
 FZR  H15  H  HCR5  0   0.315   2.7937  30.8987  13.2395
 FZR  H16  H  HCH2  0   0.233   3.7438  40.5004  12.4479
 FZR  H17  H  HCH2  0   0.215   2.8312  40.0520  11.0206
 FZR  H18  H  HNH1  0   0.403  -0.7490  33.9071   8.2465
 FZR  H19  H  HNR5  0   0.423   1.3766  30.7542  11.1847
 FZR  H20  H  HNH1  0   0.402   2.7361  35.9878  13.0793
 FZR  H13  H  HCR5  0   0.261  -1.9097  35.4402   6.4420
 FZR  C01  C  CH3   0  -0.514  -1.3871  39.4937   8.1869

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
 FZR  N03  C04  aromatic  1.322  0.020  1.322
 FZR  N03  N02  aromatic  1.320  0.020  1.320
 FZR  C04  C06  aromatic  1.408  0.020  1.408
 FZR  N02  C01  single    1.442  0.020  1.442
 FZR  N02  C05  aromatic  1.352  0.020  1.352
 FZR  C06  N07  single    1.386  0.020  1.386
 FZR  C06  C05  aromatic  1.381  0.020  1.381
 FZR  N07  C08  single    1.358  0.020  1.358
 FZR  C08  N09  aromatic  1.331  0.020  1.331
 FZR  C08  N25  aromatic  1.335  0.020  1.335
 FZR  N09  C10  aromatic  1.327  0.020  1.327
 FZR  N25  C17  aromatic  1.331  0.020  1.331
 FZR  C10  N16  aromatic  1.363  0.020  1.363
 FZR  C10  C11  aromatic  1.393  0.020  1.393
 FZR  C17  C11  aromatic  1.414  0.020  1.414
 FZR  C17  N18  single    1.338  0.020  1.338
 FZR  N16  C15  aromatic  1.357  0.020  1.357
 FZR  C19  C20  single    1.525  0.020  1.525
 FZR  C19  N18  single    1.451  0.020  1.451
 FZR  C19  C24  single    1.529  0.020  1.529
 FZR  C21  C20  single    1.525  0.020  1.525
 FZR  C21  C22  single    1.525  0.020  1.525
 FZR  C11  C12  aromatic  1.436  0.020  1.436
 FZR  C24  C23  single    1.525  0.020  1.525
 FZR  C23  C22  single    1.525  0.020  1.525
 FZR  C15  C12  aromatic  1.373  0.020  1.373
 FZR  C12  C13  single    1.408  0.020  1.408
 FZR  C13  N14  triple    1.155  0.020  1.155
 FZR  C19  H1   single    0.970  0.020  1.090
 FZR  C20  H2   single    0.970  0.020  1.090
 FZR  C20  H3   single    0.970  0.020  1.090
 FZR  C22  H4   single    0.970  0.020  1.090
 FZR  C22  H5   single    0.970  0.020  1.090
 FZR  C24  H6   single    0.970  0.020  1.090
 FZR  C24  H7   single    0.970  0.020  1.090
 FZR  C23  H8   single    0.970  0.020  1.090
 FZR  C23  H9   single    0.970  0.020  1.090
 FZR  C01  H10  single    0.970  0.020  1.090
 FZR  C01  H11  single    0.970  0.020  1.090
 FZR  C01  H12  single    0.970  0.020  1.090
 FZR  C04  H13  single    0.930  0.020  1.080
 FZR  C05  H14  single    0.930  0.020  1.080
 FZR  C15  H15  single    0.930  0.020  1.080
 FZR  C21  H16  single    0.970  0.020  1.090
 FZR  C21  H17  single    0.970  0.020  1.090
 FZR  N07  H18  single    0.860  0.020  1.020
 FZR  N16  H19  single    0.860  0.020  1.020
 FZR  N18  H20  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
 FZR  N16  C10  N09  125.63  3.000
 FZR  N16  C10  C11  107.73  3.000
 FZR  N09  C10  C11  126.64  3.000
 FZR  C15  C12  C13  125.16  3.000
 FZR  C13  C12  C11  128.07  3.000
 FZR  C15  C12  C11  106.76  3.000
 FZR  H1   C19  N18  107.39  3.000
 FZR  H1   C19  C24  108.80  3.000
 FZR  N18  C19  C24  111.92  3.000
 FZR  H1   C19  C20  108.05  3.000
 FZR  C24  C19  C20  110.82  3.000
 FZR  N18  C19  C20  109.72  3.000
 FZR  H3   C20  H2   107.05  3.000
 FZR  H3   C20  C21  110.33  3.000
 FZR  H2   C20  C21  109.47  3.000
 FZR  H3   C20  C19  109.84  3.000
 FZR  H2   C20  C19  109.30  3.000
 FZR  C21  C20  C19  110.77  3.000
 FZR  H5   C22  H4   106.59  3.000
 FZR  H5   C22  C21  110.16  3.000
 FZR  H4   C22  C21  109.34  3.000
 FZR  H5   C22  C23  110.32  3.000
 FZR  H4   C22  C23  109.27  3.000
 FZR  C21  C22  C23  111.04  3.000
 FZR  H7   C24  H6   106.90  3.000
 FZR  H7   C24  C23  109.76  3.000
 FZR  H6   C24  C23  110.57  3.000
 FZR  H7   C24  C19  108.68  3.000
 FZR  H6   C24  C19  109.79  3.000
 FZR  C23  C24  C19  111.04  3.000
 FZR  N25  C17  N18  118.89  3.000
 FZR  N18  C17  C11  122.23  3.000
 FZR  N25  C17  C11  118.87  3.000
 FZR  H9   C23  H8   106.42  3.000
 FZR  H9   C23  C24  109.97  3.000
 FZR  H8   C23  C24  109.29  3.000
 FZR  H9   C23  C22  110.54  3.000
 FZR  H8   C23  C22  109.24  3.000
 FZR  C24  C23  C22  111.26  3.000
 FZR  H13  C04  N03  121.00  3.000
 FZR  H13  C04  C06  127.79  3.000
 FZR  N03  C04  C06  111.21  3.000
 FZR  H14  C05  N02  121.88  3.000
 FZR  H14  C05  C06  131.94  3.000
 FZR  N02  C05  C06  106.19  3.000
 FZR  N07  C06  C05  131.59  3.000
 FZR  C05  C06  C04  104.17  3.000
 FZR  N07  C06  C04  124.24  3.000
 FZR  N25  C08  N09  127.33  3.000
 FZR  N25  C08  N07  117.39  3.000
 FZR  N09  C08  N07  115.28  3.000
 FZR  C17  C11  C12  138.15  3.000
 FZR  C12  C11  C10  106.57  3.000
 FZR  C17  C11  C10  115.28  3.000
 FZR  N14  C13  C12  180.00  3.000
 FZR  H15  C15  N16  121.62  3.000
 FZR  H15  C15  C12  129.56  3.000
 FZR  N16  C15  C12  108.82  3.000
 FZR  H17  C21  H16  106.49  3.000
 FZR  H17  C21  C22  109.31  3.000
 FZR  H16  C21  C22  110.48  3.000
 FZR  H17  C21  C20  109.13  3.000
 FZR  H16  C21  C20  109.71  3.000
 FZR  C22  C21  C20  111.58  3.000
 FZR  N03  N02  C05  112.87  3.000
 FZR  C05  N02  C01  126.57  3.000
 FZR  N03  N02  C01  120.51  3.000
 FZR  N02  N03  C04  105.55  3.000
 FZR  H18  N07  C08  115.17  3.000
 FZR  H18  N07  C06  116.48  3.000
 FZR  C08  N07  C06  128.32  3.000
 FZR  C08  N09  C10  112.48  3.000
 FZR  H19  N16  C15  124.89  3.000
 FZR  H19  N16  C10  124.98  3.000
 FZR  C15  N16  C10  110.12  3.000
 FZR  H20  N18  C17  118.11  3.000
 FZR  H20  N18  C19  116.60  3.000
 FZR  C17  N18  C19  124.71  3.000
 FZR  C08  N25  C17  119.37  3.000
 FZR  H12  C01  H11  108.81  3.000
 FZR  H12  C01  H10  108.81  3.000
 FZR  H11  C01  H10  109.15  3.000
 FZR  H12  C01  N02  108.98  3.000
 FZR  H11  C01  N02  110.94  3.000
 FZR  H10  C01  N02  110.11  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
 FZR  CONST_01  N25  C08  N09  C10    0.00   0.0  0
 FZR  CONST_02  C12  C15  N16  C10    0.00   0.0  0
 FZR  CONST_03  N25  C17  C11  C10    0.00   0.0  0
 FZR  CONST_04  C15  C12  C11  C10    0.00   0.0  0
 FZR  CONST_05  N09  C10  C11  C12  180.00   0.0  0
 FZR  CONST_06  N16  C10  C11  C12    0.00   0.0  0
 FZR  CONST_07  N25  C17  C11  C12  180.00   0.0  0
 FZR  CONST_08  N09  C08  N25  C17    0.00   0.0  0
 FZR  CONST_09  N09  C10  C11  C17    0.00   0.0  0
 FZR  CONST_10  N16  C10  C11  C17  180.00   0.0  0
 FZR  CONST_11  C15  C12  C11  C17  180.00   0.0  0
 FZR  CONST_12  C05  N02  N03  C04    0.00   0.0  0
 FZR  CONST_13  N02  C05  C06  C04    0.00   0.0  0
 FZR  CONST_14  N03  C04  C06  C05    0.00   0.0  0
 FZR  CONST_15  N02  N03  C04  C06    0.00   0.0  0
 FZR  CONST_16  N03  N02  C05  C06    0.00   0.0  0
 FZR  CONST_17  N16  C10  N09  C08  180.00   0.0  0
 FZR  CONST_18  C11  C10  N09  C08    0.00   0.0  0
 FZR  CONST_19  C11  C17  N25  C08    0.00   0.0  0
 FZR  CONST_20  C15  N16  C10  C11    0.00   0.0  0
 FZR  CONST_21  N16  C15  C12  C11    0.00   0.0  0
 FZR  CONST_22  N09  C10  N16  C15  180.00   0.0  0
 FZR  CONST_23  N07  C08  N09  C10  180.00   0.0  0
 FZR  CONST_24  N18  C17  C11  C10  180.00   0.0  0
 FZR  CONST_25  C13  C12  C11  C10  180.00   0.0  0
 FZR  CONST_26  N18  C17  C11  C12    0.00   0.0  0
 FZR  CONST_27  N07  C08  N25  C17  180.00   0.0  0
 FZR  CONST_28  C13  C12  C11  C17    0.00   0.0  0
 FZR  CONST_29  C04  N03  N02  C01  180.00   0.0  0
 FZR  CONST_30  C06  C05  N02  C01  180.00   0.0  0
 FZR  CONST_31  N18  C17  N25  C08  180.00   0.0  0
 FZR  CONST_32  N16  C15  C12  C13  180.00   0.0  0
 FZR  CONST_33  N07  C06  C05  N02  180.00   0.0  0
 FZR  CONST_34  N07  C06  C04  N03  180.00   0.0  0
 FZR  CONST_35  N25  C17  N18  C19    0.00   0.0  0
 FZR  CONST_36  C11  C17  N18  C19  180.00   0.0  0
 FZR  CONST_37  H15  C15  N16  C10  180.00   0.0  0
 FZR  CONST_38  H19  N16  C15  C12  180.00   0.0  0
 FZR  CONST_39  H14  C05  C06  C04  180.00   0.0  0
 FZR  CONST_40  H13  C04  C06  C05  180.00   0.0  0
 FZR  CONST_41  H20  N18  C17  C11    0.00   0.0  0
 FZR  Var_01    C22  C21  C20  C19   55.92  30.0  1
 FZR  Var_02    C22  C23  C24  C19  -55.87  30.0  1
 FZR  Var_03    C23  C22  C21  C20  -55.24  30.0  1
 FZR  Var_04    C21  C22  C23  C24   55.09  30.0  1
 FZR  Var_05    C08  N07  C06  C04  175.62  30.0  2
 FZR  Var_06    N09  C08  N07  C06  176.89  30.0  2
 FZR  Var_07    H10  C01  N02  C05  131.43  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
 FZR  chir_01  C19  C20  N18  C24  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
 FZR  plan-1  C04  0.020
 FZR  plan-1  C05  0.020
 FZR  plan-1  C06  0.020
 FZR  plan-1  N02  0.020
 FZR  plan-1  N03  0.020
 FZR  plan-1  N07  0.020
 FZR  plan-1  H14  0.020
 FZR  plan-1  H13  0.020
 FZR  plan-1  C01  0.020
 FZR  plan-2  C10  0.020
 FZR  plan-2  C12  0.020
 FZR  plan-2  C17  0.020
 FZR  plan-2  C08  0.020
 FZR  plan-2  C11  0.020
 FZR  plan-2  C13  0.020
 FZR  plan-2  C15  0.020
 FZR  plan-2  N07  0.020
 FZR  plan-2  N09  0.020
 FZR  plan-2  N14  0.020
 FZR  plan-2  N16  0.020
 FZR  plan-2  N18  0.020
 FZR  plan-2  N25  0.020
 FZR  plan-2  H15  0.020
 FZR  plan-2  H19  0.020
 FZR  plan-3  C19  0.020
 FZR  plan-3  C17  0.020
 FZR  plan-3  N18  0.020
 FZR  plan-3  H20  0.020

